# 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 _publ_contact_author_name 'En-Qing Gao' _publ_contact_author_email EQGAO@CHEM.ECNU.EDU.CN _publ_section_title ; Structures and magnetism of azide- and carboxylate-bridged metal(II) systems derived from 1,2-bis(N-carboxymethyl-4-pyridinio)ethane ; loop_ _publ_author_name 'En-Qing Gao.' 'Cai-Ming Liub.' 'Yu Ma.' 'Yan-Qing Wen.' 'Jian-Yong Zhang.' # Attachment '1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 747551' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H18 Mn2 N14 O5' _chemical_formula_weight 596.32 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' Mn Mn 0.3368 0.7283 '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 24.4293(9) _cell_length_b 6.5340(3) _cell_length_c 15.6944(6) _cell_angle_alpha 90.00 _cell_angle_beta 111.6550(10) _cell_angle_gamma 90.00 _cell_volume 2328.35(16) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7581 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 27.63 _exptl_crystal_description pole _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.701 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 1.146 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8032 _exptl_absorpt_correction_T_max 0.8940 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.5 _diffrn_reflns_number 14667 _diffrn_reflns_av_R_equivalents 0.0220 _diffrn_reflns_av_sigmaI/netI 0.0170 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.64 _reflns_number_total 2667 _reflns_number_gt 2291 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0427P)^2^+2.1064P] 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 2667 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0350 _refine_ls_R_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.0796 _refine_ls_wR_factor_gt 0.0744 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.251898(10) 0.78171(4) 0.248954(17) 0.02512(10) Uani 1 1 d . . . C1 C 0.29119(7) 1.0408(2) 0.11689(12) 0.0281(3) Uani 1 1 d . . . C2 C 0.33174(9) 1.0776(3) 0.06446(15) 0.0401(5) Uani 1 1 d . . . H2A H 0.3077 1.1097 0.0013 0.048 Uiso 1 1 calc R . . H2B H 0.3559 1.1965 0.0904 0.048 Uiso 1 1 calc R . . C3 C 0.42881(9) 0.9183(3) 0.11396(14) 0.0403(4) Uani 1 1 d . . . H3A H 0.4436 1.0295 0.1527 0.048 Uiso 1 1 calc R . . C4 C 0.34833(8) 0.7414(3) 0.01249(13) 0.0334(4) Uani 1 1 d . . . H4A H 0.3078 0.7301 -0.0182 0.040 Uiso 1 1 calc R . . C5 C 0.38473(8) 0.5900(3) 0.00371(13) 0.0357(4) Uani 1 1 d . . . H5A H 0.3688 0.4768 -0.0330 0.043 Uiso 1 1 calc R . . C6 C 0.46629(8) 0.7698(3) 0.10736(15) 0.0436(5) Uani 1 1 d . . . H6A H 0.5063 0.7795 0.1421 0.052 Uiso 1 1 calc R . . C7 C 0.44512(8) 0.6050(3) 0.04934(13) 0.0371(4) Uani 1 1 d . . . C8 C 0.48632(11) 0.4539(3) 0.03216(18) 0.0506(6) Uani 1 1 d . . . H8A H 0.4649 0.3305 0.0051 0.061 Uiso 1 1 calc R . . H8B H 0.5172 0.4172 0.0898 0.061 Uiso 1 1 calc R . . N1 N 0.19013(6) 0.5335(2) 0.17144(11) 0.0301(3) Uani 1 1 d . . . N2 N 0.13905(8) 0.5319(3) 0.15607(14) 0.0468(4) Uani 1 1 d . . . N3 N 0.08958(10) 0.5323(5) 0.1393(3) 0.1170(14) Uani 1 1 d . . . N4 N 0.18300(6) 1.0276(2) 0.21631(11) 0.0311(3) Uani 1 1 d . . . N5 N 0.14300(7) 1.0217(2) 0.24234(12) 0.0374(4) Uani 1 1 d . . . N6 N 0.10422(10) 1.0168(4) 0.2669(2) 0.0707(7) Uani 1 1 d . . . N7 N 0.37068(6) 0.9055(2) 0.06499(10) 0.0313(3) Uani 1 1 d . . . O1 O 0.28302(5) 0.86306(18) 0.13803(8) 0.0312(3) Uani 1 1 d . . . O2 O 0.26879(6) 1.20181(19) 0.13192(9) 0.0381(3) Uani 1 1 d . . . O3 O 0.0000 0.7782(4) 0.2500 0.0563(6) Uani 1 2 d S . . H3B H 0.0292(13) 0.857(5) 0.252(2) 0.094(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.02889(15) 0.01732(14) 0.03278(17) -0.00023(9) 0.01564(12) -0.00118(8) C1 0.0300(8) 0.0276(8) 0.0296(9) 0.0009(6) 0.0146(7) 0.0042(6) C2 0.0509(11) 0.0286(9) 0.0554(12) 0.0097(8) 0.0367(10) 0.0095(8) C3 0.0393(10) 0.0396(10) 0.0453(11) -0.0118(9) 0.0194(9) -0.0082(8) C4 0.0301(9) 0.0384(9) 0.0331(9) 0.0012(7) 0.0134(7) -0.0022(7) C5 0.0456(10) 0.0318(9) 0.0348(10) -0.0043(7) 0.0206(8) -0.0015(8) C6 0.0279(9) 0.0559(12) 0.0484(12) -0.0027(9) 0.0157(9) -0.0006(8) C7 0.0418(10) 0.0382(10) 0.0405(10) 0.0059(8) 0.0260(8) 0.0094(8) C8 0.0591(13) 0.0475(12) 0.0607(14) 0.0139(10) 0.0403(12) 0.0218(10) N1 0.0323(8) 0.0213(7) 0.0365(8) 0.0013(6) 0.0126(6) 0.0007(5) N2 0.0361(9) 0.0365(9) 0.0624(12) 0.0152(8) 0.0120(8) -0.0027(7) N3 0.0330(12) 0.111(2) 0.197(4) 0.062(2) 0.0300(17) 0.0001(12) N4 0.0294(7) 0.0247(7) 0.0415(9) -0.0026(6) 0.0157(7) -0.0014(5) N5 0.0307(8) 0.0327(8) 0.0501(10) -0.0074(7) 0.0163(7) -0.0039(6) N6 0.0468(11) 0.0838(16) 0.0983(19) -0.0225(13) 0.0465(12) -0.0138(10) N7 0.0347(7) 0.0292(7) 0.0382(8) 0.0004(6) 0.0231(7) 0.0018(6) O1 0.0390(6) 0.0240(6) 0.0374(7) 0.0001(5) 0.0222(5) -0.0010(5) O2 0.0528(8) 0.0294(7) 0.0431(8) 0.0055(5) 0.0304(7) 0.0115(5) O3 0.0503(14) 0.0518(14) 0.0716(17) 0.000 0.0282(13) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O2 2.1727(12) 4_545 ? Mn1 O1 2.2064(11) . ? Mn1 N4 2.2234(14) 4_545 ? Mn1 N1 2.2287(14) 4 ? Mn1 N1 2.2435(14) . ? Mn1 N4 2.2451(14) . ? C1 O1 1.244(2) . ? C1 O2 1.248(2) . ? C1 C2 1.523(2) . ? C2 N7 1.471(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N7 1.345(2) . ? C3 C6 1.364(3) . ? C3 H3A 0.9300 . ? C4 N7 1.340(2) . ? C4 C5 1.371(3) . ? C4 H4A 0.9300 . ? C5 C7 1.385(3) . ? C5 H5A 0.9300 . ? C6 C7 1.381(3) . ? C6 H6A 0.9300 . ? C7 C8 1.504(3) . ? C8 C8 1.525(4) 5_665 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N1 N2 1.180(2) . ? N1 Mn1 2.2287(14) 4_545 ? N2 N3 1.138(3) . ? N4 N5 1.191(2) . ? N4 Mn1 2.2234(14) 4 ? N5 N6 1.148(3) . ? O2 Mn1 2.1727(12) 4 ? O3 H3B 0.87(3) . ? 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 Mn1 O1 173.79(5) 4_545 . ? O2 Mn1 N4 88.97(5) 4_545 4_545 ? O1 Mn1 N4 87.12(5) . 4_545 ? O2 Mn1 N1 89.79(5) 4_545 4 ? O1 Mn1 N1 86.09(5) . 4 ? N4 Mn1 N1 99.47(6) 4_545 4 ? O2 Mn1 N1 88.25(5) 4_545 . ? O1 Mn1 N1 96.02(5) . . ? N4 Mn1 N1 82.54(6) 4_545 . ? N1 Mn1 N1 177.17(2) 4 . ? O2 Mn1 N4 88.60(6) 4_545 . ? O1 Mn1 N4 95.46(5) . . ? N4 Mn1 N4 176.93(4) 4_545 . ? N1 Mn1 N4 82.39(5) 4 . ? N1 Mn1 N4 95.51(5) . . ? O1 C1 O2 127.73(15) . . ? O1 C1 C2 119.48(14) . . ? O2 C1 C2 112.77(15) . . ? N7 C2 C1 115.11(14) . . ? N7 C2 H2A 108.5 . . ? C1 C2 H2A 108.5 . . ? N7 C2 H2B 108.5 . . ? C1 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? N7 C3 C6 120.58(18) . . ? N7 C3 H3A 119.7 . . ? C6 C3 H3A 119.7 . . ? N7 C4 C5 120.47(17) . . ? N7 C4 H4A 119.8 . . ? C5 C4 H4A 119.8 . . ? C4 C5 C7 120.24(18) . . ? C4 C5 H5A 119.9 . . ? C7 C5 H5A 119.9 . . ? C3 C6 C7 120.40(18) . . ? C3 C6 H6A 119.8 . . ? C7 C6 H6A 119.8 . . ? C6 C7 C5 117.66(17) . . ? C6 C7 C8 121.16(19) . . ? C5 C7 C8 121.09(19) . . ? C7 C8 C8 110.2(2) . 5_665 ? C7 C8 H8A 109.6 . . ? C8 C8 H8A 109.6 5_665 . ? C7 C8 H8B 109.6 . . ? C8 C8 H8B 109.6 5_665 . ? H8A C8 H8B 108.1 . . ? N2 N1 Mn1 120.89(12) . 4_545 ? N2 N1 Mn1 124.46(13) . . ? Mn1 N1 Mn1 93.93(6) 4_545 . ? N3 N2 N1 178.4(3) . . ? N5 N4 Mn1 122.91(12) . 4 ? N5 N4 Mn1 122.65(13) . . ? Mn1 N4 Mn1 94.03(5) 4 . ? N6 N5 N4 179.5(3) . . ? C4 N7 C3 120.42(15) . . ? C4 N7 C2 119.51(16) . . ? C3 N7 C2 119.97(16) . . ? C1 O1 Mn1 124.84(11) . . ? C1 O2 Mn1 128.51(11) . 4 ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.64 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.398 _refine_diff_density_min -0.235 _refine_diff_density_rms 0.057 # Attachment '2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 747552' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H18 Co2 N14 O5' _chemical_formula_weight 604.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 24.576(3) _cell_length_b 6.2640(8) _cell_length_c 15.5208(19) _cell_angle_alpha 90.00 _cell_angle_beta 110.691(3) _cell_angle_gamma 90.00 _cell_volume 2235.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2036 _cell_measurement_theta_min 2.74 _cell_measurement_theta_max 22.94 _exptl_crystal_description patch _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.796 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 1.548 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7471 _exptl_absorpt_correction_T_max 0.8605 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.5 _diffrn_reflns_number 13551 _diffrn_reflns_av_R_equivalents 0.0885 _diffrn_reflns_av_sigmaI/netI 0.0706 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 26.74 _reflns_number_total 2345 _reflns_number_gt 1373 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0281P)^2^+25.9045P] 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 2345 _refine_ls_number_parameters 171 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1284 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1485 _refine_ls_wR_factor_gt 0.1056 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.141 _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 0.25136(4) 0.77390(11) 0.24884(8) 0.0264(2) Uani 1 1 d . . . C1 C 0.2896(3) 1.0336(10) 0.1177(4) 0.0321(15) Uani 1 1 d . . . C2 C 0.3260(4) 1.0688(12) 0.0577(6) 0.056(2) Uani 1 1 d . . . H2A H 0.3000 1.0864 -0.0055 0.067 Uiso 1 1 calc R . . H2B H 0.3475 1.2010 0.0764 0.067 Uiso 1 1 calc R . . C3 C 0.4233(4) 0.9251(14) 0.1124(6) 0.056(2) Uani 1 1 d . . . H3A H 0.4354 1.0438 0.1504 0.067 Uiso 1 1 calc R . . C4 C 0.3488(3) 0.7262(12) 0.0084(5) 0.0427(17) Uani 1 1 d . . . H4A H 0.3094 0.7083 -0.0249 0.051 Uiso 1 1 calc R . . C5 C 0.3877(3) 0.5728(11) 0.0027(5) 0.0431(18) Uani 1 1 d . . . H5A H 0.3746 0.4526 -0.0339 0.052 Uiso 1 1 calc R . . C6 C 0.4632(3) 0.7749(15) 0.1087(6) 0.058(2) Uani 1 1 d . . . H6A H 0.5022 0.7916 0.1452 0.070 Uiso 1 1 calc R . . C7 C 0.4462(3) 0.5994(13) 0.0517(5) 0.047(2) Uani 1 1 d . . . C8 C 0.4898(4) 0.4528(16) 0.0378(6) 0.072(3) Uani 1 1 d . . . H8A H 0.4727 0.3131 0.0192 0.086 Uiso 1 1 calc R . . H8B H 0.5227 0.4373 0.0948 0.086 Uiso 1 1 calc R . . N1 N 0.1943(2) 0.5263(8) 0.1751(4) 0.0318(13) Uani 1 1 d . . . N2 N 0.1431(3) 0.5191(9) 0.1589(4) 0.0427(15) Uani 1 1 d . . . N3 N 0.0940(3) 0.5135(14) 0.1407(7) 0.097(3) Uani 1 1 d . . . N4 N 0.1866(2) 1.0205(8) 0.2154(4) 0.0301(12) Uani 1 1 d . . . N5 N 0.1469(3) 1.0135(9) 0.2426(4) 0.0408(14) Uani 1 1 d . . . N6 N 0.1079(3) 1.0053(13) 0.2672(6) 0.073(2) Uani 1 1 d . . . N7 N 0.3667(3) 0.8999(9) 0.0608(4) 0.0404(15) Uani 1 1 d . . . O1 O 0.2816(2) 0.8491(7) 0.1404(3) 0.0334(11) Uani 1 1 d . . . O2 O 0.2706(2) 1.2045(7) 0.1364(3) 0.0402(12) Uani 1 1 d . . . O3 O 0.0000 0.7791(15) 0.2500 0.080(3) Uani 1 2 d SD . . H3B H 0.027(3) 0.861(6) 0.245(9) 0.120 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 0.0301(4) 0.0188(4) 0.0323(5) -0.0005(4) 0.0136(3) -0.0009(4) C1 0.037(4) 0.036(4) 0.027(4) 0.002(3) 0.016(3) 0.007(3) C2 0.083(6) 0.042(4) 0.067(6) 0.016(4) 0.057(5) 0.015(4) C3 0.053(5) 0.063(5) 0.052(5) -0.013(4) 0.020(4) -0.020(4) C4 0.040(4) 0.048(4) 0.042(5) 0.005(4) 0.016(3) 0.000(4) C5 0.053(5) 0.039(4) 0.042(5) -0.002(3) 0.023(4) -0.003(3) C6 0.029(4) 0.087(6) 0.059(6) 0.000(5) 0.017(4) -0.004(4) C7 0.048(5) 0.060(5) 0.043(5) 0.010(4) 0.028(4) 0.009(4) C8 0.070(6) 0.084(7) 0.081(7) 0.030(5) 0.052(6) 0.039(5) N1 0.031(3) 0.027(3) 0.041(4) 0.002(3) 0.018(3) 0.001(2) N2 0.037(4) 0.034(3) 0.052(4) 0.008(3) 0.009(3) -0.001(3) N3 0.033(4) 0.083(6) 0.162(9) 0.030(6) 0.020(5) -0.007(4) N4 0.024(3) 0.027(3) 0.040(3) -0.001(2) 0.013(3) 0.003(2) N5 0.039(3) 0.032(3) 0.050(4) -0.006(3) 0.016(3) -0.005(3) N6 0.049(4) 0.090(6) 0.100(6) -0.018(5) 0.050(4) -0.015(4) N7 0.049(4) 0.036(3) 0.049(4) 0.000(3) 0.033(3) 0.002(3) O1 0.042(3) 0.027(2) 0.038(3) 0.000(2) 0.023(2) -0.001(2) O2 0.063(3) 0.025(2) 0.041(3) 0.007(2) 0.029(3) 0.009(2) O3 0.063(6) 0.077(6) 0.104(8) 0.000 0.033(6) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2 2.081(5) 4_545 ? Co1 O1 2.120(4) . ? Co1 N1 2.133(5) . ? Co1 N4 2.134(5) 4_545 ? Co1 N1 2.136(5) 4 ? Co1 N4 2.146(5) . ? C1 O1 1.244(7) . ? C1 O2 1.243(7) . ? C1 C2 1.518(9) . ? C2 N7 1.445(9) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N7 1.348(9) . ? C3 C6 1.374(11) . ? C3 H3A 0.9300 . ? C4 N7 1.337(9) . ? C4 C5 1.380(10) . ? C4 H4A 0.9300 . ? C5 C7 1.378(10) . ? C5 H5A 0.9300 . ? C6 C7 1.381(11) . ? C6 H6A 0.9300 . ? C7 C8 1.483(10) . ? C8 C8 1.547(15) 5_665 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N1 N2 1.194(7) . ? N1 Co1 2.136(5) 4_545 ? N2 N3 1.139(8) . ? N4 N5 1.192(7) . ? N4 Co1 2.134(5) 4 ? N5 N6 1.152(8) . ? O2 Co1 2.081(5) 4 ? O3 H3B 0.86(2) . ? 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 Co1 O1 174.7(2) 4_545 . ? O2 Co1 N1 89.30(19) 4_545 . ? O1 Co1 N1 94.82(19) . . ? O2 Co1 N4 90.0(2) 4_545 4_545 ? O1 Co1 N4 87.27(19) . 4_545 ? N1 Co1 N4 82.68(19) . 4_545 ? O2 Co1 N1 88.95(19) 4_545 4 ? O1 Co1 N1 87.03(19) . 4 ? N1 Co1 N1 177.55(10) . 4 ? N4 Co1 N1 99.0(2) 4_545 4 ? O2 Co1 N4 87.9(2) 4_545 . ? O1 Co1 N4 94.98(19) . . ? N1 Co1 N4 95.9(2) . . ? N4 Co1 N4 177.45(15) 4_545 . ? N1 Co1 N4 82.32(19) 4 . ? O1 C1 O2 128.6(6) . . ? O1 C1 C2 119.6(6) . . ? O2 C1 C2 111.7(6) . . ? N7 C2 C1 115.1(6) . . ? N7 C2 H2A 108.5 . . ? C1 C2 H2A 108.5 . . ? N7 C2 H2B 108.5 . . ? C1 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? N7 C3 C6 119.8(8) . . ? N7 C3 H3A 120.1 . . ? C6 C3 H3A 120.1 . . ? N7 C4 C5 121.3(7) . . ? N7 C4 H4A 119.4 . . ? C5 C4 H4A 119.4 . . ? C7 C5 C4 119.5(7) . . ? C7 C5 H5A 120.3 . . ? C4 C5 H5A 120.3 . . ? C3 C6 C7 120.8(7) . . ? C3 C6 H6A 119.6 . . ? C7 C6 H6A 119.6 . . ? C5 C7 C6 118.1(7) . . ? C5 C7 C8 120.8(8) . . ? C6 C7 C8 121.0(8) . . ? C7 C8 C8 108.6(8) . 5_665 ? C7 C8 H8A 110.0 . . ? C8 C8 H8A 110.0 5_665 . ? C7 C8 H8B 110.0 . . ? C8 C8 H8B 110.0 5_665 . ? H8A C8 H8B 108.4 . . ? N2 N1 Co1 125.8(5) . . ? N2 N1 Co1 119.7(4) . 4_545 ? Co1 N1 Co1 94.5(2) . 4_545 ? N3 N2 N1 177.9(9) . . ? N5 N4 Co1 122.3(4) . 4 ? N5 N4 Co1 121.2(5) . . ? Co1 N4 Co1 94.10(19) 4 . ? N6 N5 N4 178.7(8) . . ? C4 N7 C3 120.4(7) . . ? C4 N7 C2 120.1(7) . . ? C3 N7 C2 119.4(7) . . ? C1 O1 Co1 124.5(4) . . ? C1 O2 Co1 127.7(4) . 4 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.74 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.758 _refine_diff_density_min -0.667 _refine_diff_density_rms 0.119 # Attachment '4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 747553' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H20 Cu3 N20 O6' _chemical_formula_weight 779.14 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 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 5.50210(10) _cell_length_b 20.1449(6) _cell_length_c 13.0034(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.278(2) _cell_angle_gamma 90.00 _cell_volume 1440.15(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5088 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 28.04 _exptl_crystal_description patch _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.797 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 782 _exptl_absorpt_coefficient_mu 2.267 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5496 _exptl_absorpt_correction_T_max 0.8050 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.5 _diffrn_reflns_number 15286 _diffrn_reflns_av_R_equivalents 0.0366 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 28.41 _reflns_number_total 3595 _reflns_number_gt 2719 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0402P)^2^+0.9961P] 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 3595 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.0942 _refine_ls_wR_factor_gt 0.0858 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _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 0.54345(6) 0.061684(17) 0.59060(3) 0.02766(11) Uani 1 1 d . . . Cu2 Cu 1.0000 0.0000 0.5000 0.02742(13) Uani 1 2 d S . . C1 C 0.2873(5) 0.16802(15) 0.5185(2) 0.0314(6) Uani 1 1 d . . . C2 C 0.0677(6) 0.20217(14) 0.4681(3) 0.0384(7) Uani 1 1 d . . . H2A H 0.0611 0.1923 0.3950 0.046 Uiso 1 1 calc R . . H2B H -0.0790 0.1847 0.4971 0.046 Uiso 1 1 calc R . . C3 C -0.0721(6) 0.30323(16) 0.5492(3) 0.0447(8) Uani 1 1 d . . . H3A H -0.1809 0.2774 0.5847 0.054 Uiso 1 1 calc R . . C4 C 0.2329(6) 0.31132(16) 0.4307(3) 0.0432(8) Uani 1 1 d . . . H4A H 0.3331 0.2911 0.3840 0.052 Uiso 1 1 calc R . . C5 C 0.2478(6) 0.37829(16) 0.4461(3) 0.0425(8) Uani 1 1 d . . . H5A H 0.3591 0.4032 0.4104 0.051 Uiso 1 1 calc R . . C6 C -0.0635(6) 0.36974(16) 0.5655(3) 0.0450(8) Uani 1 1 d . . . H6A H -0.1677 0.3890 0.6115 0.054 Uiso 1 1 calc R . . C7 C 0.0981(6) 0.40924(15) 0.5145(2) 0.0348(7) Uani 1 1 d . . . C8 C 0.1042(6) 0.48299(15) 0.5304(3) 0.0414(8) Uani 1 1 d . . . H8A H 0.2582 0.5004 0.5085 0.050 Uiso 1 1 calc R . . H8B H 0.0918 0.4927 0.6030 0.050 Uiso 1 1 calc R . . N1 N 0.4431(5) 0.07225(16) 0.7304(2) 0.0485(7) Uani 1 1 d . . . N2 N 0.3106(5) 0.11561(16) 0.7531(2) 0.0520(8) Uani 1 1 d . . . N3 N 0.1838(9) 0.1565(2) 0.7797(4) 0.0972(15) Uani 1 1 d . . . N4 N 0.8419(4) 0.01257(14) 0.63195(18) 0.0344(6) Uani 1 1 d . . . N5 N 0.8948(4) -0.00619(13) 0.7180(2) 0.0338(6) Uani 1 1 d . . . N6 N 0.9413(6) -0.02247(19) 0.7996(2) 0.0600(9) Uani 1 1 d . . . N7 N 0.6970(4) 0.04661(12) 0.45225(17) 0.0287(5) Uani 1 1 d . . . N8 N 0.6563(5) 0.08248(13) 0.3787(2) 0.0351(6) Uani 1 1 d . . . N9 N 0.6098(7) 0.11532(19) 0.3110(3) 0.0702(10) Uani 1 1 d . . . N10 N 0.0747(4) 0.27427(12) 0.4824(2) 0.0340(6) Uani 1 1 d . . . O1 O 0.2610(3) 0.10552(9) 0.52623(16) 0.0332(5) Uani 1 1 d . . . O2 O 0.4683(4) 0.19918(11) 0.5468(2) 0.0485(6) Uani 1 1 d . . . O3 O 0.5000(12) 0.2951(3) 0.7158(4) 0.186(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02311(17) 0.0290(2) 0.03118(19) 0.00053(15) 0.00474(13) 0.00423(14) Cu2 0.0189(2) 0.0388(3) 0.0248(2) 0.0025(2) 0.00258(17) 0.0066(2) C1 0.0275(14) 0.0297(16) 0.0374(16) 0.0016(12) 0.0049(12) 0.0029(12) C2 0.0352(16) 0.0235(15) 0.056(2) -0.0018(14) -0.0038(14) 0.0024(13) C3 0.0417(18) 0.0359(18) 0.058(2) 0.0077(16) 0.0154(16) 0.0022(15) C4 0.0448(19) 0.0368(18) 0.0490(19) 0.0044(15) 0.0140(15) 0.0088(15) C5 0.0446(18) 0.0304(17) 0.053(2) 0.0088(15) 0.0119(15) 0.0028(15) C6 0.051(2) 0.0356(18) 0.049(2) -0.0037(15) 0.0134(16) 0.0071(16) C7 0.0352(16) 0.0273(16) 0.0411(17) 0.0020(13) -0.0112(13) 0.0047(13) C8 0.0424(18) 0.0299(17) 0.051(2) -0.0031(14) -0.0114(15) 0.0049(14) N1 0.0473(16) 0.063(2) 0.0365(15) -0.0041(14) 0.0127(13) 0.0126(15) N2 0.0460(17) 0.064(2) 0.0478(17) -0.0095(15) 0.0189(14) 0.0038(16) N3 0.098(3) 0.094(3) 0.103(3) -0.018(3) 0.048(3) 0.033(3) N4 0.0281(12) 0.0515(16) 0.0239(12) 0.0033(11) 0.0050(10) 0.0107(11) N5 0.0219(11) 0.0449(16) 0.0346(14) 0.0007(12) 0.0039(10) 0.0007(11) N6 0.0479(18) 0.096(3) 0.0360(17) 0.0196(17) -0.0025(13) 0.0013(18) N7 0.0226(11) 0.0371(14) 0.0265(12) 0.0057(10) 0.0030(9) 0.0058(10) N8 0.0333(13) 0.0355(14) 0.0363(14) 0.0047(12) -0.0004(11) 0.0006(11) N9 0.087(3) 0.072(2) 0.050(2) 0.0298(18) -0.0052(18) 0.007(2) N10 0.0310(13) 0.0249(13) 0.0458(15) 0.0023(11) -0.0005(11) 0.0062(10) O1 0.0266(10) 0.0231(10) 0.0500(13) 0.0007(9) 0.0029(9) 0.0032(8) O2 0.0340(12) 0.0348(13) 0.0758(17) 0.0041(12) -0.0089(12) -0.0045(10) O3 0.196(6) 0.213(7) 0.152(5) -0.036(5) 0.040(4) -0.013(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 Cu1 N1 1.933(3) . ? Cu1 O1 1.948(2) . ? Cu1 N4 1.974(2) . ? Cu1 N7 2.040(2) . ? Cu1 N7 2.600(2) 3_656 ? Cu1 O2 2.855(2) . ? Cu2 N4 1.970(2) 3_756 ? Cu2 N4 1.970(2) . ? Cu2 N7 1.991(2) 3_756 ? Cu2 N7 1.991(2) . ? Cu2 O1 2.5803(19) 3_656 ? Cu2 O1 2.5803(19) 1_655 ? C1 O2 1.221(4) . ? C1 O1 1.272(3) . ? C1 C2 1.517(4) . ? C2 N10 1.465(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N10 1.342(4) . ? C3 C6 1.357(5) . ? C3 H3A 0.9300 . ? C4 N10 1.347(4) . ? C4 C5 1.366(4) . ? C4 H4A 0.9300 . ? C5 C7 1.385(4) . ? C5 H5A 0.9300 . ? C6 C7 1.382(5) . ? C6 H6A 0.9300 . ? C7 C8 1.500(4) . ? C8 C8 1.529(6) 3_566 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N1 N2 1.183(4) . ? N2 N3 1.142(4) . ? N4 N5 1.205(3) . ? N5 N6 1.131(4) . ? N7 N8 1.213(3) . ? N8 N9 1.123(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 N1 Cu1 O1 95.83(11) . . ? N1 Cu1 N4 93.71(11) . . ? O1 Cu1 N4 170.29(9) . . ? N1 Cu1 N7 171.72(11) . . ? O1 Cu1 N7 92.28(9) . . ? N4 Cu1 N7 78.25(9) . . ? N1 Cu1 N7 97.59(11) . 3_656 ? O1 Cu1 N7 84.13(8) . 3_656 ? N4 Cu1 N7 92.78(9) . 3_656 ? N7 Cu1 N7 84.90(8) . 3_656 ? N1 Cu1 O2 92.08(11) . . ? O1 Cu1 O2 50.76(7) . . ? N4 Cu1 O2 130.78(9) . . ? N7 Cu1 O2 91.74(9) . . ? N7 Cu1 O2 134.66(7) 3_656 . ? N4 Cu2 N4 180.000(1) 3_756 . ? N4 Cu2 N7 79.50(9) 3_756 3_756 ? N4 Cu2 N7 100.50(9) . 3_756 ? N4 Cu2 N7 100.50(9) 3_756 . ? N4 Cu2 N7 79.50(9) . . ? N7 Cu2 N7 180.00(12) 3_756 . ? N4 Cu2 O1 92.38(9) 3_756 3_656 ? N4 Cu2 O1 87.62(9) . 3_656 ? N7 Cu2 O1 96.16(8) 3_756 3_656 ? N7 Cu2 O1 83.84(8) . 3_656 ? N4 Cu2 O1 87.62(9) 3_756 1_655 ? N4 Cu2 O1 92.38(9) . 1_655 ? N7 Cu2 O1 83.84(8) 3_756 1_655 ? N7 Cu2 O1 96.16(8) . 1_655 ? O1 Cu2 O1 180.00(11) 3_656 1_655 ? O2 C1 O1 125.4(3) . . ? O2 C1 C2 121.5(3) . . ? O1 C1 C2 113.1(3) . . ? N10 C2 C1 112.2(3) . . ? N10 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N10 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? N10 C3 C6 120.8(3) . . ? N10 C3 H3A 119.6 . . ? C6 C3 H3A 119.6 . . ? N10 C4 C5 120.7(3) . . ? N10 C4 H4A 119.7 . . ? C5 C4 H4A 119.7 . . ? C4 C5 C7 120.4(3) . . ? C4 C5 H5A 119.8 . . ? C7 C5 H5A 119.8 . . ? C3 C6 C7 120.8(3) . . ? C3 C6 H6A 119.6 . . ? C7 C6 H6A 119.6 . . ? C6 C7 C5 117.4(3) . . ? C6 C7 C8 121.0(3) . . ? C5 C7 C8 121.6(3) . . ? C7 C8 C8 111.1(3) . 3_566 ? C7 C8 H8A 109.4 . . ? C8 C8 H8A 109.4 3_566 . ? C7 C8 H8B 109.4 . . ? C8 C8 H8B 109.4 3_566 . ? H8A C8 H8B 108.0 . . ? N2 N1 Cu1 121.2(3) . . ? N3 N2 N1 176.8(4) . . ? N5 N4 Cu2 132.0(2) . . ? N5 N4 Cu1 125.27(19) . . ? Cu2 N4 Cu1 102.62(11) . . ? N6 N5 N4 178.3(3) . . ? N8 N7 Cu2 130.77(19) . . ? N8 N7 Cu1 122.49(19) . . ? Cu2 N7 Cu1 99.56(10) . . ? N9 N8 N7 177.5(3) . . ? C3 N10 C4 120.0(3) . . ? C3 N10 C2 120.0(3) . . ? C4 N10 C2 120.0(3) . . ? C1 O1 Cu1 113.04(19) . . ? C1 O2 Cu1 70.81(17) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.41 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.588 _refine_diff_density_min -0.565 _refine_diff_density_rms 0.084