# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Jiong-Peng Zhao' _publ_contact_author_email zhaojiongpeng@163.com loop_ _publ_author_name 'Jiong-Peng Zhao' 'Xian-He Bu' data_1 _database_code_depnum_ccdc_archive 'CCDC 853858' #TrackingRef 'cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H8 Cu N8 Ni O4' _chemical_formula_weight 450.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Ni Ni 0.3393 1.1124 '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 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 12.885(3) _cell_length_b 16.966(3) _cell_length_c 7.1856(14) _cell_angle_alpha 90.00 _cell_angle_beta 105.33(3) _cell_angle_gamma 90.00 _cell_volume 1514.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.975 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 900 _exptl_absorpt_coefficient_mu 2.688 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12738 _diffrn_reflns_av_R_equivalents 0.0415 _diffrn_reflns_av_sigmaI/netI 0.0311 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2669 _reflns_number_gt 2321 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0188P)^2^+1.7737P] 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 2669 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0486 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.0662 _refine_ls_wR_factor_gt 0.0636 _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_restrained_S_all 1.157 _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 Ni1 Ni 0.75808(3) 0.92443(2) 0.55372(7) 0.02152(12) Uani 1 1 d . . . O1 O 0.36307(18) 1.05461(13) 0.3184(3) 0.0259(5) Uani 1 1 d . . . N1 N 0.6970(2) 0.80921(17) 0.4672(5) 0.0338(8) Uani 1 1 d . . . C1 C 0.3997(3) 1.09490(19) 0.2027(5) 0.0244(8) Uani 1 1 d . . . Cu1 Cu 0.77177(3) 0.71662(2) 0.38585(7) 0.02789(13) Uani 1 1 d . . . O2 O 0.35590(19) 1.15454(14) 0.1055(4) 0.0331(6) Uani 1 1 d . . . N2 N 0.5972(3) 0.80721(16) 0.4253(5) 0.0326(7) Uani 1 1 d . . . C2 C 0.5099(3) 1.07136(19) 0.1827(5) 0.0235(7) Uani 1 1 d . . . O3 O 1.1033(2) 1.22287(15) 0.6370(6) 0.0660(11) Uani 1 1 d . . . N3 N 0.5044(3) 0.8081(2) 0.3899(6) 0.0501(10) Uani 1 1 d . . . C3 C 0.5616(3) 1.00621(19) 0.2864(5) 0.0253(8) Uani 1 1 d . . . H3A H 0.5236 0.9763 0.3546 0.030 Uiso 1 1 calc R . . O4 O 1.11913(19) 1.09448(13) 0.5722(4) 0.0320(6) Uani 1 1 d . . . N4 N 0.8482(2) 0.87864(17) 0.8278(5) 0.0357(8) Uani 1 1 d . . . C4 C 0.7153(3) 1.0260(2) 0.1851(5) 0.0306(9) Uani 1 1 d . . . H4A H 0.7843 1.0106 0.1834 0.037 Uiso 1 1 calc R . . N5 N 0.9457(3) 0.88492(17) 0.8635(5) 0.0336(8) Uani 1 1 d . . . C5 C 0.6698(3) 1.0907(2) 0.0768(6) 0.0348(9) Uani 1 1 d . . . H5A H 0.7082 1.1180 0.0046 0.042 Uiso 1 1 calc R . . N6 N 1.0374(3) 0.8938(2) 0.8939(5) 0.0495(10) Uani 1 1 d . . . C6 C 0.5659(3) 1.1150(2) 0.0759(5) 0.0312(9) Uani 1 1 d . . . H6A H 0.5350 1.1591 0.0061 0.037 Uiso 1 1 calc R . . N7 N 0.8187(2) 1.04122(16) 0.6297(4) 0.0247(7) Uani 1 1 d . . . C7 C 1.0708(3) 1.1523(2) 0.6144(6) 0.0312(9) Uani 1 1 d . . . N8 N 0.6632(2) 0.98411(16) 0.2938(4) 0.0279(7) Uani 1 1 d . . . C8 C 0.9578(3) 1.13775(19) 0.6351(5) 0.0282(8) Uani 1 1 d . . . C9 C 0.8879(3) 1.1986(2) 0.6495(6) 0.0412(10) Uani 1 1 d . . . H9A H 0.9105 1.2508 0.6552 0.049 Uiso 1 1 calc R . . C10 C 0.7831(3) 1.1798(2) 0.6551(6) 0.0404(10) Uani 1 1 d . . . H10A H 0.7352 1.2193 0.6673 0.049 Uiso 1 1 calc R . . C11 C 0.7514(3) 1.1011(2) 0.6424(5) 0.0318(9) Uani 1 1 d . . . H11A H 0.6810 1.0891 0.6425 0.038 Uiso 1 1 calc R . . C12 C 0.9198(3) 1.06035(19) 0.6286(5) 0.0259(8) Uani 1 1 d . . . H12A H 0.9672 1.0197 0.6231 0.031 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0162(2) 0.0155(2) 0.0352(3) 0.0003(2) 0.01097(18) 0.00034(17) O1 0.0232(13) 0.0219(12) 0.0367(15) 0.0074(11) 0.0151(11) 0.0038(10) N1 0.0212(17) 0.0240(16) 0.060(2) -0.0072(15) 0.0169(15) -0.0024(13) C1 0.0234(19) 0.0184(18) 0.033(2) -0.0028(16) 0.0098(16) 0.0013(14) Cu1 0.0238(2) 0.0181(2) 0.0463(3) -0.0082(2) 0.0171(2) -0.00466(17) O2 0.0307(14) 0.0247(13) 0.0501(17) 0.0135(12) 0.0216(12) 0.0108(11) N2 0.033(2) 0.0179(16) 0.048(2) -0.0027(14) 0.0133(16) -0.0006(13) C2 0.0219(18) 0.0197(17) 0.031(2) -0.0025(16) 0.0102(15) 0.0000(14) O3 0.0467(18) 0.0237(15) 0.148(3) -0.0266(18) 0.061(2) -0.0167(13) N3 0.025(2) 0.041(2) 0.084(3) -0.002(2) 0.0115(18) 0.0019(15) C3 0.0206(18) 0.0222(18) 0.036(2) -0.0007(16) 0.0127(16) -0.0006(14) O4 0.0230(13) 0.0234(13) 0.0541(17) -0.0052(12) 0.0184(12) -0.0005(10) N4 0.0212(17) 0.0236(16) 0.065(2) 0.0134(16) 0.0158(16) 0.0026(13) C4 0.025(2) 0.032(2) 0.039(2) -0.0012(18) 0.0152(17) 0.0034(16) N5 0.034(2) 0.0221(16) 0.045(2) 0.0062(15) 0.0112(16) 0.0018(14) C5 0.034(2) 0.041(2) 0.037(2) 0.0071(19) 0.0211(18) -0.0013(18) N6 0.026(2) 0.052(2) 0.067(3) 0.013(2) 0.0052(18) -0.0024(16) C6 0.033(2) 0.028(2) 0.036(2) 0.0065(17) 0.0146(18) 0.0068(16) N7 0.0249(16) 0.0206(15) 0.0313(17) 0.0013(13) 0.0124(13) 0.0008(12) C7 0.027(2) 0.024(2) 0.047(2) -0.0063(18) 0.0160(18) -0.0048(16) N8 0.0206(16) 0.0265(16) 0.0386(18) 0.0013(14) 0.0112(14) 0.0052(12) C8 0.0236(19) 0.0215(18) 0.044(2) -0.0035(17) 0.0162(17) -0.0014(15) C9 0.035(2) 0.024(2) 0.073(3) -0.006(2) 0.028(2) -0.0029(17) C10 0.034(2) 0.025(2) 0.071(3) -0.002(2) 0.028(2) 0.0080(17) C11 0.025(2) 0.031(2) 0.044(2) 0.0001(18) 0.0180(18) -0.0024(16) C12 0.0221(19) 0.0208(18) 0.036(2) 0.0001(16) 0.0101(16) 0.0014(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 2.041(2) 3_676 ? Ni1 O4 2.045(2) 3_776 ? Ni1 N1 2.137(3) . ? Ni1 N7 2.147(3) . ? Ni1 N4 2.150(3) . ? Ni1 N8 2.191(3) . ? O1 C1 1.261(4) . ? O1 Ni1 2.041(2) 3_676 ? N1 N2 1.241(4) . ? N1 Cu1 2.009(3) . ? C1 O2 1.273(4) . ? C1 C2 1.518(4) . ? Cu1 O3 1.953(3) 3_776 ? Cu1 O2 1.968(2) 2_645 ? Cu1 N4 1.993(3) 4_575 ? O2 Cu1 1.968(2) 2_655 ? N2 N3 1.155(4) . ? C2 C6 1.397(5) . ? C2 C3 1.400(5) . ? O3 C7 1.264(4) . ? O3 Cu1 1.953(3) 3_776 ? C3 N8 1.349(4) . ? O4 C7 1.243(4) . ? O4 Ni1 2.045(2) 3_776 ? N4 N5 1.219(4) . ? N4 Cu1 1.993(3) 4_576 ? C4 N8 1.357(4) . ? C4 C5 1.384(5) . ? N5 N6 1.154(4) . ? C5 C6 1.399(5) . ? N7 C12 1.344(4) . ? N7 C11 1.355(4) . ? C7 C8 1.521(5) . ? C8 C9 1.392(5) . ? C8 C12 1.398(5) . ? C9 C10 1.399(5) . ? C10 C11 1.391(5) . ? 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 Ni1 O4 178.84(10) 3_676 3_776 ? O1 Ni1 N1 91.34(10) 3_676 . ? O4 Ni1 N1 89.80(10) 3_776 . ? O1 Ni1 N7 89.71(10) 3_676 . ? O4 Ni1 N7 89.15(10) 3_776 . ? N1 Ni1 N7 177.91(12) . . ? O1 Ni1 N4 86.71(11) 3_676 . ? O4 Ni1 N4 93.16(11) 3_776 . ? N1 Ni1 N4 90.23(12) . . ? N7 Ni1 N4 91.63(11) . . ? O1 Ni1 N8 89.00(10) 3_676 . ? O4 Ni1 N8 91.02(10) 3_776 . ? N1 Ni1 N8 95.47(12) . . ? N7 Ni1 N8 82.74(11) . . ? N4 Ni1 N8 172.95(11) . . ? C1 O1 Ni1 131.8(2) . 3_676 ? N2 N1 Cu1 117.0(2) . . ? N2 N1 Ni1 112.0(2) . . ? Cu1 N1 Ni1 129.17(14) . . ? O1 C1 O2 127.2(3) . . ? O1 C1 C2 116.2(3) . . ? O2 C1 C2 116.6(3) . . ? O3 Cu1 O2 177.06(13) 3_776 2_645 ? O3 Cu1 N4 86.84(11) 3_776 4_575 ? O2 Cu1 N4 92.05(11) 2_645 4_575 ? O3 Cu1 N1 94.76(11) 3_776 . ? O2 Cu1 N1 86.56(11) 2_645 . ? N4 Cu1 N1 175.16(14) 4_575 . ? C1 O2 Cu1 131.3(2) . 2_655 ? N3 N2 N1 177.4(4) . . ? C6 C2 C3 117.9(3) . . ? C6 C2 C1 123.0(3) . . ? C3 C2 C1 118.9(3) . . ? C7 O3 Cu1 137.7(2) . 3_776 ? N8 C3 C2 124.1(3) . . ? C7 O4 Ni1 136.8(2) . 3_776 ? N5 N4 Cu1 124.4(2) . 4_576 ? N5 N4 Ni1 116.0(2) . . ? Cu1 N4 Ni1 107.93(14) 4_576 . ? N8 C4 C5 122.6(3) . . ? N6 N5 N4 177.3(4) . . ? C4 C5 C6 119.9(3) . . ? C2 C6 C5 118.3(3) . . ? C12 N7 C11 117.2(3) . . ? C12 N7 Ni1 120.6(2) . . ? C11 N7 Ni1 120.9(2) . . ? O4 C7 O3 127.5(3) . . ? O4 C7 C8 116.7(3) . . ? O3 C7 C8 115.7(3) . . ? C3 N8 C4 117.0(3) . . ? C3 N8 Ni1 118.6(2) . . ? C4 N8 Ni1 118.9(2) . . ? C9 C8 C12 118.1(3) . . ? C9 C8 C7 122.8(3) . . ? C12 C8 C7 119.0(3) . . ? C8 C9 C10 118.8(3) . . ? C11 C10 C9 119.1(3) . . ? N7 C11 C10 122.8(3) . . ? N7 C12 C8 123.9(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.307 _refine_diff_density_min -0.351 _refine_diff_density_rms 0.069 #====================end data_2 _database_code_depnum_ccdc_archive 'CCDC 853859' #TrackingRef 'cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H8 Co Cu N8 O4' _chemical_formula_weight 450.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 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 12.794(3) _cell_length_b 16.937(3) _cell_length_c 7.1307(14) _cell_angle_alpha 90.00 _cell_angle_beta 105.25(3) _cell_angle_gamma 90.00 _cell_volume 1490.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.008 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 2.581 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11641 _diffrn_reflns_av_R_equivalents 0.1437 _diffrn_reflns_av_sigmaI/netI 0.1204 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2632 _reflns_number_gt 1754 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0580P)^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 2632 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1334 _refine_ls_R_factor_gt 0.0804 _refine_ls_wR_factor_ref 0.1643 _refine_ls_wR_factor_gt 0.1438 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.75991(8) 0.92306(6) 0.55789(17) 0.0265(4) Uani 1 1 d . . . O1 O 0.3631(4) 1.0564(3) 0.3192(9) 0.0346(15) Uani 1 1 d . . . N1 N 0.6995(6) 0.8077(4) 0.4744(12) 0.043(2) Uani 1 1 d . . . C1 C 0.3994(7) 1.0962(5) 0.1996(13) 0.031(2) Uani 1 1 d . . . Cu1 Cu 0.77492(8) 0.71568(6) 0.39422(17) 0.0357(4) Uani 1 1 d . . . O2 O 0.3549(4) 1.1552(3) 0.1022(9) 0.0410(16) Uani 1 1 d . . . N2 N 0.5990(7) 0.8058(4) 0.4243(11) 0.043(2) Uani 1 1 d . . . C2 C 0.5094(6) 1.0730(5) 0.1778(12) 0.031(2) Uani 1 1 d . . . O3 O 1.1004(5) 1.2240(4) 0.6308(11) 0.064(2) Uani 1 1 d . . . N3 N 0.5069(7) 0.8078(5) 0.3935(13) 0.056(2) Uani 1 1 d . . . C3 C 0.5613(6) 1.0069(5) 0.2817(13) 0.033(2) Uani 1 1 d . . . H3A H 0.5230 0.9773 0.3512 0.040 Uiso 1 1 calc R . . O4 O 1.1174(4) 1.0961(3) 0.5672(9) 0.0378(16) Uani 1 1 d . . . N4 N 0.8516(6) 0.8786(4) 0.8463(12) 0.049(2) Uani 1 1 d . . . C4 C 0.7144(7) 1.0263(5) 0.1803(13) 0.038(2) Uani 1 1 d . . . H4A H 0.7837 1.0105 0.1781 0.045 Uiso 1 1 calc R . . N5 N 0.9496(7) 0.8843(4) 0.8735(11) 0.040(2) Uani 1 1 d . . . C5 C 0.6698(7) 1.0917(5) 0.0744(13) 0.042(2) Uani 1 1 d . . . H5A H 0.7091 1.1192 0.0030 0.050 Uiso 1 1 calc R . . N6 N 1.0411(7) 0.8937(5) 0.8990(12) 0.054(2) Uani 1 1 d . . . C6 C 0.5657(7) 1.1167(5) 0.0738(12) 0.034(2) Uani 1 1 d . . . H6A H 0.5353 1.1615 0.0054 0.041 Uiso 1 1 calc R . . N7 N 0.8185(5) 1.0415(4) 0.6278(9) 0.0303(17) Uani 1 1 d . . . C7 C 1.0685(7) 1.1537(5) 0.6079(13) 0.037(2) Uani 1 1 d . . . N8 N 0.6614(5) 0.9844(4) 0.2868(11) 0.042(2) Uani 1 1 d . . . C8 C 0.9543(6) 1.1382(5) 0.6274(13) 0.033(2) Uani 1 1 d . . . C9 C 0.8836(7) 1.1992(5) 0.6400(13) 0.040(2) Uani 1 1 d . . . H9A H 0.9056 1.2517 0.6451 0.048 Uiso 1 1 calc R . . C10 C 0.7789(8) 1.1791(5) 0.6449(14) 0.050(3) Uani 1 1 d . . . H10A H 0.7290 1.2182 0.6515 0.060 Uiso 1 1 calc R . . C11 C 0.7499(7) 1.1007(5) 0.6398(13) 0.038(2) Uani 1 1 d . . . H11A H 0.6800 1.0880 0.6449 0.045 Uiso 1 1 calc R . . C12 C 0.9196(6) 1.0610(5) 0.6262(12) 0.032(2) Uani 1 1 d . . . H12A H 0.9687 1.0208 0.6242 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0159(6) 0.0200(6) 0.0459(8) 0.0011(5) 0.0119(5) -0.0005(5) O1 0.024(3) 0.026(3) 0.058(4) 0.007(3) 0.018(3) -0.001(3) N1 0.021(4) 0.028(4) 0.083(6) -0.010(4) 0.019(4) -0.004(3) C1 0.025(5) 0.018(5) 0.053(7) -0.009(4) 0.013(5) 0.000(4) Cu1 0.0266(7) 0.0244(6) 0.0607(8) -0.0076(5) 0.0195(5) -0.0043(5) O2 0.035(4) 0.034(4) 0.058(5) 0.009(3) 0.018(3) 0.016(3) N2 0.043(6) 0.025(4) 0.067(6) -0.003(4) 0.024(5) -0.001(4) C2 0.022(5) 0.029(5) 0.040(6) 0.002(4) 0.006(4) 0.006(4) O3 0.036(4) 0.032(4) 0.138(7) -0.019(4) 0.047(4) -0.012(3) N3 0.031(5) 0.046(5) 0.093(7) -0.005(5) 0.019(5) 0.000(4) C3 0.021(5) 0.028(5) 0.051(6) -0.004(4) 0.013(4) -0.005(4) O4 0.030(4) 0.027(3) 0.064(5) -0.006(3) 0.025(3) -0.004(3) N4 0.019(4) 0.034(5) 0.100(7) 0.021(4) 0.027(4) 0.011(4) C4 0.029(5) 0.035(5) 0.049(7) -0.008(4) 0.011(5) 0.003(4) N5 0.043(6) 0.022(4) 0.058(6) 0.003(4) 0.018(4) 0.000(4) C5 0.041(6) 0.043(6) 0.049(7) 0.001(5) 0.026(5) 0.006(5) N6 0.039(5) 0.051(6) 0.069(7) 0.009(4) 0.010(5) -0.013(4) C6 0.037(6) 0.027(5) 0.043(6) 0.007(4) 0.018(5) 0.004(4) N7 0.024(4) 0.034(4) 0.036(5) 0.004(3) 0.012(3) 0.001(3) C7 0.028(5) 0.021(5) 0.067(7) -0.003(4) 0.020(5) 0.001(4) N8 0.020(4) 0.038(5) 0.072(6) 0.006(4) 0.020(4) 0.005(3) C8 0.019(5) 0.036(5) 0.048(6) -0.003(4) 0.016(4) -0.003(4) C9 0.032(6) 0.029(5) 0.063(7) -0.005(5) 0.023(5) -0.001(4) C10 0.041(6) 0.032(6) 0.086(8) -0.005(5) 0.032(6) 0.007(5) C11 0.029(5) 0.038(6) 0.049(7) 0.008(4) 0.016(5) 0.003(4) C12 0.023(5) 0.030(5) 0.042(6) -0.001(4) 0.010(4) 0.000(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.023(5) 3_676 ? Co1 O4 2.025(6) 3_776 ? Co1 N1 2.127(7) . ? Co1 N7 2.154(7) . ? Co1 N4 2.215(8) . ? Co1 N8 2.263(8) . ? Co1 Cu1 3.3268(16) 4_576 ? Co1 Cu1 3.7221(16) . ? O1 C1 1.266(9) . ? O1 Co1 2.023(5) 3_676 ? N1 N2 1.242(10) . ? N1 Cu1 1.995(7) . ? C1 O2 1.264(9) . ? C1 C2 1.508(11) . ? Cu1 O3 1.941(6) 3_776 ? Cu1 N4 1.951(7) 4_575 ? Cu1 O2 1.957(5) 2_645 ? O2 Cu1 1.957(5) 2_655 ? N2 N3 1.141(9) . ? C2 C6 1.377(11) . ? C2 C3 1.408(11) . ? O3 C7 1.255(9) . ? O3 Cu1 1.941(6) 3_776 ? C3 N8 1.328(9) . ? C3 H3A 0.9300 . ? O4 C7 1.234(9) . ? O4 Co1 2.025(6) 3_776 ? N4 N5 1.221(9) . ? N4 Cu1 1.951(7) 4_576 ? C4 N8 1.346(10) . ? C4 C5 1.376(12) . ? C4 H4A 0.9300 . ? N5 N6 1.148(10) . ? C5 C6 1.396(10) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? N7 C12 1.337(9) . ? N7 C11 1.350(10) . ? C7 C8 1.527(11) . ? C8 C12 1.380(11) . ? C8 C9 1.391(11) . ? C9 C10 1.391(11) . ? C9 H9A 0.9300 . ? C10 C11 1.377(12) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O4 179.2(2) 3_676 3_776 ? O1 Co1 N1 90.7(2) 3_676 . ? O4 Co1 N1 89.8(2) 3_776 . ? O1 Co1 N7 90.2(2) 3_676 . ? O4 Co1 N7 89.3(2) 3_776 . ? N1 Co1 N7 177.2(3) . . ? O1 Co1 N4 86.5(2) 3_676 . ? O4 Co1 N4 94.1(3) 3_776 . ? N1 Co1 N4 90.7(3) . . ? N7 Co1 N4 92.0(3) . . ? O1 Co1 N8 88.2(2) 3_676 . ? O4 Co1 N8 91.1(2) 3_776 . ? N1 Co1 N8 95.9(3) . . ? N7 Co1 N8 81.5(3) . . ? N4 Co1 N8 171.6(3) . . ? O1 Co1 Cu1 73.31(16) 3_676 4_576 ? O4 Co1 Cu1 107.45(17) 3_776 4_576 ? N1 Co1 Cu1 60.1(2) . 4_576 ? N7 Co1 Cu1 122.72(18) . 4_576 ? N4 Co1 Cu1 34.3(2) . 4_576 ? N8 Co1 Cu1 148.58(18) . 4_576 ? O1 Co1 Cu1 114.08(15) 3_676 . ? O4 Co1 Cu1 66.48(16) 3_776 . ? N1 Co1 Cu1 24.58(19) . . ? N7 Co1 Cu1 155.23(18) . . ? N4 Co1 Cu1 84.9(2) . . ? N8 Co1 Cu1 103.20(19) . . ? Cu1 Co1 Cu1 64.00(2) 4_576 . ? C1 O1 Co1 131.7(5) . 3_676 ? N2 N1 Cu1 116.1(6) . . ? N2 N1 Co1 112.2(5) . . ? Cu1 N1 Co1 129.1(4) . . ? O2 C1 O1 126.7(8) . . ? O2 C1 C2 116.6(8) . . ? O1 C1 C2 116.7(7) . . ? O3 Cu1 N4 87.2(3) 3_776 4_575 ? O3 Cu1 O2 175.6(3) 3_776 2_645 ? N4 Cu1 O2 92.4(3) 4_575 2_645 ? O3 Cu1 N1 94.9(3) 3_776 . ? N4 Cu1 N1 173.4(3) 4_575 . ? O2 Cu1 N1 86.0(3) 2_645 . ? O3 Cu1 Co1 69.12(18) 3_776 . ? N4 Cu1 Co1 153.8(2) 4_575 . ? O2 Cu1 Co1 112.09(17) 2_645 . ? N1 Cu1 Co1 26.3(2) . . ? C1 O2 Cu1 131.9(6) . 2_655 ? N3 N2 N1 173.7(10) . . ? C6 C2 C3 118.0(7) . . ? C6 C2 C1 123.3(7) . . ? C3 C2 C1 118.4(7) . . ? C7 O3 Cu1 137.2(6) . 3_776 ? N8 C3 C2 124.1(8) . . ? N8 C3 H3A 118.0 . . ? C2 C3 H3A 118.0 . . ? C7 O4 Co1 136.9(5) . 3_776 ? N5 N4 Cu1 125.5(6) . 4_576 ? N5 N4 Co1 113.0(6) . . ? Cu1 N4 Co1 105.8(4) 4_576 . ? N8 C4 C5 122.4(8) . . ? N8 C4 H4A 118.8 . . ? C5 C4 H4A 118.8 . . ? N6 N5 N4 176.6(9) . . ? C4 C5 C6 120.2(8) . . ? C4 C5 H5A 119.9 . . ? C6 C5 H5A 119.9 . . ? C2 C6 C5 117.9(8) . . ? C2 C6 H6A 121.0 . . ? C5 C6 H6A 121.0 . . ? C12 N7 C11 117.6(7) . . ? C12 N7 Co1 120.5(5) . . ? C11 N7 Co1 120.9(5) . . ? O4 C7 O3 127.8(8) . . ? O4 C7 C8 116.2(7) . . ? O3 C7 C8 115.9(7) . . ? C3 N8 C4 117.2(8) . . ? C3 N8 Co1 118.2(6) . . ? C4 N8 Co1 118.3(6) . . ? C12 C8 C9 119.4(7) . . ? C12 C8 C7 118.4(7) . . ? C9 C8 C7 122.2(7) . . ? C8 C9 C10 117.8(8) . . ? C8 C9 H9A 121.1 . . ? C10 C9 H9A 121.1 . . ? C11 C10 C9 119.4(8) . . ? C11 C10 H10A 120.3 . . ? C9 C10 H10A 120.3 . . ? N7 C11 C10 122.9(8) . . ? N7 C11 H11A 118.6 . . ? C10 C11 H11A 118.6 . . ? N7 C12 C8 123.0(8) . . ? N7 C12 H12A 118.5 . . ? C8 C12 H12A 118.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Co1 N1 N2 36.9(7) 3_676 . . . ? O4 Co1 N1 N2 -142.5(7) 3_776 . . . ? N7 Co1 N1 N2 -71(5) . . . . ? N4 Co1 N1 N2 123.4(7) . . . . ? N8 Co1 N1 N2 -51.4(7) . . . . ? Cu1 Co1 N1 N2 107.1(7) 4_576 . . . ? Cu1 Co1 N1 N2 -160.4(10) . . . . ? O1 Co1 N1 Cu1 -162.7(5) 3_676 . . . ? O4 Co1 N1 Cu1 17.9(5) 3_776 . . . ? N7 Co1 N1 Cu1 89(5) . . . . ? N4 Co1 N1 Cu1 -76.2(5) . . . . ? N8 Co1 N1 Cu1 109.0(5) . . . . ? Cu1 Co1 N1 Cu1 -92.4(5) 4_576 . . . ? Co1 O1 C1 O2 -12.0(14) 3_676 . . . ? Co1 O1 C1 C2 165.0(5) 3_676 . . . ? N2 N1 Cu1 O3 148.6(7) . . . 3_776 ? Co1 N1 Cu1 O3 -11.2(6) . . . 3_776 ? N2 N1 Cu1 N4 -103(3) . . . 4_575 ? Co1 N1 Cu1 N4 98(2) . . . 4_575 ? N2 N1 Cu1 O2 -27.1(7) . . . 2_645 ? Co1 N1 Cu1 O2 173.1(5) . . . 2_645 ? N2 N1 Cu1 Co1 159.8(11) . . . . ? O1 Co1 Cu1 O3 -173.0(3) 3_676 . . 3_776 ? O4 Co1 Cu1 O3 7.6(3) 3_776 . . 3_776 ? N1 Co1 Cu1 O3 168.0(6) . . . 3_776 ? N7 Co1 Cu1 O3 -5.3(5) . . . 3_776 ? N4 Co1 Cu1 O3 -89.1(3) . . . 3_776 ? N8 Co1 Cu1 O3 93.0(3) . . . 3_776 ? Cu1 Co1 Cu1 O3 -117.6(3) 4_576 . . 3_776 ? O1 Co1 Cu1 N4 -146.1(6) 3_676 . . 4_575 ? O4 Co1 Cu1 N4 34.5(6) 3_776 . . 4_575 ? N1 Co1 Cu1 N4 -165.2(8) . . . 4_575 ? N7 Co1 Cu1 N4 21.5(7) . . . 4_575 ? N4 Co1 Cu1 N4 -62.3(6) . . . 4_575 ? N8 Co1 Cu1 N4 119.9(6) . . . 4_575 ? Cu1 Co1 Cu1 N4 -90.7(6) 4_576 . . 4_575 ? O1 Co1 Cu1 O2 11.6(3) 3_676 . . 2_645 ? O4 Co1 Cu1 O2 -167.9(3) 3_776 . . 2_645 ? N1 Co1 Cu1 O2 -7.5(6) . . . 2_645 ? N7 Co1 Cu1 O2 179.2(5) . . . 2_645 ? N4 Co1 Cu1 O2 95.4(3) . . . 2_645 ? N8 Co1 Cu1 O2 -82.5(3) . . . 2_645 ? Cu1 Co1 Cu1 O2 67.0(2) 4_576 . . 2_645 ? O1 Co1 Cu1 N1 19.0(6) 3_676 . . . ? O4 Co1 Cu1 N1 -160.4(6) 3_776 . . . ? N7 Co1 Cu1 N1 -173.3(7) . . . . ? N4 Co1 Cu1 N1 102.9(6) . . . . ? N8 Co1 Cu1 N1 -75.0(6) . . . . ? Cu1 Co1 Cu1 N1 74.4(5) 4_576 . . . ? O1 C1 O2 Cu1 6.2(14) . . . 2_655 ? C2 C1 O2 Cu1 -170.8(5) . . . 2_655 ? Cu1 N1 N2 N3 148(8) . . . . ? Co1 N1 N2 N3 -48(9) . . . . ? O2 C1 C2 C6 6.2(12) . . . . ? O1 C1 C2 C6 -171.1(8) . . . . ? O2 C1 C2 C3 -179.2(8) . . . . ? O1 C1 C2 C3 3.5(12) . . . . ? C6 C2 C3 N8 0.4(13) . . . . ? C1 C2 C3 N8 -174.5(8) . . . . ? O1 Co1 N4 N5 -153.9(6) 3_676 . . . ? O4 Co1 N4 N5 25.6(6) 3_776 . . . ? N1 Co1 N4 N5 115.4(6) . . . . ? N7 Co1 N4 N5 -63.9(6) . . . . ? N8 Co1 N4 N5 -102.8(18) . . . . ? Cu1 Co1 N4 N5 140.9(8) 4_576 . . . ? Cu1 Co1 N4 N5 91.5(6) . . . . ? O1 Co1 N4 Cu1 65.2(3) 3_676 . . 4_576 ? O4 Co1 N4 Cu1 -115.3(3) 3_776 . . 4_576 ? N1 Co1 N4 Cu1 -25.5(3) . . . 4_576 ? N7 Co1 N4 Cu1 155.2(3) . . . 4_576 ? N8 Co1 N4 Cu1 116.3(17) . . . 4_576 ? Cu1 Co1 N4 Cu1 -49.4(3) . . . 4_576 ? Cu1 N4 N5 N6 -161(17) 4_576 . . . ? Co1 N4 N5 N6 67(17) . . . . ? N8 C4 C5 C6 -0.3(14) . . . . ? C3 C2 C6 C5 1.5(13) . . . . ? C1 C2 C6 C5 176.1(8) . . . . ? C4 C5 C6 C2 -1.5(14) . . . . ? O1 Co1 N7 C12 162.8(6) 3_676 . . . ? O4 Co1 N7 C12 -17.7(6) 3_776 . . . ? N1 Co1 N7 C12 -89(5) . . . . ? N4 Co1 N7 C12 76.4(6) . . . . ? N8 Co1 N7 C12 -109.0(6) . . . . ? Cu1 Co1 N7 C12 92.7(6) 4_576 . . . ? Cu1 Co1 N7 C12 -5.9(9) . . . . ? O1 Co1 N7 C11 -29.1(6) 3_676 . . . ? O4 Co1 N7 C11 150.3(6) 3_776 . . . ? N1 Co1 N7 C11 79(5) . . . . ? N4 Co1 N7 C11 -115.6(6) . . . . ? N8 Co1 N7 C11 59.1(6) . . . . ? Cu1 Co1 N7 C11 -99.3(6) 4_576 . . . ? Cu1 Co1 N7 C11 162.2(5) . . . . ? Co1 O4 C7 O3 -21.9(16) 3_776 . . . ? Co1 O4 C7 C8 156.3(6) 3_776 . . . ? Cu1 O3 C7 O4 4.5(18) 3_776 . . . ? Cu1 O3 C7 C8 -173.6(7) 3_776 . . . ? C2 C3 N8 C4 -2.2(13) . . . . ? C2 C3 N8 Co1 149.5(7) . . . . ? C5 C4 N8 C3 2.1(13) . . . . ? C5 C4 N8 Co1 -149.6(7) . . . . ? O1 Co1 N8 C3 -5.0(6) 3_676 . . . ? O4 Co1 N8 C3 175.4(6) 3_776 . . . ? N1 Co1 N8 C3 85.5(6) . . . . ? N7 Co1 N8 C3 -95.4(6) . . . . ? N4 Co1 N8 C3 -56(2) . . . . ? Cu1 Co1 N8 C3 48.0(8) 4_576 . . . ? Cu1 Co1 N8 C3 109.3(6) . . . . ? O1 Co1 N8 C4 146.4(6) 3_676 . . . ? O4 Co1 N8 C4 -33.1(6) 3_776 . . . ? N1 Co1 N8 C4 -123.0(6) . . . . ? N7 Co1 N8 C4 56.0(6) . . . . ? N4 Co1 N8 C4 95.4(18) . . . . ? Cu1 Co1 N8 C4 -160.5(5) 4_576 . . . ? Cu1 Co1 N8 C4 -99.2(6) . . . . ? O4 C7 C8 C12 9.0(12) . . . . ? O3 C7 C8 C12 -172.6(9) . . . . ? O4 C7 C8 C9 -168.9(8) . . . . ? O3 C7 C8 C9 9.5(13) . . . . ? C12 C8 C9 C10 -1.9(13) . . . . ? C7 C8 C9 C10 176.0(8) . . . . ? C8 C9 C10 C11 0.9(14) . . . . ? C12 N7 C11 C10 1.9(13) . . . . ? Co1 N7 C11 C10 -166.5(7) . . . . ? C9 C10 C11 N7 -0.8(14) . . . . ? C11 N7 C12 C8 -3.0(12) . . . . ? Co1 N7 C12 C8 165.4(6) . . . . ? C9 C8 C12 N7 3.1(13) . . . . ? C7 C8 C12 N7 -174.8(8) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.813 _refine_diff_density_min -0.588 _refine_diff_density_rms 0.134 #====================end