# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _publ_contact_author_name 'ProfD C.N.R. Rao' _publ_contact_author_address ; CPMU JNCASR CSIR Centre of Excellence in Chemis Bangalore Karnataka 560064 INDIA ; _publ_contact_author_email CNRRAO@JNCASR.AC.IN _publ_section_title ; 1, 2-, 1, 3- and 1, 4-Benzenedicarboxylates of Cd and Zn of different dimensionalities: Process of formation of the three-dimensional structure ; loop_ _publ_author_name C.N.R.Rao A.Thirumurugan data_sadcompoundIa _database_code_depnum_ccdc_archive 'CCDC 267489' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H14 Cd N2 O5' _chemical_formula_weight 450.71 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' Cd Cd -0.8075 1.2024 '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)/n 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 9.8105(2) _cell_length_b 9.9054(2) _cell_length_c 17.7854(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.7710(10) _cell_angle_gamma 90.00 _cell_volume 1691.98(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Rod _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.769 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 1.323 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.753727 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6704 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 23.26 _reflns_number_total 2435 _reflns_number_gt 2008 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0368P)^2^+0.1976P] 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 2435 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0257 _refine_ls_wR_factor_ref 0.0689 _refine_ls_wR_factor_gt 0.0651 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 Cd1 Cd 0.22575(3) 0.19438(3) 0.340285(15) 0.03362(12) Uani 1 1 d . . . N1 N 0.3887(3) 0.2359(3) 0.45198(17) 0.0341(7) Uani 1 1 d . . . N2 N 0.1991(3) 0.0325(3) 0.43394(17) 0.0352(7) Uani 1 1 d . . . O1 O 0.0304(3) 0.3090(3) 0.33974(18) 0.0504(8) Uani 1 1 d . . . O2 O 0.1186(3) 0.0470(3) 0.23995(15) 0.0478(7) Uani 1 1 d . . . O3 O 0.3615(3) 0.2706(3) 0.25049(17) 0.0491(7) Uani 1 1 d . . . O4 O 0.4224(3) 0.0759(3) 0.30537(15) 0.0446(7) Uani 1 1 d . . . O5 O 0.1915(3) 0.4679(3) 0.35194(15) 0.0473(7) Uani 1 1 d . . . C12 C 0.5465(4) 0.1478(4) 0.2125(2) 0.0343(9) Uani 1 1 d . . . C6 C 0.2849(4) 0.0453(3) 0.5039(2) 0.0335(9) Uani 1 1 d . . . C1 C 0.4879(4) 0.3298(4) 0.4555(2) 0.0431(10) Uani 1 1 d . . . H1 H 0.4822 0.3890 0.4144 0.052 Uiso 1 1 calc R . . C5 C 0.3965(4) 0.1493(4) 0.5109(2) 0.0307(8) Uani 1 1 d . . . C18 C 0.0683(4) 0.4315(4) 0.3426(2) 0.0364(9) Uani 1 1 d . . . C11 C 0.4365(4) 0.1657(4) 0.2596(2) 0.0344(9) Uani 1 1 d . . . C10 C 0.1008(4) -0.0638(4) 0.4248(2) 0.0443(10) Uani 1 1 d . . . H10 H 0.0426 -0.0736 0.3768 0.053 Uiso 1 1 calc R . . C9 C 0.0820(4) -0.1489(4) 0.4832(3) 0.0510(11) Uani 1 1 d . . . H9 H 0.0138 -0.2154 0.4745 0.061 Uiso 1 1 calc R . . C7 C 0.2690(4) -0.0368(4) 0.5652(2) 0.0439(10) Uani 1 1 d . . . H7 H 0.3276 -0.0265 0.6130 0.053 Uiso 1 1 calc R . . C2 C 0.5972(4) 0.3430(4) 0.5166(2) 0.0436(10) Uani 1 1 d . . . H2 H 0.6642 0.4095 0.5170 0.052 Uiso 1 1 calc R . . C17 C 0.5473(4) 0.0352(3) 0.1664(2) 0.0344(9) Uani 1 1 d . . . C13 C 0.6568(4) 0.2399(4) 0.2213(2) 0.0454(10) Uani 1 1 d . . . H13 H 0.6568 0.3153 0.2524 0.055 Uiso 1 1 calc R . . C16 C 0.6571(4) 0.0190(4) 0.1282(3) 0.0526(11) Uani 1 1 d . . . H16 H 0.6576 -0.0550 0.0960 0.063 Uiso 1 1 calc R . . C3 C 0.6054(4) 0.2554(4) 0.5772(2) 0.0407(10) Uani 1 1 d . . . H3 H 0.6779 0.2625 0.6198 0.049 Uiso 1 1 calc R . . C4 C 0.5058(4) 0.1573(4) 0.5744(2) 0.0380(9) Uani 1 1 d . . . H4 H 0.5113 0.0964 0.6147 0.046 Uiso 1 1 calc R . . C15 C 0.7639(4) 0.1099(5) 0.1372(3) 0.0619(13) Uani 1 1 d . . . H15 H 0.8361 0.0974 0.1112 0.074 Uiso 1 1 calc R . . C14 C 0.7651(4) 0.2196(5) 0.1843(3) 0.0578(13) Uani 1 1 d . . . H14 H 0.8391 0.2801 0.1913 0.069 Uiso 1 1 calc R . . C8 C 0.1659(5) -0.1334(4) 0.5542(3) 0.0509(11) Uani 1 1 d . . . H8 H 0.1532 -0.1877 0.5949 0.061 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 Cd1 0.03392(18) 0.03241(18) 0.03369(18) -0.00039(12) 0.00493(12) 0.00309(12) N1 0.0357(17) 0.0297(17) 0.0354(18) 0.0005(14) 0.0039(14) 0.0008(14) N2 0.0334(17) 0.0334(17) 0.0400(19) -0.0019(14) 0.0100(14) 0.0005(15) O1 0.0438(16) 0.0276(16) 0.082(2) -0.0013(14) 0.0177(15) 0.0042(13) O2 0.0454(16) 0.0447(16) 0.0491(17) -0.0090(13) 0.0000(13) 0.0001(13) O3 0.0583(18) 0.0362(16) 0.0578(18) 0.0069(14) 0.0237(14) 0.0126(15) O4 0.0475(16) 0.0471(17) 0.0411(16) 0.0120(14) 0.0135(13) 0.0025(13) O5 0.0303(15) 0.0499(18) 0.0599(18) 0.0141(14) 0.0049(12) 0.0001(13) C12 0.031(2) 0.033(2) 0.037(2) 0.0077(17) 0.0039(17) 0.0015(17) C6 0.037(2) 0.027(2) 0.039(2) -0.0013(17) 0.0127(17) 0.0085(17) C1 0.045(2) 0.034(2) 0.049(3) 0.0026(19) 0.007(2) -0.0032(19) C5 0.033(2) 0.029(2) 0.031(2) -0.0040(16) 0.0084(16) 0.0070(16) C18 0.041(2) 0.036(2) 0.034(2) 0.0004(17) 0.0110(17) 0.0055(19) C11 0.038(2) 0.031(2) 0.032(2) -0.0037(18) 0.0016(17) -0.0040(17) C10 0.036(2) 0.044(2) 0.054(3) -0.011(2) 0.0121(19) -0.0045(19) C9 0.046(3) 0.037(2) 0.076(3) 0.000(2) 0.025(2) -0.006(2) C7 0.053(2) 0.035(2) 0.045(2) 0.0070(19) 0.0135(19) 0.006(2) C2 0.038(2) 0.035(2) 0.055(3) -0.010(2) 0.004(2) -0.0044(18) C17 0.037(2) 0.025(2) 0.043(2) 0.0046(18) 0.0119(17) 0.0021(17) C13 0.049(3) 0.033(2) 0.054(3) 0.000(2) 0.010(2) -0.008(2) C16 0.050(3) 0.037(2) 0.079(3) -0.006(2) 0.032(2) -0.001(2) C3 0.033(2) 0.043(2) 0.042(2) -0.014(2) -0.0011(18) 0.006(2) C4 0.042(2) 0.036(2) 0.036(2) 0.0020(17) 0.0091(18) 0.0132(18) C15 0.046(3) 0.054(3) 0.095(4) 0.001(3) 0.037(3) -0.005(2) C14 0.043(3) 0.052(3) 0.082(3) 0.002(3) 0.020(2) -0.017(2) C8 0.063(3) 0.035(2) 0.062(3) 0.015(2) 0.029(2) 0.006(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 Cd1 O1 2.226(3) . ? Cd1 N1 2.319(3) . ? Cd1 N2 2.365(3) . ? Cd1 O2 2.378(3) . ? Cd1 O3 2.400(3) . ? Cd1 O4 2.444(2) . ? N1 C1 1.338(5) . ? N1 C5 1.344(5) . ? N2 C10 1.343(4) . ? N2 C6 1.359(4) . ? O1 C18 1.267(4) . ? O3 C11 1.265(4) . ? O4 C11 1.233(4) . ? O5 C18 1.239(4) . ? C12 C17 1.385(5) . ? C12 C13 1.400(5) . ? C12 C11 1.506(5) . ? C6 C7 1.393(5) . ? C6 C5 1.490(5) . ? C1 C2 1.368(5) . ? C5 C4 1.392(5) . ? C18 C17 1.514(5) 2 ? C10 C9 1.379(6) . ? C9 C8 1.368(6) . ? C7 C8 1.377(5) . ? C2 C3 1.374(6) . ? C17 C16 1.395(5) . ? C17 C18 1.514(5) 2_545 ? C13 C14 1.373(6) . ? C16 C15 1.366(5) . ? C3 C4 1.371(5) . ? C15 C14 1.371(7) . ? 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 O1 Cd1 N1 110.85(11) . . ? O1 Cd1 N2 97.47(10) . . ? N1 Cd1 N2 70.91(10) . . ? O1 Cd1 O2 93.52(10) . . ? N1 Cd1 O2 150.92(10) . . ? N2 Cd1 O2 90.97(10) . . ? O1 Cd1 O3 115.51(10) . . ? N1 Cd1 O3 97.76(10) . . ? N2 Cd1 O3 146.94(9) . . ? O2 Cd1 O3 85.07(10) . . ? O1 Cd1 O4 165.33(10) . . ? N1 Cd1 O4 82.00(9) . . ? N2 Cd1 O4 93.42(9) . . ? O2 Cd1 O4 76.44(9) . . ? O3 Cd1 O4 53.72(9) . . ? C1 N1 C5 118.8(3) . . ? C1 N1 Cd1 122.1(3) . . ? C5 N1 Cd1 118.3(2) . . ? C10 N2 C6 118.3(3) . . ? C10 N2 Cd1 125.2(3) . . ? C6 N2 Cd1 116.4(2) . . ? C18 O1 Cd1 104.0(2) . . ? C11 O3 Cd1 92.5(2) . . ? C11 O4 Cd1 91.3(2) . . ? C17 C12 C13 119.6(3) . . ? C17 C12 C11 121.0(3) . . ? C13 C12 C11 119.1(3) . . ? N2 C6 C7 120.9(3) . . ? N2 C6 C5 116.6(3) . . ? C7 C6 C5 122.4(3) . . ? N1 C1 C2 123.2(4) . . ? N1 C5 C4 120.5(3) . . ? N1 C5 C6 116.9(3) . . ? C4 C5 C6 122.6(3) . . ? O5 C18 O1 123.7(3) . . ? O5 C18 C17 120.3(3) . 2 ? O1 C18 C17 116.0(3) . 2 ? O4 C11 O3 122.5(3) . . ? O4 C11 C12 118.2(3) . . ? O3 C11 C12 119.4(3) . . ? N2 C10 C9 123.0(4) . . ? C8 C9 C10 118.7(4) . . ? C8 C7 C6 119.4(4) . . ? C1 C2 C3 118.3(4) . . ? C12 C17 C16 118.6(3) . . ? C12 C17 C18 120.9(3) . 2_545 ? C16 C17 C18 120.4(3) . 2_545 ? C14 C13 C12 120.5(4) . . ? C15 C16 C17 121.1(4) . . ? C4 C3 C2 119.4(4) . . ? C3 C4 C5 119.7(4) . . ? C16 C15 C14 120.4(4) . . ? C15 C14 C13 119.8(4) . . ? C9 C8 C7 119.6(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 23.26 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.452 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.070 data_sadcompoundIb _database_code_depnum_ccdc_archive 'CCDC 267490' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H14 Cd N2 O5' _chemical_formula_weight 450.71 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 10.4092(2) _cell_length_b 19.7245(5) _cell_length_c 8.4632(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1737.63(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.723 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 1.289 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.717804 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6895 _diffrn_reflns_av_R_equivalents 0.0242 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 23.17 _reflns_number_total 2406 _reflns_number_gt 2318 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0171P)^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 SHELXL _refine_ls_extinction_coef 0.0319(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 2406 _refine_ls_number_parameters 244 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0169 _refine_ls_R_factor_gt 0.0160 _refine_ls_wR_factor_ref 0.0372 _refine_ls_wR_factor_gt 0.0369 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.002 _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 Cd1 Cd 0.633351(13) 0.060591(7) 0.40097(5) 0.03249(9) Uani 1 1 d . . . O3 O 0.5050(2) -0.11059(11) 0.0608(2) 0.0456(6) Uani 1 1 d . . . O5 O 0.5464(2) 0.12059(13) 0.1920(3) 0.0469(6) Uani 1 1 d . . . O4 O 0.63027(17) -0.16675(11) -0.1094(5) 0.0647(6) Uani 1 1 d . . . N1 N 0.7685(2) 0.04882(12) 0.6255(3) 0.0411(6) Uani 1 1 d . . . O2 O 0.5642(2) -0.05573(9) 0.4402(2) 0.0432(6) Uani 1 1 d . . . O1 O 0.70296(19) -0.03131(10) 0.2511(2) 0.0450(5) Uani 1 1 d . . . N2 N 0.8271(2) 0.11693(11) 0.3592(2) 0.0377(7) Uani 1 1 d . . . C11 C 0.6419(3) -0.07365(15) 0.3333(4) 0.0333(7) Uani 1 1 d . . . C6 C 0.9183(3) 0.11404(13) 0.4710(3) 0.0369(6) Uani 1 1 d . . . C17 C 0.6678(2) -0.18061(13) 0.1651(3) 0.0333(6) Uani 1 1 d . . . C18 C 0.5957(3) -0.15049(14) 0.0262(3) 0.0362(6) Uani 1 1 d . . . C9 C 0.9648(3) 0.18357(19) 0.1951(5) 0.0673(10) Uani 1 1 d . . . H9 H 0.9777 0.2072 0.1014 0.081 Uiso 1 1 calc R . . C12 C 0.6768(2) -0.14770(14) 0.3106(3) 0.0330(6) Uani 1 1 d . . . C13 C 0.7368(3) -0.18004(15) 0.4377(3) 0.0452(8) Uani 1 1 d . . . H13 H 0.7405 -0.1590 0.5359 0.054 Uiso 1 1 calc R . . C15 C 0.7868(3) -0.27586(15) 0.2723(4) 0.0527(8) Uani 1 1 d . . . H15 H 0.8257 -0.3178 0.2579 0.063 Uiso 1 1 calc R . . C1 C 0.7314(3) 0.01824(18) 0.7592(4) 0.0556(8) Uani 1 1 d . . . H1 H 0.6510 -0.0023 0.7622 0.067 Uiso 1 1 calc R . . C16 C 0.7236(3) -0.24460(14) 0.1483(4) 0.0456(7) Uani 1 1 d . . . H16 H 0.7181 -0.2667 0.0515 0.055 Uiso 1 1 calc R . . C7 C 1.0366(3) 0.14547(17) 0.4469(4) 0.0562(10) Uani 1 1 d . . . H7 H 1.1004 0.1429 0.5236 0.067 Uiso 1 1 calc R . . C5 C 0.8854(3) 0.07863(15) 0.6203(4) 0.0394(7) Uani 1 1 d . . . C10 C 0.8503(3) 0.15042(18) 0.2237(4) 0.0555(9) Uani 1 1 d . . . H10 H 0.7868 0.1513 0.1464 0.067 Uiso 1 1 calc R . . C14 C 0.7915(3) -0.24442(14) 0.4166(5) 0.0532(8) Uani 1 1 d . . . H14 H 0.8314 -0.2659 0.5013 0.064 Uiso 1 1 calc R . . C8 C 1.0585(3) 0.1808(2) 0.3070(5) 0.0686(11) Uani 1 1 d . . . H8 H 1.1367 0.2025 0.2903 0.082 Uiso 1 1 calc R . . C2 C 0.8071(4) 0.01586(16) 0.8919(6) 0.0674(8) Uani 1 1 d . . . H2 H 0.7779 -0.0049 0.9839 0.081 Uiso 1 1 calc R . . C4 C 0.9669(3) 0.07650(18) 0.7495(5) 0.0570(9) Uani 1 1 d . . . H4 H 1.0479 0.0963 0.7444 0.068 Uiso 1 1 calc R . . C3 C 0.9265(4) 0.04473(18) 0.8857(7) 0.0709(11) Uani 1 1 d . . . H3 H 0.9803 0.0429 0.9733 0.085 Uiso 1 1 calc R . . H52 H 0.524(3) 0.1017(19) 0.107(5) 0.067(12) Uiso 1 1 d . . . H51 H 0.490(4) 0.1359(17) 0.241(4) 0.046(12) 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 Cd1 0.03025(12) 0.03449(12) 0.03272(12) -0.00273(14) -0.00034(14) -0.00230(6) O3 0.0423(13) 0.0577(14) 0.0367(13) -0.0016(11) -0.0040(9) 0.0169(11) O5 0.0456(14) 0.0585(15) 0.0367(14) -0.0031(11) -0.0062(12) 0.0038(11) O4 0.0685(13) 0.0897(14) 0.0359(14) -0.010(2) -0.0040(13) 0.0334(10) N1 0.0391(15) 0.0487(15) 0.0354(13) 0.0011(11) 0.0003(11) 0.0010(11) O2 0.0475(12) 0.0444(11) 0.0377(18) -0.0036(8) 0.0106(10) 0.0011(8) O1 0.0598(13) 0.0330(11) 0.0423(11) -0.0006(9) 0.0158(11) -0.0020(10) N2 0.0334(12) 0.0415(12) 0.038(2) -0.0005(10) 0.0037(10) -0.0045(9) C11 0.0345(16) 0.0373(16) 0.0279(14) -0.0007(12) -0.0045(13) -0.0020(12) C6 0.0260(14) 0.0384(15) 0.0462(16) -0.0084(12) 0.0004(13) 0.0023(12) C17 0.0274(14) 0.0333(14) 0.0390(16) 0.0018(12) -0.0011(12) -0.0041(12) C18 0.0330(14) 0.0389(15) 0.0367(16) -0.0011(13) -0.0003(13) -0.0022(13) C9 0.056(2) 0.080(2) 0.066(2) 0.012(2) 0.0144(19) -0.0160(19) C12 0.0291(14) 0.0339(16) 0.0361(16) 0.0045(13) 0.0012(13) -0.0049(12) C13 0.0505(16) 0.0462(16) 0.039(2) 0.0040(14) -0.0097(13) -0.0062(13) C15 0.0514(19) 0.0318(17) 0.075(2) 0.0027(16) -0.0107(17) 0.0043(14) C1 0.058(2) 0.064(2) 0.0449(19) 0.0073(17) 0.0022(16) -0.0036(16) C16 0.0453(18) 0.0357(17) 0.0557(19) -0.0090(14) -0.0033(15) -0.0025(13) C7 0.0322(16) 0.068(2) 0.068(3) -0.0055(17) -0.0057(15) -0.0081(14) C5 0.0339(17) 0.0389(15) 0.0454(18) -0.0078(14) -0.0055(13) 0.0081(12) C10 0.050(2) 0.070(2) 0.046(2) 0.0064(17) -0.0014(15) -0.0115(16) C14 0.0521(16) 0.0404(15) 0.067(2) 0.014(2) -0.021(2) 0.0006(12) C8 0.040(2) 0.082(3) 0.084(3) 0.006(2) 0.0115(19) -0.0220(18) C2 0.096(2) 0.0684(19) 0.0382(17) 0.009(3) 0.006(3) 0.0126(17) C4 0.049(2) 0.069(2) 0.053(2) -0.0041(18) -0.0152(18) 0.0034(16) C3 0.088(3) 0.074(2) 0.051(3) -0.011(3) -0.026(3) 0.0138(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 Cd1 O3 2.208(2) 2_655 ? Cd1 O5 2.313(2) . ? Cd1 O1 2.3282(19) . ? Cd1 N2 2.329(2) . ? Cd1 N1 2.376(2) . ? Cd1 O2 2.4274(18) . ? Cd1 C11 2.711(3) . ? O3 C18 1.264(4) . ? O3 Cd1 2.208(2) 2_654 ? O4 C18 1.245(5) . ? N1 C1 1.339(4) . ? N1 C5 1.351(4) . ? O2 C11 1.264(3) . ? O1 C11 1.259(3) . ? N2 C6 1.342(3) . ? N2 C10 1.345(4) . ? C11 C12 1.517(4) . ? C6 C7 1.394(4) . ? C6 C5 1.484(4) . ? C17 C12 1.395(4) . ? C17 C16 1.396(4) . ? C17 C18 1.516(4) . ? C9 C8 1.360(5) . ? C9 C10 1.382(5) . ? C12 C13 1.398(4) . ? C13 C14 1.403(4) . ? C15 C14 1.371(5) . ? C15 C16 1.384(4) . ? C1 C2 1.373(5) . ? C7 C8 1.393(5) . ? C5 C4 1.385(5) . ? C2 C3 1.368(5) . ? C4 C3 1.378(7) . ? 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 O3 Cd1 O5 89.14(10) 2_655 . ? O3 Cd1 O1 152.20(7) 2_655 . ? O5 Cd1 O1 95.93(9) . . ? O3 Cd1 N2 116.38(8) 2_655 . ? O5 Cd1 N2 88.76(8) . . ? O1 Cd1 N2 91.11(7) . . ? O3 Cd1 N1 86.55(8) 2_655 . ? O5 Cd1 N1 153.31(8) . . ? O1 Cd1 N1 100.10(8) . . ? N2 Cd1 N1 69.83(8) . . ? O3 Cd1 O2 98.34(7) 2_655 . ? O5 Cd1 O2 118.17(8) . . ? O1 Cd1 O2 55.31(6) . . ? N2 Cd1 O2 136.76(8) . . ? N1 Cd1 O2 88.52(8) . . ? O3 Cd1 C11 125.97(9) 2_655 . ? O5 Cd1 C11 110.56(9) . . ? O1 Cd1 C11 27.63(8) . . ? N2 Cd1 C11 113.91(8) . . ? N1 Cd1 C11 93.09(9) . . ? O2 Cd1 C11 27.80(7) . . ? C18 O3 Cd1 128.56(19) . 2_654 ? C1 N1 C5 118.9(3) . . ? C1 N1 Cd1 123.3(2) . . ? C5 N1 Cd1 117.7(2) . . ? C11 O2 Cd1 88.66(16) . . ? C11 O1 Cd1 93.34(18) . . ? C6 N2 C10 119.7(2) . . ? C6 N2 Cd1 119.02(17) . . ? C10 N2 Cd1 121.3(2) . . ? O1 C11 O2 122.2(3) . . ? O1 C11 C12 116.6(3) . . ? O2 C11 C12 120.8(3) . . ? O1 C11 Cd1 59.03(15) . . ? O2 C11 Cd1 63.54(15) . . ? C12 C11 Cd1 167.17(19) . . ? N2 C6 C7 120.2(3) . . ? N2 C6 C5 117.2(2) . . ? C7 C6 C5 122.6(3) . . ? C12 C17 C16 118.9(3) . . ? C12 C17 C18 122.4(2) . . ? C16 C17 C18 118.8(2) . . ? O4 C18 O3 126.2(3) . . ? O4 C18 C17 118.1(3) . . ? O3 C18 C17 115.7(2) . . ? C8 C9 C10 118.6(4) . . ? C17 C12 C13 119.8(2) . . ? C17 C12 C11 122.9(3) . . ? C13 C12 C11 116.7(3) . . ? C12 C13 C14 119.8(3) . . ? C14 C15 C16 119.5(3) . . ? N1 C1 C2 122.8(3) . . ? C15 C16 C17 121.5(3) . . ? C8 C7 C6 119.5(3) . . ? N1 C5 C4 120.9(3) . . ? N1 C5 C6 116.1(3) . . ? C4 C5 C6 123.0(3) . . ? N2 C10 C9 122.5(3) . . ? C15 C14 C13 120.5(3) . . ? C9 C8 C7 119.6(3) . . ? C3 C2 C1 118.4(4) . . ? C3 C4 C5 119.2(3) . . ? C2 C3 C4 119.9(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 23.17 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.214 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.050 data_sadcompoundII _database_code_depnum_ccdc_archive 'CCDC 267491' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H26 Cd2 N4 O9' _chemical_formula_weight 931.45 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' Cd Cd -0.8075 1.2024 '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 22.1574(4) _cell_length_b 10.1982(2) _cell_length_c 30.7709(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.3600(10) _cell_angle_gamma 90.00 _cell_volume 6792.00(19) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.822 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3696 _exptl_absorpt_coefficient_mu 1.320 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.826158 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13674 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0345 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 23.27 _reflns_number_total 4864 _reflns_number_gt 4077 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0245P)^2^+10.0340P] 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 4864 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0267 _refine_ls_wR_factor_ref 0.0655 _refine_ls_wR_factor_gt 0.0611 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 Cd1 Cd 0.086751(11) 0.32687(2) 0.475781(8) 0.03105(9) Uani 1 1 d . . . Cd2 Cd -0.029871(11) 0.67874(2) 0.302397(8) 0.03017(9) Uani 1 1 d . . . O3 O 0.13541(13) 0.3496(2) 0.42132(8) 0.0450(7) Uani 1 1 d . . . O2 O 0.08633(11) 0.4515(2) 0.53818(8) 0.0417(6) Uani 1 1 d . . . O5 O 0.01653(12) 0.4737(3) 0.43301(9) 0.0472(7) Uani 1 1 d . . . N1 N 0.12548(12) 0.1126(3) 0.49008(9) 0.0307(7) Uani 1 1 d . . . N2 N 0.00757(12) 0.1718(3) 0.44636(9) 0.0311(7) Uani 1 1 d . . . O1 O 0.17758(14) 0.3695(3) 0.53960(11) 0.0707(10) Uani 1 1 d . . . O13 O -0.09581(12) 0.5310(3) 0.31362(8) 0.0467(7) Uani 1 1 d . . . N4 N -0.07733(13) 0.8729(3) 0.27186(9) 0.0311(7) Uani 1 1 d . . . N3 N 0.02975(13) 0.8572(3) 0.33557(9) 0.0294(7) Uani 1 1 d . . . O12 O 0.05049(10) 0.5410(2) 0.34340(8) 0.0379(6) Uani 1 1 d . . . O11 O 0.06310(12) 0.6164(2) 0.27907(8) 0.0415(6) Uani 1 1 d . . . O4 O 0.15163(12) 0.5668(2) 0.42435(8) 0.0443(7) Uani 1 1 d . . . O14 O -0.09874(14) 0.6638(3) 0.36929(9) 0.0560(8) Uani 1 1 d . . . C12 C 0.08582(15) 0.0121(3) 0.47625(10) 0.0277(8) Uani 1 1 d . . . C31 C -0.04997(16) 0.9864(3) 0.28902(11) 0.0303(8) Uani 1 1 d . . . C11 C 0.02361(15) 0.0429(3) 0.45277(10) 0.0259(7) Uani 1 1 d . . . C47 C 0.14640(15) 0.4926(3) 0.32266(11) 0.0280(8) Uani 1 1 d . . . C41 C 0.15108(15) 0.4575(4) 0.40644(11) 0.0309(8) Uani 1 1 d . . . C52 C 0.17183(14) 0.5291(3) 0.59417(11) 0.0282(8) Uani 1 1 d . . . C53 C 0.21578(16) 0.6161(4) 0.58465(12) 0.0366(9) Uani 1 1 d . . . H53 H 0.2275 0.6099 0.5574 0.044 Uiso 1 1 calc R . . C57 C 0.15656(14) 0.5360(3) 0.63581(11) 0.0264(7) Uani 1 1 d . . . C51 C 0.14340(17) 0.4399(3) 0.55591(11) 0.0342(8) Uani 1 1 d . . . C21 C 0.08346(17) 0.8497(4) 0.36456(12) 0.0362(9) Uani 1 1 d . . . H21 H 0.0988 0.7674 0.3742 0.043 Uiso 1 1 calc R . . C7 C -0.01701(16) -0.0594(3) 0.43611(11) 0.0319(8) Uani 1 1 d . . . C54 C 0.24246(16) 0.7115(4) 0.61466(13) 0.0418(10) Uani 1 1 d . . . H54 H 0.2711 0.7696 0.6074 0.050 Uiso 1 1 calc R . . C28 C -0.12821(18) 1.1127(4) 0.24113(13) 0.0469(10) Uani 1 1 d . . . H28 H -0.1457 1.1925 0.2305 0.056 Uiso 1 1 calc R . . C29 C -0.15483(18) 0.9992(4) 0.22423(13) 0.0451(10) Uani 1 1 d . . . H29 H -0.1907 1.0004 0.2021 0.054 Uiso 1 1 calc R . . C5 C 0.06079(18) -0.2218(4) 0.46582(12) 0.0413(10) Uani 1 1 d . . . H5 H 0.0729 -0.3089 0.4706 0.050 Uiso 1 1 calc R . . C48 C 0.08287(16) 0.5538(3) 0.31459(11) 0.0299(8) Uani 1 1 d . . . C8 C -0.07566(16) -0.0266(4) 0.41175(12) 0.0402(9) Uani 1 1 d . . . H8 H -0.1039 -0.0921 0.4004 0.048 Uiso 1 1 calc R . . C46 C 0.17528(16) 0.4798(4) 0.28710(12) 0.0366(9) Uani 1 1 d . . . H46 H 0.1561 0.5128 0.2594 0.044 Uiso 1 1 calc R . . C30 C -0.12819(17) 0.8809(4) 0.24019(12) 0.0401(9) Uani 1 1 d . . . H30 H -0.1469 0.8036 0.2281 0.048 Uiso 1 1 calc R . . C9 C -0.09123(17) 0.1014(4) 0.40470(13) 0.0458(10) Uani 1 1 d . . . H9 H -0.1299 0.1246 0.3880 0.055 Uiso 1 1 calc R . . C4 C 0.10414(17) -0.1191(4) 0.48163(11) 0.0345(9) Uani 1 1 d . . . C42 C 0.17531(15) 0.4435(3) 0.36433(11) 0.0296(8) Uani 1 1 d . . . C58 C -0.11343(15) 0.5613(3) 0.34887(11) 0.0298(8) Uani 1 1 d . . . C10 C -0.04878(17) 0.1978(4) 0.42279(13) 0.0439(10) Uani 1 1 d . . . H10 H -0.0605 0.2851 0.4181 0.053 Uiso 1 1 calc R . . C3 C 0.16649(18) -0.1452(4) 0.50093(13) 0.0435(10) Uani 1 1 d . . . H3 H 0.1805 -0.2313 0.5047 0.052 Uiso 1 1 calc R . . C1 C 0.18375(17) 0.0841(4) 0.50841(12) 0.0413(9) Uani 1 1 d . . . H1 H 0.2110 0.1528 0.5179 0.050 Uiso 1 1 calc R . . C22 C 0.11749(17) 0.9601(4) 0.38095(12) 0.0422(10) Uani 1 1 d . . . H22 H 0.1558 0.9506 0.4001 0.051 Uiso 1 1 calc R . . C6 C 0.00300(18) -0.1936(4) 0.44426(12) 0.0397(9) Uani 1 1 d . . . H6 H -0.0246 -0.2614 0.4344 0.048 Uiso 1 1 calc R . . C2 C 0.20622(18) -0.0440(4) 0.51410(13) 0.0473(10) Uani 1 1 d . . . H2 H 0.2476 -0.0598 0.5267 0.057 Uiso 1 1 calc R . . C27 C -0.07415(17) 1.1103(4) 0.27480(12) 0.0368(9) Uani 1 1 d . . . C32 C 0.00717(15) 0.9786(3) 0.32226(11) 0.0289(8) Uani 1 1 d . . . C24 C 0.03761(17) 1.0939(3) 0.33867(12) 0.0354(9) Uani 1 1 d . . . C23 C 0.09513(18) 1.0819(4) 0.36913(12) 0.0410(10) Uani 1 1 d . . . H23 H 0.1172 1.1561 0.3808 0.049 Uiso 1 1 calc R . . C43 C 0.23234(17) 0.3797(4) 0.36830(13) 0.0455(10) Uani 1 1 d . . . H43 H 0.2518 0.3450 0.3957 0.055 Uiso 1 1 calc R . . C56 C 0.18409(15) 0.6323(3) 0.66573(11) 0.0322(8) Uani 1 1 d . . . H56 H 0.1737 0.6378 0.6934 0.039 Uiso 1 1 calc R . . C45 C 0.23196(17) 0.4189(4) 0.29197(13) 0.0456(10) Uani 1 1 d . . . H45 H 0.2510 0.4127 0.2679 0.055 Uiso 1 1 calc R . . C44 C 0.26012(18) 0.3674(4) 0.33265(14) 0.0522(11) Uani 1 1 d . . . H44 H 0.2978 0.3244 0.3360 0.063 Uiso 1 1 calc R . . C25 C 0.0106(2) 1.2186(4) 0.32452(14) 0.0462(10) Uani 1 1 d . . . H25 H 0.0301 1.2950 0.3367 0.055 Uiso 1 1 calc R . . C26 C -0.0425(2) 1.2267(4) 0.29402(14) 0.0495(11) Uani 1 1 d . . . H26 H -0.0590 1.3086 0.2851 0.059 Uiso 1 1 calc R . . C55 C 0.22647(16) 0.7197(4) 0.65530(13) 0.0391(9) Uani 1 1 d . . . H55 H 0.2440 0.7837 0.6756 0.047 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 Cd1 0.03685(16) 0.02722(16) 0.02873(16) -0.00190(11) 0.00619(11) -0.00007(11) Cd2 0.03133(16) 0.02323(15) 0.03616(17) -0.00002(11) 0.00765(12) -0.00157(11) O3 0.0639(18) 0.0325(15) 0.0444(16) 0.0058(12) 0.0248(14) -0.0008(13) O2 0.0379(15) 0.0456(16) 0.0379(15) -0.0098(12) -0.0004(12) -0.0016(12) O5 0.0477(16) 0.0371(15) 0.0557(17) 0.0098(13) 0.0085(13) 0.0092(13) N1 0.0318(17) 0.0298(16) 0.0298(16) 0.0000(13) 0.0053(13) -0.0013(14) N2 0.0304(17) 0.0306(17) 0.0321(16) -0.0004(13) 0.0062(13) 0.0047(13) O1 0.0540(19) 0.079(2) 0.077(2) -0.0434(19) 0.0110(16) 0.0080(17) O13 0.0577(17) 0.0496(17) 0.0387(16) -0.0072(13) 0.0233(13) -0.0195(14) N4 0.0304(16) 0.0302(17) 0.0327(17) 0.0006(13) 0.0066(13) -0.0010(13) N3 0.0343(17) 0.0281(17) 0.0270(16) -0.0041(13) 0.0093(13) 0.0006(13) O12 0.0326(14) 0.0345(14) 0.0476(16) 0.0091(12) 0.0110(12) 0.0049(11) O11 0.0519(16) 0.0420(15) 0.0292(14) 0.0040(12) 0.0059(12) 0.0151(13) O4 0.0508(16) 0.0364(16) 0.0483(16) -0.0106(13) 0.0166(13) -0.0040(12) O14 0.081(2) 0.0427(17) 0.0470(17) -0.0119(14) 0.0190(15) -0.0327(15) C12 0.0319(19) 0.030(2) 0.0225(18) 0.0019(15) 0.0097(15) 0.0008(16) C31 0.037(2) 0.029(2) 0.0289(19) -0.0033(16) 0.0155(16) -0.0008(16) C11 0.0313(19) 0.0235(19) 0.0240(18) -0.0012(14) 0.0082(14) -0.0002(15) C47 0.0273(18) 0.0239(19) 0.032(2) -0.0026(15) 0.0053(15) -0.0045(15) C41 0.0261(19) 0.034(2) 0.030(2) 0.0032(17) 0.0019(15) 0.0031(16) C52 0.0249(18) 0.0277(18) 0.031(2) -0.0006(15) 0.0031(15) 0.0020(15) C53 0.034(2) 0.041(2) 0.036(2) 0.0063(18) 0.0106(16) 0.0001(18) C57 0.0228(17) 0.0264(18) 0.0277(19) 0.0012(15) 0.0004(14) 0.0004(15) C51 0.040(2) 0.032(2) 0.032(2) -0.0012(16) 0.0111(18) -0.0008(17) C21 0.038(2) 0.039(2) 0.031(2) -0.0029(17) 0.0076(17) 0.0059(17) C7 0.035(2) 0.034(2) 0.0267(19) -0.0006(16) 0.0079(16) -0.0021(16) C54 0.031(2) 0.035(2) 0.058(3) 0.010(2) 0.0063(18) -0.0090(17) C28 0.050(3) 0.041(2) 0.052(3) 0.017(2) 0.017(2) 0.018(2) C29 0.037(2) 0.056(3) 0.043(2) 0.008(2) 0.0079(18) 0.008(2) C5 0.057(3) 0.022(2) 0.044(2) 0.0042(17) 0.009(2) 0.0033(18) C48 0.038(2) 0.0216(19) 0.029(2) -0.0052(16) 0.0044(17) -0.0021(15) C8 0.033(2) 0.047(3) 0.040(2) -0.0062(19) 0.0065(17) -0.0073(18) C46 0.036(2) 0.045(2) 0.028(2) -0.0012(17) 0.0059(16) -0.0030(18) C30 0.039(2) 0.040(2) 0.043(2) -0.0023(19) 0.0115(19) -0.0037(19) C9 0.027(2) 0.054(3) 0.051(3) -0.004(2) -0.0015(18) 0.005(2) C4 0.042(2) 0.032(2) 0.029(2) 0.0035(16) 0.0069(16) 0.0044(18) C42 0.0286(19) 0.029(2) 0.031(2) -0.0026(15) 0.0060(15) -0.0024(15) C58 0.0278(19) 0.031(2) 0.027(2) 0.0053(16) -0.0019(15) -0.0024(16) C10 0.037(2) 0.040(2) 0.053(3) 0.0009(19) 0.0056(19) 0.0080(18) C3 0.052(3) 0.033(2) 0.042(2) 0.0030(18) 0.0028(19) 0.0151(19) C1 0.032(2) 0.045(2) 0.044(2) -0.0007(19) 0.0004(18) -0.0009(18) C22 0.038(2) 0.054(3) 0.036(2) -0.013(2) 0.0103(17) -0.003(2) C6 0.051(2) 0.030(2) 0.040(2) -0.0032(17) 0.0122(19) -0.0084(18) C2 0.040(2) 0.058(3) 0.039(2) 0.000(2) -0.0032(18) 0.015(2) C27 0.049(2) 0.031(2) 0.035(2) 0.0042(17) 0.0172(18) 0.0063(18) C32 0.038(2) 0.0259(19) 0.0258(19) -0.0021(15) 0.0143(15) 0.0003(16) C24 0.046(2) 0.032(2) 0.033(2) -0.0065(17) 0.0181(18) -0.0083(18) C23 0.051(2) 0.041(2) 0.034(2) -0.0146(18) 0.0152(18) -0.015(2) C43 0.039(2) 0.061(3) 0.034(2) 0.001(2) 0.0033(18) 0.009(2) C56 0.033(2) 0.033(2) 0.0274(19) -0.0017(16) 0.0011(15) -0.0016(16) C45 0.037(2) 0.065(3) 0.039(2) -0.008(2) 0.0173(18) -0.001(2) C44 0.031(2) 0.075(3) 0.049(3) -0.010(2) 0.0059(19) 0.012(2) C25 0.066(3) 0.025(2) 0.050(3) -0.0075(18) 0.019(2) -0.011(2) C26 0.070(3) 0.022(2) 0.061(3) 0.0037(19) 0.024(2) 0.007(2) C55 0.036(2) 0.030(2) 0.046(2) -0.0050(18) -0.0016(18) -0.0060(17) _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 Cd1 O3 2.190(2) . ? Cd1 O2 2.304(2) . ? Cd1 O5 2.349(2) . ? Cd1 N1 2.355(3) . ? Cd1 N2 2.391(3) . ? Cd1 O1 2.531(3) . ? Cd2 O13 2.177(2) . ? Cd2 N4 2.342(3) . ? Cd2 N3 2.350(3) . ? Cd2 O12 2.403(2) . ? Cd2 O11 2.407(2) . ? Cd2 O11 2.538(2) 2 ? Cd2 C48 2.757(3) . ? O3 C41 1.268(4) . ? O2 C51 1.271(4) . ? N1 C1 1.326(4) . ? N1 C12 1.357(4) . ? N2 C10 1.329(4) . ? N2 C11 1.365(4) . ? O1 C51 1.226(4) . ? O13 C58 1.267(4) . ? N4 C30 1.325(4) . ? N4 C31 1.359(4) . ? N3 C21 1.328(4) . ? N3 C32 1.365(4) . ? O12 C48 1.261(4) . ? O11 C48 1.261(4) . ? O11 Cd2 2.538(2) 2 ? O4 C41 1.243(4) . ? O14 C58 1.227(4) . ? C12 C4 1.398(5) . ? C12 C11 1.447(4) . ? C31 C27 1.406(5) . ? C31 C32 1.449(5) . ? C11 C7 1.401(5) . ? C47 C46 1.387(5) . ? C47 C42 1.398(5) . ? C47 C48 1.511(5) . ? C41 C42 1.512(5) . ? C52 C53 1.394(5) . ? C52 C57 1.395(5) . ? C52 C51 1.514(5) . ? C53 C54 1.383(5) . ? C57 C56 1.394(4) . ? C57 C58 1.521(5) 5_566 ? C21 C22 1.389(5) . ? C7 C8 1.395(5) . ? C7 C6 1.443(5) . ? C54 C55 1.373(5) . ? C28 C29 1.352(6) . ? C28 C27 1.406(5) . ? C29 C30 1.386(5) . ? C5 C6 1.341(5) . ? C5 C4 1.434(5) . ? C8 C9 1.356(6) . ? C46 C45 1.380(5) . ? C9 C10 1.392(5) . ? C4 C3 1.407(5) . ? C42 C43 1.403(5) . ? C58 C57 1.521(5) 5_566 ? C3 C2 1.361(5) . ? C1 C2 1.395(5) . ? C22 C23 1.358(5) . ? C27 C26 1.440(6) . ? C32 C24 1.396(5) . ? C24 C23 1.416(5) . ? C24 C25 1.433(5) . ? C43 C44 1.374(5) . ? C56 C55 1.381(5) . ? C45 C44 1.378(5) . ? C25 C26 1.340(6) . ? 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 O3 Cd1 O2 132.03(9) . . ? O3 Cd1 O5 83.07(9) . . ? O2 Cd1 O5 89.72(9) . . ? O3 Cd1 N1 91.26(9) . . ? O2 Cd1 N1 114.99(9) . . ? O5 Cd1 N1 150.16(9) . . ? O3 Cd1 N2 102.82(10) . . ? O2 Cd1 N2 123.14(9) . . ? O5 Cd1 N2 82.24(9) . . ? N1 Cd1 N2 70.46(9) . . ? O3 Cd1 O1 97.79(11) . . ? O2 Cd1 O1 53.34(9) . . ? O5 Cd1 O1 130.28(10) . . ? N1 Cd1 O1 79.46(10) . . ? N2 Cd1 O1 143.57(11) . . ? O13 Cd2 N4 112.93(10) . . ? O13 Cd2 N3 143.23(9) . . ? N4 Cd2 N3 71.44(10) . . ? O13 Cd2 O12 87.66(9) . . ? N4 Cd2 O12 157.43(9) . . ? N3 Cd2 O12 86.58(9) . . ? O13 Cd2 O11 120.72(9) . . ? N4 Cd2 O11 116.29(9) . . ? N3 Cd2 O11 84.07(9) . . ? O12 Cd2 O11 54.34(8) . . ? O13 Cd2 O11 85.45(9) . 2 ? N4 Cd2 O11 78.76(9) . 2 ? N3 Cd2 O11 129.82(9) . 2 ? O12 Cd2 O11 113.45(9) . 2 ? O11 Cd2 O11 74.05(10) . 2 ? O13 Cd2 C48 106.13(10) . . ? N4 Cd2 C48 139.56(10) . . ? N3 Cd2 C48 83.70(9) . . ? O12 Cd2 C48 27.19(9) . . ? O11 Cd2 C48 27.19(9) . . ? O11 Cd2 C48 94.67(9) 2 . ? C41 O3 Cd1 125.9(2) . . ? C51 O2 Cd1 97.2(2) . . ? C1 N1 C12 118.3(3) . . ? C1 N1 Cd1 124.5(2) . . ? C12 N1 Cd1 117.1(2) . . ? C10 N2 C11 117.1(3) . . ? C10 N2 Cd1 127.0(2) . . ? C11 N2 Cd1 115.8(2) . . ? C51 O1 Cd1 87.7(2) . . ? C58 O13 Cd2 107.9(2) . . ? C30 N4 C31 118.1(3) . . ? C30 N4 Cd2 125.8(3) . . ? C31 N4 Cd2 116.1(2) . . ? C21 N3 C32 118.2(3) . . ? C21 N3 Cd2 125.9(2) . . ? C32 N3 Cd2 115.9(2) . . ? C48 O12 Cd2 92.3(2) . . ? C48 O11 Cd2 92.1(2) . . ? C48 O11 Cd2 163.1(2) . 2 ? Cd2 O11 Cd2 98.19(8) . 2 ? N1 C12 C4 122.2(3) . . ? N1 C12 C11 118.5(3) . . ? C4 C12 C11 119.2(3) . . ? N4 C31 C27 122.4(3) . . ? N4 C31 C32 118.5(3) . . ? C27 C31 C32 119.1(3) . . ? N2 C11 C7 122.5(3) . . ? N2 C11 C12 118.1(3) . . ? C7 C11 C12 119.3(3) . . ? C46 C47 C42 119.4(3) . . ? C46 C47 C48 118.7(3) . . ? C42 C47 C48 121.8(3) . . ? O4 C41 O3 126.5(3) . . ? O4 C41 C42 119.5(3) . . ? O3 C41 C42 113.8(3) . . ? C53 C52 C57 118.6(3) . . ? C53 C52 C51 114.3(3) . . ? C57 C52 C51 127.0(3) . . ? C54 C53 C52 121.7(3) . . ? C56 C57 C52 118.9(3) . . ? C56 C57 C58 118.0(3) . 5_566 ? C52 C57 C58 122.9(3) . 5_566 ? O1 C51 O2 121.6(3) . . ? O1 C51 C52 118.6(3) . . ? O2 C51 C52 119.2(3) . . ? N3 C21 C22 122.4(4) . . ? C8 C7 C11 118.0(3) . . ? C8 C7 C6 122.5(3) . . ? C11 C7 C6 119.5(3) . . ? C55 C54 C53 119.6(3) . . ? C29 C28 C27 120.1(4) . . ? C28 C29 C30 119.4(4) . . ? C6 C5 C4 120.7(4) . . ? O11 C48 O12 121.2(3) . . ? O11 C48 C47 119.4(3) . . ? O12 C48 C47 119.5(3) . . ? O11 C48 Cd2 60.75(17) . . ? O12 C48 Cd2 60.55(17) . . ? C47 C48 Cd2 176.6(2) . . ? C9 C8 C7 119.5(4) . . ? C45 C46 C47 121.3(3) . . ? N4 C30 C29 123.0(4) . . ? C8 C9 C10 119.3(4) . . ? C12 C4 C3 117.7(3) . . ? C12 C4 C5 120.2(3) . . ? C3 C4 C5 122.1(3) . . ? C47 C42 C43 118.3(3) . . ? C47 C42 C41 125.1(3) . . ? C43 C42 C41 116.6(3) . . ? O14 C58 O13 123.3(3) . . ? O14 C58 C57 120.8(3) . 5_566 ? O13 C58 C57 115.8(3) . 5_566 ? N2 C10 C9 123.6(4) . . ? C2 C3 C4 119.7(3) . . ? N1 C1 C2 123.2(4) . . ? C23 C22 C21 120.4(4) . . ? C5 C6 C7 121.0(3) . . ? C3 C2 C1 118.8(3) . . ? C31 C27 C28 116.9(4) . . ? C31 C27 C26 119.6(3) . . ? C28 C27 C26 123.5(4) . . ? N3 C32 C24 122.6(3) . . ? N3 C32 C31 118.0(3) . . ? C24 C32 C31 119.4(3) . . ? C32 C24 C23 117.6(3) . . ? C32 C24 C25 120.0(3) . . ? C23 C24 C25 122.4(3) . . ? C22 C23 C24 118.8(3) . . ? C44 C43 C42 121.5(4) . . ? C55 C56 C57 121.6(3) . . ? C44 C45 C46 119.6(4) . . ? C43 C44 C45 119.8(4) . . ? C26 C25 C24 120.9(4) . . ? C25 C26 C27 121.0(4) . . ? C54 C55 C56 119.5(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 23.27 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.427 _refine_diff_density_min -0.777 _refine_diff_density_rms 0.192 data_sadCompoundIII _database_code_depnum_ccdc_archive 'CCDC 267492' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H16 N2 O6 Zn' _chemical_formula_weight 445.72 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' Zn Zn 0.2839 1.4301 '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)/n 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 9.643 _cell_length_b 8.97960(10) _cell_length_c 21.4183(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.7590(10) _cell_angle_gamma 90.00 _cell_volume 1854.43(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Rod _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.366 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.874524 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7392 _diffrn_reflns_av_R_equivalents 0.0191 _diffrn_reflns_av_sigmaI/netI 0.0233 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 23.23 _reflns_number_total 2648 _reflns_number_gt 2364 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0383P)^2^+1.2396P] 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 2648 _refine_ls_number_parameters 278 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0722 _refine_ls_wR_factor_gt 0.0701 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 Zn1 Zn 0.80574(3) 0.60871(3) 0.161393(13) 0.02940(12) Uani 1 1 d . . . O3 O 0.96350(18) 0.75273(19) 0.16158(9) 0.0356(4) Uani 1 1 d . . . O2 O 0.65836(18) 0.70065(19) 0.22342(8) 0.0362(4) Uani 1 1 d . . . O5 O 0.9126(2) 0.4853(3) 0.23117(10) 0.0371(5) Uani 1 1 d . . . O1 O 0.60888(19) 0.4707(2) 0.19608(9) 0.0406(5) Uani 1 1 d . . . O4 O 0.82505(19) 0.9505(2) 0.15658(10) 0.0481(5) Uani 1 1 d . . . O100 O 0.6225(3) 1.1657(3) 0.16136(11) 0.0466(5) Uani 1 1 d . . . N2 N 0.6798(2) 0.6720(2) 0.08162(10) 0.0343(5) Uani 1 1 d . . . N1 N 0.8656(2) 0.4500(2) 0.09212(9) 0.0303(5) Uani 1 1 d . . . C22 C 0.4545(2) 0.5894(3) 0.26563(11) 0.0277(5) Uani 1 1 d . . . C4 C 0.8405(3) 0.3890(3) -0.01779(13) 0.0397(7) Uani 1 1 d . . . C28 C 0.9385(3) 0.8916(3) 0.16626(11) 0.0289(6) Uani 1 1 d . . . C1 C 0.9588(3) 0.3422(3) 0.09800(13) 0.0394(6) Uani 1 1 d . . . H1 H 0.9987 0.3247 0.1371 0.047 Uiso 1 1 calc R . . C21 C 0.5824(3) 0.5856(3) 0.22608(11) 0.0299(6) Uani 1 1 d . . . C7 C 0.6356(3) 0.6145(3) -0.02769(13) 0.0407(7) Uani 1 1 d . . . C27 C 0.4404(2) 0.4891(3) 0.31509(11) 0.0268(5) Uani 1 1 d . . . C11 C 0.7039(3) 0.5897(3) 0.02982(12) 0.0330(6) Uani 1 1 d . . . C12 C 0.8058(3) 0.4727(3) 0.03496(11) 0.0317(6) Uani 1 1 d . . . C23 C 0.3470(3) 0.6866(3) 0.25072(13) 0.0389(6) Uani 1 1 d . . . H23 H 0.3570 0.7544 0.2182 0.047 Uiso 1 1 calc R . . C10 C 0.5839(3) 0.7779(3) 0.07841(15) 0.0451(7) Uani 1 1 d . . . H10 H 0.5675 0.8354 0.1137 0.054 Uiso 1 1 calc R . . C2 C 0.9993(3) 0.2538(3) 0.04774(14) 0.0470(7) Uani 1 1 d . . . H2 H 1.0650 0.1791 0.0535 0.056 Uiso 1 1 calc R . . C26 C 0.3172(3) 0.4872(3) 0.34783(12) 0.0354(6) Uani 1 1 d . . . H26 H 0.3067 0.4200 0.3805 0.043 Uiso 1 1 calc R . . C3 C 0.9416(3) 0.2779(3) -0.00983(14) 0.0462(7) Uani 1 1 d . . . H3 H 0.9692 0.2209 -0.0437 0.055 Uiso 1 1 calc R . . C5 C 0.7730(3) 0.4221(4) -0.07662(14) 0.0501(8) Uani 1 1 d . . . H5 H 0.7984 0.3699 -0.1122 0.060 Uiso 1 1 calc R . . C9 C 0.5068(3) 0.8060(4) 0.02402(16) 0.0526(8) Uani 1 1 d . . . H9 H 0.4380 0.8786 0.0237 0.063 Uiso 1 1 calc R . . C8 C 0.5333(3) 0.7259(4) -0.02890(15) 0.0521(8) Uani 1 1 d . . . H8 H 0.4836 0.7452 -0.0655 0.062 Uiso 1 1 calc R . . C6 C 0.6739(3) 0.5271(4) -0.08102(13) 0.0502(8) Uani 1 1 d . . . H6 H 0.6294 0.5435 -0.1192 0.060 Uiso 1 1 calc R . . C25 C 0.2101(3) 0.5829(3) 0.33287(14) 0.0434(7) Uani 1 1 d . . . H25 H 0.1284 0.5802 0.3555 0.052 Uiso 1 1 calc R . . C24 C 0.2241(3) 0.6830(3) 0.28428(15) 0.0464(7) Uani 1 1 d . . . H24 H 0.1519 0.7475 0.2740 0.056 Uiso 1 1 calc R . . H52 H 0.878(4) 0.408(4) 0.2420(16) 0.055(11) Uiso 1 1 d . . . H51 H 0.918(3) 0.536(4) 0.2588(17) 0.053(12) Uiso 1 1 d . . . H102 H 0.691(4) 1.133(4) 0.1589(19) 0.072(15) Uiso 1 1 d . . . H101 H 0.628(4) 1.251(5) 0.1782(19) 0.079(14) 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 Zn1 0.03206(19) 0.03069(19) 0.02543(18) -0.00128(12) -0.00087(12) -0.00070(12) O3 0.0362(10) 0.0256(10) 0.0449(11) -0.0052(8) 0.0036(8) -0.0010(8) O2 0.0372(10) 0.0330(10) 0.0385(10) 0.0033(8) 0.0052(8) -0.0042(8) O5 0.0457(12) 0.0331(12) 0.0324(12) 0.0018(10) -0.0045(9) -0.0013(10) O1 0.0479(11) 0.0346(11) 0.0393(11) -0.0036(9) 0.0065(9) 0.0047(9) O4 0.0331(11) 0.0354(11) 0.0755(15) -0.0075(10) -0.0132(10) 0.0004(9) O100 0.0436(14) 0.0422(14) 0.0536(14) 0.0006(11) -0.0149(10) 0.0044(11) N2 0.0353(12) 0.0338(12) 0.0338(12) 0.0041(10) -0.0030(9) -0.0001(10) N1 0.0334(12) 0.0319(12) 0.0256(11) 0.0014(9) -0.0018(9) -0.0016(9) C22 0.0277(13) 0.0254(13) 0.0300(13) -0.0028(11) -0.0031(10) -0.0014(11) C4 0.0497(17) 0.0396(16) 0.0298(15) -0.0041(12) 0.0005(12) -0.0137(14) C28 0.0315(14) 0.0302(15) 0.0249(13) -0.0013(11) 0.0026(11) -0.0020(11) C1 0.0463(16) 0.0388(16) 0.0329(15) 0.0049(12) -0.0008(12) 0.0032(14) C21 0.0325(14) 0.0320(15) 0.0252(13) 0.0060(11) -0.0040(11) 0.0039(12) C7 0.0395(16) 0.0478(17) 0.0345(15) 0.0134(13) -0.0113(12) -0.0144(13) C27 0.0284(13) 0.0238(13) 0.0281(13) -0.0020(10) -0.0014(10) -0.0018(10) C11 0.0338(14) 0.0363(15) 0.0288(14) 0.0072(12) -0.0033(11) -0.0101(12) C12 0.0366(14) 0.0326(14) 0.0258(14) 0.0020(11) -0.0029(11) -0.0099(11) C23 0.0389(16) 0.0360(15) 0.0416(16) 0.0071(13) -0.0063(12) 0.0040(13) C10 0.0442(17) 0.0416(17) 0.0494(18) 0.0069(14) -0.0009(14) 0.0030(14) C2 0.0582(19) 0.0409(17) 0.0420(18) -0.0014(14) 0.0043(14) 0.0094(14) C26 0.0355(15) 0.0347(15) 0.0361(15) 0.0013(12) 0.0023(12) -0.0019(12) C3 0.0595(19) 0.0410(16) 0.0385(17) -0.0096(13) 0.0100(14) -0.0003(14) C5 0.067(2) 0.0552(19) 0.0275(15) -0.0047(14) -0.0064(14) -0.0172(17) C9 0.0421(17) 0.0533(19) 0.062(2) 0.0211(17) -0.0063(15) 0.0053(15) C8 0.0463(18) 0.062(2) 0.0474(19) 0.0229(17) -0.0177(15) -0.0105(16) C6 0.059(2) 0.060(2) 0.0307(16) 0.0072(15) -0.0158(14) -0.0190(17) C25 0.0266(14) 0.0503(18) 0.0536(19) -0.0009(15) 0.0053(13) 0.0040(13) C24 0.0336(15) 0.0463(17) 0.059(2) 0.0023(16) -0.0064(14) 0.0113(13) _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 Zn1 O3 1.9966(17) . ? Zn1 O5 2.1173(19) . ? Zn1 O2 2.1252(18) . ? Zn1 N1 2.142(2) . ? Zn1 N2 2.159(2) . ? Zn1 O1 2.3936(19) . ? Zn1 C21 2.585(3) . ? O3 C28 1.274(3) . ? O2 C21 1.268(3) . ? O1 C21 1.244(3) . ? O4 C28 1.230(3) . ? N2 C10 1.328(4) . ? N2 C11 1.355(4) . ? N1 C1 1.325(3) . ? N1 C12 1.362(3) . ? C22 C23 1.390(4) . ? C22 C27 1.398(3) . ? C22 C21 1.505(4) . ? C4 C12 1.401(4) . ? C4 C3 1.404(4) . ? C4 C5 1.442(4) . ? C28 C27 1.509(3) 2_655 ? C1 C2 1.397(4) . ? C7 C8 1.405(4) . ? C7 C11 1.407(4) . ? C7 C6 1.438(4) . ? C27 C26 1.388(4) . ? C27 C28 1.509(3) 2_645 ? C11 C12 1.441(4) . ? C23 C24 1.394(4) . ? C10 C9 1.397(4) . ? C2 C3 1.363(4) . ? C26 C25 1.378(4) . ? C5 C6 1.345(4) . ? C9 C8 1.369(5) . ? C25 C24 1.383(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 O3 Zn1 O5 88.52(8) . . ? O3 Zn1 O2 105.25(7) . . ? O5 Zn1 O2 94.90(8) . . ? O3 Zn1 N1 102.70(7) . . ? O5 Zn1 N1 90.42(9) . . ? O2 Zn1 N1 151.66(7) . . ? O3 Zn1 N2 104.57(8) . . ? O5 Zn1 N2 163.67(9) . . ? O2 Zn1 N2 91.08(8) . . ? N1 Zn1 N2 77.34(8) . . ? O3 Zn1 O1 160.42(7) . . ? O5 Zn1 O1 83.71(8) . . ? O2 Zn1 O1 57.82(6) . . ? N1 Zn1 O1 95.32(7) . . ? N2 Zn1 O1 86.67(7) . . ? O3 Zn1 C21 133.73(8) . . ? O5 Zn1 C21 88.90(8) . . ? O2 Zn1 C21 29.22(7) . . ? N1 Zn1 C21 123.51(8) . . ? N2 Zn1 C21 88.94(8) . . ? O1 Zn1 C21 28.61(7) . . ? C28 O3 Zn1 119.26(16) . . ? C21 O2 Zn1 95.92(15) . . ? C21 O1 Zn1 84.27(15) . . ? C10 N2 C11 118.3(2) . . ? C10 N2 Zn1 127.8(2) . . ? C11 N2 Zn1 113.82(17) . . ? C1 N1 C12 118.3(2) . . ? C1 N1 Zn1 127.50(18) . . ? C12 N1 Zn1 114.06(17) . . ? C23 C22 C27 119.9(2) . . ? C23 C22 C21 120.0(2) . . ? C27 C22 C21 120.0(2) . . ? C12 C4 C3 117.2(3) . . ? C12 C4 C5 119.0(3) . . ? C3 C4 C5 123.9(3) . . ? O4 C28 O3 125.2(2) . . ? O4 C28 C27 118.6(2) . 2_655 ? O3 C28 C27 116.2(2) . 2_655 ? N1 C1 C2 122.5(3) . . ? O1 C21 O2 122.0(2) . . ? O1 C21 C22 119.0(2) . . ? O2 C21 C22 119.0(2) . . ? O1 C21 Zn1 67.12(14) . . ? O2 C21 Zn1 54.86(12) . . ? C22 C21 Zn1 173.83(18) . . ? C8 C7 C11 116.7(3) . . ? C8 C7 C6 124.2(3) . . ? C11 C7 C6 119.1(3) . . ? C26 C27 C22 118.9(2) . . ? C26 C27 C28 121.6(2) . 2_645 ? C22 C27 C28 119.4(2) . 2_645 ? N2 C11 C7 123.2(3) . . ? N2 C11 C12 117.3(2) . . ? C7 C11 C12 119.5(3) . . ? N1 C12 C4 122.8(2) . . ? N1 C12 C11 117.3(2) . . ? C4 C12 C11 120.0(2) . . ? C22 C23 C24 120.2(3) . . ? N2 C10 C9 122.4(3) . . ? C3 C2 C1 119.5(3) . . ? C25 C26 C27 121.3(3) . . ? C2 C3 C4 119.8(3) . . ? C6 C5 C4 121.2(3) . . ? C8 C9 C10 119.5(3) . . ? C9 C8 C7 119.8(3) . . ? C5 C6 C7 121.1(3) . . ? C26 C25 C24 120.0(3) . . ? C25 C24 C23 119.7(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 23.23 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.850 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.054 data_sadcompoundIV _database_code_depnum_ccdc_archive 'CCDC 267493' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H2.50 Cd0.50 O2.50' _chemical_formula_weight 146.76 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x, -y+1/2, -z' '-x, -y, -z' 'x, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x, y-1/2, z' _cell_length_a 6.50210(10) _cell_length_b 6.9509(2) _cell_length_c 18.31990(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 827.98(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.44 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.355 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 564 _exptl_absorpt_coefficient_mu 2.627 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.609729 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3106 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 23.26 _reflns_number_total 621 _reflns_number_gt 541 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0353P)^2^+0.2568P] 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 SHELXL _refine_ls_extinction_coef 0.0157(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 621 _refine_ls_number_parameters 69 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0253 _refine_ls_R_factor_gt 0.0221 _refine_ls_wR_factor_ref 0.0626 _refine_ls_wR_factor_gt 0.0610 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.101 _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 Cd1 Cd 0.84605(5) 0.2500 0.5000 0.0213(3) Uani 1 2 d S . . O1 O 0.8954(4) 0.1486(4) 0.61460(13) 0.0340(6) Uani 1 1 d . . . O2 O 1.1717(3) 0.0613(4) 0.55389(11) 0.0284(6) Uani 1 1 d . . . C1 C 1.0771(5) 0.0900(4) 0.61362(17) 0.0230(8) Uani 1 1 d . . . C2 C 1.1863(5) 0.0564(5) 0.68423(17) 0.0205(7) Uani 1 1 d . . . C3 C 1.0858(7) 0.0896(6) 0.7500 0.0206(10) Uani 1 2 d S . . H3 H 0.9509 0.1341 0.7500 0.025 Uiso 1 2 calc SR . . C4 C 1.3896(5) -0.0063(5) 0.68503(18) 0.0254(8) Uani 1 1 d . . . H4 H 1.4579 -0.0278 0.6412 0.031 Uiso 1 1 calc R . . C5 C 1.4904(7) -0.0367(7) 0.7500 0.0267(12) Uani 1 2 d S . . H5 H 1.6265 -0.0778 0.7500 0.032 Uiso 1 2 calc SR . . O100 O 0.5007(6) 0.2500 0.5000 0.0429(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 Cd1 0.0227(3) 0.0266(3) 0.0145(3) -0.00052(13) 0.000 0.000 O1 0.0354(14) 0.0452(17) 0.0214(13) -0.0016(12) -0.0053(11) 0.0142(12) O2 0.0371(15) 0.0338(15) 0.0142(13) -0.0008(10) 0.0014(9) -0.0095(10) C1 0.035(2) 0.0161(18) 0.0177(18) -0.0003(14) -0.0018(15) -0.0030(15) C2 0.0256(18) 0.0193(17) 0.0167(17) -0.0006(15) 0.0001(13) 0.0009(14) C3 0.020(2) 0.019(3) 0.022(2) 0.000 0.000 0.001(2) C4 0.032(2) 0.025(2) 0.0190(17) -0.0022(14) 0.0051(15) 0.0023(14) C5 0.021(3) 0.033(3) 0.026(3) 0.000 0.000 0.006(2) O100 0.018(2) 0.054(3) 0.056(3) 0.0216(17) 0.000 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 Cd1 O1 2.238(2) 4_556 ? Cd1 O1 2.238(2) . ? Cd1 O100 2.246(4) . ? Cd1 O2 2.381(2) 5_756 ? Cd1 O2 2.381(2) 8_765 ? O1 C1 1.249(4) . ? O2 C1 1.271(4) . ? O2 Cd1 2.381(2) 5_756 ? C1 C2 1.494(4) . ? C2 C3 1.390(4) . ? C2 C4 1.392(4) . ? C3 C2 1.390(4) 6_557 ? C4 C5 1.375(4) . ? C5 C4 1.375(4) 6_557 ? 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 O1 Cd1 O1 163.50(13) 4_556 . ? O1 Cd1 O100 98.25(6) 4_556 . ? O1 Cd1 O100 98.25(6) . . ? O1 Cd1 O2 84.50(9) 4_556 5_756 ? O1 Cd1 O2 96.30(9) . 5_756 ? O100 Cd1 O2 87.22(5) . 5_756 ? O1 Cd1 O2 96.30(9) 4_556 8_765 ? O1 Cd1 O2 84.50(9) . 8_765 ? O100 Cd1 O2 87.22(5) . 8_765 ? O2 Cd1 O2 174.45(11) 5_756 8_765 ? C1 O1 Cd1 103.0(2) . . ? C1 O2 Cd1 118.43(19) . 5_756 ? O1 C1 O2 121.4(3) . . ? O1 C1 C2 119.2(3) . . ? O2 C1 C2 119.4(3) . . ? C3 C2 C4 119.3(3) . . ? C3 C2 C1 120.1(3) . . ? C4 C2 C1 120.6(3) . . ? C2 C3 C2 120.2(4) 6_557 . ? C5 C4 C2 120.7(3) . . ? C4 C5 C4 119.9(4) . 6_557 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 23.26 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.534 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.098 data_sadcompoundV _database_code_depnum_ccdc_archive 'CCDC 267494' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H13 Cd N2 O4.50' _chemical_formula_weight 465.72 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' Cd Cd -0.8075 1.2024 '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)/n 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 10.4883(2) _cell_length_b 13.14830(10) _cell_length_c 13.1207(2) _cell_angle_alpha 90.00 _cell_angle_beta 106.6530(10) _cell_angle_gamma 90.00 _cell_volume 1733.50(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.784 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 1.293 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.823542 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7056 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 23.23 _reflns_number_total 2485 _reflns_number_gt 2058 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0253P)^2^+1.6934P] 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 2485 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0392 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0665 _refine_ls_wR_factor_gt 0.0621 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 Cd1 Cd 0.03237(3) 0.91227(2) 0.62246(2) 0.02932(12) Uani 1 1 d . . . O1 O 0.2586(3) 0.9460(2) 0.6486(2) 0.0449(8) Uani 1 1 d . . . O2 O 0.1426(3) 0.9874(2) 0.4859(2) 0.0459(8) Uani 1 1 d . . . O3 O -0.0502(3) 0.7778(2) 0.5043(2) 0.0524(9) Uani 1 1 d . . . O4 O 0.1046(3) 0.7363(2) 0.6510(2) 0.0495(8) Uani 1 1 d . . . O100 O -0.3305(6) 0.7738(5) 0.3882(5) 0.0509(17) Uani 0.50 1 d P . . N1 N 0.0329(3) 1.0443(3) 0.7422(3) 0.0331(8) Uani 1 1 d . . . N2 N -0.0870(3) 0.8604(3) 0.7454(2) 0.0339(8) Uani 1 1 d . . . C11 C -0.1063(4) 0.9343(3) 0.8115(3) 0.0303(10) Uani 1 1 d . . . C22 C 0.3812(4) 0.9896(3) 0.5274(3) 0.0272(9) Uani 1 1 d . . . C7 C -0.1824(4) 0.9192(3) 0.8827(3) 0.0362(10) Uani 1 1 d . . . C31 C 0.0236(4) 0.7126(3) 0.5641(4) 0.0365(10) Uani 1 1 d . . . C33 C -0.0531(4) 0.5748(3) 0.4253(3) 0.0348(10) Uani 1 1 d . . . H33 H -0.0888 0.6248 0.3752 0.042 Uiso 1 1 calc R . . C5 C -0.1425(5) 1.0917(4) 0.9464(3) 0.0469(12) Uani 1 1 d . . . H5 H -0.1553 1.1436 0.9905 0.056 Uiso 1 1 calc R . . C12 C -0.0436(4) 1.0323(3) 0.8092(3) 0.0299(9) Uani 1 1 d . . . C32 C 0.0105(4) 0.6019(3) 0.5304(3) 0.0310(10) Uani 1 1 d . . . C24 C 0.3798(4) 1.0117(3) 0.4241(3) 0.0361(10) Uani 1 1 d . . . H24 H 0.2988 1.0196 0.3722 0.043 Uiso 1 1 calc R . . C21 C 0.2522(4) 0.9747(3) 0.5564(4) 0.0332(10) Uani 1 1 d . . . C23 C 0.5033(4) 0.9777(3) 0.6032(3) 0.0349(10) Uani 1 1 d . . . H23 H 0.5063 0.9625 0.6731 0.042 Uiso 1 1 calc R . . C8 C -0.2358(4) 0.8220(4) 0.8860(3) 0.0450(12) Uani 1 1 d . . . H8 H -0.2865 0.8087 0.9322 0.054 Uiso 1 1 calc R . . C4 C -0.0618(4) 1.1099(3) 0.8769(3) 0.0379(11) Uani 1 1 d . . . C1 C 0.0936(4) 1.1325(4) 0.7430(4) 0.0449(11) Uani 1 1 d . . . H1 H 0.1467 1.1408 0.6977 0.054 Uiso 1 1 calc R . . C3 C 0.0035(5) 1.2033(4) 0.8742(4) 0.0461(12) Uani 1 1 d . . . H3 H -0.0074 1.2570 0.9171 0.055 Uiso 1 1 calc R . . C9 C -0.2136(4) 0.7468(4) 0.8216(4) 0.0474(12) Uani 1 1 d . . . H9 H -0.2470 0.6817 0.8244 0.057 Uiso 1 1 calc R . . C10 C -0.1398(4) 0.7696(3) 0.7514(4) 0.0437(11) Uani 1 1 d . . . H10 H -0.1269 0.7184 0.7064 0.052 Uiso 1 1 calc R . . C6 C -0.2002(4) 1.0005(4) 0.9491(3) 0.0478(12) Uani 1 1 d . . . H6 H -0.2523 0.9906 0.9948 0.057 Uiso 1 1 calc R . . C2 C 0.0821(5) 1.2146(3) 0.8088(4) 0.0482(12) Uani 1 1 d . . . H2 H 0.1274 1.2751 0.8075 0.058 Uiso 1 1 calc R . . C34 C -0.0630(4) 0.4737(3) 0.3956(3) 0.0335(10) Uani 1 1 d . . . H34 H -0.1053 0.4561 0.3254 0.040 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 Cd1 0.02838(18) 0.02952(18) 0.03308(18) -0.00285(14) 0.01366(13) -0.00221(14) O1 0.0361(18) 0.058(2) 0.049(2) 0.0023(16) 0.0247(15) -0.0044(15) O2 0.0218(16) 0.049(2) 0.065(2) 0.0051(16) 0.0100(15) 0.0028(14) O3 0.078(2) 0.0315(18) 0.0445(18) -0.0018(15) 0.0127(18) 0.0021(17) O4 0.0427(19) 0.0418(19) 0.058(2) -0.0182(16) 0.0046(16) 0.0002(16) O100 0.040(4) 0.065(4) 0.050(4) 0.013(3) 0.017(3) -0.008(3) N1 0.0294(19) 0.034(2) 0.037(2) -0.0019(16) 0.0121(16) -0.0048(16) N2 0.037(2) 0.032(2) 0.0338(19) 0.0014(16) 0.0124(16) -0.0037(17) C11 0.024(2) 0.039(3) 0.028(2) 0.0006(18) 0.0070(18) 0.0036(18) C22 0.026(2) 0.025(2) 0.033(2) -0.0023(18) 0.0117(18) 0.0015(18) C7 0.026(2) 0.051(3) 0.033(2) 0.002(2) 0.0103(18) 0.004(2) C31 0.041(3) 0.031(2) 0.047(3) -0.004(2) 0.028(2) -0.005(2) C33 0.041(2) 0.031(2) 0.037(2) 0.001(2) 0.019(2) 0.000(2) C5 0.047(3) 0.058(3) 0.039(3) -0.012(2) 0.017(2) 0.014(3) C12 0.028(2) 0.033(2) 0.028(2) -0.0001(18) 0.0063(18) 0.0063(18) C32 0.032(2) 0.031(2) 0.037(2) -0.0063(19) 0.0207(19) -0.0045(19) C24 0.021(2) 0.045(3) 0.039(3) 0.002(2) 0.0040(19) 0.0007(19) C21 0.026(2) 0.022(2) 0.055(3) -0.006(2) 0.017(2) 0.0000(18) C23 0.030(2) 0.044(3) 0.032(2) 0.0038(19) 0.012(2) 0.0012(19) C8 0.034(3) 0.063(3) 0.041(3) 0.010(2) 0.017(2) -0.007(2) C4 0.035(3) 0.040(3) 0.033(2) -0.001(2) 0.000(2) 0.010(2) C1 0.044(3) 0.042(3) 0.050(3) -0.001(2) 0.016(2) -0.005(2) C3 0.048(3) 0.040(3) 0.044(3) -0.010(2) 0.002(2) 0.009(2) C9 0.044(3) 0.047(3) 0.052(3) 0.008(2) 0.015(2) -0.011(2) C10 0.044(3) 0.040(3) 0.051(3) -0.007(2) 0.019(2) -0.008(2) C6 0.042(3) 0.067(3) 0.041(3) 0.000(3) 0.022(2) 0.011(3) C2 0.049(3) 0.033(3) 0.055(3) -0.004(2) 0.004(3) -0.007(2) C34 0.034(2) 0.039(3) 0.030(2) -0.0058(19) 0.0138(19) -0.0025(19) _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 Cd1 O1 2.340(3) . ? Cd1 N1 2.340(3) . ? Cd1 O3 2.348(3) . ? Cd1 O2 2.374(3) 3_576 ? Cd1 N2 2.406(3) . ? Cd1 O4 2.430(3) . ? Cd1 O2 2.591(3) . ? Cd1 C31 2.729(4) . ? O1 C21 1.251(5) . ? O2 C21 1.263(5) . ? O2 Cd1 2.374(3) 3_576 ? O3 C31 1.266(5) . ? O4 C31 1.251(5) . ? N1 C1 1.321(5) . ? N1 C12 1.359(5) . ? N2 C10 1.328(5) . ? N2 C11 1.356(5) . ? C11 C7 1.407(6) . ? C11 C12 1.450(6) . ? C22 C24 1.381(5) . ? C22 C23 1.387(5) . ? C22 C21 1.519(5) . ? C7 C8 1.401(6) . ? C7 C6 1.425(6) . ? C31 C32 1.516(6) . ? C33 C34 1.381(6) . ? C33 C32 1.394(6) . ? C5 C6 1.347(7) . ? C5 C4 1.431(6) . ? C12 C4 1.401(6) . ? C32 C34 1.389(6) 3_566 ? C24 C23 1.380(6) 3_676 ? C23 C24 1.380(6) 3_676 ? C8 C9 1.363(6) . ? C4 C3 1.411(6) . ? C1 C2 1.409(6) . ? C3 C2 1.357(7) . ? C9 C10 1.395(6) . ? C34 C32 1.389(6) 3_566 ? 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 O1 Cd1 N1 87.36(11) . . ? O1 Cd1 O3 113.98(12) . . ? N1 Cd1 O3 158.66(12) . . ? O1 Cd1 O2 124.05(11) . 3_576 ? N1 Cd1 O2 80.92(11) . 3_576 ? O3 Cd1 O2 87.00(11) . 3_576 ? O1 Cd1 N2 130.98(11) . . ? N1 Cd1 N2 70.24(12) . . ? O3 Cd1 N2 93.70(11) . . ? O2 Cd1 N2 95.58(11) 3_576 . ? O1 Cd1 O4 84.24(11) . . ? N1 Cd1 O4 131.47(11) . . ? O3 Cd1 O4 54.86(10) . . ? O2 Cd1 O4 140.81(10) 3_576 . ? N2 Cd1 O4 79.98(11) . . ? O1 Cd1 O2 52.73(10) . . ? N1 Cd1 O2 105.42(11) . . ? O3 Cd1 O2 89.07(10) . . ? O2 Cd1 O2 78.22(10) 3_576 . ? N2 Cd1 O2 173.07(10) . . ? O4 Cd1 O2 106.76(10) . . ? O1 Cd1 C31 100.06(12) . . ? N1 Cd1 C31 153.57(12) . . ? O3 Cd1 C31 27.58(12) . . ? O2 Cd1 C31 114.12(13) 3_576 . ? N2 Cd1 C31 86.17(12) . . ? O4 Cd1 C31 27.28(11) . . ? O2 Cd1 C31 99.12(11) . . ? C21 O1 Cd1 98.3(2) . . ? C21 O2 Cd1 153.8(3) . 3_576 ? C21 O2 Cd1 86.3(2) . . ? Cd1 O2 Cd1 101.78(10) 3_576 . ? C31 O3 Cd1 93.2(3) . . ? C31 O4 Cd1 89.8(3) . . ? C1 N1 C12 118.0(4) . . ? C1 N1 Cd1 124.4(3) . . ? C12 N1 Cd1 117.4(3) . . ? C10 N2 C11 117.8(4) . . ? C10 N2 Cd1 126.9(3) . . ? C11 N2 Cd1 115.3(3) . . ? N2 C11 C7 122.7(4) . . ? N2 C11 C12 118.2(3) . . ? C7 C11 C12 119.1(4) . . ? C24 C22 C23 118.4(4) . . ? C24 C22 C21 120.8(4) . . ? C23 C22 C21 120.7(4) . . ? C8 C7 C11 117.2(4) . . ? C8 C7 C6 122.9(4) . . ? C11 C7 C6 119.9(4) . . ? O4 C31 O3 122.1(4) . . ? O4 C31 C32 119.1(4) . . ? O3 C31 C32 118.8(4) . . ? O4 C31 Cd1 62.9(2) . . ? O3 C31 Cd1 59.2(2) . . ? C32 C31 Cd1 176.9(3) . . ? C34 C33 C32 120.1(4) . . ? C6 C5 C4 121.2(4) . . ? N1 C12 C4 122.6(4) . . ? N1 C12 C11 118.1(3) . . ? C4 C12 C11 119.3(4) . . ? C34 C32 C33 119.4(4) 3_566 . ? C34 C32 C31 119.9(4) 3_566 . ? C33 C32 C31 120.8(4) . . ? C23 C24 C22 121.0(4) 3_676 . ? O1 C21 O2 122.2(4) . . ? O1 C21 C22 118.5(4) . . ? O2 C21 C22 119.2(4) . . ? C24 C23 C22 120.6(4) 3_676 . ? C9 C8 C7 120.1(4) . . ? C12 C4 C3 117.6(4) . . ? C12 C4 C5 119.6(4) . . ? C3 C4 C5 122.8(4) . . ? N1 C1 C2 123.5(4) . . ? C2 C3 C4 119.9(4) . . ? C8 C9 C10 118.7(4) . . ? N2 C10 C9 123.5(4) . . ? C5 C6 C7 120.9(4) . . ? C3 C2 C1 118.6(4) . . ? C33 C34 C32 120.6(4) . 3_566 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 23.23 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.511 _refine_diff_density_min -0.422 _refine_diff_density_rms 0.079