# 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_Cu1 _database_code_depnum_ccdc_archive 'CCDC 907546' #TrackingRef '907546.cif' _audit_creation_date 2012-11-22 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C10 H8 Cu O5' _chemical_formula_sum 'C10 H9.60 Cu O5.80' _chemical_formula_weight 286.13 _chemical_melting_point ? _chemical_oxdiff_formula C1CU1 _chemical_oxdiff_usercomment SB-CU1 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system trigonal _space_group_IT_number 165 _space_group_name_H-M_alt 'P -3 c 1' _space_group_name_Hall '-P 3 2"c' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-y, x-y, z' 3 '-x+y, -x, z' 4 'y, x, -z+1/2' 5 '-x, -x+y, -z+1/2' 6 'x-y, -y, -z+1/2' 7 '-x, -y, -z' 8 'y, -x+y, -z' 9 'x-y, x, -z' 10 '-y, -x, z-1/2' 11 'x, x-y, z-1/2' 12 '-x+y, y, z-1/2' _cell_length_a 21.7696(13) _cell_length_b 21.7696(13) _cell_length_c 8.7212(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3579.4(4) _cell_formula_units_Z 12 _cell_measurement_reflns_used 1624 _cell_measurement_temperature 122.3(2) _cell_measurement_theta_max 29.0442 _cell_measurement_theta_min 3.1758 _exptl_absorpt_coefficient_mu 1.840 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.65617 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_meas none _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1740 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.21 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0772 _diffrn_reflns_av_unetI/netI 0.0921 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 6482 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 3.24 _diffrn_ambient_temperature 122.3(2) _diffrn_detector_area_resol_mean 16.2116 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -53.00 54.00 1.0000 240.0000 omega____ theta____ kappa____ phi______ frames - 18.0372 -19.0000 30.0000 107 ; _diffrn_measurement_device_type 'SuperNova, Single source at offset), Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0249267000 _diffrn_orient_matrix_UB_12 0.0088782000 _diffrn_orient_matrix_UB_13 -0.0297473000 _diffrn_orient_matrix_UB_21 -0.0278720000 _diffrn_orient_matrix_UB_22 -0.0302138000 _diffrn_orient_matrix_UB_23 0.0364428000 _diffrn_orient_matrix_UB_31 0.0041403000 _diffrn_orient_matrix_UB_32 0.0206014000 _diffrn_orient_matrix_UB_33 0.0662445000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'SuperNova (Mo) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 1580 _reflns_number_total 2108 _reflns_odcompleteness_completeness 99.66 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation, 2011) ; _refine_diff_density_max 0.509 _refine_diff_density_min -0.607 _refine_diff_density_rms 0.106 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 145 _refine_ls_number_reflns 2108 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0716 _refine_ls_R_factor_gt 0.0488 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0347P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0979 _refine_ls_wR_factor_ref 0.1057 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.46932(3) 0.41708(3) 0.39890(6) 0.0159(2) Uani 1 1 d . . . O4 O 0.44483(16) 0.35264(16) 0.2256(3) 0.0209(8) Uani 1 1 d . . . O3 O 0.44523(17) 0.13332(16) 0.0458(3) 0.0258(8) Uani 1 1 d . . . O2 O 0.54066(16) 0.10786(15) 0.3394(3) 0.0162(7) Uani 1 1 d . . . O5 O 0.38602(16) 0.37304(15) 0.0424(3) 0.0197(8) Uani 1 1 d . . . O1 O 0.50307(15) 0.05336(15) 0.1128(3) 0.0130(7) Uani 1 1 d . . . C8 C 0.3486(2) 0.1329(2) -0.0735(5) 0.0221(11) Uani 1 1 d . . . H8 H 0.3353 0.0877 -0.1093 0.027 Uiso 1 1 calc R . . C10 C 0.4078(2) 0.3363(2) 0.1066(5) 0.0148(10) Uani 1 1 d . . . C2 C 0.4873(3) 0.1523(2) 0.1782(5) 0.0213(11) Uani 1 1 d . . . H2A H 0.4601 0.1537 0.2650 0.026 Uiso 1 1 calc R . . H2B H 0.5282 0.1993 0.1652 0.026 Uiso 1 1 calc R . . C6 C 0.3298(3) 0.2321(2) -0.0588(5) 0.0220(11) Uani 1 1 d . . . H6 H 0.3050 0.2547 -0.0875 0.026 Uiso 1 1 calc R . . C3 C 0.4076(3) 0.1680(3) 0.0181(5) 0.0201(11) Uani 1 1 d . . . C9 C 0.2427(3) 0.1255(3) -0.2124(6) 0.0370(14) Uani 1 1 d . . . H9A H 0.2270 0.0757 -0.2124 0.056 Uiso 1 1 d R . . H9B H 0.2536 0.1433 -0.3153 0.056 Uiso 1 1 d R . . H9C H 0.2058 0.1328 -0.1720 0.056 Uiso 1 1 d R . . C4 C 0.4275(2) 0.2338(2) 0.0768(5) 0.0193(11) Uani 1 1 d . . . H4 H 0.4666 0.2566 0.1412 0.023 Uiso 1 1 calc R . . C5 C 0.3880(2) 0.2663(2) 0.0382(5) 0.0181(11) Uani 1 1 d . . . C7 C 0.3085(2) 0.1643(3) -0.1134(5) 0.0233(12) Uani 1 1 d . . . C1 C 0.5119(2) 0.0997(2) 0.2094(5) 0.0157(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0129(3) 0.0208(4) 0.0155(3) -0.0013(2) -0.0012(2) 0.0095(3) O4 0.0252(19) 0.0183(18) 0.0226(19) -0.0036(15) -0.0041(16) 0.0134(16) O3 0.040(2) 0.0254(19) 0.0233(19) -0.0136(15) -0.0143(17) 0.0252(18) O2 0.0263(19) 0.0168(17) 0.0112(17) -0.0020(14) -0.0028(14) 0.0150(15) O5 0.0235(19) 0.0114(17) 0.0260(19) -0.0019(14) -0.0058(15) 0.0101(15) O1 0.0181(17) 0.0121(16) 0.0108(16) -0.0027(13) -0.0014(14) 0.0090(14) C8 0.022(3) 0.016(3) 0.029(3) -0.003(2) -0.001(2) 0.010(2) C10 0.010(2) 0.018(3) 0.017(3) 0.003(2) 0.004(2) 0.007(2) C2 0.027(3) 0.021(3) 0.019(3) 0.000(2) -0.005(2) 0.014(2) C6 0.028(3) 0.021(3) 0.024(3) 0.002(2) 0.000(2) 0.017(2) C3 0.026(3) 0.026(3) 0.014(3) -0.002(2) -0.001(2) 0.018(2) C9 0.031(3) 0.039(3) 0.042(3) -0.016(3) -0.010(3) 0.019(3) C4 0.022(3) 0.019(3) 0.018(3) -0.001(2) -0.005(2) 0.011(2) C5 0.021(3) 0.017(3) 0.015(3) 0.000(2) 0.000(2) 0.009(2) C7 0.017(3) 0.026(3) 0.024(3) -0.006(2) -0.001(2) 0.009(2) C1 0.013(2) 0.012(2) 0.021(3) 0.004(2) 0.008(2) 0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 Cu1 3.2597(11) 4 ? Cu1 O4 1.946(3) . ? Cu1 O3 2.440(3) 11_556 ? Cu1 O2 1.922(3) 3_665 ? Cu1 O5 1.922(3) 4 ? Cu1 O1 2.653(3) 5_665 ? Cu1 O1 2.001(3) 11_556 ? O4 C10 1.252(5) . ? O3 Cu1 2.440(3) 11 ? O3 C2 1.402(5) . ? O3 C3 1.383(5) . ? O2 Cu1 1.922(3) 2_655 ? O2 C1 1.264(5) . ? O5 Cu1 1.922(3) 4 ? O5 C10 1.249(5) . ? O1 Cu1 2.653(3) 5_655 ? O1 Cu1 2.001(3) 11 ? O1 C1 1.253(5) . ? C8 H8 0.9300 . ? C8 C3 1.375(6) . ? C8 C7 1.397(6) . ? C10 C5 1.486(6) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C2 C1 1.512(6) . ? C6 H6 0.9300 . ? C6 C5 1.390(6) . ? C6 C7 1.390(6) . ? C3 C4 1.373(6) . ? C9 H9A 0.9598 . ? C9 H9B 0.9601 . ? C9 H9C 0.9600 . ? C9 C7 1.516(6) . ? C4 H4 0.9300 . ? C4 C5 1.399(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 O4 Cu1 Cu1 67.37(9) . 4 ? O4 Cu1 O3 83.01(11) . 11_556 ? O4 Cu1 O1 126.07(10) . 5_665 ? O4 Cu1 O1 154.09(12) . 11_556 ? O3 Cu1 Cu1 142.81(7) 11_556 4 ? O3 Cu1 O1 150.53(9) 11_556 5_665 ? O2 Cu1 Cu1 96.57(8) 3_665 4 ? O2 Cu1 O4 88.50(12) 3_665 . ? O2 Cu1 O3 104.92(12) 3_665 11_556 ? O2 Cu1 O1 87.68(12) 3_665 11_556 ? O2 Cu1 O1 82.84(11) 3_665 5_665 ? O5 Cu1 Cu1 79.96(9) 4 4 ? O5 Cu1 O4 95.50(13) 4 . ? O5 Cu1 O3 81.09(12) 4 11_556 ? O5 Cu1 O2 173.18(13) 4 3_665 ? O5 Cu1 O1 91.08(12) 4 11_556 ? O5 Cu1 O1 90.34(11) 4 5_665 ? O1 Cu1 Cu1 61.04(6) 5_665 4 ? O1 Cu1 Cu1 138.53(9) 11_556 4 ? O1 Cu1 O3 73.28(11) 11_556 11_556 ? O1 Cu1 O1 78.79(11) 11_556 5_665 ? C10 O4 Cu1 139.0(3) . . ? C2 O3 Cu1 107.5(2) . 11 ? C3 O3 Cu1 134.6(3) . 11 ? C3 O3 C2 117.4(3) . . ? C1 O2 Cu1 120.9(3) . 2_655 ? C10 O5 Cu1 122.7(3) . 4 ? Cu1 O1 Cu1 101.21(11) 11 5_655 ? C1 O1 Cu1 122.9(3) . 11 ? C1 O1 Cu1 135.5(3) . 5_655 ? C3 C8 H8 119.6 . . ? C3 C8 C7 120.9(4) . . ? C7 C8 H8 119.6 . . ? O4 C10 C5 116.1(4) . . ? O5 C10 O4 125.9(4) . . ? O5 C10 C5 118.0(4) . . ? O3 C2 H2A 109.5 . . ? O3 C2 H2B 109.5 . . ? O3 C2 C1 110.6(4) . . ? H2A C2 H2B 108.1 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? C5 C6 H6 119.7 . . ? C5 C6 C7 120.5(4) . . ? C7 C6 H6 119.7 . . ? C8 C3 O3 116.2(4) . . ? C4 C3 O3 122.8(4) . . ? C4 C3 C8 121.0(4) . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? C3 C4 H4 120.5 . . ? C3 C4 C5 119.1(4) . . ? C5 C4 H4 120.5 . . ? C6 C5 C10 120.9(4) . . ? C6 C5 C4 120.1(4) . . ? C4 C5 C10 119.0(4) . . ? C8 C7 C9 121.1(4) . . ? C6 C7 C8 118.4(4) . . ? C6 C7 C9 120.6(4) . . ? O2 C1 C2 113.2(4) . . ? O1 C1 O2 125.6(4) . . ? O1 C1 C2 121.3(4) . . ? # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.026 329 32 ' ' 2 0.333 0.667 -0.055 236 33 ' ' 3 0.667 0.333 0.004 236 33 ' ' _platon_squeeze_details ; ; data_Cu2 _database_code_depnum_ccdc_archive 'CCDC 907547' #TrackingRef '907547.cif' _audit_creation_date 2012-11-22 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C15 H12 Cu N O5, 0.5(C3 N O)' _chemical_formula_sum 'C16.50 H15.50 Cu N1.50 O5.50' _chemical_formula_weight 386.34 _chemical_melting_point ? _chemical_oxdiff_formula C12CU1 _chemical_oxdiff_usercomment SB11060105 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z+1/2' 3 'x+1/2, y+1/2, z' 4 '-x+1/2, y+1/2, -z+1/2' 5 '-x, -y, -z' 6 'x, -y, z-1/2' 7 '-x+1/2, -y+1/2, -z' 8 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.116(2) _cell_length_b 11.5791(6) _cell_length_c 16.8051(18) _cell_angle_alpha 90.00 _cell_angle_beta 130.986(16) _cell_angle_gamma 90.00 _cell_volume 3248.6(5) _cell_formula_units_Z 8 _cell_measurement_reflns_used 2377 _cell_measurement_temperature 122.3(2) _cell_measurement_theta_max 28.9950 _cell_measurement_theta_min 2.4351 _exptl_absorpt_coefficient_mu 1.376 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.72748 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.580 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1584 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_unetI/netI 0.0671 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 6441 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.44 _diffrn_ambient_temperature 122.3(2) _diffrn_detector_area_resol_mean 16.2116 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 50.00 88.00 1.0000 70.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 179.0000 -120.0000 38 #__ type_ start__ end____ width___ exp.time_ 2 omega -54.00 62.00 1.0000 70.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 -19.0000 -90.0000 116 #__ type_ start__ end____ width___ exp.time_ 3 omega -83.00 -52.00 1.0000 70.0000 omega____ theta____ kappa____ phi______ frames - -18.8185 -57.0000 -150.0000 31 #__ type_ start__ end____ width___ exp.time_ 4 omega -86.00 -35.00 1.0000 70.0000 omega____ theta____ kappa____ phi______ frames - -18.8185 -179.0000 -30.0000 51 ; _diffrn_measurement_device_type 'SuperNova, Single source at offset), Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0082592000 _diffrn_orient_matrix_UB_12 0.0268499000 _diffrn_orient_matrix_UB_13 -0.0299064000 _diffrn_orient_matrix_UB_21 -0.0280472000 _diffrn_orient_matrix_UB_22 -0.0369250000 _diffrn_orient_matrix_UB_23 -0.0430948000 _diffrn_orient_matrix_UB_31 -0.0308009000 _diffrn_orient_matrix_UB_32 0.0408902000 _diffrn_orient_matrix_UB_33 -0.0193078000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'SuperNova (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2215 _reflns_number_total 2864 _reflns_odcompleteness_completeness 99.86 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 1.936 _refine_diff_density_min -1.347 _refine_diff_density_rms 0.122 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 272 _refine_ls_number_reflns 2864 _refine_ls_number_restraints 117 _refine_ls_R_factor_all 0.0820 _refine_ls_R_factor_gt 0.0594 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0684P)^2^+26.8324P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1446 _refine_ls_wR_factor_ref 0.1609 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.03834(3) 0.56270(5) 0.08709(5) 0.0172(2) Uani 1 1 d . . . O1 O 0.1119(2) 0.5887(3) 0.0604(3) 0.0224(9) Uani 1 1 d . . . O2 O 0.0501(2) 0.4782(4) -0.0835(3) 0.0271(9) Uani 1 1 d . . . N1 N 0.1173(2) 0.6420(4) 0.2391(3) 0.0186(10) Uani 1 1 d . . . O3 O 0.4119(2) 0.9098(3) 0.3516(3) 0.0319(10) Uani 1 1 d . . . O4 O 0.4748(2) 0.8041(3) 0.4982(3) 0.0335(11) Uani 1 1 d . . . O5 O 0.2269(2) 0.6501(4) 0.0546(3) 0.0342(11) Uani 1 1 d . . . C4 C 0.3801(3) 0.7119(5) 0.3329(5) 0.0260(14) Uani 1 1 d . . . C3 C 0.3939(3) 0.6037(5) 0.3783(5) 0.0279(14) Uani 1 1 d . . . H3 H 0.4329 0.5959 0.4511 0.034 Uiso 1 1 calc R . . C6 C 0.3238(3) 0.7241(5) 0.2245(5) 0.0279(14) Uani 1 1 d . . . H6 H 0.3146 0.7961 0.1938 0.033 Uiso 1 1 calc R . . C8 C 0.2945(3) 0.5207(5) 0.2073(5) 0.0334(16) Uani 1 1 d . . . H8 H 0.2658 0.4569 0.1648 0.040 Uiso 1 1 calc R . . C5 C 0.4259(3) 0.8164(5) 0.3992(5) 0.0254(13) Uani 1 1 d . . . C1 C 0.3633(4) 0.3925(5) 0.3657(6) 0.0460(19) Uani 1 1 d . . . H1A H 0.4099 0.3565 0.3835 0.069 Uiso 1 1 calc R . . H1B H 0.3172 0.3449 0.3163 0.069 Uiso 1 1 calc R . . H1C H 0.3706 0.4020 0.4283 0.069 Uiso 1 1 calc R . . C10 C 0.1057(3) 0.5426(5) -0.0119(4) 0.0201(12) Uani 1 1 d . . . C2 C 0.3511(3) 0.5075(5) 0.3175(5) 0.0321(15) Uani 1 1 d . . . C13 C 0.2225(3) 0.7285(5) 0.4454(4) 0.0186(12) Uani 1 1 d . . . C11 C 0.1939(9) 0.607(2) 0.3102(12) 0.018(4) Uani 0.62(6) 1 d PU A 1 H11 H 0.2112 0.5500 0.2899 0.022 Uiso 0.62(6) 1 calc PR A 1 C9 C 0.1719(3) 0.5626(6) -0.0154(5) 0.0332(15) Uani 1 1 d . . . H9A H 0.2010 0.4910 0.0019 0.040 Uiso 1 1 calc R . . H9B H 0.1478 0.5836 -0.0867 0.040 Uiso 1 1 calc R . . C12 C 0.2473(10) 0.649(2) 0.4099(14) 0.018(4) Uani 0.62(6) 1 d PU A 1 H12 H 0.3004 0.6244 0.4543 0.022 Uiso 0.62(6) 1 calc PR A 1 C15 C 0.1460(7) 0.7749(18) 0.3722(9) 0.023(4) Uani 0.59(4) 1 d PU A 1 H15 H 0.1289 0.8353 0.3897 0.027 Uiso 0.59(4) 1 calc PR A 1 C14 C 0.0964(7) 0.7274(18) 0.2724(8) 0.024(4) Uani 0.64(4) 1 d PU A 1 H14 H 0.0446 0.7563 0.2240 0.028 Uiso 0.64(4) 1 calc PR A 1 C7 C 0.2809(3) 0.6282(5) 0.1615(5) 0.0300(15) Uani 1 1 d . . . C14A C 0.0893(10) 0.674(3) 0.2843(14) 0.014(5) Uani 0.36(4) 1 d PU A 2 H14A H 0.0347 0.6666 0.2469 0.017 Uiso 0.36(4) 1 calc PR A 2 C15A C 0.1380(9) 0.718(3) 0.3856(14) 0.024(6) Uani 0.41(4) 1 d PU A 2 H15A H 0.1159 0.7402 0.4150 0.029 Uiso 0.41(4) 1 calc PR A 2 N2 N 0.5000 0.6302(13) 0.2500 0.094(2) Uani 1 2 d SDU . . O17 O 0.5000 0.4495(10) 0.2500 0.101(2) Uani 1 2 d SDU . 1 C18 C 0.5000 0.7534(15) 0.2500 0.095(2) Uani 1 2 d SU . . C17 C 0.4688(12) 0.5381(11) 0.1889(12) 0.097(2) Uani 0.50 1 d PDU . . C16 C 0.4405(10) 0.625(2) 0.1427(8) 0.095(2) Uani 0.50 1 d PDU . . C11A C 0.1974(13) 0.644(3) 0.296(2) 0.014(5) Uani 0.38(6) 1 d PU A 2 H11A H 0.2178 0.6189 0.2649 0.017 Uiso 0.38(6) 1 calc PR A 2 C12A C 0.2488(17) 0.684(3) 0.397(2) 0.017(6) Uani 0.38(6) 1 d PU A 2 H12A H 0.3036 0.6801 0.4347 0.020 Uiso 0.38(6) 1 calc PR 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 Cu1 0.0133(3) 0.0112(4) 0.0208(4) -0.0033(3) 0.0084(3) 0.0004(3) O1 0.0192(19) 0.025(2) 0.021(2) -0.0076(17) 0.0129(17) -0.0063(16) O2 0.023(2) 0.033(2) 0.025(2) -0.0147(19) 0.0161(18) -0.0085(18) N1 0.018(2) 0.019(2) 0.015(2) 0.0056(19) 0.0097(19) 0.0071(19) O3 0.031(2) 0.017(2) 0.040(3) -0.0071(19) 0.020(2) -0.0080(18) O4 0.023(2) 0.015(2) 0.043(3) -0.0034(19) 0.013(2) -0.0064(17) O5 0.026(2) 0.036(3) 0.042(3) -0.003(2) 0.023(2) -0.0099(19) C4 0.013(3) 0.019(3) 0.043(4) -0.006(3) 0.017(3) -0.004(2) C3 0.015(3) 0.018(3) 0.041(4) -0.003(3) 0.014(3) 0.001(2) C6 0.024(3) 0.017(3) 0.049(4) -0.003(3) 0.026(3) -0.002(2) C8 0.018(3) 0.015(3) 0.056(4) -0.013(3) 0.020(3) -0.009(2) C5 0.017(3) 0.013(3) 0.046(4) -0.003(3) 0.020(3) -0.002(2) C1 0.040(4) 0.017(3) 0.053(5) -0.004(3) 0.018(4) 0.001(3) C10 0.016(2) 0.018(3) 0.024(3) -0.001(2) 0.012(2) 0.003(2) C2 0.019(3) 0.016(3) 0.052(4) -0.002(3) 0.019(3) 0.003(2) C13 0.021(3) 0.023(3) 0.011(3) 0.006(2) 0.010(2) 0.005(2) C11 0.019(5) 0.019(7) 0.016(5) 0.001(5) 0.011(4) 0.001(5) C9 0.027(3) 0.038(4) 0.039(4) -0.013(3) 0.024(3) -0.008(3) C12 0.015(5) 0.019(7) 0.020(6) 0.005(5) 0.011(4) 0.007(5) C15 0.025(5) 0.020(8) 0.021(5) 0.002(5) 0.015(4) 0.012(5) C14 0.019(5) 0.022(8) 0.021(5) 0.006(4) 0.009(4) 0.011(5) C7 0.020(3) 0.024(3) 0.049(4) -0.008(3) 0.024(3) -0.006(2) C14A 0.015(6) 0.013(10) 0.011(7) -0.002(6) 0.007(5) -0.008(6) C15A 0.024(7) 0.029(11) 0.020(7) 0.000(6) 0.016(6) 0.006(6) N2 0.094(2) 0.095(2) 0.096(2) 0.000 0.0635(16) 0.000 O17 0.097(2) 0.095(2) 0.100(2) 0.000 0.060(2) 0.000 C18 0.094(2) 0.095(2) 0.096(2) 0.000 0.0628(15) 0.000 C17 0.095(2) 0.095(2) 0.097(2) 0.0002(6) 0.0620(17) 0.0001(6) C16 0.095(2) 0.095(2) 0.096(2) 0.0001(6) 0.0627(15) 0.0000(6) C11A 0.013(6) 0.017(10) 0.019(8) 0.003(7) 0.013(6) 0.002(6) C12A 0.012(7) 0.017(10) 0.018(8) 0.001(7) 0.008(6) -0.002(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 Cu1 2.6533(13) 5_565 ? Cu1 O1 1.973(4) . ? Cu1 O2 1.975(4) 5_565 ? Cu1 N1 2.137(4) . ? Cu1 O3 1.979(4) 4_545 ? Cu1 O4 1.957(4) 8_465 ? O1 C10 1.250(6) . ? O2 Cu1 1.975(4) 5_565 ? O2 C10 1.255(6) . ? N1 C11 1.345(15) . ? N1 C14 1.357(13) . ? N1 C14A 1.308(18) . ? N1 C11A 1.35(2) . ? O3 Cu1 1.979(4) 4 ? O3 C5 1.257(7) . ? O4 Cu1 1.957(4) 8_566 ? O4 C5 1.263(7) . ? O5 C9 1.418(7) . ? O5 C7 1.379(8) . ? C4 C3 1.392(8) . ? C4 C6 1.384(9) . ? C4 C5 1.501(8) . ? C3 H3 0.9300 . ? C3 C2 1.382(8) . ? C6 H6 0.9300 . ? C6 C7 1.391(8) . ? C8 H8 0.9300 . ? C8 C2 1.407(9) . ? C8 C7 1.389(9) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C1 C2 1.488(9) . ? C10 C9 1.522(7) . ? C13 C13 1.471(10) 7_566 ? C13 C12 1.39(2) . ? C13 C15 1.392(12) . ? C13 C15A 1.434(18) . ? C13 C12A 1.38(3) . ? C11 H11 0.9300 . ? C11 C12 1.36(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C12 H12 0.9300 . ? C15 H15 0.9300 . ? C15 C14 1.380(16) . ? C14 H14 0.9300 . ? C14A H14A 0.9300 . ? C14A C15A 1.38(2) . ? C15A H15A 0.9300 . ? N2 C18 1.43(2) . ? N2 C17 1.318(10) 2_655 ? N2 C17 1.318(10) . ? N2 C16 1.369(10) 2_655 ? N2 C16 1.369(10) . ? O17 C17 1.286(10) . ? O17 C17 1.286(10) 2_655 ? C18 C16 2.02(2) 2_655 ? C18 C16 2.02(2) . ? C17 C17 1.55(3) 2_655 ? C17 C16 1.17(2) . ? C11A H11A 0.9300 . ? C11A C12A 1.36(3) . ? C12A H12A 0.9300 . ? 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 Cu1 81.87(11) . 5_565 ? O1 Cu1 O2 167.76(15) . 5_565 ? O1 Cu1 N1 93.28(16) . . ? O1 Cu1 O3 89.72(17) . 4_545 ? O2 Cu1 Cu1 86.07(11) 5_565 5_565 ? O2 Cu1 N1 98.96(16) 5_565 . ? O2 Cu1 O3 90.17(17) 5_565 4_545 ? N1 Cu1 Cu1 169.67(12) . 5_565 ? O3 Cu1 Cu1 79.61(13) 4_545 5_565 ? O3 Cu1 N1 91.30(17) 4_545 . ? O4 Cu1 Cu1 88.27(13) 8_465 5_565 ? O4 Cu1 O1 89.57(17) 8_465 . ? O4 Cu1 O2 87.97(17) 8_465 5_565 ? O4 Cu1 N1 100.87(17) 8_465 . ? O4 Cu1 O3 167.83(18) 8_465 4_545 ? C10 O1 Cu1 125.1(3) . . ? C10 O2 Cu1 120.0(4) . 5_565 ? C11 N1 Cu1 119.8(7) . . ? C11 N1 C14 115.2(9) . . ? C11 N1 C11A 22.7(9) . . ? C14 N1 Cu1 125.0(5) . . ? C14A N1 Cu1 119.2(8) . . ? C14A N1 C11 111.7(12) . . ? C14A N1 C14 30.4(8) . . ? C14A N1 C11A 119.0(14) . . ? C11A N1 Cu1 121.0(11) . . ? C11A N1 C14 109.7(13) . . ? C5 O3 Cu1 128.1(4) . 4 ? C5 O4 Cu1 118.8(4) . 8_566 ? C7 O5 C9 119.2(5) . . ? C3 C4 C5 121.4(5) . . ? C6 C4 C3 119.8(5) . . ? C6 C4 C5 118.8(5) . . ? C4 C3 H3 119.2 . . ? C2 C3 C4 121.5(6) . . ? C2 C3 H3 119.2 . . ? C4 C6 H6 120.1 . . ? C4 C6 C7 119.8(6) . . ? C7 C6 H6 120.1 . . ? C2 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C7 C8 C2 120.6(6) . . ? O3 C5 O4 125.1(5) . . ? O3 C5 C4 117.2(6) . . ? O4 C5 C4 117.7(5) . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? O1 C10 O2 126.8(5) . . ? O1 C10 C9 118.6(5) . . ? O2 C10 C9 114.6(5) . . ? C3 C2 C8 118.2(6) . . ? C3 C2 C1 121.8(6) . . ? C8 C2 C1 120.0(6) . . ? C12 C13 C13 121.6(9) . 7_566 ? C12 C13 C15A 109.9(12) . . ? C15 C13 C13 120.2(7) . 7_566 ? C15 C13 C12 118.0(9) . . ? C15 C13 C15A 31.0(7) . . ? C15A C13 C13 122.3(9) . 7_566 ? C12A C13 C13 122.8(12) . 7_566 ? C12A C13 C12 19.6(11) . . ? C12A C13 C15 111.3(14) . . ? C12A C13 C15A 114.6(13) . . ? N1 C11 H11 118.1 . . ? N1 C11 C12 123.9(14) . . ? C12 C11 H11 118.1 . . ? O5 C9 C10 113.5(5) . . ? O5 C9 H9A 108.9 . . ? O5 C9 H9B 108.9 . . ? C10 C9 H9A 108.9 . . ? C10 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C13 C12 H12 120.1 . . ? C11 C12 C13 119.9(14) . . ? C11 C12 H12 120.1 . . ? C13 C15 H15 121.4 . . ? C14 C15 C13 117.2(10) . . ? C14 C15 H15 121.4 . . ? N1 C14 C15 125.3(9) . . ? N1 C14 H14 117.4 . . ? C15 C14 H14 117.4 . . ? O5 C7 C6 114.9(6) . . ? O5 C7 C8 125.1(5) . . ? C8 C7 C6 120.1(6) . . ? N1 C14A H14A 118.8 . . ? N1 C14A C15A 122.4(15) . . ? C15A C14A H14A 118.8 . . ? C13 C15A H15A 120.0 . . ? C14A C15A C13 120.0(15) . . ? C14A C15A H15A 120.0 . . ? C17 N2 C18 143.9(8) . . ? C17 N2 C18 143.9(8) 2_655 . ? C17 N2 C17 72.1(16) . 2_655 ? C17 N2 C16 51.5(11) 2_655 2_655 ? C17 N2 C16 51.5(11) . . ? C17 N2 C16 123.4(18) 2_655 . ? C17 N2 C16 123.4(18) . 2_655 ? C16 N2 C18 92.5(13) 2_655 . ? C16 N2 C18 92.5(13) . . ? C16 N2 C16 175(3) . 2_655 ? C17 O17 C17 74.2(16) 2_655 . ? N2 C18 C16 42.6(6) . . ? N2 C18 C16 42.6(6) . 2_655 ? C16 C18 C16 85.2(12) . 2_655 ? N2 C17 C17 53.9(8) . 2_655 ? O17 C17 N2 106.9(15) . . ? O17 C17 C17 52.9(8) . 2_655 ? C16 C17 N2 66.5(8) . . ? C16 C17 O17 172(2) . . ? C16 C17 C17 120.2(11) . 2_655 ? N2 C16 C18 44.9(9) . . ? C17 C16 N2 62.0(8) . . ? C17 C16 C18 106.8(10) . . ? N1 C11A H11A 119.3 . . ? N1 C11A C12A 121(2) . . ? C12A C11A H11A 119.3 . . ? C13 C12A H12A 118.8 . . ? C11A C12A C13 122(2) . . ? C11A C12A H12A 118.8 . . ? data_Cu3 _database_code_depnum_ccdc_archive 'CCDC 907548' #TrackingRef '907548.cif' _audit_creation_date 2012-11-09 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C20 H18 Cu N2 O6, 0.5(O)' _chemical_formula_sum 'C20 H19 Cu N2 O6.50' _chemical_formula_weight 454.92 _chemical_absolute_configuration ad _chemical_melting_point ? _chemical_oxdiff_formula C12CU1 _chemical_oxdiff_usercomment SBCUCIPA 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system orthorhombic _space_group_IT_number 43 _space_group_name_H-M_alt 'F d d 2' _space_group_name_Hall 'F 2 -2d' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, z' 3 '-x+1/4, y+1/4, z+1/4' 4 'x+3/4, -y+3/4, z+1/4' 5 'x, y+1/2, z+1/2' 6 '-x, -y+1/2, z+1/2' 7 '-x+1/4, y+3/4, z+3/4' 8 'x+3/4, -y+5/4, z+3/4' 9 'x+1/2, y, z+1/2' 10 '-x+1/2, -y, z+1/2' 11 '-x+3/4, y+1/4, z+3/4' 12 'x+5/4, -y+3/4, z+3/4' 13 'x+1/2, y+1/2, z' 14 '-x+1/2, -y+1/2, z' 15 '-x+3/4, y+3/4, z+1/4' 16 'x+5/4, -y+5/4, z+1/4' _cell_length_a 23.934(7) _cell_length_b 29.782(5) _cell_length_c 10.9902(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7834(3) _cell_formula_units_Z 16 _cell_measurement_reflns_used 838 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28.8643 _cell_measurement_theta_min 2.7302 _exptl_absorpt_coefficient_mu 1.159 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.28158 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.543 _exptl_crystal_density_meas none _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 3743 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0803 _diffrn_reflns_av_unetI/netI 0.1211 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 6431 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 3.22 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 16.2116 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 48.00 83.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 179.0000 -60.0000 35 #__ type_ start__ end____ width___ exp.time_ 2 omega -54.00 46.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 0.0000 60.0000 100 ; _diffrn_measurement_device_type 'SuperNova, Single source at offset), Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0016566000 _diffrn_orient_matrix_UB_12 0.0290204000 _diffrn_orient_matrix_UB_13 -0.0122921000 _diffrn_orient_matrix_UB_21 -0.0198692000 _diffrn_orient_matrix_UB_22 0.0047876000 _diffrn_orient_matrix_UB_23 0.0339602000 _diffrn_orient_matrix_UB_31 0.0130032000 _diffrn_orient_matrix_UB_32 0.0035894000 _diffrn_orient_matrix_UB_33 0.0534971000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'SuperNova (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 1450 _reflns_number_total 2578 _reflns_odcompleteness_completeness 92.19 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.498 _refine_diff_density_min -0.417 _refine_diff_density_rms 0.081 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(4) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 273 _refine_ls_number_reflns 2578 _refine_ls_number_restraints 47 _refine_ls_R_factor_all 0.1433 _refine_ls_R_factor_gt 0.0754 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0651P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1457 _refine_ls_wR_factor_ref 0.1785 _refine_special_details ; DFIX 1.45 C2 C1 DFIX 1.4 C5 C4 DFIX 1.45 C7 C2 DFIX 1.25 C4 C3 DFIX 1.43 C6 C7 DFIX 1.4 C3 C2 DFIX 1.4 C5 C6 DELU 0.001 0.001 O2 C1 DELU 0.001 0.001 O4 C10 DELU 0.001 0.001 C3 C4 ISOR 0.01 0.02 C19 C20 C1 C2 C3 O1 ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 -0.63524(8) -0.65958(6) -2.11936(17) 0.0717(7) Uani 1 1 d . . . O1 O -0.4531(5) -0.6152(4) -1.4495(10) 0.122(4) Uani 1 1 d U . . O2 O -0.4010(6) -0.6618(5) -1.5580(11) 0.134(5) Uani 1 1 d U . . O3 O -0.5381(4) -0.7368(4) -1.8094(9) 0.096(4) Uani 1 1 d . . . O4 O -0.5787(4) -0.6954(3) -2.0214(7) 0.067(3) Uani 1 1 d U . . O5 O -0.6624(5) -0.7227(5) -1.9824(9) 0.105(4) Uani 1 1 d . . . O6 O -0.5589(5) -0.6093(4) -2.2152(9) 0.121(4) Uani 1 1 d . . . H6A H -0.5460 -0.6223 -2.2788 0.182 Uiso 1 1 d R . . H6B H -0.5729 -0.5839 -2.2352 0.182 Uiso 1 1 d R . . N1 N -0.6360(4) -0.6155(3) -1.9821(8) 0.053(3) Uani 1 1 d . . . N2 N -0.6204(5) -0.4559(4) -1.5054(10) 0.059(3) Uani 1 1 d . . . C1 C -0.4466(8) -0.6436(6) -1.5239(15) 0.087(5) Uani 1 1 d DU . . C2 C -0.5036(6) -0.6558(5) -1.5790(12) 0.085(5) Uani 1 1 d DU . . C3 C -0.5573(6) -0.6389(5) -1.5512(11) 0.072(4) Uani 1 1 d DU . . H3 H -0.5609 -0.6168 -1.4920 0.086 Uiso 1 1 calc R . . C4 C -0.6047(7) -0.6543(6) -1.6097(15) 0.086(5) Uani 1 1 d DU . . C5 C -0.6024(7) -0.6875(5) -1.7000(11) 0.073(4) Uani 1 1 d D . . H5 H -0.6345 -0.6983 -1.7375 0.088 Uiso 1 1 calc R . . C6 C -0.5501(7) -0.7034(5) -1.7304(11) 0.076(5) Uani 1 1 d D . . C7 C -0.5016(6) -0.6884(5) -1.6692(12) 0.088(5) Uani 1 1 d D . . H7 H -0.4673 -0.7008 -1.6900 0.106 Uiso 1 1 calc R . . C8 C -0.6622(8) -0.6397(6) -1.5789(15) 0.121(7) Uani 1 1 d . . . H8A H -0.6706 -0.6481 -1.4966 0.181 Uiso 1 1 calc R . . H8B H -0.6883 -0.6539 -1.6330 0.181 Uiso 1 1 calc R . . H8C H -0.6650 -0.6077 -1.5873 0.181 Uiso 1 1 calc R . . C9 C -0.5850(6) -0.7543(4) -1.8735(13) 0.083(5) Uani 1 1 d . . . H9A H -0.6135 -0.7625 -1.8149 0.100 Uiso 1 1 calc R . . H9B H -0.5735 -0.7816 -1.9149 0.100 Uiso 1 1 calc R . . C10 C -0.6105(9) -0.7229(5) -1.9659(12) 0.080(5) Uani 1 1 d U . . C11 C -0.6811(5) -0.5982(4) -1.9342(11) 0.057(4) Uani 1 1 d . . . H11 H -0.7153 -0.6071 -1.9663 0.068 Uiso 1 1 calc R . . C12 C -0.6817(5) -0.5667(4) -1.8359(9) 0.047(3) Uani 1 1 d . . . H12 H -0.7151 -0.5561 -1.8034 0.056 Uiso 1 1 calc R . . C13 C -0.6296(5) -0.5523(4) -1.7906(9) 0.053(4) Uani 1 1 d . . . C14 C -0.5848(6) -0.5708(5) -1.8422(12) 0.071(4) Uani 1 1 d . . . H14 H -0.5497 -0.5624 -1.8141 0.085 Uiso 1 1 calc R . . C15 C -0.5880(6) -0.6012(4) -1.9336(11) 0.061(4) Uani 1 1 d . . . H15 H -0.5548 -0.6127 -1.9645 0.073 Uiso 1 1 calc R . . C16 C -0.6661(6) -0.4599(5) -1.5693(11) 0.068(4) Uani 1 1 d . . . H16 H -0.6965 -0.4412 -1.5540 0.082 Uiso 1 1 calc R . . C17 C -0.6692(6) -0.4922(5) -1.6601(10) 0.067(4) Uani 1 1 d . . . H17 H -0.7026 -0.4951 -1.7027 0.080 Uiso 1 1 calc R . . C18 C -0.6265(5) -0.5195(4) -1.6898(10) 0.048(3) Uani 1 1 d . . . C19 C -0.5814(6) -0.5154(5) -1.6175(11) 0.075(4) Uani 1 1 d U . . H19 H -0.5505 -0.5339 -1.6295 0.090 Uiso 1 1 calc R . . C20 C -0.5807(7) -0.4844(5) -1.5272(15) 0.088(5) Uani 1 1 d U . . H20 H -0.5494 -0.4835 -1.4770 0.106 Uiso 1 1 calc R . . O7 O -0.5032(8) -0.5399(7) -2.1055(19) 0.114(7) Uani 0.50 1 d P . . 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 0.1140(14) 0.0549(9) 0.0462(7) -0.0189(9) -0.0289(10) 0.0266(13) O1 0.158(9) 0.119(8) 0.088(6) 0.022(6) -0.023(6) -0.049(7) O2 0.102(9) 0.181(15) 0.119(11) 0.010(9) -0.032(7) -0.005(9) O3 0.095(8) 0.095(8) 0.098(7) 0.004(7) -0.052(6) 0.024(6) O4 0.096(8) 0.056(6) 0.050(5) -0.032(4) -0.020(5) 0.006(5) O5 0.078(8) 0.147(11) 0.090(8) -0.025(7) -0.038(6) 0.024(8) O6 0.156(12) 0.142(11) 0.066(6) -0.022(7) -0.005(7) 0.048(9) N1 0.066(8) 0.046(7) 0.046(6) -0.012(5) -0.006(5) 0.012(6) N2 0.089(10) 0.044(7) 0.044(6) -0.003(6) 0.026(6) -0.009(6) C1 0.119(9) 0.070(8) 0.072(8) 0.039(7) -0.013(7) -0.023(7) C2 0.099(9) 0.084(8) 0.073(8) 0.012(7) -0.031(7) -0.033(7) C3 0.107(8) 0.064(7) 0.045(6) 0.003(6) -0.013(6) -0.011(7) C4 0.108(12) 0.088(13) 0.061(8) 0.005(10) -0.015(10) -0.021(10) C5 0.105(13) 0.072(11) 0.043(8) -0.017(8) -0.001(8) 0.002(9) C6 0.136(16) 0.061(10) 0.031(6) -0.002(7) -0.037(8) -0.023(10) C7 0.079(11) 0.102(12) 0.084(9) 0.045(10) -0.043(8) -0.032(9) C8 0.147(18) 0.128(16) 0.088(13) 0.021(11) -0.012(12) -0.033(15) C9 0.105(13) 0.078(10) 0.066(8) 0.014(10) -0.024(9) 0.003(9) C10 0.122(16) 0.070(11) 0.049(9) -0.035(8) 0.005(8) 0.003(9) C11 0.040(8) 0.061(9) 0.070(8) -0.026(7) -0.012(6) -0.002(7) C12 0.041(7) 0.058(8) 0.042(6) -0.010(6) -0.011(5) 0.010(6) C13 0.084(11) 0.049(8) 0.026(6) -0.026(6) 0.005(6) -0.004(7) C14 0.057(9) 0.087(10) 0.069(9) -0.050(9) 0.006(7) -0.009(8) C15 0.037(8) 0.075(9) 0.070(9) -0.034(8) -0.003(6) 0.009(7) C16 0.085(11) 0.075(10) 0.045(7) -0.015(7) -0.001(7) 0.016(9) C17 0.074(10) 0.082(10) 0.043(7) -0.022(8) -0.002(6) 0.032(9) C18 0.061(9) 0.049(8) 0.034(6) -0.011(6) 0.005(6) 0.007(7) C19 0.070(8) 0.088(8) 0.066(6) -0.036(7) 0.009(7) 0.000(7) C20 0.084(9) 0.097(9) 0.085(8) -0.035(7) -0.009(7) 0.004(8) O7 0.108(16) 0.118(17) 0.116(16) -0.011(15) 0.049(14) -0.020(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.989(12) 4_434 ? Cu1 O4 2.032(9) . ? Cu1 O5 2.495(14) . ? Cu1 O6 2.586(12) . ? Cu1 N1 2.000(10) . ? Cu1 N2 2.038(11) 15_344 ? O1 Cu1 1.989(11) 12_435 ? O1 C1 1.19(2) . ? O2 C1 1.27(2) . ? O3 C6 1.351(16) . ? O3 C9 1.423(16) . ? O4 C10 1.274(17) . ? O5 C10 1.26(2) . ? O6 H6A 0.8566 . ? O6 H6B 0.8570 . ? N1 C11 1.307(14) . ? N1 C15 1.336(14) . ? N2 Cu1 2.038(11) 11_355 ? N2 C16 1.306(16) . ? N2 C20 1.295(18) . ? C1 C2 1.536(15) . ? C2 C3 1.416(14) . ? C2 C7 1.388(14) . ? C3 H3 0.9300 . ? C3 C4 1.381(13) . ? C4 C5 1.402(16) . ? C4 C8 1.48(2) . ? C5 H5 0.9300 . ? C5 C6 1.380(14) . ? C6 C7 1.413(13) . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 C10 1.509(19) . ? C11 H11 0.9300 . ? C11 C12 1.432(14) . ? C12 H12 0.9300 . ? C12 C13 1.410(15) . ? C13 C14 1.332(16) . ? C13 C18 1.479(13) . ? C14 H14 0.9300 . ? C14 C15 1.354(14) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C16 C17 1.388(16) . ? C17 H17 0.9300 . ? C17 C18 1.347(15) . ? C18 C19 1.347(16) . ? C19 H19 0.9300 . ? C19 C20 1.356(18) . ? C20 H20 0.9300 . ? 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 O4 166.7(6) 4_434 . ? O1 Cu1 O5 109.5(5) 4_434 . ? O1 Cu1 O6 100.5(5) 4_434 . ? O1 Cu1 N1 94.7(4) 4_434 . ? O1 Cu1 N2 88.9(4) 4_434 15_344 ? O4 Cu1 O5 57.2(4) . . ? O4 Cu1 O6 92.8(4) . . ? O4 Cu1 N2 89.4(4) . 15_344 ? O5 Cu1 O6 150.0(4) . . ? N1 Cu1 O4 87.2(3) . . ? N1 Cu1 O5 92.2(4) . . ? N1 Cu1 O6 86.2(4) . . ? N1 Cu1 N2 176.3(4) . 15_344 ? N2 Cu1 O5 87.1(4) 15_344 . ? N2 Cu1 O6 92.7(5) 15_344 . ? C1 O1 Cu1 117.5(14) . 12_435 ? C6 O3 C9 114.9(12) . . ? C10 O4 Cu1 101.2(10) . . ? C10 O5 Cu1 80.4(10) . . ? Cu1 O6 H6A 109.0 . . ? Cu1 O6 H6B 109.9 . . ? H6A O6 H6B 109.3 . . ? C11 N1 Cu1 124.7(8) . . ? C11 N1 C15 115.1(11) . . ? C15 N1 Cu1 120.2(9) . . ? C16 N2 Cu1 120.7(10) . 11_355 ? C20 N2 Cu1 122.0(11) . 11_355 ? C20 N2 C16 117.1(13) . . ? O1 C1 O2 128.2(18) . . ? O1 C1 C2 108.9(18) . . ? O2 C1 C2 122.9(18) . . ? C3 C2 C1 129.7(15) . . ? C7 C2 C1 114.7(15) . . ? C7 C2 C3 115.7(13) . . ? C2 C3 H3 119.1 . . ? C4 C3 C2 121.8(13) . . ? C4 C3 H3 119.1 . . ? C3 C4 C5 122.1(15) . . ? C3 C4 C8 123.9(15) . . ? C5 C4 C8 113.8(14) . . ? C4 C5 H5 121.7 . . ? C6 C5 C4 116.6(15) . . ? C6 C5 H5 121.7 . . ? O3 C6 C5 126.8(12) . . ? O3 C6 C7 111.4(15) . . ? C5 C6 C7 121.4(15) . . ? C2 C7 C6 122.2(15) . . ? C2 C7 H7 118.9 . . ? C6 C7 H7 118.9 . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O3 C9 H9A 108.5 . . ? O3 C9 H9B 108.5 . . ? O3 C9 C10 115.2(12) . . ? H9A C9 H9B 107.5 . . ? C10 C9 H9A 108.5 . . ? C10 C9 H9B 108.5 . . ? O4 C10 C9 118.6(16) . . ? O5 C10 O4 121.3(16) . . ? O5 C10 C9 120.1(15) . . ? N1 C11 H11 117.6 . . ? N1 C11 C12 124.8(12) . . ? C12 C11 H11 117.6 . . ? C11 C12 H12 121.4 . . ? C13 C12 C11 117.2(11) . . ? C13 C12 H12 121.4 . . ? C12 C13 C18 120.7(10) . . ? C14 C13 C12 115.8(11) . . ? C14 C13 C18 123.5(11) . . ? C13 C14 H14 118.4 . . ? C13 C14 C15 123.2(14) . . ? C15 C14 H14 118.4 . . ? N1 C15 C14 123.9(13) . . ? N1 C15 H15 118.1 . . ? C14 C15 H15 118.1 . . ? N2 C16 H16 120.2 . . ? N2 C16 C17 119.6(14) . . ? C17 C16 H16 120.2 . . ? C16 C17 H17 118.2 . . ? C18 C17 C16 123.5(14) . . ? C18 C17 H17 118.2 . . ? C17 C18 C13 122.9(11) . . ? C19 C18 C13 122.8(11) . . ? C19 C18 C17 114.3(12) . . ? C18 C19 H19 119.9 . . ? C18 C19 C20 120.2(14) . . ? C20 C19 H19 119.9 . . ? N2 C20 C19 125.0(15) . . ? N2 C20 H20 117.5 . . ? C19 C20 H20 117.5 . . ? data_Cu4 _database_code_depnum_ccdc_archive 'CCDC 907549' #TrackingRef '907549.cif' _audit_creation_date 2012-11-13 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C40 H37 Cu2 N4 O9, Cl O4' _chemical_formula_sum 'C40 H37 Cl Cu2 N4 O13' _chemical_formula_weight 944.27 _chemical_absolute_configuration ad _chemical_melting_point ? _chemical_oxdiff_formula C12CU1 _chemical_oxdiff_usercomment SB 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' Cl Cl 0.1484 0.1585 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system orthorhombic _space_group_IT_number 18 _space_group_name_H-M_alt 'P 21 21 2' _space_group_name_Hall 'P 2 2ab' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, z' 3 'x+1/2, -y+1/2, -z' 4 '-x+1/2, y+1/2, -z' _cell_length_a 29.8354(13) _cell_length_b 11.8641(5) _cell_length_c 11.1225(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3937.0(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2803 _cell_measurement_temperature 122.3(2) _cell_measurement_theta_max 29.1218 _cell_measurement_theta_min 3.2196 _exptl_absorpt_coefficient_mu 1.221 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.97267 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_meas none _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 1936 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_unetI/netI 0.0915 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 10614 _diffrn_reflns_theta_full 26.3154 _diffrn_reflns_theta_min 3.2196 _diffrn_reflns_theta_max 29.1218 _diffrn_ambient_temperature 122.3(2) _diffrn_detector_area_resol_mean 16.2116 _diffrn_measured_fraction_theta_full 0.9963 _diffrn_measured_fraction_theta_max 0.9670 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 32.00 70.00 1.0000 50.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 -131.0000 166.0000 38 #__ type_ start__ end____ width___ exp.time_ 2 omega -38.00 18.00 1.0000 50.0000 omega____ theta____ kappa____ phi______ frames - 18.1935 -19.0000 -60.0000 56 #__ type_ start__ end____ width___ exp.time_ 3 omega -53.00 7.00 1.0000 50.0000 omega____ theta____ kappa____ phi______ frames - -18.6622 -37.0000 -150.0000 60 ; _diffrn_measurement_device_type 'SuperNova, Single source at offset), Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0221106000 _diffrn_orient_matrix_UB_12 -0.0039095000 _diffrn_orient_matrix_UB_13 -0.0230578000 _diffrn_orient_matrix_UB_21 0.0087276000 _diffrn_orient_matrix_UB_22 -0.0143766000 _diffrn_orient_matrix_UB_23 -0.0572964000 _diffrn_orient_matrix_UB_31 -0.0006881000 _diffrn_orient_matrix_UB_32 -0.0578978000 _diffrn_orient_matrix_UB_33 0.0158176000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'SuperNova (Mo) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 5291 _reflns_number_total 6601 _reflns_odcompleteness_completeness 99.63 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation, 2011) ; _refine_diff_density_max 1.872 _refine_diff_density_min -1.296 _refine_diff_density_rms 0.138 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(3) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 585 _refine_ls_number_reflns 6601 _refine_ls_number_restraints 444 _refine_ls_R_factor_all 0.1011 _refine_ls_R_factor_gt 0.0791 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0835P)^2^+22.4180P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1797 _refine_ls_wR_factor_ref 0.1975 _refine_special_details ; DFIX 2.25 0.01 C14A C19 DFIX 1.3 0.01 C14A O6B DFIX 1.35 0.01 O11 Cl1 DFIX 1.35 0.01 Cl1 O10 DFIX 1.38 0.01 O15 Cl2 DFIX 1.38 0.01 Cl2 O14 DFIX 1.55 C16A C18A DFIX 0.9 C39 H39 DFIX 1.25 0.01 C11A C12A DFIX 2.3 0.01 C11A C13A DFIX 2.3 0.01 C11A C17A DFIX 1.3 0.01 C11B C12B SADI C12A C13A C13A C14A C14A C15A C15A C16A C16A C17A C17A C12A SADI C12B C13B C13B C14B C14B C15B C15B C16B C16B C17B C17B C12B SIMU 0.001 0.002 1.7 N2 C30 SIMU 0.001 0.002 1.7 C28 C29 SIMU 0.001 0.002 1.7 C38 C37 SIMU 0.001 0.002 1.7 C7 C2 SIMU 0.001 0.002 1.7 Cl1 O13 O10 O11 O12 SIMU 0.001 0.002 1.7 Cl2 O14 O15 SIMU 0.01 0.02 1.7 C39 H39 SIMU 0.02 0.04 1.7 O6A O6B C16B C16A C12B C12A C18B C19 C13B C14B C15B C17B = C11B C18A C13A C14A C15A C17A C11A ISOR 0.01 0.02 C1 Cl2 ISOR 0.001 0.002 O14 O15 ISOR 0.01 0.02 C4 ISOR 0.001 0.002 C36 ISOR 0.01 0.02 C34 ISOR 0.001 0.002 O6B C12B ISOR 0.001 0.002 O5 C32 ISOR 0.001 0.002 C18B C18A ISOR 0.001 0.002 H39 ISOR 0.001 0.002 C10 ISOR 0.001 0.002 C11B EADP C13B C13A EADP C14B C14A EADP C16B C16A EADP C17B C17A EADP C12B C12A EADP O6A O6B EADP C18B C18A EADP C11B C11A ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Cu2 Cu 0.45928(3) 0.63394(8) 0.88857(9) 0.0132(2) Uani 1 1 d . . . Cu1 Cu 0.33508(3) 0.85252(10) 0.83211(9) 0.0210(3) Uani 1 1 d . . . N1 N 0.3359(2) 0.8610(7) 1.0157(6) 0.0252(17) Uani 1 1 d . . . C38 C 0.4624(3) 0.6273(7) 1.3222(7) 0.0182(13) Uani 1 1 d U . . N4 N 0.4589(2) 0.6337(6) 1.0700(6) 0.0146(14) Uani 1 1 d . . . N3 N 0.4616(2) 0.6317(5) 0.7061(6) 0.0135(14) Uani 1 1 d . . . C33 C 0.4631(3) 0.6273(7) 0.4575(7) 0.0178(18) Uani 1 1 d . . . C28 C 0.3399(4) 0.8765(13) 0.3981(11) 0.059(3) Uani 1 1 d U . . N2 N 0.3380(3) 0.8663(9) 0.6501(7) 0.0422(18) Uani 1 1 d U . . O3 O 0.38706(18) 1.0125(4) 0.8362(6) 0.0216(14) Uani 1 1 d . . . O2 O 0.4150(2) 1.5137(4) 0.8837(5) 0.0189(13) Uani 1 1 d . . . O4 O 0.46927(19) 0.8068(4) 0.8864(5) 0.0180(13) Uani 1 1 d . . . O1 O 0.46909(19) 1.3856(5) 0.9005(6) 0.0226(14) Uani 1 1 d . . . Cl1 Cl 0.2040(3) 1.0644(7) 0.4993(8) 0.084(2) Uani 0.50 1 d PDU . . C4 C 0.3781(3) 1.1278(7) 0.8365(8) 0.0173(17) Uani 1 1 d U . . O8 O 0.2744(2) 0.9118(6) 0.8352(6) 0.0312(15) Uani 1 1 d . . . C7 C 0.3510(3) 1.3495(7) 0.8385(7) 0.0161(13) Uani 1 1 d U . . H7 H 0.3421 1.4246 0.8408 0.019 Uiso 1 1 calc R . . C23 C 0.3387(3) 0.8747(10) 1.2659(8) 0.030(2) Uani 1 1 d . . . C31 C 0.4264(3) 0.5929(7) 0.6441(8) 0.024(2) Uani 1 1 d . . . H31 H 0.4014 0.5671 0.6856 0.029 Uiso 1 1 calc R . . C40 C 0.4823(3) 0.7080(7) 1.1321(8) 0.022(2) Uani 1 1 d . . . H40 H 0.4976 0.7636 1.0897 0.027 Uiso 1 1 calc R . . O5 O 0.39734(18) 0.7948(4) 0.8415(5) 0.0160(12) Uani 1 1 d U . . C3 C 0.4097(3) 1.2103(7) 0.8547(8) 0.019(2) Uani 1 1 d . . . H3 H 0.4396 1.1917 0.8668 0.023 Uiso 1 1 calc R . . C36 C 0.4356(3) 0.5533(7) 1.1349(8) 0.0161(18) Uani 1 1 d U . . H36 H 0.4179 0.5012 1.0945 0.019 Uiso 1 1 calc R . . C5 C 0.3330(3) 1.1548(7) 0.8174(8) 0.024(2) Uani 1 1 d . . . H5 H 0.3122 1.0979 0.8037 0.029 Uiso 1 1 calc R . . C37 C 0.4384(3) 0.5492(7) 1.2579(7) 0.0182(13) Uani 1 1 d U . . H37 H 0.4235 0.4919 1.2988 0.022 Uiso 1 1 calc R . . C32 C 0.4263(3) 0.5903(8) 0.5191(9) 0.026(2) Uani 1 1 d U . . H32 H 0.4014 0.5635 0.4778 0.031 Uiso 1 1 calc R . . C24 C 0.3249(3) 0.9636(9) 1.1985(9) 0.031(3) Uani 1 1 d . . . H24 H 0.3167 1.0307 1.2358 0.037 Uiso 1 1 calc R . . C2 C 0.3959(3) 1.3224(7) 0.8547(8) 0.0160(13) Uani 1 1 d U . . C25 C 0.3231(3) 0.9549(9) 1.0726(8) 0.028(2) Uani 1 1 d . . . H25 H 0.3128 1.0159 1.0279 0.033 Uiso 1 1 calc R . . C1 C 0.4299(3) 1.4120(6) 0.8818(8) 0.0137(17) Uani 1 1 d U . . C10 C 0.4326(2) 0.8497(7) 0.8631(7) 0.0139(17) Uani 1 1 d U . . C6 C 0.3193(3) 1.2662(8) 0.8189(8) 0.021(2) Uani 1 1 d . . . O9 O 0.3132(3) 0.6626(7) 0.8343(9) 0.073(3) Uani 1 1 d . . . H9A H 0.2871 0.6514 0.8745 0.088 Uiso 1 1 d R . . H9B H 0.3089 0.6356 0.7589 0.088 Uiso 1 1 d R . . C34 C 0.4981(3) 0.6708(7) 0.5229(7) 0.021(2) Uani 1 1 d U . . H34 H 0.5227 0.7020 0.4838 0.026 Uiso 1 1 calc R . . C21 C 0.3493(3) 0.7753(10) 1.0807(9) 0.034(3) Uani 1 1 d . . . H21 H 0.3571 0.7088 1.0417 0.041 Uiso 1 1 calc R . . C35 C 0.4967(3) 0.6682(7) 0.6452(7) 0.0204(19) Uani 1 1 d . . . H35 H 0.5216 0.6934 0.6877 0.025 Uiso 1 1 calc R . . C22 C 0.3525(4) 0.7794(10) 1.2035(10) 0.041(3) Uani 1 1 d . . . H22 H 0.3640 0.7180 1.2454 0.050 Uiso 1 1 calc R . . C26 C 0.3724(4) 0.8608(16) 0.5866(11) 0.073(5) Uani 1 1 d . . . H26 H 0.3996 0.8562 0.6270 0.087 Uiso 1 1 calc R . . O6B O 0.1612(7) 0.836(3) 0.8857(19) 0.066(3) Uani 0.51(4) 1 d PDU A 2 C8 C 0.2705(3) 1.2950(9) 0.7976(11) 0.041(3) Uani 1 1 d . . . H8A H 0.2556 1.3047 0.8735 0.061 Uiso 1 1 calc R . . H8B H 0.2564 1.2350 0.7538 0.061 Uiso 1 1 calc R . . H8C H 0.2685 1.3635 0.7521 0.061 Uiso 1 1 calc R . . Cl2 Cl 0.5000 1.0000 0.5305(7) 0.1051(19) Uani 1 2 d SDU . . C18B C 0.0557(7) 0.5450(16) 0.8088(19) 0.062(5) Uani 0.779(18) 1 d PU A 2 H18A H 0.0724 0.4941 0.8588 0.074 Uiso 0.779(18) 1 calc PR A 2 H18B H 0.0419 0.5036 0.7445 0.074 Uiso 0.779(18) 1 calc PR A 2 H18C H 0.0330 0.5813 0.8560 0.074 Uiso 0.779(18) 1 calc PR A 2 O7 O 0.2372(3) 0.7555(9) 0.8776(11) 0.086(4) Uani 1 1 d . . . C30 C 0.3046(4) 0.9147(10) 0.5866(10) 0.0433(18) Uani 1 1 d U . . H30 H 0.2805 0.9446 0.6292 0.052 Uiso 1 1 calc R . . C20 C 0.2395(4) 0.8583(14) 0.8612(11) 0.056(3) Uani 1 1 d . A . C9 C 0.4314(3) 0.9773(6) 0.8612(9) 0.020(2) Uani 1 1 d . . . H9C H 0.4409 1.0068 0.9385 0.024 Uiso 1 1 calc R . . H9D H 0.4516 1.0057 0.8001 0.024 Uiso 1 1 calc R . . C27 C 0.3742(4) 0.8607(16) 0.4638(10) 0.066(4) Uani 1 1 d . . . H27 H 0.4017 0.8487 0.4267 0.080 Uiso 1 1 calc R . . C29 C 0.3035(4) 0.9230(13) 0.4597(11) 0.060(3) Uani 1 1 d U . . H29 H 0.2799 0.9574 0.4195 0.072 Uiso 1 1 calc R . . C19 C 0.1976(4) 0.9335(13) 0.8741(16) 0.078(4) Uani 1 1 d DU . . H19A H 0.2020 0.9796 0.9452 0.094 Uiso 1 1 calc R A 1 H19B H 0.1973 0.9843 0.8058 0.094 Uiso 1 1 calc R A 1 C12B C 0.1281(4) 0.7264(13) 0.5926(8) 0.071(4) Uani 0.779(18) 1 d PGDU A 2 C13B C 0.1501(4) 0.7954(12) 0.6747(11) 0.069(4) Uani 0.779(18) 1 d PGDU A 2 H13B H 0.1707 0.8484 0.6479 0.083 Uiso 0.779(18) 1 calc PR A 2 C14B C 0.1411(4) 0.7851(12) 0.7969(10) 0.064(3) Uani 0.779(18) 1 d PGDU A 2 C15B C 0.1102(4) 0.7058(12) 0.8369(8) 0.054(4) Uani 0.779(18) 1 d PGDU A 2 H15B H 0.1042 0.6989 0.9186 0.065 Uiso 0.779(18) 1 calc PR A 2 C16B C 0.0883(4) 0.6368(11) 0.7548(10) 0.058(3) Uani 0.779(18) 1 d PGDU A 2 C17B C 0.0973(4) 0.6471(12) 0.6326(10) 0.066(4) Uani 0.779(18) 1 d PGDU A 2 H17B H 0.0826 0.6009 0.5777 0.079 Uiso 0.779(18) 1 calc PR A 2 C11B C 0.1391(8) 0.728(2) 0.4776(12) 0.096(6) Uani 0.779(18) 1 d PDU A 2 H11A H 0.1655 0.7734 0.4671 0.115 Uiso 0.779(18) 1 d PR A 2 H11B H 0.1150 0.7597 0.4311 0.115 Uiso 0.779(18) 1 d PR A 2 H11C H 0.1450 0.6528 0.4511 0.115 Uiso 0.779(18) 1 d PR A 2 O13 O 0.1802(8) 1.0671(17) 0.394(2) 0.085(2) Uani 0.50 1 d PU . . O10 O 0.1841(7) 1.0911(16) 0.6041(13) 0.085(2) Uani 0.50 1 d PDU . . O11 O 0.2420(5) 1.1252(17) 0.4785(18) 0.086(2) Uani 0.50 1 d PDU . . O12 O 0.2137(8) 0.9539(17) 0.5000(19) 0.084(2) Uani 0.50 1 d PU . . C18A C 0.066(2) 0.591(5) 0.798(6) 0.062(5) Uani 0.221(18) 1 d PDU A 1 H18D H 0.0758 0.5774 0.8787 0.074 Uiso 0.221(18) 1 calc PR A 1 H18E H 0.0689 0.5233 0.7514 0.074 Uiso 0.221(18) 1 calc PR A 1 H18F H 0.0352 0.6145 0.7984 0.074 Uiso 0.221(18) 1 calc PR A 1 C12A C 0.1347(16) 0.786(4) 0.585(3) 0.071(4) Uani 0.221(18) 1 d PGDU A 1 C13A C 0.1497(12) 0.864(4) 0.670(3) 0.069(4) Uani 0.221(18) 1 d PGDU A 1 H13A H 0.1679 0.9233 0.6462 0.083 Uiso 0.221(18) 1 calc PR A 1 C14A C 0.1375(10) 0.852(3) 0.790(3) 0.064(3) Uani 0.221(18) 1 d PGDU A 1 C15A C 0.1102(12) 0.763(4) 0.825(3) 0.061(6) Uani 0.221(18) 1 d PGDU A 1 H15A H 0.1021 0.7555 0.9056 0.073 Uiso 0.221(18) 1 calc PR A 1 C16A C 0.0953(15) 0.685(3) 0.741(4) 0.058(3) Uani 0.221(18) 1 d PGDU A 1 C17A C 0.1075(17) 0.697(3) 0.621(3) 0.066(4) Uani 0.221(18) 1 d PGDU A 1 H17A H 0.0975 0.6449 0.5643 0.079 Uiso 0.221(18) 1 calc PR A 1 C11A C 0.146(3) 0.796(7) 0.477(3) 0.096(6) Uani 0.221(18) 1 d PDU A 1 H11D H 0.1195 0.8160 0.4333 0.115 Uiso 0.221(18) 1 d PR A 1 H11E H 0.1585 0.7280 0.4441 0.115 Uiso 0.221(18) 1 d PR A 1 H11F H 0.1677 0.8558 0.4702 0.115 Uiso 0.221(18) 1 d PR A 1 O14 O 0.5223(4) 1.0792(9) 0.4593(11) 0.106(2) Uani 1 1 d DU . . O15 O 0.4665(4) 1.0627(10) 0.5909(11) 0.109(2) Uani 1 1 d DU . . O6A O 0.1567(8) 0.888(3) 0.882(2) 0.066(3) Uani 0.49(4) 1 d PU A 1 C39 C 0.4856(3) 0.7083(8) 1.2553(8) 0.021(2) Uani 1 1 d DU . . H39 H 0.5001 0.7615 1.3002 0.021(6) Uani 1 1 d RDU . . 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 Cu2 0.0209(5) 0.0123(5) 0.0064(5) -0.0006(4) -0.0002(4) -0.0012(4) Cu1 0.0192(5) 0.0355(6) 0.0083(5) -0.0022(5) -0.0008(4) -0.0032(5) N1 0.017(3) 0.045(5) 0.013(4) -0.012(4) 0.000(3) -0.015(4) C38 0.025(3) 0.024(3) 0.005(3) 0.002(3) -0.003(3) -0.004(3) N4 0.020(3) 0.014(3) 0.009(3) -0.001(3) -0.001(3) -0.001(4) N3 0.022(3) 0.009(3) 0.010(3) 0.000(3) -0.003(3) 0.010(3) C33 0.026(4) 0.020(4) 0.007(4) 0.003(4) -0.001(4) -0.002(4) C28 0.040(5) 0.112(8) 0.026(4) 0.006(5) 0.006(4) 0.031(5) N2 0.031(3) 0.073(5) 0.023(4) -0.007(4) -0.002(3) 0.018(4) O3 0.014(3) 0.011(3) 0.041(4) 0.001(3) -0.001(3) -0.001(2) O2 0.035(3) 0.008(3) 0.014(3) 0.003(3) -0.002(3) 0.003(2) O4 0.028(3) 0.012(3) 0.014(3) -0.003(3) 0.001(3) 0.001(2) O1 0.020(3) 0.025(3) 0.022(3) 0.000(3) -0.004(3) -0.002(2) Cl1 0.120(6) 0.070(4) 0.062(4) 0.033(4) -0.041(4) -0.021(4) C4 0.021(4) 0.011(4) 0.020(4) 0.009(4) -0.004(3) 0.004(3) O8 0.028(4) 0.046(4) 0.020(4) 0.006(3) 0.000(3) 0.003(3) C7 0.018(3) 0.013(3) 0.017(3) -0.001(3) 0.000(3) 0.001(2) C23 0.018(4) 0.057(7) 0.014(5) -0.005(5) 0.002(4) -0.001(5) C31 0.026(5) 0.031(5) 0.015(5) 0.007(4) -0.005(4) -0.013(4) C40 0.031(5) 0.023(5) 0.012(5) 0.001(4) 0.002(4) -0.005(4) O5 0.0170(15) 0.0161(15) 0.0149(15) 0.0005(9) -0.0003(10) -0.0008(9) C3 0.016(4) 0.023(5) 0.019(5) -0.006(4) -0.004(4) 0.002(3) C36 0.016(2) 0.016(2) 0.015(2) -0.0005(10) 0.0000(10) -0.0003(10) C5 0.032(5) 0.023(5) 0.017(4) 0.000(4) -0.001(4) -0.011(4) C37 0.025(3) 0.024(3) 0.005(3) 0.002(3) -0.003(3) -0.005(3) C32 0.026(2) 0.027(2) 0.026(2) -0.0001(10) -0.0001(10) -0.0004(10) C24 0.025(5) 0.053(7) 0.015(5) -0.011(5) 0.005(4) -0.016(5) C2 0.018(3) 0.013(3) 0.017(3) -0.001(3) 0.000(3) 0.001(2) C25 0.025(5) 0.047(6) 0.012(5) 0.004(4) 0.002(4) -0.014(4) C1 0.022(4) 0.014(3) 0.005(4) -0.002(3) 0.006(3) -0.003(3) C10 0.0143(18) 0.0139(19) 0.0134(19) 0.0003(10) 0.0002(10) 0.0006(10) C6 0.020(4) 0.029(5) 0.014(5) -0.001(4) -0.007(4) 0.011(4) O9 0.091(7) 0.068(6) 0.061(6) -0.004(6) 0.001(6) -0.041(5) C34 0.031(4) 0.025(4) 0.008(4) 0.005(3) 0.005(4) -0.008(4) C21 0.034(6) 0.051(7) 0.016(5) 0.004(5) 0.006(4) 0.012(5) C35 0.021(4) 0.028(5) 0.013(4) 0.004(4) -0.005(4) 0.003(4) C22 0.042(6) 0.052(7) 0.030(6) 0.006(6) 0.015(5) 0.017(6) C26 0.033(6) 0.150(14) 0.035(7) -0.016(10) -0.003(6) -0.037(9) O6B 0.065(3) 0.066(3) 0.066(3) 0.0001(10) -0.0003(10) -0.0001(10) C8 0.014(5) 0.048(7) 0.061(8) 0.004(6) -0.004(5) 0.000(4) Cl2 0.113(2) 0.099(2) 0.103(2) 0.000 0.000 -0.0081(18) C18B 0.062(5) 0.062(5) 0.062(5) 0.0005(14) -0.0003(14) 0.0007(14) O7 0.073(7) 0.082(7) 0.103(9) 0.040(7) -0.015(7) -0.038(6) C30 0.033(3) 0.074(5) 0.023(4) -0.007(4) -0.002(3) 0.018(4) C20 0.034(6) 0.089(10) 0.046(8) 0.018(8) -0.013(5) -0.014(7) C9 0.018(4) 0.008(4) 0.036(6) 0.004(4) 0.000(4) 0.004(3) C27 0.020(5) 0.151(14) 0.029(6) 0.017(9) -0.004(5) -0.011(8) C29 0.040(5) 0.112(8) 0.027(4) 0.006(5) 0.006(4) 0.031(5) C19 0.036(6) 0.106(9) 0.093(10) 0.025(8) 0.003(7) 0.007(6) C12B 0.071(4) 0.072(4) 0.071(4) -0.0002(10) -0.0001(10) -0.0001(10) C13B 0.068(6) 0.076(7) 0.064(6) -0.004(7) -0.002(6) 0.005(7) C14B 0.058(6) 0.076(7) 0.057(6) -0.010(6) -0.010(5) 0.010(6) C15B 0.049(7) 0.070(9) 0.042(7) 0.003(7) 0.002(7) 0.016(7) C16B 0.055(6) 0.065(8) 0.052(6) 0.002(7) -0.003(6) 0.026(7) C17B 0.062(6) 0.078(7) 0.057(6) -0.005(7) -0.006(6) 0.013(7) C11B 0.096(6) 0.096(6) 0.096(6) 0.001(2) 0.000(2) 0.000(2) O13 0.120(6) 0.073(4) 0.063(4) 0.032(4) -0.040(4) -0.021(4) O10 0.121(6) 0.071(4) 0.062(4) 0.032(4) -0.041(5) -0.020(4) O11 0.120(6) 0.072(4) 0.065(4) 0.032(4) -0.040(4) -0.021(4) O12 0.120(6) 0.070(4) 0.063(4) 0.032(4) -0.039(4) -0.021(4) C18A 0.062(5) 0.062(5) 0.062(5) 0.0005(14) -0.0003(14) 0.0007(14) C12A 0.071(4) 0.072(4) 0.071(4) -0.0002(10) -0.0001(10) -0.0001(10) C13A 0.068(6) 0.076(7) 0.064(6) -0.004(7) -0.002(6) 0.005(7) C14A 0.058(6) 0.076(7) 0.057(6) -0.010(6) -0.010(5) 0.010(6) C15A 0.056(11) 0.073(12) 0.053(10) 0.001(11) -0.004(10) 0.010(11) C16A 0.055(6) 0.065(8) 0.052(6) 0.002(7) -0.003(6) 0.026(7) C17A 0.062(6) 0.078(7) 0.057(6) -0.005(7) -0.006(6) 0.013(7) C11A 0.096(6) 0.096(6) 0.096(6) 0.001(2) 0.000(2) 0.000(2) O14 0.109(3) 0.103(2) 0.106(3) 0.0011(14) 0.0010(14) -0.0050(17) O15 0.114(3) 0.106(2) 0.108(3) 0.0003(14) 0.0014(14) -0.0045(17) O6A 0.065(3) 0.066(3) 0.066(3) 0.0001(10) -0.0003(10) -0.0001(10) C39 0.021(4) 0.028(5) 0.015(4) -0.001(4) 0.005(4) -0.011(4) H39 0.021(6) 0.021(6) 0.020(6) 0.000(2) 0.000(2) 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu2 N4 2.018(6) . ? Cu2 N3 2.031(6) . ? Cu2 O2 1.945(6) 1_545 ? Cu2 O4 2.073(5) . ? Cu2 O1 2.154(6) 2_675 ? Cu1 N1 2.045(7) . ? Cu1 N2 2.033(8) . ? Cu1 O8 1.942(7) . ? Cu1 O5 1.983(6) . ? Cu1 O9 2.346(8) . ? N1 C25 1.337(13) . ? N1 C21 1.310(13) . ? C38 C33 1.505(10) 1_556 ? C38 C37 1.372(12) . ? C38 C39 1.399(12) . ? N4 C40 1.320(11) . ? N4 C36 1.383(11) . ? N3 C31 1.339(11) . ? N3 C35 1.319(11) . ? C33 C38 1.505(10) 1_554 ? C33 C32 1.367(13) . ? C33 C34 1.373(12) . ? C28 C23 1.470(14) 1_554 ? C28 C27 1.271(15) . ? C28 C29 1.399(16) . ? N2 C26 1.248(14) . ? N2 C30 1.350(13) . ? O3 C4 1.393(10) . ? O3 C9 1.414(9) . ? O2 Cu2 1.945(6) 1_565 ? O2 C1 1.287(10) . ? O4 C10 1.234(9) . ? O1 Cu2 2.154(6) 2_675 ? O1 C1 1.228(10) . ? Cl1 O13 1.37(2) . ? Cl1 O10 1.346(10) . ? Cl1 O11 1.364(9) . ? Cl1 O12 1.34(2) . ? C4 C3 1.373(12) . ? C4 C5 1.401(12) . ? O8 C20 1.253(13) . ? C7 H7 0.9300 . ? C7 C2 1.390(11) . ? C7 C6 1.386(12) . ? C23 C28 1.470(14) 1_556 ? C23 C24 1.358(15) . ? C23 C22 1.389(15) . ? C31 H31 0.9300 . ? C31 C32 1.390(13) . ? C40 H40 0.9300 . ? C40 C39 1.374(12) . ? O5 C10 1.261(9) . ? C3 H3 0.9300 . ? C3 C2 1.391(12) . ? C36 H36 0.9300 . ? C36 C37 1.371(12) . ? C5 H5 0.9300 . ? C5 C6 1.383(13) . ? C37 H37 0.9300 . ? C32 H32 0.9300 . ? C24 H24 0.9300 . ? C24 C25 1.405(13) . ? C2 C1 1.499(11) . ? C25 H25 0.9300 . ? C10 C9 1.515(11) . ? C6 C8 1.515(12) . ? O9 H9A 0.9095 . ? O9 H9B 0.9063 . ? C34 H34 0.9300 . ? C34 C35 1.360(12) . ? C21 H21 0.9300 . ? C21 C22 1.370(15) . ? C35 H35 0.9300 . ? C22 H22 0.9300 . ? C26 H26 0.9300 . ? C26 C27 1.367(15) . ? O6B C19 1.60(3) . ? O6B C14B 1.30(2) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? Cl2 O14 1.397(8) . ? Cl2 O14 1.397(8) 2_675 ? Cl2 O15 1.415(8) 2_675 ? Cl2 O15 1.415(8) . ? C18B H18A 0.9600 . ? C18B H18B 0.9600 . ? C18B H18C 0.9600 . ? C18B C16B 1.579(19) . ? O7 C20 1.235(17) . ? C30 H30 0.9300 . ? C30 C29 1.415(15) . ? C20 C19 1.542(18) . ? C9 H9C 0.9700 . ? C9 H9D 0.9700 . ? C27 H27 0.9300 . ? C29 H29 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 O6A 1.34(3) . ? C12B C13B 1.3900 . ? C12B C17B 1.3900 . ? C12B C11B 1.321(9) . ? C13B H13B 0.9300 . ? C13B C14B 1.3900 . ? C14B C15B 1.3900 . ? C15B H15B 0.9300 . ? C15B C16B 1.3900 . ? C16B C17B 1.3900 . ? C17B H17B 0.9300 . ? C11B H11A 0.9598 . ? C11B H11B 0.9602 . ? C11B H11C 0.9600 . ? C11B H11D 1.2910 . ? C11B H11E 0.6875 . ? C18A H18D 0.9600 . ? C18A H18E 0.9600 . ? C18A H18F 0.9600 . ? C18A C16A 1.55(2) . ? C12A C13A 1.3900 . ? C12A C17A 1.3900 . ? C12A C11A 1.259(7) . ? C13A H13A 0.9300 . ? C13A C14A 1.3900 . ? C14A C15A 1.3900 . ? C14A O6A 1.25(3) . ? C15A H15A 0.9300 . ? C15A C16A 1.3900 . ? C16A C17A 1.3900 . ? C17A H17A 0.9300 . ? C11A H11A 0.6485 . ? C11A H11B 1.1425 . ? C11A H11D 0.9602 . ? C11A H11E 0.9599 . ? C11A H11F 0.9599 . ? C39 H39 0.9132 . ? 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 N4 Cu2 N3 178.2(3) . . ? N4 Cu2 O4 90.8(3) . . ? N4 Cu2 O1 86.8(3) . 2_675 ? N3 Cu2 O4 89.8(3) . . ? N3 Cu2 O1 91.5(3) . 2_675 ? O2 Cu2 N4 91.3(3) 1_545 . ? O2 Cu2 N3 89.2(3) 1_545 . ? O2 Cu2 O4 145.4(2) 1_545 . ? O2 Cu2 O1 126.6(2) 1_545 2_675 ? O4 Cu2 O1 88.0(2) . 2_675 ? N1 Cu1 O9 92.3(3) . . ? N2 Cu1 N1 171.9(4) . . ? N2 Cu1 O9 95.7(4) . . ? O8 Cu1 N1 88.6(3) . . ? O8 Cu1 N2 91.6(3) . . ? O8 Cu1 O5 175.8(3) . . ? O8 Cu1 O9 95.1(3) . . ? O5 Cu1 N1 87.3(3) . . ? O5 Cu1 N2 92.3(3) . . ? O5 Cu1 O9 85.9(3) . . ? C25 N1 Cu1 120.7(7) . . ? C21 N1 Cu1 121.1(7) . . ? C21 N1 C25 118.2(8) . . ? C37 C38 C33 121.9(8) . 1_556 ? C37 C38 C39 116.4(8) . . ? C39 C38 C33 121.6(8) . 1_556 ? C40 N4 Cu2 121.2(6) . . ? C40 N4 C36 117.0(7) . . ? C36 N4 Cu2 121.7(5) . . ? C31 N3 Cu2 119.5(6) . . ? C35 N3 Cu2 122.5(5) . . ? C35 N3 C31 118.1(7) . . ? C32 C33 C38 119.3(8) . 1_554 ? C32 C33 C34 117.7(8) . . ? C34 C33 C38 122.8(8) . 1_554 ? C27 C28 C23 126.4(11) . 1_554 ? C27 C28 C29 113.7(12) . . ? C29 C28 C23 118.4(10) . 1_554 ? C26 N2 Cu1 126.5(8) . . ? C26 N2 C30 109.5(11) . . ? C30 N2 Cu1 121.6(7) . . ? C4 O3 C9 117.9(6) . . ? C1 O2 Cu2 117.0(5) . 1_565 ? C10 O4 Cu2 106.4(5) . . ? C1 O1 Cu2 164.1(6) . 2_675 ? O10 Cl1 O13 120.2(16) . . ? O10 Cl1 O11 112.9(15) . . ? O11 Cl1 O13 106.0(13) . . ? O12 Cl1 O13 98.1(14) . . ? O12 Cl1 O10 108.7(14) . . ? O12 Cl1 O11 109.7(16) . . ? O3 C4 C5 114.1(7) . . ? C3 C4 O3 124.7(7) . . ? C3 C4 C5 121.2(8) . . ? C20 O8 Cu1 126.5(8) . . ? C2 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C6 C7 C2 120.9(8) . . ? C24 C23 C28 123.3(10) . 1_556 ? C24 C23 C22 116.5(9) . . ? C22 C23 C28 120.2(11) . 1_556 ? N3 C31 H31 119.2 . . ? N3 C31 C32 121.6(8) . . ? C32 C31 H31 119.2 . . ? N4 C40 H40 117.9 . . ? N4 C40 C39 124.1(8) . . ? C39 C40 H40 117.9 . . ? C10 O5 Cu1 127.8(5) . . ? C4 C3 H3 120.7 . . ? C4 C3 C2 118.7(8) . . ? C2 C3 H3 120.7 . . ? N4 C36 H36 119.5 . . ? C37 C36 N4 121.0(8) . . ? C37 C36 H36 119.5 . . ? C4 C5 H5 120.0 . . ? C6 C5 C4 120.1(8) . . ? C6 C5 H5 120.0 . . ? C38 C37 H37 119.1 . . ? C36 C37 C38 121.8(8) . . ? C36 C37 H37 119.1 . . ? C33 C32 C31 119.5(9) . . ? C33 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? C23 C24 H24 119.8 . . ? C23 C24 C25 120.3(10) . . ? C25 C24 H24 119.8 . . ? C7 C2 C3 120.3(7) . . ? C7 C2 C1 120.9(7) . . ? C3 C2 C1 118.6(7) . . ? N1 C25 C24 121.5(10) . . ? N1 C25 H25 119.3 . . ? C24 C25 H25 119.3 . . ? O2 C1 C2 115.8(7) . . ? O1 C1 O2 124.4(7) . . ? O1 C1 C2 119.8(7) . . ? O4 C10 O5 124.5(7) . . ? O4 C10 C9 115.9(7) . . ? O5 C10 C9 119.6(7) . . ? C7 C6 C8 121.3(8) . . ? C5 C6 C7 118.8(8) . . ? C5 C6 C8 119.9(9) . . ? Cu1 O9 H9A 112.5 . . ? Cu1 O9 H9B 111.7 . . ? H9A O9 H9B 106.3 . . ? C33 C34 H34 120.1 . . ? C35 C34 C33 119.9(8) . . ? C35 C34 H34 120.1 . . ? N1 C21 H21 118.5 . . ? N1 C21 C22 122.9(10) . . ? C22 C21 H21 118.5 . . ? N3 C35 C34 123.0(8) . . ? N3 C35 H35 118.5 . . ? C34 C35 H35 118.5 . . ? C23 C22 H22 119.8 . . ? C21 C22 C23 120.4(11) . . ? C21 C22 H22 119.8 . . ? N2 C26 H26 116.6 . . ? N2 C26 C27 126.7(11) . . ? C27 C26 H26 116.6 . . ? C14B O6B C19 126.0(18) . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O14 Cl2 O14 111.0(12) 2_675 . ? O14 Cl2 O15 106.7(8) . 2_675 ? O14 Cl2 O15 104.6(7) 2_675 2_675 ? O14 Cl2 O15 104.6(7) . . ? O14 Cl2 O15 106.7(8) 2_675 . ? O15 Cl2 O15 123.2(13) . 2_675 ? H18A C18B H18B 109.5 . . ? H18A C18B H18C 109.5 . . ? H18B C18B H18C 109.5 . . ? C16B C18B H18A 109.5 . . ? C16B C18B H18B 109.5 . . ? C16B C18B H18C 109.5 . . ? N2 C30 H30 117.7 . . ? N2 C30 C29 124.6(10) . . ? C29 C30 H30 117.7 . . ? O8 C20 C19 113.7(13) . . ? O7 C20 O8 125.5(13) . . ? O7 C20 C19 120.8(11) . . ? O3 C9 C10 108.7(6) . . ? O3 C9 H9C 109.9 . . ? O3 C9 H9D 109.9 . . ? C10 C9 H9C 109.9 . . ? C10 C9 H9D 109.9 . . ? H9C C9 H9D 108.3 . . ? C28 C27 C26 122.9(12) . . ? C28 C27 H27 118.6 . . ? C26 C27 H27 118.6 . . ? C28 C29 C30 116.3(11) . . ? C28 C29 H29 121.8 . . ? C30 C29 H29 121.8 . . ? O6B C19 H19A 115.9 . . ? O6B C19 H19B 120.6 . . ? C20 C19 O6B 98.0(16) . . ? C20 C19 H19A 107.1 . . ? C20 C19 H19B 107.1 . . ? H19A C19 H19B 106.8 . . ? O6A C19 O6B 23.1(12) . . ? O6A C19 C20 121(2) . . ? O6A C19 H19A 107.1 . . ? O6A C19 H19B 107.1 . . ? C13B C12B C17B 120.0 . . ? C11B C12B C13B 120.6(14) . . ? C11B C12B C17B 119.1(14) . . ? C12B C13B H13B 120.0 . . ? C14B C13B C12B 120.0 . . ? C14B C13B H13B 120.0 . . ? O6B C14B C13B 127.8(14) . . ? O6B C14B C15B 111.9(14) . . ? C13B C14B C15B 120.0 . . ? C14B C15B H15B 120.0 . . ? C14B C15B C16B 120.0 . . ? C16B C15B H15B 120.0 . . ? C15B C16B C18B 116.5(10) . . ? C17B C16B C18B 123.4(10) . . ? C17B C16B C15B 120.0 . . ? C12B C17B H17B 120.0 . . ? C16B C17B C12B 120.0 . . ? C16B C17B H17B 120.0 . . ? C12B C11B H11A 109.4 . . ? C12B C11B H11B 110.0 . . ? C12B C11B H11C 109.0 . . ? C12B C11B H11D 105.7 . . ? C12B C11B H11E 137.1 . . ? H11A C11B H11B 109.5 . . ? H11A C11B H11C 109.5 . . ? H11A C11B H11D 83.0 . . ? H11A C11B H11E 41.1 . . ? H11B C11B H11C 109.5 . . ? H11B C11B H11D 31.0 . . ? H11B C11B H11E 109.9 . . ? H11C C11B H11D 135.9 . . ? H11C C11B H11E 71.1 . . ? H11D C11B H11E 100.3 . . ? C13A C12A C17A 120.0 . . ? C11A C12A C13A 119.9(6) . . ? C11A C12A C17A 120.1(6) . . ? C12A C13A H13A 120.0 . . ? C14A C13A C12A 120.0 . . ? C14A C13A H13A 120.0 . . ? C15A C14A C13A 120.0 . . ? O6A C14A C13A 129(2) . . ? O6A C14A C15A 107(2) . . ? C14A C15A H15A 120.0 . . ? C14A C15A C16A 120.0 . . ? C16A C15A H15A 120.0 . . ? C15A C16A C18A 112(4) . . ? C17A C16A C18A 128(4) . . ? C17A C16A C15A 120.0 . . ? C12A C17A H17A 120.0 . . ? C16A C17A C12A 120.0 . . ? C16A C17A H17A 120.0 . . ? H11A C11A H11B 119.6 . . ? H11A C11A H11D 139.2 . . ? H11A C11A H11E 40.8 . . ? H11A C11A H11F 72.2 . . ? H11B C11A H11D 36.5 . . ? H11B C11A H11E 79.9 . . ? H11B C11A H11F 142.0 . . ? C12A C11A H11A 111.3 . . ? C12A C11A H11B 99.9 . . ? C12A C11A H11D 106.5 . . ? C12A C11A H11E 112.8 . . ? C12A C11A H11F 109.0 . . ? H11D C11A H11E 109.5 . . ? H11D C11A H11F 109.5 . . ? H11E C11A H11F 109.5 . . ? C14A O6A C19 120(2) . . ? C38 C39 H39 114.8 . . ? C40 C39 C38 119.5(8) . . ? C40 C39 H39 125.5 . . ? data_cu3 _database_code_depnum_ccdc_archive 'CCDC 907550' #TrackingRef '907550.cif' _audit_creation_date 2012-11-23 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C60 H51 Cu3 N8 O9, 2(Cl O4), 3(H2 O)' _chemical_formula_sum 'C60 H58 Cl2 Cu3 N8 O20' _chemical_formula_weight 1472.69 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0000 0.0000 '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' Cl Cl 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 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' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 11.2073(6) _cell_length_b 28.6467(17) _cell_length_c 21.9960(14) _cell_angle_alpha 90.00 _cell_angle_beta 117.764(4) _cell_angle_gamma 90.00 _cell_volume 6248.9(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2596 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28.9988 _cell_measurement_theta_min 2.4930 _exptl_absorpt_coefficient_mu 1.180 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.97435 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 3020 _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.21 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0857 _diffrn_reflns_av_unetI/netI 0.2990 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 18188 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 2.50 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 16.2116 _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measurement_device_type 'SuperNova, Single source at offset), Eos' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3897 _reflns_number_total 10847 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 1.140 _refine_diff_density_min -1.081 _refine_diff_density_rms 0.126 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.817 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 858 _refine_ls_number_reflns 10847 _refine_ls_number_restraints 872 _refine_ls_R_factor_all 0.1945 _refine_ls_R_factor_gt 0.0763 _refine_ls_restrained_S_all 0.822 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0573P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1461 _refine_ls_wR_factor_ref 0.1708 _refine_special_details ; DFIX 1.42 0.01 Cl3 O20 DFIX 1.42 0.01 Cl3 O18 DFIX 1.54 0.01 C11A C12A DFIX 1.54 0.01 C11 C12 DFIX 1.4 Cl3 O17 DFIX 2.3 O20 O17 DFIX 2.3 O17 O19 DFIX 2.3 O20 O19 DFIX 2.3 O18 O19 DFIX 1.4 Cl3 O19 DFIX 1.43 0.01 Cl2 O21 DFIX 1.43 0.01 Cl2 O23 DFIX 1.35 0.01 C14 O6 DFIX 1.35 0.01 O6 C14A DFIX 1.54 0.01 C16A C18A DFIX 1.54 0.01 C16 C18 SADI C12A C13A C13A C14A C14A C15A C15A C16A C16A C17A C17A C12A SADI C12 C13 C13 C14 C14 C15 C15 C16 C16 C17 C17 C12 DELU 0.001 0.001 C13 C14 O6 C14A SIMU 0.001 0.002 1.7 C31 C32 C33 C34 C35 C38 C39 C40 C36 C37 SIMU 0.001 0.002 1.7 C11A C12A C13A C17A C11 C12 C13 C17 SIMU 0.001 0.002 1.7 C8 C4 C5 C6 C7 C2 C3 SIMU 0.01 0.02 1.7 O17 O18 O20 O19 ISOR 0.001 0.002 EADP C11 C11A EADP C13 C13A EADP C14 C14A EADP C15 C15A EADP C16 C16A EADP C17 C17A EADP C12 C12A EADP C18 C18A ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.49716(9) 0.25132(4) 1.29910(6) 0.0141(3) Uani 1 1 d U . . Cu2 Cu 0.50564(9) 0.36738(4) 1.28022(6) 0.0129(3) Uani 1 1 d U . . Cu3 Cu 0.0000 0.0000 1.0000 0.0160(4) Uani 1 2 d SU . . Cu4 Cu 0.0000 0.0000 0.5000 0.0213(4) Uani 1 2 d SU . . Cl1 Cl 0.6982(3) 0.21579(10) 0.54879(16) 0.0424(7) Uani 1 1 d U . . Cl2 Cl 0.5000 0.0000 0.0000 0.0404(10) Uani 1 2 d SDU . 1 O1 O 0.1083(5) 0.0586(2) 1.0229(3) 0.0231(15) Uani 1 1 d U . . O2 O -0.0399(6) 0.1092(2) 1.0246(4) 0.0363(18) Uani 1 1 d U . . O3 O 0.1779(6) 0.2637(2) 1.0568(4) 0.0392(18) Uani 1 1 d U . . O4 O 0.3937(5) 0.26738(19) 1.1878(3) 0.0190(14) Uani 1 1 d U . . O5 O 0.4103(5) 0.34457(18) 1.1746(3) 0.0157(14) Uani 1 1 d U . . O6 O -0.1501(6) 0.1379(2) 0.3847(4) 0.0495(12) Uani 1 1 d DU . . O7 O -0.0839(5) 0.0625(2) 0.4708(3) 0.0258(16) Uani 1 1 d U . . O8 O 0.0701(6) 0.1056(2) 0.5560(4) 0.043(2) Uani 1 1 d U . . O9 O 0.5409(4) 0.31304(18) 1.3387(3) 0.0143(14) Uani 1 1 d U . . O10 O -0.2195(6) 0.0415(2) 0.9506(4) 0.0303(17) Uani 1 1 d GU . . H10A H -0.2034 0.0690 0.9665 0.045 Uiso 1 1 d G . . H10B H -0.2832 0.0294 0.9559 0.045 Uiso 1 1 d G . . O13 O 0.6360(7) 0.2220(2) 0.4736(4) 0.057(2) Uani 1 1 d U . . O14 O 0.7791(7) 0.2568(3) 0.5812(5) 0.078(3) Uani 1 1 d U . . O16 O 0.5980(7) 0.2096(3) 0.5707(5) 0.074(3) Uani 1 1 d U . . O15 O 0.7826(8) 0.1751(3) 0.5688(5) 0.093(3) Uani 1 1 d U . . N1 N -0.0079(6) 0.0019(2) 0.9082(4) 0.0134(17) Uani 1 1 d U . . N2 N -0.0004(6) 0.0037(2) 0.5899(4) 0.0215(19) Uani 1 1 d U . . N3 N 0.5187(6) 0.6809(2) 1.2152(4) 0.0154(17) Uani 1 1 d U . . N4 N 0.4936(6) 0.4369(2) 1.2591(4) 0.0138(17) Uani 1 1 d U . . N5 N 0.3188(6) 0.2505(2) 1.3038(4) 0.0180(16) Uani 1 1 d U . . N6 N -0.3162(6) 0.2464(2) 1.3047(3) 0.0132(15) Uani 1 1 d U . . N7 N 0.3239(6) 0.3733(2) 1.2812(4) 0.0185(18) Uani 1 1 d U . . N8 N -0.3083(6) 0.3666(2) 1.2830(4) 0.0135(16) Uani 1 1 d U . . C1 C 0.0687(8) 0.0986(3) 1.0254(5) 0.021(2) Uani 1 1 d U . . C2 C 0.1653(8) 0.1390(3) 1.0341(5) 0.0308(11) Uani 1 1 d U . . C3 C 0.2888(8) 0.1296(3) 1.0318(5) 0.0315(11) Uani 1 1 d U . . H3 H 0.3104 0.0992 1.0258 0.038 Uiso 1 1 calc R . . C4 C 0.3767(9) 0.1663(3) 1.0385(5) 0.0323(11) Uani 1 1 d U . . C5 C 0.3387(9) 0.2114(3) 1.0476(5) 0.0317(11) Uani 1 1 d U . . H5 H 0.3967 0.2360 1.0529 0.038 Uiso 1 1 calc R . . C6 C 0.2238(9) 0.2205(3) 1.0491(5) 0.0311(11) Uani 1 1 d U . . C7 C 0.1349(9) 0.1841(3) 1.0419(5) 0.0308(11) Uani 1 1 d U . . H7 H 0.0541 0.1906 1.0424 0.037 Uiso 1 1 calc R . . C8 C 0.5080(8) 0.1560(3) 1.0377(5) 0.0367(15) Uani 1 1 d U . . H8A H 0.5794 0.1543 1.0841 0.055 Uiso 1 1 calc R . . H8B H 0.5271 0.1804 1.0136 0.055 Uiso 1 1 calc R . . H8C H 0.5011 0.1268 1.0150 0.055 Uiso 1 1 calc R . . C9 C 0.2701(9) 0.3026(3) 1.0755(5) 0.037(3) Uani 1 1 d U . . H9A H 0.2191 0.3315 1.0619 0.044 Uiso 1 1 calc R . . H9B H 0.3227 0.3003 1.0509 0.044 Uiso 1 1 calc R . . C10 C 0.3666(7) 0.3038(3) 1.1538(5) 0.015(2) Uani 1 1 d U . . C11 C 0.3243(12) 0.1218(7) 0.4296(10) 0.0538(7) Uani 0.522(9) 1 d PDU A 1 H11A H 0.3587 0.1531 0.4390 0.081 Uiso 0.522(9) 1 calc PR A 1 H11B H 0.3708 0.1044 0.4098 0.081 Uiso 0.522(9) 1 calc PR A 1 H11C H 0.3382 0.1071 0.4717 0.081 Uiso 0.522(9) 1 calc PR A 1 C12 C 0.1703(8) 0.1229(5) 0.3783(6) 0.0534(4) Uani 0.562(10) 1 d PGDU A 1 C13 C 0.0817(12) 0.1287(6) 0.4057(4) 0.0530(4) Uani 0.562(10) 1 d PGDU A 1 H13 H 0.1147 0.1304 0.4531 0.064 Uiso 0.562(10) 1 calc PR A 1 C14 C -0.0561(11) 0.1319(7) 0.3624(6) 0.0516(10) Uani 0.562(10) 1 d PGDU A 1 C15 C -0.1054(8) 0.1294(6) 0.2916(5) 0.052(4) Uani 0.562(10) 1 d PGDU A 1 H15 H -0.1976 0.1315 0.2626 0.062 Uiso 0.562(10) 1 calc PR A 1 C16 C -0.0169(12) 0.1236(5) 0.2642(4) 0.034(4) Uani 0.562(10) 1 d PGDU A 1 C17 C 0.1209(11) 0.1203(6) 0.3076(6) 0.0534(4) Uani 0.562(10) 1 d PGDU A 1 H17 H 0.1802 0.1165 0.2892 0.064 Uiso 0.562(10) 1 calc PR A 1 C19 C -0.0920(9) 0.1442(3) 0.4567(5) 0.040(3) Uani 1 1 d U A . H19A H -0.1612 0.1552 0.4680 0.047 Uiso 1 1 calc R . . H19B H -0.0233 0.1682 0.4704 0.047 Uiso 1 1 calc R . . C20 C -0.0296(8) 0.1005(3) 0.4974(5) 0.026(2) Uani 1 1 d U . . C21 C 0.1047(7) 0.0123(3) 0.9034(4) 0.013(2) Uani 1 1 d U . . H21 H 0.1832 0.0197 0.9430 0.016 Uiso 1 1 calc R . . C22 C 0.1063(7) 0.0122(3) 0.8414(4) 0.014(2) Uani 1 1 d U . . H22 H 0.1862 0.0188 0.8400 0.017 Uiso 1 1 calc R . . C23 C -0.0081(8) 0.0026(3) 0.7814(5) 0.019(2) Uani 1 1 d U . . C24 C -0.1258(8) -0.0077(3) 0.7860(5) 0.020(2) Uani 1 1 d U . . H24 H -0.2059 -0.0143 0.7467 0.024 Uiso 1 1 calc R . . C25 C -0.1208(8) -0.0080(3) 0.8499(5) 0.020(2) Uani 1 1 d U . . H25 H -0.1988 -0.0153 0.8529 0.024 Uiso 1 1 calc R . . C26 C 0.1075(8) -0.0094(3) 0.6478(5) 0.023(2) Uani 1 1 d U . . H26 H 0.1858 -0.0179 0.6459 0.027 Uiso 1 1 calc R . . C27 C 0.1063(8) -0.0107(3) 0.7103(5) 0.018(2) Uani 1 1 d U . . H27 H 0.1818 -0.0212 0.7493 0.021 Uiso 1 1 calc R . . C28 C -0.0061(8) 0.0033(3) 0.7149(5) 0.017(2) Uani 1 1 d U . . C29 C -0.1188(8) 0.0187(3) 0.6544(5) 0.022(2) Uani 1 1 d U . . H29 H -0.1973 0.0283 0.6552 0.027 Uiso 1 1 calc R . . C30 C -0.1090(8) 0.0190(3) 0.5938(5) 0.022(2) Uani 1 1 d U . . H30 H -0.1815 0.0303 0.5542 0.026 Uiso 1 1 calc R . . C31 C 0.5829(8) 0.6615(3) 1.2772(5) 0.0200(10) Uani 1 1 d U . . H31 H 0.6297 0.6809 1.3149 0.024 Uiso 1 1 calc R . . C32 C 0.5834(8) 0.6129(3) 1.2884(5) 0.0198(9) Uani 1 1 d U . . H32 H 0.6307 0.6002 1.3322 0.024 Uiso 1 1 calc R . . C33 C 0.5096(8) 0.5845(3) 1.2309(5) 0.0190(8) Uani 1 1 d U . . C34 C 0.4467(8) 0.6043(3) 1.1666(5) 0.0198(9) Uani 1 1 d U . . H34 H 0.4006 0.5859 1.1277 0.024 Uiso 1 1 calc R . . C35 C 0.4537(8) 0.6532(3) 1.1608(5) 0.0202(10) Uani 1 1 d U . . H35 H 0.4114 0.6666 1.1173 0.024 Uiso 1 1 calc R . . C36 C 0.4945(7) 0.4543(3) 1.2037(5) 0.0187(10) Uani 1 1 d U . . H36 H 0.4921 0.4336 1.1705 0.022 Uiso 1 1 calc R . . C37 C 0.4990(7) 0.5015(3) 1.1926(5) 0.0185(9) Uani 1 1 d U . . H37 H 0.4978 0.5119 1.1523 0.022 Uiso 1 1 calc R . . C38 C 0.5051(8) 0.5333(3) 1.2408(5) 0.0185(8) Uani 1 1 d U . . C39 C 0.5021(7) 0.5158(3) 1.2985(5) 0.0186(9) Uani 1 1 d U . . H39 H 0.5044 0.5360 1.3321 0.022 Uiso 1 1 calc R . . C40 C 0.4957(7) 0.4674(3) 1.3066(5) 0.0187(10) Uani 1 1 d U . . H40 H 0.4928 0.4560 1.3455 0.022 Uiso 1 1 calc R . . C41 C 0.1996(8) 0.2533(3) 1.2461(5) 0.027(2) Uani 1 1 d U . . H41 H 0.2008 0.2561 1.2042 0.032 Uiso 1 1 calc R . . C42 C 0.0773(8) 0.2523(3) 1.2456(5) 0.024(2) Uani 1 1 d U . . H42 H -0.0012 0.2552 1.2041 0.029 Uiso 1 1 calc R . . C43 C 0.0692(7) 0.2471(3) 1.3049(4) 0.018(2) Uani 1 1 d U . . C44 C 0.1918(7) 0.2436(3) 1.3664(5) 0.024(2) Uani 1 1 d U . . H44 H 0.1925 0.2398 1.4086 0.029 Uiso 1 1 calc R . . C45 C 0.3125(8) 0.2460(3) 1.3619(5) 0.023(2) Uani 1 1 d U . . H45 H 0.3932 0.2444 1.4025 0.028 Uiso 1 1 calc R . . C46 C -0.3064(8) 0.2386(3) 1.2455(5) 0.020(2) Uani 1 1 d U . . H46 H -0.3842 0.2336 1.2043 0.024 Uiso 1 1 calc R . . C47 C -0.1842(7) 0.2381(3) 1.2467(5) 0.016(2) Uani 1 1 d U . . H47 H -0.1800 0.2327 1.2060 0.019 Uiso 1 1 calc R . . C48 C -0.0669(7) 0.2455(3) 1.3059(4) 0.017(2) Uani 1 1 d U . . C49 C -0.0761(7) 0.2537(3) 1.3655(4) 0.019(2) Uani 1 1 d U . . H49 H 0.0011 0.2597 1.4065 0.022 Uiso 1 1 calc R . . C50 C -0.2001(7) 0.2530(3) 1.3636(5) 0.023(2) Uani 1 1 d U . . H50 H -0.2046 0.2573 1.4044 0.027 Uiso 1 1 calc R . . C51 C 0.2103(7) 0.3806(3) 1.2235(5) 0.018(2) Uani 1 1 d U . . H51 H 0.2156 0.3860 1.1831 0.022 Uiso 1 1 calc R . . C52 C 0.0842(8) 0.3806(3) 1.2210(5) 0.020(2) Uani 1 1 d U . . H52 H 0.0070 0.3854 1.1795 0.024 Uiso 1 1 calc R . . C53 C 0.0741(7) 0.3735(3) 1.2812(5) 0.016(2) Uani 1 1 d U . . C54 C 0.1951(7) 0.3671(3) 1.3422(4) 0.016(2) Uani 1 1 d U . . H54 H 0.1938 0.3632 1.3838 0.019 Uiso 1 1 calc R . . C55 C 0.3168(8) 0.3668(3) 1.3396(5) 0.021(2) Uani 1 1 d U . . H55 H 0.3962 0.3619 1.3800 0.025 Uiso 1 1 calc R . . C56 C -0.2985(8) 0.3581(3) 1.2252(5) 0.023(2) Uani 1 1 d U . . H56 H -0.3765 0.3508 1.1852 0.027 Uiso 1 1 calc R . . C57 C -0.1756(8) 0.3597(3) 1.2230(5) 0.025(2) Uani 1 1 d U . . H57 H -0.1714 0.3526 1.1828 0.030 Uiso 1 1 calc R . . C58 C -0.0593(7) 0.3722(3) 1.2826(5) 0.016(2) Uani 1 1 d U . . C59 C -0.0713(8) 0.3814(3) 1.3407(5) 0.021(2) Uani 1 1 d U . . H59 H 0.0045 0.3888 1.3816 0.025 Uiso 1 1 calc R . . C60 C -0.1983(8) 0.3794(3) 1.3380(5) 0.021(2) Uani 1 1 d U . . H60 H -0.2054 0.3876 1.3771 0.025 Uiso 1 1 calc R . . C18 C -0.0646(3) 0.12208(12) 0.1859(2) 0.049(5) Uani 0.522(9) 1 d PDU A 1 H18A H -0.1182 0.0946 0.1671 0.074 Uiso 0.522(9) 1 d PR A 1 H18B H 0.0115 0.1215 0.1770 0.074 Uiso 0.522(9) 1 d PR A 1 H18C H -0.1182 0.1493 0.1650 0.074 Uiso 0.522(9) 1 d PR A 1 C18A C -0.1732(3) 0.11715(12) 0.1583(2) 0.049(5) Uani 0.478(9) 1 d PRDU A 2 H18D H -0.2027 0.1475 0.1385 0.074 Uiso 0.478(9) 1 d PR A 2 H18E H -0.2498 0.0968 0.1438 0.074 Uiso 0.478(9) 1 d PR A 2 H18F H -0.1117 0.1047 0.1434 0.074 Uiso 0.478(9) 1 d PR A 2 C11A C 0.2700(3) 0.11155(12) 0.3729(2) 0.0538(7) Uani 0.478(9) 1 d PRDU A 2 H11D H 0.2932 0.0863 0.3517 0.081 Uiso 0.478(9) 1 calc PR A 2 H11E H 0.2958 0.1037 0.4199 0.081 Uiso 0.478(9) 1 calc PR A 2 H11F H 0.3164 0.1393 0.3714 0.081 Uiso 0.478(9) 1 calc PR A 2 Cl3 Cl 0.5100(9) 0.4799(3) 0.0151(5) 0.105(4) Uani 0.50 1 d PDU . . O19 O 0.540(6) 0.4810(9) -0.040(2) 0.153(19) Uani 0.50 1 d PDU . . O18 O 0.3744(14) 0.4938(18) -0.020(5) 0.178(3) Uani 0.50 1 d PDU . . O20 O 0.555(3) 0.4369(6) 0.0543(13) 0.175(13) Uani 0.50 1 d PDU . . O17 O 0.572(11) 0.5179(8) 0.0588(10) 0.184(3) Uani 0.50 1 d PDU . . O22 O 0.5817(3) -0.01394(12) -0.0317(2) 0.036(4) Uani 0.50 1 d PRU . . O23 O 0.5806(3) -0.03937(12) 0.0436(2) 0.050(4) Uani 0.50 1 d PRDU . . O21 O 0.5833(3) 0.02447(12) 0.0632(2) 0.082(5) Uani 0.50 1 d PRDU . . O24 O 0.5891(3) 0.03382(12) -0.0020(2) 0.096(6) Uani 0.50 1 d PRU . . O12 O 0.7579(3) 0.32380(12) 0.4741(2) 0.045(2) Uani 1 1 d RU . . H12A H 0.7498 0.3046 0.5058 0.054 Uiso 1 1 d R . . H12B H 0.6634 0.3252 0.4312 0.054 Uiso 1 1 d R . . C12A C 0.1172(8) 0.1200(7) 0.3342(7) 0.0534(4) Uani 0.438(10) 1 d PGDU A 2 C13A C 0.0594(13) 0.1257(8) 0.3776(4) 0.0530(4) Uani 0.438(10) 1 d PGDU A 2 H13A H 0.1139 0.1272 0.4249 0.064 Uiso 0.438(10) 1 calc PR A 2 C14A C -0.0798(14) 0.1290(9) 0.3503(6) 0.0516(10) Uani 0.438(10) 1 d PGDU A 2 C15A C -0.1613(8) 0.1268(7) 0.2796(7) 0.052(4) Uani 0.438(10) 1 d PGDU A 2 H15A H -0.2544 0.1290 0.2614 0.062 Uiso 0.438(10) 1 calc PR A 2 C16A C -0.1035(12) 0.1211(6) 0.2362(4) 0.034(4) Uani 0.438(10) 1 d PGDU A 2 C17A C 0.0357(13) 0.1177(7) 0.2635(6) 0.0534(4) Uani 0.438(10) 1 d PGDU A 2 H17A H 0.0743 0.1139 0.2345 0.064 Uiso 0.438(10) 1 calc PR A 2 O11 O -0.2289(7) -0.0330(2) 0.4424(4) 0.045(2) Uani 1 1 d GU . . H11G H -0.1982 -0.0604 0.4450 0.068 Uiso 1 1 d G . . H11H H -0.2700 -0.0312 0.4665 0.068 Uiso 1 1 d G . . 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 0.0110(4) 0.0118(5) 0.0227(6) 0.0001(5) 0.0106(4) 0.0003(5) Cu2 0.0091(4) 0.0119(5) 0.0196(6) 0.0000(5) 0.0083(4) -0.0002(4) Cu3 0.0229(7) 0.0160(7) 0.0132(8) -0.0017(6) 0.0120(6) -0.0052(6) Cu4 0.0298(7) 0.0222(8) 0.0159(8) -0.0004(7) 0.0142(6) -0.0008(6) Cl1 0.0428(10) 0.0443(11) 0.0423(11) 0.0021(9) 0.0216(8) 0.0052(8) Cl2 0.0369(12) 0.0454(13) 0.0416(13) -0.0015(9) 0.0206(9) 0.0017(9) O1 0.0239(17) 0.0232(18) 0.0232(18) 0.0001(10) 0.0116(11) -0.0009(10) O2 0.034(2) 0.032(2) 0.039(3) -0.0003(18) 0.0147(17) -0.0001(17) O3 0.039(2) 0.037(2) 0.039(2) -0.0001(10) 0.0160(12) -0.0008(10) O4 0.0193(16) 0.0187(17) 0.0188(17) 0.0000(10) 0.0088(11) 0.0000(10) O5 0.0156(16) 0.0160(17) 0.0160(17) -0.0004(10) 0.0077(11) -0.0003(10) O6 0.0502(12) 0.0477(17) 0.0486(16) 0.0009(10) 0.0214(11) -0.0005(10) O7 0.0265(18) 0.0256(18) 0.0255(19) 0.0001(10) 0.0122(11) -0.0006(10) O8 0.045(2) 0.040(3) 0.041(3) 0.0000(18) 0.0174(18) -0.0023(18) O9 0.0146(15) 0.0145(16) 0.0147(17) 0.0005(10) 0.0075(10) 0.0009(10) O10 0.031(2) 0.030(2) 0.030(2) 0.0009(18) 0.0148(17) -0.0016(17) O13 0.058(3) 0.055(3) 0.052(3) -0.0005(19) 0.0212(19) 0.0001(18) O14 0.078(3) 0.079(3) 0.076(3) -0.001(2) 0.035(2) -0.0050(19) O16 0.074(3) 0.078(3) 0.078(3) 0.0037(19) 0.041(2) -0.0013(19) O15 0.095(3) 0.093(4) 0.093(4) 0.004(2) 0.045(2) 0.010(2) N1 0.0141(18) 0.0140(19) 0.0129(19) -0.0002(10) 0.0071(12) -0.0005(10) N2 0.022(2) 0.022(2) 0.021(2) 0.0001(10) 0.0107(12) 0.0001(10) N3 0.0150(19) 0.015(2) 0.016(2) 0.0000(10) 0.0073(12) 0.0002(10) N4 0.0135(18) 0.0139(19) 0.0144(19) -0.0002(10) 0.0067(12) -0.0001(10) N5 0.0173(18) 0.0180(19) 0.0189(19) 0.0000(10) 0.0086(11) 0.0007(10) N6 0.0130(17) 0.0129(18) 0.0140(18) 0.0001(10) 0.0066(11) 0.0006(10) N7 0.0183(19) 0.019(2) 0.019(2) 0.0002(10) 0.0092(12) -0.0003(10) N8 0.0130(18) 0.0135(19) 0.0143(19) 0.0000(10) 0.0066(12) -0.0005(10) C1 0.022(2) 0.022(2) 0.021(2) 0.0001(10) 0.0104(14) 0.0001(10) C2 0.0310(12) 0.0306(12) 0.0308(12) -0.0001(7) 0.0145(8) -0.0005(7) C3 0.0318(12) 0.0314(12) 0.0313(12) -0.0002(7) 0.0147(8) -0.0006(7) C4 0.0324(12) 0.0321(12) 0.0321(12) -0.0001(7) 0.0148(7) -0.0007(7) C5 0.0319(12) 0.0314(12) 0.0316(12) 0.0002(7) 0.0146(8) -0.0006(7) C6 0.0313(12) 0.0309(12) 0.0310(12) 0.0001(7) 0.0144(8) -0.0003(7) C7 0.0309(12) 0.0307(12) 0.0307(12) 0.0000(7) 0.0144(8) -0.0003(7) C8 0.0367(18) 0.0364(19) 0.0361(19) -0.0003(15) 0.0162(14) -0.0019(14) C9 0.037(3) 0.036(3) 0.037(3) 0.0001(10) 0.0164(15) -0.0005(10) C10 0.015(2) 0.016(2) 0.016(2) 0.0002(10) 0.0075(13) 0.0003(10) C11 0.0538(9) 0.0536(9) 0.0537(9) 0.0001(8) 0.0248(7) -0.0003(8) C12 0.0534(5) 0.0533(5) 0.0534(5) 0.0000(4) 0.0249(4) 0.0001(4) C13 0.0530(5) 0.0532(6) 0.0532(6) 0.0000(5) 0.0250(4) 0.0001(5) C14 0.0524(10) 0.0508(14) 0.0513(13) 0.0002(7) 0.0238(7) -0.0003(7) C15 0.052(4) 0.051(4) 0.052(4) 0.0001(7) 0.024(2) 0.0000(7) C16 0.035(4) 0.034(4) 0.034(4) 0.0002(7) 0.016(2) 0.0000(7) C17 0.0536(5) 0.0533(5) 0.0534(5) 0.0000(5) 0.0249(4) 0.0000(5) C19 0.040(3) 0.040(3) 0.039(3) 0.0000(10) 0.0185(16) 0.0002(10) C20 0.027(3) 0.026(3) 0.026(3) 0.0001(10) 0.0121(14) 0.0000(10) C21 0.013(2) 0.014(2) 0.013(2) 0.0000(10) 0.0061(13) -0.0001(10) C22 0.014(2) 0.015(2) 0.014(2) 0.0002(10) 0.0071(13) 0.0000(10) C23 0.019(2) 0.019(2) 0.019(2) 0.0003(10) 0.0091(13) -0.0002(10) C24 0.019(2) 0.020(2) 0.019(2) 0.0001(10) 0.0088(14) -0.0008(10) C25 0.020(2) 0.020(2) 0.020(2) 0.0002(10) 0.0098(14) -0.0003(10) C26 0.023(2) 0.023(3) 0.023(3) -0.0004(10) 0.0107(14) 0.0005(10) C27 0.018(2) 0.018(2) 0.017(2) 0.0003(10) 0.0078(13) 0.0001(10) C28 0.017(2) 0.017(2) 0.016(2) 0.0003(10) 0.0080(13) -0.0003(10) C29 0.022(2) 0.023(2) 0.022(2) -0.0002(10) 0.0104(14) -0.0001(10) C30 0.021(2) 0.022(2) 0.022(2) 0.0001(10) 0.0101(14) 0.0004(10) C31 0.0202(12) 0.0192(12) 0.0196(12) -0.0001(8) 0.0085(8) -0.0004(8) C32 0.0199(10) 0.0190(11) 0.0195(10) 0.0001(7) 0.0084(7) -0.0002(7) C33 0.0191(9) 0.0187(9) 0.0192(9) 0.0001(6) 0.0088(6) -0.0002(6) C34 0.0200(10) 0.0191(10) 0.0196(10) -0.0001(7) 0.0086(7) -0.0002(7) C35 0.0203(12) 0.0197(12) 0.0199(12) 0.0002(8) 0.0088(8) -0.0002(8) C36 0.0185(12) 0.0187(12) 0.0188(12) -0.0001(8) 0.0085(8) 0.0001(8) C37 0.0184(10) 0.0186(10) 0.0188(10) 0.0001(7) 0.0088(7) -0.0001(7) C38 0.0183(9) 0.0184(9) 0.0189(9) 0.0000(6) 0.0087(6) 0.0000(6) C39 0.0183(10) 0.0184(11) 0.0189(10) -0.0002(7) 0.0085(7) 0.0003(7) C40 0.0185(12) 0.0185(12) 0.0189(12) -0.0003(8) 0.0085(8) 0.0000(8) C41 0.027(2) 0.027(2) 0.027(2) 0.0001(10) 0.0129(14) -0.0005(10) C42 0.024(2) 0.023(2) 0.024(2) -0.0001(10) 0.0104(13) 0.0005(10) C43 0.018(2) 0.018(2) 0.019(2) 0.0002(10) 0.0090(13) -0.0001(10) C44 0.024(2) 0.025(2) 0.024(2) 0.0001(10) 0.0117(14) -0.0002(10) C45 0.023(2) 0.024(2) 0.023(2) 0.0003(10) 0.0107(13) 0.0001(10) C46 0.019(2) 0.020(2) 0.020(2) -0.0003(10) 0.0088(13) -0.0002(10) C47 0.016(2) 0.016(2) 0.017(2) -0.0002(10) 0.0080(13) 0.0002(10) C48 0.017(2) 0.017(2) 0.018(2) 0.0005(10) 0.0084(13) -0.0004(10) C49 0.018(2) 0.019(2) 0.019(2) -0.0001(10) 0.0085(13) 0.0003(10) C50 0.023(2) 0.023(2) 0.023(2) -0.0002(10) 0.0113(13) 0.0003(10) C51 0.018(2) 0.018(2) 0.018(2) 0.0005(10) 0.0087(13) 0.0003(10) C52 0.019(2) 0.020(2) 0.020(2) 0.0000(10) 0.0089(14) 0.0001(10) C53 0.016(2) 0.015(2) 0.016(2) 0.0000(10) 0.0073(13) 0.0003(10) C54 0.015(2) 0.016(2) 0.016(2) -0.0003(10) 0.0075(13) 0.0002(10) C55 0.020(2) 0.021(2) 0.021(2) -0.0003(10) 0.0095(13) 0.0004(10) C56 0.022(2) 0.023(2) 0.023(2) -0.0002(10) 0.0109(14) -0.0003(10) C57 0.025(2) 0.026(3) 0.025(3) -0.0003(10) 0.0122(14) 0.0002(10) C58 0.015(2) 0.015(2) 0.016(2) 0.0002(10) 0.0071(13) -0.0004(10) C59 0.021(2) 0.021(2) 0.021(2) -0.0004(10) 0.0096(14) 0.0001(10) C60 0.021(2) 0.021(2) 0.021(2) -0.0006(10) 0.0101(14) 0.0002(10) C18 0.050(5) 0.048(5) 0.049(5) -0.0002(15) 0.022(3) 0.0003(15) C18A 0.050(5) 0.048(5) 0.049(5) -0.0002(15) 0.022(3) 0.0003(15) C11A 0.0538(9) 0.0536(9) 0.0537(9) 0.0001(8) 0.0248(7) -0.0003(8) Cl3 0.104(3) 0.106(3) 0.106(3) -0.0005(10) 0.0484(16) -0.0003(10) O19 0.153(9) 0.154(9) 0.153(9) -0.0002(10) 0.072(4) -0.0003(10) O18 0.173(16) 0.173(16) 0.173(16) 0.0000(10) 0.067(7) 0.0001(10) O20 0.175(11) 0.176(11) 0.175(11) 0.001(2) 0.082(5) -0.003(2) O17 0.178(16) 0.178(16) 0.178(16) -0.0001(10) 0.069(8) 0.0002(10) O22 0.036(4) 0.037(4) 0.036(4) -0.0001(10) 0.0175(19) -0.0003(10) O23 0.050(4) 0.050(4) 0.050(4) 0.0004(10) 0.023(2) -0.0002(10) O21 0.083(6) 0.083(6) 0.082(6) -0.0004(10) 0.038(3) 0.0005(10) O24 0.096(6) 0.095(6) 0.096(6) 0.0005(10) 0.045(3) -0.0002(10) O12 0.044(2) 0.048(3) 0.044(3) 0.0008(19) 0.0205(18) -0.0029(18) C12A 0.0534(5) 0.0533(5) 0.0534(5) 0.0000(4) 0.0249(4) 0.0001(4) C13A 0.0530(5) 0.0532(6) 0.0532(6) 0.0000(5) 0.0250(4) 0.0001(5) C14A 0.0524(10) 0.0508(14) 0.0513(13) 0.0002(7) 0.0238(7) -0.0003(7) C15A 0.052(4) 0.051(4) 0.052(4) 0.0001(7) 0.024(2) 0.0000(7) C16A 0.035(4) 0.034(4) 0.034(4) 0.0002(7) 0.016(2) 0.0000(7) C17A 0.0536(5) 0.0533(5) 0.0534(5) 0.0000(5) 0.0249(4) 0.0000(5) O11 0.044(2) 0.047(3) 0.044(3) -0.0008(19) 0.0208(18) 0.0003(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 Cu2 3.3573(15) . ? Cu1 O4 2.214(6) . ? Cu1 O9 1.931(5) . ? Cu1 N3 2.037(7) 2_647 ? Cu1 N5 2.049(6) . ? Cu1 N6 2.042(6) 1_655 ? Cu2 O5 2.158(6) . ? Cu2 O9 1.940(5) . ? Cu2 N4 2.035(7) . ? Cu2 N7 2.054(6) . ? Cu2 N8 2.057(6) 1_655 ? Cu3 O1 1.994(5) . ? Cu3 O1 1.994(5) 3_557 ? Cu3 O10 2.481(6) . ? Cu3 O10 2.481(6) 3_557 ? Cu3 N1 1.981(7) 3_557 ? Cu3 N1 1.981(7) . ? Cu4 O7 1.985(6) . ? Cu4 O7 1.985(6) 3_556 ? Cu4 N2 1.982(8) . ? Cu4 N2 1.982(8) 3_556 ? Cu4 O11 2.459(7) . ? Cu4 O11 2.459(7) 3_556 ? Cl1 O13 1.476(8) . ? Cl1 O14 1.451(8) . ? Cl1 O16 1.424(8) . ? Cl1 O15 1.436(9) . ? Cl2 O22 1.442(4) 3_655 ? Cl2 O22 1.442(4) . ? Cl2 O23 1.484(3) . ? Cl2 O23 1.484(3) 3_655 ? Cl2 O21 1.444(4) 3_655 ? Cl2 O21 1.444(4) . ? Cl2 O24 1.406(4) 3_655 ? Cl2 O24 1.406(4) . ? O1 C1 1.239(9) . ? O2 C1 1.246(9) . ? O3 C6 1.379(10) . ? O3 C9 1.443(10) . ? O4 C10 1.237(9) . ? O5 C10 1.265(9) . ? O6 C14 1.364(7) . ? O6 C19 1.416(11) . ? O6 C14A 1.346(8) . ? O7 C20 1.252(10) . ? O8 C20 1.261(10) . ? O10 H10A 0.8472 . ? O10 H10B 0.8504 . ? N1 C21 1.347(9) . ? N1 C25 1.347(10) . ? N2 C26 1.338(10) . ? N2 C30 1.335(10) . ? N3 Cu1 2.037(6) 2_657 ? N3 C31 1.331(10) . ? N3 C35 1.334(10) . ? N4 C36 1.321(11) . ? N4 C40 1.353(10) . ? N5 C41 1.350(10) . ? N5 C45 1.319(11) . ? N6 Cu1 2.042(6) 1_455 ? N6 C46 1.376(11) . ? N6 C50 1.355(9) . ? N7 C51 1.331(9) . ? N7 C55 1.335(11) . ? N8 Cu2 2.057(6) 1_455 ? N8 C56 1.349(11) . ? N8 C60 1.315(9) . ? C1 C2 1.533(12) . ? C2 C3 1.434(12) . ? C2 C7 1.367(12) . ? C3 H3 0.9300 . ? C3 C4 1.399(12) . ? C4 C5 1.404(12) . ? C4 C8 1.509(12) . ? C5 H5 0.9300 . ? C5 C6 1.329(11) . ? C6 C7 1.400(12) . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 C10 1.550(12) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C11 C12 1.562(9) . ? C12 C13 1.3900 . ? C12 C17 1.3900 . ? C13 H13 0.9300 . ? C13 C14 1.3900 . ? C14 C15 1.3900 . ? C15 H15 0.9300 . ? C15 C16 1.3900 . ? C16 C17 1.3900 . ? C16 C18 1.548(7) . ? C17 H17 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 C20 1.508(12) . ? C21 H21 0.9300 . ? C21 C22 1.372(11) . ? C22 H22 0.9300 . ? C22 C23 1.372(11) . ? C23 C24 1.401(11) . ? C23 C28 1.473(11) . ? C24 H24 0.9300 . ? C24 C25 1.381(11) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C26 C27 1.383(12) . ? C27 H27 0.9300 . ? C27 C28 1.371(10) . ? C28 C29 1.411(11) . ? C29 H29 0.9300 . ? C29 C30 1.387(12) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C31 C32 1.415(11) . ? C32 H32 0.9300 . ? C32 C33 1.403(11) . ? C33 C34 1.376(11) . ? C33 C38 1.486(11) . ? C34 H34 0.9300 . ? C34 C35 1.411(11) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C36 C37 1.381(10) . ? C37 H37 0.9300 . ? C37 C38 1.375(11) . ? C38 C39 1.381(12) . ? C39 H39 0.9300 . ? C39 C40 1.402(11) . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? C41 C42 1.365(10) . ? C42 H42 0.9300 . ? C42 C43 1.358(12) . ? C43 C44 1.414(11) . ? C43 C48 1.536(10) . ? C44 H44 0.9300 . ? C44 C45 1.404(11) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? C46 C47 1.358(10) . ? C47 H47 0.9300 . ? C47 C48 1.369(10) . ? C48 C49 1.381(11) . ? C49 H49 0.9300 . ? C49 C50 1.370(10) . ? C50 H50 0.9300 . ? C51 H51 0.9300 . ? C51 C52 1.388(10) . ? C52 H52 0.9300 . ? C52 C53 1.396(12) . ? C53 C54 1.405(10) . ? C53 C58 1.511(10) . ? C54 H54 0.9300 . ? C54 C55 1.392(10) . ? C55 H55 0.9300 . ? C56 H56 0.9300 . ? C56 C57 1.402(11) . ? C57 H57 0.9300 . ? C57 C58 1.399(11) . ? C58 C59 1.371(12) . ? C59 H59 0.9300 . ? C59 C60 1.398(11) . ? C60 H60 0.9300 . ? C18 H18A 0.9599 . ? C18 H18B 0.9601 . ? C18 H18C 0.9601 . ? C18 H18F 0.9706 . ? C18A H18A 0.8510 . ? C18A H18C 1.0795 . ? C18A H18D 0.9602 . ? C18A H18E 0.9599 . ? C18A H18F 0.9601 . ? C18A C16A 1.521(8) . ? C11A H11D 0.9600 . ? C11A H11E 0.9600 . ? C11A H11F 0.9600 . ? C11A C12A 1.535(7) . ? Cl3 Cl3 1.294(18) 3_665 ? Cl3 O19 1.410(10) . ? Cl3 O19 1.471(7) 3_665 ? Cl3 O18 1.404(10) . ? Cl3 O18 1.459(7) 3_665 ? Cl3 O20 1.453(8) . ? Cl3 O17 1.402(18) . ? Cl3 O17 1.450(7) 3_665 ? O19 Cl3 1.471(7) 3_665 ? O19 O18 1.42(7) 3_665 ? O19 O17 1.13(10) 3_665 ? O18 Cl3 1.459(7) 3_665 ? O18 O19 1.42(7) 3_665 ? O18 O17 1.30(11) 3_665 ? O17 Cl3 1.450(7) 3_665 ? O17 O19 1.13(10) 3_665 ? O17 O18 1.30(11) 3_665 ? O22 O23 1.8153 . ? O22 O21 1.673(7) 3_655 ? O22 O24 1.5017 . ? O23 O24 1.691(7) 3_655 ? O21 O22 1.673(7) 3_655 ? O21 O24 1.4885 . ? O24 O23 1.691(7) 3_655 ? O12 H12A 0.9265 . ? O12 H12B 1.0404 . ? C12A C13A 1.3900 . ? C12A C17A 1.3900 . ? C13A H13A 0.9300 . ? C13A C14A 1.3900 . ? C14A C15A 1.3900 . ? C15A H15A 0.9300 . ? C15A C16A 1.3900 . ? C16A C17A 1.3900 . ? C17A H17A 0.9300 . ? O11 H11G 0.8504 . ? O11 H11H 0.8504 . ? 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 O4 Cu1 Cu2 71.82(14) . . ? O9 Cu1 Cu2 29.91(17) . . ? O9 Cu1 O4 101.6(2) . . ? O9 Cu1 N3 164.2(3) . 2_647 ? O9 Cu1 N5 92.1(2) . . ? O9 Cu1 N6 89.9(2) . 1_655 ? N3 Cu1 Cu2 165.3(2) 2_647 . ? N3 Cu1 O4 94.1(3) 2_647 . ? N3 Cu1 N5 88.8(3) 2_647 . ? N3 Cu1 N6 87.3(3) 2_647 1_655 ? N5 Cu1 Cu2 95.9(2) . . ? N5 Cu1 O4 92.1(2) . . ? N6 Cu1 Cu2 89.38(19) 1_655 . ? N6 Cu1 O4 94.4(2) 1_655 . ? N6 Cu1 N5 172.7(3) 1_655 . ? O5 Cu2 Cu1 78.75(15) . . ? O9 Cu2 Cu1 29.77(16) . . ? O9 Cu2 O5 108.5(2) . . ? O9 Cu2 N4 155.2(3) . . ? O9 Cu2 N7 87.5(2) . . ? O9 Cu2 N8 94.7(2) . 1_655 ? N4 Cu2 Cu1 174.1(2) . . ? N4 Cu2 O5 96.0(2) . . ? N4 Cu2 N7 87.8(3) . . ? N4 Cu2 N8 88.6(3) . 1_655 ? N7 Cu2 Cu1 89.72(19) . . ? N7 Cu2 O5 92.3(2) . . ? N7 Cu2 N8 175.4(3) . 1_655 ? N8 Cu2 Cu1 94.14(19) 1_655 . ? N8 Cu2 O5 90.9(2) 1_655 . ? O1 Cu3 O1 180.0(4) . 3_557 ? O1 Cu3 O10 94.0(2) 3_557 3_557 ? O1 Cu3 O10 86.0(2) . 3_557 ? O1 Cu3 O10 94.0(2) . . ? O1 Cu3 O10 86.0(2) 3_557 . ? O10 Cu3 O10 180.0 . 3_557 ? N1 Cu3 O1 91.9(3) 3_557 . ? N1 Cu3 O1 88.1(3) . . ? N1 Cu3 O1 91.9(3) . 3_557 ? N1 Cu3 O1 88.1(3) 3_557 3_557 ? N1 Cu3 O10 91.4(2) . 3_557 ? N1 Cu3 O10 91.4(2) 3_557 . ? N1 Cu3 O10 88.6(2) . . ? N1 Cu3 O10 88.6(2) 3_557 3_557 ? N1 Cu3 N1 180.000(1) 3_557 . ? O7 Cu4 O7 180.000(1) . 3_556 ? O7 Cu4 O11 92.5(2) 3_556 . ? O7 Cu4 O11 87.5(2) . . ? O7 Cu4 O11 92.5(2) . 3_556 ? O7 Cu4 O11 87.5(2) 3_556 3_556 ? N2 Cu4 O7 93.1(3) . . ? N2 Cu4 O7 86.9(3) 3_556 . ? N2 Cu4 O7 93.1(3) 3_556 3_556 ? N2 Cu4 O7 86.9(3) . 3_556 ? N2 Cu4 N2 180.000(1) . 3_556 ? N2 Cu4 O11 87.2(3) 3_556 . ? N2 Cu4 O11 87.2(3) . 3_556 ? N2 Cu4 O11 92.8(3) 3_556 3_556 ? N2 Cu4 O11 92.8(3) . . ? O11 Cu4 O11 180.0 3_556 . ? O14 Cl1 O13 108.3(5) . . ? O16 Cl1 O13 111.0(5) . . ? O16 Cl1 O14 110.2(5) . . ? O16 Cl1 O15 107.8(6) . . ? O15 Cl1 O13 110.0(5) . . ? O15 Cl1 O14 109.6(5) . . ? O22 Cl2 O22 180.0(3) 3_655 . ? O22 Cl2 O23 103.32(17) 3_655 . ? O22 Cl2 O23 76.68(17) . . ? O22 Cl2 O23 103.32(17) . 3_655 ? O22 Cl2 O23 76.68(17) 3_655 3_655 ? O22 Cl2 O21 70.9(2) 3_655 . ? O22 Cl2 O21 109.1(2) . . ? O22 Cl2 O21 70.9(2) . 3_655 ? O22 Cl2 O21 109.1(2) 3_655 3_655 ? O23 Cl2 O23 180.0(5) 3_655 . ? O21 Cl2 O23 100.33(18) 3_655 . ? O21 Cl2 O23 79.67(18) . . ? O21 Cl2 O23 79.67(18) 3_655 3_655 ? O21 Cl2 O23 100.33(18) . 3_655 ? O21 Cl2 O21 180.0(4) . 3_655 ? O24 Cl2 O22 116.38(16) 3_655 . ? O24 Cl2 O22 63.62(16) . . ? O24 Cl2 O22 63.62(16) 3_655 3_655 ? O24 Cl2 O22 116.38(16) . 3_655 ? O24 Cl2 O23 71.5(2) 3_655 . ? O24 Cl2 O23 108.5(2) . . ? O24 Cl2 O23 71.5(2) . 3_655 ? O24 Cl2 O23 108.5(2) 3_655 3_655 ? O24 Cl2 O21 62.96(15) 3_655 3_655 ? O24 Cl2 O21 117.04(15) 3_655 . ? O24 Cl2 O21 62.96(15) . . ? O24 Cl2 O21 117.04(15) . 3_655 ? O24 Cl2 O24 180.0(4) . 3_655 ? C1 O1 Cu3 127.0(5) . . ? C6 O3 C9 118.0(7) . . ? C10 O4 Cu1 134.3(6) . . ? C10 O5 Cu2 125.6(6) . . ? C14 O6 C19 112.9(8) . . ? C14A O6 C14 12.1(10) . . ? C14A O6 C19 124.6(9) . . ? C20 O7 Cu4 125.4(6) . . ? Cu1 O9 Cu2 120.3(3) . . ? Cu3 O10 H10A 106.8 . . ? Cu3 O10 H10B 117.9 . . ? H10A O10 H10B 110.7 . . ? C21 N1 Cu3 119.2(5) . . ? C25 N1 Cu3 122.7(5) . . ? C25 N1 C21 118.1(8) . . ? C26 N2 Cu4 120.9(6) . . ? C30 N2 Cu4 120.6(6) . . ? C30 N2 C26 118.5(8) . . ? C31 N3 Cu1 122.5(6) . 2_657 ? C31 N3 C35 118.6(7) . . ? C35 N3 Cu1 118.7(6) . 2_657 ? C36 N4 Cu2 123.4(6) . . ? C36 N4 C40 117.6(7) . . ? C40 N4 Cu2 118.7(6) . . ? C41 N5 Cu1 120.9(6) . . ? C45 N5 Cu1 122.9(5) . . ? C45 N5 C41 116.1(7) . . ? C46 N6 Cu1 119.0(5) . 1_455 ? C50 N6 Cu1 123.3(6) . 1_455 ? C50 N6 C46 117.6(7) . . ? C51 N7 Cu2 121.0(6) . . ? C51 N7 C55 118.7(7) . . ? C55 N7 Cu2 120.1(6) . . ? C56 N8 Cu2 120.1(5) . 1_455 ? C60 N8 Cu2 121.8(6) . 1_455 ? C60 N8 C56 117.7(7) . . ? O1 C1 O2 126.3(8) . . ? O1 C1 C2 117.1(7) . . ? O2 C1 C2 116.5(8) . . ? C3 C2 C1 119.5(8) . . ? C7 C2 C1 121.7(8) . . ? C7 C2 C3 118.7(9) . . ? C2 C3 H3 120.0 . . ? C4 C3 C2 120.1(9) . . ? C4 C3 H3 120.0 . . ? C3 C4 C5 117.4(8) . . ? C3 C4 C8 119.7(8) . . ? C5 C4 C8 122.9(8) . . ? C4 C5 H5 118.4 . . ? C6 C5 C4 123.1(9) . . ? C6 C5 H5 118.4 . . ? O3 C6 C7 113.3(8) . . ? C5 C6 O3 126.9(9) . . ? C5 C6 C7 119.7(9) . . ? C2 C7 C6 120.9(9) . . ? C2 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O3 C9 H9A 109.3 . . ? O3 C9 H9B 109.3 . . ? O3 C9 C10 111.7(8) . . ? H9A C9 H9B 107.9 . . ? C10 C9 H9A 109.3 . . ? C10 C9 H9B 109.3 . . ? O4 C10 O5 128.0(8) . . ? O4 C10 C9 120.0(8) . . ? O5 C10 C9 112.0(8) . . ? C13 C12 C11 117.5(11) . . ? C13 C12 C17 120.0 . . ? C17 C12 C11 122.5(11) . . ? C12 C13 H13 120.0 . . ? C14 C13 C12 120.0 . . ? C14 C13 H13 120.0 . . ? O6 C14 C13 124.0(9) . . ? O6 C14 C15 116.0(9) . . ? C15 C14 C13 120.0 . . ? C14 C15 H15 120.0 . . ? C14 C15 C16 120.0 . . ? C16 C15 H15 120.0 . . ? C15 C16 C18 122.6(8) . . ? C17 C16 C15 120.0 . . ? C17 C16 C18 117.3(8) . . ? C12 C17 H17 120.0 . . ? C16 C17 C12 120.0 . . ? C16 C17 H17 120.0 . . ? O6 C19 H19A 108.8 . . ? O6 C19 H19B 108.8 . . ? O6 C19 C20 113.7(8) . . ? H19A C19 H19B 107.7 . . ? C20 C19 H19A 108.8 . . ? C20 C19 H19B 108.8 . . ? O7 C20 O8 125.8(9) . . ? O7 C20 C19 117.1(8) . . ? O8 C20 C19 117.1(9) . . ? N1 C21 H21 119.2 . . ? N1 C21 C22 121.6(8) . . ? C22 C21 H21 119.2 . . ? C21 C22 H22 119.4 . . ? C21 C22 C23 121.2(8) . . ? C23 C22 H22 119.4 . . ? C22 C23 C24 117.5(9) . . ? C22 C23 C28 120.9(7) . . ? C24 C23 C28 121.6(7) . . ? C23 C24 H24 120.6 . . ? C25 C24 C23 118.8(8) . . ? C25 C24 H24 120.6 . . ? N1 C25 C24 122.8(8) . . ? N1 C25 H25 118.6 . . ? C24 C25 H25 118.6 . . ? N2 C26 H26 119.0 . . ? N2 C26 C27 122.1(8) . . ? C27 C26 H26 119.0 . . ? C26 C27 H27 120.0 . . ? C28 C27 C26 120.0(8) . . ? C28 C27 H27 120.0 . . ? C27 C28 C23 120.6(7) . . ? C27 C28 C29 118.1(9) . . ? C29 C28 C23 121.3(7) . . ? C28 C29 H29 120.9 . . ? C30 C29 C28 118.2(8) . . ? C30 C29 H29 120.9 . . ? N2 C30 C29 122.9(8) . . ? N2 C30 H30 118.5 . . ? C29 C30 H30 118.5 . . ? N3 C31 H31 118.5 . . ? N3 C31 C32 123.1(9) . . ? C32 C31 H31 118.5 . . ? C31 C32 H32 121.3 . . ? C33 C32 C31 117.4(9) . . ? C33 C32 H32 121.3 . . ? C32 C33 C38 119.0(8) . . ? C34 C33 C32 119.5(8) . . ? C34 C33 C38 121.4(8) . . ? C33 C34 H34 120.7 . . ? C33 C34 C35 118.6(9) . . ? C35 C34 H34 120.7 . . ? N3 C35 C34 122.7(9) . . ? N3 C35 H35 118.6 . . ? C34 C35 H35 118.6 . . ? N4 C36 H36 118.4 . . ? N4 C36 C37 123.3(9) . . ? C37 C36 H36 118.4 . . ? C36 C37 H37 119.8 . . ? C38 C37 C36 120.4(9) . . ? C38 C37 H37 119.8 . . ? C37 C38 C33 122.3(8) . . ? C37 C38 C39 117.0(8) . . ? C39 C38 C33 120.7(9) . . ? C38 C39 H39 120.0 . . ? C38 C39 C40 120.1(9) . . ? C40 C39 H39 120.0 . . ? N4 C40 C39 121.6(9) . . ? N4 C40 H40 119.2 . . ? C39 C40 H40 119.2 . . ? N5 C41 H41 118.1 . . ? N5 C41 C42 123.8(9) . . ? C42 C41 H41 118.1 . . ? C41 C42 H42 119.6 . . ? C43 C42 C41 120.7(8) . . ? C43 C42 H42 119.6 . . ? C42 C43 C44 117.2(7) . . ? C42 C43 C48 122.0(7) . . ? C44 C43 C48 120.8(8) . . ? C43 C44 H44 121.1 . . ? C45 C44 C43 117.9(8) . . ? C45 C44 H44 121.1 . . ? N5 C45 C44 124.2(8) . . ? N5 C45 H45 117.9 . . ? C44 C45 H45 117.9 . . ? N6 C46 H46 119.7 . . ? C47 C46 N6 120.5(8) . . ? C47 C46 H46 119.7 . . ? C46 C47 H47 119.0 . . ? C46 C47 C48 122.0(9) . . ? C48 C47 H47 119.0 . . ? C47 C48 C43 120.6(8) . . ? C47 C48 C49 117.8(7) . . ? C49 C48 C43 121.5(7) . . ? C48 C49 H49 120.3 . . ? C50 C49 C48 119.5(8) . . ? C50 C49 H49 120.3 . . ? N6 C50 C49 122.7(8) . . ? N6 C50 H50 118.7 . . ? C49 C50 H50 118.7 . . ? N7 C51 H51 118.6 . . ? N7 C51 C52 122.8(9) . . ? C52 C51 H51 118.6 . . ? C51 C52 H52 120.2 . . ? C51 C52 C53 119.5(8) . . ? C53 C52 H52 120.2 . . ? C52 C53 C54 117.2(7) . . ? C52 C53 C58 122.8(7) . . ? C54 C53 C58 120.0(8) . . ? C53 C54 H54 120.3 . . ? C55 C54 C53 119.3(8) . . ? C55 C54 H54 120.3 . . ? N7 C55 C54 122.5(8) . . ? N7 C55 H55 118.8 . . ? C54 C55 H55 118.8 . . ? N8 C56 H56 118.7 . . ? N8 C56 C57 122.7(8) . . ? C57 C56 H56 118.7 . . ? C56 C57 H57 120.7 . . ? C58 C57 C56 118.5(9) . . ? C58 C57 H57 120.7 . . ? C57 C58 C53 119.0(8) . . ? C59 C58 C53 122.9(8) . . ? C59 C58 C57 118.0(8) . . ? C58 C59 H59 120.2 . . ? C58 C59 C60 119.5(8) . . ? C60 C59 H59 120.2 . . ? N8 C60 C59 123.4(9) . . ? N8 C60 H60 118.3 . . ? C59 C60 H60 118.3 . . ? C16 C18 H18A 108.9 . . ? C16 C18 H18B 110.4 . . ? C16 C18 H18C 109.0 . . ? C16 C18 H18F 146.8 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18A C18 H18F 38.1 . . ? H18B C18 H18C 109.5 . . ? H18B C18 H18F 86.0 . . ? H18C C18 H18F 91.0 . . ? H18A C18A H18C 108.0 . . ? H18A C18A H18D 148.4 . . ? H18A C18A H18E 93.2 . . ? H18A C18A H18F 40.1 . . ? H18C C18A H18D 48.9 . . ? H18C C18A H18E 158.1 . . ? H18C C18A H18F 84.7 . . ? H18D C18A H18E 109.5 . . ? H18D C18A H18F 109.4 . . ? H18E C18A H18F 109.5 . . ? C16A C18A H18A 82.1 . . ? C16A C18A H18C 79.8 . . ? C16A C18A H18D 109.4 . . ? C16A C18A H18E 109.2 . . ? C16A C18A H18F 109.8 . . ? H11D C11A H11E 109.5 . . ? H11D C11A H11F 109.5 . . ? H11E C11A H11F 109.5 . . ? C12A C11A H11D 109.5 . . ? C12A C11A H11E 109.5 . . ? C12A C11A H11F 109.5 . . ? Cl3 Cl3 O19 60.9(6) 3_665 3_665 ? Cl3 Cl3 O19 65.7(6) 3_665 . ? Cl3 Cl3 O18 65.3(6) 3_665 . ? Cl3 Cl3 O18 61.0(7) 3_665 3_665 ? Cl3 Cl3 O20 171.0(15) 3_665 . ? Cl3 Cl3 O17 61.1(10) 3_665 3_665 ? Cl3 Cl3 O17 64.9(7) 3_665 . ? O19 Cl3 O19 126.7(9) . 3_665 ? O19 Cl3 O18 59(3) . 3_665 ? O19 Cl3 O20 112.1(12) . . ? O19 Cl3 O17 47(4) . 3_665 ? O18 Cl3 O19 99(3) . . ? O18 Cl3 O19 59(3) . 3_665 ? O18 Cl3 O19 94(3) 3_665 3_665 ? O18 Cl3 O18 126.3(9) . 3_665 ? O18 Cl3 O20 123.5(17) . . ? O18 Cl3 O17 54(5) . 3_665 ? O20 Cl3 O19 120.6(13) . 3_665 ? O20 Cl3 O18 110.2(15) . 3_665 ? O17 Cl3 O19 46(4) . 3_665 ? O17 Cl3 O19 104(3) 3_665 3_665 ? O17 Cl3 O19 109(4) . . ? O17 Cl3 O18 103(4) . . ? O17 Cl3 O18 54(5) . 3_665 ? O17 Cl3 O18 98(4) 3_665 3_665 ? O17 Cl3 O20 109.1(13) . . ? O17 Cl3 O20 124.4(12) 3_665 . ? O17 Cl3 O17 126.1(10) . 3_665 ? Cl3 O19 Cl3 53.3(9) . 3_665 ? Cl3 O19 O18 62.1(18) . 3_665 ? O18 O19 Cl3 58.1(15) 3_665 3_665 ? O17 O19 Cl3 69(2) 3_665 . ? O17 O19 Cl3 63.7(18) 3_665 3_665 ? O17 O19 O18 118(3) 3_665 3_665 ? Cl3 O18 Cl3 53.7(9) . 3_665 ? Cl3 O18 O19 62.9(17) . 3_665 ? O19 O18 Cl3 58.7(15) 3_665 3_665 ? O17 O18 Cl3 61(3) 3_665 3_665 ? O17 O18 Cl3 65(3) 3_665 . ? O17 O18 O19 115(3) 3_665 3_665 ? Cl3 O17 Cl3 53.9(10) . 3_665 ? O19 O17 Cl3 65(2) 3_665 3_665 ? O19 O17 Cl3 70(3) 3_665 . ? O19 O17 O18 123(2) 3_665 3_665 ? O18 O17 Cl3 65(3) 3_665 . ? O18 O17 Cl3 61(2) 3_665 3_665 ? Cl2 O22 O23 52.70(14) . . ? Cl2 O22 O21 54.6(2) . 3_655 ? Cl2 O22 O24 57.03(14) . . ? O21 O22 O23 80.2(3) 3_655 . ? O24 O22 O23 89.5 . . ? O24 O22 O21 99.8(2) . 3_655 ? Cl2 O23 O22 50.62(15) . . ? Cl2 O23 O24 52.09(19) . 3_655 ? O24 O23 O22 87.2(3) 3_655 . ? Cl2 O21 O22 54.5(2) . 3_655 ? Cl2 O21 O24 57.29(16) . . ? O24 O21 O22 99.8(3) . 3_655 ? Cl2 O24 O22 59.35(15) . . ? Cl2 O24 O23 56.4(2) . 3_655 ? Cl2 O24 O21 59.75(16) . . ? O22 O24 O23 91.7(2) . 3_655 ? O21 O24 O22 103.7 . . ? O21 O24 O23 89.8(3) . 3_655 ? H12A O12 H12B 106.8 . . ? C13A C12A C11A 113.1(10) . . ? C13A C12A C17A 120.0 . . ? C17A C12A C11A 126.5(10) . . ? C12A C13A H13A 120.0 . . ? C14A C13A C12A 120.0 . . ? C14A C13A H13A 120.0 . . ? O6 C14A C13A 127.2(11) . . ? O6 C14A C15A 112.7(11) . . ? C13A C14A C15A 120.0 . . ? C14A C15A H15A 120.0 . . ? C16A C15A C14A 120.0 . . ? C16A C15A H15A 120.0 . . ? C15A C16A C18A 128.6(10) . . ? C15A C16A C17A 120.0 . . ? C17A C16A C18A 111.4(10) . . ? C12A C17A H17A 120.0 . . ? C16A C17A C12A 120.0 . . ? C16A C17A H17A 120.0 . . ? Cu4 O11 H11G 91.6 . . ? Cu4 O11 H11H 113.2 . . ? H11G O11 H11H 109.4 . . ? 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 Cu1 Cu2 O5 C10 10.8(6) . . . . ? Cu1 Cu2 N4 C36 -56(2) . . . . ? Cu1 Cu2 N4 C40 129.2(18) . . . . ? Cu1 Cu2 N7 C51 -104.0(6) . . . . ? Cu1 Cu2 N7 C55 71.6(7) . . . . ? Cu1 O4 C10 O5 11.7(13) . . . . ? Cu1 O4 C10 C9 -169.5(5) . . . . ? Cu1 N3 C31 C32 173.5(6) 2_657 . . . ? Cu1 N3 C35 C34 -173.0(6) 2_657 . . . ? Cu1 N5 C41 C42 179.1(7) . . . . ? Cu1 N5 C45 C44 -177.5(7) . . . . ? Cu1 N6 C46 C47 175.7(6) 1_455 . . . ? Cu1 N6 C50 C49 -174.0(7) 1_455 . . . ? Cu2 Cu1 O4 C10 -1.9(7) . . . . ? Cu2 Cu1 N5 C41 79.4(7) . . . . ? Cu2 Cu1 N5 C45 -102.2(7) . . . . ? Cu2 O5 C10 O4 -17.0(12) . . . . ? Cu2 O5 C10 C9 164.1(5) . . . . ? Cu2 N4 C36 C37 -173.8(5) . . . . ? Cu2 N4 C40 C39 173.2(5) . . . . ? Cu2 N7 C51 C52 174.0(6) . . . . ? Cu2 N7 C55 C54 -175.3(6) . . . . ? Cu2 N8 C56 C57 176.3(6) 1_455 . . . ? Cu2 N8 C60 C59 -177.0(6) 1_455 . . . ? Cu3 O1 C1 O2 11.8(15) . . . . ? Cu3 O1 C1 C2 -171.5(6) . . . . ? Cu3 N1 C21 C22 177.3(6) . . . . ? Cu3 N1 C25 C24 -178.4(7) . . . . ? Cu4 O7 C20 O8 -18.6(14) . . . . ? Cu4 O7 C20 C19 163.6(6) . . . . ? Cu4 N2 C26 C27 -174.7(7) . . . . ? Cu4 N2 C30 C29 174.5(7) . . . . ? Cl2 O22 O23 O24 40.86(15) . . . 3_655 ? Cl2 O22 O24 O23 -48.53(19) . . . 3_655 ? Cl2 O22 O24 O21 41.66(17) . . . . ? Cl2 O21 O24 O22 -41.45(16) . . . . ? Cl2 O21 O24 O23 50.28(18) . . . 3_655 ? O1 Cu3 O1 C1 138(100) 3_557 . . . ? O1 Cu3 N1 C21 43.7(6) . . . . ? O1 Cu3 N1 C21 -136.3(6) 3_557 . . . ? O1 Cu3 N1 C25 -138.2(6) . . . . ? O1 Cu3 N1 C25 41.8(6) 3_557 . . . ? O1 C1 C2 C3 6.4(14) . . . . ? O1 C1 C2 C7 -175.8(9) . . . . ? O2 C1 C2 C3 -176.6(9) . . . . ? O2 C1 C2 C7 1.2(14) . . . . ? O3 C6 C7 C2 -179.6(9) . . . . ? O3 C9 C10 O4 25.9(11) . . . . ? O3 C9 C10 O5 -155.1(7) . . . . ? O4 Cu1 Cu2 O5 -3.52(19) . . . . ? O4 Cu1 Cu2 O9 174.3(3) . . . . ? O4 Cu1 Cu2 N4 24.0(19) . . . . ? O4 Cu1 Cu2 N7 88.9(3) . . . . ? O4 Cu1 Cu2 N8 -93.6(2) . . . 1_655 ? O4 Cu1 O9 Cu2 -5.6(3) . . . . ? O4 Cu1 N5 C41 7.5(7) . . . . ? O4 Cu1 N5 C45 -174.2(7) . . . . ? O5 Cu2 O9 Cu1 2.3(3) . . . . ? O5 Cu2 N4 C36 -29.3(6) . . . . ? O5 Cu2 N4 C40 156.3(5) . . . . ? O5 Cu2 N7 C51 -25.3(6) . . . . ? O5 Cu2 N7 C55 150.4(7) . . . . ? O6 C14 C15 C16 179.6(16) . . . . ? O6 C19 C20 O7 -32.5(12) . . . . ? O6 C19 C20 O8 149.4(8) . . . . ? O6 C14A C15A C16A 176(2) . . . . ? O7 Cu4 O7 C20 -132(100) 3_556 . . . ? O7 Cu4 N2 C26 44.0(6) 3_556 . . . ? O7 Cu4 N2 C26 -136.0(6) . . . . ? O7 Cu4 N2 C30 -135.2(6) 3_556 . . . ? O7 Cu4 N2 C30 44.8(6) . . . . ? O9 Cu1 Cu2 O5 -177.8(3) . . . . ? O9 Cu1 Cu2 N4 -150.3(19) . . . . ? O9 Cu1 Cu2 N7 -85.4(3) . . . . ? O9 Cu1 Cu2 N8 92.2(3) . . . 1_655 ? O9 Cu1 O4 C10 1.0(7) . . . . ? O9 Cu1 N5 C41 109.2(7) . . . . ? O9 Cu1 N5 C45 -72.5(8) . . . . ? O9 Cu2 O5 C10 9.6(6) . . . . ? O9 Cu2 N4 C36 159.6(6) . . . . ? O9 Cu2 N4 C40 -14.8(9) . . . . ? O9 Cu2 N7 C51 -133.7(6) . . . . ? O9 Cu2 N7 C55 42.0(7) . . . . ? O10 Cu3 O1 C1 15.5(8) . . . . ? O10 Cu3 O1 C1 -164.5(8) 3_557 . . . ? O10 Cu3 N1 C21 -42.3(6) 3_557 . . . ? O10 Cu3 N1 C21 137.7(6) . . . . ? O10 Cu3 N1 C25 -44.2(6) . . . . ? O10 Cu3 N1 C25 135.8(6) 3_557 . . . ? N1 Cu3 O1 C1 -76.0(8) 3_557 . . . ? N1 Cu3 O1 C1 104.0(8) . . . . ? N1 Cu3 N1 C21 -129(100) 3_557 . . . ? N1 Cu3 N1 C25 49(100) 3_557 . . . ? N1 C21 C22 C23 1.6(13) . . . . ? N2 Cu4 O7 C20 -113.0(8) 3_556 . . . ? N2 Cu4 O7 C20 67.0(8) . . . . ? N2 Cu4 N2 C26 72(100) 3_556 . . . ? N2 Cu4 N2 C30 -108(100) 3_556 . . . ? N2 C26 C27 C28 -2.5(13) . . . . ? N3 Cu1 Cu2 O5 14.2(7) 2_647 . . . ? N3 Cu1 Cu2 O9 -168.0(7) 2_647 . . . ? N3 Cu1 Cu2 N4 42(2) 2_647 . . . ? N3 Cu1 Cu2 N7 106.6(7) 2_647 . . . ? N3 Cu1 Cu2 N8 -75.9(7) 2_647 . . 1_655 ? N3 Cu1 O4 C10 -177.5(7) 2_647 . . . ? N3 Cu1 O9 Cu2 168.9(7) 2_647 . . . ? N3 Cu1 N5 C41 -86.6(7) 2_647 . . . ? N3 Cu1 N5 C45 91.7(8) 2_647 . . . ? N3 C31 C32 C33 -1.4(13) . . . . ? N4 Cu2 O5 C10 -166.5(6) . . . . ? N4 Cu2 O9 Cu1 173.0(4) . . . . ? N4 Cu2 N7 C51 70.6(6) . . . . ? N4 Cu2 N7 C55 -113.7(7) . . . . ? N4 C36 C37 C38 1.2(12) . . . . ? N5 Cu1 Cu2 O5 -93.8(2) . . . . ? N5 Cu1 Cu2 O9 84.0(3) . . . . ? N5 Cu1 Cu2 N4 -66.4(19) . . . . ? N5 Cu1 Cu2 N7 -1.4(3) . . . . ? N5 Cu1 Cu2 N8 176.1(3) . . . 1_655 ? N5 Cu1 O4 C10 93.6(7) . . . . ? N5 Cu1 O9 Cu2 -98.2(3) . . . . ? N5 C41 C42 C43 -1.6(15) . . . . ? N6 Cu1 Cu2 O5 91.3(2) 1_655 . . . ? N6 Cu1 Cu2 O9 -91.0(3) 1_655 . . . ? N6 Cu1 Cu2 N4 118.7(19) 1_655 . . . ? N6 Cu1 Cu2 N7 -176.3(3) 1_655 . . . ? N6 Cu1 Cu2 N8 1.2(3) 1_655 . . 1_655 ? N6 Cu1 O4 C10 -89.8(7) 1_655 . . . ? N6 Cu1 O9 Cu2 88.9(3) 1_655 . . . ? N6 Cu1 N5 C41 -145(2) 1_655 . . . ? N6 Cu1 N5 C45 34(3) 1_655 . . . ? N6 C46 C47 C48 -0.4(13) . . . . ? N7 Cu2 O5 C10 -78.5(6) . . . . ? N7 Cu2 O9 Cu1 93.9(3) . . . . ? N7 Cu2 N4 C36 -121.4(6) . . . . ? N7 Cu2 N4 C40 64.2(6) . . . . ? N7 C51 C52 C53 1.1(13) . . . . ? N8 Cu2 O5 C10 104.8(6) 1_655 . . . ? N8 Cu2 O9 Cu1 -90.2(3) 1_655 . . . ? N8 Cu2 N4 C36 61.5(6) 1_655 . . . ? N8 Cu2 N4 C40 -113.0(6) 1_655 . . . ? N8 Cu2 N7 C51 109(4) 1_655 . . . ? N8 Cu2 N7 C55 -76(4) 1_655 . . . ? N8 C56 C57 C58 -2.3(14) . . . . ? C1 C2 C3 C4 178.9(9) . . . . ? C1 C2 C7 C6 -179.4(9) . . . . ? C2 C3 C4 C5 0.2(15) . . . . ? C2 C3 C4 C8 178.5(9) . . . . ? C3 C2 C7 C6 -1.5(15) . . . . ? C3 C4 C5 C6 -1.0(16) . . . . ? C4 C5 C6 O3 -179.0(10) . . . . ? C4 C5 C6 C7 0.5(16) . . . . ? C5 C6 C7 C2 0.8(16) . . . . ? C6 O3 C9 C10 -81.4(10) . . . . ? C7 C2 C3 C4 1.0(15) . . . . ? C8 C4 C5 C6 -179.2(10) . . . . ? C9 O3 C6 C5 -10.0(15) . . . . ? C9 O3 C6 C7 170.4(8) . . . . ? C11 C12 C13 C14 177.3(14) . . . . ? C11 C12 C17 C16 -177.2(15) . . . . ? C12 C13 C14 O6 -179.6(18) . . . . ? C12 C13 C14 C15 0.0 . . . . ? C13 C12 C17 C16 0.0 . . . . ? C13 C14 C15 C16 0.0 . . . . ? C14 O6 C19 C20 -71.4(13) . . . . ? C14 O6 C14A C13A 13(7) . . . . ? C14 O6 C14A C15A -162(9) . . . . ? C14 C15 C16 C17 0.0 . . . . ? C14 C15 C16 C18 -177.9(12) . . . . ? C15 C16 C17 C12 0.0 . . . . ? C17 C12 C13 C14 0.0 . . . . ? C19 O6 C14 C13 4.7(16) . . . . ? C19 O6 C14 C15 -174.9(8) . . . . ? C19 O6 C14A C13A -2(2) . . . . ? C19 O6 C14A C15A -176.9(9) . . . . ? C21 N1 C25 C24 -0.3(12) . . . . ? C21 C22 C23 C24 -0.9(12) . . . . ? C21 C22 C23 C28 179.0(8) . . . . ? C22 C23 C24 C25 -0.3(12) . . . . ? C22 C23 C28 C27 34.4(12) . . . . ? C22 C23 C28 C29 -145.2(8) . . . . ? C23 C24 C25 N1 0.9(13) . . . . ? C23 C28 C29 C30 179.1(8) . . . . ? C24 C23 C28 C27 -145.7(8) . . . . ? C24 C23 C28 C29 34.7(13) . . . . ? C25 N1 C21 C22 -1.0(12) . . . . ? C26 N2 C30 C29 -4.8(13) . . . . ? C26 C27 C28 C23 -179.2(8) . . . . ? C26 C27 C28 C29 0.4(12) . . . . ? C27 C28 C29 C30 -0.5(12) . . . . ? C28 C23 C24 C25 179.8(8) . . . . ? C28 C29 C30 N2 2.8(13) . . . . ? C30 N2 C26 C27 4.7(13) . . . . ? C31 N3 C35 C34 2.1(12) . . . . ? C31 C32 C33 C34 3.3(12) . . . . ? C31 C32 C33 C38 -178.7(7) . . . . ? C32 C33 C34 C35 -2.7(12) . . . . ? C32 C33 C38 C37 -146.5(8) . . . . ? C32 C33 C38 C39 35.8(11) . . . . ? C33 C34 C35 N3 -0.1(12) . . . . ? C33 C38 C39 C40 179.0(7) . . . . ? C34 C33 C38 C37 31.5(12) . . . . ? C34 C33 C38 C39 -146.2(8) . . . . ? C35 N3 C31 C32 -1.3(12) . . . . ? C36 N4 C40 C39 -1.6(11) . . . . ? C36 C37 C38 C33 -179.8(7) . . . . ? C36 C37 C38 C39 -2.1(12) . . . . ? C37 C38 C39 C40 1.2(12) . . . . ? C38 C33 C34 C35 179.4(7) . . . . ? C38 C39 C40 N4 0.7(12) . . . . ? C40 N4 C36 C37 0.7(12) . . . . ? C41 N5 C45 C44 0.9(14) . . . . ? C41 C42 C43 C44 1.0(14) . . . . ? C41 C42 C43 C48 -179.6(8) . . . . ? C42 C43 C44 C45 0.4(13) . . . . ? C42 C43 C48 C47 15.7(14) . . . . ? C42 C43 C48 C49 -161.1(10) . . . . ? C43 C44 C45 N5 -1.4(14) . . . . ? C43 C48 C49 C50 178.5(8) . . . . ? C44 C43 C48 C47 -164.9(8) . . . . ? C44 C43 C48 C49 18.3(14) . . . . ? C45 N5 C41 C42 0.7(14) . . . . ? C46 N6 C50 C49 2.1(13) . . . . ? C46 C47 C48 C43 -177.1(8) . . . . ? C46 C47 C48 C49 -0.2(13) . . . . ? C47 C48 C49 C50 1.6(14) . . . . ? C48 C43 C44 C45 -179.0(8) . . . . ? C48 C49 C50 N6 -2.6(14) . . . . ? C50 N6 C46 C47 -0.6(12) . . . . ? C51 N7 C55 C54 0.4(13) . . . . ? C51 C52 C53 C54 0.8(13) . . . . ? C51 C52 C53 C58 -179.1(8) . . . . ? C52 C53 C54 C55 -2.0(13) . . . . ? C52 C53 C58 C57 25.6(13) . . . . ? C52 C53 C58 C59 -156.7(9) . . . . ? C53 C54 C55 N7 1.5(14) . . . . ? C53 C58 C59 C60 -179.8(8) . . . . ? C54 C53 C58 C57 -154.3(8) . . . . ? C54 C53 C58 C59 23.4(13) . . . . ? C55 N7 C51 C52 -1.7(13) . . . . ? C56 N8 C60 C59 -4.7(13) . . . . ? C56 C57 C58 C53 179.2(8) . . . . ? C56 C57 C58 C59 1.3(13) . . . . ? C57 C58 C59 C60 -2.1(13) . . . . ? C58 C53 C54 C55 177.9(8) . . . . ? C58 C59 C60 N8 3.9(13) . . . . ? C60 N8 C56 C57 3.9(13) . . . . ? C18 C16 C17 C12 178.0(11) . . . . ? C18A C16A C17A C12A -179.3(14) . . . . ? C11A C12A C13A C14A -173.8(15) . . . . ? C11A C12A C17A C16A 172.9(17) . . . . ? Cl3 Cl3 O19 O18 69.5(10) 3_665 . . 3_665 ? Cl3 Cl3 O19 O17 -72.4(12) 3_665 . . 3_665 ? Cl3 Cl3 O18 O19 -69.7(10) 3_665 . . 3_665 ? Cl3 Cl3 O18 O17 71.2(18) 3_665 . . 3_665 ? Cl3 Cl3 O17 O19 72.9(11) 3_665 . . 3_665 ? Cl3 Cl3 O17 O18 -71.2(15) 3_665 . . 3_665 ? O19 Cl3 O19 Cl3 0.000(4) 3_665 . . 3_665 ? O19 Cl3 O19 O18 69.5(10) 3_665 . . 3_665 ? O19 Cl3 O19 O17 -72.4(12) 3_665 . . 3_665 ? O19 Cl3 O18 Cl3 69.7(10) 3_665 . . 3_665 ? O19 Cl3 O18 Cl3 -58.0(19) . . . 3_665 ? O19 Cl3 O18 O19 -127.7(13) . . . 3_665 ? O19 Cl3 O18 O17 13(2) . . . 3_665 ? O19 Cl3 O18 O17 140.8(19) 3_665 . . 3_665 ? O19 Cl3 O17 Cl3 -72.9(11) 3_665 . . 3_665 ? O19 Cl3 O17 Cl3 50(3) . . . 3_665 ? O19 Cl3 O17 O19 123(3) . . . 3_665 ? O19 Cl3 O17 O18 -21(2) . . . 3_665 ? O19 Cl3 O17 O18 -144.1(16) 3_665 . . 3_665 ? O18 Cl3 O19 Cl3 57.7(19) . . . 3_665 ? O18 Cl3 O19 Cl3 -69.5(10) 3_665 . . 3_665 ? O18 Cl3 O19 O18 127.2(12) . . . 3_665 ? O18 Cl3 O19 O17 -15(2) . . . 3_665 ? O18 Cl3 O19 O17 -141.9(16) 3_665 . . 3_665 ? O18 Cl3 O18 Cl3 0.000(9) 3_665 . . 3_665 ? O18 Cl3 O18 O19 -69.7(10) 3_665 . . 3_665 ? O18 Cl3 O18 O17 71.2(18) 3_665 . . 3_665 ? O18 Cl3 O17 Cl3 -55(3) . . . 3_665 ? O18 Cl3 O17 Cl3 71.2(15) 3_665 . . 3_665 ? O18 Cl3 O17 O19 18(3) . . . 3_665 ? O18 Cl3 O17 O19 144.1(16) 3_665 . . 3_665 ? O18 Cl3 O17 O18 -125.8(19) . . . 3_665 ? O20 Cl3 O19 Cl3 -170.5(16) . . . 3_665 ? O20 Cl3 O19 O18 -101.0(18) . . . 3_665 ? O20 Cl3 O19 O17 117.1(15) . . . 3_665 ? O20 Cl3 O18 Cl3 178.0(17) . . . 3_665 ? O20 Cl3 O18 O19 108(2) . . . 3_665 ? O20 Cl3 O18 O17 -111(2) . . . 3_665 ? O20 Cl3 O17 Cl3 172.7(16) . . . 3_665 ? O20 Cl3 O17 O19 -114.4(15) . . . 3_665 ? O20 Cl3 O17 O18 101.5(19) . . . 3_665 ? O17 Cl3 O19 Cl3 -49(3) . . . 3_665 ? O17 Cl3 O19 Cl3 72.4(12) 3_665 . . 3_665 ? O17 Cl3 O19 O18 141.9(16) 3_665 . . 3_665 ? O17 Cl3 O19 O18 20(3) . . . 3_665 ? O17 Cl3 O19 O17 -122(3) . . . 3_665 ? O17 Cl3 O18 Cl3 -71.2(18) 3_665 . . 3_665 ? O17 Cl3 O18 Cl3 54(3) . . . 3_665 ? O17 Cl3 O18 O19 -140.8(19) 3_665 . . 3_665 ? O17 Cl3 O18 O19 -15(3) . . . 3_665 ? O17 Cl3 O18 O17 125.5(19) . . . 3_665 ? O17 Cl3 O17 Cl3 0.000(2) 3_665 . . 3_665 ? O17 Cl3 O17 O19 72.9(11) 3_665 . . 3_665 ? O17 Cl3 O17 O18 -71.2(15) 3_665 . . 3_665 ? O22 Cl2 O22 O23 -99(27) 3_655 . . . ? O22 Cl2 O22 O21 7(27) 3_655 . . 3_655 ? O22 Cl2 O22 O24 142(27) 3_655 . . . ? O22 Cl2 O23 O22 180.0 3_655 . . . ? O22 Cl2 O23 O24 -124.08(18) . . . 3_655 ? O22 Cl2 O23 O24 55.92(18) 3_655 . . 3_655 ? O22 Cl2 O21 O22 180.0 . . . 3_655 ? O22 Cl2 O21 O24 -134.84(16) 3_655 . . . ? O22 Cl2 O21 O24 45.16(16) . . . . ? O22 Cl2 O24 O22 180.0 3_655 . . . ? O22 Cl2 O24 O23 -64.11(18) 3_655 . . 3_655 ? O22 Cl2 O24 O23 115.89(18) . . . 3_655 ? O22 Cl2 O24 O21 -131.61(15) . . . . ? O22 Cl2 O24 O21 48.39(15) 3_655 . . . ? O22 O21 O24 Cl2 -35.87(15) 3_655 . . . ? O22 O21 O24 O22 -77.3(2) 3_655 . . . ? O22 O21 O24 O23 14.42(6) 3_655 . . 3_655 ? O23 Cl2 O22 O23 180.0 3_655 . . . ? O23 Cl2 O22 O21 106.1(2) . . . 3_655 ? O23 Cl2 O22 O21 -73.9(2) 3_655 . . 3_655 ? O23 Cl2 O22 O24 -118.72(17) . . . . ? O23 Cl2 O22 O24 61.28(17) 3_655 . . . ? O23 Cl2 O23 O22 49(2) 3_655 . . . ? O23 Cl2 O23 O24 -75(2) 3_655 . . 3_655 ? O23 Cl2 O21 O22 71.87(19) 3_655 . . 3_655 ? O23 Cl2 O21 O22 -108.13(19) . . . 3_655 ? O23 Cl2 O21 O24 117.02(18) . . . . ? O23 Cl2 O21 O24 -62.98(18) 3_655 . . . ? O23 Cl2 O24 O22 -115.89(18) 3_655 . . . ? O23 Cl2 O24 O22 64.11(18) . . . . ? O23 Cl2 O24 O23 180.0 . . . 3_655 ? O23 Cl2 O24 O21 -67.50(19) . . . . ? O23 Cl2 O24 O21 112.50(19) 3_655 . . . ? O23 O22 O24 Cl2 -44.24(17) . . . . ? O23 O22 O24 O23 -92.8(3) . . . 3_655 ? O23 O22 O24 O21 -2.6 . . . . ? O21 Cl2 O22 O23 73.9(2) . . . . ? O21 Cl2 O22 O23 -106.1(2) 3_655 . . . ? O21 Cl2 O22 O21 180.0 . . . 3_655 ? O21 Cl2 O22 O24 -44.82(15) . . . . ? O21 Cl2 O22 O24 135.18(15) 3_655 . . . ? O21 Cl2 O23 O22 -112.69(19) . . . . ? O21 Cl2 O23 O22 67.31(19) 3_655 . . . ? O21 Cl2 O23 O24 123.23(17) . . . 3_655 ? O21 Cl2 O23 O24 -56.77(17) 3_655 . . 3_655 ? O21 Cl2 O21 O22 -114(100) 3_655 . . 3_655 ? O21 Cl2 O21 O24 112(100) 3_655 . . . ? O21 Cl2 O24 O22 131.61(15) . . . . ? O21 Cl2 O24 O22 -48.39(15) 3_655 . . . ? O21 Cl2 O24 O23 -112.50(19) . . . 3_655 ? O21 Cl2 O24 O23 67.50(19) 3_655 . . 3_655 ? O21 Cl2 O24 O21 180.0 3_655 . . . ? O21 O22 O23 Cl2 -52.66(19) 3_655 . . . ? O21 O22 O23 O24 -11.8 3_655 . . 3_655 ? O21 O22 O24 Cl2 35.68(16) 3_655 . . . ? O21 O22 O24 O23 -12.86(5) 3_655 . . 3_655 ? O21 O22 O24 O21 77.3(3) 3_655 . . . ? O24 Cl2 O22 O23 -61.28(17) 3_655 . . . ? O24 Cl2 O22 O23 118.72(17) . . . . ? O24 Cl2 O22 O21 -135.18(15) . . . 3_655 ? O24 Cl2 O22 O21 44.82(15) 3_655 . . 3_655 ? O24 Cl2 O22 O24 180.0 3_655 . . . ? O24 Cl2 O23 O22 124.08(18) 3_655 . . . ? O24 Cl2 O23 O22 -55.92(18) . . . . ? O24 Cl2 O23 O24 180.0 . . . 3_655 ? O24 Cl2 O21 O22 134.84(16) . . . 3_655 ? O24 Cl2 O21 O22 -45.16(16) 3_655 . . 3_655 ? O24 Cl2 O21 O24 180.0 3_655 . . . ? O24 Cl2 O24 O22 -29(91) 3_655 . . . ? O24 Cl2 O24 O23 87(91) 3_655 . . 3_655 ? O24 Cl2 O24 O21 -161(91) 3_655 . . . ? O24 O22 O23 Cl2 47.37(18) . . . . ? O24 O22 O23 O24 88.2(2) . . . 3_655 ? C12A C13A C14A O6 -175(2) . . . . ? C12A C13A C14A C15A 0.0 . . . . ? C13A C12A C17A C16A 0.0 . . . . ? C13A C14A C15A C16A 0.0 . . . . ? C14A O6 C14 C13 -162(9) . . . . ? C14A O6 C14 C15 18(8) . . . . ? C14A O6 C19 C20 -68.0(18) . . . . ? C14A C15A C16A C18A 179.2(16) . . . . ? C14A C15A C16A C17A 0.0 . . . . ? C15A C16A C17A C12A 0.0 . . . . ? C17A C12A C13A C14A 0.0 . . . . ? O11 Cu4 O7 C20 159.6(8) . . . . ? O11 Cu4 O7 C20 -20.4(8) 3_556 . . . ? O11 Cu4 N2 C26 136.4(6) . . . . ? O11 Cu4 N2 C26 -43.6(6) 3_556 . . . ? O11 Cu4 N2 C30 -42.9(6) . . . . ? O11 Cu4 N2 C30 137.1(6) 3_556 . . . ?