data_ca _vrf_PLAT027_ca ; PROBLEM: _diffrn_reflns_theta_full (too) Low ............ 22.50 Deg. RESPONSE: ... ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; nicotinic acid tetra ethylene glycol calcium iodide trihydrate ; _chemical_melting_point ? _chemical_formula_moiety 'C20 H30 Ca N2 O10, I2, 2(C H Cl3)' _chemical_formula_sum 'C22 H32 Ca Cl6 I2 N2 O10' _chemical_formula_weight 991.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ca' 'Ca' 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall ? _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.306(3) _cell_length_b 10.524(2) _cell_length_c 22.164(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.43(3) _cell_angle_gamma 90.00 _cell_volume 3802.3(13) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 19922 _cell_measurement_theta_min 1.54 _cell_measurement_theta_max 27.18 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 2.257 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14362 _diffrn_reflns_av_R_equivalents 0.1422 _diffrn_reflns_av_sigmaI/netI 0.1021 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 22.50 _reflns_number_total 4941 _reflns_number_gt 3602 _reflns_threshold_expression I>2sigma(I) _computing_data_collection Stoe _computing_cell_refinement Xred _computing_data_reduction Xred _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material Word _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0540P)^2^+22.5354P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4941 _refine_ls_number_parameters 415 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1175 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_ref 0.1907 _refine_ls_wR_factor_gt 0.1774 _refine_ls_goodness_of_fit_ref 1.156 _refine_ls_restrained_S_all 1.156 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean <0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.68691(6) 0.21947(10) 0.19088(4) 0.0584(3) Uani 1 1 d . . . I2 I 1.18861(7) 0.46641(9) 0.12238(5) 0.0691(4) Uani 1 1 d . . . Ca1 Ca 0.89538(14) 0.2362(2) 0.35590(10) 0.0348(6) Uani 1 1 d . . . N1 N 1.1119(8) 0.6869(11) 0.4373(5) 0.062(3) Uani 1 1 d . . . N2 N 0.8752(7) 0.6937(10) 0.5286(5) 0.051(3) Uani 1 1 d . . . O1 O 0.9968(6) 0.3963(8) 0.3413(4) 0.056(2) Uani 1 1 d . . . O2 O 1.1136(5) 0.3597(10) 0.2916(4) 0.058(3) Uani 1 1 d . . . O3 O 1.0284(5) 0.1182(8) 0.3313(4) 0.047(2) Uani 1 1 d . . . O4 O 0.9010(5) 0.0156(8) 0.3934(4) 0.046(2) Uani 1 1 d . . . O5 O 0.7622(6) 0.1567(9) 0.4068(4) 0.055(2) Uani 1 1 d . . . O6 O 0.6922(5) 0.4241(10) 0.4188(4) 0.061(3) Uani 1 1 d . . . O7 O 0.8267(5) 0.4103(8) 0.4021(4) 0.052(2) Uani 1 1 d . . . O8 O 0.9597(5) 0.2493(9) 0.4532(4) 0.053(2) Uani 1 1 d . . . H21 H 0.9366 0.2900 0.4903 0.079 Uiso 1 1 d . . . H22 H 1.0088 0.3010 0.4502 0.079 Uiso 1 1 d . . . O9 O 0.8487(7) 0.0912(10) 0.2776(4) 0.073(3) Uani 1 1 d . . . H25 H 0.8452 0.1026 0.2442 0.109 Uiso 1 1 d . . . H26 H 0.8355 0.0182 0.2840 0.109 Uiso 1 1 d . . . O10 O 0.8490(6) 0.3675(10) 0.2707(4) 0.063(3) Uani 1 1 d . . . H23 H 0.8743 0.4429 0.2750 0.095 Uiso 1 1 d . . . H24 H 0.8094 0.3322 0.2513 0.095 Uiso 1 1 d . . . C1 C 1.1137(7) 0.5217(12) 0.3642(5) 0.042(3) Uani 1 1 d . . . C2 C 1.1980(8) 0.5390(13) 0.3580(6) 0.051(3) Uani 1 1 d . . . H2 H 1.2276 0.4886 0.3305 0.061 Uiso 1 1 calc R . . C3 C 1.2358(9) 0.6267(14) 0.3911(7) 0.060(4) Uani 1 1 d . . . H3 H 1.2932 0.6388 0.3878 0.072 Uiso 1 1 calc R . . C4 C 1.1931(10) 0.6997(14) 0.4299(7) 0.066(4) Uani 1 1 d . . . H4 H 1.2218 0.7625 0.4529 0.080 Uiso 1 1 calc R . . C5 C 1.0733(8) 0.5994(13) 0.4040(6) 0.051(3) Uani 1 1 d . . . H5 H 1.0158 0.5898 0.4078 0.061 Uiso 1 1 calc R . . C6 C 1.0676(8) 0.4215(12) 0.3324(6) 0.043(3) Uani 1 1 d . . . C7 C 1.0706(10) 0.2650(15) 0.2538(6) 0.065(4) Uani 1 1 d . . . H7A H 1.0119 0.2887 0.2498 0.078 Uiso 1 1 calc R . . H7B H 1.0938 0.2659 0.2129 0.078 Uiso 1 1 calc R . . C8 C 1.0772(9) 0.1366(16) 0.2787(7) 0.064(4) Uani 1 1 d . . . H8A H 1.0596 0.0747 0.2473 0.076 Uiso 1 1 calc R . . H8B H 1.1354 0.1190 0.2894 0.076 Uiso 1 1 calc R . . C9 C 1.0297(9) -0.0110(14) 0.3493(7) 0.066(4) Uani 1 1 d . . . H9A H 1.0873 -0.0379 0.3568 0.080 Uiso 1 1 calc R . . H9B H 1.0064 -0.0640 0.3162 0.080 Uiso 1 1 calc R . . C10 C 0.9815(10) -0.0321(15) 0.4055(6) 0.064(4) Uani 1 1 d . . . H10A H 0.9794 -0.1237 0.4153 0.077 Uiso 1 1 calc R . . H10B H 1.0074 0.0136 0.4401 0.077 Uiso 1 1 calc R . . C11 C 0.8463(10) -0.0109(16) 0.4414(7) 0.073(5) Uani 1 1 d . . . H11A H 0.8646 0.0352 0.4782 0.088 Uiso 1 1 calc R . . H11B H 0.8471 -0.1031 0.4504 0.088 Uiso 1 1 calc R . . C12 C 0.7630(11) 0.0285(15) 0.4240(8) 0.073(5) Uani 1 1 d . . . H12A H 0.7424 -0.0246 0.3900 0.087 Uiso 1 1 calc R . . H12B H 0.7262 0.0160 0.4584 0.087 Uiso 1 1 calc R . . C13 C 0.6799(8) 0.1994(15) 0.3919(7) 0.065(4) Uani 1 1 d . . . H13A H 0.6456 0.1889 0.4278 0.078 Uiso 1 1 calc R . . H13B H 0.6566 0.1444 0.3596 0.078 Uiso 1 1 calc R . . C14 C 0.6751(9) 0.3327(16) 0.3719(8) 0.069(4) Uani 1 1 d . . . H14A H 0.7144 0.3455 0.3391 0.083 Uiso 1 1 calc R . . H14B H 0.6193 0.3489 0.3549 0.083 Uiso 1 1 calc R . . C15 C 0.7688(9) 0.4611(12) 0.4287(6) 0.050(3) Uani 1 1 d . . . C16 C 0.7795(7) 0.5622(11) 0.4722(5) 0.036(3) Uani 1 1 d . . . C17 C 0.8581(8) 0.5992(12) 0.4886(6) 0.048(3) Uani 1 1 d . . . H17 H 0.9027 0.5562 0.4708 0.057 Uiso 1 1 calc R . . C18 C 0.8146(9) 0.7533(12) 0.5532(6) 0.048(3) Uani 1 1 d . . . H18 H 0.8254 0.8189 0.5818 0.058 Uiso 1 1 calc R . . C19 C 0.7347(10) 0.7212(15) 0.5378(7) 0.065(4) Uani 1 1 d . . . H19 H 0.6912 0.7677 0.5552 0.078 Uiso 1 1 calc R . . C20 C 0.7161(9) 0.6265(12) 0.4990(6) 0.050(3) Uani 1 1 d . . . H20 H 0.6606 0.6043 0.4901 0.060 Uiso 1 1 calc R . . C21 C 1.3977(8) 0.2508(15) 0.3029(7) 0.066(4) Uani 1 1 d . . . H21A H 1.3756 0.1769 0.3258 0.079 Uiso 1 1 calc R . . Cl1 Cl 1.3237(3) 0.3029(5) 0.2513(2) 0.0823(12) Uani 1 1 d . . . Cl2 Cl 1.4237(3) 0.3738(5) 0.3543(2) 0.0946(15) Uani 1 1 d . . . Cl3 Cl 1.4873(3) 0.2028(5) 0.2656(2) 0.0895(14) Uani 1 1 d . . . C22 C 1.0010(13) 0.284(2) 0.0668(9) 0.099(6) Uani 1 1 d . . . H22A H 1.0465 0.3356 0.0852 0.118 Uiso 1 1 calc R A 1 Cl4A Cl 0.9269(9) 0.244(2) 0.1196(5) 0.197(9) Uani 0.70 1 d P B 1 Cl5A Cl 1.0372(6) 0.1411(11) 0.0359(6) 0.135(4) Uani 0.70 1 d P B 1 Cl6A Cl 0.9505(7) 0.3637(10) 0.0063(6) 0.133(4) Uani 0.70 1 d P B 1 Cl4B Cl 0.9336(17) 0.351(4) 0.1105(19) 0.198(18) Uani 0.30 1 d P B 2 Cl5B Cl 1.020(2) 0.136(2) 0.096(2) 0.195(17) Uani 0.30 1 d P B 2 Cl6B Cl 0.9911(18) 0.279(5) -0.0060(14) 0.193(18) Uani 0.30 1 d P B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0545(6) 0.0682(6) 0.0521(6) -0.0018(5) -0.0057(4) 0.0000(5) I2 0.0818(7) 0.0379(5) 0.0883(8) 0.0037(5) 0.0170(6) 0.0029(5) Ca1 0.0390(13) 0.0344(13) 0.0312(12) -0.0025(11) 0.0045(10) 0.0001(11) N1 0.080(9) 0.050(7) 0.057(7) 0.001(6) 0.021(6) -0.015(7) N2 0.058(7) 0.039(6) 0.055(7) -0.008(6) -0.003(6) -0.004(6) O1 0.048(6) 0.047(6) 0.074(7) -0.009(5) 0.005(5) -0.008(5) O2 0.051(6) 0.077(7) 0.046(5) -0.015(5) 0.025(4) -0.016(5) O3 0.051(5) 0.041(5) 0.049(5) -0.016(4) 0.010(4) 0.003(4) O4 0.063(6) 0.038(5) 0.039(5) 0.005(4) 0.007(4) 0.002(4) O5 0.060(6) 0.046(6) 0.059(6) -0.002(5) 0.009(4) -0.007(5) O6 0.041(6) 0.067(7) 0.076(7) -0.016(6) -0.005(5) 0.000(5) O7 0.047(5) 0.046(5) 0.065(6) -0.003(5) 0.016(5) 0.016(5) O8 0.050(5) 0.076(7) 0.031(4) -0.015(4) -0.001(4) -0.002(5) O9 0.107(9) 0.061(6) 0.049(6) -0.009(5) -0.021(5) -0.002(6) O10 0.065(6) 0.062(6) 0.062(6) 0.008(5) -0.016(5) -0.013(5) C1 0.044(7) 0.039(7) 0.044(7) 0.009(6) 0.004(6) 0.001(6) C2 0.055(8) 0.037(7) 0.063(9) 0.004(7) 0.024(7) -0.006(7) C3 0.049(9) 0.047(8) 0.085(11) -0.010(8) 0.011(8) -0.014(7) C4 0.093(13) 0.050(9) 0.057(9) -0.001(8) 0.005(8) -0.041(9) C5 0.045(8) 0.052(8) 0.058(9) -0.003(7) 0.019(7) -0.006(7) C6 0.038(8) 0.046(8) 0.047(8) 0.001(6) 0.008(6) -0.006(6) C7 0.078(10) 0.072(11) 0.047(8) -0.010(8) 0.027(7) -0.025(9) C8 0.049(9) 0.082(12) 0.061(10) -0.033(9) 0.027(7) -0.013(8) C9 0.056(9) 0.057(10) 0.086(12) -0.012(9) -0.006(8) 0.021(8) C10 0.095(12) 0.049(8) 0.049(9) 0.001(7) -0.011(8) 0.031(9) C11 0.094(13) 0.069(11) 0.057(9) 0.040(8) 0.018(9) -0.015(9) C12 0.087(12) 0.048(9) 0.084(12) -0.008(9) 0.023(9) -0.027(9) C13 0.045(8) 0.075(11) 0.074(10) -0.045(9) 0.006(7) 0.006(8) C14 0.043(8) 0.076(11) 0.087(11) -0.017(10) -0.018(8) 0.010(8) C15 0.067(10) 0.036(7) 0.046(8) 0.004(7) -0.010(7) 0.003(7) C16 0.042(7) 0.027(6) 0.040(7) 0.010(6) 0.007(6) 0.013(5) C17 0.054(9) 0.046(8) 0.044(8) 0.009(7) 0.007(6) 0.013(7) C18 0.068(9) 0.035(7) 0.043(7) 0.018(6) 0.027(7) 0.007(7) C19 0.067(11) 0.052(9) 0.077(11) -0.010(9) 0.022(8) 0.017(8) C20 0.056(9) 0.041(8) 0.054(8) -0.006(7) 0.017(7) 0.007(7) C21 0.038(7) 0.074(11) 0.087(11) -0.008(9) 0.031(7) -0.015(7) Cl1 0.062(2) 0.090(3) 0.096(3) -0.004(3) 0.008(2) -0.006(2) Cl2 0.104(3) 0.115(4) 0.066(3) -0.006(3) 0.019(2) -0.019(3) Cl3 0.066(3) 0.114(4) 0.089(3) 0.002(3) 0.019(2) 0.019(3) C22 0.094(14) 0.101(15) 0.102(15) -0.027(13) 0.023(11) 0.000(12) Cl4A 0.169(12) 0.34(2) 0.080(6) -0.065(10) 0.033(6) -0.115(15) Cl5A 0.113(7) 0.141(9) 0.150(9) -0.024(8) -0.026(6) 0.046(6) Cl6A 0.111(9) 0.102(7) 0.184(12) 0.031(7) -0.037(8) -0.009(5) Cl4B 0.078(16) 0.25(4) 0.27(4) -0.08(3) 0.052(19) 0.05(2) Cl5B 0.23(4) 0.084(15) 0.26(4) -0.03(2) -0.13(3) -0.006(18) Cl6B 0.11(2) 0.34(6) 0.13(2) 0.00(3) 0.037(17) -0.07(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ca1 O8 2.379(8) . ? Ca1 O1 2.388(9) . ? Ca1 O7 2.391(9) . ? Ca1 O9 2.420(10) . ? Ca1 O10 2.444(10) . ? Ca1 O4 2.467(9) . ? Ca1 O3 2.569(8) . ? Ca1 O5 2.610(9) . ? N1 C5 1.328(17) . ? N1 C4 1.346(19) . ? N2 C18 1.301(16) . ? N2 C17 1.358(16) . ? O1 C6 1.206(14) . ? O2 C6 1.355(15) . ? O2 C7 1.469(16) . ? O3 C9 1.416(17) . ? O3 C8 1.442(15) . ? O4 C10 1.425(16) . ? O4 C11 1.432(16) . ? O5 C12 1.402(18) . ? O5 C13 1.447(16) . ? O6 C15 1.322(16) . ? O6 C14 1.438(17) . ? O7 C15 1.246(16) . ? O8 H21 1.0078 . ? O8 H22 0.9704 . ? O9 H25 0.7509 . ? O9 H26 0.8108 . ? O10 H23 0.8980 . ? O10 H24 0.8527 . ? C1 C5 1.382(18) . ? C1 C2 1.397(17) . ? C1 C6 1.465(17) . ? C2 C3 1.322(19) . ? C2 H2 0.9500 . ? C3 C4 1.36(2) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 C8 1.46(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.51(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.46(2) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.47(2) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.444(17) . ? C16 C17 1.380(17) . ? C16 C20 1.380(17) . ? C17 H17 0.9500 . ? C18 C19 1.38(2) . ? C18 H18 0.9500 . ? C19 C20 1.35(2) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 Cl1 1.732(17) . ? C21 Cl2 1.769(16) . ? C21 Cl3 1.771(13) . ? C21 H21A 1.0000 . ? C22 Cl6B 1.62(4) . ? C22 Cl4B 1.64(3) . ? C22 Cl5B 1.71(3) . ? C22 Cl4A 1.75(2) . ? C22 Cl5A 1.76(2) . ? C22 Cl6A 1.77(2) . ? C22 H22A 1.0000 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O8 Ca1 O1 77.9(3) . . ? O8 Ca1 O7 76.6(3) . . ? O1 Ca1 O7 81.4(3) . . ? O8 Ca1 O9 144.2(3) . . ? O1 Ca1 O9 123.7(4) . . ? O7 Ca1 O9 130.4(4) . . ? O8 Ca1 O10 142.0(3) . . ? O1 Ca1 O10 72.5(3) . . ? O7 Ca1 O10 76.0(3) . . ? O9 Ca1 O10 73.6(3) . . ? O8 Ca1 O4 74.8(3) . . ? O1 Ca1 O4 133.5(3) . . ? O7 Ca1 O4 126.2(3) . . ? O9 Ca1 O4 69.9(3) . . ? O10 Ca1 O4 143.2(3) . . ? O8 Ca1 O3 82.2(3) . . ? O1 Ca1 O3 73.8(3) . . ? O7 Ca1 O3 150.2(3) . . ? O9 Ca1 O3 78.2(3) . . ? O10 Ca1 O3 110.9(3) . . ? O4 Ca1 O3 65.9(3) . . ? O8 Ca1 O5 88.8(3) . . ? O1 Ca1 O5 150.6(3) . . ? O7 Ca1 O5 69.9(3) . . ? O9 Ca1 O5 81.8(4) . . ? O10 Ca1 O5 105.7(3) . . ? O4 Ca1 O5 65.0(3) . . ? O3 Ca1 O5 130.7(3) . . ? C5 N1 C4 117.0(12) . . ? C18 N2 C17 118.8(12) . . ? C6 O1 Ca1 147.9(9) . . ? C6 O2 C7 116.2(10) . . ? C9 O3 C8 110.5(11) . . ? C9 O3 Ca1 114.4(8) . . ? C8 O3 Ca1 126.3(9) . . ? C10 O4 C11 112.3(11) . . ? C10 O4 Ca1 114.9(8) . . ? C11 O4 Ca1 114.5(8) . . ? C12 O5 C13 111.2(12) . . ? C12 O5 Ca1 115.1(9) . . ? C13 O5 Ca1 125.4(9) . . ? C15 O6 C14 118.9(11) . . ? C15 O7 Ca1 154.1(9) . . ? Ca1 O8 H21 126.7 . . ? Ca1 O8 H22 108.4 . . ? H21 O8 H22 98.3 . . ? Ca1 O9 H25 128.4 . . ? Ca1 O9 H26 123.5 . . ? H25 O9 H26 108.1 . . ? Ca1 O10 H23 106.6 . . ? Ca1 O10 H24 111.1 . . ? H23 O10 H24 141.1 . . ? C5 C1 C2 118.1(12) . . ? C5 C1 C6 119.2(11) . . ? C2 C1 C6 122.7(12) . . ? C3 C2 C1 118.9(13) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 120.5(14) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? N1 C4 C3 122.9(13) . . ? N1 C4 H4 118.6 . . ? C3 C4 H4 118.6 . . ? N1 C5 C1 122.7(12) . . ? N1 C5 H5 118.7 . . ? C1 C5 H5 118.7 . . ? O1 C6 O2 123.5(12) . . ? O1 C6 C1 124.1(12) . . ? O2 C6 C1 112.4(10) . . ? C8 C7 O2 112.4(13) . . ? C8 C7 H7A 109.1 . . ? O2 C7 H7A 109.1 . . ? C8 C7 H7B 109.1 . . ? O2 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? O3 C8 C7 113.1(12) . . ? O3 C8 H8A 109.0 . . ? C7 C8 H8A 109.0 . . ? O3 C8 H8B 109.0 . . ? C7 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? O3 C9 C10 111.6(12) . . ? O3 C9 H9A 109.3 . . ? C10 C9 H9A 109.3 . . ? O3 C9 H9B 109.3 . . ? C10 C9 H9B 109.3 . . ? H9A C9 H9B 108.0 . . ? O4 C10 C9 106.9(11) . . ? O4 C10 H10A 110.4 . . ? C9 C10 H10A 110.4 . . ? O4 C10 H10B 110.4 . . ? C9 C10 H10B 110.4 . . ? H10A C10 H10B 108.6 . . ? O4 C11 C12 109.9(12) . . ? O4 C11 H11A 109.7 . . ? C12 C11 H11A 109.7 . . ? O4 C11 H11B 109.7 . . ? C12 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? O5 C12 C11 110.2(13) . . ? O5 C12 H12A 109.6 . . ? C11 C12 H12A 109.6 . . ? O5 C12 H12B 109.6 . . ? C11 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? O5 C13 C14 114.0(13) . . ? O5 C13 H13A 108.8 . . ? C14 C13 H13A 108.8 . . ? O5 C13 H13B 108.8 . . ? C14 C13 H13B 108.8 . . ? H13A C13 H13B 107.6 . . ? O6 C14 C13 114.3(13) . . ? O6 C14 H14A 108.7 . . ? C13 C14 H14A 108.7 . . ? O6 C14 H14B 108.7 . . ? C13 C14 H14B 108.7 . . ? H14A C14 H14B 107.6 . . ? O7 C15 O6 121.2(12) . . ? O7 C15 C16 123.6(12) . . ? O6 C15 C16 115.2(12) . . ? C17 C16 C20 116.8(12) . . ? C17 C16 C15 118.6(11) . . ? C20 C16 C15 124.7(12) . . ? N2 C17 C16 123.5(12) . . ? N2 C17 H17 118.2 . . ? C16 C17 H17 118.2 . . ? N2 C18 C19 120.0(13) . . ? N2 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C20 C19 C18 122.3(13) . . ? C20 C19 H19 118.8 . . ? C18 C19 H19 118.8 . . ? C19 C20 C16 118.6(13) . . ? C19 C20 H20 120.7 . . ? C16 C20 H20 120.7 . . ? Cl1 C21 Cl2 110.2(9) . . ? Cl1 C21 Cl3 110.6(9) . . ? Cl2 C21 Cl3 108.8(7) . . ? Cl1 C21 H21A 109.1 . . ? Cl2 C21 H21A 109.1 . . ? Cl3 C21 H21A 109.1 . . ? Cl6B C22 Cl4B 123(2) . . ? Cl6B C22 Cl5B 111(3) . . ? Cl4B C22 Cl5B 107(3) . . ? Cl6B C22 Cl4A 127.2(17) . . ? Cl4B C22 Cl4A 39.3(16) . . ? Cl5B C22 Cl4A 69.8(19) . . ? Cl6B C22 Cl5A 67(2) . . ? Cl4B C22 Cl5A 146(2) . . ? Cl5B C22 Cl5A 46.3(16) . . ? Cl4A C22 Cl5A 107.5(14) . . ? Cl6B C22 Cl6A 39.3(17) . . ? Cl4B C22 Cl6A 86.3(19) . . ? Cl5B C22 Cl6A 142.6(17) . . ? Cl4A C22 Cl6A 107.7(13) . . ? Cl5A C22 Cl6A 105.4(12) . . ? Cl6B C22 H22A 118.6 . . ? Cl4B C22 H22A 91.4 . . ? Cl5B C22 H22A 102.8 . . ? Cl4A C22 H22A 112.0 . . ? Cl5A C22 H22A 112.0 . . ? Cl6A C22 H22A 112.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O8 Ca1 O1 C6 80.2(17) . . . . ? O7 Ca1 O1 C6 158.2(17) . . . . ? O9 Ca1 O1 C6 -68.4(17) . . . . ? O10 Ca1 O1 C6 -123.8(17) . . . . ? O4 Ca1 O1 C6 25.3(19) . . . . ? O3 Ca1 O1 C6 -5.1(16) . . . . ? O5 Ca1 O1 C6 145.1(15) . . . . ? O8 Ca1 O3 C9 80.7(9) . . . . ? O1 Ca1 O3 C9 160.3(9) . . . . ? O7 Ca1 O3 C9 125.4(9) . . . . ? O9 Ca1 O3 C9 -69.1(9) . . . . ? O10 Ca1 O3 C9 -136.2(9) . . . . ? O4 Ca1 O3 C9 3.9(9) . . . . ? O5 Ca1 O3 C9 -1.0(10) . . . . ? O8 Ca1 O3 C8 -135.2(10) . . . . ? O1 Ca1 O3 C8 -55.6(9) . . . . ? O7 Ca1 O3 C8 -90.5(11) . . . . ? O9 Ca1 O3 C8 75.0(10) . . . . ? O10 Ca1 O3 C8 7.9(10) . . . . ? O4 Ca1 O3 C8 148.1(10) . . . . ? O5 Ca1 O3 C8 143.2(9) . . . . ? O8 Ca1 O4 C10 -61.1(8) . . . . ? O1 Ca1 O4 C10 -5.1(9) . . . . ? O7 Ca1 O4 C10 -121.3(8) . . . . ? O9 Ca1 O4 C10 112.7(8) . . . . ? O10 Ca1 O4 C10 120.1(8) . . . . ? O3 Ca1 O4 C10 27.1(7) . . . . ? O5 Ca1 O4 C10 -157.1(8) . . . . ? O8 Ca1 O4 C11 71.1(9) . . . . ? O1 Ca1 O4 C11 127.1(10) . . . . ? O7 Ca1 O4 C11 11.0(11) . . . . ? O9 Ca1 O4 C11 -115.0(10) . . . . ? O10 Ca1 O4 C11 -107.6(10) . . . . ? O3 Ca1 O4 C11 159.3(10) . . . . ? O5 Ca1 O4 C11 -24.8(9) . . . . ? O8 Ca1 O5 C12 -78.4(10) . . . . ? O1 Ca1 O5 C12 -140.7(10) . . . . ? O7 Ca1 O5 C12 -154.6(10) . . . . ? O9 Ca1 O5 C12 66.9(10) . . . . ? O10 Ca1 O5 C12 137.2(10) . . . . ? O4 Ca1 O5 C12 -4.7(9) . . . . ? O3 Ca1 O5 C12 0.2(11) . . . . ? O8 Ca1 O5 C13 136.1(9) . . . . ? O1 Ca1 O5 C13 73.8(11) . . . . ? O7 Ca1 O5 C13 59.9(9) . . . . ? O9 Ca1 O5 C13 -78.6(9) . . . . ? O10 Ca1 O5 C13 -8.3(9) . . . . ? O4 Ca1 O5 C13 -150.2(10) . . . . ? O3 Ca1 O5 C13 -145.2(8) . . . . ? O8 Ca1 O7 C15 -100(2) . . . . ? O1 Ca1 O7 C15 -180(2) . . . . ? O9 Ca1 O7 C15 53(2) . . . . ? O10 Ca1 O7 C15 106(2) . . . . ? O4 Ca1 O7 C15 -41(2) . . . . ? O3 Ca1 O7 C15 -146.1(18) . . . . ? O5 Ca1 O7 C15 -6.7(19) . . . . ? C5 C1 C2 C3 1.3(19) . . . . ? C6 C1 C2 C3 -175.8(12) . . . . ? C1 C2 C3 C4 -1(2) . . . . ? C5 N1 C4 C3 -1(2) . . . . ? C2 C3 C4 N1 1(2) . . . . ? C4 N1 C5 C1 1(2) . . . . ? C2 C1 C5 N1 -2(2) . . . . ? C6 C1 C5 N1 175.6(12) . . . . ? Ca1 O1 C6 O2 44(2) . . . . ? Ca1 O1 C6 C1 -135.9(13) . . . . ? C7 O2 C6 O1 5.3(19) . . . . ? C7 O2 C6 C1 -174.8(11) . . . . ? C5 C1 C6 O1 -5(2) . . . . ? C2 C1 C6 O1 172.3(13) . . . . ? C5 C1 C6 O2 175.3(12) . . . . ? C2 C1 C6 O2 -7.6(17) . . . . ? C6 O2 C7 C8 -94.2(15) . . . . ? C9 O3 C8 C7 173.3(12) . . . . ? Ca1 O3 C8 C7 28.1(16) . . . . ? O2 C7 C8 O3 72.5(16) . . . . ? C8 O3 C9 C10 178.0(12) . . . . ? Ca1 O3 C9 C10 -32.2(14) . . . . ? C11 O4 C10 C9 173.8(12) . . . . ? Ca1 O4 C10 C9 -52.9(13) . . . . ? O3 C9 C10 O4 55.4(16) . . . . ? C10 O4 C11 C12 -174.3(13) . . . . ? Ca1 O4 C11 C12 52.3(15) . . . . ? C13 O5 C12 C11 -177.5(12) . . . . ? Ca1 O5 C12 C11 32.2(15) . . . . ? O4 C11 C12 O5 -55.0(17) . . . . ? C12 O5 C13 C14 -178.4(13) . . . . ? Ca1 O5 C13 C14 -31.8(15) . . . . ? C15 O6 C14 C13 89.2(16) . . . . ? O5 C13 C14 O6 -69.8(16) . . . . ? Ca1 O7 C15 O6 -33(3) . . . . ? Ca1 O7 C15 C16 146.6(15) . . . . ? C14 O6 C15 O7 -6.4(19) . . . . ? C14 O6 C15 C16 174.0(12) . . . . ? O7 C15 C16 C17 -4.7(18) . . . . ? O6 C15 C16 C17 174.9(11) . . . . ? O7 C15 C16 C20 174.9(12) . . . . ? O6 C15 C16 C20 -5.5(18) . . . . ? C18 N2 C17 C16 0.0(18) . . . . ? C20 C16 C17 N2 -0.1(18) . . . . ? C15 C16 C17 N2 179.4(11) . . . . ? C17 N2 C18 C19 -0.9(18) . . . . ? N2 C18 C19 C20 2(2) . . . . ? C18 C19 C20 C16 -2(2) . . . . ? C17 C16 C20 C19 1.2(18) . . . . ? C15 C16 C20 C19 -178.3(12) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O8 H21 N1 1.01 1.82 2.800(14) 162.4 3_766 O8 H22 N2 0.97 1.94 2.776(13) 143.1 3_766 O9 H25 I1 0.75 3.07 3.496(10) 119.1 . O9 H26 I1 0.81 3.22 4.018(11) 171.1 2_645 O10 H23 I1 0.90 3.17 3.849(10) 133.6 2_655 O10 H24 I1 0.85 2.66 3.509(9) 179.3 . _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.146 _refine_diff_density_min -1.038 _refine_diff_density_rms 0.127 #END data_d:\cacu2\cacu2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; nicotinic acid tetra ethylene glycol calcium copper iodide diihydrate ; _chemical_melting_point ? _chemical_formula_moiety 'C10 H24 Ca Cu2 I3 N O6' _chemical_formula_sum 'C20 H28 Ca Cu3 I5 N2 O9' _chemical_formula_weight 1305.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ca' 'Ca' 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 13.023(3) _cell_length_b 14.858(3) _cell_length_c 17.961(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3475.4(13) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 17540 _cell_measurement_theta_min 6.8 _cell_measurement_theta_max 49.3 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2424 _exptl_absorpt_coefficient_mu 6.452 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.9570 _exptl_absorpt_correction_T_max 0.9907 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2T' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13643 _diffrn_reflns_av_R_equivalents 0.1875 _diffrn_reflns_av_sigmaI/netI 0.1155 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 22.50 _reflns_number_total 2361 _reflns_number_gt 1522 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe _computing_cell_refinement Xred _computing_data_reduction Xred _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material Word _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0393P)^2^+19.3909P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2361 _refine_ls_number_parameters 149 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1208 _refine_ls_R_factor_gt 0.0652 _refine_ls_wR_factor_ref 0.1180 _refine_ls_wR_factor_gt 0.1061 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I -0.13806(14) 0.2500 0.39980(8) 0.0222(5) Uani 1 2 d S . . I2 I -0.17237(9) 0.09243(7) 0.19210(6) 0.0201(3) Uani 1 1 d . . . I3 I 0.09165(13) 0.2500 0.20626(8) 0.0216(4) Uani 1 2 d S . . Cu1 Cu -0.04100(18) 0.16069(15) 0.28795(11) 0.0254(6) Uani 1 1 d . . . Cu2 Cu -0.2145(2) 0.2500 0.25605(17) 0.0236(8) Uani 1 2 d S . . Ca1 Ca 0.3429(4) 0.2500 0.5748(2) 0.0183(12) Uani 1 2 d S . . O1 O 0.2193(10) 0.1419(9) 0.5293(6) 0.028(2) Uani 1 1 d . . . O2 O 0.2334(10) -0.0041(8) 0.5624(6) 0.028(2) Uani 1 1 d . . . O3 O 0.4286(9) 0.0934(8) 0.5771(6) 0.025(3) Uani 1 1 d . . . O4 O 0.5330(14) 0.2500 0.5585(9) 0.032(3) Uani 1 2 d S . . O5 O 0.3710(14) 0.2500 0.4441(8) 0.032(3) Uani 1 2 d S . . H51 H 0.4060 0.1961 0.4295 0.048 Uiso 1 1 d . . . O6 O 0.4051(14) 0.2500 0.6982(9) 0.032(3) Uani 1 2 d S . . H61 H 0.4499 0.3039 0.7062 0.048 Uiso 1 1 d . . . N1 N 0.0274(11) 0.0642(10) 0.3519(7) 0.023(4) Uani 1 1 d . . . C1 C 0.1327(14) 0.0273(11) 0.4580(9) 0.023(2) Uani 1 1 d . . . C2 C 0.0904(14) 0.0895(12) 0.4089(8) 0.023(2) Uani 1 1 d . . . H2 H 0.1059 0.1515 0.4152 0.027 Uiso 1 1 calc R . . C3 C 0.0097(14) -0.0231(12) 0.3443(9) 0.023(2) Uani 1 1 d . . . H3 H -0.0325 -0.0426 0.3043 0.027 Uiso 1 1 calc R . . C4 C 0.0488(16) -0.0855(14) 0.3909(11) 0.041(6) Uani 1 1 d . . . H4 H 0.0311 -0.1470 0.3844 0.049 Uiso 1 1 calc R . . C5 C 0.1128(14) -0.0616(11) 0.4468(9) 0.023(2) Uani 1 1 d . . . H5 H 0.1434 -0.1061 0.4776 0.027 Uiso 1 1 calc R . . C6 C 0.2025(14) 0.0634(14) 0.5193(10) 0.025(5) Uani 1 1 d . . . C7 C 0.2823(15) 0.0196(13) 0.6315(10) 0.033(4) Uani 1 1 d . . . H7A H 0.2625 -0.0244 0.6703 0.040 Uiso 1 1 calc R . . H7B H 0.2580 0.0797 0.6475 0.040 Uiso 1 1 calc R . . C8 C 0.3961(14) 0.0211(12) 0.6244(10) 0.029(3) Uani 1 1 d . . . H8A H 0.4273 0.0284 0.6743 0.035 Uiso 1 1 calc R . . H8B H 0.4200 -0.0368 0.6034 0.035 Uiso 1 1 calc R . . C9 C 0.5372(14) 0.0951(13) 0.5741(10) 0.029(3) Uani 1 1 d . . . H9A H 0.5632 0.0369 0.5550 0.035 Uiso 1 1 calc R . . H9B H 0.5654 0.1043 0.6248 0.035 Uiso 1 1 calc R . . C10 C 0.5708(16) 0.1688(12) 0.5248(10) 0.033(4) Uani 1 1 d . . . H10A H 0.6466 0.1702 0.5211 0.040 Uiso 1 1 calc R . . H10B H 0.5418 0.1611 0.4743 0.040 Uiso 1 1 calc R . . I4 I 0.34869(17) 0.7500 0.22081(11) 0.0487(6) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0256(11) 0.0294(10) 0.0117(8) 0.000 0.0005(7) 0.000 I2 0.0215(7) 0.0234(6) 0.0155(5) -0.0043(5) -0.0016(5) 0.0000(6) I3 0.0133(10) 0.0343(10) 0.0173(8) 0.000 -0.0006(7) 0.000 Cu1 0.0279(14) 0.0254(13) 0.0230(12) 0.0032(10) -0.0065(10) 0.0004(11) Cu2 0.020(2) 0.0239(18) 0.0271(17) 0.000 -0.0010(15) 0.000 Ca1 0.025(3) 0.018(3) 0.012(2) 0.000 -0.006(2) 0.000 O1 0.039(6) 0.021(5) 0.024(5) 0.013(4) -0.003(4) -0.011(5) O2 0.039(6) 0.021(5) 0.024(5) 0.013(4) -0.003(4) -0.011(5) O3 0.025(9) 0.023(7) 0.027(6) 0.010(6) -0.007(5) 0.003(6) O4 0.040(7) 0.040(7) 0.017(5) 0.000 -0.009(5) 0.000 O5 0.040(7) 0.040(7) 0.017(5) 0.000 -0.009(5) 0.000 O6 0.040(7) 0.040(7) 0.017(5) 0.000 -0.009(5) 0.000 N1 0.026(10) 0.024(10) 0.018(8) 0.006(7) 0.003(7) 0.006(7) C1 0.025(6) 0.020(5) 0.023(5) 0.001(4) -0.008(4) 0.001(5) C2 0.025(6) 0.020(5) 0.023(5) 0.001(4) -0.008(4) 0.001(5) C3 0.025(6) 0.020(5) 0.023(5) 0.001(4) -0.008(4) 0.001(5) C4 0.041(14) 0.024(12) 0.057(13) 0.012(11) -0.019(11) -0.009(11) C5 0.025(6) 0.020(5) 0.023(5) 0.001(4) -0.008(4) 0.001(5) C6 0.016(12) 0.037(13) 0.022(10) 0.015(9) 0.007(8) 0.006(10) C7 0.035(10) 0.025(8) 0.040(8) 0.008(7) 0.010(7) 0.010(7) C8 0.022(9) 0.017(8) 0.047(8) 0.010(7) -0.002(7) -0.004(7) C9 0.022(9) 0.017(8) 0.047(8) 0.010(7) -0.002(7) -0.004(7) C10 0.035(10) 0.025(8) 0.040(8) 0.008(7) 0.010(7) 0.010(7) I4 0.0400(14) 0.0510(13) 0.0552(13) 0.000 -0.0107(11) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Cu1 2.719(3) 8_565 ? I1 Cu1 2.719(3) . ? I1 Cu2 2.767(3) . ? I2 Cu1 2.631(2) . ? I2 Cu2 2.6650(19) . ? I3 Cu2 2.613(4) 6_656 ? I3 Cu1 2.626(3) . ? I3 Cu1 2.626(3) 8_565 ? Cu1 N1 2.041(14) . ? Cu1 Cu1 2.654(4) 8_565 ? Cu1 Cu2 2.683(4) . ? Cu2 I3 2.613(4) 6_556 ? Cu2 I2 2.6650(19) 8_565 ? Cu2 Cu1 2.683(4) 8_565 ? Ca1 O6 2.360(16) . ? Ca1 O5 2.376(16) . ? Ca1 O1 2.416(14) . ? Ca1 O1 2.416(14) 8_565 ? Ca1 O4 2.493(19) . ? Ca1 O3 2.582(12) 8_565 ? Ca1 O3 2.582(12) . ? Ca1 I4 3.619(5) 2_565 ? O1 C6 1.20(2) . ? O2 C6 1.33(2) . ? O2 C7 1.44(2) . ? O3 C9 1.42(2) . ? O3 C8 1.43(2) . ? O4 C10 1.437(19) 8_565 ? O4 C10 1.437(19) . ? O5 H51 0.9576 . ? O6 H61 1.0006 . ? N1 C3 1.33(2) . ? N1 C2 1.36(2) . ? C1 C5 1.36(2) . ? C1 C2 1.39(2) . ? C1 C6 1.52(2) . ? C2 H2 0.9500 . ? C3 C4 1.35(2) . ? C3 H3 0.9500 . ? C4 C5 1.35(2) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 C8 1.49(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.47(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? I4 Ca1 3.619(5) 2_564 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cu1 I1 Cu1 58.42(10) 8_565 . ? Cu1 I1 Cu2 58.54(7) 8_565 . ? Cu1 I1 Cu2 58.54(7) . . ? Cu1 I2 Cu2 60.87(9) . . ? Cu2 I3 Cu1 119.38(9) 6_656 . ? Cu2 I3 Cu1 119.38(9) 6_656 8_565 ? Cu1 I3 Cu1 60.70(10) . 8_565 ? N1 Cu1 I3 112.5(4) . . ? N1 Cu1 I2 112.4(4) . . ? I3 Cu1 I2 104.89(8) . . ? N1 Cu1 Cu1 134.6(4) . 8_565 ? I3 Cu1 Cu1 59.65(5) . 8_565 ? I2 Cu1 Cu1 112.68(5) . 8_565 ? N1 Cu1 Cu2 146.6(4) . . ? I3 Cu1 Cu2 100.66(9) . . ? I2 Cu1 Cu2 60.20(7) . . ? Cu1 Cu1 Cu2 60.36(6) 8_565 . ? N1 Cu1 I1 97.4(4) . . ? I3 Cu1 I1 118.16(9) . . ? I2 Cu1 I1 111.67(10) . . ? Cu1 Cu1 I1 60.79(5) 8_565 . ? Cu2 Cu1 I1 61.63(9) . . ? I3 Cu2 I2 108.10(8) 6_556 . ? I3 Cu2 I2 108.10(8) 6_556 8_565 ? I2 Cu2 I2 122.92(13) . 8_565 ? I3 Cu2 Cu1 139.32(10) 6_556 8_565 ? I2 Cu2 Cu1 110.67(12) . 8_565 ? I2 Cu2 Cu1 58.93(7) 8_565 8_565 ? I3 Cu2 Cu1 139.32(10) 6_556 . ? I2 Cu2 Cu1 58.93(7) . . ? I2 Cu2 Cu1 110.67(12) 8_565 . ? Cu1 Cu2 Cu1 59.29(12) 8_565 . ? I3 Cu2 I1 96.08(11) 6_556 . ? I2 Cu2 I1 109.14(7) . . ? I2 Cu2 I1 109.14(7) 8_565 . ? Cu1 Cu2 I1 59.83(8) 8_565 . ? Cu1 Cu2 I1 59.83(8) . . ? O6 Ca1 O5 151.1(7) . . ? O6 Ca1 O1 123.1(4) . . ? O5 Ca1 O1 76.6(4) . . ? O6 Ca1 O1 123.1(4) . 8_565 ? O5 Ca1 O1 76.6(4) . 8_565 ? O1 Ca1 O1 83.3(6) . 8_565 ? O6 Ca1 O4 76.7(6) . . ? O5 Ca1 O4 74.4(6) . . ? O1 Ca1 O4 128.4(4) . . ? O1 Ca1 O4 128.4(4) 8_565 . ? O6 Ca1 O3 80.6(3) . 8_565 ? O5 Ca1 O3 87.1(3) . 8_565 ? O1 Ca1 O3 153.2(4) . 8_565 ? O1 Ca1 O3 72.2(4) 8_565 8_565 ? O4 Ca1 O3 64.7(3) . 8_565 ? O6 Ca1 O3 80.6(3) . . ? O5 Ca1 O3 87.1(3) . . ? O1 Ca1 O3 72.2(4) . . ? O1 Ca1 O3 153.2(4) 8_565 . ? O4 Ca1 O3 64.7(3) . . ? O3 Ca1 O3 128.7(6) 8_565 . ? O6 Ca1 I4 63.6(5) . 2_565 ? O5 Ca1 I4 145.3(5) . 2_565 ? O1 Ca1 I4 77.7(3) . 2_565 ? O1 Ca1 I4 77.7(3) 8_565 2_565 ? O4 Ca1 I4 140.3(4) . 2_565 ? O3 Ca1 I4 106.6(3) 8_565 2_565 ? O3 Ca1 I4 106.6(3) . 2_565 ? C6 O1 Ca1 144.9(13) . . ? C6 O2 C7 116.9(15) . . ? C9 O3 C8 109.4(13) . . ? C9 O3 Ca1 114.5(10) . . ? C8 O3 Ca1 123.9(10) . . ? C10 O4 C10 114.3(18) 8_565 . ? C10 O4 Ca1 112.9(11) 8_565 . ? C10 O4 Ca1 112.9(11) . . ? Ca1 O5 H51 110.2 . . ? Ca1 O6 H61 109.5 . . ? C3 N1 C2 116.9(15) . . ? C3 N1 Cu1 123.6(12) . . ? C2 N1 Cu1 119.4(12) . . ? C5 C1 C2 118.3(16) . . ? C5 C1 C6 124.2(16) . . ? C2 C1 C6 117.4(15) . . ? N1 C2 C1 122.1(16) . . ? N1 C2 H2 119.0 . . ? C1 C2 H2 119.0 . . ? N1 C3 C4 122.9(17) . . ? N1 C3 H3 118.6 . . ? C4 C3 H3 118.6 . . ? C3 C4 C5 120.9(18) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C4 C5 C1 118.8(17) . . ? C4 C5 H5 120.6 . . ? C1 C5 H5 120.6 . . ? O1 C6 O2 126.2(17) . . ? O1 C6 C1 124.0(16) . . ? O2 C6 C1 109.6(16) . . ? O2 C7 C8 111.7(15) . . ? O2 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? O2 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? O3 C8 C7 110.9(15) . . ? O3 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? O3 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? O3 C9 C10 109.4(15) . . ? O3 C9 H9A 109.8 . . ? C10 C9 H9A 109.8 . . ? O3 C9 H9B 109.8 . . ? C10 C9 H9B 109.8 . . ? H9A C9 H9B 108.2 . . ? O4 C10 C9 105.6(15) . . ? O4 C10 H10A 110.6 . . ? C9 C10 H10A 110.6 . . ? O4 C10 H10B 110.6 . . ? C9 C10 H10B 110.6 . . ? H10A C10 H10B 108.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cu2 I3 Cu1 N1 -20.4(4) 6_656 . . . ? Cu1 I3 Cu1 N1 -129.7(4) 8_565 . . . ? Cu2 I3 Cu1 I2 -142.90(8) 6_656 . . . ? Cu1 I3 Cu1 I2 107.86(7) 8_565 . . . ? Cu2 I3 Cu1 Cu1 109.24(8) 6_656 . . 8_565 ? Cu2 I3 Cu1 Cu2 155.35(4) 6_656 . . . ? Cu1 I3 Cu1 Cu2 46.10(9) 8_565 . . . ? Cu2 I3 Cu1 I1 91.95(10) 6_656 . . . ? Cu1 I3 Cu1 I1 -17.30(11) 8_565 . . . ? Cu2 I2 Cu1 N1 143.6(4) . . . . ? Cu2 I2 Cu1 I3 -93.91(10) . . . . ? Cu2 I2 Cu1 Cu1 -31.01(7) . . . 8_565 ? Cu2 I2 Cu1 I1 35.22(9) . . . . ? Cu1 I1 Cu1 N1 137.6(4) 8_565 . . . ? Cu2 I1 Cu1 N1 -152.4(4) . . . . ? Cu1 I1 Cu1 I3 17.10(11) 8_565 . . . ? Cu2 I1 Cu1 I3 87.09(10) . . . . ? Cu1 I1 Cu1 I2 -104.66(8) 8_565 . . . ? Cu2 I1 Cu1 I2 -34.67(7) . . . . ? Cu2 I1 Cu1 Cu1 70.00(6) . . . 8_565 ? Cu1 I1 Cu1 Cu2 -70.00(6) 8_565 . . . ? Cu1 I2 Cu2 I3 -137.27(13) . . . 6_556 ? Cu1 I2 Cu2 I2 95.78(15) . . . 8_565 ? Cu1 I2 Cu2 Cu1 30.17(9) . . . 8_565 ? Cu1 I2 Cu2 I1 -33.88(9) . . . . ? N1 Cu1 Cu2 I3 -4.3(8) . . . 6_556 ? I3 Cu1 Cu2 I3 -177.15(13) . . . 6_556 ? I2 Cu1 Cu2 I3 81.69(14) . . . 6_556 ? Cu1 Cu1 Cu2 I3 -131.46(19) 8_565 . . 6_556 ? I1 Cu1 Cu2 I3 -60.78(16) . . . 6_556 ? N1 Cu1 Cu2 I2 -86.0(8) . . . . ? I3 Cu1 Cu2 I2 101.16(8) . . . . ? Cu1 Cu1 Cu2 I2 146.84(8) 8_565 . . . ? I1 Cu1 Cu2 I2 -142.47(8) . . . . ? N1 Cu1 Cu2 I2 157.2(7) . . . 8_565 ? I3 Cu1 Cu2 I2 -15.64(12) . . . 8_565 ? I2 Cu1 Cu2 I2 -116.80(13) . . . 8_565 ? Cu1 Cu1 Cu2 I2 30.04(6) 8_565 . . 8_565 ? I1 Cu1 Cu2 I2 100.73(9) . . . 8_565 ? N1 Cu1 Cu2 Cu1 127.2(7) . . . 8_565 ? I3 Cu1 Cu2 Cu1 -45.68(9) . . . 8_565 ? I2 Cu1 Cu2 Cu1 -146.84(8) . . . 8_565 ? I1 Cu1 Cu2 Cu1 70.68(6) . . . 8_565 ? N1 Cu1 Cu2 I1 56.5(7) . . . . ? I3 Cu1 Cu2 I1 -116.37(9) . . . . ? I2 Cu1 Cu2 I1 142.47(8) . . . . ? Cu1 Cu1 Cu2 I1 -70.68(6) 8_565 . . . ? Cu1 I1 Cu2 I3 -145.10(6) 8_565 . . 6_556 ? Cu1 I1 Cu2 I3 145.10(6) . . . 6_556 ? Cu1 I1 Cu2 I2 103.32(13) 8_565 . . . ? Cu1 I1 Cu2 I2 33.52(9) . . . . ? Cu1 I1 Cu2 I2 -33.52(9) 8_565 . . 8_565 ? Cu1 I1 Cu2 I2 -103.32(13) . . . 8_565 ? Cu1 I1 Cu2 Cu1 -69.79(12) . . . 8_565 ? Cu1 I1 Cu2 Cu1 69.79(12) 8_565 . . . ? O6 Ca1 O1 C6 -60(2) . . . . ? O5 Ca1 O1 C6 97(2) . . . . ? O1 Ca1 O1 C6 175.0(19) 8_565 . . . ? O4 Ca1 O1 C6 40(2) . . . . ? O3 Ca1 O1 C6 151.2(19) 8_565 . . . ? O3 Ca1 O1 C6 6(2) . . . . ? I4 Ca1 O1 C6 -106(2) 2_565 . . . ? O6 Ca1 O3 C9 -74.5(11) . . . . ? O5 Ca1 O3 C9 79.2(11) . . . . ? O1 Ca1 O3 C9 156.0(11) . . . . ? O1 Ca1 O3 C9 131.2(13) 8_565 . . . ? O4 Ca1 O3 C9 5.1(10) . . . . ? O3 Ca1 O3 C9 -4.7(14) 8_565 . . . ? I4 Ca1 O3 C9 -133.2(10) 2_565 . . . ? O6 Ca1 O3 C8 63.6(12) . . . . ? O5 Ca1 O3 C8 -142.7(12) . . . . ? O1 Ca1 O3 C8 -65.8(12) . . . . ? O1 Ca1 O3 C8 -90.7(15) 8_565 . . . ? O4 Ca1 O3 C8 143.2(13) . . . . ? O3 Ca1 O3 C8 133.4(11) 8_565 . . . ? I4 Ca1 O3 C8 4.9(12) 2_565 . . . ? O6 Ca1 O4 C10 -114.2(11) . . . 8_565 ? O5 Ca1 O4 C10 65.8(11) . . . 8_565 ? O1 Ca1 O4 C10 123.8(10) . . . 8_565 ? O1 Ca1 O4 C10 7.8(13) 8_565 . . 8_565 ? O3 Ca1 O4 C10 -28.4(10) 8_565 . . 8_565 ? O3 Ca1 O4 C10 160.0(12) . . . 8_565 ? I4 Ca1 O4 C10 -114.2(11) 2_565 . . 8_565 ? O6 Ca1 O4 C10 114.2(11) . . . . ? O5 Ca1 O4 C10 -65.8(11) . . . . ? O1 Ca1 O4 C10 -7.8(13) . . . . ? O1 Ca1 O4 C10 -123.8(10) 8_565 . . . ? O3 Ca1 O4 C10 -160.0(12) 8_565 . . . ? O3 Ca1 O4 C10 28.4(10) . . . . ? I4 Ca1 O4 C10 114.2(11) 2_565 . . . ? I3 Cu1 N1 C3 -116.2(13) . . . . ? I2 Cu1 N1 C3 1.9(15) . . . . ? Cu1 Cu1 N1 C3 174.9(11) 8_565 . . . ? Cu2 Cu1 N1 C3 71.3(16) . . . . ? I1 Cu1 N1 C3 119.1(14) . . . . ? I3 Cu1 N1 C2 67.8(13) . . . . ? I2 Cu1 N1 C2 -174.0(11) . . . . ? Cu1 Cu1 N1 C2 -1.1(15) 8_565 . . . ? Cu2 Cu1 N1 C2 -104.6(13) . . . . ? I1 Cu1 N1 C2 -56.8(12) . . . . ? C3 N1 C2 C1 -1(2) . . . . ? Cu1 N1 C2 C1 174.8(13) . . . . ? C5 C1 C2 N1 2(3) . . . . ? C6 C1 C2 N1 179.7(15) . . . . ? C2 N1 C3 C4 2(3) . . . . ? Cu1 N1 C3 C4 -174.3(15) . . . . ? N1 C3 C4 C5 -3(3) . . . . ? C3 C4 C5 C1 4(3) . . . . ? C2 C1 C5 C4 -3(3) . . . . ? C6 C1 C5 C4 179.4(17) . . . . ? Ca1 O1 C6 O2 35(3) . . . . ? Ca1 O1 C6 C1 -151.3(14) . . . . ? C7 O2 C6 O1 7(3) . . . . ? C7 O2 C6 C1 -167.7(14) . . . . ? C5 C1 C6 O1 -179.5(19) . . . . ? C2 C1 C6 O1 3(3) . . . . ? C5 C1 C6 O2 -5(2) . . . . ? C2 C1 C6 O2 178.0(16) . . . . ? C6 O2 C7 C8 -95.1(19) . . . . ? C9 O3 C8 C7 177.5(15) . . . . ? Ca1 O3 C8 C7 38(2) . . . . ? O2 C7 C8 O3 68(2) . . . . ? C8 O3 C9 C10 179.4(14) . . . . ? Ca1 O3 C9 C10 -36.6(17) . . . . ? C10 O4 C10 C9 171.1(12) 8_565 . . . ? Ca1 O4 C10 C9 -58.0(17) . . . . ? O3 C9 C10 O4 62(2) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.390 _refine_diff_density_min -1.146 _refine_diff_density_rms 0.248 #END data_s-cu _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; Nicotinic acid tetraethylene glycol Copper Iodide Cluster ; _chemical_melting_point ? _chemical_formula_moiety 'C16 H8 Cu2 I2 N2 O6' _chemical_formula_sum 'C64 H32 Cu8 I8 N8 O24' _chemical_formula_weight 2820.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M I2/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 12.308(3) _cell_length_b 37.403(8) _cell_length_c 12.509(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.57(3) _cell_angle_gamma 90.00 _cell_volume 5709(2) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 6886 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 22.43 _exptl_crystal_description 'rhombohedral block' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.641 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2640 _exptl_absorpt_coefficient_mu 3.678 _exptl_absorpt_correction_type nummerical _exptl_absorpt_correction_T_min 2.5 _exptl_absorpt_correction_T_max 45.0 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2T' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26929 _diffrn_reflns_av_R_equivalents 0.2613 _diffrn_reflns_av_sigmaI/netI 0.1729 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.09 _diffrn_reflns_theta_max 22.67 _reflns_number_total 3823 _reflns_number_gt 1855 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe _computing_cell_refinement Xred _computing_data_reduction Xred _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics iamond _computing_publication_material Word _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1644P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3823 _refine_ls_number_parameters 202 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2180 _refine_ls_R_factor_gt 0.1162 _refine_ls_wR_factor_ref 0.3230 _refine_ls_wR_factor_gt 0.2722 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 1.703 _refine_ls_shift/su_mean 0.013 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.062(2) 0.5330(5) 0.110(2) 0.089(9) Uani 1 1 d . . . H1 H 0.1336 0.5251 0.1011 0.107 Uiso 1 1 calc R . . C2 C 0.120(3) 0.7158(5) -0.2070(19) 0.111(5) Uani 1 1 d . . . H2 H 0.1159 0.7228 -0.1346 0.133 Uiso 1 1 calc R . . C3 C 0.121(3) 0.6701(5) -0.3255(18) 0.111(5) Uani 1 1 d . . . H3 H 0.1156 0.6453 -0.3404 0.133 Uiso 1 1 calc R . . C4 C 0.109(3) 0.6935(5) -0.4010(19) 0.111(5) Uani 1 1 d . . . C5 C -0.0083(18) 0.5075(5) 0.1413(19) 0.072(8) Uani 1 1 d . . . H5 H 0.0122 0.4830 0.1473 0.086 Uiso 1 1 calc R . . C6 C -0.109(2) 0.5188(5) 0.163(2) 0.092(6) Uani 1 1 d . . . H6 H -0.1595 0.5031 0.1896 0.111 Uiso 1 1 calc R . . C7 C 0.103(3) 0.7412(6) -0.2868(16) 0.096(10) Uani 1 1 d . . . H7 H 0.0943 0.7656 -0.2688 0.115 Uiso 1 1 calc R . . C8 C 0.098(3) 0.7318(5) -0.384(2) 0.111(5) Uani 1 1 d . . . H8 H 0.0885 0.7484 -0.4421 0.133 Uiso 1 1 calc R . . C9 C 0.091(3) 0.6822(5) -0.5256(19) 0.111(5) Uani 1 1 d . . . C10A C 0.122(4) 0.6302(10) -0.622(3) 0.000(12) Uiso 0.25(3) 1 d P . . C10B C 0.048(4) 0.6258(10) -0.648(3) 0.100(12) Uiso 0.75(3) 1 d P . . C12 C -0.241(2) 0.5672(7) 0.155(3) 0.097(10) Uani 1 1 d . A . C13 C -0.362(4) 0.6261(13) 0.179(4) 0.183(18) Uiso 1 1 d . A . C14 C -0.132(2) 0.5548(5) 0.143(2) 0.092(6) Uani 1 1 d . . . C15 C -0.059(2) 0.5780(5) 0.1102(17) 0.070(7) Uani 1 1 d . . . H15 H -0.0774 0.6024 0.0991 0.084 Uiso 1 1 calc R . . C19 C 0.019(3) 0.5746(9) -0.574(3) 0.127(11) Uiso 1 1 d . . . C20A C -0.285(4) 0.6656(14) 0.264(4) 0.157(18) Uiso 0.80(3) 1 d P A . C20B C -0.327(5) 0.6647(14) 0.182(4) 0.000(15) Uiso 0.20(3) 1 d P . . N1 N 0.0419(18) 0.5659(4) 0.0931(15) 0.073(4) Uani 1 1 d . . . N2 N 0.1410(17) 0.6824(4) -0.2267(14) 0.073(4) Uani 1 1 d . . . O1A O 0.166(3) 0.6467(8) -0.524(2) 0.042(9) Uiso 0.37(2) 1 d P . . O1B O 0.086(2) 0.6448(7) -0.530(2) 0.085(8) Uiso 0.63(2) 1 d P . . O2 O 0.086(2) 0.7003(5) -0.6056(14) 0.152(11) Uani 1 1 d . . . O3 O -0.314(2) 0.5511(6) 0.186(3) 0.241(17) Uani 1 1 d . . . O4 O -0.2513(15) 0.6032(5) 0.1511(19) 0.113(7) Uani 1 1 d . . . O5A O -0.273(6) 0.6766(19) 0.105(6) 0.08(2) Uiso 0.22(3) 1 d P A 1 O5B O -0.213(8) 0.726(3) 0.229(8) 0.47(6) Uiso 0.78(3) 1 d P A 1 O9 O 0.125(3) 0.5922(10) -0.610(3) 0.227(15) Uiso 1 1 d . . . Cu3 Cu 0.1964(3) 0.64967(6) -0.0991(2) 0.0743(10) Uani 1 1 d . . . Cu4 Cu 0.1546(3) 0.59930(6) 0.0384(3) 0.0773(10) Uani 1 1 d . . . I1 I 0.16167(15) 0.58292(3) -0.17127(12) 0.0727(5) Uani 1 1 d . . . I2 I 0.08583(15) 0.66626(3) 0.06379(12) 0.0699(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.072(17) 0.035(10) 0.16(2) -0.048(12) 0.014(16) -0.001(10) C2 0.243(14) 0.026(4) 0.070(7) 0.004(4) 0.048(8) 0.017(7) C3 0.243(14) 0.026(4) 0.070(7) 0.004(4) 0.048(8) 0.017(7) C4 0.243(14) 0.026(4) 0.070(7) 0.004(4) 0.048(8) 0.017(7) C5 0.066(16) 0.031(10) 0.117(18) -0.017(11) 0.007(14) -0.030(10) C6 0.106(14) 0.027(6) 0.146(16) -0.022(8) 0.023(13) -0.030(8) C7 0.20(3) 0.055(13) 0.038(12) 0.015(10) 0.024(15) -0.010(16) C8 0.243(14) 0.026(4) 0.070(7) 0.004(4) 0.048(8) 0.017(7) C9 0.243(14) 0.026(4) 0.070(7) 0.004(4) 0.048(8) 0.017(7) C12 0.055(17) 0.074(15) 0.16(3) 0.008(16) 0.012(17) 0.033(13) C14 0.106(14) 0.027(6) 0.146(16) -0.022(8) 0.023(13) -0.030(8) C15 0.100(19) 0.036(10) 0.068(14) -0.006(10) -0.013(13) 0.011(11) N1 0.118(12) 0.024(5) 0.078(8) -0.001(6) 0.010(8) 0.009(6) N2 0.118(12) 0.024(5) 0.078(8) -0.001(6) 0.010(8) 0.009(6) O2 0.33(3) 0.063(10) 0.059(10) 0.002(9) 0.029(15) -0.027(15) O3 0.133(18) 0.070(13) 0.55(5) -0.03(2) 0.16(2) -0.005(13) O4 0.076(13) 0.070(10) 0.19(2) -0.011(12) 0.006(13) 0.007(10) Cu3 0.132(3) 0.0215(10) 0.0687(17) 0.0058(11) 0.0119(17) 0.0125(13) Cu4 0.107(2) 0.0308(12) 0.096(2) 0.0047(13) 0.0205(19) -0.0091(14) I1 0.1223(13) 0.0205(5) 0.0737(9) -0.0036(6) 0.0070(9) 0.0030(7) I2 0.1142(12) 0.0238(6) 0.0749(9) 0.0012(6) 0.0242(8) 0.0027(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.27(2) . ? C1 C5 1.38(3) . ? C2 N2 1.31(3) . ? C2 C7 1.37(3) . ? C3 C4 1.28(3) . ? C3 N2 1.31(3) . ? C4 C8 1.45(3) . ? C4 C9 1.60(3) . ? C5 C6 1.37(3) . ? C6 C14 1.39(3) . ? C7 C8 1.26(3) . ? C9 O2 1.20(3) . ? C9 O1B 1.40(3) . ? C9 O1A 1.62(4) . ? C10A C10B 0.95(6) . ? C10A O1B 1.40(5) . ? C10A O1A 1.42(5) . ? C10A O9 1.43(5) . ? C10B O9 1.62(5) . ? C10B O1B 1.66(5) . ? C12 O3 1.19(4) . ? C12 O4 1.35(3) . ? C12 C14 1.45(4) . ? C13 C20B 1.50(7) . ? C13 O4 1.68(5) . ? C13 C20A 1.98(7) . ? C14 C15 1.35(3) . ? C15 N1 1.36(3) . ? C19 O9 1.58(5) . ? C20A C20B 1.10(7) . ? C20B O5A 1.32(9) . ? N1 Cu4 2.05(2) . ? N2 Cu3 2.055(17) . ? O1A O1B 0.99(4) . ? Cu3 Cu4 2.646(4) . ? Cu3 Cu3 2.649(6) 2 ? Cu3 Cu4 2.668(4) 2 ? Cu3 I2 2.668(4) . ? Cu3 I1 2.670(3) . ? Cu3 I2 2.729(4) 2 ? Cu4 Cu4 2.651(7) 2 ? Cu4 Cu3 2.668(4) 2 ? Cu4 I2 2.676(3) . ? Cu4 I1 2.695(4) 2 ? Cu4 I1 2.706(3) . ? I1 Cu4 2.695(4) 2 ? I2 Cu3 2.729(4) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C5 127(2) . . ? N2 C2 C7 123(2) . . ? C4 C3 N2 116(2) . . ? C3 C4 C8 125(2) . . ? C3 C4 C9 121.7(19) . . ? C8 C4 C9 113.4(19) . . ? C6 C5 C1 117.5(19) . . ? C5 C6 C14 116(2) . . ? C8 C7 C2 119(2) . . ? C7 C8 C4 115(2) . . ? O2 C9 O1B 122(2) . . ? O2 C9 C4 130.4(19) . . ? O1B C9 C4 107.3(19) . . ? O2 C9 O1A 116(3) . . ? O1B C9 O1A 37.2(16) . . ? C4 C9 O1A 102(2) . . ? C10B C10A O1B 88(5) . . ? C10B C10A O1A 129(5) . . ? O1B C10A O1A 41(2) . . ? C10B C10A O9 83(4) . . ? O1B C10A O9 108(3) . . ? O1A C10A O9 110(3) . . ? C10A C10B O9 61(3) . . ? C10A C10B O1B 58(4) . . ? O9 C10B O1B 89(3) . . ? O3 C12 O4 117(2) . . ? O3 C12 C14 128(2) . . ? O4 C12 C14 113(2) . . ? C20B C13 O4 105(4) . . ? C20B C13 C20A 33(3) . . ? O4 C13 C20A 99(3) . . ? C15 C14 C6 123(3) . . ? C15 C14 C12 119(2) . . ? C6 C14 C12 118(2) . . ? C14 C15 N1 119.3(19) . . ? C20B C20A C13 48(4) . . ? C20A C20B O5A 117(6) . . ? C20A C20B C13 98(5) . . ? O5A C20B C13 119(5) . . ? C1 N1 C15 117(2) . . ? C1 N1 Cu4 121.4(18) . . ? C15 N1 Cu4 121.3(13) . . ? C3 N2 C2 119.6(19) . . ? C3 N2 Cu3 121.8(13) . . ? C2 N2 Cu3 118.5(15) . . ? O1B O1A C10A 69(3) . . ? O1B O1A C9 59(3) . . ? C10A O1A C9 101(3) . . ? O1A O1B C10A 70(3) . . ? O1A O1B C9 83(3) . . ? C10A O1B C9 114(3) . . ? O1A O1B C10B 105(3) . . ? C10A O1B C10B 35(2) . . ? C9 O1B C10B 118(2) . . ? C12 O4 C13 125(2) . . ? C10A O9 C19 115(3) . . ? C10A O9 C10B 36(2) . . ? C19 O9 C10B 86(3) . . ? N2 Cu3 Cu4 148.8(6) . . ? N2 Cu3 Cu3 143.1(5) . 2 ? Cu4 Cu3 Cu3 60.51(10) . 2 ? N2 Cu3 Cu4 141.9(6) . 2 ? Cu4 Cu3 Cu4 59.85(14) . 2 ? Cu3 Cu3 Cu4 59.69(11) 2 2 ? N2 Cu3 I2 107.7(5) . . ? Cu4 Cu3 I2 60.47(10) . . ? Cu3 Cu3 I2 61.76(12) 2 . ? Cu4 Cu3 I2 110.33(12) 2 . ? N2 Cu3 I1 105.8(5) . . ? Cu4 Cu3 I1 61.18(9) . . ? Cu3 Cu3 I1 110.75(7) 2 . ? Cu4 Cu3 I1 60.63(9) 2 . ? I2 Cu3 I1 113.61(12) . . ? N2 Cu3 I2 102.0(6) . 2 ? Cu4 Cu3 I2 109.13(12) . 2 ? Cu3 Cu3 I2 59.46(13) 2 2 ? Cu4 Cu3 I2 59.43(10) 2 2 ? I2 Cu3 I2 114.37(11) . 2 ? I1 Cu3 I2 112.18(11) . 2 ? N1 Cu4 Cu3 148.1(5) . . ? N1 Cu4 Cu4 142.3(5) . 2 ? Cu3 Cu4 Cu4 60.49(11) . 2 ? N1 Cu4 Cu3 143.6(5) . 2 ? Cu3 Cu4 Cu3 59.80(13) . 2 ? Cu4 Cu4 Cu3 59.67(11) 2 2 ? N1 Cu4 I2 107.0(5) . . ? Cu3 Cu4 I2 60.17(9) . . ? Cu4 Cu4 I2 110.62(8) 2 . ? Cu3 Cu4 I2 61.42(9) 2 . ? N1 Cu4 I1 101.8(5) . 2 ? Cu3 Cu4 I1 110.08(14) . 2 ? Cu4 Cu4 I1 60.80(13) 2 2 ? Cu3 Cu4 I1 59.72(9) 2 2 ? I2 Cu4 I1 113.10(11) . 2 ? N1 Cu4 I1 107.2(5) . . ? Cu3 Cu4 I1 59.84(9) . . ? Cu4 Cu4 I1 60.40(12) 2 . ? Cu3 Cu4 I1 109.09(13) 2 . ? I2 Cu4 I1 112.22(11) . . ? I1 Cu4 I1 114.52(12) 2 . ? Cu3 I1 Cu4 59.65(9) . 2 ? Cu3 I1 Cu4 58.98(8) . . ? Cu4 I1 Cu4 58.80(13) 2 . ? Cu3 I2 Cu4 59.36(9) . . ? Cu3 I2 Cu3 58.78(11) . 2 ? Cu4 I2 Cu3 59.15(9) . 2 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C3 C4 C8 -11(5) . . . . ? N2 C3 C4 C9 176(3) . . . . ? N1 C1 C5 C6 -5(4) . . . . ? C1 C5 C6 C14 5(4) . . . . ? N2 C2 C7 C8 6(5) . . . . ? C2 C7 C8 C4 2(5) . . . . ? C3 C4 C8 C7 1(5) . . . . ? C9 C4 C8 C7 174(3) . . . . ? C3 C4 C9 O2 -174(4) . . . . ? C8 C4 C9 O2 12(5) . . . . ? C3 C4 C9 O1B 3(5) . . . . ? C8 C4 C9 O1B -171(3) . . . . ? C3 C4 C9 O1A -35(4) . . . . ? C8 C4 C9 O1A 151(3) . . . . ? O1B C10A C10B O9 -108(3) . . . . ? O1A C10A C10B O9 -110(6) . . . . ? O1A C10A C10B O1B -2(4) . . . . ? O9 C10A C10B O1B 108(3) . . . . ? C5 C6 C14 C15 -3(4) . . . . ? C5 C6 C14 C12 174(2) . . . . ? O3 C12 C14 C15 -177(4) . . . . ? O4 C12 C14 C15 -12(4) . . . . ? O3 C12 C14 C6 6(5) . . . . ? O4 C12 C14 C6 170(3) . . . . ? C6 C14 C15 N1 1(4) . . . . ? C12 C14 C15 N1 -176(2) . . . . ? O4 C13 C20A C20B 104(5) . . . . ? C13 C20A C20B O5A -128(7) . . . . ? O4 C13 C20B C20A -83(5) . . . . ? O4 C13 C20B O5A 44(6) . . . . ? C20A C13 C20B O5A 127(8) . . . . ? C5 C1 N1 C15 3(4) . . . . ? C5 C1 N1 Cu4 -176(2) . . . . ? C14 C15 N1 C1 -1(3) . . . . ? C14 C15 N1 Cu4 178.0(18) . . . . ? C4 C3 N2 C2 18(5) . . . . ? C4 C3 N2 Cu3 -166(2) . . . . ? C7 C2 N2 C3 -16(5) . . . . ? C7 C2 N2 Cu3 167(2) . . . . ? C10B C10A O1A O1B 2(6) . . . . ? O9 C10A O1A O1B -95(4) . . . . ? C10B C10A O1A C9 -48(6) . . . . ? O1B C10A O1A C9 -51(3) . . . . ? O9 C10A O1A C9 -146(3) . . . . ? O2 C9 O1A O1B -110(4) . . . . ? C4 C9 O1A O1B 103(3) . . . . ? O2 C9 O1A C10A -53(4) . . . . ? O1B C9 O1A C10A 57(3) . . . . ? C4 C9 O1A C10A 160(3) . . . . ? C9 O1A O1B C10A 118(2) . . . . ? C10A O1A O1B C9 -118(2) . . . . ? C10A O1A O1B C10B -1(3) . . . . ? C9 O1A O1B C10B 117(3) . . . . ? C10B C10A O1B O1A -178(4) . . . . ? O9 C10A O1B O1A 100(4) . . . . ? C10B C10A O1B C9 -105(4) . . . . ? O1A C10A O1B C9 73(3) . . . . ? O9 C10A O1B C9 173(3) . . . . ? O1A C10A O1B C10B 178(4) . . . . ? O9 C10A O1B C10B -82(4) . . . . ? O2 C9 O1B O1A 91(4) . . . . ? C4 C9 O1B O1A -86(3) . . . . ? O2 C9 O1B C10A 26(5) . . . . ? C4 C9 O1B C10A -151(3) . . . . ? O1A C9 O1B C10A -65(3) . . . . ? O2 C9 O1B C10B -12(5) . . . . ? C4 C9 O1B C10B 170(3) . . . . ? O1A C9 O1B C10B -103(4) . . . . ? C10A C10B O1B O1A 2(4) . . . . ? O9 C10B O1B O1A 58(3) . . . . ? O9 C10B O1B C10A 56(4) . . . . ? C10A C10B O1B C9 92(4) . . . . ? O9 C10B O1B C9 149(3) . . . . ? O3 C12 O4 C13 -4(5) . . . . ? C14 C12 O4 C13 -171(3) . . . . ? C20B C13 O4 C12 171(3) . . . . ? C20A C13 O4 C12 138(3) . . . . ? C10B C10A O9 C19 -36(5) . . . . ? O1B C10A O9 C19 49(5) . . . . ? O1A C10A O9 C19 92(4) . . . . ? O1B C10A O9 C10B 85(5) . . . . ? O1A C10A O9 C10B 129(6) . . . . ? O1B C10B O9 C10A -53(4) . . . . ? C10A C10B O9 C19 148(5) . . . . ? O1B C10B O9 C19 94(3) . . . . ? C3 N2 Cu3 Cu4 -75(3) . . . . ? C2 N2 Cu3 Cu4 101(2) . . . . ? C3 N2 Cu3 Cu3 157.0(19) . . . 2 ? C2 N2 Cu3 Cu3 -27(3) . . . 2 ? C3 N2 Cu3 Cu4 47(3) . . . 2 ? C2 N2 Cu3 Cu4 -136.5(19) . . . 2 ? C3 N2 Cu3 I2 -137(2) . . . . ? C2 N2 Cu3 I2 39(2) . . . . ? C3 N2 Cu3 I1 -15(2) . . . . ? C2 N2 Cu3 I1 161(2) . . . . ? C3 N2 Cu3 I2 103(2) . . . 2 ? C2 N2 Cu3 I2 -81(2) . . . 2 ? C1 N1 Cu4 Cu3 133.0(17) . . . . ? C15 N1 Cu4 Cu3 -46(2) . . . . ? C1 N1 Cu4 Cu4 9(2) . . . 2 ? C15 N1 Cu4 Cu4 -169.2(12) . . . 2 ? C1 N1 Cu4 Cu3 -101.9(19) . . . 2 ? C15 N1 Cu4 Cu3 79.5(19) . . . 2 ? C1 N1 Cu4 I2 -166.5(18) . . . . ? C15 N1 Cu4 I2 14.9(17) . . . . ? C1 N1 Cu4 I1 -48(2) . . . 2 ? C15 N1 Cu4 I1 133.8(15) . . . 2 ? C1 N1 Cu4 I1 73(2) . . . . ? C15 N1 Cu4 I1 -105.6(16) . . . . ? N2 Cu3 Cu4 N1 -1.3(14) . . . . ? Cu3 Cu3 Cu4 N1 145.8(10) 2 . . . ? Cu4 Cu3 Cu4 N1 -144.2(10) 2 . . . ? I2 Cu3 Cu4 N1 73.5(9) . . . . ? I1 Cu3 Cu4 N1 -73.3(9) . . . . ? I2 Cu3 Cu4 N1 -178.7(9) 2 . . . ? N2 Cu3 Cu4 Cu4 142.8(9) . . . 2 ? Cu3 Cu3 Cu4 Cu4 -70.00(16) 2 . . 2 ? I2 Cu3 Cu4 Cu4 -142.28(15) . . . 2 ? I1 Cu3 Cu4 Cu4 70.87(10) . . . 2 ? I2 Cu3 Cu4 Cu4 -34.50(13) 2 . . 2 ? N2 Cu3 Cu4 Cu3 -147.2(10) . . . 2 ? Cu4 Cu3 Cu4 Cu3 70.00(16) 2 . . 2 ? I2 Cu3 Cu4 Cu3 -72.28(10) . . . 2 ? I1 Cu3 Cu4 Cu3 140.87(17) . . . 2 ? I2 Cu3 Cu4 Cu3 35.50(12) 2 . . 2 ? N2 Cu3 Cu4 I2 -74.9(9) . . . . ? Cu3 Cu3 Cu4 I2 72.28(10) 2 . . . ? Cu4 Cu3 Cu4 I2 142.28(15) 2 . . . ? I1 Cu3 Cu4 I2 -146.84(13) . . . . ? I2 Cu3 Cu4 I2 107.78(11) 2 . . . ? N2 Cu3 Cu4 I1 179.4(9) . . . 2 ? Cu3 Cu3 Cu4 I1 -33.49(14) 2 . . 2 ? Cu4 Cu3 Cu4 I1 36.51(12) 2 . . 2 ? I2 Cu3 Cu4 I1 -105.78(12) . . . 2 ? I1 Cu3 Cu4 I1 107.38(13) . . . 2 ? I2 Cu3 Cu4 I1 2.00(15) 2 . . 2 ? N2 Cu3 Cu4 I1 72.0(9) . . . . ? Cu3 Cu3 Cu4 I1 -140.87(17) 2 . . . ? Cu4 Cu3 Cu4 I1 -70.87(10) 2 . . . ? I2 Cu3 Cu4 I1 146.84(13) . . . . ? I2 Cu3 Cu4 I1 -105.38(12) 2 . . . ? N2 Cu3 I1 Cu4 141.2(6) . . . 2 ? Cu4 Cu3 I1 Cu4 -69.62(15) . . . 2 ? Cu3 Cu3 I1 Cu4 -33.65(18) 2 . . 2 ? I2 Cu3 I1 Cu4 -100.91(14) . . . 2 ? I2 Cu3 I1 Cu4 30.73(11) 2 . . 2 ? N2 Cu3 I1 Cu4 -149.2(6) . . . . ? Cu3 Cu3 I1 Cu4 35.97(17) 2 . . . ? Cu4 Cu3 I1 Cu4 69.62(15) 2 . . . ? I2 Cu3 I1 Cu4 -31.29(12) . . . . ? I2 Cu3 I1 Cu4 100.35(13) 2 . . . ? N1 Cu4 I1 Cu3 148.0(6) . . . . ? Cu4 Cu4 I1 Cu3 -71.02(10) 2 . . . ? Cu3 Cu4 I1 Cu3 -35.25(15) 2 . . . ? I2 Cu4 I1 Cu3 30.83(12) . . . . ? I1 Cu4 I1 Cu3 -99.87(14) 2 . . . ? N1 Cu4 I1 Cu4 -141.0(5) . . . 2 ? Cu3 Cu4 I1 Cu4 71.02(10) . . . 2 ? Cu3 Cu4 I1 Cu4 35.78(12) 2 . . 2 ? I2 Cu4 I1 Cu4 101.86(10) . . . 2 ? I1 Cu4 I1 Cu4 -28.84(12) 2 . . 2 ? N2 Cu3 I2 Cu4 148.3(5) . . . . ? Cu3 Cu3 I2 Cu4 -70.25(9) 2 . . . ? Cu4 Cu3 I2 Cu4 -34.34(15) 2 . . . ? I1 Cu3 I2 Cu4 31.53(11) . . . . ? I2 Cu3 I2 Cu4 -99.03(13) 2 . . . ? N2 Cu3 I2 Cu3 -141.4(5) . . . 2 ? Cu4 Cu3 I2 Cu3 70.25(9) . . . 2 ? Cu4 Cu3 I2 Cu3 35.90(11) 2 . . 2 ? I1 Cu3 I2 Cu3 101.78(9) . . . 2 ? I2 Cu3 I2 Cu3 -28.78(11) 2 . . 2 ? N1 Cu4 I2 Cu3 -148.0(6) . . . . ? Cu4 Cu4 I2 Cu3 34.67(16) 2 . . . ? Cu3 Cu4 I2 Cu3 69.64(13) 2 . . . ? I1 Cu4 I2 Cu3 100.70(15) 2 . . . ? I1 Cu4 I2 Cu3 -30.72(12) . . . . ? N1 Cu4 I2 Cu3 142.4(6) . . . 2 ? Cu3 Cu4 I2 Cu3 -69.64(13) . . . 2 ? Cu4 Cu4 I2 Cu3 -34.97(16) 2 . . 2 ? I1 Cu4 I2 Cu3 31.06(11) 2 . . 2 ? I1 Cu4 I2 Cu3 -100.36(14) . . . 2 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 22.67 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.376 _refine_diff_density_min -1.317 _refine_diff_density_rms 0.295 #END data_d:\disca\disca _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; distorted Nicotinic acid tetraethylene glycol calcium iodide trihydrat ; _chemical_melting_point ? _chemical_formula_moiety 'C20 H30 Ca I2 N2 O10' _chemical_formula_sum 'C20 H30 Ca I2 N2 O10' _chemical_formula_weight 752.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ca' 'Ca' 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/C loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.368(2) _cell_length_b 17.383(4) _cell_length_c 14.505(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.26(3) _cell_angle_gamma 90.00 _cell_volume 2861.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 18122 _cell_measurement_theta_min 3.5 _cell_measurement_theta_max 53.8 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.746 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 2.427 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.6655 _exptl_absorpt_correction_T_max 0.8559 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6438 _diffrn_reflns_av_R_equivalents 0.0839 _diffrn_reflns_av_sigmaI/netI 0.0847 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 22.49 _reflns_number_total 3140 _reflns_number_gt 2255 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe _computing_cell_refinement Xred _computing_data_reduction Xred _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material Word _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0595P)^2^+15.2950P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3140 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1117 _refine_ls_R_factor_gt 0.0727 _refine_ls_wR_factor_ref 0.1552 _refine_ls_wR_factor_gt 0.1419 _refine_ls_goodness_of_fit_ref 1.158 _refine_ls_restrained_S_all 1.158 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I -0.35159(8) 0.09049(6) 0.39768(7) 0.0395(3) Uani 1 1 d . . . I2 I -0.01354(9) 0.22411(6) 0.12265(8) 0.0487(4) Uani 1 1 d . . . Ca1 Ca -0.2193(2) 0.01623(17) -0.2836(2) 0.0305(7) Uani 1 1 d . . . C4 C -0.6829(14) -0.0666(10) -0.0982(12) 0.049(5) Uani 1 1 d . . . H4 H -0.7108 -0.1159 -0.1174 0.059 Uiso 1 1 calc R . . C3 C -0.4296(17) -0.3404(13) -0.1023(17) 0.080(7) Uani 1 1 d . . . H3 H -0.4443 -0.3854 -0.0676 0.096 Uiso 1 1 calc R . . C1 C -0.3426(12) -0.2728(11) -0.2269(12) 0.047(4) Uani 1 1 d . . . C2 C -0.3528(14) -0.3446(13) -0.1755(13) 0.064(5) Uani 1 1 d . . . H2A H -0.3115 -0.3902 -0.1901 0.076 Uiso 1 1 calc R . . C18 C -0.4818(19) -0.2745(12) -0.0809(16) 0.080(7) Uani 1 1 d . . . H18 H -0.5278 -0.2735 -0.0283 0.096 Uiso 1 1 calc R . . N22 N -0.4727(14) -0.2092(10) -0.1303(12) 0.078(5) Uani 1 1 d . . . C5 C -0.4010(12) -0.2103(9) -0.2016(12) 0.040(4) Uani 1 1 d . . . H5 H -0.3917 -0.1642 -0.2356 0.048 Uiso 1 1 calc R . . C6 C -0.2668(15) -0.2756(11) -0.3041(14) 0.055(5) Uani 1 1 d . . . C7 C -0.1590(19) -0.2034(12) -0.4101(15) 0.081(7) Uani 1 1 d . . . H7A H -0.0810 -0.2203 -0.3839 0.097 Uiso 1 1 calc R . . H7B H -0.1835 -0.2383 -0.4617 0.097 Uiso 1 1 calc R . . C8 C -0.1521(16) -0.1241(10) -0.4438(14) 0.060(5) Uani 1 1 d . . . H8A H -0.1019 -0.1231 -0.4974 0.072 Uiso 1 1 calc R . . H8B H -0.2320 -0.1070 -0.4656 0.072 Uiso 1 1 calc R . . C9 C 0.0184(13) -0.0591(12) -0.3720(13) 0.064(6) Uani 1 1 d . . . H9A H 0.0385 -0.0187 -0.4166 0.077 Uiso 1 1 calc R . . H9B H 0.0584 -0.1073 -0.3885 0.077 Uiso 1 1 calc R . . C10 C 0.0577(13) -0.0353(12) -0.2769(13) 0.061(5) Uani 1 1 d . . . H10A H 0.0480 -0.0785 -0.2335 0.073 Uiso 1 1 calc R . . H10B H 0.1420 -0.0207 -0.2746 0.073 Uiso 1 1 calc R . . C11 C 0.0155(13) 0.0543(10) -0.1608(12) 0.048(4) Uani 1 1 d . . . H11A H 0.1016 0.0621 -0.1512 0.058 Uiso 1 1 calc R . . H11B H -0.0088 0.0152 -0.1160 0.058 Uiso 1 1 calc R . . C12 C -0.0461(12) 0.1271(10) -0.1454(12) 0.046(4) Uani 1 1 d . . . H12A H -0.0318 0.1430 -0.0801 0.055 Uiso 1 1 calc R . . H12B H -0.0144 0.1677 -0.1849 0.055 Uiso 1 1 calc R . . C13 C -0.2272(13) 0.1902(9) -0.1485(12) 0.042(4) Uani 1 1 d . . . H13A H -0.1839 0.2328 -0.1766 0.050 Uiso 1 1 calc R . . H13B H -0.2255 0.1993 -0.0811 0.050 Uiso 1 1 calc R . . C14 C -0.3524(13) 0.1909(10) -0.1866(13) 0.049(4) Uani 1 1 d . . . H14A H -0.3800 0.2449 -0.1905 0.059 Uiso 1 1 calc R . . H14B H -0.3553 0.1699 -0.2501 0.059 Uiso 1 1 calc R . . C15 C -0.4541(13) 0.0749(11) -0.1573(12) 0.048(5) Uani 1 1 d . . . C16 C -0.5514(11) 0.0400(8) -0.1096(10) 0.030(3) Uani 1 1 d . . . C17 C -0.5900(12) -0.0328(11) -0.1409(12) 0.051(5) Uani 1 1 d . . . H17 H -0.5535 -0.0581 -0.1898 0.061 Uiso 1 1 calc R . . C19 C -0.7333(12) -0.0297(12) -0.0298(11) 0.047(5) Uani 1 1 d . . . H19 H -0.7971 -0.0537 -0.0016 0.056 Uiso 1 1 calc R . . N1 N -0.6972(11) 0.0408(8) 0.0010(9) 0.040(3) Uani 1 1 d . . . C20 C -0.6086(12) 0.0731(10) -0.0394(11) 0.045(5) Uani 1 1 d . . . H20 H -0.5830 0.1224 -0.0185 0.054 Uiso 1 1 calc R . . O1 O -0.2188(11) -0.3325(8) -0.3335(10) 0.076(4) Uani 1 1 d . . . O2 O -0.2456(10) -0.2060(7) -0.3389(9) 0.063(4) Uani 1 1 d . . . O3 O -0.1052(9) -0.0704(6) -0.3752(8) 0.047(3) Uani 1 1 d . . . O4 O -0.0116(8) 0.0282(6) -0.2514(7) 0.038(2) Uani 1 1 d . . . O5 O -0.1691(7) 0.1195(5) -0.1658(7) 0.033(2) Uani 1 1 d . . . O6 O -0.4324(8) 0.1473(6) -0.1326(8) 0.041(3) Uani 1 1 d . . . O7 O -0.3974(8) 0.0405(5) -0.2160(7) 0.036(2) Uani 1 1 d . . . O8 O -0.3652(8) -0.0161(7) -0.3986(7) 0.050(3) Uani 1 1 d . . . H21 H -0.4350 -0.0337 -0.3990 0.075 Uiso 1 1 d . . . H22 H -0.3618 0.0104 -0.4490 0.075 Uiso 1 1 d . . . O9 O -0.2045(8) -0.0768(6) -0.1666(7) 0.042(3) Uani 1 1 d . . . H23 H -0.1406 -0.1111 -0.1452 0.063 Uiso 1 1 d . . . H24 H -0.1955 -0.0540 -0.1238 0.063 Uiso 1 1 d . . . O10 O -0.2006(9) 0.1198(6) -0.3856(8) 0.055(3) Uani 1 1 d . . . H25 H -0.2010 0.1684 -0.3507 0.083 Uiso 1 1 d . . . H26 H -0.2697 0.1201 -0.4308 0.083 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0379(5) 0.0547(7) 0.0264(5) 0.0006(5) 0.0052(4) -0.0093(5) I2 0.0583(7) 0.0502(7) 0.0384(7) 0.0074(6) 0.0089(5) 0.0215(6) Ca1 0.0282(15) 0.0370(18) 0.0269(17) -0.0001(15) 0.0063(12) -0.0011(13) C4 0.054(10) 0.043(11) 0.052(12) 0.009(9) 0.019(9) -0.002(8) C3 0.073(13) 0.070(15) 0.10(2) 0.033(14) 0.018(13) 0.011(12) C1 0.031(8) 0.068(13) 0.044(11) 0.003(10) 0.007(7) 0.002(9) C2 0.050(11) 0.094(16) 0.046(12) 0.000(11) -0.007(9) -0.015(10) C18 0.110(16) 0.053(13) 0.081(17) 0.020(13) 0.051(14) -0.002(13) N22 0.088(12) 0.075(12) 0.075(13) -0.009(11) 0.039(10) -0.013(10) C5 0.039(9) 0.029(10) 0.052(12) 0.008(8) 0.016(8) -0.004(7) C6 0.060(11) 0.031(11) 0.076(15) -0.004(11) 0.011(10) -0.017(9) C7 0.108(16) 0.070(15) 0.068(16) -0.014(12) 0.045(13) -0.004(12) C8 0.070(12) 0.036(11) 0.076(15) -0.018(11) 0.019(10) 0.005(9) C9 0.039(10) 0.106(17) 0.050(13) 0.006(11) 0.019(9) 0.022(9) C10 0.030(9) 0.099(16) 0.054(13) 0.010(12) 0.009(8) 0.007(10) C11 0.037(9) 0.057(11) 0.049(12) 0.009(9) -0.009(8) 0.010(8) C12 0.044(9) 0.052(11) 0.041(11) -0.014(9) -0.003(7) 0.003(8) C13 0.058(10) 0.026(9) 0.040(11) -0.001(8) 0.004(8) -0.002(8) C14 0.045(10) 0.042(10) 0.059(13) 0.001(9) 0.004(8) 0.006(8) C15 0.033(8) 0.069(14) 0.042(11) 0.013(10) 0.005(8) 0.025(9) C16 0.029(8) 0.027(9) 0.032(10) 0.001(7) -0.009(6) 0.006(7) C17 0.036(9) 0.080(14) 0.038(10) 0.012(10) 0.012(8) 0.016(9) C19 0.029(8) 0.082(15) 0.031(10) 0.016(10) 0.008(7) 0.027(9) N1 0.041(7) 0.058(10) 0.022(7) 0.006(7) 0.017(6) 0.019(7) C20 0.037(8) 0.073(13) 0.025(9) -0.015(9) 0.007(7) 0.017(8) O1 0.069(8) 0.065(9) 0.096(12) -0.036(8) 0.018(8) -0.005(7) O2 0.057(7) 0.073(9) 0.062(9) -0.011(7) 0.027(6) 0.012(6) O3 0.049(6) 0.051(7) 0.041(7) -0.008(6) 0.015(5) 0.008(5) O4 0.040(6) 0.051(7) 0.022(6) 0.003(5) -0.008(4) 0.004(5) O5 0.031(5) 0.037(6) 0.031(6) -0.001(5) -0.001(4) -0.009(5) O6 0.045(6) 0.026(6) 0.052(8) -0.015(6) 0.003(5) 0.002(5) O7 0.037(5) 0.037(6) 0.034(6) 0.002(5) 0.011(5) 0.015(5) O8 0.039(6) 0.074(8) 0.037(7) 0.013(6) 0.001(5) -0.013(6) O9 0.044(6) 0.046(7) 0.036(6) 0.005(5) 0.006(5) 0.015(5) O10 0.064(7) 0.049(7) 0.051(8) 0.018(6) -0.016(6) -0.023(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ca1 O7 2.338(9) . ? Ca1 O9 2.343(10) . ? Ca1 O10 2.347(11) . ? Ca1 O8 2.352(11) . ? Ca1 O4 2.390(10) . ? Ca1 O3 2.431(10) . ? Ca1 O5 2.522(10) . ? Ca1 C11 3.193(16) . ? Ca1 H24 2.6205 . ? C4 C19 1.34(2) . ? C4 C17 1.38(2) . ? C4 H4 0.9500 . ? C3 C18 1.34(3) . ? C3 C2 1.41(3) . ? C3 H3 0.9500 . ? C1 C5 1.33(2) . ? C1 C6 1.45(2) . ? C1 C2 1.46(2) . ? C2 H2A 0.9500 . ? C18 N22 1.35(2) . ? C18 H18 0.9500 . ? N22 C5 1.35(2) . ? C5 H5 0.9500 . ? C6 O1 1.219(19) . ? C6 O2 1.34(2) . ? C7 C8 1.47(3) . ? C7 O2 1.468(19) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O3 1.44(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 O3 1.417(18) . ? C9 C10 1.48(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 O4 1.417(19) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 O4 1.408(19) . ? C11 C12 1.47(2) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O5 1.419(17) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 O5 1.425(16) . ? C13 C14 1.50(2) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 O6 1.448(18) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O7 1.250(18) . ? C15 O6 1.33(2) . ? C15 C16 1.47(2) . ? C16 C20 1.37(2) . ? C16 C17 1.41(2) . ? C17 H17 0.9500 . ? C19 N1 1.36(2) . ? C19 H19 0.9500 . ? N1 C20 1.320(18) . ? C20 H20 0.9500 . ? O8 H21 0.8502 . ? O8 H22 0.8669 . ? O9 H23 0.9766 . ? O9 H24 0.7391 . ? O10 H25 0.9859 . ? O10 H26 0.9942 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Ca1 O9 81.3(3) . . ? O7 Ca1 O10 103.7(4) . . ? O9 Ca1 O10 168.6(4) . . ? O7 Ca1 O8 75.4(4) . . ? O9 Ca1 O8 111.5(4) . . ? O10 Ca1 O8 79.7(4) . . ? O7 Ca1 O4 140.5(4) . . ? O9 Ca1 O4 83.6(3) . . ? O10 Ca1 O4 86.2(4) . . ? O8 Ca1 O4 143.9(4) . . ? O7 Ca1 O3 147.4(4) . . ? O9 Ca1 O3 87.1(3) . . ? O10 Ca1 O3 93.5(4) . . ? O8 Ca1 O3 80.9(4) . . ? O4 Ca1 O3 67.0(4) . . ? O7 Ca1 O5 75.8(3) . . ? O9 Ca1 O5 89.8(3) . . ? O10 Ca1 O5 81.8(4) . . ? O8 Ca1 O5 140.7(4) . . ? O4 Ca1 O5 67.8(3) . . ? O3 Ca1 O5 134.8(3) . . ? O7 Ca1 C11 116.4(4) . . ? O9 Ca1 C11 73.5(4) . . ? O10 Ca1 C11 95.2(4) . . ? O8 Ca1 C11 168.1(4) . . ? O4 Ca1 C11 24.2(4) . . ? O3 Ca1 C11 88.8(4) . . ? O5 Ca1 C11 47.5(4) . . ? O7 Ca1 H24 76.2 . . ? O9 Ca1 H24 15.9 . . ? O10 Ca1 H24 155.0 . . ? O8 Ca1 H24 123.3 . . ? O4 Ca1 H24 79.4 . . ? O3 Ca1 H24 99.4 . . ? O5 Ca1 H24 74.0 . . ? C11 Ca1 H24 64.0 . . ? C19 C4 C17 119.9(17) . . ? C19 C4 H4 120.0 . . ? C17 C4 H4 120.0 . . ? C18 C3 C2 121(2) . . ? C18 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C5 C1 C6 124.4(16) . . ? C5 C1 C2 120.0(14) . . ? C6 C1 C2 115.6(16) . . ? C3 C2 C1 114.1(18) . . ? C3 C2 H2A 123.0 . . ? C1 C2 H2A 123.0 . . ? C3 C18 N22 123.4(18) . . ? C3 C18 H18 118.3 . . ? N22 C18 H18 118.3 . . ? C18 N22 C5 117.4(16) . . ? C1 C5 N22 123.6(16) . . ? C1 C5 H5 118.2 . . ? N22 C5 H5 118.2 . . ? O1 C6 O2 120.6(16) . . ? O1 C6 C1 126.5(17) . . ? O2 C6 C1 112.8(16) . . ? C8 C7 O2 108.3(15) . . ? C8 C7 H7A 110.0 . . ? O2 C7 H7A 110.0 . . ? C8 C7 H7B 110.0 . . ? O2 C7 H7B 110.0 . . ? H7A C7 H7B 108.4 . . ? O3 C8 C7 113.7(18) . . ? O3 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? O3 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? O3 C9 C10 108.3(12) . . ? O3 C9 H9A 110.0 . . ? C10 C9 H9A 110.0 . . ? O3 C9 H9B 110.0 . . ? C10 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? O4 C10 C9 108.5(14) . . ? O4 C10 H10A 110.0 . . ? C9 C10 H10A 110.0 . . ? O4 C10 H10B 110.0 . . ? C9 C10 H10B 110.0 . . ? H10A C10 H10B 108.4 . . ? O4 C11 C12 109.8(13) . . ? O4 C11 Ca1 44.0(6) . . ? C12 C11 Ca1 82.7(8) . . ? O4 C11 H11A 109.7 . . ? C12 C11 H11A 109.7 . . ? Ca1 C11 H11A 153.5 . . ? O4 C11 H11B 109.7 . . ? C12 C11 H11B 109.7 . . ? Ca1 C11 H11B 88.2 . . ? H11A C11 H11B 108.2 . . ? O5 C12 C11 111.1(13) . . ? O5 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? O5 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? O5 C13 C14 112.5(13) . . ? O5 C13 H13A 109.1 . . ? C14 C13 H13A 109.1 . . ? O5 C13 H13B 109.1 . . ? C14 C13 H13B 109.1 . . ? H13A C13 H13B 107.8 . . ? O6 C14 C13 114.2(15) . . ? O6 C14 H14A 108.7 . . ? C13 C14 H14A 108.7 . . ? O6 C14 H14B 108.7 . . ? C13 C14 H14B 108.7 . . ? H14A C14 H14B 107.6 . . ? O7 C15 O6 122.9(14) . . ? O7 C15 C16 123.7(16) . . ? O6 C15 C16 113.4(13) . . ? C20 C16 C17 117.8(14) . . ? C20 C16 C15 125.5(15) . . ? C17 C16 C15 116.7(14) . . ? C4 C17 C16 117.9(15) . . ? C4 C17 H17 121.0 . . ? C16 C17 H17 121.0 . . ? C4 C19 N1 122.8(15) . . ? C4 C19 H19 118.6 . . ? N1 C19 H19 118.6 . . ? C20 N1 C19 117.4(12) . . ? N1 C20 C16 124.1(16) . . ? N1 C20 H20 118.0 . . ? C16 C20 H20 118.0 . . ? C6 O2 C7 115.8(14) . . ? C9 O3 C8 116.0(12) . . ? C9 O3 Ca1 117.1(10) . . ? C8 O3 Ca1 126.1(9) . . ? C11 O4 C10 113.5(11) . . ? C11 O4 Ca1 111.8(8) . . ? C10 O4 Ca1 116.0(9) . . ? C12 O5 C13 110.1(11) . . ? C12 O5 Ca1 112.9(8) . . ? C13 O5 Ca1 130.1(8) . . ? C15 O6 C14 117.6(12) . . ? C15 O7 Ca1 149.9(11) . . ? Ca1 O8 H21 135.3 . . ? Ca1 O8 H22 114.0 . . ? H21 O8 H22 105.8 . . ? Ca1 O9 H23 132.3 . . ? Ca1 O9 H24 103.9 . . ? H23 O9 H24 89.7 . . ? Ca1 O10 H25 109.3 . . ? Ca1 O10 H26 108.9 . . ? H25 O10 H26 107.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 C3 C2 C1 -3(3) . . . . ? C5 C1 C2 C3 2(3) . . . . ? C6 C1 C2 C3 -178.5(18) . . . . ? C2 C3 C18 N22 5(4) . . . . ? C3 C18 N22 C5 -4(4) . . . . ? C6 C1 C5 N22 179.0(18) . . . . ? C2 C1 C5 N22 -1(3) . . . . ? C18 N22 C5 C1 2(3) . . . . ? C5 C1 C6 O1 -174.3(18) . . . . ? C2 C1 C6 O1 6(3) . . . . ? C5 C1 C6 O2 10(3) . . . . ? C2 C1 C6 O2 -169.8(15) . . . . ? O2 C7 C8 O3 66(2) . . . . ? O3 C9 C10 O4 -52.6(19) . . . . ? O7 Ca1 C11 O4 -176.6(9) . . . . ? O9 Ca1 C11 O4 112.2(10) . . . . ? O10 Ca1 C11 O4 -68.5(10) . . . . ? O8 Ca1 C11 O4 -4(3) . . . . ? O3 Ca1 C11 O4 24.9(9) . . . . ? O5 Ca1 C11 O4 -142.4(12) . . . . ? O7 Ca1 C11 C12 -48.0(10) . . . . ? O9 Ca1 C11 C12 -119.1(10) . . . . ? O10 Ca1 C11 C12 60.2(10) . . . . ? O8 Ca1 C11 C12 124(2) . . . . ? O4 Ca1 C11 C12 128.7(15) . . . . ? O3 Ca1 C11 C12 153.5(10) . . . . ? O5 Ca1 C11 C12 -13.7(8) . . . . ? O4 C11 C12 O5 54.6(17) . . . . ? Ca1 C11 C12 O5 19.4(11) . . . . ? O5 C13 C14 O6 76.1(17) . . . . ? O7 C15 C16 C20 173.9(15) . . . . ? O6 C15 C16 C20 -7(2) . . . . ? O7 C15 C16 C17 -8(2) . . . . ? O6 C15 C16 C17 171.8(13) . . . . ? C19 C4 C17 C16 0(2) . . . . ? C20 C16 C17 C4 0(2) . . . . ? C15 C16 C17 C4 -179.0(14) . . . . ? C17 C4 C19 N1 0(3) . . . . ? C4 C19 N1 C20 0(2) . . . . ? C19 N1 C20 C16 0(2) . . . . ? C17 C16 C20 N1 0(2) . . . . ? C15 C16 C20 N1 178.8(14) . . . . ? O1 C6 O2 C7 -2(3) . . . . ? C1 C6 O2 C7 173.4(17) . . . . ? C8 C7 O2 C6 176.8(17) . . . . ? C10 C9 O3 C8 -153.3(16) . . . . ? C10 C9 O3 Ca1 36.3(18) . . . . ? C7 C8 O3 C9 91.1(18) . . . . ? C7 C8 O3 Ca1 -99.6(16) . . . . ? O7 Ca1 O3 C9 -163.1(10) . . . . ? O9 Ca1 O3 C9 -94.2(11) . . . . ? O10 Ca1 O3 C9 74.4(11) . . . . ? O8 Ca1 O3 C9 153.4(11) . . . . ? O4 Ca1 O3 C9 -9.9(10) . . . . ? O5 Ca1 O3 C9 -7.4(13) . . . . ? C11 Ca1 O3 C9 -20.7(11) . . . . ? O7 Ca1 O3 C8 27.6(16) . . . . ? O9 Ca1 O3 C8 96.5(13) . . . . ? O10 Ca1 O3 C8 -94.8(13) . . . . ? O8 Ca1 O3 C8 -15.8(12) . . . . ? O4 Ca1 O3 C8 -179.2(13) . . . . ? O5 Ca1 O3 C8 -176.7(11) . . . . ? C11 Ca1 O3 C8 170.0(13) . . . . ? C12 C11 O4 C10 171.0(13) . . . . ? Ca1 C11 O4 C10 -133.6(13) . . . . ? C12 C11 O4 Ca1 -55.4(14) . . . . ? C9 C10 O4 C11 178.1(14) . . . . ? C9 C10 O4 Ca1 46.5(15) . . . . ? O7 Ca1 O4 C11 4.8(12) . . . . ? O9 Ca1 O4 C11 -63.3(10) . . . . ? O10 Ca1 O4 C11 111.8(10) . . . . ? O8 Ca1 O4 C11 178.4(10) . . . . ? O3 Ca1 O4 C11 -152.8(10) . . . . ? O5 Ca1 O4 C11 29.1(9) . . . . ? O7 Ca1 O4 C10 137.1(10) . . . . ? O9 Ca1 O4 C10 69.1(10) . . . . ? O10 Ca1 O4 C10 -115.9(10) . . . . ? O8 Ca1 O4 C10 -49.2(12) . . . . ? O3 Ca1 O4 C10 -20.4(10) . . . . ? O5 Ca1 O4 C10 161.5(10) . . . . ? C11 Ca1 O4 C10 132.4(15) . . . . ? C11 C12 O5 C13 178.9(13) . . . . ? C11 C12 O5 Ca1 -26.9(16) . . . . ? C14 C13 O5 C12 168.3(14) . . . . ? C14 C13 O5 Ca1 19.9(18) . . . . ? O7 Ca1 O5 C12 164.0(10) . . . . ? O9 Ca1 O5 C12 82.9(10) . . . . ? O10 Ca1 O5 C12 -89.5(10) . . . . ? O8 Ca1 O5 C12 -152.1(9) . . . . ? O4 Ca1 O5 C12 -0.4(9) . . . . ? O3 Ca1 O5 C12 -2.9(11) . . . . ? C11 Ca1 O5 C12 15.3(9) . . . . ? O7 Ca1 O5 C13 -48.4(10) . . . . ? O9 Ca1 O5 C13 -129.5(10) . . . . ? O10 Ca1 O5 C13 58.1(10) . . . . ? O8 Ca1 O5 C13 -4.4(13) . . . . ? O4 Ca1 O5 C13 147.3(11) . . . . ? O3 Ca1 O5 C13 144.8(10) . . . . ? C11 Ca1 O5 C13 163.0(12) . . . . ? O7 C15 O6 C14 10(2) . . . . ? C16 C15 O6 C14 -169.7(13) . . . . ? C13 C14 O6 C15 -94.3(17) . . . . ? O6 C15 O7 Ca1 37(3) . . . . ? C16 C15 O7 Ca1 -143.7(15) . . . . ? O9 Ca1 O7 C15 88(2) . . . . ? O10 Ca1 O7 C15 -81(2) . . . . ? O8 Ca1 O7 C15 -157(2) . . . . ? O4 Ca1 O7 C15 20(2) . . . . ? O3 Ca1 O7 C15 158.9(19) . . . . ? O5 Ca1 O7 C15 -4(2) . . . . ? C11 Ca1 O7 C15 22(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O8 H21 I1 0.85 2.62 3.470(9) 178.7 3_455 O8 H22 I1 0.87 2.63 3.499(10) 179.8 1_554 O9 H23 I2 0.98 2.64 3.595(9) 165.9 3 O9 H24 N1 0.74 2.23 2.778(15) 132.2 3_455 O10 H25 I2 0.99 2.88 3.446(10) 117.6 4_565 O10 H26 I1 0.99 2.66 3.531(11) 146.9 1_554 _diffrn_measured_fraction_theta_max 0.838 _diffrn_reflns_theta_full 22.49 _diffrn_measured_fraction_theta_full 0.838 _refine_diff_density_max 0.836 _refine_diff_density_min -1.254 _refine_diff_density_rms 0.147 #END data_ntg _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'nicotinic acid tetraethylene glycol' _chemical_melting_point ? _chemical_formula_moiety 'C10 H22 N O4' _chemical_formula_sum 'C40 H48 N4 O14' _chemical_formula_weight 808.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fdd2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 24.445(5) _cell_length_b 36.787(7) _cell_length_c 4.5773(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4116.2(14) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.305 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 0.099 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4254 _diffrn_reflns_av_R_equivalents 0.0752 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -4 _diffrn_reflns_limit_l_max 4 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 22.49 _reflns_number_total 1269 _reflns_number_gt 1040 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe _computing_cell_refinement Xred _computing_data_reduction Xred _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material Word _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0592P)^2^+4.5986P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(3) _refine_ls_number_reflns 1269 _refine_ls_number_parameters 132 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0725 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1292 _refine_ls_wR_factor_gt 0.1227 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C5 C 0.2885(2) 0.12730(13) 0.6190(11) 0.0704(14) Uani 1 1 d . . . H5 H 0.3242 0.1223 0.5478 0.084 Uiso 1 1 calc R . . C2 C 0.1948(2) 0.11123(13) 0.6433(11) 0.0721(15) Uani 1 1 d . . . H2 H 0.1646 0.0961 0.5942 0.087 Uiso 1 1 calc R . . N1 N 0.2828(2) 0.15531(12) 0.7945(12) 0.0933(15) Uani 1 1 d . . . C3 C 0.1884(3) 0.14016(16) 0.8273(13) 0.0876(18) Uani 1 1 d . . . H3 H 0.1534 0.1455 0.9073 0.105 Uiso 1 1 calc R . . C4 C 0.2324(3) 0.16154(15) 0.8963(13) 0.091(2) Uani 1 1 d . . . H4 H 0.2269 0.1817 1.0223 0.109 Uiso 1 1 calc R . . C8 C 0.33567(19) 0.00873(11) 0.1931(11) 0.0615(13) Uani 1 1 d . . . H8A H 0.3065 0.0018 0.3326 0.074 Uiso 1 1 calc R . . H8B H 0.3408 -0.0116 0.0540 0.074 Uiso 1 1 calc R . . C1 C 0.24673(17) 0.10453(11) 0.5295(10) 0.0513(10) Uani 1 1 d . . . C6 C 0.25506(19) 0.07356(11) 0.3245(9) 0.0524(12) Uani 1 1 d . . . O3 O 0.38502(12) 0.01534(7) 0.3458(6) 0.0589(9) Uani 1 1 d . . . C10 C 0.4542(2) -0.00846(14) 0.6576(11) 0.0760(15) Uani 1 1 d . . . H10A H 0.4454 0.0125 0.7854 0.091 Uiso 1 1 calc R . . H10B H 0.4627 -0.0296 0.7832 0.091 Uiso 1 1 calc R . . O2 O 0.30616(11) 0.07155(7) 0.2276(6) 0.0570(8) Uani 1 1 d . . . O1 O 0.21972(14) 0.05252(9) 0.2541(9) 0.0808(11) Uani 1 1 d . . . C9 C 0.4064(2) -0.01697(12) 0.4664(11) 0.0666(13) Uani 1 1 d . . . H9A H 0.4180 -0.0335 0.3074 0.080 Uiso 1 1 calc R . . H9B H 0.3778 -0.0294 0.5821 0.080 Uiso 1 1 calc R . . C7 C 0.31946(19) 0.04180(12) 0.0334(10) 0.0640(13) Uani 1 1 d . . . H7A H 0.3497 0.0493 -0.0970 0.077 Uiso 1 1 calc R . . H7B H 0.2873 0.0363 -0.0903 0.077 Uiso 1 1 calc R . . O4 O 0.5000 0.0000 0.4795(9) 0.0609(12) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C5 0.063(3) 0.064(3) 0.084(4) -0.011(3) 0.008(3) -0.003(3) C2 0.056(3) 0.076(3) 0.084(4) 0.022(3) 0.006(3) 0.011(3) N1 0.103(4) 0.075(3) 0.102(4) -0.024(3) 0.014(3) -0.002(3) C3 0.084(4) 0.087(4) 0.091(4) 0.020(4) 0.036(4) 0.039(3) C4 0.122(6) 0.065(3) 0.085(4) 0.003(3) 0.014(4) 0.022(4) C8 0.055(3) 0.060(3) 0.070(3) -0.018(2) 0.002(2) -0.005(2) C1 0.048(3) 0.052(2) 0.054(3) 0.014(2) -0.001(2) 0.007(2) C6 0.049(3) 0.060(3) 0.048(3) 0.012(2) 0.002(2) -0.002(2) O3 0.0495(19) 0.0550(16) 0.072(2) -0.0029(15) -0.0028(16) 0.0025(14) C10 0.075(4) 0.093(3) 0.060(3) 0.021(3) 0.018(3) 0.023(3) O2 0.0440(18) 0.0610(17) 0.066(2) -0.0087(16) 0.0053(15) -0.0025(13) O1 0.051(2) 0.093(2) 0.098(3) -0.013(2) -0.0036(19) -0.0292(18) C9 0.061(3) 0.068(3) 0.071(3) 0.015(3) 0.023(3) 0.006(2) C7 0.061(3) 0.071(3) 0.060(3) -0.006(3) 0.006(3) -0.004(2) O4 0.051(3) 0.082(3) 0.050(3) 0.000 0.000 0.009(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C5 N1 1.314(6) . ? C5 C1 1.383(6) . ? C5 H5 0.9500 . ? C2 C3 1.366(8) . ? C2 C1 1.395(6) . ? C2 H2 0.9500 . ? N1 C4 1.338(7) . ? C3 C4 1.370(8) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C8 O3 1.415(5) . ? C8 C7 1.474(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C1 C6 1.490(6) . ? C6 O1 1.204(5) . ? C6 O2 1.328(5) . ? O3 C9 1.411(5) . ? C10 O4 1.420(5) . ? C10 C9 1.493(7) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? O2 C7 1.447(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? O4 C10 1.420(5) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C5 C1 125.3(5) . . ? N1 C5 H5 117.4 . . ? C1 C5 H5 117.4 . . ? C3 C2 C1 118.2(5) . . ? C3 C2 H2 120.9 . . ? C1 C2 H2 120.9 . . ? C5 N1 C4 116.4(5) . . ? C2 C3 C4 120.0(5) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? N1 C4 C3 123.0(5) . . ? N1 C4 H4 118.5 . . ? C3 C4 H4 118.5 . . ? O3 C8 C7 109.4(3) . . ? O3 C8 H8A 109.8 . . ? C7 C8 H8A 109.8 . . ? O3 C8 H8B 109.8 . . ? C7 C8 H8B 109.8 . . ? H8A C8 H8B 108.2 . . ? C5 C1 C2 117.1(4) . . ? C5 C1 C6 123.3(4) . . ? C2 C1 C6 119.6(4) . . ? O1 C6 O2 123.4(4) . . ? O1 C6 C1 124.2(4) . . ? O2 C6 C1 112.4(4) . . ? C9 O3 C8 111.4(3) . . ? O4 C10 C9 109.0(4) . . ? O4 C10 H10A 109.9 . . ? C9 C10 H10A 109.9 . . ? O4 C10 H10B 109.9 . . ? C9 C10 H10B 109.9 . . ? H10A C10 H10B 108.3 . . ? C6 O2 C7 117.3(3) . . ? O3 C9 C10 110.0(4) . . ? O3 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? O3 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? O2 C7 C8 112.3(4) . . ? O2 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? O2 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? C10 O4 C10 109.9(5) 2_655 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C5 N1 C4 1.1(8) . . . . ? C1 C2 C3 C4 -0.3(8) . . . . ? C5 N1 C4 C3 0.6(9) . . . . ? C2 C3 C4 N1 -0.9(9) . . . . ? N1 C5 C1 C2 -2.3(7) . . . . ? N1 C5 C1 C6 178.6(5) . . . . ? C3 C2 C1 C5 1.8(6) . . . . ? C3 C2 C1 C6 -179.1(4) . . . . ? C5 C1 C6 O1 176.6(5) . . . . ? C2 C1 C6 O1 -2.4(6) . . . . ? C5 C1 C6 O2 -3.2(6) . . . . ? C2 C1 C6 O2 177.8(4) . . . . ? C7 C8 O3 C9 -171.2(4) . . . . ? O1 C6 O2 C7 -1.6(6) . . . . ? C1 C6 O2 C7 178.2(3) . . . . ? C8 O3 C9 C10 -172.7(4) . . . . ? O4 C10 C9 O3 -75.1(5) . . . . ? C6 O2 C7 C8 -87.1(5) . . . . ? O3 C8 C7 O2 -65.0(5) . . . . ? C9 C10 O4 C10 179.6(5) . . . 2_655 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 22.49 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.129 _refine_diff_density_min -0.139 _refine_diff_density_rms 0.036 #END data_bacu-final _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'asymteric nicotinic acid tetra ethylene glycol barium copper iodide' _chemical_melting_point ? _chemical_formula_moiety 'C31 H48 Ba Cl6 Cu1.50 I3.50 N2 O12' _chemical_formula_sum 'C60 H78 Ba2 Cl6 Cu3 I7 N4 O24' _chemical_formula_weight 3060.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ba' 'Ba' -0.3244 2.2819 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M I2/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 22.733(5) _cell_length_b 10.792(2) _cell_length_c 43.094(9) _cell_angle_alpha 90.00 _cell_angle_beta 104.06(3) _cell_angle_gamma 90.00 _cell_volume 10256(4) _cell_formula_units_Z 6 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 1351 _cell_measurement_theta_min 6.7 _cell_measurement_theta_max 47.6 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.982 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5848 _exptl_absorpt_coefficient_mu 3.850 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2T' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17243 _diffrn_reflns_av_R_equivalents 0.1504 _diffrn_reflns_av_sigmaI/netI 0.1183 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -50 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 3.35 _diffrn_reflns_theta_max 24.66 _reflns_number_total 6456 _reflns_number_gt 4500 _reflns_threshold_expression >2sigma(I) _computing_data_collection Stoe _computing_cell_refinement Xred _computing_data_reduction Xred _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond, Mercury _computing_publication_material Word _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1273P)^2^+312.4094P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6456 _refine_ls_number_parameters 462 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1259 _refine_ls_R_factor_gt 0.0897 _refine_ls_wR_factor_ref 0.2496 _refine_ls_wR_factor_gt 0.2206 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.857 _refine_ls_shift/su_mean 0.019 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ba1 Ba 0.10144(4) 0.35850(10) 0.13977(2) 0.0195(3) Uani 1 1 d . . . I2 I -0.18733(6) 1.04263(14) -0.03577(3) 0.0424(4) Uani 1 1 d . . . I3 I -0.2500 0.71294(19) 0.0000 0.0394(5) Uani 1 2 d S . . I4 I -0.37450(6) 0.88451(16) -0.08362(4) 0.0524(5) Uani 1 1 d . . . I1 I 0.22234(8) -0.08524(17) 0.19341(4) 0.0627(5) Uani 1 1 d . . . Cu1 Cu -0.2500 1.1504(4) 0.0000 0.0374(9) Uani 1 2 d S . . Cu2 Cu -0.28033(12) 0.9040(3) -0.03721(8) 0.0555(9) Uani 1 1 d . . . C70 C 0.4300(13) 0.238(3) 0.0127(7) 0.075(9) Uani 1 1 d . . . H70A H 0.4109 0.2279 0.0309 0.090 Uiso 1 1 calc R . . H70B H 0.4009 0.2095 -0.0069 0.090 Uiso 1 1 calc R . . Cl1 Cl 0.4469(4) 0.3942(7) 0.00874(16) 0.085(3) Uani 1 1 d . . . Cl2 Cl 0.4943(5) 0.1497(8) 0.01915(18) 0.099(3) Uani 1 1 d . . . Cl3 Cl 0.3406(3) 0.2640(7) 0.18750(18) 0.077(2) Uani 1 1 d . . . Cl4 Cl 0.4471(4) 0.1146(9) 0.2084(2) 0.097(3) Uani 1 1 d . . . C200 C 0.3746(12) 0.120(3) 0.1822(9) 0.090(8) Uani 1 1 d . . . H20A H 0.3495 0.0505 0.1869 0.108 Uiso 1 1 calc R . . H20B H 0.3778 0.1113 0.1598 0.108 Uiso 1 1 calc R . . Cl5 Cl 0.3917(5) 0.5718(9) 0.23105(19) 0.112(4) Uani 1 1 d . . . Cl6 Cl 0.4157(5) 0.8305(12) 0.2397(3) 0.150(5) Uani 1 1 d . . . N1 N -0.3106(6) 1.2738(15) -0.0292(4) 0.029(4) Uani 1 1 d . . . C1 C -0.3693(7) 1.2439(19) -0.0380(4) 0.027(5) Uani 1 1 d . . . H1 H -0.3823 1.1670 -0.0312 0.032 Uiso 1 1 calc R . . C2 C -0.4130(8) 1.3241(18) -0.0573(4) 0.029(3) Uani 1 1 d . . . C3 C -0.3945(8) 1.4312(18) -0.0671(4) 0.029(4) Uani 1 1 d . . . H3 H -0.4229 1.4863 -0.0799 0.035 Uiso 1 1 calc R . . C4 C -0.3316(8) 1.4626(18) -0.0581(4) 0.029(3) Uani 1 1 d . . . H4 H -0.3168 1.5373 -0.0651 0.034 Uiso 1 1 calc R . . C5 C -0.2936(8) 1.380(2) -0.0389(4) 0.043(6) Uani 1 1 d . . . H5 H -0.2519 1.4012 -0.0322 0.051 Uiso 1 1 calc R . . C6 C -0.4767(7) 1.2879(18) -0.0664(4) 0.026(4) Uani 1 1 d . . . O1 O -0.5165(5) 1.3538(12) -0.0831(3) 0.032(2) Uani 1 1 d . . . O2 O -0.4873(5) 1.1737(12) -0.0569(3) 0.032(2) Uani 1 1 d . . . C7 C -0.5473(8) 1.1234(19) -0.0681(5) 0.035(5) Uani 1 1 d . . . H7A H -0.5766 1.1922 -0.0743 0.042 Uiso 1 1 calc R . . H7B H -0.5583 1.0768 -0.0505 0.042 Uiso 1 1 calc R . . C8 C -0.5515(9) 1.039(2) -0.0962(5) 0.041(5) Uani 1 1 d . . . H8A H -0.5185 0.9769 -0.0911 0.050 Uiso 1 1 calc R . . H8B H -0.5907 0.9948 -0.1009 0.050 Uiso 1 1 calc R . . O3 O -0.5465(5) 1.1089(12) -0.1229(3) 0.034(3) Uani 1 1 d . . . C9 C -0.5489(13) 1.025(3) -0.1498(6) 0.067(4) Uani 1 1 d . . . H9A H -0.5867 0.9756 -0.1538 0.081 Uiso 1 1 calc R . . H9B H -0.5141 0.9671 -0.1445 0.081 Uiso 1 1 calc R . . C10 C -0.5470(10) 1.096(2) -0.1790(5) 0.044(5) Uani 1 1 d . . . H10A H -0.5077 1.1403 -0.1754 0.052 Uiso 1 1 calc R . . H10B H -0.5496 1.0380 -0.1970 0.052 Uiso 1 1 calc R . . O4 O -0.5946(6) 1.1829(13) -0.1872(3) 0.042(4) Uani 1 1 d . . . C11 C -0.6061(17) 1.226(3) -0.2202(5) 0.084(11) Uani 1 1 d . . . H11A H -0.6143 1.1551 -0.2351 0.101 Uiso 1 1 calc R . . H11B H -0.5701 1.2710 -0.2236 0.101 Uiso 1 1 calc R . . C12 C -0.6589(13) 1.310(3) -0.2266(6) 0.067(4) Uani 1 1 d . . . H12A H -0.6694 1.3367 -0.2492 0.081 Uiso 1 1 calc R . . H12B H -0.6945 1.2682 -0.2219 0.081 Uiso 1 1 calc R . . O5 O -0.6416(8) 1.4144(15) -0.2060(3) 0.056(5) Uani 1 1 d . . . C13 C -0.6815(13) 1.520(3) -0.2129(6) 0.067(4) Uani 1 1 d . . . H13A H -0.6564 1.5950 -0.2121 0.081 Uiso 1 1 calc R . . H13B H -0.7063 1.5112 -0.2352 0.081 Uiso 1 1 calc R . . C14 C -0.7183(13) 1.537(3) -0.1942(6) 0.067(4) Uani 1 1 d . . . H14A H -0.7553 1.4868 -0.2027 0.081 Uiso 1 1 calc R . . H14B H -0.7306 1.6248 -0.1957 0.081 Uiso 1 1 calc R . . O6 O -0.6965(7) 1.5071(18) -0.1616(3) 0.060(5) Uani 1 1 d D . . H6Z H -0.698(11) 1.591(9) -0.167(6) 0.06(8) Uiso 1 1 d D . . N2 N -0.2271(7) 0.3576(17) 0.1342(4) 0.042(5) Uani 1 1 d . . . O11 O 0.1721(5) 0.3333(12) 0.0937(3) 0.027(3) Uani 1 1 d . . . O7 O -0.0133(5) 0.3437(12) 0.1514(3) 0.037(3) Uani 1 1 d . . . O10 O 0.1142(6) 0.5579(13) 0.0967(3) 0.037(3) Uani 1 1 d . . . O9 O 0.0372(6) 0.6010(13) 0.1396(3) 0.041(4) Uani 1 1 d . . . O8 O -0.0614(5) 0.5047(15) 0.1672(3) 0.044(4) Uani 1 1 d . . . O12 O 0.1881(7) 0.1759(16) 0.1459(4) 0.050(4) Uani 1 1 d . . . C19 C -0.1733(8) 0.4030(19) 0.1452(4) 0.032(3) Uani 1 1 d . . . H19 H -0.1693 0.4798 0.1563 0.038 Uiso 1 1 calc R . . C27 C 0.2254(10) 0.265(2) 0.1044(5) 0.045(3) Uani 1 1 d . . . H27A H 0.2551 0.3153 0.1200 0.054 Uiso 1 1 calc R . . H27B H 0.2431 0.2470 0.0860 0.054 Uiso 1 1 calc R . . C17 C -0.1274(9) 0.2330(18) 0.1251(4) 0.031(5) Uani 1 1 d . . . H17 H -0.0934 0.1897 0.1214 0.038 Uiso 1 1 calc R . . C18 C -0.1202(9) 0.3429(19) 0.1414(4) 0.032(3) Uani 1 1 d . . . C28 C 0.2146(10) 0.146(2) 0.1198(5) 0.045(3) Uani 1 1 d . . . H28A H 0.1868 0.0925 0.1041 0.054 Uiso 1 1 calc R . . H28B H 0.2533 0.1011 0.1277 0.054 Uiso 1 1 calc R . . C20 C -0.0585(9) 0.3956(19) 0.1530(4) 0.032(3) Uani 1 1 d . . . C21 C -0.0046(10) 0.559(2) 0.1848(5) 0.050(6) Uani 1 1 d . . . H21A H 0.0272 0.4943 0.1897 0.060 Uiso 1 1 calc R . . H21B H -0.0096 0.5937 0.2052 0.060 Uiso 1 1 calc R . . C16 C -0.1853(9) 0.187(2) 0.1141(5) 0.036(5) Uani 1 1 d . . . H16 H -0.1907 0.1093 0.1032 0.044 Uiso 1 1 calc R . . C24 C 0.0662(10) 0.651(2) 0.0913(5) 0.053(7) Uani 1 1 d . . . H24A H 0.0772 0.7214 0.0791 0.063 Uiso 1 1 calc R . . H24B H 0.0279 0.6145 0.0786 0.063 Uiso 1 1 calc R . . C25 C 0.1265(10) 0.512(2) 0.0677(4) 0.050(6) Uani 1 1 d . . . H25A H 0.1330 0.5817 0.0541 0.060 Uiso 1 1 calc R . . H25B H 0.0913 0.4632 0.0556 0.060 Uiso 1 1 calc R . . C22 C 0.0147(10) 0.662(2) 0.1648(5) 0.045(3) Uani 1 1 d . . . H22A H -0.0202 0.7156 0.1554 0.054 Uiso 1 1 calc R . . H22B H 0.0470 0.7129 0.1784 0.054 Uiso 1 1 calc R . . C15 C -0.2338(10) 0.247(2) 0.1184(6) 0.051(6) Uani 1 1 d . . . H15 H -0.2731 0.2132 0.1104 0.061 Uiso 1 1 calc R . . C26 C 0.1799(11) 0.433(3) 0.0750(5) 0.058(8) Uani 1 1 d . . . H26A H 0.1884 0.4032 0.0549 0.069 Uiso 1 1 calc R . . H26B H 0.2152 0.4828 0.0865 0.069 Uiso 1 1 calc R . . C23 C 0.0581(9) 0.6936(18) 0.1213(5) 0.061(7) Uani 1 1 d . . . H23A H 0.0971 0.7266 0.1340 0.073 Uiso 1 1 calc R . . H23B H 0.0285 0.7627 0.1173 0.073 Uiso 1 1 calc R . . C311 C 0.3619(9) 0.7165(18) 0.2393(5) 0.090(8) Uani 1 1 d R . . H31A H 0.3239 0.7353 0.2231 0.108 Uiso 1 1 d R . . H31B H 0.3528 0.7125 0.2606 0.108 Uiso 1 1 d R . . H550 H 0.181(6) 0.129(14) 0.162(3) 0.00(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ba1 0.0181(5) 0.0168(7) 0.0247(5) -0.0023(4) 0.0073(4) -0.0027(4) I2 0.0367(7) 0.0407(10) 0.0519(7) -0.0099(6) 0.0145(6) -0.0020(6) I3 0.0519(11) 0.0269(13) 0.0364(9) 0.000 0.0045(8) 0.000 I4 0.0304(7) 0.0627(13) 0.0656(9) 0.0252(8) 0.0143(7) 0.0017(7) I1 0.0696(11) 0.0499(13) 0.0648(9) 0.0141(8) 0.0089(8) 0.0218(9) Cu1 0.0193(15) 0.046(3) 0.0441(17) 0.000 0.0032(14) 0.000 Cu2 0.0353(14) 0.044(2) 0.085(2) 0.0222(15) 0.0106(14) 0.0051(13) C70 0.073(18) 0.08(2) 0.084(18) 0.031(16) 0.038(15) 0.005(16) Cl1 0.122(6) 0.063(6) 0.060(4) 0.013(3) -0.001(4) -0.006(5) Cl2 0.137(7) 0.072(6) 0.076(4) -0.010(4) 0.006(5) 0.053(5) Cl3 0.083(5) 0.060(5) 0.086(4) 0.016(4) 0.016(4) 0.012(4) Cl4 0.073(5) 0.093(7) 0.139(7) 0.041(6) 0.051(5) 0.020(5) C200 0.058(11) 0.050(15) 0.15(2) -0.035(14) 0.004(13) -0.001(11) Cl5 0.174(10) 0.091(7) 0.075(5) 0.011(5) 0.037(5) 0.051(7) Cl6 0.115(7) 0.141(10) 0.164(10) 0.035(8) -0.024(7) -0.070(7) N1 0.021(7) 0.017(11) 0.054(9) 0.008(7) 0.017(7) -0.008(7) C1 0.014(8) 0.038(14) 0.025(8) 0.005(7) -0.002(7) 0.006(8) C2 0.031(7) 0.017(9) 0.038(7) 0.005(5) 0.010(6) 0.000(6) C3 0.027(9) 0.021(13) 0.043(10) -0.003(8) 0.013(8) -0.008(8) C4 0.031(7) 0.017(9) 0.038(7) 0.005(5) 0.010(6) 0.000(6) C5 0.023(9) 0.071(19) 0.030(9) -0.008(10) -0.002(8) -0.011(10) C6 0.018(8) 0.023(13) 0.030(8) -0.001(7) -0.009(7) 0.005(8) O1 0.033(5) 0.019(6) 0.037(4) -0.001(4) -0.007(4) -0.005(4) O2 0.033(5) 0.019(6) 0.037(4) -0.001(4) -0.007(4) -0.005(4) C7 0.020(8) 0.030(14) 0.056(11) 0.023(9) 0.009(8) -0.008(8) C8 0.039(11) 0.021(14) 0.063(13) 0.006(10) 0.010(10) -0.013(10) O3 0.030(7) 0.016(8) 0.052(7) 0.005(6) 0.002(6) 0.003(6) C9 0.083(10) 0.059(10) 0.064(7) 0.006(7) 0.025(7) 0.046(8) C10 0.058(14) 0.016(14) 0.064(13) -0.005(10) 0.029(11) -0.011(11) O4 0.045(8) 0.025(9) 0.048(7) -0.005(6) 0.000(6) 0.011(7) C11 0.17(3) 0.06(2) 0.035(11) -0.019(12) 0.039(15) 0.01(2) C12 0.083(10) 0.059(10) 0.064(7) 0.006(7) 0.025(7) 0.046(8) O5 0.087(12) 0.045(11) 0.038(7) 0.018(7) 0.020(8) 0.041(9) C13 0.083(10) 0.059(10) 0.064(7) 0.006(7) 0.025(7) 0.046(8) C14 0.083(10) 0.059(10) 0.064(7) 0.006(7) 0.025(7) 0.046(8) O6 0.068(10) 0.065(14) 0.044(8) -0.001(8) 0.009(7) 0.049(10) N2 0.033(9) 0.028(12) 0.069(11) 0.008(9) 0.018(9) 0.010(8) O11 0.021(6) 0.023(9) 0.045(7) 0.002(5) 0.023(6) -0.008(5) O7 0.025(6) 0.022(9) 0.074(9) -0.008(7) 0.031(7) 0.011(6) O10 0.054(8) 0.027(9) 0.028(6) 0.006(5) 0.006(6) -0.012(7) O9 0.032(7) 0.028(10) 0.074(9) -0.013(7) 0.035(7) 0.001(6) O8 0.024(6) 0.044(11) 0.068(9) -0.019(8) 0.020(7) -0.002(6) O12 0.055(10) 0.054(12) 0.049(8) 0.010(8) 0.029(8) 0.021(8) C19 0.038(6) 0.018(8) 0.042(6) -0.002(5) 0.016(5) 0.011(5) C27 0.045(7) 0.035(9) 0.058(7) -0.016(6) 0.017(6) 0.010(6) C17 0.041(11) 0.012(12) 0.051(10) -0.001(8) 0.031(9) 0.006(9) C18 0.038(6) 0.018(8) 0.042(6) -0.002(5) 0.016(5) 0.011(5) C28 0.045(7) 0.035(9) 0.058(7) -0.016(6) 0.017(6) 0.010(6) C20 0.038(6) 0.018(8) 0.042(6) -0.002(5) 0.016(5) 0.011(5) C21 0.047(12) 0.045(17) 0.063(13) -0.033(11) 0.024(11) -0.020(11) C16 0.034(10) 0.024(14) 0.060(12) -0.013(9) 0.029(10) -0.002(9) C24 0.047(12) 0.045(17) 0.056(13) 0.019(11) -0.006(11) 0.014(11) C25 0.054(13) 0.061(17) 0.026(9) 0.013(10) -0.007(9) -0.006(12) C22 0.045(7) 0.035(9) 0.058(7) -0.016(6) 0.017(6) 0.010(6) C15 0.040(12) 0.038(17) 0.080(15) -0.015(12) 0.024(12) 0.004(11) C26 0.058(15) 0.09(2) 0.032(10) -0.028(12) 0.031(11) -0.039(15) C23 0.067(16) 0.047(19) 0.070(15) 0.022(13) 0.021(13) -0.001(14) C311 0.058(11) 0.050(15) 0.15(2) -0.035(14) 0.004(13) -0.001(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ba1 O6 2.673(14) 2_445 ? Ba1 O1 2.720(10) 2_445 ? Ba1 O12 2.753(15) . ? Ba1 O7 2.777(13) . ? Ba1 O4 2.818(14) 2_445 ? Ba1 O5 2.841(13) 2_445 ? Ba1 O11 2.855(12) . ? Ba1 O10 2.901(12) . ? Ba1 O3 2.984(13) 2_445 ? Ba1 O9 2.995(14) . ? I2 Cu2 2.578(3) . ? I2 Cu1 2.613(2) . ? I3 Cu2 2.600(3) . ? I3 Cu2 2.600(3) 2_455 ? I4 Cu2 2.559(3) . ? Cu1 N1 2.101(15) 2_455 ? Cu1 N1 2.101(15) . ? Cu1 I2 2.613(2) 2_455 ? C70 Cl2 1.71(3) . ? C70 Cl1 1.75(3) . ? C70 H70A 0.9900 . ? C70 H70B 0.9900 . ? Cl3 C200 1.78(3) . ? Cl4 C200 1.76(3) . ? C200 H20A 0.9900 . ? C200 H20B 0.9900 . ? Cl5 C311 1.77(2) . ? Cl6 C311 1.73(2) . ? N1 C5 1.31(3) . ? N1 C1 1.34(2) . ? C1 C2 1.42(2) . ? C1 H1 0.9500 . ? C2 C3 1.33(3) . ? C2 C6 1.46(2) . ? C3 C4 1.43(2) . ? C3 H3 0.9500 . ? C4 C5 1.37(3) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 O1 1.237(19) . ? C6 O2 1.34(2) . ? O1 Ba1 2.720(10) 2_465 ? O2 C7 1.44(2) . ? C7 C8 1.50(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O3 1.40(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? O3 C9 1.46(3) . ? O3 Ba1 2.984(13) 2_465 ? C9 C10 1.48(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 O4 1.41(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? O4 C11 1.46(3) . ? O4 Ba1 2.818(14) 2_465 ? C11 C12 1.47(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O5 1.43(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? O5 C13 1.44(3) . ? O5 Ba1 2.841(13) 2_465 ? C13 C14 1.31(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 O6 1.41(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C14 H6Z 1.3(2) . ? O6 Ba1 2.673(14) 2_465 ? O6 H6Z 0.94(7) . ? N2 C19 1.30(2) . ? N2 C15 1.36(3) . ? O11 C26 1.38(3) . ? O11 C27 1.40(2) . ? O7 C20 1.19(2) . ? O10 C25 1.44(3) . ? O10 C24 1.46(2) . ? O9 C23 1.42(2) . ? O9 C22 1.46(2) . ? O8 C20 1.33(2) . ? O8 C21 1.45(2) . ? O12 C28 1.44(3) . ? O12 H550 0.90(15) . ? C19 C18 1.41(3) . ? C19 H19 0.9500 . ? C27 C28 1.49(3) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C17 C18 1.37(3) . ? C17 C16 1.38(3) . ? C17 H17 0.9500 . ? C18 C20 1.48(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C21 C22 1.53(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C16 C15 1.33(3) . ? C16 H16 0.9500 . ? C24 C23 1.43(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.45(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C15 H15 0.9500 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C311 H31A 0.9900 . ? C311 H31B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Ba1 O1 131.6(4) 2_445 2_445 ? O6 Ba1 O12 84.1(6) 2_445 . ? O1 Ba1 O12 114.1(4) 2_445 . ? O6 Ba1 O7 133.3(5) 2_445 . ? O1 Ba1 O7 70.6(4) 2_445 . ? O12 Ba1 O7 128.5(5) . . ? O6 Ba1 O4 109.3(4) 2_445 2_445 ? O1 Ba1 O4 119.1(4) 2_445 2_445 ? O12 Ba1 O4 67.3(5) . 2_445 ? O7 Ba1 O4 67.1(4) . 2_445 ? O6 Ba1 O5 58.9(4) 2_445 2_445 ? O1 Ba1 O5 152.9(5) 2_445 2_445 ? O12 Ba1 O5 90.4(5) . 2_445 ? O7 Ba1 O5 85.3(4) . 2_445 ? O4 Ba1 O5 58.4(4) 2_445 2_445 ? O6 Ba1 O11 76.0(4) 2_445 . ? O1 Ba1 O11 76.7(4) 2_445 . ? O12 Ba1 O11 59.2(4) . . ? O7 Ba1 O11 146.3(4) . . ? O4 Ba1 O11 125.4(4) 2_445 . ? O5 Ba1 O11 128.4(4) 2_445 . ? O6 Ba1 O10 65.3(4) 2_445 . ? O1 Ba1 O10 66.4(4) 2_445 . ? O12 Ba1 O10 114.3(5) . . ? O7 Ba1 O10 113.7(4) . . ? O4 Ba1 O10 173.7(4) 2_445 . ? O5 Ba1 O10 115.3(4) 2_445 . ? O11 Ba1 O10 57.7(4) . . ? O6 Ba1 O3 151.9(5) 2_445 2_445 ? O1 Ba1 O3 66.5(4) 2_445 2_445 ? O12 Ba1 O3 68.0(4) . 2_445 ? O7 Ba1 O3 68.7(4) . 2_445 ? O4 Ba1 O3 58.4(4) 2_445 2_445 ? O5 Ba1 O3 116.7(4) 2_445 2_445 ? O11 Ba1 O3 91.0(4) . 2_445 ? O10 Ba1 O3 127.9(3) . 2_445 ? O6 Ba1 O9 80.1(5) 2_445 . ? O1 Ba1 O9 77.0(4) 2_445 . ? O12 Ba1 O9 164.2(4) . . ? O7 Ba1 O9 64.7(4) . . ? O4 Ba1 O9 118.5(4) 2_445 . ? O5 Ba1 O9 81.7(5) 2_445 . ? O11 Ba1 O9 115.9(4) . . ? O10 Ba1 O9 58.3(4) . . ? O3 Ba1 O9 127.8(3) 2_445 . ? Cu2 I2 Cu1 73.20(11) . . ? Cu2 I3 Cu2 75.06(16) . 2_455 ? N1 Cu1 N1 101.3(9) 2_455 . ? N1 Cu1 I2 107.5(5) 2_455 2_455 ? N1 Cu1 I2 105.3(4) . 2_455 ? N1 Cu1 I2 105.3(4) 2_455 . ? N1 Cu1 I2 107.5(5) . . ? I2 Cu1 I2 127.14(17) 2_455 . ? I4 Cu2 I2 126.29(13) . . ? I4 Cu2 I3 117.58(13) . . ? I2 Cu2 I3 110.63(10) . . ? Cl2 C70 Cl1 110.8(16) . . ? Cl2 C70 H70A 109.5 . . ? Cl1 C70 H70A 109.5 . . ? Cl2 C70 H70B 109.5 . . ? Cl1 C70 H70B 109.5 . . ? H70A C70 H70B 108.1 . . ? Cl4 C200 Cl3 108.3(15) . . ? Cl4 C200 H20A 110.0 . . ? Cl3 C200 H20A 110.1 . . ? Cl4 C200 H20B 110.0 . . ? Cl3 C200 H20B 110.0 . . ? H20A C200 H20B 108.4 . . ? C5 N1 C1 118.1(16) . . ? C5 N1 Cu1 123.0(12) . . ? C1 N1 Cu1 118.8(13) . . ? N1 C1 C2 121.8(18) . . ? N1 C1 H1 119.1 . . ? C2 C1 H1 119.1 . . ? C3 C2 C1 118.8(17) . . ? C3 C2 C6 121.2(17) . . ? C1 C2 C6 120.0(17) . . ? C2 C3 C4 119.5(18) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 116.8(18) . . ? C5 C4 H4 121.6 . . ? C3 C4 H4 121.6 . . ? N1 C5 C4 124.9(17) . . ? N1 C5 H5 117.6 . . ? C4 C5 H5 117.6 . . ? O1 C6 O2 123.1(15) . . ? O1 C6 C2 122.7(18) . . ? O2 C6 C2 114.0(14) . . ? C6 O1 Ba1 142.5(11) . 2_465 ? C6 O2 C7 118.2(13) . . ? O2 C7 C8 111.7(17) . . ? O2 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? O2 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? O3 C8 C7 109.7(17) . . ? O3 C8 H8A 109.7 . . ? C7 C8 H8A 109.7 . . ? O3 C8 H8B 109.7 . . ? C7 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? C8 O3 C9 109.0(17) . . ? C8 O3 Ba1 124.8(13) . 2_465 ? C9 O3 Ba1 115.7(11) . 2_465 ? O3 C9 C10 110(2) . . ? O3 C9 H9A 109.6 . . ? C10 C9 H9A 109.6 . . ? O3 C9 H9B 109.6 . . ? C10 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? O4 C10 C9 112(2) . . ? O4 C10 H10A 109.2 . . ? C9 C10 H10A 109.2 . . ? O4 C10 H10B 109.2 . . ? C9 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C10 O4 C11 113.7(19) . . ? C10 O4 Ba1 116.1(11) . 2_465 ? C11 O4 Ba1 117.5(13) . 2_465 ? O4 C11 C12 109(2) . . ? O4 C11 H11A 109.9 . . ? C12 C11 H11A 109.9 . . ? O4 C11 H11B 109.9 . . ? C12 C11 H11B 109.9 . . ? H11A C11 H11B 108.3 . . ? O5 C12 C11 106(2) . . ? O5 C12 H12A 110.5 . . ? C11 C12 H12A 110.5 . . ? O5 C12 H12B 110.5 . . ? C11 C12 H12B 110.5 . . ? H12A C12 H12B 108.7 . . ? C12 O5 C13 115.3(18) . . ? C12 O5 Ba1 115.4(13) . 2_465 ? C13 O5 Ba1 114.2(13) . 2_465 ? C14 C13 O5 117(2) . . ? C14 C13 H13A 108.0 . . ? O5 C13 H13A 108.1 . . ? C14 C13 H13B 108.3 . . ? O5 C13 H13B 108.2 . . ? H13A C13 H13B 107.3 . . ? C13 C14 O6 117(2) . . ? C13 C14 H14A 107.8 . . ? O6 C14 H14A 107.7 . . ? C13 C14 H14B 108.0 . . ? O6 C14 H14B 108.2 . . ? H14A C14 H14B 107.2 . . ? C13 C14 H6Z 118(10) . . ? O6 C14 H6Z 40(3) . . ? H14A C14 H6Z 132.3 . . ? H14B C14 H6Z 70.2 . . ? C14 O6 Ba1 123.0(14) . 2_465 ? C14 O6 H6Z 63(10) . . ? Ba1 O6 H6Z 130(10) 2_465 . ? C19 N2 C15 119.6(18) . . ? C26 O11 C27 112.3(18) . . ? C26 O11 Ba1 120.2(13) . . ? C27 O11 Ba1 114.3(12) . . ? C20 O7 Ba1 147.9(14) . . ? C25 O10 C24 113.3(14) . . ? C25 O10 Ba1 111.7(12) . . ? C24 O10 Ba1 115.2(13) . . ? C23 O9 C22 108.8(16) . . ? C23 O9 Ba1 112.8(11) . . ? C22 O9 Ba1 130.2(12) . . ? C20 O8 C21 117.3(16) . . ? C28 O12 Ba1 120.8(12) . . ? C28 O12 H550 131(10) . . ? Ba1 O12 H550 103(10) . . ? N2 C19 C18 122.7(19) . . ? N2 C19 H19 118.6 . . ? C18 C19 H19 118.6 . . ? O11 C27 C28 112.1(19) . . ? O11 C27 H27A 109.2 . . ? C28 C27 H27A 109.2 . . ? O11 C27 H27B 109.2 . . ? C28 C27 H27B 109.2 . . ? H27A C27 H27B 107.9 . . ? C18 C17 C16 118.5(19) . . ? C18 C17 H17 120.8 . . ? C16 C17 H17 120.8 . . ? C17 C18 C19 117.2(18) . . ? C17 C18 C20 119.4(18) . . ? C19 C18 C20 123.3(18) . . ? O12 C28 C27 107.5(17) . . ? O12 C28 H28A 110.2 . . ? C27 C28 H28A 110.2 . . ? O12 C28 H28B 110.2 . . ? C27 C28 H28B 110.2 . . ? H28A C28 H28B 108.5 . . ? O7 C20 O8 125.6(18) . . ? O7 C20 C18 124.1(18) . . ? O8 C20 C18 110.1(16) . . ? O8 C21 C22 109.8(18) . . ? O8 C21 H21A 109.7 . . ? C22 C21 H21A 109.7 . . ? O8 C21 H21B 109.7 . . ? C22 C21 H21B 109.7 . . ? H21A C21 H21B 108.2 . . ? C15 C16 C17 122(2) . . ? C15 C16 H16 119.1 . . ? C17 C16 H16 119.1 . . ? C23 C24 O10 109.4(15) . . ? C23 C24 H24A 109.8 . . ? O10 C24 H24A 109.8 . . ? C23 C24 H24B 109.8 . . ? O10 C24 H24B 109.8 . . ? H24A C24 H24B 108.2 . . ? O10 C25 C26 110.0(14) . . ? O10 C25 H25A 109.6 . . ? C26 C25 H25A 109.7 . . ? O10 C25 H25B 109.7 . . ? C26 C25 H25B 109.7 . . ? H25A C25 H25B 108.2 . . ? O9 C22 C21 107.1(17) . . ? O9 C22 H22A 110.3 . . ? C21 C22 H22A 110.3 . . ? O9 C22 H22B 110.3 . . ? C21 C22 H22B 110.3 . . ? H22A C22 H22B 108.6 . . ? C16 C15 N2 120(2) . . ? C16 C15 H15 119.9 . . ? N2 C15 H15 119.9 . . ? O11 C26 C25 111.2(19) . . ? O11 C26 H26A 109.4 . . ? C25 C26 H26A 109.4 . . ? O11 C26 H26B 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? O9 C23 C24 114.2(18) . . ? O9 C23 H23A 108.7 . . ? C24 C23 H23A 108.7 . . ? O9 C23 H23B 108.7 . . ? C24 C23 H23B 108.7 . . ? H23A C23 H23B 107.6 . . ? Cl6 C311 Cl5 108.9(13) . . ? Cl6 C311 H31A 110.9 . . ? Cl5 C311 H31A 110.5 . . ? Cl6 C311 H31B 109.2 . . ? Cl5 C311 H31B 108.8 . . ? H31A C311 H31B 108.5 . . ? _diffrn_measured_fraction_theta_max 0.741 _diffrn_reflns_theta_full 24.66 _diffrn_measured_fraction_theta_full 0.741 _refine_diff_density_max 3.067 _refine_diff_density_min -1.673 _refine_diff_density_rms 0.285