# 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_{[Cu2(bptz-)(C2H4)2]ClO4}2 _database_code_depnum_ccdc_archive 'CCDC 905863' #TrackingRef '(a) revised CCDC -905863.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H16 Cl Cu2 N6 O4' _chemical_formula_sum 'C16 H16 Cl Cu2 N6 O4' _chemical_formula_weight 518.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 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 17.978(10) _cell_length_b 5.116(3) _cell_length_c 22.301(13) _cell_angle_alpha 90.00 _cell_angle_beta 115.142(6) _cell_angle_gamma 90.00 _cell_volume 1856.7(18) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3831 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.856 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 2.473 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.773 _exptl_absorpt_correction_T_max 0.884 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120.1 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_reflns_number 13451 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0472 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.45 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4245 _reflns_number_gt 3155 _reflns_threshold_expression >2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0387P)^2^+4.4307P] 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 4245 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0827 _refine_ls_R_factor_gt 0.0514 _refine_ls_wR_factor_ref 0.1135 _refine_ls_wR_factor_gt 0.1043 _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_restrained_S_all 1.116 _refine_ls_shift/su_max 0.002 _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 0.92902(3) 0.06812(11) 0.07355(2) 0.01508(14) Uani 1 1 d . . . Cu2 Cu 1.06004(3) 0.06452(11) 0.41836(2) 0.01613(14) Uani 1 1 d . . . Cl1 Cl 1.00355(7) 0.23327(19) 0.24792(5) 0.0214(2) Uani 1 1 d . . . O1 O 1.0867(2) 0.2863(8) 0.25344(19) 0.0447(10) Uani 1 1 d . . . O2 O 0.9483(2) 0.3539(7) 0.18800(17) 0.0368(9) Uani 1 1 d . . . O3 O 0.9998(3) 0.3389(7) 0.30508(19) 0.0463(10) Uani 1 1 d . . . O4 O 0.9915(2) -0.0443(6) 0.24515(15) 0.0254(7) Uani 1 1 d . . . N1 N 1.0473(2) -0.0310(7) 0.11157(16) 0.0155(7) Uani 1 1 d . . . N2 N 0.9639(2) 0.3390(7) 0.02885(16) 0.0140(7) Uani 1 1 d . . . N3 N 0.91570(19) 0.5244(7) -0.01678(16) 0.0148(7) Uani 1 1 d . . . N4 N 0.9411(2) -0.0271(7) 0.38625(16) 0.0155(7) Uani 1 1 d . . . N5 N 1.0320(2) 0.3355(7) 0.46822(17) 0.0155(7) Uani 1 1 d . . . N6 N 1.0832(2) 0.5170(7) 0.51277(16) 0.0159(8) Uani 1 1 d . . . C1 C 1.0858(3) -0.2188(9) 0.15610(19) 0.0182(9) Uani 1 1 d . . . H1 H 1.0548 -0.3277 0.1715 0.022 Uiso 1 1 calc R . . C2 C 1.1698(3) -0.2566(9) 0.1799(2) 0.0212(9) Uani 1 1 d . . . H2 H 1.1957 -0.3928 0.2108 0.025 Uiso 1 1 calc R . . C3 C 1.2158(2) -0.0970(9) 0.1590(2) 0.0210(10) Uani 1 1 d . . . H3 H 1.2735 -0.1215 0.1751 0.025 Uiso 1 1 calc R . . C4 C 1.1765(2) 0.1001(8) 0.1140(2) 0.0163(8) Uani 1 1 d . . . H4 H 1.2067 0.2150 0.0993 0.020 Uiso 1 1 calc R . . C5 C 1.0924(2) 0.1261(8) 0.09114(19) 0.0143(8) Uani 1 1 d . . . C6 C 1.0443(2) 0.3279(8) 0.04218(19) 0.0132(8) Uani 1 1 d . . . C8 C 0.8563(2) -0.1758(9) 0.0927(2) 0.0176(9) Uani 1 1 d . . . H8A H 0.8496 -0.3525 0.0730 0.021 Uiso 1 1 calc R . . H8B H 0.8610 -0.1755 0.1386 0.021 Uiso 1 1 calc R . . C9 C 0.8103(2) 0.0196(9) 0.0520(2) 0.0204(10) Uani 1 1 d . . . H9A H 0.7853 0.1471 0.0714 0.025 Uiso 1 1 calc R . . H9B H 0.7739 -0.0300 0.0058 0.025 Uiso 1 1 calc R . . C10 C 0.8981(3) -0.2102(9) 0.3422(2) 0.0190(9) Uani 1 1 d . . . H10 H 0.9262 -0.3244 0.3251 0.023 Uiso 1 1 calc R . . C11 C 0.8140(3) -0.2383(9) 0.3206(2) 0.0221(10) Uani 1 1 d . . . H11 H 0.7849 -0.3689 0.2891 0.027 Uiso 1 1 calc R . . C12 C 0.7727(3) -0.0744(9) 0.3455(2) 0.0208(9) Uani 1 1 d . . . H12 H 0.7151 -0.0915 0.3314 0.025 Uiso 1 1 calc R . . C13 C 0.8167(2) 0.1161(9) 0.3914(2) 0.0186(9) Uani 1 1 d . . . H13 H 0.7899 0.2319 0.4092 0.022 Uiso 1 1 calc R . . C14 C 0.9010(2) 0.1325(8) 0.41065(19) 0.0128(8) Uani 1 1 d . . . C15 C 0.9526(2) 0.3329(8) 0.45876(19) 0.0148(8) Uani 1 1 d . . . C17 C 1.1293(2) -0.1865(9) 0.3952(2) 0.0183(9) Uani 1 1 d . . . H17A H 1.1384 -0.3609 0.4164 0.022 Uiso 1 1 calc R . . H17B H 1.1204 -0.1912 0.3482 0.022 Uiso 1 1 calc R . . C18 C 1.1765(2) 0.0153(9) 0.4331(2) 0.0211(10) Uani 1 1 d . . . H18A H 1.1982 0.1406 0.4106 0.025 Uiso 1 1 calc R . . H18B H 1.2162 -0.0289 0.4787 0.025 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 Cu1 0.0134(2) 0.0164(3) 0.0170(3) 0.0023(2) 0.0080(2) -0.0022(2) Cu2 0.0165(3) 0.0161(3) 0.0194(3) -0.0021(2) 0.0110(2) 0.0029(2) Cl1 0.0296(5) 0.0147(4) 0.0169(4) 0.0011(4) 0.0070(4) 0.0006(5) O1 0.0258(18) 0.055(3) 0.049(2) 0.002(2) 0.0114(17) -0.0068(18) O2 0.038(2) 0.0239(18) 0.0299(19) 0.0071(15) -0.0035(16) 0.0006(16) O3 0.087(3) 0.027(2) 0.036(2) -0.0010(17) 0.037(2) 0.005(2) O4 0.0368(18) 0.0144(14) 0.0206(15) -0.0005(14) 0.0080(13) -0.0032(15) N1 0.0204(17) 0.0130(18) 0.0149(16) -0.0018(14) 0.0092(14) -0.0035(14) N2 0.0161(16) 0.0122(18) 0.0132(16) 0.0036(14) 0.0058(13) -0.0001(13) N3 0.0121(15) 0.0163(19) 0.0145(16) 0.0023(14) 0.0043(13) -0.0006(13) N4 0.0178(16) 0.0174(19) 0.0129(16) 0.0022(14) 0.0081(14) 0.0016(14) N5 0.0130(15) 0.0181(19) 0.0179(17) 0.0008(15) 0.0090(14) 0.0020(14) N6 0.0166(16) 0.019(2) 0.0143(16) -0.0009(14) 0.0091(14) 0.0033(14) C1 0.024(2) 0.017(2) 0.016(2) 0.0026(17) 0.0113(17) 0.0040(17) C2 0.026(2) 0.020(2) 0.014(2) 0.0015(17) 0.0046(17) 0.0052(19) C3 0.0159(19) 0.027(3) 0.016(2) -0.0010(19) 0.0036(16) 0.0061(18) C4 0.0152(18) 0.018(2) 0.0168(19) -0.0018(17) 0.0074(16) -0.0020(16) C5 0.0161(18) 0.015(2) 0.0114(18) -0.0011(15) 0.0059(15) -0.0009(16) C6 0.0152(18) 0.014(2) 0.0123(18) -0.0017(16) 0.0075(15) -0.0041(16) C8 0.0145(19) 0.017(2) 0.023(2) 0.0001(18) 0.0090(17) -0.0079(16) C9 0.0110(17) 0.024(3) 0.025(2) -0.0009(19) 0.0062(17) -0.0045(17) C10 0.025(2) 0.015(2) 0.018(2) 0.0005(17) 0.0093(17) 0.0056(17) C11 0.030(2) 0.020(2) 0.015(2) 0.0002(18) 0.0079(18) -0.0015(19) C12 0.021(2) 0.022(2) 0.018(2) 0.0027(19) 0.0068(17) 0.0002(19) C13 0.019(2) 0.025(3) 0.0158(19) 0.0000(18) 0.0113(17) 0.0008(18) C14 0.0153(18) 0.013(2) 0.0121(18) 0.0027(15) 0.0075(15) 0.0027(15) C15 0.0164(18) 0.014(2) 0.0145(19) 0.0018(16) 0.0075(16) 0.0016(16) C17 0.0197(19) 0.018(2) 0.020(2) -0.0032(18) 0.0116(17) 0.0040(17) C18 0.0158(19) 0.022(3) 0.027(2) 0.0006(18) 0.0099(18) 0.0048(17) _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 N2 1.959(3) . ? Cu1 C8 1.980(4) . ? Cu1 N1 1.992(4) . ? Cu1 C9 1.994(4) . ? Cu2 N5 1.972(4) . ? Cu2 C18 1.992(4) . ? Cu2 N4 2.000(4) . ? Cu2 C17 2.004(4) . ? Cl1 O3 1.412(4) . ? Cl1 O2 1.423(3) . ? Cl1 O4 1.434(3) . ? Cl1 O1 1.472(4) . ? N1 C1 1.343(5) . ? N1 C5 1.350(5) . ? N2 C6 1.348(5) . ? N2 N3 1.392(5) . ? N3 C6 1.325(5) 3_765 ? N4 C10 1.340(5) . ? N4 C14 1.348(5) . ? N5 C15 1.352(5) . ? N5 N6 1.386(5) . ? N6 C15 1.324(5) 3_766 ? C1 C2 1.385(6) . ? C1 H1 0.9500 . ? C2 C3 1.378(6) . ? C2 H2 0.9500 . ? C3 C4 1.386(6) . ? C3 H3 0.9500 . ? C4 C5 1.382(5) . ? C4 H4 0.9500 . ? C5 C6 1.484(6) . ? C6 N3 1.325(5) 3_765 ? C8 C9 1.367(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.386(6) . ? C10 H10 0.9500 . ? C11 C12 1.381(6) . ? C11 H11 0.9500 . ? C12 C13 1.392(6) . ? C12 H12 0.9500 . ? C13 C14 1.390(5) . ? C13 H13 0.9500 . ? C14 C15 1.489(6) . ? C15 N6 1.324(5) 3_766 ? C17 C18 1.375(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? 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 N2 Cu1 C8 159.80(15) . . ? N2 Cu1 N1 83.23(14) . . ? C8 Cu1 N1 115.54(16) . . ? N2 Cu1 C9 120.42(16) . . ? C8 Cu1 C9 40.24(18) . . ? N1 Cu1 C9 155.63(17) . . ? N5 Cu2 C18 119.89(16) . . ? N5 Cu2 N4 82.89(14) . . ? C18 Cu2 N4 156.58(17) . . ? N5 Cu2 C17 158.73(16) . . ? C18 Cu2 C17 40.25(18) . . ? N4 Cu2 C17 116.39(16) . . ? O3 Cl1 O2 113.6(2) . . ? O3 Cl1 O4 110.7(2) . . ? O2 Cl1 O4 110.9(2) . . ? O3 Cl1 O1 106.8(3) . . ? O2 Cl1 O1 106.1(2) . . ? O4 Cl1 O1 108.4(2) . . ? C1 N1 C5 118.7(4) . . ? C1 N1 Cu1 128.2(3) . . ? C5 N1 Cu1 112.9(3) . . ? C6 N2 N3 117.8(3) . . ? C6 N2 Cu1 113.8(3) . . ? N3 N2 Cu1 128.3(3) . . ? C6 N3 N2 114.8(3) 3_765 . ? C10 N4 C14 118.6(3) . . ? C10 N4 Cu2 128.5(3) . . ? C14 N4 Cu2 112.8(3) . . ? C15 N5 N6 117.0(3) . . ? C15 N5 Cu2 114.3(3) . . ? N6 N5 Cu2 128.6(2) . . ? C15 N6 N5 115.0(3) 3_766 . ? N1 C1 C2 121.3(4) . . ? N1 C1 H1 119.4 . . ? C2 C1 H1 119.4 . . ? C3 C2 C1 120.1(4) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 118.7(4) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C5 C4 C3 118.7(4) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? N1 C5 C4 122.5(4) . . ? N1 C5 C6 114.7(3) . . ? C4 C5 C6 122.9(4) . . ? N3 C6 N2 127.5(4) 3_765 . ? N3 C6 C5 117.3(3) 3_765 . ? N2 C6 C5 115.2(3) . . ? C9 C8 Cu1 70.4(2) . . ? C9 C8 H8A 116.6 . . ? Cu1 C8 H8A 116.6 . . ? C9 C8 H8B 116.6 . . ? Cu1 C8 H8B 116.6 . . ? H8A C8 H8B 113.6 . . ? C8 C9 Cu1 69.3(2) . . ? C8 C9 H9A 116.7 . . ? Cu1 C9 H9A 116.7 . . ? C8 C9 H9B 116.7 . . ? Cu1 C9 H9B 116.7 . . ? H9A C9 H9B 113.7 . . ? N4 C10 C11 122.1(4) . . ? N4 C10 H10 119.0 . . ? C11 C10 H10 119.0 . . ? C12 C11 C10 119.4(4) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C11 C12 C13 119.1(4) . . ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 . . ? C14 C13 C12 118.2(4) . . ? C14 C13 H13 120.9 . . ? C12 C13 H13 120.9 . . ? N4 C14 C13 122.6(4) . . ? N4 C14 C15 115.5(3) . . ? C13 C14 C15 121.8(4) . . ? N6 C15 N5 128.0(4) 3_766 . ? N6 C15 C14 117.6(4) 3_766 . ? N5 C15 C14 114.4(4) . . ? C18 C17 Cu2 69.4(2) . . ? C18 C17 H17A 116.7 . . ? Cu2 C17 H17A 116.7 . . ? C18 C17 H17B 116.7 . . ? Cu2 C17 H17B 116.7 . . ? H17A C17 H17B 113.7 . . ? C17 C18 Cu2 70.3(2) . . ? C17 C18 H18A 116.6 . . ? Cu2 C18 H18A 116.6 . . ? C17 C18 H18B 116.6 . . ? Cu2 C18 H18B 116.6 . . ? H18A C18 H18B 113.6 . . ? 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 N2 Cu1 N1 C1 177.1(4) . . . . ? C8 Cu1 N1 C1 -10.8(4) . . . . ? C9 Cu1 N1 C1 -16.1(6) . . . . ? N2 Cu1 N1 C5 1.1(3) . . . . ? C8 Cu1 N1 C5 173.3(3) . . . . ? C9 Cu1 N1 C5 167.9(4) . . . . ? C8 Cu1 N2 C6 -157.6(4) . . . . ? N1 Cu1 N2 C6 1.6(3) . . . . ? C9 Cu1 N2 C6 -172.1(3) . . . . ? C8 Cu1 N2 N3 18.0(7) . . . . ? N1 Cu1 N2 N3 177.2(3) . . . . ? C9 Cu1 N2 N3 3.5(4) . . . . ? C6 N2 N3 C6 -0.2(6) . . . 3_765 ? Cu1 N2 N3 C6 -175.6(3) . . . 3_765 ? N5 Cu2 N4 C10 177.3(4) . . . . ? C18 Cu2 N4 C10 -15.4(7) . . . . ? C17 Cu2 N4 C10 -12.2(4) . . . . ? N5 Cu2 N4 C14 1.6(3) . . . . ? C18 Cu2 N4 C14 168.9(4) . . . . ? C17 Cu2 N4 C14 172.2(3) . . . . ? C18 Cu2 N5 C15 -173.8(3) . . . . ? N4 Cu2 N5 C15 0.4(3) . . . . ? C17 Cu2 N5 C15 -155.7(4) . . . . ? C18 Cu2 N5 N6 3.3(4) . . . . ? N4 Cu2 N5 N6 177.5(3) . . . . ? C17 Cu2 N5 N6 21.4(7) . . . . ? C15 N5 N6 C15 0.3(6) . . . 3_766 ? Cu2 N5 N6 C15 -176.8(3) . . . 3_766 ? C5 N1 C1 C2 -1.4(6) . . . . ? Cu1 N1 C1 C2 -177.2(3) . . . . ? N1 C1 C2 C3 1.3(7) . . . . ? C1 C2 C3 C4 0.0(6) . . . . ? C2 C3 C4 C5 -1.0(6) . . . . ? C1 N1 C5 C4 0.3(6) . . . . ? Cu1 N1 C5 C4 176.7(3) . . . . ? C1 N1 C5 C6 -179.7(4) . . . . ? Cu1 N1 C5 C6 -3.4(4) . . . . ? C3 C4 C5 N1 0.9(6) . . . . ? C3 C4 C5 C6 -179.0(4) . . . . ? N3 N2 C6 N3 0.2(7) . . . 3_765 ? Cu1 N2 C6 N3 176.3(3) . . . 3_765 ? N3 N2 C6 C5 -179.9(3) . . . . ? Cu1 N2 C6 C5 -3.8(4) . . . . ? N1 C5 C6 N3 -175.3(4) . . . 3_765 ? C4 C5 C6 N3 4.6(6) . . . 3_765 ? N1 C5 C6 N2 4.8(5) . . . . ? C4 C5 C6 N2 -175.3(4) . . . . ? N2 Cu1 C8 C9 -19.6(6) . . . . ? N1 Cu1 C8 C9 -176.6(3) . . . . ? N2 Cu1 C9 C8 172.3(2) . . . . ? N1 Cu1 C9 C8 7.5(6) . . . . ? C14 N4 C10 C11 0.6(6) . . . . ? Cu2 N4 C10 C11 -174.8(3) . . . . ? N4 C10 C11 C12 -0.5(7) . . . . ? C10 C11 C12 C13 0.3(7) . . . . ? C11 C12 C13 C14 -0.2(6) . . . . ? C10 N4 C14 C13 -0.6(6) . . . . ? Cu2 N4 C14 C13 175.5(3) . . . . ? C10 N4 C14 C15 -179.3(4) . . . . ? Cu2 N4 C14 C15 -3.2(4) . . . . ? C12 C13 C14 N4 0.4(6) . . . . ? C12 C13 C14 C15 179.1(4) . . . . ? N6 N5 C15 N6 -0.3(7) . . . 3_766 ? Cu2 N5 C15 N6 177.2(3) . . . 3_766 ? N6 N5 C15 C14 -179.7(3) . . . . ? Cu2 N5 C15 C14 -2.2(4) . . . . ? N4 C14 C15 N6 -175.8(4) . . . 3_766 ? C13 C14 C15 N6 5.5(6) . . . 3_766 ? N4 C14 C15 N5 3.6(5) . . . . ? C13 C14 C15 N5 -175.1(4) . . . . ? N5 Cu2 C17 C18 -24.7(6) . . . . ? N4 Cu2 C17 C18 -178.0(3) . . . . ? N5 Cu2 C18 C17 169.9(2) . . . . ? N4 Cu2 C18 C17 4.5(6) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.106 _refine_diff_density_min -0.559 _refine_diff_density_rms 0.104 data_[Cu2(2,5-H2bptz)(C2H4)2](ClO4)2.2Me2CO _database_code_depnum_ccdc_archive 'CCDC 905864' #TrackingRef '(b) revised CCDC -905864.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H30 Cl2 Cu2 N6 O10' _chemical_formula_sum 'C22 H30 Cl2 Cu2 N6 O10' _chemical_formula_weight 736.50 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' Cl Cl 0.1484 0.1585 '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' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.845(4) _cell_length_b 8.300(5) _cell_length_c 12.990(9) _cell_angle_alpha 85.772(17) _cell_angle_beta 87.807(17) _cell_angle_gamma 80.496(14) _cell_volume 725.6(8) _cell_formula_units_Z 1 _cell_measurement_reflns_used 2443 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 120.0 _exptl_crystal_description platelet _exptl_crystal_colour brown _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 1.685 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 376 _exptl_absorpt_coefficient_mu 1.713 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6275 _exptl_absorpt_correction_T_max 0.8474 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 8500 _diffrn_reflns_av_R_equivalents 0.0275 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3291 _reflns_number_gt 3084 _reflns_threshold_expression >2\s(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Mercury CSD 3.0' _computing_publication_material 'WinGX 1.8' _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^)+(0.0229P)^2^+1.1873P] 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 3291 _refine_ls_number_parameters 192 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0455 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.0794 _refine_ls_wR_factor_gt 0.0773 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _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 C1 C 0.2661(3) -0.0821(3) 0.5450(2) 0.0156(5) Uani 1 1 d . . . H1 H 0.2693 -0.1561 0.6045 0.019 Uiso 1 1 calc R . . C2 C 0.3450(4) -0.1407(3) 0.4519(2) 0.0171(5) Uani 1 1 d . . . H2 H 0.4019 -0.2526 0.4482 0.021 Uiso 1 1 calc R . . C3 C 0.3392(4) -0.0337(3) 0.3652(2) 0.0178(5) Uani 1 1 d . . . H3 H 0.3924 -0.0712 0.3010 0.021 Uiso 1 1 calc R . . C4 C 0.2545(4) 0.1301(3) 0.37262(19) 0.0166(5) Uani 1 1 d . . . H4 H 0.2476 0.2057 0.3138 0.020 Uiso 1 1 calc R . . C5 C 0.1811(3) 0.1792(3) 0.46771(18) 0.0133(5) Uani 1 1 d . . . C6 C 0.0858(3) 0.3486(3) 0.48552(18) 0.0125(5) Uani 1 1 d . . . C7 C 0.0859(5) 0.0582(4) 0.8152(2) 0.0288(6) Uani 1 1 d . . . H7A H 0.0240 -0.0418 0.8248 0.035 Uiso 1 1 calc R . . H7B H 0.2166 0.0469 0.8475 0.035 Uiso 1 1 calc R . . C8 C -0.0371(5) 0.2042(4) 0.8229(2) 0.0295(7) Uani 1 1 d . . . H8A H 0.0134 0.2878 0.8604 0.035 Uiso 1 1 calc R . . H8B H -0.1790 0.1992 0.8377 0.035 Uiso 1 1 calc R . . C9 C 0.5502(5) 0.2501(4) 0.0143(2) 0.0344(7) Uani 1 1 d . . . H9A H 0.6056 0.3365 0.0451 0.052 Uiso 1 1 calc R . . H9B H 0.5133 0.2860 -0.0569 0.052 Uiso 1 1 calc R . . H9C H 0.6495 0.1504 0.0145 0.052 Uiso 1 1 calc R . . C10 C 0.3704(5) 0.2156(3) 0.0759(2) 0.0271(6) Uani 1 1 d . . . C11 C 0.1880(5) 0.3428(4) 0.0654(3) 0.0393(8) Uani 1 1 d . . . H11A H 0.0797 0.3066 0.1077 0.059 Uiso 1 1 calc R . . H11B H 0.1500 0.3584 -0.0071 0.059 Uiso 1 1 calc R . . H11C H 0.2151 0.4464 0.0886 0.059 Uiso 1 1 calc R . . N1 N 0.1859(3) 0.0749(2) 0.55341(15) 0.0139(4) Uani 1 1 d . . . N2 N -0.0065(3) 0.3700(2) 0.57306(15) 0.0135(4) Uani 1 1 d . . . N3 N -0.0936(3) 0.5323(2) 0.59174(15) 0.0153(4) Uani 1 1 d . . . H3A H -0.1513 0.5557 0.6517 0.018 Uiso 1 1 calc R . . O1 O 0.3897(3) 0.5283(2) 0.60492(14) 0.0264(4) Uani 1 1 d . . . O2 O 0.5925(3) 0.5186(3) 0.74780(15) 0.0306(5) Uani 1 1 d . . . O3 O 0.3638(3) 0.3377(3) 0.74542(17) 0.0358(5) Uani 1 1 d . . . O4 O 0.2519(3) 0.6180(3) 0.76316(18) 0.0418(6) Uani 1 1 d . . . O5 O 0.3733(4) 0.0926(3) 0.13283(17) 0.0404(6) Uani 1 1 d . . . Cu1 Cu 0.05764(5) 0.18145(4) 0.67682(2) 0.01557(10) Uani 1 1 d . . . Cl1 Cl 0.39722(9) 0.50119(7) 0.71539(4) 0.01715(14) 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 C1 0.0114(12) 0.0130(11) 0.0228(12) 0.0007(9) -0.0025(10) -0.0033(9) C2 0.0120(12) 0.0110(11) 0.0285(13) -0.0041(10) -0.0009(10) -0.0013(9) C3 0.0154(12) 0.0185(12) 0.0209(12) -0.0060(10) -0.0001(10) -0.0047(10) C4 0.0155(12) 0.0174(12) 0.0170(12) -0.0001(9) -0.0002(9) -0.0039(10) C5 0.0094(11) 0.0126(11) 0.0181(12) 0.0000(9) -0.0012(9) -0.0024(9) C6 0.0102(11) 0.0115(10) 0.0164(11) 0.0012(9) -0.0029(9) -0.0037(9) C7 0.0358(17) 0.0333(16) 0.0174(13) 0.0096(11) -0.0045(12) -0.0101(13) C8 0.0337(17) 0.0413(17) 0.0132(12) -0.0004(11) 0.0043(11) -0.0073(14) C9 0.0413(19) 0.0344(17) 0.0246(15) 0.0042(12) 0.0067(13) -0.0021(14) C10 0.0390(17) 0.0251(14) 0.0190(13) -0.0042(11) -0.0012(12) -0.0089(13) C11 0.0323(18) 0.045(2) 0.0403(19) -0.0052(15) -0.0054(14) -0.0038(15) N1 0.0117(10) 0.0134(10) 0.0164(10) 0.0009(8) -0.0012(8) -0.0024(8) N2 0.0148(10) 0.0101(9) 0.0149(10) 0.0004(7) -0.0006(8) -0.0005(8) N3 0.0202(11) 0.0106(9) 0.0131(9) 0.0010(7) 0.0045(8) 0.0013(8) O1 0.0367(12) 0.0248(10) 0.0164(9) 0.0018(7) -0.0003(8) -0.0031(9) O2 0.0220(11) 0.0461(13) 0.0261(10) -0.0005(9) 0.0006(8) -0.0138(9) O3 0.0476(14) 0.0253(11) 0.0365(12) 0.0113(9) -0.0035(10) -0.0176(10) O4 0.0354(13) 0.0484(14) 0.0363(13) -0.0175(11) 0.0085(10) 0.0128(11) O5 0.0576(16) 0.0316(12) 0.0309(12) 0.0056(9) 0.0081(11) -0.0096(11) Cu1 0.01798(17) 0.01380(15) 0.01385(15) 0.00244(11) 0.00114(11) -0.00127(11) Cl1 0.0181(3) 0.0163(3) 0.0164(3) -0.0004(2) 0.0031(2) -0.0021(2) _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 C1 N1 1.338(3) . ? C1 C2 1.392(4) . ? C1 H1 0.9500 . ? C2 C3 1.380(4) . ? C2 H2 0.9500 . ? C3 C4 1.396(4) . ? C3 H3 0.9500 . ? C4 C5 1.380(3) . ? C4 H4 0.9500 . ? C5 N1 1.357(3) . ? C5 C6 1.480(3) . ? C6 N2 1.289(3) . ? C6 N3 1.362(3) 2_566 ? C7 C8 1.365(4) . ? C7 Cu1 2.002(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 Cu1 1.994(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.498(4) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 O5 1.214(4) . ? C10 C11 1.500(4) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? N1 Cu1 1.992(2) . ? N2 N3 1.415(3) . ? N2 Cu1 1.991(2) . ? N3 C6 1.362(3) 2_566 ? N3 H3A 0.8800 . ? O1 Cl1 1.438(2) . ? O2 Cl1 1.449(2) . ? O3 Cl1 1.436(2) . ? O4 Cl1 1.427(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 N1 C1 C2 122.3(2) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C3 C2 C1 119.0(2) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.4(2) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 118.2(2) . . ? C5 C4 H4 120.9 . . ? C3 C4 H4 120.9 . . ? N1 C5 C4 122.8(2) . . ? N1 C5 C6 113.7(2) . . ? C4 C5 C6 123.5(2) . . ? N2 C6 N3 124.9(2) . 2_566 ? N2 C6 C5 116.3(2) . . ? N3 C6 C5 118.7(2) 2_566 . ? C8 C7 Cu1 69.72(16) . . ? C8 C7 H7A 116.7 . . ? Cu1 C7 H7A 116.7 . . ? C8 C7 H7B 116.7 . . ? Cu1 C7 H7B 116.7 . . ? H7A C7 H7B 113.7 . . ? C7 C8 Cu1 70.32(16) . . ? C7 C8 H8A 116.6 . . ? Cu1 C8 H8A 116.6 . . ? C7 C8 H8B 116.6 . . ? Cu1 C8 H8B 116.6 . . ? H8A C8 H8B 113.6 . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C10 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O5 C10 C9 121.7(3) . . ? O5 C10 C11 121.7(3) . . ? C9 C10 C11 116.5(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C1 N1 C5 118.3(2) . . ? C1 N1 Cu1 128.64(17) . . ? C5 N1 Cu1 112.97(16) . . ? C6 N2 N3 116.64(19) . . ? C6 N2 Cu1 113.60(16) . . ? N3 N2 Cu1 127.42(15) . . ? C6 N3 N2 118.3(2) 2_566 . ? C6 N3 H3A 120.9 2_566 . ? N2 N3 H3A 120.9 . . ? N2 Cu1 N1 81.78(9) . . ? N2 Cu1 C8 119.53(11) . . ? N1 Cu1 C8 158.65(11) . . ? N2 Cu1 C7 158.80(11) . . ? N1 Cu1 C7 118.98(12) . . ? C8 Cu1 C7 39.95(13) . . ? O4 Cl1 O3 110.38(15) . . ? O4 Cl1 O1 110.11(14) . . ? O3 Cl1 O1 109.48(13) . . ? O4 Cl1 O2 109.36(14) . . ? O3 Cl1 O2 108.61(13) . . ? O1 Cl1 O2 108.88(12) . . ? 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 N1 C1 C2 C3 -0.5(4) . . . . ? C1 C2 C3 C4 -0.1(4) . . . . ? C2 C3 C4 C5 0.7(4) . . . . ? C3 C4 C5 N1 -0.8(4) . . . . ? C3 C4 C5 C6 -179.3(2) . . . . ? N1 C5 C6 N2 -10.6(3) . . . . ? C4 C5 C6 N2 168.0(2) . . . . ? N1 C5 C6 N3 172.3(2) . . . 2_566 ? C4 C5 C6 N3 -9.1(4) . . . 2_566 ? C2 C1 N1 C5 0.4(3) . . . . ? C2 C1 N1 Cu1 177.64(17) . . . . ? C4 C5 N1 C1 0.2(4) . . . . ? C6 C5 N1 C1 178.9(2) . . . . ? C4 C5 N1 Cu1 -177.44(19) . . . . ? C6 C5 N1 Cu1 1.2(2) . . . . ? N3 C6 N2 N3 -4.7(4) 2_566 . . . ? C5 C6 N2 N3 178.42(19) . . . . ? N3 C6 N2 Cu1 -168.60(19) 2_566 . . . ? C5 C6 N2 Cu1 14.5(3) . . . . ? C6 N2 N3 C6 4.3(4) . . . 2_566 ? Cu1 N2 N3 C6 165.72(17) . . . 2_566 ? C6 N2 Cu1 N1 -10.78(17) . . . . ? N3 N2 Cu1 N1 -172.6(2) . . . . ? C6 N2 Cu1 C8 170.65(18) . . . . ? N3 N2 Cu1 C8 8.8(2) . . . . ? C6 N2 Cu1 C7 158.1(3) . . . . ? N3 N2 Cu1 C7 -3.8(4) . . . . ? C1 N1 Cu1 N2 -172.6(2) . . . . ? C5 N1 Cu1 N2 4.75(16) . . . . ? C1 N1 Cu1 C8 4.0(4) . . . . ? C5 N1 Cu1 C8 -178.7(3) . . . . ? C1 N1 Cu1 C7 12.0(3) . . . . ? C5 N1 Cu1 C7 -170.67(17) . . . . ? C7 C8 Cu1 N2 -172.97(17) . . . . ? C7 C8 Cu1 N1 10.9(4) . . . . ? C8 C7 Cu1 N2 17.1(4) . . . . ? C8 C7 Cu1 N1 -175.48(17) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.511 _refine_diff_density_min -0.683 _refine_diff_density_rms 0.074 data_[Cu2(bpdpyz)(C2H4)2](ClO4)2.Me2CO _database_code_depnum_ccdc_archive 'CCDC 905865' #TrackingRef '(c) revised CCDC- 905865.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H26 Cl2 Cu2 N4 O9' _chemical_formula_sum 'C21 H26 Cl2 Cu2 N4 O9' _chemical_formula_weight 676.44 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 14.892(9) _cell_length_b 18.693(11) _cell_length_c 11.665(8) _cell_angle_alpha 90.00 _cell_angle_beta 125.973(5) _cell_angle_gamma 90.00 _cell_volume 2628(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3983 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 120.1 _exptl_crystal_description block _exptl_crystal_colour orange _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 1.710 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 1.879 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6025 _exptl_absorpt_correction_T_max 0.8344 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_reflns_number 14875 _diffrn_reflns_av_R_equivalents 0.0274 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2973 _reflns_number_gt 2798 _reflns_threshold_expression >2\s(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Mercury CSD 3.0' _computing_publication_material 'WinGX 1.8' _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^)+(0.0341P)^2^+3.6211P] 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 2973 _refine_ls_number_parameters 174 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0394 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0726 _refine_ls_wR_factor_gt 0.0704 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.124 _refine_ls_shift/su_max 0.002 _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 O5 O 0.5000 0.11303(13) 0.7500 0.0434(7) Uani 1 2 d S . . C11 C 0.5000 0.17771(17) 0.7500 0.0232(6) Uani 1 2 d S . . C10 C 0.4270(2) 0.22017(14) 0.6170(3) 0.0319(5) Uani 1 1 d . . . H10A H 0.3847 0.1876 0.5361 0.048 Uiso 1 1 calc R . . H10B H 0.4729 0.2516 0.6037 0.048 Uiso 1 1 calc R . . H10C H 0.3757 0.2492 0.6241 0.048 Uiso 1 1 calc R . . Cu1 Cu 0.15552(2) 0.024839(13) 0.42789(3) 0.01653(9) Uani 1 1 d . . . Cl2 Cl 0.21273(4) 0.13704(3) 0.20665(5) 0.01762(12) Uani 1 1 d . . . N2 N 0.05855(13) -0.05393(9) 0.29612(17) 0.0143(3) Uani 1 1 d . . . N1 N 0.27395(14) -0.03926(9) 0.45797(18) 0.0156(3) Uani 1 1 d . . . C6 C 0.11218(16) -0.11279(10) 0.3178(2) 0.0135(4) Uani 1 1 d . . . O1 O 0.17497(15) 0.13580(11) 0.29519(19) 0.0369(4) Uani 1 1 d . . . C5 C 0.23480(16) -0.10571(11) 0.4064(2) 0.0138(4) Uani 1 1 d . . . C1 C 0.38348(17) -0.02826(12) 0.5376(2) 0.0201(4) Uani 1 1 d . . . H1 H 0.4111 0.0183 0.5744 0.024 Uiso 1 1 calc R . . O2 O 0.13022(13) 0.16929(10) 0.07208(17) 0.0303(4) Uani 1 1 d . . . C7 C 0.05387(16) -0.18256(10) 0.2559(2) 0.0158(4) Uani 1 1 d . . . H7A H 0.1019 -0.2225 0.3173 0.019 Uiso 1 1 calc R . . H7B H 0.0373 -0.1891 0.1611 0.019 Uiso 1 1 calc R . . C4 C 0.30416(17) -0.16281(11) 0.4328(2) 0.0182(4) Uani 1 1 d . . . H4 H 0.2748 -0.2090 0.3955 0.022 Uiso 1 1 calc R . . C9 C 0.0892(2) 0.08912(12) 0.4958(3) 0.0275(5) Uani 1 1 d . . . H9A H 0.0431 0.1291 0.4324 0.033 Uiso 1 1 calc R . . H9B H 0.0585 0.0658 0.5421 0.033 Uiso 1 1 calc R . . O3 O 0.31346(14) 0.17726(11) 0.2722(2) 0.0403(5) Uani 1 1 d . . . C2 C 0.45819(17) -0.08250(12) 0.5683(2) 0.0227(5) Uani 1 1 d . . . H2 H 0.5356 -0.0731 0.6246 0.027 Uiso 1 1 calc R . . O4 O 0.2331(2) 0.06484(10) 0.1859(2) 0.0520(6) Uani 1 1 d . . . C8 C 0.20164(19) 0.09899(12) 0.5776(2) 0.0231(5) Uani 1 1 d . . . H8A H 0.2439 0.0818 0.6767 0.028 Uiso 1 1 calc R . . H8B H 0.2285 0.1452 0.5670 0.028 Uiso 1 1 calc R . . C3 C 0.41827(17) -0.15035(12) 0.5158(2) 0.0218(4) Uani 1 1 d . . . H3 H 0.4681 -0.1882 0.5361 0.026 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 O5 0.0458(16) 0.0181(12) 0.0433(16) 0.000 0.0134(13) 0.000 C11 0.0236(16) 0.0203(15) 0.0256(16) 0.000 0.0144(14) 0.000 C10 0.0356(14) 0.0296(13) 0.0258(12) 0.0037(10) 0.0154(11) 0.0032(10) Cu1 0.01262(13) 0.01593(13) 0.01861(14) -0.00460(10) 0.00782(11) -0.00006(9) Cl2 0.0182(2) 0.0201(2) 0.0147(2) -0.00023(18) 0.0098(2) 0.00086(18) N2 0.0108(8) 0.0159(8) 0.0128(8) 0.0003(6) 0.0050(7) 0.0003(6) N1 0.0137(8) 0.0174(8) 0.0148(8) -0.0017(6) 0.0079(7) 0.0000(6) C6 0.0156(9) 0.0153(9) 0.0100(9) 0.0002(7) 0.0078(8) 0.0006(7) O1 0.0405(10) 0.0529(12) 0.0281(9) 0.0023(9) 0.0263(9) 0.0068(9) C5 0.0141(9) 0.0176(9) 0.0099(9) 0.0009(7) 0.0071(8) 0.0011(7) C1 0.0153(10) 0.0215(10) 0.0218(11) -0.0027(8) 0.0100(9) -0.0021(8) O2 0.0205(8) 0.0394(10) 0.0193(8) 0.0092(7) 0.0052(7) -0.0035(7) C7 0.0153(10) 0.0143(9) 0.0143(10) -0.0009(7) 0.0069(8) -0.0001(7) C4 0.0182(10) 0.0185(10) 0.0171(10) 0.0012(8) 0.0100(9) 0.0019(8) C9 0.0309(13) 0.0202(11) 0.0420(14) -0.0081(10) 0.0273(12) 0.0007(9) O3 0.0170(8) 0.0505(12) 0.0347(10) 0.0067(9) 0.0047(8) -0.0069(8) C2 0.0123(10) 0.0285(11) 0.0235(11) 0.0007(9) 0.0084(9) 0.0011(8) O4 0.0940(18) 0.0214(9) 0.0577(14) -0.0003(9) 0.0541(14) 0.0096(10) C8 0.0295(12) 0.0182(10) 0.0231(11) -0.0071(9) 0.0163(10) -0.0022(9) C3 0.0176(10) 0.0223(11) 0.0249(11) 0.0032(9) 0.0121(9) 0.0058(8) _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 O5 C11 1.209(4) . ? C11 C10 1.496(3) 2_656 ? C11 C10 1.496(3) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? Cu1 N1 1.9856(19) . ? Cu1 C9 1.991(2) . ? Cu1 N2 2.0020(18) . ? Cu1 C8 2.009(2) . ? Cl2 O3 1.4326(19) . ? Cl2 O4 1.435(2) . ? Cl2 O1 1.4372(19) . ? Cl2 O2 1.4392(18) . ? N2 C6 1.294(3) . ? N2 N2 1.412(3) 2 ? N1 C1 1.336(3) . ? N1 C5 1.354(3) . ? C6 C5 1.484(3) . ? C6 C7 1.496(3) . ? C5 C4 1.388(3) . ? C1 C2 1.388(3) . ? C1 H1 0.9500 . ? C7 C7 1.527(4) 2 ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C4 C3 1.395(3) . ? C4 H4 0.9500 . ? C9 C8 1.367(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C2 C3 1.382(3) . ? C2 H2 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C3 H3 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 C11 C10 122.05(14) . 2_656 ? O5 C11 C10 122.05(14) . . ? C10 C11 C10 115.9(3) 2_656 . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C11 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 Cu1 C9 152.92(9) . . ? N1 Cu1 N2 81.78(8) . . ? C9 Cu1 N2 116.54(9) . . ? N1 Cu1 C8 116.63(9) . . ? C9 Cu1 C8 39.98(10) . . ? N2 Cu1 C8 154.05(8) . . ? O3 Cl2 O4 108.94(14) . . ? O3 Cl2 O1 110.72(13) . . ? O4 Cl2 O1 108.47(12) . . ? O3 Cl2 O2 108.54(11) . . ? O4 Cl2 O2 109.87(13) . . ? O1 Cl2 O2 110.30(12) . . ? C6 N2 N2 119.53(12) . 2 ? C6 N2 Cu1 113.03(14) . . ? N2 N2 Cu1 126.58(8) 2 . ? C1 N1 C5 118.77(18) . . ? C1 N1 Cu1 128.67(15) . . ? C5 N1 Cu1 111.66(14) . . ? N2 C6 C5 115.20(17) . . ? N2 C6 C7 122.00(18) . . ? C5 C6 C7 122.79(17) . . ? N1 C5 C4 122.46(19) . . ? N1 C5 C6 115.08(17) . . ? C4 C5 C6 122.46(18) . . ? N1 C1 C2 122.2(2) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C6 C7 C7 108.96(13) . 2 ? C6 C7 H7A 109.9 . . ? C7 C7 H7A 109.9 2 . ? C6 C7 H7B 109.9 . . ? C7 C7 H7B 109.9 2 . ? H7A C7 H7B 108.3 . . ? C5 C4 C3 118.0(2) . . ? C5 C4 H4 121.0 . . ? C3 C4 H4 121.0 . . ? C8 C9 Cu1 70.70(13) . . ? C8 C9 H9A 116.5 . . ? Cu1 C9 H9A 116.5 . . ? C8 C9 H9B 116.5 . . ? Cu1 C9 H9B 116.5 . . ? H9A C9 H9B 113.5 . . ? C3 C2 C1 119.0(2) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C9 C8 Cu1 69.32(13) . . ? C9 C8 H8A 116.7 . . ? Cu1 C8 H8A 116.7 . . ? C9 C8 H8B 116.7 . . ? Cu1 C8 H8B 116.7 . . ? H8A C8 H8B 113.7 . . ? C2 C3 C4 119.5(2) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cu1 N2 C6 16.41(14) . . . . ? C9 Cu1 N2 C6 -142.57(15) . . . . ? C8 Cu1 N2 C6 -121.2(2) . . . . ? N1 Cu1 N2 N2 -174.3(2) . . . 2 ? C9 Cu1 N2 N2 26.7(2) . . . 2 ? C8 Cu1 N2 N2 48.1(3) . . . 2 ? C9 Cu1 N1 C1 -48.0(3) . . . . ? N2 Cu1 N1 C1 176.83(19) . . . . ? C8 Cu1 N1 C1 -22.5(2) . . . . ? C9 Cu1 N1 C5 120.9(2) . . . . ? N2 Cu1 N1 C5 -14.30(14) . . . . ? C8 Cu1 N1 C5 146.41(14) . . . . ? N2 N2 C6 C5 174.92(19) 2 . . . ? Cu1 N2 C6 C5 -15.0(2) . . . . ? N2 N2 C6 C7 -4.4(3) 2 . . . ? Cu1 N2 C6 C7 165.73(14) . . . . ? C1 N1 C5 C4 -0.2(3) . . . . ? Cu1 N1 C5 C4 -170.31(15) . . . . ? C1 N1 C5 C6 -179.31(17) . . . . ? Cu1 N1 C5 C6 10.6(2) . . . . ? N2 C6 C5 N1 3.0(3) . . . . ? C7 C6 C5 N1 -177.75(17) . . . . ? N2 C6 C5 C4 -176.13(18) . . . . ? C7 C6 C5 C4 3.1(3) . . . . ? C5 N1 C1 C2 0.4(3) . . . . ? Cu1 N1 C1 C2 168.63(17) . . . . ? N2 C6 C7 C7 -31.4(3) . . . 2 ? C5 C6 C7 C7 149.40(19) . . . 2 ? N1 C5 C4 C3 0.0(3) . . . . ? C6 C5 C4 C3 179.07(19) . . . . ? N1 Cu1 C9 C8 36.9(3) . . . . ? N2 Cu1 C9 C8 165.61(13) . . . . ? N1 C1 C2 C3 -0.5(3) . . . . ? N1 Cu1 C8 C9 -162.20(14) . . . . ? N2 Cu1 C8 C9 -30.5(3) . . . . ? C1 C2 C3 C4 0.3(3) . . . . ? C5 C4 C3 C2 -0.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.740 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.062 data_[Cu2(bpdpyz)(C2H4)2](ClO4)2 _database_code_depnum_ccdc_archive 'CCDC 905866' #TrackingRef '(d) revised CCDC -905866.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H20 Cl2 Cu2 N4 O8' _chemical_formula_sum 'C18 H20 Cl2 Cu2 N4 O8' _chemical_formula_weight 618.36 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 23.530(16) _cell_length_b 8.579(5) _cell_length_c 12.689(9) _cell_angle_alpha 90.00 _cell_angle_beta 117.066(7) _cell_angle_gamma 90.00 _cell_volume 2281(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 2322 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description chip _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.801 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 2.152 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8135 _exptl_absorpt_correction_T_max 0.9000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_reflns_number 7947 _diffrn_reflns_av_R_equivalents 0.0538 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2620 _reflns_number_gt 2036 _reflns_threshold_expression >2\s(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Mercury CSD 3.0' _computing_publication_material 'WinGX 1.8' _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^)+(0.0371P)^2^+14.3106P] 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 2620 _refine_ls_number_parameters 152 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0993 _refine_ls_R_factor_gt 0.0679 _refine_ls_wR_factor_ref 0.1265 _refine_ls_wR_factor_gt 0.1166 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.148 _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 C1 C 0.2895(2) -0.0545(6) -0.0352(4) 0.0280(11) Uani 1 1 d . . . H1 H 0.2700 0.0438 -0.0396 0.034 Uiso 1 1 calc R . . C2 C 0.2556(3) -0.1653(7) -0.1196(5) 0.0344(14) Uani 1 1 d . . . H2 H 0.2141 -0.1436 -0.1807 0.041 Uiso 1 1 calc R . . C3 C 0.2839(3) -0.3082(7) -0.1127(5) 0.0384(15) Uani 1 1 d . . . H3 H 0.2618 -0.3866 -0.1696 0.046 Uiso 1 1 calc R . . C4 C 0.3445(3) -0.3372(7) -0.0227(5) 0.0349(14) Uani 1 1 d . . . H4 H 0.3644 -0.4354 -0.0166 0.042 Uiso 1 1 calc R . . C5 C 0.3754(2) -0.2197(6) 0.0584(5) 0.0260(11) Uani 1 1 d . . . C6 C 0.4417(2) -0.2349(6) 0.1542(5) 0.0276(11) Uani 1 1 d . . . C7 C 0.4764(3) -0.3868(6) 0.1847(6) 0.0377(15) Uani 1 1 d . . . H7A H 0.4993 -0.4017 0.1366 0.045 Uiso 1 1 calc R . . H7B H 0.4457 -0.4735 0.1674 0.045 Uiso 1 1 calc R . . C8 C 0.3636(2) 0.2466(6) 0.2122(5) 0.0290(12) Uani 1 1 d . . . H8A H 0.3531 0.3375 0.1585 0.035 Uiso 1 1 calc R . . H8B H 0.3300 0.2214 0.2361 0.035 Uiso 1 1 calc R . . C9 C 0.4255(3) 0.2343(6) 0.2980(5) 0.0302(12) Uani 1 1 d . . . H9A H 0.4322 0.2009 0.3774 0.036 Uiso 1 1 calc R . . H9B H 0.4553 0.3170 0.2998 0.036 Uiso 1 1 calc R . . N1 N 0.34800(19) -0.0780(5) 0.0519(4) 0.0240(9) Uani 1 1 d . . . N2 N 0.46737(18) -0.1069(5) 0.2075(4) 0.0262(10) Uani 1 1 d . . . Cu1 Cu 0.40554(3) 0.06740(7) 0.17692(5) 0.02199(19) Uani 1 1 d . . . Cl1A Cl 0.37904(9) -0.24301(18) 0.40573(13) 0.0247(4) Uani 0.847(4) 1 d PD A 1 O1A O 0.3220(2) -0.2874(5) 0.4122(4) 0.0374(6) Uani 0.847(4) 1 d PD A 1 O2A O 0.3963(3) -0.3662(5) 0.3510(4) 0.0374(6) Uani 0.847(4) 1 d PD A 1 O3A O 0.3660(2) -0.1068(5) 0.3368(4) 0.0374(6) Uani 0.847(4) 1 d PD A 1 O4A O 0.4278(2) -0.2185(5) 0.5227(3) 0.0374(6) Uani 0.847(4) 1 d PD A 1 Cl1B Cl 0.4069(5) -0.2241(10) 0.4107(8) 0.0247(4) Uani 0.153(4) 1 d PD A 2 O1B O 0.4668(7) -0.159(2) 0.4391(18) 0.0374(6) Uani 0.153(4) 1 d PD A 2 O2B O 0.3945(13) -0.347(2) 0.3307(18) 0.0374(6) Uani 0.153(4) 1 d PD A 2 O3B O 0.3601(9) -0.107(2) 0.356(2) 0.0374(6) Uani 0.153(4) 1 d PD A 2 O4B O 0.4054(10) -0.276(3) 0.5143(13) 0.0374(6) Uani 0.153(4) 1 d PD A 2 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 C1 0.028(3) 0.031(3) 0.023(3) 0.002(2) 0.010(2) -0.008(2) C2 0.033(3) 0.050(4) 0.022(3) -0.004(2) 0.013(2) -0.016(3) C3 0.045(4) 0.049(4) 0.030(3) -0.021(3) 0.025(3) -0.029(3) C4 0.039(3) 0.035(3) 0.043(3) -0.017(3) 0.029(3) -0.018(3) C5 0.026(3) 0.026(3) 0.032(3) -0.007(2) 0.019(2) -0.013(2) C6 0.021(3) 0.024(3) 0.044(3) -0.001(2) 0.020(2) 0.000(2) C7 0.031(3) 0.015(3) 0.068(4) -0.008(3) 0.024(3) -0.002(2) C8 0.030(3) 0.025(3) 0.036(3) -0.007(2) 0.019(3) 0.003(2) C9 0.031(3) 0.029(3) 0.027(3) -0.005(2) 0.011(2) -0.003(2) N1 0.022(2) 0.028(2) 0.022(2) 0.0021(18) 0.0101(18) -0.0032(18) N2 0.016(2) 0.019(2) 0.038(3) -0.0021(18) 0.0071(19) -0.0019(16) Cu1 0.0177(3) 0.0178(3) 0.0241(3) -0.0021(3) 0.0040(2) -0.0004(3) Cl1A 0.0281(10) 0.0239(7) 0.0207(7) -0.0036(5) 0.0098(7) -0.0007(7) O1A 0.0420(14) 0.0388(14) 0.0336(13) -0.0038(10) 0.0190(11) 0.0015(10) O2A 0.0420(14) 0.0388(14) 0.0336(13) -0.0038(10) 0.0190(11) 0.0015(10) O3A 0.0420(14) 0.0388(14) 0.0336(13) -0.0038(10) 0.0190(11) 0.0015(10) O4A 0.0420(14) 0.0388(14) 0.0336(13) -0.0038(10) 0.0190(11) 0.0015(10) Cl1B 0.0281(10) 0.0239(7) 0.0207(7) -0.0036(5) 0.0098(7) -0.0007(7) O1B 0.0420(14) 0.0388(14) 0.0336(13) -0.0038(10) 0.0190(11) 0.0015(10) O2B 0.0420(14) 0.0388(14) 0.0336(13) -0.0038(10) 0.0190(11) 0.0015(10) O3B 0.0420(14) 0.0388(14) 0.0336(13) -0.0038(10) 0.0190(11) 0.0015(10) O4B 0.0420(14) 0.0388(14) 0.0336(13) -0.0038(10) 0.0190(11) 0.0015(10) _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 C1 N1 1.331(6) . ? C1 C2 1.382(7) . ? C1 H1 0.9500 . ? C2 C3 1.378(9) . ? C2 H2 0.9500 . ? C3 C4 1.385(9) . ? C3 H3 0.9500 . ? C4 C5 1.387(7) . ? C4 H4 0.9500 . ? C5 N1 1.362(7) . ? C5 C6 1.484(7) . ? C6 N2 1.287(6) . ? C6 C7 1.492(7) . ? C7 C7 1.517(12) 2_655 ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.370(7) . ? C8 Cu1 1.985(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 Cu1 1.993(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? N1 Cu1 1.987(4) . ? N2 N2 1.420(8) 2_655 ? N2 Cu1 1.997(4) . ? Cl1A O3A 1.407(4) . ? Cl1A O4A 1.420(4) . ? Cl1A O2A 1.422(4) . ? Cl1A O1A 1.434(4) . ? Cl1B O2B 1.399(8) . ? Cl1B O1B 1.402(9) . ? Cl1B O4B 1.403(8) . ? Cl1B O3B 1.418(9) . ? 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 C1 C2 123.6(5) . . ? N1 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? C3 C2 C1 118.1(5) . . ? C3 C2 H2 120.9 . . ? C1 C2 H2 120.9 . . ? C2 C3 C4 119.9(5) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C3 C4 C5 118.5(6) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? N1 C5 C4 122.0(5) . . ? N1 C5 C6 114.9(4) . . ? C4 C5 C6 123.1(5) . . ? N2 C6 C5 115.0(4) . . ? N2 C6 C7 122.6(5) . . ? C5 C6 C7 122.4(5) . . ? C6 C7 C7 109.0(4) . 2_655 ? C6 C7 H7A 109.9 . . ? C7 C7 H7A 109.9 2_655 . ? C6 C7 H7B 109.9 . . ? C7 C7 H7B 109.9 2_655 . ? H7A C7 H7B 108.3 . . ? C9 C8 Cu1 70.2(3) . . ? C9 C8 H8A 116.6 . . ? Cu1 C8 H8A 116.6 . . ? C9 C8 H8B 116.6 . . ? Cu1 C8 H8B 116.6 . . ? H8A C8 H8B 113.6 . . ? C8 C9 Cu1 69.5(3) . . ? C8 C9 H9A 116.7 . . ? Cu1 C9 H9A 116.7 . . ? C8 C9 H9B 116.7 . . ? Cu1 C9 H9B 116.7 . . ? H9A C9 H9B 113.7 . . ? C1 N1 C5 117.9(5) . . ? C1 N1 Cu1 129.7(4) . . ? C5 N1 Cu1 112.3(3) . . ? C6 N2 N2 119.1(3) . 2_655 ? C6 N2 Cu1 114.3(3) . . ? N2 N2 Cu1 126.0(2) 2_655 . ? C8 Cu1 N1 116.0(2) . . ? C8 Cu1 C9 40.3(2) . . ? N1 Cu1 C9 154.4(2) . . ? C8 Cu1 N2 158.3(2) . . ? N1 Cu1 N2 81.75(17) . . ? C9 Cu1 N2 119.5(2) . . ? O3A Cl1A O4A 111.7(3) . . ? O3A Cl1A O2A 110.0(3) . . ? O4A Cl1A O2A 110.3(3) . . ? O3A Cl1A O1A 108.2(3) . . ? O4A Cl1A O1A 108.2(3) . . ? O2A Cl1A O1A 108.3(3) . . ? O2B Cl1B O1B 109.9(8) . . ? O2B Cl1B O4B 110.8(8) . . ? O1B Cl1B O4B 109.6(8) . . ? O2B Cl1B O3B 108.9(8) . . ? O1B Cl1B O3B 108.1(8) . . ? O4B Cl1B O3B 109.5(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 0.4(8) . . . . ? C1 C2 C3 C4 0.2(8) . . . . ? C2 C3 C4 C5 -0.4(8) . . . . ? C3 C4 C5 N1 0.1(8) . . . . ? C3 C4 C5 C6 -176.4(5) . . . . ? N1 C5 C6 N2 -9.1(7) . . . . ? C4 C5 C6 N2 167.6(5) . . . . ? N1 C5 C6 C7 172.1(5) . . . . ? C4 C5 C6 C7 -11.2(8) . . . . ? N2 C6 C7 C7 30.9(9) . . . 2_655 ? C5 C6 C7 C7 -150.4(6) . . . 2_655 ? C2 C1 N1 C5 -0.7(7) . . . . ? C2 C1 N1 Cu1 177.3(4) . . . . ? C4 C5 N1 C1 0.5(7) . . . . ? C6 C5 N1 C1 177.2(4) . . . . ? C4 C5 N1 Cu1 -177.8(4) . . . . ? C6 C5 N1 Cu1 -1.1(6) . . . . ? C5 C6 N2 N2 -174.0(5) . . . 2_655 ? C7 C6 N2 N2 4.8(9) . . . 2_655 ? C5 C6 N2 Cu1 14.7(6) . . . . ? C7 C6 N2 Cu1 -166.5(4) . . . . ? C9 C8 Cu1 N1 167.7(3) . . . . ? C9 C8 Cu1 N2 25.3(7) . . . . ? C1 N1 Cu1 C8 21.8(5) . . . . ? C5 N1 Cu1 C8 -160.2(3) . . . . ? C1 N1 Cu1 C9 40.4(7) . . . . ? C5 N1 Cu1 C9 -141.6(5) . . . . ? C1 N1 Cu1 N2 -171.4(5) . . . . ? C5 N1 Cu1 N2 6.7(3) . . . . ? C8 C9 Cu1 N1 -26.3(6) . . . . ? C8 C9 Cu1 N2 -169.5(3) . . . . ? C6 N2 Cu1 C8 134.2(6) . . . . ? N2 N2 Cu1 C8 -36.4(9) 2_655 . . . ? C6 N2 Cu1 N1 -12.1(4) . . . . ? N2 N2 Cu1 N1 177.3(6) 2_655 . . . ? C6 N2 Cu1 C9 152.7(4) . . . . ? N2 N2 Cu1 C9 -17.9(6) 2_655 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.790 _refine_diff_density_min -0.990 _refine_diff_density_rms 0.109 data_[Cu4(4,5-H2bptz)4](ClO4)4.2Me2CO _database_code_depnum_ccdc_archive 'CCDC 905867' #TrackingRef '(e) revised CCDC -905867.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C54 H48 Cl4 Cu4 N24 O18' _chemical_formula_sum 'C54 H48 Cl4 Cu4 N24 O18' _chemical_formula_weight 1717.12 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 22.759(7) _cell_length_b 17.873(5) _cell_length_c 19.267(6) _cell_angle_alpha 90.00 _cell_angle_beta 122.153(3) _cell_angle_gamma 90.00 _cell_volume 6635(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 8410 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.719 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3472 _exptl_absorpt_coefficient_mu 1.515 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6592 _exptl_absorpt_correction_T_max 0.8632 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_reflns_number 25761 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7575 _reflns_number_gt 6374 _reflns_threshold_expression >2\s(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Mercury CSD 3.0' _computing_publication_material 'WinGX 1.8' _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^)+(0.0548P)^2^+50.4629P] 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 7575 _refine_ls_number_parameters 470 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0801 _refine_ls_R_factor_gt 0.0625 _refine_ls_wR_factor_ref 0.1436 _refine_ls_wR_factor_gt 0.1357 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.097 _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 C1 C -0.0520(2) 0.8913(2) 0.3022(3) 0.0268(10) Uani 1 1 d . . . H1 H -0.0049 0.9012 0.3432 0.032 Uiso 1 1 calc R . . C2 C -0.1025(2) 0.9413(2) 0.2921(3) 0.0301(10) Uani 1 1 d . . . H2 H -0.0903 0.9836 0.3269 0.036 Uiso 1 1 calc R . . C3 C -0.1703(2) 0.9288(2) 0.2313(3) 0.0288(10) Uani 1 1 d . . . H3 H -0.2055 0.9631 0.2226 0.035 Uiso 1 1 calc R . . C4 C -0.1870(2) 0.8656(2) 0.1826(3) 0.0231(9) Uani 1 1 d . . . H4 H -0.2336 0.8559 0.1400 0.028 Uiso 1 1 calc R . . C5 C -0.1342(2) 0.8167(2) 0.1975(2) 0.0184(8) Uani 1 1 d . . . C6 C -0.14603(19) 0.7465(2) 0.1511(2) 0.0162(8) Uani 1 1 d . . . C7 C -0.15382(19) 0.6174(2) 0.0727(2) 0.0137(7) Uani 1 1 d . . . C8 C -0.15030(19) 0.5475(2) 0.0342(2) 0.0144(7) Uani 1 1 d . . . C9 C -0.2086(2) 0.5046(2) -0.0173(2) 0.0186(8) Uani 1 1 d . . . H9 H -0.2533 0.5201 -0.0306 0.022 Uiso 1 1 calc R . . C10 C -0.1998(2) 0.4386(2) -0.0488(3) 0.0233(9) Uani 1 1 d . . . H10 H -0.2387 0.4083 -0.0848 0.028 Uiso 1 1 calc R . . C11 C -0.1344(2) 0.4177(2) -0.0274(3) 0.0228(9) Uani 1 1 d . . . H11 H -0.1272 0.3721 -0.0471 0.027 Uiso 1 1 calc R . . C12 C -0.0787(2) 0.4635(2) 0.0233(3) 0.0205(8) Uani 1 1 d . . . H12 H -0.0337 0.4489 0.0370 0.025 Uiso 1 1 calc R . . C13 C 0.0401(2) 0.7280(2) 0.0800(3) 0.0270(9) Uani 1 1 d . . . H13 H -0.0071 0.7380 0.0394 0.032 Uiso 1 1 calc R . . C14 C 0.0907(3) 0.7782(3) 0.0901(3) 0.0324(11) Uani 1 1 d . . . H14 H 0.0785 0.8214 0.0564 0.039 Uiso 1 1 calc R . . C15 C 0.1591(3) 0.7641(3) 0.1500(3) 0.0333(11) Uani 1 1 d . . . H15 H 0.1943 0.7985 0.1590 0.040 Uiso 1 1 calc R . . C16 C 0.1763(2) 0.7000(3) 0.1967(3) 0.0273(10) Uani 1 1 d . . . H16 H 0.2233 0.6889 0.2373 0.033 Uiso 1 1 calc R . . C17 C 0.1228(2) 0.6516(2) 0.1827(3) 0.0211(9) Uani 1 1 d . . . C18 C 0.1352(2) 0.5813(2) 0.2289(3) 0.0184(8) Uani 1 1 d . . . C19 C 0.1415(2) 0.4511(2) 0.3042(2) 0.0197(8) Uani 1 1 d . . . C20 C 0.1371(2) 0.3798(2) 0.3405(2) 0.0229(9) Uani 1 1 d . . . C21 C 0.1908(3) 0.3286(3) 0.3788(3) 0.0354(12) Uani 1 1 d . . . H21 H 0.2346 0.3389 0.3860 0.042 Uiso 1 1 calc R . . C22 C 0.1793(3) 0.2620(3) 0.4065(3) 0.0432(14) Uani 1 1 d . . . H22 H 0.2148 0.2251 0.4305 0.052 Uiso 1 1 calc R . . C23 C 0.1170(3) 0.2493(3) 0.3992(3) 0.0415(14) Uani 1 1 d . . . H23 H 0.1089 0.2044 0.4192 0.050 Uiso 1 1 calc R . . C24 C 0.0661(3) 0.3036(2) 0.3621(3) 0.0300(10) Uani 1 1 d . . . H24 H 0.0230 0.2954 0.3577 0.036 Uiso 1 1 calc R . . C25 C 0.0695(3) 0.1405(5) 0.2270(4) 0.067(2) Uani 1 1 d . . . H25A H 0.0888 0.1164 0.2805 0.101 Uiso 1 1 calc R . . H25B H 0.0250 0.1172 0.1873 0.101 Uiso 1 1 calc R . . H25C H 0.0625 0.1939 0.2318 0.101 Uiso 1 1 calc R . . C26 C 0.1185(2) 0.1314(2) 0.1988(3) 0.0314(11) Uani 1 1 d . . . C27 C 0.0903(4) 0.1409(3) 0.1100(4) 0.0564(17) Uani 1 1 d . . . H27A H 0.1283 0.1385 0.1002 0.085 Uiso 1 1 calc R . . H27B H 0.0671 0.1896 0.0919 0.085 Uiso 1 1 calc R . . H27C H 0.0568 0.1010 0.0793 0.085 Uiso 1 1 calc R . . N1 N -0.06693(17) 0.82978(19) 0.2564(2) 0.0192(7) Uani 1 1 d . . . N2 N -0.08814(16) 0.71272(17) 0.16456(19) 0.0139(6) Uani 1 1 d . . . N3 N -0.2122(2) 0.7148(2) 0.0992(3) 0.0318(9) Uani 1 1 d . . . H3A H -0.2497 0.7350 0.0938 0.038 Uiso 0.50 1 calc PR . . N4 N -0.2159(2) 0.6501(2) 0.0569(3) 0.0343(9) Uani 1 1 d . . . H3B H -0.2563 0.6301 0.0210 0.041 Uiso 0.50 1 calc PR . . N5 N -0.09209(16) 0.64794(17) 0.12641(19) 0.0140(6) Uani 1 1 d . . . N6 N -0.08580(16) 0.52770(18) 0.0538(2) 0.0155(6) Uani 1 1 d . . . N7 N 0.05559(18) 0.66605(19) 0.1257(2) 0.0201(7) Uani 1 1 d . . . N8 N 0.07725(16) 0.55078(19) 0.2188(2) 0.0164(7) Uani 1 1 d . . . N9 N 0.2010(2) 0.5481(3) 0.2795(3) 0.0418(11) Uani 1 1 d . . . H9A H 0.2387 0.5686 0.2856 0.050 Uiso 0.50 1 calc PR . . N10 N 0.2044(2) 0.4818(3) 0.3197(3) 0.0397(11) Uani 1 1 d . . . H9B H 0.2443 0.4599 0.3535 0.048 Uiso 0.50 1 calc PR . . N11 N 0.08053(16) 0.48497(19) 0.2553(2) 0.0167(7) Uani 1 1 d . . . N12 N 0.07500(19) 0.36724(19) 0.3319(2) 0.0226(8) Uani 1 1 d . . . O1 O 0.13842(16) 0.68670(17) 0.56518(19) 0.0263(7) Uani 1 1 d . . . O2 O 0.06061(19) 0.6617(2) 0.6068(3) 0.0498(11) Uani 1 1 d . . . O3 O 0.1764(2) 0.6900(2) 0.7046(2) 0.0469(10) Uani 1 1 d . . . O4 O 0.1483(2) 0.5756(2) 0.6356(2) 0.0459(10) Uani 1 1 d . . . O9 O 0.17877(17) 0.11566(19) 0.2466(3) 0.0405(9) Uani 1 1 d . . . Cu1 Cu 0.0000 0.75999(4) 0.2500 0.01664(16) Uani 1 2 d S . . Cu2 Cu -0.01121(2) 0.59780(3) 0.13302(3) 0.01664(13) Uani 1 1 d . . . Cu3 Cu 0.0000 0.43744(4) 0.2500 0.01838(17) Uani 1 2 d S . . Cl1 Cl 0.13052(5) 0.65320(6) 0.62821(6) 0.0208(2) Uani 1 1 d . . . Cl2A Cl 0.1188(3) 0.0275(4) 0.4804(4) 0.0266(4) Uani 0.585(5) 1 d PD A 1 O5A O 0.1285(4) 0.0418(4) 0.5581(4) 0.0656(11) Uani 0.585(5) 1 d PD A 1 O6A O 0.1418(4) -0.0454(4) 0.4788(5) 0.0656(11) Uani 0.585(5) 1 d PD A 1 O7A O 0.0488(3) 0.0363(4) 0.4195(5) 0.0656(11) Uani 0.585(5) 1 d PD A 1 O8A O 0.1607(3) 0.0799(4) 0.4712(5) 0.0656(11) Uani 0.585(5) 1 d PD A 1 Cl2B Cl 0.1158(5) 0.0252(5) 0.4730(6) 0.0266(4) Uani 0.415(5) 1 d PD A 2 O5B O 0.1452(5) 0.0854(5) 0.5292(6) 0.0656(11) Uani 0.415(5) 1 d PD A 2 O6B O 0.1561(5) -0.0396(5) 0.5104(7) 0.0656(11) Uani 0.415(5) 1 d PD A 2 O7B O 0.0467(4) 0.0142(6) 0.4501(7) 0.0656(11) Uani 0.415(5) 1 d PD A 2 O8B O 0.1185(5) 0.0442(6) 0.4040(5) 0.0656(11) Uani 0.415(5) 1 d PD A 2 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 C1 0.027(2) 0.019(2) 0.027(2) -0.0050(17) 0.0092(19) 0.0014(17) C2 0.033(2) 0.018(2) 0.032(2) -0.0043(18) 0.013(2) 0.0071(18) C3 0.029(2) 0.020(2) 0.036(3) -0.0037(19) 0.017(2) 0.0085(18) C4 0.0180(19) 0.022(2) 0.025(2) -0.0004(17) 0.0091(17) 0.0052(16) C5 0.022(2) 0.0153(18) 0.018(2) 0.0001(15) 0.0106(17) 0.0005(15) C6 0.0136(17) 0.0174(18) 0.0168(19) 0.0009(15) 0.0077(15) 0.0022(14) C7 0.0139(17) 0.0131(17) 0.0144(18) 0.0028(14) 0.0077(15) -0.0006(13) C8 0.0160(18) 0.0148(17) 0.0134(18) 0.0028(14) 0.0085(15) 0.0003(14) C9 0.0169(18) 0.022(2) 0.0173(19) 0.0007(16) 0.0090(16) -0.0010(15) C10 0.028(2) 0.022(2) 0.020(2) -0.0041(17) 0.0125(18) -0.0094(17) C11 0.037(2) 0.0156(19) 0.022(2) -0.0038(16) 0.020(2) -0.0029(17) C12 0.023(2) 0.020(2) 0.021(2) -0.0003(16) 0.0132(17) 0.0004(16) C13 0.032(2) 0.025(2) 0.031(2) -0.0017(19) 0.022(2) -0.0047(19) C14 0.047(3) 0.029(2) 0.036(3) -0.003(2) 0.032(2) -0.012(2) C15 0.039(3) 0.034(3) 0.041(3) -0.015(2) 0.030(2) -0.021(2) C16 0.024(2) 0.037(3) 0.029(2) -0.014(2) 0.020(2) -0.0126(19) C17 0.0202(19) 0.027(2) 0.024(2) -0.0120(17) 0.0168(18) -0.0067(17) C18 0.0144(17) 0.023(2) 0.022(2) -0.0112(16) 0.0128(16) -0.0054(15) C19 0.0177(19) 0.026(2) 0.0130(18) -0.0040(16) 0.0067(16) 0.0066(16) C20 0.028(2) 0.026(2) 0.0134(19) -0.0030(16) 0.0100(17) 0.0115(17) C21 0.035(3) 0.042(3) 0.020(2) 0.000(2) 0.009(2) 0.022(2) C22 0.060(4) 0.032(3) 0.027(3) 0.008(2) 0.016(3) 0.031(3) C23 0.071(4) 0.022(2) 0.028(3) 0.005(2) 0.024(3) 0.015(2) C24 0.041(3) 0.021(2) 0.026(2) 0.0017(18) 0.017(2) 0.0045(19) C25 0.028(3) 0.099(6) 0.066(4) -0.042(4) 0.019(3) 0.003(3) C26 0.023(2) 0.015(2) 0.048(3) -0.006(2) 0.014(2) 0.0010(17) C27 0.062(4) 0.033(3) 0.055(4) 0.006(3) 0.018(3) -0.013(3) N1 0.0189(16) 0.0160(16) 0.0201(17) -0.0013(13) 0.0085(14) 0.0016(13) N2 0.0145(15) 0.0118(15) 0.0144(15) 0.0005(12) 0.0071(13) -0.0004(12) N3 0.0261(19) 0.032(2) 0.035(2) -0.0011(18) 0.0150(18) 0.0045(17) N4 0.026(2) 0.029(2) 0.041(2) -0.0041(18) 0.0140(19) -0.0014(17) N5 0.0139(15) 0.0141(15) 0.0156(15) 0.0008(12) 0.0090(13) -0.0004(12) N6 0.0158(15) 0.0162(16) 0.0169(16) 0.0019(13) 0.0103(14) 0.0013(12) N7 0.0210(17) 0.0217(17) 0.0224(18) -0.0061(14) 0.0148(15) -0.0061(14) N8 0.0130(15) 0.0206(16) 0.0164(16) -0.0046(13) 0.0084(13) -0.0007(13) N9 0.026(2) 0.047(3) 0.050(3) -0.010(2) 0.019(2) -0.0034(19) N10 0.026(2) 0.054(3) 0.034(2) -0.006(2) 0.0128(19) 0.004(2) N11 0.0144(15) 0.0200(17) 0.0151(16) -0.0032(13) 0.0074(13) 0.0005(13) N12 0.0304(19) 0.0169(17) 0.0192(17) -0.0005(14) 0.0123(16) 0.0055(15) O1 0.0288(16) 0.0277(16) 0.0260(16) 0.0046(13) 0.0171(14) 0.0019(13) O2 0.0297(19) 0.060(3) 0.068(3) 0.016(2) 0.031(2) 0.0032(18) O3 0.053(2) 0.056(2) 0.0233(18) -0.0161(17) 0.0146(17) -0.016(2) O4 0.081(3) 0.0257(18) 0.038(2) 0.0088(16) 0.036(2) 0.0140(18) O9 0.0223(16) 0.0314(19) 0.066(3) 0.0121(17) 0.0220(18) 0.0052(14) Cu1 0.0120(3) 0.0143(3) 0.0194(3) 0.000 0.0055(3) 0.000 Cu2 0.0111(2) 0.0173(2) 0.0210(3) -0.00140(19) 0.0082(2) -0.00082(18) Cu3 0.0154(3) 0.0154(3) 0.0227(4) 0.000 0.0091(3) 0.000 Cl1 0.0220(5) 0.0212(5) 0.0195(5) -0.0016(4) 0.0112(4) 0.0001(4) Cl2A 0.0183(7) 0.0246(6) 0.0304(11) -0.0005(7) 0.0085(8) 0.0051(5) O5A 0.0408(17) 0.0507(19) 0.094(3) 0.0090(19) 0.0277(19) 0.0100(14) O6A 0.0408(17) 0.0507(19) 0.094(3) 0.0090(19) 0.0277(19) 0.0100(14) O7A 0.0408(17) 0.0507(19) 0.094(3) 0.0090(19) 0.0277(19) 0.0100(14) O8A 0.0408(17) 0.0507(19) 0.094(3) 0.0090(19) 0.0277(19) 0.0100(14) Cl2B 0.0183(7) 0.0246(6) 0.0304(11) -0.0005(7) 0.0085(8) 0.0051(5) O5B 0.0408(17) 0.0507(19) 0.094(3) 0.0090(19) 0.0277(19) 0.0100(14) O6B 0.0408(17) 0.0507(19) 0.094(3) 0.0090(19) 0.0277(19) 0.0100(14) O7B 0.0408(17) 0.0507(19) 0.094(3) 0.0090(19) 0.0277(19) 0.0100(14) O8B 0.0408(17) 0.0507(19) 0.094(3) 0.0090(19) 0.0277(19) 0.0100(14) _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 C1 N1 1.335(5) . ? C1 C2 1.386(6) . ? C1 H1 0.9500 . ? C2 C3 1.372(7) . ? C2 H2 0.9500 . ? C3 C4 1.386(6) . ? C3 H3 0.9500 . ? C4 C5 1.387(5) . ? C4 H4 0.9500 . ? C5 N1 1.355(5) . ? C5 C6 1.480(5) . ? C6 N2 1.343(5) . ? C6 N3 1.409(5) . ? C7 N5 1.339(5) . ? C7 N4 1.404(5) . ? C7 C8 1.478(5) . ? C8 N6 1.353(5) . ? C8 C9 1.389(5) . ? C9 C10 1.390(6) . ? C9 H9 0.9500 . ? C10 C11 1.369(6) . ? C10 H10 0.9500 . ? C11 C12 1.383(6) . ? C11 H11 0.9500 . ? C12 N6 1.337(5) . ? C12 H12 0.9500 . ? C13 N7 1.339(6) . ? C13 C14 1.390(6) . ? C13 H13 0.9500 . ? C14 C15 1.381(7) . ? C14 H14 0.9500 . ? C15 C16 1.379(7) . ? C15 H15 0.9500 . ? C16 C17 1.397(6) . ? C16 H16 0.9500 . ? C17 N7 1.351(5) . ? C17 C18 1.479(6) . ? C18 N8 1.342(5) . ? C18 N9 1.411(6) . ? C19 N11 1.337(5) . ? C19 N10 1.407(6) . ? C19 C20 1.482(6) . ? C20 N12 1.351(6) . ? C20 C21 1.385(6) . ? C21 C22 1.384(8) . ? C21 H21 0.9500 . ? C22 C23 1.369(9) . ? C22 H22 0.9500 . ? C23 C24 1.382(7) . ? C23 H23 0.9500 . ? C24 N12 1.342(6) . ? C24 H24 0.9500 . ? C25 C26 1.486(8) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 O9 1.211(6) . ? C26 C27 1.482(8) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? N1 Cu1 2.023(3) . ? N2 N5 1.349(4) . ? N2 Cu1 1.983(3) . ? N3 N4 1.390(6) . ? N3 H3A 0.8800 . ? N4 H3B 0.8800 . ? N5 Cu2 1.990(3) . ? N6 Cu2 2.006(3) . ? N7 Cu2 2.012(3) . ? N8 N11 1.352(5) . ? N8 Cu2 1.987(3) . ? N9 N10 1.396(7) . ? N9 H9A 0.8800 . ? N10 H9B 0.8800 . ? N11 Cu3 1.972(3) . ? N12 Cu3 2.028(4) . ? O1 Cl1 1.448(3) . ? O2 Cl1 1.424(4) . ? O3 Cl1 1.433(4) . ? O4 Cl1 1.432(4) . ? Cu1 N2 1.983(3) 2 ? Cu1 N1 2.023(3) 2 ? Cu3 N11 1.972(3) 2 ? Cu3 N12 2.028(4) 2 ? Cl2A O7A 1.398(7) . ? Cl2A O6A 1.411(7) . ? Cl2A O8A 1.413(7) . ? Cl2A O5A 1.415(7) . ? Cl2B O7B 1.404(8) . ? Cl2B O8B 1.404(8) . ? Cl2B O6B 1.414(8) . ? Cl2B O5B 1.417(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 N1 C1 C2 122.5(4) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 119.2(4) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 119.3(4) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C5 118.6(4) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? N1 C5 C4 122.2(4) . . ? N1 C5 C6 114.4(3) . . ? C4 C5 C6 123.4(4) . . ? N2 C6 N3 121.7(4) . . ? N2 C6 C5 114.8(3) . . ? N3 C6 C5 123.5(3) . . ? N5 C7 N4 121.2(3) . . ? N5 C7 C8 114.7(3) . . ? N4 C7 C8 124.1(3) . . ? N6 C8 C9 122.5(4) . . ? N6 C8 C7 114.9(3) . . ? C9 C8 C7 122.6(3) . . ? C8 C9 C10 118.5(4) . . ? C8 C9 H9 120.8 . . ? C10 C9 H9 120.8 . . ? C11 C10 C9 119.0(4) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C10 C11 C12 119.5(4) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? N6 C12 C11 122.6(4) . . ? N6 C12 H12 118.7 . . ? C11 C12 H12 118.7 . . ? N7 C13 C14 122.2(5) . . ? N7 C13 H13 118.9 . . ? C14 C13 H13 118.9 . . ? C15 C14 C13 118.8(5) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? C16 C15 C14 119.9(4) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 118.2(4) . . ? C15 C16 H16 120.9 . . ? C17 C16 H16 120.9 . . ? N7 C17 C16 122.2(4) . . ? N7 C17 C18 115.0(3) . . ? C16 C17 C18 122.9(4) . . ? N8 C18 N9 122.0(4) . . ? N8 C18 C17 113.6(3) . . ? N9 C18 C17 124.4(4) . . ? N11 C19 N10 122.0(4) . . ? N11 C19 C20 114.5(4) . . ? N10 C19 C20 123.4(4) . . ? N12 C20 C21 121.6(5) . . ? N12 C20 C19 114.5(3) . . ? C21 C20 C19 123.9(4) . . ? C22 C21 C20 118.8(5) . . ? C22 C21 H21 120.6 . . ? C20 C21 H21 120.6 . . ? C23 C22 C21 120.0(5) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C22 C23 C24 118.3(5) . . ? C22 C23 H23 120.8 . . ? C24 C23 H23 120.8 . . ? N12 C24 C23 122.8(5) . . ? N12 C24 H24 118.6 . . ? C23 C24 H24 118.6 . . ? C26 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C26 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O9 C26 C27 121.6(5) . . ? O9 C26 C25 120.9(5) . . ? C27 C26 C25 117.5(5) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C1 N1 C5 118.2(4) . . ? C1 N1 Cu1 127.8(3) . . ? C5 N1 Cu1 113.2(3) . . ? C6 N2 N5 120.4(3) . . ? C6 N2 Cu1 115.1(3) . . ? N5 N2 Cu1 124.2(2) . . ? N4 N3 C6 117.2(4) . . ? N4 N3 H3A 121.4 . . ? C6 N3 H3A 121.4 . . ? N3 N4 C7 118.6(4) . . ? N3 N4 H3B 120.7 . . ? C7 N4 H3B 120.7 . . ? C7 N5 N2 120.6(3) . . ? C7 N5 Cu2 114.9(3) . . ? N2 N5 Cu2 124.1(2) . . ? C12 N6 C8 117.9(3) . . ? C12 N6 Cu2 128.2(3) . . ? C8 N6 Cu2 113.7(3) . . ? C13 N7 C17 118.7(4) . . ? C13 N7 Cu2 127.1(3) . . ? C17 N7 Cu2 113.5(3) . . ? C18 N8 N11 120.0(3) . . ? C18 N8 Cu2 115.5(3) . . ? N11 N8 Cu2 123.5(2) . . ? N10 N9 C18 117.7(4) . . ? N10 N9 H9A 121.2 . . ? C18 N9 H9A 121.2 . . ? N9 N10 C19 117.6(4) . . ? N9 N10 H9B 121.2 . . ? C19 N10 H9B 121.2 . . ? C19 N11 N8 120.6(3) . . ? C19 N11 Cu3 115.4(3) . . ? N8 N11 Cu3 123.7(2) . . ? C24 N12 C20 118.5(4) . . ? C24 N12 Cu3 127.1(3) . . ? C20 N12 Cu3 112.6(3) . . ? N2 Cu1 N2 129.57(18) . 2 ? N2 Cu1 N1 132.36(13) . 2 ? N2 Cu1 N1 81.46(13) 2 2 ? N2 Cu1 N1 81.46(13) . . ? N2 Cu1 N1 132.36(13) 2 . ? N1 Cu1 N1 103.9(2) 2 . ? N8 Cu2 N5 137.46(13) . . ? N8 Cu2 N6 116.19(13) . . ? N5 Cu2 N6 81.54(13) . . ? N8 Cu2 N7 81.15(14) . . ? N5 Cu2 N7 115.49(14) . . ? N6 Cu2 N7 133.67(14) . . ? N11 Cu3 N11 128.97(19) . 2 ? N11 Cu3 N12 132.91(14) . 2 ? N11 Cu3 N12 81.50(15) 2 2 ? N11 Cu3 N12 81.50(15) . . ? N11 Cu3 N12 132.91(14) 2 . ? N12 Cu3 N12 103.6(2) 2 . ? O2 Cl1 O4 110.3(3) . . ? O2 Cl1 O3 109.8(3) . . ? O4 Cl1 O3 109.3(3) . . ? O2 Cl1 O1 109.4(2) . . ? O4 Cl1 O1 109.2(2) . . ? O3 Cl1 O1 108.9(2) . . ? O7A Cl2A O6A 110.9(6) . . ? O7A Cl2A O8A 111.3(6) . . ? O6A Cl2A O8A 109.1(6) . . ? O7A Cl2A O5A 109.5(6) . . ? O6A Cl2A O5A 109.8(6) . . ? O8A Cl2A O5A 106.1(6) . . ? O7B Cl2B O8B 110.0(7) . . ? O7B Cl2B O6B 111.0(7) . . ? O8B Cl2B O6B 109.7(7) . . ? O7B Cl2B O5B 109.9(7) . . ? O8B Cl2B O5B 107.5(7) . . ? O6B Cl2B O5B 108.6(7) . . ? 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 N1 C1 C2 C3 -2.1(8) . . . . ? C1 C2 C3 C4 1.6(8) . . . . ? C2 C3 C4 C5 0.2(7) . . . . ? C3 C4 C5 N1 -1.7(7) . . . . ? C3 C4 C5 C6 178.2(4) . . . . ? N1 C5 C6 N2 -10.5(5) . . . . ? C4 C5 C6 N2 169.6(4) . . . . ? N1 C5 C6 N3 166.8(4) . . . . ? C4 C5 C6 N3 -13.1(6) . . . . ? N5 C7 C8 N6 -4.9(5) . . . . ? N4 C7 C8 N6 176.2(4) . . . . ? N5 C7 C8 C9 174.1(3) . . . . ? N4 C7 C8 C9 -4.8(6) . . . . ? N6 C8 C9 C10 0.7(6) . . . . ? C7 C8 C9 C10 -178.2(4) . . . . ? C8 C9 C10 C11 0.8(6) . . . . ? C9 C10 C11 C12 -1.7(6) . . . . ? C10 C11 C12 N6 1.1(6) . . . . ? N7 C13 C14 C15 -0.9(7) . . . . ? C13 C14 C15 C16 2.0(7) . . . . ? C14 C15 C16 C17 -1.4(7) . . . . ? C15 C16 C17 N7 -0.3(6) . . . . ? C15 C16 C17 C18 179.8(4) . . . . ? N7 C17 C18 N8 -12.9(5) . . . . ? C16 C17 C18 N8 167.0(4) . . . . ? N7 C17 C18 N9 167.4(4) . . . . ? C16 C17 C18 N9 -12.7(6) . . . . ? N11 C19 C20 N12 -12.2(5) . . . . ? N10 C19 C20 N12 167.3(4) . . . . ? N11 C19 C20 C21 166.5(4) . . . . ? N10 C19 C20 C21 -14.1(6) . . . . ? N12 C20 C21 C22 2.1(7) . . . . ? C19 C20 C21 C22 -176.5(4) . . . . ? C20 C21 C22 C23 -3.1(7) . . . . ? C21 C22 C23 C24 1.6(8) . . . . ? C22 C23 C24 N12 1.0(7) . . . . ? C2 C1 N1 C5 0.8(7) . . . . ? C2 C1 N1 Cu1 169.5(4) . . . . ? C4 C5 N1 C1 1.2(6) . . . . ? C6 C5 N1 C1 -178.7(4) . . . . ? C4 C5 N1 Cu1 -169.2(3) . . . . ? C6 C5 N1 Cu1 10.9(4) . . . . ? N3 C6 N2 N5 2.0(6) . . . . ? C5 C6 N2 N5 179.4(3) . . . . ? N3 C6 N2 Cu1 -172.6(3) . . . . ? C5 C6 N2 Cu1 4.8(4) . . . . ? N2 C6 N3 N4 -5.3(6) . . . . ? C5 C6 N3 N4 177.5(4) . . . . ? C6 N3 N4 C7 4.6(6) . . . . ? N5 C7 N4 N3 -0.9(6) . . . . ? C8 C7 N4 N3 177.8(4) . . . . ? N4 C7 N5 N2 -2.5(5) . . . . ? C8 C7 N5 N2 178.6(3) . . . . ? N4 C7 N5 Cu2 -175.2(3) . . . . ? C8 C7 N5 Cu2 6.0(4) . . . . ? C6 N2 N5 C7 2.0(5) . . . . ? Cu1 N2 N5 C7 176.1(3) . . . . ? C6 N2 N5 Cu2 173.9(3) . . . . ? Cu1 N2 N5 Cu2 -11.9(4) . . . . ? C11 C12 N6 C8 0.5(6) . . . . ? C11 C12 N6 Cu2 176.0(3) . . . . ? C9 C8 N6 C12 -1.4(6) . . . . ? C7 C8 N6 C12 177.7(3) . . . . ? C9 C8 N6 Cu2 -177.5(3) . . . . ? C7 C8 N6 Cu2 1.5(4) . . . . ? C14 C13 N7 C17 -0.8(6) . . . . ? C14 C13 N7 Cu2 168.4(3) . . . . ? C16 C17 N7 C13 1.4(6) . . . . ? C18 C17 N7 C13 -178.7(4) . . . . ? C16 C17 N7 Cu2 -169.2(3) . . . . ? C18 C17 N7 Cu2 10.7(4) . . . . ? N9 C18 N8 N11 -2.5(6) . . . . ? C17 C18 N8 N11 177.8(3) . . . . ? N9 C18 N8 Cu2 -171.5(3) . . . . ? C17 C18 N8 Cu2 8.8(4) . . . . ? N8 C18 N9 N10 -0.1(6) . . . . ? C17 C18 N9 N10 179.5(4) . . . . ? C18 N9 N10 C19 2.5(6) . . . . ? N11 C19 N10 N9 -2.5(6) . . . . ? C20 C19 N10 N9 178.1(4) . . . . ? N10 C19 N11 N8 0.0(6) . . . . ? C20 C19 N11 N8 179.4(3) . . . . ? N10 C19 N11 Cu3 -174.5(3) . . . . ? C20 C19 N11 Cu3 4.9(4) . . . . ? C18 N8 N11 C19 2.6(5) . . . . ? Cu2 N8 N11 C19 170.7(3) . . . . ? C18 N8 N11 Cu3 176.6(3) . . . . ? Cu2 N8 N11 Cu3 -15.3(4) . . . . ? C23 C24 N12 C20 -2.0(7) . . . . ? C23 C24 N12 Cu3 161.7(4) . . . . ? C21 C20 N12 C24 0.4(6) . . . . ? C19 C20 N12 C24 179.1(4) . . . . ? C21 C20 N12 Cu3 -165.5(3) . . . . ? C19 C20 N12 Cu3 13.1(4) . . . . ? C6 N2 Cu1 N2 140.3(3) . . . 2 ? N5 N2 Cu1 N2 -34.2(2) . . . 2 ? C6 N2 Cu1 N1 -100.2(3) . . . 2 ? N5 N2 Cu1 N1 85.4(3) . . . 2 ? C6 N2 Cu1 N1 0.8(3) . . . . ? N5 N2 Cu1 N1 -173.6(3) . . . . ? C1 N1 Cu1 N2 -175.9(4) . . . . ? C5 N1 Cu1 N2 -6.7(3) . . . . ? C1 N1 Cu1 N2 46.8(4) . . . 2 ? C5 N1 Cu1 N2 -144.0(3) . . . 2 ? C1 N1 Cu1 N1 -44.2(3) . . . 2 ? C5 N1 Cu1 N1 125.0(3) . . . 2 ? C18 N8 Cu2 N5 -120.9(3) . . . . ? N11 N8 Cu2 N5 70.5(3) . . . . ? C18 N8 Cu2 N6 132.0(3) . . . . ? N11 N8 Cu2 N6 -36.6(3) . . . . ? C18 N8 Cu2 N7 -2.6(3) . . . . ? N11 N8 Cu2 N7 -171.2(3) . . . . ? C7 N5 Cu2 N8 -123.9(3) . . . . ? N2 N5 Cu2 N8 63.7(3) . . . . ? C7 N5 Cu2 N6 -4.1(3) . . . . ? N2 N5 Cu2 N6 -176.4(3) . . . . ? C7 N5 Cu2 N7 130.6(3) . . . . ? N2 N5 Cu2 N7 -41.8(3) . . . . ? C12 N6 Cu2 N8 -35.2(4) . . . . ? C8 N6 Cu2 N8 140.4(3) . . . . ? C12 N6 Cu2 N5 -174.4(4) . . . . ? C8 N6 Cu2 N5 1.2(3) . . . . ? C12 N6 Cu2 N7 68.2(4) . . . . ? C8 N6 Cu2 N7 -116.1(3) . . . . ? C13 N7 Cu2 N8 -174.4(4) . . . . ? C17 N7 Cu2 N8 -4.7(3) . . . . ? C13 N7 Cu2 N5 -35.7(4) . . . . ? C17 N7 Cu2 N5 134.0(3) . . . . ? C13 N7 Cu2 N6 67.6(4) . . . . ? C17 N7 Cu2 N6 -122.7(3) . . . . ? C19 N11 Cu3 N11 141.5(3) . . . 2 ? N8 N11 Cu3 N11 -32.8(2) . . . 2 ? C19 N11 Cu3 N12 -99.0(3) . . . 2 ? N8 N11 Cu3 N12 86.7(3) . . . 2 ? C19 N11 Cu3 N12 1.6(3) . . . . ? N8 N11 Cu3 N12 -172.7(3) . . . . ? C24 N12 Cu3 N11 -172.9(4) . . . . ? C20 N12 Cu3 N11 -8.4(3) . . . . ? C24 N12 Cu3 N11 50.3(4) . . . 2 ? C20 N12 Cu3 N11 -145.2(3) . . . 2 ? C24 N12 Cu3 N12 -40.7(3) . . . 2 ? C20 N12 Cu3 N12 123.9(3) . . . 2 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.774 _refine_diff_density_min -1.174 _refine_diff_density_rms 0.106 data_{[Cu2(2,5-H2bptz)(C2H4)2](ClO4)2}2.Me2CO _database_code_depnum_ccdc_archive 'CCDC 905868' #TrackingRef '(f) revised CCDC- 905868.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H33 Cl3 Cu3 N9 O13' _chemical_formula_sum 'C27 H33 Cl3 Cu3 N9 O13' _chemical_formula_weight 988.59 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 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 13.6357(4) _cell_length_b 19.6104(5) _cell_length_c 14.0000(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.667(7) _cell_angle_gamma 90.00 _cell_volume 3666.28(16) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6672 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.791 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 2.019 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6883 _exptl_absorpt_correction_T_max 0.8236 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_reflns_number 42845 _diffrn_reflns_av_R_equivalents 0.0709 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8380 _reflns_number_gt 5673 _reflns_threshold_expression >2\s(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Mercury CSD 3.0' _computing_publication_material 'WinGX 1.8' _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^)+(0.0366P)^2^+7.1585P] 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 8380 _refine_ls_number_parameters 503 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.0929 _refine_ls_R_factor_gt 0.0506 _refine_ls_wR_factor_ref 0.1081 _refine_ls_wR_factor_gt 0.0940 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.002 _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 C1 C 0.5251(3) -0.2332(2) 0.3006(3) 0.0247(9) Uani 1 1 d . . . H1 H 0.5727 -0.2533 0.3519 0.030 Uiso 1 1 calc R . . C2 C 0.4709(3) -0.2752(2) 0.2304(3) 0.0265(9) Uani 1 1 d . . . H2 H 0.4795 -0.3233 0.2340 0.032 Uiso 1 1 calc R . . C3 C 0.4035(3) -0.2457(2) 0.1544(3) 0.0263(10) Uani 1 1 d . . . H3 H 0.3660 -0.2733 0.1043 0.032 Uiso 1 1 calc R . . C4 C 0.3913(3) -0.17567(19) 0.1520(3) 0.0215(9) Uani 1 1 d . . . H4 H 0.3455 -0.1545 0.1003 0.026 Uiso 1 1 calc R . . C5 C 0.4471(3) -0.13710(19) 0.2260(3) 0.0169(8) Uani 1 1 d . . . C6 C 0.4415(3) -0.06168(18) 0.2323(3) 0.0168(8) Uani 1 1 d . . . C7 C 0.4165(3) 0.07098(19) 0.2525(3) 0.0155(8) Uani 1 1 d . . . C8 C 0.3998(3) 0.14417(18) 0.2703(3) 0.0170(8) Uani 1 1 d . . . C9 C 0.4680(3) 0.1853(2) 0.3307(3) 0.0241(9) Uani 1 1 d . . . H9 H 0.5288 0.1669 0.3667 0.029 Uiso 1 1 calc R . . C10 C 0.4457(3) 0.2541(2) 0.3374(3) 0.0283(10) Uani 1 1 d . . . H10 H 0.4912 0.2834 0.3784 0.034 Uiso 1 1 calc R . . C11 C 0.3570(3) 0.2794(2) 0.2843(3) 0.0254(9) Uani 1 1 d . . . H11 H 0.3402 0.3262 0.2884 0.031 Uiso 1 1 calc R . . C12 C 0.2928(3) 0.23484(19) 0.2246(3) 0.0223(9) Uani 1 1 d . . . H12 H 0.2322 0.2523 0.1869 0.027 Uiso 1 1 calc R . . C13 C 0.6903(3) -0.0689(2) 0.5083(3) 0.0299(10) Uani 1 1 d . . . H13A H 0.7487 -0.0428 0.4963 0.036 Uiso 1 1 calc R . . H13B H 0.6636 -0.0520 0.5647 0.036 Uiso 1 1 calc R . . C14 C 0.6934(3) -0.1384(2) 0.4970(3) 0.0273(10) Uani 1 1 d . . . H14A H 0.6687 -0.1665 0.5460 0.033 Uiso 1 1 calc R . . H14B H 0.7538 -0.1573 0.4775 0.033 Uiso 1 1 calc R . . C15 C 0.1201(3) 0.0682(2) 0.0219(3) 0.0257(9) Uani 1 1 d . . . H15A H 0.1433 0.0516 -0.0366 0.031 Uiso 1 1 calc R . . H15B H 0.0632 0.0420 0.0371 0.031 Uiso 1 1 calc R . . C16 C 0.1178(3) 0.1374(2) 0.0342(3) 0.0223(9) Uani 1 1 d . . . H16A H 0.0590 0.1559 0.0570 0.027 Uiso 1 1 calc R . . H16B H 0.1390 0.1656 -0.0166 0.027 Uiso 1 1 calc R . . C17 C 0.5373(3) 0.2377(2) 0.1019(3) 0.0309(10) Uani 1 1 d . . . H17 H 0.5895 0.2597 0.1464 0.037 Uiso 1 1 calc R . . C18 C 0.4571(3) 0.2767(2) 0.0528(3) 0.0319(10) Uani 1 1 d . . . H18 H 0.4552 0.3246 0.0631 0.038 Uiso 1 1 calc R . . C19 C 0.3809(3) 0.2447(2) -0.0106(3) 0.0285(10) Uani 1 1 d . . . H19 H 0.3251 0.2701 -0.0440 0.034 Uiso 1 1 calc R . . C20 C 0.3861(3) 0.1749(2) -0.0255(3) 0.0240(9) Uani 1 1 d . . . H20 H 0.3341 0.1518 -0.0689 0.029 Uiso 1 1 calc R . . C21 C 0.4690(3) 0.13984(19) 0.0243(3) 0.0182(8) Uani 1 1 d . . . C22 C 0.4847(3) 0.0659(2) 0.0128(3) 0.0208(9) Uani 1 1 d . . . C23 C 0.7494(3) 0.1455(2) 0.2682(3) 0.0295(10) Uani 1 1 d . . . H23A H 0.8036 0.1723 0.2485 0.035 Uiso 1 1 calc R . . H23B H 0.7244 0.1657 0.3235 0.035 Uiso 1 1 calc R . . C24 C 0.7596(3) 0.0756(2) 0.2684(3) 0.0264(10) Uani 1 1 d . . . H24A H 0.7410 0.0507 0.3237 0.032 Uiso 1 1 calc R . . H24B H 0.8202 0.0573 0.2486 0.032 Uiso 1 1 calc R . . C25 C 0.0468(3) 0.0456(2) 0.3872(3) 0.0351(11) Uani 1 1 d . . . H25A H 0.0687 0.0103 0.4364 0.053 Uiso 1 1 calc R . . H25B H -0.0262 0.0441 0.3664 0.053 Uiso 1 1 calc R . . H25C H 0.0670 0.0905 0.4151 0.053 Uiso 1 1 calc R . . C26 C 0.0943(3) 0.0333(2) 0.3008(3) 0.0233(9) Uani 1 1 d . . . C27 C 0.0759(4) -0.0338(2) 0.2527(4) 0.0422(13) Uani 1 1 d . . . H27A H 0.1184 -0.0388 0.2044 0.063 Uiso 1 1 calc R . . H27B H 0.0054 -0.0372 0.2201 0.063 Uiso 1 1 calc R . . H27C H 0.0918 -0.0700 0.3017 0.063 Uiso 1 1 calc R . . N1 N 0.5137(2) -0.16541(16) 0.2998(2) 0.0202(7) Uani 1 1 d . . . N2 N 0.5033(2) -0.03255(15) 0.3019(2) 0.0169(7) Uani 1 1 d . . . N3 N 0.3770(2) -0.02590(15) 0.1623(2) 0.0197(7) Uani 1 1 d . . . H3A H 0.3526 -0.0437 0.1046 0.024 Uiso 1 1 calc R . . N4 N 0.3512(2) 0.04090(15) 0.1867(2) 0.0180(7) Uani 1 1 d . . . N5 N 0.5037(2) 0.04030(15) 0.3001(2) 0.0193(7) Uani 1 1 d . . . H5 H 0.5564 0.0642 0.3278 0.023 Uiso 1 1 calc R . . N6 N 0.3126(2) 0.16852(15) 0.2180(2) 0.0184(7) Uani 1 1 d . . . N7 N 0.5432(2) 0.17049(16) 0.0883(2) 0.0226(8) Uani 1 1 d . . . N8 N 0.5588(2) 0.03855(15) 0.0731(2) 0.0183(7) Uani 1 1 d . . . N9 N 0.5778(3) -0.03072(17) 0.0586(3) 0.0377(10) Uani 1 1 d . . . H9A H 0.6294 -0.0511 0.0953 0.045 Uiso 1 1 calc R . . O1 O 0.4117(2) -0.07994(15) 0.4983(2) 0.0382(8) Uani 1 1 d . . . O2 O 0.3442(3) -0.19062(16) 0.4771(3) 0.0520(10) Uani 1 1 d . . . O3 O 0.2397(3) -0.09889(18) 0.4959(3) 0.0534(10) Uani 1 1 d . . . O4 O 0.3011(2) -0.10937(16) 0.3527(2) 0.0347(8) Uani 1 1 d . . . O9 O 0.7461(2) 0.07988(15) 0.0250(2) 0.0316(7) Uani 1 1 d . . . O10 O 0.9082(2) 0.10348(15) 0.1138(2) 0.0297(7) Uani 1 1 d . . . O11 O 0.8743(2) 0.10293(16) -0.0579(2) 0.0370(8) Uani 1 1 d . . . O12 O 0.8110(2) 0.19078(15) 0.0254(2) 0.0408(8) Uani 1 1 d . . . O13 O 0.1452(2) 0.07762(14) 0.2727(2) 0.0268(7) Uani 1 1 d . . . Cu1 Cu 0.58991(4) -0.09776(2) 0.39123(3) 0.02214(13) Uani 1 1 d . . . Cu2 Cu 0.22754(3) 0.09785(2) 0.13681(3) 0.02050(12) Uani 1 1 d . . . Cu3 Cu 0.64615(4) 0.10518(2) 0.16001(4) 0.02240(13) Uani 1 1 d . . . Cl1 Cl 0.32342(8) -0.12002(5) 0.45562(7) 0.0287(2) Uani 1 1 d . . . Cl2A Cl 0.7838(4) -0.1261(2) 0.2591(4) 0.0222(4) Uiso 0.424(3) 1 d PD A 1 O5A O 0.6985(7) -0.0821(6) 0.2404(9) 0.0340(7) Uiso 0.444(3) 1 d PD A 1 O6A O 0.8311(5) -0.1273(4) 0.1792(5) 0.0340(7) Uiso 0.424(3) 1 d PD A 1 O7A O 0.7514(6) -0.1919(3) 0.2813(5) 0.0340(7) Uiso 0.424(3) 1 d PD A 1 O8A O 0.8526(9) -0.1030(6) 0.3442(6) 0.0340(7) Uiso 0.444(3) 1 d PD A 1 Cl2B Cl 0.8010(7) -0.1213(6) 0.2466(7) 0.0222(4) Uiso 0.132(3) 1 d PD B 2 O5B O 0.7652(14) -0.0690(8) 0.1791(12) 0.0340(7) Uiso 0.132(3) 1 d PD B 2 O6B O 0.8590(12) -0.1669(8) 0.2068(13) 0.0340(7) Uiso 0.132(3) 1 d PD B 2 O7B O 0.7170(11) -0.1556(9) 0.2693(13) 0.0340(7) Uiso 0.132(3) 1 d PD B 2 O8B O 0.8571(15) -0.0912(11) 0.3317(11) 0.0340(7) Uiso 0.132(3) 1 d PD B 2 Cl2C Cl 0.7882(4) -0.1167(2) 0.2581(4) 0.0222(4) Uiso 0.444(3) 1 d PD A 3 O5C O 0.6918(7) -0.0832(6) 0.2460(9) 0.0340(7) Uiso 0.444(3) 1 d PD A 3 O6C O 0.8312(5) -0.0981(3) 0.1783(5) 0.0340(7) Uiso 0.444(3) 1 d PD A 3 O7C O 0.7690(6) -0.1886(3) 0.2544(5) 0.0340(7) Uiso 0.444(3) 1 d PD A 3 O8C O 0.8473(9) -0.0964(6) 0.3470(6) 0.0340(7) Uiso 0.444(3) 1 d PD A 3 Cl3 Cl 0.83650(7) 0.11999(5) 0.02690(7) 0.0213(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 C1 0.022(2) 0.022(2) 0.028(2) 0.0053(18) -0.0005(18) 0.0031(17) C2 0.026(2) 0.017(2) 0.034(3) 0.0011(18) 0.0001(19) -0.0002(17) C3 0.023(2) 0.024(2) 0.030(2) -0.0100(18) 0.0015(18) -0.0043(17) C4 0.018(2) 0.020(2) 0.025(2) -0.0008(17) 0.0007(17) 0.0014(16) C5 0.0145(19) 0.0166(19) 0.019(2) 0.0002(16) 0.0022(15) -0.0004(15) C6 0.0147(19) 0.0152(19) 0.021(2) 0.0019(16) 0.0059(16) 0.0016(15) C7 0.0151(19) 0.0167(19) 0.0139(19) 0.0009(15) 0.0007(15) -0.0019(15) C8 0.019(2) 0.0134(19) 0.018(2) 0.0019(15) 0.0032(16) 0.0025(15) C9 0.022(2) 0.021(2) 0.026(2) -0.0034(18) -0.0013(17) 0.0003(17) C10 0.029(2) 0.021(2) 0.031(2) -0.0104(19) -0.0018(19) -0.0034(18) C11 0.035(2) 0.017(2) 0.024(2) -0.0027(17) 0.0060(19) 0.0010(18) C12 0.030(2) 0.015(2) 0.021(2) 0.0036(16) 0.0035(18) 0.0023(17) C13 0.030(2) 0.034(3) 0.020(2) -0.0024(19) -0.0108(18) -0.003(2) C14 0.024(2) 0.034(3) 0.021(2) 0.0038(19) -0.0047(18) 0.0040(19) C15 0.022(2) 0.030(2) 0.020(2) 0.0008(18) -0.0059(17) -0.0002(18) C16 0.0149(19) 0.032(2) 0.018(2) 0.0057(18) -0.0016(16) 0.0035(17) C17 0.033(3) 0.021(2) 0.034(3) -0.0051(19) -0.002(2) -0.0045(19) C18 0.038(3) 0.021(2) 0.035(3) -0.0024(19) 0.003(2) 0.0031(19) C19 0.029(2) 0.027(2) 0.029(2) 0.0016(19) 0.0024(19) 0.0086(19) C20 0.025(2) 0.023(2) 0.022(2) -0.0014(17) -0.0014(17) 0.0050(17) C21 0.019(2) 0.020(2) 0.016(2) -0.0003(16) 0.0047(16) 0.0000(16) C22 0.020(2) 0.021(2) 0.021(2) 0.0022(17) 0.0020(17) -0.0017(16) C23 0.025(2) 0.032(2) 0.026(2) -0.0049(19) -0.0069(19) -0.0073(19) C24 0.022(2) 0.035(2) 0.018(2) 0.0022(18) -0.0047(17) -0.0005(18) C25 0.031(3) 0.042(3) 0.036(3) 0.000(2) 0.014(2) -0.003(2) C26 0.020(2) 0.028(2) 0.020(2) 0.0042(18) -0.0016(17) 0.0046(18) C27 0.056(3) 0.027(3) 0.047(3) 0.000(2) 0.018(3) -0.004(2) N1 0.0213(18) 0.0181(17) 0.0196(18) 0.0017(14) 0.0007(14) 0.0032(14) N2 0.0150(16) 0.0141(16) 0.0192(17) -0.0022(13) -0.0022(13) 0.0006(13) N3 0.0244(18) 0.0137(16) 0.0158(17) -0.0048(13) -0.0081(14) 0.0053(13) N4 0.0205(17) 0.0125(16) 0.0183(17) -0.0017(13) -0.0022(13) 0.0005(13) N5 0.0123(16) 0.0122(16) 0.0305(19) -0.0011(14) -0.0026(14) -0.0002(12) N6 0.0181(17) 0.0160(17) 0.0208(18) 0.0024(13) 0.0035(14) 0.0015(13) N7 0.0219(18) 0.0193(18) 0.0242(19) -0.0018(14) -0.0009(15) 0.0005(14) N8 0.0190(17) 0.0146(16) 0.0195(18) -0.0006(13) -0.0005(13) 0.0026(13) N9 0.040(2) 0.0185(19) 0.040(2) -0.0079(16) -0.0247(18) 0.0094(16) O1 0.051(2) 0.0276(17) 0.0277(17) -0.0010(13) -0.0107(15) -0.0150(15) O2 0.058(2) 0.0228(18) 0.061(2) 0.0035(16) -0.0200(19) -0.0077(16) O3 0.070(3) 0.049(2) 0.054(2) -0.0173(18) 0.044(2) -0.0162(19) O4 0.0277(16) 0.054(2) 0.0213(16) 0.0000(14) 0.0022(13) -0.0097(15) O9 0.0212(15) 0.0398(18) 0.0301(17) 0.0008(14) -0.0037(13) -0.0103(13) O10 0.0200(14) 0.0421(18) 0.0229(15) 0.0057(14) -0.0049(12) -0.0003(13) O11 0.047(2) 0.0423(19) 0.0230(16) 0.0042(14) 0.0092(14) 0.0095(16) O12 0.045(2) 0.0229(17) 0.046(2) -0.0074(14) -0.0115(16) 0.0023(15) O13 0.0283(16) 0.0274(16) 0.0244(16) 0.0032(13) 0.0046(13) -0.0021(13) Cu1 0.0212(3) 0.0201(3) 0.0207(3) 0.0008(2) -0.0062(2) 0.0023(2) Cu2 0.0183(2) 0.0165(2) 0.0227(3) 0.0007(2) -0.00518(19) 0.0008(2) Cu3 0.0196(2) 0.0212(3) 0.0226(3) -0.0022(2) -0.0049(2) -0.0013(2) Cl1 0.0374(6) 0.0254(5) 0.0215(5) -0.0045(4) 0.0014(4) -0.0083(4) Cl3 0.0186(5) 0.0221(5) 0.0207(5) -0.0015(4) -0.0016(4) -0.0023(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 C1 N1 1.339(5) . ? C1 C2 1.377(5) . ? C1 H1 0.9500 . ? C2 C3 1.384(6) . ? C2 H2 0.9500 . ? C3 C4 1.383(5) . ? C3 H3 0.9500 . ? C4 C5 1.381(5) . ? C4 H4 0.9500 . ? C5 N1 1.350(5) . ? C5 C6 1.485(5) . ? C6 N2 1.285(5) . ? C6 N3 1.371(5) . ? C7 N4 1.287(4) . ? C7 N5 1.378(4) . ? C7 C8 1.482(5) . ? C8 N6 1.351(5) . ? C8 C9 1.383(5) . ? C9 C10 1.391(5) . ? C9 H9 0.9500 . ? C10 C11 1.377(6) . ? C10 H10 0.9500 . ? C11 C12 1.391(5) . ? C11 H11 0.9500 . ? C12 N6 1.335(5) . ? C12 H12 0.9500 . ? C13 C14 1.374(6) . ? C13 Cu1 1.993(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 Cu1 1.993(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.368(6) . ? C15 Cu2 2.030(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 Cu2 2.009(4) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N7 1.337(5) . ? C17 C18 1.396(6) . ? C17 H17 0.9500 . ? C18 C19 1.374(6) . ? C18 H18 0.9500 . ? C19 C20 1.387(6) . ? C19 H19 0.9500 . ? C20 C21 1.385(5) . ? C20 H20 0.9500 . ? C21 N7 1.350(5) . ? C21 C22 1.479(5) . ? C22 N8 1.295(5) . ? C22 N9 1.362(5) 3_655 ? C23 C24 1.378(6) . ? C23 Cu3 2.010(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 Cu3 2.021(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.503(6) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 O13 1.225(5) . ? C26 C27 1.477(6) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? N1 Cu1 1.985(3) . ? N2 N5 1.429(4) . ? N2 Cu1 1.999(3) . ? N3 N4 1.416(4) . ? N3 H3A 0.8800 . ? N4 Cu2 2.025(3) . ? N5 H5 0.8800 . ? N6 Cu2 2.006(3) . ? N7 Cu3 2.012(3) . ? N8 N9 1.405(4) . ? N8 Cu3 2.005(3) . ? N9 C22 1.362(5) 3_655 ? N9 H9A 0.8800 . ? O1 Cl1 1.461(3) . ? O2 Cl1 1.433(3) . ? O3 Cl1 1.433(3) . ? O4 Cl1 1.426(3) . ? O9 Cl3 1.458(3) . ? O10 Cl3 1.435(3) . ? O11 Cl3 1.427(3) . ? O12 Cl3 1.430(3) . ? O13 Cu2 2.429(3) . ? Cl2A O6A 1.400(6) . ? Cl2A O7A 1.418(6) . ? Cl2A O5A 1.428(6) . ? Cl2A O8A 1.432(6) . ? Cl2B O6B 1.384(8) . ? Cl2B O8B 1.408(8) . ? Cl2B O5B 1.413(9) . ? Cl2B O7B 1.418(9) . ? Cl2C O8C 1.397(6) . ? Cl2C O6C 1.410(6) . ? Cl2C O7C 1.432(6) . ? Cl2C O5C 1.449(6) . ? 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 C1 C2 122.9(4) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 118.4(4) . . ? C1 C2 H2 120.8 . . ? C3 C2 H2 120.8 . . ? C4 C3 C2 119.5(4) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C5 C4 C3 118.7(4) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? N1 C5 C4 122.2(3) . . ? N1 C5 C6 113.5(3) . . ? C4 C5 C6 124.3(3) . . ? N2 C6 N3 122.8(3) . . ? N2 C6 C5 117.0(3) . . ? N3 C6 C5 120.0(3) . . ? N4 C7 N5 123.4(3) . . ? N4 C7 C8 117.2(3) . . ? N5 C7 C8 119.2(3) . . ? N6 C8 C9 122.3(3) . . ? N6 C8 C7 113.5(3) . . ? C9 C8 C7 124.1(3) . . ? C8 C9 C10 118.5(4) . . ? C8 C9 H9 120.7 . . ? C10 C9 H9 120.7 . . ? C11 C10 C9 119.6(4) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 118.3(4) . . ? C10 C11 H11 120.8 . . ? C12 C11 H11 120.8 . . ? N6 C12 C11 122.8(4) . . ? N6 C12 H12 118.6 . . ? C11 C12 H12 118.6 . . ? C14 C13 Cu1 69.8(2) . . ? C14 C13 H13A 116.7 . . ? Cu1 C13 H13A 116.7 . . ? C14 C13 H13B 116.7 . . ? Cu1 C13 H13B 116.7 . . ? H13A C13 H13B 113.7 . . ? C13 C14 Cu1 69.8(2) . . ? C13 C14 H14A 116.7 . . ? Cu1 C14 H14A 116.7 . . ? C13 C14 H14B 116.7 . . ? Cu1 C14 H14B 116.7 . . ? H14A C14 H14B 113.7 . . ? C16 C15 Cu2 69.4(2) . . ? C16 C15 H15A 116.7 . . ? Cu2 C15 H15A 116.7 . . ? C16 C15 H15B 116.7 . . ? Cu2 C15 H15B 116.7 . . ? H15A C15 H15B 113.7 . . ? C15 C16 Cu2 71.0(2) . . ? C15 C16 H16A 116.5 . . ? Cu2 C16 H16A 116.5 . . ? C15 C16 H16B 116.5 . . ? Cu2 C16 H16B 116.5 . . ? H16A C16 H16B 113.5 . . ? N7 C17 C18 122.3(4) . . ? N7 C17 H17 118.9 . . ? C18 C17 H17 118.9 . . ? C19 C18 C17 118.8(4) . . ? C19 C18 H18 120.6 . . ? C17 C18 H18 120.6 . . ? C18 C19 C20 119.6(4) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C21 C20 C19 118.3(4) . . ? C21 C20 H20 120.8 . . ? C19 C20 H20 120.8 . . ? N7 C21 C20 122.6(4) . . ? N7 C21 C22 113.8(3) . . ? C20 C21 C22 123.6(4) . . ? N8 C22 N9 123.9(4) . 3_655 ? N8 C22 C21 116.5(3) . . ? N9 C22 C21 119.6(3) 3_655 . ? C24 C23 Cu3 70.5(2) . . ? C24 C23 H23A 116.6 . . ? Cu3 C23 H23A 116.6 . . ? C24 C23 H23B 116.6 . . ? Cu3 C23 H23B 116.6 . . ? H23A C23 H23B 113.6 . . ? C23 C24 Cu3 69.6(2) . . ? C23 C24 H24A 116.7 . . ? Cu3 C24 H24A 116.7 . . ? C23 C24 H24B 116.7 . . ? Cu3 C24 H24B 116.7 . . ? H24A C24 H24B 113.7 . . ? C26 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C26 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O13 C26 C27 122.8(4) . . ? O13 C26 C25 120.6(4) . . ? C27 C26 C25 116.7(4) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C1 N1 C5 118.3(3) . . ? C1 N1 Cu1 127.9(3) . . ? C5 N1 Cu1 113.7(2) . . ? C6 N2 N5 115.8(3) . . ? C6 N2 Cu1 113.8(2) . . ? N5 N2 Cu1 130.3(2) . . ? C6 N3 N4 117.1(3) . . ? C6 N3 H3A 121.5 . . ? N4 N3 H3A 121.5 . . ? C7 N4 N3 115.3(3) . . ? C7 N4 Cu2 113.7(3) . . ? N3 N4 Cu2 131.1(2) . . ? C7 N5 N2 116.0(3) . . ? C7 N5 H5 122.0 . . ? N2 N5 H5 122.0 . . ? C12 N6 C8 118.3(3) . . ? C12 N6 Cu2 127.6(3) . . ? C8 N6 Cu2 114.1(2) . . ? C17 N7 C21 118.3(3) . . ? C17 N7 Cu3 127.8(3) . . ? C21 N7 Cu3 113.7(3) . . ? C22 N8 N9 116.7(3) . . ? C22 N8 Cu3 114.5(3) . . ? N9 N8 Cu3 127.8(2) . . ? C22 N9 N8 119.3(3) 3_655 . ? C22 N9 H9A 120.3 3_655 . ? N8 N9 H9A 120.3 . . ? C26 O13 Cu2 138.5(3) . . ? N1 Cu1 C14 114.26(15) . . ? N1 Cu1 C13 154.53(16) . . ? C14 Cu1 C13 40.34(17) . . ? N1 Cu1 N2 81.84(12) . . ? C14 Cu1 N2 163.84(15) . . ? C13 Cu1 N2 123.61(15) . . ? N6 Cu2 C16 113.61(15) . . ? N6 Cu2 N4 80.78(12) . . ? C16 Cu2 N4 155.13(15) . . ? N6 Cu2 C15 152.71(15) . . ? C16 Cu2 C15 39.59(16) . . ? N4 Cu2 C15 122.18(15) . . ? N6 Cu2 O13 88.59(11) . . ? C16 Cu2 O13 103.15(14) . . ? N4 Cu2 O13 97.15(11) . . ? C15 Cu2 O13 101.56(14) . . ? N8 Cu3 C23 162.44(15) . . ? N8 Cu3 N7 80.97(13) . . ? C23 Cu3 N7 115.94(15) . . ? N8 Cu3 C24 122.63(15) . . ? C23 Cu3 C24 39.99(16) . . ? N7 Cu3 C24 155.30(15) . . ? O4 Cl1 O2 110.2(2) . . ? O4 Cl1 O3 109.4(2) . . ? O2 Cl1 O3 109.6(2) . . ? O4 Cl1 O1 108.91(18) . . ? O2 Cl1 O1 108.8(2) . . ? O3 Cl1 O1 109.9(2) . . ? O6A Cl2A O7A 111.9(5) . . ? O6A Cl2A O5A 110.6(5) . . ? O7A Cl2A O5A 108.1(5) . . ? O6A Cl2A O8A 109.9(6) . . ? O7A Cl2A O8A 106.6(5) . . ? O5A Cl2A O8A 109.5(6) . . ? O6B Cl2B O8B 110.7(8) . . ? O6B Cl2B O5B 110.4(8) . . ? O8B Cl2B O5B 108.5(8) . . ? O6B Cl2B O7B 109.7(8) . . ? O8B Cl2B O7B 109.5(8) . . ? O5B Cl2B O7B 108.0(8) . . ? O8C Cl2C O6C 112.0(6) . . ? O8C Cl2C O7C 112.4(5) . . ? O6C Cl2C O7C 109.2(4) . . ? O8C Cl2C O5C 108.8(6) . . ? O6C Cl2C O5C 107.6(5) . . ? O7C Cl2C O5C 106.7(5) . . ? O11 Cl3 O12 110.07(19) . . ? O11 Cl3 O10 110.68(18) . . ? O12 Cl3 O10 110.69(18) . . ? O11 Cl3 O9 107.76(18) . . ? O12 Cl3 O9 108.75(19) . . ? O10 Cl3 O9 108.82(17) . . ? 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 N1 C1 C2 C3 1.7(6) . . . . ? C1 C2 C3 C4 -1.1(6) . . . . ? C2 C3 C4 C5 0.0(6) . . . . ? C3 C4 C5 N1 0.8(6) . . . . ? C3 C4 C5 C6 179.9(4) . . . . ? N1 C5 C6 N2 4.0(5) . . . . ? C4 C5 C6 N2 -175.2(4) . . . . ? N1 C5 C6 N3 -180.0(3) . . . . ? C4 C5 C6 N3 0.8(6) . . . . ? N4 C7 C8 N6 4.1(5) . . . . ? N5 C7 C8 N6 178.8(3) . . . . ? N4 C7 C8 C9 -172.8(4) . . . . ? N5 C7 C8 C9 1.8(6) . . . . ? N6 C8 C9 C10 0.0(6) . . . . ? C7 C8 C9 C10 176.7(4) . . . . ? C8 C9 C10 C11 0.0(6) . . . . ? C9 C10 C11 C12 -0.5(6) . . . . ? C10 C11 C12 N6 1.2(6) . . . . ? N7 C17 C18 C19 0.9(7) . . . . ? C17 C18 C19 C20 -1.0(7) . . . . ? C18 C19 C20 C21 -0.3(6) . . . . ? C19 C20 C21 N7 1.7(6) . . . . ? C19 C20 C21 C22 -178.3(4) . . . . ? N7 C21 C22 N8 8.6(5) . . . . ? C20 C21 C22 N8 -171.4(4) . . . . ? N7 C21 C22 N9 -171.5(4) . . . 3_655 ? C20 C21 C22 N9 8.5(6) . . . 3_655 ? C2 C1 N1 C5 -1.0(6) . . . . ? C2 C1 N1 Cu1 -176.8(3) . . . . ? C4 C5 N1 C1 -0.2(6) . . . . ? C6 C5 N1 C1 -179.5(3) . . . . ? C4 C5 N1 Cu1 176.1(3) . . . . ? C6 C5 N1 Cu1 -3.1(4) . . . . ? N3 C6 N2 N5 -2.3(5) . . . . ? C5 C6 N2 N5 173.5(3) . . . . ? N3 C6 N2 Cu1 -178.7(3) . . . . ? C5 C6 N2 Cu1 -2.9(4) . . . . ? N2 C6 N3 N4 -23.8(5) . . . . ? C5 C6 N3 N4 160.4(3) . . . . ? N5 C7 N4 N3 -3.0(5) . . . . ? C8 C7 N4 N3 171.4(3) . . . . ? N5 C7 N4 Cu2 176.4(3) . . . . ? C8 C7 N4 Cu2 -9.2(4) . . . . ? C6 N3 N4 C7 26.1(5) . . . . ? C6 N3 N4 Cu2 -153.2(3) . . . . ? N4 C7 N5 N2 -22.8(5) . . . . ? C8 C7 N5 N2 162.9(3) . . . . ? C6 N2 N5 C7 25.1(5) . . . . ? Cu1 N2 N5 C7 -159.3(3) . . . . ? C11 C12 N6 C8 -1.3(6) . . . . ? C11 C12 N6 Cu2 179.3(3) . . . . ? C9 C8 N6 C12 0.6(6) . . . . ? C7 C8 N6 C12 -176.4(3) . . . . ? C9 C8 N6 Cu2 -179.9(3) . . . . ? C7 C8 N6 Cu2 3.1(4) . . . . ? C18 C17 N7 C21 0.5(6) . . . . ? C18 C17 N7 Cu3 -174.4(3) . . . . ? C20 C21 N7 C17 -1.8(6) . . . . ? C22 C21 N7 C17 178.2(4) . . . . ? C20 C21 N7 Cu3 173.8(3) . . . . ? C22 C21 N7 Cu3 -6.2(4) . . . . ? N9 C22 N8 N9 3.9(7) 3_655 . . . ? C21 C22 N8 N9 -176.2(3) . . . . ? N9 C22 N8 Cu3 173.5(3) 3_655 . . . ? C21 C22 N8 Cu3 -6.6(4) . . . . ? C22 N8 N9 C22 -3.7(6) . . . 3_655 ? Cu3 N8 N9 C22 -171.7(3) . . . 3_655 ? C27 C26 O13 Cu2 7.0(7) . . . . ? C25 C26 O13 Cu2 -172.6(3) . . . . ? C1 N1 Cu1 C14 -1.2(4) . . . . ? C5 N1 Cu1 C14 -177.1(3) . . . . ? C1 N1 Cu1 C13 -4.7(6) . . . . ? C5 N1 Cu1 C13 179.4(4) . . . . ? C1 N1 Cu1 N2 177.3(4) . . . . ? C5 N1 Cu1 N2 1.4(3) . . . . ? C13 C14 Cu1 N1 -177.7(3) . . . . ? C13 C14 Cu1 N2 7.6(7) . . . . ? C14 C13 Cu1 N1 4.9(5) . . . . ? C14 C13 Cu1 N2 -177.5(2) . . . . ? C6 N2 Cu1 N1 0.9(3) . . . . ? N5 N2 Cu1 N1 -174.8(3) . . . . ? C6 N2 Cu1 C14 176.0(5) . . . . ? N5 N2 Cu1 C14 0.3(8) . . . . ? C6 N2 Cu1 C13 -178.1(3) . . . . ? N5 N2 Cu1 C13 6.2(4) . . . . ? C12 N6 Cu2 C16 14.7(4) . . . . ? C8 N6 Cu2 C16 -164.8(3) . . . . ? C12 N6 Cu2 N4 173.4(3) . . . . ? C8 N6 Cu2 N4 -6.0(3) . . . . ? C12 N6 Cu2 C15 23.8(5) . . . . ? C8 N6 Cu2 C15 -155.6(3) . . . . ? C12 N6 Cu2 O13 -89.1(3) . . . . ? C8 N6 Cu2 O13 91.4(3) . . . . ? C15 C16 Cu2 N6 173.4(2) . . . . ? C15 C16 Cu2 N4 51.6(5) . . . . ? C15 C16 Cu2 O13 -92.3(3) . . . . ? C7 N4 Cu2 N6 8.4(3) . . . . ? N3 N4 Cu2 N6 -172.4(3) . . . . ? C7 N4 Cu2 C16 136.3(4) . . . . ? N3 N4 Cu2 C16 -44.4(5) . . . . ? C7 N4 Cu2 C15 172.4(3) . . . . ? N3 N4 Cu2 C15 -8.3(4) . . . . ? C7 N4 Cu2 O13 -79.0(3) . . . . ? N3 N4 Cu2 O13 100.2(3) . . . . ? C16 C15 Cu2 N6 -13.3(5) . . . . ? C16 C15 Cu2 N4 -157.1(2) . . . . ? C16 C15 Cu2 O13 96.7(3) . . . . ? C26 O13 Cu2 N6 -161.0(4) . . . . ? C26 O13 Cu2 C16 85.1(4) . . . . ? C26 O13 Cu2 N4 -80.4(4) . . . . ? C26 O13 Cu2 C15 44.6(4) . . . . ? C22 N8 Cu3 C23 167.4(5) . . . . ? N9 N8 Cu3 C23 -24.4(7) . . . . ? C22 N8 Cu3 N7 2.5(3) . . . . ? N9 N8 Cu3 N7 170.7(3) . . . . ? C22 N8 Cu3 C24 174.6(3) . . . . ? N9 N8 Cu3 C24 -17.2(4) . . . . ? C24 C23 Cu3 N8 9.4(7) . . . . ? C24 C23 Cu3 N7 172.8(2) . . . . ? C17 N7 Cu3 N8 177.4(4) . . . . ? C21 N7 Cu3 N8 2.3(3) . . . . ? C17 N7 Cu3 C23 2.4(4) . . . . ? C21 N7 Cu3 C23 -172.7(3) . . . . ? C17 N7 Cu3 C24 13.5(6) . . . . ? C21 N7 Cu3 C24 -161.6(4) . . . . ? C23 C24 Cu3 N8 -176.6(2) . . . . ? C23 C24 Cu3 N7 -15.6(5) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.909 _refine_diff_density_min -0.738 _refine_diff_density_rms 0.100