# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H21 N2 O4 Zn' _chemical_formula_sum 'C21 H21 N2 O4 Zn' _chemical_formula_weight 430.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 11.0165(9) _cell_length_b 10.8877(8) _cell_length_c 16.1364(13) _cell_angle_alpha 90.00 _cell_angle_beta 104.391(8) _cell_angle_gamma 90.00 _cell_volume 1874.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 892 _exptl_absorpt_coefficient_mu 1.341 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7391 _exptl_absorpt_correction_T_max 0.7944 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6542 _diffrn_reflns_av_R_equivalents 0.0717 _diffrn_reflns_av_sigmaI/netI 0.1427 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3284 _reflns_number_gt 2051 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0082P)^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 3284 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1107 _refine_ls_R_factor_gt 0.0563 _refine_ls_wR_factor_ref 0.0931 _refine_ls_wR_factor_gt 0.0779 _refine_ls_goodness_of_fit_ref 0.891 _refine_ls_restrained_S_all 0.891 _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 0.12903(5) 0.47972(5) 0.48745(3) 0.02827(19) Uani 1 1 d . . . O1 O 0.0133(3) 0.3906(3) 0.38631(18) 0.0378(10) Uani 1 1 d . . . O2 O -0.1796(3) 0.4125(3) 0.40487(18) 0.0402(10) Uani 1 1 d . . . O3 O 0.0967(3) 0.1584(3) 0.06743(19) 0.0409(10) Uani 1 1 d . . . O4 O -0.0961(3) 0.1388(3) 0.0858(2) 0.0401(10) Uani 1 1 d . . . N1 N 0.2930(3) 0.4237(4) 0.4652(2) 0.0247(10) Uani 1 1 d . . . N2 N 0.4821(4) 0.3411(4) 0.4778(2) 0.0264(10) Uani 1 1 d . . . C2 C 0.0107(5) 0.1868(5) 0.1017(3) 0.0289(13) Uani 1 1 d . . . C4 C 0.0399(5) 0.2843(5) 0.1715(3) 0.0403(15) Uani 1 1 d . . . H4A H 0.0421 0.2448 0.2257 0.048 Uiso 1 1 calc R . . H4B H 0.1232 0.3161 0.1747 0.048 Uiso 1 1 calc R . . C5 C -0.0491(5) 0.3909(5) 0.1611(3) 0.0300(13) Uani 1 1 d . . . C6 C -0.0369(5) 0.4832(5) 0.1043(3) 0.0501(17) Uani 1 1 d . . . H6 H 0.0232 0.4745 0.0731 0.060 Uiso 1 1 calc R . . C7 C -0.1390(5) 0.4051(5) 0.2076(3) 0.0316(13) Uani 1 1 d . . . C14 C -0.2135(5) 0.5097(5) 0.1950(3) 0.0475(16) Uani 1 1 d . . . H14 H -0.2745 0.5190 0.2254 0.057 Uiso 1 1 calc R . . C15 C -0.1988(7) 0.5999(6) 0.1384(4) 0.069(2) Uani 1 1 d . . . H15 H -0.2492 0.6695 0.1316 0.083 Uiso 1 1 calc R . . C16 C -0.1109(7) 0.5879(6) 0.0922(4) 0.068(2) Uani 1 1 d . . . H16 H -0.1010 0.6484 0.0538 0.082 Uiso 1 1 calc R . . C18 C 0.5018(5) 0.3819(5) 0.3273(3) 0.0423(15) Uani 1 1 d . . . H18 H 0.5803 0.3466 0.3327 0.051 Uiso 1 1 calc R . . C19 C 0.4430(5) 0.3835(4) 0.3945(3) 0.0271(12) Uani 1 1 d . . . C20 C 0.3262(4) 0.4351(4) 0.3872(3) 0.0234(11) Uani 1 1 d . . . C21 C 0.2613(5) 0.4905(5) 0.3109(3) 0.0356(14) Uani 1 1 d . . . H21 H 0.1834 0.5271 0.3052 0.043 Uiso 1 1 calc R . . C22 C 0.3197(5) 0.4877(5) 0.2444(3) 0.0422(15) Uani 1 1 d . . . H22 H 0.2789 0.5222 0.1921 0.051 Uiso 1 1 calc R . . C23 C 0.4363(5) 0.4356(5) 0.2527(3) 0.0457(16) Uani 1 1 d . . . H23 H 0.4718 0.4369 0.2061 0.055 Uiso 1 1 calc R . . C25 C 0.3893(5) 0.3663(4) 0.5168(3) 0.0270(12) Uani 1 1 d . . . C27 C 0.6012(4) 0.2758(5) 0.5118(3) 0.0365(14) Uani 1 1 d . . . H27A H 0.6215 0.2785 0.5739 0.044 Uiso 1 1 calc R . . H27B H 0.6675 0.3178 0.4932 0.044 Uiso 1 1 calc R . . C28 C 0.3932(4) 0.3317(5) 0.6078(3) 0.0345(13) Uani 1 1 d . . . H28A H 0.3354 0.3821 0.6283 0.052 Uiso 1 1 calc R . . H28B H 0.4764 0.3441 0.6430 0.052 Uiso 1 1 calc R . . H28C H 0.3704 0.2469 0.6100 0.052 Uiso 1 1 calc R . . C30 C -0.1025(5) 0.3774(5) 0.3638(3) 0.0305(13) Uani 1 1 d . . . C32 C -0.1545(5) 0.3173(5) 0.2765(3) 0.0381(14) Uani 1 1 d . . . H32A H -0.1098 0.2415 0.2729 0.046 Uiso 1 1 calc R . . H32B H -0.2425 0.2979 0.2692 0.046 Uiso 1 1 calc R . . C48 C 0.5963(5) 0.1430(4) 0.4831(3) 0.0370(14) Uani 1 1 d . . . H48A H 0.6797 0.1080 0.5014 0.044 Uiso 1 1 calc R . . H48B H 0.5719 0.1406 0.4210 0.044 Uiso 1 1 calc R . . C49 C 0.5071(5) 0.0645(4) 0.5169(3) 0.0328(13) Uani 1 1 d . . . H49A H 0.5359 0.0613 0.5788 0.039 Uiso 1 1 calc R . . H49B H 0.4254 0.1036 0.5029 0.039 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 0.0241(4) 0.0332(4) 0.0310(3) 0.0006(3) 0.0134(2) 0.0002(3) O1 0.029(2) 0.049(3) 0.035(2) -0.0102(17) 0.0072(16) -0.001(2) O2 0.039(2) 0.051(3) 0.0334(19) -0.0129(17) 0.0145(17) -0.005(2) O3 0.041(3) 0.042(2) 0.046(2) -0.0129(18) 0.0226(18) -0.001(2) O4 0.031(2) 0.042(3) 0.050(2) -0.0108(18) 0.0146(17) -0.005(2) N1 0.021(2) 0.029(3) 0.026(2) -0.0003(18) 0.0103(17) -0.001(2) N2 0.021(3) 0.021(3) 0.039(2) -0.0052(19) 0.0113(19) -0.004(2) C2 0.027(3) 0.033(3) 0.028(3) -0.001(2) 0.011(2) 0.003(3) C4 0.030(3) 0.055(4) 0.037(3) -0.020(3) 0.009(2) 0.002(3) C5 0.040(4) 0.026(3) 0.022(3) -0.009(2) 0.003(2) -0.001(3) C6 0.071(5) 0.049(4) 0.032(3) -0.005(3) 0.018(3) -0.012(4) C7 0.032(3) 0.032(3) 0.024(3) -0.012(2) -0.005(2) 0.004(3) C14 0.040(4) 0.053(5) 0.043(3) -0.014(3) 0.000(3) 0.013(3) C15 0.090(7) 0.040(5) 0.057(5) -0.015(4) -0.020(4) 0.022(4) C16 0.115(7) 0.032(4) 0.042(4) 0.006(3) -0.009(4) -0.010(4) C18 0.045(4) 0.037(4) 0.053(4) -0.009(3) 0.028(3) 0.000(3) C19 0.028(3) 0.024(3) 0.030(3) -0.005(2) 0.010(2) -0.005(3) C20 0.026(3) 0.019(3) 0.030(3) -0.004(2) 0.015(2) -0.004(2) C21 0.035(3) 0.041(4) 0.033(3) -0.005(2) 0.013(2) 0.000(3) C22 0.046(4) 0.054(4) 0.027(3) -0.007(3) 0.009(3) -0.001(3) C23 0.056(4) 0.054(4) 0.036(3) -0.017(3) 0.028(3) -0.013(4) C25 0.035(3) 0.018(3) 0.031(3) 0.000(2) 0.013(2) -0.009(3) C27 0.023(3) 0.029(4) 0.059(3) -0.005(3) 0.013(3) 0.004(3) C28 0.037(4) 0.033(3) 0.037(3) 0.005(2) 0.016(2) 0.002(3) C30 0.035(4) 0.027(3) 0.032(3) 0.002(2) 0.013(3) -0.003(3) C32 0.039(4) 0.043(4) 0.035(3) -0.015(3) 0.015(2) -0.010(3) C48 0.039(4) 0.029(3) 0.047(3) 0.007(3) 0.019(3) 0.012(3) C49 0.038(3) 0.025(3) 0.037(3) -0.002(2) 0.013(2) 0.003(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 N1 2.021(4) . ? Zn1 O2 2.055(3) 3_566 ? Zn1 O1 2.049(3) . ? Zn1 O3 2.070(3) 4_566 ? Zn1 O4 2.077(3) 2 ? Zn1 Zn1 3.0023(12) 3_566 ? O1 C30 1.245(5) . ? O2 C30 1.259(6) . ? O2 Zn1 2.055(3) 3_566 ? O3 C2 1.248(6) . ? O3 Zn1 2.070(3) 4_565 ? O4 C2 1.254(6) . ? O4 Zn1 2.077(3) 2_545 ? N1 C25 1.331(5) . ? N1 C20 1.400(5) . ? N2 C25 1.356(6) . ? N2 C19 1.385(5) . ? N2 C27 1.473(5) . ? C2 C4 1.522(6) . ? C4 C5 1.502(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.389(6) . ? C5 C7 1.392(7) . ? C6 C16 1.387(8) . ? C6 H6 0.9300 . ? C7 C14 1.389(7) . ? C7 C32 1.509(6) . ? C14 C15 1.377(8) . ? C14 H14 0.9300 . ? C15 C16 1.368(9) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C18 C23 1.371(6) . ? C18 C19 1.395(6) . ? C18 H18 0.9300 . ? C19 C20 1.383(6) . ? C20 C21 1.399(6) . ? C21 C22 1.381(6) . ? C21 H21 0.9300 . ? C22 C23 1.381(7) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C25 C28 1.505(6) . ? C27 C48 1.516(6) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C30 C32 1.529(6) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C48 C49 1.503(6) . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 C49 1.501(9) 3_656 ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? 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 Zn1 O2 104.83(14) . 3_566 ? N1 Zn1 O1 97.04(14) . . ? O2 Zn1 O1 158.12(13) 3_566 . ? N1 Zn1 O3 101.04(15) . 4_566 ? O2 Zn1 O3 86.57(13) 3_566 4_566 ? O1 Zn1 O3 89.03(13) . 4_566 ? N1 Zn1 O4 100.84(15) . 2 ? O2 Zn1 O4 88.70(14) 3_566 2 ? O1 Zn1 O4 87.45(13) . 2 ? O3 Zn1 O4 158.09(14) 4_566 2 ? N1 Zn1 Zn1 170.51(11) . 3_566 ? O2 Zn1 Zn1 82.45(10) 3_566 3_566 ? O1 Zn1 Zn1 75.77(10) . 3_566 ? O3 Zn1 Zn1 72.97(10) 4_566 3_566 ? O4 Zn1 Zn1 85.21(10) 2 3_566 ? C30 O1 Zn1 132.6(3) . . ? C30 O2 Zn1 122.8(3) . 3_566 ? C2 O3 Zn1 136.3(4) . 4_565 ? C2 O4 Zn1 119.1(3) . 2_545 ? C25 N1 C20 105.0(4) . . ? C25 N1 Zn1 129.7(3) . . ? C20 N1 Zn1 125.2(3) . . ? C25 N2 C19 107.1(4) . . ? C25 N2 C27 129.0(4) . . ? C19 N2 C27 123.8(4) . . ? O3 C2 O4 125.6(5) . . ? O3 C2 C4 117.1(5) . . ? O4 C2 C4 117.2(5) . . ? C5 C4 C2 116.4(4) . . ? C5 C4 H4A 108.2 . . ? C2 C4 H4A 108.2 . . ? C5 C4 H4B 108.2 . . ? C2 C4 H4B 108.2 . . ? H4A C4 H4B 107.3 . . ? C6 C5 C7 118.3(5) . . ? C6 C5 C4 117.7(5) . . ? C7 C5 C4 123.9(5) . . ? C16 C6 C5 122.5(6) . . ? C16 C6 H6 118.8 . . ? C5 C6 H6 118.8 . . ? C14 C7 C5 119.1(5) . . ? C14 C7 C32 117.1(5) . . ? C5 C7 C32 123.6(5) . . ? C15 C14 C7 121.3(6) . . ? C15 C14 H14 119.4 . . ? C7 C14 H14 119.4 . . ? C14 C15 C16 120.6(6) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C15 C16 C6 118.3(6) . . ? C15 C16 H16 120.9 . . ? C6 C16 H16 120.9 . . ? C23 C18 C19 115.6(5) . . ? C23 C18 H18 122.2 . . ? C19 C18 H18 122.2 . . ? N2 C19 C20 106.1(4) . . ? N2 C19 C18 131.1(5) . . ? C20 C19 C18 122.8(4) . . ? C19 C20 N1 109.5(4) . . ? C19 C20 C21 120.7(4) . . ? N1 C20 C21 129.8(4) . . ? C22 C21 C20 116.1(5) . . ? C22 C21 H21 121.9 . . ? C20 C21 H21 121.9 . . ? C21 C22 C23 122.4(5) . . ? C21 C22 H22 118.8 . . ? C23 C22 H22 118.8 . . ? C18 C23 C22 122.3(5) . . ? C18 C23 H23 118.8 . . ? C22 C23 H23 118.8 . . ? N1 C25 N2 112.3(4) . . ? N1 C25 C28 123.6(5) . . ? N2 C25 C28 124.1(4) . . ? N2 C27 C48 112.7(4) . . ? N2 C27 H27A 109.1 . . ? C48 C27 H27A 109.1 . . ? N2 C27 H27B 109.1 . . ? C48 C27 H27B 109.1 . . ? H27A C27 H27B 107.8 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O1 C30 O2 125.9(5) . . ? O1 C30 C32 116.2(5) . . ? O2 C30 C32 117.9(5) . . ? C7 C32 C30 108.8(4) . . ? C7 C32 H32A 109.9 . . ? C30 C32 H32A 109.9 . . ? C7 C32 H32B 109.9 . . ? C30 C32 H32B 109.9 . . ? H32A C32 H32B 108.3 . . ? C27 C48 C49 114.0(4) . . ? C27 C48 H48A 108.7 . . ? C49 C48 H48A 108.7 . . ? C27 C48 H48B 108.7 . . ? C49 C48 H48B 108.7 . . ? H48A C48 H48B 107.6 . . ? C49 C49 C48 114.7(5) 3_656 . ? C49 C49 H49A 108.6 3_656 . ? C48 C49 H49A 108.6 . . ? C49 C49 H49B 108.6 3_656 . ? C48 C49 H49B 108.6 . . ? H49A C49 H49B 107.6 . . ? 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 O1 C30 174.2(4) . . . . ? O2 Zn1 O1 C30 -5.1(7) 3_566 . . . ? O3 Zn1 O1 C30 73.2(5) 4_566 . . . ? O4 Zn1 O1 C30 -85.2(5) 2 . . . ? Zn1 Zn1 O1 C30 0.5(4) 3_566 . . . ? O2 Zn1 N1 C25 54.6(4) 3_566 . . . ? O1 Zn1 N1 C25 -125.2(4) . . . . ? O3 Zn1 N1 C25 -34.8(4) 4_566 . . . ? O4 Zn1 N1 C25 146.1(4) 2 . . . ? Zn1 Zn1 N1 C25 -84.9(7) 3_566 . . . ? O2 Zn1 N1 C20 -127.9(4) 3_566 . . . ? O1 Zn1 N1 C20 52.4(4) . . . . ? O3 Zn1 N1 C20 142.7(4) 4_566 . . . ? O4 Zn1 N1 C20 -36.4(4) 2 . . . ? Zn1 Zn1 N1 C20 92.7(7) 3_566 . . . ? Zn1 O3 C2 O4 -9.5(8) 4_565 . . . ? Zn1 O3 C2 C4 167.7(3) 4_565 . . . ? Zn1 O4 C2 O3 11.0(7) 2_545 . . . ? Zn1 O4 C2 C4 -166.2(3) 2_545 . . . ? O3 C2 C4 C5 127.5(5) . . . . ? O4 C2 C4 C5 -55.0(6) . . . . ? C2 C4 C5 C6 -78.9(6) . . . . ? C2 C4 C5 C7 104.1(5) . . . . ? C7 C5 C6 C16 -0.2(7) . . . . ? C4 C5 C6 C16 -177.5(4) . . . . ? C6 C5 C7 C14 0.6(7) . . . . ? C4 C5 C7 C14 177.7(4) . . . . ? C6 C5 C7 C32 -174.7(4) . . . . ? C4 C5 C7 C32 2.4(7) . . . . ? C5 C7 C14 C15 -0.9(7) . . . . ? C32 C7 C14 C15 174.7(5) . . . . ? C7 C14 C15 C16 0.7(9) . . . . ? C14 C15 C16 C6 -0.3(9) . . . . ? C5 C6 C16 C15 0.1(9) . . . . ? C25 N2 C19 C20 0.7(5) . . . . ? C27 N2 C19 C20 178.0(4) . . . . ? C25 N2 C19 C18 179.6(5) . . . . ? C27 N2 C19 C18 -3.2(8) . . . . ? C23 C18 C19 N2 -178.4(5) . . . . ? C23 C18 C19 C20 0.3(8) . . . . ? N2 C19 C20 N1 -0.4(5) . . . . ? C18 C19 C20 N1 -179.4(4) . . . . ? N2 C19 C20 C21 178.0(4) . . . . ? C18 C19 C20 C21 -0.9(7) . . . . ? C25 N1 C20 C19 0.0(5) . . . . ? Zn1 N1 C20 C19 -178.1(3) . . . . ? C25 N1 C20 C21 -178.4(5) . . . . ? Zn1 N1 C20 C21 3.6(7) . . . . ? C19 C20 C21 C22 1.3(7) . . . . ? N1 C20 C21 C22 179.5(5) . . . . ? C20 C21 C22 C23 -1.2(8) . . . . ? C19 C18 C23 C22 -0.1(8) . . . . ? C21 C22 C23 C18 0.6(9) . . . . ? C20 N1 C25 N2 0.5(5) . . . . ? Zn1 N1 C25 N2 178.4(3) . . . . ? C20 N1 C25 C28 -178.5(4) . . . . ? Zn1 N1 C25 C28 -0.6(7) . . . . ? C19 N2 C25 N1 -0.8(5) . . . . ? C27 N2 C25 N1 -177.9(4) . . . . ? C19 N2 C25 C28 178.2(4) . . . . ? C27 N2 C25 C28 1.2(7) . . . . ? C25 N2 C27 C48 99.6(5) . . . . ? C19 N2 C27 C48 -77.0(6) . . . . ? Zn1 O1 C30 O2 -5.3(8) . . . . ? Zn1 O1 C30 C32 172.3(3) . . . . ? Zn1 O2 C30 O1 8.2(7) 3_566 . . . ? Zn1 O2 C30 C32 -169.4(3) 3_566 . . . ? C14 C7 C32 C30 -69.8(6) . . . . ? C5 C7 C32 C30 105.6(5) . . . . ? O1 C30 C32 C7 -69.6(6) . . . . ? O2 C30 C32 C7 108.2(5) . . . . ? N2 C27 C48 C49 -65.5(6) . . . . ? C27 C48 C49 C49 175.0(5) . . . 3_656 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.635 _refine_diff_density_min -0.652 _refine_diff_density_rms 0.092 _database_code_depnum_ccdc_archive 'CCDC 917704' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H21 Cd N2 O4' _chemical_formula_sum 'C21 H21 Cd N2 O4' _chemical_formula_weight 477.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 11.1621(5) _cell_length_b 11.0123(5) _cell_length_c 16.2424(9) _cell_angle_alpha 90.00 _cell_angle_beta 104.843(5) _cell_angle_gamma 90.00 _cell_volume 1929.90(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.644 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 964 _exptl_absorpt_coefficient_mu 1.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7679 _exptl_absorpt_correction_T_max 0.8182 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7688 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0395 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3931 _reflns_number_gt 3367 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0310P)^2^+0.1865P] 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 3931 _refine_ls_number_parameters 254 _refine_ls_number_restraints 84 _refine_ls_R_factor_all 0.0360 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0744 _refine_ls_wR_factor_gt 0.0692 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.102 _refine_ls_shift/su_max 0.035 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.630952(16) 0.509748(19) 0.487422(12) 0.02676(9) Uani 1 1 d . . . O1 O 0.68427(19) 0.3981(2) 0.60542(13) 0.0463(6) Uani 1 1 d . . . O2 O 0.49249(18) 0.3924(2) 0.62238(13) 0.0450(6) Uani 1 1 d . . . O3 O 0.59707(18) 0.1584(2) 0.90716(14) 0.0456(6) Uani 1 1 d . . . O4 O 0.40799(19) 0.1590(2) 0.92688(14) 0.0472(6) Uani 1 1 d . . . N1 N 0.80716(19) 0.5753(2) 0.46370(14) 0.0255(5) Uani 1 1 d . . . N2 N 0.98921(18) 0.6636(2) 0.47449(15) 0.0282(5) Uani 1 1 d . . . C1 C 0.9030(3) 0.6703(3) 0.60317(17) 0.0375(7) Uani 1 1 d . . . H1A H 0.8794 0.7539 0.6047 0.056 Uiso 1 1 calc R . . H1B H 0.9853 0.6592 0.6388 0.056 Uiso 1 1 calc R . . H1C H 0.8463 0.6201 0.6235 0.056 Uiso 1 1 calc R . . C2 C 0.8999(2) 0.6357(2) 0.51446(17) 0.0250(6) Uani 1 1 d . . . C3 C 0.8384(2) 0.5631(3) 0.38631(17) 0.0276(6) Uani 1 1 d . . . C4 C 0.7744(3) 0.5063(3) 0.3115(2) 0.0376(8) Uani 1 1 d . . . H4 H 0.6979 0.4695 0.3067 0.045 Uiso 1 1 calc R . . C5 C 0.8302(4) 0.5071(3) 0.2447(2) 0.0486(10) Uani 1 1 d . . . H5 H 0.7910 0.4688 0.1939 0.058 Uiso 1 1 calc R . . C6 C 0.9429(3) 0.5636(4) 0.2518(2) 0.0506(9) Uani 1 1 d . . . H6 H 0.9767 0.5631 0.2050 0.061 Uiso 1 1 calc R . . C7 C 1.0071(3) 0.6206(3) 0.3250(2) 0.0425(8) Uani 1 1 d . . . H7 H 1.0831 0.6581 0.3292 0.051 Uiso 1 1 calc R . . C8 C 0.9511(2) 0.6189(3) 0.39251(17) 0.0285(6) Uani 1 1 d . . . C9 C 1.1056(2) 0.7300(3) 0.5085(2) 0.0372(7) Uani 1 1 d . . . H9A H 1.1716 0.6908 0.4894 0.045 Uiso 1 1 calc R . . H9B H 1.1271 0.7265 0.5702 0.045 Uiso 1 1 calc R . . C10 C 1.0962(3) 0.8611(3) 0.4804(2) 0.0387(7) Uani 1 1 d . . . H10A H 1.0699 0.8640 0.4187 0.046 Uiso 1 1 calc R . . H10B H 1.1777 0.8979 0.4980 0.046 Uiso 1 1 calc R . . C11 C 1.0072(3) 0.9348(3) 0.51584(19) 0.0359(7) Uani 1 1 d . . . H11A H 0.9267 0.8957 0.5007 0.043 Uiso 1 1 calc R . . H11B H 1.0359 0.9353 0.5775 0.043 Uiso 1 1 calc R . . C12 C 0.6062(3) 0.3741(3) 0.64694(18) 0.0330(7) Uani 1 1 d . . . C13 C 0.6535(3) 0.3222(3) 0.73564(18) 0.0441(8) Uani 1 1 d . . . H13A H 0.6089 0.2482 0.7410 0.053 Uiso 1 1 calc R . . H13B H 0.7409 0.3026 0.7461 0.053 Uiso 1 1 calc R . . C14 C 0.6348(3) 0.4144(3) 0.79946(18) 0.0367(7) Uani 1 1 d U . . C15 C 0.7111(4) 0.5160(4) 0.8116(3) 0.0615(11) Uani 1 1 d U . . H15 H 0.7735 0.5217 0.7833 0.074 Uiso 1 1 calc R . . C16 C 0.6953(5) 0.6081(4) 0.8647(3) 0.0871(14) Uani 1 1 d U . . H16 H 0.7469 0.6757 0.8721 0.105 Uiso 1 1 calc R . . C17 C 0.6037(5) 0.6006(4) 0.9068(3) 0.0844(13) Uani 1 1 d U . . H17 H 0.5926 0.6629 0.9428 0.101 Uiso 1 1 calc R . . C18 C 0.5288(5) 0.5002(4) 0.8950(3) 0.0640(11) Uani 1 1 d U . . H18 H 0.4669 0.4953 0.9239 0.077 Uiso 1 1 calc R . . C19 C 0.5419(3) 0.4058(3) 0.84198(18) 0.0372(7) Uani 1 1 d U . . C20 C 0.4507(3) 0.3019(3) 0.8303(2) 0.0455(9) Uani 1 1 d . . . H20A H 0.4389 0.2696 0.7732 0.055 Uiso 1 1 calc R . . H20B H 0.3714 0.3332 0.8350 0.055 Uiso 1 1 calc R . . C21 C 0.4893(3) 0.1983(3) 0.89384(18) 0.0333(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02363(13) 0.02800(14) 0.03203(14) -0.00111(9) 0.01328(9) -0.00122(8) O1 0.0506(12) 0.0544(16) 0.0402(12) 0.0149(12) 0.0230(10) 0.0105(12) O2 0.0378(11) 0.0491(16) 0.0466(13) 0.0125(11) 0.0082(10) 0.0054(11) O3 0.0362(11) 0.0398(14) 0.0617(14) 0.0173(12) 0.0142(10) 0.0090(11) O4 0.0506(12) 0.0441(15) 0.0553(14) 0.0160(12) 0.0288(11) -0.0027(12) N1 0.0263(11) 0.0218(13) 0.0304(12) 0.0002(10) 0.0110(9) -0.0013(10) N2 0.0237(11) 0.0193(13) 0.0443(13) 0.0006(11) 0.0135(10) -0.0013(10) C1 0.0417(16) 0.0336(18) 0.0377(17) -0.0068(14) 0.0113(13) -0.0012(15) C2 0.0252(12) 0.0154(14) 0.0353(15) 0.0035(12) 0.0093(11) 0.0030(11) C3 0.0302(13) 0.0243(16) 0.0315(15) 0.0041(13) 0.0137(12) 0.0045(13) C4 0.0336(16) 0.044(2) 0.0346(17) -0.0005(14) 0.0083(13) 0.0022(14) C5 0.059(2) 0.061(3) 0.0265(17) 0.0001(16) 0.0107(16) 0.0124(18) C6 0.061(2) 0.058(3) 0.043(2) 0.0153(19) 0.0311(17) 0.019(2) C7 0.0421(16) 0.039(2) 0.056(2) 0.0130(17) 0.0302(16) 0.0061(16) C8 0.0300(13) 0.0227(15) 0.0356(16) 0.0078(12) 0.0136(12) 0.0075(12) C9 0.0234(13) 0.0270(17) 0.061(2) -0.0011(15) 0.0113(13) -0.0027(13) C10 0.0367(15) 0.0257(17) 0.058(2) -0.0023(15) 0.0198(14) -0.0078(14) C11 0.0461(17) 0.0222(18) 0.0448(19) 0.0002(14) 0.0213(14) -0.0049(15) C12 0.0387(16) 0.0290(17) 0.0332(16) 0.0034(13) 0.0125(13) 0.0035(14) C13 0.0491(18) 0.048(2) 0.0387(17) 0.0175(16) 0.0184(15) 0.0160(17) C14 0.0403(15) 0.0365(18) 0.0298(15) 0.0125(14) 0.0023(12) -0.0025(14) C15 0.063(2) 0.055(2) 0.056(2) 0.0194(18) -0.0037(18) -0.0207(19) C16 0.116(3) 0.044(2) 0.073(3) 0.013(2) -0.027(2) -0.027(3) C17 0.139(4) 0.044(2) 0.053(2) -0.008(2) -0.009(2) 0.016(3) C18 0.102(3) 0.051(2) 0.039(2) 0.0073(17) 0.019(2) 0.022(2) C19 0.0511(16) 0.0333(17) 0.0274(15) 0.0135(13) 0.0102(13) 0.0087(15) C20 0.0322(15) 0.049(2) 0.055(2) 0.0256(17) 0.0115(14) 0.0043(16) C21 0.0431(16) 0.0247(16) 0.0332(16) 0.0044(13) 0.0119(13) -0.0005(14) _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 2.220(2) . ? Cd1 O1 2.226(2) . ? Cd1 O2 2.232(2) 3_666 ? Cd1 O3 2.240(2) 4_565 ? Cd1 O4 2.267(2) 2_656 ? Cd1 Cd1 3.0613(4) 3_666 ? O1 C12 1.259(3) . ? O2 C12 1.245(3) . ? O2 Cd1 2.232(2) 3_666 ? O3 C21 1.246(3) . ? O3 Cd1 2.240(2) 4_566 ? O4 C21 1.245(3) . ? O4 Cd1 2.267(2) 2_646 ? N1 C2 1.325(3) . ? N1 C3 1.394(3) . ? N2 C2 1.357(3) . ? N2 C8 1.381(4) . ? N2 C9 1.470(3) . ? C1 C2 1.482(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C8 1.380(4) . ? C3 C4 1.390(4) . ? C4 C5 1.383(5) . ? C4 H4 0.9300 . ? C5 C6 1.382(5) . ? C5 H5 0.9300 . ? C6 C7 1.372(5) . ? C6 H6 0.9300 . ? C7 C8 1.395(4) . ? C7 H7 0.9300 . ? C9 C10 1.510(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.506(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.520(6) 3_776 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.514(4) . ? C13 C14 1.504(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.389(5) . ? C14 C19 1.389(4) . ? C15 C16 1.371(7) . ? C15 H15 0.9300 . ? C16 C17 1.371(7) . ? C16 H16 0.9300 . ? C17 C18 1.370(6) . ? C17 H17 0.9300 . ? C18 C19 1.381(5) . ? C18 H18 0.9300 . ? C19 C20 1.512(4) . ? C20 C21 1.524(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? 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 O1 106.01(8) . . ? N1 Cd1 O2 95.59(8) . 3_666 ? O1 Cd1 O2 158.26(7) . 3_666 ? N1 Cd1 O3 101.12(8) . 4_565 ? O1 Cd1 O3 90.73(9) . 4_565 ? O2 Cd1 O3 87.50(9) 3_666 4_565 ? N1 Cd1 O4 100.87(8) . 2_656 ? O1 Cd1 O4 85.57(9) . 2_656 ? O2 Cd1 O4 87.96(9) 3_666 2_656 ? O3 Cd1 O4 157.88(7) 4_565 2_656 ? N1 Cd1 Cd1 164.80(6) . 3_666 ? O1 Cd1 Cd1 84.27(5) . 3_666 ? O2 Cd1 Cd1 74.06(5) 3_666 3_666 ? O3 Cd1 Cd1 89.72(5) 4_565 3_666 ? O4 Cd1 Cd1 68.23(5) 2_656 3_666 ? C12 O1 Cd1 120.55(18) . . ? C12 O2 Cd1 134.8(2) . 3_666 ? C21 O3 Cd1 113.83(19) . 4_566 ? C21 O4 Cd1 142.4(2) . 2_646 ? C2 N1 C3 105.9(2) . . ? C2 N1 Cd1 129.84(17) . . ? C3 N1 Cd1 124.24(17) . . ? C2 N2 C8 107.4(2) . . ? C2 N2 C9 128.3(2) . . ? C8 N2 C9 124.3(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 111.6(2) . . ? N1 C2 C1 123.6(2) . . ? N2 C2 C1 124.7(2) . . ? C8 C3 N1 109.0(2) . . ? C8 C3 C4 121.3(3) . . ? N1 C3 C4 129.7(3) . . ? C5 C4 C3 116.6(3) . . ? C5 C4 H4 121.7 . . ? C3 C4 H4 121.7 . . ? C4 C5 C6 121.4(3) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C7 C6 C5 122.7(3) . . ? C7 C6 H6 118.7 . . ? C5 C6 H6 118.7 . . ? C6 C7 C8 115.8(3) . . ? C6 C7 H7 122.1 . . ? C8 C7 H7 122.1 . . ? N2 C8 C3 106.2(2) . . ? N2 C8 C7 131.6(3) . . ? C3 C8 C7 122.2(3) . . ? N2 C9 C10 112.0(2) . . ? N2 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N2 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C9 C10 C11 113.7(2) . . ? C9 C10 H10A 108.8 . . ? C11 C10 H10A 108.8 . . ? C9 C10 H10B 108.8 . . ? C11 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C11 C11 C10 113.8(3) 3_776 . ? C11 C11 H11A 108.8 3_776 . ? C10 C11 H11A 108.8 . . ? C11 C11 H11B 108.8 3_776 . ? C10 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? O2 C12 O1 125.6(3) . . ? O2 C12 C13 116.4(2) . . ? O1 C12 C13 117.9(2) . . ? C14 C13 C12 108.9(3) . . ? C14 C13 H13A 109.9 . . ? C12 C13 H13A 109.9 . . ? C14 C13 H13B 109.9 . . ? C12 C13 H13B 109.9 . . ? H13A C13 H13B 108.3 . . ? C15 C14 C19 119.5(4) . . ? C15 C14 C13 117.0(3) . . ? C19 C14 C13 123.4(3) . . ? C14 C15 C16 120.8(4) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C17 C16 C15 120.1(5) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 119.1(4) . . ? C16 C17 H17 120.5 . . ? C18 C17 H17 120.5 . . ? C19 C18 C17 122.4(4) . . ? C19 C18 H18 118.8 . . ? C17 C18 H18 118.8 . . ? C18 C19 C14 118.1(4) . . ? C18 C19 C20 118.2(3) . . ? C14 C19 C20 123.6(3) . . ? C19 C20 C21 114.7(2) . . ? C19 C20 H20A 108.6 . . ? C21 C20 H20A 108.6 . . ? C19 C20 H20B 108.6 . . ? C21 C20 H20B 108.6 . . ? H20A C20 H20B 107.6 . . ? O4 C21 O3 125.5(3) . . ? O4 C21 C20 116.1(3) . . ? O3 C21 C20 118.3(3) . . ? 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 C12 161.9(2) . . . . ? O2 Cd1 O1 C12 -11.2(4) 3_666 . . . ? O3 Cd1 O1 C12 -96.3(2) 4_565 . . . ? O4 Cd1 O1 C12 61.9(2) 2_656 . . . ? Cd1 Cd1 O1 C12 -6.7(2) 3_666 . . . ? O1 Cd1 N1 C2 -54.4(2) . . . . ? O2 Cd1 N1 C2 123.0(2) 3_666 . . . ? O3 Cd1 N1 C2 -148.5(2) 4_565 . . . ? O4 Cd1 N1 C2 34.0(2) 2_656 . . . ? Cd1 Cd1 N1 C2 76.8(3) 3_666 . . . ? O1 Cd1 N1 C3 128.5(2) . . . . ? O2 Cd1 N1 C3 -54.0(2) 3_666 . . . ? O3 Cd1 N1 C3 34.5(2) 4_565 . . . ? O4 Cd1 N1 C3 -143.0(2) 2_656 . . . ? Cd1 Cd1 N1 C3 -100.2(3) 3_666 . . . ? C3 N1 C2 N2 0.1(3) . . . . ? Cd1 N1 C2 N2 -177.37(18) . . . . ? C3 N1 C2 C1 178.8(3) . . . . ? Cd1 N1 C2 C1 1.4(4) . . . . ? C8 N2 C2 N1 0.4(3) . . . . ? C9 N2 C2 N1 179.7(2) . . . . ? C8 N2 C2 C1 -178.3(3) . . . . ? C9 N2 C2 C1 1.0(4) . . . . ? C2 N1 C3 C8 -0.6(3) . . . . ? Cd1 N1 C3 C8 177.07(18) . . . . ? C2 N1 C3 C4 179.2(3) . . . . ? Cd1 N1 C3 C4 -3.1(4) . . . . ? C8 C3 C4 C5 0.9(4) . . . . ? N1 C3 C4 C5 -178.9(3) . . . . ? C3 C4 C5 C6 -1.1(5) . . . . ? C4 C5 C6 C7 0.9(6) . . . . ? C5 C6 C7 C8 -0.4(5) . . . . ? C2 N2 C8 C3 -0.7(3) . . . . ? C9 N2 C8 C3 179.9(2) . . . . ? C2 N2 C8 C7 -179.2(3) . . . . ? C9 N2 C8 C7 1.5(5) . . . . ? N1 C3 C8 N2 0.8(3) . . . . ? C4 C3 C8 N2 -179.0(3) . . . . ? N1 C3 C8 C7 179.4(3) . . . . ? C4 C3 C8 C7 -0.4(4) . . . . ? C6 C7 C8 N2 178.3(3) . . . . ? C6 C7 C8 C3 0.1(4) . . . . ? C2 N2 C9 C10 -99.9(3) . . . . ? C8 N2 C9 C10 79.3(3) . . . . ? N2 C9 C10 C11 66.0(3) . . . . ? C9 C10 C11 C11 -177.1(3) . . . 3_776 ? Cd1 O2 C12 O1 -9.4(5) 3_666 . . . ? Cd1 O2 C12 C13 168.5(2) 3_666 . . . ? Cd1 O1 C12 O2 11.0(5) . . . . ? Cd1 O1 C12 C13 -166.9(2) . . . . ? O2 C12 C13 C14 -66.1(4) . . . . ? O1 C12 C13 C14 112.0(3) . . . . ? C12 C13 C14 C15 -71.7(4) . . . . ? C12 C13 C14 C19 104.4(3) . . . . ? C19 C14 C15 C16 -0.2(5) . . . . ? C13 C14 C15 C16 176.0(3) . . . . ? C14 C15 C16 C17 0.1(6) . . . . ? C15 C16 C17 C18 0.1(7) . . . . ? C16 C17 C18 C19 -0.2(7) . . . . ? C17 C18 C19 C14 0.1(6) . . . . ? C17 C18 C19 C20 -177.2(4) . . . . ? C15 C14 C19 C18 0.2(5) . . . . ? C13 C14 C19 C18 -175.9(3) . . . . ? C15 C14 C19 C20 177.3(3) . . . . ? C13 C14 C19 C20 1.3(5) . . . . ? C18 C19 C20 C21 -90.0(4) . . . . ? C14 C19 C20 C21 92.9(4) . . . . ? Cd1 O4 C21 O3 -5.3(6) 2_646 . . . ? Cd1 O4 C21 C20 173.1(2) 2_646 . . . ? Cd1 O3 C21 O4 6.6(4) 4_566 . . . ? Cd1 O3 C21 C20 -171.8(2) 4_566 . . . ? C19 C20 C21 O4 134.1(3) . . . . ? C19 C20 C21 O3 -47.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.435 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.074 _database_code_depnum_ccdc_archive 'CCDC 917705' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H34 N4 O4 Zn, H2 O' _chemical_formula_sum 'C32 H36 N4 O5 Zn' _chemical_formula_weight 622.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 2/c' _symmetry_space_group_name_Hall '-P 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 9.2171(18) _cell_length_b 10.278(2) _cell_length_c 17.086(5) _cell_angle_alpha 90.00 _cell_angle_beta 116.74(2) _cell_angle_gamma 90.00 _cell_volume 1445.5(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 0.898 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8408 _exptl_absorpt_correction_T_max 0.8408 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11679 _diffrn_reflns_av_R_equivalents 0.0380 _diffrn_reflns_av_sigmaI/netI 0.0438 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 27.96 _reflns_number_total 3461 _reflns_number_gt 3025 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0465P)^2^+1.0736P] 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 3461 _refine_ls_number_parameters 192 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0622 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1143 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.011 _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 1.0000 1.06307(4) 0.7500 0.03147(14) Uani 1 2 d S . . O1 O 0.7916(2) 1.15099(17) 0.71355(12) 0.0396(4) Uani 1 1 d . . . O2 O 0.8738(3) 1.2926(2) 0.64455(14) 0.0517(5) Uani 1 1 d . . . O3 O 1.0000 0.4549(4) 0.2500 0.0805(11) Uani 1 2 d SU . . H3WA H 1.0215 0.5242 0.2887 0.121 Uiso 1 1 calc R . . N1 N 0.9891(3) 0.93860(19) 0.65407(13) 0.0308(5) Uani 1 1 d . . . N2 N 1.0877(3) 0.8091(2) 0.58492(14) 0.0335(5) Uani 1 1 d . . . C1 C 1.0184(4) 0.5182(3) 0.5467(2) 0.0513(8) Uani 1 1 d . . . H1A H 0.9355 0.5780 0.5449 0.062 Uiso 1 1 calc R . . H1B H 1.0122 0.4405 0.5772 0.062 Uiso 1 1 calc R . . C2 C 1.1842(4) 0.5807(3) 0.5986(2) 0.0512(8) Uani 1 1 d . . . H2A H 1.2653 0.5276 0.5922 0.061 Uiso 1 1 calc R . . H2B H 1.2093 0.5809 0.6601 0.061 Uiso 1 1 calc R . . C3 C 1.1971(4) 0.7188(3) 0.5711(2) 0.0418(7) Uani 1 1 d . . . H3A H 1.3081 0.7488 0.6042 0.050 Uiso 1 1 calc R . . H3B H 1.1720 0.7192 0.5095 0.050 Uiso 1 1 calc R . . C4 C 0.9379(3) 0.8532(2) 0.52202(16) 0.0321(5) Uani 1 1 d . . . C5 C 0.8553(4) 0.8323(3) 0.43170(17) 0.0393(6) Uani 1 1 d . . . H5 H 0.8983 0.7804 0.4026 0.047 Uiso 1 1 calc R . . C6 C 0.7069(4) 0.8925(3) 0.38799(18) 0.0452(7) Uani 1 1 d . . . H6 H 0.6486 0.8818 0.3277 0.054 Uiso 1 1 calc R . . C7 C 0.6417(4) 0.9693(3) 0.43173(19) 0.0456(7) Uani 1 1 d . . . H7 H 0.5393 1.0060 0.4002 0.055 Uiso 1 1 calc R . . C8 C 0.7255(3) 0.9922(3) 0.52090(18) 0.0387(6) Uani 1 1 d . . . H8 H 0.6827 1.0451 0.5496 0.046 Uiso 1 1 calc R . . C9 C 0.8770(3) 0.9326(2) 0.56615(16) 0.0301(5) Uani 1 1 d . . . C10 C 1.1117(3) 0.8630(2) 0.66257(16) 0.0334(6) Uani 1 1 d . . . C11 C 1.2600(4) 0.8408(3) 0.74592(19) 0.0489(8) Uani 1 1 d . . . H11A H 1.3058 0.9230 0.7720 0.073 Uiso 1 1 calc R . . H11B H 1.3378 0.7929 0.7344 0.073 Uiso 1 1 calc R . . H11C H 1.2325 0.7921 0.7853 0.073 Uiso 1 1 calc R . . C12 C 0.7785(3) 1.2575(2) 0.67192(16) 0.0339(6) Uani 1 1 d . . . C13 C 0.6348(4) 1.3426(3) 0.65961(19) 0.0433(7) Uani 1 1 d . . . H13A H 0.5493 1.2871 0.6592 0.052 Uiso 1 1 calc R . . H13B H 0.6684 1.4003 0.7097 0.052 Uiso 1 1 calc R . . C14 C 0.5652(3) 1.4242(3) 0.57702(19) 0.0392(6) Uani 1 1 d . . . C15 C 0.4530(4) 1.3737(3) 0.4987(2) 0.0523(8) Uani 1 1 d . . . H15 H 0.4196 1.2879 0.4966 0.063 Uiso 1 1 calc R . . C16 C 0.6120(4) 1.5519(3) 0.5776(2) 0.0506(8) Uani 1 1 d . . . H16 H 0.6881 1.5888 0.6296 0.061 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0388(3) 0.0285(2) 0.0274(2) 0.000 0.01522(18) 0.000 O1 0.0443(11) 0.0317(10) 0.0398(10) 0.0086(8) 0.0163(9) 0.0051(8) O2 0.0536(13) 0.0583(14) 0.0533(13) 0.0206(10) 0.0330(11) 0.0138(10) O3 0.086(3) 0.076(3) 0.071(3) 0.000 0.028(2) 0.000 N1 0.0360(11) 0.0284(11) 0.0277(10) -0.0036(8) 0.0140(9) -0.0028(9) N2 0.0416(12) 0.0273(11) 0.0346(11) -0.0046(9) 0.0198(10) -0.0021(9) C1 0.079(2) 0.0328(15) 0.060(2) -0.0055(14) 0.0464(19) -0.0083(15) C2 0.067(2) 0.0362(16) 0.0557(19) -0.0024(14) 0.0322(17) 0.0055(15) C3 0.0466(16) 0.0353(15) 0.0505(17) -0.0071(12) 0.0280(14) -0.0003(12) C4 0.0405(14) 0.0259(13) 0.0330(13) -0.0029(10) 0.0191(11) -0.0080(11) C5 0.0519(17) 0.0360(15) 0.0330(14) -0.0051(11) 0.0217(13) -0.0084(13) C6 0.0576(19) 0.0465(17) 0.0285(13) -0.0022(12) 0.0166(13) -0.0128(14) C7 0.0411(16) 0.0499(17) 0.0388(15) 0.0056(13) 0.0116(13) -0.0031(13) C8 0.0410(15) 0.0378(15) 0.0396(15) 0.0000(12) 0.0203(13) -0.0011(12) C9 0.0360(13) 0.0281(13) 0.0278(11) -0.0019(9) 0.0158(10) -0.0071(10) C10 0.0375(14) 0.0288(13) 0.0335(13) -0.0026(10) 0.0156(11) -0.0018(11) C11 0.0460(17) 0.0503(18) 0.0381(15) -0.0053(13) 0.0079(13) 0.0097(14) C12 0.0394(14) 0.0330(14) 0.0265(12) 0.0024(10) 0.0124(11) 0.0016(11) C13 0.0468(17) 0.0409(16) 0.0448(16) 0.0109(12) 0.0228(14) 0.0087(13) C14 0.0386(14) 0.0331(15) 0.0452(15) 0.0092(11) 0.0182(13) 0.0090(11) C15 0.0566(19) 0.0290(15) 0.0570(19) 0.0076(13) 0.0129(16) -0.0023(13) C16 0.0542(19) 0.0362(17) 0.0447(17) 0.0017(13) 0.0075(14) -0.0009(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.9537(19) 2_756 ? Zn1 O1 1.9537(19) . ? Zn1 N1 2.046(2) . ? Zn1 N1 2.046(2) 2_756 ? O1 C12 1.281(3) . ? O2 C12 1.220(3) . ? O3 H3WA 0.9300 . ? N1 C10 1.324(3) . ? N1 C9 1.390(3) . ? N2 C10 1.361(3) . ? N2 C4 1.389(3) . ? N2 C3 1.467(3) . ? C1 C2 1.521(5) . ? C1 C1 1.522(6) 3_766 ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.517(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C9 1.389(3) . ? C4 C5 1.396(3) . ? C5 C6 1.376(4) . ? C5 H5 0.9300 . ? C6 C7 1.396(4) . ? C6 H6 0.9300 . ? C7 C8 1.384(4) . ? C7 H7 0.9300 . ? C8 C9 1.397(4) . ? C8 H8 0.9300 . ? C10 C11 1.482(4) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.521(4) . ? C13 C14 1.514(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.372(4) . ? C14 C16 1.380(4) . ? C15 C16 1.393(4) 3_686 ? C15 H15 0.9300 . ? C16 C15 1.393(4) 3_686 ? C16 H16 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 O1 124.90(11) 2_756 . ? O1 Zn1 N1 103.38(8) 2_756 . ? O1 Zn1 N1 110.31(8) . . ? O1 Zn1 N1 110.31(8) 2_756 2_756 ? O1 Zn1 N1 103.38(8) . 2_756 ? N1 Zn1 N1 102.59(12) . 2_756 ? C12 O1 Zn1 113.94(17) . . ? C10 N1 C9 106.0(2) . . ? C10 N1 Zn1 123.18(17) . . ? C9 N1 Zn1 129.66(17) . . ? C10 N2 C4 106.9(2) . . ? C10 N2 C3 126.4(2) . . ? C4 N2 C3 126.7(2) . . ? C2 C1 C1 114.0(3) . 3_766 ? C2 C1 H1A 108.8 . . ? C1 C1 H1A 108.8 3_766 . ? C2 C1 H1B 108.8 . . ? C1 C1 H1B 108.8 3_766 . ? H1A C1 H1B 107.7 . . ? C1 C2 C3 114.4(3) . . ? C1 C2 H2A 108.7 . . ? C3 C2 H2A 108.7 . . ? C1 C2 H2B 108.7 . . ? C3 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? N2 C3 C2 112.7(2) . . ? N2 C3 H3A 109.0 . . ? C2 C3 H3A 109.0 . . ? N2 C3 H3B 109.0 . . ? C2 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? N2 C4 C9 106.0(2) . . ? N2 C4 C5 131.5(2) . . ? C9 C4 C5 122.5(3) . . ? C6 C5 C4 116.4(3) . . ? C6 C5 H5 121.8 . . ? C4 C5 H5 121.8 . . ? C5 C6 C7 121.8(3) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C8 C7 C6 121.6(3) . . ? C8 C7 H7 119.2 . . ? C6 C7 H7 119.2 . . ? C7 C8 C9 117.3(3) . . ? C7 C8 H8 121.3 . . ? C9 C8 H8 121.3 . . ? N1 C9 C4 109.1(2) . . ? N1 C9 C8 130.6(2) . . ? C4 C9 C8 120.3(2) . . ? N1 C10 N2 112.0(2) . . ? N1 C10 C11 124.6(2) . . ? N2 C10 C11 123.3(2) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O2 C12 O1 124.1(3) . . ? O2 C12 C13 120.6(2) . . ? O1 C12 C13 115.3(2) . . ? C14 C13 C12 115.2(2) . . ? C14 C13 H13A 108.5 . . ? C12 C13 H13A 108.5 . . ? C14 C13 H13B 108.5 . . ? C12 C13 H13B 108.5 . . ? H13A C13 H13B 107.5 . . ? C15 C14 C16 117.6(3) . . ? C15 C14 C13 121.1(3) . . ? C16 C14 C13 121.3(3) . . ? C14 C15 C16 121.6(3) . 3_686 ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 3_686 . ? C14 C16 C15 120.9(3) . 3_686 ? C14 C16 H16 119.6 . . ? C15 C16 H16 119.6 3_686 . ? 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 O1 Zn1 O1 C12 34.64(15) 2_756 . . . ? N1 Zn1 O1 C12 -89.35(18) . . . . ? N1 Zn1 O1 C12 161.57(17) 2_756 . . . ? O1 Zn1 N1 C10 46.7(2) 2_756 . . . ? O1 Zn1 N1 C10 -177.60(19) . . . . ? N1 Zn1 N1 C10 -68.01(19) 2_756 . . . ? O1 Zn1 N1 C9 -119.1(2) 2_756 . . . ? O1 Zn1 N1 C9 16.6(2) . . . . ? N1 Zn1 N1 C9 126.2(2) 2_756 . . . ? C1 C1 C2 C3 72.5(4) 3_766 . . . ? C10 N2 C3 C2 78.4(3) . . . . ? C4 N2 C3 C2 -99.7(3) . . . . ? C1 C2 C3 N2 62.9(3) . . . . ? C10 N2 C4 C9 -0.5(3) . . . . ? C3 N2 C4 C9 177.9(2) . . . . ? C10 N2 C4 C5 177.8(3) . . . . ? C3 N2 C4 C5 -3.8(4) . . . . ? N2 C4 C5 C6 -179.4(3) . . . . ? C9 C4 C5 C6 -1.4(4) . . . . ? C4 C5 C6 C7 -0.7(4) . . . . ? C5 C6 C7 C8 2.2(5) . . . . ? C6 C7 C8 C9 -1.6(4) . . . . ? C10 N1 C9 C4 -1.3(3) . . . . ? Zn1 N1 C9 C4 166.43(17) . . . . ? C10 N1 C9 C8 179.5(3) . . . . ? Zn1 N1 C9 C8 -12.9(4) . . . . ? N2 C4 C9 N1 1.1(3) . . . . ? C5 C4 C9 N1 -177.4(2) . . . . ? N2 C4 C9 C8 -179.5(2) . . . . ? C5 C4 C9 C8 2.0(4) . . . . ? C7 C8 C9 N1 178.8(3) . . . . ? C7 C8 C9 C4 -0.4(4) . . . . ? C9 N1 C10 N2 1.0(3) . . . . ? Zn1 N1 C10 N2 -167.73(16) . . . . ? C9 N1 C10 C11 179.7(3) . . . . ? Zn1 N1 C10 C11 11.0(4) . . . . ? C4 N2 C10 N1 -0.3(3) . . . . ? C3 N2 C10 N1 -178.7(2) . . . . ? C4 N2 C10 C11 -179.1(3) . . . . ? C3 N2 C10 C11 2.5(4) . . . . ? Zn1 O1 C12 O2 11.2(3) . . . . ? Zn1 O1 C12 C13 -167.52(18) . . . . ? O2 C12 C13 C14 31.9(4) . . . . ? O1 C12 C13 C14 -149.3(2) . . . . ? C12 C13 C14 C15 84.5(4) . . . . ? C12 C13 C14 C16 -95.5(3) . . . . ? C16 C14 C15 C16 -0.2(6) . . . 3_686 ? C13 C14 C15 C16 179.9(3) . . . 3_686 ? C15 C14 C16 C15 0.2(6) . . . 3_686 ? C13 C14 C16 C15 -179.9(3) . . . 3_686 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.96 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.315 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.060 _database_code_depnum_ccdc_archive 'CCDC 917706' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H34 Cd N4 O4, H2 O' _chemical_formula_sum 'C32 H36 Cd N4 O5' _chemical_formula_weight 669.05 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 2/c' _symmetry_space_group_name_Hall '-P 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 9.0664(18) _cell_length_b 10.293(2) _cell_length_c 17.460(5) _cell_angle_alpha 90.00 _cell_angle_beta 115.29(2) _cell_angle_gamma 90.00 _cell_volume 1473.2(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 0.789 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8582 _exptl_absorpt_correction_T_max 0.8582 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9647 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2587 _reflns_number_gt 2474 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0310P)^2^+0.6656P] 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 2587 _refine_ls_number_parameters 195 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0310 _refine_ls_R_factor_gt 0.0291 _refine_ls_wR_factor_ref 0.0658 _refine_ls_wR_factor_gt 0.0646 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.003 _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 1.09137(2) 0.2500 0.03394(10) Uani 1 2 d S . . N1 N -0.0139(2) 0.94303(19) 0.15087(12) 0.0342(5) Uani 1 1 d . . . N2 N 0.0841(2) 0.80969(19) 0.08345(13) 0.0366(5) Uani 1 1 d . . . C1 C -0.3578(3) 0.9756(3) -0.06233(17) 0.0459(7) Uani 1 1 d . . . H1 H -0.4588 1.0147 -0.0923 0.055 Uiso 1 1 calc R . . C2 C -0.2949(4) 0.8949(3) -0.10509(17) 0.0472(7) Uani 1 1 d . . . H2 H -0.3539 0.8831 -0.1631 0.057 Uiso 1 1 calc R . . C3 C -0.1478(3) 0.8323(3) -0.06383(16) 0.0431(6) Uani 1 1 d . . . H3 H -0.1060 0.7782 -0.0924 0.052 Uiso 1 1 calc R . . C4 C -0.0648(3) 0.8540(2) 0.02289(15) 0.0341(5) Uani 1 1 d . . . C5 C -0.1257(3) 0.9367(2) 0.06578(15) 0.0325(5) Uani 1 1 d . . . C6 C -0.2739(3) 0.9990(3) 0.02358(16) 0.0395(6) Uani 1 1 d . . . H6 H -0.3153 1.0542 0.0518 0.047 Uiso 1 1 calc R . . C7 C 0.1079(3) 0.8655(2) 0.15813(15) 0.0358(6) Uani 1 1 d . . . C8 C 0.2556(3) 0.8434(3) 0.23847(17) 0.0520(7) Uani 1 1 d . . . H8A H 0.3034 0.9255 0.2624 0.078 Uiso 1 1 calc R . . H8B H 0.3331 0.7928 0.2272 0.078 Uiso 1 1 calc R . . H8C H 0.2258 0.7976 0.2777 0.078 Uiso 1 1 calc R . . C9 C 0.1941(3) 0.7176(3) 0.06931(19) 0.0460(7) Uani 1 1 d . . . H9A H 0.3058 0.7466 0.1006 0.055 Uiso 1 1 calc R . . H9B H 0.1703 0.7174 0.0096 0.055 Uiso 1 1 calc R . . C10 C 0.1781(4) 0.5808(3) 0.0964(2) 0.0511(7) Uani 1 1 d . . . H10A H 0.1971 0.5823 0.1554 0.061 Uiso 1 1 calc R . . H10B H 0.2623 0.5274 0.0921 0.061 Uiso 1 1 calc R . . C11 C 0.0137(4) 0.5183(3) 0.04495(18) 0.0496(7) Uani 1 1 d . . . H11A H -0.0716 0.5778 0.0419 0.060 Uiso 1 1 calc R . . H11B H 0.0044 0.4406 0.0740 0.060 Uiso 1 1 calc R . . C23 C 0.2511(3) 1.2645(2) 0.32182(15) 0.0357(6) Uani 1 1 d . . . C24 C 0.3881(3) 1.3616(3) 0.33972(17) 0.0458(7) Uani 1 1 d . . . H24A H 0.4807 1.3158 0.3386 0.055 Uiso 1 1 calc R . . H24B H 0.3523 1.4249 0.2942 0.055 Uiso 1 1 calc R . . C25 C 0.4441(3) 1.4328(3) 0.42210(17) 0.0408(6) Uani 1 1 d . . . C26 C 0.5467(4) 1.3741(3) 0.49733(18) 0.0493(7) Uani 1 1 d . . . H26 H 0.5798 1.2888 0.4965 0.059 Uiso 1 1 calc R . . C27 C 0.3985(4) 1.5603(3) 0.42598(18) 0.0487(7) Uani 1 1 d . . . H27 H 0.3301 1.6026 0.3764 0.058 Uiso 1 1 calc R . . O1 O 0.2501(2) 1.16687(19) 0.27859(12) 0.0506(5) Uani 1 1 d . . . O2 O 0.1433(2) 1.2841(2) 0.34626(12) 0.0514(5) Uani 1 1 d . . . O3 O 1.0000 0.5372(4) 0.2500 0.0847(11) Uani 1 2 d SDU . . H3WA H 0.957(5) 0.492(4) 0.2051(17) 0.102 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.04038(17) 0.03148(15) 0.02978(15) 0.000 0.01481(12) 0.000 N1 0.0389(12) 0.0336(11) 0.0312(11) -0.0036(8) 0.0160(9) -0.0011(9) N2 0.0418(12) 0.0282(11) 0.0443(12) -0.0051(9) 0.0228(10) -0.0020(9) C1 0.0429(16) 0.0491(17) 0.0395(15) 0.0088(13) 0.0115(13) -0.0044(13) C2 0.0619(19) 0.0458(16) 0.0313(13) -0.0017(12) 0.0175(13) -0.0162(14) C3 0.0604(18) 0.0365(15) 0.0392(14) -0.0081(12) 0.0278(14) -0.0131(13) C4 0.0440(15) 0.0266(12) 0.0364(13) -0.0033(10) 0.0219(12) -0.0096(11) C5 0.0382(14) 0.0315(13) 0.0315(12) -0.0018(10) 0.0183(11) -0.0078(10) C6 0.0412(15) 0.0399(15) 0.0408(14) 0.0002(11) 0.0208(12) -0.0023(12) C7 0.0413(15) 0.0299(13) 0.0377(14) -0.0029(11) 0.0183(12) -0.0036(11) C8 0.0499(17) 0.0520(18) 0.0449(16) -0.0008(14) 0.0113(13) 0.0102(14) C9 0.0483(16) 0.0374(15) 0.0618(18) -0.0097(13) 0.0327(14) -0.0008(12) C10 0.0625(19) 0.0342(15) 0.0621(19) -0.0046(13) 0.0319(16) 0.0065(13) C11 0.072(2) 0.0274(14) 0.067(2) -0.0060(13) 0.0467(17) -0.0051(13) C23 0.0399(15) 0.0337(14) 0.0269(12) -0.0007(10) 0.0080(11) -0.0026(11) C24 0.0479(16) 0.0449(16) 0.0470(16) -0.0102(13) 0.0226(13) -0.0102(13) C25 0.0372(15) 0.0388(15) 0.0464(15) -0.0085(12) 0.0178(12) -0.0085(11) C26 0.0564(18) 0.0324(15) 0.0526(17) -0.0071(13) 0.0169(14) 0.0021(12) C27 0.0530(18) 0.0424(17) 0.0416(15) -0.0011(12) 0.0114(13) -0.0012(13) O1 0.0496(11) 0.0464(12) 0.0539(12) -0.0206(10) 0.0205(9) -0.0092(9) O2 0.0527(12) 0.0532(12) 0.0533(12) -0.0143(10) 0.0273(10) -0.0128(10) O3 0.094(3) 0.077(3) 0.075(3) 0.000 0.028(2) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O1 2.2420(19) . ? Cd1 O1 2.2420(19) 2 ? Cd1 N1 2.271(2) . ? Cd1 N1 2.271(2) 2 ? Cd1 O2 2.5654(19) . ? Cd1 O2 2.5654(19) 2 ? Cd1 C23 2.737(2) 2 ? N1 C7 1.324(3) . ? N1 C5 1.397(3) . ? N2 C7 1.355(3) . ? N2 C4 1.389(3) . ? N2 C9 1.471(3) . ? C1 C6 1.383(4) . ? C1 C2 1.391(4) . ? C1 H1 0.9300 . ? C2 C3 1.376(4) . ? C2 H2 0.9300 . ? C3 C4 1.391(3) . ? C3 H3 0.9300 . ? C4 C5 1.394(3) . ? C5 C6 1.383(4) . ? C6 H6 0.9300 . ? C7 C8 1.486(4) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.512(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.516(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.527(5) 3_565 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C23 O2 1.238(3) . ? C23 O1 1.254(3) . ? C23 C24 1.519(4) . ? C24 C25 1.497(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.382(4) . ? C25 C27 1.387(4) . ? C26 C27 1.388(4) 3_686 ? C26 H26 0.9300 . ? C27 C26 1.388(4) 3_686 ? C27 H27 0.9300 . ? O3 H3WA 0.851(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cd1 O1 139.44(10) . 2 ? O1 Cd1 N1 97.14(7) . . ? O1 Cd1 N1 109.99(8) 2 . ? O1 Cd1 N1 109.99(8) . 2 ? O1 Cd1 N1 97.14(7) 2 2 ? N1 Cd1 N1 95.50(10) . 2 ? O1 Cd1 O2 53.49(6) . . ? O1 Cd1 O2 93.38(7) 2 . ? N1 Cd1 O2 150.08(7) . . ? N1 Cd1 O2 99.96(7) 2 . ? O1 Cd1 O2 93.38(7) . 2 ? O1 Cd1 O2 53.49(6) 2 2 ? N1 Cd1 O2 99.96(7) . 2 ? N1 Cd1 O2 150.08(7) 2 2 ? O2 Cd1 O2 78.73(10) . 2 ? O1 Cd1 C23 116.14(8) . 2 ? O1 Cd1 C23 26.90(7) 2 2 ? N1 Cd1 C23 108.91(7) . 2 ? N1 Cd1 C23 123.46(8) 2 2 ? O2 Cd1 C23 83.47(7) . 2 ? O2 Cd1 C23 26.76(6) 2 2 ? C7 N1 C5 105.7(2) . . ? C7 N1 Cd1 124.05(16) . . ? C5 N1 Cd1 128.35(16) . . ? C7 N2 C4 107.3(2) . . ? C7 N2 C9 126.4(2) . . ? C4 N2 C9 126.3(2) . . ? C6 C1 C2 121.6(3) . . ? C6 C1 H1 119.2 . . ? C2 C1 H1 119.2 . . ? C3 C2 C1 121.8(3) . . ? C3 C2 H2 119.1 . . ? C1 C2 H2 119.1 . . ? C2 C3 C4 116.6(3) . . ? C2 C3 H3 121.7 . . ? C4 C3 H3 121.7 . . ? N2 C4 C3 132.4(2) . . ? N2 C4 C5 105.7(2) . . ? C3 C4 C5 121.9(2) . . ? C6 C5 C4 120.9(2) . . ? C6 C5 N1 130.1(2) . . ? C4 C5 N1 109.0(2) . . ? C1 C6 C5 117.2(3) . . ? C1 C6 H6 121.4 . . ? C5 C6 H6 121.4 . . ? N1 C7 N2 112.3(2) . . ? N1 C7 C8 124.2(2) . . ? N2 C7 C8 123.5(2) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 112.6(2) . . ? N2 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N2 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C9 C10 C11 114.3(3) . . ? C9 C10 H10A 108.7 . . ? C11 C10 H10A 108.7 . . ? C9 C10 H10B 108.7 . . ? C11 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C10 C11 C11 113.6(3) . 3_565 ? C10 C11 H11A 108.8 . . ? C11 C11 H11A 108.8 3_565 . ? C10 C11 H11B 108.8 . . ? C11 C11 H11B 108.8 3_565 . ? H11A C11 H11B 107.7 . . ? O2 C23 O1 122.3(2) . . ? O2 C23 C24 121.2(2) . . ? O1 C23 C24 116.5(2) . . ? C25 C24 C23 115.6(2) . . ? C25 C24 H24A 108.4 . . ? C23 C24 H24A 108.4 . . ? C25 C24 H24B 108.4 . . ? C23 C24 H24B 108.4 . . ? H24A C24 H24B 107.4 . . ? C26 C25 C27 117.4(3) . . ? C26 C25 C24 120.9(3) . . ? C27 C25 C24 121.7(3) . . ? C25 C26 C27 121.5(3) . 3_686 ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 3_686 . ? C25 C27 C26 121.1(3) . 3_686 ? C25 C27 H27 119.5 . . ? C26 C27 H27 119.5 3_686 . ? C23 O1 Cd1 99.12(16) . . ? C23 O2 Cd1 84.36(15) . . ? 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 O1 Cd1 N1 C7 42.6(2) . . . . ? O1 Cd1 N1 C7 -168.02(18) 2 . . . ? N1 Cd1 N1 C7 -68.36(18) 2 . . . ? O2 Cd1 N1 C7 52.7(3) . . . . ? O2 Cd1 N1 C7 137.35(19) 2 . . . ? C23 Cd1 N1 C7 163.44(19) 2 . . . ? O1 Cd1 N1 C5 -119.34(19) . . . . ? O1 Cd1 N1 C5 30.0(2) 2 . . . ? N1 Cd1 N1 C5 129.7(2) 2 . . . ? O2 Cd1 N1 C5 -109.3(2) . . . . ? O2 Cd1 N1 C5 -24.6(2) 2 . . . ? C23 Cd1 N1 C5 1.5(2) 2 . . . ? C6 C1 C2 C3 1.4(4) . . . . ? C1 C2 C3 C4 -0.2(4) . . . . ? C7 N2 C4 C3 177.8(3) . . . . ? C9 N2 C4 C3 -3.1(4) . . . . ? C7 N2 C4 C5 -0.3(3) . . . . ? C9 N2 C4 C5 178.8(2) . . . . ? C2 C3 C4 N2 -179.0(2) . . . . ? C2 C3 C4 C5 -1.1(4) . . . . ? N2 C4 C5 C6 179.6(2) . . . . ? C3 C4 C5 C6 1.3(4) . . . . ? N2 C4 C5 N1 0.6(3) . . . . ? C3 C4 C5 N1 -177.8(2) . . . . ? C7 N1 C5 C6 -179.6(2) . . . . ? Cd1 N1 C5 C6 -15.0(4) . . . . ? C7 N1 C5 C4 -0.7(3) . . . . ? Cd1 N1 C5 C4 163.87(16) . . . . ? C2 C1 C6 C5 -1.2(4) . . . . ? C4 C5 C6 C1 -0.1(4) . . . . ? N1 C5 C6 C1 178.7(2) . . . . ? C5 N1 C7 N2 0.5(3) . . . . ? Cd1 N1 C7 N2 -164.90(16) . . . . ? C5 N1 C7 C8 179.6(2) . . . . ? Cd1 N1 C7 C8 14.2(4) . . . . ? C4 N2 C7 N1 -0.1(3) . . . . ? C9 N2 C7 N1 -179.2(2) . . . . ? C4 N2 C7 C8 -179.2(2) . . . . ? C9 N2 C7 C8 1.7(4) . . . . ? C7 N2 C9 C10 79.4(3) . . . . ? C4 N2 C9 C10 -99.6(3) . . . . ? N2 C9 C10 C11 65.4(3) . . . . ? C9 C10 C11 C11 71.7(4) . . . 3_565 ? O2 C23 C24 C25 33.8(4) . . . . ? O1 C23 C24 C25 -148.8(2) . . . . ? C23 C24 C25 C26 78.5(3) . . . . ? C23 C24 C25 C27 -102.9(3) . . . . ? C27 C25 C26 C27 0.4(5) . . . 3_686 ? C24 C25 C26 C27 179.0(3) . . . 3_686 ? C26 C25 C27 C26 -0.4(5) . . . 3_686 ? C24 C25 C27 C26 -179.0(3) . . . 3_686 ? O2 C23 O1 Cd1 9.7(3) . . . . ? C24 C23 O1 Cd1 -167.68(19) . . . . ? O1 Cd1 O1 C23 36.34(14) 2 . . . ? N1 Cd1 O1 C23 168.88(16) . . . . ? N1 Cd1 O1 C23 -92.59(16) 2 . . . ? O2 Cd1 O1 C23 -4.90(14) . . . . ? O2 Cd1 O1 C23 68.40(16) 2 . . . ? C23 Cd1 O1 C23 53.7(2) 2 . . . ? O1 C23 O2 Cd1 -8.4(2) . . . . ? C24 C23 O2 Cd1 168.9(2) . . . . ? O1 Cd1 O2 C23 4.93(14) . . . . ? O1 Cd1 O2 C23 -149.64(15) 2 . . . ? N1 Cd1 O2 C23 -7.5(2) . . . . ? N1 Cd1 O2 C23 112.50(15) 2 . . . ? O2 Cd1 O2 C23 -97.92(16) 2 . . . ? C23 Cd1 O2 C23 -124.60(15) 2 . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.314 _refine_diff_density_min -0.253 _refine_diff_density_rms 0.054 _database_code_depnum_ccdc_archive 'CCDC 917707' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H21 N2 O5 Zn' _chemical_formula_sum 'C25 H21 N2 O5 Zn' _chemical_formula_weight 494.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 11.922(2) _cell_length_b 14.355(3) _cell_length_c 13.754(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.06(3) _cell_angle_gamma 90.00 _cell_volume 2317.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 1.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7785 _exptl_absorpt_correction_T_max 0.8103 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14251 _diffrn_reflns_av_R_equivalents 0.0442 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4055 _reflns_number_gt 3507 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.1110P)^2^+3.2398P] 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 4055 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0641 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1643 _refine_ls_wR_factor_gt 0.1470 _refine_ls_goodness_of_fit_ref 0.901 _refine_ls_restrained_S_all 0.901 _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 1.05819(3) 1.06511(3) 0.93538(3) 0.0326(2) Uani 1 1 d . . . O3 O 1.1343(3) 0.9344(2) 0.9369(3) 0.0517(8) Uani 1 1 d . . . O4 O 0.9215(2) 1.0110(2) 0.8394(2) 0.0491(8) Uani 1 1 d . . . O1 O 1.1605(3) 1.0864(2) 1.0670(2) 0.0482(8) Uani 1 1 d . . . C17 C 0.7549(3) 0.9329(3) 0.7661(3) 0.0357(9) Uani 1 1 d . . . N1 N 1.1427(3) 1.1273(2) 0.8371(3) 0.0384(8) Uani 1 1 d . . . O2 O 0.9436(2) 1.1617(2) 0.9659(2) 0.0488(8) Uani 1 1 d . . . O5 O 0.5211(3) 0.8688(3) 0.5150(2) 0.0624(10) Uani 1 1 d . . . C13 C 1.2350(3) 0.7984(3) 0.9939(3) 0.0401(10) Uani 1 1 d . . . C18 C 0.7424(3) 0.9863(3) 0.6806(3) 0.0427(10) Uani 1 1 d . . . H18 H 0.7899 1.0372 0.6776 0.051 Uiso 1 1 calc R . . C3 C 1.2535(3) 1.1017(3) 0.8265(3) 0.0398(10) Uani 1 1 d . . . C2 C 1.3426(4) 1.0668(4) 0.8948(4) 0.0568(14) Uani 1 1 d . . . H2 H 1.3342 1.0549 0.9596 0.068 Uiso 1 1 calc R . . N2 N 1.1655(3) 1.1590(3) 0.6837(3) 0.0412(8) Uani 1 1 d . . . C20 C 0.5927(3) 0.8886(3) 0.6027(3) 0.0414(10) Uani 1 1 d . . . C12 C 1.1336(3) 0.8622(3) 0.9868(3) 0.0401(10) Uani 1 1 d . . . C16 C 0.8459(4) 0.9542(3) 0.8530(3) 0.0410(10) Uani 1 1 d . . . C21 C 0.6020(4) 0.8342(3) 0.6869(3) 0.0480(11) Uani 1 1 d . . . H21 H 0.5551 0.7826 0.6885 0.058 Uiso 1 1 calc R . . C19 C 0.6609(4) 0.9647(4) 0.6006(3) 0.0460(11) Uani 1 1 d . . . H19 H 0.6521 1.0021 0.5446 0.055 Uiso 1 1 calc R . . C7 C 1.0953(4) 1.1619(3) 0.7510(3) 0.0394(10) Uani 1 1 d . . . C23 C 0.4264(4) 0.8109(3) 0.5130(3) 0.0455(11) Uani 1 1 d . . . C4 C 1.2672(4) 1.1199(3) 0.7297(3) 0.0395(10) Uani 1 1 d . . . C22 C 0.6820(4) 0.8577(3) 0.7684(3) 0.0451(11) Uani 1 1 d . . . H22 H 0.6872 0.8226 0.8258 0.054 Uiso 1 1 calc R . . C14 C 1.3146(4) 0.8111(4) 0.9330(4) 0.0514(12) Uani 1 1 d . . . H14 H 1.3030 0.8574 0.8850 0.062 Uiso 1 1 calc R . . C25 C 0.3480(4) 0.8272(4) 0.5731(4) 0.0510(12) Uani 1 1 d . . . H25 H 0.3594 0.8746 0.6199 0.061 Uiso 1 1 calc R . . C15 C 1.2519(4) 0.7283(3) 1.0628(3) 0.0461(11) Uani 1 1 d . . . H15 H 1.1980 0.7179 1.1030 0.055 Uiso 1 1 calc R . . C9 C 1.1382(5) 1.1831(4) 0.5784(3) 0.0530(12) Uani 1 1 d . . . H9A H 1.2041 1.2124 0.5586 0.064 Uiso 1 1 calc R . . H9B H 1.0763 1.2279 0.5684 0.064 Uiso 1 1 calc R . . C8 C 0.9791(4) 1.2056(4) 0.7308(4) 0.0538(12) Uani 1 1 d . . . H8A H 0.9408 1.1941 0.7855 0.081 Uiso 1 1 calc R . . H8B H 0.9358 1.1792 0.6719 0.081 Uiso 1 1 calc R . . H8C H 0.9866 1.2716 0.7223 0.081 Uiso 1 1 calc R . . C5 C 1.3693(4) 1.1022(4) 0.6966(4) 0.0540(12) Uani 1 1 d . . . H5 H 1.3776 1.1137 0.6317 0.065 Uiso 1 1 calc R . . C6 C 1.4563(5) 1.0669(4) 0.7646(5) 0.0659(16) Uani 1 1 d . . . H6 H 1.5255 1.0536 0.7451 0.079 Uiso 1 1 calc R . . C1 C 1.4448(4) 1.0502(4) 0.8629(5) 0.0704(17) Uani 1 1 d . . . H1 H 1.5066 1.0276 0.9073 0.084 Uiso 1 1 calc R . . C24 C 0.4106(4) 0.7438(4) 0.4423(4) 0.0563(13) Uani 1 1 d . . . H24 H 0.4637 0.7351 0.4010 0.068 Uiso 1 1 calc R . . C10 C 1.1044(6) 1.0991(5) 0.5140(4) 0.082(2) Uani 1 1 d . . . H10A H 1.0870 1.1205 0.4461 0.098 Uiso 1 1 calc R . . H10B H 1.1706 1.0589 0.5191 0.098 Uiso 1 1 calc R . . C11 C 1.0123(7) 1.0441(5) 0.5317(5) 0.085(2) Uani 1 1 d . . . H11A H 0.9443 1.0825 0.5215 0.101 Uiso 1 1 calc R . . H11B H 1.0267 1.0256 0.6006 0.101 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 0.0242(3) 0.0390(3) 0.0336(3) 0.00130(19) 0.0024(2) 0.00146(18) O3 0.0499(19) 0.047(2) 0.060(2) 0.0083(16) 0.0128(16) 0.0187(14) O4 0.0381(16) 0.055(2) 0.0491(19) -0.0013(15) -0.0069(14) -0.0137(15) O1 0.0417(17) 0.0598(19) 0.0386(17) 0.0028(15) -0.0053(14) -0.0049(15) C17 0.029(2) 0.040(2) 0.036(2) -0.0020(18) -0.0006(17) 0.0023(16) N1 0.0295(17) 0.048(2) 0.0372(19) 0.0071(16) 0.0045(14) 0.0036(15) O2 0.0338(16) 0.0512(19) 0.062(2) -0.0047(16) 0.0110(15) 0.0086(14) O5 0.0496(19) 0.096(3) 0.0373(17) 0.0087(17) -0.0030(15) -0.0426(19) C13 0.029(2) 0.045(2) 0.043(2) -0.008(2) -0.0017(17) 0.0060(18) C18 0.034(2) 0.049(3) 0.044(2) 0.004(2) 0.0020(19) -0.0137(19) C3 0.032(2) 0.047(2) 0.042(2) 0.008(2) 0.0077(18) -0.0012(19) C2 0.035(2) 0.081(4) 0.054(3) 0.021(3) 0.007(2) 0.009(2) N2 0.049(2) 0.043(2) 0.0316(18) -0.0003(15) 0.0048(16) -0.0068(17) C20 0.031(2) 0.057(3) 0.034(2) 0.002(2) -0.0011(17) -0.0137(19) C12 0.033(2) 0.045(3) 0.039(2) -0.008(2) -0.0014(18) 0.0075(19) C16 0.032(2) 0.044(2) 0.044(3) -0.012(2) -0.0010(19) 0.0061(19) C21 0.039(2) 0.050(3) 0.051(3) 0.008(2) -0.002(2) -0.018(2) C19 0.037(2) 0.063(3) 0.037(2) 0.010(2) 0.0021(19) -0.014(2) C7 0.036(2) 0.041(2) 0.040(2) 0.0023(19) 0.0033(18) -0.0047(18) C23 0.033(2) 0.062(3) 0.038(2) 0.009(2) -0.0042(18) -0.015(2) C4 0.038(2) 0.043(2) 0.038(2) -0.0007(19) 0.0094(18) -0.0064(19) C22 0.040(2) 0.048(3) 0.045(3) 0.008(2) 0.0002(19) -0.003(2) C14 0.047(3) 0.056(3) 0.051(3) 0.006(2) 0.009(2) 0.015(2) C25 0.050(3) 0.054(3) 0.048(3) -0.005(2) 0.005(2) -0.017(2) C15 0.039(2) 0.052(3) 0.047(3) 0.001(2) 0.008(2) 0.012(2) C9 0.067(3) 0.056(3) 0.035(2) 0.010(2) 0.006(2) -0.014(2) C8 0.047(3) 0.057(3) 0.054(3) 0.012(2) 0.000(2) 0.013(2) C5 0.052(3) 0.060(3) 0.055(3) -0.001(3) 0.023(2) -0.007(2) C6 0.041(3) 0.078(4) 0.084(4) 0.004(3) 0.027(3) 0.007(2) C1 0.034(3) 0.100(5) 0.078(4) 0.024(3) 0.013(3) 0.010(3) C24 0.041(3) 0.071(3) 0.058(3) -0.007(3) 0.014(2) -0.017(2) C10 0.119(6) 0.083(4) 0.042(3) -0.009(3) 0.008(3) -0.027(4) C11 0.108(5) 0.087(4) 0.058(4) -0.016(3) 0.016(4) -0.036(4) _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 2.021(3) . ? Zn1 N1 2.029(3) . ? Zn1 O2 2.040(3) . ? Zn1 O4 2.062(3) . ? Zn1 O3 2.083(3) . ? Zn1 Zn1 3.0725(10) 3_777 ? O3 C12 1.246(5) . ? O4 C16 1.253(5) . ? O1 C16 1.260(6) 3_777 ? C17 C22 1.390(6) . ? C17 C18 1.391(6) . ? C17 C16 1.498(6) . ? N1 C7 1.317(5) . ? N1 C3 1.403(5) . ? O2 C12 1.263(5) 3_777 ? O5 C20 1.380(5) . ? O5 C23 1.398(5) . ? C13 C15 1.373(6) . ? C13 C14 1.383(6) . ? C13 C12 1.506(6) . ? C18 C19 1.369(6) . ? C18 H18 0.9300 . ? C3 C2 1.383(6) . ? C3 C4 1.394(6) . ? C2 C1 1.385(7) . ? C2 H2 0.9300 . ? N2 C7 1.353(5) . ? N2 C4 1.385(6) . ? N2 C9 1.469(5) . ? C20 C19 1.365(6) . ? C20 C21 1.385(6) . ? C12 O2 1.263(5) 3_777 ? C16 O1 1.260(6) 3_777 ? C21 C22 1.381(6) . ? C21 H21 0.9300 . ? C19 H19 0.9300 . ? C7 C8 1.501(6) . ? C23 C24 1.357(7) . ? C23 C25 1.372(6) . ? C4 C5 1.395(6) . ? C22 H22 0.9300 . ? C14 C24 1.378(6) 4_676 ? C14 H14 0.9300 . ? C25 C15 1.383(6) 4_475 ? C25 H25 0.9300 . ? C15 C25 1.383(6) 4_676 ? C15 H15 0.9300 . ? C9 C10 1.509(8) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C5 C6 1.367(8) . ? C5 H5 0.9300 . ? C6 C1 1.404(8) . ? C6 H6 0.9300 . ? C1 H1 0.9300 . ? C24 C14 1.378(6) 4_475 ? C24 H24 0.9300 . ? C10 C11 1.409(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.536(12) 3_776 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? 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 N1 103.77(14) . . ? O1 Zn1 O2 91.93(14) . . ? N1 Zn1 O2 105.45(14) . . ? O1 Zn1 O4 156.39(13) . . ? N1 Zn1 O4 99.67(14) . . ? O2 Zn1 O4 84.55(13) . . ? O1 Zn1 O3 86.22(14) . . ? N1 Zn1 O3 97.85(14) . . ? O2 Zn1 O3 156.37(13) . . ? O4 Zn1 O3 87.78(14) . . ? O1 Zn1 Zn1 80.62(10) . 3_777 ? N1 Zn1 Zn1 168.59(11) . 3_777 ? O2 Zn1 Zn1 84.73(9) . 3_777 ? O4 Zn1 Zn1 75.82(9) . 3_777 ? O3 Zn1 Zn1 71.72(10) . 3_777 ? C12 O3 Zn1 135.3(3) . . ? C16 O4 Zn1 131.1(3) . . ? C16 O1 Zn1 126.4(3) 3_777 . ? C22 C17 C18 118.2(4) . . ? C22 C17 C16 120.6(4) . . ? C18 C17 C16 121.2(4) . . ? C7 N1 C3 105.7(3) . . ? C7 N1 Zn1 125.4(3) . . ? C3 N1 Zn1 122.7(3) . . ? C12 O2 Zn1 119.8(3) 3_777 . ? C20 O5 C23 120.9(3) . . ? C15 C13 C14 118.8(4) . . ? C15 C13 C12 120.6(4) . . ? C14 C13 C12 120.6(4) . . ? C19 C18 C17 120.7(4) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C2 C3 C4 120.8(4) . . ? C2 C3 N1 130.6(4) . . ? C4 C3 N1 108.6(4) . . ? C3 C2 C1 117.5(5) . . ? C3 C2 H2 121.3 . . ? C1 C2 H2 121.3 . . ? C7 N2 C4 107.3(3) . . ? C7 N2 C9 127.6(4) . . ? C4 N2 C9 124.9(4) . . ? O5 C20 C19 115.2(4) . . ? O5 C20 C21 124.2(4) . . ? C19 C20 C21 120.5(4) . . ? O3 C12 O2 125.8(4) . 3_777 ? O3 C12 C13 117.3(4) . . ? O2 C12 C13 116.8(4) 3_777 . ? O1 C16 O4 125.9(4) 3_777 . ? O1 C16 C17 117.2(4) 3_777 . ? O4 C16 C17 116.9(4) . . ? C22 C21 C20 118.9(4) . . ? C22 C21 H21 120.5 . . ? C20 C21 H21 120.5 . . ? C18 C19 C20 120.4(4) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? N1 C7 N2 112.6(4) . . ? N1 C7 C8 124.1(4) . . ? N2 C7 C8 123.2(4) . . ? C24 C23 O5 116.5(4) . . ? C24 C23 C25 121.9(4) . . ? O5 C23 C25 121.3(4) . . ? N2 C4 C3 105.9(4) . . ? N2 C4 C5 131.9(4) . . ? C3 C4 C5 122.2(4) . . ? C21 C22 C17 121.2(4) . . ? C21 C22 H22 119.4 . . ? C17 C22 H22 119.4 . . ? C24 C14 C13 121.0(5) 4_676 . ? C24 C14 H14 119.5 4_676 . ? C13 C14 H14 119.5 . . ? C15 C25 C23 118.7(4) 4_475 . ? C15 C25 H25 120.7 4_475 . ? C23 C25 H25 120.7 . . ? C13 C15 C25 120.8(4) . 4_676 ? C13 C15 H15 119.6 . . ? C25 C15 H15 119.6 4_676 . ? N2 C9 C10 112.4(4) . . ? N2 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N2 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C5 C4 116.4(5) . . ? C6 C5 H5 121.8 . . ? C4 C5 H5 121.8 . . ? C5 C6 C1 122.1(5) . . ? C5 C6 H6 118.9 . . ? C1 C6 H6 118.9 . . ? C2 C1 C6 121.0(5) . . ? C2 C1 H1 119.5 . . ? C6 C1 H1 119.5 . . ? C23 C24 C14 118.8(5) . 4_475 ? C23 C24 H24 120.6 . . ? C14 C24 H24 120.6 4_475 . ? C11 C10 C9 118.9(5) . . ? C11 C10 H10A 107.6 . . ? C9 C10 H10A 107.6 . . ? C11 C10 H10B 107.6 . . ? C9 C10 H10B 107.6 . . ? H10A C10 H10B 107.0 . . ? C10 C11 C11 116.2(7) . 3_776 ? C10 C11 H11A 108.2 . . ? C11 C11 H11A 108.2 3_776 . ? C10 C11 H11B 108.2 . . ? C11 C11 H11B 108.2 3_776 . ? H11A C11 H11B 107.4 . . ? 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 O1 Zn1 O3 C12 68.3(4) . . . . ? N1 Zn1 O3 C12 171.7(4) . . . . ? O2 Zn1 O3 C12 -17.9(7) . . . . ? O4 Zn1 O3 C12 -88.9(4) . . . . ? Zn1 Zn1 O3 C12 -13.1(4) 3_777 . . . ? O1 Zn1 O4 C16 -3.8(6) . . . . ? N1 Zn1 O4 C16 169.1(4) . . . . ? O2 Zn1 O4 C16 -86.1(4) . . . . ? O3 Zn1 O4 C16 71.5(4) . . . . ? Zn1 Zn1 O4 C16 -0.2(4) 3_777 . . . ? N1 Zn1 O1 C16 -165.7(3) . . . 3_777 ? O2 Zn1 O1 C16 87.8(4) . . . 3_777 ? O4 Zn1 O1 C16 7.1(6) . . . 3_777 ? O3 Zn1 O1 C16 -68.6(4) . . . 3_777 ? Zn1 Zn1 O1 C16 3.5(3) 3_777 . . 3_777 ? O1 Zn1 N1 C7 -153.3(4) . . . . ? O2 Zn1 N1 C7 -57.4(4) . . . . ? O4 Zn1 N1 C7 29.6(4) . . . . ? O3 Zn1 N1 C7 118.7(4) . . . . ? Zn1 Zn1 N1 C7 95.2(6) 3_777 . . . ? O1 Zn1 N1 C3 58.4(4) . . . . ? O2 Zn1 N1 C3 154.4(3) . . . . ? O4 Zn1 N1 C3 -118.6(3) . . . . ? O3 Zn1 N1 C3 -29.6(4) . . . . ? Zn1 Zn1 N1 C3 -53.0(7) 3_777 . . . ? O1 Zn1 O2 C12 -86.3(3) . . . 3_777 ? N1 Zn1 O2 C12 168.9(3) . . . 3_777 ? O4 Zn1 O2 C12 70.3(3) . . . 3_777 ? O3 Zn1 O2 C12 -1.3(5) . . . 3_777 ? Zn1 Zn1 O2 C12 -5.9(3) 3_777 . . 3_777 ? C22 C17 C18 C19 -0.5(7) . . . . ? C16 C17 C18 C19 178.2(4) . . . . ? C7 N1 C3 C2 175.9(5) . . . . ? Zn1 N1 C3 C2 -30.5(7) . . . . ? C7 N1 C3 C4 -2.0(5) . . . . ? Zn1 N1 C3 C4 151.5(3) . . . . ? C4 C3 C2 C1 -0.5(8) . . . . ? N1 C3 C2 C1 -178.2(5) . . . . ? C23 O5 C20 C19 -162.0(5) . . . . ? C23 O5 C20 C21 21.4(7) . . . . ? Zn1 O3 C12 O2 23.6(7) . . . 3_777 ? Zn1 O3 C12 C13 -154.8(3) . . . . ? C15 C13 C12 O3 166.6(4) . . . . ? C14 C13 C12 O3 -11.6(6) . . . . ? C15 C13 C12 O2 -11.9(6) . . . 3_777 ? C14 C13 C12 O2 169.9(4) . . . 3_777 ? Zn1 O4 C16 O1 -2.4(7) . . . 3_777 ? Zn1 O4 C16 C17 177.4(3) . . . . ? C22 C17 C16 O1 -13.4(6) . . . 3_777 ? C18 C17 C16 O1 168.0(4) . . . 3_777 ? C22 C17 C16 O4 166.8(4) . . . . ? C18 C17 C16 O4 -11.9(6) . . . . ? O5 C20 C21 C22 175.8(5) . . . . ? C19 C20 C21 C22 -0.5(7) . . . . ? C17 C18 C19 C20 -1.9(7) . . . . ? O5 C20 C19 C18 -174.3(4) . . . . ? C21 C20 C19 C18 2.4(8) . . . . ? C3 N1 C7 N2 1.5(5) . . . . ? Zn1 N1 C7 N2 -151.1(3) . . . . ? C3 N1 C7 C8 -174.7(4) . . . . ? Zn1 N1 C7 C8 32.7(6) . . . . ? C4 N2 C7 N1 -0.4(5) . . . . ? C9 N2 C7 N1 173.9(4) . . . . ? C4 N2 C7 C8 175.8(4) . . . . ? C9 N2 C7 C8 -9.9(7) . . . . ? C20 O5 C23 C24 -133.6(5) . . . . ? C20 O5 C23 C25 52.5(7) . . . . ? C7 N2 C4 C3 -0.9(5) . . . . ? C9 N2 C4 C3 -175.3(4) . . . . ? C7 N2 C4 C5 -178.4(5) . . . . ? C9 N2 C4 C5 7.1(8) . . . . ? C2 C3 C4 N2 -176.4(4) . . . . ? N1 C3 C4 N2 1.8(5) . . . . ? C2 C3 C4 C5 1.4(7) . . . . ? N1 C3 C4 C5 179.6(4) . . . . ? C20 C21 C22 C17 -1.9(7) . . . . ? C18 C17 C22 C21 2.4(7) . . . . ? C16 C17 C22 C21 -176.3(4) . . . . ? C15 C13 C14 C24 -1.6(7) . . . 4_676 ? C12 C13 C14 C24 176.7(5) . . . 4_676 ? C24 C23 C25 C15 1.8(7) . . . 4_475 ? O5 C23 C25 C15 175.3(4) . . . 4_475 ? C14 C13 C15 C25 1.7(7) . . . 4_676 ? C12 C13 C15 C25 -176.5(4) . . . 4_676 ? C7 N2 C9 C10 -94.7(6) . . . . ? C4 N2 C9 C10 78.6(6) . . . . ? N2 C4 C5 C6 176.4(5) . . . . ? C3 C4 C5 C6 -0.8(7) . . . . ? C4 C5 C6 C1 -0.6(8) . . . . ? C3 C2 C1 C6 -1.0(9) . . . . ? C5 C6 C1 C2 1.6(10) . . . . ? O5 C23 C24 C14 -175.8(5) . . . 4_475 ? C25 C23 C24 C14 -1.9(8) . . . 4_475 ? N2 C9 C10 C11 56.9(8) . . . . ? C9 C10 C11 C11 -175.9(8) . . . 3_776 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.586 _refine_diff_density_min -0.464 _refine_diff_density_rms 0.117 _database_code_depnum_ccdc_archive 'CCDC 917708' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H21 Cd N2 O5' _chemical_formula_sum 'C25 H21 Cd N2 O5' _chemical_formula_weight 541.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 12.224(2) _cell_length_b 13.993(3) _cell_length_c 14.160(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.42(3) _cell_angle_gamma 90.00 _cell_volume 2389.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.506 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1092 _exptl_absorpt_coefficient_mu 0.951 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8039 _exptl_absorpt_correction_T_max 0.8325 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19416 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0254 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 27.89 _reflns_number_total 5664 _reflns_number_gt 5094 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0497P)^2^+0.3244P] 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 5664 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0402 _refine_ls_R_factor_gt 0.0340 _refine_ls_wR_factor_ref 0.0944 _refine_ls_wR_factor_gt 0.0845 _refine_ls_goodness_of_fit_ref 1.163 _refine_ls_restrained_S_all 1.163 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.440904(13) 0.570303(12) 0.063418(12) 0.03181(8) Uani 1 1 d . . . N1 N 0.34694(18) 0.63275(17) 0.16978(16) 0.0426(5) Uani 1 1 d . . . N2 N 0.32352(19) 0.65606(16) 0.32017(15) 0.0408(5) Uani 1 1 d . . . C1 C 0.5040(2) 0.7109(2) 0.2754(2) 0.0560(8) Uani 1 1 d . . . H1A H 0.5364 0.7119 0.2181 0.084 Uiso 1 1 calc R . . H1B H 0.5507 0.6751 0.3240 0.084 Uiso 1 1 calc R . . H1C H 0.4966 0.7751 0.2973 0.084 Uiso 1 1 calc R . . C2 C 0.3929(2) 0.66526(19) 0.25501(19) 0.0403(6) Uani 1 1 d . . . C3 C 0.2409(2) 0.6027(2) 0.1797(2) 0.0415(6) Uani 1 1 d . . . C4 C 0.1553(3) 0.5669(2) 0.1115(3) 0.0560(8) Uani 1 1 d . . . H4 H 0.1645 0.5570 0.0484 0.067 Uiso 1 1 calc R . . C5 C 0.0565(3) 0.5470(3) 0.1423(3) 0.0678(10) Uani 1 1 d . . . H5 H -0.0025 0.5239 0.0985 0.081 Uiso 1 1 calc R . . C6 C 0.0425(3) 0.5603(2) 0.2364(3) 0.0636(10) Uani 1 1 d . . . H6 H -0.0255 0.5453 0.2541 0.076 Uiso 1 1 calc R . . C7 C 0.1258(3) 0.5949(2) 0.3043(2) 0.0530(7) Uani 1 1 d . . . H7 H 0.1164 0.6036 0.3676 0.064 Uiso 1 1 calc R . . C8 C 0.2255(2) 0.61628(19) 0.27350(19) 0.0403(6) Uani 1 1 d . . . C9 C 0.3475(3) 0.6779(2) 0.4227(2) 0.0524(7) Uani 1 1 d . . . H9A H 0.2823 0.7063 0.4421 0.063 Uiso 1 1 calc R . . H9B H 0.4069 0.7245 0.4339 0.063 Uiso 1 1 calc R . . C10 C 0.3808(3) 0.5904(3) 0.4836(2) 0.0625(9) Uani 1 1 d . . . H10A H 0.3877 0.6084 0.5505 0.075 Uiso 1 1 calc R . . H10B H 0.3217 0.5436 0.4708 0.075 Uiso 1 1 calc R . . C11 C 0.4861(3) 0.5446(3) 0.4679(3) 0.0639(9) Uani 1 1 d . . . H11A H 0.5461 0.5905 0.4817 0.077 Uiso 1 1 calc R . . H11B H 0.4800 0.5260 0.4013 0.077 Uiso 1 1 calc R . . C12 C 0.6635(2) 0.4555(2) 0.1505(2) 0.0406(6) Uani 1 1 d . . . C13 C 0.7510(2) 0.43439(17) 0.2356(2) 0.0357(5) Uani 1 1 d . . . C14 C 0.8221(2) 0.3572(2) 0.2342(2) 0.0433(6) Uani 1 1 d . . . H14 H 0.8191 0.3216 0.1783 0.052 Uiso 1 1 calc R . . C15 C 0.8971(2) 0.3322(2) 0.3142(2) 0.0453(6) Uani 1 1 d . . . H15 H 0.9421 0.2787 0.3134 0.054 Uiso 1 1 calc R . . C16 C 0.9042(2) 0.3877(2) 0.39521(19) 0.0423(6) Uani 1 1 d . . . C17 C 0.8382(2) 0.4675(2) 0.3966(2) 0.0460(7) Uani 1 1 d . . . H17 H 0.8462 0.5063 0.4506 0.055 Uiso 1 1 calc R . . C18 C 0.7605(2) 0.4896(2) 0.31800(19) 0.0420(6) Uani 1 1 d . . . H18 H 0.7140 0.5418 0.3201 0.050 Uiso 1 1 calc R . . C19 C 1.0671(2) 0.3135(2) 0.48323(19) 0.0468(7) Uani 1 1 d . . . C20 C 1.1415(2) 0.3335(2) 0.4231(2) 0.0486(7) Uani 1 1 d . . . H20 H 1.1259 0.3803 0.3761 0.058 Uiso 1 1 calc R . . C21 C 1.2402(2) 0.2829(2) 0.4334(2) 0.0470(6) Uani 1 1 d . . . H21 H 1.2915 0.2960 0.3934 0.056 Uiso 1 1 calc R . . C22 C 1.2630(2) 0.2133(2) 0.5024(2) 0.0427(6) Uani 1 1 d . . . C23 C 1.1869(3) 0.1945(2) 0.5626(2) 0.0552(8) Uani 1 1 d . . . H23 H 1.2017 0.1475 0.6093 0.066 Uiso 1 1 calc R . . C24 C 1.0890(3) 0.2458(3) 0.5531(2) 0.0573(8) Uani 1 1 d . . . H24 H 1.0383 0.2341 0.5941 0.069 Uiso 1 1 calc R . . C25 C 0.6326(2) 0.6545(2) -0.0097(2) 0.0480(7) Uani 1 1 d . . . O1 O 0.55957(17) 0.68385(15) 0.03634(17) 0.0580(6) Uani 1 1 d . . . O2 O 0.59018(16) 0.51409(15) 0.16238(15) 0.0523(5) Uani 1 1 d . . . O3 O 0.3741(2) 0.41906(16) 0.06046(19) 0.0635(7) Uani 1 1 d . . . O4 O 0.32852(18) 0.58791(15) -0.07408(15) 0.0527(5) Uani 1 1 d . . . O5 O 0.97027(17) 0.3660(2) 0.48100(14) 0.0635(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02408(11) 0.03847(12) 0.03212(12) -0.00214(7) 0.00228(8) -0.00110(6) N1 0.0336(11) 0.0533(13) 0.0413(12) -0.0116(10) 0.0079(9) -0.0019(10) N2 0.0441(12) 0.0433(12) 0.0345(12) -0.0048(9) 0.0049(9) 0.0072(10) C1 0.0428(15) 0.069(2) 0.0549(18) -0.0137(16) 0.0035(14) -0.0110(14) C2 0.0378(13) 0.0410(14) 0.0418(14) -0.0066(11) 0.0060(11) 0.0018(11) C3 0.0306(12) 0.0485(14) 0.0459(15) -0.0064(13) 0.0083(11) 0.0005(11) C4 0.0388(16) 0.078(2) 0.0505(18) -0.0152(15) 0.0060(14) -0.0062(14) C5 0.0384(17) 0.093(3) 0.071(2) -0.017(2) 0.0069(16) -0.0162(17) C6 0.0423(17) 0.077(2) 0.076(3) 0.0058(18) 0.0223(17) -0.0062(15) C7 0.0499(17) 0.0593(18) 0.0537(18) 0.0066(15) 0.0201(14) 0.0071(14) C8 0.0380(13) 0.0403(14) 0.0434(15) 0.0003(11) 0.0089(11) 0.0047(11) C9 0.0632(19) 0.0562(18) 0.0367(15) -0.0042(13) 0.0045(14) 0.0119(14) C10 0.066(2) 0.075(2) 0.0443(18) 0.0131(16) 0.0041(16) 0.0111(18) C11 0.064(2) 0.069(2) 0.056(2) 0.0122(17) 0.0029(17) 0.0078(17) C12 0.0314(13) 0.0423(14) 0.0443(15) 0.0068(12) -0.0048(11) -0.0050(11) C13 0.0259(11) 0.0411(14) 0.0378(14) 0.0025(10) -0.0013(10) -0.0010(9) C14 0.0390(14) 0.0445(14) 0.0429(15) -0.0078(12) -0.0037(12) 0.0039(11) C15 0.0395(14) 0.0480(15) 0.0455(16) -0.0055(13) -0.0019(12) 0.0141(12) C16 0.0276(12) 0.0609(17) 0.0363(14) 0.0013(13) -0.0006(10) 0.0131(12) C17 0.0374(14) 0.0616(18) 0.0376(14) -0.0098(13) 0.0021(11) 0.0150(13) C18 0.0338(13) 0.0486(15) 0.0425(14) -0.0046(12) 0.0030(11) 0.0123(11) C19 0.0361(13) 0.0669(19) 0.0340(14) -0.0068(13) -0.0042(11) 0.0199(13) C20 0.0437(15) 0.0556(17) 0.0444(16) 0.0035(13) 0.0016(12) 0.0175(13) C21 0.0365(13) 0.0546(17) 0.0500(16) -0.0015(13) 0.0070(12) 0.0098(12) C22 0.0356(13) 0.0430(14) 0.0463(15) -0.0076(12) -0.0026(11) 0.0111(11) C23 0.0516(17) 0.0588(19) 0.0545(18) 0.0100(15) 0.0064(14) 0.0174(14) C24 0.0444(16) 0.080(2) 0.0490(17) 0.0083(16) 0.0120(14) 0.0180(15) C25 0.0370(14) 0.0513(17) 0.0514(17) 0.0170(14) -0.0055(12) -0.0132(12) O1 0.0370(10) 0.0615(13) 0.0742(15) 0.0152(11) 0.0055(10) -0.0125(9) O2 0.0385(10) 0.0584(13) 0.0541(12) 0.0031(10) -0.0093(9) 0.0133(9) O3 0.0648(15) 0.0516(13) 0.0704(16) 0.0002(11) 0.0006(12) -0.0260(11) O4 0.0490(12) 0.0612(13) 0.0411(11) -0.0056(10) -0.0128(9) 0.0063(10) O5 0.0470(12) 0.1064(19) 0.0342(11) -0.0037(11) -0.0019(9) 0.0420(12) _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 2.205(2) . ? Cd1 N1 2.217(2) . ? Cd1 O1 2.227(2) . ? Cd1 O2 2.2528(19) . ? Cd1 O3 2.266(2) . ? Cd1 Cd1 3.1676(7) 3_665 ? N1 C2 1.326(3) . ? N1 C3 1.391(3) . ? N2 C2 1.358(3) . ? N2 C8 1.387(3) . ? N2 C9 1.465(3) . ? C1 C2 1.485(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C8 1.385(4) . ? C3 C4 1.395(4) . ? C4 C5 1.378(5) . ? C4 H4 0.9300 . ? C5 C6 1.383(5) . ? C5 H5 0.9300 . ? C6 C7 1.369(5) . ? C6 H6 0.9300 . ? C7 C8 1.392(4) . ? C7 H7 0.9300 . ? C9 C10 1.515(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.487(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.548(7) 3_666 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 O2 1.247(3) . ? C12 O4 1.258(4) 3_665 ? C12 C13 1.504(4) . ? C13 C18 1.389(4) . ? C13 C14 1.389(4) . ? C14 C15 1.382(4) . ? C14 H14 0.9300 . ? C15 C16 1.376(4) . ? C15 H15 0.9300 . ? C16 O5 1.378(3) . ? C16 C17 1.380(4) . ? C17 C18 1.374(4) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C24 1.364(4) . ? C19 C20 1.373(4) . ? C19 O5 1.389(3) . ? C20 C21 1.387(4) . ? C20 H20 0.9300 . ? C21 C22 1.374(4) . ? C21 H21 0.9300 . ? C22 C23 1.385(4) . ? C22 C25 1.508(3) 2_745 ? C23 C24 1.384(4) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 O3 1.251(4) 3_665 ? C25 O1 1.257(4) . ? C25 C22 1.508(3) 2_755 ? O3 C25 1.251(4) 3_665 ? O4 C12 1.258(4) 3_665 ? 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 N1 103.80(8) . . ? O4 Cd1 O1 95.60(9) . . ? N1 Cd1 O1 105.08(9) . . ? O4 Cd1 O2 155.83(8) . . ? N1 Cd1 O2 99.91(8) . . ? O1 Cd1 O2 82.65(8) . . ? O4 Cd1 O3 85.27(9) . . ? N1 Cd1 O3 98.95(10) . . ? O1 Cd1 O3 154.97(10) . . ? O2 Cd1 O3 86.45(9) . . ? O4 Cd1 Cd1 81.08(6) . 3_665 ? N1 Cd1 Cd1 164.77(6) . 3_665 ? O1 Cd1 Cd1 88.58(7) . 3_665 ? O2 Cd1 Cd1 74.79(6) . 3_665 ? O3 Cd1 Cd1 66.79(7) . 3_665 ? C2 N1 C3 106.0(2) . . ? C2 N1 Cd1 124.34(17) . . ? C3 N1 Cd1 122.94(17) . . ? C2 N2 C8 107.5(2) . . ? C2 N2 C9 127.4(2) . . ? C8 N2 C9 125.0(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 111.6(2) . . ? N1 C2 C1 124.2(3) . . ? N2 C2 C1 124.2(3) . . ? C8 C3 N1 109.3(2) . . ? C8 C3 C4 120.5(3) . . ? N1 C3 C4 130.1(3) . . ? C5 C4 C3 116.8(3) . . ? C5 C4 H4 121.6 . . ? C3 C4 H4 121.6 . . ? C4 C5 C6 122.0(3) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C7 C6 C5 121.9(3) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C7 C8 116.4(3) . . ? C6 C7 H7 121.8 . . ? C8 C7 H7 121.8 . . ? C3 C8 N2 105.6(2) . . ? C3 C8 C7 122.3(3) . . ? N2 C8 C7 132.0(3) . . ? N2 C9 C10 112.7(3) . . ? N2 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N2 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C9 114.9(3) . . ? C11 C10 H10A 108.5 . . ? C9 C10 H10A 108.5 . . ? C11 C10 H10B 108.5 . . ? C9 C10 H10B 108.5 . . ? H10A C10 H10B 107.5 . . ? C10 C11 C11 111.9(4) . 3_666 ? C10 C11 H11A 109.2 . . ? C11 C11 H11A 109.2 3_666 . ? C10 C11 H11B 109.2 . . ? C11 C11 H11B 109.2 3_666 . ? H11A C11 H11B 107.9 . . ? O2 C12 O4 126.3(3) . 3_665 ? O2 C12 C13 117.0(3) . . ? O4 C12 C13 116.7(2) 3_665 . ? C18 C13 C14 118.6(2) . . ? C18 C13 C12 121.0(2) . . ? C14 C13 C12 120.4(2) . . ? C15 C14 C13 121.2(3) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C16 C15 C14 118.9(2) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? C15 C16 O5 123.9(2) . . ? C15 C16 C17 120.8(2) . . ? O5 C16 C17 115.2(2) . . ? C18 C17 C16 119.9(3) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C13 120.5(2) . . ? C17 C18 H18 119.7 . . ? C13 C18 H18 119.7 . . ? C24 C19 C20 121.4(3) . . ? C24 C19 O5 116.7(3) . . ? C20 C19 O5 121.7(3) . . ? C19 C20 C21 118.9(3) . . ? C19 C20 H20 120.6 . . ? C21 C20 H20 120.6 . . ? C22 C21 C20 120.6(3) . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C21 C22 C23 119.6(3) . . ? C21 C22 C25 120.3(3) . 2_745 ? C23 C22 C25 120.0(3) . 2_745 ? C24 C23 C22 119.9(3) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C19 C24 C23 119.6(3) . . ? C19 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? O3 C25 O1 125.5(3) 3_665 . ? O3 C25 C22 117.6(3) 3_665 2_755 ? O1 C25 C22 116.9(3) . 2_755 ? C25 O1 Cd1 113.23(19) . . ? C12 O2 Cd1 132.29(19) . . ? C25 O3 Cd1 140.3(2) 3_665 . ? C12 O4 Cd1 125.49(18) 3_665 . ? C16 O5 C19 120.8(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Cd1 N1 C2 -157.5(2) . . . . ? O1 Cd1 N1 C2 -57.7(2) . . . . ? O2 Cd1 N1 C2 27.3(2) . . . . ? O3 Cd1 N1 C2 115.2(2) . . . . ? Cd1 Cd1 N1 C2 95.4(3) 3_665 . . . ? O4 Cd1 N1 C3 55.4(2) . . . . ? O1 Cd1 N1 C3 155.2(2) . . . . ? O2 Cd1 N1 C3 -119.8(2) . . . . ? O3 Cd1 N1 C3 -31.9(2) . . . . ? Cd1 Cd1 N1 C3 -51.7(4) 3_665 . . . ? C3 N1 C2 N2 1.3(3) . . . . ? Cd1 N1 C2 N2 -150.37(18) . . . . ? C3 N1 C2 C1 -175.6(3) . . . . ? Cd1 N1 C2 C1 32.7(4) . . . . ? C8 N2 C2 N1 -1.0(3) . . . . ? C9 N2 C2 N1 175.6(2) . . . . ? C8 N2 C2 C1 175.9(3) . . . . ? C9 N2 C2 C1 -7.5(4) . . . . ? C2 N1 C3 C8 -1.2(3) . . . . ? Cd1 N1 C3 C8 151.00(19) . . . . ? C2 N1 C3 C4 176.5(3) . . . . ? Cd1 N1 C3 C4 -31.3(4) . . . . ? C8 C3 C4 C5 0.4(5) . . . . ? N1 C3 C4 C5 -177.1(3) . . . . ? C3 C4 C5 C6 -0.9(6) . . . . ? C4 C5 C6 C7 0.6(6) . . . . ? C5 C6 C7 C8 0.2(5) . . . . ? N1 C3 C8 N2 0.6(3) . . . . ? C4 C3 C8 N2 -177.3(3) . . . . ? N1 C3 C8 C7 178.3(3) . . . . ? C4 C3 C8 C7 0.4(5) . . . . ? C2 N2 C8 C3 0.2(3) . . . . ? C9 N2 C8 C3 -176.5(3) . . . . ? C2 N2 C8 C7 -177.2(3) . . . . ? C9 N2 C8 C7 6.1(5) . . . . ? C6 C7 C8 C3 -0.7(5) . . . . ? C6 C7 C8 N2 176.4(3) . . . . ? C2 N2 C9 C10 -97.0(4) . . . . ? C8 N2 C9 C10 79.0(4) . . . . ? N2 C9 C10 C11 64.3(4) . . . . ? C9 C10 C11 C11 -179.6(4) . . . 3_666 ? O2 C12 C13 C18 -10.9(4) . . . . ? O4 C12 C13 C18 169.2(3) 3_665 . . . ? O2 C12 C13 C14 167.2(3) . . . . ? O4 C12 C13 C14 -12.7(4) 3_665 . . . ? C18 C13 C14 C15 3.2(4) . . . . ? C12 C13 C14 C15 -174.9(3) . . . . ? C13 C14 C15 C16 -2.8(5) . . . . ? C14 C15 C16 O5 175.3(3) . . . . ? C14 C15 C16 C17 -0.5(5) . . . . ? C15 C16 C17 C18 3.2(5) . . . . ? O5 C16 C17 C18 -173.0(3) . . . . ? C16 C17 C18 C13 -2.7(5) . . . . ? C14 C13 C18 C17 -0.5(4) . . . . ? C12 C13 C18 C17 177.6(3) . . . . ? C24 C19 C20 C21 0.6(5) . . . . ? O5 C19 C20 C21 175.5(3) . . . . ? C19 C20 C21 C22 0.4(5) . . . . ? C20 C21 C22 C23 -0.6(4) . . . . ? C20 C21 C22 C25 176.4(3) . . . 2_745 ? C21 C22 C23 C24 -0.1(5) . . . . ? C25 C22 C23 C24 -177.2(3) 2_745 . . . ? C20 C19 C24 C23 -1.4(5) . . . . ? O5 C19 C24 C23 -176.5(3) . . . . ? C22 C23 C24 C19 1.1(5) . . . . ? O3 C25 O1 Cd1 20.4(4) 3_665 . . . ? C22 C25 O1 Cd1 -159.42(18) 2_755 . . . ? O4 Cd1 O1 C25 -85.8(2) . . . . ? N1 Cd1 O1 C25 168.25(19) . . . . ? O2 Cd1 O1 C25 69.9(2) . . . . ? O3 Cd1 O1 C25 5.0(3) . . . . ? Cd1 Cd1 O1 C25 -4.92(19) 3_665 . . . ? O4 C12 O2 Cd1 0.8(5) 3_665 . . . ? C13 C12 O2 Cd1 -179.11(17) . . . . ? O4 Cd1 O2 C12 -5.0(4) . . . . ? N1 Cd1 O2 C12 163.6(3) . . . . ? O1 Cd1 O2 C12 -92.3(3) . . . . ? O3 Cd1 O2 C12 65.2(3) . . . . ? Cd1 Cd1 O2 C12 -1.7(2) 3_665 . . . ? O4 Cd1 O3 C25 59.3(3) . . . 3_665 ? N1 Cd1 O3 C25 162.6(3) . . . 3_665 ? O1 Cd1 O3 C25 -33.8(5) . . . 3_665 ? O2 Cd1 O3 C25 -97.9(3) . . . 3_665 ? Cd1 Cd1 O3 C25 -23.0(3) 3_665 . . 3_665 ? N1 Cd1 O4 C12 -163.3(2) . . . 3_665 ? O1 Cd1 O4 C12 89.7(2) . . . 3_665 ? O2 Cd1 O4 C12 5.2(4) . . . 3_665 ? O3 Cd1 O4 C12 -65.2(2) . . . 3_665 ? Cd1 Cd1 O4 C12 2.0(2) 3_665 . . 3_665 ? C15 C16 O5 C19 28.4(5) . . . . ? C17 C16 O5 C19 -155.6(3) . . . . ? C24 C19 O5 C16 -139.0(3) . . . . ? C20 C19 O5 C16 45.9(5) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.89 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.750 _refine_diff_density_min -0.524 _refine_diff_density_rms 0.127 _database_code_depnum_ccdc_archive 'CCDC 917709' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C72 H68 N8 O12 S2 Zn2' _chemical_formula_sum 'C72 H68 N8 O12 S2 Zn2' _chemical_formula_weight 1432.20 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' S S 0.1246 0.1234 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.083(3) _cell_length_b 14.906(3) _cell_length_c 16.326(3) _cell_angle_alpha 97.91(3) _cell_angle_beta 95.29(3) _cell_angle_gamma 95.71(3) _cell_volume 3358.2(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.416 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 0.846 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7976 _exptl_absorpt_correction_T_max 0.8358 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25839 _diffrn_reflns_av_R_equivalents 0.0730 _diffrn_reflns_av_sigmaI/netI 0.1229 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.50 _reflns_number_total 12227 _reflns_number_gt 7329 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.1638P)^2^+2.1901P] 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 12227 _refine_ls_number_parameters 869 _refine_ls_number_restraints 153 _refine_ls_R_factor_all 0.1506 _refine_ls_R_factor_gt 0.0950 _refine_ls_wR_factor_ref 0.2903 _refine_ls_wR_factor_gt 0.2391 _refine_ls_goodness_of_fit_ref 0.947 _refine_ls_restrained_S_all 0.953 _refine_ls_shift/su_max 0.004 _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 0.29441(6) 0.39015(5) 0.54901(5) 0.0397(3) Uani 1 1 d . . . Zn2 Zn 0.62418(6) -0.26922(6) 0.93714(5) 0.0465(3) Uani 1 1 d . . . S1 S 0.78308(14) 0.08855(13) 0.58655(13) 0.0494(5) Uani 1 1 d . . . S2 S -0.06533(16) 0.25865(14) 0.92380(14) 0.0539(5) Uani 1 1 d . . . O1 O 0.7871(4) 0.0457(4) 0.5024(4) 0.0643(16) Uani 1 1 d . . . O2 O 0.8624(4) 0.1491(4) 0.6268(4) 0.0655(16) Uani 1 1 d . . . O3 O 0.4306(4) 0.3627(3) 0.5558(4) 0.0544(14) Uani 1 1 d . . . O4 O 0.3479(4) 0.2319(4) 0.5619(4) 0.0617(15) Uani 1 1 d . . . O5 O 0.1993(4) 0.3669(4) 0.6256(3) 0.0558(14) Uani 1 1 d . . . O6 O 0.3166(4) 0.3857(4) 0.7297(4) 0.0680(17) Uani 1 1 d . . . O7 O -0.1230(4) 0.1756(4) 0.8897(4) 0.0696(18) Uani 1 1 d . . . O8 O -0.0205(5) 0.2682(4) 1.0082(4) 0.0672(16) Uani 1 1 d . . . O9 O -0.2925(5) 0.6347(4) 0.9104(4) 0.0675(16) Uani 1 1 d . . . O10 O -0.3761(5) 0.5627(4) 0.9950(4) 0.0784(19) Uani 1 1 d . . . O11 O 0.6648(4) -0.1721(4) 0.8735(3) 0.0599(15) Uani 1 1 d . . . O12 O 0.6124(5) -0.2693(4) 0.7599(4) 0.0647(16) Uani 1 1 d . . . N1 N 0.3021(4) 0.5292(4) 0.5548(4) 0.0401(14) Uani 1 1 d . . . N2 N 0.3408(5) 0.6759(4) 0.5993(4) 0.0496(16) Uani 1 1 d . . . N3 N 0.2162(4) 0.3286(4) 0.4411(4) 0.0389(13) Uani 1 1 d . . . N4 N 0.1465(5) 0.2926(5) 0.3116(4) 0.0509(16) Uani 1 1 d . . . N5 N 0.3028(6) 1.1528(5) 0.8123(4) 0.0586(18) Uani 1 1 d . . . N6 N 0.3232(4) 1.2043(4) 0.9466(4) 0.0449(15) Uani 1 1 d . . . N7 N -0.4800(4) 0.2852(4) 0.0769(4) 0.0469(15) Uani 1 1 d . . . N8 N -0.3292(5) 0.3340(5) 0.1211(5) 0.066(2) Uani 1 1 d U . . C1 C 0.0947(6) 0.6975(6) 0.5092(6) 0.065(2) Uani 1 1 d . . . H1 H 0.0500 0.7379 0.5003 0.078 Uiso 1 1 calc R . . C2 C 0.1817(6) 0.7294(6) 0.5518(6) 0.066(3) Uani 1 1 d . . . H2 H 0.1973 0.7912 0.5714 0.079 Uiso 1 1 calc R . . C3 C 0.2465(5) 0.6674(5) 0.5653(5) 0.0438(17) Uani 1 1 d . . . C4 C 0.2231(5) 0.5745(5) 0.5359(5) 0.0437(17) Uani 1 1 d . . . C5 C 0.1347(6) 0.5438(6) 0.4922(5) 0.057(2) Uani 1 1 d . . . H5 H 0.1185 0.4822 0.4721 0.069 Uiso 1 1 calc R . . C6 C 0.0714(6) 0.6054(7) 0.4788(6) 0.066(2) Uani 1 1 d . . . H6 H 0.0119 0.5854 0.4489 0.079 Uiso 1 1 calc R . . C7 C 0.3704(5) 0.5913(5) 0.5927(5) 0.0454(18) Uani 1 1 d . . . C8 C 0.4703(6) 0.5759(6) 0.6220(5) 0.061(2) Uani 1 1 d . . . H8A H 0.4722 0.5126 0.6271 0.091 Uiso 1 1 calc R . . H8B H 0.4900 0.6124 0.6752 0.091 Uiso 1 1 calc R . . H8C H 0.5129 0.5927 0.5827 0.091 Uiso 1 1 calc R . . C9 C 0.3980(7) 0.7647(6) 0.6268(6) 0.067(2) Uani 1 1 d U . . H9A H 0.3798 0.8068 0.5894 0.081 Uiso 1 1 calc R . . H9B H 0.4653 0.7576 0.6231 0.081 Uiso 1 1 calc R . . C10 C 0.3862(8) 0.8036(7) 0.7112(7) 0.089(3) Uani 1 1 d U . . H10A H 0.4142 0.7667 0.7495 0.107 Uiso 1 1 calc R . . H10B H 0.3183 0.8017 0.7174 0.107 Uiso 1 1 calc R . . C11 C 0.4340(8) 0.9042(7) 0.7346(8) 0.095(3) Uani 1 1 d U . . H11A H 0.4659 0.9129 0.7908 0.115 Uiso 1 1 calc R . . H11B H 0.4821 0.9160 0.6974 0.115 Uiso 1 1 calc R . . C12 C 0.3621(9) 0.9693(7) 0.7291(8) 0.105(3) Uani 1 1 d DU . . H12A H 0.3149 0.9460 0.6819 0.126 Uiso 1 1 calc R . . H12B H 0.3289 0.9722 0.7787 0.126 Uiso 1 1 calc R . . C13 C 0.3995(10) 1.0596(7) 0.7204(8) 0.110(3) Uani 1 1 d DU . . H13A H 0.4252 1.0580 0.6672 0.132 Uiso 1 1 calc R . . H13B H 0.4524 1.0802 0.7635 0.132 Uiso 1 1 calc R . . C14 C 0.3233(9) 1.1321(8) 0.7261(7) 0.093(3) Uani 1 1 d U . . H14A H 0.3488 1.1874 0.7068 0.111 Uiso 1 1 calc R . . H14B H 0.2646 1.1074 0.6909 0.111 Uiso 1 1 calc R . . C15 C 0.2233(6) 1.1161(5) 0.8454(5) 0.056(2) Uani 1 1 d . . . C16 C 0.1416(8) 1.0610(7) 0.8097(7) 0.085(3) Uani 1 1 d . . . H16 H 0.1339 1.0357 0.7538 0.102 Uiso 1 1 calc R . . C17 C 0.0728(8) 1.0457(7) 0.8610(10) 0.099(4) Uani 1 1 d . . . H17 H 0.0144 1.0133 0.8379 0.119 Uiso 1 1 calc R . . C18 C 0.0849(8) 1.0750(7) 0.9441(8) 0.087(3) Uani 1 1 d . . . H18 H 0.0361 1.0602 0.9762 0.104 Uiso 1 1 calc R . . C19 C 0.1681(6) 1.1264(6) 0.9818(6) 0.060(2) Uani 1 1 d . . . H19 H 0.1772 1.1452 1.0390 0.071 Uiso 1 1 calc R . . C20 C 0.2378(6) 1.1490(5) 0.9307(5) 0.0510(19) Uani 1 1 d . . . C21 C 0.3596(6) 1.2050(5) 0.8744(5) 0.0487(19) Uani 1 1 d . . . C22 C 0.4486(7) 1.2617(6) 0.8614(6) 0.072(3) Uani 1 1 d . . . H22A H 0.4718 1.3022 0.9117 0.109 Uiso 1 1 calc R . . H22B H 0.4347 1.2966 0.8175 0.109 Uiso 1 1 calc R . . H22C H 0.4966 1.2228 0.8466 0.109 Uiso 1 1 calc R . . C23 C 0.2339(6) 0.3644(5) 0.7010(5) 0.0445(17) Uani 1 1 d . . . C24 C 0.1596(5) 0.3315(5) 0.7558(4) 0.0432(17) Uani 1 1 d . . . C25 C 0.1838(5) 0.3409(5) 0.8408(4) 0.0447(17) Uani 1 1 d . . . H25 H 0.2460 0.3635 0.8636 0.054 Uiso 1 1 calc R . . C26 C 0.1154(6) 0.3167(5) 0.8924(4) 0.0453(18) Uani 1 1 d . . . H26 H 0.1317 0.3227 0.9496 0.054 Uiso 1 1 calc R . . C27 C 0.0225(5) 0.2835(5) 0.8579(5) 0.0452(17) Uani 1 1 d . . . C28 C 0.0002(6) 0.2722(6) 0.7751(5) 0.053(2) Uani 1 1 d . . . H28 H -0.0616 0.2480 0.7524 0.064 Uiso 1 1 calc R . . C29 C 0.0675(6) 0.2959(6) 0.7231(5) 0.054(2) Uani 1 1 d . . . H29 H 0.0507 0.2879 0.6659 0.064 Uiso 1 1 calc R . . C30 C -0.1383(6) 0.3474(5) 0.9197(5) 0.054(2) Uani 1 1 d . . . C31 C -0.2368(6) 0.3309(6) 0.9205(6) 0.070(3) Uani 1 1 d . . . H31 H -0.2659 0.2713 0.9144 0.084 Uiso 1 1 calc R . . C32 C -0.2915(6) 0.4019(6) 0.9301(7) 0.070(3) Uani 1 1 d . . . H32 H -0.3569 0.3903 0.9340 0.085 Uiso 1 1 calc R . . C33 C -0.2501(6) 0.4906(5) 0.9342(5) 0.052(2) Uani 1 1 d . . . C34 C -0.1526(6) 0.5083(5) 0.9286(6) 0.057(2) Uani 1 1 d . . . H34 H -0.1250 0.5677 0.9288 0.069 Uiso 1 1 calc R . . C35 C -0.0973(6) 0.4377(6) 0.9229(6) 0.062(2) Uani 1 1 d . . . H35 H -0.0315 0.4498 0.9211 0.075 Uiso 1 1 calc R . . C36 C -0.3119(7) 0.5689(6) 0.9479(5) 0.059(2) Uani 1 1 d . . . C37 C 0.2709(6) 0.4281(6) 0.3399(5) 0.058(2) Uani 1 1 d . . . H37A H 0.3099 0.4618 0.3877 0.087 Uiso 1 1 calc R . . H37B H 0.2294 0.4672 0.3161 0.087 Uiso 1 1 calc R . . H37C H 0.3115 0.4055 0.2994 0.087 Uiso 1 1 calc R . . C38 C 0.2125(5) 0.3508(5) 0.3650(4) 0.0420(17) Uani 1 1 d . . . C39 C 0.1514(5) 0.2494(4) 0.4369(4) 0.0376(16) Uani 1 1 d . . . C40 C 0.1268(6) 0.1962(5) 0.4953(5) 0.0506(19) Uani 1 1 d . . . H40 H 0.1552 0.2106 0.5499 0.061 Uiso 1 1 calc R . . C41 C 0.0598(6) 0.1216(5) 0.4727(6) 0.059(2) Uani 1 1 d . . . H41 H 0.0436 0.0841 0.5116 0.071 Uiso 1 1 calc R . . C42 C 0.0164(8) 0.1021(7) 0.3913(8) 0.087(3) Uani 1 1 d . . . H42 H -0.0293 0.0515 0.3772 0.105 Uiso 1 1 calc R . . C43 C 0.0374(6) 0.1530(6) 0.3318(6) 0.065(2) Uani 1 1 d . . . H43 H 0.0076 0.1377 0.2777 0.079 Uiso 1 1 calc R . . C44 C 0.1047(5) 0.2289(5) 0.3538(5) 0.0479(19) Uani 1 1 d . . . C45 C 0.1181(8) 0.3011(9) 0.2240(6) 0.090(3) Uani 1 1 d U . . H45A H 0.1667 0.3417 0.2050 0.108 Uiso 1 1 calc R . . H45B H 0.1153 0.2417 0.1904 0.108 Uiso 1 1 calc R . . C46 C 0.0282(9) 0.3347(10) 0.2121(8) 0.116(3) Uani 1 1 d DU . . H46A H -0.0176 0.2804 0.1993 0.139 Uiso 1 1 calc R . . H46B H 0.0300 0.3601 0.1606 0.139 Uiso 1 1 calc R . . C47 C -0.0184(10) 0.3970(9) 0.2637(8) 0.116(3) Uani 1 1 d DU . . H47A H 0.0329 0.4441 0.2878 0.140 Uiso 1 1 calc R . . H47B H -0.0341 0.3641 0.3089 0.140 Uiso 1 1 calc R . . C48 C -0.0995(9) 0.4468(8) 0.2503(8) 0.105(3) Uani 1 1 d U . . H48A H -0.0884 0.4812 0.2052 0.125 Uiso 1 1 calc R . . H48B H -0.1008 0.4906 0.2999 0.125 Uiso 1 1 calc R . . C49 C -0.1998(9) 0.3928(8) 0.2300(8) 0.105(3) Uani 1 1 d U . . H49A H -0.1955 0.3291 0.2346 0.126 Uiso 1 1 calc R . . H49B H -0.2420 0.4159 0.2696 0.126 Uiso 1 1 calc R . . C50 C -0.2400(8) 0.4009(7) 0.1448(7) 0.089(3) Uani 1 1 d U . . H50A H -0.1932 0.3881 0.1061 0.107 Uiso 1 1 calc R . . H50B H -0.2558 0.4625 0.1426 0.107 Uiso 1 1 calc R . . C51 C -0.4500(7) 0.4452(5) 0.1489(6) 0.064(2) Uani 1 1 d . . . H51A H -0.4407 0.4865 0.1094 0.096 Uiso 1 1 calc R . . H51B H -0.4115 0.4691 0.2003 0.096 Uiso 1 1 calc R . . H51C H -0.5165 0.4382 0.1583 0.096 Uiso 1 1 calc R . . C52 C -0.4215(6) 0.3560(5) 0.1162(5) 0.0497(19) Uani 1 1 d . . . C53 C -0.3289(6) 0.2457(6) 0.0847(6) 0.058(2) Uani 1 1 d . . . C54 C -0.2547(7) 0.1918(7) 0.0751(7) 0.082(3) Uani 1 1 d . . . H54 H -0.1919 0.2135 0.0969 0.098 Uiso 1 1 calc R . . C55 C -0.2771(8) 0.1061(6) 0.0327(8) 0.084(3) Uani 1 1 d . . . H55 H -0.2290 0.0684 0.0246 0.101 Uiso 1 1 calc R . . C56 C -0.3717(8) 0.0742(6) 0.0013(7) 0.080(3) Uani 1 1 d . . . H56 H -0.3856 0.0155 -0.0278 0.096 Uiso 1 1 calc R . . C57 C -0.4450(7) 0.1282(6) 0.0127(6) 0.067(2) Uani 1 1 d . . . H57 H -0.5076 0.1068 -0.0095 0.080 Uiso 1 1 calc R . . C58 C -0.4238(6) 0.2145(5) 0.0575(5) 0.0480(19) Uani 1 1 d . . . C59 C 0.4250(6) 0.2806(5) 0.5636(5) 0.0461(18) Uani 1 1 d . . . C60 C 0.5168(5) 0.2366(5) 0.5736(5) 0.0439(17) Uani 1 1 d . . . C61 C 0.6033(5) 0.2851(5) 0.6002(5) 0.051(2) Uani 1 1 d . . . H61 H 0.6073 0.3481 0.6138 0.061 Uiso 1 1 calc R . . C62 C 0.6870(6) 0.2416(5) 0.6076(6) 0.058(2) Uani 1 1 d . . . H62 H 0.7462 0.2749 0.6266 0.070 Uiso 1 1 calc R . . C63 C 0.6793(6) 0.1484(5) 0.5860(5) 0.0489(19) Uani 1 1 d . . . C64 C 0.5919(7) 0.0996(6) 0.5582(7) 0.073(3) Uani 1 1 d . . . H64 H 0.5879 0.0367 0.5432 0.087 Uiso 1 1 calc R . . C65 C 0.5084(6) 0.1432(5) 0.5521(6) 0.070(3) Uani 1 1 d . . . H65 H 0.4489 0.1100 0.5341 0.084 Uiso 1 1 calc R . . C66 C 0.7530(5) 0.0047(5) 0.6486(5) 0.0408(16) Uani 1 1 d . . . C67 C 0.7649(6) 0.0241(5) 0.7329(5) 0.053(2) Uani 1 1 d . . . H67 H 0.7942 0.0810 0.7585 0.064 Uiso 1 1 calc R . . C68 C 0.7336(6) -0.0405(5) 0.7810(5) 0.0513(19) Uani 1 1 d . . . H68 H 0.7423 -0.0265 0.8387 0.062 Uiso 1 1 calc R . . C69 C 0.6901(5) -0.1247(5) 0.7444(4) 0.0416(17) Uani 1 1 d . . . C70 C 0.6791(5) -0.1464(5) 0.6567(4) 0.0411(16) Uani 1 1 d . . . H70 H 0.6496 -0.2032 0.6311 0.049 Uiso 1 1 calc R . . C71 C 0.7125(5) -0.0823(5) 0.6093(5) 0.0467(18) Uani 1 1 d . . . H71 H 0.7083 -0.0968 0.5517 0.056 Uiso 1 1 calc R . . C72 C 0.6517(5) -0.1954(5) 0.7938(5) 0.0438(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0374(5) 0.0372(5) 0.0443(5) 0.0057(4) 0.0026(4) 0.0056(3) Zn2 0.0473(6) 0.0439(5) 0.0467(5) 0.0048(4) 0.0025(4) 0.0022(4) S1 0.0443(11) 0.0498(11) 0.0589(12) 0.0183(10) 0.0063(9) 0.0135(9) S2 0.0575(13) 0.0500(11) 0.0572(13) 0.0095(10) 0.0179(10) 0.0087(10) O1 0.080(4) 0.067(4) 0.055(3) 0.017(3) 0.020(3) 0.029(3) O2 0.039(3) 0.067(4) 0.091(4) 0.026(3) -0.008(3) -0.002(3) O3 0.050(3) 0.045(3) 0.071(4) 0.011(3) 0.006(3) 0.015(2) O4 0.042(3) 0.058(3) 0.086(4) 0.007(3) 0.007(3) 0.013(3) O5 0.059(4) 0.066(4) 0.044(3) 0.013(3) 0.008(3) 0.007(3) O6 0.050(4) 0.089(4) 0.058(4) -0.001(3) 0.006(3) -0.008(3) O7 0.071(4) 0.043(3) 0.096(5) 0.005(3) 0.027(4) 0.003(3) O8 0.076(4) 0.083(4) 0.051(3) 0.024(3) 0.017(3) 0.019(3) O9 0.078(4) 0.062(4) 0.070(4) 0.016(3) 0.017(3) 0.023(3) O10 0.080(5) 0.077(4) 0.087(5) 0.023(4) 0.027(4) 0.020(4) O11 0.080(4) 0.053(3) 0.043(3) 0.005(3) 0.005(3) -0.004(3) O12 0.091(5) 0.044(3) 0.055(4) 0.003(3) 0.010(3) -0.008(3) N1 0.033(3) 0.038(3) 0.045(3) -0.005(3) 0.002(3) 0.006(3) N2 0.047(4) 0.035(3) 0.066(4) 0.003(3) 0.008(3) 0.006(3) N3 0.038(3) 0.037(3) 0.045(3) 0.009(3) 0.009(3) 0.014(3) N4 0.044(4) 0.071(4) 0.037(3) 0.001(3) 0.002(3) 0.012(3) N5 0.084(5) 0.052(4) 0.038(4) -0.003(3) 0.002(4) 0.020(4) N6 0.042(4) 0.043(3) 0.047(4) 0.002(3) 0.006(3) -0.006(3) N7 0.046(4) 0.048(4) 0.045(4) 0.003(3) 0.002(3) 0.003(3) N8 0.050(4) 0.058(4) 0.082(5) -0.002(4) -0.004(4) 0.001(3) C1 0.047(5) 0.061(5) 0.096(7) 0.035(5) 0.011(5) 0.018(4) C2 0.057(6) 0.048(5) 0.100(7) 0.020(5) 0.021(5) 0.018(4) C3 0.033(4) 0.039(4) 0.062(5) 0.011(4) 0.011(3) 0.003(3) C4 0.041(4) 0.045(4) 0.050(4) 0.011(3) 0.009(3) 0.016(3) C5 0.045(5) 0.058(5) 0.063(5) -0.009(4) -0.004(4) 0.015(4) C6 0.040(5) 0.083(6) 0.078(6) 0.022(5) 0.003(4) 0.013(4) C7 0.047(4) 0.050(4) 0.041(4) 0.007(3) 0.007(3) 0.013(4) C8 0.052(5) 0.065(5) 0.062(5) 0.003(4) -0.002(4) 0.009(4) C9 0.064(5) 0.060(4) 0.075(5) 0.000(4) 0.004(4) 0.008(4) C10 0.079(5) 0.085(4) 0.097(5) -0.013(4) 0.009(4) 0.010(4) C11 0.095(5) 0.080(4) 0.103(5) -0.016(4) 0.005(5) 0.019(4) C12 0.118(6) 0.096(4) 0.104(5) 0.005(5) 0.021(5) 0.029(4) C13 0.130(6) 0.102(5) 0.101(5) 0.003(5) 0.029(5) 0.027(5) C14 0.122(6) 0.085(5) 0.075(5) 0.007(5) 0.020(5) 0.026(5) C15 0.060(5) 0.044(4) 0.058(5) 0.001(4) -0.007(4) 0.006(4) C16 0.086(8) 0.058(6) 0.093(8) -0.022(6) -0.024(6) 0.002(6) C17 0.067(7) 0.054(6) 0.158(13) -0.013(7) -0.024(8) -0.013(5) C18 0.078(8) 0.055(6) 0.124(10) 0.013(6) 0.015(7) -0.014(5) C19 0.055(5) 0.052(5) 0.073(6) 0.010(4) 0.012(5) 0.004(4) C20 0.059(5) 0.040(4) 0.055(5) 0.013(4) -0.004(4) 0.010(4) C21 0.059(5) 0.042(4) 0.049(5) 0.010(4) 0.014(4) 0.014(4) C22 0.081(7) 0.070(6) 0.075(6) 0.025(5) 0.032(5) 0.011(5) C23 0.051(5) 0.037(4) 0.046(4) 0.007(3) 0.005(4) 0.006(3) C24 0.053(5) 0.049(4) 0.031(4) 0.010(3) 0.006(3) 0.015(4) C25 0.040(4) 0.050(4) 0.043(4) 0.009(3) 0.004(3) -0.002(3) C26 0.057(5) 0.045(4) 0.034(4) 0.005(3) 0.001(3) 0.008(4) C27 0.048(5) 0.044(4) 0.044(4) 0.007(3) 0.007(3) 0.007(3) C28 0.041(4) 0.062(5) 0.056(5) 0.010(4) 0.006(4) -0.004(4) C29 0.049(5) 0.073(5) 0.035(4) 0.014(4) -0.003(3) -0.009(4) C30 0.065(6) 0.040(4) 0.057(5) 0.005(4) 0.014(4) 0.009(4) C31 0.049(5) 0.051(5) 0.103(8) 0.003(5) 0.002(5) -0.012(4) C32 0.043(5) 0.057(5) 0.110(8) 0.007(5) 0.011(5) 0.004(4) C33 0.062(5) 0.051(5) 0.042(4) -0.001(4) 0.009(4) 0.006(4) C34 0.048(5) 0.040(4) 0.085(6) 0.008(4) 0.020(4) 0.002(4) C35 0.054(5) 0.059(5) 0.075(6) 0.008(5) 0.021(4) 0.002(4) C36 0.083(7) 0.047(5) 0.042(5) -0.001(4) 0.005(4) -0.006(4) C37 0.058(5) 0.073(6) 0.051(5) 0.025(4) 0.016(4) 0.019(4) C38 0.034(4) 0.055(4) 0.038(4) 0.002(4) 0.009(3) 0.016(3) C39 0.031(4) 0.033(3) 0.048(4) -0.002(3) 0.005(3) 0.009(3) C40 0.048(5) 0.042(4) 0.063(5) 0.009(4) 0.010(4) 0.004(4) C41 0.044(5) 0.045(4) 0.088(7) 0.018(5) 0.005(5) -0.001(4) C42 0.083(8) 0.056(6) 0.107(9) -0.008(6) -0.018(7) -0.017(5) C43 0.063(6) 0.063(5) 0.059(6) -0.009(5) -0.016(4) -0.002(5) C44 0.039(4) 0.055(5) 0.048(4) -0.002(4) 0.003(3) 0.013(4) C45 0.086(5) 0.116(6) 0.067(5) 0.004(5) 0.000(5) 0.032(5) C46 0.115(5) 0.146(6) 0.092(5) 0.018(5) 0.000(5) 0.047(5) C47 0.114(5) 0.119(6) 0.119(6) 0.016(5) 0.000(5) 0.049(5) C48 0.097(5) 0.097(5) 0.118(6) 0.011(5) -0.007(5) 0.025(4) C49 0.111(5) 0.087(5) 0.113(5) 0.011(5) -0.010(5) 0.014(5) C50 0.096(6) 0.073(5) 0.098(6) 0.009(5) 0.008(5) 0.013(5) C51 0.068(6) 0.051(5) 0.069(6) -0.004(4) -0.001(5) 0.007(4) C52 0.061(5) 0.046(4) 0.044(4) 0.006(4) 0.008(4) 0.009(4) C53 0.046(5) 0.055(5) 0.075(6) 0.012(4) 0.007(4) 0.008(4) C54 0.049(6) 0.084(7) 0.107(9) 0.005(6) -0.003(5) 0.005(5) C55 0.072(7) 0.054(6) 0.135(10) 0.017(6) 0.038(7) 0.016(5) C56 0.093(8) 0.048(5) 0.099(8) -0.001(5) 0.026(7) 0.006(5) C57 0.062(6) 0.056(5) 0.081(7) -0.001(5) 0.009(5) 0.013(4) C58 0.050(5) 0.041(4) 0.052(5) 0.001(4) 0.008(4) 0.004(3) C59 0.043(4) 0.051(5) 0.045(4) 0.003(4) 0.000(3) 0.013(4) C60 0.036(4) 0.044(4) 0.053(5) 0.013(4) 0.000(3) 0.010(3) C61 0.047(5) 0.030(3) 0.072(6) 0.003(4) -0.006(4) 0.000(3) C62 0.045(5) 0.046(4) 0.078(6) -0.002(4) -0.005(4) 0.000(4) C63 0.047(5) 0.048(4) 0.054(5) 0.012(4) 0.000(4) 0.014(4) C64 0.062(6) 0.038(4) 0.113(8) 0.008(5) -0.016(5) 0.009(4) C65 0.048(5) 0.041(4) 0.112(8) 0.007(5) -0.027(5) 0.005(4) C66 0.036(4) 0.039(4) 0.047(4) 0.008(3) 0.000(3) 0.004(3) C67 0.063(5) 0.043(4) 0.048(5) -0.002(4) -0.004(4) 0.002(4) C68 0.058(5) 0.057(5) 0.039(4) 0.008(4) 0.005(4) 0.004(4) C69 0.041(4) 0.044(4) 0.038(4) -0.002(3) -0.002(3) 0.009(3) C70 0.046(4) 0.033(3) 0.045(4) 0.009(3) 0.001(3) 0.004(3) C71 0.048(5) 0.051(4) 0.045(4) 0.011(4) 0.011(4) 0.017(4) C72 0.052(5) 0.044(4) 0.040(4) 0.013(3) 0.007(3) 0.018(4) _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 O5 1.953(5) . ? Zn1 O3 1.997(5) . ? Zn1 N3 2.038(6) . ? Zn1 N1 2.054(6) . ? Zn2 O11 1.965(6) . ? Zn2 O9 1.968(6) 1_645 ? Zn2 N7 2.009(6) 2_556 ? Zn2 N6 2.044(6) 2_667 ? S1 O2 1.413(6) . ? S1 O1 1.442(6) . ? S1 C66 1.757(7) . ? S1 C63 1.787(8) . ? S2 O7 1.424(6) . ? S2 O8 1.444(6) . ? S2 C27 1.758(8) . ? S2 C30 1.758(8) . ? O3 C59 1.244(9) . ? O4 C59 1.240(9) . ? O5 C23 1.287(9) . ? O6 C23 1.209(9) . ? O9 C36 1.247(10) . ? O9 Zn2 1.968(6) 1_465 ? O10 C36 1.244(10) . ? O11 C72 1.291(8) . ? O12 C72 1.217(9) . ? N1 C7 1.311(9) . ? N1 C4 1.391(9) . ? N2 C7 1.361(9) . ? N2 C3 1.378(9) . ? N2 C9 1.471(10) . ? N3 C38 1.327(9) . ? N3 C39 1.408(8) . ? N4 C38 1.363(9) . ? N4 C44 1.367(10) . ? N4 C45 1.474(11) . ? N5 C21 1.334(10) . ? N5 C15 1.384(11) . ? N5 C14 1.461(11) . ? N6 C21 1.330(9) . ? N6 C20 1.372(10) . ? N6 Zn2 2.044(6) 2_667 ? N7 C52 1.322(9) . ? N7 C58 1.400(10) . ? N7 Zn2 2.009(6) 2_556 ? N8 C53 1.369(10) . ? N8 C52 1.369(10) . ? N8 C50 1.509(12) . ? C1 C2 1.359(12) . ? C1 C6 1.389(12) . ? C1 H1 0.9300 . ? C2 C3 1.387(11) . ? C2 H2 0.9300 . ? C3 C4 1.397(10) . ? C4 C5 1.379(10) . ? C5 C6 1.367(12) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.494(11) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.450(13) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.563(14) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.477(15) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.426(9) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.597(16) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.377(13) . ? C15 C20 1.400(11) . ? C16 C17 1.360(16) . ? C16 H16 0.9300 . ? C17 C18 1.356(16) . ? C17 H17 0.9300 . ? C18 C19 1.377(13) . ? C18 H18 0.9300 . ? C19 C20 1.392(11) . ? C19 H19 0.9300 . ? C21 C22 1.489(11) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.525(10) . ? C24 C25 1.384(10) . ? C24 C29 1.381(10) . ? C25 C26 1.389(10) . ? C25 H25 0.9300 . ? C26 C27 1.391(10) . ? C26 H26 0.9300 . ? C27 C28 1.343(11) . ? C28 C29 1.381(10) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C31 1.385(11) . ? C30 C35 1.404(11) . ? C31 C32 1.369(12) . ? C31 H31 0.9300 . ? C32 C33 1.381(11) . ? C32 H32 0.9300 . ? C33 C34 1.385(11) . ? C33 C36 1.528(12) . ? C34 C35 1.368(12) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C37 C38 1.475(10) . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C39 C40 1.369(10) . ? C39 C44 1.431(10) . ? C40 C41 1.370(10) . ? C40 H40 0.9300 . ? C41 C42 1.391(14) . ? C41 H41 0.9300 . ? C42 C43 1.348(14) . ? C42 H42 0.9300 . ? C43 C44 1.385(11) . ? C43 H43 0.9300 . ? C45 C46 1.414(15) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C47 1.418(9) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 C48 1.439(15) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 C49 1.539(16) . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 C50 1.478(16) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? C51 C52 1.471(11) . ? C51 H51A 0.9600 . ? C51 H51B 0.9600 . ? C51 H51C 0.9600 . ? C53 C58 1.382(11) . ? C53 C54 1.387(13) . ? C54 C55 1.359(13) . ? C54 H54 0.9300 . ? C55 C56 1.394(14) . ? C55 H55 0.9300 . ? C56 C57 1.382(13) . ? C56 H56 0.9300 . ? C57 C58 1.379(11) . ? C57 H57 0.9300 . ? C59 C60 1.514(10) . ? C60 C61 1.355(10) . ? C60 C65 1.378(10) . ? C61 C62 1.405(11) . ? C61 H61 0.9300 . ? C62 C63 1.376(10) . ? C62 H62 0.9300 . ? C63 C64 1.371(11) . ? C64 C65 1.401(12) . ? C64 H64 0.9300 . ? C65 H65 0.9300 . ? C66 C67 1.358(10) . ? C66 C71 1.406(10) . ? C67 C68 1.387(11) . ? C67 H67 0.9300 . ? C68 C69 1.373(10) . ? C68 H68 0.9300 . ? C69 C70 1.414(10) . ? C69 C72 1.502(10) . ? C70 C71 1.384(10) . ? C70 H70 0.9300 . ? C71 H71 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 O5 Zn1 O3 128.1(2) . . ? O5 Zn1 N3 98.5(2) . . ? O3 Zn1 N3 112.6(2) . . ? O5 Zn1 N1 101.8(2) . . ? O3 Zn1 N1 105.0(2) . . ? N3 Zn1 N1 109.6(2) . . ? O11 Zn2 O9 105.2(3) . 1_645 ? O11 Zn2 N7 106.7(3) . 2_556 ? O9 Zn2 N7 125.9(3) 1_645 2_556 ? O11 Zn2 N6 98.3(2) . 2_667 ? O9 Zn2 N6 105.8(3) 1_645 2_667 ? N7 Zn2 N6 111.3(2) 2_556 2_667 ? O2 S1 O1 118.9(4) . . ? O2 S1 C66 110.0(4) . . ? O1 S1 C66 109.4(3) . . ? O2 S1 C63 108.3(4) . . ? O1 S1 C63 107.1(4) . . ? C66 S1 C63 101.7(4) . . ? O7 S2 O8 118.7(4) . . ? O7 S2 C27 109.9(4) . . ? O8 S2 C27 109.2(4) . . ? O7 S2 C30 107.5(4) . . ? O8 S2 C30 106.8(4) . . ? C27 S2 C30 103.7(4) . . ? C59 O3 Zn1 103.9(5) . . ? C23 O5 Zn1 115.2(5) . . ? C36 O9 Zn2 110.9(6) . 1_465 ? C72 O11 Zn2 114.4(5) . . ? C7 N1 C4 106.8(6) . . ? C7 N1 Zn1 128.3(5) . . ? C4 N1 Zn1 123.2(5) . . ? C7 N2 C3 108.2(6) . . ? C7 N2 C9 128.6(7) . . ? C3 N2 C9 122.8(7) . . ? C38 N3 C39 106.7(6) . . ? C38 N3 Zn1 130.7(5) . . ? C39 N3 Zn1 122.6(5) . . ? C38 N4 C44 109.2(6) . . ? C38 N4 C45 125.9(8) . . ? C44 N4 C45 124.8(8) . . ? C21 N5 C15 107.7(6) . . ? C21 N5 C14 126.6(9) . . ? C15 N5 C14 125.6(8) . . ? C21 N6 C20 106.8(7) . . ? C21 N6 Zn2 130.2(5) . 2_667 ? C20 N6 Zn2 123.0(5) . 2_667 ? C52 N7 C58 107.1(6) . . ? C52 N7 Zn2 128.3(5) . 2_556 ? C58 N7 Zn2 123.8(5) . 2_556 ? C53 N8 C52 109.3(7) . . ? C53 N8 C50 123.9(8) . . ? C52 N8 C50 125.5(7) . . ? C2 C1 C6 121.2(8) . . ? C2 C1 H1 119.4 . . ? C6 C1 H1 119.4 . . ? C1 C2 C3 118.2(8) . . ? C1 C2 H2 120.9 . . ? C3 C2 H2 120.9 . . ? C2 C3 C4 120.9(7) . . ? C2 C3 N2 133.7(7) . . ? C4 C3 N2 105.1(6) . . ? C5 C4 C3 119.8(7) . . ? C5 C4 N1 131.4(7) . . ? C3 C4 N1 108.7(6) . . ? C4 C5 C6 118.9(8) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? C1 C6 C5 121.0(8) . . ? C1 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? N1 C7 N2 111.1(7) . . ? N1 C7 C8 126.5(7) . . ? N2 C7 C8 122.3(7) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 113.4(8) . . ? N2 C9 H9A 108.9 . . ? C10 C9 H9A 108.9 . . ? N2 C9 H9B 108.9 . . ? C10 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C9 C10 C11 112.7(10) . . ? C9 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? C9 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C12 C11 C10 111.2(10) . . ? C12 C11 H11A 109.4 . . ? C10 C11 H11A 109.4 . . ? C12 C11 H11B 109.4 . . ? C10 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? C13 C12 C11 115.2(11) . . ? C13 C12 H12A 108.5 . . ? C11 C12 H12A 108.5 . . ? C13 C12 H12B 108.5 . . ? C11 C12 H12B 108.5 . . ? H12A C12 H12B 107.5 . . ? C12 C13 C14 114.5(11) . . ? C12 C13 H13A 108.6 . . ? C14 C13 H13A 108.6 . . ? C12 C13 H13B 108.6 . . ? C14 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? N5 C14 C13 109.2(9) . . ? N5 C14 H14A 109.8 . . ? C13 C14 H14A 109.8 . . ? N5 C14 H14B 109.8 . . ? C13 C14 H14B 109.8 . . ? H14A C14 H14B 108.3 . . ? N5 C15 C16 132.4(9) . . ? N5 C15 C20 105.7(7) . . ? C16 C15 C20 122.0(10) . . ? C17 C16 C15 116.1(10) . . ? C17 C16 H16 122.0 . . ? C15 C16 H16 122.0 . . ? C16 C17 C18 123.4(10) . . ? C16 C17 H17 118.3 . . ? C18 C17 H17 118.3 . . ? C19 C18 C17 121.3(11) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C18 C19 C20 117.1(9) . . ? C18 C19 H19 121.5 . . ? C20 C19 H19 121.5 . . ? N6 C20 C15 108.3(7) . . ? N6 C20 C19 131.8(8) . . ? C15 C20 C19 119.9(8) . . ? N6 C21 N5 111.6(7) . . ? N6 C21 C22 125.1(8) . . ? N5 C21 C22 123.1(7) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O6 C23 O5 126.1(7) . . ? O6 C23 C24 120.0(7) . . ? O5 C23 C24 113.9(7) . . ? C25 C24 C29 119.0(7) . . ? C25 C24 C23 119.2(7) . . ? C29 C24 C23 121.7(6) . . ? C24 C25 C26 120.1(7) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C27 C26 C25 119.5(7) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C28 C27 C26 120.0(7) . . ? C28 C27 S2 120.6(6) . . ? C26 C27 S2 119.3(6) . . ? C27 C28 C29 121.0(7) . . ? C27 C28 H28 119.5 . . ? C29 C28 H28 119.5 . . ? C28 C29 C24 120.2(7) . . ? C28 C29 H29 119.9 . . ? C24 C29 H29 119.9 . . ? C31 C30 C35 118.4(8) . . ? C31 C30 S2 120.8(6) . . ? C35 C30 S2 120.6(7) . . ? C30 C31 C32 120.5(8) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? C33 C32 C31 120.4(8) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.8 . . ? C34 C33 C32 120.0(8) . . ? C34 C33 C36 120.4(7) . . ? C32 C33 C36 119.5(8) . . ? C33 C34 C35 119.4(8) . . ? C33 C34 H34 120.3 . . ? C35 C34 H34 120.3 . . ? C30 C35 C34 121.0(8) . . ? C30 C35 H35 119.5 . . ? C34 C35 H35 119.5 . . ? O10 C36 O9 125.4(9) . . ? O10 C36 C33 118.5(8) . . ? O9 C36 C33 116.1(8) . . ? C38 C37 H37A 109.5 . . ? C38 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C38 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N3 C38 N4 111.2(7) . . ? N3 C38 C37 125.5(7) . . ? N4 C38 C37 123.4(7) . . ? C40 C39 N3 132.4(7) . . ? C40 C39 C44 120.0(7) . . ? N3 C39 C44 107.6(6) . . ? C39 C40 C41 119.5(8) . . ? C39 C40 H40 120.3 . . ? C41 C40 H40 120.3 . . ? C42 C41 C40 119.5(9) . . ? C42 C41 H41 120.2 . . ? C40 C41 H41 120.2 . . ? C43 C42 C41 123.2(9) . . ? C43 C42 H42 118.4 . . ? C41 C42 H42 118.4 . . ? C42 C43 C44 117.9(9) . . ? C42 C43 H43 121.1 . . ? C44 C43 H43 121.1 . . ? N4 C44 C43 134.7(8) . . ? N4 C44 C39 105.3(6) . . ? C43 C44 C39 119.9(8) . . ? C46 C45 N4 112.9(9) . . ? C46 C45 H45A 109.0 . . ? N4 C45 H45A 109.0 . . ? C46 C45 H45B 109.0 . . ? N4 C45 H45B 109.0 . . ? H45A C45 H45B 107.8 . . ? C45 C46 C47 131.8(12) . . ? C45 C46 H46A 104.3 . . ? C47 C46 H46A 104.3 . . ? C45 C46 H46B 104.3 . . ? C47 C46 H46B 104.3 . . ? H46A C46 H46B 105.6 . . ? C46 C47 C48 134.4(13) . . ? C46 C47 H47A 103.6 . . ? C48 C47 H47A 103.6 . . ? C46 C47 H47B 103.6 . . ? C48 C47 H47B 103.6 . . ? H47A C47 H47B 105.3 . . ? C47 C48 C49 118.3(11) . . ? C47 C48 H48A 107.7 . . ? C49 C48 H48A 107.7 . . ? C47 C48 H48B 107.7 . . ? C49 C48 H48B 107.7 . . ? H48A C48 H48B 107.1 . . ? C50 C49 C48 110.3(11) . . ? C50 C49 H49A 109.6 . . ? C48 C49 H49A 109.6 . . ? C50 C49 H49B 109.6 . . ? C48 C49 H49B 109.6 . . ? H49A C49 H49B 108.1 . . ? C49 C50 N8 108.9(10) . . ? C49 C50 H50A 109.9 . . ? N8 C50 H50A 109.9 . . ? C49 C50 H50B 109.9 . . ? N8 C50 H50B 109.9 . . ? H50A C50 H50B 108.3 . . ? C52 C51 H51A 109.5 . . ? C52 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C52 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? N7 C52 N8 109.4(6) . . ? N7 C52 C51 125.7(8) . . ? N8 C52 C51 124.9(7) . . ? N8 C53 C58 105.4(7) . . ? N8 C53 C54 131.5(8) . . ? C58 C53 C54 123.1(8) . . ? C55 C54 C53 117.5(9) . . ? C55 C54 H54 121.3 . . ? C53 C54 H54 121.3 . . ? C54 C55 C56 120.6(9) . . ? C54 C55 H55 119.7 . . ? C56 C55 H55 119.7 . . ? C55 C56 C57 121.1(9) . . ? C55 C56 H56 119.4 . . ? C57 C56 H56 119.4 . . ? C56 C57 C58 119.0(9) . . ? C56 C57 H57 120.5 . . ? C58 C57 H57 120.5 . . ? C53 C58 N7 108.7(6) . . ? C53 C58 C57 118.5(8) . . ? N7 C58 C57 132.5(8) . . ? O3 C59 O4 123.6(7) . . ? O3 C59 C60 118.5(7) . . ? O4 C59 C60 117.8(7) . . ? C61 C60 C65 121.1(7) . . ? C61 C60 C59 122.8(7) . . ? C65 C60 C59 116.1(7) . . ? C60 C61 C62 121.0(7) . . ? C60 C61 H61 119.5 . . ? C62 C61 H61 119.5 . . ? C63 C62 C61 118.3(7) . . ? C63 C62 H62 120.9 . . ? C61 C62 H62 120.9 . . ? C64 C63 C62 120.6(7) . . ? C64 C63 S1 118.0(6) . . ? C62 C63 S1 121.2(6) . . ? C63 C64 C65 120.8(7) . . ? C63 C64 H64 119.6 . . ? C65 C64 H64 119.6 . . ? C60 C65 C64 118.2(7) . . ? C60 C65 H65 120.9 . . ? C64 C65 H65 120.9 . . ? C67 C66 C71 120.2(7) . . ? C67 C66 S1 121.0(6) . . ? C71 C66 S1 118.7(6) . . ? C66 C67 C68 120.4(7) . . ? C66 C67 H67 119.8 . . ? C68 C67 H67 119.8 . . ? C69 C68 C67 120.7(7) . . ? C69 C68 H68 119.6 . . ? C67 C68 H68 119.6 . . ? C68 C69 C70 119.4(7) . . ? C68 C69 C72 122.5(7) . . ? C70 C69 C72 118.0(6) . . ? C71 C70 C69 119.4(6) . . ? C71 C70 H70 120.3 . . ? C69 C70 H70 120.3 . . ? C70 C71 C66 119.7(7) . . ? C70 C71 H71 120.1 . . ? C66 C71 H71 120.1 . . ? O12 C72 O11 123.5(7) . . ? O12 C72 C69 121.4(6) . . ? O11 C72 C69 115.2(6) . . ? 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 Zn1 O3 C59 52.6(6) . . . . ? N3 Zn1 O3 C59 -69.4(5) . . . . ? N1 Zn1 O3 C59 171.3(5) . . . . ? O3 Zn1 O5 C23 26.5(6) . . . . ? N3 Zn1 O5 C23 154.2(5) . . . . ? N1 Zn1 O5 C23 -93.6(5) . . . . ? O9 Zn2 O11 C72 63.5(6) 1_645 . . . ? N7 Zn2 O11 C72 -72.3(6) 2_556 . . . ? N6 Zn2 O11 C72 172.5(5) 2_667 . . . ? O5 Zn1 N1 C7 105.2(6) . . . . ? O3 Zn1 N1 C7 -30.0(7) . . . . ? N3 Zn1 N1 C7 -151.2(6) . . . . ? O5 Zn1 N1 C4 -57.8(6) . . . . ? O3 Zn1 N1 C4 167.0(5) . . . . ? N3 Zn1 N1 C4 45.8(6) . . . . ? O5 Zn1 N3 C38 144.0(6) . . . . ? O3 Zn1 N3 C38 -78.3(6) . . . . ? N1 Zn1 N3 C38 38.2(6) . . . . ? O5 Zn1 N3 C39 -35.3(5) . . . . ? O3 Zn1 N3 C39 102.3(5) . . . . ? N1 Zn1 N3 C39 -141.1(5) . . . . ? C6 C1 C2 C3 -1.0(14) . . . . ? C1 C2 C3 C4 0.1(13) . . . . ? C1 C2 C3 N2 174.2(9) . . . . ? C7 N2 C3 C2 -176.8(9) . . . . ? C9 N2 C3 C2 -3.7(14) . . . . ? C7 N2 C3 C4 -2.1(8) . . . . ? C9 N2 C3 C4 171.0(7) . . . . ? C2 C3 C4 C5 0.5(12) . . . . ? N2 C3 C4 C5 -175.1(7) . . . . ? C2 C3 C4 N1 177.3(7) . . . . ? N2 C3 C4 N1 1.7(8) . . . . ? C7 N1 C4 C5 175.6(9) . . . . ? Zn1 N1 C4 C5 -18.3(12) . . . . ? C7 N1 C4 C3 -0.8(8) . . . . ? Zn1 N1 C4 C3 165.4(5) . . . . ? C3 C4 C5 C6 -0.2(12) . . . . ? N1 C4 C5 C6 -176.2(8) . . . . ? C2 C1 C6 C5 1.3(15) . . . . ? C4 C5 C6 C1 -0.6(14) . . . . ? C4 N1 C7 N2 -0.6(8) . . . . ? Zn1 N1 C7 N2 -165.8(5) . . . . ? C4 N1 C7 C8 -177.4(7) . . . . ? Zn1 N1 C7 C8 17.4(11) . . . . ? C3 N2 C7 N1 1.7(9) . . . . ? C9 N2 C7 N1 -170.9(7) . . . . ? C3 N2 C7 C8 178.7(7) . . . . ? C9 N2 C7 C8 6.2(12) . . . . ? C7 N2 C9 C10 -102.7(10) . . . . ? C3 N2 C9 C10 85.7(11) . . . . ? N2 C9 C10 C11 -170.8(8) . . . . ? C9 C10 C11 C12 100.4(12) . . . . ? C10 C11 C12 C13 -159.0(11) . . . . ? C11 C12 C13 C14 -172.6(10) . . . . ? C21 N5 C14 C13 75.1(12) . . . . ? C15 N5 C14 C13 -99.8(11) . . . . ? C12 C13 C14 N5 73.0(14) . . . . ? C21 N5 C15 C16 177.3(10) . . . . ? C14 N5 C15 C16 -6.9(16) . . . . ? C21 N5 C15 C20 -0.8(9) . . . . ? C14 N5 C15 C20 175.0(8) . . . . ? N5 C15 C16 C17 -173.3(10) . . . . ? C20 C15 C16 C17 4.5(15) . . . . ? C15 C16 C17 C18 -5.7(18) . . . . ? C16 C17 C18 C19 2.7(19) . . . . ? C17 C18 C19 C20 1.8(15) . . . . ? C21 N6 C20 C15 -0.2(9) . . . . ? Zn2 N6 C20 C15 179.7(5) 2_667 . . . ? C21 N6 C20 C19 -177.1(9) . . . . ? Zn2 N6 C20 C19 2.8(12) 2_667 . . . ? N5 C15 C20 N6 0.6(9) . . . . ? C16 C15 C20 N6 -177.7(8) . . . . ? N5 C15 C20 C19 178.0(7) . . . . ? C16 C15 C20 C19 -0.4(13) . . . . ? C18 C19 C20 N6 173.8(9) . . . . ? C18 C19 C20 C15 -2.8(13) . . . . ? C20 N6 C21 N5 -0.3(9) . . . . ? Zn2 N6 C21 N5 179.8(5) 2_667 . . . ? C20 N6 C21 C22 175.3(8) . . . . ? Zn2 N6 C21 C22 -4.6(12) 2_667 . . . ? C15 N5 C21 N6 0.7(9) . . . . ? C14 N5 C21 N6 -175.0(8) . . . . ? C15 N5 C21 C22 -175.0(8) . . . . ? C14 N5 C21 C22 9.3(13) . . . . ? Zn1 O5 C23 O6 9.6(10) . . . . ? Zn1 O5 C23 C24 -170.9(4) . . . . ? O6 C23 C24 C25 10.9(11) . . . . ? O5 C23 C24 C25 -168.7(7) . . . . ? O6 C23 C24 C29 -171.8(8) . . . . ? O5 C23 C24 C29 8.6(10) . . . . ? C29 C24 C25 C26 -1.4(11) . . . . ? C23 C24 C25 C26 175.9(7) . . . . ? C24 C25 C26 C27 -0.3(11) . . . . ? C25 C26 C27 C28 2.1(11) . . . . ? C25 C26 C27 S2 -176.7(6) . . . . ? O7 S2 C27 C28 42.8(8) . . . . ? O8 S2 C27 C28 174.6(6) . . . . ? C30 S2 C27 C28 -71.8(7) . . . . ? O7 S2 C27 C26 -138.5(6) . . . . ? O8 S2 C27 C26 -6.7(7) . . . . ? C30 S2 C27 C26 106.9(7) . . . . ? C26 C27 C28 C29 -2.1(12) . . . . ? S2 C27 C28 C29 176.6(7) . . . . ? C27 C28 C29 C24 0.3(13) . . . . ? C25 C24 C29 C28 1.5(12) . . . . ? C23 C24 C29 C28 -175.8(7) . . . . ? O7 S2 C30 C31 26.5(9) . . . . ? O8 S2 C30 C31 -101.9(8) . . . . ? C27 S2 C30 C31 142.8(8) . . . . ? O7 S2 C30 C35 -159.1(7) . . . . ? O8 S2 C30 C35 72.5(8) . . . . ? C27 S2 C30 C35 -42.8(8) . . . . ? C35 C30 C31 C32 -4.6(15) . . . . ? S2 C30 C31 C32 169.9(8) . . . . ? C30 C31 C32 C33 3.9(16) . . . . ? C31 C32 C33 C34 -0.1(15) . . . . ? C31 C32 C33 C36 -178.0(9) . . . . ? C32 C33 C34 C35 -2.9(14) . . . . ? C36 C33 C34 C35 174.9(8) . . . . ? C31 C30 C35 C34 1.5(14) . . . . ? S2 C30 C35 C34 -173.0(7) . . . . ? C33 C34 C35 C30 2.2(14) . . . . ? Zn2 O9 C36 O10 1.2(12) 1_465 . . . ? Zn2 O9 C36 C33 -178.4(5) 1_465 . . . ? C34 C33 C36 O10 -141.1(9) . . . . ? C32 C33 C36 O10 36.7(12) . . . . ? C34 C33 C36 O9 38.5(12) . . . . ? C32 C33 C36 O9 -143.6(9) . . . . ? C39 N3 C38 N4 2.3(7) . . . . ? Zn1 N3 C38 N4 -177.1(4) . . . . ? C39 N3 C38 C37 -178.1(6) . . . . ? Zn1 N3 C38 C37 2.5(10) . . . . ? C44 N4 C38 N3 -0.3(8) . . . . ? C45 N4 C38 N3 174.9(7) . . . . ? C44 N4 C38 C37 -179.9(6) . . . . ? C45 N4 C38 C37 -4.8(11) . . . . ? C38 N3 C39 C40 179.0(7) . . . . ? Zn1 N3 C39 C40 -1.5(10) . . . . ? C38 N3 C39 C44 -3.4(7) . . . . ? Zn1 N3 C39 C44 176.1(4) . . . . ? N3 C39 C40 C41 179.9(7) . . . . ? C44 C39 C40 C41 2.4(10) . . . . ? C39 C40 C41 C42 -1.5(12) . . . . ? C40 C41 C42 C43 0.6(15) . . . . ? C41 C42 C43 C44 -0.8(16) . . . . ? C38 N4 C44 C43 -177.2(9) . . . . ? C45 N4 C44 C43 7.6(14) . . . . ? C38 N4 C44 C39 -1.8(7) . . . . ? C45 N4 C44 C39 -177.0(7) . . . . ? C42 C43 C44 N4 176.6(9) . . . . ? C42 C43 C44 C39 1.8(13) . . . . ? C40 C39 C44 N4 -178.8(6) . . . . ? N3 C39 C44 N4 3.2(7) . . . . ? C40 C39 C44 C43 -2.6(10) . . . . ? N3 C39 C44 C43 179.4(7) . . . . ? C38 N4 C45 C46 -103.2(12) . . . . ? C44 N4 C45 C46 71.2(13) . . . . ? N4 C45 C46 C47 33(2) . . . . ? C45 C46 C47 C48 165.9(16) . . . . ? C46 C47 C48 C49 68(2) . . . . ? C47 C48 C49 C50 -114.7(13) . . . . ? C48 C49 C50 N8 169.7(9) . . . . ? C53 N8 C50 C49 -88.2(12) . . . . ? C52 N8 C50 C49 106.2(11) . . . . ? C58 N7 C52 N8 1.5(9) . . . . ? Zn2 N7 C52 N8 171.5(6) 2_556 . . . ? C58 N7 C52 C51 -179.3(8) . . . . ? Zn2 N7 C52 C51 -9.3(12) 2_556 . . . ? C53 N8 C52 N7 -0.9(10) . . . . ? C50 N8 C52 N7 166.4(8) . . . . ? C53 N8 C52 C51 179.8(8) . . . . ? C50 N8 C52 C51 -12.8(14) . . . . ? C52 N8 C53 C58 0.0(10) . . . . ? C50 N8 C53 C58 -167.6(9) . . . . ? C52 N8 C53 C54 -178.8(11) . . . . ? C50 N8 C53 C54 13.6(17) . . . . ? N8 C53 C54 C55 -177.6(10) . . . . ? C58 C53 C54 C55 3.7(16) . . . . ? C53 C54 C55 C56 -0.7(17) . . . . ? C54 C55 C56 C57 -0.4(18) . . . . ? C55 C56 C57 C58 -1.4(16) . . . . ? N8 C53 C58 N7 0.9(10) . . . . ? C54 C53 C58 N7 179.8(9) . . . . ? N8 C53 C58 C57 175.6(8) . . . . ? C54 C53 C58 C57 -5.5(14) . . . . ? C52 N7 C58 C53 -1.5(9) . . . . ? Zn2 N7 C58 C53 -172.1(6) 2_556 . . . ? C52 N7 C58 C57 -175.1(9) . . . . ? Zn2 N7 C58 C57 14.3(13) 2_556 . . . ? C56 C57 C58 C53 4.2(14) . . . . ? C56 C57 C58 N7 177.3(9) . . . . ? Zn1 O3 C59 O4 3.6(9) . . . . ? Zn1 O3 C59 C60 -178.0(5) . . . . ? O3 C59 C60 C61 21.3(12) . . . . ? O4 C59 C60 C61 -160.2(8) . . . . ? O3 C59 C60 C65 -157.3(8) . . . . ? O4 C59 C60 C65 21.2(11) . . . . ? C65 C60 C61 C62 -0.7(13) . . . . ? C59 C60 C61 C62 -179.2(7) . . . . ? C60 C61 C62 C63 0.8(13) . . . . ? C61 C62 C63 C64 -0.1(13) . . . . ? C61 C62 C63 S1 175.5(6) . . . . ? O2 S1 C63 C64 -172.8(7) . . . . ? O1 S1 C63 C64 57.8(8) . . . . ? C66 S1 C63 C64 -56.9(8) . . . . ? O2 S1 C63 C62 11.5(8) . . . . ? O1 S1 C63 C62 -117.9(7) . . . . ? C66 S1 C63 C62 127.4(7) . . . . ? C62 C63 C64 C65 -0.8(15) . . . . ? S1 C63 C64 C65 -176.6(8) . . . . ? C61 C60 C65 C64 -0.2(14) . . . . ? C59 C60 C65 C64 178.4(9) . . . . ? C63 C64 C65 C60 1.0(16) . . . . ? O2 S1 C66 C67 33.0(8) . . . . ? O1 S1 C66 C67 165.4(6) . . . . ? C63 S1 C66 C67 -81.6(7) . . . . ? O2 S1 C66 C71 -149.5(6) . . . . ? O1 S1 C66 C71 -17.1(7) . . . . ? C63 S1 C66 C71 95.9(6) . . . . ? C71 C66 C67 C68 -2.7(12) . . . . ? S1 C66 C67 C68 174.7(6) . . . . ? C66 C67 C68 C69 -0.1(12) . . . . ? C67 C68 C69 C70 1.4(12) . . . . ? C67 C68 C69 C72 -177.5(7) . . . . ? C68 C69 C70 C71 0.1(11) . . . . ? C72 C69 C70 C71 179.1(6) . . . . ? C69 C70 C71 C66 -2.9(11) . . . . ? C67 C66 C71 C70 4.2(11) . . . . ? S1 C66 C71 C70 -173.3(6) . . . . ? Zn2 O11 C72 O12 4.1(10) . . . . ? Zn2 O11 C72 C69 -174.9(5) . . . . ? C68 C69 C72 O12 179.2(8) . . . . ? C70 C69 C72 O12 0.2(11) . . . . ? C68 C69 C72 O11 -1.8(10) . . . . ? C70 C69 C72 O11 179.2(7) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.977 _refine_diff_density_min -0.653 _refine_diff_density_rms 0.093 _database_code_depnum_ccdc_archive 'CCDC 917710' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex8 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H34 Cd N4 O6 S' _chemical_formula_sum 'C36 H34 Cd N4 O6 S' _chemical_formula_weight 763.13 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.456(4) _cell_length_b 22.000(4) _cell_length_c 16.095(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.83(3) _cell_angle_gamma 90.00 _cell_volume 6788(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.494 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3120 _exptl_absorpt_coefficient_mu 0.757 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8634 _exptl_absorpt_correction_T_max 0.8634 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22545 _diffrn_reflns_av_R_equivalents 0.0766 _diffrn_reflns_av_sigmaI/netI 0.0866 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5882 _reflns_number_gt 3904 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0996P)^2^+13.6754P] 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 5882 _refine_ls_number_parameters 435 _refine_ls_number_restraints 90 _refine_ls_R_factor_all 0.1262 _refine_ls_R_factor_gt 0.0786 _refine_ls_wR_factor_ref 0.2130 _refine_ls_wR_factor_gt 0.1775 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.011 _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 0.15545(3) 0.45454(3) 0.43622(4) 0.0558(3) Uani 1 1 d . . . S2 S 0.41923(12) 0.34652(9) 0.07520(14) 0.0587(6) Uani 1 1 d . . . O1 O 0.2396(3) 0.3995(3) 0.3844(4) 0.0797(19) Uani 1 1 d . . . O2 O 0.1720(3) 0.4524(3) 0.2866(4) 0.0776(18) Uani 1 1 d . . . O3 O 0.4199(4) 0.0398(3) 0.0732(6) 0.111(3) Uani 1 1 d . . . O4 O 0.3101(4) 0.0572(3) 0.0673(5) 0.090(2) Uani 1 1 d . . . O5 O 0.3920(3) 0.3652(3) -0.0088(4) 0.0747(17) Uani 1 1 d . . . O6 O 0.4907(3) 0.3598(3) 0.1105(4) 0.0765(18) Uani 1 1 d . . . N1 N 0.0763(3) 0.3801(3) 0.4340(4) 0.0569(17) Uani 1 1 d . . . N2 N -0.0155(4) 0.3224(4) 0.3896(5) 0.078(2) Uani 1 1 d U . . N3 N -0.2727(3) 0.0518(3) 0.0632(4) 0.0559(17) Uani 1 1 d . . . N4 N -0.2236(4) 0.0705(3) 0.1963(5) 0.070(2) Uani 1 1 d . . . C1 C -0.3542(5) 0.0792(5) 0.1599(6) 0.081(3) Uani 1 1 d . . . H1A H -0.3892 0.0715 0.1113 0.122 Uiso 1 1 calc R . . H1B H -0.3570 0.1208 0.1769 0.122 Uiso 1 1 calc R . . H1C H -0.3618 0.0529 0.2051 0.122 Uiso 1 1 calc R . . C2 C -0.2835(5) 0.0671(4) 0.1385(6) 0.065(2) Uani 1 1 d . . . C3 C -0.2012(4) 0.0433(3) 0.0719(6) 0.058(2) Uani 1 1 d . . . C4 C -0.1602(5) 0.0249(4) 0.0135(7) 0.070(3) Uani 1 1 d . . . H4 H -0.1805 0.0167 -0.0420 0.084 Uiso 1 1 calc R . . C5 C -0.0909(6) 0.0190(6) 0.0382(9) 0.104(4) Uani 1 1 d . . . H5 H -0.0631 0.0076 -0.0008 0.124 Uiso 1 1 calc R . . C6 C -0.0603(6) 0.0301(6) 0.1221(11) 0.123(5) Uani 1 1 d . . . H6 H -0.0125 0.0245 0.1386 0.147 Uiso 1 1 calc R . . C7 C -0.0993(6) 0.0489(5) 0.1795(9) 0.100(4) Uani 1 1 d . . . H7 H -0.0786 0.0576 0.2347 0.120 Uiso 1 1 calc R . . C8 C -0.1700(5) 0.0548(4) 0.1545(6) 0.072(3) Uani 1 1 d . . . C9 C -0.2173(7) 0.0913(6) 0.2833(8) 0.114(3) Uani 1 1 d U . . H9A H -0.1723 0.0788 0.3144 0.136 Uiso 1 1 calc R . . H9B H -0.2531 0.0719 0.3093 0.136 Uiso 1 1 calc R . . C10 C -0.2242(7) 0.1598(6) 0.2900(9) 0.130(3) Uani 1 1 d DU . . H10A H -0.2705 0.1714 0.2620 0.156 Uiso 1 1 calc R . . H10B H -0.2206 0.1704 0.3491 0.156 Uiso 1 1 calc R . . C11 C -0.1739(7) 0.1955(6) 0.2548(9) 0.129(3) Uani 1 1 d DU . . H11A H -0.1737 0.1805 0.1982 0.155 Uiso 1 1 calc R . . H11B H -0.1284 0.1866 0.2875 0.155 Uiso 1 1 calc R . . C12 C -0.1805(6) 0.2633(5) 0.2491(9) 0.114(3) Uani 1 1 d U . . H12A H -0.2105 0.2778 0.2871 0.136 Uiso 1 1 calc R . . H12B H -0.2007 0.2752 0.1921 0.136 Uiso 1 1 calc R . . C13 C -0.1031(6) 0.2920(6) 0.2748(8) 0.108(3) Uani 1 1 d U . . H13A H -0.0685 0.2640 0.2604 0.129 Uiso 1 1 calc R . . H13B H -0.0998 0.3298 0.2445 0.129 Uiso 1 1 calc R . . C14 C -0.0912(5) 0.3028(5) 0.3612(7) 0.091(3) Uani 1 1 d U . . H14A H -0.1004 0.2661 0.3909 0.110 Uiso 1 1 calc R . . H14B H -0.1223 0.3344 0.3745 0.110 Uiso 1 1 calc R . . C15 C -0.0319(5) 0.4342(4) 0.3665(8) 0.094(4) Uani 1 1 d . . . H15A H -0.0607 0.4445 0.4074 0.141 Uiso 1 1 calc R . . H15B H -0.0610 0.4256 0.3134 0.141 Uiso 1 1 calc R . . H15C H -0.0016 0.4676 0.3601 0.141 Uiso 1 1 calc R . . C16 C 0.0104(5) 0.3799(4) 0.3955(6) 0.067(2) Uani 1 1 d . . . C17 C 0.0366(4) 0.2825(4) 0.4223(6) 0.065(2) Uani 1 1 d . . . C18 C 0.0401(6) 0.2205(4) 0.4323(7) 0.082(3) Uani 1 1 d . . . H18 H 0.0023 0.1960 0.4105 0.098 Uiso 1 1 calc R . . C19 C 0.1013(6) 0.1950(4) 0.4757(7) 0.077(3) Uani 1 1 d . . . H19 H 0.1050 0.1532 0.4837 0.092 Uiso 1 1 calc R . . C20 C 0.1558(6) 0.2321(5) 0.5061(7) 0.084(3) Uani 1 1 d . . . H20 H 0.1959 0.2144 0.5362 0.101 Uiso 1 1 calc R . . C21 C 0.1553(5) 0.2943(4) 0.4952(6) 0.075(3) Uani 1 1 d . . . H21 H 0.1939 0.3180 0.5160 0.090 Uiso 1 1 calc R . . C22 C 0.0946(4) 0.3197(4) 0.4519(5) 0.059(2) Uani 1 1 d . . . C23 C 0.2247(5) 0.4198(4) 0.3111(6) 0.059(2) Uani 1 1 d . . . C24 C 0.2743(4) 0.4046(4) 0.2512(5) 0.057(2) Uani 1 1 d . . . C25 C 0.3400(5) 0.3822(4) 0.2811(6) 0.071(3) Uani 1 1 d . . . H25 H 0.3542 0.3785 0.3390 0.085 Uiso 1 1 calc R . . C26 C 0.3847(4) 0.3654(4) 0.2291(5) 0.067(2) Uani 1 1 d . . . H26 H 0.4281 0.3489 0.2507 0.081 Uiso 1 1 calc R . . C27 C 0.3641(4) 0.3735(3) 0.1433(5) 0.053(2) Uani 1 1 d . . . C28 C 0.2992(4) 0.3961(3) 0.1106(5) 0.056(2) Uani 1 1 d . . . H28 H 0.2853 0.3997 0.0526 0.067 Uiso 1 1 calc R . . C29 C 0.2548(4) 0.4134(3) 0.1650(5) 0.054(2) Uani 1 1 d . . . H29 H 0.2119 0.4309 0.1438 0.065 Uiso 1 1 calc R . . C30 C 0.4087(4) 0.2661(4) 0.0795(6) 0.058(2) Uani 1 1 d . . . C31 C 0.3421(5) 0.2439(4) 0.0604(6) 0.077(3) Uani 1 1 d . . . H31 H 0.3045 0.2704 0.0487 0.092 Uiso 1 1 calc R . . C32 C 0.3308(5) 0.1815(4) 0.0588(7) 0.084(3) Uani 1 1 d . . . H32 H 0.2856 0.1666 0.0453 0.101 Uiso 1 1 calc R . . C33 C 0.3849(5) 0.1422(4) 0.0765(6) 0.069(2) Uani 1 1 d . . . C34 C 0.4531(5) 0.1661(5) 0.0985(7) 0.089(3) Uani 1 1 d . . . H34 H 0.4910 0.1401 0.1122 0.106 Uiso 1 1 calc R . . C35 C 0.4632(5) 0.2288(4) 0.0996(7) 0.079(3) Uani 1 1 d . . . H35 H 0.5079 0.2447 0.1144 0.095 Uiso 1 1 calc R . . C36 C 0.3725(6) 0.0741(4) 0.0719(6) 0.067(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0559(4) 0.0491(4) 0.0611(4) -0.0012(3) 0.0067(3) 0.0014(3) S2 0.0704(15) 0.0484(12) 0.0582(14) -0.0060(10) 0.0135(11) 0.0011(10) O1 0.086(4) 0.102(5) 0.052(4) -0.005(4) 0.013(3) 0.021(4) O2 0.077(4) 0.080(5) 0.077(5) 0.000(3) 0.019(4) 0.016(4) O3 0.101(6) 0.047(4) 0.191(9) 0.002(5) 0.040(6) 0.009(4) O4 0.093(5) 0.062(4) 0.111(6) 0.005(4) 0.005(4) -0.004(4) O5 0.111(5) 0.062(4) 0.052(4) -0.001(3) 0.018(3) 0.011(3) O6 0.064(4) 0.072(4) 0.096(5) -0.020(4) 0.019(3) -0.006(3) N1 0.046(4) 0.061(4) 0.060(4) 0.008(3) -0.002(3) 0.001(3) N2 0.069(4) 0.063(4) 0.096(5) -0.005(4) -0.004(4) -0.005(4) N3 0.057(5) 0.058(4) 0.053(4) 0.003(3) 0.008(3) -0.005(3) N4 0.095(6) 0.055(4) 0.057(5) -0.005(4) 0.004(5) -0.010(4) C1 0.097(8) 0.077(7) 0.077(7) 0.003(5) 0.038(6) -0.013(6) C2 0.078(7) 0.053(5) 0.064(6) 0.007(4) 0.014(5) -0.005(4) C3 0.056(6) 0.044(5) 0.071(6) -0.001(4) 0.000(4) -0.005(4) C4 0.054(6) 0.065(6) 0.091(7) -0.011(5) 0.008(5) 0.000(4) C5 0.076(8) 0.100(9) 0.130(12) -0.020(8) 0.005(7) -0.002(6) C6 0.055(7) 0.122(11) 0.186(17) -0.029(11) 0.006(9) 0.013(7) C7 0.074(8) 0.093(8) 0.113(10) 0.002(7) -0.038(7) -0.001(6) C8 0.083(7) 0.058(6) 0.070(7) -0.008(5) -0.002(5) -0.006(5) C9 0.144(7) 0.102(5) 0.094(6) -0.001(5) 0.019(6) -0.013(6) C10 0.159(6) 0.118(5) 0.115(6) -0.015(5) 0.027(5) -0.017(5) C11 0.145(6) 0.111(5) 0.130(6) -0.020(5) 0.020(5) -0.022(5) C12 0.120(5) 0.100(5) 0.114(6) -0.013(5) -0.001(5) -0.013(5) C13 0.114(5) 0.100(5) 0.101(5) -0.011(5) -0.004(5) -0.002(4) C14 0.094(5) 0.083(5) 0.095(5) -0.004(4) 0.008(4) 0.000(4) C15 0.071(7) 0.060(6) 0.135(10) 0.005(6) -0.025(6) 0.006(5) C16 0.069(6) 0.043(5) 0.087(7) -0.004(5) 0.007(5) -0.008(4) C17 0.059(5) 0.044(5) 0.089(7) -0.002(5) 0.006(5) 0.002(4) C18 0.091(7) 0.062(6) 0.093(8) -0.003(5) 0.018(6) -0.002(5) C19 0.095(8) 0.047(6) 0.096(8) 0.018(5) 0.037(6) 0.013(5) C20 0.094(8) 0.061(7) 0.098(8) 0.011(6) 0.020(6) 0.034(6) C21 0.066(6) 0.069(7) 0.084(7) 0.002(5) -0.002(5) 0.011(5) C22 0.063(5) 0.051(5) 0.064(6) 0.012(4) 0.015(4) 0.012(4) C23 0.070(6) 0.046(5) 0.061(6) -0.011(4) 0.013(5) -0.004(4) C24 0.069(6) 0.052(5) 0.046(5) -0.003(4) 0.005(4) 0.002(4) C25 0.069(6) 0.080(7) 0.057(6) -0.012(5) -0.006(5) 0.017(5) C26 0.051(5) 0.090(7) 0.054(5) -0.008(5) -0.006(4) 0.022(5) C27 0.064(5) 0.040(4) 0.049(5) -0.004(3) -0.004(4) 0.001(4) C28 0.079(6) 0.047(5) 0.045(5) -0.007(4) 0.017(4) -0.002(4) C29 0.057(5) 0.043(4) 0.059(5) 0.003(4) 0.000(4) 0.002(4) C30 0.061(5) 0.045(5) 0.068(6) -0.002(4) 0.014(4) 0.004(4) C31 0.066(6) 0.046(5) 0.110(8) -0.010(5) -0.007(5) -0.002(4) C32 0.072(6) 0.062(6) 0.108(9) -0.017(6) -0.014(6) -0.005(5) C33 0.092(7) 0.046(5) 0.068(6) -0.005(4) 0.013(5) 0.011(5) C34 0.078(7) 0.060(7) 0.131(10) 0.001(6) 0.027(7) 0.013(5) C35 0.056(6) 0.069(7) 0.111(9) 0.003(6) 0.012(5) 0.019(5) C36 0.095(8) 0.033(5) 0.075(7) 0.012(4) 0.023(6) 0.011(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 2.244(7) . ? Cd1 N3 2.276(7) 8_556 ? Cd1 O1 2.304(6) . ? Cd1 O4 2.359(7) 4 ? Cd1 O3 2.370(7) 4 ? Cd1 O2 2.485(7) . ? Cd1 C36 2.686(9) 4 ? S2 O6 1.439(6) . ? S2 O5 1.425(6) . ? S2 C27 1.762(8) . ? S2 C30 1.784(8) . ? O1 C23 1.247(10) . ? O2 C23 1.257(10) . ? O3 C36 1.190(10) . ? O3 Cd1 2.370(7) 4_545 ? O4 C36 1.261(12) . ? O4 Cd1 2.359(7) 4_545 ? N1 C16 1.326(10) . ? N1 C22 1.393(10) . ? N2 C16 1.360(11) . ? N2 C17 1.374(10) . ? N2 C14 1.528(12) . ? N3 C2 1.308(11) . ? N3 C3 1.387(11) . ? N3 Cd1 2.276(7) 8_455 ? N4 C2 1.363(11) . ? N4 C8 1.380(12) . ? N4 C9 1.458(13) . ? C1 C2 1.498(12) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C8 1.387(12) . ? C3 C4 1.393(13) . ? C4 C5 1.346(13) . ? C4 H4 0.9300 . ? C5 C6 1.401(17) . ? C5 H5 0.9300 . ? C6 C7 1.358(18) . ? C6 H6 0.9300 . ? C7 C8 1.371(14) . ? C7 H7 0.9300 . ? C9 C10 1.520(16) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.444(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.498(15) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.621(15) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.391(15) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.480(12) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C17 C18 1.375(12) . ? C17 C22 1.409(11) . ? C18 C19 1.392(13) . ? C18 H18 0.9300 . ? C19 C20 1.362(13) . ? C19 H19 0.9300 . ? C20 C21 1.379(13) . ? C20 H20 0.9300 . ? C21 C22 1.383(11) . ? C21 H21 0.9300 . ? C23 C24 1.514(12) . ? C24 C25 1.378(11) . ? C24 C29 1.388(11) . ? C25 C26 1.357(12) . ? C25 H25 0.9300 . ? C26 C27 1.383(11) . ? C26 H26 0.9300 . ? C27 C28 1.374(11) . ? C28 C29 1.385(11) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C35 1.336(11) . ? C30 C31 1.370(11) . ? C31 C32 1.388(13) . ? C31 H31 0.9300 . ? C32 C33 1.354(12) . ? C32 H32 0.9300 . ? C33 C34 1.414(13) . ? C33 C36 1.516(12) . ? C34 C35 1.392(13) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 Cd1 2.686(9) 4_545 ? 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 N3 106.5(2) . 8_556 ? N1 Cd1 O1 98.0(2) . . ? N3 Cd1 O1 85.9(2) 8_556 . ? N1 Cd1 O4 153.5(3) . 4 ? N3 Cd1 O4 87.0(3) 8_556 4 ? O1 Cd1 O4 105.8(3) . 4 ? N1 Cd1 O3 99.3(3) . 4 ? N3 Cd1 O3 112.6(3) 8_556 4 ? O1 Cd1 O3 149.7(3) . 4 ? O4 Cd1 O3 54.3(2) 4 4 ? N1 Cd1 O2 100.0(2) . . ? N3 Cd1 O2 135.1(2) 8_556 . ? O1 Cd1 O2 54.6(2) . . ? O4 Cd1 O2 84.9(2) 4 . ? O3 Cd1 O2 97.7(3) 4 . ? N1 Cd1 C36 125.6(3) . 4 ? N3 Cd1 C36 101.1(3) 8_556 4 ? O1 Cd1 C36 130.4(3) . 4 ? O4 Cd1 C36 28.0(3) 4 4 ? O3 Cd1 C36 26.3(3) 4 4 ? O2 Cd1 C36 91.7(2) . 4 ? O6 S2 O5 119.5(4) . . ? O6 S2 C27 109.6(4) . . ? O5 S2 C27 109.0(4) . . ? O6 S2 C30 107.2(4) . . ? O5 S2 C30 107.2(4) . . ? C27 S2 C30 103.0(4) . . ? C23 O1 Cd1 95.1(5) . . ? C23 O2 Cd1 86.5(5) . . ? C36 O3 Cd1 91.8(6) . 4_545 ? C36 O4 Cd1 90.6(5) . 4_545 ? C16 N1 C22 106.6(7) . . ? C16 N1 Cd1 128.0(6) . . ? C22 N1 Cd1 122.9(5) . . ? C16 N2 C17 109.1(7) . . ? C16 N2 C14 127.6(8) . . ? C17 N2 C14 123.0(8) . . ? C2 N3 C3 105.0(7) . . ? C2 N3 Cd1 132.6(6) . 8_455 ? C3 N3 Cd1 122.3(6) . 8_455 ? C2 N4 C8 106.4(8) . . ? C2 N4 C9 126.5(10) . . ? C8 N4 C9 126.9(9) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N3 C2 N4 113.1(8) . . ? N3 C2 C1 123.9(9) . . ? N4 C2 C1 123.0(9) . . ? C8 C3 N3 109.8(8) . . ? C8 C3 C4 119.5(8) . . ? N3 C3 C4 130.7(8) . . ? C5 C4 C3 119.3(10) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 120.5(12) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C7 C6 C5 120.9(11) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C8 C7 C6 118.6(12) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? C7 C8 N4 133.2(11) . . ? C7 C8 C3 121.2(11) . . ? N4 C8 C3 105.6(8) . . ? N4 C9 C10 112.6(10) . . ? N4 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N4 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C9 115.9(12) . . ? C11 C10 H10A 108.3 . . ? C9 C10 H10A 108.3 . . ? C11 C10 H10B 108.3 . . ? C9 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? C10 C11 C12 120.6(12) . . ? C10 C11 H11A 107.2 . . ? C12 C11 H11A 107.2 . . ? C10 C11 H11B 107.2 . . ? C12 C11 H11B 107.2 . . ? H11A C11 H11B 106.8 . . ? C11 C12 C13 107.9(10) . . ? C11 C12 H12A 110.1 . . ? C13 C12 H12A 110.1 . . ? C11 C12 H12B 110.1 . . ? C13 C12 H12B 110.1 . . ? H12A C12 H12B 108.4 . . ? C14 C13 C12 108.1(11) . . ? C14 C13 H13A 110.1 . . ? C12 C13 H13A 110.1 . . ? C14 C13 H13B 110.1 . . ? C12 C13 H13B 110.1 . . ? H13A C13 H13B 108.4 . . ? C13 C14 N2 109.5(10) . . ? C13 C14 H14A 109.8 . . ? N2 C14 H14A 109.8 . . ? C13 C14 H14B 109.8 . . ? N2 C14 H14B 109.8 . . ? H14A C14 H14B 108.2 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N1 C16 N2 110.7(8) . . ? N1 C16 C15 125.9(8) . . ? N2 C16 C15 123.3(8) . . ? C18 C17 N2 134.2(9) . . ? C18 C17 C22 121.0(8) . . ? N2 C17 C22 104.8(7) . . ? C17 C18 C19 118.7(10) . . ? C17 C18 H18 120.6 . . ? C19 C18 H18 120.6 . . ? C18 C19 C20 119.1(9) . . ? C18 C19 H19 120.5 . . ? C20 C19 H19 120.5 . . ? C21 C20 C19 124.1(9) . . ? C21 C20 H20 118.0 . . ? C19 C20 H20 118.0 . . ? C20 C21 C22 116.9(9) . . ? C20 C21 H21 121.5 . . ? C22 C21 H21 121.5 . . ? N1 C22 C21 131.0(9) . . ? N1 C22 C17 108.8(7) . . ? C21 C22 C17 120.1(8) . . ? O1 C23 O2 123.2(8) . . ? O1 C23 C24 116.9(8) . . ? O2 C23 C24 119.9(8) . . ? C25 C24 C29 118.5(8) . . ? C25 C24 C23 120.7(8) . . ? C29 C24 C23 120.8(8) . . ? C26 C25 C24 122.5(8) . . ? C26 C25 H25 118.8 . . ? C24 C25 H25 118.8 . . ? C25 C26 C27 118.2(8) . . ? C25 C26 H26 120.9 . . ? C27 C26 H26 120.9 . . ? C28 C27 C26 121.3(8) . . ? C28 C27 S2 120.0(6) . . ? C26 C27 S2 118.3(6) . . ? C27 C28 C29 119.3(8) . . ? C27 C28 H28 120.3 . . ? C29 C28 H28 120.3 . . ? C28 C29 C24 120.0(8) . . ? C28 C29 H29 120.0 . . ? C24 C29 H29 120.0 . . ? C35 C30 C31 121.1(8) . . ? C35 C30 S2 121.8(7) . . ? C31 C30 S2 117.1(6) . . ? C30 C31 C32 119.8(8) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? C33 C32 C31 120.9(9) . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C32 C33 C34 118.4(9) . . ? C32 C33 C36 120.6(9) . . ? C34 C33 C36 121.0(9) . . ? C33 C34 C35 119.8(9) . . ? C33 C34 H34 120.1 . . ? C35 C34 H34 120.1 . . ? C30 C35 C34 120.0(9) . . ? C30 C35 H35 120.0 . . ? C34 C35 H35 120.0 . . ? O3 C36 O4 123.3(9) . . ? O3 C36 C33 120.6(10) . . ? O4 C36 C33 116.0(8) . . ? O3 C36 Cd1 61.9(5) . 4_545 ? O4 C36 Cd1 61.4(5) . 4_545 ? C33 C36 Cd1 177.5(8) . 4_545 ? 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 C23 100.8(6) . . . . ? N3 Cd1 O1 C23 -153.1(6) 8_556 . . . ? O4 Cd1 O1 C23 -67.4(6) 4 . . . ? O3 Cd1 O1 C23 -23.3(8) 4 . . . ? O2 Cd1 O1 C23 4.2(5) . . . . ? C36 Cd1 O1 C23 -52.0(7) 4 . . . ? N1 Cd1 O2 C23 -96.9(5) . . . . ? N3 Cd1 O2 C23 28.8(6) 8_556 . . . ? O1 Cd1 O2 C23 -4.2(5) . . . . ? O4 Cd1 O2 C23 109.3(5) 4 . . . ? O3 Cd1 O2 C23 162.2(5) 4 . . . ? C36 Cd1 O2 C23 136.5(5) 4 . . . ? N3 Cd1 N1 C16 148.2(7) 8_556 . . . ? O1 Cd1 N1 C16 -123.8(7) . . . . ? O4 Cd1 N1 C16 30.1(11) 4 . . . ? O3 Cd1 N1 C16 31.1(8) 4 . . . ? O2 Cd1 N1 C16 -68.5(8) . . . . ? C36 Cd1 N1 C16 30.9(9) 4 . . . ? N3 Cd1 N1 C22 -52.1(7) 8_556 . . . ? O1 Cd1 N1 C22 35.9(7) . . . . ? O4 Cd1 N1 C22 -170.2(6) 4 . . . ? O3 Cd1 N1 C22 -169.2(6) 4 . . . ? O2 Cd1 N1 C22 91.2(6) . . . . ? C36 Cd1 N1 C22 -169.4(6) 4 . . . ? C3 N3 C2 N4 1.2(9) . . . . ? Cd1 N3 C2 N4 -173.9(5) 8_455 . . . ? C3 N3 C2 C1 -178.2(8) . . . . ? Cd1 N3 C2 C1 6.7(13) 8_455 . . . ? C8 N4 C2 N3 -1.2(10) . . . . ? C9 N4 C2 N3 174.3(9) . . . . ? C8 N4 C2 C1 178.2(8) . . . . ? C9 N4 C2 C1 -6.3(14) . . . . ? C2 N3 C3 C8 -0.8(9) . . . . ? Cd1 N3 C3 C8 175.0(5) 8_455 . . . ? C2 N3 C3 C4 177.8(9) . . . . ? Cd1 N3 C3 C4 -6.4(12) 8_455 . . . ? C8 C3 C4 C5 -0.5(14) . . . . ? N3 C3 C4 C5 -179.0(9) . . . . ? C3 C4 C5 C6 1.3(18) . . . . ? C4 C5 C6 C7 -2(2) . . . . ? C5 C6 C7 C8 2(2) . . . . ? C6 C7 C8 N4 177.5(11) . . . . ? C6 C7 C8 C3 -1.4(17) . . . . ? C2 N4 C8 C7 -178.5(11) . . . . ? C9 N4 C8 C7 6.0(18) . . . . ? C2 N4 C8 C3 0.6(10) . . . . ? C9 N4 C8 C3 -174.9(9) . . . . ? N3 C3 C8 C7 179.3(9) . . . . ? C4 C3 C8 C7 0.5(14) . . . . ? N3 C3 C8 N4 0.1(10) . . . . ? C4 C3 C8 N4 -178.7(8) . . . . ? C2 N4 C9 C10 -74.1(14) . . . . ? C8 N4 C9 C10 100.5(13) . . . . ? N4 C9 C10 C11 -59.4(17) . . . . ? C9 C10 C11 C12 173.1(12) . . . . ? C10 C11 C12 C13 139.1(13) . . . . ? C11 C12 C13 C14 -90.9(13) . . . . ? C12 C13 C14 N2 172.9(8) . . . . ? C16 N2 C14 C13 91.6(13) . . . . ? C17 N2 C14 C13 -95.8(12) . . . . ? C22 N1 C16 N2 1.6(10) . . . . ? Cd1 N1 C16 N2 163.9(6) . . . . ? C22 N1 C16 C15 178.3(10) . . . . ? Cd1 N1 C16 C15 -19.4(14) . . . . ? C17 N2 C16 N1 -2.7(11) . . . . ? C14 N2 C16 N1 170.7(9) . . . . ? C17 N2 C16 C15 -179.5(10) . . . . ? C14 N2 C16 C15 -6.1(16) . . . . ? C16 N2 C17 C18 -179.8(11) . . . . ? C14 N2 C17 C18 6.3(18) . . . . ? C16 N2 C17 C22 2.6(10) . . . . ? C14 N2 C17 C22 -171.2(9) . . . . ? N2 C17 C18 C19 -174.5(11) . . . . ? C22 C17 C18 C19 2.8(15) . . . . ? C17 C18 C19 C20 -0.5(15) . . . . ? C18 C19 C20 C21 -1.6(16) . . . . ? C19 C20 C21 C22 1.4(16) . . . . ? C16 N1 C22 C21 -176.0(9) . . . . ? Cd1 N1 C22 C21 20.6(13) . . . . ? C16 N1 C22 C17 0.1(10) . . . . ? Cd1 N1 C22 C17 -163.3(6) . . . . ? C20 C21 C22 N1 176.7(9) . . . . ? C20 C21 C22 C17 0.9(14) . . . . ? C18 C17 C22 N1 -179.6(9) . . . . ? N2 C17 C22 N1 -1.7(10) . . . . ? C18 C17 C22 C21 -3.0(14) . . . . ? N2 C17 C22 C21 174.9(8) . . . . ? Cd1 O1 C23 O2 -8.2(9) . . . . ? Cd1 O1 C23 C24 170.5(6) . . . . ? Cd1 O2 C23 O1 7.6(8) . . . . ? Cd1 O2 C23 C24 -171.0(7) . . . . ? O1 C23 C24 C25 -14.7(12) . . . . ? O2 C23 C24 C25 164.0(8) . . . . ? O1 C23 C24 C29 165.7(8) . . . . ? O2 C23 C24 C29 -15.6(12) . . . . ? C29 C24 C25 C26 -3.6(14) . . . . ? C23 C24 C25 C26 176.8(8) . . . . ? C24 C25 C26 C27 2.6(14) . . . . ? C25 C26 C27 C28 -2.1(13) . . . . ? C25 C26 C27 S2 -175.3(7) . . . . ? O6 S2 C27 C28 145.5(7) . . . . ? O5 S2 C27 C28 13.0(8) . . . . ? C30 S2 C27 C28 -100.7(7) . . . . ? O6 S2 C27 C26 -41.3(8) . . . . ? O5 S2 C27 C26 -173.8(7) . . . . ? C30 S2 C27 C26 72.6(7) . . . . ? C26 C27 C28 C29 2.7(12) . . . . ? S2 C27 C28 C29 175.8(6) . . . . ? C27 C28 C29 C24 -3.7(11) . . . . ? C25 C24 C29 C28 4.1(12) . . . . ? C23 C24 C29 C28 -176.3(7) . . . . ? O6 S2 C30 C35 -9.8(9) . . . . ? O5 S2 C30 C35 119.7(8) . . . . ? C27 S2 C30 C35 -125.4(8) . . . . ? O6 S2 C30 C31 170.7(7) . . . . ? O5 S2 C30 C31 -59.8(8) . . . . ? C27 S2 C30 C31 55.1(8) . . . . ? C35 C30 C31 C32 -2.5(15) . . . . ? S2 C30 C31 C32 176.9(8) . . . . ? C30 C31 C32 C33 0.6(16) . . . . ? C31 C32 C33 C34 1.3(16) . . . . ? C31 C32 C33 C36 -178.1(9) . . . . ? C32 C33 C34 C35 -1.4(15) . . . . ? C36 C33 C34 C35 178.0(9) . . . . ? C31 C30 C35 C34 2.4(15) . . . . ? S2 C30 C35 C34 -177.1(8) . . . . ? C33 C34 C35 C30 -0.4(16) . . . . ? Cd1 O3 C36 O4 0.3(11) 4_545 . . . ? Cd1 O3 C36 C33 179.9(8) 4_545 . . . ? Cd1 O4 C36 O3 -0.3(11) 4_545 . . . ? Cd1 O4 C36 C33 -179.9(7) 4_545 . . . ? C32 C33 C36 O3 167.1(11) . . . . ? C34 C33 C36 O3 -12.3(15) . . . . ? C32 C33 C36 O4 -13.3(14) . . . . ? C34 C33 C36 O4 167.3(10) . . . . ? C32 C33 C36 Cd1 -15(15) . . . 4_545 ? C34 C33 C36 Cd1 166(14) . . . 4_545 ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.683 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.079 _database_code_depnum_ccdc_archive 'CCDC 917711' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex1-DMF _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H21 N2 O4 Zn' _chemical_formula_sum 'C21 H21 N2 O4 Zn' _chemical_formula_weight 430.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 10.981(2) _cell_length_b 10.867(2) _cell_length_c 16.101(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.41(3) _cell_angle_gamma 90.00 _cell_volume 1860.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.538 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 892 _exptl_absorpt_coefficient_mu 1.351 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7375 _exptl_absorpt_correction_T_max 0.7930 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22798 _diffrn_reflns_av_R_equivalents 0.0443 _diffrn_reflns_av_sigmaI/netI 0.0381 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 27.95 _reflns_number_total 4462 _reflns_number_gt 4067 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0421P)^2^+1.7792P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4462 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0565 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1061 _refine_ls_wR_factor_gt 0.1018 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.87092(3) 0.02016(3) 1.01251(2) 0.02704(11) Uani 1 1 d . . . O1 O 0.81996(19) -0.0878(2) 0.90468(13) 0.0406(5) Uani 1 1 d . . . O2 O 1.01285(19) -0.1093(2) 0.88626(13) 0.0396(5) Uani 1 1 d . . . O3 O 0.90437(19) -0.3624(2) 0.58583(14) 0.0407(5) Uani 1 1 d . . . O4 O 1.0968(2) -0.3415(2) 0.56742(14) 0.0413(5) Uani 1 1 d . . . N1 N 0.70553(19) 0.0760(2) 1.03445(14) 0.0248(5) Uani 1 1 d . . . N2 N 0.5175(2) 0.1592(2) 1.02224(15) 0.0287(5) Uani 1 1 d . . . C1 C 0.6063(3) 0.1683(3) 0.89305(19) 0.0365(7) Uani 1 1 d . . . H1A H 0.6313 0.2527 0.8912 0.055 Uiso 1 1 calc R . . H1B H 0.5224 0.1579 0.8580 0.055 Uiso 1 1 calc R . . H1C H 0.6628 0.1166 0.8719 0.055 Uiso 1 1 calc R . . C2 C 0.6102(2) 0.1337(2) 0.98260(17) 0.0258(5) Uani 1 1 d . . . C3 C 0.6742(2) 0.0638(2) 1.11293(17) 0.0263(5) Uani 1 1 d . . . C4 C 0.7391(3) 0.0097(3) 1.18939(19) 0.0362(7) Uani 1 1 d . . . H4 H 0.8180 -0.0255 1.1952 0.043 Uiso 1 1 calc R . . C5 C 0.6810(3) 0.0106(3) 1.2564(2) 0.0454(8) Uani 1 1 d . . . H5 H 0.7217 -0.0252 1.3084 0.054 Uiso 1 1 calc R . . C6 C 0.5632(3) 0.0636(3) 1.2481(2) 0.0482(9) Uani 1 1 d . . . H6 H 0.5273 0.0623 1.2947 0.058 Uiso 1 1 calc R . . C7 C 0.4984(3) 0.1181(3) 1.1727(2) 0.0407(7) Uani 1 1 d . . . H7 H 0.4200 0.1542 1.1672 0.049 Uiso 1 1 calc R . . C8 C 0.5564(3) 0.1160(2) 1.10579(18) 0.0286(6) Uani 1 1 d . . . C9 C 0.3980(3) 0.2237(3) 0.9883(2) 0.0364(7) Uani 1 1 d . . . H9A H 0.3317 0.1813 1.0068 0.044 Uiso 1 1 calc R . . H9B H 0.3776 0.2214 0.9261 0.044 Uiso 1 1 calc R . . C10 C 0.4034(3) 0.3566(3) 1.0178(2) 0.0380(7) Uani 1 1 d . . . H10A H 0.3199 0.3921 0.9998 0.046 Uiso 1 1 calc R . . H10B H 0.4286 0.3587 1.0799 0.046 Uiso 1 1 calc R . . C11 C 0.4939(3) 0.4348(3) 0.9830(2) 0.0358(7) Uani 1 1 d . . . H11A H 0.5761 0.3962 0.9976 0.043 Uiso 1 1 calc R . . H11B H 0.4654 0.4373 0.9209 0.043 Uiso 1 1 calc R . . C12 C 0.8966(3) -0.1227(3) 0.86334(18) 0.0302(6) Uani 1 1 d . . . C13 C 0.8447(3) -0.1829(3) 0.77690(19) 0.0383(7) Uani 1 1 d . . . H13A H 0.8895 -0.2589 0.7733 0.046 Uiso 1 1 calc R . . H13B H 0.7564 -0.2023 0.7696 0.046 Uiso 1 1 calc R . . C14 C 0.8603(3) -0.0950(3) 0.70750(18) 0.0318(6) Uani 1 1 d . . . C15 C 0.7865(4) 0.0107(3) 0.6948(2) 0.0518(9) Uani 1 1 d . . . H15 H 0.7257 0.0209 0.7255 0.062 Uiso 1 1 calc R . . C16 C 0.8014(5) 0.1002(4) 0.6379(3) 0.0680(13) Uani 1 1 d . . . H16 H 0.7510 0.1701 0.6306 0.082 Uiso 1 1 calc R . . C17 C 0.8896(5) 0.0870(4) 0.5922(2) 0.0693(13) Uani 1 1 d . . . H17 H 0.8998 0.1474 0.5536 0.083 Uiso 1 1 calc R . . C18 C 0.9635(4) -0.0170(3) 0.6039(2) 0.0515(9) Uani 1 1 d . . . H18 H 1.0236 -0.0259 0.5725 0.062 Uiso 1 1 calc R . . C19 C 0.9514(3) -0.1090(3) 0.66105(17) 0.0314(6) Uani 1 1 d . . . C20 C 1.0410(3) -0.2161(3) 0.67169(19) 0.0390(7) Uani 1 1 d . . . H20A H 1.0438 -0.2550 0.7264 0.047 Uiso 1 1 calc R . . H20B H 1.1244 -0.1843 0.6743 0.047 Uiso 1 1 calc R . . C21 C 1.0108(3) -0.3142(2) 0.60228(17) 0.0280(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02315(17) 0.03026(18) 0.03085(19) 0.00044(13) 0.01266(13) 0.00127(12) O1 0.0368(11) 0.0512(13) 0.0378(12) -0.0127(10) 0.0167(9) -0.0051(10) O2 0.0302(11) 0.0505(13) 0.0382(12) -0.0095(10) 0.0088(9) -0.0042(9) O3 0.0338(11) 0.0393(12) 0.0512(13) -0.0131(10) 0.0146(10) -0.0088(9) O4 0.0386(12) 0.0443(13) 0.0469(13) -0.0168(10) 0.0217(10) -0.0022(10) N1 0.0234(11) 0.0244(11) 0.0286(12) 0.0001(9) 0.0105(9) 0.0020(9) N2 0.0248(11) 0.0225(11) 0.0410(14) -0.0020(10) 0.0121(10) 0.0003(9) C1 0.0383(16) 0.0351(16) 0.0361(16) 0.0052(13) 0.0091(13) 0.0044(13) C2 0.0250(13) 0.0204(12) 0.0341(15) -0.0014(10) 0.0114(11) 0.0000(10) C3 0.0272(13) 0.0265(13) 0.0288(14) -0.0056(11) 0.0138(11) -0.0033(11) C4 0.0340(15) 0.0420(17) 0.0332(16) -0.0008(13) 0.0094(12) -0.0030(13) C5 0.052(2) 0.058(2) 0.0294(16) -0.0014(14) 0.0151(14) -0.0124(16) C6 0.058(2) 0.056(2) 0.0410(19) -0.0117(16) 0.0323(17) -0.0119(17) C7 0.0393(17) 0.0402(17) 0.0517(19) -0.0078(15) 0.0285(15) -0.0018(14) C8 0.0284(13) 0.0239(13) 0.0372(15) -0.0072(11) 0.0151(12) -0.0045(11) C9 0.0248(14) 0.0268(14) 0.059(2) -0.0012(13) 0.0128(13) 0.0016(11) C10 0.0347(15) 0.0280(15) 0.055(2) -0.0009(13) 0.0182(14) 0.0053(12) C11 0.0413(17) 0.0272(14) 0.0421(17) -0.0025(13) 0.0165(14) 0.0027(12) C12 0.0354(15) 0.0276(14) 0.0289(14) -0.0002(11) 0.0102(12) -0.0043(11) C13 0.0375(16) 0.0426(17) 0.0385(17) -0.0115(14) 0.0164(13) -0.0106(13) C14 0.0327(14) 0.0322(15) 0.0284(14) -0.0094(12) 0.0034(11) 0.0026(12) C15 0.049(2) 0.054(2) 0.045(2) -0.0178(17) -0.0002(16) 0.0173(17) C16 0.095(3) 0.040(2) 0.050(2) -0.0100(18) -0.018(2) 0.023(2) C17 0.121(4) 0.037(2) 0.039(2) 0.0078(16) -0.002(2) -0.013(2) C18 0.071(3) 0.052(2) 0.0308(17) -0.0009(15) 0.0130(17) -0.0134(19) C19 0.0366(15) 0.0318(15) 0.0250(14) -0.0094(11) 0.0061(11) -0.0019(12) C20 0.0320(15) 0.0490(18) 0.0361(16) -0.0173(14) 0.0088(13) 0.0011(13) C21 0.0309(14) 0.0274(13) 0.0263(14) -0.0022(11) 0.0079(11) 0.0034(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.027(2) . ? Zn1 O2 2.047(2) 3_757 ? Zn1 O1 2.054(2) . ? Zn1 O4 2.066(2) 2_756 ? Zn1 O3 2.062(2) 4_556 ? Zn1 Zn1 2.9931(8) 3_757 ? O1 C12 1.254(3) . ? O2 C12 1.246(3) . ? O2 Zn1 2.047(2) 3_757 ? O3 C21 1.247(3) . ? O3 Zn1 2.062(2) 4 ? O4 C21 1.248(3) . ? O4 Zn1 2.066(2) 2_746 ? N1 C2 1.323(3) . ? N1 C3 1.396(3) . ? N2 C2 1.358(3) . ? N2 C8 1.388(4) . ? N2 C9 1.468(3) . ? C1 C2 1.480(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C4 1.390(4) . ? C3 C8 1.391(4) . ? C4 C5 1.384(4) . ? C4 H4 0.9300 . ? C5 C6 1.392(5) . ? C5 H5 0.9300 . ? C6 C7 1.379(5) . ? C6 H6 0.9300 . ? C7 C8 1.382(4) . ? C7 H7 0.9300 . ? C9 C10 1.517(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.517(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.513(6) 3_667 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.515(4) . ? C13 C14 1.512(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.391(4) . ? C14 C19 1.398(4) . ? C15 C16 1.373(6) . ? C15 H15 0.9300 . ? C16 C17 1.363(6) . ? C16 H16 0.9300 . ? C17 C18 1.376(6) . ? C17 H17 0.9300 . ? C18 C19 1.387(4) . ? C18 H18 0.9300 . ? C19 C20 1.506(4) . ? C20 C21 1.521(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? 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 Zn1 O2 97.33(9) . 3_757 ? N1 Zn1 O1 104.52(9) . . ? O2 Zn1 O1 158.14(8) 3_757 . ? N1 Zn1 O4 101.00(9) . 2_756 ? O2 Zn1 O4 88.96(9) 3_757 2_756 ? O1 Zn1 O4 86.66(9) . 2_756 ? N1 Zn1 O3 100.88(9) . 4_556 ? O2 Zn1 O3 87.17(9) 3_757 4_556 ? O1 Zn1 O3 88.94(9) . 4_556 ? O4 Zn1 O3 158.09(8) 2_756 4_556 ? N1 Zn1 Zn1 170.65(7) . 3_757 ? O2 Zn1 Zn1 75.68(6) 3_757 3_757 ? O1 Zn1 Zn1 82.56(6) . 3_757 ? O4 Zn1 Zn1 72.99(6) 2_756 3_757 ? O3 Zn1 Zn1 85.16(6) 4_556 3_757 ? C12 O1 Zn1 122.93(19) . . ? C12 O2 Zn1 132.91(19) . 3_757 ? C21 O3 Zn1 119.65(18) . 4 ? C21 O4 Zn1 135.99(19) . 2_746 ? C2 N1 C3 106.4(2) . . ? C2 N1 Zn1 129.37(18) . . ? C3 N1 Zn1 124.22(18) . . ? C2 N2 C8 107.5(2) . . ? C2 N2 C9 128.8(2) . . ? C8 N2 C9 123.7(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 111.6(2) . . ? N1 C2 C1 124.1(2) . . ? N2 C2 C1 124.3(2) . . ? N1 C3 C4 130.9(2) . . ? N1 C3 C8 108.7(2) . . ? C4 C3 C8 120.5(2) . . ? C5 C4 C3 116.9(3) . . ? C5 C4 H4 121.5 . . ? C3 C4 H4 121.5 . . ? C4 C5 C6 121.8(3) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? C7 C6 C5 121.7(3) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C8 116.3(3) . . ? C6 C7 H7 121.9 . . ? C8 C7 H7 121.9 . . ? N2 C8 C7 131.3(3) . . ? N2 C8 C3 105.9(2) . . ? C7 C8 C3 122.8(3) . . ? N2 C9 C10 112.1(2) . . ? N2 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N2 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 113.3(2) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C11 C11 C10 113.4(3) 3_667 . ? C11 C11 H11A 108.9 3_667 . ? C10 C11 H11A 108.9 . . ? C11 C11 H11B 108.9 3_667 . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? O2 C12 O1 125.5(3) . . ? O2 C12 C13 116.5(3) . . ? O1 C12 C13 118.0(3) . . ? C14 C13 C12 108.6(2) . . ? C14 C13 H13A 110.0 . . ? C12 C13 H13A 110.0 . . ? C14 C13 H13B 110.0 . . ? C12 C13 H13B 110.0 . . ? H13A C13 H13B 108.3 . . ? C15 C14 C19 118.7(3) . . ? C15 C14 C13 117.4(3) . . ? C19 C14 C13 123.7(3) . . ? C16 C15 C14 121.4(4) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C15 C16 C17 120.3(4) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C16 C17 C18 119.1(4) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C17 C18 C19 122.1(4) . . ? C17 C18 H18 118.9 . . ? C19 C18 H18 118.9 . . ? C18 C19 C14 118.4(3) . . ? C18 C19 C20 117.7(3) . . ? C14 C19 C20 123.9(3) . . ? C19 C20 C21 116.2(2) . . ? C19 C20 H20A 108.2 . . ? C21 C20 H20A 108.2 . . ? C19 C20 H20B 108.2 . . ? C21 C20 H20B 108.2 . . ? H20A C20 H20B 107.4 . . ? O3 C21 O4 125.3(3) . . ? O3 C21 C20 118.2(2) . . ? O4 C21 C20 116.5(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Zn1 O1 C12 168.0(2) . . . . ? O2 Zn1 O1 C12 -11.3(4) 3_757 . . . ? O4 Zn1 O1 C12 67.5(2) 2_756 . . . ? O3 Zn1 O1 C12 -91.0(2) 4_556 . . . ? Zn1 Zn1 O1 C12 -5.8(2) 3_757 . . . ? O2 Zn1 N1 C2 124.6(2) 3_757 . . . ? O1 Zn1 N1 C2 -55.1(2) . . . . ? O4 Zn1 N1 C2 34.2(2) 2_756 . . . ? O3 Zn1 N1 C2 -146.9(2) 4_556 . . . ? Zn1 Zn1 N1 C2 83.4(5) 3_757 . . . ? O2 Zn1 N1 C3 -52.2(2) 3_757 . . . ? O1 Zn1 N1 C3 128.0(2) . . . . ? O4 Zn1 N1 C3 -142.6(2) 2_756 . . . ? O3 Zn1 N1 C3 36.3(2) 4_556 . . . ? Zn1 Zn1 N1 C3 -93.4(4) 3_757 . . . ? C3 N1 C2 N2 -0.6(3) . . . . ? Zn1 N1 C2 N2 -177.85(17) . . . . ? C3 N1 C2 C1 178.4(3) . . . . ? Zn1 N1 C2 C1 1.1(4) . . . . ? C8 N2 C2 N1 0.7(3) . . . . ? C9 N2 C2 N1 178.7(2) . . . . ? C8 N2 C2 C1 -178.2(3) . . . . ? C9 N2 C2 C1 -0.3(4) . . . . ? C2 N1 C3 C4 179.3(3) . . . . ? Zn1 N1 C3 C4 -3.3(4) . . . . ? C2 N1 C3 C8 0.2(3) . . . . ? Zn1 N1 C3 C8 177.67(17) . . . . ? N1 C3 C4 C5 -178.8(3) . . . . ? C8 C3 C4 C5 0.1(4) . . . . ? C3 C4 C5 C6 -0.3(5) . . . . ? C4 C5 C6 C7 0.0(5) . . . . ? C5 C6 C7 C8 0.5(5) . . . . ? C2 N2 C8 C7 -179.9(3) . . . . ? C9 N2 C8 C7 2.0(4) . . . . ? C2 N2 C8 C3 -0.5(3) . . . . ? C9 N2 C8 C3 -178.6(2) . . . . ? C6 C7 C8 N2 178.5(3) . . . . ? C6 C7 C8 C3 -0.8(4) . . . . ? N1 C3 C8 N2 0.2(3) . . . . ? C4 C3 C8 N2 -179.0(2) . . . . ? N1 C3 C8 C7 179.6(3) . . . . ? C4 C3 C8 C7 0.5(4) . . . . ? C2 N2 C9 C10 -100.4(3) . . . . ? C8 N2 C9 C10 77.3(3) . . . . ? N2 C9 C10 C11 65.7(4) . . . . ? C9 C10 C11 C11 -176.1(3) . . . 3_667 ? Zn1 O2 C12 O1 -5.6(5) 3_757 . . . ? Zn1 O2 C12 C13 172.5(2) 3_757 . . . ? Zn1 O1 C12 O2 8.4(4) . . . . ? Zn1 O1 C12 C13 -169.63(19) . . . . ? O2 C12 C13 C14 -69.7(3) . . . . ? O1 C12 C13 C14 108.5(3) . . . . ? C12 C13 C14 C15 -69.4(3) . . . . ? C12 C13 C14 C19 105.1(3) . . . . ? C19 C14 C15 C16 0.1(5) . . . . ? C13 C14 C15 C16 174.9(3) . . . . ? C14 C15 C16 C17 0.1(6) . . . . ? C15 C16 C17 C18 -0.1(6) . . . . ? C16 C17 C18 C19 -0.2(6) . . . . ? C17 C18 C19 C14 0.4(5) . . . . ? C17 C18 C19 C20 -177.3(3) . . . . ? C15 C14 C19 C18 -0.3(4) . . . . ? C13 C14 C19 C18 -174.7(3) . . . . ? C15 C14 C19 C20 177.2(3) . . . . ? C13 C14 C19 C20 2.8(4) . . . . ? C18 C19 C20 C21 -79.3(4) . . . . ? C14 C19 C20 C21 103.1(3) . . . . ? Zn1 O3 C21 O4 11.8(4) 4 . . . ? Zn1 O3 C21 C20 -166.7(2) 4 . . . ? Zn1 O4 C21 O3 -10.9(5) 2_746 . . . ? Zn1 O4 C21 C20 167.7(2) 2_746 . . . ? C19 C20 C21 O3 -54.5(4) . . . . ? C19 C20 C21 O4 126.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.95 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.423 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.065 _database_code_depnum_ccdc_archive 'CCDC 946074' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex3-MeCN _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H34 N4 O4 Zn, H2 O' _chemical_formula_sum 'C32 H36 N4 O5 Zn' _chemical_formula_weight 622.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 2/c' _symmetry_space_group_name_Hall '-P 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 9.2122(18) _cell_length_b 10.310(2) _cell_length_c 17.092(5) _cell_angle_alpha 90.00 _cell_angle_beta 117.59(2) _cell_angle_gamma 90.00 _cell_volume 1438.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.436 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 0.902 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8401 _exptl_absorpt_correction_T_max 0.8691 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10240 _diffrn_reflns_av_R_equivalents 0.0588 _diffrn_reflns_av_sigmaI/netI 0.0570 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2682 _reflns_number_gt 2408 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0647P)^2^+1.9246P] 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 2682 _refine_ls_number_parameters 192 _refine_ls_number_restraints 28 _refine_ls_R_factor_all 0.0814 _refine_ls_R_factor_gt 0.0718 _refine_ls_wR_factor_ref 0.1686 _refine_ls_wR_factor_gt 0.1624 _refine_ls_goodness_of_fit_ref 1.164 _refine_ls_restrained_S_all 1.163 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.0000 0.43920(4) 0.2500 0.03370(11) Uani 1 2 d S . . O1 O 0.2088(2) 0.35084(17) 0.28634(11) 0.0422(5) Uani 1 1 d . . . O2 O 0.1294(2) 0.2165(2) 0.35963(12) 0.0589(6) Uani 1 1 d . . . O3 O 1.0000 0.9621(13) 0.2500 0.370(5) Uani 1 2 d SDU . . H2W H 0.9883 0.8906 0.2708 0.555 Uiso 0.50 1 d PRD . . H1W H 0.9896 1.0320 0.2725 0.555 Uiso 0.50 1 d PRD . . N1 N 0.0096(2) 0.56393(19) 0.34579(12) 0.0326(5) Uani 1 1 d . . . N2 N -0.0898(2) 0.6917(2) 0.41428(12) 0.0340(6) Uani 1 1 d . . . C1 C -0.2652(3) 0.6586(3) 0.25208(18) 0.0502(9) Uani 1 1 d . . . H1A H -0.2431 0.7196 0.2165 0.075 Uiso 1 1 calc R . . H1B H -0.3506 0.6918 0.2637 0.075 Uiso 1 1 calc R . . H1C H -0.2992 0.5775 0.2213 0.075 Uiso 1 1 calc R . . C2 C -0.1151(3) 0.6385(2) 0.33651(15) 0.0345(7) Uani 1 1 d . . . C3 C 0.1230(3) 0.5701(2) 0.43460(14) 0.0318(6) Uani 1 1 d . . . C4 C 0.2747(3) 0.5108(3) 0.47988(16) 0.0391(7) Uani 1 1 d . . . H4 H 0.3176 0.4583 0.4514 0.047 Uiso 1 1 calc R . . C5 C 0.3586(3) 0.5339(3) 0.56954(17) 0.0460(8) Uani 1 1 d . . . H5 H 0.4617 0.4974 0.6021 0.055 Uiso 1 1 calc R . . C6 C 0.2932(3) 0.6101(3) 0.61238(17) 0.0471(8) Uani 1 1 d U . . H6 H 0.3538 0.6219 0.6730 0.056 Uiso 1 1 calc R . . C7 C 0.1432(3) 0.6685(3) 0.56900(16) 0.0403(7) Uani 1 1 d U . . H7 H 0.0991 0.7182 0.5982 0.048 Uiso 1 1 calc R . . C8 C 0.0615(3) 0.6485(2) 0.47865(14) 0.0315(6) Uani 1 1 d . . . C9 C -0.1996(3) 0.7821(2) 0.42766(17) 0.0412(7) Uani 1 1 d . . . H9A H -0.1739 0.7815 0.4895 0.049 Uiso 1 1 calc R . . H9B H -0.3118 0.7527 0.3936 0.049 Uiso 1 1 calc R . . C10 C -0.1854(4) 0.9194(3) 0.4005(2) 0.0533(9) Uani 1 1 d . . . H10A H -0.2667 0.9727 0.4062 0.064 Uiso 1 1 calc R . . H10B H -0.2111 0.9191 0.3386 0.064 Uiso 1 1 calc R . . C11 C -0.0186(4) 0.9814(3) 0.45321(18) 0.0528(9) Uani 1 1 d . . . H11A H -0.0124 1.0586 0.4225 0.063 Uiso 1 1 calc R . . H11B H 0.0648 0.9215 0.4559 0.063 Uiso 1 1 calc R . . C12 C 0.2214(3) 0.2462(3) 0.32943(15) 0.0376(7) Uani 1 1 d . . . C13 C 0.3608(3) 0.1574(3) 0.33991(17) 0.0498(8) Uani 1 1 d . . . H13A H 0.3216 0.1001 0.2892 0.060 Uiso 1 1 calc R . . H13B H 0.4477 0.2101 0.3395 0.060 Uiso 1 1 calc R . . C14 C 0.4319(3) 0.0756(3) 0.42269(18) 0.0438(8) Uani 1 1 d . . . C15 C 0.3799(4) -0.0495(3) 0.4238(2) 0.0574(10) Uani 1 1 d . . . H15 H 0.2983 -0.0849 0.3720 0.069 Uiso 1 1 calc R . . C16 C 0.5541(4) 0.1234(3) 0.5004(2) 0.0573(10) Uani 1 1 d . . . H16 H 0.5931 0.2070 0.5018 0.069 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 0.04009(18) 0.0313(2) 0.02943(17) 0.000 0.01587(14) 0.000 O1 0.0461(8) 0.0337(9) 0.0435(8) 0.0104(7) 0.0181(7) 0.0076(8) O2 0.0634(9) 0.0672(13) 0.0603(9) 0.0258(9) 0.0408(7) 0.0209(10) O3 0.367(6) 0.373(7) 0.374(6) 0.000 0.175(4) 0.000 N1 0.0377(9) 0.0309(10) 0.0290(8) -0.0045(8) 0.0152(7) -0.0050(9) N2 0.0403(9) 0.0282(10) 0.0352(9) -0.0052(8) 0.0189(7) -0.0020(8) C1 0.0466(14) 0.0539(17) 0.0401(13) -0.0091(12) 0.0116(11) 0.0081(14) C2 0.0392(11) 0.0303(12) 0.0335(11) -0.0036(10) 0.0163(8) -0.0047(10) C3 0.0380(10) 0.0307(12) 0.0283(10) -0.0014(9) 0.0165(8) -0.0075(10) C4 0.0407(12) 0.0367(14) 0.0390(12) 0.0000(11) 0.0177(9) 0.0015(11) C5 0.0397(13) 0.0485(16) 0.0411(13) 0.0067(12) 0.0113(10) -0.0004(12) C6 0.0553(13) 0.0491(15) 0.0336(11) -0.0031(11) 0.0179(10) -0.0115(13) C7 0.0499(12) 0.0375(13) 0.0335(11) -0.0033(10) 0.0194(9) -0.0069(11) C8 0.0385(10) 0.0245(11) 0.0322(10) -0.0037(9) 0.0171(8) -0.0064(10) C9 0.0439(11) 0.0337(13) 0.0495(12) -0.0067(11) 0.0245(9) -0.0010(11) C10 0.0677(16) 0.0358(15) 0.0577(15) -0.0023(12) 0.0300(12) 0.0070(14) C11 0.0786(16) 0.0331(14) 0.0599(14) -0.0097(12) 0.0432(11) -0.0062(13) C12 0.0454(12) 0.0361(14) 0.0318(10) 0.0033(10) 0.0183(9) 0.0050(11) C13 0.0578(13) 0.0462(16) 0.0538(13) 0.0163(12) 0.0327(10) 0.0143(13) C14 0.0477(12) 0.0380(14) 0.0533(12) 0.0117(11) 0.0297(10) 0.0121(11) C15 0.0639(17) 0.0421(16) 0.0527(16) 0.0075(13) 0.0156(13) -0.0004(15) C16 0.0658(16) 0.0324(14) 0.0720(17) 0.0143(13) 0.0304(13) 0.0006(14) _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 1.9514(18) 2 ? Zn1 O1 1.9514(18) . ? Zn1 N1 2.051(2) . ? Zn1 N1 2.051(2) 2 ? O1 C12 1.281(3) . ? O2 C12 1.217(4) . ? O3 H1W 0.8433 . ? O3 H2W 0.8463 . ? O3 H2W 0.8463 . ? O3 H1W 0.8433 . ? N1 C2 1.329(3) . ? N1 C3 1.390(3) . ? N2 C2 1.355(3) . ? N2 C8 1.390(3) . ? N2 C9 1.469(3) . ? C1 C2 1.479(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C4 1.387(3) . ? C3 C8 1.392(4) . ? C4 C5 1.380(4) . ? C4 H4 0.9300 . ? C5 C6 1.387(4) . ? C5 H5 0.9300 . ? C6 C7 1.369(4) . ? C6 H6 0.9300 . ? C7 C8 1.385(3) . ? C7 H7 0.9300 . ? C9 C10 1.515(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.516(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.521(6) 3_576 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.519(4) . ? C13 C14 1.511(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C16 1.374(4) . ? C14 C15 1.378(4) . ? C15 C16 1.379(4) 3_656 ? C15 H15 0.9300 . ? C16 C15 1.379(4) 3_656 ? C16 H16 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 O1 124.34(11) 2 . ? O1 Zn1 N1 102.62(8) 2 . ? O1 Zn1 N1 111.52(7) . . ? O1 Zn1 N1 111.52(7) 2 2 ? O1 Zn1 N1 102.62(8) . 2 ? N1 Zn1 N1 102.36(12) . 2 ? C12 O1 Zn1 112.94(17) . . ? H1W O3 H2W 119.3 . . ? H1W O3 H2W 119.3 . . ? H2W O3 H2W 0.0 . . ? H1W O3 H1W 0.0 . . ? H2W O3 H1W 119.3 . . ? H2W O3 H1W 119.3 . . ? C2 N1 C3 106.0(2) . . ? C2 N1 Zn1 123.51(14) . . ? C3 N1 Zn1 129.28(16) . . ? C2 N2 C8 107.5(2) . . ? C2 N2 C9 126.28(18) . . ? C8 N2 C9 126.2(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 111.77(18) . . ? N1 C2 C1 124.2(2) . . ? N2 C2 C1 124.0(2) . . ? C4 C3 N1 130.0(2) . . ? C4 C3 C8 120.8(2) . . ? N1 C3 C8 109.2(2) . . ? C5 C4 C3 116.4(3) . . ? C5 C4 H4 121.8 . . ? C3 C4 H4 121.8 . . ? C4 C5 C6 121.8(2) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? C7 C6 C5 122.6(2) . . ? C7 C6 H6 118.7 . . ? C5 C6 H6 118.7 . . ? C6 C7 C8 115.4(3) . . ? C6 C7 H7 122.3 . . ? C8 C7 H7 122.3 . . ? C7 C8 N2 131.5(2) . . ? C7 C8 C3 122.9(2) . . ? N2 C8 C3 105.56(19) . . ? N2 C9 C10 112.4(3) . . ? N2 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N2 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C9 C10 C11 114.8(2) . . ? C9 C10 H10A 108.6 . . ? C11 C10 H10A 108.6 . . ? C9 C10 H10B 108.6 . . ? C11 C10 H10B 108.6 . . ? H10A C10 H10B 107.5 . . ? C10 C11 C11 113.8(4) . 3_576 ? C10 C11 H11A 108.8 . . ? C11 C11 H11A 108.8 3_576 . ? C10 C11 H11B 108.8 . . ? C11 C11 H11B 108.8 3_576 . ? H11A C11 H11B 107.7 . . ? O2 C12 O1 124.0(3) . . ? O2 C12 C13 121.0(2) . . ? O1 C12 C13 114.9(3) . . ? C14 C13 C12 115.0(3) . . ? C14 C13 H13A 108.5 . . ? C12 C13 H13A 108.5 . . ? C14 C13 H13B 108.5 . . ? C12 C13 H13B 108.5 . . ? H13A C13 H13B 107.5 . . ? C16 C14 C15 117.2(3) . . ? C16 C14 C13 120.7(3) . . ? C15 C14 C13 122.1(2) . . ? C14 C15 C16 121.7(3) . 3_656 ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 3_656 . ? C14 C16 C15 121.2(3) . 3_656 ? C14 C16 H16 119.4 . . ? C15 C16 H16 119.4 3_656 . ? 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 O1 Zn1 O1 C12 -35.82(14) 2 . . . ? N1 Zn1 O1 C12 87.81(17) . . . . ? N1 Zn1 O1 C12 -163.28(16) 2 . . . ? O1 Zn1 N1 C2 -46.7(2) 2 . . . ? O1 Zn1 N1 C2 178.1(2) . . . . ? N1 Zn1 N1 C2 69.04(19) 2 . . . ? O1 Zn1 N1 C3 118.6(2) 2 . . . ? O1 Zn1 N1 C3 -16.6(2) . . . . ? N1 Zn1 N1 C3 -125.6(2) 2 . . . ? C3 N1 C2 N2 -0.6(3) . . . . ? Zn1 N1 C2 N2 167.67(16) . . . . ? C3 N1 C2 C1 -179.2(3) . . . . ? Zn1 N1 C2 C1 -10.9(4) . . . . ? C8 N2 C2 N1 -0.1(3) . . . . ? C9 N2 C2 N1 177.9(2) . . . . ? C8 N2 C2 C1 178.5(3) . . . . ? C9 N2 C2 C1 -3.5(4) . . . . ? C2 N1 C3 C4 -179.9(3) . . . . ? Zn1 N1 C3 C4 12.8(4) . . . . ? C2 N1 C3 C8 1.1(3) . . . . ? Zn1 N1 C3 C8 -166.25(17) . . . . ? N1 C3 C4 C5 -178.7(3) . . . . ? C8 C3 C4 C5 0.2(4) . . . . ? C3 C4 C5 C6 1.3(4) . . . . ? C4 C5 C6 C7 -0.8(5) . . . . ? C5 C6 C7 C8 -1.2(4) . . . . ? C6 C7 C8 N2 -179.9(3) . . . . ? C6 C7 C8 C3 2.7(4) . . . . ? C2 N2 C8 C7 -176.9(3) . . . . ? C9 N2 C8 C7 5.0(4) . . . . ? C2 N2 C8 C3 0.8(3) . . . . ? C9 N2 C8 C3 -177.3(2) . . . . ? C4 C3 C8 C7 -2.3(4) . . . . ? N1 C3 C8 C7 176.8(2) . . . . ? C4 C3 C8 N2 179.7(2) . . . . ? N1 C3 C8 N2 -1.1(3) . . . . ? C2 N2 C9 C10 -78.5(3) . . . . ? C8 N2 C9 C10 99.2(3) . . . . ? N2 C9 C10 C11 -63.0(3) . . . . ? C9 C10 C11 C11 -72.7(4) . . . 3_576 ? Zn1 O1 C12 O2 -13.4(3) . . . . ? Zn1 O1 C12 C13 165.81(16) . . . . ? O2 C12 C13 C14 -30.4(3) . . . . ? O1 C12 C13 C14 150.4(2) . . . . ? C12 C13 C14 C16 -86.5(4) . . . . ? C12 C13 C14 C15 94.5(4) . . . . ? C16 C14 C15 C16 0.8(6) . . . 3_656 ? C13 C14 C15 C16 179.9(3) . . . 3_656 ? C15 C14 C16 C15 -0.8(6) . . . 3_656 ? C13 C14 C16 C15 -179.9(3) . . . 3_656 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.109 _refine_diff_density_min -0.519 _refine_diff_density_rms 0.078 _database_code_depnum_ccdc_archive 'CCDC 946075' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex4-MeCN _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H34 Cd N4 O4, H2 O' _chemical_formula_sum 'C32 H36 Cd N4 O5' _chemical_formula_weight 669.05 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 2/c' _symmetry_space_group_name_Hall '-P 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 9.0575(18) _cell_length_b 10.338(2) _cell_length_c 17.427(5) _cell_angle_alpha 90.00 _cell_angle_beta 115.35(2) _cell_angle_gamma 90.00 _cell_volume 1474.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 0.788 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8334 _exptl_absorpt_correction_T_max 0.8843 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15114 _diffrn_reflns_av_R_equivalents 0.0543 _diffrn_reflns_av_sigmaI/netI 0.0414 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2752 _reflns_number_gt 2668 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0443P)^2^+2.0063P] 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 2752 _refine_ls_number_parameters 192 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.0538 _refine_ls_R_factor_gt 0.0514 _refine_ls_wR_factor_ref 0.1123 _refine_ls_wR_factor_gt 0.1109 _refine_ls_goodness_of_fit_ref 1.132 _refine_ls_restrained_S_all 1.131 _refine_ls_shift/su_max 0.004 _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 0.5000 0.40895(4) 0.2500 0.03609(17) Uani 1 2 d S . . O1 O 0.2510(4) 0.3317(3) 0.2227(2) 0.0526(8) Uani 1 1 d U . . O2 O 0.3551(4) 0.2204(3) 0.1515(2) 0.0552(9) Uani 1 1 d U . . O3 O 0.5000 0.9640(12) 0.2500 0.188(5) Uani 1 2 d SU . . H1W H 0.5077 0.9967 0.2065 0.282 Uiso 1 1 d R . . N1 N 0.4870(4) 0.5575(3) 0.1506(2) 0.0360(8) Uani 1 1 d . . . N2 N 0.5845(4) 0.6903(3) 0.0826(2) 0.0391(8) Uani 1 1 d . . . C1 C 0.2509(5) 0.2364(4) 0.1783(3) 0.0402(10) Uani 1 1 d U . . C2 C 0.1161(6) 0.1374(5) 0.1614(3) 0.0500(11) Uani 1 1 d U . . H2A H 0.1551 0.0739 0.2067 0.060 Uiso 1 1 calc R . . H2B H 0.0235 0.1811 0.1638 0.060 Uiso 1 1 calc R . . C3 C 0.0573(6) 0.0667(4) 0.0776(3) 0.0437(11) Uani 1 1 d . . . C4 C 0.1027(6) -0.0598(5) 0.0731(3) 0.0523(12) Uani 1 1 d . . . H4 H 0.1727 -0.1018 0.1225 0.063 Uiso 1 1 calc R . . C5 C -0.0463(6) 0.1251(5) 0.0033(3) 0.0521(12) Uani 1 1 d . . . H5 H -0.0791 0.2101 0.0044 0.062 Uiso 1 1 calc R . . C6 C 0.7574(6) 0.6550(5) 0.2386(3) 0.0555(13) Uani 1 1 d . . . H6A H 0.8151 0.7299 0.2335 0.083 Uiso 1 1 calc R . . H6B H 0.8270 0.5805 0.2504 0.083 Uiso 1 1 calc R . . H6C H 0.7259 0.6677 0.2841 0.083 Uiso 1 1 calc R . . C7 C 0.6089(5) 0.6346(4) 0.1578(3) 0.0390(10) Uani 1 1 d . . . C8 C 0.3748(5) 0.5643(4) 0.0658(3) 0.0352(9) Uani 1 1 d . . . C9 C 0.2253(5) 0.5022(4) 0.0231(3) 0.0423(10) Uani 1 1 d . . . H9 H 0.1838 0.4472 0.0513 0.051 Uiso 1 1 calc R . . C10 C 0.1412(6) 0.5256(5) -0.0627(3) 0.0484(12) Uani 1 1 d . . . H10 H 0.0401 0.4866 -0.0928 0.058 Uiso 1 1 calc R . . C11 C 0.2046(6) 0.6069(5) -0.1054(3) 0.0491(12) Uani 1 1 d . . . H11 H 0.1455 0.6189 -0.1635 0.059 Uiso 1 1 calc R . . C12 C 0.3511(6) 0.6692(4) -0.0642(3) 0.0456(11) Uani 1 1 d . . . H12 H 0.3922 0.7237 -0.0929 0.055 Uiso 1 1 calc R . . C13 C 0.4355(5) 0.6471(4) 0.0225(3) 0.0368(9) Uani 1 1 d . . . C14 C 0.6945(6) 0.7823(4) 0.0688(3) 0.0479(11) Uani 1 1 d . . . H14A H 0.6709 0.7827 0.0090 0.057 Uiso 1 1 calc R . . H14B H 0.8064 0.7536 0.1003 0.057 Uiso 1 1 calc R . . C15 C 0.6780(7) 0.9178(4) 0.0959(4) 0.0556(13) Uani 1 1 d . . . H15A H 0.7625 0.9710 0.0917 0.067 Uiso 1 1 calc R . . H15B H 0.6974 0.9159 0.1551 0.067 Uiso 1 1 calc R . . C16 C 0.5143(7) 0.9809(5) 0.0450(3) 0.0543(13) Uani 1 1 d . . . H16A H 0.5058 1.0577 0.0748 0.065 Uiso 1 1 calc R . . H16B H 0.4286 0.9218 0.0416 0.065 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 0.0418(3) 0.0345(3) 0.0314(3) 0.000 0.0152(2) 0.000 O1 0.0531(19) 0.0481(19) 0.057(2) -0.0199(16) 0.0235(16) -0.0113(15) O2 0.055(2) 0.058(2) 0.057(2) -0.0168(16) 0.0283(17) -0.0140(16) O3 0.192(8) 0.189(8) 0.183(8) 0.000 0.081(6) 0.000 N1 0.042(2) 0.037(2) 0.0282(18) 0.0038(14) 0.0142(16) 0.0013(16) N2 0.045(2) 0.0335(19) 0.043(2) 0.0030(16) 0.0232(18) 0.0011(16) C1 0.044(2) 0.038(2) 0.034(2) -0.0043(17) 0.0123(18) -0.0072(18) C2 0.058(3) 0.046(3) 0.050(3) -0.011(2) 0.027(2) -0.012(2) C3 0.043(3) 0.043(3) 0.047(3) -0.010(2) 0.022(2) -0.013(2) C4 0.058(3) 0.042(3) 0.046(3) 0.002(2) 0.012(2) 0.002(2) C5 0.058(3) 0.037(3) 0.055(3) -0.010(2) 0.017(2) 0.001(2) C6 0.049(3) 0.054(3) 0.053(3) 0.002(2) 0.012(2) -0.010(2) C7 0.038(2) 0.035(2) 0.042(3) 0.0043(19) 0.015(2) 0.0039(19) C8 0.043(2) 0.031(2) 0.033(2) 0.0026(17) 0.0180(19) 0.0087(18) C9 0.044(3) 0.043(3) 0.041(3) 0.000(2) 0.018(2) 0.001(2) C10 0.049(3) 0.049(3) 0.042(3) -0.009(2) 0.015(2) 0.006(2) C11 0.062(3) 0.051(3) 0.030(2) 0.002(2) 0.015(2) 0.016(2) C12 0.064(3) 0.039(3) 0.041(3) 0.006(2) 0.029(2) 0.013(2) C13 0.044(2) 0.031(2) 0.038(2) 0.0035(18) 0.019(2) 0.0092(19) C14 0.049(3) 0.041(3) 0.064(3) 0.011(2) 0.034(2) 0.002(2) C15 0.068(3) 0.036(3) 0.071(4) 0.005(2) 0.037(3) -0.008(2) C16 0.078(4) 0.031(2) 0.073(4) -0.001(2) 0.052(3) 0.001(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 2.243(3) . ? Cd1 O1 2.243(3) 2_655 ? Cd1 N1 2.280(3) 2_655 ? Cd1 N1 2.280(3) . ? Cd1 O2 2.557(3) . ? Cd1 O2 2.557(3) 2_655 ? Cd1 C1 2.724(4) . ? Cd1 C1 2.724(4) 2_655 ? O1 C1 1.253(5) . ? O2 C1 1.231(5) . ? O3 H1W 0.8600 . ? N1 C7 1.324(5) . ? N1 C8 1.392(5) . ? N2 C7 1.359(5) . ? N2 C13 1.381(5) . ? N2 C14 1.470(5) . ? C1 C2 1.522(6) . ? C2 C3 1.511(6) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C5 1.372(7) . ? C3 C4 1.383(6) . ? C4 C5 1.381(7) 3 ? C4 H4 0.9300 . ? C5 C4 1.381(7) 3 ? C5 H5 0.9300 . ? C6 C7 1.489(6) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C8 C9 1.391(6) . ? C8 C13 1.400(6) . ? C9 C10 1.378(6) . ? C9 H9 0.9300 . ? C10 C11 1.398(7) . ? C10 H10 0.9300 . ? C11 C12 1.370(7) . ? C11 H11 0.9300 . ? C12 C13 1.389(6) . ? C12 H12 0.9300 . ? C14 C15 1.506(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.512(7) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C16 1.527(9) 3_675 ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? 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 138.29(18) . 2_655 ? O1 Cd1 N1 96.95(12) . 2_655 ? O1 Cd1 N1 111.01(13) 2_655 2_655 ? O1 Cd1 N1 111.01(13) . . ? O1 Cd1 N1 96.95(12) 2_655 . ? N1 Cd1 N1 95.32(17) 2_655 . ? O1 Cd1 O2 53.57(11) . . ? O1 Cd1 O2 92.93(12) 2_655 . ? N1 Cd1 O2 150.26(12) 2_655 . ? N1 Cd1 O2 99.12(12) . . ? O1 Cd1 O2 92.93(12) . 2_655 ? O1 Cd1 O2 53.57(11) 2_655 2_655 ? N1 Cd1 O2 99.12(12) 2_655 2_655 ? N1 Cd1 O2 150.26(12) . 2_655 ? O2 Cd1 O2 80.67(17) . 2_655 ? O1 Cd1 C1 27.06(12) . . ? O1 Cd1 C1 115.11(14) 2_655 . ? N1 Cd1 C1 123.56(13) 2_655 . ? N1 Cd1 C1 109.22(13) . . ? O2 Cd1 C1 26.72(11) . . ? O2 Cd1 C1 83.97(13) 2_655 . ? O1 Cd1 C1 115.11(14) . 2_655 ? O1 Cd1 C1 27.06(12) 2_655 2_655 ? N1 Cd1 C1 109.22(13) 2_655 2_655 ? N1 Cd1 C1 123.56(13) . 2_655 ? O2 Cd1 C1 83.97(12) . 2_655 ? O2 Cd1 C1 26.72(11) 2_655 2_655 ? C1 Cd1 C1 98.19(19) . 2_655 ? C1 O1 Cd1 98.4(3) . . ? C1 O2 Cd1 84.2(3) . . ? C7 N1 C8 105.7(3) . . ? C7 N1 Cd1 124.3(3) . . ? C8 N1 Cd1 128.2(3) . . ? C7 N2 C13 107.3(3) . . ? C7 N2 C14 126.2(4) . . ? C13 N2 C14 126.5(4) . . ? O2 C1 O1 122.9(4) . . ? O2 C1 C2 121.2(4) . . ? O1 C1 C2 115.9(4) . . ? O2 C1 Cd1 69.1(2) . . ? O1 C1 Cd1 54.6(2) . . ? C2 C1 Cd1 165.3(3) . . ? C3 C2 C1 115.7(4) . . ? C3 C2 H2A 108.3 . . ? C1 C2 H2A 108.3 . . ? C3 C2 H2B 108.3 . . ? C1 C2 H2B 108.3 . . ? H2A C2 H2B 107.4 . . ? C5 C3 C4 117.6(4) . . ? C5 C3 C2 120.9(4) . . ? C4 C3 C2 121.5(5) . . ? C5 C4 C3 121.4(5) 3 . ? C5 C4 H4 119.3 3 . ? C3 C4 H4 119.3 . . ? C3 C5 C4 121.0(5) . 3 ? C3 C5 H5 119.5 . . ? C4 C5 H5 119.5 3 . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N1 C7 N2 112.3(4) . . ? N1 C7 C6 123.6(4) . . ? N2 C7 C6 124.1(4) . . ? C9 C8 N1 130.2(4) . . ? C9 C8 C13 120.7(4) . . ? N1 C8 C13 109.1(4) . . ? C10 C9 C8 117.3(4) . . ? C10 C9 H9 121.4 . . ? C8 C9 H9 121.4 . . ? C9 C10 C11 121.4(5) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C12 C11 C10 122.1(4) . . ? C12 C11 H11 119.0 . . ? C10 C11 H11 119.0 . . ? C11 C12 C13 116.8(4) . . ? C11 C12 H12 121.6 . . ? C13 C12 H12 121.6 . . ? N2 C13 C12 132.5(4) . . ? N2 C13 C8 105.7(4) . . ? C12 C13 C8 121.7(4) . . ? N2 C14 C15 112.7(4) . . ? N2 C14 H14A 109.1 . . ? C15 C14 H14A 109.1 . . ? N2 C14 H14B 109.1 . . ? C15 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? C14 C15 C16 114.9(4) . . ? C14 C15 H15A 108.5 . . ? C16 C15 H15A 108.5 . . ? C14 C15 H15B 108.5 . . ? C16 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? C15 C16 C16 114.0(5) . 3_675 ? C15 C16 H16A 108.8 . . ? C16 C16 H16A 108.8 3_675 . ? C15 C16 H16B 108.8 . . ? C16 C16 H16B 108.8 3_675 . ? H16A C16 H16B 107.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cd1 O1 C1 -37.4(3) 2_655 . . . ? N1 Cd1 O1 C1 -170.2(3) 2_655 . . . ? N1 Cd1 O1 C1 91.3(3) . . . . ? O2 Cd1 O1 C1 5.5(3) . . . . ? O2 Cd1 O1 C1 -70.6(3) 2_655 . . . ? C1 Cd1 O1 C1 -55.2(4) 2_655 . . . ? O1 Cd1 O2 C1 -5.6(3) . . . . ? O1 Cd1 O2 C1 147.5(3) 2_655 . . . ? N1 Cd1 O2 C1 3.1(4) 2_655 . . . ? N1 Cd1 O2 C1 -115.0(3) . . . . ? O2 Cd1 O2 C1 95.1(3) 2_655 . . . ? C1 Cd1 O2 C1 121.9(3) 2_655 . . . ? O1 Cd1 N1 C7 168.2(3) . . . . ? O1 Cd1 N1 C7 -43.3(4) 2_655 . . . ? N1 Cd1 N1 C7 68.6(3) 2_655 . . . ? O2 Cd1 N1 C7 -137.4(3) . . . . ? O2 Cd1 N1 C7 -50.3(5) 2_655 . . . ? C1 Cd1 N1 C7 -163.0(3) . . . . ? C1 Cd1 N1 C7 -48.7(4) 2_655 . . . ? O1 Cd1 N1 C8 -29.4(4) . . . . ? O1 Cd1 N1 C8 119.1(3) 2_655 . . . ? N1 Cd1 N1 C8 -129.0(4) 2_655 . . . ? O2 Cd1 N1 C8 24.9(3) . . . . ? O2 Cd1 N1 C8 112.1(4) 2_655 . . . ? C1 Cd1 N1 C8 -0.6(4) . . . . ? C1 Cd1 N1 C8 113.7(3) 2_655 . . . ? Cd1 O2 C1 O1 9.6(4) . . . . ? Cd1 O2 C1 C2 -168.3(4) . . . . ? Cd1 O1 C1 O2 -11.0(5) . . . . ? Cd1 O1 C1 C2 167.0(3) . . . . ? O1 Cd1 C1 O2 170.1(5) . . . . ? O1 Cd1 C1 O2 -36.4(3) 2_655 . . . ? N1 Cd1 C1 O2 -178.2(2) 2_655 . . . ? N1 Cd1 C1 O2 71.4(3) . . . . ? O2 Cd1 C1 O2 -81.2(3) 2_655 . . . ? C1 Cd1 C1 O2 -58.5(2) 2_655 . . . ? O1 Cd1 C1 O1 153.5(2) 2_655 . . . ? N1 Cd1 C1 O1 11.7(3) 2_655 . . . ? N1 Cd1 C1 O1 -98.7(3) . . . . ? O2 Cd1 C1 O1 -170.1(5) . . . . ? O2 Cd1 C1 O1 108.7(3) 2_655 . . . ? C1 Cd1 C1 O1 131.3(3) 2_655 . . . ? O1 Cd1 C1 C2 -53.1(13) . . . . ? O1 Cd1 C1 C2 100.4(13) 2_655 . . . ? N1 Cd1 C1 C2 -41.4(14) 2_655 . . . ? N1 Cd1 C1 C2 -151.9(13) . . . . ? O2 Cd1 C1 C2 136.7(15) . . . . ? O2 Cd1 C1 C2 55.5(13) 2_655 . . . ? C1 Cd1 C1 C2 78.2(13) 2_655 . . . ? O2 C1 C2 C3 -33.0(7) . . . . ? O1 C1 C2 C3 149.0(4) . . . . ? Cd1 C1 C2 C3 -164.6(11) . . . . ? C1 C2 C3 C5 -77.4(6) . . . . ? C1 C2 C3 C4 104.1(5) . . . . ? C5 C3 C4 C5 0.1(8) . . . 3 ? C2 C3 C4 C5 178.7(5) . . . 3 ? C4 C3 C5 C4 -0.1(8) . . . 3 ? C2 C3 C5 C4 -178.7(4) . . . 3 ? C8 N1 C7 N2 -0.8(5) . . . . ? Cd1 N1 C7 N2 164.9(3) . . . . ? C8 N1 C7 C6 -179.3(4) . . . . ? Cd1 N1 C7 C6 -13.6(6) . . . . ? C13 N2 C7 N1 0.5(5) . . . . ? C14 N2 C7 N1 178.9(4) . . . . ? C13 N2 C7 C6 179.0(4) . . . . ? C14 N2 C7 C6 -2.6(7) . . . . ? C7 N1 C8 C9 179.5(4) . . . . ? Cd1 N1 C8 C9 14.5(6) . . . . ? C7 N1 C8 C13 0.8(5) . . . . ? Cd1 N1 C8 C13 -164.2(3) . . . . ? N1 C8 C9 C10 -178.5(4) . . . . ? C13 C8 C9 C10 0.1(6) . . . . ? C8 C9 C10 C11 1.0(7) . . . . ? C9 C10 C11 C12 -1.4(7) . . . . ? C10 C11 C12 C13 0.6(7) . . . . ? C7 N2 C13 C12 -178.2(5) . . . . ? C14 N2 C13 C12 3.4(7) . . . . ? C7 N2 C13 C8 0.0(4) . . . . ? C14 N2 C13 C8 -178.4(4) . . . . ? C11 C12 C13 N2 178.5(4) . . . . ? C11 C12 C13 C8 0.5(6) . . . . ? C9 C8 C13 N2 -179.3(4) . . . . ? N1 C8 C13 N2 -0.5(4) . . . . ? C9 C8 C13 C12 -0.8(6) . . . . ? N1 C8 C13 C12 178.0(4) . . . . ? C7 N2 C14 C15 -79.3(6) . . . . ? C13 N2 C14 C15 98.8(5) . . . . ? N2 C14 C15 C16 -65.3(6) . . . . ? C14 C15 C16 C16 -71.9(7) . . . 3_675 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.749 _refine_diff_density_min -0.628 _refine_diff_density_rms 0.078 _database_code_depnum_ccdc_archive 'CCDC 946076' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex5-MeOH _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H21 N2 O5 Zn' _chemical_formula_sum 'C25 H21 N2 O5 Zn' _chemical_formula_weight 494.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 11.936(2) _cell_length_b 14.277(3) _cell_length_c 13.726(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.86(3) _cell_angle_gamma 90.00 _cell_volume 2304.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.426 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 1.104 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7853 _exptl_absorpt_correction_T_max 0.8519 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28368 _diffrn_reflns_av_R_equivalents 0.0485 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 27.93 _reflns_number_total 5503 _reflns_number_gt 5083 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0532P)^2^+4.9900P] 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 5503 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0692 _refine_ls_R_factor_gt 0.0625 _refine_ls_wR_factor_ref 0.1432 _refine_ls_wR_factor_gt 0.1386 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.002 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 0.55807(3) 0.06528(3) 0.43522(3) 0.03101(13) Uani 1 1 d . . . O1 O 0.5791(2) -0.0120(2) 0.6609(2) 0.0469(7) Uani 1 1 d . . . O2 O 0.6602(2) 0.0864(2) 0.56726(19) 0.0457(7) Uani 1 1 d . . . O3 O 0.9783(2) 0.1317(2) 0.9849(2) 0.0598(9) Uani 1 1 d . . . O4 O 1.3671(2) 0.43401(19) 1.0635(2) 0.0502(7) Uani 1 1 d . . . O5 O 1.4444(2) 0.33730(19) 0.9657(2) 0.0459(6) Uani 1 1 d . . . N1 N 0.6436(2) 0.1279(2) 0.3372(2) 0.0369(7) Uani 1 1 d . . . N2 N 0.6662(3) 0.1588(2) 0.1835(2) 0.0388(7) Uani 1 1 d . . . C1 C 0.4810(4) 0.2071(3) 0.2310(3) 0.0523(10) Uani 1 1 d . . . H1A H 0.4436 0.1973 0.2868 0.078 Uiso 1 1 calc R . . H1B H 0.4367 0.1794 0.1732 0.078 Uiso 1 1 calc R . . H1C H 0.4888 0.2731 0.2205 0.078 Uiso 1 1 calc R . . C2 C 0.5960(3) 0.1628(3) 0.2506(3) 0.0367(8) Uani 1 1 d . . . C3 C 0.7533(3) 0.1010(3) 0.3265(3) 0.0382(8) Uani 1 1 d . . . C4 C 0.8427(3) 0.0659(3) 0.3950(3) 0.0536(11) Uani 1 1 d . . . H4 H 0.8345 0.0543 0.4601 0.064 Uiso 1 1 calc R . . C5 C 0.9436(4) 0.0492(4) 0.3628(4) 0.0631(13) Uani 1 1 d . . . H5 H 1.0050 0.0261 0.4073 0.076 Uiso 1 1 calc R . . C6 C 0.9568(4) 0.0658(4) 0.2654(4) 0.0603(12) Uani 1 1 d . . . H6 H 1.0262 0.0527 0.2464 0.072 Uiso 1 1 calc R . . C7 C 0.8697(4) 0.1010(3) 0.1969(3) 0.0516(10) Uani 1 1 d . . . H7 H 0.8783 0.1122 0.1318 0.062 Uiso 1 1 calc R . . C8 C 0.7678(3) 0.1191(3) 0.2300(3) 0.0383(8) Uani 1 1 d . . . C9 C 0.6395(4) 0.1831(3) 0.0781(3) 0.0508(10) Uani 1 1 d . . . H9A H 0.7056 0.2120 0.0583 0.061 Uiso 1 1 calc R . . H9B H 0.5782 0.2286 0.0682 0.061 Uiso 1 1 calc R . . C10 C 0.6054(5) 0.0998(4) 0.0143(3) 0.0792(17) Uani 1 1 d . . . H10A H 0.5873 0.1218 -0.0534 0.095 Uiso 1 1 calc R . . H10B H 0.6717 0.0598 0.0183 0.095 Uiso 1 1 calc R . . C11 C 0.5136(5) 0.0428(4) 0.0321(4) 0.0786(17) Uani 1 1 d . . . H11A H 0.4459 0.0816 0.0247 0.094 Uiso 1 1 calc R . . H11B H 0.5296 0.0224 0.1005 0.094 Uiso 1 1 calc R . . C12 C 0.6543(3) 0.0451(2) 0.6470(3) 0.0355(8) Uani 1 1 d . . . C13 C 0.7454(3) 0.0670(3) 0.7339(3) 0.0349(7) Uani 1 1 d . . . C14 C 0.7573(3) 0.0126(3) 0.8193(3) 0.0419(9) Uani 1 1 d . . . H14 H 0.7101 -0.0388 0.8222 0.050 Uiso 1 1 calc R . . C15 C 0.8388(3) 0.0351(3) 0.8997(3) 0.0446(9) Uani 1 1 d . . . H15 H 0.8477 -0.0021 0.9561 0.054 Uiso 1 1 calc R . . C16 C 0.9067(3) 0.1116(3) 0.8969(3) 0.0391(8) Uani 1 1 d . . . C17 C 0.8978(3) 0.1664(3) 0.8131(3) 0.0457(9) Uani 1 1 d . . . H17 H 0.9443 0.2184 0.8115 0.055 Uiso 1 1 calc R . . C18 C 0.8182(3) 0.1422(3) 0.7317(3) 0.0413(9) Uani 1 1 d . . . H18 H 0.8133 0.1773 0.6741 0.050 Uiso 1 1 calc R . . C19 C 1.0729(3) 0.1885(3) 0.9868(3) 0.0444(9) Uani 1 1 d . . . C20 C 1.0903(4) 0.2559(3) 1.0586(3) 0.0546(11) Uani 1 1 d . . . H20 H 1.0379 0.2644 1.1008 0.066 Uiso 1 1 calc R . . C21 C 1.1867(3) 0.3113(3) 1.0679(3) 0.0504(10) Uani 1 1 d . . . H21 H 1.1984 0.3579 1.1159 0.060 Uiso 1 1 calc R . . C22 C 1.2660(3) 0.2979(3) 1.0063(3) 0.0382(8) Uani 1 1 d . . . C23 C 1.2478(3) 0.2278(3) 0.9361(3) 0.0448(9) Uani 1 1 d . . . H23 H 1.3012 0.2176 0.8953 0.054 Uiso 1 1 calc R . . C24 C 1.1510(3) 0.1723(3) 0.9256(3) 0.0496(10) Uani 1 1 d . . . H24 H 1.1390 0.1252 0.8782 0.060 Uiso 1 1 calc R . . C25 C 1.3674(3) 0.3613(3) 1.0131(3) 0.0382(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0232(2) 0.0357(2) 0.0332(2) 0.00141(16) 0.00222(15) 0.00175(15) O1 0.0361(14) 0.0510(16) 0.0484(16) 0.0012(13) -0.0079(12) -0.0122(12) O2 0.0378(14) 0.0567(17) 0.0377(14) 0.0044(12) -0.0070(11) -0.0024(12) O3 0.0476(16) 0.092(2) 0.0361(14) 0.0074(15) -0.0044(12) -0.0427(16) O4 0.0478(16) 0.0433(16) 0.0608(18) -0.0067(13) 0.0129(14) -0.0181(13) O5 0.0323(13) 0.0472(15) 0.0582(17) 0.0023(13) 0.0076(12) -0.0087(12) N1 0.0294(14) 0.0454(17) 0.0363(16) 0.0056(13) 0.0064(12) 0.0020(13) N2 0.0450(17) 0.0390(16) 0.0317(15) 0.0015(13) 0.0047(13) -0.0072(14) C1 0.048(2) 0.052(2) 0.054(2) 0.009(2) 0.0026(19) 0.0115(19) C2 0.0356(18) 0.0366(19) 0.0361(18) 0.0002(15) 0.0012(15) -0.0019(15) C3 0.0311(17) 0.043(2) 0.042(2) 0.0053(16) 0.0080(15) 0.0007(15) C4 0.037(2) 0.072(3) 0.051(2) 0.017(2) 0.0081(18) 0.010(2) C5 0.035(2) 0.084(4) 0.071(3) 0.018(3) 0.010(2) 0.014(2) C6 0.040(2) 0.071(3) 0.075(3) 0.000(3) 0.023(2) 0.004(2) C7 0.050(2) 0.057(3) 0.052(2) -0.005(2) 0.022(2) -0.008(2) C8 0.0377(19) 0.0368(19) 0.0410(19) -0.0005(15) 0.0086(15) -0.0070(15) C9 0.064(3) 0.050(2) 0.037(2) 0.0093(17) 0.0022(19) -0.013(2) C10 0.115(5) 0.081(4) 0.040(3) -0.006(2) 0.008(3) -0.031(3) C11 0.098(4) 0.082(4) 0.054(3) -0.013(3) 0.008(3) -0.035(3) C12 0.0275(16) 0.0357(18) 0.0403(19) -0.0045(15) -0.0028(14) 0.0034(14) C13 0.0263(16) 0.0391(18) 0.0373(18) -0.0029(15) -0.0007(13) -0.0037(14) C14 0.0342(18) 0.047(2) 0.042(2) 0.0048(17) 0.0009(15) -0.0158(16) C15 0.0373(19) 0.059(2) 0.0346(19) 0.0104(17) -0.0013(15) -0.0168(18) C16 0.0284(17) 0.055(2) 0.0324(18) 0.0020(16) 0.0001(14) -0.0132(16) C17 0.039(2) 0.048(2) 0.047(2) 0.0055(18) -0.0035(17) -0.0169(17) C18 0.0353(18) 0.042(2) 0.042(2) 0.0098(16) -0.0038(15) -0.0042(16) C19 0.0324(18) 0.060(2) 0.0379(19) 0.0107(18) -0.0024(15) -0.0184(18) C20 0.042(2) 0.072(3) 0.053(2) -0.008(2) 0.0155(19) -0.021(2) C21 0.045(2) 0.056(3) 0.050(2) -0.0080(19) 0.0083(18) -0.0167(19) C22 0.0287(17) 0.042(2) 0.0417(19) 0.0057(16) 0.0007(14) -0.0073(15) C23 0.038(2) 0.048(2) 0.048(2) 0.0007(18) 0.0069(17) -0.0098(17) C24 0.047(2) 0.055(2) 0.044(2) -0.0048(19) 0.0015(18) -0.0207(19) C25 0.0288(17) 0.040(2) 0.042(2) 0.0090(16) -0.0028(15) -0.0059(15) _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 2.026(3) . ? Zn1 N1 2.029(3) . ? Zn1 O5 2.036(3) 4_465 ? Zn1 O1 2.064(3) 3_656 ? Zn1 O4 2.075(3) 2_746 ? Zn1 Zn1 3.0663(9) 3_656 ? O1 C12 1.251(4) . ? O1 Zn1 2.064(3) 3_656 ? O2 C12 1.256(4) . ? O3 C16 1.386(4) . ? O3 C19 1.388(4) . ? O4 C25 1.248(5) . ? O4 Zn1 2.075(3) 2_756 ? O5 C25 1.261(5) . ? O5 Zn1 2.036(3) 4_666 ? N1 C2 1.325(4) . ? N1 C3 1.397(4) . ? N2 C2 1.348(5) . ? N2 C8 1.391(5) . ? N2 C9 1.469(5) . ? C1 C2 1.493(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C4 1.389(5) . ? C3 C8 1.389(5) . ? C4 C5 1.374(6) . ? C4 H4 0.9300 . ? C5 C6 1.392(7) . ? C5 H5 0.9300 . ? C6 C7 1.372(6) . ? C6 H6 0.9300 . ? C7 C8 1.394(5) . ? C7 H7 0.9300 . ? C9 C10 1.491(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.420(7) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.510(10) 3_655 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.503(5) . ? C13 C18 1.386(5) . ? C13 C14 1.392(5) . ? C14 C15 1.378(5) . ? C14 H14 0.9300 . ? C15 C16 1.364(5) . ? C15 H15 0.9300 . ? C16 C17 1.380(5) . ? C17 C18 1.381(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.367(6) . ? C19 C24 1.376(6) . ? C20 C21 1.385(5) . ? C20 H20 0.9300 . ? C21 C22 1.386(6) . ? C21 H21 0.9300 . ? C22 C23 1.380(5) . ? C22 C25 1.501(5) . ? C23 C24 1.389(5) . ? C23 H23 0.9300 . ? C24 H24 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 103.49(12) . . ? O2 Zn1 O5 91.97(11) . 4_465 ? N1 Zn1 O5 105.30(12) . 4_465 ? O2 Zn1 O1 156.45(11) . 3_656 ? N1 Zn1 O1 99.93(12) . 3_656 ? O5 Zn1 O1 84.24(11) 4_465 3_656 ? O2 Zn1 O4 86.27(12) . 2_746 ? N1 Zn1 O4 97.96(12) . 2_746 ? O5 Zn1 O4 156.42(12) 4_465 2_746 ? O1 Zn1 O4 88.03(12) 3_656 2_746 ? O2 Zn1 Zn1 80.47(8) . 3_656 ? N1 Zn1 Zn1 168.67(9) . 3_656 ? O5 Zn1 Zn1 84.99(8) 4_465 3_656 ? O1 Zn1 Zn1 76.04(8) 3_656 3_656 ? O4 Zn1 Zn1 71.51(8) 2_746 3_656 ? C12 O1 Zn1 130.9(2) . 3_656 ? C12 O2 Zn1 126.5(2) . . ? C16 O3 C19 121.1(3) . . ? C25 O4 Zn1 135.5(3) . 2_756 ? C25 O5 Zn1 119.4(2) . 4_666 ? C2 N1 C3 105.9(3) . . ? C2 N1 Zn1 125.0(2) . . ? C3 N1 Zn1 122.4(2) . . ? C2 N2 C8 107.4(3) . . ? C2 N2 C9 127.4(3) . . ? C8 N2 C9 124.9(3) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 112.1(3) . . ? N1 C2 C1 124.1(3) . . ? N2 C2 C1 123.7(3) . . ? C4 C3 C8 120.4(3) . . ? C4 C3 N1 130.7(3) . . ? C8 C3 N1 108.8(3) . . ? C5 C4 C3 117.3(4) . . ? C5 C4 H4 121.4 . . ? C3 C4 H4 121.4 . . ? C4 C5 C6 121.9(4) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C7 C6 C5 121.6(4) . . ? C7 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C6 C7 C8 116.5(4) . . ? C6 C7 H7 121.8 . . ? C8 C7 H7 121.8 . . ? N2 C8 C3 105.8(3) . . ? N2 C8 C7 131.9(4) . . ? C3 C8 C7 122.3(4) . . ? N2 C9 C10 112.5(4) . . ? N2 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N2 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C9 119.8(5) . . ? C11 C10 H10A 107.4 . . ? C9 C10 H10A 107.4 . . ? C11 C10 H10B 107.4 . . ? C9 C10 H10B 107.4 . . ? H10A C10 H10B 106.9 . . ? C10 C11 C11 117.3(6) . 3_655 ? C10 C11 H11A 108.0 . . ? C11 C11 H11A 108.0 3_655 . ? C10 C11 H11B 108.0 . . ? C11 C11 H11B 108.0 3_655 . ? H11A C11 H11B 107.2 . . ? O1 C12 O2 126.0(3) . . ? O1 C12 C13 117.1(3) . . ? O2 C12 C13 117.0(3) . . ? C18 C13 C14 118.5(3) . . ? C18 C13 C12 121.0(3) . . ? C14 C13 C12 120.6(3) . . ? C15 C14 C13 120.0(3) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C16 C15 C14 120.3(4) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 121.1(3) . . ? C15 C16 O3 114.9(3) . . ? C17 C16 O3 123.8(3) . . ? C18 C17 C16 118.5(3) . . ? C18 C17 H17 120.8 . . ? C16 C17 H17 120.8 . . ? C17 C18 C13 121.6(3) . . ? C17 C18 H18 119.2 . . ? C13 C18 H18 119.2 . . ? C20 C19 C24 121.6(3) . . ? C20 C19 O3 116.6(4) . . ? C24 C19 O3 121.6(4) . . ? C19 C20 C21 119.3(4) . . ? C19 C20 H20 120.4 . . ? C21 C20 H20 120.4 . . ? C20 C21 C22 120.6(4) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C23 C22 C21 118.9(3) . . ? C23 C22 C25 120.7(3) . . ? C21 C22 C25 120.4(4) . . ? C22 C23 C24 121.0(4) . . ? C22 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C19 C24 C23 118.6(4) . . ? C19 C24 H24 120.7 . . ? C23 C24 H24 120.7 . . ? O4 C25 O5 125.7(3) . . ? O4 C25 C22 117.2(3) . . ? O5 C25 C22 117.1(3) . . ? 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 C12 -165.0(3) . . . . ? O5 Zn1 O2 C12 88.7(3) 4_465 . . . ? O1 Zn1 O2 C12 8.6(5) 3_656 . . . ? O4 Zn1 O2 C12 -67.7(3) 2_746 . . . ? Zn1 Zn1 O2 C12 4.1(3) 3_656 . . . ? O2 Zn1 N1 C2 -153.6(3) . . . . ? O5 Zn1 N1 C2 -57.7(3) 4_465 . . . ? O1 Zn1 N1 C2 29.0(3) 3_656 . . . ? O4 Zn1 N1 C2 118.4(3) 2_746 . . . ? Zn1 Zn1 N1 C2 97.1(5) 3_656 . . . ? O2 Zn1 N1 C3 59.1(3) . . . . ? O5 Zn1 N1 C3 155.0(3) 4_465 . . . ? O1 Zn1 N1 C3 -118.3(3) 3_656 . . . ? O4 Zn1 N1 C3 -28.9(3) 2_746 . . . ? Zn1 Zn1 N1 C3 -50.2(6) 3_656 . . . ? C3 N1 C2 N2 1.2(4) . . . . ? Zn1 N1 C2 N2 -150.4(3) . . . . ? C3 N1 C2 C1 -175.0(4) . . . . ? Zn1 N1 C2 C1 33.3(5) . . . . ? C8 N2 C2 N1 -0.6(4) . . . . ? C9 N2 C2 N1 174.2(3) . . . . ? C8 N2 C2 C1 175.7(4) . . . . ? C9 N2 C2 C1 -9.6(6) . . . . ? C2 N1 C3 C4 175.3(4) . . . . ? Zn1 N1 C3 C4 -32.0(6) . . . . ? C2 N1 C3 C8 -1.4(4) . . . . ? Zn1 N1 C3 C8 151.2(3) . . . . ? C8 C3 C4 C5 -0.9(7) . . . . ? N1 C3 C4 C5 -177.4(4) . . . . ? C3 C4 C5 C6 -0.4(8) . . . . ? C4 C5 C6 C7 0.9(8) . . . . ? C5 C6 C7 C8 -0.1(7) . . . . ? C2 N2 C8 C3 -0.3(4) . . . . ? C9 N2 C8 C3 -175.2(3) . . . . ? C2 N2 C8 C7 -178.0(4) . . . . ? C9 N2 C8 C7 7.1(6) . . . . ? C4 C3 C8 N2 -176.1(4) . . . . ? N1 C3 C8 N2 1.1(4) . . . . ? C4 C3 C8 C7 1.8(6) . . . . ? N1 C3 C8 C7 179.0(4) . . . . ? C6 C7 C8 N2 176.0(4) . . . . ? C6 C7 C8 C3 -1.3(6) . . . . ? C2 N2 C9 C10 -94.9(5) . . . . ? C8 N2 C9 C10 79.0(5) . . . . ? N2 C9 C10 C11 55.8(7) . . . . ? C9 C10 C11 C11 -177.4(7) . . . 3_655 ? Zn1 O1 C12 O2 2.3(6) 3_656 . . . ? Zn1 O1 C12 C13 -178.2(2) 3_656 . . . ? Zn1 O2 C12 O1 -5.3(5) . . . . ? Zn1 O2 C12 C13 175.2(2) . . . . ? O1 C12 C13 C18 -166.9(4) . . . . ? O2 C12 C13 C18 12.7(5) . . . . ? O1 C12 C13 C14 12.0(5) . . . . ? O2 C12 C13 C14 -168.4(4) . . . . ? C18 C13 C14 C15 1.0(6) . . . . ? C12 C13 C14 C15 -178.0(4) . . . . ? C13 C14 C15 C16 1.4(6) . . . . ? C14 C15 C16 C17 -2.0(7) . . . . ? C14 C15 C16 O3 174.5(4) . . . . ? C19 O3 C16 C15 161.2(4) . . . . ? C19 O3 C16 C17 -22.5(6) . . . . ? C15 C16 C17 C18 0.1(6) . . . . ? O3 C16 C17 C18 -176.0(4) . . . . ? C16 C17 C18 C13 2.3(6) . . . . ? C14 C13 C18 C17 -2.8(6) . . . . ? C12 C13 C18 C17 176.1(4) . . . . ? C16 O3 C19 C20 134.7(4) . . . . ? C16 O3 C19 C24 -51.2(6) . . . . ? C24 C19 C20 C21 2.2(7) . . . . ? O3 C19 C20 C21 176.4(4) . . . . ? C19 C20 C21 C22 -1.0(7) . . . . ? C20 C21 C22 C23 -0.6(6) . . . . ? C20 C21 C22 C25 176.8(4) . . . . ? C21 C22 C23 C24 1.1(6) . . . . ? C25 C22 C23 C24 -176.3(4) . . . . ? C20 C19 C24 C23 -1.7(6) . . . . ? O3 C19 C24 C23 -175.6(4) . . . . ? C22 C23 C24 C19 0.0(6) . . . . ? Zn1 O4 C25 O5 24.5(6) 2_756 . . . ? Zn1 O4 C25 C22 -154.0(3) 2_756 . . . ? Zn1 O5 C25 O4 -17.4(5) 4_666 . . . ? Zn1 O5 C25 C22 161.2(2) 4_666 . . . ? C23 C22 C25 O4 165.9(4) . . . . ? C21 C22 C25 O4 -11.5(5) . . . . ? C23 C22 C25 O5 -12.8(5) . . . . ? C21 C22 C25 O5 169.8(4) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.93 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.354 _refine_diff_density_min -0.420 _refine_diff_density_rms 0.087 _database_code_depnum_ccdc_archive 'CCDC 946077' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_complex6-MeOH _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H21 Cd N2 O5' _chemical_formula_sum 'C25 H21 Cd N2 O5' _chemical_formula_weight 541.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 12.241(2) _cell_length_b 14.012(3) _cell_length_c 14.167(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.53(3) _cell_angle_gamma 90.00 _cell_volume 2396.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.502 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1092 _exptl_absorpt_coefficient_mu 0.948 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8044 _exptl_absorpt_correction_T_max 0.8631 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19590 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 27.92 _reflns_number_total 5702 _reflns_number_gt 4700 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0399P)^2^+4.0000P] 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 5702 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_gt 0.0539 _refine_ls_wR_factor_ref 0.1105 _refine_ls_wR_factor_gt 0.1002 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _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 0.55915(2) -0.07027(2) 0.43666(2) 0.03434(10) Uani 1 1 d . . . O1 O 0.3289(3) 0.0880(2) 0.4258(2) 0.0541(9) Uani 1 1 d . . . O2 O 0.4102(2) -0.0141(2) 0.3375(2) 0.0547(9) Uani 1 1 d . . . O3 O 0.0296(3) 0.1339(3) 0.0188(2) 0.0663(11) Uani 1 1 d . . . O4 O -0.3738(3) 0.4190(3) -0.0600(3) 0.0654(10) Uani 1 1 d . . . O5 O -0.4401(3) 0.3166(2) 0.0363(3) 0.0591(9) Uani 1 1 d . . . N1 N 0.6535(3) -0.1331(3) 0.3306(3) 0.0426(9) Uani 1 1 d . . . N2 N 0.6757(3) -0.1563(3) 0.1797(3) 0.0419(8) Uani 1 1 d . . . C1 C 0.4963(4) -0.2108(4) 0.2246(4) 0.0584(13) Uani 1 1 d . . . H1A H 0.4624 -0.2096 0.2811 0.088 Uiso 1 1 calc R . . H1B H 0.5043 -0.2758 0.2052 0.088 Uiso 1 1 calc R . . H1C H 0.4505 -0.1767 0.1741 0.088 Uiso 1 1 calc R . . C2 C 0.6073(3) -0.1649(3) 0.2454(3) 0.0418(10) Uani 1 1 d . . . C3 C 0.7592(3) -0.1021(3) 0.3199(3) 0.0429(10) Uani 1 1 d . . . C4 C 0.8450(4) -0.0670(4) 0.3875(4) 0.0573(13) Uani 1 1 d . . . H4 H 0.8357 -0.0576 0.4507 0.069 Uiso 1 1 calc R . . C5 C 0.9441(4) -0.0464(4) 0.3583(4) 0.0697(16) Uani 1 1 d . . . H5 H 1.0029 -0.0234 0.4025 0.084 Uiso 1 1 calc R . . C6 C 0.9575(4) -0.0596(4) 0.2641(4) 0.0639(15) Uani 1 1 d . . . H6 H 1.0251 -0.0442 0.2462 0.077 Uiso 1 1 calc R . . C7 C 0.8739(4) -0.0948(4) 0.1960(4) 0.0539(12) Uani 1 1 d . . . H7 H 0.8836 -0.1036 0.1328 0.065 Uiso 1 1 calc R . . C8 C 0.7743(4) -0.1165(3) 0.2261(3) 0.0413(10) Uani 1 1 d . . . C9 C 0.6516(4) -0.1782(4) 0.0774(3) 0.0538(12) Uani 1 1 d . . . H9A H 0.5917 -0.2242 0.0658 0.065 Uiso 1 1 calc R . . H9B H 0.7164 -0.2070 0.0579 0.065 Uiso 1 1 calc R . . C10 C 0.6193(5) -0.0898(4) 0.0175(4) 0.0652(15) Uani 1 1 d . . . H10A H 0.6785 -0.0433 0.0318 0.078 Uiso 1 1 calc R . . H10B H 0.6135 -0.1068 -0.0495 0.078 Uiso 1 1 calc R . . C11 C 0.5146(5) -0.0441(4) 0.0318(4) 0.0682(15) Uani 1 1 d . . . H11A H 0.5204 -0.0254 0.0984 0.082 Uiso 1 1 calc R . . H11B H 0.4551 -0.0903 0.0182 0.082 Uiso 1 1 calc R . . C12 C 0.3367(3) 0.0447(3) 0.3496(3) 0.0393(10) Uani 1 1 d . . . C13 C 0.2493(3) 0.0663(3) 0.2645(3) 0.0366(9) Uani 1 1 d . . . C14 C 0.1785(3) 0.1431(3) 0.2658(3) 0.0438(11) Uani 1 1 d . . . H14 H 0.1817 0.1789 0.3215 0.053 Uiso 1 1 calc R . . C15 C 0.1033(4) 0.1676(3) 0.1857(3) 0.0470(11) Uani 1 1 d . . . H15 H 0.0580 0.2208 0.1866 0.056 Uiso 1 1 calc R . . C16 C 0.0964(3) 0.1125(4) 0.1051(3) 0.0427(10) Uani 1 1 d . . . C17 C 0.1618(3) 0.0328(4) 0.1030(3) 0.0467(11) Uani 1 1 d . . . H17 H 0.1538 -0.0057 0.0489 0.056 Uiso 1 1 calc R . . C18 C 0.2395(3) 0.0108(4) 0.1824(3) 0.0465(11) Uani 1 1 d . . . H18 H 0.2856 -0.0418 0.1807 0.056 Uiso 1 1 calc R . . C19 C -0.0673(4) 0.1864(4) 0.0167(3) 0.0477(12) Uani 1 1 d . . . C20 C -0.1418(4) 0.1668(4) 0.0767(3) 0.0519(12) Uani 1 1 d . . . H20 H -0.1261 0.1203 0.1238 0.062 Uiso 1 1 calc R . . C21 C -0.2403(4) 0.2170(4) 0.0662(3) 0.0492(11) Uani 1 1 d . . . H21 H -0.2917 0.2031 0.1059 0.059 Uiso 1 1 calc R . . C22 C -0.2633(3) 0.2872(3) -0.0019(3) 0.0442(10) Uani 1 1 d . . . C23 C -0.1880(4) 0.3053(4) -0.0629(4) 0.0566(13) Uani 1 1 d . . . H23 H -0.2033 0.3518 -0.1100 0.068 Uiso 1 1 calc R . . C24 C -0.0893(4) 0.2539(4) -0.0535(4) 0.0607(14) Uani 1 1 d . . . H24 H -0.0389 0.2655 -0.0946 0.073 Uiso 1 1 calc R . . C25 C -0.3668(4) 0.3456(4) -0.0096(4) 0.0508(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02612(16) 0.04159(18) 0.03422(17) -0.00249(13) 0.00180(11) -0.00139(12) O1 0.0514(19) 0.066(2) 0.0374(17) -0.0051(16) -0.0162(14) 0.0075(16) O2 0.0399(18) 0.064(2) 0.053(2) 0.0006(17) -0.0134(14) 0.0124(16) O3 0.052(2) 0.107(3) 0.0357(18) -0.0071(18) -0.0068(15) 0.044(2) O4 0.068(2) 0.053(2) 0.072(3) 0.0008(19) 0.0014(19) 0.0283(18) O5 0.0372(18) 0.060(2) 0.078(3) -0.0165(19) 0.0033(17) 0.0148(16) N1 0.0325(19) 0.057(2) 0.040(2) -0.0117(18) 0.0091(15) -0.0013(16) N2 0.044(2) 0.043(2) 0.038(2) -0.0043(16) 0.0038(16) 0.0086(16) C1 0.048(3) 0.064(3) 0.061(3) -0.014(3) 0.003(2) -0.009(2) C2 0.039(2) 0.046(3) 0.041(2) -0.002(2) 0.0061(19) 0.0049(19) C3 0.034(2) 0.050(3) 0.045(3) -0.007(2) 0.0054(18) 0.0009(19) C4 0.045(3) 0.079(4) 0.048(3) -0.017(3) 0.009(2) -0.009(3) C5 0.043(3) 0.093(4) 0.072(4) -0.016(3) 0.007(3) -0.018(3) C6 0.044(3) 0.074(4) 0.078(4) 0.002(3) 0.021(3) -0.010(3) C7 0.056(3) 0.059(3) 0.052(3) 0.005(2) 0.023(2) 0.008(2) C8 0.046(3) 0.041(2) 0.038(2) -0.0006(19) 0.0100(19) 0.009(2) C9 0.061(3) 0.060(3) 0.038(3) -0.005(2) 0.003(2) 0.010(2) C10 0.070(4) 0.076(4) 0.048(3) 0.009(3) 0.004(3) 0.012(3) C11 0.067(4) 0.074(4) 0.061(3) 0.013(3) 0.004(3) 0.012(3) C12 0.034(2) 0.041(2) 0.038(2) 0.0055(19) -0.0084(17) -0.0043(18) C13 0.028(2) 0.043(2) 0.037(2) -0.0003(19) -0.0006(16) 0.0017(17) C14 0.039(2) 0.046(3) 0.043(2) -0.010(2) -0.0057(19) 0.003(2) C15 0.041(2) 0.048(3) 0.048(3) -0.007(2) -0.004(2) 0.012(2) C16 0.029(2) 0.065(3) 0.033(2) 0.004(2) -0.0011(17) 0.014(2) C17 0.038(2) 0.066(3) 0.033(2) -0.009(2) -0.0029(18) 0.014(2) C18 0.037(2) 0.056(3) 0.044(3) -0.002(2) 0.0024(19) 0.012(2) C19 0.037(2) 0.067(3) 0.036(2) -0.007(2) -0.0025(18) 0.021(2) C20 0.055(3) 0.058(3) 0.041(3) 0.003(2) 0.000(2) 0.019(2) C21 0.039(2) 0.058(3) 0.050(3) -0.002(2) 0.008(2) 0.009(2) C22 0.037(2) 0.046(3) 0.046(3) -0.004(2) -0.0031(19) 0.008(2) C23 0.051(3) 0.064(3) 0.054(3) 0.015(3) 0.005(2) 0.020(2) C24 0.047(3) 0.084(4) 0.052(3) 0.011(3) 0.011(2) 0.018(3) C25 0.042(3) 0.054(3) 0.051(3) -0.016(2) -0.007(2) 0.016(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 2.203(3) 3_656 ? Cd1 N1 2.222(3) . ? Cd1 O5 2.229(3) 2_545 ? Cd1 O2 2.252(3) . ? Cd1 O4 2.271(3) 4_666 ? Cd1 Cd1 3.1711(8) 3_656 ? O1 C12 1.256(5) . ? O1 Cd1 2.203(3) 3_656 ? O2 C12 1.252(5) . ? O3 C16 1.386(5) . ? O3 C19 1.392(5) . ? O4 C25 1.246(6) . ? O4 Cd1 2.271(3) 4_465 ? O5 C25 1.259(6) . ? O5 Cd1 2.229(3) 2 ? N1 C2 1.323(5) . ? N1 C3 1.397(5) . ? N2 C2 1.356(5) . ? N2 C8 1.393(5) . ? N2 C9 1.463(5) . ? C1 C2 1.489(6) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C4 1.389(6) . ? C3 C8 1.387(6) . ? C4 C5 1.376(7) . ? C4 H4 0.9300 . ? C5 C6 1.384(8) . ? C5 H5 0.9300 . ? C6 C7 1.376(7) . ? C6 H6 0.9300 . ? C7 C8 1.390(6) . ? C7 H7 0.9300 . ? C9 C10 1.517(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.476(7) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.538(10) 3_655 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.505(5) . ? C13 C14 1.384(6) . ? C13 C18 1.388(6) . ? C14 C15 1.381(6) . ? C14 H14 0.9300 . ? C15 C16 1.370(6) . ? C15 H15 0.9300 . ? C16 C17 1.377(6) . ? C17 C18 1.382(6) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C24 1.366(7) . ? C19 C20 1.373(6) . ? C20 C21 1.384(6) . ? C20 H20 0.9300 . ? C21 C22 1.374(6) . ? C21 H21 0.9300 . ? C22 C23 1.387(7) . ? C22 C25 1.496(6) . ? C23 C24 1.394(6) . ? C23 H23 0.9300 . ? C24 H24 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 Cd1 N1 103.67(13) 3_656 . ? O1 Cd1 O5 95.54(13) 3_656 2_545 ? N1 Cd1 O5 105.20(14) . 2_545 ? O1 Cd1 O2 155.85(12) 3_656 . ? N1 Cd1 O2 100.03(13) . . ? O5 Cd1 O2 82.56(12) 2_545 . ? O1 Cd1 O4 85.24(13) 3_656 4_666 ? N1 Cd1 O4 99.05(14) . 4_666 ? O5 Cd1 O4 154.77(14) 2_545 4_666 ? O2 Cd1 O4 86.55(13) . 4_666 ? O1 Cd1 Cd1 81.10(9) 3_656 3_656 ? N1 Cd1 Cd1 164.90(10) . 3_656 ? O5 Cd1 Cd1 88.37(10) 2_545 3_656 ? O2 Cd1 Cd1 74.79(9) . 3_656 ? O4 Cd1 Cd1 66.79(10) 4_666 3_656 ? C12 O1 Cd1 125.5(3) . 3_656 ? C12 O2 Cd1 132.1(3) . . ? C16 O3 C19 120.6(3) . . ? C25 O4 Cd1 140.6(3) . 4_465 ? C25 O5 Cd1 113.7(3) . 2 ? C2 N1 C3 105.6(4) . . ? C2 N1 Cd1 124.0(3) . . ? C3 N1 Cd1 123.0(3) . . ? C2 N2 C8 107.3(4) . . ? C2 N2 C9 128.0(4) . . ? C8 N2 C9 124.7(4) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 112.2(4) . . ? N1 C2 C1 124.4(4) . . ? N2 C2 C1 123.3(4) . . ? N1 C3 C4 130.0(4) . . ? N1 C3 C8 109.4(4) . . ? C4 C3 C8 120.5(4) . . ? C3 C4 C5 118.0(5) . . ? C3 C4 H4 121.0 . . ? C5 C4 H4 121.0 . . ? C4 C5 C6 120.9(5) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 122.1(5) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C7 C8 116.8(5) . . ? C6 C7 H7 121.6 . . ? C8 C7 H7 121.6 . . ? N2 C8 C3 105.5(4) . . ? N2 C8 C7 132.8(4) . . ? C3 C8 C7 121.7(4) . . ? N2 C9 C10 111.9(4) . . ? N2 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N2 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 115.4(5) . . ? C11 C10 H10A 108.4 . . ? C9 C10 H10A 108.4 . . ? C11 C10 H10B 108.4 . . ? C9 C10 H10B 108.4 . . ? H10A C10 H10B 107.5 . . ? C10 C11 C11 113.0(6) . 3_655 ? C10 C11 H11A 109.0 . . ? C11 C11 H11A 109.0 3_655 . ? C10 C11 H11B 109.0 . . ? C11 C11 H11B 109.0 3_655 . ? H11A C11 H11B 107.8 . . ? O1 C12 O2 126.5(4) . . ? O1 C12 C13 116.5(4) . . ? O2 C12 C13 117.0(4) . . ? C14 C13 C18 118.7(4) . . ? C14 C13 C12 120.7(4) . . ? C18 C13 C12 120.7(4) . . ? C15 C14 C13 121.1(4) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C16 C15 C14 119.1(4) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? O3 C16 C15 124.0(4) . . ? O3 C16 C17 114.6(4) . . ? C15 C16 C17 121.2(4) . . ? C18 C17 C16 119.3(4) . . ? C18 C17 H17 120.4 . . ? C16 C17 H17 120.4 . . ? C17 C18 C13 120.6(4) . . ? C17 C18 H18 119.7 . . ? C13 C18 H18 119.7 . . ? C24 C19 C20 121.2(4) . . ? C24 C19 O3 116.5(4) . . ? C20 C19 O3 122.1(4) . . ? C19 C20 C21 119.2(4) . . ? C19 C20 H20 120.4 . . ? C21 C20 H20 120.4 . . ? C22 C21 C20 120.8(5) . . ? C22 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C21 C22 C23 119.2(4) . . ? C21 C22 C25 121.0(4) . . ? C23 C22 C25 119.8(4) . . ? C24 C23 C22 120.1(5) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C19 C24 C23 119.4(5) . . ? C19 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? O4 C25 O5 125.1(4) . . ? O4 C25 C22 118.0(5) . . ? O5 C25 C22 116.9(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 O1 Cd1 O2 C12 5.1(6) 3_656 . . . ? N1 Cd1 O2 C12 -163.7(4) . . . . ? O5 Cd1 O2 C12 92.1(4) 2_545 . . . ? O4 Cd1 O2 C12 -65.1(4) 4_666 . . . ? Cd1 Cd1 O2 C12 1.8(4) 3_656 . . . ? O1 Cd1 N1 C2 157.9(4) 3_656 . . . ? O5 Cd1 N1 C2 58.2(4) 2_545 . . . ? O2 Cd1 N1 C2 -26.8(4) . . . . ? O4 Cd1 N1 C2 -114.8(4) 4_666 . . . ? Cd1 Cd1 N1 C2 -95.2(5) 3_656 . . . ? O1 Cd1 N1 C3 -56.5(4) 3_656 . . . ? O5 Cd1 N1 C3 -156.2(3) 2_545 . . . ? O2 Cd1 N1 C3 118.8(3) . . . . ? O4 Cd1 N1 C3 30.8(4) 4_666 . . . ? Cd1 Cd1 N1 C3 50.4(6) 3_656 . . . ? C3 N1 C2 N2 -0.3(5) . . . . ? Cd1 N1 C2 N2 150.3(3) . . . . ? C3 N1 C2 C1 175.9(4) . . . . ? Cd1 N1 C2 C1 -33.6(6) . . . . ? C8 N2 C2 N1 0.5(5) . . . . ? C9 N2 C2 N1 -176.0(4) . . . . ? C8 N2 C2 C1 -175.7(4) . . . . ? C9 N2 C2 C1 7.8(7) . . . . ? C2 N1 C3 C4 -176.2(5) . . . . ? Cd1 N1 C3 C4 32.9(7) . . . . ? C2 N1 C3 C8 0.0(5) . . . . ? Cd1 N1 C3 C8 -150.9(3) . . . . ? N1 C3 C4 C5 176.3(5) . . . . ? C8 C3 C4 C5 0.5(8) . . . . ? C3 C4 C5 C6 0.6(9) . . . . ? C4 C5 C6 C7 -1.0(10) . . . . ? C5 C6 C7 C8 0.2(8) . . . . ? C2 N2 C8 C3 -0.5(5) . . . . ? C9 N2 C8 C3 176.2(4) . . . . ? C2 N2 C8 C7 177.4(5) . . . . ? C9 N2 C8 C7 -5.9(8) . . . . ? N1 C3 C8 N2 0.3(5) . . . . ? C4 C3 C8 N2 176.9(4) . . . . ? N1 C3 C8 C7 -177.9(4) . . . . ? C4 C3 C8 C7 -1.3(7) . . . . ? C6 C7 C8 N2 -176.7(5) . . . . ? C6 C7 C8 C3 0.9(7) . . . . ? C2 N2 C9 C10 97.3(6) . . . . ? C8 N2 C9 C10 -78.6(6) . . . . ? N2 C9 C10 C11 -65.3(6) . . . . ? C9 C10 C11 C11 -179.1(6) . . . 3_655 ? Cd1 O1 C12 O2 -1.7(7) 3_656 . . . ? Cd1 O1 C12 C13 178.6(3) 3_656 . . . ? Cd1 O2 C12 O1 -0.7(7) . . . . ? Cd1 O2 C12 C13 179.0(3) . . . . ? O1 C12 C13 C14 12.5(6) . . . . ? O2 C12 C13 C14 -167.2(4) . . . . ? O1 C12 C13 C18 -168.9(4) . . . . ? O2 C12 C13 C18 11.4(6) . . . . ? C18 C13 C14 C15 -3.3(7) . . . . ? C12 C13 C14 C15 175.3(4) . . . . ? C13 C14 C15 C16 2.4(7) . . . . ? C19 O3 C16 C15 -28.0(7) . . . . ? C19 O3 C16 C17 155.5(5) . . . . ? C14 C15 C16 O3 -175.4(4) . . . . ? C14 C15 C16 C17 0.9(7) . . . . ? O3 C16 C17 C18 173.5(4) . . . . ? C15 C16 C17 C18 -3.1(7) . . . . ? C16 C17 C18 C13 2.1(7) . . . . ? C14 C13 C18 C17 1.0(7) . . . . ? C12 C13 C18 C17 -177.6(4) . . . . ? C16 O3 C19 C24 138.9(5) . . . . ? C16 O3 C19 C20 -46.1(7) . . . . ? C24 C19 C20 C21 -0.5(8) . . . . ? O3 C19 C20 C21 -175.3(4) . . . . ? C19 C20 C21 C22 -1.3(7) . . . . ? C20 C21 C22 C23 2.2(7) . . . . ? C20 C21 C22 C25 -176.4(4) . . . . ? C21 C22 C23 C24 -1.2(8) . . . . ? C25 C22 C23 C24 177.3(5) . . . . ? C20 C19 C24 C23 1.4(8) . . . . ? O3 C19 C24 C23 176.5(5) . . . . ? C22 C23 C24 C19 -0.6(8) . . . . ? Cd1 O4 C25 O5 36.4(8) 4_465 . . . ? Cd1 O4 C25 C22 -143.0(4) 4_465 . . . ? Cd1 O5 C25 O4 -20.1(6) 2 . . . ? Cd1 O5 C25 C22 159.3(3) 2 . . . ? C21 C22 C25 O4 166.9(5) . . . . ? C23 C22 C25 O4 -11.6(7) . . . . ? C21 C22 C25 O5 -12.5(7) . . . . ? C23 C22 C25 O5 169.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.92 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.378 _refine_diff_density_min -0.428 _refine_diff_density_rms 0.079 #===end _database_code_depnum_ccdc_archive 'CCDC 946078'