# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Dr Dan Li' _publ_contact_author_email dli@stu.edu.cn _publ_author_name 'Dan Li' data_complex1 _database_code_depnum_ccdc_archive 'CCDC 806444' #TrackingRef '- Complexes.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H17 Br6 Cu5 N4, 2(Br0.50)' _chemical_formula_sum 'C21 H17 Br7 Cu5 N4' _chemical_formula_weight 1202.46 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' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' 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 10.3551(9) _cell_length_b 27.263(2) _cell_length_c 11.1239(10) _cell_angle_alpha 90.00 _cell_angle_beta 112.780(2) _cell_angle_gamma 90.00 _cell_volume 2895.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1814 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 22.35 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.758 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2244 _exptl_absorpt_coefficient_mu 13.294 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.023 _exptl_absorpt_correction_T_max 0.136 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '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 8883 _diffrn_reflns_av_R_equivalents 0.0443 _diffrn_reflns_av_sigmaI/netI 0.0598 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3264 _reflns_number_gt 2297 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0792P)^2^+0.3683P] 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 SHELXL _refine_ls_extinction_coef 0.008 _refine_ls_number_reflns 3264 _refine_ls_number_parameters 186 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0757 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_ref 0.1466 _refine_ls_wR_factor_gt 0.1214 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 Br1 Br 0.65613(7) 0.29174(3) 1.18334(8) 0.0468(2) Uani 1 1 d . . . Br2 Br 0.77809(7) 0.43722(3) 1.17952(7) 0.0412(2) Uani 1 1 d . . . Br3 Br 0.97064(8) 0.34164(3) 1.05210(7) 0.0471(2) Uani 1 1 d . . . Br4 Br 0.9697(3) 0.48881(8) 0.9594(2) 0.0755(7) Uani 0.50 1 d P A -1 Cu1 Cu 0.5000 0.34670(4) 1.2500 0.0396(3) Uani 1 2 d S . . Cu2 Cu 0.84930(12) 0.34909(4) 1.21987(13) 0.0653(3) Uani 1 1 d . . . Cu3 Cu 0.9999(8) 0.42953(18) 1.1157(8) 0.0661(14) Uani 0.64(3) 1 d P . 1 Cu3' Cu 0.9890(12) 0.4384(8) 1.1358(19) 0.093(4) Uani 0.36(3) 1 d P . 2 N1 N 0.3632(5) 0.35978(19) 1.0655(6) 0.0355(13) Uani 1 1 d . . . N2 N 0.5000 0.4175(2) 1.2500 0.0253(15) Uani 1 2 d S . . N3 N 0.5000 0.6743(3) 1.2500 0.0379(19) Uani 1 2 d S . . C1 C 0.2968(8) 0.3261(3) 0.9752(8) 0.052(2) Uani 1 1 d . . . H1 H 0.3108 0.2932 0.9977 0.063 Uiso 1 1 calc R . . C2 C 0.2086(9) 0.3384(3) 0.8505(8) 0.051(2) Uani 1 1 d . . . H2 H 0.1664 0.3141 0.7893 0.061 Uiso 1 1 calc R . . C3 C 0.1838(8) 0.3871(3) 0.8176(8) 0.0464(18) Uani 1 1 d . . . H3 H 0.1230 0.3964 0.7345 0.056 Uiso 1 1 calc R . . C4 C 0.2524(7) 0.4224(3) 0.9123(7) 0.0391(16) Uani 1 1 d . . . H4 H 0.2380 0.4556 0.8927 0.047 Uiso 1 1 calc R . . C5 C 0.3412(6) 0.4075(2) 1.0347(6) 0.0280(13) Uani 1 1 d . . . C6 C 0.4205(6) 0.4413(2) 1.1421(6) 0.0265(13) Uani 1 1 d . . . C7 C 0.4189(6) 0.4922(2) 1.1390(6) 0.0283(13) Uani 1 1 d . . . H7 H 0.3640 0.5087 1.0632 0.034 Uiso 1 1 calc R . . C8 C 0.5000 0.5185(3) 1.2500 0.0265(18) Uani 1 2 d S . . C9 C 0.5000 0.5728(3) 1.2500 0.0277(18) Uani 1 2 d S . . C10 C 0.3993(7) 0.5999(3) 1.1539(7) 0.0476(19) Uani 1 1 d . . . H10 H 0.3277 0.5838 1.0875 0.057 Uiso 1 1 calc R . . C11 C 0.4034(8) 0.6502(3) 1.1549(8) 0.051(2) Uani 1 1 d . . . H11 H 0.3367 0.6676 1.0873 0.061 Uiso 1 1 calc R . . C14 C 0.5000 0.7276(4) 1.2500 0.075(4) Uani 1 2 d S . . H14A H 0.5251 0.7393 1.3375 0.113 Uiso 0.50 1 calc PR . . H14B H 0.4083 0.7393 1.1963 0.113 Uiso 0.50 1 calc PR . . H14C H 0.5667 0.7393 1.2162 0.113 Uiso 0.50 1 calc PR . . 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 Br1 0.0365(4) 0.0342(4) 0.0679(6) -0.0050(3) 0.0181(4) 0.0020(3) Br2 0.0325(4) 0.0427(4) 0.0470(5) 0.0101(3) 0.0139(3) 0.0079(3) Br3 0.0417(4) 0.0522(5) 0.0389(4) -0.0037(3) 0.0063(3) 0.0025(3) Br4 0.0894(19) 0.0637(16) 0.0810(19) 0.0379(12) 0.0413(15) 0.0161(12) Cu1 0.0421(7) 0.0215(6) 0.0430(7) 0.000 0.0030(6) 0.000 Cu2 0.0561(7) 0.0478(6) 0.0766(8) 0.0072(6) 0.0089(6) -0.0042(5) Cu3 0.068(3) 0.048(3) 0.066(2) 0.0055(18) 0.0071(18) -0.0030(13) Cu3' 0.034(3) 0.154(9) 0.090(7) 0.068(6) 0.023(4) 0.005(5) N1 0.035(3) 0.022(3) 0.043(3) -0.009(2) 0.008(3) -0.008(2) N2 0.020(3) 0.022(3) 0.030(4) 0.000 0.006(3) 0.000 N3 0.030(4) 0.023(4) 0.056(6) 0.000 0.011(4) 0.000 C1 0.057(5) 0.028(4) 0.059(5) -0.012(4) 0.008(4) -0.011(4) C2 0.060(5) 0.048(5) 0.038(4) -0.021(4) 0.011(4) -0.015(4) C3 0.042(4) 0.048(5) 0.038(4) -0.004(4) 0.003(3) -0.004(4) C4 0.037(4) 0.034(4) 0.039(4) -0.005(3) 0.008(3) -0.001(3) C5 0.022(3) 0.024(3) 0.037(4) -0.003(3) 0.010(3) -0.003(2) C6 0.021(3) 0.026(3) 0.028(4) -0.008(3) 0.005(3) -0.002(2) C7 0.028(3) 0.024(3) 0.026(3) 0.003(2) 0.002(3) 0.003(3) C8 0.026(4) 0.023(4) 0.024(4) 0.000 0.004(3) 0.000 C9 0.036(5) 0.020(4) 0.020(4) 0.000 0.004(4) 0.000 C10 0.043(4) 0.030(4) 0.044(5) 0.003(3) -0.012(3) 0.005(3) C11 0.045(4) 0.034(4) 0.051(5) 0.006(4) -0.007(4) 0.005(3) C14 0.039(6) 0.030(6) 0.140(14) 0.000 0.015(8) 0.000 _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 Br1 Cu2 2.4457(13) . ? Br1 Cu1 2.5172(9) . ? Br2 Cu3' 2.414(15) . ? Br2 Cu3' 2.490(14) 2_757 ? Br2 Cu2 2.5023(13) . ? Br2 Cu3 2.542(7) 2_757 ? Br2 Cu3 2.662(8) . ? Br3 Cu3 2.483(5) . ? Br3 Cu2 2.5079(14) 2_757 ? Br3 Cu2 2.6305(15) . ? Br3 Cu3' 2.78(3) . ? Br4 Cu3 2.304(7) . ? Cu1 N2 1.929(7) . ? Cu1 N1 2.024(6) 2_657 ? Cu1 N1 2.024(6) . ? Cu1 Br1 2.5172(9) 2_657 ? Cu2 Br3 2.5079(14) 2_757 ? Cu2 Cu3 2.895(7) 2_757 ? Cu2 Cu2 2.928(2) 2_757 ? Cu2 Cu3' 3.037(17) 2_757 ? Cu3 Br2 2.542(7) 2_757 ? Cu3 Cu2 2.895(7) 2_757 ? Cu3 Cu3 2.988(16) 2_757 ? Cu3' Cu3' 2.46(4) 2_757 ? Cu3' Br2 2.490(14) 2_757 ? Cu3' Cu2 3.037(17) 2_757 ? N1 C1 1.337(9) . ? N1 C5 1.343(8) . ? N2 C6 1.332(7) 2_657 ? N2 C6 1.332(7) . ? N3 C11 1.315(8) . ? N3 C11 1.315(8) 2_657 ? N3 C14 1.454(13) . ? C1 C2 1.374(11) . ? C1 H1 0.9300 . ? C2 C3 1.376(11) . ? C2 H2 0.9300 . ? C3 C4 1.400(10) . ? C3 H3 0.9300 . ? C4 C5 1.376(9) . ? C4 H4 0.9300 . ? C5 C6 1.479(8) . ? C6 C7 1.388(8) . ? C7 C8 1.393(7) . ? C7 H7 0.9300 . ? C8 C7 1.393(7) 2_657 ? C8 C9 1.482(11) . ? C9 C10 1.383(8) 2_657 ? C9 C10 1.383(8) . ? C10 C11 1.372(10) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 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 Cu2 Br1 Cu1 98.50(4) . . ? Cu3' Br2 Cu3' 60.2(9) . 2_757 ? Cu3' Br2 Cu2 79.7(5) . . ? Cu3' Br2 Cu2 74.9(5) 2_757 . ? Cu3' Br2 Cu3 66.9(5) . 2_757 ? Cu3' Br2 Cu3 8.5(6) 2_757 2_757 ? Cu2 Br2 Cu3 70.04(12) . 2_757 ? Cu3' Br2 Cu3 6.4(6) . . ? Cu3' Br2 Cu3 64.0(4) 2_757 . ? Cu2 Br2 Cu3 75.37(12) . . ? Cu3 Br2 Cu3 70.0(3) 2_757 . ? Cu3 Br3 Cu2 70.90(18) . 2_757 ? Cu3 Br3 Cu2 76.3(2) . . ? Cu2 Br3 Cu2 69.42(5) 2_757 . ? Cu3 Br3 Cu3' 5.1(4) . . ? Cu2 Br3 Cu3' 69.9(3) 2_757 . ? Cu2 Br3 Cu3' 71.2(3) . . ? N2 Cu1 N1 79.85(15) . 2_657 ? N2 Cu1 N1 79.85(15) . . ? N1 Cu1 N1 159.7(3) 2_657 . ? N2 Cu1 Br1 126.52(3) . . ? N1 Cu1 Br1 97.27(15) 2_657 . ? N1 Cu1 Br1 94.78(15) . . ? N2 Cu1 Br1 126.52(3) . 2_657 ? N1 Cu1 Br1 94.78(15) 2_657 2_657 ? N1 Cu1 Br1 97.27(15) . 2_657 ? Br1 Cu1 Br1 106.95(5) . 2_657 ? Br1 Cu2 Br2 114.76(5) . . ? Br1 Cu2 Br3 110.87(5) . 2_757 ? Br2 Cu2 Br3 108.14(5) . 2_757 ? Br1 Cu2 Br3 114.67(5) . . ? Br2 Cu2 Br3 97.78(5) . . ? Br3 Cu2 Br3 109.82(5) 2_757 . ? Br1 Cu2 Cu3 142.71(18) . 2_757 ? Br2 Cu2 Cu3 55.63(12) . 2_757 ? Br3 Cu2 Cu3 54.15(12) 2_757 2_757 ? Br3 Cu2 Cu3 102.59(17) . 2_757 ? Br1 Cu2 Cu2 140.26(3) . 2_757 ? Br2 Cu2 Cu2 104.78(3) . 2_757 ? Br3 Cu2 Cu2 57.26(4) 2_757 2_757 ? Br3 Cu2 Cu2 53.32(4) . 2_757 ? Cu3 Cu2 Cu2 65.73(15) 2_757 2_757 ? Br1 Cu2 Cu3' 148.0(3) . 2_757 ? Br2 Cu2 Cu3' 52.4(4) . 2_757 ? Br3 Cu2 Cu3' 59.2(5) 2_757 2_757 ? Br3 Cu2 Cu3' 96.9(4) . 2_757 ? Cu3 Cu2 Cu3' 6.7(5) 2_757 2_757 ? Cu2 Cu2 Cu3' 63.78(19) 2_757 2_757 ? Br4 Cu3 Br3 119.7(3) . . ? Br4 Cu3 Br2 115.4(2) . 2_757 ? Br3 Cu3 Br2 107.6(3) . 2_757 ? Br4 Cu3 Br2 105.5(3) . . ? Br3 Cu3 Br2 97.4(2) . . ? Br2 Cu3 Br2 109.2(3) 2_757 . ? Br4 Cu3 Cu2 152.9(4) . 2_757 ? Br3 Cu3 Cu2 54.94(12) . 2_757 ? Br2 Cu3 Cu2 54.33(15) 2_757 2_757 ? Br2 Cu3 Cu2 101.6(2) . 2_757 ? Br4 Cu3 Cu3 134.6(2) . 2_757 ? Br3 Cu3 Cu3 103.74(19) . 2_757 ? Br2 Cu3 Cu3 56.9(2) 2_757 2_757 ? Br2 Cu3 Cu3 53.1(3) . 2_757 ? Cu2 Cu3 Cu3 64.95(18) 2_757 2_757 ? Br2 Cu3' Cu3' 61.4(6) . 2_757 ? Br2 Cu3' Br2 119.8(8) . 2_757 ? Cu3' Cu3' Br2 58.4(5) 2_757 2_757 ? Br2 Cu3' Br3 96.1(5) . . ? Cu3' Cu3' Br3 108.2(3) 2_757 . ? Br2 Cu3' Br3 100.5(7) 2_757 . ? Br2 Cu3' Cu2 103.9(4) . 2_757 ? Cu3' Cu3' Cu2 69.1(5) 2_757 2_757 ? Br2 Cu3' Cu2 52.7(3) 2_757 2_757 ? Br3 Cu3' Cu2 50.9(4) . 2_757 ? C1 N1 C5 119.1(6) . . ? C1 N1 Cu1 126.5(5) . . ? C5 N1 Cu1 114.3(4) . . ? C6 N2 C6 121.6(7) 2_657 . ? C6 N2 Cu1 119.2(4) 2_657 . ? C6 N2 Cu1 119.2(4) . . ? C11 N3 C11 120.2(9) . 2_657 ? C11 N3 C14 119.9(4) . . ? C11 N3 C14 119.9(4) 2_657 . ? N1 C1 C2 122.6(7) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 119.1(7) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C4 118.4(7) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C5 C4 C3 119.5(7) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? N1 C5 C4 121.3(6) . . ? N1 C5 C6 114.3(6) . . ? C4 C5 C6 124.4(6) . . ? N2 C6 C7 120.5(6) . . ? N2 C6 C5 112.4(5) . . ? C7 C6 C5 127.2(6) . . ? C6 C7 C8 119.7(6) . . ? C6 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C7 C8 C7 118.1(8) . 2_657 ? C7 C8 C9 121.0(4) . . ? C7 C8 C9 121.0(4) 2_657 . ? C10 C9 C10 115.4(8) 2_657 . ? C10 C9 C8 122.3(4) 2_657 . ? C10 C9 C8 122.3(4) . . ? C11 C10 C9 121.1(7) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? N3 C11 C10 121.1(7) . . ? N3 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? N3 C14 H14A 109.5 . . ? N3 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N3 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.584 _refine_diff_density_min -1.215 _refine_diff_density_rms 0.179 data__complex2 _database_code_depnum_ccdc_archive 'CCDC 806445' #TrackingRef '- Complexes.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H17 Br6 Cu4 N4' _chemical_formula_weight 1059.01 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' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 9.3227(8) _cell_length_b 8.3368(8) _cell_length_c 35.520(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.218(2) _cell_angle_gamma 90.00 _cell_volume 2760.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3306 _cell_measurement_theta_min 1.15 _cell_measurement_theta_max 25.0 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1988 _exptl_absorpt_coefficient_mu 11.746 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.058 _exptl_absorpt_correction_T_max 0.130 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '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 13831 _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_sigmaI/netI 0.0590 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.15 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4830 _reflns_number_gt 3507 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0740P)^2^+3.2766P] 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 4830 _refine_ls_number_parameters 313 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0729 _refine_ls_R_factor_gt 0.0504 _refine_ls_wR_factor_ref 0.1468 _refine_ls_wR_factor_gt 0.1283 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _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 0.11402(9) -0.11355(11) 0.03969(2) 0.0371(2) Uani 1 1 d . . . Br1 Br 0.14219(10) -0.31483(11) -0.00527(3) 0.0564(3) Uani 1 1 d . . . Br2 Br 0.30967(9) -0.22063(11) 0.09815(2) 0.0526(3) Uani 1 1 d . . . Br3 Br 0.54470(10) 0.21289(12) 0.10972(2) 0.0620(3) Uani 1 1 d . . . Br4 Br 0.27604(9) 0.07212(13) 0.19315(3) 0.0614(3) Uani 1 1 d . . . Br5 Br 0.71412(10) 0.04756(16) 0.21023(3) 0.0778(4) Uani 1 1 d . . . Br6 Br 0.53344(10) 0.50555(15) 0.19908(3) 0.0743(3) Uani 1 1 d . . . Cu3 Cu 0.54670(15) 0.22903(19) 0.17753(4) 0.0826(4) Uani 1 1 d . . . Cu2 Cu 0.38608(13) 0.00872(16) 0.13099(4) 0.0703(4) Uani 1 1 d . . . Cu4 Cu 0.47693(15) 0.03361(19) 0.23532(4) 0.0814(4) Uani 1 1 d . . . N2 N 0.0709(6) 0.0688(7) 0.07131(15) 0.0331(13) Uani 1 1 d . . . N1 N -0.0511(6) -0.2043(7) 0.06909(16) 0.0351(14) Uani 1 1 d . . . C1 C -0.0242(7) 0.0507(8) 0.09841(18) 0.0326(16) Uani 1 1 d . . . C2 C -0.1021(7) -0.1062(8) 0.09618(19) 0.0317(15) Uani 1 1 d . . . N4 N 0.0284(7) 0.6629(7) 0.20873(17) 0.0389(14) Uani 1 1 d . . . C3 C -0.0409(7) 0.1700(8) 0.1257(2) 0.0345(16) Uani 1 1 d . . . H3A H -0.1083 0.1596 0.1445 0.041 Uiso 1 1 calc R . . C4 C 0.2491(7) 0.1929(8) 0.03599(19) 0.0346(16) Uani 1 1 d . . . C5 C 0.0473(7) 0.3055(8) 0.12388(19) 0.0338(16) Uani 1 1 d . . . C6 C 0.1460(5) 0.3231(6) 0.09456(15) 0.0362(17) Uani 1 1 d . . . H6A H 0.2034 0.4139 0.0928 0.043 Uiso 1 1 calc R . . C7 C -0.2783(5) -0.2954(6) 0.11266(15) 0.047(2) Uani 1 1 d R . . H7A H -0.3591 -0.3268 0.1273 0.056 Uiso 1 1 d R . . C8 C 0.1526(8) 0.6272(9) 0.1933(2) 0.0443(19) Uani 1 1 d . . . H8A H 0.2355 0.6805 0.2013 0.053 Uiso 1 1 calc R . . N3 N 0.2405(6) 0.0531(7) 0.01639(16) 0.0373(14) Uani 1 1 d . . . C9 C 0.3397(8) 0.3156(9) 0.0258(2) 0.0445(19) Uani 1 1 d . . . H9A H 0.3443 0.4104 0.0396 0.053 Uiso 1 1 calc R . . C10 C -0.2241(8) -0.3971(10) 0.0860(2) 0.0462(19) Uani 1 1 d . . . H10A H -0.2632 -0.4989 0.0826 0.055 Uiso 1 1 calc R . . C11 C 0.3206(8) 0.0362(10) -0.0140(2) 0.0434(18) Uani 1 1 d . . . H11A H 0.3153 -0.0590 -0.0276 0.052 Uiso 1 1 calc R . . C12 C 0.4242(9) 0.2937(10) -0.0058(2) 0.052(2) Uani 1 1 d . . . H12A H 0.4886 0.3725 -0.0130 0.062 Uiso 1 1 calc R . . C13 C 0.0389(7) 0.4303(9) 0.15402(19) 0.0333(16) Uani 1 1 d . . . C14 C -0.0918(8) 0.5832(9) 0.1980(2) 0.0407(18) Uani 1 1 d . . . H14A H -0.1782 0.6086 0.2092 0.049 Uiso 1 1 calc R . . C15 C 0.1606(8) 0.5116(9) 0.1654(2) 0.0440(19) Uani 1 1 d . . . H15A H 0.2480 0.4890 0.1544 0.053 Uiso 1 1 calc R . . C16 C -0.0893(8) 0.4673(9) 0.1714(2) 0.0404(18) Uani 1 1 d . . . H16A H -0.1730 0.4125 0.1647 0.049 Uiso 1 1 calc R . . C17 C -0.2146(8) -0.1468(9) 0.1182(2) 0.0433(18) Uani 1 1 d . . . H17A H -0.2478 -0.0766 0.1364 0.052 Uiso 1 1 calc R . . C18 C -0.1125(8) -0.3481(9) 0.0644(2) 0.0433(18) Uani 1 1 d . . . H18A H -0.0785 -0.4166 0.0460 0.052 Uiso 1 1 calc R . . C19 C 0.1544(7) 0.1991(8) 0.0682(2) 0.0335(16) Uani 1 1 d . . . C20 C 0.4109(8) 0.1558(11) -0.0258(2) 0.050(2) Uani 1 1 d . . . H20A H 0.4630 0.1420 -0.0476 0.060 Uiso 1 1 calc R . . C21 C 0.0226(10) 0.7852(10) 0.2386(3) 0.061(2) Uani 1 1 d . . . H21A H 0.1165 0.8300 0.2428 0.092 Uiso 1 1 calc R . . H21B H -0.0096 0.7367 0.2614 0.092 Uiso 1 1 calc R . . H21C H -0.0428 0.8687 0.2310 0.092 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 0.0438(5) 0.0272(5) 0.0406(5) -0.0058(4) 0.0100(4) -0.0033(4) Br1 0.0675(6) 0.0445(5) 0.0577(5) -0.0238(4) 0.0136(4) -0.0086(4) Br2 0.0520(5) 0.0538(6) 0.0520(5) 0.0113(4) 0.0016(4) -0.0067(4) Br3 0.0689(6) 0.0701(7) 0.0471(5) 0.0080(4) 0.0009(4) -0.0146(5) Br4 0.0549(5) 0.0782(7) 0.0514(5) 0.0054(5) 0.0051(4) -0.0049(4) Br5 0.0542(6) 0.1324(11) 0.0471(5) 0.0043(6) 0.0074(4) 0.0128(6) Br6 0.0518(5) 0.1098(10) 0.0618(6) -0.0233(6) 0.0132(4) -0.0123(5) Cu3 0.0841(9) 0.1047(12) 0.0591(8) 0.0035(7) 0.0011(7) -0.0065(8) Cu2 0.0634(7) 0.0707(9) 0.0761(8) 0.0026(6) -0.0134(6) -0.0039(6) Cu4 0.0754(8) 0.0986(11) 0.0706(8) 0.0127(7) 0.0136(7) -0.0034(7) N2 0.039(3) 0.024(3) 0.036(3) -0.001(3) 0.006(3) 0.002(2) N1 0.042(3) 0.024(3) 0.040(3) -0.005(3) 0.003(3) -0.004(3) C1 0.038(4) 0.030(4) 0.030(4) 0.001(3) 0.002(3) 0.004(3) C2 0.032(4) 0.027(4) 0.035(4) 0.001(3) 0.000(3) -0.005(3) N4 0.053(4) 0.027(3) 0.037(3) -0.003(3) 0.006(3) 0.001(3) C3 0.036(4) 0.032(4) 0.036(4) -0.001(3) 0.006(3) -0.006(3) C4 0.044(4) 0.028(4) 0.032(4) 0.008(3) 0.006(3) 0.001(3) C5 0.038(4) 0.031(4) 0.032(4) -0.002(3) 0.003(3) 0.004(3) C6 0.044(4) 0.025(4) 0.040(4) -0.004(3) 0.004(3) -0.006(3) C7 0.043(4) 0.046(5) 0.050(5) 0.009(4) 0.001(4) -0.014(4) C8 0.046(4) 0.039(5) 0.048(5) -0.010(4) 0.003(4) -0.010(3) N3 0.048(4) 0.034(4) 0.031(3) 0.001(3) 0.007(3) 0.003(3) C9 0.061(5) 0.027(4) 0.046(5) 0.002(3) 0.012(4) -0.007(3) C10 0.050(5) 0.042(5) 0.047(5) -0.001(4) 0.001(4) -0.013(4) C11 0.050(4) 0.044(5) 0.037(4) 0.004(4) 0.009(3) 0.000(4) C12 0.060(5) 0.046(5) 0.050(5) 0.006(4) 0.022(4) -0.013(4) C13 0.037(4) 0.032(4) 0.031(4) 0.002(3) 0.007(3) 0.001(3) C14 0.046(4) 0.039(5) 0.037(4) -0.001(4) 0.012(3) 0.009(3) C15 0.045(4) 0.042(5) 0.046(5) -0.007(4) 0.010(3) -0.007(3) C16 0.041(4) 0.041(5) 0.040(4) -0.001(4) 0.002(3) 0.001(3) C17 0.045(4) 0.039(5) 0.046(4) 0.007(4) 0.006(3) 0.000(3) C18 0.050(4) 0.029(4) 0.051(5) -0.004(4) -0.003(4) -0.006(3) C19 0.038(4) 0.024(4) 0.039(4) 0.009(3) 0.008(3) 0.002(3) C20 0.049(5) 0.056(6) 0.044(5) 0.009(4) 0.015(4) 0.010(4) C21 0.078(6) 0.045(6) 0.061(6) -0.029(5) 0.013(5) -0.002(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 N2 1.937(6) . ? Cu1 N3 2.012(6) . ? Cu1 N1 2.025(6) . ? Cu1 Br1 2.3352(12) . ? Cu1 Br2 2.8765(12) . ? Br2 Cu2 2.3427(15) . ? Br3 Cu2 2.3880(16) . ? Br3 Cu3 2.4122(16) . ? Br4 Cu4 2.3948(17) . ? Br4 Cu2 2.5108(16) . ? Br4 Cu3 2.9061(17) . ? Br5 Cu4 2.4045(16) . ? Br5 Cu3 2.4488(18) . ? Br6 Cu4 2.3457(17) 2_655 ? Br6 Cu3 2.433(2) . ? Cu3 Cu4 2.7107(19) . ? Cu3 Cu2 2.8712(19) . ? Cu4 Br6 2.3457(17) 2_645 ? N2 C1 1.331(8) . ? N2 C19 1.342(9) . ? N1 C18 1.337(9) . ? N1 C2 1.357(9) . ? C1 C3 1.401(10) . ? C1 C2 1.497(10) . ? C2 C17 1.364(10) . ? N4 C8 1.326(9) . ? N4 C14 1.350(10) . ? N4 C21 1.473(9) . ? C3 C5 1.399(10) . ? C3 H3A 0.9300 . ? C4 N3 1.359(9) . ? C4 C9 1.379(10) . ? C4 C19 1.462(10) . ? C5 C6 1.412(8) . ? C5 C13 1.496(10) . ? C6 C19 1.397(9) . ? C6 H6A 0.9300 . ? C7 C10 1.376(9) . ? C7 C17 1.386(9) . ? C7 H7A 0.9601 . ? C8 C15 1.386(11) . ? C8 H8A 0.9300 . ? N3 C11 1.333(9) . ? C9 C12 1.398(11) . ? C9 H9A 0.9300 . ? C10 C18 1.368(10) . ? C10 H10A 0.9300 . ? C11 C20 1.376(11) . ? C11 H11A 0.9300 . ? C12 C20 1.356(12) . ? C12 H12A 0.9300 . ? C13 C15 1.375(10) . ? C13 C16 1.391(10) . ? C14 C16 1.354(11) . ? C14 H14A 0.9300 . ? C15 H15A 0.9300 . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 H18A 0.9300 . ? C20 H20A 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 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 N2 Cu1 N3 80.1(2) . . ? N2 Cu1 N1 79.9(2) . . ? N3 Cu1 N1 158.3(2) . . ? N2 Cu1 Br1 171.14(17) . . ? N3 Cu1 Br1 98.02(17) . . ? N1 Cu1 Br1 100.48(16) . . ? N2 Cu1 Br2 87.78(17) . . ? N3 Cu1 Br2 98.23(17) . . ? N1 Cu1 Br2 89.36(16) . . ? Br1 Cu1 Br2 101.06(4) . . ? Cu2 Br2 Cu1 106.71(5) . . ? Cu2 Br3 Cu3 73.47(5) . . ? Cu4 Br4 Cu2 101.14(5) . . ? Cu4 Br4 Cu3 60.60(5) . . ? Cu2 Br4 Cu3 63.52(4) . . ? Cu4 Br5 Cu3 67.90(5) . . ? Cu4 Br6 Cu3 114.23(7) 2_655 . ? Br3 Cu3 Br6 111.57(7) . . ? Br3 Cu3 Br5 115.49(7) . . ? Br6 Cu3 Br5 118.19(7) . . ? Br3 Cu3 Cu4 136.53(8) . . ? Br6 Cu3 Cu4 108.46(6) . . ? Br5 Cu3 Cu4 55.27(5) . . ? Br3 Cu3 Cu2 52.88(4) . . ? Br6 Cu3 Cu2 139.28(7) . . ? Br5 Cu3 Cu2 101.37(7) . . ? Cu4 Cu3 Cu2 85.47(6) . . ? Br3 Cu3 Br4 100.21(5) . . ? Br6 Cu3 Br4 108.44(6) . . ? Br5 Cu3 Br4 100.29(6) . . ? Cu4 Cu3 Br4 50.33(4) . . ? Cu2 Cu3 Br4 51.51(4) . . ? Br2 Cu2 Br3 127.45(7) . . ? Br2 Cu2 Br4 118.95(6) . . ? Br3 Cu2 Br4 113.30(6) . . ? Br2 Cu2 Cu3 163.36(6) . . ? Br3 Cu2 Cu3 53.65(4) . . ? Br4 Cu2 Cu3 64.96(5) . . ? Br6 Cu4 Br4 125.91(7) 2_645 . ? Br6 Cu4 Br5 115.51(7) 2_645 . ? Br4 Cu4 Br5 118.34(6) . . ? Br6 Cu4 Cu3 145.87(8) 2_645 . ? Br4 Cu4 Cu3 69.07(5) . . ? Br5 Cu4 Cu3 56.83(5) . . ? C1 N2 C19 123.2(6) . . ? C1 N2 Cu1 118.7(5) . . ? C19 N2 Cu1 117.4(5) . . ? C18 N1 C2 118.2(6) . . ? C18 N1 Cu1 126.8(5) . . ? C2 N1 Cu1 115.0(4) . . ? N2 C1 C3 120.4(6) . . ? N2 C1 C2 113.0(6) . . ? C3 C1 C2 126.6(6) . . ? N1 C2 C17 122.8(6) . . ? N1 C2 C1 112.8(6) . . ? C17 C2 C1 124.4(7) . . ? C8 N4 C14 120.0(6) . . ? C8 N4 C21 119.9(7) . . ? C14 N4 C21 120.0(6) . . ? C5 C3 C1 117.8(6) . . ? C5 C3 H3A 121.1 . . ? C1 C3 H3A 121.1 . . ? N3 C4 C9 122.1(6) . . ? N3 C4 C19 113.6(6) . . ? C9 C4 C19 124.2(7) . . ? C3 C5 C6 120.7(6) . . ? C3 C5 C13 119.2(6) . . ? C6 C5 C13 120.0(6) . . ? C19 C6 C5 117.6(5) . . ? C19 C6 H6A 121.2 . . ? C5 C6 H6A 121.2 . . ? C10 C7 C17 119.1(6) . . ? C10 C7 H7A 120.5 . . ? C17 C7 H7A 120.4 . . ? N4 C8 C15 120.8(7) . . ? N4 C8 H8A 119.6 . . ? C15 C8 H8A 119.6 . . ? C11 N3 C4 118.5(6) . . ? C11 N3 Cu1 127.1(5) . . ? C4 N3 Cu1 114.2(4) . . ? C4 C9 C12 118.2(7) . . ? C4 C9 H9A 120.9 . . ? C12 C9 H9A 120.9 . . ? C18 C10 C7 119.8(7) . . ? C18 C10 H10A 120.1 . . ? C7 C10 H10A 120.1 . . ? N3 C11 C20 121.8(8) . . ? N3 C11 H11A 119.1 . . ? C20 C11 H11A 119.1 . . ? C20 C12 C9 119.1(7) . . ? C20 C12 H12A 120.5 . . ? C9 C12 H12A 120.5 . . ? C15 C13 C16 118.2(7) . . ? C15 C13 C5 119.8(6) . . ? C16 C13 C5 122.0(6) . . ? N4 C14 C16 121.4(7) . . ? N4 C14 H14A 119.3 . . ? C16 C14 H14A 119.3 . . ? C13 C15 C8 119.7(7) . . ? C13 C15 H15A 120.1 . . ? C8 C15 H15A 120.1 . . ? C14 C16 C13 119.7(7) . . ? C14 C16 H16A 120.1 . . ? C13 C16 H16A 120.1 . . ? C2 C17 C7 118.3(7) . . ? C2 C17 H17A 120.9 . . ? C7 C17 H17A 120.9 . . ? N1 C18 C10 121.8(7) . . ? N1 C18 H18A 119.1 . . ? C10 C18 H18A 119.1 . . ? N2 C19 C6 120.2(6) . . ? N2 C19 C4 113.4(6) . . ? C6 C19 C4 126.4(6) . . ? C12 C20 C11 120.2(7) . . ? C12 C20 H20A 119.9 . . ? C11 C20 H20A 119.9 . . ? N4 C21 H21A 109.5 . . ? N4 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N4 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.286 _refine_diff_density_min -0.979 _refine_diff_density_rms 0.179 data_complex3 _database_code_depnum_ccdc_archive 'CCDC 806446' #TrackingRef '- Complexes.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H17 Br4 Cu2 N4' _chemical_formula_weight 772.11 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' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.724(2) _cell_length_b 11.040(3) _cell_length_c 12.238(3) _cell_angle_alpha 71.211(4) _cell_angle_beta 83.308(4) _cell_angle_gamma 65.455(4) _cell_volume 1131.2(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2128 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 25.02 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.267 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 738 _exptl_absorpt_coefficient_mu 8.962 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.056 _exptl_absorpt_correction_T_max 0.102 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '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 8156 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0590 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3952 _reflns_number_gt 3019 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0475P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3952 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0564 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.0964 _refine_ls_wR_factor_gt 0.0885 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_restrained_S_all 0.975 _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 Br2 Br -0.11546(7) 0.58090(6) 1.36182(5) 0.03352(17) Uani 1 1 d . . . Br1 Br -0.38859(6) 0.96197(6) 1.15960(5) 0.03680(17) Uani 1 1 d . . . Br3 Br 0.32275(7) 0.52624(6) 1.31358(5) 0.03905(18) Uani 1 1 d . . . Cu1 Cu -0.14539(8) 0.75606(7) 1.16937(6) 0.02834(19) Uani 1 1 d . . . Br4 Br 0.20017(7) 0.17674(6) 1.41463(6) 0.04175(19) Uani 1 1 d . . . Cu2 Cu 0.15811(10) 0.41090(9) 1.39312(8) 0.0540(3) Uani 1 1 d . . . N1 N -0.0032(5) 0.8327(4) 1.1987(4) 0.0259(10) Uani 1 1 d . . . N2 N -0.0185(5) 0.7478(4) 1.0325(4) 0.0241(10) Uani 1 1 d . . . C1 C 0.0993(6) 0.8457(5) 1.1155(5) 0.0254(12) Uani 1 1 d . . . N4 N 0.3947(5) 0.7625(5) 0.5249(4) 0.0328(11) Uani 1 1 d . . . N3 N -0.2403(5) 0.6755(5) 1.0871(4) 0.0293(11) Uani 1 1 d . . . C2 C 0.0918(6) 0.7936(5) 1.0187(4) 0.0227(12) Uani 1 1 d . . . C3 C 0.1989(6) 0.9031(5) 1.1204(5) 0.0297(13) Uani 1 1 d . . . H3A H 0.2679 0.9107 1.0619 0.036 Uiso 1 1 calc R . . C4 C -0.1840(6) 0.6681(5) 0.9818(5) 0.0283(13) Uani 1 1 d . . . C5 C 0.0331(6) 0.7012(5) 0.8536(5) 0.0277(13) Uani 1 1 d . . . H5A H 0.0117 0.6691 0.7988 0.033 Uiso 1 1 calc R . . C6 C 0.4132(7) 0.8234(6) 0.5980(5) 0.0375(15) Uani 1 1 d . . . H6A H 0.4800 0.8674 0.5802 0.045 Uiso 1 1 calc R . . C7 C 0.1797(6) 0.7937(5) 0.9205(5) 0.0275(13) Uani 1 1 d . . . H7A H 0.2572 0.8245 0.9114 0.033 Uiso 1 1 calc R . . C8 C 0.2363(6) 0.7527(5) 0.7278(4) 0.0257(12) Uani 1 1 d . . . C9 C -0.0507(6) 0.7039(5) 0.9531(5) 0.0240(12) Uani 1 1 d . . . C10 C 0.1510(6) 0.7477(5) 0.8362(4) 0.0245(12) Uani 1 1 d . . . C11 C -0.0040(6) 0.8738(6) 1.2902(5) 0.0333(14) Uani 1 1 d . . . H11A H -0.0710 0.8616 1.3492 0.040 Uiso 1 1 calc R . . C12 C 0.1948(6) 0.9495(6) 1.2139(5) 0.0335(14) Uani 1 1 d . . . H12A H 0.2599 0.9901 1.2186 0.040 Uiso 1 1 calc R . . C13 C 0.0923(7) 0.9342(5) 1.3000(5) 0.0325(14) Uani 1 1 d . . . H13A H 0.0879 0.9640 1.3638 0.039 Uiso 1 1 calc R . . C14 C 0.2228(7) 0.6902(6) 0.6497(5) 0.0374(15) Uani 1 1 d . . . H14A H 0.1583 0.6441 0.6652 0.045 Uiso 1 1 calc R . . C15 C 0.3035(7) 0.6963(6) 0.5506(5) 0.0379(15) Uani 1 1 d . . . H15A H 0.2940 0.6528 0.5000 0.045 Uiso 1 1 calc R . . C16 C 0.3334(7) 0.8210(6) 0.6993(5) 0.0366(15) Uani 1 1 d . . . H16A H 0.3448 0.8654 0.7485 0.044 Uiso 1 1 calc R . . C20 C -0.2506(7) 0.6348(6) 0.9077(5) 0.0351(14) Uani 1 1 d . . . H20A H -0.2092 0.6280 0.8363 0.042 Uiso 1 1 calc R . . C18 C -0.4378(7) 0.6190(6) 1.0506(5) 0.0377(15) Uani 1 1 d . . . H18A H -0.5242 0.6024 1.0759 0.045 Uiso 1 1 calc R . . C19 C -0.3809(7) 0.6119(6) 0.9433(5) 0.0413(16) Uani 1 1 d . . . H19A H -0.4297 0.5918 0.8948 0.050 Uiso 1 1 calc R . . C17 C -0.3641(7) 0.6509(6) 1.1191(5) 0.0357(14) Uani 1 1 d . . . H17A H -0.4027 0.6557 1.1915 0.043 Uiso 1 1 calc R . . C21 C 0.4872(7) 0.7632(8) 0.4202(5) 0.060(2) Uani 1 1 d . . . H21A H 0.4628 0.7168 0.3760 0.089 Uiso 1 1 calc R . . H21B H 0.5924 0.7154 0.4421 0.089 Uiso 1 1 calc R . . H21C H 0.4665 0.8579 0.3745 0.089 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 Br2 0.0293(3) 0.0365(3) 0.0319(3) -0.0039(3) 0.0002(3) -0.0153(3) Br1 0.0279(3) 0.0362(3) 0.0474(4) -0.0133(3) 0.0047(3) -0.0145(3) Br3 0.0316(4) 0.0393(3) 0.0416(4) -0.0086(3) 0.0042(3) -0.0134(3) Cu1 0.0272(4) 0.0388(4) 0.0269(4) -0.0137(3) 0.0073(3) -0.0197(3) Br4 0.0416(4) 0.0403(4) 0.0441(4) -0.0129(3) 0.0015(3) -0.0172(3) Cu2 0.0448(5) 0.0485(5) 0.0704(6) -0.0165(4) 0.0011(4) -0.0214(4) N1 0.022(3) 0.030(2) 0.025(3) -0.006(2) 0.003(2) -0.013(2) N2 0.024(3) 0.030(2) 0.023(2) -0.009(2) 0.004(2) -0.017(2) C1 0.025(3) 0.020(3) 0.028(3) -0.003(2) -0.001(2) -0.009(2) N4 0.019(3) 0.043(3) 0.027(3) -0.008(2) 0.002(2) -0.007(2) N3 0.032(3) 0.036(3) 0.028(3) -0.012(2) 0.010(2) -0.021(2) C2 0.016(3) 0.027(3) 0.025(3) -0.006(2) -0.001(2) -0.010(2) C3 0.022(3) 0.028(3) 0.035(3) -0.002(3) -0.001(3) -0.012(2) C4 0.028(3) 0.029(3) 0.033(3) -0.010(3) 0.003(3) -0.017(3) C5 0.028(3) 0.037(3) 0.023(3) -0.011(2) 0.003(2) -0.018(3) C6 0.031(3) 0.041(3) 0.038(4) -0.005(3) 0.010(3) -0.021(3) C7 0.021(3) 0.030(3) 0.035(3) -0.012(3) 0.003(3) -0.013(2) C8 0.019(3) 0.030(3) 0.025(3) -0.008(2) 0.005(2) -0.009(2) C9 0.019(3) 0.024(3) 0.030(3) -0.009(2) 0.002(2) -0.010(2) C10 0.019(3) 0.027(3) 0.025(3) -0.004(2) 0.004(2) -0.010(2) C11 0.027(3) 0.037(3) 0.033(4) -0.014(3) 0.001(3) -0.008(3) C12 0.023(3) 0.032(3) 0.047(4) -0.010(3) -0.007(3) -0.012(3) C13 0.038(4) 0.032(3) 0.032(3) -0.013(3) -0.007(3) -0.014(3) C14 0.041(4) 0.052(4) 0.031(4) -0.017(3) 0.012(3) -0.029(3) C15 0.035(4) 0.052(4) 0.033(4) -0.020(3) 0.007(3) -0.020(3) C16 0.040(4) 0.040(3) 0.038(4) -0.018(3) 0.015(3) -0.024(3) C20 0.044(4) 0.045(4) 0.029(3) -0.014(3) 0.008(3) -0.030(3) C18 0.034(4) 0.045(4) 0.045(4) -0.015(3) 0.010(3) -0.028(3) C19 0.047(4) 0.052(4) 0.042(4) -0.014(3) -0.002(3) -0.034(3) C17 0.038(4) 0.040(3) 0.037(4) -0.017(3) 0.016(3) -0.023(3) C21 0.032(4) 0.095(6) 0.033(4) -0.011(4) 0.013(3) -0.017(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 Br2 Cu1 2.4757(10) . ? Br2 Cu2 2.5244(12) . ? Br1 Cu1 2.4898(10) . ? Br3 Cu2 2.3800(11) . ? Cu1 N2 1.965(4) . ? Cu1 N1 2.010(4) . ? Cu1 N3 2.033(4) . ? Br4 Cu2 2.3722(12) . ? N1 C11 1.335(7) . ? N1 C1 1.356(7) . ? N2 C9 1.333(6) . ? N2 C2 1.337(6) . ? C1 C3 1.375(7) . ? C1 C2 1.495(7) . ? N4 C15 1.322(7) . ? N4 C6 1.346(7) . ? N4 C21 1.476(7) . ? N3 C17 1.330(7) . ? N3 C4 1.354(7) . ? C2 C7 1.391(7) . ? C3 C12 1.387(7) . ? C3 H3A 0.9300 . ? C4 C20 1.389(7) . ? C4 C9 1.480(7) . ? C5 C9 1.386(7) . ? C5 C10 1.409(7) . ? C5 H5A 0.9300 . ? C6 C16 1.383(8) . ? C6 H6A 0.9300 . ? C7 C10 1.386(7) . ? C7 H7A 0.9300 . ? C8 C16 1.388(7) . ? C8 C14 1.391(7) . ? C8 C10 1.478(7) . ? C11 C13 1.391(8) . ? C11 H11A 0.9300 . ? C12 C13 1.383(8) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.364(8) . ? C14 H14A 0.9300 . ? C15 H15A 0.9300 . ? C16 H16A 0.9300 . ? C20 C19 1.388(8) . ? C20 H20A 0.9300 . ? C18 C17 1.372(8) . ? C18 C19 1.377(8) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? C17 H17A 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 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 Cu1 Br2 Cu2 108.88(3) . . ? N2 Cu1 N1 79.43(17) . . ? N2 Cu1 N3 79.15(17) . . ? N1 Cu1 N3 158.58(18) . . ? N2 Cu1 Br2 130.46(13) . . ? N1 Cu1 Br2 96.78(13) . . ? N3 Cu1 Br2 97.08(13) . . ? N2 Cu1 Br1 120.04(13) . . ? N1 Cu1 Br1 99.23(12) . . ? N3 Cu1 Br1 91.47(13) . . ? Br2 Cu1 Br1 109.38(3) . . ? Br4 Cu2 Br3 127.99(4) . . ? Br4 Cu2 Br2 114.54(4) . . ? Br3 Cu2 Br2 111.18(4) . . ? C11 N1 C1 118.4(5) . . ? C11 N1 Cu1 125.8(4) . . ? C1 N1 Cu1 115.8(3) . . ? C9 N2 C2 122.1(4) . . ? C9 N2 Cu1 118.7(3) . . ? C2 N2 Cu1 119.1(3) . . ? N1 C1 C3 122.5(5) . . ? N1 C1 C2 113.7(5) . . ? C3 C1 C2 123.8(5) . . ? C15 N4 C6 120.4(5) . . ? C15 N4 C21 121.4(5) . . ? C6 N4 C21 118.1(5) . . ? C17 N3 C4 118.3(5) . . ? C17 N3 Cu1 125.8(4) . . ? C4 N3 Cu1 115.0(4) . . ? N2 C2 C7 120.3(5) . . ? N2 C2 C1 112.0(4) . . ? C7 C2 C1 127.7(5) . . ? C1 C3 C12 118.9(5) . . ? C1 C3 H3A 120.5 . . ? C12 C3 H3A 120.5 . . ? N3 C4 C20 122.1(5) . . ? N3 C4 C9 113.7(5) . . ? C20 C4 C9 124.2(5) . . ? C9 C5 C10 119.3(5) . . ? C9 C5 H5A 120.4 . . ? C10 C5 H5A 120.4 . . ? N4 C6 C16 120.3(5) . . ? N4 C6 H6A 119.9 . . ? C16 C6 H6A 119.9 . . ? C10 C7 C2 119.6(5) . . ? C10 C7 H7A 120.2 . . ? C2 C7 H7A 120.2 . . ? C16 C8 C14 117.0(5) . . ? C16 C8 C10 121.2(5) . . ? C14 C8 C10 121.9(5) . . ? N2 C9 C5 120.4(5) . . ? N2 C9 C4 113.1(5) . . ? C5 C9 C4 126.5(5) . . ? C7 C10 C5 118.4(5) . . ? C7 C10 C8 121.5(5) . . ? C5 C10 C8 120.1(5) . . ? N1 C11 C13 122.1(5) . . ? N1 C11 H11A 119.0 . . ? C13 C11 H11A 119.0 . . ? C13 C12 C3 118.8(5) . . ? C13 C12 H12A 120.6 . . ? C3 C12 H12A 120.6 . . ? C12 C13 C11 119.2(5) . . ? C12 C13 H13A 120.4 . . ? C11 C13 H13A 120.4 . . ? C15 C14 C8 120.5(6) . . ? C15 C14 H14A 119.8 . . ? C8 C14 H14A 119.8 . . ? N4 C15 C14 121.6(5) . . ? N4 C15 H15A 119.2 . . ? C14 C15 H15A 119.2 . . ? C6 C16 C8 120.3(5) . . ? C6 C16 H16A 119.9 . . ? C8 C16 H16A 119.9 . . ? C4 C20 C19 117.9(5) . . ? C4 C20 H20A 121.0 . . ? C19 C20 H20A 121.0 . . ? C17 C18 C19 118.4(6) . . ? C17 C18 H18A 120.8 . . ? C19 C18 H18A 120.8 . . ? C18 C19 C20 120.0(6) . . ? C18 C19 H19A 120.0 . . ? C20 C19 H19A 120.0 . . ? N3 C17 C18 123.3(5) . . ? N3 C17 H17A 118.4 . . ? C18 C17 H17A 118.4 . . ? N4 C21 H21A 109.5 . . ? N4 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N4 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cu2 Br2 Cu1 N2 21.26(17) . . . . ? Cu2 Br2 Cu1 N1 -60.62(13) . . . . ? Cu2 Br2 Cu1 N3 103.01(13) . . . . ? Cu2 Br2 Cu1 Br1 -162.92(3) . . . . ? Cu1 Br2 Cu2 Br4 -117.11(4) . . . . ? Cu1 Br2 Cu2 Br3 37.37(5) . . . . ? N2 Cu1 N1 C11 -179.4(5) . . . . ? N3 Cu1 N1 C11 -179.4(5) . . . . ? Br2 Cu1 N1 C11 -49.4(4) . . . . ? Br1 Cu1 N1 C11 61.5(4) . . . . ? N2 Cu1 N1 C1 2.1(4) . . . . ? N3 Cu1 N1 C1 2.1(7) . . . . ? Br2 Cu1 N1 C1 132.1(4) . . . . ? Br1 Cu1 N1 C1 -116.9(4) . . . . ? N1 Cu1 N2 C9 -177.4(4) . . . . ? N3 Cu1 N2 C9 2.5(4) . . . . ? Br2 Cu1 N2 C9 92.6(4) . . . . ? Br1 Cu1 N2 C9 -82.8(4) . . . . ? N1 Cu1 N2 C2 -1.2(4) . . . . ? N3 Cu1 N2 C2 178.8(4) . . . . ? Br2 Cu1 N2 C2 -91.1(4) . . . . ? Br1 Cu1 N2 C2 93.5(4) . . . . ? C11 N1 C1 C3 -2.0(8) . . . . ? Cu1 N1 C1 C3 176.6(4) . . . . ? C11 N1 C1 C2 178.7(4) . . . . ? Cu1 N1 C1 C2 -2.7(6) . . . . ? N2 Cu1 N3 C17 -174.5(5) . . . . ? N1 Cu1 N3 C17 -174.5(5) . . . . ? Br2 Cu1 N3 C17 55.5(5) . . . . ? Br1 Cu1 N3 C17 -54.2(5) . . . . ? N2 Cu1 N3 C4 -5.4(4) . . . . ? N1 Cu1 N3 C4 -5.4(7) . . . . ? Br2 Cu1 N3 C4 -135.4(4) . . . . ? Br1 Cu1 N3 C4 114.9(4) . . . . ? C9 N2 C2 C7 -1.5(8) . . . . ? Cu1 N2 C2 C7 -177.6(4) . . . . ? C9 N2 C2 C1 176.2(4) . . . . ? Cu1 N2 C2 C1 0.1(6) . . . . ? N1 C1 C2 N2 1.7(6) . . . . ? C3 C1 C2 N2 -177.6(5) . . . . ? N1 C1 C2 C7 179.2(5) . . . . ? C3 C1 C2 C7 -0.1(8) . . . . ? N1 C1 C3 C12 0.1(8) . . . . ? C2 C1 C3 C12 179.3(5) . . . . ? C17 N3 C4 C20 -0.6(8) . . . . ? Cu1 N3 C4 C20 -170.5(4) . . . . ? C17 N3 C4 C9 177.2(5) . . . . ? Cu1 N3 C4 C9 7.2(6) . . . . ? C15 N4 C6 C16 -1.9(9) . . . . ? C21 N4 C6 C16 -177.6(6) . . . . ? N2 C2 C7 C10 0.8(8) . . . . ? C1 C2 C7 C10 -176.5(5) . . . . ? C2 N2 C9 C5 1.6(8) . . . . ? Cu1 N2 C9 C5 177.8(4) . . . . ? C2 N2 C9 C4 -175.6(5) . . . . ? Cu1 N2 C9 C4 0.6(6) . . . . ? C10 C5 C9 N2 -1.1(8) . . . . ? C10 C5 C9 C4 175.7(5) . . . . ? N3 C4 C9 N2 -5.1(7) . . . . ? C20 C4 C9 N2 172.6(5) . . . . ? N3 C4 C9 C5 177.8(5) . . . . ? C20 C4 C9 C5 -4.5(9) . . . . ? C2 C7 C10 C5 -0.4(8) . . . . ? C2 C7 C10 C8 176.9(5) . . . . ? C9 C5 C10 C7 0.5(8) . . . . ? C9 C5 C10 C8 -176.8(5) . . . . ? C16 C8 C10 C7 -9.0(8) . . . . ? C14 C8 C10 C7 171.3(5) . . . . ? C16 C8 C10 C5 168.2(5) . . . . ? C14 C8 C10 C5 -11.5(8) . . . . ? C1 N1 C11 C13 2.7(8) . . . . ? Cu1 N1 C11 C13 -175.7(4) . . . . ? C1 C3 C12 C13 1.1(8) . . . . ? C3 C12 C13 C11 -0.4(8) . . . . ? N1 C11 C13 C12 -1.6(8) . . . . ? C16 C8 C14 C15 0.5(9) . . . . ? C10 C8 C14 C15 -179.8(6) . . . . ? C6 N4 C15 C14 1.6(9) . . . . ? C21 N4 C15 C14 177.1(6) . . . . ? C8 C14 C15 N4 -0.9(10) . . . . ? N4 C6 C16 C8 1.6(9) . . . . ? C14 C8 C16 C6 -0.9(9) . . . . ? C10 C8 C16 C6 179.4(5) . . . . ? N3 C4 C20 C19 1.5(8) . . . . ? C9 C4 C20 C19 -176.0(5) . . . . ? C17 C18 C19 C20 1.0(9) . . . . ? C4 C20 C19 C18 -1.7(9) . . . . ? C4 N3 C17 C18 -0.2(8) . . . . ? Cu1 N3 C17 C18 168.6(4) . . . . ? C19 C18 C17 N3 0.0(9) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.905 _refine_diff_density_min -0.727 _refine_diff_density_rms 0.135 data_complex4 _database_code_depnum_ccdc_archive 'CCDC 806447' #TrackingRef '- Complexes.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H34 Br11.36 Cu7.36 N8' _chemical_formula_weight 2026.18 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' Cu Cu 0.3201 1.2651 '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' _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 33.656(8) _cell_length_b 9.029(2) _cell_length_c 18.153(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.725(4) _cell_angle_gamma 90.00 _cell_volume 5516(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3605 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 23.94 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3811 _exptl_absorpt_coefficient_mu 11.045 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.1363 _exptl_absorpt_correction_T_max 0.2161 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '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 15330 _diffrn_reflns_av_R_equivalents 0.0573 _diffrn_reflns_av_sigmaI/netI 0.0845 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4849 _reflns_number_gt 3474 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0671P)^2^+40.4385P] 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 4849 _refine_ls_number_parameters 337 _refine_ls_number_restraints 37 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1596 _refine_ls_wR_factor_gt 0.1401 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.067 _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 Br1 Br 0.21864(2) 0.08511(10) 0.42390(5) 0.0392(3) Uani 1 1 d . . . Cu1 Cu 0.28776(3) 0.12640(11) 0.44136(6) 0.0315(3) Uani 1 1 d . A . Br2 Br 0.31517(3) -0.08451(11) 0.34506(6) 0.0509(3) Uani 1 1 d . . . Br5 Br 0.42123(3) -0.26823(11) 0.26146(6) 0.0510(3) Uani 1 1 d U . . Br4 Br 0.41325(3) 0.17719(11) 0.29934(6) 0.0542(3) Uani 1 1 d U . . Br6 Br 0.51623(3) 0.01318(13) 0.36448(7) 0.0628(3) Uani 1 1 d U . . Cu2 Cu 0.38247(6) -0.1254(4) 0.3486(2) 0.0805(9) Uani 0.679(3) 1 d PU A 1 Br3 Br 0.41506(5) -0.15164(19) 0.47131(9) 0.0587(6) Uani 0.679(3) 1 d PU A 1 Cu3 Cu 0.44941(8) -0.0034(3) 0.38845(14) 0.0839(9) Uani 0.679(3) 1 d PU A 1 Cu2A Cu 0.38167(12) -0.0533(5) 0.3042(3) 0.0526(12) Uani 0.321(3) 1 d PU A 2 Cu4 Cu 0.4639(6) -0.0334(11) 0.2597(7) 0.0805(17) Uani 0.49(4) 1 d PU . 1 Cu4A Cu 0.4490(7) -0.0322(8) 0.2458(8) 0.072(3) Uani 0.51(4) 1 d PU . 2 N1 N 0.2967(2) 0.0013(7) 0.5318(4) 0.0317(16) Uani 1 1 d . . . N3 N 0.2945(2) 0.3006(7) 0.3702(4) 0.0305(16) Uani 1 1 d . . . N2 N 0.33893(18) 0.2030(7) 0.4756(4) 0.0261(15) Uani 1 1 d . . . C1 C 0.3290(2) 0.3737(8) 0.3797(4) 0.0264(17) Uani 1 1 d . A . N4 N 0.4339(2) 0.5284(8) 0.6118(4) 0.0402(18) Uani 1 1 d . . . C2 C 0.2696(3) 0.3437(9) 0.3168(5) 0.035(2) Uani 1 1 d . A . H2 H 0.2456 0.2938 0.3113 0.042 Uiso 1 1 calc R . . C3 C 0.3534(2) 0.3236(8) 0.4421(4) 0.0258(17) Uani 1 1 d . A . C4 C 0.3314(2) 0.0294(8) 0.5690(5) 0.0316(19) Uani 1 1 d . A . C5 C 0.2727(3) -0.1028(9) 0.5602(5) 0.040(2) Uani 1 1 d . A . H5 H 0.2487 -0.1214 0.5360 0.048 Uiso 1 1 calc R . . C6 C 0.3386(3) 0.4916(9) 0.3336(5) 0.039(2) Uani 1 1 d . . . H6 H 0.3625 0.5418 0.3401 0.047 Uiso 1 1 calc R A . C7 C 0.2777(3) 0.4570(10) 0.2702(5) 0.039(2) Uani 1 1 d . . . H7 H 0.2597 0.4825 0.2330 0.047 Uiso 1 1 calc R A . C8 C 0.3550(2) 0.1476(8) 0.5367(4) 0.0280(18) Uani 1 1 d . A . C9 C 0.4399(3) 0.4078(9) 0.5698(5) 0.034(2) Uani 1 1 d . . . C10 C 0.3887(3) 0.2099(9) 0.5672(5) 0.034(2) Uani 1 1 d . . . H10 H 0.4009 0.1684 0.6085 0.041 Uiso 1 1 calc R A . C11 C 0.3866(2) 0.3933(9) 0.4715(5) 0.035(2) Uani 1 1 d . . . H11 H 0.3969 0.4772 0.4489 0.042 Uiso 1 1 calc R A . C12 C 0.2814(3) -0.1827(10) 0.6222(5) 0.044(2) Uani 1 1 d . . . H12 H 0.2640 -0.2553 0.6387 0.053 Uiso 1 1 calc R A . C13 C 0.4043(2) 0.3377(8) 0.5344(5) 0.0299(18) Uani 1 1 d . A . C14 C 0.3162(3) -0.1540(10) 0.6599(6) 0.049(3) Uani 1 1 d . A . H14 H 0.3226 -0.2058 0.7028 0.059 Uiso 1 1 calc R . . C15 C 0.4771(3) 0.3524(10) 0.5626(6) 0.043(2) Uani 1 1 d . . . H15 H 0.4813 0.2684 0.5340 0.052 Uiso 1 1 calc R . . C16 C 0.3422(3) -0.0449(10) 0.6327(5) 0.041(2) Uani 1 1 d . . . H16 H 0.3659 -0.0234 0.6571 0.049 Uiso 1 1 calc R A . C17 C 0.5089(3) 0.4206(13) 0.5974(7) 0.060(3) Uani 1 1 d . . . H17 H 0.5345 0.3828 0.5930 0.072 Uiso 1 1 calc R . . C18 C 0.3126(3) 0.5330(10) 0.2787(5) 0.042(2) Uani 1 1 d . A . H18 H 0.3186 0.6117 0.2477 0.051 Uiso 1 1 calc R . . C19 C 0.5022(3) 0.5444(13) 0.6384(7) 0.065(3) Uani 1 1 d . . . H19 H 0.5232 0.5925 0.6619 0.078 Uiso 1 1 calc R . . C20 C 0.3929(3) 0.5860(12) 0.6239(7) 0.064(3) Uani 1 1 d . . . H20A H 0.3940 0.6674 0.6579 0.096 Uiso 1 1 calc R . . H20B H 0.3767 0.5086 0.6436 0.096 Uiso 1 1 calc R . . H20C H 0.3817 0.6192 0.5778 0.096 Uiso 1 1 calc R . . C21 C 0.4647(3) 0.5970(11) 0.6449(6) 0.051(3) Uani 1 1 d . . . H21 H 0.4603 0.6818 0.6726 0.061 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 Br1 0.0254(5) 0.0540(5) 0.0382(6) -0.0083(4) 0.0032(4) -0.0011(4) Cu1 0.0283(6) 0.0388(5) 0.0272(6) 0.0017(4) -0.0030(4) -0.0058(4) Br2 0.0350(5) 0.0545(6) 0.0634(8) -0.0215(5) 0.0098(5) -0.0003(4) Br5 0.0533(6) 0.0567(6) 0.0431(7) -0.0029(5) 0.0078(5) -0.0004(4) Br4 0.0505(6) 0.0553(6) 0.0572(8) -0.0035(5) 0.0121(5) 0.0020(4) Br6 0.0633(7) 0.0665(7) 0.0589(8) 0.0085(6) 0.0090(6) 0.0048(5) Cu2 0.0377(12) 0.117(2) 0.087(2) -0.0129(19) -0.0016(13) 0.0118(12) Br3 0.0640(11) 0.0795(11) 0.0327(9) 0.0080(8) 0.0105(8) 0.0180(8) Cu3 0.0866(18) 0.1026(19) 0.0626(17) -0.0065(13) 0.0072(13) -0.0222(14) Cu2A 0.044(2) 0.072(3) 0.042(3) 0.004(2) 0.002(2) -0.0005(19) Cu4 0.051(5) 0.111(4) 0.079(3) 0.013(3) -0.003(3) -0.005(3) Cu4A 0.074(7) 0.065(3) 0.077(4) 0.002(2) 0.004(4) 0.012(3) N1 0.032(4) 0.031(3) 0.031(4) -0.003(3) 0.001(3) -0.006(3) N3 0.030(4) 0.037(4) 0.024(4) -0.006(3) -0.005(3) 0.002(3) N2 0.025(4) 0.033(3) 0.021(4) -0.003(3) 0.002(3) -0.002(3) C1 0.025(4) 0.037(4) 0.017(4) -0.003(3) -0.001(3) 0.001(3) N4 0.041(5) 0.047(4) 0.032(5) 0.000(4) -0.005(4) -0.004(3) C2 0.032(5) 0.044(5) 0.029(5) -0.002(4) -0.003(4) 0.001(4) C3 0.029(4) 0.031(4) 0.017(4) -0.002(3) 0.001(3) -0.002(3) C4 0.029(5) 0.032(4) 0.033(5) -0.001(4) 0.000(4) 0.001(3) C5 0.034(5) 0.043(5) 0.044(6) -0.001(4) 0.002(4) -0.008(4) C6 0.040(5) 0.046(5) 0.031(6) 0.009(4) -0.002(4) -0.006(4) C7 0.050(6) 0.049(5) 0.019(5) -0.003(4) -0.007(4) 0.007(4) C8 0.030(5) 0.035(4) 0.019(5) 0.004(3) 0.001(4) -0.003(3) C9 0.036(5) 0.043(5) 0.023(5) 0.003(4) -0.008(4) -0.005(4) C10 0.038(5) 0.036(4) 0.028(5) 0.003(4) -0.001(4) 0.000(3) C11 0.029(5) 0.043(5) 0.032(5) 0.005(4) 0.004(4) -0.008(4) C12 0.051(6) 0.042(5) 0.039(6) 0.008(4) 0.005(5) -0.010(4) C13 0.031(5) 0.036(4) 0.023(5) 0.000(4) -0.004(4) -0.007(3) C14 0.061(7) 0.046(5) 0.041(6) 0.020(5) 0.005(5) 0.002(5) C15 0.037(5) 0.041(5) 0.052(7) 0.002(4) 0.003(5) 0.000(4) C16 0.030(5) 0.051(5) 0.040(6) 0.012(4) 0.003(4) -0.007(4) C17 0.037(6) 0.069(7) 0.074(9) 0.015(6) -0.009(6) -0.015(5) C18 0.058(6) 0.046(5) 0.022(5) 0.000(4) -0.007(4) 0.004(4) C19 0.053(7) 0.077(8) 0.064(8) 0.009(6) -0.026(6) -0.037(6) C20 0.060(7) 0.067(7) 0.065(8) -0.011(6) 0.011(6) 0.014(5) C21 0.059(7) 0.052(6) 0.043(7) -0.005(5) -0.011(5) -0.017(5) _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 Br1 Cu1 2.3734(14) . ? Cu1 N2 1.950(6) . ? Cu1 N1 2.012(7) . ? Cu1 N3 2.050(7) . ? Cu1 Br2 2.7520(14) . ? Br2 Cu2 2.295(2) . ? Br2 Cu2A 2.384(4) . ? Br5 Cu4A 2.346(13) . ? Br5 Cu2 2.434(3) . ? Br5 Cu2A 2.483(5) . ? Br5 Cu4 2.562(10) . ? Br4 Cu2A 2.339(5) . ? Br4 Cu4A 2.448(8) . ? Br4 Cu3 2.590(3) . ? Br4 Cu4 2.659(15) . ? Br6 Cu3 2.301(3) . ? Br6 Cu4A 2.368(9) 2_655 ? Br6 Cu4 2.396(11) 2_655 ? Br6 Cu4 2.610(19) . ? Cu2 Br3 2.481(4) . ? Cu2 Cu3 2.602(3) . ? Br3 Cu3 2.331(3) . ? Cu3 Cu4 2.409(11) . ? Cu2A Cu4A 2.520(19) . ? Cu4 Br6 2.396(11) 2_655 ? Cu4 Cu4 2.46(4) 2_655 ? Cu4A Br6 2.368(9) 2_655 ? N1 C5 1.346(11) . ? N1 C4 1.366(11) . ? N3 C2 1.330(11) . ? N3 C1 1.344(10) . ? N2 C8 1.326(10) . ? N2 C3 1.341(10) . ? C1 C6 1.395(12) . ? C1 C3 1.463(11) . ? N4 C21 1.342(12) . ? N4 C9 1.346(11) . ? N4 C20 1.494(13) . ? C2 C7 1.357(12) . ? C2 H2 0.9300 . ? C3 C11 1.384(11) . ? C4 C16 1.381(12) . ? C4 C8 1.458(11) . ? C5 C12 1.366(13) . ? C5 H5 0.9300 . ? C6 C18 1.369(13) . ? C6 H6 0.9300 . ? C7 C18 1.370(13) . ? C7 H7 0.9300 . ? C8 C10 1.376(11) . ? C9 C15 1.358(13) . ? C9 C13 1.494(11) . ? C10 C13 1.403(11) . ? C10 H10 0.9300 . ? C11 C13 1.376(12) . ? C11 H11 0.9300 . ? C12 C14 1.375(14) . ? C12 H12 0.9300 . ? C14 C16 1.411(13) . ? C14 H14 0.9300 . ? C15 C17 1.380(14) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C19 1.364(17) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C21 1.352(16) . ? C19 H19 0.9300 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cu1 N1 79.4(3) . . ? N2 Cu1 N3 79.9(3) . . ? N1 Cu1 N3 158.2(3) . . ? N2 Cu1 Br1 163.4(2) . . ? N1 Cu1 Br1 99.04(19) . . ? N3 Cu1 Br1 98.78(19) . . ? N2 Cu1 Br2 98.40(19) . . ? N1 Cu1 Br2 94.7(2) . . ? N3 Cu1 Br2 95.16(19) . . ? Br1 Cu1 Br2 98.18(4) . . ? Cu2 Br2 Cu2A 25.50(11) . . ? Cu2 Br2 Cu1 115.59(8) . . ? Cu2A Br2 Cu1 116.07(11) . . ? Cu4A Br5 Cu2 79.3(2) . . ? Cu4A Br5 Cu2A 62.9(4) . . ? Cu2 Br5 Cu2A 24.30(11) . . ? Cu4A Br5 Cu4 12.1(2) . . ? Cu2 Br5 Cu4 82.8(3) . . ? Cu2A Br5 Cu4 70.1(4) . . ? Cu2A Br4 Cu4A 63.5(4) . . ? Cu2A Br4 Cu3 68.05(14) . . ? Cu4A Br4 Cu3 62.1(4) . . ? Cu2A Br4 Cu4 70.6(3) . . ? Cu4A Br4 Cu4 11.7(3) . . ? Cu3 Br4 Cu4 54.6(3) . . ? Cu3 Br6 Cu4A 130.1(6) . 2_655 ? Cu3 Br6 Cu4 116.8(5) . 2_655 ? Cu4A Br6 Cu4 13.5(2) 2_655 2_655 ? Cu3 Br6 Cu4 58.4(3) . . ? Cu4A Br6 Cu4 72.1(8) 2_655 . ? Cu4 Br6 Cu4 58.6(7) 2_655 . ? Br2 Cu2 Br5 127.14(12) . . ? Br2 Cu2 Br3 117.75(14) . . ? Br5 Cu2 Br3 107.37(11) . . ? Br2 Cu2 Cu3 142.24(14) . . ? Br5 Cu2 Cu3 86.31(10) . . ? Br3 Cu2 Cu3 54.54(9) . . ? Cu3 Br3 Cu2 65.37(11) . . ? Br6 Cu3 Br3 130.78(14) . . ? Br6 Cu3 Cu4 67.2(5) . . ? Br3 Cu3 Cu4 132.1(3) . . ? Br6 Cu3 Br4 107.08(10) . . ? Br3 Cu3 Br4 122.11(12) . . ? Cu4 Cu3 Br4 64.2(4) . . ? Br6 Cu3 Cu2 145.08(14) . . ? Br3 Cu3 Cu2 60.10(11) . . ? Cu4 Cu3 Cu2 82.4(4) . . ? Br4 Cu3 Cu2 72.22(11) . . ? Br4 Cu2A Br2 123.1(2) . . ? Br4 Cu2A Br5 115.97(17) . . ? Br2 Cu2A Br5 120.9(2) . . ? Br4 Cu2A Cu4A 60.4(2) . . ? Br2 Cu2A Cu4A 172.9(5) . . ? Br5 Cu2A Cu4A 55.91(18) . . ? Br6 Cu4 Cu3 162.8(4) 2_655 . ? Br6 Cu4 Cu4 65.0(4) 2_655 2_655 ? Cu3 Cu4 Cu4 110.6(11) . 2_655 ? Br6 Cu4 Br5 108.7(4) 2_655 . ? Cu3 Cu4 Br5 87.7(3) . . ? Cu4 Cu4 Br5 123.9(4) 2_655 . ? Br6 Cu4 Br6 117.6(6) 2_655 . ? Cu3 Cu4 Br6 54.4(3) . . ? Cu4 Cu4 Br6 56.3(7) 2_655 . ? Br5 Cu4 Br6 119.8(6) . . ? Br6 Cu4 Br4 108.5(6) 2_655 . ? Cu3 Cu4 Br4 61.2(3) . . ? Cu4 Cu4 Br4 132.6(4) 2_655 . ? Br5 Cu4 Br4 103.1(6) . . ? Br6 Cu4 Br4 96.7(3) . . ? Br5 Cu4A Br6 117.5(4) . 2_655 ? Br5 Cu4A Br4 117.1(7) . . ? Br6 Cu4A Br4 116.9(3) 2_655 . ? Br5 Cu4A Cu2A 61.2(4) . . ? Br6 Cu4A Cu2A 145.7(11) 2_655 . ? Br4 Cu4A Cu2A 56.1(3) . . ? C5 N1 C4 117.0(8) . . ? C5 N1 Cu1 128.3(6) . . ? C4 N1 Cu1 114.7(5) . . ? C2 N3 C1 119.0(7) . . ? C2 N3 Cu1 127.5(6) . . ? C1 N3 Cu1 113.5(5) . . ? C8 N2 C3 122.6(7) . . ? C8 N2 Cu1 118.9(5) . . ? C3 N2 Cu1 117.8(5) . . ? N3 C1 C6 120.3(7) . . ? N3 C1 C3 115.0(7) . . ? C6 C1 C3 124.7(7) . . ? C21 N4 C9 120.4(8) . . ? C21 N4 C20 118.9(9) . . ? C9 N4 C20 120.6(8) . . ? N3 C2 C7 123.1(8) . . ? N3 C2 H2 118.5 . . ? C7 C2 H2 118.5 . . ? N2 C3 C11 119.4(7) . . ? N2 C3 C1 113.5(7) . . ? C11 C3 C1 126.9(7) . . ? N1 C4 C16 122.5(8) . . ? N1 C4 C8 113.8(7) . . ? C16 C4 C8 123.7(8) . . ? N1 C5 C12 124.2(9) . . ? N1 C5 H5 117.9 . . ? C12 C5 H5 117.9 . . ? C18 C6 C1 119.6(8) . . ? C18 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? C2 C7 C18 119.0(8) . . ? C2 C7 H7 120.5 . . ? C18 C7 H7 120.5 . . ? N2 C8 C10 120.5(7) . . ? N2 C8 C4 113.2(7) . . ? C10 C8 C4 126.0(7) . . ? N4 C9 C15 119.8(8) . . ? N4 C9 C13 117.6(8) . . ? C15 C9 C13 122.6(8) . . ? C8 C10 C13 118.4(8) . . ? C8 C10 H10 120.8 . . ? C13 C10 H10 120.8 . . ? C13 C11 C3 119.5(8) . . ? C13 C11 H11 120.2 . . ? C3 C11 H11 120.2 . . ? C5 C12 C14 118.8(8) . . ? C5 C12 H12 120.6 . . ? C14 C12 H12 120.6 . . ? C11 C13 C10 119.5(7) . . ? C11 C13 C9 122.7(7) . . ? C10 C13 C9 117.9(7) . . ? C12 C14 C16 119.0(9) . . ? C12 C14 H14 120.5 . . ? C16 C14 H14 120.5 . . ? C9 C15 C17 120.1(10) . . ? C9 C15 H15 119.9 . . ? C17 C15 H15 119.9 . . ? C4 C16 C14 118.4(8) . . ? C4 C16 H16 120.8 . . ? C14 C16 H16 120.8 . . ? C19 C17 C15 118.8(10) . . ? C19 C17 H17 120.6 . . ? C15 C17 H17 120.6 . . ? C6 C18 C7 119.0(9) . . ? C6 C18 H18 120.5 . . ? C7 C18 H18 120.5 . . ? C21 C19 C17 119.8(9) . . ? C21 C19 H19 120.1 . . ? C17 C19 H19 120.1 . . ? N4 C20 H20A 109.5 . . ? N4 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N4 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N4 C21 C19 121.0(10) . . ? N4 C21 H21 119.5 . . ? C19 C21 H21 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Cu1 Br2 Cu2 8.6(2) . . . . ? N1 Cu1 Br2 Cu2 -71.4(2) . . . . ? N3 Cu1 Br2 Cu2 89.1(2) . . . . ? Br1 Cu1 Br2 Cu2 -171.29(12) . . . . ? N2 Cu1 Br2 Cu2A -19.8(3) . . . . ? N1 Cu1 Br2 Cu2A -99.8(2) . . . . ? N3 Cu1 Br2 Cu2A 60.7(2) . . . . ? Br1 Cu1 Br2 Cu2A 160.33(16) . . . . ? Cu2A Br2 Cu2 Br5 -71.7(3) . . . . ? Cu1 Br2 Cu2 Br5 -169.01(15) . . . . ? Cu2A Br2 Cu2 Br3 143.1(4) . . . . ? Cu1 Br2 Cu2 Br3 45.73(19) . . . . ? Cu2A Br2 Cu2 Cu3 76.1(4) . . . . ? Cu1 Br2 Cu2 Cu3 -21.2(3) . . . . ? Cu4A Br5 Cu2 Br2 117.1(6) . . . . ? Cu2A Br5 Cu2 Br2 72.4(3) . . . . ? Cu4 Br5 Cu2 Br2 128.8(5) . . . . ? Cu4A Br5 Cu2 Br3 -94.8(6) . . . . ? Cu2A Br5 Cu2 Br3 -139.5(3) . . . . ? Cu4 Br5 Cu2 Br3 -83.1(5) . . . . ? Cu4A Br5 Cu2 Cu3 -43.8(6) . . . . ? Cu2A Br5 Cu2 Cu3 -88.5(3) . . . . ? Cu4 Br5 Cu2 Cu3 -32.1(5) . . . . ? Br2 Cu2 Br3 Cu3 -136.22(18) . . . . ? Br5 Cu2 Br3 Cu3 72.21(13) . . . . ? Cu4A Br6 Cu3 Br3 118.9(4) 2_655 . . . ? Cu4 Br6 Cu3 Br3 122.0(3) 2_655 . . . ? Cu4 Br6 Cu3 Br3 126.7(4) . . . . ? Cu4A Br6 Cu3 Cu4 -7.8(6) 2_655 . . . ? Cu4 Br6 Cu3 Cu4 -4.7(2) 2_655 . . . ? Cu4A Br6 Cu3 Br4 -59.2(4) 2_655 . . . ? Cu4 Br6 Cu3 Br4 -56.1(3) 2_655 . . . ? Cu4 Br6 Cu3 Br4 -51.4(3) . . . . ? Cu4A Br6 Cu3 Cu2 24.0(5) 2_655 . . . ? Cu4 Br6 Cu3 Cu2 27.1(4) 2_655 . . . ? Cu4 Br6 Cu3 Cu2 31.8(4) . . . . ? Cu2 Br3 Cu3 Br6 -138.86(18) . . . . ? Cu2 Br3 Cu3 Cu4 -43.7(7) . . . . ? Cu2 Br3 Cu3 Br4 39.03(12) . . . . ? Cu2A Br4 Cu3 Br6 134.41(16) . . . . ? Cu4A Br4 Cu3 Br6 63.8(6) . . . . ? Cu4 Br4 Cu3 Br6 53.2(4) . . . . ? Cu2A Br4 Cu3 Br3 -43.93(16) . . . . ? Cu4A Br4 Cu3 Br3 -114.6(6) . . . . ? Cu4 Br4 Cu3 Br3 -125.1(4) . . . . ? Cu2A Br4 Cu3 Cu4 81.2(4) . . . . ? Cu4A Br4 Cu3 Cu4 10.5(4) . . . . ? Cu2A Br4 Cu3 Cu2 -8.95(14) . . . . ? Cu4A Br4 Cu3 Cu2 -79.6(6) . . . . ? Cu4 Br4 Cu3 Cu2 -90.1(4) . . . . ? Br2 Cu2 Cu3 Br6 -149.7(2) . . . . ? Br5 Cu2 Cu3 Br6 5.1(3) . . . . ? Br3 Cu2 Cu3 Br6 119.5(3) . . . . ? Br2 Cu2 Cu3 Br3 90.8(3) . . . . ? Br5 Cu2 Cu3 Br3 -114.41(13) . . . . ? Br2 Cu2 Cu3 Cu4 -120.4(5) . . . . ? Br5 Cu2 Cu3 Cu4 34.4(4) . . . . ? Br3 Cu2 Cu3 Cu4 148.8(4) . . . . ? Br2 Cu2 Cu3 Br4 -55.1(3) . . . . ? Br5 Cu2 Cu3 Br4 99.66(11) . . . . ? Br3 Cu2 Cu3 Br4 -145.93(11) . . . . ? Cu4A Br4 Cu2A Br2 -172.7(6) . . . . ? Cu3 Br4 Cu2A Br2 118.5(3) . . . . ? Cu4 Br4 Cu2A Br2 177.2(5) . . . . ? Cu4A Br4 Cu2A Br5 6.1(6) . . . . ? Cu3 Br4 Cu2A Br5 -62.7(2) . . . . ? Cu4 Br4 Cu2A Br5 -4.0(4) . . . . ? Cu3 Br4 Cu2A Cu4A -68.8(6) . . . . ? Cu4 Br4 Cu2A Cu4A -10.1(4) . . . . ? Cu2 Br2 Cu2A Br4 -121.4(4) . . . . ? Cu1 Br2 Cu2A Br4 -26.2(3) . . . . ? Cu2 Br2 Cu2A Br5 59.8(3) . . . . ? Cu1 Br2 Cu2A Br5 155.07(17) . . . . ? Cu2 Br2 Cu2A Cu4A 122(3) . . . . ? Cu1 Br2 Cu2A Cu4A -143(3) . . . . ? Cu4A Br5 Cu2A Br4 -6.4(6) . . . . ? Cu2 Br5 Cu2A Br4 122.6(4) . . . . ? Cu4 Br5 Cu2A Br4 4.2(4) . . . . ? Cu4A Br5 Cu2A Br2 172.4(7) . . . . ? Cu2 Br5 Cu2A Br2 -58.5(3) . . . . ? Cu4 Br5 Cu2A Br2 -177.0(5) . . . . ? Cu2 Br5 Cu2A Cu4A 129.0(7) . . . . ? Cu4 Br5 Cu2A Cu4A 10.6(4) . . . . ? Br6 Cu3 Cu4 Br6 -67(3) . . . 2_655 ? Br3 Cu3 Cu4 Br6 167(3) . . . 2_655 ? Br4 Cu3 Cu4 Br6 56(3) . . . 2_655 ? Cu2 Cu3 Cu4 Br6 130(3) . . . 2_655 ? Br6 Cu3 Cu4 Cu4 4.37(10) . . . 2_655 ? Br3 Cu3 Cu4 Cu4 -120.8(4) . . . 2_655 ? Br4 Cu3 Cu4 Cu4 128.21(17) . . . 2_655 ? Cu2 Cu3 Cu4 Cu4 -157.9(2) . . . 2_655 ? Br6 Cu3 Cu4 Br5 129.9(5) . . . . ? Br3 Cu3 Cu4 Br5 4.7(9) . . . . ? Br4 Cu3 Cu4 Br5 -106.3(6) . . . . ? Cu2 Cu3 Cu4 Br5 -32.4(4) . . . . ? Br3 Cu3 Cu4 Br6 -125.1(4) . . . . ? Br4 Cu3 Cu4 Br6 123.85(18) . . . . ? Cu2 Cu3 Cu4 Br6 -162.3(2) . . . . ? Br6 Cu3 Cu4 Br4 -123.85(18) . . . . ? Br3 Cu3 Cu4 Br4 111.0(4) . . . . ? Cu2 Cu3 Cu4 Br4 73.9(2) . . . . ? Cu4A Br5 Cu4 Br6 -67.3(18) . . . 2_655 ? Cu2 Br5 Cu4 Br6 -139.7(7) . . . 2_655 ? Cu2A Br5 Cu4 Br6 -118.3(8) . . . 2_655 ? Cu4A Br5 Cu4 Cu3 107(2) . . . . ? Cu2 Br5 Cu4 Cu3 35.0(4) . . . . ? Cu2A Br5 Cu4 Cu3 56.4(4) . . . . ? Cu4A Br5 Cu4 Cu4 -139(2) . . . 2_655 ? Cu2 Br5 Cu4 Cu4 148.4(11) . . . 2_655 ? Cu2A Br5 Cu4 Cu4 169.7(12) . . . 2_655 ? Cu4A Br5 Cu4 Br6 153(2) . . . . ? Cu2 Br5 Cu4 Br6 81.0(5) . . . . ? Cu2A Br5 Cu4 Br6 102.4(5) . . . . ? Cu4A Br5 Cu4 Br4 47.7(18) . . . . ? Cu2 Br5 Cu4 Br4 -24.8(4) . . . . ? Cu2A Br5 Cu4 Br4 -3.4(3) . . . . ? Cu3 Br6 Cu4 Br6 162.1(7) . . . 2_655 ? Cu4A Br6 Cu4 Br6 -24.2(3) 2_655 . . 2_655 ? Cu4 Br6 Cu4 Br6 -22.9(6) 2_655 . . 2_655 ? Cu4A Br6 Cu4 Cu3 173.8(4) 2_655 . . . ? Cu4 Br6 Cu4 Cu3 175.09(17) 2_655 . . . ? Cu3 Br6 Cu4 Cu4 -175.09(17) . . . 2_655 ? Cu4A Br6 Cu4 Cu4 -1.3(4) 2_655 . . 2_655 ? Cu3 Br6 Cu4 Br5 -62.2(4) . . . . ? Cu4A Br6 Cu4 Br5 111.6(8) 2_655 . . . ? Cu4 Br6 Cu4 Br5 112.9(5) 2_655 . . . ? Cu3 Br6 Cu4 Br4 47.1(2) . . . . ? Cu4A Br6 Cu4 Br4 -139.1(4) 2_655 . . . ? Cu4 Br6 Cu4 Br4 -137.8(2) 2_655 . . . ? Cu2A Br4 Cu4 Br6 118.7(6) . . . 2_655 ? Cu4A Br4 Cu4 Br6 68(2) . . . 2_655 ? Cu3 Br4 Cu4 Br6 -165.0(7) . . . 2_655 ? Cu2A Br4 Cu4 Cu3 -76.4(2) . . . . ? Cu4A Br4 Cu4 Cu3 -127(2) . . . . ? Cu2A Br4 Cu4 Cu4 -168.7(13) . . . 2_655 ? Cu4A Br4 Cu4 Cu4 141(3) . . . 2_655 ? Cu3 Br4 Cu4 Cu4 -92.3(13) . . . 2_655 ? Cu2A Br4 Cu4 Br5 3.6(4) . . . . ? Cu4A Br4 Cu4 Br5 -47.2(17) . . . . ? Cu3 Br4 Cu4 Br5 80.0(4) . . . . ? Cu2A Br4 Cu4 Br6 -119.2(3) . . . . ? Cu4A Br4 Cu4 Br6 -170(2) . . . . ? Cu3 Br4 Cu4 Br6 -42.8(2) . . . . ? Cu2 Br5 Cu4A Br6 -159.9(11) . . . 2_655 ? Cu2A Br5 Cu4A Br6 -140.9(13) . . . 2_655 ? Cu4 Br5 Cu4A Br6 94(2) . . . 2_655 ? Cu2 Br5 Cu4A Br4 -12.8(8) . . . . ? Cu2A Br5 Cu4A Br4 6.2(6) . . . . ? Cu4 Br5 Cu4A Br4 -119(2) . . . . ? Cu2 Br5 Cu4A Cu2A -19.0(2) . . . . ? Cu4 Br5 Cu4A Cu2A -125(2) . . . . ? Cu2A Br4 Cu4A Br5 -6.5(7) . . . . ? Cu3 Br4 Cu4A Br5 71.5(7) . . . . ? Cu4 Br4 Cu4A Br5 119(2) . . . . ? Cu2A Br4 Cu4A Br6 140.8(13) . . . 2_655 ? Cu3 Br4 Cu4A Br6 -141.3(13) . . . 2_655 ? Cu4 Br4 Cu4A Br6 -94(2) . . . 2_655 ? Cu3 Br4 Cu4A Cu2A 78.0(2) . . . . ? Cu4 Br4 Cu4A Cu2A 125(2) . . . . ? Br4 Cu2A Cu4A Br5 173.4(6) . . . . ? Br2 Cu2A Cu4A Br5 -66(3) . . . . ? Br4 Cu2A Cu4A Br6 -89.1(5) . . . 2_655 ? Br2 Cu2A Cu4A Br6 32(3) . . . 2_655 ? Br5 Cu2A Cu4A Br6 97.5(9) . . . 2_655 ? Br2 Cu2A Cu4A Br4 121(2) . . . . ? Br5 Cu2A Cu4A Br4 -173.4(6) . . . . ? N2 Cu1 N1 C5 178.4(8) . . . . ? N3 Cu1 N1 C5 159.5(7) . . . . ? Br1 Cu1 N1 C5 15.2(8) . . . . ? Br2 Cu1 N1 C5 -83.9(7) . . . . ? N2 Cu1 N1 C4 -0.3(6) . . . . ? N3 Cu1 N1 C4 -19.2(11) . . . . ? Br1 Cu1 N1 C4 -163.5(5) . . . . ? Br2 Cu1 N1 C4 97.4(6) . . . . ? N2 Cu1 N3 C2 -179.8(7) . . . . ? N1 Cu1 N3 C2 -160.9(7) . . . . ? Br1 Cu1 N3 C2 -16.5(7) . . . . ? Br2 Cu1 N3 C2 82.6(7) . . . . ? N2 Cu1 N3 C1 2.0(5) . . . . ? N1 Cu1 N3 C1 20.9(11) . . . . ? Br1 Cu1 N3 C1 165.3(5) . . . . ? Br2 Cu1 N3 C1 -95.6(5) . . . . ? N1 Cu1 N2 C8 -0.9(6) . . . . ? N3 Cu1 N2 C8 172.1(6) . . . . ? Br1 Cu1 N2 C8 85.3(9) . . . . ? Br2 Cu1 N2 C8 -94.1(6) . . . . ? N1 Cu1 N2 C3 -171.6(6) . . . . ? N3 Cu1 N2 C3 1.4(6) . . . . ? Br1 Cu1 N2 C3 -85.4(9) . . . . ? Br2 Cu1 N2 C3 95.2(6) . . . . ? C2 N3 C1 C6 -0.8(12) . . . . ? Cu1 N3 C1 C6 177.6(6) . . . . ? C2 N3 C1 C3 176.8(7) . . . . ? Cu1 N3 C1 C3 -4.8(8) . . . . ? C1 N3 C2 C7 1.3(13) . . . . ? Cu1 N3 C2 C7 -176.9(6) . . . . ? C8 N2 C3 C11 0.6(12) . . . . ? Cu1 N2 C3 C11 170.8(6) . . . . ? C8 N2 C3 C1 -174.6(7) . . . . ? Cu1 N2 C3 C1 -4.3(9) . . . . ? N3 C1 C3 N2 6.0(10) . . . . ? C6 C1 C3 N2 -176.6(8) . . . . ? N3 C1 C3 C11 -168.7(8) . . . . ? C6 C1 C3 C11 8.7(14) . . . . ? C5 N1 C4 C16 0.4(12) . . . . ? Cu1 N1 C4 C16 179.2(7) . . . . ? C5 N1 C4 C8 -177.5(7) . . . . ? Cu1 N1 C4 C8 1.3(9) . . . . ? C4 N1 C5 C12 -1.4(13) . . . . ? Cu1 N1 C5 C12 179.9(7) . . . . ? N3 C1 C6 C18 0.3(13) . . . . ? C3 C1 C6 C18 -177.1(8) . . . . ? N3 C2 C7 C18 -1.2(14) . . . . ? C3 N2 C8 C10 -2.4(12) . . . . ? Cu1 N2 C8 C10 -172.5(6) . . . . ? C3 N2 C8 C4 172.0(7) . . . . ? Cu1 N2 C8 C4 1.8(9) . . . . ? N1 C4 C8 N2 -2.0(10) . . . . ? C16 C4 C8 N2 -179.9(8) . . . . ? N1 C4 C8 C10 172.0(8) . . . . ? C16 C4 C8 C10 -5.9(14) . . . . ? C21 N4 C9 C15 1.9(14) . . . . ? C20 N4 C9 C15 -176.6(9) . . . . ? C21 N4 C9 C13 -179.6(8) . . . . ? C20 N4 C9 C13 1.9(13) . . . . ? N2 C8 C10 C13 3.3(12) . . . . ? C4 C8 C10 C13 -170.3(8) . . . . ? N2 C3 C11 C13 0.2(12) . . . . ? C1 C3 C11 C13 174.6(8) . . . . ? N1 C5 C12 C14 1.8(15) . . . . ? C3 C11 C13 C10 0.9(13) . . . . ? C3 C11 C13 C9 -179.3(8) . . . . ? C8 C10 C13 C11 -2.6(13) . . . . ? C8 C10 C13 C9 177.5(8) . . . . ? N4 C9 C13 C11 79.1(11) . . . . ? C15 C9 C13 C11 -102.5(11) . . . . ? N4 C9 C13 C10 -101.0(10) . . . . ? C15 C9 C13 C10 77.4(12) . . . . ? C5 C12 C14 C16 -1.1(15) . . . . ? N4 C9 C15 C17 -0.7(15) . . . . ? C13 C9 C15 C17 -179.1(9) . . . . ? N1 C4 C16 C14 0.2(14) . . . . ? C8 C4 C16 C14 177.9(8) . . . . ? C12 C14 C16 C4 0.1(15) . . . . ? C9 C15 C17 C19 -0.6(16) . . . . ? C1 C6 C18 C7 -0.2(14) . . . . ? C2 C7 C18 C6 0.7(13) . . . . ? C15 C17 C19 C21 0.7(17) . . . . ? C9 N4 C21 C19 -1.8(15) . . . . ? C20 N4 C21 C19 176.7(10) . . . . ? C17 C19 C21 N4 0.5(17) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.390 _refine_diff_density_min -0.877 _refine_diff_density_rms 0.171