data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Zheng, Hegen' _publ_contact_author_email zhenghg@nju.edu.cn _publ_section_title ; Syntheses, structures, photoluminescence and magnetic properties of four new metal-organic frameworks based on imidazole ligands and aromatic polycarboxylate acids ; loop_ _publ_author_name 'Jiao Xu' 'Xiaoqiang Yao' 'Liangfang Huang' 'Yizhi Li' 'Hegen Zheng' # Attachment '- 1.cif' data_80603dm _database_code_depnum_ccdc_archive 'CCDC 774547' #TrackingRef '- 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H30 Cu2 N12 O9' _chemical_formula_weight 901.80 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' Cu Cu 0.3201 1.2651 '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 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.559(3) _cell_length_b 11.426(2) _cell_length_c 21.736(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.588(11) _cell_angle_gamma 90.00 _cell_volume 3965.4(11) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.511 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1840 _exptl_absorpt_coefficient_mu 1.142 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7553 _exptl_absorpt_correction_T_max 0.8036 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 20933 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0819 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7785 _reflns_number_gt 5312 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0724P)^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 7785 _refine_ls_number_parameters 550 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0966 _refine_ls_R_factor_gt 0.0586 _refine_ls_wR_factor_ref 0.1417 _refine_ls_wR_factor_gt 0.1319 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 C1 C 0.3352(3) 0.6024(4) 0.6495(2) 0.0397(10) Uani 1 1 d . . . H1 H 0.3557 0.5671 0.6209 0.048 Uiso 1 1 calc R . . C2 C 0.2543(3) 0.6077(4) 0.6382(2) 0.0417(11) Uani 1 1 d . . . H2 H 0.2093 0.5763 0.6016 0.050 Uiso 1 1 calc R . . C3 C 0.3306(3) 0.7000(4) 0.7346(2) 0.0365(10) Uani 1 1 d . . . H3 H 0.3455 0.7435 0.7740 0.044 Uiso 1 1 calc R . . C4 C 0.1781(2) 0.6888(3) 0.7051(2) 0.0298(9) Uani 1 1 d . . . C5 C 0.1083(3) 0.6185(4) 0.6710(2) 0.0347(9) Uani 1 1 d . . . H5 H 0.1075 0.5650 0.6385 0.042 Uiso 1 1 calc R . . C6 C 0.0394(3) 0.6309(4) 0.6871(2) 0.0359(10) Uani 1 1 d . . . H6 H -0.0079 0.5852 0.6646 0.043 Uiso 1 1 calc R . . C7 C 0.0400(3) 0.7096(4) 0.7358(2) 0.0333(9) Uani 1 1 d . . . C8 C 0.1098(3) 0.7813(4) 0.7672(2) 0.0417(11) Uani 1 1 d . . . H8 H 0.1103 0.8361 0.7990 0.050 Uiso 1 1 calc R . . C9 C 0.1789(3) 0.7718(4) 0.7515(2) 0.0380(10) Uani 1 1 d . . . H9 H 0.2250 0.8208 0.7720 0.046 Uiso 1 1 calc R . . C10 C -0.1056(3) 0.6516(4) 0.7180(3) 0.0426(11) Uani 1 1 d . . . H10 H -0.1087 0.6073 0.6811 0.051 Uiso 1 1 calc R . . C11 C -0.1736(3) 0.6518(4) 0.7363(3) 0.0414(11) Uani 1 1 d . . . H11 H -0.2212 0.6076 0.7120 0.050 Uiso 1 1 calc R . . C12 C -0.1688(3) 0.7177(3) 0.7903(2) 0.0339(10) Uani 1 1 d . . . C13 C -0.0976(3) 0.7814(4) 0.8278(3) 0.0428(11) Uani 1 1 d . . . H13 H -0.0947 0.8246 0.8650 0.051 Uiso 1 1 calc R . . C14 C -0.0305(3) 0.7806(4) 0.8100(2) 0.0402(10) Uani 1 1 d . . . H14 H 0.0175 0.8233 0.8354 0.048 Uiso 1 1 calc R . . C15 C -0.3154(3) 0.6774(4) 0.7707(3) 0.0391(10) Uani 1 1 d . . . H15 H -0.3291 0.6346 0.7311 0.047 Uiso 1 1 calc R . . C16 C -0.3229(3) 0.7650(4) 0.8569(2) 0.0379(10) Uani 1 1 d . . . H16 H -0.3432 0.7931 0.8873 0.045 Uiso 1 1 calc R . . C17 C -0.2436(3) 0.7778(4) 0.8623(2) 0.0388(10) Uani 1 1 d . . . H17 H -0.2002 0.8172 0.8965 0.047 Uiso 1 1 calc R . . C18 C 0.3185(3) 0.3888(4) 0.9208(3) 0.0421(11) Uani 1 1 d . . . H18 H 0.3338 0.3594 0.9643 0.050 Uiso 1 1 calc R . . C19 C 0.3247(3) 0.4507(4) 0.8289(2) 0.0389(10) Uani 1 1 d . . . H19 H 0.3452 0.4722 0.7974 0.047 Uiso 1 1 calc R . . C20 C 0.2421(3) 0.4519(4) 0.8179(3) 0.0426(11) Uani 1 1 d . . . H20 H 0.1969 0.4747 0.7786 0.051 Uiso 1 1 calc R . . C21 C 0.1669(3) 0.4043(4) 0.8914(2) 0.0350(10) Uani 1 1 d . . . C22 C 0.1651(3) 0.3200(4) 0.9354(2) 0.0333(9) Uani 1 1 d . . . H22 H 0.2090 0.2674 0.9549 0.040 Uiso 1 1 calc R . . C23 C 0.0941(3) 0.3156(4) 0.9503(2) 0.0406(11) Uani 1 1 d . . . H23 H 0.0923 0.2602 0.9810 0.049 Uiso 1 1 calc R . . C24 C 0.0274(3) 0.3909(4) 0.9207(2) 0.0335(9) Uani 1 1 d . . . C25 C 0.0326(3) 0.4712(4) 0.8745(3) 0.0472(12) Uani 1 1 d . . . H25 H -0.0126 0.5208 0.8524 0.057 Uiso 1 1 calc R . . C26 C 0.1010(3) 0.4805(4) 0.8602(2) 0.0392(10) Uani 1 1 d . . . H26 H 0.1032 0.5369 0.8301 0.047 Uiso 1 1 calc R . . C27 C -0.0524(3) 0.2963(3) 0.9791(2) 0.0291(9) Uani 1 1 d . . . H27 H -0.0091 0.2423 0.9975 0.035 Uiso 1 1 calc R . . C29 C -0.1123(3) 0.4611(4) 0.9095(2) 0.0389(10) Uani 1 1 d . . . H29 H -0.1097 0.5193 0.8805 0.047 Uiso 1 1 calc R . . C34 C -0.3345(3) 0.3200(4) 1.0367(3) 0.0434(11) Uani 1 1 d . . . H34 H -0.3522 0.2946 1.0693 0.052 Uiso 1 1 calc R . . C35 C -0.2566(3) 0.3071(4) 1.0404(3) 0.0441(11) Uani 1 1 d . . . H35 H -0.2118 0.2694 1.0743 0.053 Uiso 1 1 calc R . . C33 C -0.3332(3) 0.4020(4) 0.9478(2) 0.0367(10) Uani 1 1 d . . . H33 H -0.3494 0.4431 0.9074 0.044 Uiso 1 1 calc R . . C32 C -0.1220(3) 0.2895(4) 0.9946(2) 0.0388(10) Uani 1 1 d . . . H32 H -0.1253 0.2315 1.0235 0.047 Uiso 1 1 calc R . . C31 C -0.1851(3) 0.3690(4) 0.9669(2) 0.0345(10) Uani 1 1 d . . . C30 C -0.1822(3) 0.4551(4) 0.9243(2) 0.0326(9) Uani 1 1 d . . . H30 H -0.2258 0.5086 0.9057 0.039 Uiso 1 1 calc R . . Cu1 Cu 0.50813(3) 0.67511(4) 0.75536(3) 0.03172(15) Uani 1 1 d . . . Cu2 Cu 0.49498(3) 0.39844(4) 0.94269(3) 0.03092(15) Uani 1 1 d . . . N1 N 0.3841(2) 0.6574(3) 0.71043(18) 0.0334(8) Uani 1 1 d . . . N2 N 0.2510(2) 0.6693(3) 0.69187(19) 0.0342(8) Uani 1 1 d . . . C36 C -0.0341(2) 0.7161(4) 0.7539(2) 0.0309(9) Uani 1 1 d . . . N4 N -0.2392(2) 0.7227(3) 0.80851(18) 0.0335(8) Uani 1 1 d . . . N5 N -0.3683(2) 0.7033(3) 0.79869(18) 0.0332(8) Uani 1 1 d . . . N6 N 0.3720(2) 0.4133(3) 0.89288(18) 0.0328(8) Uani 1 1 d . . . N7 N 0.2397(2) 0.4127(3) 0.87694(19) 0.0335(8) Uani 1 1 d . . . C28 C -0.0477(3) 0.3837(4) 0.9364(2) 0.0364(10) Uani 1 1 d . . . N9 N -0.2564(2) 0.3605(3) 0.98414(19) 0.0357(8) Uani 1 1 d . . . N10 N -0.3837(2) 0.3756(3) 0.97838(19) 0.0356(8) Uani 1 1 d . . . N11 N 0.4970(2) 0.9238(3) 0.76406(19) 0.0364(9) Uani 1 1 d . . . N12 N 0.5099(2) 0.6276(3) 0.90260(18) 0.0342(8) Uani 1 1 d . . . N13 N 0.4867(2) 0.1875(3) 0.89312(19) 0.0380(9) Uani 1 1 d . . . N14 N 0.7938(2) 0.0033(3) 0.0565(2) 0.0396(9) Uani 1 1 d . . . O1 O 0.47490(18) 1.0199(2) 0.77948(16) 0.0367(7) Uani 1 1 d . . . O2 O 0.48973(18) 0.8292(2) 0.78958(15) 0.0356(7) Uani 1 1 d . . . O3 O 0.51091(17) 0.5803(2) 0.85215(14) 0.0309(6) Uani 1 1 d . . . O4 O 0.50539(18) 0.5713(2) 0.95155(15) 0.0330(7) Uani 1 1 d . . . O5 O 0.4837(2) 0.2257(3) 0.94606(16) 0.0406(7) Uani 1 1 d . . . O6 O 0.49321(17) 0.2496(2) 0.84804(15) 0.0354(7) Uani 1 1 d . . . O7 O 0.8606(6) 0.9602(8) 0.9907(6) 0.039(2) Uani 0.30 1 d P . . H7D H 0.8899 0.9391 0.9698 0.047 Uiso 0.30 1 d PR . . H7B H 0.8787 0.9271 1.0292 0.047 Uiso 0.30 1 d PR . . O8 O 0.4007(5) 0.5168(7) 0.4688(4) 0.0405(19) Uani 0.40 1 d P . . H8B H 0.4171 0.4463 0.4776 0.049 Uiso 0.40 1 d PR . . H8D H 0.3755 0.5375 0.4930 0.049 Uiso 0.40 1 d PR . . O9 O 0.0024(7) 0.4679(11) 0.5345(6) 0.055(3) Uani 0.30 1 d P . . H9B H -0.0192 0.5353 0.5319 0.066 Uiso 0.30 1 d PR . . H9D H 0.0463 0.4731 0.5273 0.066 Uiso 0.30 1 d PR . . O10 O 0.8638(2) 0.0476(3) 0.07266(18) 0.0487(8) Uani 1 1 d . . . O11 O 0.76956(18) 0.0522(3) 0.09645(15) 0.0366(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 C1 0.035(2) 0.051(3) 0.034(3) -0.011(2) 0.015(2) -0.007(2) C2 0.037(3) 0.056(3) 0.036(3) -0.008(2) 0.018(2) -0.002(2) C3 0.028(2) 0.038(2) 0.046(3) 0.009(2) 0.017(2) -0.0054(18) C4 0.029(2) 0.0293(19) 0.029(2) 0.0040(17) 0.0096(17) 0.0016(17) C5 0.030(2) 0.042(2) 0.033(2) 0.0018(19) 0.0144(19) -0.0013(19) C6 0.031(2) 0.043(2) 0.037(3) -0.001(2) 0.0169(19) -0.0016(19) C7 0.028(2) 0.029(2) 0.038(2) 0.0095(18) 0.0093(19) 0.0018(17) C8 0.031(2) 0.049(3) 0.046(3) -0.004(2) 0.018(2) 0.000(2) C9 0.036(2) 0.042(2) 0.039(3) -0.008(2) 0.019(2) -0.005(2) C10 0.041(3) 0.048(3) 0.044(3) -0.014(2) 0.023(2) -0.007(2) C11 0.031(2) 0.052(3) 0.047(3) -0.014(2) 0.022(2) -0.008(2) C12 0.029(2) 0.028(2) 0.043(3) 0.0062(18) 0.0130(19) -0.0002(17) C13 0.034(3) 0.050(3) 0.048(3) -0.008(2) 0.020(2) 0.000(2) C14 0.028(2) 0.051(3) 0.042(3) -0.010(2) 0.015(2) -0.010(2) C15 0.030(2) 0.040(2) 0.049(3) -0.001(2) 0.018(2) -0.0003(19) C16 0.030(2) 0.042(2) 0.041(3) -0.008(2) 0.014(2) -0.0003(19) C17 0.027(2) 0.054(3) 0.037(3) -0.010(2) 0.0150(19) 0.000(2) C18 0.036(3) 0.055(3) 0.040(3) -0.001(2) 0.020(2) 0.001(2) C19 0.040(3) 0.045(2) 0.037(3) 0.001(2) 0.021(2) 0.002(2) C20 0.040(3) 0.054(3) 0.041(3) 0.011(2) 0.023(2) 0.006(2) C21 0.030(2) 0.037(2) 0.035(2) -0.0014(19) 0.0114(19) -0.0018(18) C22 0.032(2) 0.033(2) 0.038(2) -0.0100(19) 0.0167(19) 0.0036(18) C23 0.039(3) 0.048(3) 0.043(3) 0.021(2) 0.026(2) 0.009(2) C24 0.030(2) 0.033(2) 0.035(2) 0.0003(19) 0.0109(19) 0.0047(18) C25 0.035(3) 0.051(3) 0.059(3) 0.017(3) 0.022(2) 0.009(2) C26 0.039(3) 0.044(2) 0.038(3) 0.014(2) 0.019(2) -0.001(2) C27 0.032(2) 0.0274(19) 0.032(2) -0.0133(17) 0.0165(18) -0.0005(17) C29 0.032(2) 0.050(3) 0.039(3) 0.016(2) 0.018(2) 0.000(2) C34 0.045(3) 0.049(3) 0.046(3) 0.011(2) 0.029(2) 0.011(2) C35 0.036(3) 0.045(3) 0.058(3) 0.018(2) 0.026(2) 0.005(2) C33 0.027(2) 0.041(2) 0.044(3) 0.000(2) 0.017(2) 0.0045(19) C32 0.036(2) 0.048(2) 0.039(3) 0.014(2) 0.022(2) -0.001(2) C31 0.024(2) 0.041(2) 0.033(2) -0.0024(19) 0.0079(19) -0.0025(18) C30 0.030(2) 0.033(2) 0.037(2) -0.0045(19) 0.0163(19) 0.0072(18) Cu1 0.0290(3) 0.0350(3) 0.0324(3) -0.0015(2) 0.0141(2) -0.0012(2) Cu2 0.0301(3) 0.0334(3) 0.0319(3) -0.0007(2) 0.0155(2) 0.0005(2) N1 0.0308(19) 0.0335(18) 0.034(2) -0.0064(16) 0.0122(16) -0.0029(15) N2 0.0299(19) 0.0300(18) 0.041(2) -0.0003(16) 0.0131(16) -0.0027(15) C36 0.030(2) 0.034(2) 0.030(2) 0.0113(18) 0.0137(18) 0.0036(17) N4 0.034(2) 0.0336(18) 0.034(2) -0.0020(16) 0.0150(17) -0.0015(16) N5 0.035(2) 0.0272(16) 0.039(2) -0.0046(15) 0.0179(17) -0.0042(15) N6 0.034(2) 0.0366(19) 0.0298(19) -0.0054(16) 0.0154(16) -0.0023(15) N7 0.0295(19) 0.0390(19) 0.036(2) -0.0014(16) 0.0171(16) -0.0018(15) C28 0.042(3) 0.034(2) 0.032(2) -0.0046(19) 0.015(2) 0.0033(19) N9 0.031(2) 0.0381(19) 0.036(2) 0.0030(16) 0.0116(16) 0.0045(16) N10 0.032(2) 0.039(2) 0.034(2) 0.0039(16) 0.0124(17) 0.0019(15) N11 0.047(2) 0.0307(19) 0.035(2) 0.0032(16) 0.0200(18) -0.0026(16) N12 0.048(2) 0.0331(18) 0.027(2) -0.0019(15) 0.0213(17) -0.0037(16) N13 0.038(2) 0.045(2) 0.036(2) -0.0045(18) 0.0206(17) -0.0008(17) N14 0.038(2) 0.046(2) 0.041(2) -0.0025(18) 0.0226(18) 0.0015(18) O1 0.0338(17) 0.0362(16) 0.049(2) -0.0006(14) 0.0263(15) 0.0005(13) O2 0.0384(16) 0.0383(16) 0.0382(17) 0.0007(14) 0.0240(14) 0.0000(13) O3 0.0360(17) 0.0341(15) 0.0345(17) -0.0052(12) 0.0265(14) -0.0005(12) O4 0.0394(17) 0.0262(14) 0.0354(17) 0.0027(12) 0.0176(14) -0.0028(12) O5 0.058(2) 0.0372(16) 0.0431(19) -0.0060(14) 0.0373(17) -0.0057(15) O6 0.0309(15) 0.0364(15) 0.0372(18) 0.0031(14) 0.0127(13) 0.0022(13) O7 0.040(6) 0.033(5) 0.052(7) 0.010(5) 0.026(5) 0.008(4) O8 0.044(5) 0.042(4) 0.046(5) 0.003(4) 0.028(4) 0.004(3) O9 0.046(7) 0.072(8) 0.045(7) 0.015(6) 0.017(6) 0.003(6) O10 0.045(2) 0.0456(18) 0.053(2) -0.0112(17) 0.0174(17) -0.0040(16) O11 0.0353(17) 0.0413(16) 0.0336(17) 0.0028(14) 0.0149(14) 0.0041(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 C1 C2 1.338(6) . ? C1 N1 1.392(6) . ? C1 H1 0.9300 . ? C2 N2 1.384(6) . ? C2 H2 0.9300 . ? C3 N1 1.344(5) . ? C3 N2 1.364(5) . ? C3 H3 0.9300 . ? C4 C9 1.379(6) . ? C4 C5 1.393(6) . ? C4 N2 1.441(5) . ? C5 C6 1.400(6) . ? C5 H5 0.9300 . ? C6 C7 1.386(6) . ? C6 H6 0.9300 . ? C7 C8 1.394(6) . ? C7 C36 1.509(6) . ? C8 C9 1.395(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C36 1.383(6) . ? C10 C11 1.407(6) . ? C10 H10 0.9300 . ? C11 C12 1.367(6) . ? C11 H11 0.9300 . ? C12 C13 1.381(6) . ? C12 N4 1.448(5) . ? C13 C14 1.386(6) . ? C13 H13 0.9300 . ? C14 C36 1.404(6) . ? C14 H14 0.9300 . ? C15 N5 1.338(5) . ? C15 N4 1.349(6) . ? C15 H15 0.9300 . ? C16 C17 1.356(6) . ? C16 N5 1.376(5) . ? C16 H16 0.9300 . ? C17 N4 1.358(5) . ? C17 H17 0.9300 . ? C18 N7 1.342(6) . ? C18 N6 1.345(5) . ? C18 H18 0.9300 . ? C19 N6 1.359(6) . ? C19 C20 1.367(6) . ? C19 H19 0.9300 . ? C20 N7 1.376(6) . ? C20 H20 0.9300 . ? C21 C22 1.367(6) . ? C21 C26 1.380(6) . ? C21 N7 1.441(5) . ? C22 C23 1.413(6) . ? C22 H22 0.9300 . ? C23 C24 1.379(6) . ? C23 H23 0.9300 . ? C24 C25 1.390(6) . ? C24 C28 1.495(6) . ? C25 C26 1.364(6) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.389(6) . ? C27 C32 1.399(5) . ? C27 H27 0.9300 . ? C29 C28 1.363(6) . ? C29 C30 1.395(6) . ? C29 H29 0.9300 . ? C34 C35 1.346(6) . ? C34 N10 1.358(6) . ? C34 H34 0.9300 . ? C35 N9 1.366(6) . ? C35 H35 0.9300 . ? C33 N9 1.334(5) . ? C33 N10 1.346(5) . ? C33 H33 0.9300 . ? C32 C31 1.364(6) . ? C32 H32 0.9300 . ? C31 C30 1.365(6) . ? C31 N9 1.453(5) . ? C30 H30 0.9300 . ? Cu1 O2 1.989(3) . ? Cu1 N1 1.991(3) . ? Cu1 O1 1.999(3) 2_646 ? Cu1 N5 1.999(3) 1_655 ? Cu1 O3 2.349(3) . ? Cu1 O6 2.394(3) 2_656 ? Cu2 N10 1.957(3) 1_655 ? Cu2 N6 1.979(4) . ? Cu2 O4 1.985(3) . ? Cu2 O5 1.988(3) . ? Cu2 O4 2.327(3) 3_667 ? N5 Cu1 1.999(3) 1_455 ? N10 Cu2 1.957(3) 1_455 ? N11 O2 1.245(4) . ? N11 O1 1.256(4) . ? N12 O3 1.229(4) . ? N12 O4 1.273(4) . ? N13 O5 1.253(4) . ? N13 O6 1.253(4) . ? N14 O10 1.238(5) . ? N14 O11 1.247(4) . ? O1 Cu1 1.999(3) 2_656 ? O4 Cu2 2.327(3) 3_667 ? O6 Cu1 2.394(3) 2_646 ? O7 H7D 0.8500 . ? O7 H7B 0.8500 . ? O8 H8B 0.8500 . ? O8 H8D 0.8499 . ? O9 O9 1.64(2) 3_566 ? O9 H9B 0.8501 . ? O9 H9D 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 N1 110.0(4) . . ? C2 C1 H1 125.0 . . ? N1 C1 H1 125.0 . . ? C1 C2 N2 106.4(4) . . ? C1 C2 H2 126.8 . . ? N2 C2 H2 126.8 . . ? N1 C3 N2 109.1(4) . . ? N1 C3 H3 125.5 . . ? N2 C3 H3 125.5 . . ? C9 C4 C5 121.7(4) . . ? C9 C4 N2 120.8(4) . . ? C5 C4 N2 117.5(4) . . ? C4 C5 C6 117.9(4) . . ? C4 C5 H5 121.0 . . ? C6 C5 H5 121.0 . . ? C7 C6 C5 121.7(4) . . ? C7 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C6 C7 C8 118.7(4) . . ? C6 C7 C36 119.9(4) . . ? C8 C7 C36 121.5(4) . . ? C7 C8 C9 120.8(4) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C4 C9 C8 119.1(4) . . ? C4 C9 H9 120.5 . . ? C8 C9 H9 120.5 . . ? C36 C10 C11 121.2(4) . . ? C36 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C12 C11 C10 119.1(4) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C11 C12 C13 121.0(4) . . ? C11 C12 N4 120.1(4) . . ? C13 C12 N4 118.9(4) . . ? C12 C13 C14 119.8(4) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C36 120.7(4) . . ? C13 C14 H14 119.7 . . ? C36 C14 H14 119.7 . . ? N5 C15 N4 109.8(4) . . ? N5 C15 H15 125.1 . . ? N4 C15 H15 125.1 . . ? C17 C16 N5 108.4(4) . . ? C17 C16 H16 125.8 . . ? N5 C16 H16 125.8 . . ? C16 C17 N4 107.4(4) . . ? C16 C17 H17 126.3 . . ? N4 C17 H17 126.3 . . ? N7 C18 N6 110.1(4) . . ? N7 C18 H18 124.9 . . ? N6 C18 H18 124.9 . . ? N6 C19 C20 109.5(4) . . ? N6 C19 H19 125.2 . . ? C20 C19 H19 125.2 . . ? C19 C20 N7 106.0(4) . . ? C19 C20 H20 127.0 . . ? N7 C20 H20 127.0 . . ? C22 C21 C26 122.0(4) . . ? C22 C21 N7 118.8(4) . . ? C26 C21 N7 119.3(4) . . ? C21 C22 C23 117.7(4) . . ? C21 C22 H22 121.1 . . ? C23 C22 H22 121.1 . . ? C24 C23 C22 122.0(4) . . ? C24 C23 H23 119.0 . . ? C22 C23 H23 119.0 . . ? C23 C24 C25 116.7(4) . . ? C23 C24 C28 121.2(4) . . ? C25 C24 C28 122.1(4) . . ? C26 C25 C24 123.0(4) . . ? C26 C25 H25 118.5 . . ? C24 C25 H25 118.5 . . ? C25 C26 C21 118.5(4) . . ? C25 C26 H26 120.8 . . ? C21 C26 H26 120.8 . . ? C28 C27 C32 120.1(4) . . ? C28 C27 H27 119.9 . . ? C32 C27 H27 119.9 . . ? C28 C29 C30 121.6(4) . . ? C28 C29 H29 119.2 . . ? C30 C29 H29 119.2 . . ? C35 C34 N10 110.1(4) . . ? C35 C34 H34 125.0 . . ? N10 C34 H34 125.0 . . ? C34 C35 N9 106.1(4) . . ? C34 C35 H35 126.9 . . ? N9 C35 H35 126.9 . . ? N9 C33 N10 109.8(4) . . ? N9 C33 H33 125.1 . . ? N10 C33 H33 125.1 . . ? C31 C32 C27 119.1(4) . . ? C31 C32 H32 120.5 . . ? C27 C32 H32 120.5 . . ? C32 C31 C30 121.9(4) . . ? C32 C31 N9 118.0(4) . . ? C30 C31 N9 120.2(4) . . ? C31 C30 C29 118.5(4) . . ? C31 C30 H30 120.8 . . ? C29 C30 H30 120.8 . . ? O2 Cu1 N1 87.64(13) . . ? O2 Cu1 O1 179.29(11) . 2_646 ? N1 Cu1 O1 91.66(13) . 2_646 ? O2 Cu1 N5 89.69(13) . 1_655 ? N1 Cu1 N5 176.46(14) . 1_655 ? O1 Cu1 N5 91.02(13) 2_646 1_655 ? O2 Cu1 O3 91.10(11) . . ? N1 Cu1 O3 90.19(13) . . ? O1 Cu1 O3 88.82(11) 2_646 . ? N5 Cu1 O3 92.19(13) 1_655 . ? O2 Cu1 O6 95.55(11) . 2_656 ? N1 Cu1 O6 89.66(12) . 2_656 ? O1 Cu1 O6 84.53(11) 2_646 2_656 ? N5 Cu1 O6 88.27(12) 1_655 2_656 ? O3 Cu1 O6 173.34(10) . 2_656 ? N10 Cu2 N6 171.00(15) 1_655 . ? N10 Cu2 O4 93.05(14) 1_655 . ? N6 Cu2 O4 90.18(13) . . ? N10 Cu2 O5 87.80(14) 1_655 . ? N6 Cu2 O5 90.15(14) . . ? O4 Cu2 O5 172.13(12) . . ? N10 Cu2 O4 94.48(13) 1_655 3_667 ? N6 Cu2 O4 94.41(12) . 3_667 ? O4 Cu2 O4 78.13(11) . 3_667 ? O5 Cu2 O4 94.00(11) . 3_667 ? C3 N1 C1 106.2(4) . . ? C3 N1 Cu1 124.8(3) . . ? C1 N1 Cu1 128.9(3) . . ? C3 N2 C2 108.2(4) . . ? C3 N2 C4 124.6(4) . . ? C2 N2 C4 126.9(4) . . ? C10 C36 C14 118.2(4) . . ? C10 C36 C7 120.3(4) . . ? C14 C36 C7 121.3(4) . . ? C15 N4 C17 107.8(4) . . ? C15 N4 C12 124.2(4) . . ? C17 N4 C12 127.9(4) . . ? C15 N5 C16 106.6(4) . . ? C15 N5 Cu1 124.9(3) . 1_455 ? C16 N5 Cu1 128.0(3) . 1_455 ? C18 N6 C19 106.4(4) . . ? C18 N6 Cu2 122.9(3) . . ? C19 N6 Cu2 130.6(3) . . ? C18 N7 C20 107.8(4) . . ? C18 N7 C21 125.2(4) . . ? C20 N7 C21 126.9(4) . . ? C29 C28 C27 118.9(4) . . ? C29 C28 C24 121.4(4) . . ? C27 C28 C24 119.7(4) . . ? C33 N9 C35 108.1(4) . . ? C33 N9 C31 126.2(4) . . ? C35 N9 C31 125.7(4) . . ? C33 N10 C34 105.7(4) . . ? C33 N10 Cu2 127.4(3) . 1_455 ? C34 N10 Cu2 126.7(3) . 1_455 ? O2 N11 O1 122.7(3) . . ? O3 N12 O4 123.6(3) . . ? O5 N13 O6 125.0(4) . . ? O10 N14 O11 101.9(4) . . ? N11 O1 Cu1 124.3(2) . 2_656 ? N11 O2 Cu1 122.6(2) . . ? N12 O3 Cu1 126.5(2) . . ? N12 O4 Cu2 117.2(2) . . ? N12 O4 Cu2 141.0(2) . 3_667 ? Cu2 O4 Cu2 101.87(11) . 3_667 ? N13 O5 Cu2 105.6(2) . . ? N13 O6 Cu1 124.3(2) . 2_646 ? H7D O7 H7B 109.8 . . ? H8B O8 H8D 109.8 . . ? O9 O9 H9B 71.5 3_566 . ? O9 O9 H9D 60.4 3_566 . ? H9B O9 H9D 109.8 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.267 _refine_diff_density_min -0.656 _refine_diff_density_rms 0.083 # Attachment '- 2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 774548' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H18 Cd N4 O4' _chemical_formula_weight 562.84 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 orthorhombic _symmetry_space_group_name_H-M pnna loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 13.607(2) _cell_length_b 17.518(3) _cell_length_c 9.3722(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2234.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.673 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1128 _exptl_absorpt_coefficient_mu 1.020 _exptl_absorpt_correction_type 'multi-scan ' _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_T_max 0.89 _exptl_absorpt_process_details SADABS;Bruker,2000 _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 11217 _diffrn_reflns_av_R_equivalents 0.0500 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2210 _reflns_number_gt 1674 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0292P)^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 2210 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0734 _refine_ls_wR_factor_gt 0.0685 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 N1 N 0.19809(17) 0.70336(15) 0.0996(3) 0.0381(7) Uani 1 1 d . . . Cd1 Cd 0.30917(2) 0.7500 0.2500 0.03216(12) Uani 1 2 d S . . C14 C 0.4013(2) 1.01106(17) 0.0272(3) 0.0321(7) Uani 1 1 d . . . H14 H 0.3350 1.0188 0.0461 0.038 Uiso 1 1 calc R . . O1 O 0.29026(15) 0.88185(13) 0.1127(3) 0.0537(7) Uani 1 1 d . . . C13 C 0.5417(2) 0.92892(18) 0.0195(3) 0.0330(8) Uani 1 1 d . . . H13 H 0.5700 0.8812 0.0333 0.040 Uiso 1 1 calc R . . N2 N 0.05598(17) 0.65329(15) 0.0381(3) 0.0378(7) Uani 1 1 d . . . O2 O 0.42500(15) 0.81452(11) 0.1380(3) 0.0448(6) Uani 1 1 d . . . C4 C -0.0333(2) 0.61013(18) 0.0442(4) 0.0364(8) Uani 1 1 d . . . C10 C 0.3802(2) 0.87443(18) 0.1006(3) 0.0344(7) Uani 1 1 d . . . C7 C -0.2045(2) 0.52330(18) 0.0527(4) 0.0369(8) Uani 1 1 d . . . C3 C 0.1228(2) 0.66226(18) 0.1418(4) 0.0412(8) Uani 1 1 d . . . H3 H 0.1165 0.6418 0.2329 0.049 Uiso 1 1 calc R . . C1 C 0.1787(2) 0.7212(2) -0.0400(4) 0.0442(9) Uani 1 1 d . . . H1 H 0.2192 0.7505 -0.0983 0.053 Uiso 1 1 calc R . . C5 C -0.0872(2) 0.6066(2) 0.1682(4) 0.0467(9) Uani 1 1 d . . . H5 H -0.0671 0.6337 0.2484 0.056 Uiso 1 1 calc R . . C6 C -0.1719(2) 0.5625(2) 0.1729(4) 0.0471(9) Uani 1 1 d . . . H6 H -0.2073 0.5590 0.2575 0.057 Uiso 1 1 calc R . . C11 C 0.4421(2) 0.93935(17) 0.0461(3) 0.0285(7) Uani 1 1 d . . . C2 C 0.0921(2) 0.69020(18) -0.0803(4) 0.0429(9) Uani 1 1 d . . . H2 H 0.0629 0.6932 -0.1698 0.052 Uiso 1 1 calc R . . C8 C -0.1483(2) 0.52878(18) -0.0704(4) 0.0369(8) Uani 1 1 d . . . H8 H -0.1689 0.5033 -0.1522 0.044 Uiso 1 1 calc R . . C9 C -0.0626(2) 0.57093(18) -0.0749(4) 0.0401(8) Uani 1 1 d . . . H9 H -0.0252 0.5727 -0.1579 0.048 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 N1 0.0336(15) 0.0355(16) 0.0453(18) 0.0034(13) -0.0048(13) -0.0066(12) Cd1 0.02270(17) 0.02991(18) 0.0439(2) 0.00561(16) 0.000 0.000 C14 0.0207(15) 0.0380(18) 0.038(2) 0.0036(15) 0.0037(13) 0.0012(13) O1 0.0290(13) 0.0453(14) 0.087(2) 0.0175(14) 0.0062(12) -0.0050(11) C13 0.0319(17) 0.0292(17) 0.038(2) 0.0042(14) 0.0011(15) 0.0034(13) N2 0.0316(15) 0.0404(16) 0.0412(18) 0.0075(13) -0.0051(13) -0.0063(12) O2 0.0368(12) 0.0343(13) 0.0632(17) 0.0162(12) 0.0050(12) -0.0009(10) C4 0.0304(17) 0.0366(19) 0.042(2) 0.0047(16) -0.0047(15) -0.0060(14) C10 0.0398(19) 0.0319(17) 0.0316(19) 0.0012(14) -0.0009(15) -0.0075(15) C7 0.0321(18) 0.0379(19) 0.041(2) 0.0021(16) -0.0035(15) -0.0036(14) C3 0.0426(19) 0.0418(19) 0.039(2) 0.0069(16) -0.0062(16) -0.0097(16) C1 0.0371(19) 0.048(2) 0.048(2) 0.0142(18) -0.0012(17) -0.0063(16) C5 0.043(2) 0.058(2) 0.039(2) -0.0061(19) -0.0051(17) -0.0151(18) C6 0.043(2) 0.061(2) 0.037(2) -0.0003(19) 0.0045(18) -0.0126(18) C11 0.0283(16) 0.0300(16) 0.0273(18) 0.0045(13) -0.0002(13) -0.0030(13) C2 0.0379(18) 0.050(2) 0.041(2) 0.0145(17) -0.0084(16) -0.0035(16) C8 0.0367(18) 0.0401(19) 0.034(2) -0.0012(16) -0.0062(15) -0.0046(15) C9 0.0337(18) 0.050(2) 0.037(2) 0.0059(17) 0.0006(15) -0.0003(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C3 1.313(4) . ? N1 C1 1.371(4) . ? N1 Cd1 2.222(3) . ? Cd1 O2 2.205(2) 4_565 ? Cd1 O2 2.205(2) . ? Cd1 N1 2.222(3) 4_565 ? C14 C13 1.378(4) 5_675 ? C14 C11 1.385(4) . ? C14 H14 0.9300 . ? O1 C10 1.236(3) . ? C13 C14 1.378(4) 5_675 ? C13 C11 1.390(4) . ? C13 H13 0.9300 . ? N2 C3 1.340(4) . ? N2 C2 1.375(4) . ? N2 C4 1.431(4) . ? O2 C10 1.263(3) . ? C4 C9 1.370(4) . ? C4 C5 1.376(5) . ? C10 C11 1.504(4) . ? C7 C8 1.388(4) . ? C7 C6 1.392(4) . ? C7 C7 1.482(6) 2_465 ? C3 H3 0.9300 . ? C1 C2 1.352(4) . ? C1 H1 0.9300 . ? C5 C6 1.388(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C2 H2 0.9300 . ? C8 C9 1.380(4) . ? C8 H8 0.9300 . ? C9 H9 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 C3 N1 C1 105.2(3) . . ? C3 N1 Cd1 122.8(2) . . ? C1 N1 Cd1 130.7(2) . . ? O2 Cd1 O2 88.77(11) 4_565 . ? O2 Cd1 N1 126.84(9) 4_565 . ? O2 Cd1 N1 111.87(9) . . ? O2 Cd1 N1 111.87(9) 4_565 4_565 ? O2 Cd1 N1 126.84(9) . 4_565 ? N1 Cd1 N1 94.29(14) . 4_565 ? C13 C14 C11 120.5(3) 5_675 . ? C13 C14 H14 119.7 5_675 . ? C11 C14 H14 119.7 . . ? C14 C13 C11 120.4(3) 5_675 . ? C14 C13 H13 119.8 5_675 . ? C11 C13 H13 119.8 . . ? C3 N2 C2 106.7(3) . . ? C3 N2 C4 127.5(3) . . ? C2 N2 C4 125.7(3) . . ? C10 O2 Cd1 102.31(19) . . ? C9 C4 C5 120.7(3) . . ? C9 C4 N2 118.7(3) . . ? C5 C4 N2 120.6(3) . . ? O1 C10 O2 122.6(3) . . ? O1 C10 C11 120.4(3) . . ? O2 C10 C11 116.9(3) . . ? C8 C7 C6 117.5(3) . . ? C8 C7 C7 119.9(2) . 2_465 ? C6 C7 C7 122.6(2) . 2_465 ? N1 C3 N2 112.0(3) . . ? N1 C3 H3 124.0 . . ? N2 C3 H3 124.0 . . ? C2 C1 N1 110.1(3) . . ? C2 C1 H1 125.0 . . ? N1 C1 H1 125.0 . . ? C4 C5 C6 119.6(3) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C7 121.0(3) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C14 C11 C13 119.1(3) . . ? C14 C11 C10 120.3(3) . . ? C13 C11 C10 120.5(3) . . ? C1 C2 N2 105.9(3) . . ? C1 C2 H2 127.0 . . ? N2 C2 H2 127.0 . . ? C9 C8 C7 121.9(3) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C4 C9 C8 119.3(3) . . ? C4 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.536 _refine_diff_density_min -0.488 _refine_diff_density_rms 0.073 # Attachment '- 3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 774549' #TrackingRef '- 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H29 Co N6 O6' _chemical_formula_weight 688.57 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.7532(19) _cell_length_b 12.380(2) _cell_length_c 12.823(2) _cell_angle_alpha 66.004(3) _cell_angle_beta 78.439(4) _cell_angle_gamma 82.324(4) _cell_volume 1525.3(5) _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 0.24 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.622 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.86 _exptl_absorpt_correction_T_max 0.88 _exptl_absorpt_process_details SADABS;Bruker,2000 _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 7676 _diffrn_reflns_av_R_equivalents 0.0636 _diffrn_reflns_av_sigmaI/netI 0.1305 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 24.99 _reflns_number_total 5283 _reflns_number_gt 3186 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0884P)^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 5283 _refine_ls_number_parameters 418 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1089 _refine_ls_R_factor_gt 0.0699 _refine_ls_wR_factor_ref 0.1838 _refine_ls_wR_factor_gt 0.1603 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.086 _refine_ls_shift/su_mean 0.023 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 C1 C 0.4981(5) 0.2457(5) 0.2900(5) 0.0247(12) Uani 1 1 d . . . C2 C 0.4919(5) 0.3767(5) 0.2639(5) 0.0270(13) Uani 1 1 d . . . C3 C 0.4876(5) 0.4198(5) 0.3475(5) 0.0309(14) Uani 1 1 d . . . H3 H 0.4901 0.3664 0.4233 0.037 Uiso 1 1 calc R . . C4 C 0.4798(5) 0.5372(5) 0.3244(4) 0.0298(14) Uani 1 1 d . . . H4 H 0.4772 0.5618 0.3844 0.036 Uiso 1 1 calc R . . C5 C 0.4754(5) 0.6218(4) 0.2135(4) 0.0249(12) Uani 1 1 d . . . C6 C 0.4813(7) 0.5796(5) 0.1283(5) 0.0508(19) Uani 1 1 d . . . H6 H 0.4786 0.6331 0.0526 0.061 Uiso 1 1 calc R . . C7 C 0.4910(6) 0.4594(5) 0.1529(5) 0.0456(17) Uani 1 1 d . . . H7 H 0.4970 0.4340 0.0930 0.055 Uiso 1 1 calc R . . C8 C 0.4666(5) 0.7517(5) 0.1872(5) 0.0294(14) Uani 1 1 d . . . C9 C 0.2919(6) 1.1562(5) 0.0678(5) 0.0365(15) Uani 1 1 d . . . H9 H 0.3537 1.1900 0.0844 0.044 Uiso 1 1 calc R . . C10 C 0.1090(6) 1.1229(5) 0.0441(5) 0.0393(15) Uani 1 1 d . . . H10 H 0.0230 1.1264 0.0405 0.047 Uiso 1 1 calc R . . C11 C 0.1998(6) 1.0486(5) 0.0194(5) 0.0405(16) Uani 1 1 d . . . H11 H 0.1864 0.9904 -0.0049 0.049 Uiso 1 1 calc R . . C12 C 0.1111(6) 1.2871(6) 0.1085(5) 0.046 Uani 1 1 d . . . C13 C 0.1870(6) 1.3530(7) 0.1282(6) 0.057 Uani 1 1 d . . . H13 H 0.2746 1.3369 0.1198 0.069 Uiso 1 1 calc R . . C14 C 0.1326(6) 1.4460(6) 0.1615(6) 0.057 Uani 1 1 d . . . H14 H 0.1858 1.4894 0.1766 0.069 Uiso 1 1 calc R . . C15 C 0.0062(6) 1.4753(6) 0.1727(5) 0.0388(16) Uani 1 1 d . . . C16 C -0.0634(7) 1.4036(7) 0.1572(8) 0.084(3) Uani 1 1 d . . . H16 H -0.1510 1.4192 0.1650 0.100 Uiso 1 1 calc R . . C17 C -0.0138(7) 1.3071(7) 0.1301(8) 0.090(3) Uani 1 1 d . . . H17 H -0.0682 1.2563 0.1271 0.108 Uiso 1 1 calc R . . C18 C 0.3138(5) -0.1344(5) 0.4545(5) 0.0332(14) Uani 1 1 d . . . H18 H 0.3636 -0.2033 0.4865 0.040 Uiso 1 1 calc R . . C19 C 0.2520(6) 0.0441(5) 0.3830(5) 0.0408(16) Uani 1 1 d . . . H19 H 0.2507 0.1263 0.3547 0.049 Uiso 1 1 calc R . . C20 C 0.1572(6) -0.0168(6) 0.3861(6) 0.0463(17) Uani 1 1 d . . . H20 H 0.0796 0.0140 0.3614 0.056 Uiso 1 1 calc R . . C21 C 0.1363(5) -0.2360(5) 0.4511(5) 0.0318(14) Uani 1 1 d . . . C22 C 0.2065(6) -0.3242(6) 0.4233(6) 0.0447(17) Uani 1 1 d . . . H22 H 0.2917 -0.3141 0.3904 0.054 Uiso 1 1 calc R . . C23 C 0.1547(6) -0.4254(6) 0.4425(6) 0.0464(17) Uani 1 1 d . . . H23 H 0.2051 -0.4835 0.4228 0.056 Uiso 1 1 calc R . . C24 C 0.0287(5) -0.4450(5) 0.4908(5) 0.0313(14) Uani 1 1 d . . . C25 C -0.0407(6) -0.3542(6) 0.5165(5) 0.0403(16) Uani 1 1 d . . . H25 H -0.1267 -0.3626 0.5463 0.048 Uiso 1 1 calc R . . C26 C 0.0109(6) -0.2533(5) 0.5002(5) 0.0406(16) Uani 1 1 d . . . H26 H -0.0383 -0.1960 0.5222 0.049 Uiso 1 1 calc R . . C27 C -0.2451(6) 2.0249(6) 0.3206(5) 0.0388(15) Uani 1 1 d . . . H27 H -0.2363 2.1018 0.3126 0.047 Uiso 1 1 calc R . . C28 C -0.1626(6) 1.9648(5) 0.2686(5) 0.0412(16) Uani 1 1 d . . . H28 H -0.0874 1.9920 0.2190 0.049 Uiso 1 1 calc R . . C29 C -0.3182(5) 1.8568(5) 0.3740(4) 0.0280(13) Uani 1 1 d . . . H29 H -0.3696 1.7927 0.4106 0.034 Uiso 1 1 calc R . . C30 C -0.1528(5) 1.7635(5) 0.2662(5) 0.0311(14) Uani 1 1 d . . . C31 C -0.0250(5) 1.7578(5) 0.2235(5) 0.0380(15) Uani 1 1 d . . . H31 H 0.0270 1.8154 0.2165 0.046 Uiso 1 1 calc R . . C32 C 0.0240(6) 1.6663(5) 0.1916(5) 0.0382(15) Uani 1 1 d . . . H32 H 0.1101 1.6639 0.1616 0.046 Uiso 1 1 calc R . . C33 C -0.0471(6) 1.5774(5) 0.2015(5) 0.0357(15) Uani 1 1 d . . . C34 C -0.1771(6) 1.5867(6) 0.2434(6) 0.0499(18) Uani 1 1 d . . . H34 H -0.2296 1.5294 0.2505 0.060 Uiso 1 1 calc R . . C35 C -0.2276(6) 1.6793(6) 0.2740(6) 0.0443(17) Uani 1 1 d . . . H35 H -0.3144 1.6847 0.3004 0.053 Uiso 1 1 calc R . . Co1 Co 0.5000 0.0000 0.5000 0.0201(3) Uani 1 2 d S . . Co2 Co 0.5000 1.0000 0.0000 0.0237(3) Uani 1 2 d S . . N1 N 0.3508(4) -0.0301(4) 0.4268(4) 0.0258(11) Uani 1 1 d . . . N2 N 0.1971(4) -0.1342(4) 0.4329(4) 0.0304(11) Uani 1 1 d . . . N3 N -0.3432(4) 1.9580(4) 0.3867(4) 0.0273(11) Uani 1 1 d . . . N4 N -0.2077(4) 1.8578(4) 0.3007(4) 0.0297(11) Uani 1 1 d . . . N5 N 0.3155(4) 1.0693(4) 0.0348(4) 0.0326(12) Uani 1 1 d . . . N6 N 0.1682(4) 1.1930(4) 0.0757(4) 0.0311(11) Uani 1 1 d . . . O1 O 0.4970(3) 0.1797(3) 0.3955(3) 0.0307(9) Uani 1 1 d . . . O2 O 0.5047(4) 0.2142(3) 0.2099(3) 0.0397(11) Uani 1 1 d . . . O3 O 0.4481(3) 0.8217(3) 0.0868(3) 0.0320(9) Uani 1 1 d . . . O4 O 0.4808(4) 0.7824(3) 0.2651(3) 0.0335(10) Uani 1 1 d . . . O5 O 0.5426(3) 1.0079(3) 0.1514(3) 0.0322(10) Uani 1 1 d . . . H5C H 0.5293 0.9397 0.2045 0.039 Uiso 1 1 d R . . H5A H 0.4930 1.0561 0.1744 0.039 Uiso 1 1 d R . . O6 O 0.7405(4) 0.2195(5) 0.0300(4) 0.0709(16) Uani 1 1 d . . . H6D H 0.6751 0.2184 0.0802 0.085 Uiso 1 1 d R . . H6A H 0.7229 0.1939 -0.0173 0.106 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.029(3) 0.014(3) 0.028(3) -0.005(2) -0.002(2) -0.005(2) C2 0.033(3) 0.020(3) 0.029(3) -0.010(3) -0.008(3) 0.000(2) C3 0.044(4) 0.018(3) 0.028(3) -0.007(3) -0.006(3) 0.003(3) C4 0.042(4) 0.024(3) 0.026(3) -0.013(3) -0.005(3) 0.001(3) C5 0.032(3) 0.015(3) 0.026(3) -0.007(2) -0.002(2) -0.005(2) C6 0.104(6) 0.023(4) 0.025(3) -0.006(3) -0.022(4) 0.002(4) C7 0.093(5) 0.016(3) 0.030(3) -0.008(3) -0.014(3) -0.005(3) C8 0.026(3) 0.028(3) 0.033(3) -0.013(3) 0.000(3) 0.001(3) C9 0.038(4) 0.032(4) 0.047(4) -0.025(3) -0.009(3) 0.008(3) C10 0.036(4) 0.038(4) 0.045(4) -0.020(3) 0.000(3) -0.005(3) C11 0.048(4) 0.033(4) 0.047(4) -0.025(3) 0.001(3) -0.005(3) C12 0.037 0.047 0.049 -0.020 -0.005 0.012 C13 0.032 0.066 0.066 -0.026 0.010 0.001 C14 0.034 0.067 0.058 -0.015 -0.014 0.016 C15 0.037(4) 0.040(4) 0.042(4) -0.023(3) -0.007(3) 0.012(3) C16 0.042(5) 0.081(7) 0.148(9) -0.082(6) 0.023(5) -0.006(4) C17 0.044(5) 0.067(6) 0.178(9) -0.089(6) 0.037(5) -0.015(4) C18 0.030(3) 0.031(4) 0.047(4) -0.021(3) -0.012(3) -0.003(3) C19 0.045(4) 0.027(4) 0.050(4) -0.010(3) -0.017(3) -0.005(3) C20 0.040(4) 0.034(4) 0.064(5) -0.015(3) -0.018(3) 0.001(3) C21 0.028(3) 0.032(4) 0.039(3) -0.015(3) -0.008(3) -0.005(3) C22 0.028(4) 0.049(4) 0.064(4) -0.032(4) 0.000(3) -0.006(3) C23 0.035(4) 0.035(4) 0.073(5) -0.027(4) -0.003(3) -0.006(3) C24 0.030(3) 0.032(4) 0.033(3) -0.012(3) -0.005(3) -0.006(3) C25 0.030(4) 0.049(4) 0.046(4) -0.023(3) 0.003(3) -0.014(3) C26 0.040(4) 0.036(4) 0.053(4) -0.026(3) -0.005(3) -0.003(3) C27 0.037(4) 0.033(4) 0.046(4) -0.019(3) 0.005(3) -0.005(3) C28 0.036(4) 0.036(4) 0.047(4) -0.016(3) 0.009(3) -0.008(3) C29 0.029(3) 0.025(3) 0.032(3) -0.015(3) 0.000(3) -0.004(2) C30 0.036(4) 0.023(3) 0.034(3) -0.014(3) -0.006(3) 0.009(3) C31 0.032(4) 0.041(4) 0.040(4) -0.020(3) 0.002(3) 0.003(3) C32 0.032(4) 0.038(4) 0.042(4) -0.020(3) 0.003(3) 0.005(3) C33 0.036(4) 0.040(4) 0.033(3) -0.021(3) -0.004(3) 0.008(3) C34 0.039(4) 0.048(4) 0.074(5) -0.041(4) -0.004(3) 0.006(3) C35 0.032(4) 0.048(4) 0.062(4) -0.035(4) -0.005(3) 0.007(3) Co1 0.0231(6) 0.0139(6) 0.0234(5) -0.0078(4) -0.0026(4) -0.0019(4) Co2 0.0331(7) 0.0136(6) 0.0242(6) -0.0086(4) -0.0030(5) 0.0013(4) N1 0.026(3) 0.017(3) 0.036(3) -0.010(2) -0.005(2) -0.007(2) N2 0.029(3) 0.027(3) 0.038(3) -0.012(2) -0.012(2) -0.003(2) N3 0.028(3) 0.024(3) 0.032(3) -0.014(2) -0.005(2) 0.002(2) N4 0.026(3) 0.032(3) 0.033(3) -0.018(2) -0.005(2) 0.007(2) N5 0.035(3) 0.029(3) 0.039(3) -0.021(2) -0.006(2) 0.004(2) N6 0.032(3) 0.029(3) 0.033(3) -0.016(2) 0.000(2) 0.004(2) O1 0.041(2) 0.017(2) 0.034(2) -0.0090(18) -0.0079(18) -0.0014(17) O2 0.073(3) 0.016(2) 0.030(2) -0.0099(18) -0.004(2) -0.010(2) O3 0.049(3) 0.009(2) 0.035(2) -0.0034(17) -0.0087(19) -0.0045(17) O4 0.050(3) 0.020(2) 0.033(2) -0.0125(18) -0.0065(19) -0.0036(18) O5 0.049(3) 0.018(2) 0.027(2) -0.0062(17) -0.0039(18) -0.0029(18) O6 0.061(3) 0.092(4) 0.064(3) -0.033(3) 0.007(3) -0.032(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 C1 O2 1.225(6) . ? C1 O1 1.263(6) . ? C1 C2 1.511(7) . ? C2 C3 1.370(7) . ? C2 C7 1.377(7) . ? C3 C4 1.354(7) . ? C4 C5 1.386(7) . ? C5 C6 1.378(8) . ? C5 C8 1.497(7) . ? C6 C7 1.383(8) . ? C8 O4 1.244(6) . ? C8 O3 1.264(6) . ? C9 N5 1.286(7) . ? C9 N6 1.346(7) . ? C10 C11 1.332(8) . ? C10 N6 1.363(7) . ? C11 N5 1.371(7) . ? C12 C17 1.327(8) . ? C12 C13 1.351(9) . ? C12 N6 1.419(7) . ? C13 C14 1.403(9) . ? C14 C15 1.353(8) . ? C15 C16 1.329(9) . ? C15 C33 1.471(8) . ? C16 C17 1.388(9) . ? C18 N1 1.287(7) . ? C18 N2 1.338(6) . ? C19 C20 1.332(8) . ? C19 N1 1.359(7) . ? C20 N2 1.372(7) . ? C21 C22 1.370(8) . ? C21 C26 1.373(7) . ? C21 N2 1.412(7) . ? C22 C23 1.350(8) . ? C23 C24 1.381(7) . ? C24 C25 1.382(8) . ? C24 C24 1.482(11) 2_546 ? C25 C26 1.356(8) . ? C27 C28 1.332(8) . ? C27 N3 1.350(7) . ? C28 N4 1.344(7) . ? C29 N3 1.314(6) . ? C29 N4 1.358(6) . ? C30 C35 1.361(8) . ? C30 C31 1.378(7) . ? C30 N4 1.427(7) . ? C31 C32 1.364(8) . ? C32 C33 1.372(8) . ? C33 C34 1.401(8) . ? C34 C35 1.370(8) . ? Co1 O1 2.078(3) 2_656 ? Co1 O1 2.078(3) . ? Co1 N3 2.150(4) 1_635 ? Co1 N3 2.150(4) 2_576 ? Co1 N1 2.155(4) . ? Co1 N1 2.155(4) 2_656 ? Co2 N5 2.091(4) 2_675 ? Co2 N5 2.091(4) . ? Co2 O5 2.124(4) 2_675 ? Co2 O5 2.124(4) . ? Co2 O3 2.123(3) . ? Co2 O3 2.123(3) 2_675 ? N3 Co1 2.150(4) 1_475 ? 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 C1 O1 127.0(5) . . ? O2 C1 C2 118.7(5) . . ? O1 C1 C2 114.3(5) . . ? C3 C2 C7 116.4(5) . . ? C3 C2 C1 122.7(5) . . ? C7 C2 C1 120.9(5) . . ? C4 C3 C2 122.7(5) . . ? C3 C4 C5 121.7(5) . . ? C6 C5 C4 116.3(5) . . ? C6 C5 C8 121.7(5) . . ? C4 C5 C8 122.0(5) . . ? C5 C6 C7 121.5(5) . . ? C2 C7 C6 121.5(6) . . ? O4 C8 O3 125.2(5) . . ? O4 C8 C5 117.5(5) . . ? O3 C8 C5 117.3(5) . . ? N5 C9 N6 112.7(6) . . ? C11 C10 N6 105.8(5) . . ? C10 C11 N5 110.8(6) . . ? C17 C12 C13 118.3(7) . . ? C17 C12 N6 123.0(7) . . ? C13 C12 N6 118.5(6) . . ? C12 C13 C14 119.4(6) . . ? C15 C14 C13 123.0(7) . . ? C16 C15 C14 114.4(6) . . ? C16 C15 C33 124.0(6) . . ? C14 C15 C33 121.6(6) . . ? C15 C16 C17 124.3(7) . . ? C12 C17 C16 120.0(7) . . ? N1 C18 N2 113.7(5) . . ? C20 C19 N1 110.8(6) . . ? C19 C20 N2 106.2(5) . . ? C22 C21 C26 118.3(6) . . ? C22 C21 N2 118.7(5) . . ? C26 C21 N2 123.0(5) . . ? C23 C22 C21 121.4(6) . . ? C22 C23 C24 121.8(6) . . ? C25 C24 C23 115.8(5) . . ? C25 C24 C24 122.5(6) . 2_546 ? C23 C24 C24 121.6(7) . 2_546 ? C26 C25 C24 123.0(6) . . ? C25 C26 C21 119.7(6) . . ? C28 C27 N3 110.1(6) . . ? C27 C28 N4 107.8(5) . . ? N3 C29 N4 111.3(5) . . ? C35 C30 C31 119.6(6) . . ? C35 C30 N4 119.8(5) . . ? C31 C30 N4 120.7(5) . . ? C32 C31 C30 119.0(6) . . ? C31 C32 C33 123.4(6) . . ? C32 C33 C34 116.3(6) . . ? C32 C33 C15 123.7(5) . . ? C34 C33 C15 119.9(6) . . ? C35 C34 C33 120.7(6) . . ? C30 C35 C34 121.0(6) . . ? O1 Co1 O1 180.0 2_656 . ? O1 Co1 N3 86.98(15) 2_656 1_635 ? O1 Co1 N3 93.02(15) . 1_635 ? O1 Co1 N3 93.02(15) 2_656 2_576 ? O1 Co1 N3 86.98(15) . 2_576 ? N3 Co1 N3 180.0 1_635 2_576 ? O1 Co1 N1 87.38(15) 2_656 . ? O1 Co1 N1 92.62(15) . . ? N3 Co1 N1 96.85(17) 1_635 . ? N3 Co1 N1 83.15(17) 2_576 . ? O1 Co1 N1 92.62(15) 2_656 2_656 ? O1 Co1 N1 87.38(15) . 2_656 ? N3 Co1 N1 83.15(17) 1_635 2_656 ? N3 Co1 N1 96.85(17) 2_576 2_656 ? N1 Co1 N1 180.00(19) . 2_656 ? N5 Co2 N5 180.0 2_675 . ? N5 Co2 O5 89.56(16) 2_675 2_675 ? N5 Co2 O5 90.44(16) . 2_675 ? N5 Co2 O5 90.44(16) 2_675 . ? N5 Co2 O5 89.56(16) . . ? O5 Co2 O5 180.0 2_675 . ? N5 Co2 O3 86.45(16) 2_675 . ? N5 Co2 O3 93.55(16) . . ? O5 Co2 O3 86.59(14) 2_675 . ? O5 Co2 O3 93.41(14) . . ? N5 Co2 O3 93.55(16) 2_675 2_675 ? N5 Co2 O3 86.45(16) . 2_675 ? O5 Co2 O3 93.41(14) 2_675 2_675 ? O5 Co2 O3 86.59(14) . 2_675 ? O3 Co2 O3 180.0 . 2_675 ? C18 N1 C19 104.3(5) . . ? C18 N1 Co1 122.3(4) . . ? C19 N1 Co1 129.4(4) . . ? C18 N2 C20 105.0(5) . . ? C18 N2 C21 125.1(5) . . ? C20 N2 C21 129.9(5) . . ? C29 N3 C27 105.2(5) . . ? C29 N3 Co1 126.5(4) . 1_475 ? C27 N3 Co1 128.1(4) . 1_475 ? C28 N4 C29 105.6(5) . . ? C28 N4 C30 128.1(5) . . ? C29 N4 C30 126.3(5) . . ? C9 N5 C11 104.5(5) . . ? C9 N5 Co2 122.7(4) . . ? C11 N5 Co2 132.5(4) . . ? C9 N6 C10 106.2(5) . . ? C9 N6 C12 126.9(5) . . ? C10 N6 C12 127.0(5) . . ? C1 O1 Co1 138.5(4) . . ? C8 O3 Co2 126.4(4) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.493 _refine_diff_density_min -1.174 _refine_diff_density_rms 0.104 # Attachment '- 4.cif' data_yao _database_code_depnum_ccdc_archive 'CCDC 774550' #TrackingRef '- 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H18 N4 O6 Zn' _chemical_formula_weight 511.78 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 ' 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 10.2262(14) _cell_length_b 14.248(2) _cell_length_c 14.761(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.849(2) _cell_angle_gamma 90.00 _cell_volume 2096.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.621 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 1.223 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.88 _exptl_absorpt_correction_T_max 0.90 _exptl_absorpt_process_details SADABS;Bruker,2000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 10144 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3675 _reflns_number_gt 2968 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0785P)^2^+0.8356P] 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 3675 _refine_ls_number_parameters 301 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1391 _refine_ls_wR_factor_gt 0.1346 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2662(4) 0.0745(3) 0.7174(3) 0.0485(11) Uani 1 1 d . . . H1 H 0.2207 0.1222 0.7404 0.058 Uiso 1 1 calc R . . C2 C 0.3102(5) -0.0044(3) 0.7627(3) 0.0593(13) Uani 1 1 d . . . H2 H 0.3021 -0.0213 0.8221 0.071 Uiso 1 1 calc R . . C3 C 0.3612(3) -0.0054(3) 0.6272(3) 0.0346(9) Uani 1 1 d . . . H3 H 0.3953 -0.0241 0.5767 0.042 Uiso 1 1 calc R . . C4 C 0.4305(4) -0.1485(3) 0.7222(4) 0.0526(12) Uani 1 1 d . . . H4A H 0.4940 -0.1474 0.7818 0.063 Uiso 1 1 calc R . . H4B H 0.4803 -0.1619 0.6750 0.063 Uiso 1 1 calc R . . C5 C 0.2263(4) 0.1713(3) 0.3277(3) 0.0470(11) Uani 1 1 d . . . H5 H 0.2717 0.2280 0.3290 0.056 Uiso 1 1 calc R . . C6 C 0.1819(5) 0.1184(3) 0.2511(3) 0.0520(11) Uani 1 1 d . . . H6 H 0.1901 0.1313 0.1909 0.062 Uiso 1 1 calc R . . C7 C 0.1320(4) 0.0505(3) 0.3715(3) 0.0379(9) Uani 1 1 d . . . H7 H 0.0988 0.0071 0.4077 0.045 Uiso 1 1 calc R . . C8 C 0.0663(5) -0.0388(3) 0.2241(4) 0.0599(13) Uani 1 1 d . . . H8A H 0.0351 -0.0182 0.1603 0.072 Uiso 1 1 calc R . . H8B H -0.0109 -0.0615 0.2456 0.072 Uiso 1 1 calc R . . C9 C 0.1630(4) -0.1191(3) 0.2259(3) 0.0412(10) Uani 1 1 d . . . C10 C 0.1118(5) -0.2066(3) 0.1987(3) 0.0549(12) Uani 1 1 d . . . H10 H 0.0194 -0.2146 0.1810 0.066 Uiso 1 1 calc R . . C11 C 0.1945(4) -0.2822(3) 0.1971(3) 0.0533(12) Uani 1 1 d . . . H11 H 0.1573 -0.3405 0.1782 0.064 Uiso 1 1 calc R . . C12 C 0.3320(4) -0.2730(3) 0.2231(3) 0.0403(9) Uani 1 1 d . . . C13 C 0.3828(4) -0.1851(3) 0.2500(3) 0.0471(11) Uani 1 1 d . . . H13 H 0.4752 -0.1767 0.2673 0.057 Uiso 1 1 calc R . . C14 C 0.2995(4) -0.1092(3) 0.2518(3) 0.0500(11) Uani 1 1 d . . . H14 H 0.3363 -0.0509 0.2709 0.060 Uiso 1 1 calc R . . C15 C -0.0038(4) 0.2080(3) 0.5515(3) 0.0356(9) Uani 1 1 d . . . C16 C -0.1305(3) 0.2645(2) 0.5411(2) 0.0304(8) Uani 1 1 d U . . C17 C -0.2509(3) 0.2190(3) 0.5392(2) 0.0319(8) Uani 1 1 d U . . H17 H -0.2511 0.1545 0.5490 0.038 Uiso 1 1 calc R . . C18 C -0.3714(3) 0.2680(2) 0.5227(3) 0.0297(8) Uani 1 1 d U . . C19 C -0.3709(3) 0.3634(3) 0.5055(3) 0.0320(8) Uani 1 1 d U . . H19 H -0.4514 0.3965 0.4919 0.038 Uiso 1 1 calc R . . C20 C -0.2512(3) 0.4100(3) 0.5085(3) 0.0315(8) Uani 1 1 d U . . C21 C -0.1309(3) 0.3606(3) 0.5270(3) 0.0321(8) Uani 1 1 d U . . H21 H -0.0505 0.3922 0.5300 0.039 Uiso 1 1 calc R . . C22 C -0.2496(4) 0.5117(3) 0.4934(4) 0.0484(11) Uani 1 1 d U . . C23 C -0.4989(3) 0.2149(3) 0.5219(3) 0.0316(8) Uani 1 1 d . . . N1 N 0.2979(3) 0.0745(2) 0.6321(2) 0.0335(7) Uani 1 1 d . . . N2 N 0.3697(3) -0.0557(2) 0.7045(2) 0.0423(8) Uani 1 1 d . . . N3 N 0.1944(3) 0.1286(2) 0.4035(2) 0.0358(7) Uani 1 1 d . . . N4 N 0.1226(3) 0.0418(2) 0.2807(3) 0.0449(8) Uani 1 1 d . . . O1 O -0.1526(3) 0.5597(2) 0.5254(3) 0.063 Uani 1 1 d . . . O2 O -0.5031(3) 0.12987(18) 0.5094(2) 0.0418(7) Uani 1 1 d . . . O3 O -0.6008(2) 0.26268(17) 0.5361(2) 0.0386(6) Uani 1 1 d . . . O4 O -0.3595(3) 0.5490(2) 0.4471(3) 0.0791(12) Uani 1 1 d . . . H4 H -0.3492 0.6057 0.4421 0.095 Uiso 1 1 d R . . O5 O -0.0103(3) 0.1225(2) 0.5465(3) 0.0602(9) Uani 1 1 d . . . O6 O 0.1057(2) 0.25383(18) 0.5614(2) 0.0423(7) Uani 1 1 d . . . Zn1 Zn 0.24791(4) 0.17239(3) 0.53426(3) 0.03150(18) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.057(3) 0.043(2) 0.053(3) -0.005(2) 0.029(2) 0.005(2) C2 0.084(4) 0.060(3) 0.041(3) 0.008(2) 0.029(2) 0.004(3) C3 0.0298(19) 0.037(2) 0.040(2) 0.0033(17) 0.0134(17) 0.0014(16) C4 0.045(3) 0.047(2) 0.067(3) 0.021(2) 0.015(2) 0.012(2) C5 0.049(3) 0.038(2) 0.059(3) 0.012(2) 0.020(2) -0.0028(18) C6 0.055(3) 0.056(3) 0.048(3) 0.011(2) 0.019(2) -0.001(2) C7 0.036(2) 0.032(2) 0.049(3) 0.0029(17) 0.0162(19) -0.0034(17) C8 0.050(3) 0.060(3) 0.063(3) -0.018(2) -0.001(2) 0.000(2) C9 0.044(2) 0.048(2) 0.031(2) -0.0061(18) 0.0063(17) -0.0050(19) C10 0.039(2) 0.060(3) 0.064(3) -0.014(2) 0.008(2) -0.008(2) C11 0.048(3) 0.045(3) 0.066(3) -0.021(2) 0.011(2) -0.016(2) C12 0.046(2) 0.040(2) 0.037(2) -0.0093(18) 0.0136(18) -0.0094(18) C13 0.038(2) 0.050(3) 0.053(3) -0.009(2) 0.010(2) -0.0118(19) C14 0.048(3) 0.039(2) 0.061(3) -0.012(2) 0.008(2) -0.012(2) C15 0.025(2) 0.038(2) 0.046(2) 0.0032(18) 0.0132(17) 0.0042(16) C16 0.0231(18) 0.0320(19) 0.038(2) 0.0015(15) 0.0105(15) 0.0033(14) C17 0.0272(19) 0.0288(19) 0.042(2) 0.0000(16) 0.0133(16) 0.0006(14) C18 0.0197(17) 0.0327(19) 0.038(2) -0.0007(16) 0.0087(15) -0.0010(14) C19 0.0233(18) 0.0323(19) 0.042(2) 0.0007(16) 0.0109(16) 0.0035(15) C20 0.0272(18) 0.0303(19) 0.040(2) 0.0054(16) 0.0126(16) -0.0002(15) C21 0.0216(17) 0.0359(19) 0.040(2) 0.0023(17) 0.0102(16) -0.0027(15) C22 0.024(2) 0.036(2) 0.088(3) 0.016(2) 0.019(2) -0.0035(17) C23 0.0253(19) 0.030(2) 0.040(2) 0.0002(16) 0.0085(16) -0.0019(15) N1 0.0286(16) 0.0284(16) 0.046(2) 0.0015(14) 0.0132(14) 0.0021(13) N2 0.0453(19) 0.0378(19) 0.047(2) 0.0102(15) 0.0169(16) 0.0086(15) N3 0.0285(16) 0.0357(18) 0.044(2) 0.0047(15) 0.0107(14) -0.0001(14) N4 0.0384(19) 0.044(2) 0.051(2) -0.0038(16) 0.0058(16) 0.0013(15) O1 0.040 0.036 0.117 0.011 0.026 0.005 O2 0.0312(14) 0.0309(15) 0.0666(19) -0.0040(13) 0.0176(13) -0.0024(11) O3 0.0214(12) 0.0290(13) 0.0680(19) 0.0023(12) 0.0155(12) 0.0001(10) O4 0.0386(18) 0.0328(17) 0.155(4) 0.0134(19) -0.002(2) 0.0035(14) O5 0.0332(16) 0.0349(17) 0.116(3) 0.0117(17) 0.0244(17) 0.0041(13) O6 0.0220(13) 0.0339(14) 0.072(2) -0.0055(13) 0.0123(13) 0.0031(11) Zn1 0.0219(3) 0.0252(3) 0.0490(3) 0.00125(18) 0.01137(19) 0.00028(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.334(6) . ? C1 N1 1.369(5) . ? C1 H1 0.9300 . ? C2 N2 1.369(5) . ? C2 H2 0.9300 . ? C3 N1 1.320(5) . ? C3 N2 1.334(5) . ? C3 H3 0.9300 . ? C4 N2 1.460(5) . ? C4 C12 1.506(6) 4_556 ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.350(6) . ? C5 N3 1.375(5) . ? C5 H5 0.9300 . ? C6 N4 1.366(5) . ? C6 H6 0.9300 . ? C7 N3 1.317(5) . ? C7 N4 1.328(5) . ? C7 H7 0.9300 . ? C8 N4 1.461(5) . ? C8 C9 1.508(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C14 1.370(6) . ? C9 C10 1.376(6) . ? C10 C11 1.373(6) . ? C10 H10 0.9300 . ? C11 C12 1.379(6) . ? C11 H11 0.9300 . ? C12 C13 1.380(5) . ? C12 C4 1.506(6) 4 ? C13 C14 1.380(6) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 O5 1.220(5) . ? C15 O6 1.276(4) . ? C15 C16 1.504(5) . ? C16 C21 1.386(5) . ? C16 C17 1.386(5) . ? C17 C18 1.390(5) . ? C17 H17 0.9300 . ? C18 C19 1.383(5) . ? C18 C23 1.505(5) . ? C19 C20 1.384(5) . ? C19 H19 0.9300 . ? C20 C21 1.391(5) . ? C20 C22 1.466(5) . ? C21 H21 0.9300 . ? C22 O1 1.211(5) . ? C22 O4 1.293(5) . ? C23 O2 1.225(4) . ? C23 O3 1.300(4) . ? N1 Zn1 1.991(3) . ? N3 Zn1 1.986(3) . ? O3 Zn1 2.008(2) 1_455 ? O4 H4 0.8200 . ? O6 Zn1 1.970(2) . ? Zn1 O3 2.008(2) 1_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 N1 109.8(4) . . ? C2 C1 H1 125.1 . . ? N1 C1 H1 125.1 . . ? C1 C2 N2 106.4(4) . . ? C1 C2 H2 126.8 . . ? N2 C2 H2 126.8 . . ? N1 C3 N2 110.9(3) . . ? N1 C3 H3 124.6 . . ? N2 C3 H3 124.6 . . ? N2 C4 C12 114.5(3) . 4_556 ? N2 C4 H4A 108.6 . . ? C12 C4 H4A 108.6 4_556 . ? N2 C4 H4B 108.6 . . ? C12 C4 H4B 108.6 4_556 . ? H4A C4 H4B 107.6 . . ? C6 C5 N3 109.7(4) . . ? C6 C5 H5 125.1 . . ? N3 C5 H5 125.1 . . ? C5 C6 N4 105.6(4) . . ? C5 C6 H6 127.2 . . ? N4 C6 H6 127.2 . . ? N3 C7 N4 111.2(3) . . ? N3 C7 H7 124.4 . . ? N4 C7 H7 124.4 . . ? N4 C8 C9 114.4(4) . . ? N4 C8 H8A 108.7 . . ? C9 C8 H8A 108.7 . . ? N4 C8 H8B 108.7 . . ? C9 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C14 C9 C10 118.2(4) . . ? C14 C9 C8 123.4(4) . . ? C10 C9 C8 118.5(4) . . ? C11 C10 C9 121.3(4) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C12 121.0(4) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C13 C12 C11 117.4(4) . . ? C13 C12 C4 117.8(4) . 4 ? C11 C12 C4 124.7(4) . 4 ? C12 C13 C14 121.5(4) . . ? C12 C13 H13 119.2 . . ? C14 C13 H13 119.2 . . ? C9 C14 C13 120.6(4) . . ? C9 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? O5 C15 O6 123.5(3) . . ? O5 C15 C16 119.5(3) . . ? O6 C15 C16 116.8(3) . . ? C21 C16 C17 119.1(3) . . ? C21 C16 C15 121.2(3) . . ? C17 C16 C15 119.6(3) . . ? C18 C17 C16 121.2(3) . . ? C18 C17 H17 119.4 . . ? C16 C17 H17 119.4 . . ? C19 C18 C17 119.1(3) . . ? C19 C18 C23 122.1(3) . . ? C17 C18 C23 118.8(3) . . ? C20 C19 C18 120.3(3) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C21 120.1(3) . . ? C19 C20 C22 120.6(3) . . ? C21 C20 C22 119.4(3) . . ? C16 C21 C20 120.2(3) . . ? C16 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? O1 C22 O4 120.9(4) . . ? O1 C22 C20 122.3(4) . . ? O4 C22 C20 116.7(3) . . ? O2 C23 O3 122.6(3) . . ? O2 C23 C18 120.0(3) . . ? O3 C23 C18 117.4(3) . . ? C3 N1 C1 105.6(3) . . ? C3 N1 Zn1 127.9(3) . . ? C1 N1 Zn1 126.4(3) . . ? C3 N2 C2 107.3(3) . . ? C3 N2 C4 125.7(3) . . ? C2 N2 C4 127.0(4) . . ? C7 N3 C5 105.4(3) . . ? C7 N3 Zn1 128.4(3) . . ? C5 N3 Zn1 126.0(3) . . ? C7 N4 C6 108.1(4) . . ? C7 N4 C8 125.6(4) . . ? C6 N4 C8 126.3(4) . . ? C23 O3 Zn1 107.8(2) . 1_455 ? C22 O4 H4 109.9 . . ? C15 O6 Zn1 110.1(2) . . ? O6 Zn1 N3 109.03(12) . . ? O6 Zn1 N1 110.33(12) . . ? N3 Zn1 N1 117.12(12) . . ? O6 Zn1 O3 102.79(11) . 1_655 ? N3 Zn1 O3 105.02(12) . 1_655 ? N1 Zn1 O3 111.48(12) . 1_655 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.297 _refine_diff_density_min -1.617 _refine_diff_density_rms 0.087