# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name C.Ren L.Hou B.Liu G.-P.Yang Y.-Y.Wang Q.-Z.Shi _publ_contact_author_name 'Chen Ren' _publ_contact_author_email rchen2003@163.com data_1 _database_code_depnum_ccdc_archive 'CCDC 785345' #TrackingRef '- cifs 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H21 N6 O6 Zn' _chemical_formula_sum 'C23 H21 N6 O6 Zn' _chemical_formula_weight 542.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 14.967(5) _cell_length_b 14.962(5) _cell_length_c 10.836(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.494(5) _cell_angle_gamma 90.00 _cell_volume 2424.4(14) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 533 _cell_measurement_theta_min 2.723 _cell_measurement_theta_max 16.562 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1116 _exptl_absorpt_coefficient_mu 1.064 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7768 _exptl_absorpt_correction_T_max 0.8740 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11776 _diffrn_reflns_av_R_equivalents 0.1489 _diffrn_reflns_av_sigmaI/netI 0.2087 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 25.10 _reflns_number_total 4298 _reflns_number_gt 1852 _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^)+(0.0800P)^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 4298 _refine_ls_number_parameters 325 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.2002 _refine_ls_R_factor_gt 0.0815 _refine_ls_wR_factor_ref 0.2310 _refine_ls_wR_factor_gt 0.1734 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.036 _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 0.87877(7) 0.34239(6) 0.57048(10) 0.0416(4) Uani 1 1 d . . . C1 C 0.7084(7) 0.3623(7) 0.7053(10) 0.061(3) Uani 1 1 d . . . H1 H 0.7341 0.4102 0.7485 0.074 Uiso 1 1 calc R . . C2 C 0.6930(6) 0.2543(6) 0.5859(9) 0.048(3) Uani 1 1 d . . . H2 H 0.7024 0.2095 0.5284 0.057 Uiso 1 1 calc R . . C3 C 0.5363(6) 0.2117(7) 0.6430(10) 0.063(3) Uani 1 1 d . . . H3A H 0.5339 0.1742 0.5699 0.075 Uiso 1 1 calc R . . H3B H 0.4857 0.2522 0.6366 0.075 Uiso 1 1 calc R . . C4 C 0.5268(8) 0.1534(7) 0.7546(10) 0.061(3) Uani 1 1 d . . . C5 C 0.5983(8) 0.1165(8) 0.8146(12) 0.082(4) Uani 1 1 d . . . H5 H 0.6554 0.1306 0.7899 0.098 Uiso 1 1 calc R . . C6 C 0.5888(7) 0.0583(8) 0.9119(11) 0.079(4) Uani 1 1 d . . . H6 H 0.6397 0.0355 0.9529 0.095 Uiso 1 1 calc R . . C7 C 0.5056(8) 0.0332(6) 0.9500(10) 0.066(3) Uani 1 1 d . . . C8 C 0.4336(8) 0.0748(8) 0.8921(14) 0.098(5) Uani 1 1 d . . . H8 H 0.3762 0.0628 0.9174 0.118 Uiso 1 1 calc R . . C9 C 0.4453(8) 0.1346(8) 0.7963(14) 0.100(4) Uani 1 1 d . . . H9 H 0.3954 0.1627 0.7597 0.120 Uiso 1 1 calc R . . C10 C 0.5439(6) 0.5153(6) 0.0241(9) 0.047(3) Uani 1 1 d . . . C11 C 0.5553(6) 0.5689(7) 0.1261(10) 0.065(3) Uani 1 1 d . . . H11 H 0.5051 0.5903 0.1644 0.078 Uiso 1 1 calc R . . C12 C 0.6398(7) 0.5922(7) 0.1739(9) 0.062(3) Uani 1 1 d . . . H12 H 0.6443 0.6282 0.2439 0.075 Uiso 1 1 calc R . . C13 C 0.7156(7) 0.5646(6) 0.1226(10) 0.050(3) Uani 1 1 d . . . C14 C 0.7057(7) 0.5150(7) 0.0161(10) 0.062(3) Uani 1 1 d . . . H14 H 0.7562 0.4972 -0.0245 0.074 Uiso 1 1 calc R . . C15 C 0.6201(7) 0.4906(7) -0.0326(9) 0.067(3) Uani 1 1 d . . . H15 H 0.6154 0.4570 -0.1048 0.081 Uiso 1 1 calc R . . C16 C 0.8077(6) 0.5802(6) 0.1827(9) 0.055(3) Uani 1 1 d . . . H16A H 0.8516 0.5869 0.1201 0.066 Uiso 1 1 calc R . . H16B H 0.8078 0.6341 0.2324 0.066 Uiso 1 1 calc R . . C17 C 0.8524(6) 0.4959(6) 0.3808(9) 0.050(3) Uani 1 1 d . . . H17 H 0.8579 0.5439 0.4350 0.060 Uiso 1 1 calc R . . C18 C 0.8497(6) 0.3669(6) 0.3041(9) 0.049(3) Uani 1 1 d . . . H18 H 0.8541 0.3051 0.2980 0.058 Uiso 1 1 calc R . . C19 C 0.9119(6) 0.1727(5) 0.4758(8) 0.041(2) Uani 1 1 d . . . C20 C 0.9636(5) 0.0848(5) 0.4828(8) 0.035(2) Uani 1 1 d . . . C21 C 0.9534(5) 0.0220(5) 0.3888(8) 0.038(2) Uani 1 1 d . . . C22 C 0.9909(5) -0.0629(5) 0.4080(8) 0.039(2) Uani 1 1 d . . . H22 H 0.9851 -0.1054 0.3457 0.047 Uiso 1 1 calc R . . C23 C 0.9149(6) 0.0446(7) 0.2613(9) 0.046(3) Uani 1 1 d . . . N1 N 0.7535(5) 0.3172(5) 0.6205(7) 0.0418(19) Uani 1 1 d . . . N2 N 0.6280(6) 0.3362(6) 0.7241(8) 0.062(2) Uani 1 1 d . . . N3 N 0.6196(6) 0.2649(5) 0.6442(8) 0.055(2) Uani 1 1 d . . . N4 N 0.8662(5) 0.4110(5) 0.4115(7) 0.046(2) Uani 1 1 d . . . N5 N 0.8271(5) 0.4180(5) 0.2089(8) 0.057(2) Uani 1 1 d . . . N6 N 0.8295(4) 0.5023(5) 0.2608(7) 0.045(2) Uani 1 1 d . . . O1 O 0.9510(4) 0.2378(4) 0.5370(6) 0.0520(18) Uani 1 1 d . . . O2 O 0.8393(4) 0.1770(3) 0.4230(5) 0.0482(17) Uani 1 1 d . . . O3 O 0.9463(4) 0.1152(4) 0.2147(6) 0.0530(18) Uani 1 1 d . . . O4 O 0.8592(4) -0.0048(4) 0.2112(6) 0.067(2) Uani 1 1 d . . . O5 O 0.7995(6) 0.8208(6) 0.2230(11) 0.147(4) Uani 1 1 d U . . O6 O 0.1377(5) 0.2160(6) 0.0271(10) 0.130(3) Uani 1 1 d U . . 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 0.0511(7) 0.0328(6) 0.0398(7) -0.0015(6) -0.0091(5) 0.0019(5) C1 0.053(7) 0.064(7) 0.066(8) -0.023(6) -0.006(6) -0.009(6) C2 0.043(6) 0.038(6) 0.062(7) -0.009(5) 0.004(6) 0.007(5) C3 0.047(7) 0.063(7) 0.078(8) -0.023(7) -0.001(6) -0.011(5) C4 0.061(8) 0.063(7) 0.059(8) -0.007(7) 0.005(6) -0.015(6) C5 0.063(9) 0.110(10) 0.072(9) 0.018(8) 0.019(7) -0.020(7) C6 0.045(7) 0.110(10) 0.081(9) 0.016(8) -0.002(7) -0.015(6) C7 0.054(7) 0.062(8) 0.084(10) -0.009(6) 0.010(7) -0.017(6) C8 0.050(8) 0.092(9) 0.153(14) 0.044(10) 0.020(8) -0.004(7) C9 0.054(9) 0.103(10) 0.144(13) 0.030(10) 0.016(8) -0.003(7) C10 0.051(7) 0.046(6) 0.044(7) 0.008(5) -0.002(5) 0.016(5) C11 0.037(6) 0.082(8) 0.075(8) -0.028(7) -0.007(6) 0.024(6) C12 0.057(8) 0.074(8) 0.055(8) -0.019(6) -0.005(6) 0.013(6) C13 0.058(7) 0.050(6) 0.041(7) 0.016(5) -0.004(6) 0.007(5) C14 0.052(7) 0.079(8) 0.055(8) 0.007(7) 0.017(6) 0.008(6) C15 0.068(8) 0.086(8) 0.046(7) -0.012(6) -0.011(6) 0.011(7) C16 0.051(7) 0.044(6) 0.069(8) 0.020(6) -0.009(6) 0.008(5) C17 0.052(6) 0.046(6) 0.049(7) 0.001(5) -0.013(5) -0.001(5) C18 0.075(7) 0.035(6) 0.035(6) 0.004(5) -0.006(5) 0.000(5) C19 0.062(7) 0.027(5) 0.033(6) -0.001(5) -0.003(5) 0.007(5) C20 0.042(6) 0.023(5) 0.040(6) 0.008(4) 0.000(5) 0.010(4) C21 0.048(6) 0.032(5) 0.033(6) 0.000(5) -0.006(4) 0.001(4) C22 0.054(6) 0.030(5) 0.034(6) -0.008(4) -0.009(5) 0.007(4) C23 0.043(6) 0.050(7) 0.043(7) -0.009(6) -0.005(5) 0.018(5) N1 0.043(5) 0.040(5) 0.042(5) 0.000(4) -0.010(4) 0.005(4) N2 0.057(6) 0.055(5) 0.075(7) -0.019(5) 0.009(5) -0.008(5) N3 0.056(6) 0.048(5) 0.062(6) -0.012(5) 0.003(5) -0.002(4) N4 0.055(5) 0.037(5) 0.044(5) 0.005(4) -0.007(4) -0.002(4) N5 0.059(5) 0.052(5) 0.059(6) 0.003(5) 0.003(5) 0.010(4) N6 0.053(5) 0.036(5) 0.044(5) 0.005(4) -0.019(4) 0.001(4) O1 0.061(4) 0.030(3) 0.063(5) -0.007(3) -0.013(3) 0.008(3) O2 0.052(4) 0.042(4) 0.049(4) -0.009(3) -0.018(3) 0.014(3) O3 0.060(4) 0.051(4) 0.047(5) 0.016(4) -0.010(3) 0.002(3) O4 0.086(5) 0.036(4) 0.076(5) -0.006(4) -0.043(4) -0.003(4) O5 0.125(7) 0.102(6) 0.214(10) -0.008(7) -0.001(7) -0.014(5) O6 0.092(6) 0.105(6) 0.192(9) 0.035(7) -0.017(6) 0.010(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.931(6) 4_566 ? Zn1 O1 1.945(6) . ? Zn1 N4 2.007(7) . ? Zn1 N1 2.010(8) . ? C1 N2 1.290(11) . ? C1 N1 1.346(11) . ? C1 H1 0.9300 . ? C2 N3 1.301(10) . ? C2 N1 1.348(10) . ? C2 H2 0.9300 . ? C3 N3 1.479(11) . ? C3 C4 1.503(14) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.346(14) . ? C4 C9 1.349(14) . ? C5 C6 1.380(14) . ? C5 H5 0.9300 . ? C6 C7 1.381(13) . ? C6 H6 0.9300 . ? C7 C8 1.373(14) . ? C7 C7 1.48(2) 3_657 ? C8 C9 1.387(15) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C15 1.370(13) . ? C10 C11 1.370(12) . ? C10 C10 1.466(17) 3_665 ? C11 C12 1.391(12) . ? C11 H11 0.9300 . ? C12 C13 1.349(12) . ? C12 H12 0.9300 . ? C13 C14 1.375(12) . ? C13 C16 1.517(12) . ? C14 C15 1.412(12) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 N6 1.469(10) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N4 1.326(10) . ? C17 N6 1.333(10) . ? C17 H17 0.9300 . ? C18 N5 1.317(10) . ? C18 N4 1.351(10) . ? C18 H18 0.9300 . ? C19 O2 1.207(9) . ? C19 O1 1.303(9) . ? C19 C20 1.526(10) . ? C20 C22 1.379(10) 3_756 ? C20 C21 1.389(11) . ? C21 C22 1.401(10) . ? C21 C23 1.512(11) . ? C22 C20 1.379(10) 3_756 ? C22 H22 0.9300 . ? C23 O4 1.223(10) . ? C23 O3 1.270(10) . ? N2 N3 1.375(9) . ? N5 N6 1.381(9) . ? O3 Zn1 1.931(6) 4_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O1 98.0(3) 4_566 . ? O3 Zn1 N4 123.6(3) 4_566 . ? O1 Zn1 N4 106.5(3) . . ? O3 Zn1 N1 107.7(3) 4_566 . ? O1 Zn1 N1 115.6(3) . . ? N4 Zn1 N1 105.9(3) . . ? N2 C1 N1 117.0(9) . . ? N2 C1 H1 121.5 . . ? N1 C1 H1 121.5 . . ? N3 C2 N1 110.6(9) . . ? N3 C2 H2 124.7 . . ? N1 C2 H2 124.7 . . ? N3 C3 C4 114.4(8) . . ? N3 C3 H3A 108.6 . . ? C4 C3 H3A 108.6 . . ? N3 C3 H3B 108.6 . . ? C4 C3 H3B 108.6 . . ? H3A C3 H3B 107.6 . . ? C5 C4 C9 117.7(12) . . ? C5 C4 C3 121.8(11) . . ? C9 C4 C3 120.6(11) . . ? C4 C5 C6 121.5(11) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C5 C6 C7 121.7(11) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C8 C7 C6 116.1(10) . . ? C8 C7 C7 121.7(14) . 3_657 ? C6 C7 C7 122.2(13) . 3_657 ? C7 C8 C9 120.8(12) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C4 C9 C8 122.0(12) . . ? C4 C9 H9 119.0 . . ? C8 C9 H9 119.0 . . ? C15 C10 C11 116.3(9) . . ? C15 C10 C10 120.5(12) . 3_665 ? C11 C10 C10 123.2(12) . 3_665 ? C10 C11 C12 121.7(9) . . ? C10 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? C13 C12 C11 122.5(10) . . ? C13 C12 H12 118.7 . . ? C11 C12 H12 118.7 . . ? C12 C13 C14 116.7(9) . . ? C12 C13 C16 122.7(10) . . ? C14 C13 C16 120.4(10) . . ? C13 C14 C15 121.1(10) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C10 C15 C14 121.5(10) . . ? C10 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? N6 C16 C13 107.5(7) . . ? N6 C16 H16A 110.2 . . ? C13 C16 H16A 110.2 . . ? N6 C16 H16B 110.2 . . ? C13 C16 H16B 110.2 . . ? H16A C16 H16B 108.5 . . ? N4 C17 N6 110.1(8) . . ? N4 C17 H17 124.9 . . ? N6 C17 H17 124.9 . . ? N5 C18 N4 115.0(8) . . ? N5 C18 H18 122.5 . . ? N4 C18 H18 122.5 . . ? O2 C19 O1 125.2(8) . . ? O2 C19 C20 120.9(8) . . ? O1 C19 C20 113.8(8) . . ? C22 C20 C21 120.2(7) 3_756 . ? C22 C20 C19 118.6(8) 3_756 . ? C21 C20 C19 120.4(7) . . ? C20 C21 C22 118.2(7) . . ? C20 C21 C23 123.0(7) . . ? C22 C21 C23 118.2(8) . . ? C20 C22 C21 121.6(8) 3_756 . ? C20 C22 H22 119.2 3_756 . ? C21 C22 H22 119.2 . . ? O4 C23 O3 125.7(9) . . ? O4 C23 C21 119.7(9) . . ? O3 C23 C21 114.6(8) . . ? C1 N1 C2 100.9(8) . . ? C1 N1 Zn1 126.2(7) . . ? C2 N1 Zn1 132.8(7) . . ? C1 N2 N3 101.3(8) . . ? C2 N3 N2 110.1(8) . . ? C2 N3 C3 131.3(9) . . ? N2 N3 C3 118.5(8) . . ? C17 N4 C18 103.4(8) . . ? C17 N4 Zn1 135.5(7) . . ? C18 N4 Zn1 119.7(6) . . ? C18 N5 N6 102.1(7) . . ? C17 N6 N5 109.5(7) . . ? C17 N6 C16 131.3(8) . . ? N5 N6 C16 119.2(7) . . ? C19 O1 Zn1 117.1(5) . . ? C23 O3 Zn1 113.9(6) . 4_565 ? 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 N3 C3 C4 C5 -32.4(14) . . . . ? N3 C3 C4 C9 149.2(10) . . . . ? C9 C4 C5 C6 2.8(18) . . . . ? C3 C4 C5 C6 -175.6(10) . . . . ? C4 C5 C6 C7 1.9(19) . . . . ? C5 C6 C7 C8 -5.0(17) . . . . ? C5 C6 C7 C7 176.6(12) . . . 3_657 ? C6 C7 C8 C9 3.5(18) . . . . ? C7 C7 C8 C9 -178.1(13) 3_657 . . . ? C5 C4 C9 C8 -4.4(18) . . . . ? C3 C4 C9 C8 174.1(12) . . . . ? C7 C8 C9 C4 1(2) . . . . ? C15 C10 C11 C12 -3.9(15) . . . . ? C10 C10 C11 C12 175.9(11) 3_665 . . . ? C10 C11 C12 C13 0.8(16) . . . . ? C11 C12 C13 C14 2.8(15) . . . . ? C11 C12 C13 C16 -172.3(9) . . . . ? C12 C13 C14 C15 -3.2(14) . . . . ? C16 C13 C14 C15 172.1(9) . . . . ? C11 C10 C15 C14 3.6(15) . . . . ? C10 C10 C15 C14 -176.3(10) 3_665 . . . ? C13 C14 C15 C10 0.0(16) . . . . ? C12 C13 C16 N6 90.9(10) . . . . ? C14 C13 C16 N6 -84.1(11) . . . . ? O2 C19 C20 C22 -139.6(9) . . . 3_756 ? O1 C19 C20 C22 36.5(11) . . . 3_756 ? O2 C19 C20 C21 30.1(13) . . . . ? O1 C19 C20 C21 -153.7(8) . . . . ? C22 C20 C21 C22 -0.6(14) 3_756 . . . ? C19 C20 C21 C22 -170.1(8) . . . . ? C22 C20 C21 C23 -172.0(8) 3_756 . . . ? C19 C20 C21 C23 18.4(12) . . . . ? C20 C21 C22 C20 0.6(14) . . . 3_756 ? C23 C21 C22 C20 172.4(8) . . . 3_756 ? C20 C21 C23 O4 -135.1(9) . . . . ? C22 C21 C23 O4 53.5(12) . . . . ? C20 C21 C23 O3 46.1(12) . . . . ? C22 C21 C23 O3 -125.4(9) . . . . ? N2 C1 N1 C2 -1.6(11) . . . . ? N2 C1 N1 Zn1 179.5(6) . . . . ? N3 C2 N1 C1 1.5(10) . . . . ? N3 C2 N1 Zn1 -179.8(6) . . . . ? O3 Zn1 N1 C1 33.9(8) 4_566 . . . ? O1 Zn1 N1 C1 142.3(7) . . . . ? N4 Zn1 N1 C1 -100.1(8) . . . . ? O3 Zn1 N1 C2 -144.5(7) 4_566 . . . ? O1 Zn1 N1 C2 -36.1(8) . . . . ? N4 Zn1 N1 C2 81.5(8) . . . . ? N1 C1 N2 N3 1.1(11) . . . . ? N1 C2 N3 N2 -1.0(10) . . . . ? N1 C2 N3 C3 -176.8(9) . . . . ? C1 N2 N3 C2 0.0(10) . . . . ? C1 N2 N3 C3 176.4(8) . . . . ? C4 C3 N3 C2 103.3(12) . . . . ? C4 C3 N3 N2 -72.2(11) . . . . ? N6 C17 N4 C18 -0.4(10) . . . . ? N6 C17 N4 Zn1 -165.9(6) . . . . ? N5 C18 N4 C17 0.2(11) . . . . ? N5 C18 N4 Zn1 168.6(6) . . . . ? O3 Zn1 N4 C17 -41.8(9) 4_566 . . . ? O1 Zn1 N4 C17 -153.6(8) . . . . ? N1 Zn1 N4 C17 82.9(9) . . . . ? O3 Zn1 N4 C18 154.4(6) 4_566 . . . ? O1 Zn1 N4 C18 42.6(7) . . . . ? N1 Zn1 N4 C18 -80.9(7) . . . . ? N4 C18 N5 N6 0.1(10) . . . . ? N4 C17 N6 N5 0.4(10) . . . . ? N4 C17 N6 C16 -179.9(8) . . . . ? C18 N5 N6 C17 -0.3(9) . . . . ? C18 N5 N6 C16 180.0(7) . . . . ? C13 C16 N6 C17 -123.9(10) . . . . ? C13 C16 N6 N5 55.7(11) . . . . ? O2 C19 O1 Zn1 11.4(12) . . . . ? C20 C19 O1 Zn1 -164.5(6) . . . . ? O3 Zn1 O1 C19 155.4(6) 4_566 . . . ? N4 Zn1 O1 C19 -76.0(6) . . . . ? N1 Zn1 O1 C19 41.3(7) . . . . ? O4 C23 O3 Zn1 14.3(12) . . . 4_565 ? C21 C23 O3 Zn1 -166.9(5) . . . 4_565 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.996 _refine_diff_density_min -0.443 _refine_diff_density_rms 0.118 # Attachment 'web_deposit_cif_file_1_ChenRen_1285246195.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 785346' #TrackingRef 'web_deposit_cif_file_1_ChenRen_1285246195.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H25 Co N6 O8' _chemical_formula_sum 'C23 H25 Co N6 O8' _chemical_formula_weight 572.42 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' Co Co 0.3494 0.9721 '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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.237(7) _cell_length_b 10.469(5) _cell_length_c 15.889(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.075(7) _cell_angle_gamma 90.00 _cell_volume 2534(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1326 _cell_measurement_theta_min 2.3305 _cell_measurement_theta_max 20.9915 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 0.737 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8092 _exptl_absorpt_correction_T_max 0.8788 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12342 _diffrn_reflns_av_R_equivalents 0.0995 _diffrn_reflns_av_sigmaI/netI 0.1160 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.10 _reflns_number_total 4486 _reflns_number_gt 2561 _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^)+(0.0631P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4486 _refine_ls_number_parameters 363 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.1105 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.1686 _refine_ls_wR_factor_gt 0.1427 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 Co1 Co 0.05095(4) 0.04315(6) 0.35254(4) 0.0376(2) Uani 1 1 d . . . C1 C 0.2534(4) -0.0014(5) 0.3665(4) 0.0595(16) Uani 1 1 d . . . H1 H 0.2457 -0.0887 0.3744 0.071 Uiso 1 1 calc R . . C2 C 0.2255(4) 0.1901(5) 0.3446(3) 0.0516(14) Uani 1 1 d . . . H2 H 0.1966 0.2671 0.3345 0.062 Uiso 1 1 calc R . . C3 C 0.3782(4) 0.2772(6) 0.3552(4) 0.0648(16) Uani 1 1 d . . . H3A H 0.3525 0.3562 0.3346 0.078 Uiso 1 1 calc R . . H3B H 0.4245 0.2531 0.3173 0.078 Uiso 1 1 calc R . . C4 C 0.4174(4) 0.2996(5) 0.4414(4) 0.0584(15) Uani 1 1 d . . . C5 C 0.3671(4) 0.3269(6) 0.5098(4) 0.0683(17) Uani 1 1 d . . . H5 H 0.3063 0.3303 0.5040 0.082 Uiso 1 1 calc R . . C6 C 0.4065(4) 0.3491(5) 0.5872(4) 0.0669(17) Uani 1 1 d . . . H6 H 0.3713 0.3659 0.6330 0.080 Uiso 1 1 calc R . . C7 C 0.4963(4) 0.3472(5) 0.5987(4) 0.0550(14) Uani 1 1 d . . . C8 C 0.5452(4) 0.3213(6) 0.5293(4) 0.0733(18) Uani 1 1 d . . . H8 H 0.6061 0.3200 0.5348 0.088 Uiso 1 1 calc R . . C9 C 0.5071(4) 0.2972(6) 0.4515(4) 0.0709(17) Uani 1 1 d . . . H9 H 0.5422 0.2793 0.4057 0.085 Uiso 1 1 calc R . . C10 C 0.5393(3) 0.3751(5) 0.6810(4) 0.0560(14) Uani 1 1 d . . . C11 C 0.5095(4) 0.4684(5) 0.7340(4) 0.0574(15) Uani 1 1 d . . . H11 H 0.4577 0.5115 0.7207 0.069 Uiso 1 1 calc R . . C12 C 0.5558(4) 0.4988(6) 0.8070(4) 0.0634(16) Uani 1 1 d . . . H12 H 0.5345 0.5623 0.8421 0.076 Uiso 1 1 calc R . . C13 C 0.6324(4) 0.4372(6) 0.8285(3) 0.0574(15) Uani 1 1 d . . . C14 C 0.6608(4) 0.3397(6) 0.7782(4) 0.0717(17) Uani 1 1 d . . . H14 H 0.7112 0.2943 0.7933 0.086 Uiso 1 1 calc R . . C15 C 0.6148(4) 0.3087(6) 0.7049(4) 0.0690(17) Uani 1 1 d . . . H15 H 0.6348 0.2426 0.6711 0.083 Uiso 1 1 calc R . . C16 C 0.6855(4) 0.4744(6) 0.9052(3) 0.0658(17) Uani 1 1 d . . . H16A H 0.6572 0.5456 0.9328 0.079 Uiso 1 1 calc R . . H16B H 0.6875 0.4033 0.9442 0.079 Uiso 1 1 calc R . . C17 C 0.8478(4) 0.4477(5) 0.8985(3) 0.0506(14) Uani 1 1 d . . . H17 H 0.8521 0.3739 0.9309 0.061 Uiso 1 1 calc R . . C18 C 0.8756(4) 0.6036(5) 0.8237(4) 0.0592(15) Uani 1 1 d . . . H18 H 0.9070 0.6632 0.7929 0.071 Uiso 1 1 calc R . . C19 C -0.0705(3) 0.4593(4) 0.3309(3) 0.0362(11) Uani 1 1 d . . . C20 C -0.0331(3) 0.4797(4) 0.4180(3) 0.0351(11) Uani 1 1 d . . . C21 C 0.0113(3) 0.3823(4) 0.4613(3) 0.0333(11) Uani 1 1 d . . . C22 C 0.0270(3) 0.2572(4) 0.4211(3) 0.0375(11) Uani 1 1 d . . . C23 C 0.0429(3) 0.4033(4) 0.5427(3) 0.0379(11) Uani 1 1 d . . . H23 H 0.0714 0.3374 0.5714 0.045 Uiso 1 1 calc R . . N1 N 0.1863(3) 0.0794(4) 0.3512(2) 0.0458(10) Uani 1 1 d . . . N2 N 0.3113(3) 0.1782(4) 0.3541(3) 0.0533(12) Uani 1 1 d . . . N3 N 0.3297(3) 0.0534(5) 0.3693(4) 0.0807(16) Uani 1 1 d . . . N4 N 0.9144(3) 0.5032(4) 0.8609(2) 0.0445(10) Uani 1 1 d . . . N5 N 0.7750(3) 0.5107(4) 0.8839(3) 0.0537(12) Uani 1 1 d . . . N6 N 0.7914(3) 0.6126(5) 0.8334(3) 0.0700(14) Uani 1 1 d . . . O1 O 0.0363(2) 0.1585(3) 0.46635(18) 0.0440(9) Uani 1 1 d . . . O2 O 0.0321(2) 0.2484(3) 0.34272(19) 0.0436(8) Uani 1 1 d . . . O3 O -0.1336(2) 0.3889(3) 0.3203(2) 0.0517(9) Uani 1 1 d . . . O4 O -0.0330(2) 0.5236(3) 0.27365(19) 0.0454(9) Uani 1 1 d . . . O5 O 0.0781(2) -0.1276(3) 0.4098(2) 0.0467(9) Uani 1 1 d . . . H5A H 0.0388 -0.1452 0.4424 0.070 Uiso 1 1 calc R . . O6 O 0.2168(4) 0.5136(5) 0.3918(4) 0.136(2) Uani 1 1 d D . . O7 O 0.1129(3) 0.6902(4) 0.2985(2) 0.0575(10) Uani 1 1 d D . . O8 O 0.2422(4) 0.8334(7) 0.0446(4) 0.151(3) Uani 1 1 d D . . H5B H 0.086(4) -0.182(5) 0.379(3) 0.07(2) Uiso 1 1 d . . . H8A H 0.205(6) 0.870(9) 0.076(3) 0.25(7) Uiso 1 1 d D . . H7A H 0.064(3) 0.650(6) 0.301(4) 0.14(4) Uiso 1 1 d D . . H7B H 0.112(2) 0.728(3) 0.2529(15) 0.11(3) Uiso 1 1 d D . . H8B H 0.2358 0.8729 -0.0036 0.159 Uiso 1 1 d RD . . H6A H 0.1838 0.5624 0.3632 0.159 Uiso 1 1 d RD . . H6B H 0.204(5) 0.438(2) 0.378(4) 0.128 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 Co1 0.0469(5) 0.0354(4) 0.0303(4) -0.0009(3) -0.0043(3) -0.0003(3) C1 0.045(4) 0.041(3) 0.093(5) 0.001(3) 0.005(3) -0.001(3) C2 0.045(4) 0.052(3) 0.058(4) 0.002(3) -0.010(3) -0.001(3) C3 0.046(4) 0.082(4) 0.066(4) -0.004(3) 0.004(3) -0.022(3) C4 0.052(4) 0.064(4) 0.059(4) -0.008(3) -0.001(3) -0.008(3) C5 0.043(4) 0.091(5) 0.071(5) -0.011(3) -0.002(3) 0.003(3) C6 0.052(4) 0.087(5) 0.062(4) -0.002(3) 0.003(3) -0.008(3) C7 0.045(3) 0.065(4) 0.054(4) -0.004(3) -0.004(3) -0.008(3) C8 0.048(4) 0.101(5) 0.071(5) -0.009(4) -0.006(3) -0.002(3) C9 0.056(4) 0.094(5) 0.062(4) -0.017(3) 0.005(3) -0.010(3) C10 0.040(3) 0.065(4) 0.063(4) -0.004(3) -0.001(3) 0.000(3) C11 0.041(3) 0.064(4) 0.067(4) -0.001(3) -0.002(3) -0.002(3) C12 0.055(4) 0.069(4) 0.066(4) -0.007(3) 0.008(3) -0.004(3) C13 0.040(3) 0.084(4) 0.049(4) -0.006(3) 0.004(3) -0.007(3) C14 0.048(4) 0.093(5) 0.074(5) -0.010(4) -0.008(3) 0.011(3) C15 0.064(4) 0.078(4) 0.065(4) -0.017(3) -0.006(3) 0.007(3) C16 0.052(4) 0.094(5) 0.051(4) -0.010(3) 0.008(3) -0.007(3) C17 0.055(4) 0.050(3) 0.047(3) 0.007(2) -0.005(3) 0.006(3) C18 0.048(4) 0.051(4) 0.078(4) 0.019(3) -0.003(3) 0.000(3) C19 0.042(3) 0.037(3) 0.030(3) -0.001(2) 0.001(2) 0.006(2) C20 0.045(3) 0.034(3) 0.027(3) 0.003(2) 0.003(2) -0.004(2) C21 0.044(3) 0.026(2) 0.030(3) -0.0024(18) 0.000(2) -0.002(2) C22 0.040(3) 0.034(3) 0.039(3) 0.002(2) 0.001(2) 0.002(2) C23 0.050(3) 0.032(3) 0.032(3) 0.002(2) 0.001(2) -0.003(2) N1 0.051(3) 0.044(3) 0.043(3) -0.0023(19) -0.002(2) -0.006(2) N2 0.050(3) 0.056(3) 0.053(3) 0.000(2) -0.001(2) -0.005(2) N3 0.051(3) 0.065(4) 0.126(5) 0.001(3) 0.002(3) -0.001(3) N4 0.054(3) 0.040(2) 0.039(3) -0.0047(19) 0.000(2) -0.004(2) N5 0.045(3) 0.068(3) 0.048(3) 0.006(2) -0.004(2) -0.003(2) N6 0.052(3) 0.069(3) 0.088(4) 0.019(3) -0.002(3) 0.006(3) O1 0.065(2) 0.0342(19) 0.033(2) 0.0024(14) -0.0034(16) 0.0036(16) O2 0.062(2) 0.041(2) 0.028(2) -0.0053(14) -0.0033(16) 0.0036(16) O3 0.050(2) 0.061(2) 0.044(2) -0.0055(17) -0.0048(17) -0.0125(19) O4 0.060(2) 0.047(2) 0.0284(19) 0.0016(15) -0.0098(16) -0.0041(17) O5 0.060(3) 0.041(2) 0.040(2) 0.0000(18) 0.0062(18) 0.0005(19) O6 0.154(6) 0.110(4) 0.142(5) 0.014(4) -0.024(4) 0.037(4) O7 0.071(3) 0.058(2) 0.043(3) -0.0029(18) -0.0108(19) 0.007(2) O8 0.138(6) 0.171(6) 0.145(6) 0.055(4) 0.063(5) 0.060(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 Co1 O4 2.029(3) 2_545 ? Co1 O5 2.045(4) . ? Co1 N1 2.098(4) . ? Co1 N4 2.143(4) 4_465 ? Co1 O2 2.173(3) . ? Co1 O1 2.189(3) . ? C1 N3 1.297(7) . ? C1 N1 1.345(6) . ? C1 H1 0.9300 . ? C2 N1 1.309(6) . ? C2 N2 1.320(6) . ? C2 H2 0.9300 . ? C3 N2 1.453(6) . ? C3 C4 1.503(7) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.371(7) . ? C4 C9 1.373(7) . ? C5 C6 1.377(7) . ? C5 H5 0.9300 . ? C6 C7 1.379(7) . ? C6 H6 0.9300 . ? C7 C8 1.370(7) . ? C7 C10 1.480(7) . ? C8 C9 1.379(8) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.372(7) . ? C10 C15 1.391(7) . ? C11 C12 1.383(7) . ? C11 H11 0.9300 . ? C12 C13 1.371(7) . ? C12 H12 0.9300 . ? C13 C14 1.372(8) . ? C13 C16 1.501(7) . ? C14 C15 1.387(7) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 N5 1.461(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N5 1.307(6) . ? C17 N4 1.322(6) . ? C17 H17 0.9300 . ? C18 N6 1.299(6) . ? C18 N4 1.337(6) . ? C18 H18 0.9300 . ? C19 O3 1.220(5) . ? C19 O4 1.275(5) . ? C19 C20 1.503(6) . ? C20 C23 1.384(6) 3_566 ? C20 C21 1.397(6) . ? C21 C23 1.389(6) . ? C21 C22 1.479(6) . ? C22 O2 1.253(5) . ? C22 O1 1.266(5) . ? C23 C20 1.384(6) 3_566 ? C23 H23 0.9300 . ? N2 N3 1.357(6) . ? N4 Co1 2.143(4) 4_666 ? N5 N6 1.360(6) . ? O4 Co1 2.029(3) 2 ? O5 H5A 0.8200 . ? O5 H5B 0.76(5) . ? O6 H6A 0.8431 . ? O6 H6B 0.84(2) . ? O7 H7A 0.853(19) . ? O7 H7B 0.828(14) . ? O8 H8A 0.85(2) . ? O8 H8B 0.8746 . ? 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 Co1 O5 111.98(14) 2_545 . ? O4 Co1 N1 97.05(14) 2_545 . ? O5 Co1 N1 88.37(15) . . ? O4 Co1 N4 85.70(14) 2_545 4_465 ? O5 Co1 N4 87.89(15) . 4_465 ? N1 Co1 N4 175.99(15) . 4_465 ? O4 Co1 O2 90.77(12) 2_545 . ? O5 Co1 O2 157.18(14) . . ? N1 Co1 O2 87.08(14) . . ? N4 Co1 O2 95.82(14) 4_465 . ? O4 Co1 O1 149.08(12) 2_545 . ? O5 Co1 O1 97.89(14) . . ? N1 Co1 O1 91.40(14) . . ? N4 Co1 O1 87.69(14) 4_465 . ? O2 Co1 O1 59.91(11) . . ? N3 C1 N1 113.9(5) . . ? N3 C1 H1 123.0 . . ? N1 C1 H1 123.0 . . ? N1 C2 N2 111.1(5) . . ? N1 C2 H2 124.5 . . ? N2 C2 H2 124.5 . . ? N2 C3 C4 112.9(5) . . ? N2 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N2 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C5 C4 C9 118.8(5) . . ? C5 C4 C3 122.5(5) . . ? C9 C4 C3 118.7(5) . . ? C4 C5 C6 120.2(6) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C7 122.1(6) . . ? C5 C6 H6 119.0 . . ? C7 C6 H6 119.0 . . ? C8 C7 C6 116.7(5) . . ? C8 C7 C10 120.9(5) . . ? C6 C7 C10 122.4(5) . . ? C7 C8 C9 122.2(6) . . ? C7 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? C4 C9 C8 120.1(6) . . ? C4 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C11 C10 C15 118.0(5) . . ? C11 C10 C7 122.5(5) . . ? C15 C10 C7 119.5(5) . . ? C10 C11 C12 120.6(5) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 121.3(6) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C14 118.8(6) . . ? C12 C13 C16 121.6(5) . . ? C14 C13 C16 119.7(5) . . ? C13 C14 C15 120.2(6) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C10 121.0(6) . . ? C14 C15 H15 119.5 . . ? C10 C15 H15 119.5 . . ? N5 C16 C13 111.8(4) . . ? N5 C16 H16A 109.3 . . ? C13 C16 H16A 109.3 . . ? N5 C16 H16B 109.3 . . ? C13 C16 H16B 109.3 . . ? H16A C16 H16B 107.9 . . ? N5 C17 N4 110.7(5) . . ? N5 C17 H17 124.7 . . ? N4 C17 H17 124.7 . . ? N6 C18 N4 115.7(5) . . ? N6 C18 H18 122.1 . . ? N4 C18 H18 122.1 . . ? O3 C19 O4 125.7(4) . . ? O3 C19 C20 119.8(4) . . ? O4 C19 C20 114.5(4) . . ? C23 C20 C21 118.6(4) 3_566 . ? C23 C20 C19 119.9(4) 3_566 . ? C21 C20 C19 121.5(4) . . ? C23 C21 C20 120.0(4) . . ? C23 C21 C22 119.1(4) . . ? C20 C21 C22 120.9(4) . . ? O2 C22 O1 119.8(4) . . ? O2 C22 C21 120.6(4) . . ? O1 C22 C21 119.7(4) . . ? C20 C23 C21 121.4(4) 3_566 . ? C20 C23 H23 119.3 3_566 . ? C21 C23 H23 119.3 . . ? C2 N1 C1 103.1(4) . . ? C2 N1 Co1 127.6(4) . . ? C1 N1 Co1 128.9(4) . . ? C2 N2 N3 108.2(4) . . ? C2 N2 C3 128.9(5) . . ? N3 N2 C3 122.8(5) . . ? C1 N3 N2 103.8(5) . . ? C17 N4 C18 102.0(5) . . ? C17 N4 Co1 133.0(4) . 4_666 ? C18 N4 Co1 124.9(4) . 4_666 ? C17 N5 N6 109.7(4) . . ? C17 N5 C16 128.3(5) . . ? N6 N5 C16 121.5(4) . . ? C18 N6 N5 101.8(4) . . ? C22 O1 Co1 89.6(3) . . ? C22 O2 Co1 90.7(3) . . ? C19 O4 Co1 134.7(3) . 2 ? Co1 O5 H5A 109.5 . . ? Co1 O5 H5B 113(4) . . ? H5A O5 H5B 111.4 . . ? H6A O6 H6B 107.8 . . ? H7A O7 H7B 106(3) . . ? H8A O8 H8B 103.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C3 C4 C5 -54.4(8) . . . . ? N2 C3 C4 C9 128.0(6) . . . . ? C9 C4 C5 C6 -1.1(9) . . . . ? C3 C4 C5 C6 -178.7(5) . . . . ? C4 C5 C6 C7 1.1(9) . . . . ? C5 C6 C7 C8 -0.3(9) . . . . ? C5 C6 C7 C10 178.0(5) . . . . ? C6 C7 C8 C9 -0.5(9) . . . . ? C10 C7 C8 C9 -178.8(6) . . . . ? C5 C4 C9 C8 0.3(9) . . . . ? C3 C4 C9 C8 178.0(6) . . . . ? C7 C8 C9 C4 0.5(10) . . . . ? C8 C7 C10 C11 139.5(6) . . . . ? C6 C7 C10 C11 -38.7(8) . . . . ? C8 C7 C10 C15 -37.7(8) . . . . ? C6 C7 C10 C15 144.0(6) . . . . ? C15 C10 C11 C12 2.8(8) . . . . ? C7 C10 C11 C12 -174.4(5) . . . . ? C10 C11 C12 C13 0.0(9) . . . . ? C11 C12 C13 C14 -3.0(9) . . . . ? C11 C12 C13 C16 176.7(5) . . . . ? C12 C13 C14 C15 3.1(9) . . . . ? C16 C13 C14 C15 -176.7(6) . . . . ? C13 C14 C15 C10 -0.2(10) . . . . ? C11 C10 C15 C14 -2.8(9) . . . . ? C7 C10 C15 C14 174.6(6) . . . . ? C12 C13 C16 N5 -122.0(6) . . . . ? C14 C13 C16 N5 57.7(7) . . . . ? O3 C19 C20 C23 -109.9(5) . . . 3_566 ? O4 C19 C20 C23 67.8(6) . . . 3_566 ? O3 C19 C20 C21 69.5(6) . . . . ? O4 C19 C20 C21 -112.8(5) . . . . ? C23 C20 C21 C23 1.2(7) 3_566 . . . ? C19 C20 C21 C23 -178.2(4) . . . . ? C23 C20 C21 C22 -177.4(4) 3_566 . . . ? C19 C20 C21 C22 3.1(7) . . . . ? C23 C21 C22 O2 -151.8(4) . . . . ? C20 C21 C22 O2 26.9(7) . . . . ? C23 C21 C22 O1 27.5(6) . . . . ? C20 C21 C22 O1 -153.9(4) . . . . ? C20 C21 C23 C20 -1.3(8) . . . 3_566 ? C22 C21 C23 C20 177.4(4) . . . 3_566 ? N2 C2 N1 C1 0.8(6) . . . . ? N2 C2 N1 Co1 173.9(3) . . . . ? N3 C1 N1 C2 -0.2(6) . . . . ? N3 C1 N1 Co1 -173.2(4) . . . . ? O4 Co1 N1 C2 89.1(4) 2_545 . . . ? O5 Co1 N1 C2 -158.9(4) . . . . ? N4 Co1 N1 C2 -138(2) 4_465 . . . ? O2 Co1 N1 C2 -1.3(4) . . . . ? O1 Co1 N1 C2 -61.0(4) . . . . ? O4 Co1 N1 C1 -99.4(4) 2_545 . . . ? O5 Co1 N1 C1 12.5(4) . . . . ? N4 Co1 N1 C1 34(2) 4_465 . . . ? O2 Co1 N1 C1 170.1(4) . . . . ? O1 Co1 N1 C1 110.4(4) . . . . ? N1 C2 N2 N3 -1.1(6) . . . . ? N1 C2 N2 C3 -176.9(5) . . . . ? C4 C3 N2 C2 108.0(6) . . . . ? C4 C3 N2 N3 -67.2(7) . . . . ? N1 C1 N3 N2 -0.5(7) . . . . ? C2 N2 N3 C1 0.9(6) . . . . ? C3 N2 N3 C1 177.0(5) . . . . ? N5 C17 N4 C18 0.4(6) . . . . ? N5 C17 N4 Co1 -178.4(3) . . . 4_666 ? N6 C18 N4 C17 -1.7(7) . . . . ? N6 C18 N4 Co1 177.3(4) . . . 4_666 ? N4 C17 N5 N6 0.8(6) . . . . ? N4 C17 N5 C16 172.3(5) . . . . ? C13 C16 N5 C17 -108.1(6) . . . . ? C13 C16 N5 N6 62.5(7) . . . . ? N4 C18 N6 N5 2.1(7) . . . . ? C17 N5 N6 C18 -1.7(6) . . . . ? C16 N5 N6 C18 -173.8(5) . . . . ? O2 C22 O1 Co1 -1.9(4) . . . . ? C21 C22 O1 Co1 178.9(4) . . . . ? O4 Co1 O1 C22 -19.3(4) 2_545 . . . ? O5 Co1 O1 C22 175.5(3) . . . . ? N1 Co1 O1 C22 86.9(3) . . . . ? N4 Co1 O1 C22 -97.0(3) 4_465 . . . ? O2 Co1 O1 C22 1.1(3) . . . . ? O1 C22 O2 Co1 1.9(4) . . . . ? C21 C22 O2 Co1 -178.9(4) . . . . ? O4 Co1 O2 C22 168.6(3) 2_545 . . . ? O5 Co1 O2 C22 -15.6(5) . . . . ? N1 Co1 O2 C22 -94.4(3) . . . . ? N4 Co1 O2 C22 82.8(3) 4_465 . . . ? O1 Co1 O2 C22 -1.1(3) . . . . ? O3 C19 O4 Co1 -1.3(8) . . . 2 ? C20 C19 O4 Co1 -178.8(3) . . . 2 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.551 _refine_diff_density_min -0.727 _refine_diff_density_rms 0.094 # Attachment 'web_deposit_cif_file_2_ChenRen_1285246195.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 785347' #TrackingRef 'web_deposit_cif_file_2_ChenRen_1285246195.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H19 Cu N6 O5' _chemical_formula_sum 'C23 H19 Cu N6 O5' _chemical_formula_weight 522.98 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.600(4) _cell_length_b 11.5539(14) _cell_length_c 17.686(2) _cell_angle_alpha 90.00 _cell_angle_beta 116.123(2) _cell_angle_gamma 90.00 _cell_volume 5247.3(11) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2192 _cell_measurement_theta_min 2.9615 _cell_measurement_theta_max 21.8855 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2128 _exptl_absorpt_coefficient_mu 0.874 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7672 _exptl_absorpt_correction_T_max 0.8656 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12898 _diffrn_reflns_av_R_equivalents 0.0426 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.10 _reflns_number_total 4664 _reflns_number_gt 3093 _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^)+(0.1755P)^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 4664 _refine_ls_number_parameters 325 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1037 _refine_ls_R_factor_gt 0.0755 _refine_ls_wR_factor_ref 0.2557 _refine_ls_wR_factor_gt 0.2246 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.031 _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 Cu1 Cu 0.19909(3) 0.03632(5) 0.22981(4) 0.0508(3) Uani 1 1 d . . . C1 C 0.2175(2) 0.1851(6) 0.3840(4) 0.0663(17) Uani 1 1 d . . . H1 H 0.2311 0.1246 0.4222 0.080 Uiso 1 1 calc R . . C2 C 0.1873(2) 0.2756(5) 0.2715(3) 0.0527(13) Uani 1 1 d . . . H2 H 0.1747 0.2965 0.2152 0.063 Uiso 1 1 calc R . . C3 C 0.1760(2) 0.4676(5) 0.3294(4) 0.0605(15) Uani 1 1 d . . . H3A H 0.1680 0.4984 0.2740 0.073 Uiso 1 1 calc R . . H3B H 0.2048 0.5121 0.3703 0.073 Uiso 1 1 calc R . . C4 C 0.1303(2) 0.4822(5) 0.3461(4) 0.0547(14) Uani 1 1 d . . . C5 C 0.0936(2) 0.3951(5) 0.3318(4) 0.0646(16) Uani 1 1 d . . . H5 H 0.0986 0.3228 0.3134 0.077 Uiso 1 1 calc R . . C6 C 0.0499(2) 0.4148(5) 0.3446(4) 0.0606(15) Uani 1 1 d . . . H6 H 0.0258 0.3555 0.3345 0.073 Uiso 1 1 calc R . . C7 C 0.0412(2) 0.5219(5) 0.3724(4) 0.0586(15) Uani 1 1 d . . . C8 C 0.0797(3) 0.6042(6) 0.3922(5) 0.079(2) Uani 1 1 d . . . H8 H 0.0763 0.6744 0.4150 0.095 Uiso 1 1 calc R . . C9 C 0.1234(3) 0.5846(6) 0.3790(5) 0.0742(19) Uani 1 1 d . . . H9 H 0.1486 0.6422 0.3927 0.089 Uiso 1 1 calc R . . C10 C -0.0065(2) 0.5447(5) 0.3845(4) 0.0604(15) Uani 1 1 d . . . C11 C -0.0361(2) 0.4572(5) 0.3939(4) 0.0602(15) Uani 1 1 d . . . H11 H -0.0266 0.3806 0.3923 0.072 Uiso 1 1 calc R . . C12 C -0.0805(2) 0.4820(5) 0.4060(4) 0.0633(16) Uani 1 1 d . . . H12 H -0.1000 0.4215 0.4122 0.076 Uiso 1 1 calc R . . C13 C -0.0954(2) 0.5922(5) 0.4086(4) 0.0611(15) Uani 1 1 d . . . C14 C -0.0659(3) 0.6812(6) 0.3991(6) 0.099(3) Uani 1 1 d . . . H14 H -0.0751 0.7578 0.4016 0.119 Uiso 1 1 calc R . . C15 C -0.0232(3) 0.6563(6) 0.3863(6) 0.096(3) Uani 1 1 d . . . H15 H -0.0046 0.7173 0.3783 0.115 Uiso 1 1 calc R . . C16 C -0.1424(2) 0.6154(5) 0.4242(4) 0.0669(16) Uani 1 1 d . . . H16A H -0.1712 0.5678 0.3866 0.080 Uiso 1 1 calc R . . H16B H -0.1345 0.5934 0.4816 0.080 Uiso 1 1 calc R . . C17 C -0.1788(2) 0.7971(5) 0.3401(4) 0.0559(14) Uani 1 1 d . . . H17 H -0.1903 0.7639 0.2870 0.067 Uiso 1 1 calc R . . C18 C -0.1630(4) 0.9171(6) 0.4369(4) 0.090(3) Uani 1 1 d . . . H18 H -0.1628 0.9849 0.4654 0.108 Uiso 1 1 calc R . . C19 C 0.2632(2) 0.3882(4) 0.1440(3) 0.0469(12) Uani 1 1 d . . . C20 C 0.2568(2) 0.3154(4) 0.0711(3) 0.0415(11) Uani 1 1 d . . . C21 C 0.2231(2) 0.2209(4) 0.0466(3) 0.0417(11) Uani 1 1 d . . . C22 C 0.2162(2) 0.1576(4) -0.0239(3) 0.0435(11) Uani 1 1 d . . . H22 H 0.1932 0.0955 -0.0403 0.052 Uiso 1 1 calc R . . C23 C 0.1949(2) 0.1793(4) 0.0968(3) 0.0476(13) Uani 1 1 d . . . N1 N 0.20261(17) 0.1718(4) 0.3007(3) 0.0528(11) Uani 1 1 d . . . N2 N 0.2116(2) 0.2883(5) 0.4066(3) 0.0708(14) Uani 1 1 d . . . N3 N 0.19209(16) 0.3473(4) 0.3331(3) 0.0530(11) Uani 1 1 d . . . N4 N -0.18119(18) 0.9056(4) 0.3524(3) 0.0553(12) Uani 1 1 d . . . N5 N -0.1461(3) 0.8164(6) 0.4711(4) 0.114(3) Uani 1 1 d . . . N6 N -0.15817(17) 0.7371(4) 0.4114(3) 0.0509(11) Uani 1 1 d . . . O1 O 0.30845(17) 0.4344(3) 0.1864(2) 0.0617(10) Uani 1 1 d . . . O2 O 0.22649(15) 0.4064(3) 0.1608(2) 0.0547(9) Uani 1 1 d . . . O3 O 0.22576(15) 0.1313(3) 0.1661(2) 0.0522(9) Uani 1 1 d . . . O4 O 0.14787(17) 0.1904(4) 0.0701(3) 0.0706(12) Uani 1 1 d . . . O5 O 0.0928(6) 0.0900(14) 0.1573(9) 0.191(6) Uani 0.60 1 d PU . . O6 O 0.0599(10) 0.072(2) 0.9251(18) 0.201(10) Uani 0.40 1 d PU . . 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 Cu1 0.0773(5) 0.0508(5) 0.0379(4) 0.0095(3) 0.0377(4) 0.0021(3) C1 0.081(4) 0.088(5) 0.037(3) 0.019(3) 0.033(3) 0.027(3) C2 0.067(3) 0.064(3) 0.041(3) 0.003(3) 0.036(3) 0.004(3) C3 0.080(4) 0.058(4) 0.058(4) -0.009(3) 0.044(3) -0.005(3) C4 0.063(3) 0.062(3) 0.045(3) -0.009(3) 0.028(3) -0.001(3) C5 0.067(4) 0.061(4) 0.070(4) -0.018(3) 0.034(3) -0.003(3) C6 0.061(3) 0.064(4) 0.059(4) -0.013(3) 0.028(3) -0.005(3) C7 0.057(3) 0.066(4) 0.054(3) 0.002(3) 0.025(3) 0.006(3) C8 0.082(4) 0.065(4) 0.108(6) -0.018(4) 0.058(4) -0.004(3) C9 0.074(4) 0.059(4) 0.101(5) -0.021(4) 0.049(4) -0.009(3) C10 0.057(3) 0.066(4) 0.060(4) 0.000(3) 0.026(3) 0.006(3) C11 0.063(3) 0.057(4) 0.068(4) -0.010(3) 0.036(3) 0.005(3) C12 0.063(4) 0.069(4) 0.063(4) -0.016(3) 0.032(3) -0.007(3) C13 0.071(4) 0.058(4) 0.063(4) 0.015(3) 0.037(3) 0.015(3) C14 0.098(5) 0.054(4) 0.181(9) 0.020(5) 0.094(6) 0.014(4) C15 0.089(5) 0.065(4) 0.166(8) 0.024(5) 0.085(5) 0.018(4) C16 0.068(4) 0.062(4) 0.079(4) 0.010(3) 0.039(3) 0.013(3) C17 0.065(3) 0.062(4) 0.048(3) -0.009(3) 0.032(3) 0.005(3) C18 0.179(8) 0.048(4) 0.042(3) 0.003(3) 0.047(4) -0.001(4) C19 0.080(4) 0.038(3) 0.036(3) -0.001(2) 0.037(3) 0.005(3) C20 0.070(3) 0.034(2) 0.030(2) -0.0001(19) 0.032(2) 0.003(2) C21 0.068(3) 0.040(3) 0.029(2) 0.0023(19) 0.031(2) 0.002(2) C22 0.069(3) 0.036(2) 0.036(3) 0.001(2) 0.034(2) -0.005(2) C23 0.083(4) 0.034(3) 0.043(3) -0.003(2) 0.045(3) -0.001(2) N1 0.065(3) 0.069(3) 0.036(2) 0.010(2) 0.033(2) 0.014(2) N2 0.086(4) 0.088(4) 0.039(3) 0.003(3) 0.028(2) 0.021(3) N3 0.057(3) 0.068(3) 0.043(3) -0.002(2) 0.030(2) 0.003(2) N4 0.077(3) 0.052(3) 0.047(3) -0.007(2) 0.036(2) 0.004(2) N5 0.194(8) 0.082(4) 0.067(4) 0.000(4) 0.058(5) -0.017(5) N6 0.055(2) 0.055(3) 0.050(3) 0.000(2) 0.029(2) 0.003(2) O1 0.080(3) 0.072(2) 0.048(2) -0.021(2) 0.041(2) -0.006(2) O2 0.081(2) 0.051(2) 0.049(2) -0.0037(17) 0.043(2) 0.0042(18) O3 0.083(3) 0.048(2) 0.042(2) 0.0047(16) 0.0427(19) -0.0030(18) O4 0.076(3) 0.085(3) 0.069(3) -0.002(2) 0.048(2) -0.001(2) O5 0.216(13) 0.212(12) 0.120(10) -0.036(10) 0.052(9) -0.011(11) O6 0.198(16) 0.196(15) 0.193(17) 0.011(14) 0.071(13) 0.047(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 Cu1 O3 1.953(3) . ? Cu1 O1 1.978(4) 4_545 ? Cu1 N1 1.980(5) . ? Cu1 N4 2.000(5) 2_545 ? C1 N2 1.292(8) . ? C1 N1 1.349(7) . ? C1 H1 0.9300 . ? C2 N1 1.303(7) . ? C2 N3 1.326(6) . ? C2 H2 0.9300 . ? C3 N3 1.457(7) . ? C3 C4 1.470(8) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C9 1.371(8) . ? C4 C5 1.395(8) . ? C5 C6 1.385(8) . ? C5 H5 0.9300 . ? C6 C7 1.393(8) . ? C6 H6 0.9300 . ? C7 C8 1.378(8) . ? C7 C10 1.495(8) . ? C8 C9 1.389(9) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.375(8) . ? C10 C15 1.380(9) . ? C11 C12 1.407(9) . ? C11 H11 0.9300 . ? C12 C13 1.350(8) . ? C12 H12 0.9300 . ? C13 C14 1.386(9) . ? C13 C16 1.512(8) . ? C14 C15 1.368(9) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 N6 1.464(7) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N4 1.279(7) . ? C17 N6 1.328(7) . ? C17 H17 0.9300 . ? C18 N5 1.302(9) . ? C18 N4 1.355(7) . ? C18 H18 0.9300 . ? C19 O2 1.229(6) . ? C19 O1 1.291(7) . ? C19 C20 1.481(6) . ? C20 C21 1.394(7) . ? C20 C22 1.398(6) 7 ? C21 C22 1.383(6) . ? C21 C23 1.517(7) . ? C22 C20 1.398(6) 7 ? C22 H22 0.9300 . ? C23 O4 1.220(7) . ? C23 O3 1.278(6) . ? N2 N3 1.352(6) . ? N4 Cu1 2.000(5) 2_565 ? N5 N6 1.324(7) . ? O1 Cu1 1.978(4) 4 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Cu1 O1 165.09(17) . 4_545 ? O3 Cu1 N1 89.86(16) . . ? O1 Cu1 N1 89.29(18) 4_545 . ? O3 Cu1 N4 92.58(16) . 2_545 ? O1 Cu1 N4 91.01(18) 4_545 2_545 ? N1 Cu1 N4 169.24(19) . 2_545 ? N2 C1 N1 115.0(5) . . ? N2 C1 H1 122.5 . . ? N1 C1 H1 122.5 . . ? N1 C2 N3 110.7(5) . . ? N1 C2 H2 124.6 . . ? N3 C2 H2 124.6 . . ? N3 C3 C4 113.0(5) . . ? N3 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N3 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C9 C4 C5 117.5(5) . . ? C9 C4 C3 119.4(5) . . ? C5 C4 C3 123.1(5) . . ? C6 C5 C4 120.9(5) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 121.2(6) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C8 C7 C6 117.1(6) . . ? C8 C7 C10 121.3(6) . . ? C6 C7 C10 121.5(5) . . ? C7 C8 C9 121.5(6) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C4 C9 C8 121.4(6) . . ? C4 C9 H9 119.3 . . ? C8 C9 H9 119.3 . . ? C11 C10 C15 116.6(6) . . ? C11 C10 C7 122.5(5) . . ? C15 C10 C7 120.9(6) . . ? C10 C11 C12 120.9(5) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C13 C12 C11 121.1(6) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C14 118.5(6) . . ? C12 C13 C16 119.5(5) . . ? C14 C13 C16 122.0(5) . . ? C15 C14 C13 120.0(6) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C10 122.9(7) . . ? C14 C15 H15 118.6 . . ? C10 C15 H15 118.6 . . ? N6 C16 C13 112.2(5) . . ? N6 C16 H16A 109.2 . . ? C13 C16 H16A 109.2 . . ? N6 C16 H16B 109.2 . . ? C13 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? N4 C17 N6 112.6(5) . . ? N4 C17 H17 123.7 . . ? N6 C17 H17 123.7 . . ? N5 C18 N4 108.0(6) . . ? N5 C18 H18 126.0 . . ? N4 C18 H18 126.0 . . ? O2 C19 O1 122.3(5) . . ? O2 C19 C20 121.1(5) . . ? O1 C19 C20 116.6(5) . . ? C21 C20 C22 118.5(4) . 7 ? C21 C20 C19 121.3(4) . . ? C22 C20 C19 120.2(4) 7 . ? C22 C21 C20 119.9(4) . . ? C22 C21 C23 117.4(4) . . ? C20 C21 C23 122.6(4) . . ? C21 C22 C20 121.6(4) . 7 ? C21 C22 H22 119.2 . . ? C20 C22 H22 119.2 7 . ? O4 C23 O3 126.5(5) . . ? O4 C23 C21 121.3(5) . . ? O3 C23 C21 112.2(5) . . ? C2 N1 C1 102.5(5) . . ? C2 N1 Cu1 124.2(4) . . ? C1 N1 Cu1 133.2(4) . . ? C1 N2 N3 102.8(5) . . ? C2 N3 N2 109.0(5) . . ? C2 N3 C3 129.9(5) . . ? N2 N3 C3 120.9(5) . . ? C17 N4 C18 105.1(5) . . ? C17 N4 Cu1 129.2(4) . 2_565 ? C18 N4 Cu1 125.4(4) . 2_565 ? C18 N5 N6 109.5(6) . . ? N5 N6 C17 104.3(5) . . ? N5 N6 C16 125.9(5) . . ? C17 N6 C16 128.8(5) . . ? C19 O1 Cu1 105.6(3) . 4 ? C23 O3 Cu1 121.1(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 N3 C3 C4 C9 153.0(6) . . . . ? N3 C3 C4 C5 -25.5(9) . . . . ? C9 C4 C5 C6 4.7(9) . . . . ? C3 C4 C5 C6 -176.8(6) . . . . ? C4 C5 C6 C7 -0.2(9) . . . . ? C5 C6 C7 C8 -4.5(9) . . . . ? C5 C6 C7 C10 178.6(6) . . . . ? C6 C7 C8 C9 4.9(10) . . . . ? C10 C7 C8 C9 -178.3(6) . . . . ? C5 C4 C9 C8 -4.4(10) . . . . ? C3 C4 C9 C8 177.0(6) . . . . ? C7 C8 C9 C4 -0.4(11) . . . . ? C8 C7 C10 C11 -156.9(7) . . . . ? C6 C7 C10 C11 19.9(10) . . . . ? C8 C7 C10 C15 23.5(10) . . . . ? C6 C7 C10 C15 -159.8(7) . . . . ? C15 C10 C11 C12 -0.9(11) . . . . ? C7 C10 C11 C12 179.4(6) . . . . ? C10 C11 C12 C13 0.0(10) . . . . ? C11 C12 C13 C14 0.0(10) . . . . ? C11 C12 C13 C16 -178.2(6) . . . . ? C12 C13 C14 C15 0.9(12) . . . . ? C16 C13 C14 C15 179.1(8) . . . . ? C13 C14 C15 C10 -2.0(15) . . . . ? C11 C10 C15 C14 1.9(13) . . . . ? C7 C10 C15 C14 -178.4(8) . . . . ? C12 C13 C16 N6 -170.6(5) . . . . ? C14 C13 C16 N6 11.3(10) . . . . ? O2 C19 C20 C21 -34.1(7) . . . . ? O1 C19 C20 C21 148.4(5) . . . . ? O2 C19 C20 C22 144.3(5) . . . 7 ? O1 C19 C20 C22 -33.2(7) . . . 7 ? C22 C20 C21 C22 -1.2(8) 7 . . . ? C19 C20 C21 C22 177.2(5) . . . . ? C22 C20 C21 C23 175.7(5) 7 . . . ? C19 C20 C21 C23 -5.9(7) . . . . ? C20 C21 C22 C20 1.2(8) . . . 7 ? C23 C21 C22 C20 -175.8(5) . . . 7 ? C22 C21 C23 O4 -72.6(6) . . . . ? C20 C21 C23 O4 110.5(6) . . . . ? C22 C21 C23 O3 105.9(5) . . . . ? C20 C21 C23 O3 -71.1(6) . . . . ? N3 C2 N1 C1 -0.6(6) . . . . ? N3 C2 N1 Cu1 177.1(3) . . . . ? N2 C1 N1 C2 1.0(7) . . . . ? N2 C1 N1 Cu1 -176.4(4) . . . . ? O3 Cu1 N1 C2 43.9(5) . . . . ? O1 Cu1 N1 C2 -151.0(4) 4_545 . . . ? N4 Cu1 N1 C2 -59.3(11) 2_545 . . . ? O3 Cu1 N1 C1 -139.1(5) . . . . ? O1 Cu1 N1 C1 26.0(6) 4_545 . . . ? N4 Cu1 N1 C1 117.7(9) 2_545 . . . ? N1 C1 N2 N3 -1.0(7) . . . . ? N1 C2 N3 N2 0.1(6) . . . . ? N1 C2 N3 C3 -174.3(5) . . . . ? C1 N2 N3 C2 0.5(6) . . . . ? C1 N2 N3 C3 175.5(5) . . . . ? C4 C3 N3 C2 107.0(6) . . . . ? C4 C3 N3 N2 -66.9(7) . . . . ? N6 C17 N4 C18 -2.7(7) . . . . ? N6 C17 N4 Cu1 170.6(4) . . . 2_565 ? N5 C18 N4 C17 6.1(9) . . . . ? N5 C18 N4 Cu1 -167.5(6) . . . 2_565 ? N4 C18 N5 N6 -7.4(10) . . . . ? C18 N5 N6 C17 5.6(9) . . . . ? C18 N5 N6 C16 175.1(7) . . . . ? N4 C17 N6 N5 -1.7(7) . . . . ? N4 C17 N6 C16 -170.8(5) . . . . ? C13 C16 N6 N5 -98.1(8) . . . . ? C13 C16 N6 C17 68.9(8) . . . . ? O2 C19 O1 Cu1 -3.0(6) . . . 4 ? C20 C19 O1 Cu1 174.5(3) . . . 4 ? O4 C23 O3 Cu1 13.8(7) . . . . ? C21 C23 O3 Cu1 -164.6(3) . . . . ? O1 Cu1 O3 C23 177.5(6) 4_545 . . . ? N1 Cu1 O3 C23 -95.8(4) . . . . ? N4 Cu1 O3 C23 73.7(4) 2_545 . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 0.282 419.3 77.1 2 0.500 0.500 0.300 419.3 77.1 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.183 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.161 # Attachment 'web_deposit_cif_file_3_ChenRen_1285246195.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 785348' #TrackingRef 'web_deposit_cif_file_3_ChenRen_1285246195.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C108 H78 Cu4 N24 O25' _chemical_formula_sum 'C108 H78 Cu4 N24 O25' _chemical_formula_weight 2366.11 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.1765(11) _cell_length_b 16.4109(18) _cell_length_c 17.3490(15) _cell_angle_alpha 90.00 _cell_angle_beta 119.258(5) _cell_angle_gamma 90.00 _cell_volume 2527.8(4) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4929 _cell_measurement_theta_min 2.2935 _cell_measurement_theta_max 26.1285 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.553 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.921 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7632 _exptl_absorpt_correction_T_max 0.8742 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12407 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.09 _reflns_number_total 4473 _reflns_number_gt 3792 _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^)+(0.0453P)^2^+4.2934P] 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 4473 _refine_ls_number_parameters 370 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0543 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1185 _refine_ls_wR_factor_gt 0.1137 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.047 _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 Cu1 Cu 0.76930(4) 0.82415(2) 0.27015(3) 0.03325(15) Uani 1 1 d . . . O1 O 0.4475(3) 0.76088(14) 0.2807(2) 0.0536(7) Uani 1 1 d . . . O2 O 0.5822(2) 0.86033(14) 0.26654(16) 0.0396(6) Uani 1 1 d . . . O3 O -0.0893(3) 0.96731(15) 0.2756(2) 0.0524(7) Uani 1 1 d . . . O4 O -0.0389(2) 0.83695(13) 0.26908(17) 0.0403(6) Uani 1 1 d . . . O5 O 0.4053(3) 1.13245(13) 0.20045(18) 0.0455(6) Uani 1 1 d . . . O6 O 0.2379(3) 1.17981(13) 0.23752(18) 0.0427(6) Uani 1 1 d . . . N1 N 0.6587(3) 0.82376(16) 0.1393(2) 0.0375(7) Uani 1 1 d . . . N2 N 0.6102(5) 0.7970(2) 0.0041(3) 0.0667(10) Uani 1 1 d . . . N3 N 0.4932(4) 0.8384(2) 0.0019(2) 0.0534(8) Uani 1 1 d . . . N4 N 0.8778(3) 0.82103(16) 0.4005(2) 0.0398(7) Uani 1 1 d . . . N5 N 0.9316(4) 0.8023(2) 0.5386(3) 0.0627(10) Uani 1 1 d . . . N6 N 1.0465(3) 0.84309(19) 0.5373(2) 0.0460(7) Uani 1 1 d . . . C1 C 0.4684(3) 0.83325(18) 0.2689(2) 0.0301(7) Uani 1 1 d . . . C2 C 0.3523(3) 0.89577(17) 0.2577(2) 0.0278(6) Uani 1 1 d . . . C3 C 0.2266(3) 0.87513(18) 0.2653(2) 0.0296(7) Uani 1 1 d . . . H3 H 0.2099 0.8210 0.2738 0.035 Uiso 1 1 calc R . . C4 C 0.1256(3) 0.93477(18) 0.2604(2) 0.0299(7) Uani 1 1 d . . . C5 C 0.1517(3) 1.01569(18) 0.2484(2) 0.0318(7) Uani 1 1 d . . . H5 H 0.0870 1.0561 0.2476 0.038 Uiso 1 1 calc R . . C6 C 0.2735(3) 1.03648(18) 0.2375(2) 0.0298(7) Uani 1 1 d . . . C7 C 0.3734(3) 0.97605(18) 0.2423(2) 0.0290(7) Uani 1 1 d . . . H7 H 0.4552 0.9899 0.2350 0.035 Uiso 1 1 calc R . . C8 C -0.0111(3) 0.9131(2) 0.2689(2) 0.0353(7) Uani 1 1 d . . . C9 C 0.3028(4) 1.12349(19) 0.2252(2) 0.0337(7) Uani 1 1 d . . . C10 C 0.8318(4) 0.7899(2) 0.4560(3) 0.0480(9) Uani 1 1 d . . . H10 H 0.7407 0.7631 0.4375 0.058 Uiso 1 1 calc R . . C11 C 1.0111(4) 0.8532(2) 0.4537(3) 0.0458(9) Uani 1 1 d . . . H11 H 1.0716 0.8794 0.4350 0.055 Uiso 1 1 calc R . . C12 C 1.1828(5) 0.8701(3) 0.6177(3) 0.0595(11) Uani 1 1 d . . . H12A H 1.2326 0.8238 0.6555 0.071 Uiso 1 1 calc R . . H12B H 1.1559 0.9084 0.6503 0.071 Uiso 1 1 calc R . . C13 C 1.2861(4) 0.9102(3) 0.5901(3) 0.0524(10) Uani 1 1 d . . . C14 C 1.2750(5) 0.9907(3) 0.5704(4) 0.0712(14) Uani 1 1 d . . . H14 H 1.2101 1.0230 0.5807 0.085 Uiso 1 1 calc R . . C15 C 1.3569(5) 1.0260(3) 0.5355(4) 0.0690(13) Uani 1 1 d . . . H15 H 1.3457 1.0814 0.5226 0.083 Uiso 1 1 calc R . . C16 C 1.4560(4) 0.9810(2) 0.5189(2) 0.0460(9) Uani 1 1 d U . . C17 C 1.4699(5) 0.8996(3) 0.5419(3) 0.0688(13) Uani 1 1 d . . . H17 H 1.5369 0.8673 0.5336 0.083 Uiso 1 1 calc R . . C18 C 1.3872(5) 0.8652(3) 0.5769(3) 0.0670(12) Uani 1 1 d . . . H18 H 1.4001 0.8102 0.5920 0.080 Uiso 1 1 calc R . . C19 C 0.0514(4) 0.9799(2) -0.0124(3) 0.0490(9) Uani 1 1 d U . . C20 C 0.1539(6) 1.0219(3) -0.0263(3) 0.0773(14) Uani 1 1 d U . . H20 H 0.1599 1.0781 -0.0188 0.093 Uiso 1 1 calc R . . C21 C 0.2485(7) 0.9844(3) -0.0508(4) 0.0837(16) Uani 1 1 d . . . H21 H 0.3155 1.0159 -0.0600 0.100 Uiso 1 1 calc R . . C22 C 0.2464(5) 0.9024(3) -0.0619(3) 0.0637(12) Uani 1 1 d . . . C23 C 0.1439(6) 0.8599(3) -0.0506(5) 0.0951(19) Uani 1 1 d . . . H23 H 0.1373 0.8038 -0.0595 0.114 Uiso 1 1 calc R . . C24 C 0.0488(6) 0.8972(3) -0.0264(4) 0.0808(15) Uani 1 1 d U . . H24 H -0.0200 0.8653 -0.0191 0.097 Uiso 1 1 calc R . . C25 C 0.3581(6) 0.8610(4) -0.0819(3) 0.0808(15) Uani 1 1 d . . . H25A H 0.3132 0.8125 -0.1171 0.097 Uiso 1 1 calc R . . H25B H 0.3862 0.8974 -0.1155 0.097 Uiso 1 1 calc R . . C26 C 0.5249(4) 0.8534(2) 0.0841(2) 0.0450(9) Uani 1 1 d . . . H26 H 0.4622 0.8808 0.1005 0.054 Uiso 1 1 calc R . . C27 C 0.7070(4) 0.7894(2) 0.0871(3) 0.0479(9) Uani 1 1 d . . . H27 H 0.7993 0.7632 0.1082 0.057 Uiso 1 1 calc R . . O7 O 0.058(2) 0.8159(13) 0.7421(13) 0.128(7) Uani 0.25 1 d PU . . 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 Cu1 0.0226(2) 0.0307(2) 0.0553(3) 0.00080(18) 0.02598(19) -0.00101(15) O1 0.0411(14) 0.0267(13) 0.110(2) 0.0085(13) 0.0503(16) 0.0072(10) O2 0.0276(12) 0.0365(12) 0.0664(16) 0.0021(11) 0.0322(12) 0.0039(10) O3 0.0436(15) 0.0387(14) 0.098(2) 0.0040(14) 0.0526(15) 0.0066(11) O4 0.0286(12) 0.0350(13) 0.0698(17) 0.0010(11) 0.0339(12) -0.0034(9) O5 0.0476(15) 0.0293(12) 0.0774(18) 0.0003(12) 0.0443(14) -0.0047(10) O6 0.0400(14) 0.0230(12) 0.0716(17) 0.0013(11) 0.0324(13) 0.0018(10) N1 0.0353(16) 0.0360(15) 0.0533(18) 0.0012(13) 0.0309(15) 0.0014(12) N2 0.073(3) 0.068(2) 0.078(3) -0.011(2) 0.052(2) 0.007(2) N3 0.052(2) 0.059(2) 0.052(2) -0.0052(16) 0.0279(17) 0.0022(16) N4 0.0302(15) 0.0344(15) 0.0612(19) 0.0006(13) 0.0275(15) -0.0021(12) N5 0.058(2) 0.071(2) 0.067(2) 0.0057(19) 0.037(2) -0.0092(19) N6 0.0384(17) 0.0502(18) 0.0517(19) 0.0025(15) 0.0238(15) -0.0008(14) C1 0.0253(16) 0.0288(16) 0.0426(18) -0.0016(13) 0.0216(15) 0.0022(12) C2 0.0231(15) 0.0261(15) 0.0372(17) -0.0019(13) 0.0171(14) 0.0012(12) C3 0.0250(15) 0.0237(15) 0.0458(18) 0.0014(13) 0.0217(15) -0.0021(12) C4 0.0236(15) 0.0280(16) 0.0444(18) 0.0005(13) 0.0217(14) -0.0018(12) C5 0.0255(16) 0.0287(16) 0.0456(19) 0.0016(14) 0.0208(15) 0.0053(12) C6 0.0258(16) 0.0219(15) 0.0425(18) 0.0015(13) 0.0174(14) -0.0010(12) C7 0.0213(15) 0.0295(16) 0.0410(17) -0.0011(13) 0.0190(14) -0.0029(12) C8 0.0262(16) 0.0359(18) 0.051(2) 0.0036(15) 0.0247(16) 0.0016(14) C9 0.0289(16) 0.0268(16) 0.0445(19) 0.0021(14) 0.0174(15) -0.0005(13) C10 0.040(2) 0.053(2) 0.055(2) 0.0006(19) 0.0263(19) -0.0104(17) C11 0.0339(19) 0.050(2) 0.056(2) 0.0003(18) 0.0240(18) -0.0056(16) C12 0.047(2) 0.071(3) 0.049(2) -0.004(2) 0.015(2) -0.001(2) C13 0.034(2) 0.059(2) 0.051(2) -0.0099(19) 0.0106(18) -0.0014(18) C14 0.057(3) 0.054(3) 0.112(4) -0.014(3) 0.049(3) 0.004(2) C15 0.059(3) 0.043(2) 0.115(4) -0.009(2) 0.051(3) 0.004(2) C16 0.0434(12) 0.0440(12) 0.0469(12) -0.0033(9) 0.0192(9) 0.0009(9) C17 0.066(3) 0.054(3) 0.097(4) 0.005(2) 0.048(3) 0.020(2) C18 0.065(3) 0.048(2) 0.091(3) 0.006(2) 0.040(3) 0.010(2) C19 0.0475(12) 0.0471(12) 0.0486(12) 0.0026(9) 0.0205(9) -0.0034(9) C20 0.0776(16) 0.0758(17) 0.0797(16) 0.0012(10) 0.0393(11) -0.0026(10) C21 0.093(4) 0.074(3) 0.106(4) 0.004(3) 0.066(4) -0.013(3) C22 0.050(2) 0.080(3) 0.046(2) 0.000(2) 0.012(2) 0.001(2) C23 0.081(4) 0.048(3) 0.161(6) -0.005(3) 0.062(4) -0.001(3) C24 0.0786(17) 0.0786(17) 0.0850(17) 0.0018(10) 0.0398(11) -0.0024(10) C25 0.077(4) 0.099(4) 0.061(3) -0.006(3) 0.030(3) 0.004(3) C26 0.046(2) 0.046(2) 0.051(2) -0.0007(17) 0.0291(19) 0.0036(17) C27 0.042(2) 0.054(2) 0.056(2) 0.0003(19) 0.031(2) 0.0116(18) O7 0.107(14) 0.170(19) 0.112(14) -0.030(13) 0.057(12) 0.020(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 Cu1 O2 1.966(2) . ? Cu1 O4 1.972(2) 1_655 ? Cu1 N4 1.973(3) . ? Cu1 N1 1.980(3) . ? Cu1 O6 2.372(2) 2_645 ? O1 C1 1.241(4) . ? O2 C1 1.260(4) . ? O3 C8 1.237(4) . ? O4 C8 1.281(4) . ? O4 Cu1 1.972(2) 1_455 ? O5 C9 1.315(4) . ? O6 C9 1.215(4) . ? O6 Cu1 2.372(2) 2_655 ? N1 C26 1.317(5) . ? N1 C27 1.348(4) . ? N2 C27 1.293(5) . ? N2 N3 1.355(5) . ? N3 C26 1.324(5) . ? N3 C25 1.479(6) . ? N4 C11 1.322(5) . ? N4 C10 1.361(5) . ? N5 C10 1.305(5) . ? N5 N6 1.357(4) . ? N6 C11 1.324(5) . ? N6 C12 1.474(5) . ? C1 C2 1.504(4) . ? C2 C7 1.382(4) . ? C2 C3 1.391(4) . ? C3 C4 1.392(4) . ? C3 H3 0.9300 . ? C4 C5 1.390(4) . ? C4 C8 1.511(4) . ? C5 C6 1.385(4) . ? C5 H5 0.9300 . ? C6 C7 1.393(4) . ? C6 C9 1.495(4) . ? C7 H7 0.9300 . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.503(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.356(6) . ? C13 C18 1.373(6) . ? C14 C15 1.375(7) . ? C14 H14 0.9300 . ? C15 C16 1.388(6) . ? C15 H15 0.9300 . ? C16 C17 1.381(6) . ? C16 C16 1.481(8) 3_876 ? C17 C18 1.377(6) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.365(6) . ? C19 C24 1.378(6) . ? C19 C19 1.468(8) 3_575 ? C20 C21 1.373(7) . ? C20 H20 0.9300 . ? C21 C22 1.358(7) . ? C21 H21 0.9300 . ? C22 C23 1.347(7) . ? C22 C25 1.504(7) . ? C23 C24 1.373(7) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 H26 0.9300 . ? C27 H27 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 Cu1 O4 156.21(10) . 1_655 ? O2 Cu1 N4 92.03(11) . . ? O4 Cu1 N4 90.64(11) 1_655 . ? O2 Cu1 N1 88.00(11) . . ? O4 Cu1 N1 90.03(11) 1_655 . ? N4 Cu1 N1 178.26(11) . . ? O2 Cu1 O6 107.27(9) . 2_645 ? O4 Cu1 O6 96.29(8) 1_655 2_645 ? N4 Cu1 O6 91.32(10) . 2_645 ? N1 Cu1 O6 87.01(10) . 2_645 ? C1 O2 Cu1 141.6(2) . . ? C8 O4 Cu1 108.93(19) . 1_455 ? C9 O6 Cu1 139.0(2) . 2_655 ? C26 N1 C27 104.6(3) . . ? C26 N1 Cu1 129.7(2) . . ? C27 N1 Cu1 125.6(3) . . ? C27 N2 N3 105.2(3) . . ? C26 N3 N2 108.3(3) . . ? C26 N3 C25 129.3(4) . . ? N2 N3 C25 122.4(4) . . ? C11 N4 C10 104.2(3) . . ? C11 N4 Cu1 126.8(3) . . ? C10 N4 Cu1 128.9(2) . . ? C10 N5 N6 105.8(3) . . ? C11 N6 N5 107.7(3) . . ? C11 N6 C12 128.7(3) . . ? N5 N6 C12 123.6(3) . . ? O1 C1 O2 125.3(3) . . ? O1 C1 C2 119.2(3) . . ? O2 C1 C2 115.5(3) . . ? C7 C2 C3 119.2(3) . . ? C7 C2 C1 119.3(3) . . ? C3 C2 C1 121.5(3) . . ? C2 C3 C4 120.6(3) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 119.4(3) . . ? C5 C4 C8 119.5(3) . . ? C3 C4 C8 121.1(3) . . ? C6 C5 C4 120.4(3) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 119.5(3) . . ? C5 C6 C9 120.6(3) . . ? C7 C6 C9 119.8(3) . . ? C2 C7 C6 120.8(3) . . ? C2 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? O3 C8 O4 123.3(3) . . ? O3 C8 C4 120.3(3) . . ? O4 C8 C4 116.4(3) . . ? O6 C9 O5 124.0(3) . . ? O6 C9 C6 122.5(3) . . ? O5 C9 C6 113.5(3) . . ? N5 C10 N4 111.5(3) . . ? N5 C10 H10 124.2 . . ? N4 C10 H10 124.2 . . ? N4 C11 N6 110.6(3) . . ? N4 C11 H11 124.7 . . ? N6 C11 H11 124.7 . . ? N6 C12 C13 108.2(3) . . ? N6 C12 H12A 110.1 . . ? C13 C12 H12A 110.1 . . ? N6 C12 H12B 110.1 . . ? C13 C12 H12B 110.1 . . ? H12A C12 H12B 108.4 . . ? C14 C13 C18 117.3(4) . . ? C14 C13 C12 121.5(4) . . ? C18 C13 C12 121.0(4) . . ? C13 C14 C15 121.8(4) . . ? C13 C14 H14 119.1 . . ? C15 C14 H14 119.1 . . ? C14 C15 C16 121.7(4) . . ? C14 C15 H15 119.1 . . ? C16 C15 H15 119.1 . . ? C17 C16 C15 115.8(4) . . ? C17 C16 C16 122.5(4) . 3_876 ? C15 C16 C16 121.7(4) . 3_876 ? C18 C17 C16 121.8(4) . . ? C18 C17 H17 119.1 . . ? C16 C17 H17 119.1 . . ? C13 C18 C17 121.4(4) . . ? C13 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C20 C19 C24 114.6(5) . . ? C20 C19 C19 122.8(5) . 3_575 ? C24 C19 C19 122.6(5) . 3_575 ? C19 C20 C21 122.7(5) . . ? C19 C20 H20 118.7 . . ? C21 C20 H20 118.7 . . ? C22 C21 C20 121.5(5) . . ? C22 C21 H21 119.2 . . ? C20 C21 H21 119.2 . . ? C23 C22 C21 116.9(5) . . ? C23 C22 C25 121.7(5) . . ? C21 C22 C25 121.3(5) . . ? C22 C23 C24 121.7(5) . . ? C22 C23 H23 119.1 . . ? C24 C23 H23 119.1 . . ? C23 C24 C19 122.5(5) . . ? C23 C24 H24 118.8 . . ? C19 C24 H24 118.8 . . ? N3 C25 C22 109.3(4) . . ? N3 C25 H25A 109.8 . . ? C22 C25 H25A 109.8 . . ? N3 C25 H25B 109.8 . . ? C22 C25 H25B 109.8 . . ? H25A C25 H25B 108.3 . . ? N1 C26 N3 109.6(3) . . ? N1 C26 H26 125.2 . . ? N3 C26 H26 125.2 . . ? N2 C27 N1 112.2(3) . . ? N2 C27 H27 123.9 . . ? N1 C27 H27 123.9 . . ? 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 Cu1 O2 C1 179.9(3) 1_655 . . . ? N4 Cu1 O2 C1 -83.9(4) . . . . ? N1 Cu1 O2 C1 94.4(4) . . . . ? O6 Cu1 O2 C1 8.1(4) 2_645 . . . ? O2 Cu1 N1 C26 11.3(3) . . . . ? O4 Cu1 N1 C26 -145.0(3) 1_655 . . . ? N4 Cu1 N1 C26 102(4) . . . . ? O6 Cu1 N1 C26 118.8(3) 2_645 . . . ? O2 Cu1 N1 C27 -166.8(3) . . . . ? O4 Cu1 N1 C27 36.9(3) 1_655 . . . ? N4 Cu1 N1 C27 -76(4) . . . . ? O6 Cu1 N1 C27 -59.4(3) 2_645 . . . ? C27 N2 N3 C26 -0.4(5) . . . . ? C27 N2 N3 C25 179.1(4) . . . . ? O2 Cu1 N4 C11 -131.2(3) . . . . ? O4 Cu1 N4 C11 25.2(3) 1_655 . . . ? N1 Cu1 N4 C11 138(3) . . . . ? O6 Cu1 N4 C11 121.5(3) 2_645 . . . ? O2 Cu1 N4 C10 45.0(3) . . . . ? O4 Cu1 N4 C10 -158.6(3) 1_655 . . . ? N1 Cu1 N4 C10 -46(4) . . . . ? O6 Cu1 N4 C10 -62.3(3) 2_645 . . . ? C10 N5 N6 C11 -0.3(4) . . . . ? C10 N5 N6 C12 179.2(4) . . . . ? Cu1 O2 C1 O1 4.3(6) . . . . ? Cu1 O2 C1 C2 -176.6(2) . . . . ? O1 C1 C2 C7 -178.4(3) . . . . ? O2 C1 C2 C7 2.5(4) . . . . ? O1 C1 C2 C3 3.8(5) . . . . ? O2 C1 C2 C3 -175.3(3) . . . . ? C7 C2 C3 C4 -2.1(5) . . . . ? C1 C2 C3 C4 175.7(3) . . . . ? C2 C3 C4 C5 -0.4(5) . . . . ? C2 C3 C4 C8 -179.8(3) . . . . ? C3 C4 C5 C6 2.8(5) . . . . ? C8 C4 C5 C6 -177.8(3) . . . . ? C4 C5 C6 C7 -2.6(5) . . . . ? C4 C5 C6 C9 -179.6(3) . . . . ? C3 C2 C7 C6 2.3(5) . . . . ? C1 C2 C7 C6 -175.6(3) . . . . ? C5 C6 C7 C2 0.0(5) . . . . ? C9 C6 C7 C2 177.0(3) . . . . ? Cu1 O4 C8 O3 5.2(4) 1_455 . . . ? Cu1 O4 C8 C4 -175.1(2) 1_455 . . . ? C5 C4 C8 O3 -8.5(5) . . . . ? C3 C4 C8 O3 170.9(3) . . . . ? C5 C4 C8 O4 171.8(3) . . . . ? C3 C4 C8 O4 -8.8(5) . . . . ? Cu1 O6 C9 O5 0.7(6) 2_655 . . . ? Cu1 O6 C9 C6 -179.7(2) 2_655 . . . ? C5 C6 C9 O6 11.6(5) . . . . ? C7 C6 C9 O6 -165.4(3) . . . . ? C5 C6 C9 O5 -168.8(3) . . . . ? C7 C6 C9 O5 14.2(4) . . . . ? N6 N5 C10 N4 0.2(5) . . . . ? C11 N4 C10 N5 -0.1(4) . . . . ? Cu1 N4 C10 N5 -177.0(3) . . . . ? C10 N4 C11 N6 0.0(4) . . . . ? Cu1 N4 C11 N6 176.9(2) . . . . ? N5 N6 C11 N4 0.2(4) . . . . ? C12 N6 C11 N4 -179.3(4) . . . . ? C11 N6 C12 C13 -2.6(6) . . . . ? N5 N6 C12 C13 178.0(4) . . . . ? N6 C12 C13 C14 87.7(5) . . . . ? N6 C12 C13 C18 -86.9(5) . . . . ? C18 C13 C14 C15 2.4(7) . . . . ? C12 C13 C14 C15 -172.4(4) . . . . ? C13 C14 C15 C16 -0.3(8) . . . . ? C14 C15 C16 C17 -1.8(7) . . . . ? C14 C15 C16 C16 179.9(5) . . . 3_876 ? C15 C16 C17 C18 1.7(7) . . . . ? C16 C16 C17 C18 -179.9(5) 3_876 . . . ? C14 C13 C18 C17 -2.4(7) . . . . ? C12 C13 C18 C17 172.4(4) . . . . ? C16 C17 C18 C13 0.4(8) . . . . ? C24 C19 C20 C21 -1.0(7) . . . . ? C19 C19 C20 C21 -179.0(5) 3_575 . . . ? C19 C20 C21 C22 -0.7(9) . . . . ? C20 C21 C22 C23 2.2(8) . . . . ? C20 C21 C22 C25 -175.3(5) . . . . ? C21 C22 C23 C24 -1.9(9) . . . . ? C25 C22 C23 C24 175.5(5) . . . . ? C22 C23 C24 C19 0.3(9) . . . . ? C20 C19 C24 C23 1.2(8) . . . . ? C19 C19 C24 C23 179.2(6) 3_575 . . . ? C26 N3 C25 C22 -3.5(7) . . . . ? N2 N3 C25 C22 177.1(4) . . . . ? C23 C22 C25 N3 -87.7(6) . . . . ? C21 C22 C25 N3 89.6(6) . . . . ? C27 N1 C26 N3 -0.4(4) . . . . ? Cu1 N1 C26 N3 -178.8(2) . . . . ? N2 N3 C26 N1 0.5(5) . . . . ? C25 N3 C26 N1 -178.9(4) . . . . ? N3 N2 C27 N1 0.1(5) . . . . ? C26 N1 C27 N2 0.2(5) . . . . ? Cu1 N1 C27 N2 178.7(3) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.696 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.061 # Attachment 'web_deposit_cif_file_4_ChenRen_1285246195.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 785349' #TrackingRef 'web_deposit_cif_file_4_ChenRen_1285246195.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C54 H42 Co3 N12 O14' _chemical_formula_sum 'C54 H42 Co3 N12 O14' _chemical_formula_weight 1259.79 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' Co Co 0.3494 0.9721 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.301(2) _cell_length_b 10.576(3) _cell_length_c 14.184(3) _cell_angle_alpha 86.683(3) _cell_angle_beta 84.712(4) _cell_angle_gamma 77.508(3) _cell_volume 1355.4(6) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 889 _cell_measurement_theta_min 4.2505 _cell_measurement_theta_max 20.8675 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.543 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 643 _exptl_absorpt_coefficient_mu 0.986 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7977 _exptl_absorpt_correction_T_max 0.9078 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6861 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0941 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.10 _reflns_number_total 4738 _reflns_number_gt 2948 _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^)+(0.1353P)^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 4738 _refine_ls_number_parameters 376 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1141 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.2379 _refine_ls_wR_factor_gt 0.1913 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.048 _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 Co1 Co 0.62050(8) 1.16589(7) 0.46627(6) 0.0295(3) Uani 1 1 d . . . Co2 Co -0.5000 1.5000 0.5000 0.0290(4) Uani 1 2 d S . . C1 C 0.2663(6) 1.3371(6) 0.3723(5) 0.0322(15) Uani 1 1 d . . . C2 C 0.2235(6) 1.2282(5) 0.4192(5) 0.0285(14) Uani 1 1 d . . . C3 C 0.0754(6) 1.2366(6) 0.4513(5) 0.0318(15) Uani 1 1 d . . . H3 H 0.0478 1.1647 0.4826 0.038 Uiso 1 1 calc R . . C4 C -0.0318(6) 1.3478(5) 0.4383(5) 0.0291(14) Uani 1 1 d . . . C5 C 0.0097(7) 1.4530(6) 0.3904(5) 0.0372(16) Uani 1 1 d . . . H5 H -0.0607 1.5288 0.3811 0.045 Uiso 1 1 calc R . . C6 C 0.1547(7) 1.4471(6) 0.3558(5) 0.0370(16) Uani 1 1 d . . . H6 H 0.1791 1.5177 0.3208 0.044 Uiso 1 1 calc R . . C7 C 0.4211(7) 1.3449(6) 0.3392(5) 0.0335(16) Uani 1 1 d . . . C8 C 0.3308(7) 1.1016(6) 0.4361(5) 0.0303(15) Uani 1 1 d . . . C9 C -0.1869(7) 1.3514(6) 0.4787(5) 0.0340(16) Uani 1 1 d . . . C10 C 0.7968(9) 1.1862(8) 0.2610(6) 0.062(2) Uani 1 1 d . . . H10 H 0.7238 1.2517 0.2372 0.074 Uiso 1 1 calc R . . C11 C 0.9019(7) 1.0375(7) 0.3462(5) 0.0408(17) Uani 1 1 d . . . H11 H 0.9234 0.9747 0.3945 0.049 Uiso 1 1 calc R . . C12 C 1.1487(8) 0.9885(7) 0.2539(6) 0.051(2) Uani 1 1 d . . . H12A H 1.1892 0.9540 0.3130 0.061 Uiso 1 1 calc R . . H12B H 1.2052 1.0506 0.2266 0.061 Uiso 1 1 calc R . . C13 C 1.1670(7) 0.8792(7) 0.1871(5) 0.0443(18) Uani 1 1 d . . . C14 C 1.2354(9) 0.7553(8) 0.2139(6) 0.058(2) Uani 1 1 d . . . H14 H 1.2681 0.7391 0.2743 0.069 Uiso 1 1 calc R . . C15 C 1.2565(9) 0.6548(7) 0.1532(6) 0.060(2) Uani 1 1 d . . . H15 H 1.3077 0.5731 0.1721 0.072 Uiso 1 1 calc R . . C16 C 1.2024(9) 0.6735(7) 0.0639(6) 0.055(2) Uani 1 1 d . . . C17 C 1.1347(13) 0.8000(8) 0.0369(7) 0.093(4) Uani 1 1 d . . . H17 H 1.1006 0.8172 -0.0232 0.112 Uiso 1 1 calc R . . C18 C 1.1178(13) 0.9004(9) 0.0988(7) 0.093(4) Uani 1 1 d . . . H18 H 1.0719 0.9837 0.0795 0.111 Uiso 1 1 calc R . . C19 C 1.2187(10) 0.5647(8) -0.0004(6) 0.062(2) Uani 1 1 d . . . C20 C 1.3223(12) 0.4520(8) 0.0100(7) 0.080(3) Uani 1 1 d . . . H20 H 1.3849 0.4430 0.0586 0.096 Uiso 1 1 calc R . . C21 C 1.3356(13) 0.3495(9) -0.0517(8) 0.090(3) Uani 1 1 d . . . H21 H 1.4090 0.2751 -0.0450 0.107 Uiso 1 1 calc R . . C22 C 1.2405(12) 0.3592(8) -0.1218(7) 0.068(3) Uani 1 1 d . . . C23 C 1.1324(11) 0.4710(9) -0.1304(7) 0.074(3) Uani 1 1 d . . . H23 H 1.0665 0.4780 -0.1769 0.088 Uiso 1 1 calc R . . C24 C 1.1208(11) 0.5723(9) -0.0712(6) 0.068(3) Uani 1 1 d . . . H24 H 1.0472 0.6465 -0.0782 0.082 Uiso 1 1 calc R . . C25 C 1.2554(12) 0.2510(8) -0.1883(6) 0.078(3) Uani 1 1 d . . . H25A H 1.2938 0.1690 -0.1559 0.093 Uiso 1 1 calc R . . H25B H 1.1589 0.2484 -0.2079 0.093 Uiso 1 1 calc R . . C26 C 1.4181(8) 0.1777(6) -0.3370(5) 0.0413(17) Uani 1 1 d . . . H26 H 1.4097 0.0915 -0.3318 0.050 Uiso 1 1 calc R . . N5 N 1.4797(6) 0.3586(5) -0.3871(4) 0.0349(13) Uani 1 1 d . . . N1 N 0.7735(6) 1.1203(5) 0.3414(4) 0.0410(14) Uani 1 1 d . . . N2 N 0.9275(8) 1.1537(7) 0.2176(5) 0.068(2) Uani 1 1 d . . . N3 N 0.9944(6) 1.0559(5) 0.2743(4) 0.0388(14) Uani 1 1 d . . . N4 N 1.4911(5) 0.2300(5) -0.4068(4) 0.0329(13) Uani 1 1 d . . . C27 C 1.4007(8) 0.3785(6) -0.3075(5) 0.0430(18) Uani 1 1 d . . . H27 H 1.3771 0.4572 -0.2777 0.052 Uiso 1 1 calc R . . N6 N 1.3567(7) 0.2695(6) -0.2734(4) 0.0520(17) Uani 1 1 d . . . O1 O 0.4652(4) 1.0929(4) 0.4061(3) 0.0348(11) Uani 1 1 d . . . O2 O 0.2794(4) 1.0111(4) 0.4767(3) 0.0377(11) Uani 1 1 d . . . O3 O 0.5091(4) 1.3486(3) 0.4045(3) 0.0302(10) Uani 1 1 d . . . O4 O 0.4577(5) 1.3542(5) 0.2550(4) 0.0558(14) Uani 1 1 d . . . O5 O -0.2175(4) 1.2470(4) 0.5133(3) 0.0377(11) Uani 1 1 d . . . O6 O -0.2747(4) 1.4589(4) 0.4745(3) 0.0378(11) Uani 1 1 d . . . O7 O 0.500(2) 0.0826(18) 0.1606(15) 0.285(8) Uani 1 1 d U . . 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 Co1 0.0234(5) 0.0219(5) 0.0415(6) -0.0019(4) -0.0008(4) -0.0018(3) Co2 0.0213(6) 0.0207(6) 0.0427(9) -0.0020(5) -0.0008(5) -0.0003(4) C1 0.031(3) 0.024(3) 0.039(4) -0.004(3) -0.004(3) 0.001(3) C2 0.030(3) 0.021(3) 0.035(4) -0.004(3) -0.007(3) -0.004(2) C3 0.029(3) 0.021(3) 0.044(4) 0.004(3) -0.007(3) -0.003(2) C4 0.021(3) 0.026(3) 0.040(4) -0.006(3) -0.004(3) -0.004(2) C5 0.029(3) 0.026(3) 0.052(5) -0.002(3) -0.003(3) 0.003(3) C6 0.040(4) 0.021(3) 0.047(5) 0.007(3) 0.000(3) -0.006(3) C7 0.027(3) 0.028(3) 0.045(5) 0.001(3) -0.003(3) -0.003(3) C8 0.032(3) 0.022(3) 0.036(4) -0.011(3) -0.008(3) 0.001(3) C9 0.030(3) 0.026(3) 0.048(5) -0.007(3) -0.014(3) -0.004(3) C10 0.055(5) 0.067(6) 0.051(6) 0.017(5) 0.007(4) 0.002(4) C11 0.038(4) 0.045(4) 0.038(5) -0.002(3) 0.008(3) -0.010(3) C12 0.036(4) 0.061(5) 0.054(5) -0.021(4) 0.002(3) -0.006(3) C13 0.034(4) 0.051(4) 0.042(5) -0.008(4) -0.002(3) 0.004(3) C14 0.061(5) 0.059(5) 0.044(5) 0.003(4) -0.005(4) 0.007(4) C15 0.071(6) 0.042(4) 0.057(6) -0.003(4) -0.004(4) 0.010(4) C16 0.060(5) 0.051(5) 0.044(5) -0.014(4) 0.008(4) 0.007(4) C17 0.150(10) 0.057(6) 0.052(6) -0.009(5) -0.029(6) 0.037(6) C18 0.146(10) 0.051(5) 0.069(7) -0.014(5) -0.045(7) 0.027(6) C19 0.087(6) 0.053(5) 0.038(5) 0.001(4) 0.009(5) -0.006(4) C20 0.114(8) 0.051(5) 0.062(7) -0.008(5) -0.019(6) 0.017(5) C21 0.123(9) 0.047(5) 0.082(8) -0.008(5) 0.002(7) 0.015(6) C22 0.101(7) 0.053(5) 0.050(6) -0.006(4) 0.032(5) -0.030(5) C23 0.095(7) 0.074(6) 0.051(6) -0.010(5) 0.006(5) -0.018(6) C24 0.083(6) 0.063(6) 0.046(6) -0.011(4) 0.006(5) 0.011(5) C25 0.115(8) 0.060(5) 0.061(6) -0.019(5) 0.043(6) -0.042(5) C26 0.052(4) 0.034(4) 0.040(5) -0.010(3) 0.005(3) -0.015(3) N5 0.037(3) 0.025(3) 0.040(4) -0.004(2) 0.002(3) -0.002(2) N1 0.034(3) 0.039(3) 0.045(4) -0.005(3) 0.005(3) -0.001(2) N2 0.067(5) 0.062(5) 0.061(5) 0.018(4) 0.014(4) 0.006(4) N3 0.031(3) 0.042(3) 0.039(4) -0.011(3) -0.001(3) 0.002(2) N4 0.030(3) 0.026(3) 0.039(4) -0.004(2) -0.001(2) 0.003(2) C27 0.050(4) 0.034(4) 0.045(5) -0.010(3) 0.004(4) -0.010(3) N6 0.068(4) 0.038(3) 0.048(4) -0.009(3) 0.019(3) -0.015(3) O1 0.023(2) 0.027(2) 0.053(3) -0.007(2) 0.001(2) -0.0004(17) O2 0.029(2) 0.022(2) 0.057(3) 0.003(2) 0.000(2) 0.0025(18) O3 0.026(2) 0.0162(19) 0.046(3) 0.0006(19) -0.006(2) 0.0000(16) O4 0.041(3) 0.080(4) 0.044(4) 0.003(3) -0.003(3) -0.009(3) O5 0.029(2) 0.029(2) 0.056(3) 0.004(2) -0.002(2) -0.0095(19) O6 0.021(2) 0.029(2) 0.060(3) -0.002(2) 0.001(2) 0.0005(18) O7 0.290(11) 0.270(11) 0.312(12) -0.027(9) -0.028(9) -0.091(9) _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 Co1 O1 2.049(4) . ? Co1 O2 2.058(4) 2_676 ? Co1 O5 2.064(4) 1_655 ? Co1 N4 2.130(5) 1_466 ? Co1 O3 2.164(4) . ? Co1 N1 2.175(6) . ? Co2 O6 2.048(4) . ? Co2 O6 2.048(4) 2_486 ? Co2 O3 2.139(4) 2_586 ? Co2 O3 2.139(4) 1_455 ? Co2 N5 2.150(5) 2_675 ? Co2 N5 2.150(5) 1_366 ? C1 C6 1.406(8) . ? C1 C2 1.410(8) . ? C1 C7 1.491(8) . ? C2 C3 1.396(8) . ? C2 C8 1.508(8) . ? C3 C4 1.383(8) . ? C3 H3 0.9300 . ? C4 C5 1.378(9) . ? C4 C9 1.496(8) . ? C5 C6 1.381(9) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O4 1.215(8) . ? C7 O3 1.299(8) . ? C8 O2 1.249(7) . ? C8 O1 1.269(7) . ? C9 O6 1.250(7) . ? C9 O5 1.260(7) . ? C10 N2 1.296(10) . ? C10 N1 1.328(9) . ? C10 H10 0.9300 . ? C11 N3 1.307(8) . ? C11 N1 1.324(8) . ? C11 H11 0.9300 . ? C12 N3 1.468(8) . ? C12 C13 1.507(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C18 1.364(11) . ? C13 C14 1.376(10) . ? C14 C15 1.376(11) . ? C14 H14 0.9300 . ? C15 C16 1.393(11) . ? C15 H15 0.9300 . ? C16 C17 1.398(11) . ? C16 C19 1.484(11) . ? C17 C18 1.390(12) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.371(12) . ? C19 C24 1.404(12) . ? C20 C21 1.409(13) . ? C20 H20 0.9300 . ? C21 C22 1.377(14) . ? C21 H21 0.9300 . ? C22 C23 1.384(13) . ? C22 C25 1.499(12) . ? C23 C24 1.380(12) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 N6 1.492(9) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N4 1.312(8) . ? C26 N6 1.360(8) . ? C26 H26 0.9300 . ? N5 C27 1.291(8) . ? N5 N4 1.384(7) . ? N5 Co2 2.150(5) 1_744 ? N2 N3 1.349(8) . ? N4 Co1 2.130(5) 1_644 ? C27 N6 1.354(8) . ? C27 H27 0.9300 . ? O2 Co1 2.058(4) 2_676 ? O3 Co2 2.139(4) 1_655 ? O5 Co1 2.064(4) 1_455 ? 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 Co1 O2 93.87(17) . 2_676 ? O1 Co1 O5 174.13(17) . 1_655 ? O2 Co1 O5 89.52(17) 2_676 1_655 ? O1 Co1 N4 97.80(19) . 1_466 ? O2 Co1 N4 95.35(19) 2_676 1_466 ? O5 Co1 N4 86.64(19) 1_655 1_466 ? O1 Co1 O3 84.00(16) . . ? O2 Co1 O3 177.87(16) 2_676 . ? O5 Co1 O3 92.62(16) 1_655 . ? N4 Co1 O3 84.81(18) 1_466 . ? O1 Co1 N1 90.4(2) . . ? O2 Co1 N1 86.8(2) 2_676 . ? O5 Co1 N1 85.0(2) 1_655 . ? N4 Co1 N1 171.4(2) 1_466 . ? O3 Co1 N1 93.30(19) . . ? O6 Co2 O6 180.0 . 2_486 ? O6 Co2 O3 95.66(16) . 2_586 ? O6 Co2 O3 84.34(16) 2_486 2_586 ? O6 Co2 O3 84.34(16) . 1_455 ? O6 Co2 O3 95.66(16) 2_486 1_455 ? O3 Co2 O3 180.0 2_586 1_455 ? O6 Co2 N5 81.15(18) . 2_675 ? O6 Co2 N5 98.85(18) 2_486 2_675 ? O3 Co2 N5 86.86(18) 2_586 2_675 ? O3 Co2 N5 93.14(18) 1_455 2_675 ? O6 Co2 N5 98.85(18) . 1_366 ? O6 Co2 N5 81.15(18) 2_486 1_366 ? O3 Co2 N5 93.14(18) 2_586 1_366 ? O3 Co2 N5 86.86(18) 1_455 1_366 ? N5 Co2 N5 180.0 2_675 1_366 ? C6 C1 C2 117.6(6) . . ? C6 C1 C7 117.4(6) . . ? C2 C1 C7 125.0(5) . . ? C3 C2 C1 119.1(5) . . ? C3 C2 C8 118.0(5) . . ? C1 C2 C8 122.9(5) . . ? C4 C3 C2 122.4(6) . . ? C4 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? C5 C4 C3 118.4(5) . . ? C5 C4 C9 122.3(5) . . ? C3 C4 C9 119.3(6) . . ? C4 C5 C6 120.7(6) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 121.6(6) . . ? C5 C6 H6 119.2 . . ? C1 C6 H6 119.2 . . ? O4 C7 O3 123.1(6) . . ? O4 C7 C1 120.3(6) . . ? O3 C7 C1 116.5(6) . . ? O2 C8 O1 124.5(5) . . ? O2 C8 C2 117.1(5) . . ? O1 C8 C2 118.3(6) . . ? O6 C9 O5 126.0(6) . . ? O6 C9 C4 116.3(6) . . ? O5 C9 C4 117.7(5) . . ? N2 C10 N1 115.9(7) . . ? N2 C10 H10 122.1 . . ? N1 C10 H10 122.1 . . ? N3 C11 N1 111.0(7) . . ? N3 C11 H11 124.5 . . ? N1 C11 H11 124.5 . . ? N3 C12 C13 113.6(6) . . ? N3 C12 H12A 108.8 . . ? C13 C12 H12A 108.8 . . ? N3 C12 H12B 108.8 . . ? C13 C12 H12B 108.8 . . ? H12A C12 H12B 107.7 . . ? C18 C13 C14 118.3(7) . . ? C18 C13 C12 121.2(7) . . ? C14 C13 C12 120.5(7) . . ? C15 C14 C13 121.4(8) . . ? C15 C14 H14 119.3 . . ? C13 C14 H14 119.3 . . ? C14 C15 C16 121.1(7) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C17 117.0(7) . . ? C15 C16 C19 121.6(7) . . ? C17 C16 C19 121.4(8) . . ? C18 C17 C16 120.7(9) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C13 C18 C17 121.4(8) . . ? C13 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C20 C19 C24 117.9(8) . . ? C20 C19 C16 122.0(9) . . ? C24 C19 C16 120.0(8) . . ? C19 C20 C21 121.1(10) . . ? C19 C20 H20 119.4 . . ? C21 C20 H20 119.4 . . ? C22 C21 C20 120.3(9) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C23 118.8(9) . . ? C21 C22 C25 120.4(10) . . ? C23 C22 C25 120.8(10) . . ? C24 C23 C22 121.1(10) . . ? C24 C23 H23 119.5 . . ? C22 C23 H23 119.5 . . ? C23 C24 C19 120.8(9) . . ? C23 C24 H24 119.6 . . ? C19 C24 H24 119.6 . . ? N6 C25 C22 110.6(6) . . ? N6 C25 H25A 109.5 . . ? C22 C25 H25A 109.5 . . ? N6 C25 H25B 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 108.1 . . ? N4 C26 N6 109.2(6) . . ? N4 C26 H26 125.4 . . ? N6 C26 H26 125.4 . . ? C27 N5 N4 106.9(5) . . ? C27 N5 Co2 126.6(4) . 1_744 ? N4 N5 Co2 120.4(4) . 1_744 ? C11 N1 C10 101.6(6) . . ? C11 N1 Co1 121.6(5) . . ? C10 N1 Co1 132.8(5) . . ? C10 N2 N3 102.4(6) . . ? C11 N3 N2 109.1(6) . . ? C11 N3 C12 128.7(6) . . ? N2 N3 C12 122.2(6) . . ? C26 N4 N5 107.6(5) . . ? C26 N4 Co1 136.5(4) . 1_644 ? N5 N4 Co1 115.9(4) . 1_644 ? N5 C27 N6 110.9(6) . . ? N5 C27 H27 124.5 . . ? N6 C27 H27 124.5 . . ? C27 N6 C26 105.3(6) . . ? C27 N6 C25 129.1(6) . . ? C26 N6 C25 125.5(6) . . ? C8 O1 Co1 127.1(4) . . ? C8 O2 Co1 132.0(4) . 2_676 ? C7 O3 Co2 128.1(4) . 1_655 ? C7 O3 Co1 117.6(4) . . ? Co2 O3 Co1 109.54(19) 1_655 . ? C9 O5 Co1 123.3(4) . 1_455 ? C9 O6 Co2 128.6(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 C6 C1 C2 C3 -3.3(9) . . . . ? C7 C1 C2 C3 176.3(6) . . . . ? C6 C1 C2 C8 176.3(6) . . . . ? C7 C1 C2 C8 -4.1(10) . . . . ? C1 C2 C3 C4 0.4(10) . . . . ? C8 C2 C3 C4 -179.3(6) . . . . ? C2 C3 C4 C5 1.2(10) . . . . ? C2 C3 C4 C9 -177.2(6) . . . . ? C3 C4 C5 C6 0.2(10) . . . . ? C9 C4 C5 C6 178.6(6) . . . . ? C4 C5 C6 C1 -3.3(11) . . . . ? C2 C1 C6 C5 4.8(10) . . . . ? C7 C1 C6 C5 -174.8(6) . . . . ? C6 C1 C7 O4 -66.4(8) . . . . ? C2 C1 C7 O4 114.0(8) . . . . ? C6 C1 C7 O3 109.8(7) . . . . ? C2 C1 C7 O3 -69.8(8) . . . . ? C3 C2 C8 O2 1.1(9) . . . . ? C1 C2 C8 O2 -178.5(6) . . . . ? C3 C2 C8 O1 179.1(6) . . . . ? C1 C2 C8 O1 -0.5(9) . . . . ? C5 C4 C9 O6 -6.6(10) . . . . ? C3 C4 C9 O6 171.8(6) . . . . ? C5 C4 C9 O5 173.3(6) . . . . ? C3 C4 C9 O5 -8.3(9) . . . . ? N3 C12 C13 C18 57.8(11) . . . . ? N3 C12 C13 C14 -122.7(8) . . . . ? C18 C13 C14 C15 1.0(13) . . . . ? C12 C13 C14 C15 -178.4(8) . . . . ? C13 C14 C15 C16 -3.4(13) . . . . ? C14 C15 C16 C17 4.0(14) . . . . ? C14 C15 C16 C19 -177.3(8) . . . . ? C15 C16 C17 C18 -2.5(16) . . . . ? C19 C16 C17 C18 178.7(11) . . . . ? C14 C13 C18 C17 0.4(16) . . . . ? C12 C13 C18 C17 179.9(10) . . . . ? C16 C17 C18 C13 0.3(19) . . . . ? C15 C16 C19 C20 -20.0(13) . . . . ? C17 C16 C19 C20 158.7(10) . . . . ? C15 C16 C19 C24 156.2(9) . . . . ? C17 C16 C19 C24 -25.1(13) . . . . ? C24 C19 C20 C21 3.4(15) . . . . ? C16 C19 C20 C21 179.7(9) . . . . ? C19 C20 C21 C22 -2.4(17) . . . . ? C20 C21 C22 C23 0.1(16) . . . . ? C20 C21 C22 C25 179.3(9) . . . . ? C21 C22 C23 C24 1.0(14) . . . . ? C25 C22 C23 C24 -178.2(8) . . . . ? C22 C23 C24 C19 0.1(14) . . . . ? C20 C19 C24 C23 -2.3(14) . . . . ? C16 C19 C24 C23 -178.7(8) . . . . ? C21 C22 C25 N6 -89.9(11) . . . . ? C23 C22 C25 N6 89.3(11) . . . . ? N3 C11 N1 C10 1.1(8) . . . . ? N3 C11 N1 Co1 -158.9(4) . . . . ? N2 C10 N1 C11 -1.5(10) . . . . ? N2 C10 N1 Co1 155.2(6) . . . . ? O1 Co1 N1 C11 -118.1(5) . . . . ? O2 Co1 N1 C11 -24.2(5) 2_676 . . . ? O5 Co1 N1 C11 65.6(5) 1_655 . . . ? N4 Co1 N1 C11 80.8(15) 1_466 . . . ? O3 Co1 N1 C11 157.9(5) . . . . ? O1 Co1 N1 C10 89.1(7) . . . . ? O2 Co1 N1 C10 -177.1(7) 2_676 . . . ? O5 Co1 N1 C10 -87.3(7) 1_655 . . . ? N4 Co1 N1 C10 -72.1(16) 1_466 . . . ? O3 Co1 N1 C10 5.1(7) . . . . ? N1 C10 N2 N3 1.2(10) . . . . ? N1 C11 N3 N2 -0.5(8) . . . . ? N1 C11 N3 C12 178.0(6) . . . . ? C10 N2 N3 C11 -0.4(9) . . . . ? C10 N2 N3 C12 -179.0(7) . . . . ? C13 C12 N3 C11 96.3(9) . . . . ? C13 C12 N3 N2 -85.4(9) . . . . ? N6 C26 N4 N5 1.3(8) . . . . ? N6 C26 N4 Co1 179.2(5) . . . 1_644 ? C27 N5 N4 C26 -0.3(7) . . . . ? Co2 N5 N4 C26 -154.6(5) 1_744 . . . ? C27 N5 N4 Co1 -178.7(5) . . . 1_644 ? Co2 N5 N4 Co1 27.0(5) 1_744 . . 1_644 ? N4 N5 C27 N6 -0.8(8) . . . . ? Co2 N5 C27 N6 151.4(5) 1_744 . . . ? N5 C27 N6 C26 1.6(9) . . . . ? N5 C27 N6 C25 -174.8(8) . . . . ? N4 C26 N6 C27 -1.8(9) . . . . ? N4 C26 N6 C25 174.8(8) . . . . ? C22 C25 N6 C27 -18.7(14) . . . . ? C22 C25 N6 C26 165.5(9) . . . . ? O2 C8 O1 Co1 -104.6(6) . . . . ? C2 C8 O1 Co1 77.5(7) . . . . ? O2 Co1 O1 C8 102.8(5) 2_676 . . . ? O5 Co1 O1 C8 -132.1(15) 1_655 . . . ? N4 Co1 O1 C8 6.8(5) 1_466 . . . ? O3 Co1 O1 C8 -77.1(5) . . . . ? N1 Co1 O1 C8 -170.3(5) . . . . ? O1 C8 O2 Co1 13.2(10) . . . 2_676 ? C2 C8 O2 Co1 -169.0(4) . . . 2_676 ? O4 C7 O3 Co2 108.6(7) . . . 1_655 ? C1 C7 O3 Co2 -67.5(7) . . . 1_655 ? O4 C7 O3 Co1 -98.4(7) . . . . ? C1 C7 O3 Co1 85.5(5) . . . . ? O1 Co1 O3 C7 -16.0(4) . . . . ? O2 Co1 O3 C7 -20(5) 2_676 . . . ? O5 Co1 O3 C7 159.2(5) 1_655 . . . ? N4 Co1 O3 C7 -114.4(5) 1_466 . . . ? N1 Co1 O3 C7 74.0(5) . . . . ? O1 Co1 O3 Co2 141.7(2) . . . 1_655 ? O2 Co1 O3 Co2 138(4) 2_676 . . 1_655 ? O5 Co1 O3 Co2 -43.1(2) 1_655 . . 1_655 ? N4 Co1 O3 Co2 43.3(2) 1_466 . . 1_655 ? N1 Co1 O3 Co2 -128.3(2) . . . 1_655 ? O6 C9 O5 Co1 57.9(9) . . . 1_455 ? C4 C9 O5 Co1 -121.9(5) . . . 1_455 ? O5 C9 O6 Co2 -11.2(10) . . . . ? C4 C9 O6 Co2 168.6(4) . . . . ? O6 Co2 O6 C9 101(100) 2_486 . . . ? O3 Co2 O6 C9 129.5(6) 2_586 . . . ? O3 Co2 O6 C9 -50.5(6) 1_455 . . . ? N5 Co2 O6 C9 -144.5(6) 2_675 . . . ? N5 Co2 O6 C9 35.5(6) 1_366 . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.033 _refine_diff_density_min -0.731 _refine_diff_density_rms 0.210 # Attachment 'web_deposit_cif_file_5_ChenRen_1285246195.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 785350' #TrackingRef 'web_deposit_cif_file_5_ChenRen_1285246195.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H20 Co N6 O6' _chemical_formula_sum 'C27 H20 Co N6 O6' _chemical_formula_weight 583.42 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' Co Co 0.3494 0.9721 '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 orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 14.8802(15) _cell_length_b 18.6040(19) _cell_length_c 9.5356(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2639.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1956 _cell_measurement_theta_min 2.1895 _cell_measurement_theta_max 22.070 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1196 _exptl_absorpt_coefficient_mu 0.704 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8437 _exptl_absorpt_correction_T_max 0.9329 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12615 _diffrn_reflns_av_R_equivalents 0.0490 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 25.10 _reflns_number_total 2429 _reflns_number_gt 1693 _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^)+(0.0847P)^2^+3.6467P] 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 SHELXL _refine_ls_extinction_coef 0.0030(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2429 _refine_ls_number_parameters 212 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0862 _refine_ls_R_factor_gt 0.0597 _refine_ls_wR_factor_ref 0.1809 _refine_ls_wR_factor_gt 0.1610 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.047 _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 Co1 Co 0.51886(5) 0.2500 0.65104(7) 0.0530(4) Uani 1 2 d S . . O1 O 0.6178(3) 0.2500 -0.2109(4) 0.0652(12) Uani 1 2 d S . . O2 O 0.5003(3) 0.2500 -0.0724(5) 0.0694(13) Uani 1 2 d S . . O3 O 0.8993(4) 0.2500 0.3636(6) 0.161(4) Uani 1 2 d S . . H3C H 0.9366 0.2500 0.4310 0.193 Uiso 1 2 d SR . . O4 O 0.7930(4) 0.2500 0.5013(7) 0.199(5) Uani 1 2 d S . . N1 N 0.4415(3) 0.1599(3) 0.6625(4) 0.0826(14) Uani 1 1 d . . . N2 N 0.3946(4) 0.0493(4) 0.6158(8) 0.128(2) Uani 1 1 d . . . N3 N 0.3484(3) 0.0761(3) 0.7259(5) 0.0989(17) Uani 1 1 d . . . C1 C 0.5834(4) 0.2500 -0.0886(6) 0.0549(15) Uani 1 2 d S . . C2 C 0.6448(4) 0.2500 0.0342(6) 0.0556(16) Uani 1 2 d S . . C3 C 0.6107(5) 0.2500 0.1675(7) 0.088(3) Uani 1 2 d S . . H3A H 0.5467 0.2500 0.1805 0.105 Uiso 1 2 d SR . . C4 C 0.6664(4) 0.2500 0.2850(7) 0.094(3) Uani 1 2 d SD . . C5 C 0.7579(4) 0.2500 0.2648(6) 0.0663(19) Uani 1 2 d S . . C6 C 0.7929(4) 0.2500 0.1305(7) 0.073(2) Uani 1 2 d S . . H6A H 0.8569 0.2500 0.1180 0.088 Uiso 1 2 d SR . . C7 C 0.7363(4) 0.2500 0.0158(7) 0.0663(19) Uani 1 2 d S . . H7A H 0.7603 0.2500 -0.0742 0.080 Uiso 1 2 calc SR . . C9 C 0.8183(4) 0.2500 0.3878(7) 0.0670(19) Uani 1 2 d S . . C10 C 0.4500(4) 0.1017(4) 0.5794(7) 0.102(2) Uani 1 1 d . . . H10A H 0.4924 0.0982 0.5039 0.123 Uiso 1 1 d R . . C11 C 0.3778(3) 0.1420(4) 0.7519(6) 0.0907(19) Uani 1 1 d . . . H11A H 0.3559 0.1732 0.8244 0.109 Uiso 1 1 d R . . C12 C 0.2779(4) 0.0370(5) 0.7986(8) 0.129(3) Uani 1 1 d . . . H12A H 0.2611 0.0619 0.8828 0.154 Uiso 1 1 d R . . H12B H 0.3014 -0.0091 0.8249 0.154 Uiso 1 1 d R . . C13 C 0.1950(4) 0.0257(4) 0.7076(7) 0.096(2) Uani 1 1 d . . . C14 C 0.1537(5) -0.0397(5) 0.7035(9) 0.142(4) Uani 1 1 d . . . H14A H 0.1778 -0.0794 0.7557 0.170 Uiso 1 1 d R . . C15 C 0.0759(6) -0.0484(4) 0.6228(8) 0.128(3) Uani 1 1 d . . . H15A H 0.0465 -0.0943 0.6212 0.154 Uiso 1 1 d R . . C16 C 0.0408(3) 0.0051(3) 0.5443(6) 0.0714(14) Uani 1 1 d . . . C17 C 0.0852(5) 0.0677(4) 0.5487(12) 0.156(4) Uani 1 1 d . . . H17A H 0.0601 0.1082 0.5000 0.188 Uiso 1 1 d R . . C18 C 0.1601(5) 0.0776(4) 0.6283(12) 0.158(4) Uani 1 1 d . . . H18A H 0.1905 0.1230 0.6225 0.189 Uiso 1 1 d R . . O5 O 0.5647(4) 0.2500 0.4641(5) 0.102(2) Uani 1 2 d S . . C8 C 0.6259(6) 0.2825(6) 0.4246(9) 0.068(3) Uani 0.50 1 d PD . . O6 O 0.6459(6) 0.3407(9) 0.4826(10) 0.171(6) Uani 0.50 1 d P . . 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 Co1 0.0365(5) 0.0958(7) 0.0267(4) 0.000 -0.0015(3) 0.000 O1 0.052(2) 0.108(4) 0.035(2) 0.000 0.0024(19) 0.000 O2 0.048(3) 0.116(4) 0.044(3) 0.000 -0.0015(19) 0.000 O3 0.048(3) 0.375(13) 0.058(4) 0.000 -0.005(3) 0.000 O4 0.068(4) 0.474(18) 0.053(4) 0.000 -0.010(3) 0.000 N1 0.060(2) 0.141(4) 0.047(2) -0.006(3) -0.0008(19) -0.018(3) N2 0.102(4) 0.159(6) 0.122(5) -0.016(5) 0.010(4) -0.030(4) N3 0.075(3) 0.151(5) 0.071(3) 0.005(3) -0.012(3) -0.045(3) C1 0.050(3) 0.077(4) 0.037(3) 0.000 -0.002(3) 0.000 C2 0.045(3) 0.085(4) 0.037(3) 0.000 0.000(2) 0.000 C3 0.044(4) 0.179(9) 0.040(4) 0.000 0.001(3) 0.000 C4 0.045(4) 0.202(10) 0.036(4) 0.000 -0.004(3) 0.000 C5 0.053(4) 0.108(6) 0.038(3) 0.000 -0.004(3) 0.000 C6 0.042(3) 0.130(7) 0.047(4) 0.000 0.002(3) 0.000 C7 0.050(4) 0.110(6) 0.039(3) 0.000 0.000(3) 0.000 C9 0.046(4) 0.115(6) 0.040(4) 0.000 0.004(3) 0.000 C10 0.077(4) 0.141(6) 0.089(4) -0.029(4) 0.025(3) -0.032(4) C11 0.064(3) 0.154(6) 0.054(3) -0.012(4) 0.000(3) -0.032(4) C12 0.096(5) 0.197(8) 0.093(5) 0.031(5) -0.014(4) -0.069(5) C13 0.071(4) 0.136(6) 0.081(4) 0.003(4) 0.000(3) -0.038(4) C14 0.133(6) 0.156(7) 0.137(7) 0.065(6) -0.062(5) -0.081(6) C15 0.135(6) 0.123(6) 0.127(6) 0.040(5) -0.043(5) -0.072(5) C16 0.052(3) 0.077(3) 0.085(4) -0.013(3) 0.010(2) -0.009(2) C17 0.096(5) 0.076(4) 0.297(13) 0.007(6) -0.091(7) -0.014(4) C18 0.108(6) 0.080(5) 0.284(12) 0.004(6) -0.094(7) -0.021(4) O5 0.070(4) 0.187(6) 0.049(3) 0.000 0.011(3) 0.000 C8 0.049(5) 0.113(9) 0.042(5) 0.000(5) -0.009(4) -0.002(5) O6 0.103(7) 0.312(16) 0.098(7) -0.127(10) 0.036(5) -0.051(9) _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 Co1 O5 1.909(5) . ? Co1 O1 1.976(4) 1_556 ? Co1 N1 2.037(5) . ? Co1 N1 2.037(5) 8_565 ? O1 C1 1.274(7) . ? O1 Co1 1.976(4) 1_554 ? O2 C1 1.245(7) . ? O3 C9 1.227(8) . ? O3 H3C 0.8500 . ? O4 C9 1.146(8) . ? N1 C11 1.318(6) . ? N1 C10 1.347(8) . ? N2 C10 1.323(8) . ? N2 N3 1.350(8) . ? N3 C11 1.326(8) . ? N3 C12 1.453(7) . ? C1 C2 1.485(8) . ? C2 C3 1.369(8) . ? C2 C7 1.373(8) . ? C3 C4 1.394(9) . ? C3 H3A 0.9600 . ? C4 C5 1.374(9) . ? C4 C8 1.581(10) . ? C4 C8 1.581(10) 8_565 ? C5 C6 1.382(8) . ? C5 C9 1.478(9) . ? C6 C7 1.380(9) . ? C6 H6A 0.9600 . ? C7 H7A 0.9300 . ? C10 H10A 0.9601 . ? C11 H11A 0.9599 . ? C12 C13 1.522(8) . ? C12 H12A 0.9601 . ? C12 H12B 0.9599 . ? C13 C18 1.332(10) . ? C13 C14 1.364(10) . ? C14 C15 1.400(9) . ? C14 H14A 0.9600 . ? C15 C16 1.349(9) . ? C15 H15A 0.9600 . ? C16 C17 1.341(8) . ? C16 C16 1.491(10) 5_556 ? C17 C18 1.360(10) . ? C17 H17A 0.9600 . ? C18 H18A 0.9600 . ? O5 C8 1.156(10) . ? O5 C8 1.156(10) 8_565 ? C8 C8 1.21(2) 8_565 ? C8 O6 1.253(14) . ? 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 Co1 O1 110.9(2) . 1_556 ? O5 Co1 N1 104.58(15) . . ? O1 Co1 N1 112.69(14) 1_556 . ? O5 Co1 N1 104.58(15) . 8_565 ? O1 Co1 N1 112.69(14) 1_556 8_565 ? N1 Co1 N1 110.8(3) . 8_565 ? C1 O1 Co1 108.0(4) . 1_554 ? C9 O3 H3C 119.9 . . ? C11 N1 C10 104.1(5) . . ? C11 N1 Co1 130.5(5) . . ? C10 N1 Co1 125.2(4) . . ? C10 N2 N3 104.4(6) . . ? C11 N3 N2 108.6(5) . . ? C11 N3 C12 127.8(6) . . ? N2 N3 C12 123.7(7) . . ? O2 C1 O1 120.9(5) . . ? O2 C1 C2 120.9(5) . . ? O1 C1 C2 118.3(5) . . ? C3 C2 C7 119.0(6) . . ? C3 C2 C1 120.3(5) . . ? C7 C2 C1 120.7(5) . . ? C2 C3 C4 121.8(6) . . ? C2 C3 H3A 119.1 . . ? C4 C3 H3A 119.1 . . ? C5 C4 C3 118.4(6) . . ? C5 C4 C8 119.7(6) . . ? C3 C4 C8 116.7(6) . . ? C5 C4 C8 119.7(6) . 8_565 ? C3 C4 C8 116.7(6) . 8_565 ? C8 C4 C8 44.9(8) . 8_565 ? C4 C5 C6 120.2(6) . . ? C4 C5 C9 119.4(6) . . ? C6 C5 C9 120.4(6) . . ? C7 C6 C5 120.3(6) . . ? C7 C6 H6A 120.4 . . ? C5 C6 H6A 119.3 . . ? C2 C7 C6 120.3(6) . . ? C2 C7 H7A 119.9 . . ? C6 C7 H7A 119.9 . . ? O4 C9 O3 120.1(7) . . ? O4 C9 C5 123.3(6) . . ? O3 C9 C5 116.6(6) . . ? N2 C10 N1 112.3(6) . . ? N2 C10 H10A 123.8 . . ? N1 C10 H10A 123.9 . . ? N1 C11 N3 110.5(6) . . ? N1 C11 H11A 123.9 . . ? N3 C11 H11A 125.6 . . ? N3 C12 C13 112.4(5) . . ? N3 C12 H12A 110.2 . . ? C13 C12 H12A 109.4 . . ? N3 C12 H12B 107.9 . . ? C13 C12 H12B 108.8 . . ? H12A C12 H12B 108.0 . . ? C18 C13 C14 117.0(6) . . ? C18 C13 C12 122.7(6) . . ? C14 C13 C12 120.3(7) . . ? C13 C14 C15 119.5(7) . . ? C13 C14 H14A 120.2 . . ? C15 C14 H14A 120.4 . . ? C16 C15 C14 122.7(6) . . ? C16 C15 H15A 118.2 . . ? C14 C15 H15A 119.2 . . ? C17 C16 C15 115.6(6) . . ? C17 C16 C16 122.0(7) . 5_556 ? C15 C16 C16 122.4(6) . 5_556 ? C16 C17 C18 122.6(7) . . ? C16 C17 H17A 118.3 . . ? C18 C17 H17A 118.9 . . ? C13 C18 C17 122.6(7) . . ? C13 C18 H18A 119.1 . . ? C17 C18 H18A 118.2 . . ? C8 O5 C8 63.0(11) . 8_565 ? C8 O5 Co1 125.9(6) . . ? C8 O5 Co1 125.9(6) 8_565 . ? O5 C8 C8 58.5(5) . 8_565 ? O5 C8 O6 119.7(9) . . ? C8 C8 O6 149.9(8) 8_565 . ? O5 C8 C4 112.0(8) . . ? C8 C8 C4 67.5(4) 8_565 . ? O6 C8 C4 127.7(9) . . ? 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 Co1 N1 C11 -161.4(5) . . . . ? O1 Co1 N1 C11 78.0(5) 1_556 . . . ? N1 Co1 N1 C11 -49.3(6) 8_565 . . . ? O5 Co1 N1 C10 23.0(6) . . . . ? O1 Co1 N1 C10 -97.6(5) 1_556 . . . ? N1 Co1 N1 C10 135.1(5) 8_565 . . . ? C10 N2 N3 C11 -0.6(8) . . . . ? C10 N2 N3 C12 178.7(6) . . . . ? Co1 O1 C1 O2 0.0 1_554 . . . ? Co1 O1 C1 C2 180.0 1_554 . . . ? O2 C1 C2 C3 0.0 . . . . ? O1 C1 C2 C3 180.0 . . . . ? O2 C1 C2 C7 180.0 . . . . ? O1 C1 C2 C7 0.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 180.0 . . . . ? C2 C3 C4 C5 0.0 . . . . ? C2 C3 C4 C8 154.7(5) . . . . ? C2 C3 C4 C8 -154.7(5) . . . 8_565 ? C3 C4 C5 C6 0.0 . . . . ? C8 C4 C5 C6 -153.9(5) . . . . ? C8 C4 C5 C6 153.9(5) 8_565 . . . ? C3 C4 C5 C9 180.0 . . . . ? C8 C4 C5 C9 26.1(5) . . . . ? C8 C4 C5 C9 -26.1(5) 8_565 . . . ? C4 C5 C6 C7 0.0 . . . . ? C9 C5 C6 C7 180.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 180.0 . . . . ? C5 C6 C7 C2 0.0 . . . . ? C4 C5 C9 O4 0.000(1) . . . . ? C6 C5 C9 O4 180.0 . . . . ? C4 C5 C9 O3 180.0 . . . . ? C6 C5 C9 O3 0.0 . . . . ? N3 N2 C10 N1 0.7(8) . . . . ? C11 N1 C10 N2 -0.5(8) . . . . ? Co1 N1 C10 N2 176.0(5) . . . . ? C10 N1 C11 N3 0.1(7) . . . . ? Co1 N1 C11 N3 -176.2(4) . . . . ? N2 N3 C11 N1 0.3(7) . . . . ? C12 N3 C11 N1 -178.9(6) . . . . ? C11 N3 C12 C13 111.5(8) . . . . ? N2 N3 C12 C13 -67.6(10) . . . . ? N3 C12 C13 C18 -44.1(12) . . . . ? N3 C12 C13 C14 135.1(8) . . . . ? C18 C13 C14 C15 -2.8(13) . . . . ? C12 C13 C14 C15 177.9(8) . . . . ? C13 C14 C15 C16 2.2(14) . . . . ? C14 C15 C16 C17 -0.3(13) . . . . ? C14 C15 C16 C16 178.4(8) . . . 5_556 ? C15 C16 C17 C18 -0.9(14) . . . . ? C16 C16 C17 C18 -179.6(9) 5_556 . . . ? C14 C13 C18 C17 1.8(15) . . . . ? C12 C13 C18 C17 -179.0(9) . . . . ? C16 C17 C18 C13 0.1(17) . . . . ? O1 Co1 O5 C8 -40.2(7) 1_556 . . . ? N1 Co1 O5 C8 -161.9(7) . . . . ? N1 Co1 O5 C8 81.6(7) 8_565 . . . ? O1 Co1 O5 C8 40.2(7) 1_556 . . 8_565 ? N1 Co1 O5 C8 -81.6(7) . . . 8_565 ? N1 Co1 O5 C8 161.9(7) 8_565 . . 8_565 ? Co1 O5 C8 C8 116.3(7) . . . 8_565 ? C8 O5 C8 O6 -144.9(10) 8_565 . . . ? Co1 O5 C8 O6 -28.6(14) . . . . ? C8 O5 C8 C4 42.9(8) 8_565 . . . ? Co1 O5 C8 C4 159.3(4) . . . . ? C5 C4 C8 O5 -142.6(6) . . . . ? C3 C4 C8 O5 63.1(9) . . . . ? C8 C4 C8 O5 -38.9(8) 8_565 . . . ? C5 C4 C8 C8 -103.7(4) . . . 8_565 ? C3 C4 C8 C8 102.0(4) . . . 8_565 ? C5 C4 C8 O6 46.0(13) . . . . ? C3 C4 C8 O6 -108.3(12) . . . . ? C8 C4 C8 O6 149.7(11) 8_565 . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.769 _refine_diff_density_min -0.348 _refine_diff_density_rms 0.069