data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Zhengtao Xu' _publ_contact_author_email ZHENGTAO@CITYU.EDU.HK _publ_section_title ; Structural Regularity and Diversity in Hybrids of Aromatic Thioethers and BiBr3: from Discrete Complexes to Layers and 3D Nets ; loop_ _publ_author_name 'Zhengtao Xu' 'Guo Huang' 'Allen Hunter' 'Yanqiong Sun' 'Matthias Zeller' #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 718749' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H26 Bi2 Br6 S4, C6 H6' _chemical_formula_sum 'C40 H32 Bi2 Br6 S4' _chemical_formula_weight 1538.32 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' S S 0.1246 0.1234 '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' Bi Bi -4.1077 10.2566 '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 6.8569(14) _cell_length_b 12.554(3) _cell_length_c 12.809(3) _cell_angle_alpha 96.291(3) _cell_angle_beta 96.383(3) _cell_angle_gamma 100.368(3) _cell_volume 1068.4(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4534 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 31.81 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.391 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 14.060 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.121 _exptl_absorpt_correction_T_max 0.213 _exptl_absorpt_process_details 'Apex2 v2.1-4 (Bruker, 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 10996 _diffrn_reflns_av_R_equivalents 0.0245 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5261 _reflns_number_gt 4679 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Apex2 v2.1-4 (Bruker, 2007)' _computing_cell_refinement 'Apex2 v2.1-4' _computing_data_reduction 'Apex2 v2.1-4' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0289P)^2^+0.8588P] 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 5261 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0625 _refine_ls_wR_factor_gt 0.0598 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 Bi1 Bi 0.77878(2) 0.504289(13) 0.104516(13) 0.01713(5) Uani 1 1 d . . . Br1 Br 0.55917(6) 0.36487(4) -0.06472(4) 0.02139(10) Uani 1 1 d . . . Br2 Br 1.06178(6) 0.38008(3) 0.08997(3) 0.01950(10) Uani 1 1 d . . . Br3 Br 0.60453(7) 0.39354(4) 0.24548(4) 0.02674(11) Uani 1 1 d . . . C1 C -0.0618(6) 1.0819(3) 0.4419(3) 0.0177(9) Uani 1 1 d . . . C2 C -0.1194(7) 1.1616(4) 0.3811(4) 0.0217(9) Uani 1 1 d . . . H2 H -0.2294 1.1940 0.3969 0.026 Uiso 1 1 calc R . . C3 C -0.0175(7) 1.1921(4) 0.2995(4) 0.0259(10) Uani 1 1 d . . . H3 H -0.0591 1.2449 0.2588 0.031 Uiso 1 1 calc R . . C4 C 0.1490(8) 1.1463(4) 0.2747(4) 0.0273(11) Uani 1 1 d . . . H4 H 0.2203 1.1699 0.2193 0.033 Uiso 1 1 calc R . . C5 C 0.2061(7) 1.0686(4) 0.3307(4) 0.0214(9) Uani 1 1 d . . . H5 H 0.3172 1.0379 0.3133 0.026 Uiso 1 1 calc R . . C6 C 0.1030(6) 1.0321(4) 0.4147(3) 0.0182(9) Uani 1 1 d . . . C7 C 0.1612(6) 0.9503(3) 0.4724(3) 0.0169(9) Uani 1 1 d . . . C8 C 0.3222(7) 0.8951(3) 0.4415(3) 0.0177(9) Uani 1 1 d . . . C9 C 0.4430(7) 0.8502(4) 0.4178(4) 0.0237(10) Uani 1 1 d . . . C10 C 0.6012(6) 0.7936(4) 0.3893(4) 0.0201(9) Uani 1 1 d . . . C11 C 0.6995(7) 0.8189(4) 0.3034(4) 0.0223(9) Uani 1 1 d . . . H11 H 0.6632 0.8734 0.2634 0.027 Uiso 1 1 calc R . . C12 C 0.8496(7) 0.7658(4) 0.2756(4) 0.0235(10) Uani 1 1 d . . . C13 C 0.9046(7) 0.6852(4) 0.3352(4) 0.0225(10) Uani 1 1 d . . . C14 C 0.8075(7) 0.6606(4) 0.4207(4) 0.0262(10) Uani 1 1 d . . . H14 H 0.8449 0.6066 0.4610 0.031 Uiso 1 1 calc R . . C15 C 0.6565(7) 0.7132(4) 0.4486(4) 0.0235(10) Uani 1 1 d . . . H15 H 0.5905 0.6952 0.5076 0.028 Uiso 1 1 calc R . . C16 C 0.8594(8) 0.8812(4) 0.0995(4) 0.0313(11) Uani 1 1 d . . . H16A H 0.8775 0.9508 0.1457 0.047 Uiso 1 1 calc R . . H16B H 0.7163 0.8499 0.0819 0.047 Uiso 1 1 calc R . . H16C H 0.9173 0.8936 0.0343 0.047 Uiso 1 1 calc R . . C17 C 1.1264(8) 0.5240(5) 0.3798(4) 0.0345(12) Uani 1 1 d . . . H17A H 0.9981 0.4756 0.3821 0.052 Uiso 1 1 calc R . . H17B H 1.1770 0.5640 0.4505 0.052 Uiso 1 1 calc R . . H17C H 1.2228 0.4803 0.3570 0.052 Uiso 1 1 calc R . . C18 C 0.3585(7) 0.9046(4) 0.9830(4) 0.0290(11) Uani 1 1 d . . . H18 H 0.2608 0.8389 0.9717 0.035 Uiso 1 1 calc R . . C19 C 0.4670(8) 0.9336(4) 0.9037(4) 0.0318(11) Uani 1 1 d . . . H19 H 0.4449 0.8882 0.8374 0.038 Uiso 1 1 calc R . . C20 C 0.6099(8) 1.0296(5) 0.9204(4) 0.0323(12) Uani 1 1 d . . . H20 H 0.6857 1.0500 0.8655 0.039 Uiso 1 1 calc R . . S1 S 1.09234(17) 0.61891(10) 0.28805(10) 0.0242(2) Uani 1 1 d . . . S2 S 0.98239(18) 0.78820(10) 0.16676(10) 0.0263(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.01630(8) 0.01607(9) 0.01989(9) 0.00256(6) 0.00246(6) 0.00533(6) Br1 0.0185(2) 0.0165(2) 0.0282(2) -0.00171(17) -0.00057(17) 0.00575(17) Br2 0.0184(2) 0.0176(2) 0.0254(2) 0.00646(17) 0.00563(17) 0.00735(17) Br3 0.0249(2) 0.0292(3) 0.0296(3) 0.0103(2) 0.00984(19) 0.0068(2) C1 0.019(2) 0.013(2) 0.019(2) -0.0016(17) -0.0009(17) 0.0033(17) C2 0.027(2) 0.018(2) 0.022(2) 0.0033(18) 0.0030(19) 0.0101(19) C3 0.030(3) 0.023(2) 0.027(3) 0.006(2) 0.001(2) 0.009(2) C4 0.033(3) 0.025(3) 0.025(2) 0.007(2) 0.008(2) 0.004(2) C5 0.021(2) 0.020(2) 0.024(2) 0.0016(18) 0.0060(18) 0.0048(18) C6 0.017(2) 0.016(2) 0.022(2) 0.0014(17) 0.0022(17) 0.0037(17) C7 0.015(2) 0.017(2) 0.020(2) -0.0010(17) 0.0025(16) 0.0059(16) C8 0.021(2) 0.014(2) 0.017(2) 0.0040(16) -0.0022(17) 0.0007(17) C9 0.031(3) 0.016(2) 0.019(2) -0.0013(18) -0.0011(19) -0.005(2) C10 0.016(2) 0.018(2) 0.025(2) -0.0039(18) 0.0024(17) 0.0061(17) C11 0.020(2) 0.020(2) 0.026(2) -0.0004(19) 0.0016(18) 0.0063(18) C12 0.023(2) 0.017(2) 0.026(2) -0.0047(18) -0.0039(19) 0.0007(18) C13 0.019(2) 0.023(2) 0.026(2) -0.0026(19) 0.0015(18) 0.0084(18) C14 0.027(2) 0.022(2) 0.028(3) 0.001(2) -0.001(2) 0.008(2) C15 0.028(2) 0.024(2) 0.020(2) 0.0020(18) 0.0061(19) 0.007(2) C16 0.028(3) 0.035(3) 0.034(3) 0.013(2) 0.004(2) 0.010(2) C17 0.036(3) 0.043(3) 0.031(3) 0.008(2) 0.003(2) 0.022(3) C18 0.023(2) 0.021(2) 0.042(3) 0.006(2) 0.002(2) 0.002(2) C19 0.027(3) 0.035(3) 0.033(3) 0.001(2) 0.002(2) 0.008(2) C20 0.027(3) 0.042(3) 0.030(3) 0.010(2) 0.011(2) 0.005(2) S1 0.0220(6) 0.0245(6) 0.0274(6) -0.0006(5) 0.0029(5) 0.0105(5) S2 0.0232(6) 0.0299(7) 0.0288(6) 0.0059(5) 0.0077(5) 0.0093(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 Bi1 Br3 2.6557(6) . ? Bi1 Br2 2.7088(6) . ? Bi1 Br1 2.7430(6) . ? Bi1 S1 3.0399(13) . ? Bi1 Br1 3.1014(6) 2_665 ? Bi1 Br2 3.2148(7) 2_765 ? Br1 Bi1 3.1014(6) 2_665 ? Br2 Bi1 3.2148(7) 2_765 ? C1 C7 1.414(6) 2_576 ? C1 C2 1.417(6) . ? C1 C6 1.443(6) . ? C2 C3 1.372(7) . ? C2 H2 0.9500 . ? C3 C4 1.418(7) . ? C3 H3 0.9500 . ? C4 C5 1.359(6) . ? C4 H4 0.9500 . ? C5 C6 1.424(6) . ? C5 H5 0.9500 . ? C6 C7 1.418(6) . ? C7 C1 1.414(6) 2_576 ? C7 C8 1.472(6) . ? C8 C9 1.133(7) . ? C9 C10 1.457(7) . ? C10 C11 1.389(7) . ? C10 C15 1.407(6) . ? C11 C12 1.381(6) . ? C11 H11 0.9500 . ? C12 C13 1.411(6) . ? C12 S2 1.769(5) . ? C13 C14 1.379(7) . ? C13 S1 1.779(5) . ? C14 C15 1.384(7) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 S2 1.797(5) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 S1 1.790(5) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.367(7) . ? C18 C20 1.384(7) 2_677 ? C18 H18 0.9500 . ? C19 C20 1.389(7) . ? C19 H19 0.9500 . ? C20 C18 1.384(7) 2_677 ? C20 H20 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br3 Bi1 Br2 93.755(18) . . ? Br3 Bi1 Br1 93.18(2) . . ? Br2 Bi1 Br1 86.684(19) . . ? Br3 Bi1 S1 86.61(3) . . ? Br2 Bi1 S1 79.08(3) . . ? Br1 Bi1 S1 165.72(2) . . ? Br3 Bi1 Br1 94.646(18) . 2_665 ? Br2 Bi1 Br1 166.784(14) . 2_665 ? Br1 Bi1 Br1 82.682(18) . 2_665 ? S1 Bi1 Br1 111.58(3) . 2_665 ? Br3 Bi1 Br2 171.971(14) . 2_765 ? Br2 Bi1 Br2 88.117(15) . 2_765 ? Br1 Bi1 Br2 79.12(2) . 2_765 ? S1 Bi1 Br2 101.41(3) . 2_765 ? Br1 Bi1 Br2 82.202(15) 2_665 2_765 ? Bi1 Br1 Bi1 97.318(18) . 2_665 ? Bi1 Br2 Bi1 91.883(16) . 2_765 ? C7 C1 C2 122.0(4) 2_576 . ? C7 C1 C6 119.3(4) 2_576 . ? C2 C1 C6 118.6(4) . . ? C3 C2 C1 120.5(4) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C2 C3 C4 121.2(4) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 119.8(5) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 121.4(4) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C7 C6 C5 121.5(4) . . ? C7 C6 C1 120.0(4) . . ? C5 C6 C1 118.5(4) . . ? C1 C7 C6 120.7(4) 2_576 . ? C1 C7 C8 119.0(4) 2_576 . ? C6 C7 C8 120.3(4) . . ? C9 C8 C7 178.3(5) . . ? C8 C9 C10 178.8(5) . . ? C11 C10 C15 119.4(4) . . ? C11 C10 C9 120.2(4) . . ? C15 C10 C9 120.4(4) . . ? C12 C11 C10 120.7(4) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C13 119.8(5) . . ? C11 C12 S2 125.2(4) . . ? C13 C12 S2 115.0(4) . . ? C14 C13 C12 119.4(4) . . ? C14 C13 S1 125.1(4) . . ? C12 C13 S1 115.4(4) . . ? C13 C14 C15 121.0(4) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C14 C15 C10 119.7(4) . . ? C14 C15 H15 120.2 . . ? C10 C15 H15 120.2 . . ? S2 C16 H16A 109.5 . . ? S2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? S2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? S1 C17 H17A 109.5 . . ? S1 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? S1 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C20 120.3(5) . 2_677 ? C19 C18 H18 119.8 . . ? C20 C18 H18 119.8 2_677 . ? C18 C19 C20 119.8(5) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C18 C20 C19 119.9(5) 2_677 . ? C18 C20 H20 120.1 2_677 . ? C19 C20 H20 120.1 . . ? C13 S1 C17 104.0(2) . . ? C13 S1 Bi1 87.27(15) . . ? C17 S1 Bi1 108.54(19) . . ? C12 S2 C16 104.1(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 Br3 Bi1 Br1 Bi1 94.281(19) . . . 2_665 ? Br2 Bi1 Br1 Bi1 -172.136(15) . . . 2_665 ? S1 Bi1 Br1 Bi1 -176.95(10) . . . 2_665 ? Br1 Bi1 Br1 Bi1 0.0 2_665 . . 2_665 ? Br2 Bi1 Br1 Bi1 -83.419(18) 2_765 . . 2_665 ? Br3 Bi1 Br2 Bi1 172.183(14) . . . 2_765 ? Br1 Bi1 Br2 Bi1 79.207(19) . . . 2_765 ? S1 Bi1 Br2 Bi1 -102.00(3) . . . 2_765 ? Br1 Bi1 Br2 Bi1 42.79(6) 2_665 . . 2_765 ? Br2 Bi1 Br2 Bi1 0.0 2_765 . . 2_765 ? C7 C1 C2 C3 179.0(4) 2_576 . . . ? C6 C1 C2 C3 -1.4(7) . . . . ? C1 C2 C3 C4 -0.8(7) . . . . ? C2 C3 C4 C5 1.8(7) . . . . ? C3 C4 C5 C6 -0.4(7) . . . . ? C4 C5 C6 C7 179.4(4) . . . . ? C4 C5 C6 C1 -1.8(7) . . . . ? C7 C1 C6 C7 1.2(7) 2_576 . . . ? C2 C1 C6 C7 -178.5(4) . . . . ? C7 C1 C6 C5 -177.7(4) 2_576 . . . ? C2 C1 C6 C5 2.7(6) . . . . ? C5 C6 C7 C1 177.6(4) . . . 2_576 ? C1 C6 C7 C1 -1.2(7) . . . 2_576 ? C5 C6 C7 C8 -4.4(6) . . . . ? C1 C6 C7 C8 176.8(4) . . . . ? C1 C7 C8 C9 46(16) 2_576 . . . ? C6 C7 C8 C9 -132(16) . . . . ? C7 C8 C9 C10 -120(26) . . . . ? C8 C9 C10 C11 -108(27) . . . . ? C8 C9 C10 C15 72(27) . . . . ? C15 C10 C11 C12 0.4(7) . . . . ? C9 C10 C11 C12 -180.0(4) . . . . ? C10 C11 C12 C13 -0.3(7) . . . . ? C10 C11 C12 S2 178.5(3) . . . . ? C11 C12 C13 C14 0.0(7) . . . . ? S2 C12 C13 C14 -179.0(4) . . . . ? C11 C12 C13 S1 177.5(3) . . . . ? S2 C12 C13 S1 -1.5(5) . . . . ? C12 C13 C14 C15 0.3(7) . . . . ? S1 C13 C14 C15 -177.0(4) . . . . ? C13 C14 C15 C10 -0.2(7) . . . . ? C11 C10 C15 C14 -0.1(7) . . . . ? C9 C10 C15 C14 -179.7(4) . . . . ? C20 C18 C19 C20 0.1(9) 2_677 . . . ? C18 C19 C20 C18 -0.1(9) . . . 2_677 ? C14 C13 S1 C17 -2.8(5) . . . . ? C12 C13 S1 C17 179.8(4) . . . . ? C14 C13 S1 Bi1 105.7(4) . . . . ? C12 C13 S1 Bi1 -71.7(3) . . . . ? Br3 Bi1 S1 C13 -70.06(16) . . . . ? Br2 Bi1 S1 C13 -164.54(16) . . . . ? Br1 Bi1 S1 C13 -159.65(17) . . . . ? Br1 Bi1 S1 C13 23.61(16) 2_665 . . . ? Br2 Bi1 S1 C13 109.65(16) 2_765 . . . ? Br3 Bi1 S1 C17 33.82(19) . . . . ? Br2 Bi1 S1 C17 -60.66(19) . . . . ? Br1 Bi1 S1 C17 -55.8(2) . . . . ? Br1 Bi1 S1 C17 127.48(19) 2_665 . . . ? Br2 Bi1 S1 C17 -146.47(19) 2_765 . . . ? C11 C12 S2 C16 -5.5(5) . . . . ? C13 C12 S2 C16 173.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.817 _refine_diff_density_min -0.844 _refine_diff_density_rms 0.162 # Attachment 'Structure1-9_MZb.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 718750' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H11 Bi Br3 S2' _chemical_formula_weight 680.05 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' S S 0.1246 0.1234 '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' Bi Bi -4.1077 10.2566 '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 6.8667(11) _cell_length_b 9.6144(15) _cell_length_c 13.465(2) _cell_angle_alpha 78.886(3) _cell_angle_beta 89.642(3) _cell_angle_gamma 71.235(3) _cell_volume 824.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4801 _cell_measurement_theta_min 2.486 _cell_measurement_theta_max 30.498 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.739 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 618 _exptl_absorpt_coefficient_mu 18.199 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.115 _exptl_absorpt_correction_T_max 0.280 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 7901 _diffrn_reflns_av_R_equivalents 0.0435 _diffrn_reflns_av_sigmaI/netI 0.0700 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 28.28 _reflns_number_total 4042 _reflns_number_gt 3172 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0812P)^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 4042 _refine_ls_number_parameters 174 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0715 _refine_ls_R_factor_gt 0.0507 _refine_ls_wR_factor_ref 0.1409 _refine_ls_wR_factor_gt 0.1234 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 Bi1 Bi 0.24087(6) -0.00775(4) 0.59768(3) 0.02529(14) Uani 1 1 d . . . Br1 Br 0.45716(15) -0.17036(11) 0.46213(8) 0.0294(2) Uani 1 1 d . . . Br2 Br 0.01003(16) -0.18930(11) 0.61054(8) 0.0299(2) Uani 1 1 d . . . Br3 Br 0.47273(16) -0.17634(12) 0.75934(8) 0.0343(3) Uani 1 1 d . . . C1 C 1.0857(17) 0.5885(11) 0.9333(8) 0.033(2) Uani 1 1 d . . . H1 H 1.1445 0.6497 0.8873 0.039 Uiso 1 1 calc R . . C2 C 0.9380(17) 0.5399(11) 0.8988(9) 0.033(2) Uani 1 1 d . . . H2 H 0.8952 0.5672 0.8288 0.040 Uiso 1 1 calc R . . C3 C 0.8494(15) 0.4507(11) 0.9651(8) 0.027(2) Uani 1 1 d . . . C4 C 0.6958(17) 0.3973(13) 0.9287(8) 0.033(2) Uani 1 1 d . . . C5 C 0.5720(17) 0.3509(12) 0.8978(8) 0.031(2) Uani 1 1 d . . . C6 C 0.4193(16) 0.3001(12) 0.8631(8) 0.029(2) Uani 1 1 d . . . C7 C 0.3277(16) 0.3543(12) 0.7650(8) 0.029(2) Uani 1 1 d . . . H7 H 0.3711 0.4261 0.7198 0.035 Uiso 1 1 calc R . . C8 C 0.1744(15) 0.3055(11) 0.7321(7) 0.026(2) Uani 1 1 d . . . C9 C 0.1195(17) 0.1930(12) 0.7968(8) 0.031(2) Uani 1 1 d . . . C10 C 0.2046(16) 0.1391(12) 0.8922(8) 0.031(2) Uani 1 1 d . . . H10 H 0.1631 0.0652 0.9361 0.037 Uiso 1 1 calc R . . C11 C 0.3518(15) 0.1912(12) 0.9259(8) 0.029(2) Uani 1 1 d . . . H11 H 0.4096 0.1526 0.9935 0.035 Uiso 1 1 calc R . . C12 C -0.2017(16) 0.4748(13) 0.6283(9) 0.036(3) Uani 1 1 d . . . H12A H -0.2422 0.4232 0.6910 0.054 Uiso 1 1 calc R . . H12B H -0.2917 0.4778 0.5711 0.054 Uiso 1 1 calc R . . H12C H -0.2144 0.5773 0.6341 0.054 Uiso 1 1 calc R . . C13 C -0.0840(19) -0.0154(14) 0.8439(9) 0.040(3) Uani 1 1 d . . . H13A H 0.0535 -0.0836 0.8698 0.060 Uiso 1 1 calc R . . H13B H -0.1626 -0.0717 0.8187 0.060 Uiso 1 1 calc R . . H13C H -0.1558 0.0304 0.8986 0.060 Uiso 1 1 calc R . . S1 S 0.0643(4) 0.3744(3) 0.60709(19) 0.0293(5) Uani 1 1 d . . . S2 S -0.0606(4) 0.1276(3) 0.7433(2) 0.0291(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.0219(2) 0.0303(2) 0.0222(2) -0.00426(14) 0.00225(13) -0.00706(14) Br1 0.0244(5) 0.0327(5) 0.0308(5) -0.0093(4) 0.0066(4) -0.0074(4) Br2 0.0291(5) 0.0313(5) 0.0293(5) -0.0029(4) 0.0012(4) -0.0115(4) Br3 0.0265(5) 0.0392(6) 0.0298(5) -0.0020(4) -0.0026(4) -0.0034(4) C1 0.035(6) 0.025(5) 0.035(6) -0.011(4) 0.002(5) -0.002(4) C2 0.032(6) 0.027(5) 0.035(6) -0.013(4) -0.003(4) 0.002(4) C3 0.015(4) 0.028(5) 0.036(6) -0.013(4) -0.004(4) 0.002(4) C4 0.023(5) 0.039(6) 0.031(6) -0.009(5) 0.003(4) 0.000(4) C5 0.029(5) 0.037(6) 0.026(5) -0.010(4) 0.001(4) -0.006(4) C6 0.027(5) 0.030(5) 0.028(5) -0.007(4) -0.001(4) -0.005(4) C7 0.024(5) 0.031(5) 0.029(5) -0.007(4) 0.004(4) -0.007(4) C8 0.027(5) 0.031(5) 0.015(4) 0.001(4) 0.000(4) -0.006(4) C9 0.033(6) 0.034(5) 0.022(5) -0.007(4) 0.006(4) -0.006(4) C10 0.028(5) 0.032(5) 0.027(5) 0.001(4) 0.006(4) -0.006(4) C11 0.021(5) 0.038(6) 0.023(5) -0.005(4) -0.001(4) -0.002(4) C12 0.025(5) 0.042(6) 0.034(6) 0.001(5) 0.008(4) -0.007(5) C13 0.042(7) 0.050(7) 0.033(6) -0.002(5) 0.014(5) -0.027(6) S1 0.0276(13) 0.0336(13) 0.0233(12) -0.0014(10) 0.0024(10) -0.0078(10) S2 0.0270(13) 0.0326(13) 0.0262(13) -0.0059(10) 0.0059(10) -0.0079(10) _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 Bi1 Br3 2.6312(11) . ? Bi1 Br2 2.6925(11) . ? Bi1 Br1 2.7484(11) . ? Bi1 S2 3.004(3) . ? Bi1 Br1 3.1004(11) 2_656 ? Bi1 Br2 3.2142(11) 2_556 ? Br1 Bi1 3.1004(11) 2_656 ? Br2 Bi1 3.2142(11) 2_556 ? C1 C2 1.363(16) . ? C1 C3 1.383(15) 2_767 ? C1 H1 0.9500 . ? C2 C3 1.391(15) . ? C2 H2 0.9500 . ? C3 C1 1.383(15) 2_767 ? C3 C4 1.438(16) . ? C4 C5 1.189(16) . ? C5 C6 1.407(16) . ? C6 C7 1.396(15) . ? C6 C11 1.411(14) . ? C7 C8 1.389(15) . ? C7 H7 0.9500 . ? C8 C9 1.402(14) . ? C8 S1 1.763(10) . ? C9 C10 1.348(15) . ? C9 S2 1.770(12) . ? C10 C11 1.377(16) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 S1 1.821(11) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 S2 1.781(10) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? 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 Br3 Bi1 Br2 91.55(4) . . ? Br3 Bi1 Br1 95.82(4) . . ? Br2 Bi1 Br1 85.32(4) . . ? Br3 Bi1 S2 86.13(6) . . ? Br2 Bi1 S2 81.39(6) . . ? Br1 Bi1 S2 166.62(6) . . ? Br3 Bi1 Br1 93.10(3) . 2_656 ? Br2 Bi1 Br1 166.42(3) . 2_656 ? Br1 Bi1 Br1 81.52(3) . 2_656 ? S2 Bi1 Br1 111.64(6) . 2_656 ? Br3 Bi1 Br2 175.29(3) . 2_556 ? Br2 Bi1 Br2 90.18(3) . 2_556 ? Br1 Bi1 Br2 79.96(3) . 2_556 ? S2 Bi1 Br2 98.46(6) . 2_556 ? Br1 Bi1 Br2 84.26(3) 2_656 2_556 ? Bi1 Br1 Bi1 98.48(3) . 2_656 ? Bi1 Br2 Bi1 89.82(3) . 2_556 ? C2 C1 C3 120.4(11) . 2_767 ? C2 C1 H1 119.8 . . ? C3 C1 H1 119.8 2_767 . ? C1 C2 C3 120.7(11) . . ? C1 C2 H2 119.7 . . ? C3 C2 H2 119.7 . . ? C1 C3 C2 118.9(10) 2_767 . ? C1 C3 C4 120.2(10) 2_767 . ? C2 C3 C4 120.9(10) . . ? C5 C4 C3 178.6(12) . . ? C4 C5 C6 177.6(12) . . ? C7 C6 C5 121.7(10) . . ? C7 C6 C11 116.7(10) . . ? C5 C6 C11 121.6(10) . . ? C8 C7 C6 121.3(10) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C7 C8 C9 119.2(9) . . ? C7 C8 S1 120.1(7) . . ? C9 C8 S1 120.5(8) . . ? C10 C9 C8 120.7(11) . . ? C10 C9 S2 123.9(9) . . ? C8 C9 S2 115.4(8) . . ? C9 C10 C11 120.0(10) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C11 C6 122.0(10) . . ? C10 C11 H11 119.0 . . ? C6 C11 H11 119.0 . . ? S1 C12 H12A 109.5 . . ? S1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? S1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? S2 C13 H13A 109.5 . . ? S2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? S2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C8 S1 C12 101.8(5) . . ? C9 S2 C13 102.5(6) . . ? C9 S2 Bi1 92.1(3) . . ? C13 S2 Bi1 110.2(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Br3 Bi1 Br1 Bi1 -92.28(4) . . . 2_656 ? Br2 Bi1 Br1 Bi1 176.64(3) . . . 2_656 ? S2 Bi1 Br1 Bi1 169.9(2) . . . 2_656 ? Br1 Bi1 Br1 Bi1 0.0 2_656 . . 2_656 ? Br2 Bi1 Br1 Bi1 85.62(3) 2_556 . . 2_656 ? Br3 Bi1 Br2 Bi1 -175.62(3) . . . 2_556 ? Br1 Bi1 Br2 Bi1 -79.91(3) . . . 2_556 ? S2 Bi1 Br2 Bi1 98.53(6) . . . 2_556 ? Br1 Bi1 Br2 Bi1 -65.60(14) 2_656 . . 2_556 ? Br2 Bi1 Br2 Bi1 0.0 2_556 . . 2_556 ? C3 C1 C2 C3 0.3(17) 2_767 . . . ? C1 C2 C3 C1 -0.3(17) . . . 2_767 ? C1 C2 C3 C4 -179.0(9) . . . . ? C5 C6 C7 C8 -178.8(10) . . . . ? C11 C6 C7 C8 1.4(15) . . . . ? C6 C7 C8 C9 -3.8(16) . . . . ? C6 C7 C8 S1 -179.2(8) . . . . ? C7 C8 C9 C10 4.2(16) . . . . ? S1 C8 C9 C10 179.5(8) . . . . ? C7 C8 C9 S2 -174.6(8) . . . . ? S1 C8 C9 S2 0.7(12) . . . . ? C8 C9 C10 C11 -2.0(16) . . . . ? S2 C9 C10 C11 176.6(8) . . . . ? C9 C10 C11 C6 -0.4(16) . . . . ? C7 C6 C11 C10 0.7(15) . . . . ? C5 C6 C11 C10 -179.0(10) . . . . ? C7 C8 S1 C12 -115.7(9) . . . . ? C9 C8 S1 C12 69.1(10) . . . . ? C10 C9 S2 C13 -0.8(11) . . . . ? C8 C9 S2 C13 177.9(8) . . . . ? C10 C9 S2 Bi1 -112.0(9) . . . . ? C8 C9 S2 Bi1 66.7(8) . . . . ? Br3 Bi1 S2 C9 61.1(3) . . . . ? Br2 Bi1 S2 C9 153.2(3) . . . . ? Br1 Bi1 S2 C9 160.0(4) . . . . ? Br1 Bi1 S2 C9 -30.7(4) 2_656 . . . ? Br2 Bi1 S2 C9 -117.9(3) 2_556 . . . ? Br3 Bi1 S2 C13 -43.1(5) . . . . ? Br2 Bi1 S2 C13 49.1(5) . . . . ? Br1 Bi1 S2 C13 55.8(5) . . . . ? Br1 Bi1 S2 C13 -134.9(5) 2_656 . . . ? Br2 Bi1 S2 C13 138.0(5) 2_556 . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 4.487 _refine_diff_density_min -2.188 _refine_diff_density_rms 0.410 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 718751' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H26 Bi4 Br12 S4, 2(C6 H6)' _chemical_formula_sum 'C48 H38 Bi4 Br12 S4' _chemical_formula_weight 2537.86 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' Bi Bi -4.1077 10.2566 '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' S S 0.1246 0.1234 '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 7.1953(14) _cell_length_b 13.182(3) _cell_length_c 17.455(4) _cell_angle_alpha 93.757(4) _cell_angle_beta 100.914(4) _cell_angle_gamma 90.969(4) _cell_volume 1621.4(6) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5508 _cell_measurement_theta_min 2.7495 _cell_measurement_theta_max 30.784 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.044 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.599 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1142 _exptl_absorpt_coefficient_mu 18.374 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.032 _exptl_absorpt_correction_T_max 0.446 _exptl_absorpt_process_details 'SADABS in SAINT+ (Bruker, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16403 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.0601 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 28.28 _reflns_number_total 8013 _reflns_number_gt 6326 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0640P)^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 8013 _refine_ls_number_parameters 340 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1088 _refine_ls_wR_factor_gt 0.1006 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.977 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Bi1 Bi 0.44732(3) 0.769666(18) 0.592101(15) 0.02392(8) Uani 1 1 d . . . Bi2 Bi 0.89599(3) 0.760562(18) 0.453161(15) 0.02409(8) Uani 1 1 d . . . Br1 Br 0.36577(11) 0.69239(6) 0.71647(5) 0.03621(18) Uani 1 1 d . . . Br2 Br 0.22256(11) 0.61827(6) 0.49681(6) 0.0421(2) Uani 1 1 d . . . Br3 Br 0.75266(9) 0.65056(5) 0.59084(4) 0.02831(16) Uani 1 1 d . . . Br4 Br 0.57011(9) 0.86567(5) 0.43887(5) 0.03142(17) Uani 1 1 d . . . Br5 Br 1.09140(10) 0.89664(5) 0.57124(4) 0.02824(16) Uani 1 1 d . . . Br6 Br 1.04268(10) 0.83847(6) 0.34173(5) 0.03342(17) Uani 1 1 d . . . C1 C 0.0597(10) 0.9931(6) 0.9739(5) 0.0360(17) Uani 1 1 d . . . C2 C 0.1662(11) 0.9830(6) 0.9284(5) 0.0346(17) Uani 1 1 d . . . C3 C 0.2983(10) 0.9676(5) 0.8766(5) 0.0317(16) Uani 1 1 d . . . C4 C 0.2737(11) 1.0152(6) 0.8055(5) 0.0359(17) Uani 1 1 d . . . H4 H 0.1693 1.0579 0.7915 0.043 Uiso 1 1 calc R . . C5 C 0.4000(12) 1.0001(5) 0.7568(5) 0.0364(18) Uani 1 1 d . . . H5 H 0.3827 1.0327 0.7090 0.044 Uiso 1 1 calc R . . C6 C 0.5553(11) 0.9373(5) 0.7761(5) 0.0332(17) Uani 1 1 d . . . C7 C 0.5817(11) 0.8908(5) 0.8463(4) 0.0319(16) Uani 1 1 d . . . H7 H 0.6881 0.8495 0.8602 0.038 Uiso 1 1 calc R . . C8 C 0.4521(10) 0.9044(5) 0.8971(4) 0.0305(15) Uani 1 1 d . . . C9 C 0.4785(10) 0.8539(6) 0.9682(4) 0.0317(16) Uani 1 1 d . . . C10 C 0.5021(11) 0.8104(6) 1.0278(5) 0.0360(17) Uani 1 1 d . . . C11 C 0.5456(11) 0.7612(6) 1.0997(5) 0.0363(17) Uani 1 1 d . . . C12 C 0.7173(12) 0.7131(7) 1.1181(5) 0.047(2) Uani 1 1 d . . . H12 H 0.8034 0.7128 1.0830 0.056 Uiso 1 1 calc R . . C13 C 0.7639(13) 0.6649(7) 1.1881(5) 0.045(2) Uani 1 1 d . . . H13 H 0.8797 0.6304 1.1992 0.054 Uiso 1 1 calc R . . C14 C 0.6438(11) 0.6669(5) 1.2412(5) 0.0345(17) Uani 1 1 d . . . C15 C 0.4713(11) 0.7155(6) 1.2229(5) 0.0366(17) Uani 1 1 d . . . H15 H 0.3863 0.7164 1.2584 0.044 Uiso 1 1 calc R . . C16 C 0.4230(11) 0.7627(6) 1.1531(5) 0.0373(18) Uani 1 1 d . . . H16 H 0.3060 0.7961 1.1416 0.045 Uiso 1 1 calc R . . C17 C 0.8791(11) 0.8350(7) 0.7526(5) 0.046(2) Uani 1 1 d . . . H17A H 0.9465 0.8678 0.8024 0.070 Uiso 1 1 calc R . . H17B H 0.9694 0.8197 0.7182 0.070 Uiso 1 1 calc R . . H17C H 0.8166 0.7718 0.7623 0.070 Uiso 1 1 calc R . . C18 C 0.5124(16) 0.5765(8) 1.3616(7) 0.077(4) Uani 1 1 d . . . H18A H 0.4519 0.6398 1.3744 0.116 Uiso 1 1 calc R . . H18B H 0.5444 0.5388 1.4087 0.116 Uiso 1 1 calc R . . H18C H 0.4253 0.5351 1.3212 0.116 Uiso 1 1 calc R . . C19 C -0.0811(15) 0.3455(9) 0.1129(9) 0.064(6) Uani 0.513(10) 1 d PGU A 1 H19 H -0.2028 0.3128 0.1002 0.077 Uiso 0.513(10) 1 calc PR A 1 C20 C -0.0429(18) 0.4220(10) 0.1729(9) 0.060(5) Uani 0.513(10) 1 d PGU A 1 H20 H -0.1384 0.4415 0.2013 0.072 Uiso 0.513(10) 1 calc PR A 1 C21 C 0.1351(19) 0.4698(8) 0.1914(7) 0.056(5) Uani 0.513(10) 1 d PGU A 1 H21 H 0.1612 0.5221 0.2324 0.067 Uiso 0.513(10) 1 calc PR A 1 C22 C 0.2749(14) 0.4413(9) 0.1498(8) 0.069(6) Uani 0.513(10) 1 d PGU A 1 H22 H 0.3965 0.4740 0.1625 0.083 Uiso 0.513(10) 1 calc PR A 1 C23 C 0.2366(16) 0.3648(9) 0.0898(8) 0.052(4) Uani 0.513(10) 1 d PGU A 1 H23 H 0.3322 0.3453 0.0614 0.063 Uiso 0.513(10) 1 calc PR A 1 C24 C 0.0587(18) 0.3169(8) 0.0713(7) 0.055(4) Uani 0.513(10) 1 d PGU A 1 H24 H 0.0325 0.2647 0.0303 0.066 Uiso 0.513(10) 1 calc PR A 1 S1 S 0.7045(3) 0.91902(15) 0.70675(12) 0.0398(5) Uani 1 1 d . . . S2 S 0.7130(4) 0.60412(15) 1.32824(13) 0.0458(5) Uani 1 1 d . . . C19B C -0.084(3) 0.3825(16) 0.1298(12) 0.099(9) Uani 0.487(10) 1 d PGU A -2 H19B H -0.1828 0.3504 0.1498 0.119 Uiso 0.487(10) 1 calc PR A -2 C20B C 0.085(4) 0.4117(18) 0.1796(9) 0.136(11) Uani 0.487(10) 1 d PGU A -2 H20B H 0.1029 0.3996 0.2335 0.163 Uiso 0.487(10) 1 calc PR A -2 C21B C 0.229(3) 0.4587(18) 0.1504(13) 0.128(11) Uani 0.487(10) 1 d PGU A -2 H21B H 0.3450 0.4787 0.1844 0.153 Uiso 0.487(10) 1 calc PR A -2 C22B C 0.203(2) 0.4765(14) 0.0715(14) 0.109(9) Uani 0.487(10) 1 d PGU A -2 H22B H 0.3014 0.5086 0.0516 0.130 Uiso 0.487(10) 1 calc PR A -2 C23B C 0.033(3) 0.4472(13) 0.0218(9) 0.076(6) Uani 0.487(10) 1 d PGU A -2 H23B H 0.0157 0.4593 -0.0321 0.091 Uiso 0.487(10) 1 calc PR A -2 C24B C -0.110(2) 0.4002(15) 0.0509(11) 0.091(8) Uani 0.487(10) 1 d PGU A -2 H24B H -0.2264 0.3802 0.0170 0.110 Uiso 0.487(10) 1 calc PR A -2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.02245(13) 0.02196(13) 0.02866(16) 0.00230(10) 0.00814(10) -0.00060(9) Bi2 0.02263(13) 0.02320(13) 0.02667(15) 0.00442(10) 0.00442(10) 0.00009(9) Br1 0.0429(4) 0.0319(4) 0.0385(4) 0.0081(3) 0.0182(3) -0.0049(3) Br2 0.0343(4) 0.0262(4) 0.0586(6) -0.0086(4) -0.0060(4) 0.0061(3) Br3 0.0266(3) 0.0254(3) 0.0354(4) 0.0077(3) 0.0098(3) 0.0037(2) Br4 0.0239(3) 0.0356(4) 0.0377(4) 0.0144(3) 0.0090(3) 0.0047(3) Br5 0.0309(3) 0.0215(3) 0.0318(4) 0.0001(3) 0.0051(3) 0.0028(3) Br6 0.0306(4) 0.0372(4) 0.0355(4) 0.0084(3) 0.0121(3) -0.0017(3) C1 0.033(4) 0.036(4) 0.036(5) -0.005(3) 0.001(3) -0.002(3) C2 0.035(4) 0.035(4) 0.033(4) -0.003(3) 0.007(3) -0.005(3) C3 0.035(4) 0.029(4) 0.032(4) 0.000(3) 0.010(3) -0.006(3) C4 0.046(4) 0.030(4) 0.030(4) 0.002(3) 0.003(3) -0.004(3) C5 0.057(5) 0.027(4) 0.028(4) 0.006(3) 0.016(4) -0.003(3) C6 0.042(4) 0.027(4) 0.031(4) -0.004(3) 0.010(3) -0.008(3) C7 0.041(4) 0.027(3) 0.027(4) -0.004(3) 0.009(3) -0.005(3) C8 0.036(4) 0.031(4) 0.024(4) -0.002(3) 0.008(3) -0.005(3) C9 0.036(4) 0.035(4) 0.025(4) 0.002(3) 0.008(3) -0.003(3) C10 0.042(4) 0.036(4) 0.029(4) -0.006(3) 0.007(3) -0.003(3) C11 0.044(4) 0.030(4) 0.035(4) 0.003(3) 0.008(4) -0.004(3) C12 0.050(5) 0.059(5) 0.033(5) 0.008(4) 0.011(4) 0.000(4) C13 0.047(5) 0.054(5) 0.036(5) 0.004(4) 0.009(4) 0.008(4) C14 0.040(4) 0.029(4) 0.032(4) -0.001(3) 0.005(3) -0.005(3) C15 0.039(4) 0.036(4) 0.035(4) 0.006(3) 0.006(3) -0.004(3) C16 0.037(4) 0.034(4) 0.040(5) 0.005(4) 0.006(4) -0.004(3) C17 0.031(4) 0.073(6) 0.036(5) -0.008(4) 0.012(4) -0.009(4) C18 0.090(8) 0.060(6) 0.094(9) 0.009(6) 0.051(7) -0.024(6) C19 0.073(11) 0.042(11) 0.080(15) 0.002(9) 0.024(10) -0.009(8) C20 0.067(10) 0.040(9) 0.079(14) 0.000(9) 0.029(10) -0.011(9) C21 0.072(10) 0.032(8) 0.069(12) 0.003(8) 0.028(9) -0.003(7) C22 0.058(10) 0.035(9) 0.115(17) -0.021(9) 0.027(10) 0.004(8) C23 0.063(9) 0.035(8) 0.059(11) 0.001(7) 0.013(8) 0.009(7) C24 0.076(10) 0.041(9) 0.048(10) 0.011(7) 0.008(8) 0.001(7) S1 0.0533(12) 0.0368(10) 0.0321(11) -0.0034(9) 0.0188(9) -0.0175(9) S2 0.0692(15) 0.0268(9) 0.0369(12) 0.0063(9) -0.0023(11) -0.0055(9) C19B 0.132(19) 0.084(19) 0.087(15) 0.028(17) 0.030(14) -0.024(16) C20B 0.18(2) 0.11(2) 0.100(17) 0.057(17) -0.032(14) -0.02(2) C21B 0.116(19) 0.10(2) 0.135(19) 0.01(2) -0.048(17) -0.025(17) C22B 0.097(15) 0.076(15) 0.15(2) 0.026(17) -0.001(14) -0.022(14) C23B 0.089(14) 0.070(14) 0.073(14) 0.031(11) 0.019(10) 0.012(11) C24B 0.087(14) 0.105(18) 0.078(13) 0.015(15) 0.006(12) -0.022(13) _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 Bi1 Br1 2.6165(9) . ? Bi1 Br3 2.7245(8) . ? Bi1 Br2 2.7931(9) . ? Bi1 S1 3.044(2) . ? Bi1 Br5 3.0601(8) 1_455 ? Bi1 Br4 3.2919(9) . ? Bi2 Br6 2.6371(8) . ? Bi2 Br4 2.7228(8) . ? Bi2 Br5 2.7884(8) . ? Bi2 S2 2.995(2) 1_554 ? Bi2 Br2 3.0461(9) 1_655 ? Bi2 Br3 3.2071(9) . ? Br2 Bi2 3.0460(9) 1_455 ? Br5 Bi1 3.0601(8) 1_655 ? C1 C2 1.206(10) . ? C1 C1 1.371(16) 2_577 ? C2 C3 1.440(10) . ? C3 C8 1.402(10) . ? C3 C4 1.410(10) . ? C4 C5 1.366(11) . ? C4 H4 0.9500 . ? C5 C6 1.405(11) . ? C5 H5 0.9500 . ? C6 C7 1.388(11) . ? C6 S1 1.772(8) . ? C7 C8 1.409(10) . ? C7 H7 0.9500 . ? C8 C9 1.429(10) . ? C9 C10 1.207(11) . ? C10 C11 1.433(11) . ? C11 C12 1.392(11) . ? C11 C16 1.399(11) . ? C12 C13 1.401(12) . ? C12 H12 0.9500 . ? C13 C14 1.380(11) . ? C13 H13 0.9500 . ? C14 C15 1.399(11) . ? C14 S2 1.770(8) . ? C15 C16 1.392(11) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 S1 1.796(9) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 S2 1.698(10) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.3900 . ? C19 C24 1.3900 . ? C19 H19 0.9500 . ? C20 C21 1.3900 . ? C20 H20 0.9500 . ? C21 C22 1.3900 . ? C21 H21 0.9500 . ? C22 C23 1.3900 . ? C22 H22 0.9500 . ? C23 C24 1.3900 . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? S2 Bi2 2.996(2) 1_556 ? C19B C20B 1.3900 . ? C19B C24B 1.3900 . ? C19B H19B 0.9500 . ? C20B C21B 1.3900 . ? C20B H20B 0.9500 . ? C21B C22B 1.3900 . ? C21B H21B 0.9500 . ? C22B C23B 1.3900 . ? C22B H22B 0.9500 . ? C23B C24B 1.3900 . ? C23B H23B 0.9500 . ? C24B H24B 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br1 Bi1 Br3 93.21(3) . . ? Br1 Bi1 Br2 90.19(3) . . ? Br3 Bi1 Br2 88.80(3) . . ? Br1 Bi1 S1 85.54(4) . . ? Br3 Bi1 S1 87.99(5) . . ? Br2 Bi1 S1 174.50(5) . . ? Br1 Bi1 Br5 91.93(2) . 1_455 ? Br3 Bi1 Br5 172.76(2) . 1_455 ? Br2 Bi1 Br5 86.09(2) . 1_455 ? S1 Bi1 Br5 97.49(5) . 1_455 ? Br1 Bi1 Br4 177.44(2) . . ? Br3 Bi1 Br4 84.67(2) . . ? Br2 Bi1 Br4 91.21(3) . . ? S1 Bi1 Br4 92.93(4) . . ? Br5 Bi1 Br4 90.30(2) 1_455 . ? Br6 Bi2 Br4 99.39(2) . . ? Br6 Bi2 Br5 94.24(3) . . ? Br4 Bi2 Br5 93.50(3) . . ? Br6 Bi2 S2 85.44(5) . 1_554 ? Br4 Bi2 S2 91.00(5) . 1_554 ? Br5 Bi2 S2 175.47(5) . 1_554 ? Br6 Bi2 Br2 93.66(3) . 1_655 ? Br4 Bi2 Br2 166.92(3) . 1_655 ? Br5 Bi2 Br2 86.44(2) . 1_655 ? S2 Bi2 Br2 89.08(5) 1_554 1_655 ? Br6 Bi2 Br3 174.22(2) . . ? Br4 Bi2 Br3 86.37(2) . . ? Br5 Bi2 Br3 85.87(3) . . ? S2 Bi2 Br3 93.99(5) 1_554 . ? Br2 Bi2 Br3 80.57(2) 1_655 . ? Bi1 Br2 Bi2 92.88(3) . 1_455 ? Bi1 Br3 Bi2 95.09(2) . . ? Bi2 Br4 Bi1 93.22(2) . . ? Bi2 Br5 Bi1 92.68(2) . 1_655 ? C2 C1 C1 178.6(11) . 2_577 ? C1 C2 C3 177.2(9) . . ? C8 C3 C4 120.0(7) . . ? C8 C3 C2 119.6(7) . . ? C4 C3 C2 120.5(7) . . ? C5 C4 C3 120.0(7) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 121.0(7) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 119.4(7) . . ? C7 C6 S1 123.4(6) . . ? C5 C6 S1 117.1(6) . . ? C6 C7 C8 120.5(7) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? C3 C8 C7 119.1(7) . . ? C3 C8 C9 121.0(7) . . ? C7 C8 C9 119.9(7) . . ? C10 C9 C8 179.2(9) . . ? C9 C10 C11 175.5(9) . . ? C12 C11 C16 118.8(8) . . ? C12 C11 C10 119.1(7) . . ? C16 C11 C10 122.0(7) . . ? C11 C12 C13 120.4(8) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C14 C13 C12 120.9(8) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C15 118.8(8) . . ? C13 C14 S2 118.2(6) . . ? C15 C14 S2 123.0(6) . . ? C16 C15 C14 120.7(8) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C11 120.4(8) . . ? C15 C16 H16 119.8 . . ? C11 C16 H16 119.8 . . ? S1 C17 H17A 109.5 . . ? S1 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? S1 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? S2 C18 H18A 109.5 . . ? S2 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? S2 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C24 120.0 . . ? C20 C19 H19 120.0 . . ? C24 C19 H19 120.0 . . ? C21 C20 C19 120.0 . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C22 C21 C20 120.0 . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C23 120.0 . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 120.0 . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C19 120.0 . . ? C23 C24 H24 120.0 . . ? C19 C24 H24 120.0 . . ? C6 S1 C17 103.1(4) . . ? C6 S1 Bi1 97.8(2) . . ? C17 S1 Bi1 100.8(3) . . ? C18 S2 C14 107.0(5) . . ? C18 S2 Bi2 100.2(4) . 1_556 ? C14 S2 Bi2 107.5(2) . 1_556 ? C20B C19B C24B 120.0 . . ? C20B C19B H19B 120.0 . . ? C24B C19B H19B 120.0 . . ? C19B C20B C21B 120.0 . . ? C19B C20B H20B 120.0 . . ? C21B C20B H20B 120.0 . . ? C22B C21B C20B 120.0 . . ? C22B C21B H21B 120.0 . . ? C20B C21B H21B 120.0 . . ? C23B C22B C21B 120.0 . . ? C23B C22B H22B 120.0 . . ? C21B C22B H22B 120.0 . . ? C22B C23B C24B 120.0 . . ? C22B C23B H23B 120.0 . . ? C24B C23B H23B 120.0 . . ? C23B C24B C19B 120.0 . . ? C23B C24B H24B 120.0 . . ? C19B C24B H24B 120.0 . . ? 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 Br1 Bi1 Br2 Bi2 101.91(3) . . . 1_455 ? Br3 Bi1 Br2 Bi2 -164.88(3) . . . 1_455 ? Br5 Bi1 Br2 Bi2 9.98(2) 1_455 . . 1_455 ? Br4 Bi1 Br2 Bi2 -80.24(3) . . . 1_455 ? Br1 Bi1 Br3 Bi2 -172.97(2) . . . . ? Br2 Bi1 Br3 Bi2 96.91(3) . . . . ? S1 Bi1 Br3 Bi2 -87.55(4) . . . . ? Br4 Bi1 Br3 Bi2 5.587(19) . . . . ? Br4 Bi2 Br3 Bi1 -6.74(2) . . . . ? Br5 Bi2 Br3 Bi1 87.04(3) . . . . ? S2 Bi2 Br3 Bi1 -97.50(5) 1_554 . . . ? Br2 Bi2 Br3 Bi1 174.11(2) 1_655 . . . ? Br6 Bi2 Br4 Bi1 -174.95(2) . . . . ? Br5 Bi2 Br4 Bi1 -80.07(3) . . . . ? S2 Bi2 Br4 Bi1 99.50(5) 1_554 . . . ? Br2 Bi2 Br4 Bi1 9.28(11) 1_655 . . . ? Br3 Bi2 Br4 Bi1 5.564(19) . . . . ? Br3 Bi1 Br4 Bi2 -6.57(2) . . . . ? Br2 Bi1 Br4 Bi2 -95.25(3) . . . . ? S1 Bi1 Br4 Bi2 81.13(5) . . . . ? Br5 Bi1 Br4 Bi2 178.65(2) 1_455 . . . ? Br6 Bi2 Br5 Bi1 -83.42(3) . . . 1_655 ? Br4 Bi2 Br5 Bi1 176.89(2) . . . 1_655 ? Br2 Bi2 Br5 Bi1 10.00(2) 1_655 . . 1_655 ? Br3 Bi2 Br5 Bi1 90.79(2) . . . 1_655 ? C8 C3 C4 C5 -0.2(11) . . . . ? C2 C3 C4 C5 179.9(7) . . . . ? C3 C4 C5 C6 0.1(11) . . . . ? C4 C5 C6 C7 -0.8(11) . . . . ? C4 C5 C6 S1 177.5(6) . . . . ? C5 C6 C7 C8 1.5(11) . . . . ? S1 C6 C7 C8 -176.7(5) . . . . ? C4 C3 C8 C7 0.9(10) . . . . ? C2 C3 C8 C7 -179.2(7) . . . . ? C4 C3 C8 C9 -179.0(7) . . . . ? C2 C3 C8 C9 0.9(10) . . . . ? C6 C7 C8 C3 -1.5(11) . . . . ? C6 C7 C8 C9 178.4(7) . . . . ? C16 C11 C12 C13 1.5(12) . . . . ? C10 C11 C12 C13 179.6(8) . . . . ? C11 C12 C13 C14 -2.0(14) . . . . ? C12 C13 C14 C15 1.8(13) . . . . ? C12 C13 C14 S2 179.9(7) . . . . ? C13 C14 C15 C16 -1.2(11) . . . . ? S2 C14 C15 C16 -179.2(6) . . . . ? C14 C15 C16 C11 0.7(11) . . . . ? C12 C11 C16 C15 -0.9(11) . . . . ? C10 C11 C16 C15 -178.9(7) . . . . ? C24 C19 C20 C21 0.0 . . . . ? C19 C20 C21 C22 0.0 . . . . ? C20 C21 C22 C23 0.0 . . . . ? C21 C22 C23 C24 0.0 . . . . ? C22 C23 C24 C19 0.0 . . . . ? C20 C19 C24 C23 0.0 . . . . ? C7 C6 S1 C17 -1.2(7) . . . . ? C5 C6 S1 C17 -179.4(6) . . . . ? C7 C6 S1 Bi1 101.8(6) . . . . ? C5 C6 S1 Bi1 -76.4(6) . . . . ? Br1 Bi1 S1 C6 -38.8(3) . . . . ? Br3 Bi1 S1 C6 -132.1(3) . . . . ? Br5 Bi1 S1 C6 52.6(3) 1_455 . . . ? Br4 Bi1 S1 C6 143.3(3) . . . . ? Br1 Bi1 S1 C17 66.2(3) . . . . ? Br3 Bi1 S1 C17 -27.1(3) . . . . ? Br5 Bi1 S1 C17 157.6(3) 1_455 . . . ? Br4 Bi1 S1 C17 -111.7(3) . . . . ? C13 C14 S2 C18 -156.9(7) . . . . ? C15 C14 S2 C18 21.1(8) . . . . ? C13 C14 S2 Bi2 96.2(7) . . . 1_556 ? C15 C14 S2 Bi2 -85.7(6) . . . 1_556 ? C24B C19B C20B C21B 0.0 . . . . ? C19B C20B C21B C22B 0.0 . . . . ? C20B C21B C22B C23B 0.0 . . . . ? C21B C22B C23B C24B 0.0 . . . . ? C22B C23B C24B C19B 0.0 . . . . ? C20B C19B C24B C23B 0.0 . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 3.284 _refine_diff_density_min -3.612 _refine_diff_density_rms 0.275 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 718752' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H15 Bi2 Br6 S2, 2(C6 H6)' _chemical_formula_sum 'C33 H27 Bi2 Br6 S2' _chemical_formula_weight 1385.09 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' S S 0.1246 0.1234 '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' Bi Bi -4.1077 10.2566 '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 6.8728(12) _cell_length_b 15.743(3) _cell_length_c 19.521(3) _cell_angle_alpha 113.300(3) _cell_angle_beta 93.955(3) _cell_angle_gamma 95.226(3) _cell_volume 1919.1(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5102 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 30.66 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.397 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1266 _exptl_absorpt_coefficient_mu 15.535 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.207 _exptl_absorpt_correction_T_max 0.627 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 19243 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.0819 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.14 _diffrn_reflns_theta_max 28.28 _reflns_number_total 9462 _reflns_number_gt 6794 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.1002P)^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 9462 _refine_ls_number_parameters 390 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0938 _refine_ls_R_factor_gt 0.0644 _refine_ls_wR_factor_ref 0.1705 _refine_ls_wR_factor_gt 0.1542 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 Bi1 Bi 0.26870(6) 0.01643(3) 0.57040(2) 0.02488(13) Uani 1 1 d . . . Bi2 Bi 0.27851(6) 0.04786(3) 1.07048(2) 0.02550(13) Uani 1 1 d . . . Br1 Br 0.12527(18) -0.03674(10) 0.66982(7) 0.0358(3) Uani 1 1 d . . . Br2 Br 0.57432(17) -0.08314(9) 0.55545(6) 0.0293(3) Uani 1 1 d . . . Br3 Br -0.06483(18) 0.13191(9) 0.55339(7) 0.0365(3) Uani 1 1 d . . . Br4 Br 0.1461(2) 0.07295(10) 1.19897(7) 0.0387(3) Uani 1 1 d . . . Br5 Br 0.58532(18) -0.04104(9) 1.08651(7) 0.0324(3) Uani 1 1 d . . . Br6 Br -0.06370(17) 0.12305(9) 1.00396(7) 0.0315(3) Uani 1 1 d . . . C1 C 0.3354(17) 0.2125(8) 0.7545(6) 0.024(2) Uani 1 1 d . . . C2 C 0.2906(17) 0.1944(8) 0.8165(6) 0.027(2) Uani 1 1 d . . . H2 H 0.3645 0.1556 0.8320 0.033 Uiso 1 1 calc R . . C3 C 0.1368(17) 0.2337(9) 0.8555(6) 0.029(3) Uani 1 1 d . . . H3 H 0.1065 0.2213 0.8977 0.035 Uiso 1 1 calc R . . C4 C 0.0265(16) 0.2907(8) 0.8340(6) 0.025(2) Uani 1 1 d . . . C5 C 0.0688(17) 0.3038(9) 0.7697(6) 0.026(2) Uani 1 1 d . . . H5 H -0.0108 0.3389 0.7520 0.032 Uiso 1 1 calc R . . C6 C 0.2263(15) 0.2664(8) 0.7305(6) 0.022(2) Uani 1 1 d . . . H6 H 0.2568 0.2783 0.6881 0.027 Uiso 1 1 calc R . . C7 C -0.1243(17) 0.3344(9) 0.8757(6) 0.028(3) Uani 1 1 d . . . C8 C -0.2463(16) 0.3769(9) 0.9127(6) 0.026(2) Uani 1 1 d . . . C9 C -0.3771(16) 0.4383(8) 0.9561(6) 0.024(2) Uani 1 1 d . . . C10 C -0.3417(16) 0.4762(8) 1.0367(6) 0.024(2) Uani 1 1 d . . . C11 C -0.4648(17) 0.5377(8) 1.0784(6) 0.026(2) Uani 1 1 d . . . H11 H -0.4407 0.5641 1.1316 0.032 Uiso 1 1 calc R . . C12 C -0.1888(17) 0.4479(9) 1.0720(7) 0.029(3) Uani 1 1 d . . . C13 C -0.0607(17) 0.4157(9) 1.0961(7) 0.029(3) Uani 1 1 d . . . C14 C 0.0989(16) 0.3730(8) 1.1157(6) 0.026(2) Uani 1 1 d . . . C15 C 0.1126(16) 0.3534(8) 1.1797(6) 0.028(3) Uani 1 1 d . . . H15 H 0.0171 0.3711 1.2140 0.033 Uiso 1 1 calc R . . C16 C 0.2646(17) 0.3082(8) 1.1932(6) 0.028(3) Uani 1 1 d . . . H16 H 0.2747 0.2957 1.2370 0.034 Uiso 1 1 calc R . . C17 C 0.4040(16) 0.2808(8) 1.1420(6) 0.024(2) Uani 1 1 d . . . C18 C 0.3914(17) 0.3007(8) 1.0785(6) 0.030(3) Uani 1 1 d . . . H18 H 0.4868 0.2827 1.0442 0.036 Uiso 1 1 calc R . . C19 C 0.2422(17) 0.3460(8) 1.0652(7) 0.029(3) Uani 1 1 d . . . H19 H 0.2348 0.3594 1.0218 0.034 Uiso 1 1 calc R . . C20 C 0.628(2) 0.2315(11) 1.2459(7) 0.046(4) Uani 1 1 d . . . H20A H 0.6740 0.2973 1.2774 0.069 Uiso 1 1 calc R . . H20B H 0.7253 0.1929 1.2526 0.069 Uiso 1 1 calc R . . H20C H 0.5024 0.2135 1.2607 0.069 Uiso 1 1 calc R . . C21 C 0.6414(19) 0.1000(9) 0.7474(7) 0.032(3) Uani 1 1 d . . . H21A H 0.6845 0.1409 0.8002 0.049 Uiso 1 1 calc R . . H21B H 0.7551 0.0749 0.7225 0.049 Uiso 1 1 calc R . . H21C H 0.5454 0.0485 0.7448 0.049 Uiso 1 1 calc R . . C22 C 0.445(2) 0.3447(10) 0.5914(7) 0.044(4) Uani 1 1 d . . . H22 H 0.4535 0.2988 0.5427 0.053 Uiso 1 1 calc R . . C23 C 0.277(2) 0.3897(10) 0.6046(8) 0.045(4) Uani 1 1 d . . . H23 H 0.1717 0.3742 0.5658 0.054 Uiso 1 1 calc R . . C24 C 0.268(2) 0.4573(9) 0.6752(7) 0.045(4) Uani 1 1 d . . . H24 H 0.1567 0.4900 0.6848 0.054 Uiso 1 1 calc R . . C25 C 0.417(2) 0.4778(10) 0.7316(7) 0.046(4) Uani 1 1 d . . . H25 H 0.4066 0.5235 0.7802 0.055 Uiso 1 1 calc R . . C26 C 0.583(2) 0.4323(11) 0.7183(8) 0.044(3) Uani 1 1 d . . . H26 H 0.6874 0.4468 0.7574 0.053 Uiso 1 1 calc R . . C27 C 0.596(2) 0.3645(11) 0.6462(8) 0.044(3) Uani 1 1 d . . . H27 H 0.7086 0.3329 0.6359 0.052 Uiso 1 1 calc R . . C28 C 1.010(2) 0.6048(12) 0.5900(9) 0.053(4) Uani 1 1 d . . . H28 H 1.1349 0.5828 0.5879 0.064 Uiso 1 1 calc R . . C29 C 0.997(2) 0.6935(11) 0.5954(8) 0.047(4) Uani 1 1 d . . . H29 H 1.1111 0.7331 0.5966 0.056 Uiso 1 1 calc R . . C30 C 0.818(2) 0.7243(11) 0.5990(8) 0.050(4) Uani 1 1 d . . . H30 H 0.8101 0.7863 0.6038 0.059 Uiso 1 1 calc R . . C31 C 0.647(3) 0.6688(13) 0.5959(8) 0.055(4) Uani 1 1 d . . . H31 H 0.5229 0.6912 0.5976 0.066 Uiso 1 1 calc R . . C32 C 0.664(2) 0.5805(13) 0.5902(8) 0.056(4) Uani 1 1 d . . . H32 H 0.5489 0.5407 0.5881 0.067 Uiso 1 1 calc R . . C33 C 0.845(3) 0.5481(12) 0.5876(9) 0.056(4) Uani 1 1 d . . . H33 H 0.8537 0.4867 0.5840 0.068 Uiso 1 1 calc R . . S1 S 0.5290(4) 0.1660(2) 0.70112(16) 0.0262(6) Uani 1 1 d . . . S2 S 0.5942(5) 0.2145(2) 1.14836(18) 0.0333(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.0220(2) 0.0270(3) 0.0247(2) 0.00784(17) 0.01357(16) 0.00320(17) Bi2 0.0270(2) 0.0265(3) 0.0252(2) 0.01128(18) 0.01395(17) 0.00226(18) Br1 0.0349(6) 0.0361(7) 0.0357(6) 0.0127(5) 0.0211(5) -0.0027(5) Br2 0.0293(6) 0.0292(7) 0.0321(6) 0.0122(5) 0.0156(5) 0.0086(5) Br3 0.0303(6) 0.0319(7) 0.0354(6) 0.0003(5) 0.0072(5) 0.0061(5) Br4 0.0466(7) 0.0431(8) 0.0332(6) 0.0183(6) 0.0262(6) 0.0101(6) Br5 0.0350(6) 0.0381(7) 0.0358(6) 0.0231(5) 0.0196(5) 0.0130(5) Br6 0.0300(6) 0.0274(6) 0.0375(6) 0.0119(5) 0.0144(5) 0.0028(5) C1 0.033(6) 0.016(5) 0.021(5) 0.005(4) 0.013(4) 0.002(5) C2 0.036(6) 0.023(6) 0.023(5) 0.007(5) 0.018(5) 0.004(5) C3 0.031(6) 0.031(7) 0.025(5) 0.011(5) 0.014(5) 0.003(5) C4 0.025(6) 0.018(6) 0.028(6) 0.005(5) 0.007(4) 0.001(5) C5 0.026(6) 0.027(6) 0.031(6) 0.013(5) 0.016(5) 0.009(5) C6 0.022(5) 0.027(6) 0.020(5) 0.009(4) 0.011(4) 0.006(5) C7 0.026(6) 0.028(7) 0.025(5) 0.006(5) 0.008(5) 0.000(5) C8 0.025(6) 0.030(7) 0.023(5) 0.007(5) 0.012(4) 0.004(5) C9 0.023(5) 0.019(6) 0.027(5) 0.007(4) 0.011(4) 0.003(4) C10 0.027(6) 0.020(6) 0.024(5) 0.009(4) 0.009(4) -0.002(5) C11 0.032(6) 0.024(6) 0.025(5) 0.009(5) 0.014(5) 0.005(5) C12 0.026(6) 0.026(7) 0.034(6) 0.010(5) 0.016(5) 0.001(5) C13 0.023(6) 0.028(7) 0.030(6) 0.004(5) 0.010(5) -0.001(5) C14 0.024(5) 0.017(6) 0.028(6) 0.000(4) 0.006(4) 0.002(4) C15 0.021(5) 0.026(6) 0.027(6) 0.001(5) 0.006(4) -0.001(5) C16 0.028(6) 0.024(6) 0.021(5) 0.000(5) -0.001(4) -0.004(5) C17 0.022(5) 0.019(6) 0.028(5) 0.004(4) 0.005(4) 0.005(4) C18 0.031(6) 0.024(6) 0.027(6) 0.001(5) 0.012(5) -0.002(5) C19 0.031(6) 0.019(6) 0.035(6) 0.009(5) 0.014(5) 0.000(5) C20 0.040(8) 0.057(10) 0.038(7) 0.017(7) -0.002(6) 0.012(7) C21 0.043(7) 0.032(7) 0.028(6) 0.015(5) 0.009(5) 0.015(6) C22 0.079(11) 0.028(7) 0.028(6) 0.012(6) 0.012(7) 0.012(7) C23 0.071(10) 0.038(8) 0.035(7) 0.023(6) 0.007(7) 0.012(8) C24 0.074(10) 0.026(7) 0.042(8) 0.015(6) 0.024(7) 0.022(7) C25 0.080(11) 0.025(7) 0.031(7) 0.011(6) 0.015(7) -0.004(7) C26 0.050(8) 0.038(8) 0.043(8) 0.019(7) 0.003(6) -0.011(7) C27 0.052(9) 0.039(8) 0.047(8) 0.022(7) 0.020(7) 0.006(7) C28 0.053(10) 0.048(10) 0.055(10) 0.019(8) 0.001(8) 0.001(8) C29 0.052(9) 0.039(9) 0.048(8) 0.019(7) -0.011(7) -0.003(7) C30 0.065(10) 0.038(9) 0.037(8) 0.007(6) -0.003(7) 0.007(8) C31 0.069(11) 0.061(12) 0.027(7) 0.005(7) 0.016(7) 0.016(9) C32 0.053(10) 0.067(13) 0.041(8) 0.016(8) 0.018(7) -0.002(9) C33 0.071(11) 0.043(10) 0.051(9) 0.016(8) 0.002(8) 0.004(9) S1 0.0289(14) 0.0222(15) 0.0279(13) 0.0082(11) 0.0153(11) 0.0052(12) S2 0.0285(15) 0.0302(17) 0.0384(16) 0.0095(13) 0.0094(13) 0.0054(13) _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 Bi1 Br1 2.6149(13) . ? Bi1 Br2 2.6976(13) . ? Bi1 Br3 2.7801(14) 2_556 ? Bi1 S1 3.017(3) . ? Bi1 Br3 3.1308(14) . ? Bi2 Br4 2.6216(13) . ? Bi2 Br5 2.7011(13) . ? Bi2 Br6 2.7235(14) 2_557 ? Bi2 S2 3.042(3) . ? Bi2 Br6 3.1497(14) . ? Bi2 Br5 3.2298(13) 2_657 ? Br3 Bi1 2.7801(13) 2_556 ? Br5 Bi2 3.2298(13) 2_657 ? Br6 Bi2 2.7236(14) 2_557 ? C1 C6 1.374(16) . ? C1 C2 1.397(14) . ? C1 S1 1.777(11) . ? C2 C3 1.391(15) . ? C2 H2 0.9500 . ? C3 C4 1.390(17) . ? C3 H3 0.9500 . ? C4 C5 1.396(15) . ? C4 C7 1.420(15) . ? C5 C6 1.407(14) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.214(15) . ? C8 C9 1.441(15) . ? C9 C11 1.397(16) 2_467 ? C9 C10 1.438(15) . ? C10 C11 1.392(15) . ? C10 C12 1.416(16) . ? C11 C9 1.397(16) 2_467 ? C11 H11 0.9500 . ? C12 C13 1.211(17) . ? C13 C14 1.442(17) . ? C14 C15 1.400(16) . ? C14 C19 1.415(15) . ? C15 C16 1.383(16) . ? C15 H15 0.9500 . ? C16 C17 1.403(15) . ? C16 H16 0.9500 . ? C17 C18 1.392(16) . ? C17 S2 1.773(11) . ? C18 C19 1.367(17) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 S2 1.811(13) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 S1 1.813(12) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C27 1.36(2) . ? C22 C23 1.39(2) . ? C22 H22 0.9500 . ? C23 C24 1.379(19) . ? C23 H23 0.9500 . ? C24 C25 1.36(2) . ? C24 H24 0.9500 . ? C25 C26 1.39(2) . ? C25 H25 0.9500 . ? C26 C27 1.40(2) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C33 1.37(2) . ? C28 C29 1.37(2) . ? C28 H28 0.9500 . ? C29 C30 1.36(2) . ? C29 H29 0.9500 . ? C30 C31 1.38(2) . ? C30 H30 0.9500 . ? C31 C32 1.37(2) . ? C31 H31 0.9500 . ? C32 C33 1.38(2) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br1 Bi1 Br2 94.06(4) . . ? Br1 Bi1 Br3 95.16(5) . 2_556 ? Br2 Bi1 Br3 88.29(4) . 2_556 ? Br1 Bi1 S1 86.09(6) . . ? Br2 Bi1 S1 85.43(6) . . ? Br3 Bi1 S1 173.67(6) 2_556 . ? Br1 Bi1 Br3 98.00(4) . . ? Br2 Bi1 Br3 167.25(4) . . ? Br3 Bi1 Br3 86.51(4) 2_556 . ? S1 Bi1 Br3 99.47(6) . . ? Br4 Bi2 Br5 97.18(4) . . ? Br4 Bi2 Br6 93.80(4) . 2_557 ? Br5 Bi2 Br6 87.68(4) . 2_557 ? Br4 Bi2 S2 90.76(7) . . ? Br5 Bi2 S2 80.19(7) . . ? Br6 Bi2 S2 167.49(7) 2_557 . ? Br4 Bi2 Br6 97.74(4) . . ? Br5 Bi2 Br6 163.93(4) . . ? Br6 Bi2 Br6 85.40(4) 2_557 . ? S2 Bi2 Br6 105.53(7) . . ? Br4 Bi2 Br5 172.37(4) . 2_657 ? Br5 Bi2 Br5 89.69(3) . 2_657 ? Br6 Bi2 Br5 89.78(4) 2_557 2_657 ? S2 Bi2 Br5 87.12(7) . 2_657 ? Br6 Bi2 Br5 75.81(3) . 2_657 ? Bi1 Br3 Bi1 93.49(4) 2_556 . ? Bi2 Br5 Bi2 90.31(3) . 2_657 ? Bi2 Br6 Bi2 94.60(4) 2_557 . ? C6 C1 C2 120.8(10) . . ? C6 C1 S1 116.3(8) . . ? C2 C1 S1 122.9(9) . . ? C3 C2 C1 119.4(11) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C4 C3 C2 121.4(11) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C5 117.8(10) . . ? C3 C4 C7 121.5(11) . . ? C5 C4 C7 120.6(11) . . ? C4 C5 C6 121.6(11) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C1 C6 C5 118.9(10) . . ? C1 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C8 C7 C4 176.1(13) . . ? C7 C8 C9 172.3(13) . . ? C11 C9 C10 119.7(10) 2_467 . ? C11 C9 C8 121.5(10) 2_467 . ? C10 C9 C8 118.8(10) . . ? C11 C10 C12 121.4(10) . . ? C11 C10 C9 118.7(10) . . ? C12 C10 C9 119.9(10) . . ? C10 C11 C9 121.6(10) . 2_467 ? C10 C11 H11 119.2 . . ? C9 C11 H11 119.2 2_467 . ? C13 C12 C10 173.8(13) . . ? C12 C13 C14 172.9(12) . . ? C15 C14 C19 119.1(11) . . ? C15 C14 C13 123.2(10) . . ? C19 C14 C13 117.6(11) . . ? C16 C15 C14 120.2(11) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 119.8(11) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 120.1(11) . . ? C18 C17 S2 115.3(9) . . ? C16 C17 S2 124.5(9) . . ? C19 C18 C17 120.3(11) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C14 120.4(11) . . ? C18 C19 H19 119.8 . . ? C14 C19 H19 119.8 . . ? S2 C20 H20A 109.5 . . ? S2 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? S2 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? S1 C21 H21A 109.5 . . ? S1 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? S1 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C27 C22 C23 121.9(13) . . ? C27 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? C24 C23 C22 118.3(14) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C25 C24 C23 121.0(14) . . ? C25 C24 H24 119.5 . . ? C23 C24 H24 119.5 . . ? C24 C25 C26 120.5(13) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C27 119.0(13) . . ? C25 C26 H26 120.5 . . ? C27 C26 H26 120.5 . . ? C22 C27 C26 119.3(14) . . ? C22 C27 H27 120.4 . . ? C26 C27 H27 120.4 . . ? C33 C28 C29 120.0(17) . . ? C33 C28 H28 120.0 . . ? C29 C28 H28 120.0 . . ? C30 C29 C28 119.3(16) . . ? C30 C29 H29 120.3 . . ? C28 C29 H29 120.3 . . ? C29 C30 C31 122.4(16) . . ? C29 C30 H30 118.8 . . ? C31 C30 H30 118.8 . . ? C32 C31 C30 117.4(16) . . ? C32 C31 H31 121.3 . . ? C30 C31 H31 121.3 . . ? C31 C32 C33 121.2(17) . . ? C31 C32 H32 119.4 . . ? C33 C32 H32 119.4 . . ? C28 C33 C32 119.7(17) . . ? C28 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? C1 S1 C21 104.9(5) . . ? C1 S1 Bi1 96.0(4) . . ? C21 S1 Bi1 102.8(4) . . ? C17 S2 C20 105.4(6) . . ? C17 S2 Bi2 84.4(4) . . ? C20 S2 Bi2 106.3(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Br1 Bi1 Br3 Bi1 -94.73(5) . . . 2_556 ? Br2 Bi1 Br3 Bi1 66.12(19) . . . 2_556 ? Br3 Bi1 Br3 Bi1 0.0 2_556 . . 2_556 ? S1 Bi1 Br3 Bi1 177.93(6) . . . 2_556 ? Br4 Bi2 Br5 Bi2 -176.67(4) . . . 2_657 ? Br6 Bi2 Br5 Bi2 89.79(4) 2_557 . . 2_657 ? S2 Bi2 Br5 Bi2 -87.14(7) . . . 2_657 ? Br6 Bi2 Br5 Bi2 25.28(15) . . . 2_657 ? Br5 Bi2 Br5 Bi2 -0.002(1) 2_657 . . 2_657 ? Br4 Bi2 Br6 Bi2 -93.22(4) . . . 2_557 ? Br5 Bi2 Br6 Bi2 64.80(15) . . . 2_557 ? Br6 Bi2 Br6 Bi2 -0.001(2) 2_557 . . 2_557 ? S2 Bi2 Br6 Bi2 173.82(7) . . . 2_557 ? Br5 Bi2 Br6 Bi2 90.94(4) 2_657 . . 2_557 ? C6 C1 C2 C3 -1.7(18) . . . . ? S1 C1 C2 C3 179.9(9) . . . . ? C1 C2 C3 C4 0.0(19) . . . . ? C2 C3 C4 C5 3.0(18) . . . . ? C2 C3 C4 C7 -176.9(11) . . . . ? C3 C4 C5 C6 -4.4(18) . . . . ? C7 C4 C5 C6 175.5(11) . . . . ? C2 C1 C6 C5 0.3(18) . . . . ? S1 C1 C6 C5 178.9(9) . . . . ? C4 C5 C6 C1 2.8(18) . . . . ? C11 C9 C10 C11 -1.4(19) 2_467 . . . ? C8 C9 C10 C11 178.1(11) . . . . ? C11 C9 C10 C12 176.3(10) 2_467 . . . ? C8 C9 C10 C12 -4.3(17) . . . . ? C12 C10 C11 C9 -176.2(11) . . . 2_467 ? C9 C10 C11 C9 1.4(19) . . . 2_467 ? C19 C14 C15 C16 0.1(17) . . . . ? C13 C14 C15 C16 176.8(11) . . . . ? C14 C15 C16 C17 -0.9(17) . . . . ? C15 C16 C17 C18 1.2(17) . . . . ? C15 C16 C17 S2 -174.8(9) . . . . ? C16 C17 C18 C19 -0.7(18) . . . . ? S2 C17 C18 C19 175.6(9) . . . . ? C17 C18 C19 C14 -0.1(18) . . . . ? C15 C14 C19 C18 0.4(18) . . . . ? C13 C14 C19 C18 -176.5(11) . . . . ? C27 C22 C23 C24 1(2) . . . . ? C22 C23 C24 C25 -2(2) . . . . ? C23 C24 C25 C26 1(2) . . . . ? C24 C25 C26 C27 0(2) . . . . ? C23 C22 C27 C26 0(2) . . . . ? C25 C26 C27 C22 0(2) . . . . ? C33 C28 C29 C30 1(2) . . . . ? C28 C29 C30 C31 -1(2) . . . . ? C29 C30 C31 C32 1(2) . . . . ? C30 C31 C32 C33 0(2) . . . . ? C29 C28 C33 C32 0(2) . . . . ? C31 C32 C33 C28 -1(2) . . . . ? C6 C1 S1 C21 179.8(9) . . . . ? C2 C1 S1 C21 -1.7(12) . . . . ? C6 C1 S1 Bi1 -75.3(9) . . . . ? C2 C1 S1 Bi1 103.2(10) . . . . ? Br1 Bi1 S1 C1 -54.4(4) . . . . ? Br2 Bi1 S1 C1 -148.8(4) . . . . ? Br3 Bi1 S1 C1 43.1(4) . . . . ? Br1 Bi1 S1 C21 52.4(4) . . . . ? Br2 Bi1 S1 C21 -42.0(4) . . . . ? Br3 Bi1 S1 C21 149.9(4) . . . . ? C18 C17 S2 C20 162.0(10) . . . . ? C16 C17 S2 C20 -21.9(12) . . . . ? C18 C17 S2 Bi2 -92.6(9) . . . . ? C16 C17 S2 Bi2 83.5(10) . . . . ? Br4 Bi2 S2 C17 -82.3(4) . . . . ? Br5 Bi2 S2 C17 -179.5(4) . . . . ? Br6 Bi2 S2 C17 166.2(4) 2_557 . . . ? Br6 Bi2 S2 C17 15.9(4) . . . . ? Br5 Bi2 S2 C17 90.3(4) 2_657 . . . ? Br4 Bi2 S2 C20 22.1(5) . . . . ? Br5 Bi2 S2 C20 -75.0(5) . . . . ? Br6 Bi2 S2 C20 -89.4(6) 2_557 . . . ? Br6 Bi2 S2 C20 120.4(5) . . . . ? Br5 Bi2 S2 C20 -165.2(5) 2_657 . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 6.629 _refine_diff_density_min -3.775 _refine_diff_density_rms 0.406 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 718753' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C60 H44 Bi4.8796 Br14.6388 S4 Si, 0.582(C6 H6)' _chemical_formula_sum 'C63.492 H47.492 Bi4.8796 Br14.6388 S4 Si' _chemical_formula_weight 3156.34 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' Bi Bi -4.1077 10.2566 '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 40.105(4) _cell_length_b 7.1404(7) _cell_length_c 32.310(4) _cell_angle_alpha 90.00 _cell_angle_beta 114.310(4) _cell_angle_gamma 90.00 _cell_volume 8432.0(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7604 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 30.45 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.486 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5695.5 _exptl_absorpt_coefficient_mu 17.236 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.072 _exptl_absorpt_correction_T_max 0.252 _exptl_absorpt_process_details 'SADABS in SAINT+ (Bruker, 2003)' _exptl_special_details ; One of the BiBr3 units is only partially occupied. The voids are partially filled with benzene molecules. The occupancies for the BiBr3 and benzene units refined to 0.4398(10) and 0.291(7), respectively. The benzene carbon atoms were restrained to be isotropic within a standard deviation of 0.01. ; _diffrn_ambient_temperature 100(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 SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42152 _diffrn_reflns_av_R_equivalents 0.0606 _diffrn_reflns_av_sigmaI/netI 0.0537 _diffrn_reflns_limit_h_min -53 _diffrn_reflns_limit_h_max 52 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 1.11 _diffrn_reflns_theta_max 28.28 _reflns_number_total 10482 _reflns_number_gt 7678 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0518P)^2^+1.9111P] 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 10482 _refine_ls_number_parameters 458 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.1023 _refine_ls_wR_factor_gt 0.0864 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Bi1 Bi 0.192044(7) 1.60627(3) 0.072351(9) 0.02936(8) Uani 1 1 d . A . Bi2 Bi 0.136581(6) 2.09219(3) -0.002360(9) 0.02954(8) Uani 1 1 d . . . Bi3 Bi 0.159819(15) 1.26547(8) 0.17089(2) 0.0291(2) Uani 0.4398(10) 1 d P A . Br7 Br 0.21577(5) 1.1051(3) 0.23347(6) 0.0496(5) Uani 0.4398(10) 1 d P A 1 Br8 Br 0.15767(7) 1.5572(4) 0.21803(9) 0.0665(6) Uani 0.4398(10) 1 d P A 1 Br9 Br 0.11099(6) 1.0830(4) 0.18925(7) 0.0690(7) Uani 0.4398(10) 1 d P A 1 Br1 Br 0.205089(17) 1.24049(9) 0.02518(2) 0.03341(16) Uani 1 1 d . . . Br2 Br 0.22354(2) 1.46984(11) 0.15464(2) 0.04117(18) Uani 1 1 d . . . Br3 Br 0.126258(19) 1.43234(10) 0.05447(3) 0.04231(19) Uani 1 1 d . . . Br4 Br 0.16417(2) 1.90797(9) 0.09755(2) 0.03692(17) Uani 1 1 d . . . Br5 Br 0.161377(18) 1.78234(9) -0.02884(2) 0.03193(15) Uani 1 1 d . . . Br6 Br 0.111344(18) 2.27294(10) -0.07940(2) 0.03648(17) Uani 1 1 d . . . C1 C 0.45890(17) 0.6291(9) 0.2247(2) 0.0276(14) Uani 1 1 d . . . C2 C 0.43029(18) 0.6080(9) 0.1821(2) 0.0323(15) Uani 1 1 d . . . H2A H 0.4304 0.5032 0.1640 0.039 Uiso 1 1 calc R . . C3 C 0.40190(17) 0.7340(10) 0.1653(2) 0.0341(16) Uani 1 1 d . . . H3A H 0.3830 0.7165 0.1358 0.041 Uiso 1 1 calc R . . C4 C 0.40079(17) 0.8852(9) 0.1911(2) 0.0293(14) Uani 1 1 d . . . C5 C 0.42793(18) 0.9060(9) 0.2348(2) 0.0325(15) Uani 1 1 d . . . H5A H 0.4266 1.0054 0.2536 0.039 Uiso 1 1 calc R . . C6 C 0.45680(19) 0.7819(10) 0.2508(2) 0.0363(17) Uani 1 1 d . . . H6A H 0.4757 0.8004 0.2802 0.044 Uiso 1 1 calc R . . C7 C 0.37283(18) 1.0278(9) 0.1737(2) 0.0309(15) Uani 1 1 d . . . C8 C 0.35271(19) 1.1598(10) 0.1612(2) 0.0379(17) Uani 1 1 d . . . C9 C 0.33013(17) 1.3252(10) 0.1456(2) 0.0321(15) Uani 1 1 d . . . C10 C 0.30714(18) 1.3477(10) 0.0995(2) 0.0362(16) Uani 1 1 d . . . H10A H 0.3058 1.2520 0.0784 0.043 Uiso 1 1 calc R . . C11 C 0.28649(18) 1.5087(10) 0.0846(2) 0.0359(16) Uani 1 1 d . . . H11A H 0.2710 1.5241 0.0533 0.043 Uiso 1 1 calc R . . C12 C 0.28849(17) 1.6492(10) 0.1158(3) 0.0370(18) Uani 1 1 d . A . C13 C 0.31115(19) 1.6274(10) 0.1621(3) 0.0378(17) Uani 1 1 d . . . H13A H 0.3122 1.7221 0.1833 0.045 Uiso 1 1 calc R . . C14 C 0.33211(18) 1.4655(10) 0.1767(2) 0.0375(17) Uani 1 1 d . . . H14A H 0.3478 1.4504 0.2079 0.045 Uiso 1 1 calc R . . C15 C 0.2628(2) 1.9726(11) 0.1428(3) 0.056(3) Uani 1 1 d . A . H15A H 0.2842 2.0552 0.1526 0.085 Uiso 1 1 calc R . . H15B H 0.2655 1.8853 0.1674 0.085 Uiso 1 1 calc R . . H15C H 0.2407 2.0481 0.1354 0.085 Uiso 1 1 calc R . . C16 C 0.49386(17) 0.3252(8) 0.2943(2) 0.0272(14) Uani 1 1 d . . . C17 C 0.46370(19) 0.3471(9) 0.3046(2) 0.0333(15) Uani 1 1 d . . . H17A H 0.4461 0.4408 0.2892 0.040 Uiso 1 1 calc R . . C18 C 0.4586(2) 0.2374(10) 0.3363(3) 0.0396(17) Uani 1 1 d . . . H18A H 0.4376 0.2559 0.3425 0.047 Uiso 1 1 calc R . . C19 C 0.4841(2) 0.0978(9) 0.3595(2) 0.0338(16) Uani 1 1 d . . . C20 C 0.5146(2) 0.0745(10) 0.3498(2) 0.0370(17) Uani 1 1 d . . . H20A H 0.5322 -0.0185 0.3653 0.044 Uiso 1 1 calc R . . C21 C 0.51914(18) 0.1840(9) 0.3183(2) 0.0305(15) Uani 1 1 d . . . H21A H 0.5401 0.1653 0.3121 0.037 Uiso 1 1 calc R . . C22 C 0.4778(2) -0.0187(11) 0.3917(2) 0.0412(18) Uani 1 1 d . . . C23 C 0.4713(2) -0.1200(10) 0.4176(3) 0.0396(18) Uani 1 1 d . . . C24 C 0.46368(18) -0.2457(10) 0.4477(2) 0.0346(16) Uani 1 1 d . . . C25 C 0.4529(2) -0.4298(11) 0.4341(3) 0.050(2) Uani 1 1 d . . . H25A H 0.4511 -0.4735 0.4055 0.060 Uiso 1 1 calc R . . C26 C 0.4450(2) -0.5478(11) 0.4628(3) 0.051(2) Uani 1 1 d . . . H26A H 0.4374 -0.6724 0.4533 0.061 Uiso 1 1 calc R . . C27 C 0.44811(18) -0.4883(10) 0.5052(3) 0.0381(17) Uani 1 1 d . . . C28 C 0.4585(2) -0.3058(12) 0.5181(3) 0.049(2) Uani 1 1 d . . . H28A H 0.4606 -0.2631 0.5469 0.059 Uiso 1 1 calc R . . C29 C 0.4658(2) -0.1851(11) 0.4898(2) 0.0436(19) Uani 1 1 d . . . H29A H 0.4723 -0.0591 0.4990 0.052 Uiso 1 1 calc R . . C30 C 0.4580(3) -0.5814(12) 0.5907(4) 0.075(3) Uani 1 1 d . . . H30A H 0.4519 -0.6628 0.6111 0.112 Uiso 1 1 calc R . . H30B H 0.4519 -0.4515 0.5946 0.112 Uiso 1 1 calc R . . H30C H 0.4842 -0.5910 0.5980 0.112 Uiso 1 1 calc R . . C31 C 0.1966(7) 1.276(4) 0.2385(8) 0.040(6) Uani 0.291(8) 1 d PU B 2 H31A H 0.2223 1.2647 0.2560 0.048 Uiso 0.291(8) 1 calc PR B 2 C32 C 0.1759(9) 1.120(4) 0.2164(10) 0.053(8) Uani 0.291(8) 1 d PU B 2 H32A H 0.1882 1.0062 0.2168 0.064 Uiso 0.291(8) 1 calc PR B 2 C33 C 0.1406(9) 1.125(5) 0.1953(11) 0.061(9) Uani 0.291(8) 1 d PU B 2 H33A H 0.1270 1.0176 0.1802 0.073 Uiso 0.291(8) 1 calc PR B 2 C34 C 0.1241(11) 1.288(5) 0.1958(13) 0.079(11) Uani 0.291(8) 1 d PU B 2 H34A H 0.0982 1.2889 0.1840 0.094 Uiso 0.291(8) 1 calc PR B 2 C35 C 0.1417(8) 1.451(5) 0.2119(11) 0.051(8) Uani 0.291(8) 1 d PU B 2 H35A H 0.1284 1.5642 0.2078 0.061 Uiso 0.291(8) 1 calc PR B 2 C36 C 0.1790(7) 1.449(4) 0.2343(8) 0.037(6) Uani 0.291(8) 1 d PU B 2 H36A H 0.1925 1.5604 0.2466 0.045 Uiso 0.291(8) 1 calc PR B 2 S1 S 0.25924(5) 1.8441(3) 0.09390(8) 0.0466(5) Uani 1 1 d . . . S2 S 0.43329(6) -0.6492(3) 0.53567(8) 0.0512(5) Uani 1 1 d . . . Si10 Si 0.5000 0.4735(3) 0.2500 0.0241(5) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.03264(13) 0.02402(13) 0.02808(14) 0.00011(10) 0.00912(10) 0.00253(10) Bi2 0.02888(13) 0.02674(13) 0.02773(14) -0.00436(10) 0.00633(10) -0.00002(10) Bi3 0.0274(3) 0.0366(3) 0.0213(3) 0.0015(2) 0.0079(2) -0.0045(2) Br7 0.0443(10) 0.0708(13) 0.0300(9) 0.0194(9) 0.0116(8) 0.0130(9) Br8 0.0761(15) 0.0624(14) 0.0689(15) -0.0224(12) 0.0379(13) 0.0039(12) Br9 0.0481(11) 0.1107(19) 0.0466(12) 0.0036(12) 0.0177(9) -0.0386(12) Br1 0.0272(3) 0.0309(3) 0.0337(4) -0.0057(3) 0.0040(3) 0.0014(3) Br2 0.0468(4) 0.0414(4) 0.0309(4) 0.0087(3) 0.0116(3) 0.0037(3) Br3 0.0316(3) 0.0385(4) 0.0533(5) -0.0126(3) 0.0139(3) -0.0017(3) Br4 0.0490(4) 0.0278(3) 0.0350(4) -0.0019(3) 0.0183(3) 0.0048(3) Br5 0.0385(4) 0.0265(3) 0.0298(4) -0.0029(3) 0.0131(3) 0.0012(3) Br6 0.0304(3) 0.0396(4) 0.0312(4) 0.0028(3) 0.0044(3) 0.0037(3) C1 0.028(3) 0.026(3) 0.026(3) -0.001(3) 0.008(3) -0.005(3) C2 0.036(4) 0.031(4) 0.027(4) -0.011(3) 0.010(3) 0.001(3) C3 0.026(3) 0.046(4) 0.022(3) 0.001(3) 0.002(3) 0.002(3) C4 0.024(3) 0.031(3) 0.030(4) 0.004(3) 0.008(3) 0.002(3) C5 0.035(4) 0.030(4) 0.030(4) -0.005(3) 0.010(3) 0.002(3) C6 0.036(4) 0.037(4) 0.027(4) -0.007(3) 0.004(3) 0.005(3) C7 0.031(3) 0.030(3) 0.028(4) 0.002(3) 0.009(3) 0.002(3) C8 0.035(4) 0.035(4) 0.033(4) 0.007(3) 0.003(3) -0.003(3) C9 0.025(3) 0.036(4) 0.038(4) 0.007(3) 0.015(3) 0.008(3) C10 0.032(4) 0.041(4) 0.034(4) 0.004(3) 0.011(3) 0.000(3) C11 0.031(3) 0.042(4) 0.032(4) 0.011(3) 0.011(3) -0.001(3) C12 0.020(3) 0.035(4) 0.051(5) 0.015(3) 0.010(3) 0.004(3) C13 0.036(4) 0.033(4) 0.040(4) 0.002(3) 0.011(3) 0.004(3) C14 0.028(3) 0.043(4) 0.034(4) 0.005(3) 0.005(3) 0.009(3) C15 0.039(4) 0.026(4) 0.087(7) 0.001(4) 0.010(4) 0.004(3) C16 0.034(3) 0.022(3) 0.019(3) -0.006(3) 0.004(3) -0.005(3) C17 0.043(4) 0.029(3) 0.032(4) -0.002(3) 0.020(3) 0.001(3) C18 0.046(4) 0.040(4) 0.036(4) -0.003(3) 0.020(3) -0.003(3) C19 0.050(4) 0.032(4) 0.018(3) -0.001(3) 0.013(3) -0.003(3) C20 0.040(4) 0.037(4) 0.030(4) 0.004(3) 0.011(3) -0.007(3) C21 0.031(3) 0.029(3) 0.030(4) -0.002(3) 0.010(3) -0.007(3) C22 0.050(4) 0.042(4) 0.027(4) 0.003(3) 0.011(3) -0.007(3) C23 0.043(4) 0.039(4) 0.032(4) 0.003(3) 0.010(3) -0.006(3) C24 0.031(3) 0.045(4) 0.025(4) 0.007(3) 0.008(3) -0.004(3) C25 0.060(5) 0.050(5) 0.049(5) -0.001(4) 0.032(4) -0.005(4) C26 0.056(5) 0.038(4) 0.063(6) -0.002(4) 0.029(4) -0.005(4) C27 0.029(3) 0.039(4) 0.045(5) 0.018(4) 0.013(3) 0.006(3) C28 0.044(4) 0.069(6) 0.033(4) 0.014(4) 0.015(4) -0.009(4) C29 0.047(4) 0.047(5) 0.033(4) -0.002(4) 0.013(4) -0.011(4) C30 0.090(7) 0.043(5) 0.139(11) 0.002(6) 0.095(8) 0.002(5) C31 0.050(10) 0.058(10) 0.023(9) 0.006(7) 0.025(7) -0.001(8) C32 0.066(11) 0.067(11) 0.038(10) 0.014(8) 0.032(8) 0.002(8) C33 0.059(12) 0.073(12) 0.055(12) -0.006(9) 0.026(9) 0.004(9) C34 0.077(13) 0.083(14) 0.077(14) 0.002(9) 0.033(9) -0.001(9) C35 0.052(11) 0.058(11) 0.056(11) -0.002(8) 0.035(8) -0.004(8) C36 0.048(10) 0.044(10) 0.030(9) 0.001(7) 0.026(7) -0.002(8) S1 0.0309(9) 0.0339(10) 0.0695(15) 0.0188(10) 0.0152(9) 0.0066(7) S2 0.0479(12) 0.0503(12) 0.0624(15) 0.0207(11) 0.0299(11) 0.0072(9) Si10 0.0274(12) 0.0220(12) 0.0195(12) 0.000 0.0062(10) 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 Bi1 Br2 2.6170(8) . ? Bi1 Br4 2.7023(7) . ? Bi1 Br3 2.7536(8) . ? Bi1 S1 3.0145(19) . ? Bi1 Br1 3.1741(7) . ? Bi1 Br5 3.2360(8) . ? Bi2 Br6 2.6098(8) . ? Bi2 Br5 2.7050(7) . ? Bi2 Br1 2.7292(7) 1_565 ? Bi2 S2 3.082(2) 4_575 ? Bi2 Br3 3.1731(8) 1_565 ? Bi2 Br4 3.2301(8) . ? Bi3 Br7 2.5882(17) . ? Bi3 Br8 2.603(2) . ? Bi3 Br9 2.616(2) . ? Bi3 Br2 3.1687(10) . ? Br1 Bi2 2.7293(7) 1_545 ? Br3 Bi2 3.1730(8) 1_545 ? C1 C2 1.391(9) . ? C1 C6 1.402(9) . ? C1 Si10 1.874(6) . ? C2 C3 1.375(9) . ? C2 H2A 0.9500 . ? C3 C4 1.376(9) . ? C3 H3A 0.9500 . ? C4 C5 1.391(9) . ? C4 C7 1.446(9) . ? C5 C6 1.378(9) . ? C5 H5A 0.9500 . ? C6 H6A 0.9500 . ? C7 C8 1.198(9) . ? C8 C9 1.447(9) . ? C9 C14 1.397(10) . ? C9 C10 1.402(9) . ? C10 C11 1.383(10) . ? C10 H10A 0.9500 . ? C11 C12 1.402(11) . ? C11 H11A 0.9500 . ? C12 C13 1.403(10) . ? C12 S1 1.769(7) . ? C13 C14 1.393(9) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? C15 S1 1.783(9) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.389(9) . ? C16 C21 1.413(9) . ? C16 Si10 1.876(7) . ? C17 C18 1.371(10) . ? C17 H17A 0.9500 . ? C18 C19 1.406(10) . ? C18 H18A 0.9500 . ? C19 C20 1.391(10) . ? C19 C22 1.432(10) . ? C20 C21 1.355(9) . ? C20 H20A 0.9500 . ? C21 H21A 0.9500 . ? C22 C23 1.212(10) . ? C23 C24 1.445(10) . ? C24 C25 1.396(10) . ? C24 C29 1.398(10) . ? C25 C26 1.382(11) . ? C25 H25A 0.9500 . ? C26 C27 1.390(11) . ? C26 H26A 0.9500 . ? C27 C28 1.379(11) . ? C27 S2 1.768(7) . ? C28 C29 1.373(10) . ? C28 H28A 0.9500 . ? C29 H29A 0.9500 . ? C30 S2 1.712(12) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.40(4) . ? C31 C36 1.40(4) . ? C31 H31A 0.9500 . ? C32 C33 1.29(4) . ? C32 H32A 0.9500 . ? C33 C34 1.34(5) . ? C33 H33A 0.9500 . ? C34 C35 1.35(5) . ? C34 H34A 0.9500 . ? C35 C36 1.37(4) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? S2 Bi2 3.082(2) 4_525 ? Si10 C1 1.874(6) 2_655 ? Si10 C16 1.876(7) 2_655 ? 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 Br2 Bi1 Br4 94.43(3) . . ? Br2 Bi1 Br3 93.74(3) . . ? Br4 Bi1 Br3 86.75(2) . . ? Br2 Bi1 S1 87.90(4) . . ? Br4 Bi1 S1 85.57(4) . . ? Br3 Bi1 S1 172.24(4) . . ? Br2 Bi1 Br1 94.33(2) . . ? Br4 Bi1 Br1 166.17(2) . . ? Br3 Bi1 Br1 82.02(2) . . ? S1 Bi1 Br1 105.43(5) . . ? Br2 Bi1 Br5 174.17(2) . . ? Br4 Bi1 Br5 87.84(2) . . ? Br3 Bi1 Br5 91.75(2) . . ? S1 Bi1 Br5 86.92(4) . . ? Br1 Bi1 Br5 84.476(19) . . ? Br6 Bi2 Br5 98.72(2) . . ? Br6 Bi2 Br1 93.57(2) . 1_565 ? Br5 Bi2 Br1 88.20(2) . 1_565 ? Br6 Bi2 S2 90.21(5) . 4_575 ? Br5 Bi2 S2 80.32(4) . 4_575 ? Br1 Bi2 S2 168.34(4) 1_565 4_575 ? Br6 Bi2 Br3 94.68(2) . 1_565 ? Br5 Bi2 Br3 164.09(2) . 1_565 ? Br1 Bi2 Br3 82.42(2) 1_565 1_565 ? S2 Bi2 Br3 108.28(4) 4_575 1_565 ? Br6 Bi2 Br4 173.35(2) . . ? Br5 Bi2 Br4 87.92(2) . . ? Br1 Bi2 Br4 86.99(2) 1_565 . ? S2 Bi2 Br4 90.53(5) 4_575 . ? Br3 Bi2 Br4 78.81(2) 1_565 . ? Br7 Bi3 Br8 97.11(8) . . ? Br7 Bi3 Br9 95.27(7) . . ? Br8 Bi3 Br9 93.31(9) . . ? Br7 Bi3 Br2 80.45(5) . . ? Br8 Bi3 Br2 87.23(6) . . ? Br9 Bi3 Br2 175.71(6) . . ? Bi2 Br1 Bi1 97.64(2) 1_545 . ? Bi1 Br2 Bi3 104.77(3) . . ? Bi1 Br3 Bi2 97.16(2) . 1_545 ? Bi1 Br4 Bi2 92.16(2) . . ? Bi2 Br5 Bi1 91.98(2) . . ? C2 C1 C6 116.8(6) . . ? C2 C1 Si10 125.9(5) . . ? C6 C1 Si10 117.3(5) . . ? C3 C2 C1 122.1(6) . . ? C3 C2 H2A 119.0 . . ? C1 C2 H2A 119.0 . . ? C2 C3 C4 120.2(6) . . ? C2 C3 H3A 119.9 . . ? C4 C3 H3A 119.9 . . ? C3 C4 C5 119.4(6) . . ? C3 C4 C7 122.1(6) . . ? C5 C4 C7 118.5(6) . . ? C6 C5 C4 119.8(6) . . ? C6 C5 H5A 120.1 . . ? C4 C5 H5A 120.1 . . ? C5 C6 C1 121.6(6) . . ? C5 C6 H6A 119.2 . . ? C1 C6 H6A 119.2 . . ? C8 C7 C4 172.9(7) . . ? C7 C8 C9 176.6(8) . . ? C14 C9 C10 120.0(6) . . ? C14 C9 C8 119.6(6) . . ? C10 C9 C8 120.4(7) . . ? C11 C10 C9 120.3(7) . . ? C11 C10 H10A 119.9 . . ? C9 C10 H10A 119.9 . . ? C10 C11 C12 119.6(7) . . ? C10 C11 H11A 120.2 . . ? C12 C11 H11A 120.2 . . ? C11 C12 C13 120.6(6) . . ? C11 C12 S1 116.3(5) . . ? C13 C12 S1 123.0(6) . . ? C14 C13 C12 119.2(7) . . ? C14 C13 H13A 120.4 . . ? C12 C13 H13A 120.4 . . ? C13 C14 C9 120.3(7) . . ? C13 C14 H14A 119.9 . . ? C9 C14 H14A 119.9 . . ? S1 C15 H15A 109.5 . . ? S1 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? S1 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C21 116.6(6) . . ? C17 C16 Si10 121.3(5) . . ? C21 C16 Si10 122.1(5) . . ? C18 C17 C16 121.8(7) . . ? C18 C17 H17A 119.1 . . ? C16 C17 H17A 119.1 . . ? C17 C18 C19 120.3(7) . . ? C17 C18 H18A 119.9 . . ? C19 C18 H18A 119.9 . . ? C20 C19 C18 118.6(7) . . ? C20 C19 C22 122.0(7) . . ? C18 C19 C22 119.4(7) . . ? C21 C20 C19 120.3(7) . . ? C21 C20 H20A 119.9 . . ? C19 C20 H20A 119.9 . . ? C20 C21 C16 122.3(7) . . ? C20 C21 H21A 118.8 . . ? C16 C21 H21A 118.8 . . ? C23 C22 C19 177.6(8) . . ? C22 C23 C24 178.3(9) . . ? C25 C24 C29 118.9(7) . . ? C25 C24 C23 119.8(7) . . ? C29 C24 C23 121.2(7) . . ? C26 C25 C24 119.3(8) . . ? C26 C25 H25A 120.3 . . ? C24 C25 H25A 120.3 . . ? C25 C26 C27 121.5(8) . . ? C25 C26 H26A 119.3 . . ? C27 C26 H26A 119.3 . . ? C28 C27 C26 118.7(7) . . ? C28 C27 S2 125.1(7) . . ? C26 C27 S2 115.9(6) . . ? C29 C28 C27 120.8(8) . . ? C29 C28 H28A 119.6 . . ? C27 C28 H28A 119.6 . . ? C28 C29 C24 120.7(8) . . ? C28 C29 H29A 119.7 . . ? C24 C29 H29A 119.7 . . ? S2 C30 H30A 109.5 . . ? S2 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? S2 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C36 119(3) . . ? C32 C31 H31A 120.6 . . ? C36 C31 H31A 120.6 . . ? C33 C32 C31 123(3) . . ? C33 C32 H32A 118.6 . . ? C31 C32 H32A 118.6 . . ? C32 C33 C34 117(4) . . ? C32 C33 H33A 121.6 . . ? C34 C33 H33A 121.6 . . ? C33 C34 C35 125(4) . . ? C33 C34 H34A 117.6 . . ? C35 C34 H34A 117.6 . . ? C34 C35 C36 119(3) . . ? C34 C35 H35A 120.6 . . ? C36 C35 H35A 120.6 . . ? C35 C36 C31 117(3) . . ? C35 C36 H36A 121.5 . . ? C31 C36 H36A 121.5 . . ? C12 S1 C15 104.6(4) . . ? C12 S1 Bi1 91.8(2) . . ? C15 S1 Bi1 103.4(3) . . ? C30 S2 C27 102.3(4) . . ? C30 S2 Bi2 104.9(3) . 4_525 ? C27 S2 Bi2 84.7(2) . 4_525 ? C1 Si10 C1 107.2(4) 2_655 . ? C1 Si10 C16 107.4(3) 2_655 2_655 ? C1 Si10 C16 111.7(3) . 2_655 ? C1 Si10 C16 111.7(3) 2_655 . ? C1 Si10 C16 107.4(3) . . ? C16 Si10 C16 111.3(4) 2_655 . ? 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 Br2 Bi1 Br1 Bi2 100.30(3) . . . 1_545 ? Br4 Bi1 Br1 Bi2 -28.88(11) . . . 1_545 ? Br3 Bi1 Br1 Bi2 7.12(2) . . . 1_545 ? S1 Bi1 Br1 Bi2 -170.68(4) . . . 1_545 ? Br5 Bi1 Br1 Bi2 -85.43(2) . . . 1_545 ? Br4 Bi1 Br2 Bi3 80.19(3) . . . . ? Br3 Bi1 Br2 Bi3 -6.84(3) . . . . ? S1 Bi1 Br2 Bi3 165.58(5) . . . . ? Br1 Bi1 Br2 Bi3 -89.11(3) . . . . ? Br7 Bi3 Br2 Bi1 160.93(5) . . . . ? Br8 Bi3 Br2 Bi1 -101.38(6) . . . . ? Br2 Bi1 Br3 Bi2 -99.97(3) . . . 1_545 ? Br4 Bi1 Br3 Bi2 165.80(3) . . . 1_545 ? Br1 Bi1 Br3 Bi2 -6.12(2) . . . 1_545 ? Br5 Bi1 Br3 Bi2 78.06(2) . . . 1_545 ? Br2 Bi1 Br4 Bi2 172.37(2) . . . . ? Br3 Bi1 Br4 Bi2 -94.12(2) . . . . ? S1 Bi1 Br4 Bi2 84.83(4) . . . . ? Br1 Bi1 Br4 Bi2 -58.45(10) . . . . ? Br5 Bi1 Br4 Bi2 -2.250(18) . . . . ? Br5 Bi2 Br4 Bi1 2.69(2) . . . . ? Br1 Bi2 Br4 Bi1 -85.62(2) 1_565 . . . ? S2 Bi2 Br4 Bi1 82.99(4) 4_575 . . . ? Br3 Bi2 Br4 Bi1 -168.47(2) 1_565 . . . ? Br1 Bi2 Br5 Bi1 84.80(2) 1_565 . . . ? S2 Bi2 Br5 Bi1 -93.14(5) 4_575 . . . ? Br3 Bi2 Br5 Bi1 31.09(9) 1_565 . . . ? Br4 Bi2 Br5 Bi1 -2.247(18) . . . . ? Br4 Bi1 Br5 Bi2 2.69(2) . . . . ? Br3 Bi1 Br5 Bi2 89.37(2) . . . . ? S1 Bi1 Br5 Bi2 -82.99(4) . . . . ? Br1 Bi1 Br5 Bi2 171.18(2) . . . . ? C6 C1 C2 C3 2.4(11) . . . . ? Si10 C1 C2 C3 -177.0(6) . . . . ? C1 C2 C3 C4 -1.1(11) . . . . ? C2 C3 C4 C5 -2.2(11) . . . . ? C2 C3 C4 C7 175.8(7) . . . . ? C3 C4 C5 C6 4.1(11) . . . . ? C7 C4 C5 C6 -174.0(7) . . . . ? C4 C5 C6 C1 -2.7(11) . . . . ? C2 C1 C6 C5 -0.5(11) . . . . ? Si10 C1 C6 C5 179.0(6) . . . . ? C14 C9 C10 C11 0.2(11) . . . . ? C8 C9 C10 C11 -177.9(7) . . . . ? C9 C10 C11 C12 -0.3(11) . . . . ? C10 C11 C12 C13 -0.2(11) . . . . ? C10 C11 C12 S1 -176.8(5) . . . . ? C11 C12 C13 C14 0.9(11) . . . . ? S1 C12 C13 C14 177.2(6) . . . . ? C12 C13 C14 C9 -1.0(11) . . . . ? C10 C9 C14 C13 0.5(11) . . . . ? C8 C9 C14 C13 178.6(7) . . . . ? C21 C16 C17 C18 -0.2(10) . . . . ? Si10 C16 C17 C18 178.8(5) . . . . ? C16 C17 C18 C19 0.0(11) . . . . ? C17 C18 C19 C20 0.3(10) . . . . ? C17 C18 C19 C22 -178.4(7) . . . . ? C18 C19 C20 C21 -0.4(10) . . . . ? C22 C19 C20 C21 178.2(7) . . . . ? C19 C20 C21 C16 0.3(10) . . . . ? C17 C16 C21 C20 0.0(10) . . . . ? Si10 C16 C21 C20 -178.9(5) . . . . ? C29 C24 C25 C26 -0.7(12) . . . . ? C23 C24 C25 C26 -178.8(7) . . . . ? C24 C25 C26 C27 -1.0(13) . . . . ? C25 C26 C27 C28 1.5(12) . . . . ? C25 C26 C27 S2 174.8(7) . . . . ? C26 C27 C28 C29 -0.3(11) . . . . ? S2 C27 C28 C29 -172.9(6) . . . . ? C27 C28 C29 C24 -1.4(12) . . . . ? C25 C24 C29 C28 1.9(11) . . . . ? C23 C24 C29 C28 180.0(7) . . . . ? C36 C31 C32 C33 -6(4) . . . . ? C31 C32 C33 C34 -1(5) . . . . ? C32 C33 C34 C35 8(6) . . . . ? C33 C34 C35 C36 -8(6) . . . . ? C34 C35 C36 C31 1(4) . . . . ? C32 C31 C36 C35 6(4) . . . . ? C11 C12 S1 C15 170.4(6) . . . . ? C13 C12 S1 C15 -6.0(7) . . . . ? C11 C12 S1 Bi1 66.0(5) . . . . ? C13 C12 S1 Bi1 -110.4(6) . . . . ? Br2 Bi1 S1 C12 48.5(3) . . . . ? Br4 Bi1 S1 C12 143.1(3) . . . . ? Br1 Bi1 S1 C12 -45.4(3) . . . . ? Br5 Bi1 S1 C12 -128.8(3) . . . . ? Br2 Bi1 S1 C15 -57.0(3) . . . . ? Br4 Bi1 S1 C15 37.6(3) . . . . ? Br1 Bi1 S1 C15 -150.9(3) . . . . ? Br5 Bi1 S1 C15 125.7(3) . . . . ? C28 C27 S2 C30 -32.2(7) . . . . ? C26 C27 S2 C30 155.0(6) . . . . ? C28 C27 S2 Bi2 71.9(6) . . . 4_525 ? C26 C27 S2 Bi2 -100.8(6) . . . 4_525 ? C2 C1 Si10 C1 134.4(7) . . . 2_655 ? C6 C1 Si10 C1 -45.0(5) . . . 2_655 ? C2 C1 Si10 C16 17.0(7) . . . 2_655 ? C6 C1 Si10 C16 -162.4(5) . . . 2_655 ? C2 C1 Si10 C16 -105.3(6) . . . . ? C6 C1 Si10 C16 75.2(6) . . . . ? C17 C16 Si10 C1 114.8(5) . . . 2_655 ? C21 C16 Si10 C1 -66.3(6) . . . 2_655 ? C17 C16 Si10 C1 -2.5(6) . . . . ? C21 C16 Si10 C1 176.4(5) . . . . ? C17 C16 Si10 C16 -125.1(6) . . . 2_655 ? C21 C16 Si10 C16 53.8(5) . . . 2_655 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 3.207 _refine_diff_density_min -1.966 _refine_diff_density_rms 0.376 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 718754' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H48 Bi4 Br12 S6' _chemical_formula_weight 2684.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' Bi Bi -4.1077 10.2566 '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 9.2400(3) _cell_length_b 14.2253(5) _cell_length_c 14.7725(5) _cell_angle_alpha 107.547(3) _cell_angle_beta 107.506(3) _cell_angle_gamma 98.818(3) _cell_volume 1700.89(10) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 11175 _cell_measurement_theta_min 3.0882 _cell_measurement_theta_max 29.1425 _exptl_crystal_description plate-like _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1220 _exptl_absorpt_coefficient_mu 17.582 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.0768 _exptl_absorpt_correction_T_max 0.1269 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) (compiled Apr 21 2008,18:23:10) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CrysAlis CCD, Oxford Diffraction' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26827 _diffrn_reflns_av_R_equivalents 0.0544 _diffrn_reflns_av_sigmaI/netI 0.0610 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6668 _reflns_number_gt 4719 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) (compiled Apr 21 2008,18:23:10) ; _computing_cell_refinement ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) (compiled Apr 21 2008,18:23:10) ; _computing_data_reduction ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) (compiled Apr 21 2008,18:23:10) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0312P)^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 6668 _refine_ls_number_parameters 346 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0597 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0629 _refine_ls_wR_factor_gt 0.0593 _refine_ls_goodness_of_fit_ref 0.915 _refine_ls_restrained_S_all 0.915 _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 Bi1 Bi 0.30430(3) 0.50796(2) 0.37340(2) 0.03202(8) Uani 1 1 d . . . Bi2 Bi 0.06318(3) 0.71061(2) 0.290590(19) 0.03129(8) Uani 1 1 d . . . Br1 Br 0.57236(9) 0.42773(7) 0.38759(6) 0.0514(2) Uani 1 1 d . . . Br2 Br 0.16351(12) 0.47850(8) 0.17406(6) 0.0665(3) Uani 1 1 d . . . Br3 Br 0.03528(8) 0.55984(6) 0.40432(5) 0.03768(17) Uani 1 1 d . . . Br4 Br 0.45283(9) 0.70024(6) 0.39118(7) 0.0513(2) Uani 1 1 d . . . Br5 Br -0.13190(9) 0.79136(7) 0.36280(6) 0.0506(2) Uani 1 1 d . . . Br6 Br 0.07625(10) 0.80680(7) 0.16444(6) 0.0588(3) Uani 1 1 d . . . C1 C 0.1408(9) 0.2783(6) 0.4211(5) 0.051(2) Uani 1 1 d . . . H1A H 0.0808 0.2112 0.4083 0.076 Uiso 1 1 calc R . . H1B H 0.1162 0.3284 0.4701 0.076 Uiso 1 1 calc R . . H1C H 0.2512 0.2828 0.4473 0.076 Uiso 1 1 calc R . . C2 C 0.1581(7) 0.2105(5) 0.2262(5) 0.0280(15) Uani 1 1 d . . . C3 C 0.0879(7) 0.1844(5) 0.1224(5) 0.0279(15) Uani 1 1 d . . . H3 H 0.0142 0.2167 0.0966 0.033 Uiso 1 1 calc R . . C4 C 0.1278(7) 0.1101(5) 0.0569(5) 0.0281(15) Uani 1 1 d . . . H4 H 0.0795 0.0926 -0.0132 0.034 Uiso 1 1 calc R . . C5 C 0.2389(7) 0.0603(5) 0.0929(5) 0.0256(14) Uani 1 1 d . . . C6 C 0.3072(7) 0.0884(5) 0.1967(5) 0.0294(15) Uani 1 1 d . . . H6 H 0.3804 0.0558 0.2225 0.035 Uiso 1 1 calc R . . C7 C 0.2713(8) 0.1637(5) 0.2649(5) 0.0328(16) Uani 1 1 d . . . H7 H 0.3218 0.1826 0.3349 0.039 Uiso 1 1 calc R . . C8 C 0.2781(7) -0.0200(5) 0.0200(4) 0.0236(14) Uani 1 1 d . . . C9 C 0.2576(7) -0.0228(5) -0.0784(4) 0.0265(15) Uani 1 1 d . . . H9 H 0.2154 0.0258 -0.0995 0.032 Uiso 1 1 calc R . . C10 C 0.2978(7) -0.0950(5) -0.1456(5) 0.0270(15) Uani 1 1 d . . . C11 C 0.2848(7) -0.0942(5) -0.2491(4) 0.0262(15) Uani 1 1 d . . . C12 C 0.2975(8) -0.0041(5) -0.2680(5) 0.0389(18) Uani 1 1 d . . . H12 H 0.3029 0.0559 -0.2178 0.047 Uiso 1 1 calc R . . C13 C 0.3024(9) -0.0015(6) -0.3603(5) 0.0429(19) Uani 1 1 d . . . H13 H 0.3130 0.0599 -0.3710 0.052 Uiso 1 1 calc R . . C14 C 0.2914(7) -0.0903(5) -0.4357(4) 0.0297(16) Uani 1 1 d . . . C15 C 0.2182(11) 0.0097(6) -0.5736(6) 0.062(3) Uani 1 1 d . . . H15A H 0.1194 0.0018 -0.5642 0.093 Uiso 1 1 calc R . . H15B H 0.2019 0.0081 -0.6415 0.093 Uiso 1 1 calc R . . H15C H 0.2894 0.0740 -0.5248 0.093 Uiso 1 1 calc R . . C16 C 0.2784(8) -0.1795(5) -0.4186(5) 0.0357(17) Uani 1 1 d . . . H16 H 0.2722 -0.2394 -0.4692 0.043 Uiso 1 1 calc R . . C17 C 0.2742(8) -0.1814(5) -0.3258(5) 0.0347(17) Uani 1 1 d . . . H17 H 0.2639 -0.2431 -0.3156 0.042 Uiso 1 1 calc R . . C18 C 0.3593(7) -0.1689(5) -0.1145(5) 0.0271(15) Uani 1 1 d . . . H18 H 0.3837 -0.2192 -0.1600 0.033 Uiso 1 1 calc R . . C19 C 0.3848(7) -0.1682(5) -0.0160(5) 0.0268(15) Uani 1 1 d . . . C20 C 0.3425(7) -0.0942(5) 0.0488(5) 0.0253(14) Uani 1 1 d . . . H20 H 0.3575 -0.0939 0.1141 0.030 Uiso 1 1 calc R . . C21 C 0.4707(7) -0.2382(5) 0.0189(5) 0.0275(15) Uani 1 1 d . . . C22 C 0.5877(8) -0.2638(5) -0.0178(5) 0.0331(16) Uani 1 1 d . . . H22 H 0.6055 -0.2398 -0.0665 0.040 Uiso 1 1 calc R . . C23 C 0.6774(8) -0.3238(5) 0.0165(5) 0.0342(16) Uani 1 1 d . . . H23 H 0.7541 -0.3402 -0.0095 0.041 Uiso 1 1 calc R . . C24 C 0.6536(8) -0.3599(5) 0.0896(5) 0.0333(16) Uani 1 1 d . . . C25 C 0.5373(8) -0.3372(6) 0.1254(5) 0.0408(19) Uani 1 1 d . . . H25 H 0.5182 -0.3628 0.1729 0.049 Uiso 1 1 calc R . . C26 C 0.4483(8) -0.2763(6) 0.0912(5) 0.0384(18) Uani 1 1 d . . . H26 H 0.3714 -0.2605 0.1173 0.046 Uiso 1 1 calc R . . C27 C 0.6850(10) -0.4947(7) 0.1942(7) 0.079(3) Uani 1 1 d . . . H27A H 0.6924 -0.4442 0.2567 0.118 Uiso 1 1 calc R . . H27B H 0.7362 -0.5450 0.2091 0.118 Uiso 1 1 calc R . . H27C H 0.5762 -0.5273 0.1518 0.118 Uiso 1 1 calc R . . S1 S 0.0927(2) 0.30161(14) 0.30432(13) 0.0346(4) Uani 1 1 d . . . S2 S 0.3001(2) -0.09208(14) -0.55579(12) 0.0372(4) Uani 1 1 d . . . S3 S 0.7789(2) -0.43430(15) 0.12876(15) 0.0482(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.03439(16) 0.03050(18) 0.03824(15) 0.01504(13) 0.01561(12) 0.01877(12) Bi2 0.03584(16) 0.03652(19) 0.03168(15) 0.01903(13) 0.01558(12) 0.01812(12) Br1 0.0532(5) 0.0628(6) 0.0563(5) 0.0257(4) 0.0289(4) 0.0398(4) Br2 0.0955(7) 0.0714(7) 0.0365(4) 0.0175(4) 0.0272(5) 0.0320(5) Br3 0.0403(4) 0.0425(5) 0.0435(4) 0.0211(4) 0.0230(3) 0.0216(3) Br4 0.0478(5) 0.0413(5) 0.0738(6) 0.0255(4) 0.0288(4) 0.0145(4) Br5 0.0520(5) 0.0565(6) 0.0559(5) 0.0192(4) 0.0302(4) 0.0317(4) Br6 0.0626(5) 0.0764(7) 0.0452(5) 0.0412(5) 0.0170(4) 0.0079(5) C1 0.064(5) 0.057(6) 0.044(5) 0.016(4) 0.034(4) 0.028(4) C2 0.031(4) 0.021(4) 0.027(3) 0.000(3) 0.013(3) 0.006(3) C3 0.026(3) 0.025(4) 0.034(4) 0.010(3) 0.012(3) 0.012(3) C4 0.032(4) 0.029(4) 0.021(3) 0.008(3) 0.006(3) 0.010(3) C5 0.026(3) 0.020(4) 0.030(4) 0.008(3) 0.011(3) 0.004(3) C6 0.033(4) 0.027(4) 0.030(4) 0.010(3) 0.010(3) 0.017(3) C7 0.037(4) 0.035(5) 0.029(4) 0.013(3) 0.012(3) 0.013(3) C8 0.026(3) 0.014(4) 0.029(3) 0.006(3) 0.010(3) 0.003(3) C9 0.028(4) 0.028(4) 0.030(3) 0.012(3) 0.012(3) 0.019(3) C10 0.028(4) 0.024(4) 0.026(3) 0.002(3) 0.012(3) 0.006(3) C11 0.024(3) 0.027(4) 0.024(3) 0.006(3) 0.006(3) 0.010(3) C12 0.062(5) 0.025(5) 0.030(4) 0.005(3) 0.015(4) 0.027(4) C13 0.075(6) 0.027(5) 0.034(4) 0.017(4) 0.019(4) 0.026(4) C14 0.035(4) 0.031(5) 0.021(3) 0.007(3) 0.007(3) 0.014(3) C15 0.113(8) 0.038(6) 0.043(5) 0.022(4) 0.029(5) 0.028(5) C16 0.053(5) 0.027(4) 0.025(4) 0.005(3) 0.014(3) 0.014(3) C17 0.049(4) 0.025(4) 0.036(4) 0.016(3) 0.018(3) 0.012(3) C18 0.026(3) 0.021(4) 0.030(4) 0.002(3) 0.010(3) 0.010(3) C19 0.032(4) 0.022(4) 0.029(3) 0.010(3) 0.011(3) 0.013(3) C20 0.027(3) 0.023(4) 0.027(3) 0.009(3) 0.012(3) 0.008(3) C21 0.030(4) 0.022(4) 0.026(3) 0.002(3) 0.010(3) 0.009(3) C22 0.037(4) 0.038(5) 0.030(4) 0.016(3) 0.014(3) 0.016(3) C23 0.038(4) 0.036(5) 0.031(4) 0.007(3) 0.016(3) 0.021(3) C24 0.035(4) 0.025(4) 0.031(4) 0.009(3) 0.002(3) 0.010(3) C25 0.042(4) 0.051(5) 0.045(4) 0.030(4) 0.020(4) 0.022(4) C26 0.040(4) 0.045(5) 0.042(4) 0.022(4) 0.021(4) 0.020(4) C27 0.055(6) 0.060(7) 0.095(7) 0.052(6) -0.017(5) -0.015(5) S1 0.0373(10) 0.0313(11) 0.0375(10) 0.0071(8) 0.0191(8) 0.0161(8) S2 0.0532(12) 0.0304(12) 0.0291(9) 0.0112(8) 0.0171(9) 0.0099(9) S3 0.0517(12) 0.0343(13) 0.0467(11) 0.0128(10) -0.0002(10) 0.0202(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 Bi1 Br2 2.7062(8) . ? Bi1 Br4 2.7628(8) . ? Bi1 Br3 2.8239(7) . ? Bi1 Br1 2.8601(8) . ? Bi1 S1 2.9522(18) . ? Bi1 Br1 3.1487(8) 2_666 ? Bi2 Br5 2.5999(8) . ? Bi2 Br6 2.6422(7) . ? Bi2 S3 2.908(2) 1_465 ? Bi2 S2 3.0177(18) 1_566 ? Bi2 Br3 3.1229(7) . ? Br1 Bi1 3.1487(8) 2_666 ? C1 S1 1.792(7) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.376(8) . ? C2 C7 1.395(9) . ? C2 S1 1.770(6) . ? C3 C4 1.381(8) . ? C3 H3 0.9300 . ? C4 C5 1.400(8) . ? C4 H4 0.9300 . ? C5 C6 1.372(8) . ? C5 C8 1.489(8) . ? C6 C7 1.389(9) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.396(8) . ? C8 C20 1.401(8) . ? C9 C10 1.379(8) . ? C9 H9 0.9300 . ? C10 C18 1.397(9) . ? C10 C11 1.501(8) . ? C11 C17 1.372(9) . ? C11 C12 1.387(9) . ? C12 C13 1.389(9) . ? C12 H12 0.9300 . ? C13 C14 1.375(9) . ? C13 H13 0.9300 . ? C14 C16 1.361(9) . ? C14 S2 1.792(6) . ? C15 S2 1.784(8) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.391(8) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.400(8) . ? C18 H18 0.9300 . ? C19 C20 1.385(8) . ? C19 C21 1.481(8) . ? C20 H20 0.9300 . ? C21 C26 1.389(8) . ? C21 C22 1.395(9) . ? C22 C23 1.378(9) . ? C22 H22 0.9300 . ? C23 C24 1.386(8) . ? C23 H23 0.9300 . ? C24 C25 1.373(9) . ? C24 S3 1.771(7) . ? C25 C26 1.383(9) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 S3 1.789(8) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? S2 Bi2 3.0177(18) 1_544 ? S3 Bi2 2.908(2) 1_645 ? 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 Br2 Bi1 Br4 84.57(3) . . ? Br2 Bi1 Br3 88.08(3) . . ? Br4 Bi1 Br3 95.98(2) . . ? Br2 Bi1 Br1 106.05(3) . . ? Br4 Bi1 Br1 96.03(3) . . ? Br3 Bi1 Br1 162.24(2) . . ? Br2 Bi1 S1 81.35(4) . . ? Br4 Bi1 S1 165.42(4) . . ? Br3 Bi1 S1 79.86(4) . . ? Br1 Bi1 S1 91.47(4) . . ? Br2 Bi1 Br1 168.78(3) . 2_666 ? Br4 Bi1 Br1 91.37(3) . 2_666 ? Br3 Bi1 Br1 81.94(2) . 2_666 ? Br1 Bi1 Br1 84.74(2) . 2_666 ? S1 Bi1 Br1 101.77(4) . 2_666 ? Br5 Bi2 Br6 99.39(3) . . ? Br5 Bi2 S3 84.32(5) . 1_465 ? Br6 Bi2 S3 87.40(4) . 1_465 ? Br5 Bi2 S2 83.20(4) . 1_566 ? Br6 Bi2 S2 81.71(4) . 1_566 ? S3 Bi2 S2 161.86(5) 1_465 1_566 ? Br5 Bi2 Br3 87.55(2) . . ? Br6 Bi2 Br3 169.23(3) . . ? S3 Bi2 Br3 85.09(4) 1_465 . ? S2 Bi2 Br3 107.45(3) 1_566 . ? Bi1 Br1 Bi1 95.26(2) . 2_666 ? Bi1 Br3 Bi2 88.373(19) . . ? S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C7 120.1(6) . . ? C3 C2 S1 116.6(5) . . ? C7 C2 S1 123.3(5) . . ? C2 C3 C4 119.6(6) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 121.9(6) . . ? C3 C4 H4 119.1 . . ? C5 C4 H4 119.1 . . ? C6 C5 C4 117.2(6) . . ? C6 C5 C8 122.5(6) . . ? C4 C5 C8 120.4(5) . . ? C5 C6 C7 122.5(6) . . ? C5 C6 H6 118.8 . . ? C7 C6 H6 118.8 . . ? C6 C7 C2 118.8(6) . . ? C6 C7 H7 120.6 . . ? C2 C7 H7 120.6 . . ? C9 C8 C20 117.1(6) . . ? C9 C8 C5 121.9(5) . . ? C20 C8 C5 121.1(5) . . ? C10 C9 C8 122.3(6) . . ? C10 C9 H9 118.8 . . ? C8 C9 H9 118.8 . . ? C9 C10 C18 118.9(5) . . ? C9 C10 C11 122.2(6) . . ? C18 C10 C11 118.8(5) . . ? C17 C11 C12 117.4(6) . . ? C17 C11 C10 120.8(6) . . ? C12 C11 C10 121.5(6) . . ? C11 C12 C13 121.5(6) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C14 C13 C12 119.6(6) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C16 C14 C13 119.7(6) . . ? C16 C14 S2 118.3(5) . . ? C13 C14 S2 122.0(5) . . ? S2 C15 H15A 109.5 . . ? S2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? S2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 C17 120.4(6) . . ? C14 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C11 C17 C16 121.4(6) . . ? C11 C17 H17 119.3 . . ? C16 C17 H17 119.3 . . ? C10 C18 C19 120.9(6) . . ? C10 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C20 C19 C18 118.1(6) . . ? C20 C19 C21 122.3(5) . . ? C18 C19 C21 119.2(5) . . ? C19 C20 C8 122.6(5) . . ? C19 C20 H20 118.7 . . ? C8 C20 H20 118.7 . . ? C26 C21 C22 117.0(6) . . ? C26 C21 C19 123.7(6) . . ? C22 C21 C19 119.2(5) . . ? C23 C22 C21 121.6(6) . . ? C23 C22 H22 119.2 . . ? C21 C22 H22 119.2 . . ? C22 C23 C24 120.2(6) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? C25 C24 C23 119.2(6) . . ? C25 C24 S3 125.1(5) . . ? C23 C24 S3 115.7(5) . . ? C24 C25 C26 120.3(6) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C21 121.7(6) . . ? C25 C26 H26 119.2 . . ? C21 C26 H26 119.2 . . ? S3 C27 H27A 109.5 . . ? S3 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? S3 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C2 S1 C1 104.1(3) . . ? C2 S1 Bi1 109.8(2) . . ? C1 S1 Bi1 101.1(3) . . ? C15 S2 C14 103.1(3) . . ? C15 S2 Bi2 107.0(3) . 1_544 ? C14 S2 Bi2 104.1(2) . 1_544 ? C24 S3 C27 103.7(4) . . ? C24 S3 Bi2 106.0(2) . 1_645 ? C27 S3 Bi2 103.8(3) . 1_645 ? 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 Br2 Bi1 Br1 Bi1 176.89(3) . . . 2_666 ? Br4 Bi1 Br1 Bi1 90.83(3) . . . 2_666 ? Br3 Bi1 Br1 Bi1 -41.51(9) . . . 2_666 ? S1 Bi1 Br1 Bi1 -101.69(4) . . . 2_666 ? Br1 Bi1 Br1 Bi1 0.0 2_666 . . 2_666 ? Br2 Bi1 Br3 Bi2 -49.99(3) . . . . ? Br4 Bi1 Br3 Bi2 34.34(2) . . . . ? Br1 Bi1 Br3 Bi2 166.68(8) . . . . ? S1 Bi1 Br3 Bi2 -131.55(4) . . . . ? Br1 Bi1 Br3 Bi2 124.88(2) 2_666 . . . ? Br5 Bi2 Br3 Bi1 -165.49(2) . . . . ? Br6 Bi2 Br3 Bi1 64.06(14) . . . . ? S3 Bi2 Br3 Bi1 110.01(4) 1_465 . . . ? S2 Bi2 Br3 Bi1 -83.40(4) 1_566 . . . ? C7 C2 C3 C4 1.4(9) . . . . ? S1 C2 C3 C4 -176.8(5) . . . . ? C2 C3 C4 C5 -0.3(9) . . . . ? C3 C4 C5 C6 0.0(9) . . . . ? C3 C4 C5 C8 179.6(5) . . . . ? C4 C5 C6 C7 -0.8(9) . . . . ? C8 C5 C6 C7 179.6(6) . . . . ? C5 C6 C7 C2 1.9(10) . . . . ? C3 C2 C7 C6 -2.2(10) . . . . ? S1 C2 C7 C6 175.9(5) . . . . ? C6 C5 C8 C9 -155.7(6) . . . . ? C4 C5 C8 C9 24.8(9) . . . . ? C6 C5 C8 C20 22.1(9) . . . . ? C4 C5 C8 C20 -157.4(6) . . . . ? C20 C8 C9 C10 0.2(9) . . . . ? C5 C8 C9 C10 178.1(6) . . . . ? C8 C9 C10 C18 0.8(9) . . . . ? C8 C9 C10 C11 -176.3(6) . . . . ? C9 C10 C11 C17 -158.3(6) . . . . ? C18 C10 C11 C17 24.6(9) . . . . ? C9 C10 C11 C12 27.8(9) . . . . ? C18 C10 C11 C12 -149.4(6) . . . . ? C17 C11 C12 C13 -1.2(10) . . . . ? C10 C11 C12 C13 173.0(6) . . . . ? C11 C12 C13 C14 1.2(11) . . . . ? C12 C13 C14 C16 -1.0(11) . . . . ? C12 C13 C14 S2 -179.0(5) . . . . ? C13 C14 C16 C17 0.8(10) . . . . ? S2 C14 C16 C17 178.8(5) . . . . ? C12 C11 C17 C16 0.9(9) . . . . ? C10 C11 C17 C16 -173.3(6) . . . . ? C14 C16 C17 C11 -0.8(10) . . . . ? C9 C10 C18 C19 -2.0(9) . . . . ? C11 C10 C18 C19 175.2(6) . . . . ? C10 C18 C19 C20 2.1(9) . . . . ? C10 C18 C19 C21 -171.4(6) . . . . ? C18 C19 C20 C8 -1.0(9) . . . . ? C21 C19 C20 C8 172.2(6) . . . . ? C9 C8 C20 C19 -0.1(9) . . . . ? C5 C8 C20 C19 -178.0(6) . . . . ? C20 C19 C21 C26 34.9(10) . . . . ? C18 C19 C21 C26 -151.9(6) . . . . ? C20 C19 C21 C22 -141.3(6) . . . . ? C18 C19 C21 C22 31.8(9) . . . . ? C26 C21 C22 C23 -0.3(10) . . . . ? C19 C21 C22 C23 176.2(6) . . . . ? C21 C22 C23 C24 -0.4(11) . . . . ? C22 C23 C24 C25 1.6(10) . . . . ? C22 C23 C24 S3 -178.9(5) . . . . ? C23 C24 C25 C26 -2.0(11) . . . . ? S3 C24 C25 C26 178.6(6) . . . . ? C24 C25 C26 C21 1.3(11) . . . . ? C22 C21 C26 C25 -0.1(10) . . . . ? C19 C21 C26 C25 -176.5(7) . . . . ? C3 C2 S1 C1 156.9(5) . . . . ? C7 C2 S1 C1 -21.3(7) . . . . ? C3 C2 S1 Bi1 -95.6(5) . . . . ? C7 C2 S1 Bi1 86.3(6) . . . . ? Br2 Bi1 S1 C2 70.6(2) . . . . ? Br4 Bi1 S1 C2 85.7(3) . . . . ? Br3 Bi1 S1 C2 160.2(2) . . . . ? Br1 Bi1 S1 C2 -35.4(2) . . . . ? Br1 Bi1 S1 C2 -120.3(2) 2_666 . . . ? Br2 Bi1 S1 C1 -179.8(2) . . . . ? Br4 Bi1 S1 C1 -164.8(3) . . . . ? Br3 Bi1 S1 C1 -90.2(2) . . . . ? Br1 Bi1 S1 C1 74.2(2) . . . . ? Br1 Bi1 S1 C1 -10.8(3) 2_666 . . . ? C16 C14 S2 C15 151.8(6) . . . . ? C13 C14 S2 C15 -30.2(7) . . . . ? C16 C14 S2 Bi2 40.2(5) . . . 1_544 ? C13 C14 S2 Bi2 -141.8(6) . . . 1_544 ? C25 C24 S3 C27 14.2(7) . . . . ? C23 C24 S3 C27 -165.2(5) . . . . ? C25 C24 S3 Bi2 -94.7(6) . . . 1_645 ? C23 C24 S3 Bi2 85.8(5) . . . 1_645 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.201 _refine_diff_density_min -1.306 _refine_diff_density_rms 0.166 #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 718755' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H30 Bi4 Br12 S4, 2(C6 H6)' _chemical_formula_sum 'C46 H42 Bi4 Br12 S4' _chemical_formula_weight 2517.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' Bi Bi -4.1077 10.2566 '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 10.6597(8) _cell_length_b 10.9534(8) _cell_length_c 13.8976(10) _cell_angle_alpha 99.9830(10) _cell_angle_beta 95.7530(10) _cell_angle_gamma 92.3100(10) _cell_volume 1587.3(2) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8642 _cell_measurement_theta_min 2.0805 _cell_measurement_theta_max 30.513 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1134 _exptl_absorpt_coefficient_mu 18.767 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.144 _exptl_absorpt_correction_T_max 0.391 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 16576 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 28.28 _reflns_number_total 7874 _reflns_number_gt 6329 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0412P)^2^] 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 7874 _refine_ls_number_parameters 300 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.0879 _refine_ls_wR_factor_gt 0.0817 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Bi1 Bi 0.34848(2) 0.89235(2) 0.553203(17) 0.02008(7) Uani 1 1 d . . . Bi2 Bi 0.24184(2) 1.09070(2) 0.283536(18) 0.02188(7) Uani 1 1 d . . . Br1 Br 0.21787(7) 0.91002(7) 0.70549(5) 0.03110(17) Uani 1 1 d . . . Br2 Br 0.48198(6) 0.90264(6) 0.36378(5) 0.02419(15) Uani 1 1 d . . . Br3 Br 0.15669(7) 1.04371(7) 0.45736(5) 0.03296(17) Uani 1 1 d . . . Br4 Br 0.06071(7) 0.94550(7) 0.17172(6) 0.03413(17) Uani 1 1 d . . . Br5 Br 0.48543(7) 1.26660(7) 0.38116(6) 0.03324(17) Uani 1 1 d . . . Br6 Br 0.12159(7) 1.29436(7) 0.29680(6) 0.03271(17) Uani 1 1 d . . . C1 C 0.5054(7) 0.5731(6) -0.0706(5) 0.0269(15) Uani 1 1 d . . . H1 H 0.5075 0.6234 -0.1197 0.032 Uiso 1 1 calc R . . C2 C 0.4542(6) 0.6194(6) 0.0163(5) 0.0256(15) Uani 1 1 d . . . C3 C 0.4461(6) 0.5451(6) 0.0880(5) 0.0233(14) Uani 1 1 d . . . C4 C 0.3864(7) 0.5805(6) 0.1803(5) 0.0247(15) Uani 1 1 d . . . C5 C 0.4360(7) 0.5447(6) 0.2667(5) 0.0251(15) Uani 1 1 d . . . H5 H 0.5123 0.5028 0.2669 0.030 Uiso 1 1 calc R . . C6 C 0.3788(6) 0.5676(6) 0.3521(5) 0.0248(15) Uani 1 1 d . . . H6 H 0.4144 0.5407 0.4097 0.030 Uiso 1 1 calc R . . C7 C 0.2676(7) 0.6313(6) 0.3527(5) 0.0239(14) Uani 1 1 d . . . C8 C 0.2154(6) 0.6681(6) 0.2695(5) 0.0272(15) Uani 1 1 d . . . H8 H 0.1400 0.7116 0.2702 0.033 Uiso 1 1 calc R . . C9 C 0.2734(6) 0.6415(6) 0.1837(5) 0.0267(15) Uani 1 1 d . . . H9 H 0.2353 0.6654 0.1256 0.032 Uiso 1 1 calc R . . C10 C 0.0487(7) 0.7029(8) 0.4399(6) 0.0374(19) Uani 1 1 d . . . H10A H 0.0506 0.7747 0.4065 0.056 Uiso 1 1 calc R . . H10B H 0.0089 0.7244 0.5007 0.056 Uiso 1 1 calc R . . H10C H 0.0002 0.6330 0.3967 0.056 Uiso 1 1 calc R . . C11 C 0.4193(7) 0.7522(6) 0.0318(5) 0.0254(15) Uani 1 1 d . . . C12 C 0.4847(6) 0.8353(6) 0.1079(5) 0.0249(14) Uani 1 1 d . . . H12 H 0.5493 0.8072 0.1496 0.030 Uiso 1 1 calc R . . C13 C 0.4573(7) 0.9586(6) 0.1242(5) 0.0250(15) Uani 1 1 d . . . H13 H 0.5047 1.0157 0.1755 0.030 Uiso 1 1 calc R . . C14 C 0.3597(6) 0.9996(6) 0.0650(5) 0.0226(14) Uani 1 1 d . . . C15 C 0.2957(7) 0.9174(7) -0.0140(5) 0.0270(15) Uani 1 1 d . . . H15 H 0.2312 0.9450 -0.0561 0.032 Uiso 1 1 calc R . . C16 C 0.3277(7) 0.7947(6) -0.0303(4) 0.0269(16) Uani 1 1 d . . . H16 H 0.2859 0.7386 -0.0850 0.032 Uiso 1 1 calc R . . C17 C 0.1875(8) 1.1771(7) 0.0241(6) 0.041(2) Uani 1 1 d . . . H17A H 0.2063 1.1612 -0.0444 0.062 Uiso 1 1 calc R . . H17B H 0.1621 1.2625 0.0411 0.062 Uiso 1 1 calc R . . H17C H 0.1187 1.1190 0.0324 0.062 Uiso 1 1 calc R . . C18 C 0.2506(9) 0.3298(10) 0.6815(9) 0.066(3) Uani 1 1 d . . . H18 H 0.2942 0.2710 0.6408 0.079 Uiso 1 1 calc R . . C19 C 0.2443(8) 0.4499(10) 0.6632(8) 0.061(3) Uani 1 1 d . . . H19 H 0.2811 0.4728 0.6090 0.073 Uiso 1 1 calc R . . C20 C 0.1842(8) 0.5354(8) 0.7240(8) 0.055(3) Uani 1 1 d . . . H20 H 0.1822 0.6184 0.7128 0.066 Uiso 1 1 calc R . . C21 C 0.1276(10) 0.5030(9) 0.8002(8) 0.060(3) Uani 1 1 d . . . H21 H 0.0843 0.5618 0.8412 0.072 Uiso 1 1 calc R . . C22 C 0.1350(10) 0.3804(10) 0.8165(8) 0.062(3) Uani 1 1 d . . . H22 H 0.0974 0.3565 0.8701 0.074 Uiso 1 1 calc R . . C23 C 0.1948(9) 0.2956(9) 0.7574(9) 0.063(3) Uani 1 1 d . . . H23 H 0.1978 0.2127 0.7688 0.076 Uiso 1 1 calc R . . S1 S 0.20581(17) 0.66070(16) 0.46838(13) 0.0261(4) Uani 1 1 d . . . S2 S 0.32509(18) 1.15615(16) 0.10279(13) 0.0276(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.02040(13) 0.02152(13) 0.01822(13) 0.00313(9) 0.00256(9) 0.00093(9) Bi2 0.02081(13) 0.02321(14) 0.02212(13) 0.00484(10) 0.00309(10) 0.00214(10) Br1 0.0321(4) 0.0376(4) 0.0238(4) 0.0023(3) 0.0104(3) -0.0009(3) Br2 0.0286(4) 0.0219(3) 0.0213(3) 0.0005(2) 0.0059(3) -0.0009(3) Br3 0.0286(4) 0.0453(5) 0.0314(4) 0.0168(3) 0.0121(3) 0.0137(3) Br4 0.0276(4) 0.0343(4) 0.0371(4) 0.0000(3) 0.0017(3) -0.0057(3) Br5 0.0308(4) 0.0224(4) 0.0441(4) 0.0060(3) -0.0080(3) 0.0025(3) Br6 0.0315(4) 0.0273(4) 0.0407(4) 0.0063(3) 0.0074(3) 0.0091(3) C1 0.035(4) 0.020(3) 0.023(4) -0.002(3) 0.007(3) -0.007(3) C2 0.024(4) 0.025(4) 0.027(4) -0.001(3) 0.004(3) 0.002(3) C3 0.024(3) 0.024(3) 0.024(3) 0.005(3) 0.008(3) 0.001(3) C4 0.029(4) 0.019(3) 0.025(4) 0.001(3) 0.005(3) -0.002(3) C5 0.027(4) 0.020(3) 0.027(4) -0.001(3) 0.004(3) 0.006(3) C6 0.029(4) 0.021(3) 0.023(3) 0.000(3) 0.004(3) 0.001(3) C7 0.029(4) 0.017(3) 0.022(3) -0.009(3) 0.006(3) -0.006(3) C8 0.016(3) 0.030(4) 0.036(4) 0.006(3) 0.001(3) 0.003(3) C9 0.026(4) 0.034(4) 0.021(3) 0.005(3) 0.004(3) 0.003(3) C10 0.028(4) 0.049(5) 0.033(4) -0.004(4) 0.009(3) 0.006(4) C11 0.028(4) 0.026(4) 0.022(3) 0.002(3) 0.009(3) -0.003(3) C12 0.024(4) 0.025(4) 0.024(3) 0.001(3) 0.002(3) 0.002(3) C13 0.031(4) 0.026(4) 0.018(3) 0.001(3) 0.007(3) 0.000(3) C14 0.032(4) 0.018(3) 0.019(3) 0.000(2) 0.013(3) 0.003(3) C15 0.034(4) 0.033(4) 0.017(3) 0.007(3) 0.008(3) 0.005(3) C16 0.037(4) 0.030(4) 0.009(3) -0.008(3) 0.002(3) -0.003(3) C17 0.050(5) 0.036(5) 0.036(5) 0.007(4) -0.007(4) 0.014(4) C18 0.033(5) 0.059(7) 0.102(9) 0.021(6) -0.019(6) 0.005(5) C19 0.028(5) 0.074(8) 0.086(8) 0.042(6) -0.007(5) -0.011(5) C20 0.037(5) 0.025(4) 0.099(8) 0.017(5) -0.027(5) -0.002(4) C21 0.055(6) 0.047(6) 0.069(7) 0.002(5) -0.014(5) 0.001(5) C22 0.066(7) 0.059(7) 0.062(7) 0.030(5) -0.016(6) -0.004(6) C23 0.053(6) 0.040(6) 0.097(9) 0.042(6) -0.035(6) -0.010(5) S1 0.0267(9) 0.0273(9) 0.0232(9) 0.0014(7) 0.0042(7) -0.0012(7) S2 0.0355(10) 0.0236(9) 0.0246(9) 0.0046(7) 0.0071(8) 0.0022(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Bi1 Br1 2.6316(7) . ? Bi1 Br5 2.7336(8) 2_676 ? Bi1 Br2 2.8278(7) 2_676 ? Bi1 S1 2.9040(17) . ? Bi1 Br3 3.0324(8) . ? Bi1 Br2 3.1320(7) . ? Bi2 Br6 2.6054(7) . ? Bi2 Br4 2.6394(8) . ? Bi2 Br3 2.7853(8) . ? Bi2 S2 2.9379(18) . ? Bi2 Br5 3.2061(8) . ? Br2 Bi1 2.8278(7) 2_676 ? Br5 Bi1 2.7337(8) 2_676 ? C1 C2 1.398(9) . ? C1 C3 1.404(9) 2_665 ? C1 H1 0.9500 . ? C2 C3 1.399(9) . ? C2 C11 1.501(9) . ? C3 C1 1.404(9) 2_665 ? C3 C4 1.487(9) . ? C4 C5 1.388(9) . ? C4 C9 1.402(9) . ? C5 C6 1.377(9) . ? C5 H5 0.9500 . ? C6 C7 1.400(9) . ? C6 H6 0.9500 . ? C7 C8 1.364(9) . ? C7 S1 1.782(7) . ? C8 C9 1.389(9) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 S1 1.780(7) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.378(9) . ? C11 C16 1.387(10) . ? C12 C13 1.379(9) . ? C12 H12 0.9500 . ? C13 C14 1.397(9) . ? C13 H13 0.9500 . ? C14 C15 1.393(9) . ? C14 S2 1.769(6) . ? C15 C16 1.386(9) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 S2 1.786(8) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C23 1.361(15) . ? C18 C19 1.384(13) . ? C18 H18 0.9500 . ? C19 C20 1.372(14) . ? C19 H19 0.9500 . ? C20 C21 1.361(14) . ? C20 H20 0.9500 . ? C21 C22 1.404(13) . ? C21 H21 0.9500 . ? C22 C23 1.354(15) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br1 Bi1 Br5 94.97(3) . 2_676 ? Br1 Bi1 Br2 94.72(2) . 2_676 ? Br5 Bi1 Br2 90.50(2) 2_676 2_676 ? Br1 Bi1 S1 89.03(4) . . ? Br5 Bi1 S1 81.91(4) 2_676 . ? Br2 Bi1 S1 171.81(4) 2_676 . ? Br1 Bi1 Br3 88.98(2) . . ? Br5 Bi1 Br3 172.77(2) 2_676 . ? Br2 Bi1 Br3 95.22(2) 2_676 . ? S1 Bi1 Br3 92.12(4) . . ? Br1 Bi1 Br2 171.81(2) . . ? Br5 Bi1 Br2 93.09(2) 2_676 . ? Br2 Bi1 Br2 83.743(19) 2_676 . ? S1 Bi1 Br2 93.55(4) . . ? Br3 Bi1 Br2 83.158(19) . . ? Br6 Bi2 Br4 96.51(3) . . ? Br6 Bi2 Br3 90.59(2) . . ? Br4 Bi2 Br3 93.33(3) . . ? Br6 Bi2 S2 85.77(4) . . ? Br4 Bi2 S2 87.67(4) . . ? Br3 Bi2 S2 176.31(4) . . ? Br6 Bi2 Br5 85.70(2) . . ? Br4 Bi2 Br5 169.10(2) . . ? Br3 Bi2 Br5 97.32(2) . . ? S2 Bi2 Br5 81.84(4) . . ? Bi1 Br2 Bi1 96.256(19) 2_676 . ? Bi2 Br3 Bi1 108.19(2) . . ? Bi1 Br5 Bi2 104.21(2) 2_676 . ? C2 C1 C3 122.4(6) . 2_665 ? C2 C1 H1 118.8 . . ? C3 C1 H1 118.8 2_665 . ? C1 C2 C3 119.7(6) . . ? C1 C2 C11 117.7(6) . . ? C3 C2 C11 122.4(6) . . ? C2 C3 C1 117.8(6) . 2_665 ? C2 C3 C4 124.8(6) . . ? C1 C3 C4 117.4(6) 2_665 . ? C5 C4 C9 116.5(6) . . ? C5 C4 C3 120.5(6) . . ? C9 C4 C3 122.8(6) . . ? C6 C5 C4 122.6(6) . . ? C6 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? C5 C6 C7 119.0(7) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C8 C7 C6 120.5(6) . . ? C8 C7 S1 124.6(5) . . ? C6 C7 S1 114.9(5) . . ? C7 C8 C9 119.4(6) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C8 C9 C4 122.1(7) . . ? C8 C9 H9 119.0 . . ? C4 C9 H9 119.0 . . ? S1 C10 H10A 109.5 . . ? S1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? S1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 119.2(6) . . ? C12 C11 C2 118.6(6) . . ? C16 C11 C2 122.2(6) . . ? C11 C12 C13 120.6(7) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C14 119.9(6) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C15 C14 C13 119.9(6) . . ? C15 C14 S2 125.5(6) . . ? C13 C14 S2 114.6(5) . . ? C16 C15 C14 118.8(7) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? C15 C16 C11 121.3(6) . . ? C15 C16 H16 119.3 . . ? C11 C16 H16 119.3 . . ? S2 C17 H17A 109.5 . . ? S2 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? S2 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C23 C18 C19 120.5(11) . . ? C23 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C20 C19 C18 119.5(10) . . ? C20 C19 H19 120.3 . . ? C18 C19 H19 120.3 . . ? C21 C20 C19 121.0(9) . . ? C21 C20 H20 119.5 . . ? C19 C20 H20 119.5 . . ? C20 C21 C22 118.2(10) . . ? C20 C21 H21 120.9 . . ? C22 C21 H21 120.9 . . ? C23 C22 C21 121.3(11) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C22 C23 C18 119.6(10) . . ? C22 C23 H23 120.2 . . ? C18 C23 H23 120.2 . . ? C10 S1 C7 104.3(3) . . ? C10 S1 Bi1 105.2(3) . . ? C7 S1 Bi1 99.1(2) . . ? C14 S2 C17 104.8(3) . . ? C14 S2 Bi2 89.2(2) . . ? C17 S2 Bi2 107.9(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Br5 Bi1 Br2 Bi1 -90.17(2) 2_676 . . 2_676 ? Br2 Bi1 Br2 Bi1 0.0 2_676 . . 2_676 ? S1 Bi1 Br2 Bi1 -172.24(4) . . . 2_676 ? Br3 Bi1 Br2 Bi1 96.04(2) . . . 2_676 ? Br6 Bi2 Br3 Bi1 -152.31(3) . . . . ? Br4 Bi2 Br3 Bi1 111.13(3) . . . . ? Br5 Bi2 Br3 Bi1 -66.57(3) . . . . ? Br1 Bi1 Br3 Bi2 174.73(3) . . . . ? Br2 Bi1 Br3 Bi2 80.08(3) 2_676 . . . ? S1 Bi1 Br3 Bi2 -96.28(4) . . . . ? Br2 Bi1 Br3 Bi2 -2.96(2) . . . . ? Br6 Bi2 Br5 Bi1 162.81(3) . . . 2_676 ? Br4 Bi2 Br5 Bi1 -94.98(13) . . . 2_676 ? Br3 Bi2 Br5 Bi1 72.76(3) . . . 2_676 ? S2 Bi2 Br5 Bi1 -110.86(4) . . . 2_676 ? C3 C1 C2 C3 -2.3(12) 2_665 . . . ? C3 C1 C2 C11 173.0(6) 2_665 . . . ? C1 C2 C3 C1 2.2(11) . . . 2_665 ? C11 C2 C3 C1 -172.9(6) . . . 2_665 ? C1 C2 C3 C4 -175.9(6) . . . . ? C11 C2 C3 C4 9.1(11) . . . . ? C2 C3 C4 C5 -144.5(7) . . . . ? C1 C3 C4 C5 37.4(9) 2_665 . . . ? C2 C3 C4 C9 40.9(10) . . . . ? C1 C3 C4 C9 -137.2(7) 2_665 . . . ? C9 C4 C5 C6 -0.3(10) . . . . ? C3 C4 C5 C6 -175.2(6) . . . . ? C4 C5 C6 C7 -1.1(10) . . . . ? C5 C6 C7 C8 1.1(10) . . . . ? C5 C6 C7 S1 -177.7(5) . . . . ? C6 C7 C8 C9 0.2(10) . . . . ? S1 C7 C8 C9 179.0(5) . . . . ? C7 C8 C9 C4 -1.7(10) . . . . ? C5 C4 C9 C8 1.7(10) . . . . ? C3 C4 C9 C8 176.5(6) . . . . ? C1 C2 C11 C12 -114.7(7) . . . . ? C3 C2 C11 C12 60.4(9) . . . . ? C1 C2 C11 C16 62.5(9) . . . . ? C3 C2 C11 C16 -122.4(8) . . . . ? C16 C11 C12 C13 1.7(10) . . . . ? C2 C11 C12 C13 179.0(6) . . . . ? C11 C12 C13 C14 2.1(10) . . . . ? C12 C13 C14 C15 -4.1(10) . . . . ? C12 C13 C14 S2 173.7(5) . . . . ? C13 C14 C15 C16 2.3(10) . . . . ? S2 C14 C15 C16 -175.3(5) . . . . ? C14 C15 C16 C11 1.6(10) . . . . ? C12 C11 C16 C15 -3.6(10) . . . . ? C2 C11 C16 C15 179.2(6) . . . . ? C23 C18 C19 C20 1.9(14) . . . . ? C18 C19 C20 C21 -2.0(14) . . . . ? C19 C20 C21 C22 1.6(14) . . . . ? C20 C21 C22 C23 -1.1(15) . . . . ? C21 C22 C23 C18 1.0(15) . . . . ? C19 C18 C23 C22 -1.4(15) . . . . ? C8 C7 S1 C10 16.1(7) . . . . ? C6 C7 S1 C10 -165.1(5) . . . . ? C8 C7 S1 Bi1 -92.3(6) . . . . ? C6 C7 S1 Bi1 86.5(5) . . . . ? Br1 Bi1 S1 C10 67.3(3) . . . . ? Br5 Bi1 S1 C10 162.5(3) 2_676 . . . ? Br3 Bi1 S1 C10 -21.6(3) . . . . ? Br2 Bi1 S1 C10 -104.9(3) . . . . ? Br1 Bi1 S1 C7 175.0(2) . . . . ? Br5 Bi1 S1 C7 -89.9(2) 2_676 . . . ? Br3 Bi1 S1 C7 86.0(2) . . . . ? Br2 Bi1 S1 C7 2.8(2) . . . . ? C15 C14 S2 C17 4.1(7) . . . . ? C13 C14 S2 C17 -173.6(5) . . . . ? C15 C14 S2 Bi2 112.4(6) . . . . ? C13 C14 S2 Bi2 -65.3(5) . . . . ? Br6 Bi2 S2 C14 -160.3(2) . . . . ? Br4 Bi2 S2 C14 -63.6(2) . . . . ? Br5 Bi2 S2 C14 113.4(2) . . . . ? Br6 Bi2 S2 C17 -55.1(3) . . . . ? Br4 Bi2 S2 C17 41.6(3) . . . . ? Br5 Bi2 S2 C17 -141.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.538 _refine_diff_density_min -1.230 _refine_diff_density_rms 0.244 #===END data_8 _database_code_depnum_ccdc_archive 'CCDC 718756' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H34 Bi2 Br6 S4' _chemical_formula_weight 1588.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' Bi Bi -4.1077 10.2566 '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 15.0644(8) _cell_length_b 14.6368(7) _cell_length_c 10.8604(6) _cell_angle_alpha 90.00 _cell_angle_beta 108.5210(10) _cell_angle_gamma 90.00 _cell_volume 2270.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5541 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 30.53 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1476 _exptl_absorpt_coefficient_mu 13.235 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.073 _exptl_absorpt_correction_T_max 0.137 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 12656 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0506 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5575 _reflns_number_gt 4385 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0531P)^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 5575 _refine_ls_number_parameters 255 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0541 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.0962 _refine_ls_wR_factor_gt 0.0891 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Bi1 Bi 0.889759(15) 0.023361(15) 0.57746(2) 0.02871(8) Uani 1 1 d . . . Br1 Br 0.92987(4) -0.08718(4) 0.34828(6) 0.03673(16) Uani 1 1 d . . . Br2 Br 0.82842(5) 0.15963(4) 0.41259(6) 0.03838(16) Uani 1 1 d . . . Br3 Br 0.84974(5) 0.10078(5) 0.77199(6) 0.04168(17) Uani 1 1 d . . . C1 C 0.3825(4) 0.6180(4) 0.5265(5) 0.0290(13) Uani 1 1 d . . . H1 H 0.3480 0.6718 0.5294 0.035 Uiso 1 1 calc R . . C2 C 0.3490(4) 0.5357(4) 0.5495(5) 0.0262(12) Uani 1 1 d . . . H2 H 0.2924 0.5333 0.5703 0.031 Uiso 1 1 calc R . . C3 C 0.3973(4) 0.4524(4) 0.5428(5) 0.0237(11) Uani 1 1 d . . . C4 C 0.4818(4) 0.4565(3) 0.5110(5) 0.0234(11) Uani 1 1 d . . . C5 C 0.5307(4) 0.3749(4) 0.5020(5) 0.0260(12) Uani 1 1 d . . . C6 C 0.4943(4) 0.2893(4) 0.5242(5) 0.0258(12) Uani 1 1 d . . . C7 C 0.4133(4) 0.2875(4) 0.5575(5) 0.0277(12) Uani 1 1 d . . . H7 H 0.3900 0.2301 0.5743 0.033 Uiso 1 1 calc R . . C8 C 0.3630(4) 0.3678(4) 0.5680(5) 0.0269(12) Uani 1 1 d . . . C9 C 0.2774(4) 0.3567(4) 0.6076(6) 0.0296(13) Uani 1 1 d . . . C10 C 0.1886(4) 0.3796(4) 0.5256(5) 0.0317(13) Uani 1 1 d . . . H10 H 0.1819 0.4012 0.4407 0.038 Uiso 1 1 calc R . . C11 C 0.1095(4) 0.3719(4) 0.5638(6) 0.0329(13) Uani 1 1 d . . . H11 H 0.0496 0.3877 0.5058 0.040 Uiso 1 1 calc R . . C12 C 0.1191(4) 0.3406(4) 0.6890(6) 0.0312(13) Uani 1 1 d . . . C13 C 0.2059(4) 0.3123(4) 0.7685(6) 0.0306(13) Uani 1 1 d . . . H13 H 0.2120 0.2871 0.8514 0.037 Uiso 1 1 calc R . . C14 C 0.2840(4) 0.3204(4) 0.7285(5) 0.0303(13) Uani 1 1 d . . . H14 H 0.3431 0.3008 0.7846 0.036 Uiso 1 1 calc R . . C15 C -0.0729(5) 0.3755(6) 0.6297(6) 0.0514(19) Uani 1 1 d . . . H15A H -0.0625 0.4375 0.6032 0.077 Uiso 1 1 calc R . . H15B H -0.1279 0.3752 0.6594 0.077 Uiso 1 1 calc R . . H15C H -0.0835 0.3339 0.5557 0.077 Uiso 1 1 calc R . . C16 C 0.5375(4) 0.2013(4) 0.5052(5) 0.0251(11) Uani 1 1 d . . . C17 C 0.5653(4) 0.1365(4) 0.6037(5) 0.0309(13) Uani 1 1 d . . . H17 H 0.5544 0.1469 0.6841 0.037 Uiso 1 1 calc R . . C18 C 0.6090(4) 0.0570(4) 0.5849(6) 0.0320(13) Uani 1 1 d . . . H18 H 0.6281 0.0132 0.6528 0.038 Uiso 1 1 calc R . . C19 C 0.6250(4) 0.0404(4) 0.4688(6) 0.0277(12) Uani 1 1 d . . . C20 C 0.5937(4) 0.1027(4) 0.3671(5) 0.0299(13) Uani 1 1 d . . . H20 H 0.6014 0.0904 0.2852 0.036 Uiso 1 1 calc R . . C21 C 0.5514(4) 0.1821(4) 0.3868(5) 0.0288(12) Uani 1 1 d . . . H21 H 0.5312 0.2251 0.3180 0.035 Uiso 1 1 calc R . . C22 C 0.6803(5) -0.0663(4) 0.2901(6) 0.0365(14) Uani 1 1 d . . . H22A H 0.6137 -0.0685 0.2392 0.055 Uiso 1 1 calc R . . H22B H 0.7111 -0.1223 0.2751 0.055 Uiso 1 1 calc R . . H22C H 0.7095 -0.0133 0.2634 0.055 Uiso 1 1 calc R . . S1 S 0.02743(12) 0.33889(11) 0.75869(16) 0.0367(4) Uani 1 1 d . . . S2 S 0.69267(11) -0.05697(10) 0.46077(14) 0.0303(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.02670(13) 0.02922(14) 0.02938(12) -0.00203(9) 0.00774(9) 0.00015(9) Br1 0.0297(3) 0.0404(4) 0.0387(3) -0.0124(3) 0.0088(3) -0.0041(3) Br2 0.0382(4) 0.0343(3) 0.0429(3) 0.0066(3) 0.0133(3) 0.0003(3) Br3 0.0413(4) 0.0499(4) 0.0369(3) -0.0098(3) 0.0167(3) -0.0016(3) C1 0.027(3) 0.029(3) 0.031(3) -0.002(2) 0.008(2) 0.001(2) C2 0.023(3) 0.026(3) 0.030(3) 0.002(2) 0.009(2) 0.003(2) C3 0.024(3) 0.023(3) 0.022(2) 0.000(2) 0.004(2) 0.000(2) C4 0.025(3) 0.023(3) 0.018(2) -0.004(2) 0.001(2) -0.001(2) C5 0.028(3) 0.028(3) 0.021(2) 0.000(2) 0.005(2) 0.004(2) C6 0.029(3) 0.022(3) 0.022(2) 0.000(2) 0.003(2) 0.002(2) C7 0.034(3) 0.022(3) 0.028(3) -0.001(2) 0.011(2) 0.000(2) C8 0.019(3) 0.036(3) 0.021(2) 0.001(2) 0.000(2) -0.002(2) C9 0.028(3) 0.024(3) 0.036(3) -0.007(2) 0.010(3) -0.005(2) C10 0.030(3) 0.040(3) 0.024(3) 0.001(2) 0.008(2) -0.001(3) C11 0.017(3) 0.037(3) 0.040(3) 0.001(3) 0.004(3) 0.001(3) C12 0.033(4) 0.024(3) 0.039(3) -0.002(2) 0.014(3) -0.004(3) C13 0.031(3) 0.031(3) 0.031(3) -0.001(2) 0.011(3) -0.005(3) C14 0.029(3) 0.030(3) 0.029(3) 0.001(2) 0.005(2) -0.003(3) C15 0.036(4) 0.080(6) 0.037(3) -0.004(4) 0.009(3) 0.000(4) C16 0.019(3) 0.021(3) 0.033(3) -0.002(2) 0.004(2) 0.000(2) C17 0.030(3) 0.033(3) 0.028(3) -0.003(2) 0.008(2) 0.001(3) C18 0.034(4) 0.026(3) 0.034(3) 0.003(2) 0.009(3) 0.001(3) C19 0.025(3) 0.022(3) 0.033(3) -0.002(2) 0.005(2) -0.003(2) C20 0.027(3) 0.033(3) 0.027(3) -0.004(2) 0.006(2) -0.003(3) C21 0.029(3) 0.023(3) 0.031(3) 0.004(2) 0.004(2) 0.003(2) C22 0.038(4) 0.031(3) 0.038(3) -0.006(3) 0.009(3) 0.008(3) S1 0.0337(9) 0.0404(9) 0.0401(8) -0.0038(7) 0.0174(7) -0.0020(7) S2 0.0311(8) 0.0245(7) 0.0343(7) 0.0015(6) 0.0092(6) 0.0020(6) _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 Bi1 Br3 2.6306(6) . ? Bi1 Br2 2.6432(7) . ? Bi1 Br1 2.7412(7) 3_756 ? Bi1 S2 3.0680(16) . ? Bi1 Br1 3.1833(6) . ? Br1 Bi1 2.7411(7) 3_756 ? C1 C2 1.358(8) . ? C1 C5 1.440(8) 3_666 ? C1 H1 0.9500 . ? C2 C3 1.433(8) . ? C2 H2 0.9500 . ? C3 C8 1.403(8) . ? C3 C4 1.421(8) . ? C4 C5 1.424(7) . ? C4 C4 1.436(10) 3_666 ? C5 C6 1.419(8) . ? C5 C1 1.440(8) 3_666 ? C6 C7 1.379(8) . ? C6 C16 1.487(7) . ? C7 C8 1.423(8) . ? C7 H7 0.9500 . ? C8 C9 1.491(8) . ? C9 C14 1.391(8) . ? C9 C10 1.393(8) . ? C10 C11 1.384(8) . ? C10 H10 0.9500 . ? C11 C12 1.398(8) . ? C11 H11 0.9500 . ? C12 C13 1.382(8) . ? C12 S1 1.773(6) . ? C13 C14 1.382(8) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 S1 1.786(7) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.391(8) . ? C16 C21 1.396(7) . ? C17 C18 1.384(8) . ? C17 H17 0.9500 . ? C18 C19 1.378(8) . ? C18 H18 0.9500 . ? C19 C20 1.394(8) . ? C19 S2 1.770(6) . ? C20 C21 1.374(8) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 S2 1.809(6) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? 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 Br3 Bi1 Br2 95.68(2) . . ? Br3 Bi1 Br1 94.33(2) . 3_756 ? Br2 Bi1 Br1 92.45(2) . 3_756 ? Br3 Bi1 S2 93.34(3) . . ? Br2 Bi1 S2 85.71(3) . . ? Br1 Bi1 S2 172.25(3) 3_756 . ? Br3 Bi1 Br1 174.70(2) . . ? Br2 Bi1 Br1 88.063(19) . . ? Br1 Bi1 Br1 89.235(17) 3_756 . ? S2 Bi1 Br1 83.19(3) . . ? Bi1 Br1 Bi1 90.765(17) 3_756 . ? C2 C1 C5 121.3(5) . 3_666 ? C2 C1 H1 119.4 . . ? C5 C1 H1 119.4 3_666 . ? C1 C2 C3 121.4(5) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C8 C3 C4 120.0(5) . . ? C8 C3 C2 121.1(5) . . ? C4 C3 C2 119.0(5) . . ? C3 C4 C5 120.3(5) . . ? C3 C4 C4 119.8(6) . 3_666 ? C5 C4 C4 119.9(6) . 3_666 ? C6 C5 C4 119.5(5) . . ? C6 C5 C1 121.9(5) . 3_666 ? C4 C5 C1 118.6(5) . 3_666 ? C7 C6 C5 118.9(5) . . ? C7 C6 C16 118.9(5) . . ? C5 C6 C16 122.1(5) . . ? C6 C7 C8 123.0(5) . . ? C6 C7 H7 118.5 . . ? C8 C7 H7 118.5 . . ? C3 C8 C7 118.3(5) . . ? C3 C8 C9 124.0(5) . . ? C7 C8 C9 117.7(5) . . ? C14 C9 C10 117.4(5) . . ? C14 C9 C8 120.3(5) . . ? C10 C9 C8 122.2(5) . . ? C11 C10 C9 122.2(5) . . ? C11 C10 H10 118.9 . . ? C9 C10 H10 118.9 . . ? C10 C11 C12 119.0(6) . . ? C10 C11 H11 120.5 . . ? C12 C11 H11 120.5 . . ? C13 C12 C11 119.4(5) . . ? C13 C12 S1 116.1(4) . . ? C11 C12 S1 124.5(5) . . ? C12 C13 C14 120.6(5) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C13 C14 C9 121.1(6) . . ? C13 C14 H14 119.4 . . ? C9 C14 H14 119.4 . . ? S1 C15 H15A 109.5 . . ? S1 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? S1 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C21 118.4(5) . . ? C17 C16 C6 121.5(5) . . ? C21 C16 C6 120.2(5) . . ? C18 C17 C16 120.1(5) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C19 C18 C17 120.9(6) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C20 119.7(5) . . ? C18 C19 S2 117.2(4) . . ? C20 C19 S2 122.9(4) . . ? C21 C20 C19 119.1(5) . . ? C21 C20 H20 120.4 . . ? C19 C20 H20 120.4 . . ? C20 C21 C16 121.7(5) . . ? C20 C21 H21 119.1 . . ? C16 C21 H21 119.1 . . ? S2 C22 H22A 109.5 . . ? S2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? S2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C12 S1 C15 103.9(3) . . ? C19 S2 C22 103.8(3) . . ? C19 S2 Bi1 99.7(2) . . ? C22 S2 Bi1 102.9(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 Br2 Bi1 Br1 Bi1 92.47(2) . . . 3_756 ? Br1 Bi1 Br1 Bi1 0.0 3_756 . . 3_756 ? S2 Bi1 Br1 Bi1 178.38(3) . . . 3_756 ? C5 C1 C2 C3 -1.7(9) 3_666 . . . ? C1 C2 C3 C8 179.3(5) . . . . ? C1 C2 C3 C4 -0.3(8) . . . . ? C8 C3 C4 C5 1.3(8) . . . . ? C2 C3 C4 C5 -179.2(5) . . . . ? C8 C3 C4 C4 -178.1(6) . . . 3_666 ? C2 C3 C4 C4 1.4(9) . . . 3_666 ? C3 C4 C5 C6 0.4(8) . . . . ? C4 C4 C5 C6 179.8(6) 3_666 . . . ? C3 C4 C5 C1 -178.1(5) . . . 3_666 ? C4 C4 C5 C1 1.3(9) 3_666 . . 3_666 ? C4 C5 C6 C7 -1.8(8) . . . . ? C1 C5 C6 C7 176.7(5) 3_666 . . . ? C4 C5 C6 C16 174.7(5) . . . . ? C1 C5 C6 C16 -6.9(8) 3_666 . . . ? C5 C6 C7 C8 1.5(8) . . . . ? C16 C6 C7 C8 -175.1(5) . . . . ? C4 C3 C8 C7 -1.6(7) . . . . ? C2 C3 C8 C7 178.9(5) . . . . ? C4 C3 C8 C9 177.3(5) . . . . ? C2 C3 C8 C9 -2.2(8) . . . . ? C6 C7 C8 C3 0.2(8) . . . . ? C6 C7 C8 C9 -178.8(5) . . . . ? C3 C8 C9 C14 -116.5(6) . . . . ? C7 C8 C9 C14 62.4(7) . . . . ? C3 C8 C9 C10 65.1(8) . . . . ? C7 C8 C9 C10 -116.0(6) . . . . ? C14 C9 C10 C11 3.6(9) . . . . ? C8 C9 C10 C11 -178.0(6) . . . . ? C9 C10 C11 C12 0.3(9) . . . . ? C10 C11 C12 C13 -4.3(9) . . . . ? C10 C11 C12 S1 172.7(5) . . . . ? C11 C12 C13 C14 4.3(9) . . . . ? S1 C12 C13 C14 -173.0(5) . . . . ? C12 C13 C14 C9 -0.2(9) . . . . ? C10 C9 C14 C13 -3.7(9) . . . . ? C8 C9 C14 C13 177.9(5) . . . . ? C7 C6 C16 C17 -58.4(8) . . . . ? C5 C6 C16 C17 125.2(6) . . . . ? C7 C6 C16 C21 121.9(6) . . . . ? C5 C6 C16 C21 -54.5(8) . . . . ? C21 C16 C17 C18 2.5(9) . . . . ? C6 C16 C17 C18 -177.3(5) . . . . ? C16 C17 C18 C19 -0.4(9) . . . . ? C17 C18 C19 C20 -2.6(9) . . . . ? C17 C18 C19 S2 173.1(5) . . . . ? C18 C19 C20 C21 3.3(9) . . . . ? S2 C19 C20 C21 -172.1(5) . . . . ? C19 C20 C21 C16 -1.2(9) . . . . ? C17 C16 C21 C20 -1.7(9) . . . . ? C6 C16 C21 C20 178.1(5) . . . . ? C13 C12 S1 C15 -178.3(5) . . . . ? C11 C12 S1 C15 4.6(6) . . . . ? C18 C19 S2 C22 170.2(5) . . . . ? C20 C19 S2 C22 -14.2(6) . . . . ? C18 C19 S2 Bi1 -83.8(5) . . . . ? C20 C19 S2 Bi1 91.7(5) . . . . ? Br3 Bi1 S2 C19 46.4(2) . . . . ? Br2 Bi1 S2 C19 -49.0(2) . . . . ? Br1 Bi1 S2 C19 -137.6(2) . . . . ? Br3 Bi1 S2 C22 153.1(2) . . . . ? Br2 Bi1 S2 C22 57.6(2) . . . . ? Br1 Bi1 S2 C22 -30.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 2.498 _refine_diff_density_min -0.869 _refine_diff_density_rms 0.194 #===END data_9 _database_code_depnum_ccdc_archive 'CCDC 718757' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C60 H48 Bi Br3 S6, 1.5(C6 H6)' _chemical_formula_sum 'C69 H57 Bi Br3 S6' _chemical_formula_weight 1527.22 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' S S 0.1246 0.1234 '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' Bi Bi -4.1077 10.2566 '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 24.034(3) _cell_length_b 19.986(2) _cell_length_c 25.360(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.116(3) _cell_angle_gamma 90.00 _cell_volume 12182(2) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4432 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 30.34 _exptl_crystal_description cube _exptl_crystal_colour red _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.665 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6040 _exptl_absorpt_coefficient_mu 5.111 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.424 _exptl_absorpt_correction_T_max 0.600 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; The overall data quality is low due to the low diffraction power of the crystal. To achieve a meaningful refinement the ADPs of all carbon atoms were restrained to be similar to those of their neighbors (SIMU and DELU restraints, standard deviations 0.01). One Ph-S-Me group was refined as disordered over two positions with an occupancy ratio of 0.62(2) to 0.38(2). The disordered phenyl rings were set to resemble ideal hexagons with C-C distances of 1.39 Angstrom, and the C-C distances of the ipso carbon atoms to the core of the molecule were restrained to be the same. The disordered sulfur atoms were restrained to be isotropic within a standard deviation of 0.01 Angstrom squared. The methyl group of another S-Me moiety was is also disordered with an occupancy rate of 0.68(2) to 0.32(2). The two disordered methyl carbon atoms were set to have identical ADPs and their S-C(Me) distances were restrained to be the same. ; _diffrn_ambient_temperature 100(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 SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 27914 _diffrn_reflns_av_R_equivalents 0.1713 _diffrn_reflns_av_sigmaI/netI 0.2677 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 0.80 _diffrn_reflns_theta_max 26.37 _reflns_number_total 12414 _reflns_number_gt 5636 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0503P)^2^] 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 12414 _refine_ls_number_parameters 773 _refine_ls_number_restraints 786 _refine_ls_R_factor_all 0.1892 _refine_ls_R_factor_gt 0.0879 _refine_ls_wR_factor_ref 0.2137 _refine_ls_wR_factor_gt 0.1667 _refine_ls_goodness_of_fit_ref 0.957 _refine_ls_restrained_S_all 0.934 _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 Bi1 Bi 0.22718(3) 0.34409(3) 0.55005(2) 0.02847(17) Uani 1 1 d . . . Br2 Br 0.17205(7) 0.26489(8) 0.48223(6) 0.0340(4) Uani 1 1 d . . . Br3 Br 0.14038(7) 0.41988(8) 0.57053(7) 0.0396(4) Uani 1 1 d . . . Br4 Br 0.26217(8) 0.42424(8) 0.47597(7) 0.0484(5) Uani 1 1 d . . . C1 C 0.5139(7) 0.3965(7) 0.5367(6) 0.032(2) Uani 1 1 d U . . C2 C 0.5245(7) 0.3576(7) 0.4909(6) 0.029(2) Uani 1 1 d U . . C3 C 0.5791(6) 0.3476(7) 0.4798(6) 0.032(3) Uani 1 1 d U . . H3 H 0.5871 0.3222 0.4491 0.039 Uiso 1 1 calc R . . C4 C 0.6243(7) 0.3706(7) 0.5086(6) 0.032(2) Uani 1 1 d U A . C5 C 0.6816(7) 0.3584(7) 0.4940(6) 0.029(2) Uani 1 1 d U . . C6 C 0.6968(6) 0.3245(6) 0.4474(6) 0.026(3) Uani 1 1 d U . . H6 H 0.6683 0.3045 0.4266 0.031 Uiso 1 1 calc R . . C7 C 0.7502(7) 0.3191(7) 0.4309(6) 0.029(2) Uani 1 1 d U . . C8 C 0.7939(6) 0.3446(7) 0.4629(6) 0.029(2) Uani 1 1 d U . . C9 C 0.7812(7) 0.3738(7) 0.5095(6) 0.031(3) Uani 1 1 d U . . H9 H 0.8108 0.3885 0.5315 0.038 Uiso 1 1 calc R . . C10 C 0.7267(7) 0.3834(7) 0.5268(6) 0.027(2) Uani 1 1 d U . . C11 C 0.7118(7) 0.4190(7) 0.5759(6) 0.029(2) Uani 1 1 d U . . C12 C 0.7540(7) 0.4398(7) 0.6103(6) 0.032(3) Uani 1 1 d U A . H12 H 0.7917 0.4305 0.6016 0.038 Uiso 1 1 calc R . . C13 C 0.7424(7) 0.4736(7) 0.6565(6) 0.034(2) Uani 1 1 d DU . . C14 C 0.6866(8) 0.4874(8) 0.6689(6) 0.039(3) Uani 1 1 d U A . C15 C 0.6459(7) 0.4646(7) 0.6365(6) 0.037(3) Uani 1 1 d U . . H15 H 0.6084 0.4726 0.6466 0.045 Uiso 1 1 calc R A . C16 C 0.6555(7) 0.4292(7) 0.5881(6) 0.031(2) Uani 1 1 d U A . C17 C 0.6120(7) 0.4066(7) 0.5553(6) 0.031(2) Uani 1 1 d U . . C18 C 0.5565(6) 0.4198(7) 0.5674(6) 0.031(3) Uani 1 1 d U A . H18 H 0.5481 0.4457 0.5978 0.037 Uiso 1 1 calc R . . C19 C 0.4558(7) 0.4100(7) 0.5566(6) 0.030(2) Uani 1 1 d U . . C20 C 0.4350(7) 0.4744(7) 0.5643(6) 0.034(3) Uani 1 1 d U . . H20 H 0.4570 0.5116 0.5537 0.040 Uiso 1 1 calc R . . C21 C 0.3837(7) 0.4861(7) 0.5868(6) 0.032(3) Uani 1 1 d U . . H21 H 0.3704 0.5304 0.5917 0.038 Uiso 1 1 calc R . . C22 C 0.3520(7) 0.4314(7) 0.6021(6) 0.030(3) Uani 1 1 d U . . C23 C 0.3712(6) 0.3692(7) 0.5945(6) 0.025(3) Uani 1 1 d U . . H23 H 0.3490 0.3321 0.6048 0.030 Uiso 1 1 calc R . . C24 C 0.4220(6) 0.3581(7) 0.5720(6) 0.028(3) Uani 1 1 d U . . H24 H 0.4343 0.3134 0.5670 0.034 Uiso 1 1 calc R . . C25 C 0.2628(7) 0.5243(8) 0.6086(7) 0.046(5) Uani 1 1 d . . . H25A H 0.2767 0.5572 0.6340 0.069 Uiso 1 1 calc R . . H25B H 0.2221 0.5263 0.6072 0.069 Uiso 1 1 calc R . . H25C H 0.2780 0.5342 0.5736 0.069 Uiso 1 1 calc R . . C26 C 0.4781(7) 0.3332(7) 0.4581(6) 0.033(2) Uani 1 1 d U . . C27 C 0.4339(7) 0.3727(8) 0.4422(6) 0.035(3) Uani 1 1 d U . . H27 H 0.4323 0.4180 0.4536 0.042 Uiso 1 1 calc R . . C28 C 0.3925(7) 0.3482(8) 0.4107(6) 0.037(3) Uani 1 1 d U . . H28 H 0.3636 0.3772 0.3990 0.044 Uiso 1 1 calc R . . C29 C 0.3922(7) 0.2809(7) 0.3952(6) 0.032(3) Uani 1 1 d U . . C30 C 0.4362(7) 0.2399(8) 0.4094(6) 0.033(3) Uani 1 1 d U . . H30 H 0.4375 0.1948 0.3978 0.040 Uiso 1 1 calc R . . C31 C 0.4801(7) 0.2668(7) 0.4420(6) 0.034(3) Uani 1 1 d U . . H31 H 0.5103 0.2392 0.4525 0.040 Uiso 1 1 calc R . . C32 C 0.3632(7) 0.1964(9) 0.3114(7) 0.048(5) Uani 1 1 d . . . H32A H 0.3871 0.2228 0.2880 0.072 Uiso 1 1 calc R . . H32B H 0.3332 0.1759 0.2907 0.072 Uiso 1 1 calc R . . H32C H 0.3854 0.1613 0.3283 0.072 Uiso 1 1 calc R . . C33 C 0.7615(7) 0.2918(7) 0.3776(6) 0.033(3) Uani 1 1 d U . . C34 C 0.7404(7) 0.2305(7) 0.3607(6) 0.035(3) Uani 1 1 d U . . H34 H 0.7189 0.2041 0.3841 0.042 Uiso 1 1 calc R . . C35 C 0.7504(7) 0.2074(8) 0.3097(7) 0.037(3) Uani 1 1 d U . . H35 H 0.7359 0.1651 0.2994 0.044 Uiso 1 1 calc R . . C36 C 0.7801(7) 0.2433(8) 0.2744(6) 0.036(3) Uani 1 1 d U . . C37 C 0.8022(7) 0.3053(7) 0.2893(6) 0.036(3) Uani 1 1 d U . . H37 H 0.8223 0.3315 0.2646 0.044 Uiso 1 1 calc R . . C38 C 0.7943(7) 0.3281(7) 0.3404(6) 0.038(3) Uani 1 1 d U . . H38 H 0.8112 0.3690 0.3510 0.045 Uiso 1 1 calc R . . C39 C 0.8177(9) 0.2836(8) 0.1750(8) 0.068(7) Uani 1 1 d . . . H39A H 0.7929 0.3221 0.1798 0.102 Uiso 1 1 calc R . . H39B H 0.8206 0.2733 0.1373 0.102 Uiso 1 1 calc R . . H39C H 0.8546 0.2943 0.1890 0.102 Uiso 1 1 calc R . . C40 C 0.8536(6) 0.3394(8) 0.4475(6) 0.031(2) Uani 1 1 d U . . C41 C 0.8782(7) 0.2806(8) 0.4299(6) 0.033(3) Uani 1 1 d U . . H41 H 0.8554 0.2422 0.4254 0.040 Uiso 1 1 calc R . . C42 C 0.9337(7) 0.2754(8) 0.4188(6) 0.035(3) Uani 1 1 d U . . H42 H 0.9491 0.2337 0.4081 0.042 Uiso 1 1 calc R . . C43 C 0.9675(7) 0.3321(8) 0.4232(6) 0.035(3) Uani 1 1 d U . . C44 C 0.9441(7) 0.3926(8) 0.4428(6) 0.033(3) Uani 1 1 d U . . H44 H 0.9666 0.4312 0.4476 0.039 Uiso 1 1 calc R . . C45 C 0.8884(7) 0.3940(8) 0.4545(6) 0.032(3) Uani 1 1 d U . . H45 H 0.8730 0.4343 0.4680 0.039 Uiso 1 1 calc R . . C46 C 1.0698(7) 0.3945(8) 0.4331(8) 0.053(5) Uani 1 1 d . . . H46A H 1.0635 0.4334 0.4103 0.080 Uiso 1 1 calc R . . H46B H 1.1098 0.3863 0.4364 0.080 Uiso 1 1 calc R . . H46C H 1.0540 0.4032 0.4680 0.080 Uiso 1 1 calc R . . C47 C 0.7903(8) 0.4974(13) 0.6940(8) 0.039(3) Uani 0.625(19) 1 d PGDU A 1 C48 C 0.8305(9) 0.5392(11) 0.6723(5) 0.040(3) Uani 0.625(19) 1 d PGDU A 1 H48 H 0.8285 0.5512 0.6362 0.048 Uiso 0.625(19) 1 calc PR A 1 C49 C 0.8735(8) 0.5634(10) 0.7037(7) 0.039(3) Uani 0.625(19) 1 d PGDU A 1 H49 H 0.9010 0.5920 0.6889 0.047 Uiso 0.625(19) 1 calc PR A 1 C50 C 0.8764(7) 0.5458(10) 0.7566(6) 0.040(4) Uani 0.625(19) 1 d PGDU A 1 C51 C 0.8363(9) 0.5040(11) 0.7783(6) 0.039(3) Uani 0.625(19) 1 d PGDU A 1 H51 H 0.8383 0.4919 0.8145 0.047 Uiso 0.625(19) 1 calc PR A 1 C52 C 0.7932(8) 0.4798(11) 0.7469(8) 0.040(3) Uani 0.625(19) 1 d PGDU A 1 H52 H 0.7658 0.4512 0.7617 0.048 Uiso 0.625(19) 1 calc PR A 1 C53 C 0.9404(15) 0.6629(17) 0.7799(14) 0.081(12) Uani 0.625(19) 1 d PDU A 1 H53A H 0.9148 0.6925 0.7988 0.122 Uiso 0.625(19) 1 calc PR A 1 H53B H 0.9340 0.6670 0.7418 0.122 Uiso 0.625(19) 1 calc PR A 1 H53C H 0.9788 0.6754 0.7881 0.122 Uiso 0.625(19) 1 calc PR A 1 S4 S 0.9283(5) 0.5772(6) 0.8000(4) 0.061(4) Uani 0.625(19) 1 d PDU A 1 C47B C 0.7901(12) 0.487(2) 0.6889(12) 0.039(3) Uani 0.375(19) 1 d PGDU A 2 C48B C 0.8375(14) 0.5238(19) 0.6767(9) 0.039(3) Uani 0.375(19) 1 d PGDU A 2 H48B H 0.8437 0.5382 0.6415 0.047 Uiso 0.375(19) 1 calc PR A 2 C49B C 0.8758(11) 0.5394(16) 0.7160(10) 0.038(4) Uani 0.375(19) 1 d PGDU A 2 H49B H 0.9082 0.5645 0.7076 0.046 Uiso 0.375(19) 1 calc PR A 2 C50B C 0.8667(11) 0.5184(17) 0.7675(9) 0.038(4) Uani 0.375(19) 1 d PGDU A 2 C51B C 0.8193(13) 0.4818(18) 0.7797(10) 0.039(4) Uani 0.375(19) 1 d PGDU A 2 H51B H 0.8130 0.4674 0.8149 0.047 Uiso 0.375(19) 1 calc PR A 2 C52B C 0.7810(11) 0.466(2) 0.7405(14) 0.039(3) Uani 0.375(19) 1 d PGDU A 2 H52B H 0.7486 0.4412 0.7488 0.047 Uiso 0.375(19) 1 calc PR A 2 C53B C 0.952(2) 0.610(3) 0.793(2) 0.079(14) Uani 0.375(19) 1 d PDU A 2 H53D H 0.9762 0.6261 0.8210 0.119 Uiso 0.375(19) 1 calc PR A 2 H53E H 0.9270 0.6458 0.7813 0.119 Uiso 0.375(19) 1 calc PR A 2 H53F H 0.9739 0.5936 0.7634 0.119 Uiso 0.375(19) 1 calc PR A 2 S4B S 0.9096(5) 0.5409(8) 0.8187(5) 0.035(5) Uani 0.375(19) 1 d PDU A 2 C54 C 0.6682(8) 0.5263(9) 0.7168(7) 0.048(3) Uani 1 1 d U . . C55 C 0.6897(8) 0.5898(8) 0.7263(7) 0.046(3) Uani 1 1 d U A . H55 H 0.7217 0.6050 0.7080 0.056 Uiso 1 1 calc R . . C56 C 0.6632(7) 0.6317(9) 0.7637(7) 0.049(3) Uani 1 1 d U . . H56 H 0.6764 0.6758 0.7697 0.059 Uiso 1 1 calc R A . C57 C 0.6186(8) 0.6081(10) 0.7907(7) 0.054(3) Uani 1 1 d U A . C58 C 0.5978(8) 0.5432(10) 0.7828(7) 0.057(4) Uani 1 1 d U . . H58 H 0.5668 0.5277 0.8026 0.068 Uiso 1 1 calc R A . C59 C 0.6228(8) 0.5021(10) 0.7461(7) 0.057(3) Uani 1 1 d U A . H59 H 0.6095 0.4579 0.7407 0.068 Uiso 1 1 calc R . . C60 C 0.5155(11) 0.6229(19) 0.8329(13) 0.096(8) Uani 0.68(3) 1 d PDU A 1 H60A H 0.5182 0.5809 0.8526 0.144 Uiso 0.68(3) 1 calc PR A 1 H60B H 0.5045 0.6134 0.7964 0.144 Uiso 0.68(3) 1 calc PR A 1 H60C H 0.4875 0.6519 0.8493 0.144 Uiso 0.68(3) 1 calc PR A 1 C60B C 0.517(2) 0.696(4) 0.808(2) 0.096(8) Uani 0.32(3) 1 d PDU A 2 H60D H 0.4913 0.6581 0.8037 0.144 Uiso 0.32(3) 1 calc PR A 2 H60E H 0.5224 0.7179 0.7739 0.144 Uiso 0.32(3) 1 calc PR A 2 H60F H 0.5008 0.7280 0.8330 0.144 Uiso 0.32(3) 1 calc PR A 2 C61 C 0.9013(11) 0.3506(12) 0.6552(10) 0.087(4) Uani 1 1 d U . . H61 H 0.8715 0.3225 0.6658 0.104 Uiso 1 1 calc R . . C62 C 0.9155(10) 0.3596(11) 0.6042(10) 0.080(4) Uani 1 1 d U . . H62 H 0.8956 0.3358 0.5778 0.096 Uiso 1 1 calc R . . C63 C 0.9555(10) 0.3997(11) 0.5898(10) 0.079(4) Uani 1 1 d U . . H63 H 0.9614 0.4066 0.5531 0.095 Uiso 1 1 calc R . . C64 C 0.9892(10) 0.4320(11) 0.6244(9) 0.074(4) Uani 1 1 d U . . H64 H 1.0194 0.4588 0.6127 0.089 Uiso 1 1 calc R . . C65 C 0.9784(10) 0.4245(11) 0.6756(9) 0.077(4) Uani 1 1 d U . . H65 H 1.0013 0.4457 0.7012 0.093 Uiso 1 1 calc R . . C66 C 0.9346(10) 0.3865(11) 0.6912(10) 0.086(4) Uani 1 1 d U . . H66 H 0.9261 0.3841 0.7277 0.103 Uiso 1 1 calc R . . C67 C 0.4971(11) 0.3347(12) 0.6970(10) 0.085(5) Uani 1 1 d U . . H67 H 0.4944 0.3351 0.6597 0.103 Uiso 1 1 calc R . . C68 C 0.5504(11) 0.3342(11) 0.7206(10) 0.084(5) Uani 1 1 d U . . H68 H 0.5840 0.3339 0.7008 0.101 Uiso 1 1 calc R . . C69 C 0.5492(11) 0.3344(11) 0.7749(9) 0.080(5) Uani 1 1 d U . . H69 H 0.5837 0.3343 0.7933 0.096 Uiso 1 1 calc R . . S1 S 0.28434(18) 0.44128(19) 0.62861(16) 0.0334(10) Uani 1 1 d . . . S2 S 1.03794(19) 0.3251(2) 0.4057(2) 0.0461(12) Uani 1 1 d . . . S3 S 0.5838(3) 0.6656(4) 0.8334(2) 0.093(2) Uani 1 1 d D . . S5 S 0.7893(2) 0.2111(2) 0.21006(19) 0.0493(13) Uani 1 1 d . . . S6 S 0.33378(19) 0.2502(2) 0.36124(17) 0.0378(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.0345(3) 0.0244(3) 0.0265(3) 0.0015(3) 0.0075(2) 0.0013(3) Br2 0.0364(10) 0.0363(9) 0.0295(10) -0.0064(7) 0.0031(7) 0.0040(8) Br3 0.0430(11) 0.0350(9) 0.0407(11) -0.0047(8) 0.0068(8) 0.0068(9) Br4 0.0704(13) 0.0351(10) 0.0398(11) 0.0082(8) 0.0199(10) -0.0033(10) C1 0.044(5) 0.023(5) 0.029(5) 0.004(4) 0.016(4) -0.007(5) C2 0.042(5) 0.018(5) 0.028(5) 0.004(4) 0.012(4) -0.005(5) C3 0.044(5) 0.024(6) 0.029(6) 0.002(5) 0.012(5) 0.004(6) C4 0.046(5) 0.023(5) 0.026(5) 0.005(4) 0.008(4) 0.003(5) C5 0.045(5) 0.018(5) 0.023(5) 0.002(4) 0.007(4) 0.001(5) C6 0.039(5) 0.013(5) 0.025(6) -0.001(4) 0.003(5) -0.003(5) C7 0.044(5) 0.019(5) 0.025(5) 0.000(4) 0.008(4) -0.004(5) C8 0.041(5) 0.025(5) 0.021(5) 0.005(4) 0.002(4) 0.005(5) C9 0.047(5) 0.027(6) 0.020(5) 0.004(5) 0.000(5) 0.005(6) C10 0.043(5) 0.018(5) 0.020(5) 0.000(4) 0.007(4) 0.004(5) C11 0.047(5) 0.018(5) 0.023(5) 0.003(4) 0.015(4) -0.001(5) C12 0.053(6) 0.025(6) 0.017(5) 0.007(4) 0.012(5) 0.005(6) C13 0.057(5) 0.030(5) 0.016(5) 0.005(4) 0.012(4) 0.008(5) C14 0.057(5) 0.037(6) 0.024(5) -0.005(4) 0.017(4) -0.001(5) C15 0.050(6) 0.034(6) 0.028(6) -0.005(5) 0.022(5) -0.009(6) C16 0.049(5) 0.019(5) 0.025(5) -0.003(4) 0.019(4) -0.001(5) C17 0.043(5) 0.023(5) 0.027(5) 0.004(4) 0.012(4) 0.002(5) C18 0.047(5) 0.019(6) 0.026(6) 0.002(5) 0.014(5) 0.000(5) C19 0.042(5) 0.026(5) 0.022(5) -0.001(4) 0.011(5) -0.004(5) C20 0.046(6) 0.028(5) 0.027(6) -0.008(5) 0.005(5) -0.001(5) C21 0.049(7) 0.024(5) 0.023(6) -0.005(5) 0.006(5) -0.001(5) C22 0.046(7) 0.025(5) 0.018(6) -0.003(5) 0.007(5) -0.001(5) C23 0.035(6) 0.023(5) 0.017(6) 0.001(5) 0.006(5) -0.003(5) C24 0.037(6) 0.029(5) 0.018(6) 0.002(5) 0.009(5) -0.005(5) C25 0.060(13) 0.041(11) 0.035(11) -0.010(8) 0.001(9) 0.015(10) C26 0.046(5) 0.024(5) 0.028(5) 0.003(4) 0.013(5) -0.008(5) C27 0.047(6) 0.030(6) 0.030(6) -0.001(5) 0.015(5) -0.005(5) C28 0.044(6) 0.037(6) 0.029(6) 0.002(6) 0.013(5) -0.005(6) C29 0.040(6) 0.030(6) 0.026(6) 0.007(5) 0.017(5) -0.014(5) C30 0.041(7) 0.028(6) 0.032(7) 0.002(5) 0.014(5) -0.014(5) C31 0.043(6) 0.022(5) 0.035(7) 0.002(5) 0.012(5) -0.010(5) C32 0.050(12) 0.068(13) 0.026(11) -0.008(9) 0.005(9) 0.012(10) C33 0.053(6) 0.017(5) 0.028(5) -0.003(4) 0.010(5) -0.003(5) C34 0.055(7) 0.020(5) 0.030(6) -0.001(5) 0.011(6) -0.004(6) C35 0.056(7) 0.024(6) 0.031(6) 0.000(5) 0.006(6) -0.005(6) C36 0.053(7) 0.028(6) 0.028(6) -0.002(5) 0.010(6) -0.001(6) C37 0.053(7) 0.027(6) 0.028(6) -0.004(5) 0.016(6) 0.000(6) C38 0.055(7) 0.027(6) 0.032(6) -0.010(5) 0.015(6) -0.006(6) C39 0.115(19) 0.037(11) 0.051(14) -0.001(9) 0.012(13) 0.042(12) C40 0.039(5) 0.031(5) 0.022(5) 0.005(5) -0.004(4) 0.011(5) C41 0.044(6) 0.029(5) 0.026(6) 0.008(5) -0.003(6) 0.009(5) C42 0.044(6) 0.033(6) 0.026(6) 0.010(5) 0.004(6) 0.015(6) C43 0.044(6) 0.035(6) 0.025(6) 0.007(5) -0.001(6) 0.013(5) C44 0.037(6) 0.037(6) 0.024(6) -0.001(5) -0.003(6) 0.012(6) C45 0.040(6) 0.035(6) 0.021(6) -0.007(5) -0.003(5) 0.013(5) C46 0.040(11) 0.051(12) 0.068(15) 0.018(10) 0.021(10) -0.006(10) C47 0.063(6) 0.033(7) 0.019(5) -0.004(5) 0.007(5) 0.017(5) C48 0.061(6) 0.037(8) 0.022(6) -0.002(5) 0.002(5) 0.018(6) C49 0.059(7) 0.038(8) 0.021(6) -0.003(6) 0.002(6) 0.021(6) C50 0.062(7) 0.037(8) 0.020(6) -0.005(6) 0.006(6) 0.023(6) C51 0.065(8) 0.033(8) 0.018(6) -0.011(6) 0.007(6) 0.022(7) C52 0.066(7) 0.035(8) 0.019(5) -0.006(5) 0.007(5) 0.018(6) C53 0.12(3) 0.08(3) 0.04(2) -0.01(2) 0.02(2) -0.01(3) S4 0.073(7) 0.061(7) 0.048(6) 0.000(5) -0.008(5) 0.015(6) C47B 0.063(6) 0.034(7) 0.019(5) -0.003(5) 0.006(5) 0.017(6) C48B 0.060(6) 0.036(8) 0.021(6) -0.002(6) 0.004(5) 0.018(6) C49B 0.060(7) 0.035(8) 0.020(6) -0.004(6) 0.004(6) 0.020(6) C50B 0.062(7) 0.033(9) 0.017(6) -0.008(6) 0.007(6) 0.021(7) C51B 0.064(8) 0.035(9) 0.018(6) -0.008(6) 0.007(6) 0.018(7) C52B 0.066(7) 0.034(8) 0.018(6) -0.007(6) 0.006(5) 0.017(6) C53B 0.12(3) 0.08(3) 0.05(2) -0.01(3) 0.01(2) -0.03(3) S4B 0.029(6) 0.046(8) 0.029(7) -0.006(5) -0.003(5) -0.006(5) C54 0.060(6) 0.053(6) 0.031(6) -0.011(5) 0.016(5) 0.000(6) C55 0.057(7) 0.050(7) 0.031(7) -0.005(5) 0.006(6) 0.004(6) C56 0.055(8) 0.059(7) 0.033(7) -0.009(6) 0.000(6) 0.011(6) C57 0.054(8) 0.075(7) 0.032(7) -0.014(6) 0.009(6) 0.015(7) C58 0.051(8) 0.084(8) 0.036(7) -0.015(6) 0.010(6) 0.001(7) C59 0.057(8) 0.074(7) 0.038(7) -0.016(6) 0.018(6) -0.008(7) C60 0.075(14) 0.182(17) 0.032(14) -0.003(14) 0.003(12) 0.066(15) C60B 0.075(14) 0.182(17) 0.032(14) -0.003(14) 0.003(12) 0.066(15) C61 0.104(10) 0.082(10) 0.075(9) -0.003(8) -0.006(9) -0.004(8) C62 0.094(10) 0.079(10) 0.068(9) -0.005(8) -0.014(9) 0.014(8) C63 0.099(11) 0.078(10) 0.060(9) 0.002(8) -0.007(8) 0.018(8) C64 0.094(10) 0.069(9) 0.059(9) 0.004(8) 0.003(8) 0.009(8) C65 0.102(10) 0.072(9) 0.058(9) 0.001(8) 0.003(8) -0.007(8) C66 0.107(11) 0.087(10) 0.064(9) 0.001(8) 0.002(8) -0.012(8) C67 0.101(13) 0.102(12) 0.053(11) 0.001(10) -0.009(9) 0.013(12) C68 0.096(12) 0.099(10) 0.058(10) 0.005(10) -0.004(9) 0.006(11) C69 0.091(13) 0.092(11) 0.057(11) 0.009(10) -0.012(10) 0.006(11) S1 0.046(3) 0.027(2) 0.028(2) 0.0010(17) 0.011(2) 0.003(2) S2 0.040(3) 0.043(3) 0.056(3) 0.004(2) 0.008(2) 0.013(2) S3 0.114(5) 0.116(5) 0.050(4) -0.023(4) 0.007(4) 0.055(5) S5 0.076(4) 0.041(3) 0.030(3) -0.014(2) 0.014(3) 0.007(3) S6 0.046(3) 0.039(3) 0.029(2) 0.0008(18) 0.005(2) -0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Bi1 Br4 2.6095(18) . ? Bi1 Br3 2.6306(17) . ? Bi1 Br2 2.6853(17) . ? Bi1 S1 3.101(4) . ? C1 C18 1.37(2) . ? C1 C2 1.42(2) . ? C1 C19 1.51(2) . ? C2 C3 1.36(2) . ? C2 C26 1.47(2) . ? C3 C4 1.39(2) . ? C3 H3 0.9500 . ? C4 C17 1.42(2) . ? C4 C5 1.45(2) . ? C5 C6 1.411(19) . ? C5 C10 1.45(2) . ? C6 C7 1.36(2) . ? C6 H6 0.9500 . ? C7 C8 1.42(2) . ? C7 C33 1.48(2) . ? C8 C9 1.35(2) . ? C8 C40 1.49(2) . ? C9 C10 1.39(2) . ? C9 H9 0.9500 . ? C10 C11 1.481(19) . ? C11 C12 1.40(2) . ? C11 C16 1.40(2) . ? C12 C13 1.38(2) . ? C12 H12 0.9500 . ? C13 C14 1.41(2) . ? C13 C47B 1.44(2) . ? C13 C47 1.57(2) . ? C14 C15 1.35(2) . ? C14 C54 1.51(2) . ? C15 C16 1.44(2) . ? C15 H15 0.9500 . ? C16 C17 1.41(2) . ? C17 C18 1.39(2) . ? C18 H18 0.9500 . ? C19 C24 1.374(19) . ? C19 C20 1.40(2) . ? C20 C21 1.38(2) . ? C20 H20 0.9500 . ? C21 C22 1.39(2) . ? C21 H21 0.9500 . ? C22 C23 1.341(19) . ? C22 S1 1.772(16) . ? C23 C24 1.367(19) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 S1 1.810(16) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 C27 1.38(2) . ? C26 C31 1.39(2) . ? C27 C28 1.37(2) . ? C27 H27 0.9500 . ? C28 C29 1.40(2) . ? C28 H28 0.9500 . ? C29 C30 1.38(2) . ? C29 S6 1.757(17) . ? C30 C31 1.44(2) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? C32 S6 1.807(16) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.394(19) . ? C33 C38 1.43(2) . ? C34 C35 1.39(2) . ? C34 H34 0.9500 . ? C35 C36 1.35(2) . ? C35 H35 0.9500 . ? C36 C37 1.40(2) . ? C36 S5 1.768(16) . ? C37 C38 1.39(2) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 S5 1.832(19) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C45 1.39(2) . ? C40 C41 1.39(2) . ? C41 C42 1.37(2) . ? C41 H41 0.9500 . ? C42 C43 1.40(2) . ? C42 H42 0.9500 . ? C43 C44 1.42(2) . ? C43 S2 1.757(17) . ? C44 C45 1.37(2) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 S2 1.728(18) . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 C48 1.3900 . ? C47 C52 1.3900 . ? C48 C49 1.3900 . ? C48 H48 0.9500 . ? C49 C50 1.3900 . ? C49 H49 0.9500 . ? C50 C51 1.3900 . ? C50 S4 1.775(13) . ? C51 C52 1.3900 . ? C51 H51 0.9500 . ? C52 H52 0.9500 . ? C53 S4 1.81(3) . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C47B C48B 1.3900 . ? C47B C52B 1.3900 . ? C48B C49B 1.3900 . ? C48B H48B 0.9500 . ? C49B C50B 1.3900 . ? C49B H49B 0.9500 . ? C50B C51B 1.3900 . ? C50B S4B 1.716(14) . ? C51B C52B 1.3900 . ? C51B H51B 0.9500 . ? C52B H52B 0.9500 . ? C53B S4B 1.82(3) . ? C53B H53D 0.9800 . ? C53B H53E 0.9800 . ? C53B H53F 0.9800 . ? C54 C55 1.39(2) . ? C54 C59 1.41(2) . ? C55 C56 1.42(2) . ? C55 H55 0.9500 . ? C56 C57 1.36(2) . ? C56 H56 0.9500 . ? C57 C58 1.40(3) . ? C57 S3 1.788(18) . ? C58 C59 1.38(2) . ? C58 H58 0.9500 . ? C59 H59 0.9500 . ? C60 S3 1.85(3) . ? C60 H60A 0.9800 . ? C60 H60B 0.9800 . ? C60 H60C 0.9800 . ? C60B S3 1.84(3) . ? C60B H60D 0.9800 . ? C60B H60E 0.9800 . ? C60B H60F 0.9800 . ? C61 C62 1.35(3) . ? C61 C66 1.41(3) . ? C61 H61 0.9500 . ? C62 C63 1.30(3) . ? C62 H62 0.9500 . ? C63 C64 1.36(3) . ? C63 H63 0.9500 . ? C64 C65 1.33(3) . ? C64 H64 0.9500 . ? C65 C66 1.36(3) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? C67 C69 1.32(3) 2_656 ? C67 C68 1.41(3) . ? C67 H67 0.9500 . ? C68 C69 1.38(3) . ? C68 H68 0.9500 . ? C69 C67 1.32(3) 2_656 ? C69 H69 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br4 Bi1 Br3 92.61(6) . . ? Br4 Bi1 Br2 93.44(6) . . ? Br3 Bi1 Br2 94.33(6) . . ? Br4 Bi1 S1 86.27(9) . . ? Br3 Bi1 S1 82.13(9) . . ? Br2 Bi1 S1 176.42(9) . . ? C18 C1 C2 121.1(15) . . ? C18 C1 C19 116.2(14) . . ? C2 C1 C19 122.5(15) . . ? C3 C2 C1 115.0(15) . . ? C3 C2 C26 124.5(14) . . ? C1 C2 C26 120.5(14) . . ? C2 C3 C4 126.9(15) . . ? C2 C3 H3 116.5 . . ? C4 C3 H3 116.5 . . ? C3 C4 C17 116.3(15) . . ? C3 C4 C5 123.8(14) . . ? C17 C4 C5 119.9(15) . . ? C6 C5 C4 122.9(15) . . ? C6 C5 C10 116.7(14) . . ? C4 C5 C10 120.3(13) . . ? C7 C6 C5 122.9(15) . . ? C7 C6 H6 118.6 . . ? C5 C6 H6 118.6 . . ? C6 C7 C8 119.7(14) . . ? C6 C7 C33 119.0(15) . . ? C8 C7 C33 121.1(14) . . ? C9 C8 C7 119.0(14) . . ? C9 C8 C40 118.5(15) . . ? C7 C8 C40 122.5(13) . . ? C8 C9 C10 123.2(16) . . ? C8 C9 H9 118.4 . . ? C10 C9 H9 118.4 . . ? C9 C10 C5 118.2(13) . . ? C9 C10 C11 124.1(15) . . ? C5 C10 C11 117.7(13) . . ? C12 C11 C16 121.3(14) . . ? C12 C11 C10 119.3(14) . . ? C16 C11 C10 119.4(15) . . ? C13 C12 C11 121.7(15) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C14 118.7(16) . . ? C12 C13 C47B 115(2) . . ? C14 C13 C47B 127(2) . . ? C12 C13 C47 120.9(16) . . ? C14 C13 C47 120.4(15) . . ? C15 C14 C13 119.1(15) . . ? C15 C14 C54 116.7(15) . . ? C13 C14 C54 124.2(16) . . ? C14 C15 C16 124.5(16) . . ? C14 C15 H15 117.8 . . ? C16 C15 H15 117.8 . . ? C11 C16 C17 122.6(14) . . ? C11 C16 C15 114.6(15) . . ? C17 C16 C15 122.8(15) . . ? C18 C17 C16 121.3(14) . . ? C18 C17 C4 118.7(16) . . ? C16 C17 C4 120.0(14) . . ? C1 C18 C17 121.8(15) . . ? C1 C18 H18 119.1 . . ? C17 C18 H18 119.1 . . ? C24 C19 C20 116.4(14) . . ? C24 C19 C1 120.5(13) . . ? C20 C19 C1 122.9(14) . . ? C21 C20 C19 122.3(15) . . ? C21 C20 H20 118.9 . . ? C19 C20 H20 118.9 . . ? C20 C21 C22 118.3(14) . . ? C20 C21 H21 120.8 . . ? C22 C21 H21 120.8 . . ? C23 C22 C21 120.1(14) . . ? C23 C22 S1 118.3(12) . . ? C21 C22 S1 121.5(11) . . ? C22 C23 C24 121.1(14) . . ? C22 C23 H23 119.4 . . ? C24 C23 H23 119.4 . . ? C23 C24 C19 121.8(14) . . ? C23 C24 H24 119.1 . . ? C19 C24 H24 119.1 . . ? S1 C25 H25A 109.5 . . ? S1 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? S1 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C27 C26 C31 119.1(16) . . ? C27 C26 C2 123.8(14) . . ? C31 C26 C2 117.0(15) . . ? C28 C27 C26 121.6(15) . . ? C28 C27 H27 119.2 . . ? C26 C27 H27 119.2 . . ? C27 C28 C29 120.7(16) . . ? C27 C28 H28 119.7 . . ? C29 C28 H28 119.7 . . ? C30 C29 C28 119.5(16) . . ? C30 C29 S6 122.0(12) . . ? C28 C29 S6 118.4(13) . . ? C29 C30 C31 119.0(14) . . ? C29 C30 H30 120.5 . . ? C31 C30 H30 120.5 . . ? C26 C31 C30 119.9(16) . . ? C26 C31 H31 120.1 . . ? C30 C31 H31 120.1 . . ? S6 C32 H32A 109.5 . . ? S6 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? S6 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C34 C33 C38 116.4(14) . . ? C34 C33 C7 122.5(14) . . ? C38 C33 C7 121.1(13) . . ? C33 C34 C35 120.9(14) . . ? C33 C34 H34 119.5 . . ? C35 C34 H34 119.5 . . ? C36 C35 C34 122.0(15) . . ? C36 C35 H35 119.0 . . ? C34 C35 H35 119.0 . . ? C35 C36 C37 119.5(15) . . ? C35 C36 S5 119.0(13) . . ? C37 C36 S5 121.5(12) . . ? C38 C37 C36 119.4(15) . . ? C38 C37 H37 120.3 . . ? C36 C37 H37 120.3 . . ? C37 C38 C33 121.7(14) . . ? C37 C38 H38 119.2 . . ? C33 C38 H38 119.2 . . ? S5 C39 H39A 109.5 . . ? S5 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? S5 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C45 C40 C41 116.7(14) . . ? C45 C40 C8 119.5(14) . . ? C41 C40 C8 123.6(15) . . ? C42 C41 C40 123.2(16) . . ? C42 C41 H41 118.4 . . ? C40 C41 H41 118.4 . . ? C41 C42 C43 119.2(15) . . ? C41 C42 H42 120.4 . . ? C43 C42 H42 120.4 . . ? C42 C43 C44 119.1(15) . . ? C42 C43 S2 118.4(12) . . ? C44 C43 S2 122.5(13) . . ? C45 C44 C43 118.6(16) . . ? C45 C44 H44 120.7 . . ? C43 C44 H44 120.7 . . ? C44 C45 C40 123.0(15) . . ? C44 C45 H45 118.5 . . ? C40 C45 H45 118.5 . . ? S2 C46 H46A 109.5 . . ? S2 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? S2 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C48 C47 C52 120.0 . . ? C48 C47 C13 117.0(15) . . ? C52 C47 C13 123.0(15) . . ? C49 C48 C47 120.0 . . ? C49 C48 H48 120.0 . . ? C47 C48 H48 120.0 . . ? C48 C49 C50 120.0 . . ? C48 C49 H49 120.0 . . ? C50 C49 H49 120.0 . . ? C51 C50 C49 120.0 . . ? C51 C50 S4 117.1(11) . . ? C49 C50 S4 122.9(11) . . ? C50 C51 C52 120.0 . . ? C50 C51 H51 120.0 . . ? C52 C51 H51 120.0 . . ? C51 C52 C47 120.0 . . ? C51 C52 H52 120.0 . . ? C47 C52 H52 120.0 . . ? C50 S4 C53 105.9(13) . . ? C48B C47B C52B 120.0 . . ? C48B C47B C13 129(2) . . ? C52B C47B C13 111(2) . . ? C47B C48B C49B 120.0 . . ? C47B C48B H48B 120.0 . . ? C49B C48B H48B 120.0 . . ? C50B C49B C48B 120.0 . . ? C50B C49B H49B 120.0 . . ? C48B C49B H49B 120.0 . . ? C49B C50B C51B 120.0 . . ? C49B C50B S4B 122.4(16) . . ? C51B C50B S4B 117.4(16) . . ? C50B C51B C52B 120.0 . . ? C50B C51B H51B 120.0 . . ? C52B C51B H51B 120.0 . . ? C51B C52B C47B 120.0 . . ? C51B C52B H52B 120.0 . . ? C47B C52B H52B 120.0 . . ? S4B C53B H53D 109.5 . . ? S4B C53B H53E 109.5 . . ? H53D C53B H53E 109.5 . . ? S4B C53B H53F 109.5 . . ? H53D C53B H53F 109.5 . . ? H53E C53B H53F 109.5 . . ? C50B S4B C53B 105.1(18) . . ? C55 C54 C59 120.6(17) . . ? C55 C54 C14 120.1(15) . . ? C59 C54 C14 118.5(16) . . ? C54 C55 C56 119.2(17) . . ? C54 C55 H55 120.4 . . ? C56 C55 H55 120.4 . . ? C57 C56 C55 119.3(18) . . ? C57 C56 H56 120.4 . . ? C55 C56 H56 120.4 . . ? C56 C57 C58 122.1(18) . . ? C56 C57 S3 116.9(16) . . ? C58 C57 S3 120.9(15) . . ? C59 C58 C57 119.4(18) . . ? C59 C58 H58 120.3 . . ? C57 C58 H58 120.3 . . ? C58 C59 C54 119.4(19) . . ? C58 C59 H59 120.3 . . ? C54 C59 H59 120.3 . . ? S3 C60 H60A 109.5 . . ? S3 C60 H60B 109.5 . . ? S3 C60 H60C 109.5 . . ? S3 C60B H60D 109.5 . . ? S3 C60B H60E 109.5 . . ? H60D C60B H60E 109.5 . . ? S3 C60B H60F 109.5 . . ? H60D C60B H60F 109.5 . . ? H60E C60B H60F 109.5 . . ? C62 C61 C66 114(3) . . ? C62 C61 H61 122.9 . . ? C66 C61 H61 122.9 . . ? C63 C62 C61 123(3) . . ? C63 C62 H62 118.7 . . ? C61 C62 H62 118.7 . . ? C62 C63 C64 123(3) . . ? C62 C63 H63 118.3 . . ? C64 C63 H63 118.3 . . ? C65 C64 C63 117(3) . . ? C65 C64 H64 121.3 . . ? C63 C64 H64 121.3 . . ? C64 C65 C66 120(3) . . ? C64 C65 H65 120.0 . . ? C66 C65 H65 120.0 . . ? C65 C66 C61 122(3) . . ? C65 C66 H66 118.8 . . ? C61 C66 H66 118.8 . . ? C69 C67 C68 122(2) 2_656 . ? C69 C67 H67 118.8 2_656 . ? C68 C67 H67 118.8 . . ? C69 C68 C67 114(2) . . ? C69 C68 H68 123.2 . . ? C67 C68 H68 123.2 . . ? C67 C69 C68 124(3) 2_656 . ? C67 C69 H69 118.1 2_656 . ? C68 C69 H69 118.1 . . ? C22 S1 C25 104.9(8) . . ? C22 S1 Bi1 95.3(5) . . ? C25 S1 Bi1 105.5(6) . . ? C46 S2 C43 105.2(8) . . ? C57 S3 C60B 114(2) . . ? C57 S3 C60 96.6(13) . . ? C60B S3 C60 51(3) . . ? C36 S5 C39 102.0(8) . . ? C29 S6 C32 103.7(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 C1 C2 C3 -2(2) . . . . ? C19 C1 C2 C3 -177.1(13) . . . . ? C18 C1 C2 C26 -179.6(13) . . . . ? C19 C1 C2 C26 5(2) . . . . ? C1 C2 C3 C4 1(2) . . . . ? C26 C2 C3 C4 178.4(14) . . . . ? C2 C3 C4 C17 2(2) . . . . ? C2 C3 C4 C5 -179.5(15) . . . . ? C3 C4 C5 C6 3(2) . . . . ? C17 C4 C5 C6 -178.2(13) . . . . ? C3 C4 C5 C10 -179.1(14) . . . . ? C17 C4 C5 C10 -1(2) . . . . ? C4 C5 C6 C7 172.9(14) . . . . ? C10 C5 C6 C7 -5(2) . . . . ? C5 C6 C7 C8 4(2) . . . . ? C5 C6 C7 C33 -170.7(13) . . . . ? C6 C7 C8 C9 0(2) . . . . ? C33 C7 C8 C9 174.9(14) . . . . ? C6 C7 C8 C40 179.0(14) . . . . ? C33 C7 C8 C40 -6(2) . . . . ? C7 C8 C9 C10 -3(2) . . . . ? C40 C8 C9 C10 177.7(14) . . . . ? C8 C9 C10 C5 2(2) . . . . ? C8 C9 C10 C11 -175.9(14) . . . . ? C6 C5 C10 C9 2(2) . . . . ? C4 C5 C10 C9 -176.2(13) . . . . ? C6 C5 C10 C11 -179.9(12) . . . . ? C4 C5 C10 C11 2(2) . . . . ? C9 C10 C11 C12 -6(2) . . . . ? C5 C10 C11 C12 175.7(13) . . . . ? C9 C10 C11 C16 176.3(14) . . . . ? C5 C10 C11 C16 -2(2) . . . . ? C16 C11 C12 C13 -3(2) . . . . ? C10 C11 C12 C13 179.6(13) . . . . ? C11 C12 C13 C14 0(2) . . . . ? C11 C12 C13 C47B 176(2) . . . . ? C11 C12 C13 C47 -179.1(16) . . . . ? C12 C13 C14 C15 3(2) . . . . ? C47B C13 C14 C15 -173(3) . . . . ? C47 C13 C14 C15 -178.1(17) . . . . ? C12 C13 C14 C54 -177.4(15) . . . . ? C47B C13 C14 C54 7(3) . . . . ? C47 C13 C14 C54 1(3) . . . . ? C13 C14 C15 C16 -3(3) . . . . ? C54 C14 C15 C16 177.3(15) . . . . ? C12 C11 C16 C17 -177.6(14) . . . . ? C10 C11 C16 C17 0(2) . . . . ? C12 C11 C16 C15 3(2) . . . . ? C10 C11 C16 C15 -179.6(13) . . . . ? C14 C15 C16 C11 0(2) . . . . ? C14 C15 C16 C17 -179.5(15) . . . . ? C11 C16 C17 C18 -177.4(14) . . . . ? C15 C16 C17 C18 2(2) . . . . ? C11 C16 C17 C4 2(2) . . . . ? C15 C16 C17 C4 -178.6(14) . . . . ? C3 C4 C17 C18 -4(2) . . . . ? C5 C4 C17 C18 177.7(13) . . . . ? C3 C4 C17 C16 177.2(14) . . . . ? C5 C4 C17 C16 -1(2) . . . . ? C2 C1 C18 C17 0(2) . . . . ? C19 C1 C18 C17 175.5(13) . . . . ? C16 C17 C18 C1 -178.0(14) . . . . ? C4 C17 C18 C1 3(2) . . . . ? C18 C1 C19 C24 -113.9(17) . . . . ? C2 C1 C19 C24 62(2) . . . . ? C18 C1 C19 C20 61(2) . . . . ? C2 C1 C19 C20 -123.6(17) . . . . ? C24 C19 C20 C21 1(2) . . . . ? C1 C19 C20 C21 -174.1(15) . . . . ? C19 C20 C21 C22 0(2) . . . . ? C20 C21 C22 C23 -1(2) . . . . ? C20 C21 C22 S1 -177.1(12) . . . . ? C21 C22 C23 C24 1(2) . . . . ? S1 C22 C23 C24 177.1(12) . . . . ? C22 C23 C24 C19 0(2) . . . . ? C20 C19 C24 C23 -1(2) . . . . ? C1 C19 C24 C23 174.2(14) . . . . ? C3 C2 C26 C27 -131.2(17) . . . . ? C1 C2 C26 C27 46(2) . . . . ? C3 C2 C26 C31 48(2) . . . . ? C1 C2 C26 C31 -134.5(15) . . . . ? C31 C26 C27 C28 -1(2) . . . . ? C2 C26 C27 C28 178.4(14) . . . . ? C26 C27 C28 C29 3(2) . . . . ? C27 C28 C29 C30 -4(2) . . . . ? C27 C28 C29 S6 172.6(12) . . . . ? C28 C29 C30 C31 3(2) . . . . ? S6 C29 C30 C31 -173.6(11) . . . . ? C27 C26 C31 C30 0(2) . . . . ? C2 C26 C31 C30 -179.5(13) . . . . ? C29 C30 C31 C26 -1(2) . . . . ? C6 C7 C33 C34 -53(2) . . . . ? C8 C7 C33 C34 131.9(17) . . . . ? C6 C7 C33 C38 125.7(17) . . . . ? C8 C7 C33 C38 -49(2) . . . . ? C38 C33 C34 C35 -1(2) . . . . ? C7 C33 C34 C35 178.0(16) . . . . ? C33 C34 C35 C36 -1(3) . . . . ? C34 C35 C36 C37 1(3) . . . . ? C34 C35 C36 S5 -178.4(13) . . . . ? C35 C36 C37 C38 2(3) . . . . ? S5 C36 C37 C38 -179.4(13) . . . . ? C36 C37 C38 C33 -4(3) . . . . ? C34 C33 C38 C37 3(2) . . . . ? C7 C33 C38 C37 -175.6(16) . . . . ? C9 C8 C40 C45 -44(2) . . . . ? C7 C8 C40 C45 136.9(15) . . . . ? C9 C8 C40 C41 130.8(16) . . . . ? C7 C8 C40 C41 -48(2) . . . . ? C45 C40 C41 C42 -1(2) . . . . ? C8 C40 C41 C42 -176.2(15) . . . . ? C40 C41 C42 C43 -3(2) . . . . ? C41 C42 C43 C44 4(2) . . . . ? C41 C42 C43 S2 -177.1(12) . . . . ? C42 C43 C44 C45 -3(2) . . . . ? S2 C43 C44 C45 178.8(12) . . . . ? C43 C44 C45 C40 -1(2) . . . . ? C41 C40 C45 C44 3(2) . . . . ? C8 C40 C45 C44 178.1(14) . . . . ? C12 C13 C47 C48 57(2) . . . . ? C14 C13 C47 C48 -121.7(15) . . . . ? C47B C13 C47 C48 94(17) . . . . ? C12 C13 C47 C52 -124.4(16) . . . . ? C14 C13 C47 C52 57(2) . . . . ? C47B C13 C47 C52 -88(17) . . . . ? C52 C47 C48 C49 0.0 . . . . ? C13 C47 C48 C49 178.6(19) . . . . ? C47 C48 C49 C50 0.0 . . . . ? C48 C49 C50 C51 0.0 . . . . ? C48 C49 C50 S4 -177.3(15) . . . . ? C49 C50 C51 C52 0.0 . . . . ? S4 C50 C51 C52 177.4(15) . . . . ? C50 C51 C52 C47 0.0 . . . . ? C48 C47 C52 C51 0.0 . . . . ? C13 C47 C52 C51 -178(2) . . . . ? C51 C50 S4 C53 -141.2(16) . . . . ? C49 C50 S4 C53 36.2(18) . . . . ? C12 C13 C47B C48B 59(3) . . . . ? C14 C13 C47B C48B -125(2) . . . . ? C47 C13 C47B C48B -86(18) . . . . ? C12 C13 C47B C52B -129.0(17) . . . . ? C14 C13 C47B C52B 47(3) . . . . ? C47 C13 C47B C52B 85(17) . . . . ? C52B C47B C48B C49B 0.0 . . . . ? C13 C47B C48B C49B 171(4) . . . . ? C47B C48B C49B C50B 0.0 . . . . ? C48B C49B C50B C51B 0.0 . . . . ? C48B C49B C50B S4B -175(3) . . . . ? C49B C50B C51B C52B 0.0 . . . . ? S4B C50B C51B C52B 176(2) . . . . ? C50B C51B C52B C47B 0.0 . . . . ? C48B C47B C52B C51B 0.0 . . . . ? C13 C47B C52B C51B -172(3) . . . . ? C49B C50B S4B C53B 14(3) . . . . ? C51B C50B S4B C53B -161(3) . . . . ? C15 C14 C54 C55 -126.0(19) . . . . ? C13 C14 C54 C55 54(3) . . . . ? C15 C14 C54 C59 44(2) . . . . ? C13 C14 C54 C59 -136.0(19) . . . . ? C59 C54 C55 C56 -4(3) . . . . ? C14 C54 C55 C56 165.4(17) . . . . ? C54 C55 C56 C57 2(3) . . . . ? C55 C56 C57 C58 0(3) . . . . ? C55 C56 C57 S3 -175.3(14) . . . . ? C56 C57 C58 C59 -1(3) . . . . ? S3 C57 C58 C59 174.3(16) . . . . ? C57 C58 C59 C54 -1(3) . . . . ? C55 C54 C59 C58 3(3) . . . . ? C14 C54 C59 C58 -166.3(18) . . . . ? C66 C61 C62 C63 -2(4) . . . . ? C61 C62 C63 C64 5(4) . . . . ? C62 C63 C64 C65 -4(3) . . . . ? C63 C64 C65 C66 -1(3) . . . . ? C64 C65 C66 C61 4(4) . . . . ? C62 C61 C66 C65 -3(4) . . . . ? C69 C67 C68 C69 -1(3) 2_656 . . . ? C67 C68 C69 C67 0(3) . . . 2_656 ? C23 C22 S1 C25 -157.4(12) . . . . ? C21 C22 S1 C25 19.1(15) . . . . ? C23 C22 S1 Bi1 -49.8(12) . . . . ? C21 C22 S1 Bi1 126.7(13) . . . . ? Br4 Bi1 S1 C22 -60.0(5) . . . . ? Br3 Bi1 S1 C22 -153.2(5) . . . . ? Br4 Bi1 S1 C25 47.1(6) . . . . ? Br3 Bi1 S1 C25 -46.1(6) . . . . ? C42 C43 S2 C46 -163.6(13) . . . . ? C44 C43 S2 C46 14.8(16) . . . . ? C56 C57 S3 C60B 105(3) . . . . ? C58 C57 S3 C60B -70(4) . . . . ? C56 C57 S3 C60 155.5(18) . . . . ? C58 C57 S3 C60 -20(2) . . . . ? C35 C36 S5 C39 168.3(15) . . . . ? C37 C36 S5 C39 -10.7(17) . . . . ? C30 C29 S6 C32 -43.5(14) . . . . ? C28 C29 S6 C32 139.8(13) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.933 _refine_diff_density_min -1.102 _refine_diff_density_rms 0.209 #===END