# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_compound1 _database_code_depnum_ccdc_archive 'CCDC 906741' #TrackingRef '14775_web_deposit_cif_file_0_TapasKumarMaji_1350572028.Compound 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H24 Cu2 N16' _chemical_formula_sum 'C8 H24 Cu2 N16' _chemical_formula_weight 471.51 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' 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 P21/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 9.3636(9) _cell_length_b 10.7124(13) _cell_length_c 9.6384(10) _cell_angle_alpha 90.00 _cell_angle_beta 104.864(7) _cell_angle_gamma 90.00 _cell_volume 934.44(17) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 7765 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 26.0 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Green _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.676 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 2.307 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7692 _exptl_absorpt_correction_T_max 0.9134 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7765 _diffrn_reflns_av_R_equivalents 0.1279 _diffrn_reflns_av_sigmaI/netI 0.1149 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 25.95 _reflns_number_total 1799 _reflns_number_gt 1010 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^ > 2\s(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^)+(0.0361P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1799 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1234 _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.1081 _refine_ls_wR_factor_gt 0.0870 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.989 _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 0.37371(7) 0.10928(7) 0.00885(7) 0.0350(2) Uani 1 1 d . . . N4 N 0.3864(5) 0.0309(5) -0.2711(6) 0.0405(13) Uani 1 1 d . . . N3 N 0.4502(5) 0.0299(5) -0.1442(5) 0.0437(14) Uani 1 1 d . . . N2 N 0.5041(5) 0.2592(5) 0.0075(5) 0.0450(14) Uani 1 1 d . . . H2A H 0.5994 0.2353 0.0323 0.054 Uiso 1 1 calc R . . H2B H 0.4843 0.2912 -0.0817 0.054 Uiso 1 1 calc R . . N1 N 0.3148(5) 0.2025(4) 0.1711(5) 0.0347(12) Uani 1 1 d . . . N5 N 0.3298(6) 0.0316(6) -0.3914(5) 0.0613(18) Uani 1 1 d . . . N7 N 0.1715(5) -0.0751(5) -0.1102(6) 0.0477(15) Uani 1 1 d . . . N6 N 0.1964(6) 0.0064(6) -0.0245(6) 0.0627(18) Uani 1 1 d . . . C4 C 0.1739(6) 0.2701(6) 0.1144(7) 0.0526(18) Uani 1 1 d . . . H4A H 0.0960 0.2112 0.0785 0.079 Uiso 1 1 calc R . . H4B H 0.1831 0.3246 0.0380 0.079 Uiso 1 1 calc R . . H4C H 0.1513 0.3186 0.1898 0.079 Uiso 1 1 calc R . . C3 C 0.2953(7) 0.1206(6) 0.2878(6) 0.0552(18) Uani 1 1 d . . . H3A H 0.2154 0.0637 0.2509 0.083 Uiso 1 1 calc R . . H3B H 0.2731 0.1705 0.3624 0.083 Uiso 1 1 calc R . . H3C H 0.3845 0.0745 0.3260 0.083 Uiso 1 1 calc R . . C1 C 0.4801(7) 0.3562(6) 0.1086(7) 0.0525(19) Uani 1 1 d . . . H1A H 0.4023 0.4129 0.0604 0.063 Uiso 1 1 calc R . . H1B H 0.5698 0.4040 0.1453 0.063 Uiso 1 1 calc R . . C2 C 0.4372(7) 0.2909(6) 0.2282(7) 0.0530(19) Uani 1 1 d . . . H2C H 0.5217 0.2460 0.2858 0.064 Uiso 1 1 calc R . . H2D H 0.4066 0.3518 0.2893 0.064 Uiso 1 1 calc R . . N8 N 0.1475(7) -0.1551(6) -0.1934(7) 0.081(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0365(4) 0.0382(4) 0.0307(4) -0.0022(4) 0.0095(3) -0.0005(4) N4 0.045(3) 0.039(3) 0.042(3) -0.003(3) 0.021(3) 0.000(3) N3 0.053(3) 0.048(4) 0.030(3) -0.003(3) 0.009(3) 0.013(3) N2 0.041(3) 0.048(4) 0.046(3) 0.010(3) 0.011(3) -0.005(3) N1 0.039(3) 0.031(3) 0.034(3) 0.007(2) 0.010(2) 0.000(3) N5 0.072(4) 0.081(5) 0.025(3) -0.003(3) 0.001(3) 0.010(4) N7 0.042(3) 0.043(4) 0.057(4) 0.003(3) 0.009(3) 0.001(3) N6 0.047(3) 0.066(5) 0.078(4) -0.034(4) 0.022(3) -0.012(3) C4 0.047(4) 0.052(5) 0.058(4) 0.005(4) 0.011(3) 0.011(4) C3 0.075(5) 0.053(5) 0.047(4) 0.017(4) 0.033(3) 0.012(4) C1 0.048(4) 0.046(5) 0.063(4) -0.006(4) 0.012(3) -0.009(3) C2 0.054(4) 0.055(5) 0.048(4) -0.010(4) 0.010(4) 0.007(4) N8 0.086(5) 0.059(5) 0.098(5) -0.029(4) 0.025(4) -0.031(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N6 1.950(6) . ? Cu1 N3 1.989(5) . ? Cu1 N2 2.019(5) . ? Cu1 N1 2.047(4) . ? Cu1 N3 2.353(5) 3_655 ? N4 N5 1.145(6) . ? N4 N3 1.216(6) . ? N3 Cu1 2.353(5) 3_655 ? N2 C1 1.481(7) . ? N1 C3 1.473(6) . ? N1 C2 1.480(7) . ? N1 C4 1.482(6) . ? N7 N8 1.155(7) . ? N7 N6 1.184(7) . ? C1 C2 1.488(8) . ? 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 N6 Cu1 N3 95.2(2) . . ? N6 Cu1 N2 159.9(2) . . ? N3 Cu1 N2 90.1(2) . . ? N6 Cu1 N1 90.9(2) . . ? N3 Cu1 N1 173.9(2) . . ? N2 Cu1 N1 84.21(19) . . ? N6 Cu1 N3 100.3(2) . 3_655 ? N3 Cu1 N3 78.8(2) . 3_655 ? N2 Cu1 N3 99.70(18) . 3_655 ? N1 Cu1 N3 99.97(17) . 3_655 ? N5 N4 N3 178.2(6) . . ? N4 N3 Cu1 124.4(4) . . ? N4 N3 Cu1 131.1(4) . 3_655 ? Cu1 N3 Cu1 101.2(2) . 3_655 ? C1 N2 Cu1 111.1(3) . . ? C3 N1 C2 109.5(5) . . ? C3 N1 C4 107.4(4) . . ? C2 N1 C4 110.8(5) . . ? C3 N1 Cu1 113.8(4) . . ? C2 N1 Cu1 105.1(3) . . ? C4 N1 Cu1 110.2(3) . . ? N8 N7 N6 179.7(8) . . ? N7 N6 Cu1 122.6(5) . . ? N2 C1 C2 107.2(5) . . ? N1 C2 C1 110.5(5) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.95 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.412 _refine_diff_density_min -0.635 _refine_diff_density_rms 0.107 data_compound2 _database_code_depnum_ccdc_archive 'CCDC 906742' #TrackingRef '14776_web_deposit_cif_file_1_TapasKumarMaji_1350572028.Compound 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H12 Cu3 N20' _chemical_formula_sum 'C4 H12 Cu3 N20' _chemical_formula_weight 530.96 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' Cu Cu 0.3201 1.2651 '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 8.5602(2) _cell_length_b 10.6248(3) _cell_length_c 11.4803(5) _cell_angle_alpha 103.612(2) _cell_angle_beta 106.749(2) _cell_angle_gamma 111.4310(10) _cell_volume 860.07(5) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 9919 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.7 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.050 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 526 _exptl_absorpt_coefficient_mu 3.717 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8077 _exptl_absorpt_correction_T_max 0.9294 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9919 _diffrn_reflns_av_R_equivalents 0.0415 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.71 _reflns_number_total 3264 _reflns_number_gt 2460 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART (Bruker,2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'PLATON (Spek, 2003)' _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^ > 2\s(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^)+(0.1489P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3264 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0862 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.2090 _refine_ls_wR_factor_gt 0.1830 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 1.13289(11) 0.42120(10) 0.07524(8) 0.0263(3) Uani 1 1 d . . . Cu2 Cu 1.25450(12) 0.58901(10) -0.09602(9) 0.0282(3) Uani 1 1 d . . . Cu3 Cu 1.01278(12) 0.31217(10) 0.29174(9) 0.0290(3) Uani 1 1 d . . . N1 N 1.0397(9) 0.4177(7) -0.1072(6) 0.0289(14) Uani 1 1 d . . . N10 N 1.2187(9) 0.4623(8) 0.2678(7) 0.0377(16) Uani 1 1 d . . . N4 N 1.3550(9) 0.5903(8) 0.0861(7) 0.0349(15) Uani 1 1 d . . . N13 N 1.4796(10) 0.7349(9) -0.0865(9) 0.050(2) Uani 1 1 d . . . N8 N 0.8291(9) 0.1454(7) -0.0323(7) 0.0314(14) Uani 1 1 d . . . N20 N 0.8207(10) 0.1432(8) 0.3109(7) 0.0362(15) Uani 1 1 d . . . N14 N 1.6262(9) 0.7422(7) -0.0555(7) 0.0330(15) Uani 1 1 d . . . N7 N 0.8958(8) 0.2651(7) 0.0547(6) 0.0280(14) Uani 1 1 d . . . C1 C 1.0581(14) 0.0629(11) 0.3260(10) 0.051(2) Uani 1 1 d . . . H1A H 1.1467 0.0448 0.3848 0.062 Uiso 1 1 calc R . . H1B H 0.9894 -0.0201 0.2425 0.062 Uiso 1 1 calc R . . N5 N 1.5120(9) 0.6247(8) 0.1515(7) 0.0362(15) Uani 1 1 d . . . C2 C 0.9288(13) 0.0845(10) 0.3850(9) 0.044(2) Uani 1 1 d . . . H2A H 0.8459 -0.0082 0.3826 0.053 Uiso 1 1 calc R . . H2B H 0.9993 0.1519 0.4762 0.053 Uiso 1 1 calc R . . N17 N 1.1523(9) 0.5088(7) -0.3722(6) 0.0335(15) Uani 1 1 d . . . N19 N 1.1544(9) 0.1994(8) 0.3064(7) 0.0384(16) Uani 1 1 d . . . H19A H 1.1730 0.1760 0.2327 0.046 Uiso 1 1 calc R . . H19B H 1.2655 0.2562 0.3746 0.046 Uiso 1 1 calc R . . N11 N 1.3539(9) 0.5663(8) 0.3569(7) 0.0378(16) Uani 1 1 d . . . N2 N 0.9349(10) 0.3107(8) -0.2088(7) 0.0370(16) Uani 1 1 d . . . N16 N 1.1199(9) 0.5652(7) -0.2838(6) 0.0301(14) Uani 1 1 d . . . N3 N 0.8352(15) 0.2136(9) -0.3042(8) 0.076(3) Uani 1 1 d . . . C3 C 0.6864(12) 0.0310(9) 0.1781(9) 0.045(2) Uani 1 1 d . . . H3A H 0.6176 0.0710 0.1315 0.068 Uiso 1 1 calc R . . H3B H 0.6036 -0.0527 0.1864 0.068 Uiso 1 1 calc R . . H3C H 0.7512 0.0022 0.1304 0.068 Uiso 1 1 calc R . . N9 N 0.7652(12) 0.0326(9) -0.1140(9) 0.059(2) Uani 1 1 d . . . N15 N 1.7760(12) 0.7617(10) -0.0231(11) 0.065(3) Uani 1 1 d . . . N18 N 1.1847(12) 0.4576(9) -0.4553(8) 0.053(2) Uani 1 1 d . . . C4 C 0.7127(14) 0.1810(11) 0.3811(10) 0.052(2) Uani 1 1 d . . . H4A H 0.6418 0.2188 0.3332 0.077 Uiso 1 1 calc R . . H4B H 0.7954 0.2537 0.4678 0.077 Uiso 1 1 calc R . . H4C H 0.6314 0.0949 0.3874 0.077 Uiso 1 1 calc R . . N12 N 1.4820(12) 0.6636(11) 0.4408(9) 0.071(3) Uani 1 1 d . . . N6 N 1.6609(11) 0.6604(13) 0.2149(10) 0.074(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 0.0276(5) 0.0291(5) 0.0205(5) 0.0113(4) 0.0094(4) 0.0108(4) Cu2 0.0292(5) 0.0314(5) 0.0249(5) 0.0146(4) 0.0110(4) 0.0130(4) Cu3 0.0350(5) 0.0323(6) 0.0266(5) 0.0150(4) 0.0147(4) 0.0187(4) N1 0.033(3) 0.030(3) 0.018(3) 0.008(3) 0.009(3) 0.011(3) N10 0.034(4) 0.044(4) 0.024(4) 0.014(3) 0.008(3) 0.010(3) N4 0.028(3) 0.040(4) 0.031(4) 0.018(3) 0.009(3) 0.011(3) N13 0.033(4) 0.057(5) 0.069(6) 0.042(5) 0.020(4) 0.019(4) N8 0.036(3) 0.031(4) 0.031(4) 0.014(3) 0.018(3) 0.014(3) N20 0.051(4) 0.039(4) 0.034(4) 0.022(3) 0.024(3) 0.027(3) N14 0.039(4) 0.033(4) 0.036(4) 0.017(3) 0.020(3) 0.021(3) N7 0.030(3) 0.035(4) 0.022(3) 0.012(3) 0.012(3) 0.017(3) C1 0.067(6) 0.055(6) 0.052(6) 0.028(5) 0.025(5) 0.042(5) N5 0.034(4) 0.043(4) 0.034(4) 0.021(3) 0.014(3) 0.016(3) C2 0.066(6) 0.044(5) 0.036(5) 0.028(4) 0.022(4) 0.029(4) N17 0.043(4) 0.037(4) 0.023(4) 0.013(3) 0.011(3) 0.022(3) N19 0.043(4) 0.045(4) 0.030(4) 0.015(3) 0.013(3) 0.025(3) N11 0.033(4) 0.044(4) 0.030(4) 0.012(4) 0.011(3) 0.015(3) N2 0.050(4) 0.036(4) 0.032(4) 0.018(4) 0.018(4) 0.024(4) N16 0.046(4) 0.036(4) 0.021(3) 0.014(3) 0.018(3) 0.026(3) N3 0.114(8) 0.029(4) 0.030(5) -0.001(4) -0.003(5) 0.013(5) C3 0.049(5) 0.032(5) 0.041(5) 0.009(4) 0.014(4) 0.013(4) N9 0.067(5) 0.039(5) 0.053(5) 0.005(4) 0.033(4) 0.009(4) N15 0.051(5) 0.059(6) 0.115(8) 0.045(6) 0.048(5) 0.038(4) N18 0.080(6) 0.063(5) 0.034(4) 0.017(4) 0.026(4) 0.049(5) C4 0.073(6) 0.046(5) 0.054(6) 0.024(5) 0.044(5) 0.030(5) N12 0.051(5) 0.079(7) 0.039(5) 0.002(5) 0.002(4) 0.012(5) N6 0.039(5) 0.119(9) 0.065(6) 0.051(6) 0.018(4) 0.031(5) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N10 1.999(7) . ? Cu1 N1 2.000(6) . ? Cu1 N7 2.001(6) . ? Cu1 N4 2.030(6) . ? Cu1 N15 2.360(8) 2_865 ? Cu2 N13 1.935(7) . ? Cu2 N1 2.005(6) . ? Cu2 N4 2.013(7) . ? Cu2 N16 2.034(6) . ? Cu2 N7 2.397(6) 2_765 ? Cu3 N19 1.993(7) . ? Cu3 N16 2.019(6) 2_765 ? Cu3 N10 2.039(7) . ? Cu3 N20 2.052(7) . ? Cu3 N7 2.467(6) . ? N1 N2 1.219(10) . ? N10 N11 1.207(10) . ? N4 N5 1.197(9) . ? N13 N14 1.169(9) . ? N8 N9 1.145(10) . ? N8 N7 1.219(9) . ? N20 C2 1.478(10) . ? N20 C3 1.483(11) . ? N20 C4 1.487(11) . ? N14 N15 1.149(10) . ? N7 Cu2 2.397(6) 2_765 ? C1 N19 1.490(12) . ? C1 C2 1.509(13) . ? N5 N6 1.131(10) . ? N17 N18 1.141(10) . ? N17 N16 1.209(9) . ? N11 N12 1.137(11) . ? N2 N3 1.131(10) . ? N16 Cu3 2.019(6) 2_765 ? N15 Cu1 2.360(8) 2_865 ? 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 N10 Cu1 N1 167.9(3) . . ? N10 Cu1 N7 86.2(3) . . ? N1 Cu1 N7 96.2(3) . . ? N10 Cu1 N4 97.3(3) . . ? N1 Cu1 N4 79.1(3) . . ? N7 Cu1 N4 173.1(2) . . ? N10 Cu1 N15 96.1(3) . 2_865 ? N1 Cu1 N15 95.8(3) . 2_865 ? N7 Cu1 N15 87.9(3) . 2_865 ? N4 Cu1 N15 97.6(3) . 2_865 ? N13 Cu2 N1 171.2(3) . . ? N13 Cu2 N4 98.0(3) . . ? N1 Cu2 N4 79.4(3) . . ? N13 Cu2 N16 89.9(3) . . ? N1 Cu2 N16 92.8(3) . . ? N4 Cu2 N16 172.1(3) . . ? N13 Cu2 N7 100.2(3) . 2_765 ? N1 Cu2 N7 88.5(2) . 2_765 ? N4 Cu2 N7 98.1(3) . 2_765 ? N16 Cu2 N7 80.9(2) . 2_765 ? N19 Cu3 N16 177.3(3) . 2_765 ? N19 Cu3 N10 88.4(3) . . ? N16 Cu3 N10 90.0(3) 2_765 . ? N19 Cu3 N20 84.3(3) . . ? N16 Cu3 N20 97.4(3) 2_765 . ? N10 Cu3 N20 172.4(3) . . ? N19 Cu3 N7 102.2(2) . . ? N16 Cu3 N7 79.5(2) 2_765 . ? N10 Cu3 N7 74.0(2) . . ? N20 Cu3 N7 105.6(3) . . ? N2 N1 Cu1 127.3(5) . . ? N2 N1 Cu2 122.8(5) . . ? Cu1 N1 Cu2 101.4(3) . . ? N11 N10 Cu1 127.8(6) . . ? N11 N10 Cu3 124.5(6) . . ? Cu1 N10 Cu3 107.0(3) . . ? N5 N4 Cu2 126.5(6) . . ? N5 N4 Cu1 124.6(5) . . ? Cu2 N4 Cu1 100.1(3) . . ? N14 N13 Cu2 129.6(6) . . ? N9 N8 N7 179.5(8) . . ? C2 N20 C3 110.6(7) . . ? C2 N20 C4 109.1(7) . . ? C3 N20 C4 107.1(7) . . ? C2 N20 Cu3 104.4(5) . . ? C3 N20 Cu3 109.0(5) . . ? C4 N20 Cu3 116.7(5) . . ? N15 N14 N13 174.2(9) . . ? N8 N7 Cu1 117.7(5) . . ? N8 N7 Cu2 127.4(5) . 2_765 ? Cu1 N7 Cu2 99.1(3) . 2_765 ? N8 N7 Cu3 124.2(5) . . ? Cu1 N7 Cu3 92.6(2) . . ? Cu2 N7 Cu3 87.4(2) 2_765 . ? N19 C1 C2 107.2(7) . . ? N6 N5 N4 178.4(11) . . ? N20 C2 C1 110.4(7) . . ? N18 N17 N16 179.0(9) . . ? C1 N19 Cu3 112.6(5) . . ? N12 N11 N10 179.4(10) . . ? N3 N2 N1 178.1(9) . . ? N17 N16 Cu3 125.3(5) . 2_765 ? N17 N16 Cu2 120.9(5) . . ? Cu3 N16 Cu2 112.0(3) 2_765 . ? N14 N15 Cu1 125.2(7) . 2_865 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.71 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 3.034 _refine_diff_density_min -1.107 _refine_diff_density_rms 0.425