#! data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email john.wallis@ntu.ac.uk _publ_contact_author_name 'John Wallis' loop_ _publ_author_name J.Wallis A.Lari M.Pitak S.Coles P.Belser A.Beyeler M.Pilkington E.Bresco data_c:\spanis~1\matuesz\solution\p21c _database_code_depnum_ccdc_archive 'CCDC 837139' #TrackingRef '- allcifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1-hydroxynaphthalene-8-carbaldehyde cpd 15 ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H8 O2' _chemical_formula_weight 172.17 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' O O 0.0106 0.0060 '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/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 7.1576(5) _cell_length_b 29.301(3) _cell_length_c 7.6537(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.699(4) _cell_angle_gamma 90.00 _cell_volume 1604.5(2) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 57223 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.426 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.64 _exptl_absorpt_correction_T_max 0.75 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type ; Bruker-Nonius APEX II CCD camera on \k-goniostat ; _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20119 _diffrn_reflns_av_R_equivalents 0.0580 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2813 _reflns_number_gt 2442 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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 large. NB The two hydroxyl H atoms were placed geometrically, since they could not be unambiguously located in the difference map. The structure is probably mildly disordered since there is residual electron density in various positions in or near to the two aromatic planes. This may be due one or more alternative positions related by a rotation in the molecular plane. No good model could be found. The R factor is 9.5%. ; _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^)+(0.0916P)^2^+4.1445P] 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 2813 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1060 _refine_ls_R_factor_gt 0.0950 _refine_ls_wR_factor_ref 0.2426 _refine_ls_wR_factor_gt 0.2343 _refine_ls_goodness_of_fit_ref 1.168 _refine_ls_restrained_S_all 1.168 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1A O 1.0371(4) 0.21386(12) -0.1124(4) 0.0450(8) Uani 1 1 d . . . H1A H 1.0357 0.2425 -0.1144 0.054 Uiso 1 1 calc R . . O1B O 0.3819(4) -0.02756(10) 0.7697(4) 0.0370(8) Uani 1 1 d . . . H1B H 0.3615 -0.0472 0.6915 0.044 Uiso 1 1 calc R . . O2A O 1.0246(5) 0.29971(11) -0.0928(4) 0.0469(9) Uani 1 1 d . . . O2B O 0.3255(5) -0.08376(10) 0.5207(4) 0.0436(8) Uani 1 1 d . . . C1A C 0.8835(5) 0.19845(14) -0.0331(5) 0.0297(9) Uani 1 1 d . . . C1B C 0.3314(5) 0.01367(14) 0.7096(5) 0.0289(9) Uani 1 1 d . . . C2A C 0.8719(6) 0.15156(14) -0.0229(6) 0.0338(10) Uani 1 1 d . . . H2A H 0.9690 0.1336 -0.0699 0.041 Uiso 1 1 calc R . . C2B C 0.3567(5) 0.04928(14) 0.8243(5) 0.0298(9) Uani 1 1 d . . . H2B H 0.4095 0.0432 0.9373 0.036 Uiso 1 1 calc R . . C3A C 0.7231(6) 0.12966(14) 0.0537(6) 0.0363(10) Uani 1 1 d . . . H3A H 0.7204 0.0973 0.0607 0.044 Uiso 1 1 calc R . . C3B C 0.3078(6) 0.09403(16) 0.7809(6) 0.0379(10) Uani 1 1 d . . . H3B H 0.3270 0.1178 0.8640 0.046 Uiso 1 1 calc R . . C4A C 0.5794(6) 0.15501(15) 0.1193(6) 0.0371(10) Uani 1 1 d . . . H4A H 0.4780 0.1401 0.1728 0.045 Uiso 1 1 calc R . . C4B C 0.2321(6) 0.10389(14) 0.6185(6) 0.0353(10) Uani 1 1 d . . . H4B H 0.1967 0.1342 0.5892 0.042 Uiso 1 1 calc R . . C5A C 0.4313(6) 0.22768(17) 0.1732(6) 0.0393(11) Uani 1 1 d . . . H5A H 0.3296 0.2118 0.2222 0.047 Uiso 1 1 calc R . . C5B C 0.1315(5) 0.08014(15) 0.3268(6) 0.0332(10) Uani 1 1 d . . . H5B H 0.0993 0.1110 0.3020 0.040 Uiso 1 1 calc R . . C6A C 0.4289(6) 0.27619(17) 0.1670(6) 0.0402(11) Uani 1 1 d . . . H6A H 0.3257 0.2927 0.2098 0.048 Uiso 1 1 calc R . . C6B C 0.1046(6) 0.04822(15) 0.2019(5) 0.0331(9) Uani 1 1 d . . . H6B H 0.0531 0.0565 0.0905 0.040 Uiso 1 1 calc R . . C7A C 0.5780(6) 0.29878(14) 0.0984(5) 0.0341(10) Uani 1 1 d . . . H7A H 0.5766 0.3312 0.0960 0.041 Uiso 1 1 calc R . . C7B C 0.1531(6) 0.00260(16) 0.2373(6) 0.0365(10) Uani 1 1 d . . . H7B H 0.1352 -0.0195 0.1474 0.044 Uiso 1 1 calc R . . C8A C 0.7318(6) 0.27586(13) 0.0320(5) 0.0285(9) Uani 1 1 d . . . C8B C 0.2255(5) -0.01138(14) 0.3971(5) 0.0299(9) Uani 1 1 d . . . C9A C 0.5822(6) 0.20279(14) 0.1076(5) 0.0319(9) Uani 1 1 d . . . C9B C 0.2076(5) 0.06857(13) 0.4965(5) 0.0276(9) Uani 1 1 d . . . C10A C 0.7376(5) 0.22608(13) 0.0330(5) 0.0261(9) Uani 1 1 d . . . C10B C 0.2553(5) 0.02221(13) 0.5338(5) 0.0255(8) Uani 1 1 d . . . C11A C 0.8719(6) 0.30707(15) -0.0278(6) 0.0342(10) Uani 1 1 d . . . H11A H 0.8416 0.3384 -0.0151 0.041 Uiso 1 1 calc R . . C11B C 0.2628(6) -0.06054(15) 0.4017(6) 0.0362(10) Uani 1 1 d . . . H11B H 0.2336 -0.0765 0.2964 0.043 Uiso 1 1 calc R . . 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 O1A 0.0343(17) 0.0450(19) 0.056(2) 0.0048(15) 0.0099(15) -0.0027(14) O1B 0.0394(17) 0.0322(16) 0.0391(17) 0.0089(13) -0.0016(13) -0.0026(13) O2A 0.0431(19) 0.047(2) 0.050(2) 0.0023(15) 0.0041(15) -0.0053(15) O2B 0.0470(19) 0.0285(16) 0.056(2) 0.0047(15) 0.0096(15) -0.0011(14) C1A 0.027(2) 0.029(2) 0.032(2) 0.0023(17) -0.0018(16) -0.0039(16) C1B 0.0197(19) 0.032(2) 0.035(2) 0.0051(17) 0.0034(16) 0.0009(16) C2A 0.036(2) 0.029(2) 0.037(2) 0.0001(18) 0.0018(18) 0.0058(18) C2B 0.029(2) 0.038(2) 0.023(2) -0.0022(17) -0.0006(16) 0.0017(17) C3A 0.043(3) 0.021(2) 0.045(3) 0.0024(18) -0.001(2) -0.0042(18) C3B 0.030(2) 0.041(3) 0.043(3) -0.011(2) 0.0002(18) 0.0041(18) C4A 0.036(2) 0.035(2) 0.040(2) 0.0073(19) -0.0007(19) -0.0103(19) C4B 0.034(2) 0.027(2) 0.045(3) -0.0025(18) -0.0005(19) 0.0032(17) C5A 0.025(2) 0.058(3) 0.035(2) 0.003(2) -0.0024(18) 0.003(2) C5B 0.024(2) 0.036(2) 0.039(2) 0.0022(19) 0.0017(17) 0.0056(17) C6A 0.026(2) 0.057(3) 0.038(2) -0.002(2) -0.0005(18) 0.001(2) C6B 0.029(2) 0.042(2) 0.028(2) 0.0015(18) -0.0032(16) 0.0058(18) C7A 0.040(2) 0.028(2) 0.033(2) -0.0010(17) -0.0088(18) 0.0009(18) C7B 0.026(2) 0.053(3) 0.031(2) -0.001(2) 0.0011(17) 0.0025(19) C8A 0.034(2) 0.026(2) 0.024(2) 0.0005(15) -0.0085(16) 0.0016(16) C8B 0.025(2) 0.030(2) 0.036(2) -0.0005(17) 0.0030(16) -0.0009(16) C9A 0.032(2) 0.033(2) 0.030(2) 0.0046(17) -0.0059(17) -0.0026(17) C9B 0.0226(19) 0.026(2) 0.034(2) 0.0016(16) 0.0051(16) 0.0020(15) C10A 0.028(2) 0.024(2) 0.026(2) 0.0014(15) -0.0065(15) -0.0002(16) C10B 0.0203(18) 0.0242(19) 0.032(2) 0.0001(16) 0.0064(15) -0.0014(15) C11A 0.033(2) 0.034(2) 0.036(2) 0.0029(18) -0.0028(18) 0.0002(18) C11B 0.029(2) 0.033(2) 0.047(3) -0.004(2) 0.0045(19) 0.0004(18) _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 O1A C1A 1.349(5) . ? O1B C1B 1.339(5) . ? O2A C11A 1.233(5) . ? O2B C11B 1.212(5) . ? C1A C2A 1.379(6) . ? C1A C10A 1.426(6) . ? C1B C2B 1.372(6) . ? C1B C10B 1.458(6) . ? C2A C3A 1.388(6) . ? C2B C3B 1.395(6) . ? C3A C4A 1.375(6) . ? C3B C4B 1.371(6) . ? C4A C9A 1.403(6) . ? C4B C9B 1.401(6) . ? C5A C9A 1.408(6) . ? C5A C6A 1.422(7) . ? C5B C6B 1.348(6) . ? C5B C9B 1.434(6) . ? C6A C7A 1.373(6) . ? C6B C7B 1.405(6) . ? C7A C8A 1.398(6) . ? C7B C8B 1.377(6) . ? C8A C11A 1.442(6) . ? C8A C10A 1.459(5) . ? C8B C10B 1.448(6) . ? C8B C11B 1.465(6) . ? C9A C10A 1.437(6) . ? C9B C10B 1.427(5) . ? 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 O1A C1A C2A 114.2(4) . . ? O1A C1A C10A 125.8(4) . . ? C2A C1A C10A 120.0(4) . . ? O1B C1B C2B 115.9(4) . . ? O1B C1B C10B 124.2(4) . . ? C2B C1B C10B 119.9(4) . . ? C1A C2A C3A 122.2(4) . . ? C1B C2B C3B 122.3(4) . . ? C4A C3A C2A 119.7(4) . . ? C4B C3B C2B 120.2(4) . . ? C3A C4A C9A 120.2(4) . . ? C3B C4B C9B 119.1(4) . . ? C9A C5A C6A 121.0(4) . . ? C6B C5B C9B 121.4(4) . . ? C7A C6A C5A 119.1(4) . . ? C5B C6B C7B 119.6(4) . . ? C6A C7A C8A 122.5(4) . . ? C8B C7B C6B 122.6(4) . . ? C7A C8A C11A 111.9(4) . . ? C7A C8A C10A 120.1(4) . . ? C11A C8A C10A 128.0(4) . . ? C7B C8B C10B 118.9(4) . . ? C7B C8B C11B 112.2(4) . . ? C10B C8B C11B 128.9(4) . . ? C4A C9A C5A 118.8(4) . . ? C4A C9A C10A 120.8(4) . . ? C5A C9A C10A 120.4(4) . . ? C4B C9B C10B 123.0(4) . . ? C4B C9B C5B 117.7(4) . . ? C10B C9B C5B 119.2(4) . . ? C1A C10A C9A 117.1(4) . . ? C1A C10A C8A 125.9(4) . . ? C9A C10A C8A 117.0(4) . . ? C9B C10B C8B 118.2(4) . . ? C9B C10B C1B 115.4(3) . . ? C8B C10B C1B 126.4(4) . . ? O2A C11A C8A 130.5(4) . . ? O2B C11B C8B 129.3(4) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.573 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.082 #===END data_c:\meotrip\twin5af _database_code_depnum_ccdc_archive 'CCDC 837140' #TrackingRef '- allcifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-Di(methoxy)triptycene-9,10-dicarbaldehyde cpd 20 ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 O4' _chemical_formula_weight 370.38 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Pa loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z' _cell_length_a 14.0278(3) _cell_length_b 7.9798(2) _cell_length_c 15.6964(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.197(2) _cell_angle_gamma 90.00 _cell_volume 1746.77(7) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 17679 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.408 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.59 _exptl_absorpt_correction_T_max 0.75 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Bruker-Nonius Roper CCD camera on \k-goniostat ; _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3991 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0605 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.65 _diffrn_reflns_theta_max 27.66 _reflns_number_total 3991 _reflns_number_gt 2985 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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.# The structure was refined as two merohedral twins in ratio 0.52 to 0.48. ; _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^)+(0.0337P)^2^+1.8358P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 2(2) _chemical_absolute_configuration ad _refine_ls_number_reflns 3991 _refine_ls_number_parameters 510 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.1040 _refine_ls_R_factor_gt 0.0616 _refine_ls_wR_factor_ref 0.1326 _refine_ls_wR_factor_gt 0.1128 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.086 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1A O 0.3776(4) 0.3022(7) 0.1928(3) 0.0261(13) Uani 1 1 d . . . O2A O 0.4121(4) 0.3404(7) -0.1554(3) 0.0310(14) Uani 1 1 d . . . O3A O 0.5486(4) 0.5289(6) 0.2843(3) 0.0343(12) Uani 1 1 d . . . O4A O 0.6215(3) 0.4367(6) -0.1707(3) 0.0302(11) Uani 1 1 d . . . C1A C 0.4623(5) 0.3743(8) 0.0765(4) 0.0148(15) Uani 1 1 d . . . C2A C 0.3818(5) 0.3024(9) 0.1064(5) 0.0160(16) Uani 1 1 d . . . C3A C 0.3109(5) 0.2366(9) 0.0459(5) 0.0216(17) Uani 1 1 d . . . H3A H 0.2561 0.1839 0.0646 0.026 Uiso 1 1 calc R . . C4A C 0.3199(5) 0.2472(10) -0.0405(5) 0.0220(17) Uani 1 1 d . . . H4A H 0.2709 0.2022 -0.0806 0.026 Uiso 1 1 calc R . . C5A C 0.3991(5) 0.3226(9) -0.0699(5) 0.0183(16) Uani 1 1 d . . . C6A C 0.4711(5) 0.3859(8) -0.0112(4) 0.0126(14) Uani 1 1 d . . . C7A C 0.5630(5) 0.4794(8) -0.0316(4) 0.0124(14) Uani 1 1 d . . . C8A C 0.6481(5) 0.3861(8) 0.0187(4) 0.0122(14) Uani 1 1 d . . . C9A C 0.7286(5) 0.3216(9) -0.0124(5) 0.0200(16) Uani 1 1 d . . . H9A H 0.7355 0.3281 -0.0718 0.024 Uiso 1 1 calc R . . C10A C 0.8009(5) 0.2458(9) 0.0444(5) 0.0204(17) Uani 1 1 d . . . H10A H 0.8560 0.1997 0.0229 0.024 Uiso 1 1 calc R . . C11A C 0.7919(5) 0.2385(9) 0.1299(5) 0.0206(17) Uani 1 1 d . . . H11A H 0.8414 0.1890 0.1678 0.025 Uiso 1 1 calc R . . C12A C 0.7097(5) 0.3039(9) 0.1631(5) 0.0179(15) Uani 1 1 d . . . H12A H 0.7028 0.2975 0.2225 0.021 Uiso 1 1 calc R . . C13A C 0.6397(5) 0.3773(8) 0.1065(4) 0.0125(14) Uani 1 1 d . . . C14A C 0.5464(5) 0.4581(7) 0.1337(4) 0.0123(14) Uani 1 1 d . . . C15A C 0.5490(5) 0.6396(8) 0.1020(5) 0.0145(15) Uani 1 1 d . . . C16A C 0.5442(5) 0.7840(8) 0.1501(5) 0.0139(14) Uani 1 1 d . . . H16A H 0.5378 0.7769 0.2096 0.017 Uiso 1 1 calc R . . C17A C 0.5489(5) 0.9403(9) 0.1108(5) 0.0233(18) Uani 1 1 d . . . H17A H 0.5455 1.0397 0.1436 0.028 Uiso 1 1 calc R . . C18A C 0.5585(5) 0.9511(9) 0.0233(6) 0.026(2) Uani 1 1 d . . . H18A H 0.5621 1.0576 -0.0032 0.032 Uiso 1 1 calc R . . C19A C 0.5628(5) 0.8047(9) -0.0252(5) 0.0185(16) Uani 1 1 d . . . H19A H 0.5685 0.8122 -0.0849 0.022 Uiso 1 1 calc R . . C20A C 0.5587(5) 0.6501(8) 0.0130(4) 0.0136(15) Uani 1 1 d . . . C21A C 0.5677(5) 0.5023(10) -0.1274(5) 0.0206(15) Uani 1 1 d . . . H21A H 0.5226 0.5778 -0.1558 0.025 Uiso 1 1 calc R . . C22A C 0.5442(4) 0.4251(8) 0.2290(4) 0.0160(13) Uani 1 1 d . . . H22A H 0.5387 0.3116 0.2462 0.019 Uiso 1 1 calc R . . C23A C 0.2907(6) 0.2473(11) 0.2236(5) 0.034(2) Uani 1 1 d . . . H23B H 0.2808 0.1281 0.2106 0.051 Uiso 1 1 calc R . . H23C H 0.2367 0.3121 0.1957 0.051 Uiso 1 1 calc R . . H23A H 0.2949 0.2641 0.2858 0.051 Uiso 1 1 calc R . . C24A C 0.3278(5) 0.3352(11) -0.2152(5) 0.0280(19) Uani 1 1 d . . . H24A H 0.2764 0.3985 -0.1922 0.042 Uiso 1 1 calc R . . H24B H 0.3076 0.2185 -0.2247 0.042 Uiso 1 1 calc R . . H24C H 0.3416 0.3850 -0.2696 0.042 Uiso 1 1 calc R . . O1B O 0.2888(4) 0.8823(7) 0.7598(3) 0.0271(12) Uani 1 1 d . . . O2B O 0.3038(4) 0.7737(7) 0.4134(3) 0.0243(12) Uani 1 1 d . . . O3B O 0.0989(3) 1.0911(6) 0.7769(3) 0.0283(11) Uani 1 1 d . . . O4B O 0.1104(4) 0.9516(6) 0.3187(3) 0.0311(12) Uani 1 1 d . . . C1B C 0.2230(5) 0.9006(9) 0.6151(4) 0.0157(15) Uani 1 1 d . . . C2B C 0.2965(5) 0.8436(9) 0.6748(5) 0.0176(16) Uani 1 1 d . . . C3B C 0.3748(6) 0.7613(9) 0.6471(5) 0.0196(17) Uani 1 1 d . . . H3B H 0.4251 0.7217 0.6874 0.024 Uiso 1 1 calc R . . C4B C 0.3788(5) 0.7373(9) 0.5594(5) 0.0192(17) Uani 1 1 d . . . H4B H 0.4313 0.6783 0.5401 0.023 Uiso 1 1 calc R . . C5B C 0.3077(5) 0.7984(9) 0.5010(5) 0.0169(16) Uani 1 1 d . . . C6B C 0.2303(5) 0.8850(8) 0.5280(4) 0.0117(14) Uani 1 1 d . . . C7B C 0.1477(5) 0.9726(8) 0.4731(4) 0.0120(15) Uani 1 1 d U . . C8B C 0.0560(5) 0.8893(8) 0.4955(4) 0.0131(14) Uani 1 1 d . . . C9B C -0.0166(5) 0.8141(9) 0.4411(5) 0.0187(16) Uani 1 1 d . . . H9B H -0.0124 0.8093 0.3812 0.022 Uiso 1 1 calc R . . C10B C -0.0948(5) 0.7466(9) 0.4751(5) 0.0203(17) Uani 1 1 d . . . H10B H -0.1432 0.6922 0.4380 0.024 Uiso 1 1 calc R . . C11B C -0.1045(5) 0.7561(9) 0.5617(5) 0.0203(17) Uani 1 1 d . . . H11B H -0.1596 0.7102 0.5832 0.024 Uiso 1 1 calc R . . C12B C -0.0339(5) 0.8324(8) 0.6170(4) 0.0146(15) Uani 1 1 d . . . H12B H -0.0399 0.8405 0.6766 0.017 Uiso 1 1 calc R . . C13B C 0.0471(5) 0.8977(8) 0.5828(5) 0.0154(15) Uani 1 1 d . . . C14B C 0.1313(5) 0.9895(9) 0.6372(5) 0.0152(15) Uani 1 1 d . . . C15B C 0.1367(5) 1.1632(8) 0.5960(5) 0.0138(15) Uani 1 1 d . . . C16B C 0.1323(5) 1.3187(9) 0.6363(5) 0.0183(16) Uani 1 1 d . . . H16B H 0.1264 1.3255 0.6959 0.022 Uiso 1 1 calc R . . C17B C 0.1367(5) 1.4643(8) 0.5869(5) 0.0202(17) Uani 1 1 d . . . H17B H 0.1358 1.5712 0.6135 0.024 Uiso 1 1 calc R . . C18B C 0.1422(5) 1.4529(8) 0.4997(5) 0.0197(16) Uani 1 1 d . . . H18B H 0.1437 1.5525 0.4667 0.024 Uiso 1 1 calc R . . C19B C 0.1456(5) 1.2986(8) 0.4597(5) 0.0175(16) Uani 1 1 d . . . H19B H 0.1482 1.2923 0.3996 0.021 Uiso 1 1 calc R . . C20B C 0.1451(5) 1.1532(8) 0.5084(5) 0.0144(15) Uani 1 1 d . . . C21B C 0.1663(5) 0.9870(8) 0.3796(4) 0.0202(15) Uani 1 1 d . . . H21B H 0.2273 1.0276 0.3684 0.024 Uiso 1 1 calc R . . C22B C 0.1160(5) 0.9753(10) 0.7312(5) 0.0197(16) Uani 1 1 d . . . H22B H 0.1202 0.8667 0.7562 0.024 Uiso 1 1 calc R . . C23B C 0.3664(5) 0.8471(10) 0.8223(5) 0.0252(18) Uani 1 1 d . . . H23D H 0.4251 0.8970 0.8049 0.038 Uiso 1 1 calc R . . H23E H 0.3746 0.7255 0.8279 0.038 Uiso 1 1 calc R . . H23F H 0.3533 0.8944 0.8775 0.038 Uiso 1 1 calc R . . C24B C 0.3901(6) 0.7152(10) 0.3802(5) 0.0274(18) Uani 1 1 d . . . H24F H 0.4116 0.6110 0.4093 0.041 Uiso 1 1 calc R . . H24E H 0.4404 0.8004 0.3904 0.041 Uiso 1 1 calc R . . H24D H 0.3769 0.6946 0.3185 0.041 Uiso 1 1 calc R . . 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 O1A 0.014(2) 0.046(3) 0.019(3) 0.007(2) 0.003(2) -0.011(2) O2A 0.017(3) 0.060(4) 0.014(3) -0.008(2) -0.002(2) -0.005(2) O3A 0.052(3) 0.033(3) 0.018(3) -0.003(2) 0.006(2) -0.005(3) O4A 0.024(2) 0.045(3) 0.022(2) -0.004(2) 0.004(2) 0.004(2) C1A 0.009(3) 0.014(3) 0.021(4) 0.002(3) -0.003(3) -0.001(3) C2A 0.012(4) 0.021(4) 0.016(4) -0.003(3) 0.006(3) -0.004(3) C3A 0.010(4) 0.021(4) 0.033(5) -0.002(3) -0.001(3) -0.001(3) C4A 0.010(3) 0.030(4) 0.024(5) -0.004(3) -0.006(3) -0.004(3) C5A 0.012(4) 0.026(4) 0.015(4) -0.006(3) -0.002(3) -0.003(3) C6A 0.008(3) 0.016(3) 0.014(4) -0.001(3) 0.001(3) 0.005(3) C7A 0.012(3) 0.018(3) 0.007(3) -0.002(2) 0.002(3) -0.004(3) C8A 0.017(3) 0.017(3) 0.003(3) -0.002(2) 0.004(3) -0.005(3) C9A 0.013(4) 0.023(4) 0.024(4) -0.004(3) 0.002(3) -0.004(3) C10A 0.013(4) 0.023(4) 0.025(5) -0.004(3) 0.003(3) 0.000(3) C11A 0.008(3) 0.023(4) 0.031(5) 0.007(3) 0.000(3) 0.006(3) C12A 0.017(4) 0.019(4) 0.018(4) -0.001(3) 0.002(3) -0.003(3) C13A 0.012(3) 0.008(3) 0.015(4) -0.002(2) -0.005(3) 0.002(3) C14A 0.011(3) 0.011(3) 0.016(4) 0.001(2) 0.005(3) -0.002(2) C15A 0.008(3) 0.014(3) 0.020(4) 0.003(3) -0.003(3) 0.003(3) C16A 0.008(3) 0.016(3) 0.017(4) -0.010(3) 0.000(3) 0.000(3) C17A 0.020(4) 0.017(4) 0.033(5) -0.007(3) 0.001(3) 0.003(3) C18A 0.018(4) 0.015(4) 0.046(6) 0.004(3) 0.000(4) -0.004(3) C19A 0.011(4) 0.024(4) 0.019(4) 0.008(3) -0.005(3) 0.001(3) C20A 0.013(3) 0.021(4) 0.006(3) -0.002(3) -0.003(3) -0.001(3) C21A 0.017(3) 0.027(4) 0.017(4) -0.001(3) -0.001(3) -0.006(3) C22A 0.015(3) 0.024(3) 0.009(3) -0.001(3) 0.001(2) -0.002(3) C23A 0.026(4) 0.054(5) 0.022(4) 0.014(4) 0.008(3) -0.014(4) C24A 0.019(4) 0.047(5) 0.016(4) -0.005(3) -0.008(3) 0.003(3) O1B 0.023(3) 0.042(3) 0.016(3) 0.001(2) 0.001(2) 0.007(2) O2B 0.017(3) 0.038(3) 0.019(3) -0.006(2) 0.002(2) 0.005(2) O3B 0.032(3) 0.036(3) 0.018(2) -0.007(2) 0.004(2) 0.006(2) O4B 0.039(3) 0.034(3) 0.020(3) 0.000(2) 0.001(2) -0.001(2) C1B 0.018(3) 0.011(3) 0.017(4) 0.003(3) -0.001(3) -0.001(3) C2B 0.022(4) 0.017(3) 0.015(4) -0.001(3) 0.006(3) -0.001(3) C3B 0.018(4) 0.020(4) 0.020(4) 0.003(3) -0.002(3) -0.002(3) C4B 0.020(4) 0.016(4) 0.022(4) -0.001(3) 0.005(3) 0.006(3) C5B 0.021(4) 0.016(4) 0.014(4) -0.008(3) 0.001(3) -0.009(3) C6B 0.017(4) 0.010(3) 0.009(3) 0.000(3) 0.005(3) -0.002(3) C7B 0.016(3) 0.014(3) 0.005(3) -0.003(2) -0.001(2) -0.003(2) C8B 0.012(3) 0.014(3) 0.014(4) -0.001(3) 0.003(3) 0.004(3) C9B 0.014(4) 0.023(4) 0.018(4) -0.007(3) -0.002(3) 0.001(3) C10B 0.019(4) 0.023(4) 0.017(4) -0.003(3) -0.003(3) -0.005(3) C11B 0.009(3) 0.026(4) 0.027(5) -0.001(3) 0.004(3) -0.002(3) C12B 0.016(4) 0.018(3) 0.010(4) -0.006(3) 0.005(3) 0.000(3) C13B 0.007(3) 0.012(3) 0.027(4) 0.000(3) -0.001(3) 0.002(3) C14B 0.012(3) 0.014(3) 0.019(4) -0.005(3) 0.002(3) -0.001(3) C15B 0.008(3) 0.010(3) 0.023(4) -0.002(3) 0.004(3) 0.000(3) C16B 0.015(4) 0.021(4) 0.018(4) -0.004(3) 0.000(3) 0.007(3) C17B 0.017(3) 0.012(3) 0.029(4) -0.005(3) -0.009(3) -0.002(3) C18B 0.016(4) 0.012(4) 0.029(4) 0.000(3) -0.007(3) 0.001(3) C19B 0.014(4) 0.017(4) 0.020(4) -0.001(3) -0.004(3) -0.001(3) C20B 0.011(4) 0.018(3) 0.014(4) 0.001(3) 0.001(3) 0.005(3) C21B 0.023(4) 0.015(3) 0.022(3) 0.000(3) 0.000(3) 0.004(3) C22B 0.010(3) 0.032(4) 0.016(4) 0.003(3) -0.001(3) 0.000(3) C23B 0.019(4) 0.036(4) 0.020(4) 0.004(3) -0.001(4) 0.004(3) C24B 0.021(4) 0.043(5) 0.020(4) -0.002(3) 0.011(3) 0.007(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 O1A C2A 1.363(9) . ? O1A C23A 1.428(9) . ? O2A C5A 1.381(9) . ? O2A C24A 1.429(9) . ? O3A C22A 1.197(7) . ? O4A C21A 1.190(9) . ? C1A C2A 1.393(10) . ? C1A C6A 1.397(9) . ? C1A C14A 1.555(9) . ? C2A C3A 1.401(10) . ? C3A C4A 1.378(11) . ? C4A C5A 1.386(11) . ? C5A C6A 1.386(10) . ? C6A C7A 1.553(9) . ? C7A C21A 1.523(10) . ? C7A C20A 1.536(9) . ? C7A C8A 1.549(9) . ? C8A C9A 1.378(10) . ? C8A C13A 1.396(9) . ? C9A C10A 1.411(10) . ? C10A C11A 1.364(11) . ? C11A C12A 1.415(10) . ? C12A C13A 1.382(10) . ? C13A C14A 1.559(9) . ? C14A C22A 1.523(9) . ? C14A C15A 1.533(9) . ? C15A C16A 1.383(9) . ? C15A C20A 1.421(10) . ? C16A C17A 1.397(10) . ? C17A C18A 1.396(11) . ? C18A C19A 1.399(10) . ? C19A C20A 1.376(10) . ? O1B C2B 1.386(8) . ? O1B C23B 1.413(9) . ? O2B C5B 1.385(9) . ? O2B C24B 1.446(9) . ? O3B C22B 1.210(8) . ? O4B C21B 1.203(8) . ? C1B C6B 1.388(9) . ? C1B C2B 1.392(10) . ? C1B C14B 1.542(10) . ? C2B C3B 1.389(11) . ? C3B C4B 1.397(11) . ? C4B C5B 1.369(11) . ? C5B C6B 1.390(10) . ? C6B C7B 1.536(9) . ? C7B C21B 1.522(9) . ? C7B C8B 1.522(9) . ? C7B C20B 1.545(9) . ? C8B C13B 1.391(10) . ? C8B C9B 1.393(10) . ? C9B C10B 1.379(11) . ? C10B C11B 1.382(11) . ? C11B C12B 1.386(10) . ? C12B C13B 1.408(10) . ? C13B C14B 1.563(9) . ? C14B C22B 1.519(10) . ? C14B C15B 1.535(10) . ? C15B C20B 1.394(10) . ? C15B C16B 1.397(9) . ? C16B C17B 1.401(10) . ? C17B C18B 1.383(10) . ? C18B C19B 1.385(9) . ? C19B C20B 1.391(10) . ? 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 C2A O1A C23A 117.9(6) . . ? C5A O2A C24A 116.6(6) . . ? C2A C1A C6A 121.3(7) . . ? C2A C1A C14A 125.1(6) . . ? C6A C1A C14A 113.5(6) . . ? O1A C2A C1A 117.4(6) . . ? O1A C2A C3A 124.8(6) . . ? C1A C2A C3A 117.8(7) . . ? C4A C3A C2A 120.8(7) . . ? C3A C4A C5A 121.0(7) . . ? O2A C5A C4A 124.2(7) . . ? O2A C5A C6A 116.5(6) . . ? C4A C5A C6A 119.3(7) . . ? C5A C6A C1A 119.7(6) . . ? C5A C6A C7A 126.8(6) . . ? C1A C6A C7A 113.4(6) . . ? C21A C7A C20A 110.6(6) . . ? C21A C7A C8A 116.6(5) . . ? C20A C7A C8A 105.1(5) . . ? C21A C7A C6A 112.8(5) . . ? C20A C7A C6A 104.9(5) . . ? C8A C7A C6A 106.0(5) . . ? C9A C8A C13A 119.4(7) . . ? C9A C8A C7A 128.0(6) . . ? C13A C8A C7A 112.6(5) . . ? C8A C9A C10A 119.8(7) . . ? C11A C10A C9A 120.2(7) . . ? C10A C11A C12A 120.8(7) . . ? C13A C12A C11A 118.1(7) . . ? C12A C13A C8A 121.7(7) . . ? C12A C13A C14A 123.9(6) . . ? C8A C13A C14A 114.4(6) . . ? C22A C14A C15A 119.1(6) . . ? C22A C14A C1A 113.5(5) . . ? C15A C14A C1A 105.2(5) . . ? C22A C14A C13A 107.8(5) . . ? C15A C14A C13A 104.6(5) . . ? C1A C14A C13A 105.7(5) . . ? C16A C15A C20A 120.2(7) . . ? C16A C15A C14A 127.3(7) . . ? C20A C15A C14A 112.5(6) . . ? C15A C16A C17A 119.7(7) . . ? C18A C17A C16A 120.2(7) . . ? C17A C18A C19A 119.9(7) . . ? C20A C19A C18A 120.3(7) . . ? C19A C20A C15A 119.6(6) . . ? C19A C20A C7A 126.2(6) . . ? C15A C20A C7A 114.1(6) . . ? O4A C21A C7A 127.5(7) . . ? O3A C22A C14A 126.0(6) . . ? C2B O1B C23B 119.4(6) . . ? C5B O2B C24B 117.3(6) . . ? C6B C1B C2B 120.4(7) . . ? C6B C1B C14B 114.5(6) . . ? C2B C1B C14B 125.0(7) . . ? O1B C2B C3B 123.6(7) . . ? O1B C2B C1B 116.6(6) . . ? C3B C2B C1B 119.8(7) . . ? C2B C3B C4B 119.4(7) . . ? C5B C4B C3B 120.4(7) . . ? C4B C5B O2B 124.2(7) . . ? C4B C5B C6B 120.7(7) . . ? O2B C5B C6B 115.1(7) . . ? C1B C6B C5B 119.2(7) . . ? C1B C6B C7B 112.3(6) . . ? C5B C6B C7B 128.5(6) . . ? C21B C7B C8B 119.5(6) . . ? C21B C7B C6B 112.2(5) . . ? C8B C7B C6B 106.1(5) . . ? C21B C7B C20B 106.8(6) . . ? C8B C7B C20B 105.7(5) . . ? C6B C7B C20B 105.6(5) . . ? C13B C8B C9B 119.1(7) . . ? C13B C8B C7B 112.0(6) . . ? C9B C8B C7B 128.9(6) . . ? C10B C9B C8B 119.4(7) . . ? C9B C10B C11B 121.7(7) . . ? C10B C11B C12B 120.1(7) . . ? C11B C12B C13B 118.3(7) . . ? C8B C13B C12B 121.4(6) . . ? C8B C13B C14B 114.7(6) . . ? C12B C13B C14B 123.9(6) . . ? C22B C14B C15B 119.7(6) . . ? C22B C14B C1B 113.1(6) . . ? C15B C14B C1B 103.9(6) . . ? C22B C14B C13B 108.6(6) . . ? C15B C14B C13B 105.2(6) . . ? C1B C14B C13B 105.1(5) . . ? C20B C15B C16B 120.7(7) . . ? C20B C15B C14B 112.1(6) . . ? C16B C15B C14B 127.2(6) . . ? C15B C16B C17B 118.7(7) . . ? C18B C17B C16B 120.2(7) . . ? C17B C18B C19B 121.0(7) . . ? C18B C19B C20B 119.4(7) . . ? C19B C20B C15B 120.0(7) . . ? C19B C20B C7B 125.4(6) . . ? C15B C20B C7B 114.5(6) . . ? O4B C21B C7B 125.8(7) . . ? O3B C22B C14B 125.2(7) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.444 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.091 #===END data_c:\ohsoton\p-1 _database_code_depnum_ccdc_archive 'CCDC 837141' #TrackingRef '- allcifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-Dihydroxytriptycene-9,10-dicarbaldehyde acetonitrile solvate cpd 10.CH3CN ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H17 N O4' _chemical_formula_weight 383.39 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' O O 0.0106 0.0060 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0118(3) _cell_length_b 9.6549(4) _cell_length_c 11.6967(5) _cell_angle_alpha 80.718(3) _cell_angle_beta 87.782(3) _cell_angle_gamma 65.542(2) _cell_volume 913.81(6) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 17514 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6523 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; 'Bruker-Nonius Roper CCD camera on \k-goniostat' ; _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19634 _diffrn_reflns_av_R_equivalents 0.0588 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4190 _reflns_number_gt 2991 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0690P)^2^+0.3258P] 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 4190 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0845 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1468 _refine_ls_wR_factor_gt 0.1316 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.29468(18) 0.15894(16) 0.99789(13) 0.0299(3) Uani 1 1 d . . . H1 H 0.350(3) 0.107(3) 1.067(2) 0.036 Uiso 1 1 d . . . O2 O 0.01470(18) -0.15349(17) 0.78665(13) 0.0308(4) Uani 1 1 d . . . H2 H 0.057(3) -0.253(3) 0.813(2) 0.037 Uiso 1 1 d . . . O3 O 0.13852(17) 0.52194(15) 0.84661(12) 0.0291(3) Uani 1 1 d . . . O4 O -0.2383(2) 0.1303(2) 0.56918(14) 0.0460(4) Uani 1 1 d . . . C1 C 0.1230(2) 0.15250(19) 0.85107(15) 0.0182(4) Uani 1 1 d . . . C2 C 0.2286(2) 0.0778(2) 0.94696(16) 0.0210(4) Uani 1 1 d . . . C3 C 0.2642(2) -0.0766(2) 0.98817(16) 0.0232(4) Uani 1 1 d . . . H3 H 0.3375 -0.1291 1.0528 0.028 Uiso 1 1 calc R . . C4 C 0.1938(2) -0.1539(2) 0.93573(16) 0.0226(4) Uani 1 1 d . . . H4 H 0.2208 -0.2596 0.9638 0.027 Uiso 1 1 calc R . . C5 C 0.0838(2) -0.0786(2) 0.84224(16) 0.0211(4) Uani 1 1 d . . . C6 C 0.0439(2) 0.0772(2) 0.80181(15) 0.0188(4) Uani 1 1 d . . . C7 C -0.0823(2) 0.1830(2) 0.70528(15) 0.0195(4) Uani 1 1 d . . . C8 C 0.0157(2) 0.23988(19) 0.61378(15) 0.0193(4) Uani 1 1 d . . . C9 C 0.0282(2) 0.2234(2) 0.49711(16) 0.0241(4) Uani 1 1 d . . . H9 H -0.0299 0.1751 0.4654 0.029 Uiso 1 1 calc R . . C10 C 0.1275(2) 0.2789(2) 0.42764(16) 0.0260(4) Uani 1 1 d . . . H10 H 0.1387 0.2665 0.3484 0.031 Uiso 1 1 calc R . . C11 C 0.2097(2) 0.3519(2) 0.47300(17) 0.0255(4) Uani 1 1 d . . . H11 H 0.2753 0.3907 0.4243 0.031 Uiso 1 1 calc R . . C12 C 0.1972(2) 0.3691(2) 0.58971(16) 0.0226(4) Uani 1 1 d . . . H12 H 0.2534 0.4198 0.6206 0.027 Uiso 1 1 calc R . . C13 C 0.1011(2) 0.31104(19) 0.66037(15) 0.0189(4) Uani 1 1 d . . . C14 C 0.0758(2) 0.3201(2) 0.79125(15) 0.0185(4) Uani 1 1 d . . . C15 C -0.1090(2) 0.3995(2) 0.80588(15) 0.0180(4) Uani 1 1 d . . . C16 C -0.1935(2) 0.5246(2) 0.86225(16) 0.0222(4) Uani 1 1 d . . . H16 H -0.1371 0.5741 0.8945 0.027 Uiso 1 1 calc R . . C17 C -0.3629(2) 0.5769(2) 0.87100(17) 0.0271(4) Uani 1 1 d . . . H17 H -0.4212 0.6608 0.9111 0.033 Uiso 1 1 calc R . . C18 C -0.4458(2) 0.5079(2) 0.82200(17) 0.0276(4) Uani 1 1 d . . . H18 H -0.5611 0.5463 0.8264 0.033 Uiso 1 1 calc R . . C19 C -0.3610(2) 0.3817(2) 0.76592(16) 0.0241(4) Uani 1 1 d . . . H19 H -0.4181 0.3340 0.7323 0.029 Uiso 1 1 calc R . . C20 C -0.1926(2) 0.3264(2) 0.75945(15) 0.0189(4) Uani 1 1 d . . . C21 C -0.1910(2) 0.1143(2) 0.66575(18) 0.0260(4) Uani 1 1 d . . . H21 H -0.2244 0.0528 0.7234 0.031 Uiso 1 1 calc R . . C22 C 0.1838(2) 0.3915(2) 0.82744(16) 0.0221(4) Uani 1 1 d . . . H22 H 0.2974 0.3282 0.8359 0.027 Uiso 1 1 calc R . . N31 N -0.4547(2) -0.0155(2) 0.78443(16) 0.0387(5) Uani 1 1 d . . . C31 C -0.5168(2) -0.0445(2) 0.71468(18) 0.0289(5) Uani 1 1 d . . . C32 C -0.5959(3) -0.0831(3) 0.62773(19) 0.0358(5) Uani 1 1 d . . . H32A H -0.5146 -0.1387 0.5744 0.054 Uiso 1 1 calc R . . H32B H -0.6781 0.0116 0.5844 0.054 Uiso 1 1 calc R . . H32C H -0.6487 -0.1485 0.6653 0.054 Uiso 1 1 calc R . . 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 O1 0.0383(8) 0.0283(8) 0.0259(8) -0.0007(6) -0.0106(6) -0.0168(6) O2 0.0406(8) 0.0210(7) 0.0340(8) -0.0029(6) -0.0080(6) -0.0155(7) O3 0.0377(8) 0.0208(7) 0.0335(8) -0.0063(6) -0.0010(6) -0.0158(6) O4 0.0497(10) 0.0661(12) 0.0344(9) -0.0128(8) -0.0057(7) -0.0339(9) C1 0.0196(9) 0.0146(8) 0.0182(9) -0.0027(7) 0.0036(7) -0.0052(7) C2 0.0229(9) 0.0193(9) 0.0203(9) -0.0034(7) 0.0019(7) -0.0083(7) C3 0.0247(10) 0.0215(9) 0.0190(9) 0.0002(7) 0.0006(7) -0.0065(8) C4 0.0250(10) 0.0150(9) 0.0228(10) 0.0013(7) 0.0040(7) -0.0053(7) C5 0.0260(10) 0.0189(9) 0.0211(9) -0.0054(7) 0.0055(7) -0.0117(8) C6 0.0212(9) 0.0174(9) 0.0170(9) -0.0031(7) 0.0038(7) -0.0073(7) C7 0.0219(9) 0.0179(9) 0.0186(9) -0.0026(7) -0.0001(7) -0.0082(7) C8 0.0202(9) 0.0140(8) 0.0191(9) -0.0017(7) 0.0000(7) -0.0028(7) C9 0.0278(10) 0.0185(9) 0.0221(10) -0.0020(8) -0.0031(7) -0.0059(8) C10 0.0292(10) 0.0232(10) 0.0183(9) -0.0032(8) 0.0028(8) -0.0037(8) C11 0.0232(10) 0.0206(9) 0.0241(10) 0.0025(8) 0.0047(8) -0.0032(8) C12 0.0212(9) 0.0178(9) 0.0251(10) 0.0002(8) 0.0011(7) -0.0057(7) C13 0.0220(9) 0.0128(8) 0.0178(9) -0.0007(7) 0.0005(7) -0.0037(7) C14 0.0208(9) 0.0159(8) 0.0180(9) -0.0018(7) 0.0006(7) -0.0073(7) C15 0.0218(9) 0.0163(8) 0.0145(8) 0.0002(7) 0.0006(7) -0.0075(7) C16 0.0267(10) 0.0194(9) 0.0207(9) -0.0005(7) 0.0019(7) -0.0107(8) C17 0.0288(10) 0.0200(9) 0.0279(11) -0.0044(8) 0.0062(8) -0.0058(8) C18 0.0232(10) 0.0238(10) 0.0312(11) -0.0020(8) 0.0040(8) -0.0061(8) C19 0.0248(10) 0.0236(10) 0.0235(10) -0.0011(8) -0.0002(7) -0.0105(8) C20 0.0244(9) 0.0160(8) 0.0154(9) 0.0005(7) 0.0002(7) -0.0085(7) C21 0.0259(10) 0.0203(9) 0.0320(11) -0.0068(8) -0.0020(8) -0.0084(8) C22 0.0262(10) 0.0210(9) 0.0197(9) 0.0003(7) -0.0020(7) -0.0113(8) N31 0.0355(10) 0.0561(13) 0.0290(10) -0.0022(9) -0.0016(8) -0.0247(9) C31 0.0237(10) 0.0345(11) 0.0248(10) 0.0003(9) 0.0017(8) -0.0102(9) C32 0.0297(11) 0.0384(12) 0.0352(12) -0.0109(10) -0.0021(9) -0.0079(10) _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 O1 C2 1.374(2) . ? O2 C5 1.374(2) . ? O3 C22 1.209(2) . ? O4 C21 1.187(2) . ? C1 C2 1.391(3) . ? C1 C6 1.402(3) . ? C1 C14 1.541(2) . ? C2 C3 1.394(3) . ? C3 C4 1.380(3) . ? C4 C5 1.392(3) . ? C5 C6 1.397(3) . ? C6 C7 1.542(3) . ? C7 C21 1.511(3) . ? C7 C8 1.538(2) . ? C7 C20 1.549(2) . ? C8 C9 1.394(3) . ? C8 C13 1.398(3) . ? C9 C10 1.397(3) . ? C10 C11 1.381(3) . ? C11 C12 1.396(3) . ? C12 C13 1.394(3) . ? C13 C14 1.550(2) . ? C14 C22 1.511(3) . ? C14 C15 1.534(2) . ? C15 C16 1.389(2) . ? C15 C20 1.399(2) . ? C16 C17 1.401(3) . ? C17 C18 1.378(3) . ? C18 C19 1.395(3) . ? C19 C20 1.388(3) . ? N31 C31 1.139(3) . ? C31 C32 1.442(3) . ? 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 C2 C1 C6 120.51(16) . . ? C2 C1 C14 126.04(16) . . ? C6 C1 C14 113.42(15) . . ? O1 C2 C1 118.81(16) . . ? O1 C2 C3 122.07(17) . . ? C1 C2 C3 119.12(17) . . ? C4 C3 C2 120.46(17) . . ? C3 C4 C5 120.81(17) . . ? O2 C5 C4 122.07(16) . . ? O2 C5 C6 118.58(17) . . ? C4 C5 C6 119.35(17) . . ? C5 C6 C1 119.50(16) . . ? C5 C6 C7 127.27(16) . . ? C1 C6 C7 113.24(15) . . ? C21 C7 C8 118.27(15) . . ? C21 C7 C6 114.43(15) . . ? C8 C7 C6 104.98(14) . . ? C21 C7 C20 107.47(14) . . ? C8 C7 C20 105.46(14) . . ? C6 C7 C20 105.16(14) . . ? C9 C8 C13 120.48(17) . . ? C9 C8 C7 127.16(16) . . ? C13 C8 C7 112.33(15) . . ? C8 C9 C10 118.94(18) . . ? C11 C10 C9 120.65(17) . . ? C10 C11 C12 120.64(18) . . ? C13 C12 C11 119.14(18) . . ? C12 C13 C8 120.12(16) . . ? C12 C13 C14 125.35(16) . . ? C8 C13 C14 114.52(15) . . ? C22 C14 C15 119.32(15) . . ? C22 C14 C1 113.65(15) . . ? C15 C14 C1 104.20(14) . . ? C22 C14 C13 107.03(14) . . ? C15 C14 C13 106.32(14) . . ? C1 C14 C13 105.30(13) . . ? C16 C15 C20 120.13(16) . . ? C16 C15 C14 127.61(16) . . ? C20 C15 C14 112.19(14) . . ? C15 C16 C17 119.19(17) . . ? C18 C17 C16 120.64(17) . . ? C17 C18 C19 120.19(17) . . ? C20 C19 C18 119.63(18) . . ? C19 C20 C15 120.15(16) . . ? C19 C20 C7 125.14(16) . . ? C15 C20 C7 114.70(15) . . ? O4 C21 C7 125.88(19) . . ? O3 C22 C14 125.85(17) . . ? N31 C31 C32 179.1(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.411 _refine_diff_density_min -0.245 _refine_diff_density_rms 0.057 #===END data_hydrox4 _database_code_depnum_ccdc_archive 'CCDC 837142' #TrackingRef '- allcifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-Dihydroxytriptycene-9,10-dicarbaldehyde ethyl acetate solvate cpd 19.0.75ethyl acetate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H20 O5.5' _chemical_formula_weight 408.41 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3754(7) _cell_length_b 9.6285(7) _cell_length_c 11.4470(9) _cell_angle_alpha 69.585(4) _cell_angle_beta 69.800(4) _cell_angle_gamma 77.586(4) _cell_volume 903.60(12) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1738 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 23.47 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 428 _exptl_absorpt_coefficient_mu 0.106 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9829 _exptl_absorpt_correction_T_max 0.9957 _exptl_absorpt_process_details Bruker-SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11192 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0900 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.38 _reflns_number_total 4462 _reflns_number_gt 2208 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1131P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4462 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1319 _refine_ls_R_factor_gt 0.0697 _refine_ls_wR_factor_ref 0.2062 _refine_ls_wR_factor_gt 0.1840 _refine_ls_goodness_of_fit_ref 0.961 _refine_ls_restrained_S_all 0.961 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.1928(2) 0.2830(2) 0.3528(2) 0.0373(5) Uani 1 1 d . . . H1 H 0.2758 0.2383 0.3598 0.045 Uiso 1 1 calc R . . O2 O -0.1661(2) -0.0877(2) 0.3296(2) 0.0404(5) Uani 1 1 d . . . H2 H -0.1324 -0.1748 0.3570 0.048 Uiso 1 1 calc R . . O3 O -0.0558(3) 0.6107(2) 0.3611(3) 0.0803(10) Uani 1 1 d . . . O4 O -0.5077(2) 0.1395(2) 0.3134(2) 0.0520(6) Uani 1 1 d . . . C1 C -0.0340(3) 0.2465(2) 0.3247(2) 0.0231(6) Uani 1 1 d . . . C2 C 0.1102(3) 0.1914(3) 0.3393(2) 0.0253(6) Uani 1 1 d . . . C3 C 0.1656(3) 0.0444(3) 0.3416(3) 0.0291(6) Uani 1 1 d . . . H3 H 0.2643 0.0083 0.3466 0.035 Uiso 1 1 calc R . . C4 C 0.0761(3) -0.0478(3) 0.3365(3) 0.0298(6) Uani 1 1 d . . . H4 H 0.1138 -0.1462 0.3400 0.036 Uiso 1 1 calc R . . C5 C -0.0704(3) 0.0050(3) 0.3262(3) 0.0280(6) Uani 1 1 d . . . C6 C -0.1225(3) 0.1537(3) 0.3150(2) 0.0252(6) Uani 1 1 d . . . C7 C -0.2840(3) 0.2289(3) 0.3080(3) 0.0278(6) Uani 1 1 d . . . C8 C -0.3540(3) 0.2743(3) 0.4326(3) 0.0306(6) Uani 1 1 d . . . C9 C -0.4844(3) 0.2258(3) 0.5321(3) 0.0378(7) Uani 1 1 d . . . H9 H -0.5423 0.1647 0.5235 0.045 Uiso 1 1 calc R . . C10 C -0.5281(4) 0.2683(3) 0.6438(3) 0.0451(8) Uani 1 1 d . . . H10 H -0.6150 0.2350 0.7109 0.054 Uiso 1 1 calc R . . C11 C -0.4436(4) 0.3597(3) 0.6561(3) 0.0463(9) Uani 1 1 d . . . H11 H -0.4744 0.3882 0.7316 0.056 Uiso 1 1 calc R . . C12 C -0.3106(4) 0.4111(3) 0.5559(3) 0.0392(7) Uani 1 1 d . . . H12 H -0.2538 0.4731 0.5647 0.047 Uiso 1 1 calc R . . C13 C -0.2667(3) 0.3669(3) 0.4443(3) 0.0319(7) Uani 1 1 d . . . C14 C -0.1193(3) 0.4016(3) 0.3280(3) 0.0274(6) Uani 1 1 d . . . C15 C -0.1713(3) 0.4664(3) 0.2050(3) 0.0289(6) Uani 1 1 d . . . C16 C -0.1408(3) 0.6042(3) 0.1099(3) 0.0357(7) Uani 1 1 d . . . H16 H -0.0825 0.6658 0.1174 0.043 Uiso 1 1 calc R . . C17 C -0.1980(3) 0.6474(4) 0.0056(3) 0.0457(8) Uani 1 1 d . . . H17 H -0.1777 0.7383 -0.0581 0.055 Uiso 1 1 calc R . . C18 C -0.2847(4) 0.5573(4) -0.0052(3) 0.0490(9) Uani 1 1 d . . . H18 H -0.3234 0.5887 -0.0760 0.059 Uiso 1 1 calc R . . C19 C -0.3162(3) 0.4200(4) 0.0875(3) 0.0404(7) Uani 1 1 d . . . H19 H -0.3750 0.3595 0.0792 0.049 Uiso 1 1 calc R . . C20 C -0.2577(3) 0.3752(3) 0.1928(3) 0.0301(6) Uani 1 1 d . . . C21 C -0.3728(3) 0.1412(3) 0.2748(3) 0.0405(7) Uani 1 1 d . . . H21 H -0.3171 0.0840 0.2197 0.049 Uiso 1 1 calc R . . C22 C -0.0267(4) 0.5096(4) 0.3318(4) 0.0633(11) Uani 1 1 d . . . H22 H 0.0781 0.4841 0.3027 0.076 Uiso 1 1 calc R . . 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 O1 0.0301(11) 0.0319(11) 0.0579(13) -0.0159(10) -0.0219(10) -0.0003(8) O2 0.0324(11) 0.0252(10) 0.0714(15) -0.0207(10) -0.0216(10) 0.0022(8) O3 0.0695(17) 0.0250(12) 0.163(3) -0.0420(16) -0.0444(18) 0.0011(11) O4 0.0260(11) 0.0510(14) 0.0844(17) -0.0221(12) -0.0225(11) -0.0011(9) C1 0.0262(13) 0.0162(12) 0.0291(14) -0.0080(10) -0.0136(11) 0.0049(10) C2 0.0263(13) 0.0228(13) 0.0318(15) -0.0110(11) -0.0143(11) 0.0011(11) C3 0.0247(13) 0.0284(14) 0.0365(15) -0.0117(12) -0.0165(12) 0.0083(11) C4 0.0307(14) 0.0216(13) 0.0389(16) -0.0136(11) -0.0134(12) 0.0066(11) C5 0.0282(14) 0.0231(13) 0.0384(16) -0.0148(11) -0.0148(12) 0.0034(11) C6 0.0196(12) 0.0263(13) 0.0312(14) -0.0121(11) -0.0101(11) 0.0048(10) C7 0.0197(13) 0.0297(14) 0.0351(15) -0.0130(12) -0.0116(11) 0.0063(11) C8 0.0262(14) 0.0236(13) 0.0368(16) -0.0073(12) -0.0126(12) 0.0103(11) C9 0.0305(15) 0.0277(14) 0.0413(17) -0.0044(13) -0.0099(13) 0.0135(12) C10 0.0394(17) 0.0388(17) 0.0396(18) -0.0059(14) -0.0069(14) 0.0133(14) C11 0.055(2) 0.0394(17) 0.0296(16) -0.0133(13) -0.0093(15) 0.0259(16) C12 0.0504(19) 0.0274(14) 0.0403(17) -0.0150(13) -0.0222(15) 0.0180(13) C13 0.0359(15) 0.0199(13) 0.0355(16) -0.0076(11) -0.0175(13) 0.0166(11) C14 0.0299(14) 0.0206(13) 0.0350(15) -0.0102(11) -0.0147(12) 0.0026(11) C15 0.0233(13) 0.0247(13) 0.0341(15) -0.0104(12) -0.0100(11) 0.0120(11) C16 0.0302(15) 0.0303(15) 0.0372(17) -0.0092(12) -0.0060(13) 0.0074(12) C17 0.0353(17) 0.0456(18) 0.0338(17) -0.0009(14) -0.0041(14) 0.0119(15) C18 0.0385(17) 0.065(2) 0.0295(17) -0.0027(16) -0.0156(14) 0.0118(16) C19 0.0280(15) 0.0536(19) 0.0402(18) -0.0147(15) -0.0156(13) 0.0049(13) C20 0.0204(13) 0.0313(14) 0.0353(15) -0.0135(12) -0.0086(11) 0.0104(11) C21 0.0329(17) 0.0293(15) 0.065(2) -0.0144(14) -0.0284(15) 0.0079(12) C22 0.052(2) 0.042(2) 0.129(4) -0.050(2) -0.060(2) 0.0247(16) _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 O1 C2 1.369(3) . ? O2 C5 1.378(3) . ? O3 C22 1.089(4) . ? O4 C21 1.189(3) . ? C1 C2 1.386(3) . ? C1 C6 1.398(3) . ? C1 C14 1.541(3) . ? C2 C3 1.393(3) . ? C3 C4 1.373(4) . ? C4 C5 1.388(4) . ? C5 C6 1.386(3) . ? C6 C7 1.548(3) . ? C7 C21 1.514(4) . ? C7 C8 1.524(4) . ? C7 C20 1.553(4) . ? C8 C9 1.387(4) . ? C8 C13 1.399(4) . ? C9 C10 1.379(4) . ? C10 C11 1.374(5) . ? C11 C12 1.413(5) . ? C12 C13 1.387(4) . ? C13 C14 1.553(4) . ? C14 C22 1.511(4) . ? C14 C15 1.529(4) . ? C15 C20 1.384(4) . ? C15 C16 1.403(4) . ? C16 C17 1.373(4) . ? C17 C18 1.370(5) . ? C18 C19 1.390(5) . ? C19 C20 1.390(4) . ? 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 C2 C1 C6 119.8(2) . . ? C2 C1 C14 127.2(2) . . ? C6 C1 C14 112.9(2) . . ? O1 C2 C1 118.7(2) . . ? O1 C2 C3 122.1(2) . . ? C1 C2 C3 119.2(2) . . ? C4 C3 C2 120.7(2) . . ? C3 C4 C5 120.5(2) . . ? O2 C5 C6 119.3(2) . . ? O2 C5 C4 121.6(2) . . ? C6 C5 C4 119.1(2) . . ? C5 C6 C1 120.5(2) . . ? C5 C6 C7 125.8(2) . . ? C1 C6 C7 113.4(2) . . ? C21 C7 C8 119.2(2) . . ? C21 C7 C6 114.6(2) . . ? C8 C7 C6 104.01(19) . . ? C21 C7 C20 105.9(2) . . ? C8 C7 C20 106.7(2) . . ? C6 C7 C20 105.5(2) . . ? C9 C8 C13 120.4(3) . . ? C9 C8 C7 126.4(3) . . ? C13 C8 C7 113.0(2) . . ? C10 C9 C8 119.9(3) . . ? C11 C10 C9 120.1(3) . . ? C10 C11 C12 121.1(3) . . ? C13 C12 C11 118.5(3) . . ? C12 C13 C8 120.0(3) . . ? C12 C13 C14 126.5(3) . . ? C8 C13 C14 113.4(2) . . ? C22 C14 C15 109.2(2) . . ? C22 C14 C1 115.3(2) . . ? C15 C14 C1 106.3(2) . . ? C22 C14 C13 115.3(3) . . ? C15 C14 C13 106.1(2) . . ? C1 C14 C13 103.9(2) . . ? C20 C15 C16 120.0(2) . . ? C20 C15 C14 113.5(2) . . ? C16 C15 C14 126.5(3) . . ? C17 C16 C15 119.3(3) . . ? C18 C17 C16 120.4(3) . . ? C17 C18 C19 121.4(3) . . ? C20 C19 C18 118.5(3) . . ? C15 C20 C19 120.4(3) . . ? C15 C20 C7 113.4(2) . . ? C19 C20 C7 126.2(3) . . ? O4 C21 C7 125.4(3) . . ? O3 C22 C14 134.1(3) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.282 _refine_diff_density_min -0.341 _refine_diff_density_rms 0.080 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.030 0.000 0.000 178 73 ' ' _vrf_CHEMW03_hydrox4 ; PROBLEM: The ratio of given/expected molecular weight as calculated from the _atom_site* data lies outside the range 0.90 <> 1.10 RESPONSE: This is because the refined structure has had the 1.5 ethyl acetate molecules per cell excluded from the model using the SQUEEZE program. Thus, the molecular weight of the asymmetric unitis 408.41 and the crystal density is 1.50 g cm-3. ; #===END data_c:\tript2ee _database_code_depnum_ccdc_archive 'CCDC 837143' #TrackingRef '- allcifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,10-Bis(1',3'-dioxolan-2'-yl)-1,4,4a,9a-tetrahydroanthracen-1,4-dione cpd 22 ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H22 O6' _chemical_formula_weight 430.44 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.837(2) _cell_length_b 9.2974(10) _cell_length_c 19.231(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.008(3) _cell_angle_gamma 90.00 _cell_volume 3845.0(7) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3502 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 28.27 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 0.106 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9691 _exptl_absorpt_correction_T_max 0.9895 _exptl_absorpt_process_details Bruker-SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12576 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 28.35 _reflns_number_total 4773 _reflns_number_gt 3746 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. There is one peak in the difference electron density of density 0.8 e Ang-3 which is over the quinone double bond 1.15 from C20 and 1.06 from C21 and 1.538 and 1.632 Ang from each of the carbonyl C atoms. ; _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^)+(0.0567P)^2^+3.4353P] 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 4773 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1149 _refine_ls_wR_factor_gt 0.1058 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.18580(5) 0.46088(11) 1.08215(5) 0.0161(2) Uani 1 1 d . . . O2 O 0.10275(5) 0.36433(11) 1.12120(5) 0.0149(2) Uani 1 1 d . . . O3 O 0.08469(5) -0.02811(11) 0.80368(5) 0.0160(2) Uani 1 1 d . . . O4 O 0.17882(5) -0.10697(11) 0.85858(5) 0.0148(2) Uani 1 1 d . . . O5 O 0.11147(6) 0.56527(12) 0.92275(6) 0.0236(3) Uani 1 1 d . . . O6 O 0.17692(6) 0.20106(13) 0.77493(6) 0.0236(3) Uani 1 1 d . . . C1 C 0.19244(6) -0.09504(15) 1.01513(8) 0.0129(3) Uani 1 1 d . . . H1 H 0.1913 -0.1732 0.9831 0.015 Uiso 1 1 calc R . . C2 C 0.22574(7) -0.10689(16) 1.08344(8) 0.0143(3) Uani 1 1 d . . . H2 H 0.2469 -0.1938 1.0983 0.017 Uiso 1 1 calc R . . C3 C 0.22812(7) 0.00831(16) 1.12995(8) 0.0146(3) Uani 1 1 d . . . H3 H 0.2507 -0.0006 1.1767 0.017 Uiso 1 1 calc R . . C4 C 0.19775(7) 0.13656(16) 1.10864(7) 0.0133(3) Uani 1 1 d . . . H4 H 0.2002 0.2156 1.1403 0.016 Uiso 1 1 calc R . . C5 C 0.16371(6) 0.14833(15) 1.04058(7) 0.0114(3) Uani 1 1 d . . . C6 C 0.16090(6) 0.03174(15) 0.99400(7) 0.0115(3) Uani 1 1 d . . . C7 C 0.12366(6) 0.06242(15) 0.92083(7) 0.0111(3) Uani 1 1 d . . . C8 C 0.11959(6) -0.06576(15) 0.87120(7) 0.0131(3) Uani 1 1 d . . . H8 H 0.0993 -0.1485 0.8915 0.016 Uiso 1 1 calc R . . C9 C 0.16493(7) -0.18886(17) 0.79471(8) 0.0177(3) Uani 1 1 d . . . H9A H 0.1518 -0.2878 0.8042 0.021 Uiso 1 1 calc R . . H9B H 0.2013 -0.1935 0.7703 0.021 Uiso 1 1 calc R . . C10 C 0.11169(8) -0.10453(18) 0.75137(8) 0.0219(3) Uani 1 1 d . . . H10A H 0.1273 -0.0370 0.7187 0.026 Uiso 1 1 calc R . . H10B H 0.0810 -0.1700 0.7237 0.026 Uiso 1 1 calc R . . C11 C 0.05947(6) 0.11250(15) 0.93160(7) 0.0121(3) Uani 1 1 d . . . C12 C 0.06075(6) 0.22552(15) 0.98001(7) 0.0116(3) Uani 1 1 d . . . C13 C 0.12603(6) 0.27848(15) 1.00947(7) 0.0115(3) Uani 1 1 d . . . C14 C 0.12516(7) 0.40494(15) 1.05908(7) 0.0128(3) Uani 1 1 d . . . H14 H 0.0980 0.4824 1.0343 0.015 Uiso 1 1 calc R . . C15 C 0.18560(7) 0.52242(17) 1.15072(8) 0.0192(3) Uani 1 1 d . . . H15A H 0.1910 0.6281 1.1497 0.023 Uiso 1 1 calc R . . H15B H 0.2192 0.4808 1.1862 0.023 Uiso 1 1 calc R . . C16 C 0.12183(7) 0.48335(16) 1.16725(8) 0.0174(3) Uani 1 1 d . . . H16A H 0.1247 0.4551 1.2174 0.021 Uiso 1 1 calc R . . H16B H 0.0925 0.5649 1.1570 0.021 Uiso 1 1 calc R . . C17 C 0.15347(7) 0.32695(15) 0.94180(7) 0.0125(3) Uani 1 1 d . . . H17 H 0.1954 0.3703 0.9580 0.015 Uiso 1 1 calc R . . C18 C 0.16129(7) 0.19246(15) 0.89567(7) 0.0124(3) Uani 1 1 d . . . H18 H 0.2063 0.1656 0.9048 0.015 Uiso 1 1 calc R . . C19 C 0.14327(7) 0.22487(16) 0.81748(8) 0.0172(3) Uani 1 1 d . . . C20 C 0.08278(8) 0.29756(18) 0.79537(9) 0.0217(3) Uani 1 1 d . . . H20 H 0.0556 0.2706 0.7533 0.026 Uiso 1 1 calc R . . C21 C 0.06782(8) 0.40189(18) 0.83654(9) 0.0220(3) Uani 1 1 d . . . H21 H 0.0293 0.4509 0.8241 0.026 Uiso 1 1 calc R . . C22 C 0.11114(7) 0.44199(16) 0.90196(8) 0.0165(3) Uani 1 1 d . . . C23 C 0.00254(7) 0.05615(16) 0.89919(8) 0.0144(3) Uani 1 1 d . . . H23 H 0.0012 -0.0207 0.8664 0.017 Uiso 1 1 calc R . . C24 C -0.05224(7) 0.11284(16) 0.91499(8) 0.0162(3) Uani 1 1 d . . . H24 H -0.0910 0.0738 0.8932 0.019 Uiso 1 1 calc R . . C25 C -0.05094(7) 0.22583(16) 0.96226(8) 0.0152(3) Uani 1 1 d . . . H25 H -0.0887 0.2646 0.9723 0.018 Uiso 1 1 calc R . . C26 C 0.00577(7) 0.28229(15) 0.99505(8) 0.0138(3) Uani 1 1 d . . . H26 H 0.0068 0.3595 1.0276 0.017 Uiso 1 1 calc R . . 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 O1 0.0153(5) 0.0177(5) 0.0158(5) -0.0046(4) 0.0036(4) -0.0048(4) O2 0.0185(5) 0.0151(5) 0.0127(5) -0.0014(4) 0.0071(4) -0.0013(4) O3 0.0172(5) 0.0198(5) 0.0102(5) -0.0018(4) 0.0003(4) 0.0043(4) O4 0.0155(5) 0.0170(5) 0.0119(5) -0.0037(4) 0.0023(4) 0.0041(4) O5 0.0341(7) 0.0152(5) 0.0235(6) 0.0045(4) 0.0109(5) 0.0063(5) O6 0.0311(6) 0.0260(6) 0.0158(5) -0.0009(5) 0.0101(5) -0.0046(5) C1 0.0139(7) 0.0120(6) 0.0137(7) 0.0001(5) 0.0050(5) 0.0006(5) C2 0.0138(7) 0.0137(7) 0.0161(7) 0.0041(5) 0.0042(5) 0.0025(5) C3 0.0127(7) 0.0193(7) 0.0119(6) 0.0020(5) 0.0026(5) -0.0001(5) C4 0.0121(6) 0.0165(7) 0.0119(6) -0.0008(5) 0.0038(5) -0.0015(5) C5 0.0108(6) 0.0119(6) 0.0123(6) 0.0013(5) 0.0044(5) 0.0000(5) C6 0.0098(6) 0.0141(6) 0.0116(6) 0.0009(5) 0.0044(5) -0.0008(5) C7 0.0116(6) 0.0117(6) 0.0098(6) 0.0005(5) 0.0017(5) 0.0000(5) C8 0.0126(6) 0.0135(7) 0.0127(7) -0.0004(5) 0.0009(5) 0.0023(5) C9 0.0210(8) 0.0186(7) 0.0131(7) -0.0048(6) 0.0019(6) 0.0033(6) C10 0.0249(8) 0.0259(8) 0.0144(7) -0.0051(6) 0.0023(6) 0.0084(7) C11 0.0126(6) 0.0117(6) 0.0126(6) 0.0027(5) 0.0038(5) 0.0012(5) C12 0.0120(6) 0.0114(6) 0.0116(6) 0.0028(5) 0.0029(5) -0.0007(5) C13 0.0129(6) 0.0114(6) 0.0107(6) 0.0004(5) 0.0037(5) 0.0000(5) C14 0.0127(6) 0.0124(6) 0.0138(7) -0.0005(5) 0.0040(5) -0.0008(5) C15 0.0238(8) 0.0192(8) 0.0151(7) -0.0062(6) 0.0043(6) -0.0031(6) C16 0.0232(8) 0.0148(7) 0.0146(7) -0.0028(5) 0.0045(6) 0.0017(6) C17 0.0138(7) 0.0119(6) 0.0126(6) 0.0007(5) 0.0047(5) -0.0008(5) C18 0.0136(7) 0.0122(7) 0.0120(6) 0.0006(5) 0.0034(5) -0.0007(5) C19 0.0193(7) 0.0174(7) 0.0155(7) 0.0033(6) 0.0049(6) -0.0022(6) C20 0.0234(8) 0.0228(8) 0.0177(7) 0.0064(6) 0.0003(6) -0.0023(6) C21 0.0209(8) 0.0228(8) 0.0218(8) 0.0084(6) 0.0025(6) 0.0024(6) C22 0.0190(7) 0.0159(7) 0.0164(7) 0.0045(6) 0.0081(6) 0.0001(6) C23 0.0158(7) 0.0139(7) 0.0134(7) -0.0008(5) 0.0027(5) -0.0006(5) C24 0.0131(7) 0.0175(7) 0.0179(7) 0.0015(6) 0.0020(5) -0.0015(5) C25 0.0121(7) 0.0152(7) 0.0189(7) 0.0032(6) 0.0046(5) 0.0018(5) C26 0.0155(7) 0.0111(6) 0.0153(7) 0.0005(5) 0.0043(5) 0.0009(5) _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 O1 C14 1.4200(17) . ? O1 C15 1.4381(18) . ? O2 C14 1.4185(17) . ? O2 C16 1.4333(18) . ? O3 C8 1.4302(17) . ? O3 C10 1.4388(18) . ? O4 C8 1.4100(17) . ? O4 C9 1.4319(17) . ? O5 C22 1.2136(19) . ? O6 C19 1.2113(19) . ? C1 C6 1.3898(19) . ? C1 C2 1.391(2) . ? C2 C3 1.391(2) . ? C3 C4 1.391(2) . ? C4 C5 1.393(2) . ? C5 C6 1.4006(19) . ? C5 C13 1.5258(19) . ? C6 C7 1.5247(19) . ? C7 C8 1.5197(19) . ? C7 C11 1.5250(19) . ? C7 C18 1.5841(19) . ? C9 C10 1.525(2) . ? C11 C23 1.393(2) . ? C11 C12 1.401(2) . ? C12 C26 1.3872(19) . ? C12 C13 1.5216(19) . ? C13 C14 1.5164(19) . ? C13 C17 1.5894(19) . ? C15 C16 1.525(2) . ? C17 C22 1.529(2) . ? C17 C18 1.5597(19) . ? C18 C19 1.517(2) . ? C19 C20 1.479(2) . ? C20 C21 1.328(2) . ? C21 C22 1.484(2) . ? C23 C24 1.388(2) . ? C24 C25 1.386(2) . ? C25 C26 1.391(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 C14 O1 C15 106.31(11) . . ? C14 O2 C16 102.06(11) . . ? C8 O3 C10 107.19(11) . . ? C8 O4 C9 103.20(11) . . ? C6 C1 C2 119.63(13) . . ? C3 C2 C1 120.10(13) . . ? C2 C3 C4 120.54(13) . . ? C3 C4 C5 119.57(13) . . ? C4 C5 C6 119.81(13) . . ? C4 C5 C13 126.45(13) . . ? C6 C5 C13 113.72(12) . . ? C1 C6 C5 120.33(13) . . ? C1 C6 C7 125.88(13) . . ? C5 C6 C7 113.73(12) . . ? C8 C7 C6 113.36(11) . . ? C8 C7 C11 111.70(11) . . ? C6 C7 C11 106.69(11) . . ? C8 C7 C18 112.55(11) . . ? C6 C7 C18 101.71(11) . . ? C11 C7 C18 110.26(11) . . ? O4 C8 O3 105.67(11) . . ? O4 C8 C7 111.46(11) . . ? O3 C8 C7 110.01(11) . . ? O4 C9 C10 102.89(11) . . ? O3 C10 C9 103.77(12) . . ? C23 C11 C12 119.53(13) . . ? C23 C11 C7 126.48(13) . . ? C12 C11 C7 113.99(12) . . ? C26 C12 C11 120.39(13) . . ? C26 C12 C13 126.03(13) . . ? C11 C12 C13 113.53(12) . . ? C14 C13 C12 111.82(11) . . ? C14 C13 C5 115.66(12) . . ? C12 C13 C5 107.21(11) . . ? C14 C13 C17 110.06(11) . . ? C12 C13 C17 104.42(11) . . ? C5 C13 C17 106.96(11) . . ? O2 C14 O1 105.90(11) . . ? O2 C14 C13 111.56(11) . . ? O1 C14 C13 111.56(11) . . ? O1 C15 C16 104.17(12) . . ? O2 C16 C15 103.48(11) . . ? C22 C17 C18 113.08(12) . . ? C22 C17 C13 109.11(11) . . ? C18 C17 C13 109.42(11) . . ? C19 C18 C17 111.68(12) . . ? C19 C18 C7 113.30(12) . . ? C17 C18 C7 108.92(11) . . ? O6 C19 C20 120.38(14) . . ? O6 C19 C18 123.36(14) . . ? C20 C19 C18 116.15(13) . . ? C21 C20 C19 117.53(15) . . ? C20 C21 C22 120.14(15) . . ? O5 C22 C21 118.88(14) . . ? O5 C22 C17 121.80(14) . . ? C21 C22 C17 119.32(13) . . ? C24 C23 C11 119.69(14) . . ? C25 C24 C23 120.72(14) . . ? C24 C25 C26 119.89(13) . . ? C12 C26 C25 119.77(14) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.794 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.056 _vrf_DIFMX01_c:\tript2ee ; PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75 RESPONSE: There is one difference density peak of size 0.79 e -Ang3 with next largest 0.37 e -Ang3. It lies over the the diketo ring, 1.06 and 1.15 Ang from the alkene C atoms and 1.54 and 1.63 Ang from the carbonyl C atoms, but there is no chemically reasonable interpretation for this unless it is it is due to the significant distortion of the ring. ;