# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email antonio5@ugr.es _publ_contact_author_name 'Antonio Rodriguez-Dieguez' loop_ _publ_author_name L.Botana J.Ruiz J.M.Seco A.J.Mota A.Rodriguez-Dieguez ; R.Sillanpaa ; E.Colacio data_ligand _database_code_depnum_ccdc_archive 'CCDC 829059' #TrackingRef 'Colacio.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H32 N2 O4' _chemical_formula_weight 388.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.273 _cell_length_b 5.825 _cell_length_c 15.492 _cell_angle_alpha 90.00 _cell_angle_beta 120.49 _cell_angle_gamma 90.00 _cell_volume 1032.1 _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 329 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 13.98 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 420 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.589 _exptl_absorpt_correction_T_max 0.745 _exptl_absorpt_process_details Empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8298 _diffrn_reflns_av_R_equivalents 0.1063 _diffrn_reflns_av_sigmaI/netI 0.0780 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 23.36 _reflns_number_total 1508 _reflns_number_gt 813 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0635P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1508 _refine_ls_number_parameters 134 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1239 _refine_ls_R_factor_gt 0.0583 _refine_ls_wR_factor_ref 0.1654 _refine_ls_wR_factor_gt 0.1298 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.2687(3) -0.4750(6) -0.2521(3) 0.0436(10) Uani 1 1 d . . . C2 C -0.3432(3) -0.6467(6) -0.3163(3) 0.0439(10) Uani 1 1 d . . . C3 C -0.3630(3) -0.6646(7) -0.4120(3) 0.0497(11) Uani 1 1 d . . . H3 H -0.4126 -0.7789 -0.4539 0.060 Uiso 1 1 calc R . . C4 C -0.3103(3) -0.5147(7) -0.4478(3) 0.0464(11) Uani 1 1 d . . . C5 C -0.2393(3) -0.3449(6) -0.3845(3) 0.0466(10) Uani 1 1 d . . . H5 H -0.2047 -0.2418 -0.4075 0.056 Uiso 1 1 calc R . . C6 C -0.2175(3) -0.3224(6) -0.2865(3) 0.0425(10) Uani 1 1 d . . . C7 C -0.1471(3) -0.1219(6) -0.2221(3) 0.0530(11) Uani 1 1 d . . . H7A H -0.0995 -0.0609 -0.2479 0.064 Uiso 1 1 calc R . . H7B H -0.2003 -0.0017 -0.2270 0.064 Uiso 1 1 calc R . . C8 C -0.0254(3) 0.0251(6) -0.0552(2) 0.0496(11) Uani 1 1 d . . . H8A H -0.0882 0.1360 -0.0769 0.060 Uiso 1 1 calc R . . H8B H 0.0346 0.0921 -0.0655 0.060 Uiso 1 1 calc R . . C19 C -0.3313(4) -0.5437(7) -0.5520(3) 0.0624(13) Uani 1 1 d . . . H19A H -0.2936 -0.4214 -0.5665 0.094 Uiso 1 1 calc R . . H19B H -0.4138 -0.5398 -0.5992 0.094 Uiso 1 1 calc R . . H19C H -0.2999 -0.6883 -0.5570 0.094 Uiso 1 1 calc R . . C21 C -0.4701(4) -0.9605(7) -0.3374(3) 0.0641(13) Uani 1 1 d . . . H21A H -0.5342 -0.8925 -0.3960 0.096 Uiso 1 1 calc R . . H21B H -0.4994 -1.0421 -0.3008 0.096 Uiso 1 1 calc R . . H21C H -0.4294 -1.0651 -0.3569 0.096 Uiso 1 1 calc R . . C31 C 0.0243(3) -0.3323(7) -0.1054(3) 0.0612(12) Uani 1 1 d . . . H31A H -0.0084 -0.4648 -0.1475 0.092 Uiso 1 1 calc R . . H31B H 0.0714 -0.3801 -0.0369 0.092 Uiso 1 1 calc R . . H31C H 0.0719 -0.2492 -0.1251 0.092 Uiso 1 1 calc R . . N13 N -0.0705(3) -0.1834(5) -0.1158(2) 0.0450(9) Uani 1 1 d . . . O1 O -0.2497(3) -0.4635(5) -0.1566(2) 0.0576(9) Uani 1 1 d . . . O2 O -0.3918(2) -0.7845(4) -0.27541(19) 0.0571(8) Uani 1 1 d . . . H1 H -0.189(4) -0.364(8) -0.126(3) 0.089(17) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.049(3) 0.047(3) 0.035(2) -0.004(2) 0.021(2) -0.002(2) C2 0.042(2) 0.047(3) 0.042(2) 0.001(2) 0.021(2) -0.002(2) C3 0.044(2) 0.051(3) 0.047(3) -0.007(2) 0.018(2) -0.006(2) C4 0.045(2) 0.056(3) 0.037(2) -0.004(2) 0.020(2) 0.000(2) C5 0.051(2) 0.047(2) 0.044(2) 0.003(2) 0.026(2) -0.002(2) C6 0.041(2) 0.042(2) 0.041(2) -0.001(2) 0.019(2) 0.000(2) C7 0.063(3) 0.050(3) 0.041(2) 0.001(2) 0.023(2) -0.003(2) C8 0.055(3) 0.042(2) 0.048(2) -0.010(2) 0.024(2) -0.007(2) C19 0.070(3) 0.076(3) 0.045(3) -0.008(2) 0.032(2) -0.009(3) C21 0.064(3) 0.059(3) 0.070(3) -0.008(2) 0.034(2) -0.018(3) C31 0.054(3) 0.060(3) 0.064(3) -0.014(2) 0.025(2) 0.000(2) N13 0.046(2) 0.0442(19) 0.0373(19) -0.0060(16) 0.0160(15) -0.0020(17) O1 0.065(2) 0.066(2) 0.0436(19) -0.0116(15) 0.0289(16) -0.0163(17) O2 0.0621(19) 0.0578(18) 0.0534(18) -0.0058(15) 0.0307(15) -0.0180(15) _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 C1 O1 1.370(4) . ? C1 C6 1.380(5) . ? C1 C2 1.402(5) . ? C2 O2 1.370(4) . ? C2 C3 1.372(5) . ? C3 C4 1.397(5) . ? C3 H3 0.9300 . ? C4 C5 1.375(5) . ? C4 C19 1.502(5) . ? C5 C6 1.400(5) . ? C5 H5 0.9300 . ? C6 C7 1.513(5) . ? C7 N13 1.475(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N13 1.464(4) . ? C8 C8 1.515(6) 3 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C21 O2 1.428(4) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C31 N13 1.468(4) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? O1 H1 0.91(4) . ? 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 C1 C6 121.9(3) . . ? O1 C1 C2 118.5(4) . . ? C6 C1 C2 119.6(4) . . ? O2 C2 C3 125.3(4) . . ? O2 C2 C1 114.7(3) . . ? C3 C2 C1 120.0(4) . . ? C2 C3 C4 121.4(4) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? C5 C4 C3 117.8(4) . . ? C5 C4 C19 122.2(4) . . ? C3 C4 C19 120.0(4) . . ? C4 C5 C6 122.0(4) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C1 C6 C5 119.2(3) . . ? C1 C6 C7 120.2(3) . . ? C5 C6 C7 120.4(3) . . ? N13 C7 C6 113.2(3) . . ? N13 C7 H7A 108.9 . . ? C6 C7 H7A 108.9 . . ? N13 C7 H7B 108.9 . . ? C6 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? N13 C8 C8 111.5(4) . 3 ? N13 C8 H8A 109.3 . . ? C8 C8 H8A 109.3 3 . ? N13 C8 H8B 109.3 . . ? C8 C8 H8B 109.3 3 . ? H8A C8 H8B 108.0 . . ? C4 C19 H19A 109.5 . . ? C4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O2 C21 H21A 109.5 . . ? O2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N13 C31 H31A 109.5 . . ? N13 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N13 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C8 N13 C31 111.8(3) . . ? C8 N13 C7 109.9(3) . . ? C31 N13 C7 109.4(3) . . ? C1 O1 H1 103(3) . . ? C2 O2 C21 117.6(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 23.36 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.205 _refine_diff_density_min -0.166 _refine_diff_density_rms 0.046 data_compound1 _database_code_depnum_ccdc_archive 'CCDC 829060' #TrackingRef 'Colacio.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H72 B2 Cu3 F8 N4 O12' _chemical_formula_weight 1237.32 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.468(5) _cell_length_b 17.721(5) _cell_length_c 15.264(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 106.495(5) _cell_angle_gamma 90.000(5) _cell_volume 2715.0(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3261 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 24.69 _exptl_crystal_description prismatic _exptl_crystal_colour brown _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.514 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1282 _exptl_absorpt_coefficient_mu 1.253 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.854 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details Empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14338 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4779 _reflns_number_gt 3377 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0720P)^2^+1.0587P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4779 _refine_ls_number_parameters 354 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0480 _refine_ls_wR_factor_ref 0.1479 _refine_ls_wR_factor_gt 0.1329 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.0000 0.0000 0.0000 0.03831(19) Uani 1 2 d S . . Cu2 Cu -0.16786(4) -0.00249(2) -0.18911(3) 0.04100(18) Uani 1 1 d . . . C1A C -0.2644(3) 0.08389(19) -0.0567(2) 0.0399(8) Uani 1 1 d . . . C2A C -0.3275(3) 0.0771(2) 0.0125(2) 0.0435(9) Uani 1 1 d . . . C3A C -0.4108(4) 0.1334(2) 0.0259(3) 0.0557(10) Uani 1 1 d . . . H3A H -0.4493 0.1290 0.0735 0.067 Uiso 1 1 calc R . . C4A C -0.4386(4) 0.1966(2) -0.0299(3) 0.0623(11) Uani 1 1 d . . . C5A C -0.3804(4) 0.2010(2) -0.1003(3) 0.0549(10) Uani 1 1 d . . . H5A H -0.4002 0.2420 -0.1399 0.066 Uiso 1 1 calc R . . C6A C -0.2932(4) 0.1462(2) -0.1139(2) 0.0468(9) Uani 1 1 d . . . C7A C -0.2316(4) 0.1535(2) -0.1911(2) 0.0535(10) Uani 1 1 d . . . H7A1 H -0.1355 0.1567 -0.1663 0.064 Uiso 1 1 calc R . . H7A2 H -0.2622 0.1999 -0.2240 0.064 Uiso 1 1 calc R . . C8A C -0.2154(6) 0.1007(3) -0.3369(3) 0.0884(17) Uani 1 1 d . . . H8A1 H -0.2787 0.0799 -0.3907 0.106 Uiso 1 1 calc R . . H8A2 H -0.2087 0.1545 -0.3464 0.106 Uiso 1 1 calc R . . C9A C -0.0895(5) 0.0669(3) -0.3261(4) 0.0877(17) Uani 1 1 d . . . H9A1 H -0.0219 0.0957 -0.2822 0.105 Uiso 1 1 calc R . . H9A2 H -0.0684 0.0680 -0.3840 0.105 Uiso 1 1 calc R . . C10A C 0.0548(4) -0.0370(2) -0.2568(3) 0.0546(10) Uani 1 1 d . . . H10A H 0.1009 0.0011 -0.2138 0.066 Uiso 1 1 calc R . . H10B H 0.0949 -0.0381 -0.3068 0.066 Uiso 1 1 calc R . . C11A C 0.0753(4) -0.1124(2) -0.2101(2) 0.0464(9) Uani 1 1 d . . . C12A C 0.1465(4) -0.1695(2) -0.2380(3) 0.0565(10) Uani 1 1 d . . . H12A H 0.1779 -0.1613 -0.2884 0.068 Uiso 1 1 calc R . . C13A C 0.1715(4) -0.2377(2) -0.1929(3) 0.0587(11) Uani 1 1 d . . . C14A C 0.1212(4) -0.2497(2) -0.1192(3) 0.0553(10) Uani 1 1 d . . . H14A H 0.1363 -0.2957 -0.0886 0.066 Uiso 1 1 calc R . . C15A C 0.0489(4) -0.1942(2) -0.0903(2) 0.0481(9) Uani 1 1 d . . . C16A C 0.0270(3) -0.1238(2) -0.1344(2) 0.0437(9) Uani 1 1 d . . . C17A C -0.5297(6) 0.2582(3) -0.0137(4) 0.0990(19) Uani 1 1 d . . . H17A H -0.5131 0.3041 -0.0421 0.149 Uiso 1 1 calc R . . H17B H -0.5128 0.2663 0.0508 0.149 Uiso 1 1 calc R . . H17C H -0.6208 0.2434 -0.0394 0.149 Uiso 1 1 calc R . . C18A C 0.2494(5) -0.2981(3) -0.2240(4) 0.0864(15) Uani 1 1 d . . . H18A H 0.2752 -0.3362 -0.1777 0.130 Uiso 1 1 calc R . . H18B H 0.3276 -0.2764 -0.2348 0.130 Uiso 1 1 calc R . . H18C H 0.1952 -0.3204 -0.2795 0.130 Uiso 1 1 calc R . . C21A C -0.3735(4) 0.0002(2) 0.1291(3) 0.0603(12) Uani 1 1 d . . . H21A H -0.3482 0.0388 0.1749 0.090 Uiso 1 1 calc R . . H21B H -0.3514 -0.0484 0.1572 0.090 Uiso 1 1 calc R . . H21C H -0.4677 0.0028 0.1004 0.090 Uiso 1 1 calc R . . C31A C -0.4120(5) 0.0796(3) -0.2897(3) 0.0798(15) Uani 1 1 d . . . H31A H -0.4509 0.1256 -0.3186 0.120 Uiso 1 1 calc R . . H31B H -0.4464 0.0687 -0.2391 0.120 Uiso 1 1 calc R . . H31C H -0.4337 0.0390 -0.3330 0.120 Uiso 1 1 calc R . . C32A C -0.1556(5) -0.0681(4) -0.3652(3) 0.099(2) Uani 1 1 d . . . H32A H -0.1095 -0.0703 -0.4112 0.148 Uiso 1 1 calc R . . H32B H -0.2455 -0.0515 -0.3922 0.148 Uiso 1 1 calc R . . H32C H -0.1564 -0.1173 -0.3390 0.148 Uiso 1 1 calc R . . C41A C 0.0090(5) -0.2739(2) 0.0265(3) 0.0746(14) Uani 1 1 d . . . H41A H -0.0310 -0.3124 -0.0169 0.112 Uiso 1 1 calc R . . H41B H -0.0344 -0.2724 0.0740 0.112 Uiso 1 1 calc R . . H41C H 0.1019 -0.2849 0.0525 0.112 Uiso 1 1 calc R . . B1B B -0.6661(6) -0.0587(5) -0.4003(4) 0.0840(19) Uani 1 1 d . . . N1A N -0.2655(3) 0.08822(18) -0.2564(2) 0.0551(9) Uani 1 1 d . . . N2A N -0.0872(4) -0.0147(2) -0.2932(2) 0.0572(9) Uani 1 1 d . . . O1A O -0.1815(2) 0.02864(14) -0.06911(15) 0.0430(6) Uani 1 1 d . . . O1M O -0.3347(4) -0.0889(2) -0.2247(3) 0.0961(15) Uani 1 1 d . . . O2A O -0.3035(3) 0.01107(14) 0.06184(17) 0.0508(7) Uani 1 1 d . . . O1W O 0.1000(4) 0.0968(2) -0.0835(2) 0.0712(10) Uiso 1 1 d D . . O3A O -0.0421(2) -0.06948(13) -0.10545(14) 0.0428(6) Uani 1 1 d . . . O4A O -0.0049(2) -0.20278(15) -0.01838(17) 0.0556(7) Uani 1 1 d . . . F2B F -0.7707(4) -0.0996(3) -0.4446(2) 0.1531(18) Uani 1 1 d . . . F3B F -0.7077(5) 0.0086(3) -0.3757(4) 0.1623(19) Uani 1 1 d . . . F4B F -0.5987(4) -0.0914(3) -0.3221(2) 0.1404(15) Uani 1 1 d . . . F4C F -0.5845(4) -0.0466(3) -0.4528(2) 0.1352(15) Uani 1 1 d . . . C1M C -0.3312(5) -0.1543(3) -0.1752(4) 0.0997(19) Uani 1 1 d . . . H1M1 H -0.2455 -0.1778 -0.1648 0.150 Uiso 1 1 calc R . . H1M2 H -0.3992 -0.1882 -0.2086 0.150 Uiso 1 1 calc R . . H1M3 H -0.3464 -0.1425 -0.1176 0.150 Uiso 1 1 calc R . . H1M H -0.393(5) -0.087(3) -0.261(3) 0.071(18) Uiso 1 1 d . . . H12W H 0.165(4) 0.102(2) -0.073(3) 0.050(12) Uiso 1 1 d . . . H11W H 0.084(7) 0.132(3) -0.044(4) 0.15(3) Uiso 1 1 d 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 0.0408(4) 0.0397(4) 0.0310(3) 0.0002(2) 0.0046(3) 0.0041(3) Cu2 0.0463(3) 0.0416(3) 0.0312(3) 0.00220(18) 0.0047(2) 0.00133(19) C1A 0.0386(19) 0.040(2) 0.0362(18) -0.0006(15) 0.0026(15) 0.0028(16) C2A 0.042(2) 0.046(2) 0.0384(18) 0.0027(17) 0.0050(16) 0.0026(17) C3A 0.055(2) 0.064(3) 0.049(2) -0.002(2) 0.0165(19) 0.009(2) C4A 0.070(3) 0.059(3) 0.056(2) 0.002(2) 0.014(2) 0.023(2) C5A 0.063(2) 0.046(2) 0.049(2) 0.0022(19) 0.006(2) 0.008(2) C6A 0.050(2) 0.045(2) 0.0422(19) 0.0007(17) 0.0077(17) 0.0014(18) C7A 0.068(3) 0.042(2) 0.049(2) 0.0077(18) 0.0135(19) 0.004(2) C8A 0.146(5) 0.065(3) 0.066(3) 0.021(3) 0.048(3) 0.017(3) C9A 0.094(4) 0.092(4) 0.084(3) 0.048(3) 0.038(3) 0.026(3) C10A 0.060(3) 0.059(3) 0.046(2) 0.003(2) 0.0189(19) 0.003(2) C11A 0.046(2) 0.053(2) 0.0362(18) -0.0040(17) 0.0046(16) -0.0006(18) C12A 0.059(2) 0.061(3) 0.049(2) -0.013(2) 0.0152(19) 0.001(2) C13A 0.055(2) 0.056(3) 0.060(3) -0.015(2) 0.009(2) 0.004(2) C14A 0.061(2) 0.040(2) 0.057(2) -0.0077(19) 0.005(2) 0.0008(19) C15A 0.051(2) 0.040(2) 0.048(2) -0.0047(17) 0.0050(18) -0.0037(18) C16A 0.043(2) 0.044(2) 0.0382(19) -0.0074(16) 0.0017(16) -0.0024(17) C17A 0.125(4) 0.089(4) 0.090(4) 0.014(3) 0.041(3) 0.057(4) C18A 0.102(4) 0.068(3) 0.092(3) -0.019(3) 0.031(3) 0.018(3) C21A 0.058(3) 0.072(3) 0.055(2) 0.009(2) 0.025(2) -0.002(2) C31A 0.077(3) 0.075(3) 0.062(3) 0.000(2) -0.020(2) 0.021(3) C32A 0.088(4) 0.138(5) 0.053(3) -0.038(3) -0.006(3) 0.032(4) C41A 0.110(4) 0.043(3) 0.072(3) 0.008(2) 0.030(3) -0.007(2) B1B 0.076(4) 0.130(6) 0.046(3) -0.016(3) 0.017(3) -0.031(4) N1A 0.079(2) 0.0463(19) 0.0392(17) 0.0065(14) 0.0157(17) 0.0073(17) N2A 0.068(2) 0.067(2) 0.0339(16) 0.0056(15) 0.0106(16) 0.0144(18) O1A 0.0435(14) 0.0489(14) 0.0334(12) 0.0011(11) 0.0058(11) 0.0061(12) O1M 0.080(3) 0.085(3) 0.095(3) 0.027(2) -0.020(2) -0.029(2) O2A 0.0530(16) 0.0556(17) 0.0470(15) 0.0073(12) 0.0191(13) 0.0040(12) O3A 0.0493(14) 0.0416(14) 0.0344(12) -0.0006(11) 0.0068(11) 0.0068(12) O4A 0.0684(18) 0.0417(16) 0.0580(16) 0.0082(13) 0.0199(14) 0.0034(13) F2B 0.128(3) 0.224(5) 0.082(2) 0.014(3) -0.010(2) -0.104(3) F3B 0.134(4) 0.159(4) 0.198(5) -0.041(3) 0.055(4) 0.016(3) F4B 0.103(2) 0.218(5) 0.080(2) 0.025(2) -0.0075(19) -0.021(3) F4C 0.149(3) 0.180(4) 0.106(2) -0.050(3) 0.081(2) -0.081(3) C1M 0.083(4) 0.074(4) 0.139(5) 0.028(4) 0.027(4) -0.010(3) _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 O1A 1.961(2) . ? Cu1 O1A 1.961(2) 3 ? Cu1 O3A 1.974(2) 3 ? Cu1 O3A 1.974(2) . ? Cu1 Cu2 2.9226(9) 3 ? Cu1 Cu2 2.9226(9) . ? Cu2 O3A 1.954(2) . ? Cu2 O1A 1.957(2) . ? Cu2 N2A 2.012(3) . ? Cu2 N1A 2.022(3) . ? Cu2 O1M 2.270(4) . ? C1A O1A 1.357(4) . ? C1A C6A 1.387(5) . ? C1A C2A 1.401(5) . ? C2A O2A 1.375(4) . ? C2A C3A 1.378(5) . ? C3A C4A 1.386(5) . ? C4A C5A 1.380(6) . ? C4A C17A 1.516(6) . ? C5A C6A 1.387(5) . ? C6A C7A 1.501(5) . ? C7A N1A 1.503(5) . ? C8A C9A 1.414(7) . ? C8A N1A 1.483(5) . ? C9A N2A 1.529(6) . ? C10A N2A 1.485(5) . ? C10A C11A 1.501(5) . ? C11A C12A 1.393(5) . ? C11A C16A 1.401(5) . ? C12A C13A 1.379(6) . ? C13A C14A 1.388(6) . ? C13A C18A 1.502(6) . ? C14A C15A 1.387(5) . ? C15A O4A 1.378(4) . ? C15A C16A 1.404(5) . ? C16A O3A 1.351(4) . ? C21A O2A 1.434(5) . ? C31A N1A 1.480(6) . ? C32A N2A 1.472(6) . ? C41A O4A 1.422(5) . ? B1B F2B 1.327(6) . ? B1B F4B 1.335(7) . ? B1B F4C 1.343(6) . ? B1B F3B 1.358(8) . ? O1M C1M 1.379(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 O1A Cu1 O1A 180.00(19) . 3 ? O1A Cu1 O3A 103.59(10) . 3 ? O1A Cu1 O3A 76.41(10) 3 3 ? O1A Cu1 O3A 76.41(10) . . ? O1A Cu1 O3A 103.59(10) 3 . ? O3A Cu1 O3A 180.00(13) 3 . ? O1A Cu1 Cu2 138.30(7) . 3 ? O1A Cu1 Cu2 41.70(7) 3 3 ? O3A Cu1 Cu2 41.67(7) 3 3 ? O3A Cu1 Cu2 138.33(7) . 3 ? O1A Cu1 Cu2 41.70(7) . . ? O1A Cu1 Cu2 138.30(7) 3 . ? O3A Cu1 Cu2 138.33(7) 3 . ? O3A Cu1 Cu2 41.67(7) . . ? Cu2 Cu1 Cu2 180.0 3 . ? O3A Cu2 O1A 76.96(10) . . ? O3A Cu2 N2A 95.44(12) . . ? O1A Cu2 N2A 158.19(13) . . ? O3A Cu2 N1A 164.72(12) . . ? O1A Cu2 N1A 95.20(11) . . ? N2A Cu2 N1A 87.09(13) . . ? O3A Cu2 O1M 94.39(13) . . ? O1A Cu2 O1M 99.13(14) . . ? N2A Cu2 O1M 101.83(16) . . ? N1A Cu2 O1M 99.85(15) . . ? O3A Cu2 Cu1 42.20(7) . . ? O1A Cu2 Cu1 41.80(7) . . ? N2A Cu2 Cu1 120.82(10) . . ? N1A Cu2 Cu1 124.42(9) . . ? O1M Cu2 Cu1 116.93(11) . . ? O1A C1A C6A 121.3(3) . . ? O1A C1A C2A 120.0(3) . . ? C6A C1A C2A 118.6(3) . . ? O2A C2A C3A 124.1(3) . . ? O2A C2A C1A 115.7(3) . . ? C3A C2A C1A 120.2(3) . . ? C2A C3A C4A 121.7(4) . . ? C5A C4A C3A 117.5(4) . . ? C5A C4A C17A 121.6(4) . . ? C3A C4A C17A 120.9(4) . . ? C4A C5A C6A 122.1(4) . . ? C5A C6A C1A 119.8(3) . . ? C5A C6A C7A 120.3(3) . . ? C1A C6A C7A 119.8(3) . . ? C6A C7A N1A 112.4(3) . . ? C9A C8A N1A 112.2(4) . . ? C8A C9A N2A 111.5(4) . . ? N2A C10A C11A 114.1(3) . . ? C12A C11A C16A 119.8(4) . . ? C12A C11A C10A 121.2(3) . . ? C16A C11A C10A 119.0(3) . . ? C13A C12A C11A 121.8(4) . . ? C12A C13A C14A 118.5(4) . . ? C12A C13A C18A 120.7(4) . . ? C14A C13A C18A 120.8(4) . . ? C15A C14A C13A 121.0(4) . . ? O4A C15A C14A 123.9(3) . . ? O4A C15A C16A 115.6(3) . . ? C14A C15A C16A 120.5(4) . . ? O3A C16A C11A 121.2(3) . . ? O3A C16A C15A 120.4(3) . . ? C11A C16A C15A 118.3(3) . . ? F2B B1B F4B 111.6(6) . . ? F2B B1B F4C 110.9(5) . . ? F4B B1B F4C 109.8(6) . . ? F2B B1B F3B 109.8(6) . . ? F4B B1B F3B 105.3(5) . . ? F4C B1B F3B 109.4(6) . . ? C31A N1A C8A 107.9(4) . . ? C31A N1A C7A 109.5(3) . . ? C8A N1A C7A 111.3(3) . . ? C31A N1A Cu2 114.7(3) . . ? C8A N1A Cu2 107.0(3) . . ? C7A N1A Cu2 106.6(2) . . ? C32A N2A C10A 109.4(3) . . ? C32A N2A C9A 113.8(4) . . ? C10A N2A C9A 107.2(3) . . ? C32A N2A Cu2 115.7(3) . . ? C10A N2A Cu2 109.4(2) . . ? C9A N2A Cu2 100.7(3) . . ? C1A O1A Cu2 123.6(2) . . ? C1A O1A Cu1 132.2(2) . . ? Cu2 O1A Cu1 96.51(10) . . ? C1M O1M Cu2 122.5(3) . . ? C2A O2A C21A 117.1(3) . . ? C16A O3A Cu2 122.9(2) . . ? C16A O3A Cu1 134.0(2) . . ? Cu2 O3A Cu1 96.13(10) . . ? C15A O4A C41A 118.2(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.606 _refine_diff_density_min -0.354 _refine_diff_density_rms 0.069 data_compound2 _database_code_depnum_ccdc_archive 'CCDC 829061' #TrackingRef 'Colacio.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H72 Cl2 Cu3 N4 O20' _chemical_formula_weight 1262.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.541(5) _cell_length_b 17.593(5) _cell_length_c 15.446(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 106.515(5) _cell_angle_gamma 90.000(5) _cell_volume 2746.3(18) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5978 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 24.76 _exptl_crystal_description prismatic _exptl_crystal_colour brown _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1314 _exptl_absorpt_coefficient_mu 1.325 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.6266 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_process_details Empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22991 _diffrn_reflns_av_R_equivalents 0.1428 _diffrn_reflns_av_sigmaI/netI 0.1028 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 23.35 _reflns_number_total 3970 _reflns_number_gt 2002 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0737P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3970 _refine_ls_number_parameters 359 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1424 _refine_ls_R_factor_gt 0.0647 _refine_ls_wR_factor_ref 0.1837 _refine_ls_wR_factor_gt 0.1419 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 1.0000 0.0000 0.0441(4) Uani 1 2 d S . . Cu2 Cu 0.66611(9) 0.99910(5) 0.18685(6) 0.0467(3) Uani 1 1 d . . . C1A C 0.4737(8) 0.8765(5) 0.1341(5) 0.047(2) Uani 1 1 d . . . C2A C 0.4521(9) 0.8052(5) 0.0911(6) 0.056(2) Uani 1 1 d . . . C3A C 0.3809(8) 0.7500(5) 0.1211(6) 0.058(2) Uani 1 1 d . . . H3A H 0.3668 0.7033 0.0916 0.069 Uiso 1 1 calc R . . C4A C 0.3307(9) 0.7615(5) 0.1923(6) 0.064(3) Uani 1 1 d . . . C5A C 0.3550(8) 0.8306(5) 0.2371(6) 0.058(2) Uani 1 1 d . . . H5A H 0.3238 0.8388 0.2869 0.069 Uiso 1 1 calc R . . C6A C 0.4253(8) 0.8883(5) 0.2089(5) 0.053(2) Uani 1 1 d . . . C7A C 0.4460(9) 0.9649(5) 0.2543(6) 0.061(2) Uani 1 1 d . . . H7A1 H 0.3998 1.0030 0.2114 0.073 Uiso 1 1 calc R . . H7A2 H 0.4066 0.9644 0.3039 0.073 Uiso 1 1 calc R . . C8A C 0.5892(11) 1.0679(6) 0.3232(8) 0.103(4) Uani 1 1 d . . . H8A1 H 0.5177 1.0964 0.2828 0.123 Uiso 1 1 calc R . . H8A2 H 0.5740 1.0674 0.3823 0.123 Uiso 1 1 calc R . . C9A C 0.7074(13) 1.1046(5) 0.3296(7) 0.101(4) Uani 1 1 d . . . H9A1 H 0.7726 1.0879 0.3842 0.121 Uiso 1 1 calc R . . H9A2 H 0.6947 1.1588 0.3352 0.121 Uiso 1 1 calc R . . C10A C 0.7260(8) 1.1563(4) 0.1858(5) 0.055(2) Uani 1 1 d . . . H10A H 0.6308 1.1581 0.1596 0.066 Uiso 1 1 calc R . . H10B H 0.7532 1.2038 0.2177 0.066 Uiso 1 1 calc R . . C11A C 0.7910(8) 1.1490(5) 0.1120(5) 0.052(2) Uani 1 1 d . . . C12A C 0.8766(9) 1.2039(5) 0.0969(6) 0.065(3) Uani 1 1 d . . . H12A H 0.8952 1.2464 0.1341 0.078 Uiso 1 1 calc R . . C13A C 0.9345(9) 1.1970(5) 0.0283(6) 0.063(3) Uani 1 1 d . . . C14A C 0.9087(8) 1.1329(5) -0.0257(6) 0.060(2) Uani 1 1 d . . . H14A H 0.9485 1.1275 -0.0719 0.072 Uiso 1 1 calc R . . C15A C 0.8257(8) 1.0774(5) -0.0121(5) 0.049(2) Uani 1 1 d . . . C16A C 0.7609(8) 1.0851(5) 0.0548(5) 0.049(2) Uani 1 1 d . . . C17A C 0.2524(10) 0.7021(5) 0.2256(6) 0.091(3) Uani 1 1 d . . . H17A H 0.1596 0.7126 0.2018 0.137 Uiso 1 1 calc R . . H17B H 0.2764 0.7033 0.2904 0.137 Uiso 1 1 calc R . . H17C H 0.2714 0.6528 0.2058 0.137 Uiso 1 1 calc R . . C18A C 1.0260(10) 1.2592(6) 0.0117(6) 0.112(4) Uani 1 1 d . . . H18A H 1.1133 1.2388 0.0207 0.168 Uiso 1 1 calc R . . H18B H 1.0293 1.3003 0.0531 0.168 Uiso 1 1 calc R . . H18C H 0.9929 1.2774 -0.0491 0.168 Uiso 1 1 calc R . . C21A C 0.4912(9) 0.7238(5) -0.0222(6) 0.076(3) Uani 1 1 d . . . H21A H 0.5349 0.6858 0.0206 0.114 Uiso 1 1 calc R . . H21B H 0.5298 0.7252 -0.0714 0.114 Uiso 1 1 calc R . . H21C H 0.3989 0.7116 -0.0447 0.114 Uiso 1 1 calc R . . C31A C 0.6543(10) 0.9334(6) 0.3623(6) 0.106(4) Uani 1 1 d . . . H31A H 0.6110 0.9338 0.4092 0.159 Uiso 1 1 calc R . . H31B H 0.7449 0.9487 0.3868 0.159 Uiso 1 1 calc R . . H31C H 0.6512 0.8831 0.3377 0.159 Uiso 1 1 calc R . . C32A C 0.9042(10) 1.0839(5) 0.2864(6) 0.087(3) Uani 1 1 d . . . H32A H 0.9416 1.1310 0.3131 0.130 Uiso 1 1 calc R . . H32B H 0.9397 1.0713 0.2374 0.130 Uiso 1 1 calc R . . H32C H 0.9255 1.0443 0.3310 0.130 Uiso 1 1 calc R . . C41A C 0.8709(8) 0.9987(4) -0.1263(6) 0.062(2) Uani 1 1 d . . . H41A H 0.8479 1.0384 -0.1706 0.093 Uiso 1 1 calc R . . H41B H 0.8459 0.9504 -0.1550 0.093 Uiso 1 1 calc R . . H41C H 0.9646 0.9994 -0.0980 0.093 Uiso 1 1 calc R . . N1A N 0.5858(7) 0.9874(4) 0.2893(4) 0.060(2) Uani 1 1 d . . . N2A N 0.7603(8) 1.0915(4) 0.2521(4) 0.0541(19) Uani 1 1 d . . . O1A O 0.5428(5) 0.9307(3) 0.1051(3) 0.0479(14) Uani 1 1 d . . . O1M O 0.8331(8) 0.9135(4) 0.2245(6) 0.102(3) Uani 1 1 d . . . C1M C 0.8342(10) 0.8491(6) 0.1756(8) 0.105(4) Uani 1 1 d . . . H1M1 H 0.7475 0.8268 0.1586 0.158 Uiso 1 1 calc R . . H1M2 H 0.8965 0.8136 0.2114 0.158 Uiso 1 1 calc R . . H1M3 H 0.8594 0.8616 0.1222 0.158 Uiso 1 1 calc R . . O2A O 0.5059(6) 0.7957(3) 0.0207(4) 0.0615(16) Uani 1 1 d . . . O1W O 0.3999(9) 1.0987(5) 0.0814(5) 0.077(2) Uani 1 1 d D . . O2B O 0.0853(8) 0.9591(5) 0.4543(5) 0.132(3) Uani 1 1 d . . . O3A O 0.6796(5) 1.0299(3) 0.0682(3) 0.0496(14) Uani 1 1 d . . . O3B O 0.0993(8) 0.9097(5) 0.3215(5) 0.139(3) Uani 1 1 d . . . O4A O 0.8030(5) 1.0103(3) -0.0599(4) 0.0567(15) Uani 1 1 d . . . O4B O 0.2781(8) 0.9033(5) 0.4459(5) 0.142(3) Uani 1 1 d . . . O5B O 0.2096(9) 1.0174(5) 0.3778(7) 0.165(4) Uani 1 1 d . . . Cl1B Cl 0.1693(3) 0.94859(19) 0.40127(17) 0.0798(8) Uani 1 1 d . . . H11W H 0.407(10) 1.130(4) 0.038(5) 0.12(5) Uiso 1 1 d D . . H1M H 0.908(9) 0.913(5) 0.261(6) 0.08(4) Uiso 1 1 d . . . H12W H 0.328(8) 1.087(5) 0.068(6) 0.07(4) Uiso 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 0.0469(8) 0.0458(8) 0.0369(8) -0.0007(7) 0.0077(6) -0.0034(8) Cu2 0.0526(6) 0.0461(6) 0.0385(6) -0.0036(5) 0.0080(5) -0.0020(5) C1A 0.044(5) 0.047(6) 0.046(5) 0.008(4) 0.007(4) 0.003(4) C2A 0.069(7) 0.043(6) 0.056(6) 0.011(5) 0.013(5) 0.000(5) C3A 0.070(6) 0.041(5) 0.058(6) 0.002(5) 0.011(5) 0.001(5) C4A 0.070(7) 0.060(7) 0.057(6) 0.012(5) 0.013(5) -0.006(5) C5A 0.061(6) 0.065(6) 0.053(6) 0.011(5) 0.026(5) 0.001(5) C6A 0.056(6) 0.057(6) 0.043(5) 0.011(5) 0.010(5) -0.003(5) C7A 0.073(7) 0.059(6) 0.055(6) -0.001(5) 0.027(5) -0.012(5) C8A 0.099(9) 0.107(10) 0.122(10) -0.067(8) 0.064(8) -0.040(8) C9A 0.179(13) 0.058(7) 0.089(8) -0.020(6) 0.076(9) -0.018(8) C10A 0.069(6) 0.042(5) 0.049(6) -0.013(4) 0.008(5) -0.006(5) C11A 0.047(5) 0.062(6) 0.049(6) 0.001(5) 0.016(5) 0.003(5) C12A 0.080(7) 0.062(6) 0.048(6) -0.011(5) 0.011(5) -0.013(5) C13A 0.068(7) 0.065(7) 0.055(6) -0.002(5) 0.017(5) -0.022(5) C14A 0.056(6) 0.070(7) 0.055(6) -0.002(5) 0.017(5) -0.012(5) C15A 0.039(5) 0.063(6) 0.041(5) 0.000(5) 0.006(4) 0.000(5) C16A 0.041(5) 0.053(6) 0.051(6) -0.001(5) 0.011(5) -0.003(4) C17A 0.100(8) 0.079(7) 0.101(8) 0.018(6) 0.038(7) -0.026(6) C18A 0.150(11) 0.104(9) 0.099(9) -0.017(7) 0.063(8) -0.056(8) C21A 0.103(8) 0.056(6) 0.075(7) -0.011(5) 0.034(6) 0.004(6) C31A 0.088(8) 0.145(11) 0.069(7) 0.046(7) -0.004(6) -0.025(8) C32A 0.087(8) 0.083(8) 0.061(7) 0.005(5) -0.025(6) -0.013(6) C41A 0.062(6) 0.064(6) 0.060(6) -0.002(5) 0.020(5) -0.002(5) N1A 0.070(5) 0.075(6) 0.032(4) -0.008(4) 0.009(4) -0.011(4) N2A 0.079(6) 0.051(4) 0.033(4) -0.006(4) 0.017(4) -0.010(4) O1A 0.049(3) 0.052(4) 0.039(3) -0.003(3) 0.006(3) -0.006(3) O1M 0.078(6) 0.087(6) 0.115(7) -0.029(5) -0.014(5) 0.032(5) C1M 0.094(9) 0.068(8) 0.153(11) -0.022(8) 0.035(8) 0.002(7) O2A 0.079(4) 0.043(4) 0.067(4) -0.010(3) 0.028(4) -0.005(3) O1W 0.085(7) 0.089(6) 0.059(5) -0.004(4) 0.024(5) -0.017(5) O2B 0.132(7) 0.185(8) 0.104(6) 0.045(6) 0.075(6) 0.072(6) O3A 0.045(3) 0.062(4) 0.039(3) -0.008(3) 0.009(3) -0.012(3) O3B 0.105(7) 0.213(10) 0.081(6) -0.042(6) -0.003(5) 0.017(6) O4A 0.059(4) 0.068(4) 0.047(4) -0.011(3) 0.022(3) -0.008(3) O4B 0.120(7) 0.191(9) 0.095(6) -0.005(6) -0.001(5) 0.092(6) O5B 0.154(9) 0.131(8) 0.216(11) 0.064(7) 0.064(8) -0.024(6) Cl1B 0.0744(19) 0.113(2) 0.0538(16) 0.0107(16) 0.0208(15) 0.0216(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 O3A 1.958(5) 3_675 ? Cu1 O3A 1.958(5) . ? Cu1 O1A 1.977(5) 3_675 ? Cu1 O1A 1.977(5) . ? Cu1 Cu2 2.9194(12) 3_675 ? Cu1 Cu2 2.9194(12) . ? Cu2 O1A 1.950(5) . ? Cu2 O3A 1.954(5) . ? Cu2 N1A 2.006(7) . ? Cu2 N2A 2.019(6) . ? Cu2 O1M 2.263(7) . ? C1A O1A 1.350(8) . ? C1A C6A 1.406(10) . ? C1A C2A 1.408(10) . ? C2A O2A 1.372(9) . ? C2A C3A 1.385(10) . ? C3A C4A 1.365(10) . ? C4A C5A 1.387(11) . ? C4A C17A 1.508(11) . ? C5A C6A 1.397(10) . ? C6A C7A 1.506(10) . ? C7A N1A 1.472(10) . ? C8A C9A 1.383(12) . ? C8A N1A 1.507(10) . ? C9A N2A 1.475(10) . ? C10A C11A 1.494(10) . ? C10A N2A 1.507(9) . ? C11A C12A 1.387(10) . ? C11A C16A 1.409(10) . ? C12A C13A 1.370(10) . ? C13A C14A 1.382(11) . ? C13A C18A 1.527(11) . ? C14A C15A 1.366(10) . ? C15A O4A 1.377(8) . ? C15A C16A 1.399(10) . ? C16A O3A 1.349(8) . ? C21A O2A 1.416(9) . ? C31A N1A 1.494(10) . ? C32A N2A 1.463(10) . ? C41A O4A 1.422(8) . ? O1M C1M 1.364(10) . ? O2B Cl1B 1.379(7) . ? O3B Cl1B 1.419(7) . ? O4B Cl1B 1.405(7) . ? O5B Cl1B 1.365(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3A Cu1 O3A 180.000(1) 3_675 . ? O3A Cu1 O1A 76.3(2) 3_675 3_675 ? O3A Cu1 O1A 103.7(2) . 3_675 ? O3A Cu1 O1A 103.7(2) 3_675 . ? O3A Cu1 O1A 76.3(2) . . ? O1A Cu1 O1A 180.0(2) 3_675 . ? O3A Cu1 Cu2 41.69(15) 3_675 3_675 ? O3A Cu1 Cu2 138.31(15) . 3_675 ? O1A Cu1 Cu2 41.62(14) 3_675 3_675 ? O1A Cu1 Cu2 138.38(14) . 3_675 ? O3A Cu1 Cu2 138.31(15) 3_675 . ? O3A Cu1 Cu2 41.69(15) . . ? O1A Cu1 Cu2 138.38(14) 3_675 . ? O1A Cu1 Cu2 41.62(14) . . ? Cu2 Cu1 Cu2 180.00(4) 3_675 . ? O1A Cu2 O3A 77.1(2) . . ? O1A Cu2 N1A 95.4(3) . . ? O3A Cu2 N1A 158.0(3) . . ? O1A Cu2 N2A 164.5(3) . . ? O3A Cu2 N2A 95.1(2) . . ? N1A Cu2 N2A 86.9(3) . . ? O1A Cu2 O1M 94.7(3) . . ? O3A Cu2 O1M 99.6(3) . . ? N1A Cu2 O1M 101.6(3) . . ? N2A Cu2 O1M 99.9(3) . . ? O1A Cu2 Cu1 42.34(15) . . ? O3A Cu2 Cu1 41.80(15) . . ? N1A Cu2 Cu1 120.8(2) . . ? N2A Cu2 Cu1 124.1(2) . . ? O1M Cu2 Cu1 117.5(2) . . ? O1A C1A C6A 121.7(7) . . ? O1A C1A C2A 120.2(8) . . ? C6A C1A C2A 118.1(8) . . ? O2A C2A C3A 124.4(8) . . ? O2A C2A C1A 115.7(8) . . ? C3A C2A C1A 119.8(8) . . ? C4A C3A C2A 122.5(9) . . ? C3A C4A C5A 118.2(8) . . ? C3A C4A C17A 123.2(9) . . ? C5A C4A C17A 118.6(9) . . ? C4A C5A C6A 121.4(8) . . ? C5A C6A C1A 119.8(8) . . ? C5A C6A C7A 121.7(8) . . ? C1A C6A C7A 118.4(7) . . ? N1A C7A C6A 114.2(7) . . ? C9A C8A N1A 113.3(9) . . ? C8A C9A N2A 114.2(9) . . ? C11A C10A N2A 112.3(7) . . ? C12A C11A C16A 119.5(8) . . ? C12A C11A C10A 122.0(8) . . ? C16A C11A C10A 118.5(8) . . ? C13A C12A C11A 121.5(8) . . ? C12A C13A C14A 119.0(8) . . ? C12A C13A C18A 120.5(9) . . ? C14A C13A C18A 120.5(8) . . ? C15A C14A C13A 121.0(8) . . ? C14A C15A O4A 123.6(8) . . ? C14A C15A C16A 120.9(8) . . ? O4A C15A C16A 115.6(8) . . ? O3A C16A C15A 120.6(8) . . ? O3A C16A C11A 121.2(7) . . ? C15A C16A C11A 118.0(8) . . ? C7A N1A C31A 109.0(7) . . ? C7A N1A C8A 107.6(7) . . ? C31A N1A C8A 112.1(8) . . ? C7A N1A Cu2 109.9(5) . . ? C31A N1A Cu2 116.0(6) . . ? C8A N1A Cu2 101.8(6) . . ? C32A N2A C9A 108.3(8) . . ? C32A N2A C10A 109.8(7) . . ? C9A N2A C10A 111.1(7) . . ? C32A N2A Cu2 114.8(5) . . ? C9A N2A Cu2 106.6(6) . . ? C10A N2A Cu2 106.3(5) . . ? C1A O1A Cu2 122.9(5) . . ? C1A O1A Cu1 133.5(5) . . ? Cu2 O1A Cu1 96.0(2) . . ? C1M O1M Cu2 122.6(7) . . ? C2A O2A C21A 117.7(7) . . ? C16A O3A Cu2 124.2(5) . . ? C16A O3A Cu1 132.0(5) . . ? Cu2 O3A Cu1 96.5(2) . . ? C15A O4A C41A 117.6(6) . . ? O5B Cl1B O2B 109.8(6) . . ? O5B Cl1B O4B 111.2(6) . . ? O2B Cl1B O4B 110.9(5) . . ? O5B Cl1B O3B 108.7(6) . . ? O2B Cl1B O3B 108.5(6) . . ? O4B Cl1B O3B 107.6(5) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 23.35 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.666 _refine_diff_density_min -0.346 _refine_diff_density_rms 0.086 data_compound3 _database_code_depnum_ccdc_archive 'CCDC 829062' #TrackingRef 'Colacio.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H64 Br6 Cu3 N4 O10' _chemical_formula_weight 1479.07 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' Br Br -0.2901 2.4595 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.609(5) _cell_length_b 16.506(5) _cell_length_c 16.759(5) _cell_angle_alpha 90.00 _cell_angle_beta 114.714(19) _cell_angle_gamma 90.00 _cell_volume 2665.9(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1189 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 15.43 _exptl_crystal_description prismatic _exptl_crystal_colour brown _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.843 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1466 _exptl_absorpt_coefficient_mu 5.738 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.676 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details Empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22392 _diffrn_reflns_av_R_equivalents 0.1215 _diffrn_reflns_av_sigmaI/netI 0.0880 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 23.30 _reflns_number_total 3848 _reflns_number_gt 2049 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1187P)^2^+1.7929P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3848 _refine_ls_number_parameters 310 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1417 _refine_ls_R_factor_gt 0.0738 _refine_ls_wR_factor_ref 0.2354 _refine_ls_wR_factor_gt 0.1927 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.0000 0.0000 0.5000 0.0446(6) Uani 1 2 d S . . Cu2 Cu -0.01594(14) 0.00359(9) 0.32049(9) 0.0467(5) Uani 1 1 d . . . Br1 Br 0.14276(15) -0.11147(10) 0.28384(10) 0.0788(6) Uani 1 1 d . . . Br2 Br 0.2052(2) -0.06683(14) 0.17941(13) 0.1195(8) Uani 1 1 d . . . Br3 Br 0.2665(2) -0.01520(16) 0.07820(13) 0.1309(9) Uani 1 1 d . . . O1A O -0.0697(7) -0.0690(4) 0.3936(5) 0.0442(19) Uani 1 1 d . . . O1W O -0.1745(9) 0.1138(5) 0.4288(6) 0.074(3) Uani 1 1 d . . . H11W H -0.0989 0.1434 0.4608 0.111 Uiso 1 1 d R . . H12W H -0.2148 0.0718 0.4409 0.111 Uiso 1 1 d R . . O2A O -0.0434(9) -0.2169(5) 0.4656(6) 0.062(2) Uani 1 1 d . . . O3A O 0.1165(7) 0.0315(4) 0.4384(5) 0.0421(19) Uani 1 1 d . . . O4A O 0.3710(8) -0.0031(5) 0.5665(5) 0.057(2) Uani 1 1 d . . . N1A N -0.1986(10) -0.0080(6) 0.2118(6) 0.053(3) Uani 1 1 d . . . N2A N 0.0031(11) 0.1125(7) 0.2703(7) 0.064(3) Uani 1 1 d . . . C1A C -0.1783(12) -0.1217(7) 0.3625(7) 0.045(3) Uani 1 1 d . . . C2A C -0.1672(13) -0.1992(7) 0.3978(8) 0.048(3) Uani 1 1 d . . . C3A C -0.2797(15) -0.2531(8) 0.3670(9) 0.064(4) Uani 1 1 d . . . H3A H -0.2712 -0.3041 0.3925 0.077 Uiso 1 1 calc R . . C4A C -0.4012(17) -0.2310(9) 0.2999(10) 0.074(4) Uani 1 1 d . . . C5A C -0.4118(13) -0.1567(9) 0.2580(8) 0.065(4) Uani 1 1 d . . . H5A H -0.4927 -0.1439 0.2091 0.078 Uiso 1 1 calc R . . C6A C -0.2989(13) -0.0997(8) 0.2896(8) 0.055(3) Uani 1 1 d . . . C7A C -0.3092(12) -0.0198(8) 0.2462(9) 0.058(3) Uani 1 1 d . . . H1 H -0.3006 0.0230 0.2879 0.070 Uiso 1 1 calc R . . H2 H -0.4000 -0.0150 0.1976 0.070 Uiso 1 1 calc R . . C8A C -0.2166(18) 0.0693(10) 0.1646(11) 0.097(5) Uani 1 1 d . . . H3 H -0.1913 0.0613 0.1158 0.116 Uiso 1 1 calc R . . H4 H -0.3142 0.0836 0.1401 0.116 Uiso 1 1 calc R . . C9A C -0.1410(17) 0.1339(10) 0.2140(11) 0.107(7) Uani 1 1 d . . . H5 H -0.1853 0.1537 0.2505 0.129 Uiso 1 1 calc R . . H6 H -0.1419 0.1774 0.1749 0.129 Uiso 1 1 calc R . . C10A C 0.0586(13) 0.1733(7) 0.3402(8) 0.059(3) Uani 1 1 d . . . H10A H -0.0016 0.1767 0.3705 0.070 Uiso 1 1 calc R . . H10B H 0.0582 0.2258 0.3140 0.070 Uiso 1 1 calc R . . C11A C 0.2030(13) 0.1546(8) 0.4055(7) 0.054(3) Uani 1 1 d . . . C12A C 0.3134(15) 0.2061(7) 0.4218(9) 0.064(4) Uani 1 1 d . . . H12A H 0.2990 0.2526 0.3877 0.077 Uiso 1 1 calc R . . C13A C 0.4458(15) 0.1913(9) 0.4873(9) 0.068(4) Uani 1 1 d . . . C14A C 0.4591(14) 0.1228(9) 0.5376(9) 0.068(4) Uani 1 1 d . . . H14A H 0.5438 0.1132 0.5848 0.082 Uiso 1 1 calc R . . C15A C 0.3551(13) 0.0691(8) 0.5215(8) 0.052(3) Uani 1 1 d . . . C16A C 0.2222(12) 0.0845(8) 0.4564(7) 0.050(3) Uani 1 1 d . . . C17A C -0.5299(16) -0.2840(10) 0.2651(11) 0.102(6) Uani 1 1 d . . . H17A H -0.5669 -0.2862 0.2022 0.153 Uiso 1 1 calc R . . H17B H -0.5982 -0.2616 0.2824 0.153 Uiso 1 1 calc R . . H17C H -0.5060 -0.3377 0.2887 0.153 Uiso 1 1 calc R . . C18A C 0.5696(16) 0.2496(10) 0.5054(12) 0.110(6) Uani 1 1 d . . . H18A H 0.5920 0.2502 0.4555 0.166 Uiso 1 1 calc R . . H18B H 0.6487 0.2313 0.5562 0.166 Uiso 1 1 calc R . . H18C H 0.5448 0.3032 0.5158 0.166 Uiso 1 1 calc R . . C21A C -0.0242(17) -0.2952(8) 0.5054(9) 0.092(5) Uani 1 1 d . . . H21A H -0.0181 -0.3351 0.4656 0.137 Uiso 1 1 calc R . . H21B H -0.1015 -0.3075 0.5190 0.137 Uiso 1 1 calc R . . H21C H 0.0598 -0.2955 0.5584 0.137 Uiso 1 1 calc R . . C31A C -0.2091(15) -0.0744(8) 0.1505(9) 0.076(4) Uani 1 1 d . . . H31A H -0.1433 -0.0658 0.1257 0.113 Uiso 1 1 calc R . . H31B H -0.3012 -0.0757 0.1043 0.113 Uiso 1 1 calc R . . H31C H -0.1897 -0.1251 0.1815 0.113 Uiso 1 1 calc R . . C32A C 0.084(2) 0.1108(11) 0.2169(10) 0.118(7) Uani 1 1 d . . . H32A H 0.1697 0.0828 0.2484 0.177 Uiso 1 1 calc R . . H32B H 0.1025 0.1653 0.2049 0.177 Uiso 1 1 calc R . . H32C H 0.0315 0.0833 0.1625 0.177 Uiso 1 1 calc R . . C41A C 0.5027(13) -0.0216(9) 0.6342(9) 0.070(4) Uani 1 1 d . . . H41A H 0.5328 0.0224 0.6754 0.105 Uiso 1 1 calc R . . H41B H 0.5684 -0.0296 0.6093 0.105 Uiso 1 1 calc R . . H41C H 0.4961 -0.0701 0.6639 0.105 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0437(12) 0.0517(13) 0.0398(11) 0.0004(10) 0.0188(9) -0.0025(10) Cu2 0.0475(9) 0.0528(10) 0.0394(8) 0.0045(7) 0.0178(7) -0.0004(7) Br1 0.0716(10) 0.0857(12) 0.0817(11) -0.0023(9) 0.0348(8) 0.0118(8) Br2 0.1081(16) 0.148(2) 0.0995(15) -0.0113(13) 0.0408(12) 0.0020(13) Br3 0.1312(19) 0.183(2) 0.0809(13) 0.0131(13) 0.0472(13) 0.0122(15) O1A 0.037(4) 0.050(5) 0.046(5) 0.003(4) 0.018(4) 0.001(4) O1W 0.060(6) 0.077(7) 0.071(6) 0.011(5) 0.015(5) -0.006(5) O2A 0.076(6) 0.046(6) 0.067(6) 0.011(5) 0.033(5) 0.009(5) O3A 0.038(5) 0.042(4) 0.047(5) 0.007(4) 0.019(4) -0.001(4) O4A 0.040(5) 0.066(6) 0.055(5) 0.013(5) 0.011(4) 0.003(4) N1A 0.050(6) 0.064(7) 0.041(6) 0.009(5) 0.016(5) -0.003(5) N2A 0.053(7) 0.066(8) 0.059(7) 0.014(6) 0.011(6) -0.003(6) C1A 0.044(7) 0.048(8) 0.045(7) -0.007(6) 0.020(6) -0.005(6) C2A 0.063(9) 0.038(8) 0.046(8) 0.001(6) 0.025(7) -0.001(7) C3A 0.076(10) 0.059(9) 0.058(9) -0.001(7) 0.028(8) -0.004(8) C4A 0.098(13) 0.052(10) 0.077(11) -0.010(8) 0.043(10) -0.024(9) C5A 0.049(8) 0.100(12) 0.046(8) -0.029(8) 0.019(6) -0.020(8) C6A 0.053(8) 0.065(9) 0.051(8) -0.009(7) 0.026(7) -0.006(7) C7A 0.045(8) 0.060(9) 0.060(8) -0.003(7) 0.013(7) 0.004(6) C8A 0.094(13) 0.084(12) 0.085(12) 0.035(11) 0.011(10) 0.026(10) C9A 0.096(13) 0.068(12) 0.095(13) 0.002(10) -0.021(11) -0.005(10) C10A 0.072(9) 0.031(7) 0.072(9) 0.017(7) 0.029(8) 0.010(7) C11A 0.055(8) 0.061(9) 0.038(7) 0.011(7) 0.013(6) 0.008(7) C12A 0.083(11) 0.041(8) 0.069(9) -0.011(7) 0.035(9) -0.019(8) C13A 0.066(10) 0.077(11) 0.064(9) -0.015(8) 0.030(8) -0.020(8) C14A 0.057(9) 0.080(11) 0.049(8) -0.012(8) 0.004(7) -0.018(8) C15A 0.047(8) 0.049(8) 0.061(8) -0.014(7) 0.024(7) -0.006(7) C16A 0.047(8) 0.066(9) 0.042(7) -0.004(7) 0.022(6) -0.005(7) C17A 0.097(13) 0.096(13) 0.108(14) -0.024(10) 0.039(11) -0.043(11) C18A 0.073(11) 0.100(14) 0.143(16) 0.003(11) 0.030(11) -0.040(10) C21A 0.144(15) 0.045(9) 0.069(10) -0.007(8) 0.029(10) 0.020(9) C31A 0.083(11) 0.073(10) 0.062(9) -0.020(8) 0.022(8) -0.008(8) C32A 0.18(2) 0.112(15) 0.065(11) -0.005(10) 0.059(13) -0.064(14) C41A 0.049(8) 0.094(11) 0.062(9) 0.012(8) 0.018(7) 0.017(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1A 1.980(7) . ? Cu1 O1A 1.980(7) 3_556 ? Cu1 O3A 1.983(7) 3_556 ? Cu1 O3A 1.983(7) . ? Cu1 Cu2 2.9423(16) . ? Cu1 Cu2 2.9423(16) 3_556 ? Cu2 O3A 1.942(7) . ? Cu2 O1A 1.960(7) . ? Cu2 N2A 2.030(11) . ? Cu2 N1A 2.039(10) . ? Cu2 Br1 2.772(2) . ? Br1 Br2 2.239(3) . ? Br2 Br3 2.224(3) . ? O1A C1A 1.362(13) . ? O1W H11W 0.8999 . ? O1W H12W 0.8826 . ? O2A C2A 1.361(14) . ? O2A C21A 1.429(15) . ? O3A C16A 1.353(13) . ? O4A C15A 1.383(14) . ? O4A C41A 1.416(14) . ? N1A C8A 1.472(16) . ? N1A C31A 1.475(15) . ? N1A C7A 1.520(15) . ? N2A C9A 1.465(17) . ? N2A C10A 1.467(16) . ? N2A C32A 1.474(18) . ? C1A C2A 1.394(16) . ? C1A C6A 1.397(16) . ? C2A C3A 1.403(17) . ? C3A C4A 1.359(18) . ? C3A H3A 0.9300 . ? C4A C5A 1.394(19) . ? C4A C17A 1.518(19) . ? C5A C6A 1.439(17) . ? C5A H5A 0.9300 . ? C6A C7A 1.489(16) . ? C7A H1 0.9700 . ? C7A H2 0.9700 . ? C8A C9A 1.38(2) . ? C8A H3 0.9700 . ? C8A H4 0.9700 . ? C9A H5 0.9700 . ? C9A H6 0.9700 . ? C10A C11A 1.496(16) . ? C10A H10A 0.9700 . ? C10A H10B 0.9700 . ? C11A C12A 1.379(16) . ? C11A C16A 1.400(16) . ? C12A C13A 1.396(18) . ? C12A H12A 0.9300 . ? C13A C14A 1.381(18) . ? C13A C18A 1.553(18) . ? C14A C15A 1.352(17) . ? C14A H14A 0.9300 . ? C15A C16A 1.399(16) . ? C17A H17A 0.9600 . ? C17A H17B 0.9600 . ? C17A H17C 0.9600 . ? C18A H18A 0.9600 . ? C18A H18B 0.9600 . ? C18A H18C 0.9600 . ? C21A H21A 0.9600 . ? C21A H21B 0.9600 . ? C21A H21C 0.9600 . ? C31A H31A 0.9600 . ? C31A H31B 0.9600 . ? C31A H31C 0.9600 . ? C32A H32A 0.9600 . ? C32A H32B 0.9600 . ? C32A H32C 0.9600 . ? C41A H41A 0.9600 . ? C41A H41B 0.9600 . ? C41A H41C 0.9600 . ? 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 O1A Cu1 O1A 180.000(1) . 3_556 ? O1A Cu1 O3A 103.8(3) . 3_556 ? O1A Cu1 O3A 76.2(3) 3_556 3_556 ? O1A Cu1 O3A 76.2(3) . . ? O1A Cu1 O3A 103.8(3) 3_556 . ? O3A Cu1 O3A 180.000(1) 3_556 . ? O1A Cu1 Cu2 41.4(2) . . ? O1A Cu1 Cu2 138.6(2) 3_556 . ? O3A Cu1 Cu2 139.1(2) 3_556 . ? O3A Cu1 Cu2 40.9(2) . . ? O1A Cu1 Cu2 138.6(2) . 3_556 ? O1A Cu1 Cu2 41.4(2) 3_556 3_556 ? O3A Cu1 Cu2 40.9(2) 3_556 3_556 ? O3A Cu1 Cu2 139.1(2) . 3_556 ? Cu2 Cu1 Cu2 180.0 . 3_556 ? O3A Cu2 O1A 77.6(3) . . ? O3A Cu2 N2A 93.3(4) . . ? O1A Cu2 N2A 154.9(4) . . ? O3A Cu2 N1A 160.8(4) . . ? O1A Cu2 N1A 94.9(3) . . ? N2A Cu2 N1A 86.3(4) . . ? O3A Cu2 Br1 98.0(2) . . ? O1A Cu2 Br1 94.7(2) . . ? N2A Cu2 Br1 109.9(3) . . ? N1A Cu2 Br1 100.1(3) . . ? O3A Cu2 Cu1 42.0(2) . . ? O1A Cu2 Cu1 42.0(2) . . ? N2A Cu2 Cu1 118.0(3) . . ? N1A Cu2 Cu1 122.6(3) . . ? Br1 Cu2 Cu1 115.61(6) . . ? Br2 Br1 Cu2 110.69(9) . . ? Br3 Br2 Br1 176.68(14) . . ? C1A O1A Cu2 124.9(7) . . ? C1A O1A Cu1 130.5(6) . . ? Cu2 O1A Cu1 96.6(3) . . ? H11W O1W H12W 133.3 . . ? C2A O2A C21A 118.9(10) . . ? C16A O3A Cu2 124.0(7) . . ? C16A O3A Cu1 133.8(7) . . ? Cu2 O3A Cu1 97.1(3) . . ? C15A O4A C41A 118.5(9) . . ? C8A N1A C31A 108.3(11) . . ? C8A N1A C7A 111.5(11) . . ? C31A N1A C7A 108.9(10) . . ? C8A N1A Cu2 105.1(9) . . ? C31A N1A Cu2 117.3(8) . . ? C7A N1A Cu2 105.6(7) . . ? C9A N2A C10A 108.1(11) . . ? C9A N2A C32A 109.2(12) . . ? C10A N2A C32A 110.9(11) . . ? C9A N2A Cu2 102.8(9) . . ? C10A N2A Cu2 110.5(7) . . ? C32A N2A Cu2 114.8(10) . . ? O1A C1A C2A 121.1(11) . . ? O1A C1A C6A 119.2(11) . . ? C2A C1A C6A 119.6(11) . . ? O2A C2A C1A 115.6(11) . . ? O2A C2A C3A 123.2(11) . . ? C1A C2A C3A 121.2(12) . . ? C4A C3A C2A 120.0(13) . . ? C4A C3A H3A 120.0 . . ? C2A C3A H3A 120.0 . . ? C3A C4A C5A 120.2(13) . . ? C3A C4A C17A 123.5(14) . . ? C5A C4A C17A 116.3(14) . . ? C4A C5A C6A 120.7(13) . . ? C4A C5A H5A 119.7 . . ? C6A C5A H5A 119.7 . . ? C1A C6A C5A 118.0(12) . . ? C1A C6A C7A 120.7(11) . . ? C5A C6A C7A 121.3(12) . . ? C6A C7A N1A 112.8(10) . . ? C6A C7A H1 109.0 . . ? N1A C7A H1 109.0 . . ? C6A C7A H2 109.0 . . ? N1A C7A H2 109.0 . . ? H1 C7A H2 107.8 . . ? C9A C8A N1A 115.7(13) . . ? C9A C8A H3 108.4 . . ? N1A C8A H3 108.4 . . ? C9A C8A H4 108.4 . . ? N1A C8A H4 108.4 . . ? H3 C8A H4 107.4 . . ? C8A C9A N2A 112.8(14) . . ? C8A C9A H5 109.0 . . ? N2A C9A H5 109.0 . . ? C8A C9A H6 109.0 . . ? N2A C9A H6 109.0 . . ? H5 C9A H6 107.8 . . ? N2A C10A C11A 112.9(10) . . ? N2A C10A H10A 109.0 . . ? C11A C10A H10A 109.0 . . ? N2A C10A H10B 109.0 . . ? C11A C10A H10B 109.0 . . ? H10A C10A H10B 107.8 . . ? C12A C11A C16A 119.6(12) . . ? C12A C11A C10A 122.9(12) . . ? C16A C11A C10A 117.4(11) . . ? C11A C12A C13A 122.7(13) . . ? C11A C12A H12A 118.7 . . ? C13A C12A H12A 118.7 . . ? C14A C13A C12A 115.8(12) . . ? C14A C13A C18A 121.7(14) . . ? C12A C13A C18A 122.4(14) . . ? C15A C14A C13A 123.2(13) . . ? C15A C14A H14A 118.4 . . ? C13A C14A H14A 118.4 . . ? C14A C15A O4A 123.6(12) . . ? C14A C15A C16A 120.6(13) . . ? O4A C15A C16A 115.8(10) . . ? O3A C16A C15A 121.8(11) . . ? O3A C16A C11A 120.2(11) . . ? C15A C16A C11A 117.9(11) . . ? C4A C17A H17A 109.5 . . ? C4A C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C4A C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C13A C18A H18A 109.5 . . ? C13A C18A H18B 109.5 . . ? H18A C18A H18B 109.5 . . ? C13A C18A H18C 109.5 . . ? H18A C18A H18C 109.5 . . ? H18B C18A H18C 109.5 . . ? O2A C21A H21A 109.5 . . ? O2A C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? O2A C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? N1A C31A H31A 109.5 . . ? N1A C31A H31B 109.5 . . ? H31A C31A H31B 109.5 . . ? N1A C31A H31C 109.5 . . ? H31A C31A H31C 109.5 . . ? H31B C31A H31C 109.5 . . ? N2A C32A H32A 109.5 . . ? N2A C32A H32B 109.5 . . ? H32A C32A H32B 109.5 . . ? N2A C32A H32C 109.5 . . ? H32A C32A H32C 109.5 . . ? H32B C32A H32C 109.5 . . ? O4A C41A H41A 109.5 . . ? O4A C41A H41B 109.5 . . ? H41A C41A H41B 109.5 . . ? O4A C41A H41C 109.5 . . ? H41A C41A H41C 109.5 . . ? H41B C41A H41C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 23.30 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.012 _refine_diff_density_min -0.979 _refine_diff_density_rms 0.143 data_compound4 _database_code_depnum_ccdc_archive 'CCDC 829063' #TrackingRef 'Colacio.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H72 Cu3 N6 O20' _chemical_formula_weight 1195.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.264(5) _cell_length_b 22.967(5) _cell_length_c 14.420(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 92.331(5) _cell_angle_gamma 90.000(5) _cell_volume 2735(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2460 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 20.48 _exptl_crystal_description prismatic _exptl_crystal_colour brown _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.452 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1250 _exptl_absorpt_coefficient_mu 1.233 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.481 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details Empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22457 _diffrn_reflns_av_R_equivalents 0.1284 _diffrn_reflns_av_sigmaI/netI 0.0938 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4810 _reflns_number_gt 2832 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0790P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4810 _refine_ls_number_parameters 361 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1161 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1640 _refine_ls_wR_factor_gt 0.1365 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.030 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.0000 0.0000 0.5000 0.0446(3) Uani 1 2 d S . . Cu2 Cu 0.12883(8) -0.02337(3) 0.31441(4) 0.0470(2) Uani 1 1 d . . . C1A C 0.0692(6) 0.0991(2) 0.3689(4) 0.0457(14) Uani 1 1 d . . . C2A C 0.1338(7) 0.1470(3) 0.4172(4) 0.0505(15) Uani 1 1 d . . . C3A C 0.0998(7) 0.2038(3) 0.3879(4) 0.0584(16) Uani 1 1 d . . . H3A H 0.1418 0.2351 0.4220 0.070 Uiso 1 1 calc R . . C4A C 0.0034(7) 0.2141(3) 0.3078(4) 0.0579(16) Uani 1 1 d . . . C5A C -0.0543(7) 0.1665(3) 0.2564(4) 0.0584(16) Uani 1 1 d . . . H5A H -0.1145 0.1727 0.2014 0.070 Uiso 1 1 calc R . . C6A C -0.0231(7) 0.1094(2) 0.2862(4) 0.0487(14) Uani 1 1 d . . . C7A C -0.0826(7) 0.0589(3) 0.2288(4) 0.0535(15) Uani 1 1 d . . . H7A1 H -0.1430 0.0735 0.1746 0.064 Uiso 1 1 calc R . . H7A2 H -0.1560 0.0359 0.2647 0.064 Uiso 1 1 calc R . . C8A C -0.0137(8) -0.0240(3) 0.1301(4) 0.0665(18) Uani 1 1 d . . . H8A1 H 0.0716 -0.0368 0.0905 0.080 Uiso 1 1 calc R . . H8A2 H -0.0994 -0.0069 0.0910 0.080 Uiso 1 1 calc R . . C9A C -0.0791(7) -0.0756(3) 0.1816(4) 0.0603(17) Uani 1 1 d . . . H9A1 H -0.1733 -0.0640 0.2151 0.072 Uiso 1 1 calc R . . H9A2 H -0.1114 -0.1060 0.1380 0.072 Uiso 1 1 calc R . . C10A C -0.0253(7) -0.1378(3) 0.3154(4) 0.0564(16) Uani 1 1 d . . . H10A H -0.0680 -0.1716 0.2823 0.068 Uiso 1 1 calc R . . H10B H -0.1152 -0.1181 0.3431 0.068 Uiso 1 1 calc R . . C11A C 0.0937(7) -0.1579(2) 0.3919(4) 0.0489(14) Uani 1 1 d . . . C12A C 0.1329(8) -0.2171(3) 0.4022(4) 0.0600(16) Uani 1 1 d . . . H12A H 0.0884 -0.2441 0.3604 0.072 Uiso 1 1 calc R . . C13A C 0.2361(8) -0.2358(3) 0.4731(5) 0.0652(18) Uani 1 1 d . . . C14A C 0.3020(7) -0.1944(3) 0.5343(4) 0.0580(16) Uani 1 1 d . . . H14A H 0.3710 -0.2067 0.5830 0.070 Uiso 1 1 calc R . . C15A C 0.2680(7) -0.1355(2) 0.5248(4) 0.0491(14) Uani 1 1 d . . . C16A C 0.1601(6) -0.1170(2) 0.4525(4) 0.0443(13) Uani 1 1 d . . . C17A C -0.0397(9) 0.2757(3) 0.2767(5) 0.084(2) Uani 1 1 d . . . H17A H 0.0139 0.2845 0.2205 0.127 Uiso 1 1 calc R . . H17B H -0.0053 0.3028 0.3242 0.127 Uiso 1 1 calc R . . H17C H -0.1547 0.2787 0.2657 0.127 Uiso 1 1 calc R . . C18A C 0.2827(9) -0.3000(3) 0.4833(5) 0.090(2) Uani 1 1 d . . . H18A H 0.2089 -0.3234 0.4461 0.135 Uiso 1 1 calc R . . H18B H 0.2776 -0.3114 0.5472 0.135 Uiso 1 1 calc R . . H18C H 0.3908 -0.3056 0.4631 0.135 Uiso 1 1 calc R . . C21A C 0.3091(8) 0.1815(3) 0.5439(4) 0.0715(19) Uani 1 1 d . . . H21A H 0.3673 0.2051 0.5017 0.107 Uiso 1 1 calc R . . H21B H 0.3830 0.1661 0.5909 0.107 Uiso 1 1 calc R . . H21C H 0.2285 0.2047 0.5726 0.107 Uiso 1 1 calc R . . C31A C 0.1750(8) 0.0566(3) 0.1507(4) 0.0689(18) Uani 1 1 d . . . H31A H 0.1252 0.0752 0.0973 0.103 Uiso 1 1 calc R . . H31B H 0.2617 0.0321 0.1318 0.103 Uiso 1 1 calc R . . H31C H 0.2171 0.0857 0.1930 0.103 Uiso 1 1 calc R . . C32A C 0.1770(8) -0.1297(3) 0.1997(4) 0.0686(18) Uani 1 1 d . . . H32A H 0.1294 -0.1622 0.1668 0.103 Uiso 1 1 calc R . . H32B H 0.2570 -0.1436 0.2446 0.103 Uiso 1 1 calc R . . H32C H 0.2274 -0.1042 0.1567 0.103 Uiso 1 1 calc R . . C41A C 0.4377(8) -0.1095(3) 0.6578(4) 0.0675(18) Uani 1 1 d . . . H41A H 0.3818 -0.1355 0.6978 0.101 Uiso 1 1 calc R . . H41B H 0.4719 -0.0756 0.6922 0.101 Uiso 1 1 calc R . . H41C H 0.5307 -0.1289 0.6346 0.101 Uiso 1 1 calc R . . N1A N 0.0517(6) 0.0205(2) 0.1978(3) 0.0520(12) Uani 1 1 d . . . N1B N 0.6346(14) 0.1199(6) 0.0392(7) 0.152(5) Uani 1 1 d D . . N2A N 0.0496(6) -0.09757(19) 0.2477(3) 0.0508(12) Uani 1 1 d . . . O1A O 0.0985(4) 0.04369(16) 0.3991(2) 0.0481(9) Uani 1 1 d . . . O2A O 0.2318(5) 0.13433(16) 0.4942(3) 0.0554(10) Uani 1 1 d . . . O2B O 0.6944(18) 0.1622(5) 0.0209(8) 0.259(7) Uani 1 1 d D . . O2W O 0.3898(6) -0.0310(2) 0.2985(3) 0.0724(13) Uani 1 1 d D . . O3A O 0.1289(4) -0.05887(15) 0.4396(2) 0.0478(9) Uani 1 1 d . . . O3C O 0.5675(13) 0.1202(6) 0.1061(7) 0.261(7) Uani 1 1 d D . . O3W O 0.5482(7) -0.0229(3) 0.1328(4) 0.0980(18) Uani 1 1 d D . . O4A O 0.3313(5) -0.09259(17) 0.5816(3) 0.0598(11) Uani 1 1 d . . . O4B O 0.6789(11) 0.0746(4) 0.0117(6) 0.164(3) Uani 1 1 d D . . O1W O 0.3264(9) 0.0294(3) 0.5809(4) 0.1023(18) Uani 1 1 d D . . H21W H 0.467(6) -0.032(3) 0.344(3) 0.07(2) Uiso 1 1 d D . . H11W H 0.411(5) 0.0222(19) 0.535(3) 0.021(13) Uiso 1 1 d . . . H22W H 0.436(8) -0.034(3) 0.242(3) 0.09(3) Uiso 1 1 d D . . H31W H 0.528(18) -0.053(4) 0.092(8) 0.26(9) Uiso 1 1 d D . . H32W H 0.441(14) -0.008(5) 0.114(8) 0.19(5) Uiso 1 1 d . . . H12W H 0.26(2) -0.002(6) 0.572(16) 0.45(14) Uiso 1 1 d 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 0.0580(6) 0.0389(6) 0.0372(5) 0.0002(4) 0.0064(4) 0.0047(5) Cu2 0.0590(5) 0.0459(4) 0.0363(4) -0.0006(3) 0.0051(3) 0.0028(3) C1A 0.051(3) 0.046(4) 0.042(3) 0.000(3) 0.013(3) -0.001(3) C2A 0.053(4) 0.054(4) 0.045(3) 0.002(3) 0.010(3) -0.001(3) C3A 0.070(4) 0.045(4) 0.060(4) 0.001(3) 0.007(3) -0.011(3) C4A 0.064(4) 0.047(4) 0.063(4) 0.016(3) 0.006(3) 0.001(3) C5A 0.054(4) 0.063(4) 0.057(4) 0.017(3) 0.001(3) 0.004(3) C6A 0.050(4) 0.050(4) 0.046(3) 0.008(3) 0.005(3) -0.002(3) C7A 0.059(4) 0.059(4) 0.042(3) 0.002(3) 0.000(3) 0.006(3) C8A 0.090(5) 0.074(4) 0.035(3) 0.002(3) -0.003(3) 0.016(4) C9A 0.070(4) 0.062(4) 0.047(4) -0.012(3) -0.010(3) 0.000(3) C10A 0.063(4) 0.054(4) 0.053(4) -0.010(3) 0.002(3) -0.002(3) C11A 0.055(4) 0.045(4) 0.047(3) 0.000(3) 0.010(3) 0.006(3) C12A 0.072(4) 0.043(4) 0.065(4) -0.005(3) 0.011(3) 0.001(3) C13A 0.075(5) 0.043(4) 0.078(5) 0.000(4) 0.014(4) 0.006(3) C14A 0.056(4) 0.063(4) 0.056(4) 0.007(3) 0.006(3) 0.008(3) C15A 0.052(4) 0.045(4) 0.051(4) 0.002(3) 0.013(3) 0.000(3) C16A 0.052(3) 0.035(3) 0.046(3) 0.000(3) 0.012(3) 0.005(3) C17A 0.105(6) 0.053(4) 0.094(5) 0.023(4) -0.006(5) -0.003(4) C18A 0.110(6) 0.044(4) 0.115(6) 0.007(4) 0.005(5) 0.018(4) C21A 0.073(5) 0.076(5) 0.065(4) -0.021(4) -0.003(3) -0.009(4) C31A 0.074(4) 0.080(5) 0.054(4) 0.013(4) 0.014(3) 0.004(4) C32A 0.084(5) 0.062(4) 0.061(4) -0.004(3) 0.017(4) 0.012(4) C41A 0.067(4) 0.068(5) 0.066(4) -0.001(4) -0.014(3) -0.006(3) N1A 0.059(3) 0.055(3) 0.042(3) -0.001(2) 0.005(2) 0.001(2) N1B 0.215(11) 0.153(10) 0.092(7) 0.048(7) 0.067(7) 0.085(9) N2A 0.060(3) 0.052(3) 0.041(3) -0.004(2) 0.006(2) 0.001(2) O1A 0.060(2) 0.039(2) 0.045(2) 0.0055(17) 0.0008(18) 0.0045(18) O2A 0.063(3) 0.053(2) 0.050(2) -0.004(2) -0.006(2) 0.000(2) O2B 0.406(17) 0.162(9) 0.215(11) 0.078(8) 0.097(11) -0.003(10) O2W 0.057(3) 0.100(4) 0.059(3) 0.000(3) -0.004(3) 0.000(3) O3A 0.065(3) 0.038(2) 0.040(2) -0.0020(17) 0.0069(18) 0.0055(18) O3C 0.187(9) 0.45(2) 0.144(8) 0.037(11) 0.001(7) 0.131(11) O3W 0.080(4) 0.131(5) 0.085(4) 0.019(4) 0.019(3) 0.010(4) O4A 0.068(3) 0.053(3) 0.057(2) 0.003(2) -0.006(2) 0.001(2) O4B 0.200(8) 0.156(8) 0.138(7) -0.014(6) 0.017(6) 0.025(6) O1W 0.134(5) 0.083(4) 0.087(4) -0.004(3) -0.033(4) 0.013(4) _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 O3A 1.948(3) 3_556 ? Cu1 O3A 1.948(3) . ? Cu1 O1A 1.970(3) 3_556 ? Cu1 O1A 1.970(4) . ? Cu1 Cu2 2.9691(11) 3_556 ? Cu1 Cu2 2.9691(11) . ? Cu2 O3A 1.981(3) . ? Cu2 O1A 1.988(4) . ? Cu2 N1A 2.040(5) . ? Cu2 N2A 2.051(4) . ? Cu2 O2W 2.185(5) . ? C1A O1A 1.364(6) . ? C1A C2A 1.397(8) . ? C1A C6A 1.409(7) . ? C2A O2A 1.378(6) . ? C2A C3A 1.396(8) . ? C3A C4A 1.396(8) . ? C4A C5A 1.395(8) . ? C4A C17A 1.523(8) . ? C5A C6A 1.400(8) . ? C6A C7A 1.495(7) . ? C7A N1A 1.501(7) . ? C8A N1A 1.500(7) . ? C8A C9A 1.509(8) . ? C9A N2A 1.488(7) . ? C10A N2A 1.495(7) . ? C10A C11A 1.520(7) . ? C11A C16A 1.381(7) . ? C11A C12A 1.404(8) . ? C12A C13A 1.372(8) . ? C13A C14A 1.392(8) . ? C13A C18A 1.531(8) . ? C14A C15A 1.386(8) . ? C15A O4A 1.372(6) . ? C15A C16A 1.410(7) . ? C16A O3A 1.372(6) . ? C21A O2A 1.435(6) . ? C31A N1A 1.498(7) . ? C32A N2A 1.481(7) . ? C41A O4A 1.433(7) . ? N1B O2B 1.125(13) . ? N1B O3C 1.132(11) . ? N1B O4B 1.177(11) . ? 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 O3A Cu1 O3A 180.000(1) 3_556 . ? O3A Cu1 O1A 76.93(15) 3_556 3_556 ? O3A Cu1 O1A 103.07(15) . 3_556 ? O3A Cu1 O1A 103.07(15) 3_556 . ? O3A Cu1 O1A 76.93(15) . . ? O1A Cu1 O1A 180.000(1) 3_556 . ? O3A Cu1 Cu2 41.35(10) 3_556 3_556 ? O3A Cu1 Cu2 138.65(10) . 3_556 ? O1A Cu1 Cu2 41.62(10) 3_556 3_556 ? O1A Cu1 Cu2 138.38(10) . 3_556 ? O3A Cu1 Cu2 138.65(10) 3_556 . ? O3A Cu1 Cu2 41.35(10) . . ? O1A Cu1 Cu2 138.38(10) 3_556 . ? O1A Cu1 Cu2 41.62(10) . . ? Cu2 Cu1 Cu2 180.0 3_556 . ? O3A Cu2 O1A 75.78(14) . . ? O3A Cu2 N1A 160.57(17) . . ? O1A Cu2 N1A 94.64(17) . . ? O3A Cu2 N2A 94.22(16) . . ? O1A Cu2 N2A 152.35(17) . . ? N1A Cu2 N2A 86.60(18) . . ? O3A Cu2 O2W 95.68(16) . . ? O1A Cu2 O2W 106.06(17) . . ? N1A Cu2 O2W 103.27(19) . . ? N2A Cu2 O2W 100.48(19) . . ? O3A Cu2 Cu1 40.51(10) . . ? O1A Cu2 Cu1 41.18(10) . . ? N1A Cu2 Cu1 122.85(13) . . ? N2A Cu2 Cu1 116.95(13) . . ? O2W Cu2 Cu1 120.06(13) . . ? O1A C1A C2A 121.1(5) . . ? O1A C1A C6A 120.6(5) . . ? C2A C1A C6A 118.3(5) . . ? O2A C2A C3A 123.1(5) . . ? O2A C2A C1A 115.8(5) . . ? C3A C2A C1A 121.1(6) . . ? C4A C3A C2A 120.7(6) . . ? C5A C4A C3A 118.6(5) . . ? C5A C4A C17A 120.1(6) . . ? C3A C4A C17A 121.3(6) . . ? C4A C5A C6A 121.1(6) . . ? C5A C6A C1A 120.1(5) . . ? C5A C6A C7A 120.3(5) . . ? C1A C6A C7A 119.6(5) . . ? C6A C7A N1A 113.0(5) . . ? N1A C8A C9A 110.0(4) . . ? N2A C9A C8A 108.7(5) . . ? N2A C10A C11A 112.9(5) . . ? C16A C11A C12A 120.5(5) . . ? C16A C11A C10A 118.7(5) . . ? C12A C11A C10A 120.8(5) . . ? C13A C12A C11A 121.0(6) . . ? C12A C13A C14A 118.3(6) . . ? C12A C13A C18A 121.2(6) . . ? C14A C13A C18A 120.4(6) . . ? C15A C14A C13A 122.1(6) . . ? O4A C15A C14A 124.9(5) . . ? O4A C15A C16A 116.1(5) . . ? C14A C15A C16A 119.1(6) . . ? O3A C16A C11A 120.6(5) . . ? O3A C16A C15A 120.2(5) . . ? C11A C16A C15A 119.1(5) . . ? C31A N1A C8A 108.5(4) . . ? C31A N1A C7A 109.5(5) . . ? C8A N1A C7A 110.1(4) . . ? C31A N1A Cu2 116.8(4) . . ? C8A N1A Cu2 107.0(3) . . ? C7A N1A Cu2 104.7(3) . . ? O2B N1B O3C 115.5(16) . . ? O2B N1B O4B 122.5(13) . . ? O3C N1B O4B 117.5(14) . . ? C32A N2A C9A 111.9(5) . . ? C32A N2A C10A 108.5(4) . . ? C9A N2A C10A 108.9(4) . . ? C32A N2A Cu2 114.4(4) . . ? C9A N2A Cu2 103.0(3) . . ? C10A N2A Cu2 109.9(3) . . ? C1A O1A Cu1 129.6(3) . . ? C1A O1A Cu2 123.5(3) . . ? Cu1 O1A Cu2 97.20(16) . . ? C2A O2A C21A 118.5(5) . . ? C16A O3A Cu1 136.0(3) . . ? C16A O3A Cu2 121.1(3) . . ? Cu1 O3A Cu2 98.15(15) . . ? C15A O4A C41A 118.0(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.859 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.082 data_compound5 _database_code_depnum_ccdc_archive 'CCDC 829064' #TrackingRef '829064.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H106 Cl2 Cu3 N6 O35' _chemical_formula_weight 1660.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.2216(5) _cell_length_b 23.6482(6) _cell_length_c 14.7377(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.256(2) _cell_angle_gamma 90.00 _cell_volume 7028.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10468 _cell_measurement_theta_min 2.02 _cell_measurement_theta_max 28.99 _exptl_crystal_description prismatic _exptl_crystal_colour brown _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3492 _exptl_absorpt_coefficient_mu 1.072 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.753 _exptl_absorpt_correction_T_max 0.943 _exptl_absorpt_process_details Empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21205 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 25.99 _reflns_number_total 6898 _reflns_number_gt 5319 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0927P)^2^+0.8732P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6898 _refine_ls_number_parameters 347 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1489 _refine_ls_wR_factor_gt 0.1441 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.102 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu2 Cu 0.266442(18) 0.159636(16) 0.14107(2) 0.01549(13) Uani 1 1 d . . . Cu1 Cu 0.2500 0.2500 0.0000 0.01512(15) Uani 1 2 d S . . C1A C 0.38171(15) 0.23031(15) 0.1009(2) 0.0194(7) Uani 1 1 d . . . C2A C 0.41183(16) 0.28239(15) 0.1235(2) 0.0230(7) Uani 1 1 d . . . C2B C 0.24027(18) 0.23997(14) 0.2924(2) 0.0254(8) Uani 1 1 d . . . H2B H 0.2336 0.2617 0.2399 0.030 Uiso 1 1 calc R . . C3A C 0.47969(17) 0.28841(17) 0.1237(2) 0.0304(8) Uani 1 1 d . . . H3A H 0.4991 0.3235 0.1362 0.037 Uiso 1 1 calc R . . C3B C 0.23885(17) 0.26709(16) 0.3745(2) 0.0252(8) Uani 1 1 d . . . H3B H 0.2313 0.3058 0.3766 0.030 Uiso 1 1 calc R . . C4A C 0.51944(17) 0.24197(18) 0.1052(3) 0.0359(10) Uani 1 1 d . . . C4B C 0.24889(14) 0.23592(14) 0.4551(2) 0.0168(7) Uani 1 1 d . . . C5A C 0.48976(17) 0.19031(17) 0.0888(2) 0.0318(9) Uani 1 1 d . . . H5A H 0.5163 0.1590 0.0792 0.038 Uiso 1 1 calc R . . C5B C 0.25660(17) 0.17908(15) 0.4455(2) 0.0254(8) Uani 1 1 d . . . H5B H 0.2611 0.1562 0.4970 0.030 Uiso 1 1 calc R . . C6A C 0.42073(16) 0.18328(16) 0.0860(2) 0.0241(8) Uani 1 1 d . . . C6B C 0.25789(18) 0.15466(15) 0.3591(2) 0.0241(7) Uani 1 1 d . . . H6B H 0.2642 0.1158 0.3552 0.029 Uiso 1 1 calc R . . C7A C 0.38892(16) 0.12699(15) 0.0712(2) 0.0257(8) Uani 1 1 d . . . H7A1 H 0.4229 0.0989 0.0628 0.031 Uiso 1 1 calc R . . H7A2 H 0.3597 0.1281 0.0160 0.031 Uiso 1 1 calc R . . C8A C 0.32409(17) 0.05054(15) 0.1357(2) 0.0284(8) Uani 1 1 d . . . H8A1 H 0.3567 0.0281 0.1067 0.034 Uiso 1 1 calc R . . H8A2 H 0.3175 0.0336 0.1943 0.034 Uiso 1 1 calc R . . C9A C 0.26023(17) 0.04983(14) 0.0782(2) 0.0249(7) Uani 1 1 d . . . H9A1 H 0.2425 0.0117 0.0753 0.030 Uiso 1 1 calc R . . H9A2 H 0.2677 0.0618 0.0169 0.030 Uiso 1 1 calc R . . C10A C 0.15438(15) 0.09971(14) 0.0492(2) 0.0203(7) Uani 1 1 d . . . H10A H 0.1714 0.1117 -0.0075 0.024 Uiso 1 1 calc R . . H10B H 0.1301 0.0647 0.0376 0.024 Uiso 1 1 calc R . . C11A C 0.10768(15) 0.14390(14) 0.0796(2) 0.0187(7) Uani 1 1 d . . . C12A C 0.04185(16) 0.13193(15) 0.0929(2) 0.0227(7) Uani 1 1 d . . . H12A H 0.0263 0.0952 0.0842 0.027 Uiso 1 1 calc R . . C13A C -0.00160(16) 0.17375(15) 0.1191(2) 0.0247(8) Uani 1 1 d . . . C14A C 0.02325(15) 0.22879(14) 0.1313(2) 0.0209(7) Uani 1 1 d . . . H14A H -0.0049 0.2575 0.1478 0.025 Uiso 1 1 calc R . . C15A C 0.08852(16) 0.24104(13) 0.1191(2) 0.0185(7) Uani 1 1 d . . . C16A C 0.13173(14) 0.19849(14) 0.0927(2) 0.0160(6) Uani 1 1 d . . . C17A C 0.59366(19) 0.2499(2) 0.1060(4) 0.0584(14) Uani 1 1 d . . . H17A H 0.6117 0.2562 0.1673 0.088 Uiso 1 1 calc R . . H17B H 0.6032 0.2819 0.0690 0.088 Uiso 1 1 calc R . . H17C H 0.6133 0.2166 0.0822 0.088 Uiso 1 1 calc R . . C18A C -0.07222(17) 0.16118(17) 0.1348(3) 0.0342(9) Uani 1 1 d . . . H18A H -0.0762 0.1546 0.1984 0.051 Uiso 1 1 calc R . . H18B H -0.0864 0.1281 0.1009 0.051 Uiso 1 1 calc R . . H18C H -0.0995 0.1927 0.1151 0.051 Uiso 1 1 calc R . . C21A C 0.39925(19) 0.37641(16) 0.1796(3) 0.0380(10) Uani 1 1 d . . . H21A H 0.4237 0.3686 0.2365 0.057 Uiso 1 1 calc R . . H21B H 0.3652 0.4036 0.1889 0.057 Uiso 1 1 calc R . . H21C H 0.4287 0.3913 0.1373 0.057 Uiso 1 1 calc R . . C31A C 0.39323(17) 0.11301(16) 0.2357(2) 0.0271(8) Uani 1 1 d . . . H31A H 0.3692 0.1002 0.2856 0.041 Uiso 1 1 calc R . . H31B H 0.4069 0.1515 0.2461 0.041 Uiso 1 1 calc R . . H31C H 0.4316 0.0896 0.2308 0.041 Uiso 1 1 calc R . . C32A C 0.18581(17) 0.06288(15) 0.1997(2) 0.0255(8) Uani 1 1 d . . . H32A H 0.1614 0.0293 0.1825 0.038 Uiso 1 1 calc R . . H32B H 0.1571 0.0892 0.2269 0.038 Uiso 1 1 calc R . . H32C H 0.2221 0.0534 0.2427 0.038 Uiso 1 1 calc R . . C41A C 0.07463(18) 0.33795(15) 0.1592(3) 0.0323(9) Uani 1 1 d . . . H41A H 0.0391 0.3440 0.1133 0.048 Uiso 1 1 calc R . . H41B H 0.0998 0.3721 0.1683 0.048 Uiso 1 1 calc R . . H41C H 0.0566 0.3273 0.2152 0.048 Uiso 1 1 calc R . . N1A N 0.34970(13) 0.10948(12) 0.14967(18) 0.0214(6) Uani 1 1 d . . . N1B N 0.25057(12) 0.18423(12) 0.28241(17) 0.0185(6) Uani 1 1 d . . . N2A N 0.21176(13) 0.08873(11) 0.11802(17) 0.0191(6) Uani 1 1 d . . . O1A O 0.31436(10) 0.22573(9) 0.09819(14) 0.0168(5) Uani 1 1 d . . . O1W O 0.26339(12) 0.15769(10) -0.09982(18) 0.0252(5) Uani 1 1 d D . . O2A O 0.36950(11) 0.32513(10) 0.14379(16) 0.0239(5) Uani 1 1 d . . . O3A O 0.19704(10) 0.20984(9) 0.08471(13) 0.0146(4) Uani 1 1 d . . . O4A O 0.11651(10) 0.29411(9) 0.13088(15) 0.0203(5) Uani 1 1 d . . . H12W H 0.2274(13) 0.1596(17) -0.138(2) 0.040(13) Uiso 1 1 d D . . H11W H 0.2947(16) 0.1807(15) -0.106(3) 0.048(13) Uiso 1 1 d 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 Cu2 0.0160(2) 0.0186(2) 0.0115(2) 0.00011(15) -0.00139(15) 0.00228(15) Cu1 0.0100(3) 0.0248(3) 0.0103(3) 0.0027(2) -0.0013(2) 0.0004(2) C1A 0.0113(15) 0.035(2) 0.0112(14) 0.0045(14) -0.0027(12) 0.0023(13) C2A 0.0185(17) 0.036(2) 0.0137(15) 0.0073(14) -0.0039(13) -0.0013(14) C2B 0.036(2) 0.0246(19) 0.0142(16) 0.0025(14) -0.0055(15) 0.0079(15) C3A 0.0193(18) 0.042(2) 0.0282(19) 0.0079(17) -0.0083(15) -0.0071(15) C3B 0.0318(19) 0.0268(19) 0.0164(16) -0.0021(14) -0.0017(14) 0.0097(15) C4A 0.0118(17) 0.060(3) 0.035(2) 0.018(2) -0.0010(15) 0.0030(17) C4B 0.0109(15) 0.0265(18) 0.0128(15) -0.0008(13) 0.0003(12) -0.0034(12) C5A 0.0174(17) 0.049(2) 0.0292(19) 0.0102(18) 0.0031(15) 0.0120(16) C5B 0.036(2) 0.0277(19) 0.0123(15) 0.0039(14) 0.0008(15) -0.0077(15) C6A 0.0180(17) 0.038(2) 0.0156(16) 0.0061(15) -0.0003(13) 0.0070(15) C6B 0.0320(19) 0.0227(18) 0.0177(17) -0.0011(14) 0.0021(14) -0.0046(14) C7A 0.0237(18) 0.036(2) 0.0177(16) 0.0026(15) 0.0024(14) 0.0152(15) C8A 0.034(2) 0.0252(19) 0.0259(18) 0.0003(15) 0.0016(16) 0.0129(15) C9A 0.033(2) 0.0217(18) 0.0204(17) -0.0050(14) 0.0022(15) 0.0021(14) C10A 0.0222(17) 0.0223(18) 0.0157(15) -0.0016(13) -0.0039(13) -0.0052(13) C11A 0.0199(16) 0.0240(18) 0.0118(15) 0.0016(13) -0.0020(13) -0.0009(13) C12A 0.0250(18) 0.0242(18) 0.0186(16) 0.0006(14) -0.0005(14) -0.0075(14) C13A 0.0197(17) 0.035(2) 0.0196(16) 0.0018(15) 0.0015(14) -0.0048(14) C14A 0.0151(16) 0.0284(18) 0.0196(16) 0.0007(14) 0.0041(13) 0.0031(13) C15A 0.0211(17) 0.0207(17) 0.0134(15) 0.0010(13) 0.0000(13) 0.0003(13) C16A 0.0113(15) 0.0262(18) 0.0103(14) 0.0008(13) -0.0004(12) -0.0024(12) C17A 0.016(2) 0.081(4) 0.077(4) 0.023(3) -0.001(2) 0.002(2) C18A 0.0218(19) 0.042(2) 0.039(2) 0.0011(18) 0.0032(16) -0.0071(16) C21A 0.032(2) 0.035(2) 0.044(2) -0.0066(19) -0.0160(18) -0.0093(17) C31A 0.0244(18) 0.034(2) 0.0220(17) 0.0059(15) -0.0061(14) 0.0045(15) C32A 0.037(2) 0.0216(18) 0.0174(16) 0.0017(14) -0.0035(15) -0.0007(15) C41A 0.028(2) 0.026(2) 0.044(2) -0.0062(17) 0.0134(17) 0.0027(15) N1A 0.0234(15) 0.0241(15) 0.0162(13) 0.0019(12) -0.0024(11) 0.0066(11) N1B 0.0176(14) 0.0252(15) 0.0126(13) 0.0004(11) 0.0002(11) -0.0004(11) N2A 0.0231(15) 0.0210(15) 0.0131(13) 0.0005(11) 0.0007(11) 0.0008(11) O1A 0.0114(10) 0.0254(12) 0.0133(11) 0.0025(9) -0.0017(8) 0.0019(9) O1W 0.0179(13) 0.0252(14) 0.0327(14) 0.0030(11) 0.0028(11) -0.0031(10) O2A 0.0185(12) 0.0273(13) 0.0248(12) -0.0015(10) -0.0064(10) -0.0071(9) O3A 0.0120(10) 0.0198(11) 0.0121(10) 0.0016(9) 0.0009(8) -0.0006(8) O4A 0.0159(11) 0.0214(12) 0.0241(12) -0.0031(10) 0.0051(9) 0.0002(9) _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 O1A 1.968(2) . ? Cu2 O3A 1.974(2) . ? Cu2 N2A 2.023(3) . ? Cu2 N1A 2.056(3) . ? Cu2 N1B 2.209(3) . ? Cu2 Cu1 2.9828(4) . ? Cu1 O3A 1.9508(19) 7 ? Cu1 O3A 1.9508(19) . ? Cu1 O1A 1.959(2) . ? Cu1 O1A 1.959(2) 7 ? Cu1 Cu2 2.9828(4) 7 ? C1A O1A 1.364(4) . ? C1A C6A 1.391(5) . ? C1A C2A 1.403(5) . ? C2A O2A 1.372(4) . ? C2A C3A 1.379(5) . ? C2B N1B 1.344(4) . ? C2B C3B 1.372(5) . ? C2B H2B 0.9300 . ? C3A C4A 1.400(6) . ? C3A H3A 0.9300 . ? C3B C4B 1.400(5) . ? C3B H3B 0.9300 . ? C4A C5A 1.375(6) . ? C4A C17A 1.512(5) . ? C4B C5B 1.362(5) . ? C4B C4B 1.479(6) 7_556 ? C5A C6A 1.403(5) . ? C5A H5A 0.9300 . ? C5B C6B 1.401(5) . ? C5B H5B 0.9300 . ? C6A C7A 1.487(5) . ? C6B N1B 1.328(4) . ? C6B H6B 0.9300 . ? C7A N1A 1.508(4) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C8A C9A 1.491(5) . ? C8A N1A 1.496(4) . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? C9A N2A 1.495(4) . ? C9A H9A1 0.9700 . ? C9A H9A2 0.9700 . ? C10A C11A 1.499(4) . ? C10A N2A 1.506(4) . ? C10A H10A 0.9700 . ? C10A H10B 0.9700 . ? C11A C16A 1.388(4) . ? C11A C12A 1.389(4) . ? C12A C13A 1.396(5) . ? C12A H12A 0.9300 . ? C13A C14A 1.402(5) . ? C13A C18A 1.493(5) . ? C14A C15A 1.376(4) . ? C14A H14A 0.9300 . ? C15A O4A 1.382(4) . ? C15A C16A 1.406(4) . ? C16A O3A 1.361(3) . ? C17A H17A 0.9600 . ? C17A H17B 0.9600 . ? C17A H17C 0.9600 . ? C18A H18A 0.9600 . ? C18A H18B 0.9600 . ? C18A H18C 0.9600 . ? C21A O2A 1.436(4) . ? C21A H21A 0.9600 . ? C21A H21B 0.9600 . ? C21A H21C 0.9600 . ? C31A N1A 1.491(4) . ? C31A H31A 0.9600 . ? C31A H31B 0.9600 . ? C31A H31C 0.9600 . ? C32A N2A 1.481(4) . ? C32A H32A 0.9600 . ? C32A H32B 0.9600 . ? C32A H32C 0.9600 . ? C41A O4A 1.421(4) . ? C41A H41A 0.9600 . ? C41A H41B 0.9600 . ? C41A H41C 0.9600 . ? O1W H12W 0.885(19) . ? O1W H11W 0.845(19) . ? 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 O1A Cu2 O3A 74.86(8) . . ? O1A Cu2 N2A 151.69(10) . . ? O3A Cu2 N2A 93.74(10) . . ? O1A Cu2 N1A 93.30(10) . . ? O3A Cu2 N1A 157.90(10) . . ? N2A Cu2 N1A 88.11(11) . . ? O1A Cu2 N1B 101.72(9) . . ? O3A Cu2 N1B 95.16(9) . . ? N2A Cu2 N1B 105.11(10) . . ? N1A Cu2 N1B 105.63(10) . . ? O1A Cu2 Cu1 40.46(6) . . ? O3A Cu2 Cu1 40.25(6) . . ? N2A Cu2 Cu1 116.45(7) . . ? N1A Cu2 Cu1 120.32(8) . . ? N1B Cu2 Cu1 116.88(7) . . ? O3A Cu1 O3A 180.00(14) 7 . ? O3A Cu1 O1A 104.43(8) 7 . ? O3A Cu1 O1A 75.57(8) . . ? O3A Cu1 O1A 75.57(8) 7 7 ? O3A Cu1 O1A 104.43(8) . 7 ? O1A Cu1 O1A 180.00(12) . 7 ? O3A Cu1 Cu2 139.17(6) 7 . ? O3A Cu1 Cu2 40.83(6) . . ? O1A Cu1 Cu2 40.68(6) . . ? O1A Cu1 Cu2 139.32(6) 7 . ? O3A Cu1 Cu2 40.83(6) 7 7 ? O3A Cu1 Cu2 139.17(6) . 7 ? O1A Cu1 Cu2 139.32(6) . 7 ? O1A Cu1 Cu2 40.68(6) 7 7 ? Cu2 Cu1 Cu2 180.000(10) . 7 ? O1A C1A C6A 120.6(3) . . ? O1A C1A C2A 119.5(3) . . ? C6A C1A C2A 119.9(3) . . ? O2A C2A C3A 124.1(3) . . ? O2A C2A C1A 115.6(3) . . ? C3A C2A C1A 120.4(3) . . ? N1B C2B C3B 124.7(3) . . ? N1B C2B H2B 117.7 . . ? C3B C2B H2B 117.7 . . ? C2A C3A C4A 120.3(4) . . ? C2A C3A H3A 119.9 . . ? C4A C3A H3A 119.9 . . ? C2B C3B C4B 119.4(3) . . ? C2B C3B H3B 120.3 . . ? C4B C3B H3B 120.3 . . ? C5A C4A C3A 118.8(3) . . ? C5A C4A C17A 122.1(4) . . ? C3A C4A C17A 119.0(4) . . ? C5B C4B C3B 116.3(3) . . ? C5B C4B C4B 122.8(4) . 7_556 ? C3B C4B C4B 121.0(4) . 7_556 ? C4A C5A C6A 122.1(3) . . ? C4A C5A H5A 119.0 . . ? C6A C5A H5A 119.0 . . ? C4B C5B C6B 120.7(3) . . ? C4B C5B H5B 119.6 . . ? C6B C5B H5B 119.6 . . ? C1A C6A C5A 118.4(3) . . ? C1A C6A C7A 119.6(3) . . ? C5A C6A C7A 121.9(3) . . ? N1B C6B C5B 123.3(3) . . ? N1B C6B H6B 118.4 . . ? C5B C6B H6B 118.4 . . ? C6A C7A N1A 112.3(3) . . ? C6A C7A H7A1 109.1 . . ? N1A C7A H7A1 109.1 . . ? C6A C7A H7A2 109.1 . . ? N1A C7A H7A2 109.1 . . ? H7A1 C7A H7A2 107.9 . . ? C9A C8A N1A 111.4(3) . . ? C9A C8A H8A1 109.3 . . ? N1A C8A H8A1 109.3 . . ? C9A C8A H8A2 109.3 . . ? N1A C8A H8A2 109.3 . . ? H8A1 C8A H8A2 108.0 . . ? C8A C9A N2A 109.6(3) . . ? C8A C9A H9A1 109.7 . . ? N2A C9A H9A1 109.7 . . ? C8A C9A H9A2 109.7 . . ? N2A C9A H9A2 109.7 . . ? H9A1 C9A H9A2 108.2 . . ? C11A C10A N2A 113.0(3) . . ? C11A C10A H10A 109.0 . . ? N2A C10A H10A 109.0 . . ? C11A C10A H10B 109.0 . . ? N2A C10A H10B 109.0 . . ? H10A C10A H10B 107.8 . . ? C16A C11A C12A 119.9(3) . . ? C16A C11A C10A 117.9(3) . . ? C12A C11A C10A 122.1(3) . . ? C11A C12A C13A 121.6(3) . . ? C11A C12A H12A 119.2 . . ? C13A C12A H12A 119.2 . . ? C12A C13A C14A 117.8(3) . . ? C12A C13A C18A 122.0(3) . . ? C14A C13A C18A 120.2(3) . . ? C15A C14A C13A 121.1(3) . . ? C15A C14A H14A 119.4 . . ? C13A C14A H14A 119.4 . . ? C14A C15A O4A 124.2(3) . . ? C14A C15A C16A 120.5(3) . . ? O4A C15A C16A 115.3(3) . . ? O3A C16A C11A 120.2(3) . . ? O3A C16A C15A 120.6(3) . . ? C11A C16A C15A 119.1(3) . . ? C4A C17A H17A 109.5 . . ? C4A C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C4A C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C13A C18A H18A 109.5 . . ? C13A C18A H18B 109.5 . . ? H18A C18A H18B 109.5 . . ? C13A C18A H18C 109.5 . . ? H18A C18A H18C 109.5 . . ? H18B C18A H18C 109.5 . . ? O2A C21A H21A 109.5 . . ? O2A C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? O2A C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? N1A C31A H31A 109.5 . . ? N1A C31A H31B 109.5 . . ? H31A C31A H31B 109.5 . . ? N1A C31A H31C 109.5 . . ? H31A C31A H31C 109.5 . . ? H31B C31A H31C 109.5 . . ? N2A C32A H32A 109.5 . . ? N2A C32A H32B 109.5 . . ? H32A C32A H32B 109.5 . . ? N2A C32A H32C 109.5 . . ? H32A C32A H32C 109.5 . . ? H32B C32A H32C 109.5 . . ? O4A C41A H41A 109.5 . . ? O4A C41A H41B 109.5 . . ? H41A C41A H41B 109.5 . . ? O4A C41A H41C 109.5 . . ? H41A C41A H41C 109.5 . . ? H41B C41A H41C 109.5 . . ? C31A N1A C8A 110.2(3) . . ? C31A N1A C7A 109.0(3) . . ? C8A N1A C7A 110.3(3) . . ? C31A N1A Cu2 116.7(2) . . ? C8A N1A Cu2 104.81(19) . . ? C7A N1A Cu2 105.62(19) . . ? C6B N1B C2B 115.6(3) . . ? C6B N1B Cu2 130.5(2) . . ? C2B N1B Cu2 113.3(2) . . ? C32A N2A C9A 110.3(3) . . ? C32A N2A C10A 108.5(2) . . ? C9A N2A C10A 109.7(2) . . ? C32A N2A Cu2 115.3(2) . . ? C9A N2A Cu2 102.10(19) . . ? C10A N2A Cu2 110.75(19) . . ? C1A O1A Cu1 127.27(18) . . ? C1A O1A Cu2 124.62(19) . . ? Cu1 O1A Cu2 98.86(9) . . ? H12W O1W H11W 119(4) . . ? C2A O2A C21A 116.8(3) . . ? C16A O3A Cu1 137.21(18) . . ? C16A O3A Cu2 120.58(18) . . ? Cu1 O3A Cu2 98.92(9) . . ? C15A O4A C41A 116.9(2) . . ? 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 O1A Cu2 Cu1 O3A 40.37(13) . . . 7 ? O3A Cu2 Cu1 O3A 180.0 . . . 7 ? N2A Cu2 Cu1 O3A -118.36(12) . . . 7 ? N1A Cu2 Cu1 O3A -13.98(13) . . . 7 ? N1B Cu2 Cu1 O3A 116.29(12) . . . 7 ? O1A Cu2 Cu1 O3A -139.63(13) . . . . ? N2A Cu2 Cu1 O3A 61.64(12) . . . . ? N1A Cu2 Cu1 O3A 166.02(13) . . . . ? N1B Cu2 Cu1 O3A -63.71(12) . . . . ? O3A Cu2 Cu1 O1A 139.63(13) . . . . ? N2A Cu2 Cu1 O1A -158.73(13) . . . . ? N1A Cu2 Cu1 O1A -54.35(13) . . . . ? N1B Cu2 Cu1 O1A 75.92(12) . . . . ? O1A Cu2 Cu1 O1A 180.0 . . . 7 ? O3A Cu2 Cu1 O1A -40.37(13) . . . 7 ? N2A Cu2 Cu1 O1A 21.27(13) . . . 7 ? N1A Cu2 Cu1 O1A 125.65(13) . . . 7 ? N1B Cu2 Cu1 O1A -104.08(12) . . . 7 ? O1A Cu2 Cu1 Cu2 -69(100) . . . 7 ? O3A Cu2 Cu1 Cu2 70(100) . . . 7 ? N2A Cu2 Cu1 Cu2 132(100) . . . 7 ? N1A Cu2 Cu1 Cu2 -124(100) . . . 7 ? N1B Cu2 Cu1 Cu2 7(100) . . . 7 ? O1A C1A C2A O2A 1.7(4) . . . . ? C6A C1A C2A O2A -175.1(3) . . . . ? O1A C1A C2A C3A -177.9(3) . . . . ? C6A C1A C2A C3A 5.3(5) . . . . ? O2A C2A C3A C4A 177.7(3) . . . . ? C1A C2A C3A C4A -2.7(5) . . . . ? N1B C2B C3B C4B 0.3(6) . . . . ? C2A C3A C4A C5A -1.4(5) . . . . ? C2A C3A C4A C17A -180.0(4) . . . . ? C2B C3B C4B C5B -2.9(5) . . . . ? C2B C3B C4B C4B 176.9(4) . . . 7_556 ? C3A C4A C5A C6A 2.9(6) . . . . ? C17A C4A C5A C6A -178.5(4) . . . . ? C3B C4B C5B C6B 3.4(5) . . . . ? C4B C4B C5B C6B -176.4(4) 7_556 . . . ? O1A C1A C6A C5A 179.5(3) . . . . ? C2A C1A C6A C5A -3.7(5) . . . . ? O1A C1A C6A C7A -2.9(4) . . . . ? C2A C1A C6A C7A 173.9(3) . . . . ? C4A C5A C6A C1A -0.4(5) . . . . ? C4A C5A C6A C7A -178.0(3) . . . . ? C4B C5B C6B N1B -1.4(5) . . . . ? C1A C6A C7A N1A -58.0(4) . . . . ? C5A C6A C7A N1A 119.6(3) . . . . ? N1A C8A C9A N2A -53.7(4) . . . . ? N2A C10A C11A C16A 63.7(4) . . . . ? N2A C10A C11A C12A -117.5(3) . . . . ? C16A C11A C12A C13A 0.3(5) . . . . ? C10A C11A C12A C13A -178.4(3) . . . . ? C11A C12A C13A C14A 0.3(5) . . . . ? C11A C12A C13A C18A -179.2(3) . . . . ? C12A C13A C14A C15A -0.9(5) . . . . ? C18A C13A C14A C15A 178.6(3) . . . . ? C13A C14A C15A O4A -179.2(3) . . . . ? C13A C14A C15A C16A 0.9(5) . . . . ? C12A C11A C16A O3A 176.3(3) . . . . ? C10A C11A C16A O3A -4.9(4) . . . . ? C12A C11A C16A C15A -0.4(4) . . . . ? C10A C11A C16A C15A 178.5(3) . . . . ? C14A C15A C16A O3A -176.9(3) . . . . ? O4A C15A C16A O3A 3.2(4) . . . . ? C14A C15A C16A C11A -0.3(4) . . . . ? O4A C15A C16A C11A 179.9(3) . . . . ? C9A C8A N1A C31A 154.6(3) . . . . ? C9A C8A N1A C7A -85.0(3) . . . . ? C9A C8A N1A Cu2 28.3(3) . . . . ? C6A C7A N1A C31A -53.5(3) . . . . ? C6A C7A N1A C8A -174.7(3) . . . . ? C6A C7A N1A Cu2 72.6(3) . . . . ? O1A Cu2 N1A C31A 85.4(2) . . . . ? O3A Cu2 N1A C31A 141.8(3) . . . . ? N2A Cu2 N1A C31A -122.9(2) . . . . ? N1B Cu2 N1A C31A -17.7(2) . . . . ? Cu1 Cu2 N1A C31A 117.3(2) . . . . ? O1A Cu2 N1A C8A -152.35(19) . . . . ? O3A Cu2 N1A C8A -96.0(3) . . . . ? N2A Cu2 N1A C8A -0.7(2) . . . . ? N1B Cu2 N1A C8A 104.5(2) . . . . ? Cu1 Cu2 N1A C8A -120.46(18) . . . . ? O1A Cu2 N1A C7A -35.8(2) . . . . ? O3A Cu2 N1A C7A 20.6(4) . . . . ? N2A Cu2 N1A C7A 115.9(2) . . . . ? N1B Cu2 N1A C7A -139.0(2) . . . . ? Cu1 Cu2 N1A C7A -4.0(2) . . . . ? C5B C6B N1B C2B -1.3(5) . . . . ? C5B C6B N1B Cu2 168.8(2) . . . . ? C3B C2B N1B C6B 1.9(5) . . . . ? C3B C2B N1B Cu2 -170.0(3) . . . . ? O1A Cu2 N1B C6B -135.7(3) . . . . ? O3A Cu2 N1B C6B 148.7(3) . . . . ? N2A Cu2 N1B C6B 53.4(3) . . . . ? N1A Cu2 N1B C6B -38.9(3) . . . . ? Cu1 Cu2 N1B C6B -175.7(3) . . . . ? O1A Cu2 N1B C2B 34.6(2) . . . . ? O3A Cu2 N1B C2B -41.0(2) . . . . ? N2A Cu2 N1B C2B -136.3(2) . . . . ? N1A Cu2 N1B C2B 131.4(2) . . . . ? Cu1 Cu2 N1B C2B -5.4(2) . . . . ? C8A C9A N2A C32A -74.9(3) . . . . ? C8A C9A N2A C10A 165.6(3) . . . . ? C8A C9A N2A Cu2 48.2(3) . . . . ? C11A C10A N2A C32A 66.5(3) . . . . ? C11A C10A N2A C9A -172.9(3) . . . . ? C11A C10A N2A Cu2 -61.0(3) . . . . ? O1A Cu2 N2A C32A -172.5(2) . . . . ? O3A Cu2 N2A C32A -108.0(2) . . . . ? N1A Cu2 N2A C32A 94.0(2) . . . . ? N1B Cu2 N2A C32A -11.6(2) . . . . ? Cu1 Cu2 N2A C32A -142.7(2) . . . . ? O1A Cu2 N2A C9A 67.9(3) . . . . ? O3A Cu2 N2A C9A 132.37(19) . . . . ? N1A Cu2 N2A C9A -25.57(19) . . . . ? N1B Cu2 N2A C9A -131.26(18) . . . . ? Cu1 Cu2 N2A C9A 97.64(18) . . . . ? O1A Cu2 N2A C10A -48.8(3) . . . . ? O3A Cu2 N2A C10A 15.7(2) . . . . ? N1A Cu2 N2A C10A -142.3(2) . . . . ? N1B Cu2 N2A C10A 112.04(19) . . . . ? Cu1 Cu2 N2A C10A -19.1(2) . . . . ? C6A C1A O1A Cu1 -103.8(3) . . . . ? C2A C1A O1A Cu1 79.4(3) . . . . ? C6A C1A O1A Cu2 35.8(4) . . . . ? C2A C1A O1A Cu2 -141.1(2) . . . . ? O3A Cu1 O1A C1A -6.8(3) 7 . . . ? O3A Cu1 O1A C1A 173.2(3) . . . . ? O1A Cu1 O1A C1A -50(76) 7 . . . ? Cu2 Cu1 O1A C1A 147.3(3) . . . . ? Cu2 Cu1 O1A C1A -32.7(3) 7 . . . ? O3A Cu1 O1A Cu2 -154.07(9) 7 . . . ? O3A Cu1 O1A Cu2 25.93(9) . . . . ? O1A Cu1 O1A Cu2 163(75) 7 . . . ? Cu2 Cu1 O1A Cu2 180.0 7 . . . ? O3A Cu2 O1A C1A -174.2(2) . . . . ? N2A Cu2 O1A C1A -105.3(3) . . . . ? N1A Cu2 O1A C1A -13.1(2) . . . . ? N1B Cu2 O1A C1A 93.6(2) . . . . ? Cu1 Cu2 O1A C1A -148.5(3) . . . . ? O3A Cu2 O1A Cu1 -25.69(8) . . . . ? N2A Cu2 O1A Cu1 43.2(2) . . . . ? N1A Cu2 O1A Cu1 135.36(10) . . . . ? N1B Cu2 O1A Cu1 -117.93(10) . . . . ? C3A C2A O2A C21A -9.0(5) . . . . ? C1A C2A O2A C21A 171.4(3) . . . . ? C11A C16A O3A Cu1 109.6(3) . . . . ? C15A C16A O3A Cu1 -73.7(4) . . . . ? C11A C16A O3A Cu2 -45.0(3) . . . . ? C15A C16A O3A Cu2 131.6(2) . . . . ? O3A Cu1 O3A C16A 72(100) 7 . . . ? O1A Cu1 O3A C16A 176.1(3) . . . . ? O1A Cu1 O3A C16A -3.9(3) 7 . . . ? Cu2 Cu1 O3A C16A -158.1(3) . . . . ? Cu2 Cu1 O3A C16A 21.9(3) 7 . . . ? O3A Cu1 O3A Cu2 -130(100) 7 . . . ? O1A Cu1 O3A Cu2 -25.85(9) . . . . ? O1A Cu1 O3A Cu2 154.15(9) 7 . . . ? Cu2 Cu1 O3A Cu2 180.0 7 . . . ? O1A Cu2 O3A C16A -171.3(2) . . . . ? N2A Cu2 O3A C16A 35.0(2) . . . . ? N1A Cu2 O3A C16A 129.2(3) . . . . ? N1B Cu2 O3A C16A -70.5(2) . . . . ? Cu1 Cu2 O3A C16A 162.9(2) . . . . ? O1A Cu2 O3A Cu1 25.81(9) . . . . ? N2A Cu2 O3A Cu1 -127.86(10) . . . . ? N1A Cu2 O3A Cu1 -33.7(3) . . . . ? N1B Cu2 O3A Cu1 126.59(10) . . . . ? C14A C15A O4A C41A 1.3(5) . . . . ? C16A C15A O4A C41A -178.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.699 _refine_diff_density_min -0.521 _refine_diff_density_rms 0.133 # 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 -0.005 0.000 -0.014 1415 156 ' ' 2 -0.016 0.500 0.000 1415 156 ' ' _platon_squeeze_details ; ;