# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Xian-He Bu' _publ_contact_author_email buxh@nankai.edu.cn _publ_section_title ; Cadmium(II) and Zinc(II) Metal-organic Frameworks with Anthracene-Based Dicarboxylic Ligands: Solvothermal Synthesis, Crystal Structures, and Luminescent Properties ; _publ_author_name 'Xian-He Bu' # Attachment '- Complexes 1-5.cif' #Ms No. CEC ID CE-ART-03-2011-005287.R1 (Article) data_1 _database_code_depnum_ccdc_archive 'CCDC 763120' #TrackingRef '- Complexes 1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H29 Cd2 N3 O9 S' _chemical_formula_weight 856.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.166(2) _cell_length_b 17.710(4) _cell_length_c 19.669(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.07(3) _cell_angle_gamma 90.00 _cell_volume 3860.2(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 26054 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.7 _exptl_crystal_description Block _exptl_crystal_colour Orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1704 _exptl_absorpt_coefficient_mu 1.205 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 SCX-MINI _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 31545 _diffrn_reflns_av_R_equivalents 0.1131 _diffrn_reflns_av_sigmaI/netI 0.0942 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.01 _reflns_number_total 6776 _reflns_number_gt 4698 _reflns_threshold_expression I>2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _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^)+(0.0407P)^2^+5.6125P] 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 6776 _refine_ls_number_parameters 424 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1191 _refine_ls_R_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.1304 _refine_ls_wR_factor_gt 0.1171 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.108 _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 0.39395(5) 0.38763(3) 0.44130(3) 0.03773(18) Uani 1 1 d . . . Cd2 Cd 0.43559(5) 0.44073(3) 0.62264(3) 0.03702(18) Uani 1 1 d . . . S1 S 0.66895(16) 0.44473(12) 0.51668(10) 0.0348(5) Uani 1 1 d . . . O1 O 0.3939(5) 0.3390(3) 0.5506(2) 0.0425(13) Uani 1 1 d . . . O2 O 0.4195(5) 0.2472(3) 0.4771(3) 0.0483(15) Uani 1 1 d . . . O3 O 0.5430(5) 0.0442(3) 0.8061(3) 0.0571(16) Uani 1 1 d . . . O4 O 0.4143(5) 0.1336(4) 0.8335(3) 0.0601(18) Uani 1 1 d . . . O5 O 0.2562(5) 0.4130(4) 0.6625(3) 0.0630(18) Uani 1 1 d . . . O6 O 0.5947(4) 0.3840(3) 0.4801(3) 0.0441(14) Uani 1 1 d . . . O7 O 0.6001(4) 0.4792(3) 0.5708(3) 0.0484(15) Uani 1 1 d . . . O8 O 0.7832(4) 0.4163(3) 0.5485(3) 0.0525(16) Uani 1 1 d . . . O9 O 0.6871(5) 0.5074(3) 0.4684(3) 0.0474(14) Uani 1 1 d . . . N1 N 0.1912(5) 0.3584(4) 0.4207(3) 0.0463(18) Uani 1 1 d . . . N2 N -0.4606(6) 0.1199(4) 0.2155(3) 0.0461(17) Uani 1 1 d . . . C1 C 0.4150(6) 0.2698(5) 0.5369(4) 0.0339(19) Uani 1 1 d . . . C2 C 0.4333(7) 0.2176(4) 0.5972(4) 0.039(2) Uani 1 1 d . . . C3 C 0.5492(7) 0.2044(4) 0.6303(4) 0.039(2) Uani 1 1 d . . . C4 C 0.6532(7) 0.2367(5) 0.6051(4) 0.047(2) Uani 1 1 d . . . H4 H 0.6435 0.2662 0.5658 0.056 Uiso 1 1 calc R . . C5 C 0.7658(8) 0.2246(6) 0.6382(5) 0.069(3) Uani 1 1 d . . . H5 H 0.8327 0.2448 0.6208 0.082 Uiso 1 1 calc R . . C6 C 0.7815(8) 0.1809(6) 0.6998(5) 0.077(3) Uani 1 1 d . . . H6 H 0.8590 0.1720 0.7216 0.093 Uiso 1 1 calc R . . C7 C 0.6852(8) 0.1520(5) 0.7271(4) 0.058(3) Uani 1 1 d . . . H7 H 0.6979 0.1256 0.7682 0.070 Uiso 1 1 calc R . . C8 C 0.5648(7) 0.1614(5) 0.6940(4) 0.041(2) Uani 1 1 d . . . C9 C 0.4616(7) 0.1338(4) 0.7210(4) 0.042(2) Uani 1 1 d . . . C10 C 0.3461(7) 0.1429(4) 0.6851(4) 0.041(2) Uani 1 1 d . . . C11 C 0.2377(8) 0.1113(6) 0.7067(5) 0.070(3) Uani 1 1 d . . . H11 H 0.2437 0.0834 0.7471 0.084 Uiso 1 1 calc R . . C12 C 0.1284(9) 0.1206(6) 0.6707(5) 0.080(3) Uani 1 1 d . . . H12 H 0.0612 0.0991 0.6867 0.096 Uiso 1 1 calc R . . C13 C 0.1136(9) 0.1625(7) 0.6087(5) 0.088(4) Uani 1 1 d . . . H13 H 0.0378 0.1676 0.5837 0.106 Uiso 1 1 calc R . . C14 C 0.2117(8) 0.1949(5) 0.5866(5) 0.059(3) Uani 1 1 d . . . H14 H 0.2011 0.2246 0.5473 0.071 Uiso 1 1 calc R . . C15 C 0.3314(7) 0.1853(5) 0.6215(4) 0.043(2) Uani 1 1 d . . . C16 C 0.4754(8) 0.1005(5) 0.7933(4) 0.044(2) Uani 1 1 d . . . C17 C 0.1115(8) 0.3797(5) 0.4628(4) 0.060(3) Uani 1 1 d . . . H17 H 0.1372 0.4131 0.4981 0.071 Uiso 1 1 calc R . . C18 C -0.0072(8) 0.3548(6) 0.4566(5) 0.064(3) Uani 1 1 d . . . H18 H -0.0590 0.3725 0.4865 0.077 Uiso 1 1 calc R . . C19 C -0.0481(8) 0.3043(5) 0.4067(5) 0.060(3) Uani 1 1 d . . . C20 C 0.0336(8) 0.2805(6) 0.3642(5) 0.072(3) Uani 1 1 d . . . H20 H 0.0098 0.2457 0.3298 0.086 Uiso 1 1 calc R . . C21 C 0.1516(8) 0.3081(6) 0.3720(5) 0.066(3) Uani 1 1 d . . . H21 H 0.2046 0.2909 0.3425 0.079 Uiso 1 1 calc R . . C22 C -0.1766(8) 0.2737(6) 0.4000(6) 0.077(3) Uani 1 1 d . . . H22A H -0.2278 0.3093 0.4203 0.092 Uiso 1 1 calc R . . H22B H -0.2069 0.2687 0.3518 0.092 Uiso 1 1 calc R . . C23 C -0.1831(8) 0.1983(7) 0.4344(5) 0.078(3) Uani 1 1 d . . . H23A H -0.1557 0.2035 0.4829 0.093 Uiso 1 1 calc R . . H23B H -0.1297 0.1630 0.4153 0.093 Uiso 1 1 calc R . . C24 C -0.3129(8) 0.1665(7) 0.4249(5) 0.081(3) Uani 1 1 d . . . H24A H -0.3655 0.2016 0.4448 0.097 Uiso 1 1 calc R . . H24B H -0.3140 0.1192 0.4498 0.097 Uiso 1 1 calc R . . C25 C -0.3515(9) 0.0952(6) 0.2407(5) 0.070(3) Uani 1 1 d . . . H25 H -0.3078 0.0671 0.2123 0.084 Uiso 1 1 calc R . . C26 C -0.2996(8) 0.1093(6) 0.3076(5) 0.076(3) Uani 1 1 d . . . H26 H -0.2239 0.0902 0.3238 0.091 Uiso 1 1 calc R . . C27 C -0.3636(9) 0.1525(6) 0.3492(4) 0.061(3) Uani 1 1 d . . . C28 C -0.4738(9) 0.1804(5) 0.3236(5) 0.063(3) Uani 1 1 d . . . H28 H -0.5181 0.2105 0.3501 0.076 Uiso 1 1 calc R . . C29 C -0.5173(8) 0.1621(5) 0.2568(5) 0.058(3) Uani 1 1 d . . . H29 H -0.5926 0.1811 0.2395 0.070 Uiso 1 1 calc R . . C30 C 0.1734(9) 0.4563(6) 0.6656(5) 0.067(3) Uani 1 1 d . . . H30A H 0.1885 0.5074 0.6600 0.080 Uiso 1 1 calc R . . N3 N 0.0634(6) 0.4368(5) 0.6764(4) 0.064(2) Uani 1 1 d U . . C31 C -0.0296(9) 0.4957(7) 0.6844(6) 0.100(4) Uani 1 1 d U . . H31A H 0.0049 0.5447 0.6796 0.120 Uiso 1 1 d R . . H31B H -0.0967 0.4887 0.6496 0.120 Uiso 1 1 d R . . H31C H -0.0567 0.4916 0.7288 0.120 Uiso 1 1 d R . . C32 C 0.0297(11) 0.3595(7) 0.6829(8) 0.134(6) Uani 1 1 d U . . H32A H 0.0978 0.3281 0.6773 0.161 Uiso 1 1 d R . . H32B H 0.0046 0.3506 0.7272 0.161 Uiso 1 1 d R . . H32C H -0.0355 0.3477 0.6480 0.161 Uiso 1 1 d 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 0.0392(3) 0.0460(4) 0.0285(3) 0.0032(3) 0.0062(3) -0.0035(3) Cd2 0.0403(3) 0.0453(4) 0.0260(3) -0.0001(3) 0.0060(3) -0.0016(3) S1 0.0291(10) 0.0421(12) 0.0338(11) 0.0029(10) 0.0059(9) 0.0054(10) O1 0.047(3) 0.045(4) 0.034(3) 0.000(3) 0.003(3) -0.002(3) O2 0.065(4) 0.053(4) 0.028(3) -0.005(3) 0.010(3) -0.002(3) O3 0.069(4) 0.056(4) 0.048(4) 0.021(3) 0.015(3) 0.001(3) O4 0.070(4) 0.082(5) 0.034(3) 0.009(3) 0.024(3) 0.012(4) O5 0.044(4) 0.082(5) 0.068(4) 0.007(4) 0.027(3) 0.008(3) O6 0.039(3) 0.034(3) 0.059(4) -0.004(3) 0.006(3) -0.002(3) O7 0.043(3) 0.053(4) 0.053(4) -0.007(3) 0.020(3) 0.002(3) O8 0.037(3) 0.060(4) 0.060(4) 0.002(3) 0.001(3) 0.016(3) O9 0.047(3) 0.046(4) 0.048(3) 0.012(3) -0.002(3) -0.011(3) N1 0.033(4) 0.064(5) 0.042(4) -0.006(4) 0.007(3) -0.007(4) N2 0.048(4) 0.047(4) 0.043(4) -0.009(4) 0.005(4) 0.002(4) C1 0.027(4) 0.040(5) 0.034(5) 0.000(4) 0.001(4) -0.002(4) C2 0.048(5) 0.036(5) 0.036(5) 0.000(4) 0.020(4) 0.000(4) C3 0.039(5) 0.040(5) 0.039(5) 0.005(4) 0.005(4) 0.003(4) C4 0.046(5) 0.051(6) 0.046(5) 0.003(4) 0.014(5) -0.004(4) C5 0.050(6) 0.103(9) 0.056(6) 0.017(6) 0.020(5) -0.016(6) C6 0.038(6) 0.121(10) 0.072(7) 0.024(7) 0.005(5) -0.002(6) C7 0.048(6) 0.088(7) 0.040(5) 0.016(5) 0.005(5) -0.005(5) C8 0.041(5) 0.052(5) 0.028(4) -0.006(4) 0.002(4) 0.004(4) C9 0.044(5) 0.051(6) 0.034(4) 0.011(4) 0.010(4) -0.005(4) C10 0.041(5) 0.044(5) 0.036(5) 0.003(4) 0.004(4) -0.010(4) C11 0.052(6) 0.093(8) 0.063(6) 0.032(6) 0.003(5) -0.024(6) C12 0.052(6) 0.116(10) 0.074(7) 0.037(7) 0.017(6) -0.021(6) C13 0.045(6) 0.139(11) 0.078(8) 0.038(8) 0.000(6) -0.006(7) C14 0.049(6) 0.075(7) 0.053(6) 0.017(5) 0.006(5) -0.006(5) C15 0.039(5) 0.053(6) 0.035(5) 0.002(4) 0.001(4) -0.002(4) C16 0.054(6) 0.042(6) 0.037(5) 0.011(4) 0.008(5) -0.010(5) C17 0.053(6) 0.082(7) 0.045(5) -0.019(5) 0.011(5) -0.023(5) C18 0.042(5) 0.090(8) 0.064(6) -0.034(6) 0.024(5) -0.015(5) C19 0.042(5) 0.074(7) 0.063(6) -0.010(6) 0.005(5) -0.003(5) C20 0.045(6) 0.091(8) 0.078(7) -0.040(6) 0.004(6) -0.011(6) C21 0.057(6) 0.089(8) 0.054(6) -0.030(6) 0.014(5) 0.005(6) C22 0.035(5) 0.106(9) 0.088(8) -0.032(7) 0.001(5) 0.002(6) C23 0.062(7) 0.131(11) 0.039(6) -0.002(6) 0.000(5) -0.031(7) C24 0.063(7) 0.115(9) 0.062(7) -0.004(7) -0.001(6) -0.026(6) C25 0.052(6) 0.082(8) 0.078(8) -0.023(6) 0.009(6) 0.011(6) C26 0.043(6) 0.119(9) 0.060(7) -0.031(7) -0.011(5) 0.006(6) C27 0.059(6) 0.082(7) 0.041(5) -0.013(5) 0.006(5) -0.034(6) C28 0.055(6) 0.078(8) 0.059(7) -0.013(6) 0.011(5) 0.004(5) C29 0.053(6) 0.068(7) 0.051(6) -0.008(5) -0.005(5) 0.013(5) C30 0.060(7) 0.080(8) 0.063(7) 0.001(6) 0.020(6) -0.010(6) N3 0.039(4) 0.083(6) 0.072(5) -0.007(5) 0.010(4) -0.001(4) C31 0.062(7) 0.135(9) 0.104(9) -0.015(8) 0.017(7) 0.022(7) C32 0.102(10) 0.097(7) 0.216(16) -0.004(11) 0.076(11) -0.035(8) _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 O4 2.193(5) 4_565 ? Cd1 O6 2.279(5) . ? Cd1 N1 2.309(6) . ? Cd1 O1 2.317(5) . ? Cd1 O7 2.372(5) 3_666 ? Cd1 O2 2.591(5) . ? Cd2 O5 2.292(6) . ? Cd2 O3 2.301(6) 2_656 ? Cd2 O1 2.303(5) . ? Cd2 N2 2.304(6) 4_666 ? Cd2 O9 2.308(5) 3_666 ? Cd2 O7 2.311(5) . ? S1 O8 1.441(5) . ? S1 O6 1.489(5) . ? S1 O9 1.490(5) . ? S1 O7 1.515(5) . ? O1 C1 1.284(8) . ? O2 C1 1.249(8) . ? O3 C16 1.256(9) . ? O3 Cd2 2.301(6) 2_646 ? O4 C16 1.252(9) . ? O4 Cd1 2.193(5) 4_566 ? O5 C30 1.208(10) . ? O7 Cd1 2.372(5) 3_666 ? O9 Cd2 2.308(5) 3_666 ? N1 C17 1.342(10) . ? N1 C21 1.343(10) . ? N2 C29 1.321(10) . ? N2 C25 1.332(10) . ? N2 Cd2 2.305(6) 4_465 ? C1 C2 1.498(10) . ? C2 C3 1.394(10) . ? C2 C15 1.408(10) . ? C3 C4 1.437(10) . ? C3 C8 1.458(10) . ? C4 C5 1.360(11) . ? C4 H4 0.9300 . ? C5 C6 1.431(12) . ? C5 H5 0.9300 . ? C6 C7 1.359(11) . ? C6 H6 0.9300 . ? C7 C8 1.429(10) . ? C7 H7 0.9300 . ? C8 C9 1.412(10) . ? C9 C10 1.401(10) . ? C9 C16 1.532(10) . ? C10 C11 1.444(11) . ? C10 C15 1.453(10) . ? C11 C12 1.344(12) . ? C11 H11 0.9300 . ? C12 C13 1.419(12) . ? C12 H12 0.9300 . ? C13 C14 1.356(11) . ? C13 H13 0.9300 . ? C14 C15 1.435(11) . ? C14 H14 0.9300 . ? C17 C18 1.388(11) . ? C17 H17 0.9300 . ? C18 C19 1.363(11) . ? C18 H18 0.9300 . ? C19 C20 1.378(11) . ? C19 C22 1.524(12) . ? C20 C21 1.395(11) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.503(13) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.546(12) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C27 1.546(11) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.395(12) . ? C25 H25 0.9300 . ? C26 C27 1.382(12) . ? C26 H26 0.9300 . ? C27 C28 1.364(12) . ? C28 C29 1.382(11) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 N3 1.318(11) . ? C30 H30A 0.9300 . ? N3 C32 1.430(13) . ? N3 C31 1.494(12) . ? C31 H31A 0.9599 . ? C31 H31B 0.9600 . ? C31 H31C 0.9599 . ? C32 H32A 0.9601 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? 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 O4 Cd1 O6 96.0(2) 4_565 . ? O4 Cd1 N1 90.4(2) 4_565 . ? O6 Cd1 N1 162.9(2) . . ? O4 Cd1 O1 147.7(2) 4_565 . ? O6 Cd1 O1 77.94(18) . . ? N1 Cd1 O1 88.1(2) . . ? O4 Cd1 O7 93.8(2) 4_565 3_666 ? O6 Cd1 O7 91.34(18) . 3_666 ? N1 Cd1 O7 104.1(2) . 3_666 ? O1 Cd1 O7 117.76(18) . 3_666 ? O4 Cd1 O2 94.4(2) 4_565 . ? O6 Cd1 O2 79.10(18) . . ? N1 Cd1 O2 84.6(2) . . ? O1 Cd1 O2 53.36(17) . . ? O7 Cd1 O2 167.97(18) 3_666 . ? O5 Cd2 O3 89.5(2) . 2_656 ? O5 Cd2 O1 85.6(2) . . ? O3 Cd2 O1 174.4(2) 2_656 . ? O5 Cd2 N2 90.3(2) . 4_666 ? O3 Cd2 N2 83.4(2) 2_656 4_666 ? O1 Cd2 N2 99.6(2) . 4_666 ? O5 Cd2 O9 83.7(2) . 3_666 ? O3 Cd2 O9 99.4(2) 2_656 3_666 ? O1 Cd2 O9 77.21(18) . 3_666 ? N2 Cd2 O9 173.3(2) 4_666 3_666 ? O5 Cd2 O7 171.8(2) . . ? O3 Cd2 O7 90.3(2) 2_656 . ? O1 Cd2 O7 94.04(18) . . ? N2 Cd2 O7 97.9(2) 4_666 . ? O9 Cd2 O7 88.18(19) 3_666 . ? O8 S1 O6 111.6(3) . . ? O8 S1 O9 110.7(3) . . ? O6 S1 O9 110.0(3) . . ? O8 S1 O7 109.5(3) . . ? O6 S1 O7 109.3(3) . . ? O9 S1 O7 105.5(3) . . ? C1 O1 Cd2 148.0(5) . . ? C1 O1 Cd1 98.0(4) . . ? Cd2 O1 Cd1 104.9(2) . . ? C1 O2 Cd1 86.2(5) . . ? C16 O3 Cd2 140.2(5) . 2_646 ? C16 O4 Cd1 131.2(5) . 4_566 ? C30 O5 Cd2 126.0(6) . . ? S1 O6 Cd1 127.4(3) . . ? S1 O7 Cd2 133.7(3) . . ? S1 O7 Cd1 107.9(3) . 3_666 ? Cd2 O7 Cd1 111.8(2) . 3_666 ? S1 O9 Cd2 132.6(3) . 3_666 ? C17 N1 C21 116.2(7) . . ? C17 N1 Cd1 122.6(5) . . ? C21 N1 Cd1 120.2(6) . . ? C29 N2 C25 116.3(8) . . ? C29 N2 Cd2 121.3(6) . 4_465 ? C25 N2 Cd2 119.3(6) . 4_465 ? O2 C1 O1 122.2(7) . . ? O2 C1 C2 122.1(7) . . ? O1 C1 C2 115.7(7) . . ? C3 C2 C15 121.1(7) . . ? C3 C2 C1 120.1(7) . . ? C15 C2 C1 118.8(7) . . ? C2 C3 C4 121.0(7) . . ? C2 C3 C8 119.6(7) . . ? C4 C3 C8 119.2(7) . . ? C5 C4 C3 120.8(8) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C4 C5 C6 120.0(8) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 121.1(9) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C8 121.6(8) . . ? C6 C7 H7 119.2 . . ? C8 C7 H7 119.2 . . ? C9 C8 C7 123.6(7) . . ? C9 C8 C3 119.1(7) . . ? C7 C8 C3 117.2(7) . . ? C10 C9 C8 121.0(7) . . ? C10 C9 C16 119.5(7) . . ? C8 C9 C16 119.2(7) . . ? C9 C10 C11 124.1(7) . . ? C9 C10 C15 119.5(7) . . ? C11 C10 C15 116.4(7) . . ? C12 C11 C10 122.5(8) . . ? C12 C11 H11 118.8 . . ? C10 C11 H11 118.8 . . ? C11 C12 C13 121.3(9) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? C14 C13 C12 119.0(9) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C13 C14 C15 122.5(8) . . ? C13 C14 H14 118.7 . . ? C15 C14 H14 118.7 . . ? C2 C15 C14 122.3(7) . . ? C2 C15 C10 119.4(7) . . ? C14 C15 C10 118.3(7) . . ? O4 C16 O3 127.4(8) . . ? O4 C16 C9 113.9(8) . . ? O3 C16 C9 118.8(8) . . ? N1 C17 C18 123.7(8) . . ? N1 C17 H17 118.2 . . ? C18 C17 H17 118.2 . . ? C19 C18 C17 120.3(8) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C18 C19 C20 116.7(8) . . ? C18 C19 C22 121.7(8) . . ? C20 C19 C22 121.6(9) . . ? C19 C20 C21 120.9(9) . . ? C19 C20 H20 119.6 . . ? C21 C20 H20 119.6 . . ? N1 C21 C20 122.3(8) . . ? N1 C21 H21 118.9 . . ? C20 C21 H21 118.9 . . ? C23 C22 C19 112.0(8) . . ? C23 C22 H22A 109.2 . . ? C19 C22 H22A 109.2 . . ? C23 C22 H22B 109.2 . . ? C19 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C22 C23 C24 111.5(9) . . ? C22 C23 H23A 109.3 . . ? C24 C23 H23A 109.3 . . ? C22 C23 H23B 109.3 . . ? C24 C23 H23B 109.3 . . ? H23A C23 H23B 108.0 . . ? C23 C24 C27 113.6(8) . . ? C23 C24 H24A 108.8 . . ? C27 C24 H24A 108.8 . . ? C23 C24 H24B 108.8 . . ? C27 C24 H24B 108.8 . . ? H24A C24 H24B 107.7 . . ? N2 C25 C26 123.2(9) . . ? N2 C25 H25 118.4 . . ? C26 C25 H25 118.4 . . ? C27 C26 C25 118.3(9) . . ? C27 C26 H26 120.9 . . ? C25 C26 H26 120.9 . . ? C28 C27 C26 119.4(8) . . ? C28 C27 C24 120.3(9) . . ? C26 C27 C24 120.3(9) . . ? C27 C28 C29 117.5(9) . . ? C27 C28 H28 121.2 . . ? C29 C28 H28 121.2 . . ? N2 C29 C28 125.3(8) . . ? N2 C29 H29 117.3 . . ? C28 C29 H29 117.3 . . ? O5 C30 N3 125.2(10) . . ? O5 C30 H30A 117.4 . . ? N3 C30 H30A 117.4 . . ? C30 N3 C32 121.7(9) . . ? C30 N3 C31 120.6(9) . . ? C32 N3 C31 117.6(8) . . ? N3 C31 H31A 109.2 . . ? N3 C31 H31B 109.0 . . ? H31A C31 H31B 109.5 . . ? N3 C31 H31C 110.2 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N3 C32 H32A 108.8 . . ? N3 C32 H32B 110.3 . . ? H32A C32 H32B 109.5 . . ? N3 C32 H32C 109.2 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Cd2 O1 C1 -103.4(9) . . . . ? O3 Cd2 O1 C1 -134.7(19) 2_656 . . . ? N2 Cd2 O1 C1 -13.9(9) 4_666 . . . ? O9 Cd2 O1 C1 172.1(9) 3_666 . . . ? O7 Cd2 O1 C1 84.9(9) . . . . ? O5 Cd2 O1 Cd1 122.4(2) . . . . ? O3 Cd2 O1 Cd1 91(2) 2_656 . . . ? N2 Cd2 O1 Cd1 -148.1(2) 4_666 . . . ? O9 Cd2 O1 Cd1 37.9(2) 3_666 . . . ? O7 Cd2 O1 Cd1 -49.3(2) . . . . ? O4 Cd1 O1 C1 -0.5(6) 4_565 . . . ? O6 Cd1 O1 C1 -82.5(4) . . . . ? N1 Cd1 O1 C1 87.4(4) . . . . ? O7 Cd1 O1 C1 -167.6(4) 3_666 . . . ? O2 Cd1 O1 C1 2.8(4) . . . . ? O4 Cd1 O1 Cd2 156.9(3) 4_565 . . . ? O6 Cd1 O1 Cd2 74.9(2) . . . . ? N1 Cd1 O1 Cd2 -115.2(2) . . . . ? O7 Cd1 O1 Cd2 -10.2(3) 3_666 . . . ? O2 Cd1 O1 Cd2 160.2(3) . . . . ? O4 Cd1 O2 C1 175.4(4) 4_565 . . . ? O6 Cd1 O2 C1 80.2(4) . . . . ? N1 Cd1 O2 C1 -94.6(4) . . . . ? O1 Cd1 O2 C1 -2.8(4) . . . . ? O7 Cd1 O2 C1 42.4(10) 3_666 . . . ? O3 Cd2 O5 C30 51.1(8) 2_656 . . . ? O1 Cd2 O5 C30 -126.0(8) . . . . ? N2 Cd2 O5 C30 134.4(8) 4_666 . . . ? O9 Cd2 O5 C30 -48.4(8) 3_666 . . . ? O7 Cd2 O5 C30 -37.9(19) . . . . ? O8 S1 O6 Cd1 165.2(3) . . . . ? O9 S1 O6 Cd1 -71.5(4) . . . . ? O7 S1 O6 Cd1 43.9(5) . . . . ? O4 Cd1 O6 S1 121.3(4) 4_565 . . . ? N1 Cd1 O6 S1 -127.2(7) . . . . ? O1 Cd1 O6 S1 -90.8(4) . . . . ? O7 Cd1 O6 S1 27.4(4) 3_666 . . . ? O2 Cd1 O6 S1 -145.3(4) . . . . ? O8 S1 O7 Cd2 -105.6(5) . . . . ? O6 S1 O7 Cd2 16.9(5) . . . . ? O9 S1 O7 Cd2 135.1(4) . . . . ? O8 S1 O7 Cd1 106.4(3) . . . 3_666 ? O6 S1 O7 Cd1 -131.0(3) . . . 3_666 ? O9 S1 O7 Cd1 -12.8(3) . . . 3_666 ? O5 Cd2 O7 S1 -95.8(15) . . . . ? O3 Cd2 O7 S1 175.3(4) 2_656 . . . ? O1 Cd2 O7 S1 -8.3(4) . . . . ? N2 Cd2 O7 S1 92.0(5) 4_666 . . . ? O9 Cd2 O7 S1 -85.4(4) 3_666 . . . ? O5 Cd2 O7 Cd1 51.3(15) . . . 3_666 ? O3 Cd2 O7 Cd1 -37.7(2) 2_656 . . 3_666 ? O1 Cd2 O7 Cd1 138.7(2) . . . 3_666 ? N2 Cd2 O7 Cd1 -121.0(2) 4_666 . . 3_666 ? O9 Cd2 O7 Cd1 61.7(2) 3_666 . . 3_666 ? O8 S1 O9 Cd2 159.7(4) . . . 3_666 ? O6 S1 O9 Cd2 35.9(5) . . . 3_666 ? O7 S1 O9 Cd2 -81.8(5) . . . 3_666 ? O4 Cd1 N1 C17 -161.0(7) 4_565 . . . ? O6 Cd1 N1 C17 86.8(10) . . . . ? O1 Cd1 N1 C17 51.3(7) . . . . ? O7 Cd1 N1 C17 -66.9(7) 3_666 . . . ? O2 Cd1 N1 C17 104.6(7) . . . . ? O4 Cd1 N1 C21 30.7(7) 4_565 . . . ? O6 Cd1 N1 C21 -81.5(10) . . . . ? O1 Cd1 N1 C21 -117.1(7) . . . . ? O7 Cd1 N1 C21 124.7(7) 3_666 . . . ? O2 Cd1 N1 C21 -63.7(7) . . . . ? Cd1 O2 C1 O1 4.8(7) . . . . ? Cd1 O2 C1 C2 -175.5(7) . . . . ? Cd2 O1 C1 O2 -141.0(7) . . . . ? Cd1 O1 C1 O2 -5.4(8) . . . . ? Cd2 O1 C1 C2 39.3(12) . . . . ? Cd1 O1 C1 C2 174.8(5) . . . . ? O2 C1 C2 C3 88.3(10) . . . . ? O1 C1 C2 C3 -92.0(9) . . . . ? O2 C1 C2 C15 -94.7(9) . . . . ? O1 C1 C2 C15 85.0(9) . . . . ? C15 C2 C3 C4 179.4(7) . . . . ? C1 C2 C3 C4 -3.7(11) . . . . ? C15 C2 C3 C8 -4.8(12) . . . . ? C1 C2 C3 C8 172.2(7) . . . . ? C2 C3 C4 C5 179.0(8) . . . . ? C8 C3 C4 C5 3.1(12) . . . . ? C3 C4 C5 C6 -1.6(14) . . . . ? C4 C5 C6 C7 -1.3(16) . . . . ? C5 C6 C7 C8 2.7(16) . . . . ? C6 C7 C8 C9 -178.7(9) . . . . ? C6 C7 C8 C3 -1.1(13) . . . . ? C2 C3 C8 C9 0.0(11) . . . . ? C4 C3 C8 C9 175.9(7) . . . . ? C2 C3 C8 C7 -177.7(7) . . . . ? C4 C3 C8 C7 -1.7(11) . . . . ? C7 C8 C9 C10 -178.2(8) . . . . ? C3 C8 C9 C10 4.3(12) . . . . ? C7 C8 C9 C16 7.7(12) . . . . ? C3 C8 C9 C16 -169.7(7) . . . . ? C8 C9 C10 C11 175.0(8) . . . . ? C16 C9 C10 C11 -10.9(13) . . . . ? C8 C9 C10 C15 -3.9(12) . . . . ? C16 C9 C10 C15 170.2(7) . . . . ? C9 C10 C11 C12 -179.4(10) . . . . ? C15 C10 C11 C12 -0.4(14) . . . . ? C10 C11 C12 C13 0.0(18) . . . . ? C11 C12 C13 C14 -1.4(18) . . . . ? C12 C13 C14 C15 3.3(17) . . . . ? C3 C2 C15 C14 -176.9(8) . . . . ? C1 C2 C15 C14 6.1(12) . . . . ? C3 C2 C15 C10 5.2(12) . . . . ? C1 C2 C15 C10 -171.8(7) . . . . ? C13 C14 C15 C2 178.3(9) . . . . ? C13 C14 C15 C10 -3.8(14) . . . . ? C9 C10 C15 C2 -0.8(12) . . . . ? C11 C10 C15 C2 -179.9(8) . . . . ? C9 C10 C15 C14 -178.8(8) . . . . ? C11 C10 C15 C14 2.2(12) . . . . ? Cd1 O4 C16 O3 0.1(14) 4_566 . . . ? Cd1 O4 C16 C9 179.1(5) 4_566 . . . ? Cd2 O3 C16 O4 27.2(15) 2_646 . . . ? Cd2 O3 C16 C9 -151.8(6) 2_646 . . . ? C10 C9 C16 O4 -53.3(11) . . . . ? C8 C9 C16 O4 120.9(8) . . . . ? C10 C9 C16 O3 125.9(9) . . . . ? C8 C9 C16 O3 -59.9(11) . . . . ? C21 N1 C17 C18 -2.4(14) . . . . ? Cd1 N1 C17 C18 -171.2(7) . . . . ? N1 C17 C18 C19 1.7(16) . . . . ? C17 C18 C19 C20 -0.1(15) . . . . ? C17 C18 C19 C22 177.9(9) . . . . ? C18 C19 C20 C21 -0.7(15) . . . . ? C22 C19 C20 C21 -178.7(10) . . . . ? C17 N1 C21 C20 1.5(14) . . . . ? Cd1 N1 C21 C20 170.6(8) . . . . ? C19 C20 C21 N1 0.0(16) . . . . ? C18 C19 C22 C23 -96.7(11) . . . . ? C20 C19 C22 C23 81.1(12) . . . . ? C19 C22 C23 C24 -177.9(8) . . . . ? C22 C23 C24 C27 61.5(12) . . . . ? C29 N2 C25 C26 2.7(14) . . . . ? Cd2 N2 C25 C26 -157.5(8) 4_465 . . . ? N2 C25 C26 C27 -1.5(16) . . . . ? C25 C26 C27 C28 -0.7(15) . . . . ? C25 C26 C27 C24 176.9(9) . . . . ? C23 C24 C27 C28 -129.3(10) . . . . ? C23 C24 C27 C26 53.1(14) . . . . ? C26 C27 C28 C29 1.5(14) . . . . ? C24 C27 C28 C29 -176.1(9) . . . . ? C25 N2 C29 C28 -1.9(14) . . . . ? Cd2 N2 C29 C28 157.9(8) 4_465 . . . ? C27 C28 C29 N2 -0.2(15) . . . . ? Cd2 O5 C30 N3 166.6(7) . . . . ? O5 C30 N3 C32 -2.6(16) . . . . ? O5 C30 N3 C31 175.4(9) . . . . ? # SQUEEZE RESULTS (APPEND TO CIF) 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 1 0.005 0.000 0.500 392.9 -6.1 2 0.054 0.500 1.000 392.8 -6.8 _platon_squeeze_details ; ? ; _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.565 _refine_diff_density_min -0.789 _refine_diff_density_rms 0.107 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 763121' #TrackingRef '- Complexes 1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H18 Cl N2 O2 Zn' _chemical_formula_weight 431.21 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' Cl Cl 0.1484 0.1585 '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 Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4824(19) _cell_length_b 9.5840(19) _cell_length_c 12.153(2) _cell_angle_alpha 98.30(3) _cell_angle_beta 108.55(3) _cell_angle_gamma 111.24(3) _cell_volume 932.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7226 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 27.685 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.535 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 442 _exptl_absorpt_coefficient_mu 1.478 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7960 _diffrn_reflns_av_R_equivalents 0.1026 _diffrn_reflns_av_sigmaI/netI 0.1422 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3270 _reflns_number_gt 1977 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1000P)^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 3270 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1611 _refine_ls_R_factor_gt 0.0950 _refine_ls_wR_factor_ref 0.2299 _refine_ls_wR_factor_gt 0.1963 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _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 Zn1 Zn -0.04245(12) 0.57914(12) -0.18201(9) 0.0428(4) Uani 1 1 d . . . Cl1 Cl 0.2283(3) 0.6609(3) -0.0848(2) 0.0667(8) Uani 1 1 d . . . O1 O -0.3715(7) 0.3903(7) -0.3102(6) 0.0609(18) Uani 1 1 d . . . O2 O -0.1458(7) 0.3558(7) -0.2711(6) 0.0539(16) Uani 1 1 d . . . N1 N -0.1189(8) 0.6777(8) -0.0668(5) 0.0373(16) Uani 1 1 d . . . N2 N -0.0776(8) 0.6710(8) 0.6730(6) 0.0427(18) Uani 1 1 d . . . C19 C -0.1687(11) 0.7085(9) 0.4426(8) 0.043(2) Uani 1 1 d . . . C2 C -0.4022(9) 0.1481(9) -0.4158(7) 0.037(2) Uani 1 1 d . . . C4 C -0.3996(10) 0.2666(10) -0.5852(8) 0.044(2) Uani 1 1 d . . . H4A H -0.3371 0.3670 -0.5313 0.053 Uiso 1 1 calc R . . C3 C -0.4486(9) 0.1322(10) -0.5399(7) 0.036(2) Uani 1 1 d . . . C11 C -0.2034(11) 0.8283(10) 0.0978(7) 0.042(2) Uani 1 1 d . . . C13 C -0.2732(11) 0.6294(11) -0.0768(7) 0.052(2) Uani 1 1 d . . . H13A H -0.3550 0.5423 -0.1410 0.062 Uiso 1 1 calc R . . C1 C -0.3007(11) 0.3098(11) -0.3263(8) 0.043(2) Uani 1 1 d . . . C21 C -0.2107(11) 0.6932(10) 0.6235(8) 0.047(2) Uani 1 1 d . . . H21A H -0.2741 0.6950 0.6679 0.056 Uiso 1 1 calc R . . C7 C -0.4151(10) 0.0313(11) -0.2504(8) 0.045(2) Uani 1 1 d . . . H7A H -0.3552 0.1304 -0.1944 0.054 Uiso 1 1 calc R . . C10 C -0.0463(12) 0.8789(11) 0.1089(9) 0.062(3) Uani 1 1 d . . . H10A H 0.0366 0.9663 0.1724 0.075 Uiso 1 1 calc R . . C6 C -0.4540(9) 0.0169(10) -0.3747(7) 0.037(2) Uani 1 1 d . . . C20 C -0.2603(12) 0.7135(11) 0.5114(8) 0.052(2) Uani 1 1 d . . . H20A H -0.3540 0.7304 0.4811 0.062 Uiso 1 1 calc R . . C8 C -0.4628(10) -0.0954(11) -0.2107(7) 0.045(2) Uani 1 1 d . . . H8A H -0.4347 -0.0834 -0.1282 0.054 Uiso 1 1 calc R . . C18 C -0.0306(12) 0.6929(11) 0.4948(8) 0.051(2) Uani 1 1 d . . . H18A H 0.0372 0.6951 0.4534 0.061 Uiso 1 1 calc R . . C9 C -0.0070(12) 0.8017(11) 0.0264(9) 0.060(3) Uani 1 1 d . . . H9A H 0.1030 0.8386 0.0369 0.072 Uiso 1 1 calc R . . C5 C -0.4448(11) 0.2455(12) -0.7051(9) 0.053(2) Uani 1 1 d . . . H5A H -0.4141 0.3325 -0.7332 0.063 Uiso 1 1 calc R . . C12 C -0.3180(12) 0.7002(12) 0.0013(9) 0.059(3) Uani 1 1 d . . . H12A H -0.4286 0.6613 -0.0106 0.071 Uiso 1 1 calc R . . C15 C -0.1805(13) 0.8909(11) 0.3144(8) 0.061(3) Uani 1 1 d . . . H15A H -0.0613 0.9490 0.3472 0.073 Uiso 1 1 calc R . . H15B H -0.2205 0.9390 0.3658 0.073 Uiso 1 1 calc R . . C14 C -0.2535(14) 0.9019(12) 0.1871(8) 0.063(3) Uani 1 1 d . . . H14A H -0.3730 0.8517 0.1576 0.075 Uiso 1 1 calc R . . H14B H -0.2200 1.0115 0.1908 0.075 Uiso 1 1 calc R . . C16 C -0.2245(13) 0.7235(11) 0.3173(8) 0.059(3) Uani 1 1 d . . . H16A H -0.3435 0.6630 0.2766 0.071 Uiso 1 1 calc R . . H16B H -0.1750 0.6790 0.2724 0.071 Uiso 1 1 calc R . . C17 C 0.0132(11) 0.6733(10) 0.6099(8) 0.049(2) Uani 1 1 d . . . H17A H 0.1095 0.6615 0.6436 0.059 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 Zn1 0.0386(6) 0.0514(7) 0.0332(6) 0.0079(5) 0.0104(5) 0.0193(5) Cl1 0.0391(14) 0.087(2) 0.0573(17) 0.0116(14) 0.0080(12) 0.0235(13) O1 0.047(4) 0.055(4) 0.056(4) -0.014(3) 0.007(3) 0.018(3) O2 0.044(4) 0.047(4) 0.061(4) 0.011(3) 0.015(3) 0.016(3) N1 0.040(4) 0.039(4) 0.021(4) 0.003(3) 0.007(3) 0.012(3) N2 0.040(4) 0.048(5) 0.041(4) 0.008(4) 0.018(4) 0.021(4) C19 0.049(6) 0.032(5) 0.040(5) 0.008(4) 0.016(4) 0.012(4) C2 0.028(4) 0.036(5) 0.037(5) -0.003(4) 0.009(4) 0.014(4) C4 0.041(5) 0.034(5) 0.053(6) 0.009(4) 0.021(5) 0.012(4) C3 0.024(4) 0.045(5) 0.033(5) 0.005(4) 0.010(4) 0.012(4) C11 0.053(6) 0.048(6) 0.030(5) 0.012(4) 0.015(4) 0.029(5) C13 0.048(6) 0.055(6) 0.021(5) -0.012(4) 0.006(4) 0.005(5) C1 0.040(6) 0.054(6) 0.041(5) 0.023(5) 0.019(5) 0.022(5) C21 0.046(6) 0.058(6) 0.044(6) 0.010(5) 0.023(5) 0.029(5) C7 0.036(5) 0.054(6) 0.039(5) 0.009(5) 0.011(4) 0.018(4) C10 0.049(6) 0.054(7) 0.053(6) -0.011(5) 0.012(5) 0.008(5) C6 0.026(4) 0.044(5) 0.032(5) 0.001(4) 0.007(4) 0.013(4) C20 0.054(6) 0.060(6) 0.044(6) 0.013(5) 0.020(5) 0.028(5) C8 0.036(5) 0.062(7) 0.023(4) 0.005(5) 0.005(4) 0.016(5) C18 0.051(6) 0.061(6) 0.048(6) 0.017(5) 0.028(5) 0.027(5) C9 0.052(6) 0.067(7) 0.047(6) 0.002(6) 0.019(5) 0.017(5) C5 0.045(6) 0.066(7) 0.056(6) 0.027(5) 0.024(5) 0.026(5) C12 0.056(6) 0.073(7) 0.057(7) 0.020(6) 0.032(6) 0.028(6) C15 0.093(8) 0.054(6) 0.037(6) 0.005(5) 0.028(6) 0.033(6) C14 0.095(8) 0.063(7) 0.046(6) 0.017(5) 0.035(6) 0.045(6) C16 0.078(7) 0.054(7) 0.044(6) 0.016(5) 0.029(5) 0.025(6) C17 0.040(5) 0.052(6) 0.056(6) 0.010(5) 0.020(5) 0.021(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 Zn1 O2 1.962(6) . ? Zn1 N1 2.035(6) . ? Zn1 N2 2.068(7) 1_554 ? Zn1 Cl1 2.224(3) . ? O1 C1 1.225(10) . ? O2 C1 1.272(10) . ? N1 C13 1.322(10) . ? N1 C9 1.325(11) . ? N2 C17 1.320(10) . ? N2 C21 1.322(10) . ? N2 Zn1 2.068(7) 1_556 ? C19 C18 1.335(12) . ? C19 C20 1.391(12) . ? C19 C16 1.492(12) . ? C2 C3 1.397(11) . ? C2 C6 1.401(11) . ? C2 C1 1.509(12) . ? C4 C5 1.343(12) . ? C4 C3 1.454(11) . ? C4 H4A 0.9300 . ? C3 C6 1.406(11) 2_454 ? C11 C10 1.342(12) . ? C11 C12 1.367(12) . ? C11 C14 1.501(11) . ? C13 C12 1.350(12) . ? C13 H13A 0.9300 . ? C21 C20 1.361(12) . ? C21 H21A 0.9300 . ? C7 C8 1.350(11) . ? C7 C6 1.409(11) . ? C7 H7A 0.9300 . ? C10 C9 1.383(12) . ? C10 H10A 0.9300 . ? C6 C3 1.406(11) 2_454 ? C20 H20A 0.9300 . ? C8 C5 1.405(12) 2_454 ? C8 H8A 0.9300 . ? C18 C17 1.389(12) . ? C18 H18A 0.9300 . ? C9 H9A 0.9300 . ? C5 C8 1.405(12) 2_454 ? C5 H5A 0.9300 . ? C12 H12A 0.9300 . ? C15 C16 1.513(12) . ? C15 C14 1.517(12) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9300 . ? 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 O2 Zn1 N1 125.0(3) . . ? O2 Zn1 N2 99.4(3) . 1_554 ? N1 Zn1 N2 107.2(3) . 1_554 ? O2 Zn1 Cl1 109.6(2) . . ? N1 Zn1 Cl1 107.1(2) . . ? N2 Zn1 Cl1 107.2(2) 1_554 . ? C1 O2 Zn1 109.3(5) . . ? C13 N1 C9 116.0(7) . . ? C13 N1 Zn1 125.6(5) . . ? C9 N1 Zn1 118.4(6) . . ? C17 N2 C21 117.1(8) . . ? C17 N2 Zn1 118.8(6) . 1_556 ? C21 N2 Zn1 122.2(6) . 1_556 ? C18 C19 C20 117.0(9) . . ? C18 C19 C16 122.9(8) . . ? C20 C19 C16 120.1(9) . . ? C3 C2 C6 120.7(7) . . ? C3 C2 C1 119.1(8) . . ? C6 C2 C1 120.1(7) . . ? C5 C4 C3 119.9(8) . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C2 C3 C6 120.2(8) . 2_454 ? C2 C3 C4 121.9(8) . . ? C6 C3 C4 117.8(8) 2_454 . ? C10 C11 C12 116.2(8) . . ? C10 C11 C14 123.1(9) . . ? C12 C11 C14 120.6(9) . . ? N1 C13 C12 123.3(8) . . ? N1 C13 H13A 118.3 . . ? C12 C13 H13A 118.3 . . ? O1 C1 O2 123.2(9) . . ? O1 C1 C2 118.3(8) . . ? O2 C1 C2 118.5(7) . . ? N2 C21 C20 123.8(8) . . ? N2 C21 H21A 118.1 . . ? C20 C21 H21A 118.1 . . ? C8 C7 C6 121.5(8) . . ? C8 C7 H7A 119.2 . . ? C6 C7 H7A 119.2 . . ? C11 C10 C9 120.3(9) . . ? C11 C10 H10A 119.8 . . ? C9 C10 H10A 119.8 . . ? C2 C6 C3 119.0(7) . 2_454 ? C2 C6 C7 121.6(8) . . ? C3 C6 C7 119.3(8) 2_454 . ? C21 C20 C19 119.0(9) . . ? C21 C20 H20A 120.5 . . ? C19 C20 H20A 120.5 . . ? C7 C8 C5 119.6(8) . 2_454 ? C7 C8 H8A 120.2 . . ? C5 C8 H8A 120.2 2_454 . ? C19 C18 C17 120.9(8) . . ? C19 C18 H18A 119.6 . . ? C17 C18 H18A 119.6 . . ? N1 C9 C10 123.0(9) . . ? N1 C9 H9A 118.5 . . ? C10 C9 H9A 118.5 . . ? C4 C5 C8 121.7(9) . 2_454 ? C4 C5 H5A 119.2 . . ? C8 C5 H5A 119.2 2_454 . ? C13 C12 C11 121.1(9) . . ? C13 C12 H12A 119.5 . . ? C11 C12 H12A 119.5 . . ? C16 C15 C14 112.5(8) . . ? C16 C15 H15A 109.1 . . ? C14 C15 H15A 109.1 . . ? C16 C15 H15B 109.1 . . ? C14 C15 H15B 109.1 . . ? H15A C15 H15B 107.8 . . ? C11 C14 C15 114.2(8) . . ? C11 C14 H14A 108.7 . . ? C15 C14 H14A 108.7 . . ? C11 C14 H14B 108.7 . . ? C15 C14 H14B 108.7 . . ? H14A C14 H14B 107.6 . . ? C19 C16 C15 113.5(8) . . ? C19 C16 H16A 108.9 . . ? C15 C16 H16A 108.9 . . ? C19 C16 H16B 108.9 . . ? C15 C16 H16B 108.9 . . ? H16A C16 H16B 107.7 . . ? N2 C17 C18 122.0(9) . . ? N2 C17 H17A 119.0 . . ? C18 C17 H17A 119.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Zn1 O2 C1 50.8(6) . . . . ? N2 Zn1 O2 C1 -68.0(6) 1_554 . . . ? Cl1 Zn1 O2 C1 179.8(5) . . . . ? O2 Zn1 N1 C13 -31.7(8) . . . . ? N2 Zn1 N1 C13 83.5(7) 1_554 . . . ? Cl1 Zn1 N1 C13 -161.7(7) . . . . ? O2 Zn1 N1 C9 148.8(7) . . . . ? N2 Zn1 N1 C9 -96.0(7) 1_554 . . . ? Cl1 Zn1 N1 C9 18.8(7) . . . . ? C6 C2 C3 C6 -1.1(12) . . . 2_454 ? C1 C2 C3 C6 -178.8(7) . . . 2_454 ? C6 C2 C3 C4 178.7(7) . . . . ? C1 C2 C3 C4 1.0(11) . . . . ? C5 C4 C3 C2 178.9(8) . . . . ? C5 C4 C3 C6 -1.3(12) . . . 2_454 ? C9 N1 C13 C12 0.4(14) . . . . ? Zn1 N1 C13 C12 -179.1(7) . . . . ? Zn1 O2 C1 O1 -9.1(10) . . . . ? Zn1 O2 C1 C2 171.0(6) . . . . ? C3 C2 C1 O1 79.5(10) . . . . ? C6 C2 C1 O1 -98.2(9) . . . . ? C3 C2 C1 O2 -100.6(9) . . . . ? C6 C2 C1 O2 81.8(10) . . . . ? C17 N2 C21 C20 1.9(13) . . . . ? Zn1 N2 C21 C20 -162.1(7) 1_556 . . . ? C12 C11 C10 C9 -0.7(15) . . . . ? C14 C11 C10 C9 177.1(9) . . . . ? C3 C2 C6 C3 1.1(12) . . . 2_454 ? C1 C2 C6 C3 178.7(7) . . . 2_454 ? C3 C2 C6 C7 -177.0(7) . . . . ? C1 C2 C6 C7 0.7(11) . . . . ? C8 C7 C6 C2 -178.9(7) . . . . ? C8 C7 C6 C3 3.0(12) . . . 2_454 ? N2 C21 C20 C19 1.1(14) . . . . ? C18 C19 C20 C21 -3.8(13) . . . . ? C16 C19 C20 C21 177.3(8) . . . . ? C6 C7 C8 C5 -0.8(12) . . . 2_454 ? C20 C19 C18 C17 3.7(14) . . . . ? C16 C19 C18 C17 -177.5(8) . . . . ? C13 N1 C9 C10 -0.6(14) . . . . ? Zn1 N1 C9 C10 179.0(7) . . . . ? C11 C10 C9 N1 0.8(16) . . . . ? C3 C4 C5 C8 -0.9(13) . . . 2_454 ? N1 C13 C12 C11 -0.4(15) . . . . ? C10 C11 C12 C13 0.5(14) . . . . ? C14 C11 C12 C13 -177.4(8) . . . . ? C10 C11 C14 C15 -62.8(13) . . . . ? C12 C11 C14 C15 115.0(10) . . . . ? C16 C15 C14 C11 -57.7(12) . . . . ? C18 C19 C16 C15 -98.7(11) . . . . ? C20 C19 C16 C15 80.1(11) . . . . ? C14 C15 C16 C19 -174.1(8) . . . . ? C21 N2 C17 C18 -2.1(13) . . . . ? Zn1 N2 C17 C18 162.5(7) 1_556 . . . ? C19 C18 C17 N2 -0.8(14) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.915 _refine_diff_density_min -0.448 _refine_diff_density_rms 0.119 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 763122' #TrackingRef '- Complexes 1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H12 Cd Cl2 N O2' _chemical_formula_weight 361.51 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' Cl Cl 0.1484 0.1585 '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 7.2223(14) _cell_length_b 8.2583(17) _cell_length_c 11.575(2) _cell_angle_alpha 104.61(3) _cell_angle_beta 101.05(3) _cell_angle_gamma 99.64(3) _cell_volume 638.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6199 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.880 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 354 _exptl_absorpt_coefficient_mu 2.112 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 SCX-MINI _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6741 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2899 _reflns_number_gt 2368 _reflns_threshold_expression I>2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _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^)+(0.0188P)^2^+0.2650P] 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 2899 _refine_ls_number_parameters 150 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0568 _refine_ls_wR_factor_gt 0.0539 _refine_ls_goodness_of_fit_ref 1.123 _refine_ls_restrained_S_all 1.123 _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 0.0000 0.0000 1.0000 0.02666(9) Uani 1 2 d S . . Cd2 Cd 0.5000 0.0000 1.0000 0.02713(9) Uani 1 2 d S . . Cl1 Cl 0.17674(10) -0.21810(10) 0.89479(8) 0.03575(19) Uani 1 1 d . . . Cl2 Cl 0.32828(10) 0.12816(10) 1.17193(7) 0.03365(18) Uani 1 1 d . . . O1 O 0.0897(3) 0.1782(3) 0.88470(19) 0.0315(5) Uani 1 1 d . . . O2 O 0.4020(3) 0.1854(3) 0.8889(2) 0.0346(5) Uani 1 1 d . . . N1 N 0.7197(4) 0.2573(4) 0.7840(3) 0.0453(8) Uani 1 1 d . . . H1A H 0.6205 0.2292 0.8172 0.054 Uiso 1 1 calc R . . H1B H 0.8136 0.2065 0.8104 0.054 Uiso 1 1 calc R . . C1 C 0.2368(4) 0.2021(4) 0.8429(3) 0.0247(6) Uani 1 1 d . . . C2 C 0.2106(4) 0.2519(4) 0.7257(3) 0.0240(6) Uani 1 1 d . . . C3 C 0.2832(4) 0.4143(4) 0.7247(3) 0.0326(7) Uani 1 1 d . . . H3 H 0.3524 0.4995 0.8008 0.039 Uiso 1 1 d R . . C4 C 0.2567(5) 0.4604(4) 0.6134(3) 0.0394(8) Uani 1 1 d . . . H4 H 0.3091 0.5759 0.6147 0.047 Uiso 1 1 d R . . C5 C 0.1583(5) 0.3416(4) 0.5057(3) 0.0371(8) Uani 1 1 d . . . H5 H 0.1434 0.3735 0.4309 0.045 Uiso 1 1 d R . . C6 C 0.0783(4) 0.1691(4) 0.5014(3) 0.0291(7) Uani 1 1 d . . . C7 C 0.1052(4) 0.1219(4) 0.6126(3) 0.0257(6) Uani 1 1 d . . . C8 C 0.0272(4) -0.0467(4) 0.6089(3) 0.0299(7) Uani 1 1 d . . . H8 H 0.0460 -0.0779 0.6814 0.036 Uiso 1 1 calc R . . C9 C 0.6525(7) 0.1874(8) 0.6487(4) 0.0934(19) Uani 1 1 d . . . H9A H 0.5371 0.2240 0.6208 0.140 Uiso 1 1 calc R . . H9B H 0.6253 0.0642 0.6258 0.140 Uiso 1 1 calc R . . H9C H 0.7516 0.2286 0.6116 0.140 Uiso 1 1 calc R . . C10 C 0.7934(6) 0.4418(5) 0.8290(6) 0.102(2) Uani 1 1 d . . . H10A H 0.9155 0.4711 0.8093 0.153 Uiso 1 1 calc R . . H10B H 0.8107 0.4794 0.9167 0.153 Uiso 1 1 calc R . . H10C H 0.7029 0.4971 0.7909 0.153 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 0.02120(16) 0.03375(18) 0.03110(18) 0.01378(15) 0.01102(13) 0.01068(13) Cd2 0.01812(15) 0.03331(18) 0.03331(19) 0.01468(15) 0.00724(13) 0.00629(13) Cl1 0.0233(4) 0.0283(4) 0.0502(5) 0.0010(4) 0.0115(3) 0.0045(3) Cl2 0.0265(4) 0.0396(4) 0.0328(4) 0.0070(4) 0.0074(3) 0.0076(3) O1 0.0274(11) 0.0423(13) 0.0330(12) 0.0185(10) 0.0135(9) 0.0117(10) O2 0.0226(11) 0.0460(13) 0.0418(13) 0.0240(11) 0.0073(9) 0.0097(10) N1 0.0330(15) 0.0555(19) 0.064(2) 0.0375(17) 0.0198(15) 0.0156(14) C1 0.0234(14) 0.0249(15) 0.0264(15) 0.0078(13) 0.0079(12) 0.0046(12) C2 0.0191(13) 0.0307(16) 0.0283(16) 0.0122(14) 0.0105(12) 0.0112(12) C3 0.0326(16) 0.0301(17) 0.0357(18) 0.0086(15) 0.0102(14) 0.0083(14) C4 0.048(2) 0.0285(17) 0.046(2) 0.0194(16) 0.0119(17) 0.0062(15) C5 0.0437(19) 0.0355(18) 0.0379(19) 0.0209(16) 0.0110(16) 0.0078(15) C6 0.0287(15) 0.0318(17) 0.0332(17) 0.0162(14) 0.0099(13) 0.0113(13) C7 0.0217(14) 0.0327(17) 0.0290(16) 0.0147(14) 0.0093(12) 0.0110(13) C8 0.0323(16) 0.0342(17) 0.0269(16) 0.0138(14) 0.0087(13) 0.0088(14) C9 0.077(3) 0.176(6) 0.061(3) 0.048(4) 0.033(3) 0.078(4) C10 0.042(2) 0.050(3) 0.208(7) 0.051(4) 0.005(3) 0.000(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 2.317(2) . ? Cd1 O1 2.317(2) 2_557 ? Cd1 Cl1 2.5721(11) 2_557 ? Cd1 Cl1 2.5721(11) . ? Cd1 Cl2 2.6439(14) 2_557 ? Cd1 Cl2 2.6439(14) . ? Cd2 O2 2.347(2) . ? Cd2 O2 2.347(2) 2_657 ? Cd2 Cl1 2.5638(14) 2_657 ? Cd2 Cl1 2.5638(14) . ? Cd2 Cl2 2.6348(11) . ? Cd2 Cl2 2.6348(11) 2_657 ? O1 C1 1.255(3) . ? O2 C1 1.255(3) . ? N1 C10 1.448(5) . ? N1 C9 1.476(5) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? C1 C2 1.501(4) . ? C2 C3 1.360(4) . ? C2 C7 1.443(4) . ? C3 C4 1.421(4) . ? C3 H3 0.9600 . ? C4 C5 1.353(5) . ? C4 H4 0.9601 . ? C5 C6 1.429(4) . ? C5 H5 0.9599 . ? C6 C8 1.397(4) 2_556 ? C6 C7 1.424(4) . ? C7 C8 1.399(4) . ? C8 C6 1.397(4) 2_556 ? C8 H8 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? 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 180.000(1) . 2_557 ? O1 Cd1 Cl1 90.06(5) . 2_557 ? O1 Cd1 Cl1 89.94(5) 2_557 2_557 ? O1 Cd1 Cl1 89.94(5) . . ? O1 Cd1 Cl1 90.06(5) 2_557 . ? Cl1 Cd1 Cl1 180.0 2_557 . ? O1 Cd1 Cl2 87.34(6) . 2_557 ? O1 Cd1 Cl2 92.66(6) 2_557 2_557 ? Cl1 Cd1 Cl2 85.94(4) 2_557 2_557 ? Cl1 Cd1 Cl2 94.06(4) . 2_557 ? O1 Cd1 Cl2 92.66(6) . . ? O1 Cd1 Cl2 87.34(6) 2_557 . ? Cl1 Cd1 Cl2 94.06(4) 2_557 . ? Cl1 Cd1 Cl2 85.94(4) . . ? Cl2 Cd1 Cl2 180.000(1) 2_557 . ? O2 Cd2 O2 180.000(1) . 2_657 ? O2 Cd2 Cl1 89.92(6) . 2_657 ? O2 Cd2 Cl1 90.08(6) 2_657 2_657 ? O2 Cd2 Cl1 90.08(6) . . ? O2 Cd2 Cl1 89.92(6) 2_657 . ? Cl1 Cd2 Cl1 180.0 2_657 . ? O2 Cd2 Cl2 90.73(6) . . ? O2 Cd2 Cl2 89.27(6) 2_657 . ? Cl1 Cd2 Cl2 93.70(4) 2_657 . ? Cl1 Cd2 Cl2 86.30(4) . . ? O2 Cd2 Cl2 89.27(6) . 2_657 ? O2 Cd2 Cl2 90.73(6) 2_657 2_657 ? Cl1 Cd2 Cl2 86.30(4) 2_657 2_657 ? Cl1 Cd2 Cl2 93.70(4) . 2_657 ? Cl2 Cd2 Cl2 180.00(2) . 2_657 ? Cd2 Cl1 Cd1 89.36(3) . . ? Cd2 Cl2 Cd1 86.33(3) . . ? C1 O1 Cd1 131.27(18) . . ? C1 O2 Cd2 131.36(18) . . ? C10 N1 C9 114.7(4) . . ? C10 N1 H1A 108.6 . . ? C9 N1 H1A 108.6 . . ? C10 N1 H1B 108.6 . . ? C9 N1 H1B 108.6 . . ? H1A N1 H1B 107.6 . . ? O2 C1 O1 126.0(3) . . ? O2 C1 C2 117.3(2) . . ? O1 C1 C2 116.7(2) . . ? C3 C2 C7 120.2(3) . . ? C3 C2 C1 121.7(3) . . ? C7 C2 C1 118.1(3) . . ? C2 C3 C4 121.2(3) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 120.0(3) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 121.2(3) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.5 . . ? C8 C6 C7 119.4(3) 2_556 . ? C8 C6 C5 121.5(3) 2_556 . ? C7 C6 C5 119.1(3) . . ? C8 C7 C6 119.3(3) . . ? C8 C7 C2 122.4(3) . . ? C6 C7 C2 118.3(3) . . ? C6 C8 C7 121.2(3) 2_556 . ? C6 C8 H8 119.4 2_556 . ? C7 C8 H8 119.4 . . ? N1 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Cd2 Cl1 Cd1 -64.48(6) . . . . ? O2 Cd2 Cl1 Cd1 115.52(6) 2_657 . . . ? Cl1 Cd2 Cl1 Cd1 145(100) 2_657 . . . ? Cl2 Cd2 Cl1 Cd1 26.25(3) . . . . ? Cl2 Cd2 Cl1 Cd1 -153.75(3) 2_657 . . . ? O1 Cd1 Cl1 Cd2 66.51(6) . . . . ? O1 Cd1 Cl1 Cd2 -113.49(6) 2_557 . . . ? Cl1 Cd1 Cl1 Cd2 -145(100) 2_557 . . . ? Cl2 Cd1 Cl1 Cd2 153.84(3) 2_557 . . . ? Cl2 Cd1 Cl1 Cd2 -26.16(3) . . . . ? O2 Cd2 Cl2 Cd1 64.50(6) . . . . ? O2 Cd2 Cl2 Cd1 -115.50(6) 2_657 . . . ? Cl1 Cd2 Cl2 Cd1 154.46(3) 2_657 . . . ? Cl1 Cd2 Cl2 Cd1 -25.54(3) . . . . ? Cl2 Cd2 Cl2 Cd1 -154(100) 2_657 . . . ? O1 Cd1 Cl2 Cd2 -64.29(5) . . . . ? O1 Cd1 Cl2 Cd2 115.71(5) 2_557 . . . ? Cl1 Cd1 Cl2 Cd2 -154.54(3) 2_557 . . . ? Cl1 Cd1 Cl2 Cd2 25.46(3) . . . . ? Cl2 Cd1 Cl2 Cd2 38(100) 2_557 . . . ? O1 Cd1 O1 C1 -38(100) 2_557 . . . ? Cl1 Cd1 O1 C1 148.7(2) 2_557 . . . ? Cl1 Cd1 O1 C1 -31.3(2) . . . . ? Cl2 Cd1 O1 C1 -125.4(2) 2_557 . . . ? Cl2 Cd1 O1 C1 54.6(2) . . . . ? O2 Cd2 O2 C1 20(100) 2_657 . . . ? Cl1 Cd2 O2 C1 -153.8(3) 2_657 . . . ? Cl1 Cd2 O2 C1 26.2(3) . . . . ? Cl2 Cd2 O2 C1 -60.1(3) . . . . ? Cl2 Cd2 O2 C1 119.9(3) 2_657 . . . ? Cd2 O2 C1 O1 32.0(4) . . . . ? Cd2 O2 C1 C2 -146.7(2) . . . . ? Cd1 O1 C1 O2 -28.6(4) . . . . ? Cd1 O1 C1 C2 150.2(2) . . . . ? O2 C1 C2 C3 -73.9(4) . . . . ? O1 C1 C2 C3 107.2(3) . . . . ? O2 C1 C2 C7 106.1(3) . . . . ? O1 C1 C2 C7 -72.8(3) . . . . ? C7 C2 C3 C4 0.4(4) . . . . ? C1 C2 C3 C4 -179.6(3) . . . . ? C2 C3 C4 C5 -0.3(5) . . . . ? C3 C4 C5 C6 0.5(5) . . . . ? C4 C5 C6 C8 178.5(3) . . . 2_556 ? C4 C5 C6 C7 -0.8(5) . . . . ? C8 C6 C7 C8 0.7(5) 2_556 . . . ? C5 C6 C7 C8 180.0(3) . . . . ? C8 C6 C7 C2 -178.5(3) 2_556 . . . ? C5 C6 C7 C2 0.9(4) . . . . ? C3 C2 C7 C8 -179.8(3) . . . . ? C1 C2 C7 C8 0.2(4) . . . . ? C3 C2 C7 C6 -0.7(4) . . . . ? C1 C2 C7 C6 179.3(2) . . . . ? C6 C7 C8 C6 -0.7(5) . . . 2_556 ? C2 C7 C8 C6 178.4(3) . . . 2_556 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A O2 0.90 1.94 2.840(3) 175.7 . N1 H1B O1 0.90 2.09 2.950(3) 159.3 1_655 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.372 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.080 #===end #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 763123' #TrackingRef '- Complexes 1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H22 Cd N2 O4' _chemical_formula_weight 574.89 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 Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 19.008(4) _cell_length_b 12.186(2) _cell_length_c 22.350(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5177.1(18) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4918 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 27.1 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2320 _exptl_absorpt_coefficient_mu 0.880 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 SCX-MINI _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 48093 _diffrn_reflns_av_R_equivalents 0.1351 _diffrn_reflns_av_sigmaI/netI 0.0816 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 27.45 _reflns_number_total 5719 _reflns_number_gt 3553 _reflns_threshold_expression I>2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _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^)+(0.0355P)^2^+8.9672P] 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 5719 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1639 _refine_ls_R_factor_gt 0.0960 _refine_ls_wR_factor_ref 0.1452 _refine_ls_wR_factor_gt 0.1276 _refine_ls_goodness_of_fit_ref 1.184 _refine_ls_restrained_S_all 1.184 _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 1.00687(2) 1.10160(4) 0.67601(2) 0.04521(17) Uani 1 1 d . . . O1 O 0.9146(3) 1.1346(4) 0.6083(2) 0.0765(16) Uani 1 1 d . . . O2 O 0.8949(3) 1.1774(6) 0.7023(2) 0.101(2) Uani 1 1 d . . . O3 O 0.5842(3) 1.2482(4) 0.3232(3) 0.0820(16) Uani 1 1 d . . . O4 O 0.5879(3) 1.3466(5) 0.4034(3) 0.117(3) Uani 1 1 d . . . N1 N 1.0387(3) 0.4368(4) 0.2731(2) 0.0490(14) Uani 1 1 d . . . N2 N 1.0237(3) 0.9218(4) 0.6418(2) 0.0486(14) Uani 1 1 d . . . C1 C 0.8763(4) 1.1783(6) 0.6489(4) 0.0548(19) Uani 1 1 d . . . C2 C 0.8084(3) 1.2380(6) 0.6296(3) 0.0550(19) Uani 1 1 d . . . C3 C 0.7803(4) 1.3118(6) 0.6699(4) 0.072(2) Uani 1 1 d . . . H3 H 0.8008 1.3179 0.7076 0.086 Uiso 1 1 calc R . . C4 C 0.7204(4) 1.3798(6) 0.6557(4) 0.073(2) Uani 1 1 d . . . H4 H 0.7032 1.4299 0.6834 0.087 Uiso 1 1 calc R . . C5 C 0.6891(4) 1.3693(6) 0.6007(4) 0.066(2) Uani 1 1 d . . . H5 H 0.6501 1.4125 0.5918 0.079 Uiso 1 1 calc R . . C6 C 0.7146(3) 1.2941(5) 0.5566(3) 0.0506(18) Uani 1 1 d . . . C7 C 0.6806(3) 1.2839(5) 0.4998(3) 0.0533(19) Uani 1 1 d . . . H7 H 0.6420 1.3284 0.4917 0.064 Uiso 1 1 calc R . . C8 C 0.7032(3) 1.2094(5) 0.4557(3) 0.0492(18) Uani 1 1 d . . . C9 C 0.6712(3) 1.1972(6) 0.3962(3) 0.0542(19) Uani 1 1 d . . . C10 C 0.6965(4) 1.1186(6) 0.3575(4) 0.068(2) Uani 1 1 d . . . H10 H 0.6757 1.1119 0.3200 0.082 Uiso 1 1 calc R . . C11 C 0.7532(4) 1.0470(6) 0.3726(4) 0.072(2) Uani 1 1 d . . . H11 H 0.7683 0.9939 0.3457 0.086 Uiso 1 1 calc R . . C12 C 0.7853(4) 1.0575(6) 0.4276(4) 0.061(2) Uani 1 1 d . . . H12 H 0.8228 1.0117 0.4371 0.074 Uiso 1 1 calc R . . C13 C 0.7623(3) 1.1374(5) 0.4707(3) 0.0480(17) Uani 1 1 d . . . C14 C 0.7961(3) 1.1481(5) 0.5267(3) 0.0519(18) Uani 1 1 d . . . H14 H 0.8342 1.1025 0.5349 0.062 Uiso 1 1 calc R . . C15 C 0.7752(3) 1.2244(5) 0.5708(3) 0.0463(17) Uani 1 1 d . . . C16 C 0.6108(4) 1.2695(6) 0.3733(4) 0.0541(19) Uani 1 1 d . . . C17 C 1.0121(3) 0.9055(6) 0.5831(3) 0.0566(18) Uani 1 1 d . . . H17 H 0.9875 0.9590 0.5620 0.068 Uiso 1 1 calc R . . C18 C 1.0349(4) 0.8130(6) 0.5521(3) 0.0537(18) Uani 1 1 d . . . H18 H 1.0244 0.8053 0.5116 0.064 Uiso 1 1 calc R . . C19 C 1.0738(3) 0.7312(5) 0.5815(3) 0.0454(16) Uani 1 1 d . . . C20 C 1.0849(4) 0.7466(5) 0.6429(3) 0.0538(18) Uani 1 1 d . . . H20 H 1.1094 0.6943 0.6650 0.065 Uiso 1 1 calc R . . C21 C 1.0590(4) 0.8407(6) 0.6707(3) 0.0613(19) Uani 1 1 d . . . H21 H 1.0665 0.8484 0.7116 0.074 Uiso 1 1 calc R . . C22 C 1.1051(4) 0.6325(5) 0.5485(3) 0.0509(18) Uani 1 1 d . . . H22A H 1.0979 0.5676 0.5728 0.061 Uiso 1 1 calc R . . H22B H 1.1555 0.6436 0.5449 0.061 Uiso 1 1 calc R . . C23 C 1.0753(3) 0.6098(5) 0.4856(3) 0.0482(16) Uani 1 1 d . . . H23A H 1.0255 0.5940 0.4890 0.058 Uiso 1 1 calc R . . H23B H 1.0804 0.6754 0.4614 0.058 Uiso 1 1 calc R . . C24 C 1.1117(3) 0.5139(5) 0.4538(3) 0.0517(18) Uani 1 1 d . . . H24A H 1.1616 0.5300 0.4512 0.062 Uiso 1 1 calc R . . H24B H 1.1065 0.4488 0.4784 0.062 Uiso 1 1 calc R . . C25 C 1.0847(3) 0.4883(5) 0.3916(3) 0.0452(16) Uani 1 1 d . . . C26 C 1.0286(4) 0.5426(5) 0.3642(3) 0.0528(18) Uani 1 1 d . . . H26 H 1.0052 0.5979 0.3847 0.063 Uiso 1 1 calc R . . C27 C 1.0072(3) 0.5147(6) 0.3061(3) 0.0561(18) Uani 1 1 d . . . H27 H 0.9692 0.5521 0.2895 0.067 Uiso 1 1 calc R . . C28 C 1.0939(4) 0.3849(6) 0.2990(3) 0.070(2) Uani 1 1 d . . . H28 H 1.1173 0.3310 0.2774 0.085 Uiso 1 1 calc R . . C29 C 1.1173(4) 0.4090(6) 0.3572(3) 0.074(2) Uani 1 1 d . . . H29 H 1.1554 0.3707 0.3728 0.089 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 0.0422(3) 0.0512(3) 0.0423(3) 0.0053(2) -0.0011(2) 0.0001(2) O1 0.062(3) 0.093(4) 0.074(4) -0.004(3) -0.020(3) 0.029(3) O2 0.075(4) 0.180(6) 0.049(3) -0.003(4) -0.012(3) 0.046(4) O3 0.098(4) 0.082(4) 0.067(4) 0.010(3) -0.014(3) 0.024(3) O4 0.116(5) 0.111(5) 0.124(6) -0.033(5) -0.075(4) 0.058(4) N1 0.061(4) 0.044(3) 0.043(3) -0.003(3) -0.003(3) 0.009(3) N2 0.058(4) 0.048(3) 0.040(3) 0.004(3) 0.001(3) 0.007(3) C1 0.041(4) 0.055(5) 0.069(5) 0.008(4) 0.003(4) -0.001(4) C2 0.043(4) 0.056(5) 0.065(5) 0.016(4) 0.002(4) 0.003(4) C3 0.060(5) 0.080(6) 0.074(6) 0.007(5) 0.000(4) 0.008(4) C4 0.072(5) 0.068(6) 0.078(6) -0.005(5) 0.000(4) 0.017(4) C5 0.052(5) 0.066(5) 0.081(6) 0.013(5) 0.002(4) 0.016(4) C6 0.043(4) 0.046(4) 0.063(5) 0.018(4) 0.006(3) 0.005(3) C7 0.035(4) 0.048(4) 0.077(5) 0.027(4) -0.001(4) 0.006(3) C8 0.038(4) 0.043(4) 0.067(5) 0.018(4) 0.001(4) -0.002(3) C9 0.041(4) 0.045(4) 0.076(5) 0.020(4) 0.002(4) -0.002(3) C10 0.057(5) 0.069(5) 0.080(6) 0.014(5) -0.019(4) -0.001(4) C11 0.067(5) 0.064(5) 0.084(6) 0.006(5) -0.003(5) 0.008(4) C12 0.045(4) 0.055(5) 0.085(6) 0.014(4) -0.004(4) 0.009(4) C13 0.037(4) 0.040(4) 0.066(5) 0.014(4) 0.002(3) 0.002(3) C14 0.035(4) 0.049(4) 0.071(5) 0.023(4) -0.007(4) 0.002(3) C15 0.045(4) 0.039(4) 0.055(4) 0.017(4) 0.003(3) -0.002(3) C16 0.042(4) 0.054(5) 0.067(6) 0.012(4) -0.010(4) -0.009(4) C17 0.056(4) 0.065(5) 0.048(4) 0.004(4) -0.010(3) 0.008(4) C18 0.065(5) 0.060(5) 0.036(4) -0.009(4) -0.016(3) 0.006(4) C19 0.051(4) 0.045(4) 0.040(4) 0.002(3) -0.003(3) -0.005(3) C20 0.077(5) 0.040(4) 0.044(4) 0.008(3) -0.005(4) 0.004(4) C21 0.085(5) 0.061(5) 0.038(4) 0.002(4) -0.004(4) 0.005(4) C22 0.066(5) 0.049(4) 0.038(4) 0.004(3) -0.001(3) 0.000(3) C23 0.056(4) 0.046(4) 0.043(4) -0.001(3) -0.001(3) -0.005(3) C24 0.058(4) 0.048(4) 0.049(4) -0.003(3) -0.008(3) 0.006(3) C25 0.055(4) 0.040(4) 0.041(4) -0.002(3) -0.004(3) 0.004(3) C26 0.064(5) 0.051(4) 0.044(4) -0.005(3) 0.000(3) 0.017(4) C27 0.044(4) 0.072(5) 0.053(4) 0.003(4) -0.009(3) 0.015(4) C28 0.081(6) 0.064(5) 0.066(5) -0.019(4) -0.010(4) 0.033(4) C29 0.088(6) 0.072(6) 0.062(5) -0.019(5) -0.031(4) 0.033(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 Cd1 N1 2.300(5) 7_576 ? Cd1 N2 2.343(5) . ? Cd1 O3 2.347(5) 4_576 ? Cd1 O1 2.351(5) . ? Cd1 O2 2.394(5) . ? Cd1 O4 2.434(5) 4_576 ? Cd1 C1 2.721(7) . ? Cd1 C16 2.755(7) 4_576 ? O1 C1 1.278(8) . ? O2 C1 1.245(8) . ? O3 C16 1.257(8) . ? O3 Cd1 2.347(5) 4_476 ? O4 C16 1.235(8) . ? O4 Cd1 2.434(5) 4_476 ? N1 C27 1.342(8) . ? N1 C28 1.355(8) . ? N1 Cd1 2.300(5) 7_575 ? N2 C17 1.346(8) . ? N2 C21 1.358(8) . ? C1 C2 1.543(9) . ? C2 C3 1.380(9) . ? C2 C15 1.469(9) . ? C3 C4 1.445(10) . ? C3 H3 0.9300 . ? C4 C5 1.371(10) . ? C4 H4 0.9300 . ? C5 C6 1.431(9) . ? C5 H5 0.9300 . ? C6 C7 1.429(9) . ? C6 C15 1.466(8) . ? C7 C8 1.406(9) . ? C7 H7 0.9300 . ? C8 C13 1.464(8) . ? C8 C9 1.470(9) . ? C9 C10 1.378(9) . ? C9 C16 1.535(9) . ? C10 C11 1.428(9) . ? C10 H10 0.9300 . ? C11 C12 1.377(10) . ? C11 H11 0.9300 . ? C12 C13 1.438(9) . ? C12 H12 0.9300 . ? C13 C14 1.413(9) . ? C14 C15 1.412(9) . ? C14 H14 0.9300 . ? C16 Cd1 2.755(7) 4_476 ? C17 C18 1.393(9) . ? C17 H17 0.9300 . ? C18 C19 1.404(8) . ? C18 H18 0.9300 . ? C19 C20 1.401(9) . ? C19 C22 1.532(8) . ? C20 C21 1.394(9) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.540(8) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.532(8) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.515(8) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C29 1.382(9) . ? C25 C26 1.396(8) . ? C26 C27 1.403(9) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.405(10) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 N2 94.68(18) 7_576 . ? N1 Cd1 O3 89.26(19) 7_576 4_576 ? N2 Cd1 O3 130.3(2) . 4_576 ? N1 Cd1 O1 146.9(2) 7_576 . ? N2 Cd1 O1 92.98(19) . . ? O3 Cd1 O1 109.78(19) 4_576 . ? N1 Cd1 O2 94.64(19) 7_576 . ? N2 Cd1 O2 124.2(2) . . ? O3 Cd1 O2 104.7(2) 4_576 . ? O1 Cd1 O2 55.11(18) . . ? N1 Cd1 O4 125.1(2) 7_576 4_576 ? N2 Cd1 O4 85.3(2) . 4_576 ? O3 Cd1 O4 53.65(19) 4_576 4_576 ? O1 Cd1 O4 87.6(2) . 4_576 ? O2 Cd1 O4 129.9(2) . 4_576 ? N1 Cd1 C1 121.3(2) 7_576 . ? N2 Cd1 C1 111.9(2) . . ? O3 Cd1 C1 107.7(2) 4_576 . ? O1 Cd1 C1 28.00(19) . . ? O2 Cd1 C1 27.22(19) . . ? O4 Cd1 C1 109.0(2) 4_576 . ? N1 Cd1 C16 107.8(2) 7_576 4_576 ? N2 Cd1 C16 107.7(2) . 4_576 ? O3 Cd1 C16 27.05(19) 4_576 4_576 ? O1 Cd1 C16 100.4(2) . 4_576 ? O2 Cd1 C16 121.1(2) . 4_576 ? O4 Cd1 C16 26.63(19) 4_576 4_576 ? C1 Cd1 C16 111.7(2) . 4_576 ? C1 O1 Cd1 92.3(4) . . ? C1 O2 Cd1 91.2(4) . . ? C16 O3 Cd1 94.8(5) . 4_476 ? C16 O4 Cd1 91.3(5) . 4_476 ? C27 N1 C28 116.1(6) . . ? C27 N1 Cd1 123.0(4) . 7_575 ? C28 N1 Cd1 120.8(4) . 7_575 ? C17 N2 C21 115.9(6) . . ? C17 N2 Cd1 115.7(4) . . ? C21 N2 Cd1 126.4(4) . . ? O2 C1 O1 121.0(7) . . ? O2 C1 C2 120.6(7) . . ? O1 C1 C2 118.4(7) . . ? O2 C1 Cd1 61.6(4) . . ? O1 C1 Cd1 59.7(4) . . ? C2 C1 Cd1 170.9(5) . . ? C3 C2 C15 119.5(6) . . ? C3 C2 C1 116.6(7) . . ? C15 C2 C1 123.8(7) . . ? C2 C3 C4 122.3(7) . . ? C2 C3 H3 118.8 . . ? C4 C3 H3 118.8 . . ? C5 C4 C3 119.1(8) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 122.0(7) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C7 C6 C5 121.0(6) . . ? C7 C6 C15 119.7(6) . . ? C5 C6 C15 119.3(7) . . ? C8 C7 C6 122.8(6) . . ? C8 C7 H7 118.6 . . ? C6 C7 H7 118.6 . . ? C7 C8 C13 117.4(6) . . ? C7 C8 C9 125.0(6) . . ? C13 C8 C9 117.6(6) . . ? C10 C9 C8 119.7(6) . . ? C10 C9 C16 116.8(7) . . ? C8 C9 C16 123.5(7) . . ? C9 C10 C11 122.6(7) . . ? C9 C10 H10 118.7 . . ? C11 C10 H10 118.7 . . ? C12 C11 C10 119.2(7) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? C11 C12 C13 121.8(7) . . ? C11 C12 H12 119.1 . . ? C13 C12 H12 119.1 . . ? C14 C13 C12 121.2(6) . . ? C14 C13 C8 119.8(6) . . ? C12 C13 C8 119.1(6) . . ? C15 C14 C13 123.3(6) . . ? C15 C14 H14 118.3 . . ? C13 C14 H14 118.3 . . ? C14 C15 C6 116.9(6) . . ? C14 C15 C2 125.3(6) . . ? C6 C15 C2 117.7(6) . . ? O4 C16 O3 120.0(7) . . ? O4 C16 C9 121.3(7) . . ? O3 C16 C9 118.7(7) . . ? O4 C16 Cd1 62.0(4) . 4_476 ? O3 C16 Cd1 58.1(4) . 4_476 ? C9 C16 Cd1 175.8(6) . 4_476 ? N2 C17 C18 123.6(6) . . ? N2 C17 H17 118.2 . . ? C18 C17 H17 118.2 . . ? C17 C18 C19 120.3(6) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C20 C19 C18 116.3(6) . . ? C20 C19 C22 121.2(6) . . ? C18 C19 C22 122.4(6) . . ? C21 C20 C19 119.6(6) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? N2 C21 C20 124.1(6) . . ? N2 C21 H21 117.9 . . ? C20 C21 H21 117.9 . . ? C19 C22 C23 115.9(5) . . ? C19 C22 H22A 108.3 . . ? C23 C22 H22A 108.3 . . ? C19 C22 H22B 108.3 . . ? C23 C22 H22B 108.3 . . ? H22A C22 H22B 107.4 . . ? C24 C23 C22 113.2(5) . . ? C24 C23 H23A 108.9 . . ? C22 C23 H23A 108.9 . . ? C24 C23 H23B 108.9 . . ? C22 C23 H23B 108.9 . . ? H23A C23 H23B 107.8 . . ? C25 C24 C23 115.5(5) . . ? C25 C24 H24A 108.4 . . ? C23 C24 H24A 108.4 . . ? C25 C24 H24B 108.4 . . ? C23 C24 H24B 108.4 . . ? H24A C24 H24B 107.5 . . ? C29 C25 C26 115.4(6) . . ? C29 C25 C24 120.2(6) . . ? C26 C25 C24 124.3(6) . . ? C25 C26 C27 120.9(6) . . ? C25 C26 H26 119.6 . . ? C27 C26 H26 119.6 . . ? N1 C27 C26 123.4(6) . . ? N1 C27 H27 118.3 . . ? C26 C27 H27 118.3 . . ? N1 C28 C29 122.9(7) . . ? N1 C28 H28 118.5 . . ? C29 C28 H28 118.5 . . ? C25 C29 C28 121.3(7) . . ? C25 C29 H29 119.4 . . ? C28 C29 H29 119.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cd1 O1 C1 31.0(6) 7_576 . . . ? N2 Cd1 O1 C1 134.3(4) . . . . ? O3 Cd1 O1 C1 -90.8(4) 4_576 . . . ? O2 Cd1 O1 C1 3.7(4) . . . . ? O4 Cd1 O1 C1 -140.6(4) 4_576 . . . ? C16 Cd1 O1 C1 -117.1(5) 4_576 . . . ? N1 Cd1 O2 C1 -169.3(5) 7_576 . . . ? N2 Cd1 O2 C1 -70.4(5) . . . . ? O3 Cd1 O2 C1 100.3(5) 4_576 . . . ? O1 Cd1 O2 C1 -3.8(4) . . . . ? O4 Cd1 O2 C1 45.7(6) 4_576 . . . ? C16 Cd1 O2 C1 76.8(6) 4_576 . . . ? N1 Cd1 N2 C17 -178.4(4) 7_576 . . . ? O3 Cd1 N2 C17 -85.4(5) 4_576 . . . ? O1 Cd1 N2 C17 33.9(5) . . . . ? O2 Cd1 N2 C17 82.8(5) . . . . ? O4 Cd1 N2 C17 -53.5(5) 4_576 . . . ? C1 Cd1 N2 C17 55.1(5) . . . . ? C16 Cd1 N2 C17 -68.0(5) 4_576 . . . ? N1 Cd1 N2 C21 -15.1(6) 7_576 . . . ? O3 Cd1 N2 C21 77.9(6) 4_576 . . . ? O1 Cd1 N2 C21 -162.9(5) . . . . ? O2 Cd1 N2 C21 -114.0(5) . . . . ? O4 Cd1 N2 C21 109.7(6) 4_576 . . . ? C1 Cd1 N2 C21 -141.7(5) . . . . ? C16 Cd1 N2 C21 95.2(6) 4_576 . . . ? Cd1 O2 C1 O1 6.7(8) . . . . ? Cd1 O2 C1 C2 -169.8(6) . . . . ? Cd1 O1 C1 O2 -6.8(8) . . . . ? Cd1 O1 C1 C2 169.8(5) . . . . ? N1 Cd1 C1 O2 12.6(6) 7_576 . . . ? N2 Cd1 C1 O2 122.9(5) . . . . ? O3 Cd1 C1 O2 -87.7(5) 4_576 . . . ? O1 Cd1 C1 O2 173.3(8) . . . . ? O4 Cd1 C1 O2 -144.5(5) 4_576 . . . ? C16 Cd1 C1 O2 -116.2(5) 4_576 . . . ? N1 Cd1 C1 O1 -160.8(4) 7_576 . . . ? N2 Cd1 C1 O1 -50.4(5) . . . . ? O3 Cd1 C1 O1 98.9(4) 4_576 . . . ? O2 Cd1 C1 O1 -173.3(8) . . . . ? O4 Cd1 C1 O1 42.2(5) 4_576 . . . ? C16 Cd1 C1 O1 70.4(5) 4_576 . . . ? N1 Cd1 C1 C2 119(4) 7_576 . . . ? N2 Cd1 C1 C2 -131(4) . . . . ? O3 Cd1 C1 C2 19(4) 4_576 . . . ? O1 Cd1 C1 C2 -80(4) . . . . ? O2 Cd1 C1 C2 106(4) . . . . ? O4 Cd1 C1 C2 -38(4) 4_576 . . . ? C16 Cd1 C1 C2 -10(4) 4_576 . . . ? O2 C1 C2 C3 16.2(10) . . . . ? O1 C1 C2 C3 -160.4(7) . . . . ? Cd1 C1 C2 C3 -85(4) . . . . ? O2 C1 C2 C15 -166.9(7) . . . . ? O1 C1 C2 C15 16.5(10) . . . . ? Cd1 C1 C2 C15 92(4) . . . . ? C15 C2 C3 C4 -2.2(11) . . . . ? C1 C2 C3 C4 174.8(6) . . . . ? C2 C3 C4 C5 1.4(12) . . . . ? C3 C4 C5 C6 -0.8(12) . . . . ? C4 C5 C6 C7 179.3(7) . . . . ? C4 C5 C6 C15 1.2(10) . . . . ? C5 C6 C7 C8 -178.7(6) . . . . ? C15 C6 C7 C8 -0.5(9) . . . . ? C6 C7 C8 C13 2.4(9) . . . . ? C6 C7 C8 C9 -178.6(6) . . . . ? C7 C8 C9 C10 -177.8(6) . . . . ? C13 C8 C9 C10 1.1(9) . . . . ? C7 C8 C9 C16 3.4(10) . . . . ? C13 C8 C9 C16 -177.7(6) . . . . ? C8 C9 C10 C11 0.0(10) . . . . ? C16 C9 C10 C11 178.9(6) . . . . ? C9 C10 C11 C12 -1.2(11) . . . . ? C10 C11 C12 C13 1.2(11) . . . . ? C11 C12 C13 C14 -179.3(7) . . . . ? C11 C12 C13 C8 0.0(10) . . . . ? C7 C8 C13 C14 -2.8(9) . . . . ? C9 C8 C13 C14 178.2(6) . . . . ? C7 C8 C13 C12 177.8(6) . . . . ? C9 C8 C13 C12 -1.2(9) . . . . ? C12 C13 C14 C15 -179.3(6) . . . . ? C8 C13 C14 C15 1.3(9) . . . . ? C13 C14 C15 C6 0.6(9) . . . . ? C13 C14 C15 C2 179.6(6) . . . . ? C7 C6 C15 C14 -1.1(8) . . . . ? C5 C6 C15 C14 177.2(6) . . . . ? C7 C6 C15 C2 179.9(6) . . . . ? C5 C6 C15 C2 -1.9(9) . . . . ? C3 C2 C15 C14 -176.5(6) . . . . ? C1 C2 C15 C14 6.7(10) . . . . ? C3 C2 C15 C6 2.5(9) . . . . ? C1 C2 C15 C6 -174.3(6) . . . . ? Cd1 O4 C16 O3 -3.9(8) 4_476 . . . ? Cd1 O4 C16 C9 177.0(5) 4_476 . . . ? Cd1 O3 C16 O4 4.0(8) 4_476 . . . ? Cd1 O3 C16 C9 -176.8(5) 4_476 . . . ? C10 C9 C16 O4 -175.3(7) . . . . ? C8 C9 C16 O4 3.5(11) . . . . ? C10 C9 C16 O3 5.5(9) . . . . ? C8 C9 C16 O3 -175.6(6) . . . . ? C10 C9 C16 Cd1 -34(7) . . . 4_476 ? C8 C9 C16 Cd1 145(6) . . . 4_476 ? C21 N2 C17 C18 -0.8(10) . . . . ? Cd1 N2 C17 C18 164.2(5) . . . . ? N2 C17 C18 C19 -1.6(10) . . . . ? C17 C18 C19 C20 2.6(10) . . . . ? C17 C18 C19 C22 -175.0(6) . . . . ? C18 C19 C20 C21 -1.5(10) . . . . ? C22 C19 C20 C21 176.2(6) . . . . ? C17 N2 C21 C20 2.1(10) . . . . ? Cd1 N2 C21 C20 -161.1(5) . . . . ? C19 C20 C21 N2 -1.0(11) . . . . ? C20 C19 C22 C23 166.1(6) . . . . ? C18 C19 C22 C23 -16.4(9) . . . . ? C19 C22 C23 C24 176.9(5) . . . . ? C22 C23 C24 C25 -179.7(6) . . . . ? C23 C24 C25 C29 175.1(6) . . . . ? C23 C24 C25 C26 -2.9(10) . . . . ? C29 C25 C26 C27 1.3(10) . . . . ? C24 C25 C26 C27 179.4(6) . . . . ? C28 N1 C27 C26 -0.2(10) . . . . ? Cd1 N1 C27 C26 -176.5(5) 7_575 . . . ? C25 C26 C27 N1 -0.8(11) . . . . ? C27 N1 C28 C29 0.7(11) . . . . ? Cd1 N1 C28 C29 177.1(6) 7_575 . . . ? C26 C25 C29 C28 -0.9(11) . . . . ? C24 C25 C29 C28 -179.1(7) . . . . ? N1 C28 C29 C25 -0.1(13) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.988 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.087 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 763124' #TrackingRef '- Complexes 1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H22 N2 O4 Zn' _chemical_formula_weight 527.86 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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 18.327(4) _cell_length_b 11.613(2) _cell_length_c 22.078(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4699.1(16) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 33665 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 27.6 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.492 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 1.086 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 SCX-MINI _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 45838 _diffrn_reflns_av_R_equivalents 0.0936 _diffrn_reflns_av_sigmaI/netI 0.0509 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.38 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5376 _reflns_number_gt 3362 _reflns_threshold_expression I>2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _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^)+(0.0674P)^2^+4.4212P] 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 5376 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1213 _refine_ls_R_factor_gt 0.0719 _refine_ls_wR_factor_ref 0.1750 _refine_ls_wR_factor_gt 0.1515 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _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 Zn1 Zn 0.01149(3) 1.08419(4) 1.16931(2) 0.0538(2) Uani 1 1 d . . . O1 O 0.0881(2) 1.2036(4) 1.15722(17) 0.0920(12) Uani 1 1 d . . . O2 O 0.0765(2) 1.1405(4) 1.06594(19) 0.1022(13) Uani 1 1 d . . . O3 O 0.3899(3) 1.3601(6) 0.7830(3) 0.179(3) Uani 1 1 d . . . O4 O 0.4217(2) 1.3645(4) 0.8745(2) 0.0981(13) Uani 1 1 d . . . N1 N 0.0380(2) 0.4466(3) 0.75815(17) 0.0596(9) Uani 1 1 d . . . N2 N 0.02615(19) 0.9194(3) 1.13557(16) 0.0514(8) Uani 1 1 d . . . C1 C 0.1072(2) 1.2026(4) 1.1035(2) 0.0616(12) Uani 1 1 d . . . C2 C 0.1687(2) 1.2819(4) 1.0850(2) 0.0593(12) Uani 1 1 d . . . C3 C 0.1935(3) 1.3588(5) 1.1263(3) 0.0741(14) Uani 1 1 d . . . H3 H 0.1712 1.3621 1.1641 0.089 Uiso 1 1 calc R . . C4 C 0.2525(3) 1.4344(4) 1.1136(3) 0.0788(15) Uani 1 1 d . . . H4 H 0.2681 1.4867 1.1428 0.095 Uiso 1 1 calc R . . C5 C 0.2856(3) 1.4306(4) 1.0596(3) 0.0687(13) Uani 1 1 d . . . H5 H 0.3243 1.4803 1.0518 0.082 Uiso 1 1 calc R . . C6 C 0.2629(2) 1.3523(4) 1.0141(2) 0.0577(12) Uani 1 1 d . . . C7 C 0.2983(2) 1.3485(4) 0.9583(2) 0.0585(12) Uani 1 1 d . . . H7 H 0.3373 1.3981 0.9517 0.070 Uiso 1 1 calc R . . C8 C 0.2780(2) 1.2741(4) 0.9120(2) 0.0563(12) Uani 1 1 d . . . C9 C 0.3110(2) 1.2687(4) 0.8526(2) 0.0677(13) Uani 1 1 d . . . C10 C 0.2829(3) 1.1973(5) 0.8095(3) 0.0802(15) Uani 1 1 d . . . H10 H 0.3039 1.1966 0.7712 0.096 Uiso 1 1 calc R . . C11 C 0.2234(3) 1.1250(5) 0.8214(3) 0.0808(15) Uani 1 1 d . . . H11 H 0.2056 1.0764 0.7913 0.097 Uiso 1 1 calc R . . C12 C 0.1918(3) 1.1261(4) 0.8767(3) 0.0696(13) Uani 1 1 d . . . H12 H 0.1527 1.0772 0.8844 0.084 Uiso 1 1 calc R . . C13 C 0.2171(2) 1.2004(4) 0.9234(2) 0.0586(12) Uani 1 1 d . . . C14 C 0.1820(2) 1.2036(4) 0.9791(2) 0.0584(12) Uani 1 1 d . . . H14 H 0.1426 1.1546 0.9854 0.070 Uiso 1 1 calc R . . C15 C 0.2030(2) 1.2766(4) 1.0261(2) 0.0544(11) Uani 1 1 d . . . C16 C 0.3782(3) 1.3357(5) 0.8348(3) 0.0822(17) Uani 1 1 d . . . C17 C 0.0633(3) 0.8349(4) 1.1623(2) 0.0678(13) Uani 1 1 d . . . H17 H 0.0747 0.8431 1.2031 0.081 Uiso 1 1 calc R . . C18 C 0.0859(3) 0.7364(4) 1.1335(2) 0.0649(12) Uani 1 1 d . . . H18 H 0.1110 0.6795 1.1545 0.078 Uiso 1 1 calc R . . C19 C 0.0707(2) 0.7236(4) 1.07265(19) 0.0546(11) Uani 1 1 d . . . C20 C 0.0303(2) 0.8077(4) 1.0456(2) 0.0607(12) Uani 1 1 d . . . H20 H 0.0166 0.8001 1.0052 0.073 Uiso 1 1 calc R . . C21 C 0.0100(2) 0.9034(4) 1.0776(2) 0.0591(11) Uani 1 1 d . . . H21 H -0.0165 0.9602 1.0577 0.071 Uiso 1 1 calc R . . C22 C 0.1000(3) 0.6213(4) 1.0379(2) 0.0612(12) Uani 1 1 d . . . H22A H 0.1527 0.6281 1.0356 0.073 Uiso 1 1 calc R . . H22B H 0.0891 0.5519 1.0607 0.073 Uiso 1 1 calc R . . C23 C 0.0705(2) 0.6073(4) 0.9746(2) 0.0565(11) Uani 1 1 d . . . H23A H 0.0784 0.6779 0.9521 0.068 Uiso 1 1 calc R . . H23B H 0.0183 0.5938 0.9765 0.068 Uiso 1 1 calc R . . C24 C 0.1066(3) 0.5081(4) 0.9413(2) 0.0641(12) Uani 1 1 d . . . H24A H 0.0981 0.4380 0.9641 0.077 Uiso 1 1 calc R . . H24B H 0.1588 0.5215 0.9406 0.077 Uiso 1 1 calc R . . C25 C 0.0809(2) 0.4888(3) 0.87653(19) 0.0521(10) Uani 1 1 d . . . C26 C 0.0236(3) 0.5457(4) 0.8510(2) 0.0630(12) Uani 1 1 d . . . H26 H -0.0019 0.6009 0.8730 0.076 Uiso 1 1 calc R . . C27 C 0.0039(3) 0.5206(5) 0.7922(2) 0.0664(13) Uani 1 1 d . . . H27 H -0.0362 0.5587 0.7759 0.080 Uiso 1 1 calc R . . C28 C 0.0948(3) 0.3926(5) 0.7831(2) 0.0786(16) Uani 1 1 d . . . H28 H 0.1205 0.3396 0.7598 0.094 Uiso 1 1 calc R . . C29 C 0.1168(3) 0.4112(5) 0.8408(2) 0.0808(17) Uani 1 1 d . . . H29 H 0.1565 0.3710 0.8562 0.097 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 Zn1 0.0493(3) 0.0578(3) 0.0544(3) -0.0002(2) -0.0066(2) 0.0010(2) O1 0.083(3) 0.124(3) 0.069(2) 0.016(2) 0.0000(19) -0.037(2) O2 0.080(3) 0.128(4) 0.099(3) -0.003(3) 0.020(2) -0.041(3) O3 0.179(6) 0.247(7) 0.109(4) -0.020(4) 0.076(4) -0.114(5) O4 0.055(2) 0.093(3) 0.146(4) 0.027(3) 0.015(2) -0.021(2) N1 0.061(2) 0.064(2) 0.054(2) -0.0049(19) -0.0064(19) 0.0033(19) N2 0.055(2) 0.052(2) 0.047(2) 0.0052(17) -0.0036(16) 0.0022(17) C1 0.039(2) 0.078(3) 0.068(3) 0.010(3) 0.000(2) 0.006(2) C2 0.042(2) 0.062(3) 0.074(3) 0.020(3) -0.006(2) 0.005(2) C3 0.063(3) 0.082(4) 0.078(4) 0.013(3) 0.003(3) 0.000(3) C4 0.073(3) 0.073(4) 0.090(4) -0.004(3) -0.012(3) -0.013(3) C5 0.052(3) 0.064(3) 0.090(4) 0.015(3) -0.002(3) -0.006(2) C6 0.041(2) 0.053(3) 0.079(3) 0.019(2) -0.008(2) -0.003(2) C7 0.036(2) 0.053(3) 0.087(3) 0.023(3) -0.002(2) -0.003(2) C8 0.036(2) 0.048(2) 0.085(3) 0.020(2) -0.004(2) 0.0011(18) C9 0.049(3) 0.066(3) 0.088(4) 0.016(3) 0.011(3) 0.004(2) C10 0.073(3) 0.076(4) 0.091(4) 0.003(3) 0.019(3) 0.000(3) C11 0.074(4) 0.072(3) 0.096(4) -0.002(3) 0.006(3) -0.009(3) C12 0.053(3) 0.064(3) 0.092(4) 0.009(3) -0.002(3) -0.007(2) C13 0.045(2) 0.052(2) 0.079(3) 0.018(2) -0.002(2) 0.002(2) C14 0.038(2) 0.056(3) 0.082(3) 0.022(2) -0.004(2) -0.0053(19) C15 0.037(2) 0.049(2) 0.076(3) 0.021(2) -0.002(2) 0.0028(19) C16 0.062(3) 0.068(3) 0.116(5) -0.004(3) 0.031(4) -0.008(3) C17 0.082(3) 0.071(3) 0.051(3) 0.000(2) -0.012(2) 0.002(3) C18 0.077(3) 0.059(3) 0.059(3) 0.006(2) -0.013(2) 0.005(2) C19 0.052(2) 0.054(3) 0.058(3) 0.009(2) -0.006(2) -0.008(2) C20 0.061(3) 0.066(3) 0.056(3) -0.002(2) -0.012(2) 0.005(2) C21 0.055(3) 0.065(3) 0.058(3) 0.003(2) -0.010(2) 0.005(2) C22 0.069(3) 0.058(3) 0.057(3) 0.002(2) -0.008(2) 0.001(2) C23 0.058(3) 0.053(3) 0.059(3) 0.003(2) -0.002(2) -0.007(2) C24 0.065(3) 0.058(3) 0.069(3) -0.001(2) -0.007(2) 0.004(2) C25 0.051(2) 0.045(2) 0.060(3) 0.002(2) 0.000(2) 0.0029(19) C26 0.061(3) 0.069(3) 0.059(3) -0.002(2) -0.001(2) 0.017(2) C27 0.059(3) 0.083(3) 0.057(3) -0.001(3) -0.006(2) 0.017(3) C28 0.084(4) 0.090(4) 0.062(3) -0.016(3) -0.019(3) 0.030(3) C29 0.079(4) 0.088(4) 0.075(4) -0.014(3) -0.022(3) 0.039(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 Zn1 O1 1.991(4) . ? Zn1 O4 2.000(4) 4_477 ? Zn1 N1 2.052(4) 7_576 ? Zn1 N2 2.071(3) . ? O1 C1 1.237(5) . ? O2 C1 1.234(6) . ? O3 C16 1.197(7) . ? O4 C16 1.231(7) . ? O4 Zn1 2.000(3) 4_577 ? N1 C27 1.302(6) . ? N1 C28 1.335(6) . ? N1 Zn1 2.052(4) 7_575 ? N2 C21 1.326(6) . ? N2 C17 1.332(6) . ? C1 C2 1.510(6) . ? C2 C3 1.354(7) . ? C2 C15 1.446(6) . ? C3 C4 1.422(7) . ? C3 H3 0.9300 . ? C4 C5 1.337(7) . ? C4 H4 0.9300 . ? C5 C6 1.419(7) . ? C5 H5 0.9300 . ? C6 C7 1.393(6) . ? C6 C15 1.430(6) . ? C7 C8 1.389(6) . ? C7 H7 0.9300 . ? C8 C13 1.429(6) . ? C8 C9 1.445(6) . ? C9 C10 1.363(7) . ? C9 C16 1.508(7) . ? C10 C11 1.403(7) . ? C10 H10 0.9300 . ? C11 C12 1.350(7) . ? C11 H11 0.9300 . ? C12 C13 1.423(7) . ? C12 H12 0.9300 . ? C13 C14 1.388(6) . ? C14 C15 1.395(6) . ? C14 H14 0.9300 . ? C17 C18 1.372(6) . ? C17 H17 0.9300 . ? C18 C19 1.380(6) . ? C18 H18 0.9300 . ? C19 C20 1.363(6) . ? C19 C22 1.513(6) . ? C20 C21 1.370(6) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.509(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.517(6) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.522(6) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.363(6) . ? C25 C29 1.366(6) . ? C26 C27 1.379(6) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.353(6) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? 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 Zn1 O4 107.93(17) . 4_477 ? O1 Zn1 N1 94.72(15) . 7_576 ? O4 Zn1 N1 135.18(19) 4_477 7_576 ? O1 Zn1 N2 120.25(16) . . ? O4 Zn1 N2 102.03(17) 4_477 . ? N1 Zn1 N2 98.73(14) 7_576 . ? C1 O1 Zn1 108.8(3) . . ? C16 O4 Zn1 105.6(4) . 4_577 ? C27 N1 C28 116.6(4) . . ? C27 N1 Zn1 123.5(3) . 7_575 ? C28 N1 Zn1 119.8(3) . 7_575 ? C21 N2 C17 115.9(4) . . ? C21 N2 Zn1 116.6(3) . . ? C17 N2 Zn1 126.0(3) . . ? O2 C1 O1 121.3(5) . . ? O2 C1 C2 121.0(5) . . ? O1 C1 C2 117.6(5) . . ? C3 C2 C15 119.1(4) . . ? C3 C2 C1 118.1(5) . . ? C15 C2 C1 122.8(4) . . ? C2 C3 C4 122.0(5) . . ? C2 C3 H3 119.0 . . ? C4 C3 H3 119.0 . . ? C5 C4 C3 120.0(5) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 121.3(5) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C7 C6 C5 120.7(4) . . ? C7 C6 C15 120.2(4) . . ? C5 C6 C15 119.1(5) . . ? C8 C7 C6 123.1(4) . . ? C8 C7 H7 118.5 . . ? C6 C7 H7 118.5 . . ? C7 C8 C13 116.8(4) . . ? C7 C8 C9 125.6(4) . . ? C13 C8 C9 117.5(4) . . ? C10 C9 C8 120.1(5) . . ? C10 C9 C16 116.1(5) . . ? C8 C9 C16 123.8(5) . . ? C9 C10 C11 121.9(5) . . ? C9 C10 H10 119.1 . . ? C11 C10 H10 119.1 . . ? C12 C11 C10 119.8(5) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C11 C12 C13 121.4(5) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? C14 C13 C12 120.5(4) . . ? C14 C13 C8 120.2(5) . . ? C12 C13 C8 119.3(5) . . ? C13 C14 C15 123.2(4) . . ? C13 C14 H14 118.4 . . ? C15 C14 H14 118.4 . . ? C14 C15 C6 116.5(4) . . ? C14 C15 C2 125.1(4) . . ? C6 C15 C2 118.4(4) . . ? O3 C16 O4 120.0(6) . . ? O3 C16 C9 121.1(7) . . ? O4 C16 C9 118.9(6) . . ? N2 C17 C18 124.3(4) . . ? N2 C17 H17 117.8 . . ? C18 C17 H17 117.8 . . ? C17 C18 C19 118.7(4) . . ? C17 C18 H18 120.7 . . ? C19 C18 H18 120.7 . . ? C20 C19 C18 117.4(4) . . ? C20 C19 C22 122.2(4) . . ? C18 C19 C22 120.4(4) . . ? C19 C20 C21 120.1(4) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? N2 C21 C20 123.5(4) . . ? N2 C21 H21 118.3 . . ? C20 C21 H21 118.3 . . ? C23 C22 C19 115.3(4) . . ? C23 C22 H22A 108.5 . . ? C19 C22 H22A 108.5 . . ? C23 C22 H22B 108.5 . . ? C19 C22 H22B 108.5 . . ? H22A C22 H22B 107.5 . . ? C22 C23 C24 112.0(4) . . ? C22 C23 H23A 109.2 . . ? C24 C23 H23A 109.2 . . ? C22 C23 H23B 109.2 . . ? C24 C23 H23B 109.2 . . ? H23A C23 H23B 107.9 . . ? C23 C24 C25 115.6(4) . . ? C23 C24 H24A 108.4 . . ? C25 C24 H24A 108.4 . . ? C23 C24 H24B 108.4 . . ? C25 C24 H24B 108.4 . . ? H24A C24 H24B 107.4 . . ? C26 C25 C29 116.9(4) . . ? C26 C25 C24 123.7(4) . . ? C29 C25 C24 119.4(4) . . ? C25 C26 C27 119.3(4) . . ? C25 C26 H26 120.4 . . ? C27 C26 H26 120.4 . . ? N1 C27 C26 123.8(4) . . ? N1 C27 H27 118.1 . . ? C26 C27 H27 118.1 . . ? N1 C28 C29 123.0(5) . . ? N1 C28 H28 118.5 . . ? C29 C28 H28 118.5 . . ? C28 C29 C25 120.4(5) . . ? C28 C29 H29 119.8 . . ? C25 C29 H29 119.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Zn1 O1 C1 -68.7(4) 4_477 . . . ? N1 Zn1 O1 C1 150.5(4) 7_576 . . . ? N2 Zn1 O1 C1 47.5(4) . . . . ? O1 Zn1 N2 C21 -82.6(3) . . . . ? O4 Zn1 N2 C21 36.7(3) 4_477 . . . ? N1 Zn1 N2 C21 176.7(3) 7_576 . . . ? O1 Zn1 N2 C17 83.1(4) . . . . ? O4 Zn1 N2 C17 -157.7(4) 4_477 . . . ? N1 Zn1 N2 C17 -17.7(4) 7_576 . . . ? Zn1 O1 C1 O2 4.9(6) . . . . ? Zn1 O1 C1 C2 -176.3(3) . . . . ? O2 C1 C2 C3 171.3(5) . . . . ? O1 C1 C2 C3 -7.6(7) . . . . ? O2 C1 C2 C15 -10.5(7) . . . . ? O1 C1 C2 C15 170.6(4) . . . . ? C15 C2 C3 C4 -0.2(7) . . . . ? C1 C2 C3 C4 178.1(4) . . . . ? C2 C3 C4 C5 -0.4(8) . . . . ? C3 C4 C5 C6 0.3(8) . . . . ? C4 C5 C6 C7 -179.4(4) . . . . ? C4 C5 C6 C15 0.4(7) . . . . ? C5 C6 C7 C8 -179.6(4) . . . . ? C15 C6 C7 C8 0.6(6) . . . . ? C6 C7 C8 C13 0.9(6) . . . . ? C6 C7 C8 C9 177.9(4) . . . . ? C7 C8 C9 C10 -175.4(4) . . . . ? C13 C8 C9 C10 1.6(7) . . . . ? C7 C8 C9 C16 6.7(7) . . . . ? C13 C8 C9 C16 -176.3(4) . . . . ? C8 C9 C10 C11 -2.0(8) . . . . ? C16 C9 C10 C11 176.0(5) . . . . ? C9 C10 C11 C12 0.8(8) . . . . ? C10 C11 C12 C13 0.8(8) . . . . ? C11 C12 C13 C14 177.3(5) . . . . ? C11 C12 C13 C8 -1.1(7) . . . . ? C7 C8 C13 C14 -1.3(6) . . . . ? C9 C8 C13 C14 -178.5(4) . . . . ? C7 C8 C13 C12 177.2(4) . . . . ? C9 C8 C13 C12 -0.1(6) . . . . ? C12 C13 C14 C15 -178.3(4) . . . . ? C8 C13 C14 C15 0.1(6) . . . . ? C13 C14 C15 C6 1.4(6) . . . . ? C13 C14 C15 C2 -179.2(4) . . . . ? C7 C6 C15 C14 -1.7(6) . . . . ? C5 C6 C15 C14 178.5(4) . . . . ? C7 C6 C15 C2 178.9(4) . . . . ? C5 C6 C15 C2 -1.0(6) . . . . ? C3 C2 C15 C14 -178.5(4) . . . . ? C1 C2 C15 C14 3.2(6) . . . . ? C3 C2 C15 C6 0.9(6) . . . . ? C1 C2 C15 C6 -177.4(4) . . . . ? Zn1 O4 C16 O3 -12.5(8) 4_577 . . . ? Zn1 O4 C16 C9 166.9(4) 4_577 . . . ? C10 C9 C16 O3 27.4(8) . . . . ? C8 C9 C16 O3 -154.7(6) . . . . ? C10 C9 C16 O4 -152.0(5) . . . . ? C8 C9 C16 O4 25.9(8) . . . . ? C21 N2 C17 C18 1.1(7) . . . . ? Zn1 N2 C17 C18 -164.7(4) . . . . ? N2 C17 C18 C19 1.2(8) . . . . ? C17 C18 C19 C20 -3.4(7) . . . . ? C17 C18 C19 C22 174.8(4) . . . . ? C18 C19 C20 C21 3.6(7) . . . . ? C22 C19 C20 C21 -174.6(4) . . . . ? C17 N2 C21 C20 -0.9(7) . . . . ? Zn1 N2 C21 C20 166.2(4) . . . . ? C19 C20 C21 N2 -1.4(7) . . . . ? C20 C19 C22 C23 -10.7(6) . . . . ? C18 C19 C22 C23 171.2(4) . . . . ? C19 C22 C23 C24 175.9(4) . . . . ? C22 C23 C24 C25 -179.1(4) . . . . ? C23 C24 C25 C26 -7.6(7) . . . . ? C23 C24 C25 C29 171.8(5) . . . . ? C29 C25 C26 C27 1.7(7) . . . . ? C24 C25 C26 C27 -178.9(4) . . . . ? C28 N1 C27 C26 0.7(8) . . . . ? Zn1 N1 C27 C26 -176.8(4) 7_575 . . . ? C25 C26 C27 N1 -1.8(8) . . . . ? C27 N1 C28 C29 0.5(8) . . . . ? Zn1 N1 C28 C29 178.0(5) 7_575 . . . ? N1 C28 C29 C25 -0.5(9) . . . . ? C26 C25 C29 C28 -0.7(8) . . . . ? C24 C25 C29 C28 180.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.972 _refine_diff_density_min -0.317 _refine_diff_density_rms 0.067