# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A # 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_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C408 H592 Cu24 N76 O196' _chemical_formula_sum 'C408 H592 Cu24 N76 O196' _chemical_formula_weight 11218.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Cubic _symmetry_space_group_name_H-M Fm-3m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x, z' '-x, -y, z' 'y, -x, z' 'x, -y, -z' 'y, x, -z' '-x, y, -z' '-y, -x, -z' 'z, x, y' '-x, z, y' '-z, -x, y' 'x, -z, y' 'z, -x, -y' 'x, z, -y' '-z, x, -y' '-x, -z, -y' 'y, z, x' '-z, -y, -x' '-z, y, x' 'z, y, -x' 'z, -y, x' 'y, -z, -x' '-y, -z, x' '-y, z, -x' 'x, y+1/2, z+1/2' '-y, x+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'y, -x+1/2, z+1/2' 'x, -y+1/2, -z+1/2' 'y, x+1/2, -z+1/2' '-x, y+1/2, -z+1/2' '-y, -x+1/2, -z+1/2' 'z, x+1/2, y+1/2' '-x, z+1/2, y+1/2' '-z, -x+1/2, y+1/2' 'x, -z+1/2, y+1/2' 'z, -x+1/2, -y+1/2' 'x, z+1/2, -y+1/2' '-z, x+1/2, -y+1/2' '-x, -z+1/2, -y+1/2' 'y, z+1/2, x+1/2' '-z, -y+1/2, -x+1/2' '-z, y+1/2, x+1/2' 'z, y+1/2, -x+1/2' 'z, -y+1/2, x+1/2' 'y, -z+1/2, -x+1/2' '-y, -z+1/2, x+1/2' '-y, z+1/2, -x+1/2' 'x+1/2, y, z+1/2' '-y+1/2, x, z+1/2' '-x+1/2, -y, z+1/2' 'y+1/2, -x, z+1/2' 'x+1/2, -y, -z+1/2' 'y+1/2, x, -z+1/2' '-x+1/2, y, -z+1/2' '-y+1/2, -x, -z+1/2' 'z+1/2, x, y+1/2' '-x+1/2, z, y+1/2' '-z+1/2, -x, y+1/2' 'x+1/2, -z, y+1/2' 'z+1/2, -x, -y+1/2' 'x+1/2, z, -y+1/2' '-z+1/2, x, -y+1/2' '-x+1/2, -z, -y+1/2' 'y+1/2, z, x+1/2' '-z+1/2, -y, -x+1/2' '-z+1/2, y, x+1/2' 'z+1/2, y, -x+1/2' 'z+1/2, -y, x+1/2' 'y+1/2, -z, -x+1/2' '-y+1/2, -z, x+1/2' '-y+1/2, z, -x+1/2' 'x+1/2, y+1/2, z' '-y+1/2, x+1/2, z' '-x+1/2, -y+1/2, z' 'y+1/2, -x+1/2, z' 'x+1/2, -y+1/2, -z' 'y+1/2, x+1/2, -z' '-x+1/2, y+1/2, -z' '-y+1/2, -x+1/2, -z' 'z+1/2, x+1/2, y' '-x+1/2, z+1/2, y' '-z+1/2, -x+1/2, y' 'x+1/2, -z+1/2, y' 'z+1/2, -x+1/2, -y' 'x+1/2, z+1/2, -y' '-z+1/2, x+1/2, -y' '-x+1/2, -z+1/2, -y' 'y+1/2, z+1/2, x' '-z+1/2, -y+1/2, -x' '-z+1/2, y+1/2, x' 'z+1/2, y+1/2, -x' 'z+1/2, -y+1/2, x' 'y+1/2, -z+1/2, -x' '-y+1/2, -z+1/2, x' '-y+1/2, z+1/2, -x' '-x, -y, -z' 'y, -x, -z' 'x, y, -z' '-y, x, -z' '-x, y, z' '-y, -x, z' 'x, -y, z' 'y, x, z' '-z, -x, -y' 'x, -z, -y' 'z, x, -y' '-x, z, -y' '-z, x, y' '-x, -z, y' 'z, -x, y' 'x, z, y' '-y, -z, -x' 'z, y, x' 'z, -y, -x' '-z, -y, x' '-z, y, -x' '-y, z, x' 'y, z, -x' 'y, -z, x' '-x, -y+1/2, -z+1/2' 'y, -x+1/2, -z+1/2' 'x, y+1/2, -z+1/2' '-y, x+1/2, -z+1/2' '-x, y+1/2, z+1/2' '-y, -x+1/2, z+1/2' 'x, -y+1/2, z+1/2' 'y, x+1/2, z+1/2' '-z, -x+1/2, -y+1/2' 'x, -z+1/2, -y+1/2' 'z, x+1/2, -y+1/2' '-x, z+1/2, -y+1/2' '-z, x+1/2, y+1/2' '-x, -z+1/2, y+1/2' 'z, -x+1/2, y+1/2' 'x, z+1/2, y+1/2' '-y, -z+1/2, -x+1/2' 'z, y+1/2, x+1/2' 'z, -y+1/2, -x+1/2' '-z, -y+1/2, x+1/2' '-z, y+1/2, -x+1/2' '-y, z+1/2, x+1/2' 'y, z+1/2, -x+1/2' 'y, -z+1/2, x+1/2' '-x+1/2, -y, -z+1/2' 'y+1/2, -x, -z+1/2' 'x+1/2, y, -z+1/2' '-y+1/2, x, -z+1/2' '-x+1/2, y, z+1/2' '-y+1/2, -x, z+1/2' 'x+1/2, -y, z+1/2' 'y+1/2, x, z+1/2' '-z+1/2, -x, -y+1/2' 'x+1/2, -z, -y+1/2' 'z+1/2, x, -y+1/2' '-x+1/2, z, -y+1/2' '-z+1/2, x, y+1/2' '-x+1/2, -z, y+1/2' 'z+1/2, -x, y+1/2' 'x+1/2, z, y+1/2' '-y+1/2, -z, -x+1/2' 'z+1/2, y, x+1/2' 'z+1/2, -y, -x+1/2' '-z+1/2, -y, x+1/2' '-z+1/2, y, -x+1/2' '-y+1/2, z, x+1/2' 'y+1/2, z, -x+1/2' 'y+1/2, -z, x+1/2' '-x+1/2, -y+1/2, -z' 'y+1/2, -x+1/2, -z' 'x+1/2, y+1/2, -z' '-y+1/2, x+1/2, -z' '-x+1/2, y+1/2, z' '-y+1/2, -x+1/2, z' 'x+1/2, -y+1/2, z' 'y+1/2, x+1/2, z' '-z+1/2, -x+1/2, -y' 'x+1/2, -z+1/2, -y' 'z+1/2, x+1/2, -y' '-x+1/2, z+1/2, -y' '-z+1/2, x+1/2, y' '-x+1/2, -z+1/2, y' 'z+1/2, -x+1/2, y' 'x+1/2, z+1/2, y' '-y+1/2, -z+1/2, -x' 'z+1/2, y+1/2, x' 'z+1/2, -y+1/2, -x' '-z+1/2, -y+1/2, x' '-z+1/2, y+1/2, -x' '-y+1/2, z+1/2, x' 'y+1/2, z+1/2, -x' 'y+1/2, -z+1/2, x' _cell_length_a 40.0928(17) _cell_length_b 40.0928(17) _cell_length_c 40.0928(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 64446(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 82270 _cell_measurement_theta_min 1.44 _cell_measurement_theta_max 25.02 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.156 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 23339 _exptl_absorpt_coefficient_mu 0.852 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8414 _exptl_absorpt_correction_T_max 0.8758 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 82270 _diffrn_reflns_av_R_equivalents 0.0591 _diffrn_reflns_av_sigmaI/netI 0.0203 _diffrn_reflns_limit_h_min -47 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min -47 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -47 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2824 _reflns_number_gt 2369 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.0979P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2824 _refine_ls_number_parameters 86 _refine_ls_number_restraints 64 _refine_ls_R_factor_all 0.0560 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1399 _refine_ls_wR_factor_gt 0.1336 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.557 _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 Cu1 Cu 0.0000 0.359171(12) 0.140829(12) 0.0481(3) Uani 1 4 d S . . Cu2 Cu 0.0000 0.312783(12) 0.187217(12) 0.0538(3) Uani 1 4 d S . . O1 O 0.03459(6) 0.33126(6) 0.12055(6) 0.0666(7) Uani 1 1 d . . . O2 O 0.03433(7) 0.29177(7) 0.15953(7) 0.0737(8) Uani 1 1 d . . . O3 O 0.12025(15) 0.20957(17) 0.12025(15) 0.182(3) Uani 1 2 d SDU . . H3A H 0.1351 0.2104 0.1343 0.218 Uiso 1 2 calc SRD . . C1 C 0.04503(10) 0.30509(9) 0.13328(9) 0.0636(9) Uani 1 1 d . . . C2 C 0.07348(11) 0.28767(10) 0.11599(11) 0.0766(12) Uani 1 1 d . . . C3 C 0.08503(14) 0.25740(13) 0.12646(14) 0.1073(18) Uani 1 1 d U . . H3 H 0.0749 0.2470 0.1445 0.129 Uiso 1 1 calc R . . C4 C 0.11102(18) 0.2423(2) 0.11102(18) 0.126(3) Uani 1 2 d SDU . . C5 C 0.08829(10) 0.30304(14) 0.08829(10) 0.0657(13) Uani 1 2 d S . . H5 H 0.0799 0.3230 0.0799 0.079 Uiso 1 2 calc SR . . N1 N 0.0000 0.27456(8) 0.22544(8) 0.0530(13) Uani 1 4 d S . . C6 C 0.0000 0.24257(18) 0.21916(17) 0.114(2) Uani 1 2 d SU . . H6 H 0.0000 0.2358 0.1970 0.137 Uiso 1 2 calc SR . . O1W O 0.0000 0.39692(12) 0.10308(12) 0.135(3) Uani 1 4 d SDU . . H1B H 0.0296 0.3987 0.1013 0.162 Uiso 0.50 2 d SPRD . . H1A H 0.0000 0.4197 0.0933 0.162 Uiso 0.50 2 d SPRD . . 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 0.0482(5) 0.0481(4) 0.0481(4) 0.0221(3) 0.000 0.000 Cu2 0.0573(5) 0.0521(4) 0.0521(4) 0.0281(4) 0.000 0.000 O1 0.0712(16) 0.0633(16) 0.0652(16) 0.0209(12) 0.0194(12) 0.0093(12) O2 0.0797(18) 0.0714(17) 0.0699(17) 0.0279(14) 0.0201(13) 0.0117(13) O3 0.200(4) 0.145(5) 0.200(4) 0.067(4) 0.048(5) 0.067(4) C1 0.064(2) 0.063(2) 0.063(2) 0.0196(18) 0.0077(18) 0.0017(18) C2 0.077(3) 0.067(2) 0.086(3) 0.029(2) 0.021(2) 0.012(2) C3 0.118(4) 0.088(3) 0.116(4) 0.040(3) 0.041(3) 0.031(3) C4 0.139(4) 0.101(5) 0.139(4) 0.044(4) 0.025(5) 0.044(4) C5 0.065(2) 0.066(3) 0.065(2) 0.0120(18) 0.006(3) 0.0120(18) N1 0.064(3) 0.0473(19) 0.0473(19) 0.019(2) 0.000 0.000 C6 0.178(6) 0.086(4) 0.078(4) 0.020(3) 0.000 0.000 O1W 0.204(7) 0.100(3) 0.100(3) 0.038(4) 0.000 0.000 _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 O1 1.958(2) 101 ? Cu1 O1 1.958(2) 40 ? Cu1 O1 1.958(2) . ? Cu1 O1 1.958(2) 130 ? Cu1 O1W 2.141(7) . ? Cu1 Cu2 2.6302(10) . ? Cu2 O2 1.959(3) 101 ? Cu2 O2 1.959(3) 130 ? Cu2 O2 1.959(3) . ? Cu2 O2 1.959(3) 40 ? Cu2 N1 2.167(5) . ? O1 C1 1.240(4) . ? O2 C1 1.256(4) . ? O3 C4 1.412(9) . ? O3 H3A 0.8200 . ? C1 C2 1.506(6) . ? C2 C3 1.365(6) . ? C2 C5 1.402(4) . ? C3 C4 1.355(6) . ? C3 H3 0.9300 . ? C4 C3 1.355(6) 114 ? C5 C2 1.402(4) 114 ? C5 H5 0.9300 . ? N1 C6 1.307(7) . ? N1 C6 1.307(7) 130 ? C6 C6 1.327(13) 10 ? C6 H6 0.9300 . ? O1W H1B 1.1910 . ? O1W H1A 0.9937 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1 88.45(16) 101 40 ? O1 Cu1 O1 90.15(16) 101 . ? O1 Cu1 O1 167.32(14) 40 . ? O1 Cu1 O1 167.32(14) 101 130 ? O1 Cu1 O1 90.15(16) 40 130 ? O1 Cu1 O1 88.45(16) . 130 ? O1 Cu1 O1W 96.34(7) 101 . ? O1 Cu1 O1W 96.34(7) 40 . ? O1 Cu1 O1W 96.34(7) . . ? O1 Cu1 O1W 96.34(7) 130 . ? O1 Cu1 Cu2 83.66(7) 101 . ? O1 Cu1 Cu2 83.66(7) 40 . ? O1 Cu1 Cu2 83.66(7) . . ? O1 Cu1 Cu2 83.66(7) 130 . ? O1W Cu1 Cu2 180.00(19) . . ? O2 Cu2 O2 168.93(14) 101 130 ? O2 Cu2 O2 89.30(18) 101 . ? O2 Cu2 O2 89.63(18) 130 . ? O2 Cu2 O2 89.63(18) 101 40 ? O2 Cu2 O2 89.30(18) 130 40 ? O2 Cu2 O2 168.93(14) . 40 ? O2 Cu2 N1 95.54(7) 101 . ? O2 Cu2 N1 95.54(7) 130 . ? O2 Cu2 N1 95.54(7) . . ? O2 Cu2 N1 95.54(7) 40 . ? O2 Cu2 Cu1 84.46(7) 101 . ? O2 Cu2 Cu1 84.46(7) 130 . ? O2 Cu2 Cu1 84.46(7) . . ? O2 Cu2 Cu1 84.46(7) 40 . ? N1 Cu2 Cu1 180.00(13) . . ? C1 O1 Cu1 123.5(2) . . ? C1 O2 Cu2 122.1(2) . . ? C4 O3 H3A 109.5 . . ? O1 C1 O2 126.1(4) . . ? O1 C1 C2 117.3(3) . . ? O2 C1 C2 116.6(3) . . ? C3 C2 C5 119.4(4) . . ? C3 C2 C1 121.8(4) . . ? C5 C2 C1 118.8(3) . . ? C4 C3 C2 121.2(5) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C3 120.2(7) 114 . ? C3 C4 O3 119.8(4) 114 . ? C3 C4 O3 119.8(4) . . ? C2 C5 C2 118.5(5) 114 . ? C2 C5 H5 120.7 114 . ? C2 C5 H5 120.7 . . ? C6 N1 C6 112.2(7) . 130 ? C6 N1 Cu2 123.9(3) . . ? C6 N1 Cu2 123.9(3) 130 . ? N1 C6 C6 123.9(3) . 10 ? N1 C6 H6 118.0 . . ? C6 C6 H6 118.0 10 . ? Cu1 O1W H1B 94.8 . . ? Cu1 O1W H1A 158.2 . . ? H1B O1W H1A 85.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu1 Cu2 O2 0.51(12) 101 . . 101 ? O1 Cu1 Cu2 O2 89.65(12) 40 . . 101 ? O1 Cu1 Cu2 O2 -90.35(12) . . . 101 ? O1 Cu1 Cu2 O2 -179.49(12) 130 . . 101 ? O1W Cu1 Cu2 O2 135(100) . . . 101 ? O1 Cu1 Cu2 O2 -179.49(12) 101 . . 130 ? O1 Cu1 Cu2 O2 -90.35(12) 40 . . 130 ? O1 Cu1 Cu2 O2 89.65(12) . . . 130 ? O1 Cu1 Cu2 O2 0.51(12) 130 . . 130 ? O1W Cu1 Cu2 O2 -45(100) . . . 130 ? O1 Cu1 Cu2 O2 90.35(12) 101 . . . ? O1 Cu1 Cu2 O2 179.49(12) 40 . . . ? O1 Cu1 Cu2 O2 -0.51(12) . . . . ? O1 Cu1 Cu2 O2 -89.65(12) 130 . . . ? O1W Cu1 Cu2 O2 -135(100) . . . . ? O1 Cu1 Cu2 O2 -89.65(12) 101 . . 40 ? O1 Cu1 Cu2 O2 -0.51(12) 40 . . 40 ? O1 Cu1 Cu2 O2 179.49(12) . . . 40 ? O1 Cu1 Cu2 O2 90.35(12) 130 . . 40 ? O1W Cu1 Cu2 O2 45(100) . . . 40 ? O1 Cu1 Cu2 N1 -134.57(8) 101 . . . ? O1 Cu1 Cu2 N1 -45.43(8) 40 . . . ? O1 Cu1 Cu2 N1 134.57(8) . . . . ? O1 Cu1 Cu2 N1 45.43(8) 130 . . . ? O1W Cu1 Cu2 N1 0.0 . . . . ? O1 Cu1 O1 C1 -84.8(3) 101 . . . ? O1 Cu1 O1 C1 -1.2(3) 40 . . . ? O1 Cu1 O1 C1 82.6(3) 130 . . . ? O1W Cu1 O1 C1 178.8(3) . . . . ? Cu2 Cu1 O1 C1 -1.2(3) . . . . ? O2 Cu2 O2 C1 86.9(3) 101 . . . ? O2 Cu2 O2 C1 -82.1(3) 130 . . . ? O2 Cu2 O2 C1 2.4(3) 40 . . . ? N1 Cu2 O2 C1 -177.6(3) . . . . ? Cu1 Cu2 O2 C1 2.4(3) . . . . ? Cu1 O1 C1 O2 3.7(6) . . . . ? Cu1 O1 C1 C2 -175.6(3) . . . . ? Cu2 O2 C1 O1 -4.4(6) . . . . ? Cu2 O2 C1 C2 174.9(3) . . . . ? O1 C1 C2 C3 -174.7(5) . . . . ? O2 C1 C2 C3 5.9(7) . . . . ? O1 C1 C2 C5 5.0(7) . . . . ? O2 C1 C2 C5 -174.4(4) . . . . ? C5 C2 C3 C4 1.4(11) . . . . ? C1 C2 C3 C4 -178.9(7) . . . . ? C2 C3 C4 C3 1.1(16) . . . 114 ? C2 C3 C4 O3 -173.7(8) . . . . ? C3 C2 C5 C2 -3.9(10) . . . 114 ? C1 C2 C5 C2 176.4(3) . . . 114 ? O2 Cu2 N1 C6 44.92(9) 101 . . . ? O2 Cu2 N1 C6 -135.08(9) 130 . . . ? O2 Cu2 N1 C6 -44.92(9) . . . . ? O2 Cu2 N1 C6 135.08(9) 40 . . . ? Cu1 Cu2 N1 C6 180(100) . . . . ? O2 Cu2 N1 C6 -135.08(9) 101 . . 130 ? O2 Cu2 N1 C6 44.92(9) 130 . . 130 ? O2 Cu2 N1 C6 135.08(9) . . . 130 ? O2 Cu2 N1 C6 -44.92(9) 40 . . 130 ? Cu1 Cu2 N1 C6 0(100) . . . 130 ? C6 N1 C6 C6 0.000(1) 130 . . 10 ? Cu2 N1 C6 C6 180.0 . . . 10 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.590 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.051 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.004 -0.010 -0.005 45890.2 10248.6 _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 951452' ####################################################################### # # 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_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C609 H1001 Cu24 N131 O251' _chemical_formula_sum 'C609 H1001 Cu24 N131 O251' _chemical_formula_weight 15699.37 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' 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' N N 0.0061 0.0033 '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' _symmetry_cell_setting Cubic _symmetry_space_group_name_H-M Fm-3m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x, -y, -z' '-x, y, -z' 'z, x, y' 'y, z, x' '-z, -x, y' '-y, z, -x' 'z, -x, -y' '-y, -z, x' '-z, x, -y' 'y, -z, -x' '-y, -x, -z' 'y, x, -z' 'y, -x, z' '-y, x, z' '-x, -z, -y' '-z, -y, -x' 'x, z, -y' '-z, y, x' 'x, -z, y' 'z, y, -x' '-x, z, y' 'z, -y, x' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x, -y+1/2, -z+1/2' '-x, y+1/2, -z+1/2' 'z, x+1/2, y+1/2' 'y, z+1/2, x+1/2' '-z, -x+1/2, y+1/2' '-y, z+1/2, -x+1/2' 'z, -x+1/2, -y+1/2' '-y, -z+1/2, x+1/2' '-z, x+1/2, -y+1/2' 'y, -z+1/2, -x+1/2' '-y, -x+1/2, -z+1/2' 'y, x+1/2, -z+1/2' 'y, -x+1/2, z+1/2' '-y, x+1/2, z+1/2' '-x, -z+1/2, -y+1/2' '-z, -y+1/2, -x+1/2' 'x, z+1/2, -y+1/2' '-z, y+1/2, x+1/2' 'x, -z+1/2, y+1/2' 'z, y+1/2, -x+1/2' '-x, z+1/2, y+1/2' 'z, -y+1/2, x+1/2' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+1/2, -y, -z+1/2' '-x+1/2, y, -z+1/2' 'z+1/2, x, y+1/2' 'y+1/2, z, x+1/2' '-z+1/2, -x, y+1/2' '-y+1/2, z, -x+1/2' 'z+1/2, -x, -y+1/2' '-y+1/2, -z, x+1/2' '-z+1/2, x, -y+1/2' 'y+1/2, -z, -x+1/2' '-y+1/2, -x, -z+1/2' 'y+1/2, x, -z+1/2' 'y+1/2, -x, z+1/2' '-y+1/2, x, z+1/2' '-x+1/2, -z, -y+1/2' '-z+1/2, -y, -x+1/2' 'x+1/2, z, -y+1/2' '-z+1/2, y, x+1/2' 'x+1/2, -z, y+1/2' 'z+1/2, y, -x+1/2' '-x+1/2, z, y+1/2' 'z+1/2, -y, x+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z' 'z+1/2, x+1/2, y' 'y+1/2, z+1/2, x' '-z+1/2, -x+1/2, y' '-y+1/2, z+1/2, -x' 'z+1/2, -x+1/2, -y' '-y+1/2, -z+1/2, x' '-z+1/2, x+1/2, -y' 'y+1/2, -z+1/2, -x' '-y+1/2, -x+1/2, -z' 'y+1/2, x+1/2, -z' 'y+1/2, -x+1/2, z' '-y+1/2, x+1/2, z' '-x+1/2, -z+1/2, -y' '-z+1/2, -y+1/2, -x' 'x+1/2, z+1/2, -y' '-z+1/2, y+1/2, x' 'x+1/2, -z+1/2, y' 'z+1/2, y+1/2, -x' '-x+1/2, z+1/2, y' 'z+1/2, -y+1/2, x' '-x, -y, -z' 'x, y, -z' '-x, y, z' 'x, -y, z' '-z, -x, -y' '-y, -z, -x' 'z, x, -y' 'y, -z, x' '-z, x, y' 'y, z, -x' 'z, -x, y' '-y, z, x' 'y, x, z' '-y, -x, z' '-y, x, -z' 'y, -x, -z' 'x, z, y' 'z, y, x' '-x, -z, y' 'z, -y, -x' '-x, z, -y' '-z, -y, x' 'x, -z, -y' '-z, y, -x' '-x, -y+1/2, -z+1/2' 'x, y+1/2, -z+1/2' '-x, y+1/2, z+1/2' 'x, -y+1/2, z+1/2' '-z, -x+1/2, -y+1/2' '-y, -z+1/2, -x+1/2' 'z, x+1/2, -y+1/2' 'y, -z+1/2, x+1/2' '-z, x+1/2, y+1/2' 'y, z+1/2, -x+1/2' 'z, -x+1/2, y+1/2' '-y, z+1/2, x+1/2' 'y, x+1/2, z+1/2' '-y, -x+1/2, z+1/2' '-y, x+1/2, -z+1/2' 'y, -x+1/2, -z+1/2' 'x, z+1/2, y+1/2' 'z, y+1/2, x+1/2' '-x, -z+1/2, y+1/2' 'z, -y+1/2, -x+1/2' '-x, z+1/2, -y+1/2' '-z, -y+1/2, x+1/2' 'x, -z+1/2, -y+1/2' '-z, y+1/2, -x+1/2' '-x+1/2, -y, -z+1/2' 'x+1/2, y, -z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z+1/2' '-z+1/2, -x, -y+1/2' '-y+1/2, -z, -x+1/2' 'z+1/2, x, -y+1/2' 'y+1/2, -z, x+1/2' '-z+1/2, x, y+1/2' 'y+1/2, z, -x+1/2' 'z+1/2, -x, y+1/2' '-y+1/2, z, x+1/2' 'y+1/2, x, z+1/2' '-y+1/2, -x, z+1/2' '-y+1/2, x, -z+1/2' 'y+1/2, -x, -z+1/2' 'x+1/2, z, y+1/2' 'z+1/2, y, x+1/2' '-x+1/2, -z, y+1/2' 'z+1/2, -y, -x+1/2' '-x+1/2, z, -y+1/2' '-z+1/2, -y, x+1/2' 'x+1/2, -z, -y+1/2' '-z+1/2, y, -x+1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' '-z+1/2, -x+1/2, -y' '-y+1/2, -z+1/2, -x' 'z+1/2, x+1/2, -y' 'y+1/2, -z+1/2, x' '-z+1/2, x+1/2, y' 'y+1/2, z+1/2, -x' 'z+1/2, -x+1/2, y' '-y+1/2, z+1/2, x' 'y+1/2, x+1/2, z' '-y+1/2, -x+1/2, z' '-y+1/2, x+1/2, -z' 'y+1/2, -x+1/2, -z' 'x+1/2, z+1/2, y' 'z+1/2, y+1/2, x' '-x+1/2, -z+1/2, y' 'z+1/2, -y+1/2, -x' '-x+1/2, z+1/2, -y' '-z+1/2, -y+1/2, x' 'x+1/2, -z+1/2, -y' '-z+1/2, y+1/2, -x' _cell_length_a 46.173 _cell_length_b 46.173 _cell_length_c 46.173 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 98438.3 _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 84904 _cell_measurement_theta_min 1.25 _cell_measurement_theta_max 20.80 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.059 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 33104 _exptl_absorpt_coefficient_mu 0.580 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8782 _exptl_absorpt_correction_T_max 0.9079 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 84904 _diffrn_reflns_av_R_equivalents 0.0893 _diffrn_reflns_av_sigmaI/netI 0.0232 _diffrn_reflns_limit_h_min -46 _diffrn_reflns_limit_h_max 45 _diffrn_reflns_limit_k_min -42 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 46 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 20.80 _reflns_number_total 2564 _reflns_number_gt 1970 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.1354P)^2^+243.7068P] 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 2564 _refine_ls_number_parameters 88 _refine_ls_number_restraints 52 _refine_ls_R_factor_all 0.0962 _refine_ls_R_factor_gt 0.0723 _refine_ls_wR_factor_ref 0.2234 _refine_ls_wR_factor_gt 0.2038 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.140 _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 0.2396(3) 0.2396(3) 0.0000 0.216(4) Uani 1 4 d SU . . C2 C 0.2222(3) 0.1908(4) 0.0000 0.216(4) Uani 1 2 d SU . . H2 H 0.2277 0.1714 0.0000 0.216 Uiso 1 2 calc SR . . C3 C 0.2461(4) 0.2129(3) 0.0000 0.216(4) Uani 1 2 d SU . . H3 H 0.2654 0.2071 0.0000 0.216 Uiso 1 2 calc SR . . C4 C 0.07702(15) 0.17108(18) 0.07702(15) 0.105(3) Uani 1 2 d SD . . H4 H 0.0702 0.1534 0.0702 0.126 Uiso 1 2 calc SRD . . C5 C 0.11639(17) 0.16943(15) 0.03884(16) 0.106(2) Uani 1 1 d . . . C6 C 0.1096(2) 0.2111(2) 0.0728(2) 0.174(4) Uani 1 1 d DU . . H6 H 0.1242 0.2213 0.0635 0.174 Uiso 1 1 calc RD . . C7 C 0.10069(16) 0.18378(13) 0.06309(16) 0.119(3) Uani 1 1 d D . . C8 C 0.0961(2) 0.2220(3) 0.0961(2) 0.177(5) Uani 1 2 d SDU . . O1 O 0.10489(8) 0.14631(8) 0.03010(8) 0.0955(13) Uani 1 1 d . . . O2 O 0.13870(10) 0.18096(10) 0.02991(10) 0.1270(18) Uani 1 1 d . . . O1W O 0.08875(13) 0.08875(13) 0.0000 0.144(3) Uani 1 4 d SU . . O3 O 0.1074(3) 0.2496(4) 0.1074(3) 0.328(7) Uani 1 2 d SDU . . H3A H 0.0996 0.2631 0.0990 0.328 Uiso 1 2 calc SRD . . Cu1 Cu 0.122381(16) 0.122381(16) 0.0000 0.0777(6) Uani 1 4 d S . . Cu2 Cu 0.163048(18) 0.163048(18) 0.0000 0.1037(7) Uani 1 4 d S . . N1 N 0.19593(14) 0.19593(14) 0.0000 0.124(4) Uani 1 4 d S . . 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 0.183(5) 0.183(5) 0.283(8) 0.000 0.000 -0.042(7) C2 0.183(5) 0.183(5) 0.283(8) 0.000 0.000 -0.042(7) C3 0.183(5) 0.183(5) 0.283(8) 0.000 0.000 -0.042(7) C4 0.125(5) 0.065(5) 0.125(5) -0.027(4) 0.015(6) -0.027(4) C5 0.124(6) 0.080(5) 0.114(6) -0.006(4) -0.006(5) -0.038(5) C6 0.178(7) 0.160(7) 0.183(7) -0.031(6) 0.048(6) -0.045(6) C7 0.146(6) 0.069(4) 0.143(6) -0.038(4) 0.021(5) -0.060(4) C8 0.195(6) 0.139(8) 0.195(6) -0.042(5) 0.014(8) -0.042(5) O1 0.099(3) 0.081(3) 0.106(3) -0.012(2) 0.019(2) -0.042(2) O2 0.119(4) 0.099(3) 0.163(4) -0.012(3) 0.025(3) -0.073(3) O1W 0.117(4) 0.117(4) 0.198(8) 0.000 0.000 -0.038(5) O3 0.335(8) 0.313(10) 0.335(8) -0.035(7) 0.015(9) -0.035(7) Cu1 0.0691(7) 0.0691(7) 0.0949(11) 0.000 0.000 -0.0398(7) Cu2 0.0897(9) 0.0897(9) 0.1317(14) 0.000 0.000 -0.0635(9) N1 0.073(4) 0.073(4) 0.225(14) 0.000 0.000 -0.043(6) _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 C3 1.267(16) . ? C1 C3 1.267(16) 109 ? C1 C1 1.36(4) 169 ? C2 N1 1.235(15) . ? C2 C3 1.506(19) . ? C4 C7 1.397(7) . ? C4 C7 1.397(7) 114 ? C5 O2 1.231(7) . ? C5 O1 1.259(7) . ? C5 C7 1.489(9) . ? C6 C8 1.338(10) . ? C6 C7 1.402(10) . ? C8 C6 1.338(10) 114 ? C8 O3 1.478(17) . ? O1 Cu1 1.951(4) . ? O2 Cu2 1.963(5) . ? O1W Cu1 2.196(8) . ? Cu1 O1 1.951(4) 14 ? Cu1 O1 1.951(4) 109 ? Cu1 O1 1.951(4) 98 ? Cu1 Cu2 2.6555(16) . ? Cu2 O2 1.963(5) 109 ? Cu2 O2 1.963(5) 14 ? Cu2 O2 1.963(5) 98 ? Cu2 N1 2.147(9) . ? N1 C2 1.235(15) 109 ? 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 C3 C1 C3 117(3) . 109 ? C3 C1 C1 121.3(13) . 169 ? C3 C1 C1 121.3(13) 109 169 ? N1 C2 C3 126.1(15) . . ? C1 C3 C2 119.1(18) . . ? C7 C4 C7 123.0(8) . 114 ? O2 C5 O1 127.8(7) . . ? O2 C5 C7 117.8(6) . . ? O1 C5 C7 114.4(6) . . ? C8 C6 C7 117.3(10) . . ? C4 C7 C6 117.3(7) . . ? C4 C7 C5 122.7(5) . . ? C6 C7 C5 120.0(7) . . ? C6 C8 C6 127.4(14) 114 . ? C6 C8 O3 116.3(7) 114 . ? C6 C8 O3 116.3(7) . . ? C5 O1 Cu1 122.3(4) . . ? C5 O2 Cu2 122.2(4) . . ? O1 Cu1 O1 90.9(2) 14 109 ? O1 Cu1 O1 167.6(2) 14 . ? O1 Cu1 O1 87.8(2) 109 . ? O1 Cu1 O1 87.8(2) 14 98 ? O1 Cu1 O1 167.6(2) 109 98 ? O1 Cu1 O1 90.9(2) . 98 ? O1 Cu1 O1W 96.18(11) 14 . ? O1 Cu1 O1W 96.18(11) 109 . ? O1 Cu1 O1W 96.18(11) . . ? O1 Cu1 O1W 96.18(11) 98 . ? O1 Cu1 Cu2 83.82(11) 14 . ? O1 Cu1 Cu2 83.82(11) 109 . ? O1 Cu1 Cu2 83.82(11) . . ? O1 Cu1 Cu2 83.82(11) 98 . ? O1W Cu1 Cu2 180.0(2) . . ? O2 Cu2 O2 89.4(3) 109 14 ? O2 Cu2 O2 89.3(3) 109 . ? O2 Cu2 O2 167.7(2) 14 . ? O2 Cu2 O2 167.7(2) 109 98 ? O2 Cu2 O2 89.3(3) 14 98 ? O2 Cu2 O2 89.4(3) . 98 ? O2 Cu2 N1 96.14(12) 109 . ? O2 Cu2 N1 96.14(12) 14 . ? O2 Cu2 N1 96.14(12) . . ? O2 Cu2 N1 96.14(12) 98 . ? O2 Cu2 Cu1 83.86(12) 109 . ? O2 Cu2 Cu1 83.86(12) 14 . ? O2 Cu2 Cu1 83.86(12) . . ? O2 Cu2 Cu1 83.86(12) 98 . ? N1 Cu2 Cu1 180.0(2) . . ? C2 N1 C2 112.2(17) . 109 ? C2 N1 Cu2 123.9(9) . . ? C2 N1 Cu2 123.9(9) 109 . ? 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 C3 C1 C3 C2 0.0 109 . . . ? C1 C1 C3 C2 180.0 169 . . . ? N1 C2 C3 C1 0.0 . . . . ? C7 C4 C7 C6 -3.1(15) 114 . . . ? C7 C4 C7 C5 176.8(6) 114 . . . ? C8 C6 C7 C4 4.9(14) . . . . ? C8 C6 C7 C5 -175.0(11) . . . . ? O2 C5 C7 C4 -172.8(8) . . . . ? O1 C5 C7 C4 6.6(11) . . . . ? O2 C5 C7 C6 7.1(11) . . . . ? O1 C5 C7 C6 -173.5(7) . . . . ? C7 C6 C8 C6 -8(2) . . . 114 ? C7 C6 C8 O3 174.9(11) . . . . ? O2 C5 O1 Cu1 2.7(11) . . . . ? C7 C5 O1 Cu1 -176.6(4) . . . . ? O1 C5 O2 Cu2 -3.7(11) . . . . ? C7 C5 O2 Cu2 175.6(5) . . . . ? C5 O1 Cu1 O1 -0.5(5) . . . 14 ? C5 O1 Cu1 O1 83.5(5) . . . 109 ? C5 O1 Cu1 O1 -84.2(5) . . . 98 ? C5 O1 Cu1 O1W 179.5(5) . . . . ? C5 O1 Cu1 Cu2 -0.5(5) . . . . ? C5 O2 Cu2 O2 -81.6(6) . . . 109 ? C5 O2 Cu2 O2 2.3(5) . . . 14 ? C5 O2 Cu2 O2 86.2(6) . . . 98 ? C5 O2 Cu2 N1 -177.7(6) . . . . ? C5 O2 Cu2 Cu1 2.3(6) . . . . ? O1 Cu1 Cu2 O2 -90.8(2) 14 . . 109 ? O1 Cu1 Cu2 O2 0.75(19) 109 . . 109 ? O1 Cu1 Cu2 O2 89.2(2) . . . 109 ? O1 Cu1 Cu2 O2 -179.25(19) 98 . . 109 ? O1W Cu1 Cu2 O2 134.97(15) . . . 109 ? O1 Cu1 Cu2 O2 -0.75(19) 14 . . 14 ? O1 Cu1 Cu2 O2 90.8(2) 109 . . 14 ? O1 Cu1 Cu2 O2 179.25(19) . . . 14 ? O1 Cu1 Cu2 O2 -89.2(2) 98 . . 14 ? O1W Cu1 Cu2 O2 -134.97(15) . . . 14 ? O1 Cu1 Cu2 O2 179.25(19) 14 . . . ? O1 Cu1 Cu2 O2 -89.2(2) 109 . . . ? O1 Cu1 Cu2 O2 -0.75(19) . . . . ? O1 Cu1 Cu2 O2 90.8(2) 98 . . . ? O1W Cu1 Cu2 O2 45.03(15) . . . . ? O1 Cu1 Cu2 O2 89.2(2) 14 . . 98 ? O1 Cu1 Cu2 O2 -179.25(19) 109 . . 98 ? O1 Cu1 Cu2 O2 -90.8(2) . . . 98 ? O1 Cu1 Cu2 O2 0.75(19) 98 . . 98 ? O1W Cu1 Cu2 O2 -45.03(15) . . . 98 ? O1 Cu1 Cu2 N1 -45.78(12) 14 . . . ? O1 Cu1 Cu2 N1 45.78(12) 109 . . . ? O1 Cu1 Cu2 N1 134.22(12) . . . . ? O1 Cu1 Cu2 N1 -134.22(12) 98 . . . ? O1W Cu1 Cu2 N1 0(36) . . . . ? C3 C2 N1 C2 0.0 . . . 109 ? C3 C2 N1 Cu2 180.0 . . . . ? O2 Cu2 N1 C2 45.03(15) 109 . . . ? O2 Cu2 N1 C2 -45.03(15) 14 . . . ? O2 Cu2 N1 C2 134.97(15) . . . . ? O2 Cu2 N1 C2 -134.97(15) 98 . . . ? Cu1 Cu2 N1 C2 0.0 . . . . ? O2 Cu2 N1 C2 -134.97(15) 109 . . 109 ? O2 Cu2 N1 C2 134.97(15) 14 . . 109 ? O2 Cu2 N1 C2 -45.03(15) . . . 109 ? O2 Cu2 N1 C2 45.03(15) 98 . . 109 ? Cu1 Cu2 N1 C2 180.0 . . . 109 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 20.80 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.886 _refine_diff_density_min -0.546 _refine_diff_density_rms 0.051 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.003 -0.007 -0.003 78783.3 19032.9 _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 951453'