# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Zheng-Yin Yang' _publ_contact_author_address ; Lanzhou 730000 ; _publ_contact_author_email liuzch07@lzu.edu.cn _publ_author_name 'Zheng-Yin Yang' # Attachment '- P-1.cif' data_p-1 _database_code_depnum_ccdc_archive 'CCDC 774747' #TrackingRef '- P-1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H31 Cu2 N14 O12' _chemical_formula_weight 990.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 13.031(3) _cell_length_b 14.668(3) _cell_length_c 14.887(3) _cell_angle_alpha 101.44(3) _cell_angle_beta 112.36(3) _cell_angle_gamma 102.56(3) _cell_volume 2440.9(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1944 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 21.08 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1010 _exptl_absorpt_coefficient_mu 0.940 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.748 _exptl_absorpt_correction_T_max 0.791 _exptl_absorpt_process_details SADABS _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 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13165 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.1093 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.50 _reflns_number_total 9088 _reflns_number_gt 4716 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. The bond lengths of the nitrate containing N15 have been restrained to more standard values ; _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^)+(0.0753P)^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 9088 _refine_ls_number_parameters 592 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.1229 _refine_ls_R_factor_gt 0.0609 _refine_ls_wR_factor_ref 0.1584 _refine_ls_wR_factor_gt 0.1406 _refine_ls_goodness_of_fit_ref 0.918 _refine_ls_restrained_S_all 0.922 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 _platon_squeeze_void_content 1 0.205 0.331 0.777 11 1 ' ' 2 0.233 0.278 0.417 7 0 ' ' 3 0.500 1.000 0.880 472 102 ' ' 4 0.369 0.396 0.856 6 1 ' ' 5 0.650 0.611 0.153 7 1 ' ' 6 0.811 0.676 0.231 10 1 ' ' 7 0.767 0.722 0.583 7 1 ' ' _platon_squeeze_details ; ; 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 0.15139(6) 0.51974(4) 0.28609(5) 0.0408(2) Uani 1 1 d . . . Cu2 Cu -0.11001(6) 0.94835(4) 0.17705(5) 0.0425(2) Uani 1 1 d . . . C1 C 0.1116(5) 0.6214(4) 0.6511(4) 0.0395(13) Uani 1 1 d . . . C2 C -0.0794(5) 1.0595(3) 0.4073(4) 0.0371(12) Uani 1 1 d . . . C3 C -0.0153(4) 1.1133(3) 0.3633(4) 0.0374(12) Uani 1 1 d . . . H3 H 0.0373 1.1758 0.4033 0.045 Uiso 1 1 calc R . . C4 C -0.1553(5) 0.9574(4) 0.3538(4) 0.0423(13) Uani 1 1 d . . . C5 C 0.1666(5) 0.5464(4) 0.4905(4) 0.0397(13) Uani 1 1 d . . . C6 C 0.0636(5) 0.6386(4) 0.5569(4) 0.0431(13) Uani 1 1 d . . . H6 H 0.0118 0.6745 0.5475 0.052 Uiso 1 1 calc R . . C7 C 0.2937(5) 0.3763(4) 0.2786(4) 0.0387(13) Uani 1 1 d . . . C8 C -0.0657(5) 1.1017(4) 0.5022(4) 0.0451(14) Uani 1 1 d . . . H12 H -0.0131 1.1650 0.5379 0.054 Uiso 1 1 calc R . . C9 C -0.1261(5) 1.0557(4) 0.5503(4) 0.0411(13) Uani 1 1 d . . . C10 C 0.0378(5) 0.6287(4) 0.3839(4) 0.0402(13) Uani 1 1 d . . . H10 H -0.0148 0.6636 0.3783 0.048 Uiso 1 1 calc R . . C11 C 0.0233(5) 1.0943(4) 0.1506(4) 0.0384(13) Uani 1 1 d . . . C12 C 0.1864(5) 0.5639(4) 0.6628(4) 0.0427(13) Uani 1 1 d . . . C13 C 0.0325(5) 0.5994(4) 0.1518(4) 0.0403(13) Uani 1 1 d . . . C14 C 0.0894(5) 0.6051(3) 0.4777(4) 0.0382(12) Uani 1 1 d . . . C15 C -0.1999(5) 0.9581(4) 0.4981(4) 0.0457(14) Uani 1 1 d . . . C16 C 0.2682(5) 0.2806(4) 0.2273(4) 0.0428(13) Uani 1 1 d . . . C17 C -0.0069(5) 0.6335(4) 0.0590(4) 0.0486(15) Uani 1 1 d . . . H17A H 0.0611 0.6763 0.0589 0.058 Uiso 1 1 calc R . . H17B H -0.0422 0.5768 -0.0018 0.058 Uiso 1 1 calc R . . C18 C 0.0776(5) 0.1511(4) 0.0962(4) 0.0498(15) Uani 1 1 d . . . H18A H 0.1231 0.1162 0.0737 0.060 Uiso 1 1 calc R . . H18B H 0.0156 0.1543 0.0359 0.060 Uiso 1 1 calc R . . C19 C -0.2424(5) 0.7302(4) 0.0407(4) 0.0449(14) Uani 1 1 d . . . C20 C 0.0865(5) 0.6581(4) 0.7338(4) 0.0536(15) Uani 1 1 d . . . H20 H 0.0377 0.6965 0.7282 0.064 Uiso 1 1 calc R . . C21 C 0.2345(5) 0.5423(4) 0.7544(4) 0.0496(15) Uani 1 1 d . . . H21 H 0.2826 0.5032 0.7622 0.059 Uiso 1 1 calc R . . C22 C 0.2091(5) 0.5800(5) 0.8320(4) 0.0570(16) Uani 1 1 d . . . H22 H 0.2427 0.5675 0.8937 0.068 Uiso 1 1 calc R . . C23 C -0.2084(5) 0.6501(4) 0.0114(4) 0.0427(13) Uani 1 1 d . . . C25 C -0.1762(6) 1.0492(5) 0.6891(5) 0.0623(17) Uani 1 1 d . . . H25 H -0.1680 1.0786 0.7539 0.075 Uiso 1 1 calc R . . C26 C -0.1160(5) 1.1010(4) 0.6484(4) 0.0554(16) Uani 1 1 d . . . H26 H -0.0683 1.1658 0.6846 0.067 Uiso 1 1 calc R . . C27 C 0.1368(6) 0.6349(4) 0.8225(4) 0.0601(17) Uani 1 1 d . . . H27 H 0.1206 0.6576 0.8770 0.072 Uiso 1 1 calc R . . C28 C -0.2624(5) 0.9071(4) 0.5407(4) 0.0553(16) Uani 1 1 d . . . H28 H -0.3121 0.8427 0.5053 0.066 Uiso 1 1 calc R . . C29 C 0.3519(6) 0.2331(5) 0.2465(5) 0.0605(17) Uani 1 1 d . . . H29 H 0.3343 0.1679 0.2100 0.073 Uiso 1 1 calc R . . C30 C 0.4053(6) 0.4333(5) 0.3550(5) 0.0632(17) Uani 1 1 d . . . H30 H 0.4229 0.4992 0.3894 0.076 Uiso 1 1 calc R . . C32 C -0.2492(6) 0.9540(5) 0.6360(5) 0.0657(18) Uani 1 1 d . . . H32 H -0.2905 0.9206 0.6652 0.079 Uiso 1 1 calc R . . C33 C 0.4876(6) 0.3858(5) 0.3762(6) 0.073(2) Uani 1 1 d . . . H33 H 0.5628 0.4199 0.4281 0.088 Uiso 1 1 calc R . . C34 C -0.2882(7) 0.5589(5) -0.0519(5) 0.074(2) Uani 1 1 d . . . H34 H -0.2650 0.5053 -0.0702 0.089 Uiso 1 1 calc R . . C35 C 0.4614(7) 0.2873(6) 0.3217(6) 0.075(2) Uani 1 1 d . . . H35 H 0.5201 0.2584 0.3373 0.090 Uiso 1 1 calc R . . C36 C -0.3581(7) 0.7220(5) 0.0092(6) 0.083(2) Uani 1 1 d . . . H36 H -0.3816 0.7746 0.0302 0.099 Uiso 1 1 calc R . . C39 C -0.4003(9) 0.5530(6) -0.0848(7) 0.109(3) Uani 1 1 d . . . H39 H -0.4570 0.4936 -0.1298 0.131 Uiso 1 1 calc R . . C40 C -0.4377(7) 0.6319(7) -0.0552(7) 0.123(4) Uani 1 1 d . . . H40 H -0.5175 0.6230 -0.0796 0.147 Uiso 1 1 calc R . . C41 C 0.3683(9) 0.7227(7) 0.3977(8) 0.150(4) Uani 1 1 d U . . H41A H 0.3240 0.7654 0.3764 0.226 Uiso 1 1 calc R . . H41B H 0.4476 0.7514 0.4091 0.226 Uiso 1 1 calc R . . H41C H 0.3681 0.7140 0.4598 0.226 Uiso 1 1 calc R . . H10D H -0.322(5) 0.994(5) 0.105(4) 0.10(3) Uiso 1 1 d D . . N1 N -0.0262(4) 1.0806(3) 0.2736(3) 0.0385(10) Uani 1 1 d . . . N2 N 0.0372(4) 1.1441(3) 0.2404(3) 0.0425(11) Uani 1 1 d . . . N3 N -0.1418(4) 0.8090(3) 0.1007(3) 0.0417(11) Uani 1 1 d . . . N4 N -0.0501(4) 0.7811(3) 0.1084(3) 0.0449(11) Uani 1 1 d . . . N5 N -0.0909(4) 0.6858(3) 0.0545(3) 0.0412(11) Uani 1 1 d . . . N6 N 0.0616(4) 0.6035(3) 0.3075(3) 0.0407(11) Uani 1 1 d . . . N7 N 0.0076(4) 0.6367(3) 0.2254(3) 0.0453(11) Uani 1 1 d . . . N8 N 0.2091(4) 0.5292(3) 0.5817(3) 0.0417(11) Uani 1 1 d . . . H8 H 0.2542 0.4935 0.5895 0.050 Uiso 1 1 calc R . . N9 N 0.1920(4) 0.4014(3) 0.2417(3) 0.0384(10) Uani 1 1 d . . . N10 N 0.1082(4) 0.3238(3) 0.1701(3) 0.0399(11) Uani 1 1 d . . . N11 N 0.1533(4) 0.2508(3) 0.1611(3) 0.0383(11) Uani 1 1 d . . . N12 N -0.2096(4) 0.9143(3) 0.4028(3) 0.0448(11) Uani 1 1 d . . . H8A H -0.2542 0.8541 0.3721 0.054 Uiso 1 1 calc R . . N14 N 0.7057(5) 0.6668(4) 0.3711(4) 0.0605(14) Uani 1 1 d . . . N15 N 0.2618(11) 0.9025(9) 0.0900(8) 0.136(4) Uani 1 1 d . . . O1 O -0.1717(3) 0.9067(2) 0.2673(3) 0.0505(10) Uani 1 1 d . . . O2 O -0.0333(3) 1.0044(2) 0.1024(3) 0.0511(10) Uani 1 1 d . . . O3 O 0.1979(3) 0.5091(3) 0.4253(3) 0.0499(10) Uani 1 1 d . . . O4 O 0.0909(3) 0.5393(3) 0.1520(2) 0.0479(10) Uani 1 1 d . . . O5 O 0.2041(11) 0.8480(8) 0.0144(9) 0.264(7) Uani 1 1 d . . . O6 O 0.2947(13) 0.8704(10) 0.1589(10) 0.270(7) Uani 1 1 d . . . O7 O 0.6517(4) 0.7178(3) 0.3258(4) 0.0936(17) Uani 1 1 d . . . O8 O 0.6456(4) 0.5847(3) 0.3641(4) 0.0880(16) Uani 1 1 d . . . O9 O 0.8125(4) 0.6965(3) 0.4184(4) 0.0779(14) Uani 1 1 d . . . O10 O -0.2812(5) 0.9657(4) 0.0799(4) 0.0931(16) Uani 1 1 d D . . H10A H -0.2825 0.9697 0.0253 0.140 Uiso 1 1 calc RD . . O11 O 0.3206(4) 0.6366(3) 0.3258(4) 0.0937(16) Uani 1 1 d U . . O12 O 0.2898(10) 0.9864(7) 0.1030(7) 0.204(5) 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 0.0570(5) 0.0361(4) 0.0359(4) 0.0118(3) 0.0239(3) 0.0209(3) Cu2 0.0658(5) 0.0286(4) 0.0368(4) 0.0085(3) 0.0294(3) 0.0112(3) C1 0.048(4) 0.033(3) 0.039(3) 0.008(2) 0.023(3) 0.012(3) C2 0.061(4) 0.028(3) 0.032(3) 0.012(2) 0.027(3) 0.018(3) C3 0.057(4) 0.030(3) 0.032(3) 0.011(2) 0.026(3) 0.012(2) C4 0.052(4) 0.036(3) 0.045(3) 0.017(3) 0.025(3) 0.016(3) C5 0.051(4) 0.039(3) 0.032(3) 0.013(2) 0.021(3) 0.015(3) C6 0.061(4) 0.044(3) 0.037(3) 0.017(2) 0.026(3) 0.027(3) C7 0.034(3) 0.045(3) 0.041(3) 0.020(3) 0.020(3) 0.008(3) C8 0.064(4) 0.033(3) 0.047(3) 0.015(3) 0.033(3) 0.016(3) C9 0.052(4) 0.048(3) 0.041(3) 0.019(3) 0.030(3) 0.024(3) C10 0.052(4) 0.038(3) 0.040(3) 0.014(2) 0.025(3) 0.024(3) C11 0.061(4) 0.027(3) 0.036(3) 0.011(2) 0.029(3) 0.015(3) C12 0.046(4) 0.039(3) 0.037(3) 0.007(2) 0.017(3) 0.009(3) C13 0.055(4) 0.029(3) 0.038(3) 0.010(2) 0.020(3) 0.018(3) C14 0.056(4) 0.033(3) 0.032(3) 0.014(2) 0.020(3) 0.021(3) C15 0.062(4) 0.051(4) 0.041(3) 0.021(3) 0.032(3) 0.025(3) C16 0.056(4) 0.039(3) 0.045(3) 0.014(3) 0.034(3) 0.011(3) C17 0.080(4) 0.046(3) 0.036(3) 0.017(3) 0.032(3) 0.034(3) C18 0.078(4) 0.037(3) 0.037(3) 0.011(2) 0.033(3) 0.012(3) C19 0.050(4) 0.038(3) 0.039(3) 0.011(3) 0.015(3) 0.010(3) C20 0.063(4) 0.057(4) 0.043(3) 0.012(3) 0.026(3) 0.021(3) C21 0.057(4) 0.056(4) 0.034(3) 0.020(3) 0.013(3) 0.024(3) C22 0.068(5) 0.073(4) 0.034(3) 0.026(3) 0.021(3) 0.023(4) C23 0.057(4) 0.034(3) 0.034(3) 0.011(2) 0.018(3) 0.011(3) C25 0.085(5) 0.073(5) 0.048(4) 0.020(3) 0.047(4) 0.026(4) C26 0.080(5) 0.062(4) 0.039(3) 0.018(3) 0.038(3) 0.028(3) C27 0.078(5) 0.064(4) 0.044(4) 0.014(3) 0.038(3) 0.013(4) C28 0.059(4) 0.055(4) 0.060(4) 0.027(3) 0.035(3) 0.010(3) C29 0.087(5) 0.047(4) 0.085(5) 0.032(4) 0.060(4) 0.041(4) C30 0.072(5) 0.052(4) 0.073(4) 0.024(3) 0.036(4) 0.020(4) C32 0.078(5) 0.085(5) 0.065(4) 0.040(4) 0.053(4) 0.033(4) C33 0.054(5) 0.073(5) 0.096(5) 0.032(4) 0.035(4) 0.018(4) C34 0.078(5) 0.050(4) 0.065(5) 0.000(3) 0.017(4) 0.011(4) C35 0.070(5) 0.088(6) 0.100(6) 0.051(5) 0.050(5) 0.047(5) C36 0.075(6) 0.057(5) 0.110(6) 0.010(4) 0.045(5) 0.017(4) C39 0.099(7) 0.051(5) 0.117(7) -0.014(4) 0.021(6) -0.005(5) C40 0.058(6) 0.088(7) 0.169(9) -0.005(6) 0.024(6) 0.012(5) C41 0.162(7) 0.123(7) 0.128(7) 0.041(5) 0.047(5) 0.005(5) N1 0.057(3) 0.029(2) 0.037(2) 0.0124(19) 0.029(2) 0.013(2) N2 0.067(3) 0.030(2) 0.039(2) 0.012(2) 0.034(2) 0.012(2) N3 0.061(3) 0.032(3) 0.039(2) 0.012(2) 0.028(2) 0.017(2) N4 0.068(3) 0.031(3) 0.041(3) 0.011(2) 0.031(2) 0.013(2) N5 0.073(4) 0.035(3) 0.024(2) 0.0139(19) 0.023(2) 0.027(2) N6 0.055(3) 0.039(3) 0.031(2) 0.0118(19) 0.020(2) 0.016(2) N7 0.078(3) 0.039(3) 0.036(2) 0.020(2) 0.031(2) 0.034(2) N8 0.045(3) 0.048(3) 0.038(2) 0.017(2) 0.018(2) 0.026(2) N9 0.042(3) 0.042(3) 0.035(2) 0.012(2) 0.020(2) 0.014(2) N10 0.055(3) 0.035(3) 0.036(2) 0.012(2) 0.027(2) 0.010(2) N11 0.060(3) 0.026(2) 0.037(2) 0.0090(19) 0.032(2) 0.012(2) N12 0.054(3) 0.039(3) 0.043(3) 0.013(2) 0.027(2) 0.007(2) N14 0.063(4) 0.054(4) 0.065(4) 0.024(3) 0.025(3) 0.022(3) N15 0.216(12) 0.122(8) 0.093(7) 0.040(7) 0.070(8) 0.092(9) O1 0.076(3) 0.034(2) 0.043(2) 0.0040(17) 0.036(2) 0.0100(19) O2 0.086(3) 0.026(2) 0.045(2) 0.0083(17) 0.039(2) 0.0100(19) O3 0.065(3) 0.057(2) 0.038(2) 0.0147(18) 0.027(2) 0.031(2) O4 0.074(3) 0.042(2) 0.038(2) 0.0120(17) 0.030(2) 0.029(2) O5 0.282(13) 0.181(10) 0.200(11) -0.049(9) 0.017(10) 0.096(9) O6 0.438(18) 0.368(17) 0.268(13) 0.239(13) 0.273(14) 0.278(15) O7 0.079(4) 0.061(3) 0.107(4) 0.041(3) 0.006(3) 0.011(3) O8 0.076(3) 0.056(3) 0.146(5) 0.056(3) 0.050(3) 0.023(3) O9 0.050(3) 0.070(3) 0.092(4) 0.025(3) 0.014(3) 0.011(2) O10 0.105(4) 0.087(4) 0.079(4) 0.033(3) 0.025(3) 0.041(3) O11 0.083(3) 0.060(3) 0.112(4) 0.016(3) 0.033(3) 0.004(3) O12 0.274(11) 0.118(7) 0.160(8) 0.024(6) 0.052(7) 0.052(8) _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 N6 1.932(4) . ? Cu1 O4 1.953(3) . ? Cu1 O3 1.975(3) . ? Cu1 N9 1.985(4) . ? Cu1 O11 2.261(5) . ? Cu2 O1 1.939(3) . ? Cu2 O2 1.940(3) . ? Cu2 N1 1.949(4) . ? Cu2 N3 1.999(4) . ? Cu2 O10 2.252(5) . ? C1 C6 1.401(7) . ? C1 C12 1.407(7) . ? C1 C20 1.426(7) . ? C2 C8 1.351(6) . ? C2 C3 1.444(6) . ? C2 C4 1.461(7) . ? C3 N1 1.267(5) . ? C3 H3 0.9300 . ? C4 O1 1.264(6) . ? C4 N12 1.347(6) . ? C5 O3 1.263(6) . ? C5 N8 1.356(6) . ? C5 C14 1.443(7) . ? C6 C14 1.374(7) . ? C6 H6 0.9300 . ? C7 C16 1.358(7) . ? C7 N9 1.390(6) . ? C7 C30 1.394(8) . ? C8 C9 1.405(7) . ? C8 H12 0.9300 . ? C9 C15 1.403(7) . ? C9 C26 1.423(7) . ? C10 N6 1.295(6) . ? C10 C14 1.450(6) . ? C10 H10 0.9300 . ? C11 O2 1.263(5) . ? C11 N2 1.313(6) . ? C11 C18 1.517(7) 1_565 ? C12 N8 1.377(6) . ? C12 C21 1.399(7) . ? C13 O4 1.284(6) . ? C13 N7 1.310(6) . ? C13 C17 1.504(6) . ? C15 N12 1.382(6) . ? C15 C28 1.393(7) . ? C16 N11 1.352(7) . ? C16 C29 1.389(8) . ? C17 N5 1.456(6) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 N11 1.461(6) . ? C18 C11 1.517(7) 1_545 ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C36 1.367(8) . ? C19 N3 1.375(7) . ? C19 C23 1.391(7) . ? C20 C27 1.380(8) . ? C20 H20 0.9300 . ? C21 C22 1.367(7) . ? C21 H21 0.9300 . ? C22 C27 1.352(8) . ? C22 H22 0.9300 . ? C23 N5 1.342(6) . ? C23 C34 1.382(8) . ? C25 C26 1.358(8) . ? C25 C32 1.375(8) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C32 1.376(8) . ? C28 H28 0.9300 . ? C29 C35 1.364(9) . ? C29 H29 0.9300 . ? C30 C33 1.374(8) . ? C30 H30 0.9300 . ? C32 H32 0.9300 . ? C33 C35 1.404(9) . ? C33 H33 0.9300 . ? C34 C39 1.329(10) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 C40 1.374(10) . ? C36 H36 0.9300 . ? C39 C40 1.406(11) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 O11 1.321(10) . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? N1 N2 1.398(5) . ? N3 N4 1.317(5) . ? N4 N5 1.337(5) . ? N6 N7 1.399(5) . ? N8 H8 0.8600 . ? N9 N10 1.310(5) . ? N10 N11 1.336(5) . ? N12 H8A 0.8600 . ? N14 O9 1.222(6) . ? N14 O8 1.247(6) . ? N14 O7 1.256(6) . ? N15 O5 1.099(11) . ? N15 O12 1.159(11) . ? N15 O6 1.184(11) . ? O10 H10D 0.881(10) . ? O10 H10A 0.8200 . ? 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 O4 80.89(16) . . ? N6 Cu1 O3 91.30(16) . . ? O4 Cu1 O3 172.11(15) . . ? N6 Cu1 N9 161.29(18) . . ? O4 Cu1 N9 95.54(15) . . ? O3 Cu1 N9 91.50(15) . . ? N6 Cu1 O11 99.16(18) . . ? O4 Cu1 O11 87.05(18) . . ? O3 Cu1 O11 95.39(18) . . ? N9 Cu1 O11 98.99(18) . . ? O1 Cu2 O2 172.46(15) . . ? O1 Cu2 N1 91.67(15) . . ? O2 Cu2 N1 81.15(15) . . ? O1 Cu2 N3 91.29(15) . . ? O2 Cu2 N3 94.75(16) . . ? N1 Cu2 N3 160.51(19) . . ? O1 Cu2 O10 91.36(19) . . ? O2 Cu2 O10 92.24(19) . . ? N1 Cu2 O10 101.0(2) . . ? N3 Cu2 O10 98.2(2) . . ? C6 C1 C12 117.7(4) . . ? C6 C1 C20 123.1(5) . . ? C12 C1 C20 119.2(5) . . ? C8 C2 C3 120.0(5) . . ? C8 C2 C4 118.3(5) . . ? C3 C2 C4 121.7(4) . . ? N1 C3 C2 124.1(5) . . ? N1 C3 H3 118.0 . . ? C2 C3 H3 118.0 . . ? O1 C4 N12 118.1(5) . . ? O1 C4 C2 125.5(5) . . ? N12 C4 C2 116.4(4) . . ? O3 C5 N8 116.8(5) . . ? O3 C5 C14 126.7(5) . . ? N8 C5 C14 116.5(4) . . ? C14 C6 C1 123.2(5) . . ? C14 C6 H6 118.4 . . ? C1 C6 H6 118.4 . . ? C16 C7 N9 108.1(5) . . ? C16 C7 C30 122.3(5) . . ? N9 C7 C30 129.6(5) . . ? C2 C8 C9 124.0(5) . . ? C2 C8 H12 118.0 . . ? C9 C8 H12 118.0 . . ? C15 C9 C8 117.5(5) . . ? C15 C9 C26 118.1(5) . . ? C8 C9 C26 124.4(5) . . ? N6 C10 C14 123.0(5) . . ? N6 C10 H10 118.5 . . ? C14 C10 H10 118.5 . . ? O2 C11 N2 127.6(5) . . ? O2 C11 C18 115.6(4) . 1_565 ? N2 C11 C18 116.8(4) . 1_565 ? N8 C12 C21 121.8(5) . . ? N8 C12 C1 118.1(5) . . ? C21 C12 C1 120.1(5) . . ? O4 C13 N7 126.6(5) . . ? O4 C13 C17 116.4(4) . . ? N7 C13 C17 116.9(5) . . ? C6 C14 C5 118.7(5) . . ? C6 C14 C10 119.3(5) . . ? C5 C14 C10 122.0(4) . . ? N12 C15 C28 120.9(5) . . ? N12 C15 C9 118.1(5) . . ? C28 C15 C9 121.1(5) . . ? N11 C16 C7 105.0(5) . . ? N11 C16 C29 132.7(5) . . ? C7 C16 C29 122.3(6) . . ? N5 C17 C13 113.5(4) . . ? N5 C17 H17A 108.9 . . ? C13 C17 H17A 108.9 . . ? N5 C17 H17B 108.9 . . ? C13 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? N11 C18 C11 112.5(4) . 1_545 ? N11 C18 H18A 109.1 . . ? C11 C18 H18A 109.1 1_545 . ? N11 C18 H18B 109.1 . . ? C11 C18 H18B 109.1 1_545 . ? H18A C18 H18B 107.8 . . ? C36 C19 N3 131.5(6) . . ? C36 C19 C23 121.2(6) . . ? N3 C19 C23 107.3(5) . . ? C27 C20 C1 118.2(6) . . ? C27 C20 H20 120.9 . . ? C1 C20 H20 120.9 . . ? C22 C21 C12 118.6(5) . . ? C22 C21 H21 120.7 . . ? C12 C21 H21 120.7 . . ? C27 C22 C21 122.5(5) . . ? C27 C22 H22 118.8 . . ? C21 C22 H22 118.8 . . ? N5 C23 C34 132.9(6) . . ? N5 C23 C19 104.4(5) . . ? C34 C23 C19 122.6(6) . . ? C26 C25 C32 121.1(5) . . ? C26 C25 H25 119.4 . . ? C32 C25 H25 119.4 . . ? C25 C26 C9 119.7(6) . . ? C25 C26 H26 120.1 . . ? C9 C26 H26 120.1 . . ? C22 C27 C20 121.4(5) . . ? C22 C27 H27 119.3 . . ? C20 C27 H27 119.3 . . ? C32 C28 C15 118.6(6) . . ? C32 C28 H28 120.7 . . ? C15 C28 H28 120.7 . . ? C35 C29 C16 116.3(6) . . ? C35 C29 H29 121.9 . . ? C16 C29 H29 121.9 . . ? C33 C30 C7 115.6(6) . . ? C33 C30 H30 122.2 . . ? C7 C30 H30 122.2 . . ? C25 C32 C28 121.4(6) . . ? C25 C32 H32 119.3 . . ? C28 C32 H32 119.3 . . ? C30 C33 C35 121.9(7) . . ? C30 C33 H33 119.0 . . ? C35 C33 H33 119.0 . . ? C39 C34 C23 115.4(7) . . ? C39 C34 H34 122.3 . . ? C23 C34 H34 122.3 . . ? C29 C35 C33 121.6(6) . . ? C29 C35 H35 119.2 . . ? C33 C35 H35 119.2 . . ? C19 C36 C40 116.3(7) . . ? C19 C36 H36 121.9 . . ? C40 C36 H36 121.9 . . ? C34 C39 C40 123.4(7) . . ? C34 C39 H39 118.3 . . ? C40 C39 H39 118.3 . . ? C36 C40 C39 121.0(8) . . ? C36 C40 H40 119.5 . . ? C39 C40 H40 119.5 . . ? O11 C41 H41A 109.5 . . ? O11 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? O11 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C3 N1 N2 117.0(4) . . ? C3 N1 Cu2 128.8(4) . . ? N2 N1 Cu2 114.0(3) . . ? C11 N2 N1 107.7(4) . . ? N4 N3 C19 109.2(4) . . ? N4 N3 Cu2 117.0(3) . . ? C19 N3 Cu2 133.8(4) . . ? N3 N4 N5 106.9(4) . . ? N4 N5 C23 112.2(4) . . ? N4 N5 C17 118.3(5) . . ? C23 N5 C17 129.1(4) . . ? C10 N6 N7 114.8(4) . . ? C10 N6 Cu1 129.8(4) . . ? N7 N6 Cu1 115.3(3) . . ? C13 N7 N6 107.7(4) . . ? C5 N8 C12 125.7(5) . . ? C5 N8 H8 117.1 . . ? C12 N8 H8 117.1 . . ? N10 N9 C7 108.0(4) . . ? N10 N9 Cu1 118.6(3) . . ? C7 N9 Cu1 133.0(3) . . ? N9 N10 N11 107.8(4) . . ? N10 N11 C16 111.1(4) . . ? N10 N11 C18 120.6(5) . . ? C16 N11 C18 127.7(4) . . ? C4 N12 C15 125.7(5) . . ? C4 N12 H8A 117.2 . . ? C15 N12 H8A 117.2 . . ? O9 N14 O8 122.0(5) . . ? O9 N14 O7 120.9(5) . . ? O8 N14 O7 117.1(6) . . ? O5 N15 O12 123.1(14) . . ? O5 N15 O6 115.9(15) . . ? O12 N15 O6 121.0(14) . . ? C4 O1 Cu2 127.8(3) . . ? C11 O2 Cu2 109.4(3) . . ? C5 O3 Cu1 126.9(3) . . ? C13 O4 Cu1 109.3(3) . . ? Cu2 O10 H10D 124(4) . . ? Cu2 O10 H10A 109.5 . . ? H10D O10 H10A 120.0 . . ? C41 O11 Cu1 126.7(6) . . ? 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 C8 C2 C3 N1 -177.3(5) . . . . ? C4 C2 C3 N1 5.9(8) . . . . ? C8 C2 C4 O1 -176.1(5) . . . . ? C3 C2 C4 O1 0.7(8) . . . . ? C8 C2 C4 N12 2.4(7) . . . . ? C3 C2 C4 N12 179.2(5) . . . . ? C12 C1 C6 C14 -2.3(8) . . . . ? C20 C1 C6 C14 178.6(5) . . . . ? C3 C2 C8 C9 178.7(5) . . . . ? C4 C2 C8 C9 -4.4(8) . . . . ? C2 C8 C9 C15 3.7(8) . . . . ? C2 C8 C9 C26 -177.2(5) . . . . ? C6 C1 C12 N8 0.8(7) . . . . ? C20 C1 C12 N8 179.9(5) . . . . ? C6 C1 C12 C21 -178.4(5) . . . . ? C20 C1 C12 C21 0.7(8) . . . . ? C1 C6 C14 C5 2.2(8) . . . . ? C1 C6 C14 C10 -178.4(5) . . . . ? O3 C5 C14 C6 179.1(5) . . . . ? N8 C5 C14 C6 -0.5(7) . . . . ? O3 C5 C14 C10 -0.3(8) . . . . ? N8 C5 C14 C10 -179.9(5) . . . . ? N6 C10 C14 C6 177.0(5) . . . . ? N6 C10 C14 C5 -3.6(8) . . . . ? C8 C9 C15 N12 -0.9(8) . . . . ? C26 C9 C15 N12 180.0(5) . . . . ? C8 C9 C15 C28 179.7(5) . . . . ? C26 C9 C15 C28 0.5(8) . . . . ? N9 C7 C16 N11 0.4(5) . . . . ? C30 C7 C16 N11 179.6(5) . . . . ? N9 C7 C16 C29 179.9(5) . . . . ? C30 C7 C16 C29 -0.9(8) . . . . ? O4 C13 C17 N5 168.9(5) . . . . ? N7 C13 C17 N5 -13.5(7) . . . . ? C6 C1 C20 C27 178.7(5) . . . . ? C12 C1 C20 C27 -0.3(8) . . . . ? N8 C12 C21 C22 179.4(5) . . . . ? C1 C12 C21 C22 -1.4(8) . . . . ? C12 C21 C22 C27 1.9(9) . . . . ? C36 C19 C23 N5 178.9(5) . . . . ? N3 C19 C23 N5 -0.5(5) . . . . ? C36 C19 C23 C34 1.1(9) . . . . ? N3 C19 C23 C34 -178.3(5) . . . . ? C32 C25 C26 C9 -1.5(10) . . . . ? C15 C9 C26 C25 0.6(8) . . . . ? C8 C9 C26 C25 -178.5(6) . . . . ? C21 C22 C27 C20 -1.6(10) . . . . ? C1 C20 C27 C22 0.8(9) . . . . ? N12 C15 C28 C32 179.7(5) . . . . ? C9 C15 C28 C32 -0.9(9) . . . . ? N11 C16 C29 C35 -179.2(5) . . . . ? C7 C16 C29 C35 1.5(8) . . . . ? C16 C7 C30 C33 -0.9(8) . . . . ? N9 C7 C30 C33 178.1(5) . . . . ? C26 C25 C32 C28 1.1(10) . . . . ? C15 C28 C32 C25 0.1(9) . . . . ? C7 C30 C33 C35 2.1(9) . . . . ? N5 C23 C34 C39 -175.9(7) . . . . ? C19 C23 C34 C39 1.3(10) . . . . ? C16 C29 C35 C33 -0.3(9) . . . . ? C30 C33 C35 C29 -1.6(10) . . . . ? N3 C19 C36 C40 177.1(7) . . . . ? C23 C19 C36 C40 -2.1(10) . . . . ? C23 C34 C39 C40 -2.5(13) . . . . ? C19 C36 C40 C39 1.0(13) . . . . ? C34 C39 C40 C36 1.4(16) . . . . ? C2 C3 N1 N2 176.4(4) . . . . ? C2 C3 N1 Cu2 -9.4(8) . . . . ? O1 Cu2 N1 C3 5.7(5) . . . . ? O2 Cu2 N1 C3 -172.0(5) . . . . ? N3 Cu2 N1 C3 -92.9(7) . . . . ? O10 Cu2 N1 C3 97.4(5) . . . . ? O1 Cu2 N1 N2 -180.0(3) . . . . ? O2 Cu2 N1 N2 2.3(3) . . . . ? N3 Cu2 N1 N2 81.4(6) . . . . ? O10 Cu2 N1 N2 -88.3(4) . . . . ? O2 C11 N2 N1 -2.2(8) . . . . ? C18 C11 N2 N1 175.6(4) 1_565 . . . ? C3 N1 N2 C11 174.1(5) . . . . ? Cu2 N1 N2 C11 -1.0(5) . . . . ? C36 C19 N3 N4 -178.9(6) . . . . ? C23 C19 N3 N4 0.4(5) . . . . ? C36 C19 N3 Cu2 3.1(9) . . . . ? C23 C19 N3 Cu2 -177.6(3) . . . . ? O1 Cu2 N3 N4 -113.2(3) . . . . ? O2 Cu2 N3 N4 62.3(3) . . . . ? N1 Cu2 N3 N4 -14.5(7) . . . . ? O10 Cu2 N3 N4 155.3(3) . . . . ? O1 Cu2 N3 C19 64.7(5) . . . . ? O2 Cu2 N3 C19 -119.8(5) . . . . ? N1 Cu2 N3 C19 163.4(5) . . . . ? O10 Cu2 N3 C19 -26.9(5) . . . . ? C19 N3 N4 N5 -0.2(5) . . . . ? Cu2 N3 N4 N5 178.2(3) . . . . ? N3 N4 N5 C23 -0.2(5) . . . . ? N3 N4 N5 C17 -173.6(4) . . . . ? C34 C23 N5 N4 177.9(6) . . . . ? C19 C23 N5 N4 0.4(5) . . . . ? C34 C23 N5 C17 -9.6(9) . . . . ? C19 C23 N5 C17 172.9(4) . . . . ? C13 C17 N5 N4 82.0(6) . . . . ? C13 C17 N5 C23 -90.1(6) . . . . ? C14 C10 N6 N7 -177.2(4) . . . . ? C14 C10 N6 Cu1 7.6(8) . . . . ? O4 Cu1 N6 C10 172.7(5) . . . . ? O3 Cu1 N6 C10 -6.2(5) . . . . ? N9 Cu1 N6 C10 92.4(7) . . . . ? O11 Cu1 N6 C10 -101.8(5) . . . . ? O4 Cu1 N6 N7 -2.5(3) . . . . ? O3 Cu1 N6 N7 178.6(3) . . . . ? N9 Cu1 N6 N7 -82.8(6) . . . . ? O11 Cu1 N6 N7 83.0(4) . . . . ? O4 C13 N7 N6 3.2(7) . . . . ? C17 C13 N7 N6 -174.1(4) . . . . ? C10 N6 N7 C13 -175.3(4) . . . . ? Cu1 N6 N7 C13 0.7(5) . . . . ? O3 C5 N8 C12 179.4(5) . . . . ? C14 C5 N8 C12 -1.0(8) . . . . ? C21 C12 N8 C5 -179.9(5) . . . . ? C1 C12 N8 C5 0.9(8) . . . . ? C16 C7 N9 N10 -0.5(5) . . . . ? C30 C7 N9 N10 -179.6(5) . . . . ? C16 C7 N9 Cu1 171.9(3) . . . . ? C30 C7 N9 Cu1 -7.2(8) . . . . ? N6 Cu1 N9 N10 17.7(7) . . . . ? O4 Cu1 N9 N10 -60.1(3) . . . . ? O3 Cu1 N9 N10 116.3(3) . . . . ? O11 Cu1 N9 N10 -148.0(3) . . . . ? N6 Cu1 N9 C7 -154.0(5) . . . . ? O4 Cu1 N9 C7 128.1(4) . . . . ? O3 Cu1 N9 C7 -55.5(4) . . . . ? O11 Cu1 N9 C7 40.2(4) . . . . ? C7 N9 N10 N11 0.3(5) . . . . ? Cu1 N9 N10 N11 -173.3(3) . . . . ? N9 N10 N11 C16 -0.1(5) . . . . ? N9 N10 N11 C18 172.3(4) . . . . ? C7 C16 N11 N10 -0.2(5) . . . . ? C29 C16 N11 N10 -179.7(5) . . . . ? C7 C16 N11 C18 -171.9(4) . . . . ? C29 C16 N11 C18 8.7(9) . . . . ? C11 C18 N11 N10 -84.5(6) 1_545 . . . ? C11 C18 N11 C16 86.5(6) 1_545 . . . ? O1 C4 N12 C15 178.8(5) . . . . ? C2 C4 N12 C15 0.2(8) . . . . ? C28 C15 N12 C4 178.5(5) . . . . ? C9 C15 N12 C4 -1.0(8) . . . . ? N12 C4 O1 Cu2 178.2(3) . . . . ? C2 C4 O1 Cu2 -3.4(8) . . . . ? O2 Cu2 O1 C4 18.2(15) . . . . ? N1 Cu2 O1 C4 0.7(5) . . . . ? N3 Cu2 O1 C4 161.5(5) . . . . ? O10 Cu2 O1 C4 -100.3(5) . . . . ? N2 C11 O2 Cu2 4.1(7) . . . . ? C18 C11 O2 Cu2 -173.7(4) 1_565 . . . ? O1 Cu2 O2 C11 -20.8(14) . . . . ? N1 Cu2 O2 C11 -3.1(3) . . . . ? N3 Cu2 O2 C11 -163.9(4) . . . . ? O10 Cu2 O2 C11 97.6(4) . . . . ? N8 C5 O3 Cu1 179.7(3) . . . . ? C14 C5 O3 Cu1 0.2(8) . . . . ? N6 Cu1 O3 C5 2.2(4) . . . . ? O4 Cu1 O3 C5 -6.1(14) . . . . ? N9 Cu1 O3 C5 -159.3(4) . . . . ? O11 Cu1 O3 C5 101.5(4) . . . . ? N7 C13 O4 Cu1 -5.3(7) . . . . ? C17 C13 O4 Cu1 172.1(4) . . . . ? N6 Cu1 O4 C13 3.8(3) . . . . ? O3 Cu1 O4 C13 12.2(13) . . . . ? N9 Cu1 O4 C13 165.3(3) . . . . ? O11 Cu1 O4 C13 -96.0(4) . . . . ? N6 Cu1 O11 C41 36.6(7) . . . . ? O4 Cu1 O11 C41 116.8(7) . . . . ? O3 Cu1 O11 C41 -55.6(7) . . . . ? N9 Cu1 O11 C41 -148.0(7) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.572 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.081