# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Timo Hatanpaa' _publ_contact_author_email TIMO.HATANPAA@HELSINKI.FI _publ_section_title ; Study of bismuth alkoxides as possible precursors for ALD ; loop_ _publ_author_name 'Timo Hatanpaa' 'Markku Leskela' 'Mikko Ritala' 'Marko Vehkamaki' # Attachment 'BiCIFrev.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 746628' #TrackingRef 'BiCIFrev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Tri(2-methyl-2-propoxy)Bismuth(III) ; _chemical_name_common Tri(2-methyl-2-propoxy)Bismuth(iii) _chemical_melting_point 138.9 _chemical_formula_moiety 'C12 H27 Bi O3' _chemical_formula_sum 'C12 H27 Bi O3' _chemical_formula_weight 428.32 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' O O 0.0106 0.0060 '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 Hexagonal _symmetry_space_group_name_H-M P63 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, z+1/2' 'y, -x+y, z+1/2' 'x-y, x, z+1/2' _cell_length_a 16.862(2) _cell_length_b 16.862(2) _cell_length_c 9.4568(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2328.5(6) _cell_formula_units_Z 6 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 33713 _cell_measurement_theta_min 5.03 _cell_measurement_theta_max 27.54 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max .6 _exptl_crystal_size_mid .12 _exptl_crystal_size_min .10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.833 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1236 _exptl_absorpt_coefficient_mu 11.351 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min .21 _exptl_absorpt_correction_T_max .32 _exptl_absorpt_process_details 'sadabs (sheldrick, 1996)' _exptl_special_details ; Crystals are twinned ; _diffrn_ambient_temperature 123(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33713 _diffrn_reflns_av_R_equivalents 0.1298 _diffrn_reflns_av_sigmaI/netI 0.0514 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 5.03 _diffrn_reflns_theta_max 27.54 _reflns_number_total 3477 _reflns_number_gt 2653 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'COLLECT (Nonius, 2002)' _computing_data_reduction 'COLLECT (Nonius, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Crystals were double twinned and twin law TWIN 1 1 0 0 -1 0 0 0 -1 -4 was applied. BASF parameters refined to BASF 0.06252 0.05856 0.41825. ; _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^)+(0.0118P)^2^+19.6013P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 3477 _refine_ls_number_parameters 157 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1004 _refine_ls_wR_factor_gt 0.0861 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.116 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Bi1 Bi 0.6667 0.3333 0.51736(6) 0.0225(3) Uani 1 3 d S . . Bi2 Bi 0.6667 0.3333 1.08211(4) 0.0182(3) Uani 1 3 d S . . Bi3 Bi 1.0000 0.0000 0.0525(3) 0.03052(15) Uani 1 3 d S . . O3 O 0.9269(9) -0.1117(7) 0.1801(11) 0.052(4) Uani 1 1 d . . . O1 O 0.6809(6) 0.2388(6) 0.6360(11) 0.0275(19) Uani 1 1 d . . . C1 C 0.7694(13) 0.2396(12) 0.6446(12) 0.027(2) Uani 1 1 d . . . C9 C 0.8989(15) -0.2029(8) 0.1269(14) 0.040(3) Uani 1 1 d . . . O2 O 0.6478(6) 0.2273(7) 1.2120(10) 0.030(2) Uani 1 1 d . . . C7 C 0.6001(10) 0.0756(9) 1.289(2) 0.036(3) Uani 1 1 d . . . H7A H 0.5576 0.0103 1.2729 0.054 Uiso 1 1 calc R . . H7B H 0.5853 0.0940 1.3790 0.054 Uiso 1 1 calc R . . H7C H 0.6629 0.0867 1.2925 0.054 Uiso 1 1 calc R . . C3 C 0.8149(11) 0.2854(11) 0.7711(15) 0.040(4) Uani 1 1 d . . . H3A H 0.8549 0.3507 0.7516 0.060 Uiso 1 1 calc R . . H3B H 0.8517 0.2593 0.8064 0.060 Uiso 1 1 calc R . . H3C H 0.7694 0.2776 0.8426 0.060 Uiso 1 1 calc R . . C5 C 0.5912(10) 0.1325(8) 1.1661(16) 0.030(4) Uani 1 1 d . . . C4 C 0.8219(15) 0.2776(14) 0.5112(15) 0.044(5) Uani 1 1 d . . . H4A H 0.8457 0.3438 0.5080 0.067 Uiso 1 1 calc R . . H4B H 0.7815 0.2484 0.4300 0.067 Uiso 1 1 calc R . . H4C H 0.8730 0.2656 0.5079 0.067 Uiso 1 1 calc R . . C2 C 0.7349(10) 0.1339(10) 0.6569(18) 0.040(4) Uani 1 1 d . . . H2A H 0.7868 0.1236 0.6451 0.059 Uiso 1 1 calc R . . H2B H 0.6893 0.1007 0.5831 0.059 Uiso 1 1 calc R . . H2C H 0.7071 0.1117 0.7501 0.059 Uiso 1 1 calc R . . C8 C 0.6242(15) 0.1133(13) 1.032(2) 0.055(5) Uani 1 1 d . . . H8A H 0.6176 0.1485 0.9550 0.083 Uiso 1 1 calc R . . H8B H 0.5879 0.0478 1.0102 0.083 Uiso 1 1 calc R . . H8C H 0.6888 0.1309 1.0417 0.083 Uiso 1 1 calc R . . C6 C 0.4938(12) 0.1088(12) 1.150(2) 0.053(5) Uani 1 1 d . . . H6A H 0.4869 0.1355 1.0616 0.079 Uiso 1 1 calc R . . H6B H 0.4760 0.1333 1.2299 0.079 Uiso 1 1 calc R . . H6C H 0.4544 0.0421 1.1464 0.079 Uiso 1 1 calc R . . C11 C 0.8434(14) -0.2718(11) 0.2442(18) 0.053(6) Uani 1 1 d . . . H11A H 0.7902 -0.2658 0.2686 0.079 Uiso 1 1 calc R . . H11B H 0.8821 -0.2594 0.3280 0.079 Uiso 1 1 calc R . . H11C H 0.8227 -0.3342 0.2107 0.079 Uiso 1 1 calc R . . C12 C 0.8523(14) -0.2246(13) -0.011(2) 0.056(5) Uani 1 1 d . . . H12A H 0.7927 -0.2282 -0.0008 0.084 Uiso 1 1 calc R . . H12B H 0.8432 -0.2836 -0.0444 0.084 Uiso 1 1 calc R . . H12C H 0.8898 -0.1766 -0.0790 0.084 Uiso 1 1 calc R . . C10 C 0.9912(11) -0.2087(13) 0.1027(17) 0.042(4) Uani 1 1 d . . . H10A H 1.0369 -0.1535 0.0532 0.064 Uiso 1 1 calc R . . H10B H 0.9766 -0.2628 0.0457 0.064 Uiso 1 1 calc R . . H10C H 1.0157 -0.2131 0.1944 0.064 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.0165(6) 0.0165(6) 0.0343(7) 0.000 0.000 0.0083(3) Bi2 0.0137(4) 0.0137(4) 0.0270(5) 0.000 0.000 0.0069(2) Bi3 0.0220(2) 0.0220(2) 0.0475(3) 0.000 0.000 0.01101(11) O3 0.053(9) 0.034(5) 0.038(5) -0.010(4) 0.002(5) 0.000(6) O1 0.017(5) 0.029(5) 0.042(5) 0.003(4) 0.006(4) 0.015(4) C1 0.032(9) 0.024(9) 0.033(5) -0.010(10) -0.009(11) 0.019(6) C9 0.038(11) 0.031(6) 0.043(6) -0.003(5) 0.000(14) 0.012(10) O2 0.028(5) 0.036(5) 0.021(4) -0.014(4) 0.003(3) 0.011(4) C7 0.046(8) 0.022(6) 0.034(8) 0.007(8) 0.003(9) 0.013(6) C3 0.037(8) 0.041(9) 0.044(13) 0.010(6) -0.003(6) 0.022(7) C5 0.043(9) 0.008(5) 0.026(7) -0.001(4) -0.008(5) 0.002(5) C4 0.076(14) 0.057(12) 0.033(9) 0.013(7) 0.016(7) 0.057(11) C2 0.042(9) 0.038(8) 0.044(9) -0.001(6) -0.010(7) 0.024(7) C8 0.049(13) 0.031(11) 0.083(15) 0.005(8) -0.012(9) 0.018(10) C6 0.056(12) 0.050(11) 0.023(8) -0.007(8) -0.019(8) 0.003(9) C11 0.066(15) 0.032(8) 0.048(8) 0.002(6) -0.004(7) 0.016(8) C12 0.069(13) 0.040(11) 0.057(11) 0.015(9) 0.029(10) 0.026(10) C10 0.036(10) 0.038(10) 0.050(9) -0.001(7) 0.014(7) 0.016(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Bi1 O1 2.059(9) . ? Bi1 O1 2.059(9) 2_655 ? Bi1 O1 2.059(9) 3_665 ? Bi2 O2 2.059(10) . ? Bi2 O2 2.059(10) 2_655 ? Bi2 O2 2.059(10) 3_665 ? Bi3 O3 2.050(10) 3_765 ? Bi3 O3 2.050(10) 2_645 ? Bi3 O3 2.050(10) . ? O3 C9 1.454(15) . ? O1 C1 1.488(16) . ? C1 C3 1.423(19) . ? C1 C4 1.49(2) . ? C1 C2 1.58(2) . ? C9 C12 1.47(2) . ? C9 C11 1.54(2) . ? C9 C10 1.62(3) . ? O2 C5 1.459(15) . ? C7 C5 1.56(2) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C5 C8 1.49(2) . ? C5 C6 1.49(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 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 O1 Bi1 O1 93.1(4) . 2_655 ? O1 Bi1 O1 93.1(4) . 3_665 ? O1 Bi1 O1 93.1(4) 2_655 3_665 ? O2 Bi2 O2 88.1(3) . 2_655 ? O2 Bi2 O2 88.1(3) . 3_665 ? O2 Bi2 O2 88.1(3) 2_655 3_665 ? O3 Bi3 O3 88.9(4) 3_765 2_645 ? O3 Bi3 O3 88.9(4) 3_765 . ? O3 Bi3 O3 88.9(4) 2_645 . ? C9 O3 Bi3 119.7(8) . . ? C1 O1 Bi1 121.8(8) . . ? C3 C1 O1 108.5(10) . . ? C3 C1 C4 115.8(16) . . ? O1 C1 C4 109.6(11) . . ? C3 C1 C2 110.2(12) . . ? O1 C1 C2 101.1(13) . . ? C4 C1 C2 110.6(11) . . ? O3 C9 C12 114.9(15) . . ? O3 C9 C11 107.6(12) . . ? C12 C9 C11 113.7(15) . . ? O3 C9 C10 107.4(15) . . ? C12 C9 C10 105.6(13) . . ? C11 C9 C10 107.2(15) . . ? C5 O2 Bi2 120.4(8) . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O2 C5 C8 112.4(12) . . ? O2 C5 C6 110.7(11) . . ? C8 C5 C6 109.5(15) . . ? O2 C5 C7 103.9(11) . . ? C8 C5 C7 110.0(13) . . ? C6 C5 C7 110.2(14) . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 4.151 _refine_diff_density_min -1.839 _refine_diff_density_rms 0.198 #END data_3 _database_code_depnum_ccdc_archive 'CCDC 746629' #TrackingRef 'BiCIFrev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Tris(2-methyl-3-(2-propyl)-4-methyl-3-pentoxy)bismuth(III) ; _chemical_name_common Tris(2-methyl-3-(2-propyl)-4-methyl-3-pentoxy)bismuth(iii) _chemical_melting_point ? _chemical_formula_moiety 'C30 H63 Bi O3' _chemical_formula_sum 'C30 H63 Bi O3' _chemical_formula_weight 680.78 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' O O 0.0106 0.0060 '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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.6159(15) _cell_length_b 11.238(2) _cell_length_c 37.257(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.65(3) _cell_angle_gamma 90.00 _cell_volume 3188.6(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 22442 _cell_measurement_theta_min 5.03 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 5.555 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.08 _exptl_absorpt_correction_T_max 0.18 _exptl_absorpt_process_details 'Sadabs, Sheldrick 1996' _exptl_special_details ; Crystallization of the compound is very difficult. Crystal quality was quite poor which is reflected in the high Rint value. ; _diffrn_ambient_temperature 173(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22442 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0404 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_theta_min 5.03 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7009 _reflns_number_gt 5853 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'COLLECT (Nonius, 2002)' _computing_data_reduction 'COLLECT (Nonius, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. General twinning and racemic twinning were present in the crystals and instruction TWIN 1 1 0 0 -1 0 0 0 -1 -4 was used in the refinement. The BASF parameters refined to BASF 0.06225 0.05834 0.41851. ; _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^)+(0.0380P)^2^+6.4147P] 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 7009 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0400 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0770 _refine_ls_wR_factor_gt 0.0723 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 0.876913(17) 0.796164(12) 0.125807(3) 0.01681(6) Uani 1 1 d . . . O3 O 0.6937(4) 0.7815(2) 0.08493(7) 0.0224(6) Uani 1 1 d . . . O2 O 0.8223(3) 0.9735(2) 0.13064(6) 0.0187(5) Uani 1 1 d . . . O1 O 0.7036(3) 0.7506(2) 0.16565(6) 0.0185(5) Uani 1 1 d . . . C1 C 0.7348(5) 0.7240(3) 0.20285(9) 0.0203(8) Uani 1 1 d . . . C23 C 0.7455(5) 0.5981(4) 0.05033(10) 0.0250(8) Uani 1 1 d . . . H23A H 0.6771 0.5382 0.0361 0.030 Uiso 1 1 calc R . . C29 C 0.5073(5) 0.6138(4) 0.09772(10) 0.0241(8) Uani 1 1 d . . . H29A H 0.5954 0.5967 0.1171 0.029 Uiso 1 1 calc R . . C16 C 1.0312(5) 1.1291(4) 0.14168(11) 0.0251(8) Uani 1 1 d . . . H16A H 0.9644 1.1455 0.1641 0.030 Uiso 1 1 calc R . . C9 C 0.8810(6) 0.8083(4) 0.21808(10) 0.0266(9) Uani 1 1 d . . . H9A H 0.9774 0.8054 0.2001 0.032 Uiso 1 1 calc R . . C11 C 0.8919(5) 1.0795(3) 0.11463(9) 0.0184(7) Uani 1 1 d . . . C19 C 0.7314(5) 1.1662(4) 0.11263(11) 0.0244(8) Uani 1 1 d . . . H19A H 0.7734 1.2437 0.1027 0.029 Uiso 1 1 calc R . . C21 C 0.6099(5) 0.6816(3) 0.06778(9) 0.0182(7) Uani 1 1 d . . . C13 C 0.9540(5) 1.0509(4) 0.07565(10) 0.0242(8) Uani 1 1 d . . . H13A H 0.8594 1.0001 0.0648 0.029 Uiso 1 1 calc R . . C14 C 1.1236(6) 0.9792(4) 0.07183(12) 0.0345(10) Uani 1 1 d . . . H14A H 1.1486 0.9677 0.0463 0.052 Uiso 1 1 calc R . . H14B H 1.1099 0.9015 0.0834 0.052 Uiso 1 1 calc R . . H14C H 1.2209 1.0224 0.0833 0.052 Uiso 1 1 calc R . . C26 C 0.4808(6) 0.7398(4) 0.03983(10) 0.0286(9) Uani 1 1 d . . . H26A H 0.3765 0.7651 0.0540 0.034 Uiso 1 1 calc R . . C24 C 0.8615(6) 0.5276(4) 0.07671(12) 0.0341(10) Uani 1 1 d . . . H24A H 0.9273 0.4669 0.0636 0.051 Uiso 1 1 calc R . . H24B H 0.7874 0.4889 0.0946 0.051 Uiso 1 1 calc R . . H24C H 0.9438 0.5818 0.0888 0.051 Uiso 1 1 calc R . . C20 C 0.5858(5) 1.1199(5) 0.08790(12) 0.0361(10) Uani 1 1 d . . . H20A H 0.4847 1.1737 0.0889 0.054 Uiso 1 1 calc R . . H20B H 0.5504 1.0403 0.0957 0.054 Uiso 1 1 calc R . . H20C H 0.6287 1.1161 0.0632 0.054 Uiso 1 1 calc R . . C17 C 1.1774(6) 1.0440(4) 0.15323(12) 0.0356(11) Uani 1 1 d . . . H17A H 1.2342 1.0740 0.1752 0.053 Uiso 1 1 calc R . . H17B H 1.2643 1.0382 0.1341 0.053 Uiso 1 1 calc R . . H17C H 1.1276 0.9652 0.1578 0.053 Uiso 1 1 calc R . . C6 C 0.7992(6) 0.5922(4) 0.20625(10) 0.0313(10) Uani 1 1 d . . . H6A H 0.8197 0.5765 0.2324 0.038 Uiso 1 1 calc R . . C15 C 1.1114(6) 1.2488(4) 0.13134(14) 0.0392(11) Uani 1 1 d . . . H15A H 1.1784 1.2809 0.1518 0.059 Uiso 1 1 calc R . . H15B H 1.0175 1.3045 0.1247 0.059 Uiso 1 1 calc R . . H15C H 1.1897 1.2379 0.1109 0.059 Uiso 1 1 calc R . . C18 C 0.6509(6) 1.1904(4) 0.14929(14) 0.0376(11) Uani 1 1 d . . . H18A H 0.5514 1.2450 0.1465 0.056 Uiso 1 1 calc R . . H18B H 0.7395 1.2264 0.1652 0.056 Uiso 1 1 calc R . . H18C H 0.6102 1.1154 0.1597 0.056 Uiso 1 1 calc R . . C10 C 0.8295(7) 0.9387(4) 0.22046(11) 0.0375(11) Uani 1 1 d . . . H10A H 0.9352 0.9873 0.2238 0.056 Uiso 1 1 calc R . . H10B H 0.7511 0.9503 0.2408 0.056 Uiso 1 1 calc R . . H10C H 0.7691 0.9625 0.1982 0.056 Uiso 1 1 calc R . . C3 C 0.5496(6) 0.7357(4) 0.21954(10) 0.0303(9) Uani 1 1 d . . . H3A H 0.4797 0.6701 0.2083 0.036 Uiso 1 1 calc R . . C12 C 0.9705(7) 1.1587(5) 0.05043(12) 0.0404(11) Uani 1 1 d . . . H12A H 0.9911 1.1310 0.0259 0.061 Uiso 1 1 calc R . . H12B H 1.0691 1.2086 0.0584 0.061 Uiso 1 1 calc R . . H12C H 0.8617 1.2053 0.0510 0.061 Uiso 1 1 calc R . . C7 C 0.6655(9) 0.5005(4) 0.19308(13) 0.0548(16) Uani 1 1 d . . . H7A H 0.7217 0.4223 0.1917 0.082 Uiso 1 1 calc R . . H7B H 0.6215 0.5235 0.1693 0.082 Uiso 1 1 calc R . . H7C H 0.5675 0.4970 0.2099 0.082 Uiso 1 1 calc R . . C8 C 0.9671(7) 0.7708(5) 0.25395(12) 0.0398(12) Uani 1 1 d . . . H8A H 1.0607 0.8272 0.2603 0.060 Uiso 1 1 calc R . . H8B H 1.0170 0.6909 0.2516 0.060 Uiso 1 1 calc R . . H8C H 0.8786 0.7706 0.2728 0.060 Uiso 1 1 calc R . . C4 C 0.5389(7) 0.7123(5) 0.25991(12) 0.0402(12) Uani 1 1 d . . . H4A H 0.6011 0.6383 0.2658 0.060 Uiso 1 1 calc R . . H4B H 0.4155 0.7049 0.2668 0.060 Uiso 1 1 calc R . . H4C H 0.5930 0.7785 0.2731 0.060 Uiso 1 1 calc R . . C27 C 0.4083(8) 0.6553(5) 0.01117(14) 0.0483(14) Uani 1 1 d . . . H27A H 0.3582 0.5849 0.0227 0.072 Uiso 1 1 calc R . . H27B H 0.5033 0.6309 -0.0047 0.072 Uiso 1 1 calc R . . H27C H 0.3168 0.6960 -0.0029 0.072 Uiso 1 1 calc R . . C5 C 0.9726(8) 0.5678(5) 0.18734(13) 0.0498(14) Uani 1 1 d . . . H5A H 1.0186 0.4903 0.1950 0.075 Uiso 1 1 calc R . . H5B H 1.0576 0.6301 0.1936 0.075 Uiso 1 1 calc R . . H5C H 0.9529 0.5675 0.1613 0.075 Uiso 1 1 calc R . . C28 C 0.4274(7) 0.4931(5) 0.08730(14) 0.0450(12) Uani 1 1 d . . . H28A H 0.3833 0.4535 0.1088 0.068 Uiso 1 1 calc R . . H28B H 0.5176 0.4433 0.0763 0.068 Uiso 1 1 calc R . . H28C H 0.3305 0.5054 0.0702 0.068 Uiso 1 1 calc R . . C2 C 0.4478(7) 0.8490(6) 0.21015(13) 0.0463(13) Uani 1 1 d . . . H2A H 0.3229 0.8370 0.2151 0.069 Uiso 1 1 calc R . . H2B H 0.4626 0.8674 0.1846 0.069 Uiso 1 1 calc R . . H2C H 0.4926 0.9153 0.2247 0.069 Uiso 1 1 calc R . . C25 C 0.5456(8) 0.8524(4) 0.02143(13) 0.0467(14) Uani 1 1 d . . . H25A H 0.4474 0.8908 0.0087 0.070 Uiso 1 1 calc R . . H25B H 0.6371 0.8317 0.0042 0.070 Uiso 1 1 calc R . . H25C H 0.5939 0.9071 0.0395 0.070 Uiso 1 1 calc R . . C22 C 0.8662(7) 0.6612(5) 0.02399(14) 0.0479(13) Uani 1 1 d . . . H22A H 0.7967 0.6909 0.0036 0.072 Uiso 1 1 calc R . . H22B H 0.9548 0.6051 0.0154 0.072 Uiso 1 1 calc R . . H22C H 0.9245 0.7281 0.0361 0.072 Uiso 1 1 calc R . . C30 C 0.3663(6) 0.6903(5) 0.11504(14) 0.0426(12) Uani 1 1 d . . . H30A H 0.3332 0.6552 0.1381 0.064 Uiso 1 1 calc R . . H30B H 0.2629 0.6940 0.0992 0.064 Uiso 1 1 calc R . . H30C H 0.4120 0.7708 0.1190 0.064 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi1 0.02367(8) 0.01058(8) 0.01617(7) 0.00053(5) 0.00056(5) 0.00061(5) O3 0.0380(15) 0.0120(14) 0.0171(12) -0.0005(10) -0.0060(11) -0.0032(11) O2 0.0319(13) 0.0052(12) 0.0191(11) 0.0001(10) 0.0031(10) -0.0015(10) O1 0.0269(13) 0.0155(13) 0.0130(11) 0.0042(10) 0.0003(10) -0.0014(11) C1 0.035(2) 0.014(2) 0.0120(15) 0.0012(13) 0.0000(14) 0.0007(15) C23 0.034(2) 0.021(2) 0.0204(16) -0.0051(15) 0.0029(15) -0.0003(17) C29 0.0292(18) 0.020(2) 0.0229(17) 0.0023(16) -0.0004(14) -0.0038(17) C16 0.0258(18) 0.020(2) 0.0297(19) -0.0021(16) -0.0034(15) -0.0048(16) C9 0.037(2) 0.027(2) 0.0156(16) -0.0019(15) -0.0030(15) -0.0029(18) C11 0.0228(17) 0.0127(19) 0.0197(15) 0.0027(13) 0.0004(13) -0.0029(14) C19 0.0259(19) 0.0133(19) 0.034(2) 0.0037(16) -0.0017(16) -0.0002(16) C21 0.0297(18) 0.0097(18) 0.0151(15) -0.0028(13) -0.0014(14) -0.0003(14) C13 0.0280(19) 0.023(2) 0.0216(17) 0.0041(15) 0.0011(14) -0.0037(16) C14 0.034(2) 0.032(3) 0.037(2) -0.001(2) 0.0128(18) -0.0011(19) C26 0.044(2) 0.020(2) 0.0220(18) -0.0018(16) -0.0113(17) 0.0049(18) C24 0.041(2) 0.024(2) 0.038(2) -0.0074(19) -0.0055(19) 0.0103(19) C20 0.0246(19) 0.045(3) 0.038(2) 0.006(2) -0.0059(17) 0.000(2) C17 0.033(2) 0.035(3) 0.038(2) 0.004(2) -0.0127(18) -0.005(2) C6 0.062(3) 0.015(2) 0.0169(16) 0.0030(15) -0.0031(17) 0.0048(19) C15 0.040(3) 0.024(2) 0.054(3) 0.001(2) -0.007(2) -0.013(2) C18 0.035(2) 0.029(3) 0.048(3) -0.013(2) 0.000(2) 0.0084(19) C10 0.067(3) 0.019(2) 0.026(2) -0.0018(17) -0.004(2) -0.010(2) C3 0.038(2) 0.034(3) 0.0187(17) 0.0047(17) 0.0029(16) -0.0028(19) C12 0.047(3) 0.045(3) 0.029(2) 0.017(2) 0.0062(19) -0.003(2) C7 0.115(5) 0.015(3) 0.034(2) 0.0042(19) -0.019(3) -0.015(3) C8 0.053(3) 0.042(3) 0.024(2) -0.0007(19) -0.013(2) -0.006(2) C4 0.049(3) 0.048(3) 0.023(2) 0.009(2) 0.0087(19) 0.002(2) C27 0.072(4) 0.031(3) 0.042(3) -0.002(2) -0.034(3) -0.001(3) C5 0.081(4) 0.038(3) 0.031(2) 0.004(2) 0.007(2) 0.034(3) C28 0.052(3) 0.039(3) 0.044(3) 0.006(2) 0.001(2) -0.021(2) C2 0.044(3) 0.062(4) 0.034(2) 0.009(2) 0.012(2) 0.018(3) C25 0.082(4) 0.026(3) 0.032(2) 0.010(2) -0.023(2) -0.004(3) C22 0.058(3) 0.046(3) 0.041(3) -0.003(2) 0.026(2) 0.002(3) C30 0.041(3) 0.051(4) 0.036(2) -0.001(2) 0.008(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 O2 2.045(3) . ? Bi1 O3 2.060(2) . ? Bi1 O1 2.062(3) . ? O3 C21 1.438(4) . ? O2 C11 1.436(4) . ? O1 C1 1.435(4) . ? C1 C3 1.553(6) . ? C1 C9 1.563(5) . ? C1 C6 1.565(5) . ? C23 C22 1.527(6) . ? C23 C24 1.535(5) . ? C23 C21 1.545(5) . ? C23 H23A 1.0000 . ? C29 C30 1.524(6) . ? C29 C28 1.535(6) . ? C29 C21 1.567(5) . ? C29 H29A 1.0000 . ? C16 C17 1.526(6) . ? C16 C15 1.529(6) . ? C16 C11 1.558(5) . ? C16 H16A 1.0000 . ? C9 C10 1.519(6) . ? C9 C8 1.541(5) . ? C9 H9A 1.0000 . ? C11 C19 1.564(5) . ? C11 C13 1.566(5) . ? C19 C20 1.525(5) . ? C19 C18 1.528(6) . ? C19 H19A 1.0000 . ? C21 C26 1.567(5) . ? C13 C14 1.531(6) . ? C13 C12 1.539(6) . ? C13 H13A 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C26 C25 1.524(7) . ? C26 C27 1.527(6) . ? C26 H26A 1.0000 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C6 C7 1.525(7) . ? C6 C5 1.529(7) . ? C6 H6A 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C3 C2 1.530(7) . ? C3 C4 1.530(5) . ? C3 H3A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 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 O2 Bi1 O3 90.37(10) . . ? O2 Bi1 O1 92.64(11) . . ? O3 Bi1 O1 94.52(11) . . ? C21 O3 Bi1 133.2(2) . . ? C11 O2 Bi1 134.1(2) . . ? C1 O1 Bi1 130.3(2) . . ? O1 C1 C3 103.2(3) . . ? O1 C1 C9 109.5(3) . . ? C3 C1 C9 116.7(3) . . ? O1 C1 C6 108.9(3) . . ? C3 C1 C6 109.4(3) . . ? C9 C1 C6 108.9(3) . . ? C22 C23 C24 107.8(4) . . ? C22 C23 C21 113.5(4) . . ? C24 C23 C21 115.3(3) . . ? C22 C23 H23A 106.6 . . ? C24 C23 H23A 106.6 . . ? C21 C23 H23A 106.6 . . ? C30 C29 C28 109.1(4) . . ? C30 C29 C21 112.8(4) . . ? C28 C29 C21 116.7(3) . . ? C30 C29 H29A 105.8 . . ? C28 C29 H29A 105.8 . . ? C21 C29 H29A 105.8 . . ? C17 C16 C15 109.3(3) . . ? C17 C16 C11 116.6(3) . . ? C15 C16 C11 115.0(3) . . ? C17 C16 H16A 104.9 . . ? C15 C16 H16A 104.9 . . ? C11 C16 H16A 104.9 . . ? C10 C9 C8 108.7(3) . . ? C10 C9 C1 115.0(4) . . ? C8 C9 C1 116.3(4) . . ? C10 C9 H9A 105.2 . . ? C8 C9 H9A 105.2 . . ? C1 C9 H9A 105.2 . . ? O2 C11 C16 106.2(3) . . ? O2 C11 C19 104.2(3) . . ? C16 C11 C19 109.5(3) . . ? O2 C11 C13 109.3(3) . . ? C16 C11 C13 117.6(3) . . ? C19 C11 C13 109.1(3) . . ? C20 C19 C18 107.7(3) . . ? C20 C19 C11 112.3(3) . . ? C18 C19 C11 112.9(3) . . ? C20 C19 H19A 107.9 . . ? C18 C19 H19A 107.9 . . ? C11 C19 H19A 107.9 . . ? O3 C21 C23 111.5(3) . . ? O3 C21 C26 104.0(3) . . ? C23 C21 C26 113.1(3) . . ? O3 C21 C29 106.6(3) . . ? C23 C21 C29 110.2(3) . . ? C26 C21 C29 111.2(3) . . ? C14 C13 C12 106.4(4) . . ? C14 C13 C11 117.3(3) . . ? C12 C13 C11 115.6(4) . . ? C14 C13 H13A 105.5 . . ? C12 C13 H13A 105.5 . . ? C11 C13 H13A 105.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C25 C26 C27 108.5(4) . . ? C25 C26 C21 116.2(4) . . ? C27 C26 C21 115.1(4) . . ? C25 C26 H26A 105.3 . . ? C27 C26 H26A 105.3 . . ? C21 C26 H26A 105.3 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C7 C6 C5 107.9(4) . . ? C7 C6 C1 114.0(4) . . ? C5 C6 C1 113.8(4) . . ? C7 C6 H6A 106.9 . . ? C5 C6 H6A 106.9 . . ? C1 C6 H6A 106.9 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C19 C18 H18A 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C19 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C2 C3 C4 109.6(4) . . ? C2 C3 C1 116.1(4) . . ? C4 C3 C1 116.0(3) . . ? C2 C3 H3A 104.6 . . ? C4 C3 H3A 104.6 . . ? C1 C3 H3A 104.6 . . ? C13 C12 H12A 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C13 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C9 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C29 C28 H28A 109.5 . . ? C29 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C29 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C3 C2 H2A 109.5 . . ? C3 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C3 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C26 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C26 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C22 H22A 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C23 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 1.915 _refine_diff_density_min -2.198 _refine_diff_density_rms 0.127 #END data_6 _database_code_depnum_ccdc_archive 'CCDC 746630' #TrackingRef 'BiCIFrev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Octa(2,3-dimethyl-2-butoxo)bis oxo tetra Bismuth ; _chemical_name_common 'Octa(2,3-dimethyl-2-butoxo)bis oxo tetra Bismuth' _chemical_melting_point 43 _chemical_formula_moiety 'C48 H104 Bi4 O10' _chemical_formula_sum 'C48 H104 Bi4 O10' _chemical_formula_weight 1677.23 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' O O 0.0106 0.0060 '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 10.787(2) _cell_length_b 11.182(2) _cell_length_c 12.527(3) _cell_angle_alpha 80.03(3) _cell_angle_beta 80.99(3) _cell_angle_gamma 84.51(3) _cell_volume 1466.2(5) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 21655 _cell_measurement_theta_min 5.01 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max .18 _exptl_crystal_size_mid .16 _exptl_crystal_size_min .12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.900 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 804 _exptl_absorpt_coefficient_mu 12.014 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min .13 _exptl_absorpt_correction_T_max .24 _exptl_absorpt_process_details 'sadabs (sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 kappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21655 _diffrn_reflns_av_R_equivalents 0.0951 _diffrn_reflns_av_sigmaI/netI 0.1093 _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 -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 5.01 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6647 _reflns_number_gt 4488 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'COLLECT (Nonius, 2002)' _computing_data_reduction 'COLLECT (Nonius, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^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 6647 _refine_ls_number_parameters 296 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0956 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1582 _refine_ls_wR_factor_gt 0.1379 _refine_ls_goodness_of_fit_ref 0.899 _refine_ls_restrained_S_all 0.899 _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 0.02397(3) 0.83790(3) 0.98607(3) 0.02088(14) Uani 1 1 d . . . Bi2 Bi -0.00805(4) 1.02509(3) 0.74401(3) 0.02217(14) Uani 1 1 d . . . C9 C 0.0149(11) 0.7046(10) 0.7003(10) 0.027(3) Uani 1 1 d . . . H9A H -0.0686 0.7283 0.7370 0.041 Uiso 1 1 calc R . . H9B H 0.0134 0.6254 0.6773 0.041 Uiso 1 1 calc R . . H9C H 0.0384 0.7658 0.6359 0.041 Uiso 1 1 calc R . . C21 C -0.1035(12) 1.3808(10) 0.7155(13) 0.045(4) Uani 1 1 d . . . H21A H -0.1142 1.4130 0.7846 0.068 Uiso 1 1 calc R . . H21B H -0.1317 1.4439 0.6580 0.068 Uiso 1 1 calc R . . H21C H -0.0146 1.3562 0.6948 0.068 Uiso 1 1 calc R . . O4 O -0.1279(7) 1.1709(6) 0.7993(7) 0.0255(18) Uani 1 1 d . . . O1 O -0.1489(6) 0.8496(6) 0.9254(6) 0.0227(17) Uani 1 1 d . . . O2 O 0.1041(6) 0.8090(6) 0.8187(6) 0.0224(17) Uani 1 1 d . . . O3 O 0.1324(7) 1.1443(6) 0.6734(6) 0.0266(18) Uani 1 1 d . . . C7 C 0.0770(11) 0.5916(10) 0.8723(10) 0.029(3) Uani 1 1 d . . . H7A H -0.0079 0.6090 0.9099 0.043 Uiso 1 1 calc R . . H7B H 0.1376 0.5836 0.9242 0.043 Uiso 1 1 calc R . . H7C H 0.0801 0.5156 0.8428 0.043 Uiso 1 1 calc R . . C12 C 0.3459(11) 0.6713(11) 0.7950(11) 0.035(3) Uani 1 1 d . . . H12A H 0.4298 0.6587 0.7537 0.052 Uiso 1 1 calc R . . H12B H 0.3337 0.6064 0.8584 0.052 Uiso 1 1 calc R . . H12C H 0.3381 0.7503 0.8201 0.052 Uiso 1 1 calc R . . C5 C -0.3612(10) 0.8035(9) 0.9167(10) 0.026(3) Uani 1 1 d . . . H5A H -0.4493 0.8121 0.9553 0.031 Uiso 1 1 calc R . . C23 C -0.3210(10) 1.2968(10) 0.7813(10) 0.029(3) Uani 1 1 d . . . H23A H -0.3656 1.2209 0.7881 0.034 Uiso 1 1 calc R . . C20 C -0.1829(11) 1.2690(11) 0.7298(11) 0.034(3) Uani 1 1 d . . . C2 C -0.2723(10) 0.8446(10) 0.9883(10) 0.026(3) Uani 1 1 d . . . C10 C 0.2649(12) 0.5556(10) 0.6656(11) 0.037(3) Uani 1 1 d . . . H10A H 0.3442 0.5583 0.6152 0.056 Uiso 1 1 calc R . . H10B H 0.1950 0.5532 0.6248 0.056 Uiso 1 1 calc R . . H10C H 0.2682 0.4827 0.7215 0.056 Uiso 1 1 calc R . . C15 C 0.2179(11) 1.0458(11) 0.5165(10) 0.034(3) Uani 1 1 d . . . H15A H 0.1958 0.9627 0.5478 0.050 Uiso 1 1 calc R . . H15B H 0.2917 1.0430 0.4601 0.050 Uiso 1 1 calc R . . H15C H 0.1469 1.0907 0.4837 0.050 Uiso 1 1 calc R . . C24 C -0.3958(13) 1.3973(11) 0.7185(13) 0.046(4) Uani 1 1 d . . . H24A H -0.4762 1.4151 0.7634 0.069 Uiso 1 1 calc R . . H24B H -0.4117 1.3720 0.6510 0.069 Uiso 1 1 calc R . . H24C H -0.3485 1.4704 0.7000 0.069 Uiso 1 1 calc R . . C6 C -0.3564(12) 0.8807(12) 0.8042(12) 0.042(3) Uani 1 1 d . . . H6A H -0.3809 0.9658 0.8119 0.063 Uiso 1 1 calc R . . H6B H -0.4145 0.8516 0.7632 0.063 Uiso 1 1 calc R . . H6C H -0.2707 0.8745 0.7648 0.063 Uiso 1 1 calc R . . C4 C -0.3317(11) 0.6691(11) 0.9028(12) 0.039(3) Uani 1 1 d . . . H4A H -0.3937 0.6448 0.8627 0.059 Uiso 1 1 calc R . . H4B H -0.3354 0.6181 0.9751 0.059 Uiso 1 1 calc R . . H4C H -0.2473 0.6589 0.8618 0.059 Uiso 1 1 calc R . . C17 C 0.3074(11) 1.2339(11) 0.5617(11) 0.034(3) Uani 1 1 d . . . H17A H 0.3105 1.2740 0.6266 0.041 Uiso 1 1 calc R . . C14 C 0.2477(11) 1.1095(10) 0.6063(11) 0.031(3) Uani 1 1 d . . . C18 C 0.2283(13) 1.3213(11) 0.4859(11) 0.042(3) Uani 1 1 d . . . H18A H 0.2610 1.4022 0.4719 0.063 Uiso 1 1 calc R . . H18B H 0.1406 1.3265 0.5209 0.063 Uiso 1 1 calc R . . H18C H 0.2330 1.2909 0.4164 0.063 Uiso 1 1 calc R . . C8 C 0.1101(10) 0.6959(9) 0.7785(10) 0.024(3) Uani 1 1 d . . . C11 C 0.2453(10) 0.6687(10) 0.7207(9) 0.025(3) Uani 1 1 d . . . H11A H 0.2607 0.7387 0.6599 0.029 Uiso 1 1 calc R . . C22 C -0.3247(12) 1.3246(11) 0.8980(11) 0.038(3) Uani 1 1 d . . . H22A H -0.4124 1.3381 0.9311 0.057 Uiso 1 1 calc R . . H22B H -0.2801 1.3977 0.8949 0.057 Uiso 1 1 calc R . . H22C H -0.2841 1.2556 0.9424 0.057 Uiso 1 1 calc R . . C3 C -0.3188(11) 0.9743(11) 1.0124(10) 0.032(3) Uani 1 1 d . . . H3A H -0.2658 0.9989 1.0605 0.048 Uiso 1 1 calc R . . H3B H -0.4062 0.9741 1.0484 0.048 Uiso 1 1 calc R . . H3C H -0.3135 1.0318 0.9435 0.048 Uiso 1 1 calc R . . C16 C 0.4440(12) 1.2191(13) 0.5038(13) 0.052(4) Uani 1 1 d . . . H16A H 0.4958 1.1684 0.5544 0.078 Uiso 1 1 calc R . . H16B H 0.4777 1.2993 0.4810 0.078 Uiso 1 1 calc R . . H16C H 0.4450 1.1801 0.4393 0.078 Uiso 1 1 calc R . . C1 C -0.2686(12) 0.7605(12) 1.0958(11) 0.039(3) Uani 1 1 d . . . H1A H -0.2328 0.6798 1.0822 0.058 Uiso 1 1 calc R . . H1B H -0.3542 0.7541 1.1354 0.058 Uiso 1 1 calc R . . H1C H -0.2164 0.7931 1.1399 0.058 Uiso 1 1 calc R . . C19 C -0.1843(13) 1.2334(13) 0.6148(11) 0.049(4) Uani 1 1 d . . . H19A H -0.2176 1.1531 0.6239 0.073 Uiso 1 1 calc R . . H19B H -0.0984 1.2307 0.5752 0.073 Uiso 1 1 calc R . . H19C H -0.2378 1.2939 0.5731 0.073 Uiso 1 1 calc R . . C13 C 0.3345(13) 1.0258(12) 0.6764(12) 0.043(3) Uani 1 1 d . . . H13A H 0.2870 0.9606 0.7225 0.064 Uiso 1 1 calc R . . H13B H 0.3684 1.0728 0.7230 0.064 Uiso 1 1 calc R . . H13C H 0.4039 0.9902 0.6288 0.064 Uiso 1 1 calc R . . O5 O 0.0496(7) 1.0156(6) 0.8963(6) 0.0221(17) 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 0.0175(2) 0.0205(2) 0.0240(3) -0.00576(18) -0.00079(17) 0.00215(15) Bi2 0.0213(2) 0.0235(3) 0.0215(3) -0.00680(18) -0.00017(18) 0.00068(16) C9 0.033(6) 0.017(6) 0.032(7) -0.002(5) -0.007(5) -0.006(5) C21 0.031(7) 0.019(6) 0.078(12) -0.009(7) 0.018(7) -0.006(5) O4 0.022(4) 0.024(4) 0.030(5) -0.010(3) -0.003(3) 0.011(3) O1 0.015(4) 0.033(4) 0.020(4) -0.006(3) -0.001(3) 0.000(3) O2 0.018(4) 0.022(4) 0.029(5) -0.016(3) 0.005(3) 0.000(3) O3 0.024(4) 0.018(4) 0.030(5) 0.007(3) 0.010(3) -0.005(3) C7 0.027(6) 0.026(6) 0.031(7) -0.012(5) 0.011(5) -0.006(5) C12 0.024(6) 0.040(7) 0.040(8) -0.004(6) -0.007(6) -0.001(5) C5 0.017(5) 0.024(6) 0.041(8) -0.014(5) -0.009(5) -0.002(4) C23 0.024(6) 0.026(6) 0.035(8) -0.005(5) 0.000(5) -0.003(5) C20 0.022(6) 0.036(7) 0.042(8) -0.016(6) 0.007(6) 0.001(5) C2 0.024(6) 0.027(6) 0.024(7) 0.000(5) 0.001(5) -0.006(5) C10 0.044(8) 0.029(7) 0.040(8) -0.015(6) -0.002(6) 0.003(5) C15 0.035(7) 0.035(7) 0.027(7) -0.009(6) 0.009(6) -0.003(5) C24 0.041(8) 0.033(7) 0.058(10) 0.012(7) -0.015(7) 0.004(6) C6 0.034(7) 0.049(8) 0.047(9) -0.016(7) -0.013(6) -0.003(6) C4 0.023(6) 0.043(8) 0.055(10) -0.019(7) -0.004(6) -0.001(5) C17 0.023(6) 0.038(7) 0.039(8) -0.016(6) 0.013(6) -0.008(5) C14 0.023(6) 0.033(7) 0.033(8) -0.010(6) 0.008(5) -0.002(5) C18 0.051(9) 0.040(8) 0.025(8) 0.007(6) 0.009(6) 0.000(6) C8 0.022(6) 0.022(6) 0.031(7) -0.004(5) -0.005(5) -0.002(4) C11 0.024(6) 0.027(6) 0.020(6) -0.006(5) 0.006(5) 0.004(4) C22 0.044(8) 0.028(7) 0.036(8) -0.006(6) 0.007(6) 0.010(5) C3 0.023(6) 0.049(8) 0.027(7) -0.013(6) -0.008(5) 0.006(5) C16 0.032(8) 0.066(10) 0.054(10) -0.010(8) 0.010(7) -0.010(7) C1 0.033(7) 0.041(8) 0.041(9) -0.012(6) 0.000(6) 0.004(6) C19 0.050(9) 0.061(9) 0.035(9) -0.019(7) -0.014(7) 0.034(7) C13 0.041(8) 0.045(8) 0.039(9) -0.002(7) 0.004(7) -0.012(6) O5 0.025(4) 0.021(4) 0.020(4) -0.006(3) 0.002(3) 0.000(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Bi1 O1 2.106(7) . ? Bi1 O5 2.127(7) . ? Bi1 O2 2.205(7) . ? Bi1 O5 2.388(7) 2_577 ? Bi1 Bi2 3.4187(13) . ? Bi1 Bi1 3.6816(11) 2_577 ? Bi2 O5 2.080(8) . ? Bi2 O3 2.100(7) . ? Bi2 O4 2.125(7) . ? Bi2 O2 2.682(7) . ? C9 C8 1.512(16) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C21 C20 1.552(16) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? O4 C20 1.421(15) . ? O1 C2 1.438(12) . ? O2 C8 1.432(12) . ? O3 C14 1.449(12) . ? C7 C8 1.529(16) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C12 C11 1.541(16) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C5 C6 1.516(18) . ? C5 C4 1.541(15) . ? C5 C2 1.558(15) . ? C5 H5A 1.0000 . ? C23 C24 1.501(16) . ? C23 C22 1.541(17) . ? C23 C20 1.553(15) . ? C23 H23A 1.0000 . ? C20 C19 1.562(17) . ? C2 C1 1.507(18) . ? C2 C3 1.553(15) . ? C10 C11 1.525(14) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C15 C14 1.520(16) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C17 C18 1.536(18) . ? C17 C16 1.544(16) . ? C17 C14 1.566(16) . ? C17 H17A 1.0000 . ? C14 C13 1.527(18) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C8 C11 1.550(14) . ? C11 H11A 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? O5 Bi1 2.388(7) 2_577 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Bi1 O5 86.7(3) . . ? O1 Bi1 O2 83.6(3) . . ? O5 Bi1 O2 75.1(3) . . ? O1 Bi1 O5 92.8(3) . 2_577 ? O5 Bi1 O5 70.9(3) . 2_577 ? O2 Bi1 O5 145.9(3) . 2_577 ? O1 Bi1 Bi2 61.6(2) . . ? O5 Bi1 Bi2 35.2(2) . . ? O2 Bi1 Bi2 51.63(19) . . ? O5 Bi1 Bi2 97.09(18) 2_577 . ? O1 Bi1 Bi1 89.92(19) . 2_577 ? O5 Bi1 Bi1 37.81(18) . 2_577 ? O2 Bi1 Bi1 112.87(18) . 2_577 ? O5 Bi1 Bi1 33.09(18) 2_577 2_577 ? Bi2 Bi1 Bi1 66.92(3) . 2_577 ? O5 Bi2 O3 90.0(3) . . ? O5 Bi2 O4 81.4(3) . . ? O3 Bi2 O4 90.9(3) . . ? O5 Bi2 O2 65.9(2) . . ? O3 Bi2 O2 108.3(3) . . ? O4 Bi2 O2 141.4(3) . . ? O5 Bi2 Bi1 36.11(19) . . ? O3 Bi2 Bi1 119.3(2) . . ? O4 Bi2 Bi1 101.3(2) . . ? O2 Bi2 Bi1 40.14(15) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 O4 Bi2 124.8(7) . . ? C2 O1 Bi1 127.0(7) . . ? C8 O2 Bi1 125.0(6) . . ? C8 O2 Bi2 129.1(6) . . ? Bi1 O2 Bi2 88.2(2) . . ? C14 O3 Bi2 124.1(6) . . ? C8 C7 H7A 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C8 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C5 C4 108.6(10) . . ? C6 C5 C2 112.9(9) . . ? C4 C5 C2 111.8(9) . . ? C6 C5 H5A 107.7 . . ? C4 C5 H5A 107.7 . . ? C2 C5 H5A 107.7 . . ? C24 C23 C22 108.5(10) . . ? C24 C23 C20 116.7(11) . . ? C22 C23 C20 110.1(10) . . ? C24 C23 H23A 107.0 . . ? C22 C23 H23A 107.0 . . ? C20 C23 H23A 107.0 . . ? O4 C20 C21 108.9(11) . . ? O4 C20 C23 108.7(10) . . ? C21 C20 C23 111.8(9) . . ? O4 C20 C19 110.3(9) . . ? C21 C20 C19 108.7(12) . . ? C23 C20 C19 108.3(10) . . ? O1 C2 C1 110.6(9) . . ? O1 C2 C3 108.6(8) . . ? C1 C2 C3 108.4(10) . . ? O1 C2 C5 107.5(9) . . ? C1 C2 C5 112.5(10) . . ? C3 C2 C5 109.1(9) . . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C11 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C5 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C18 C17 C16 109.6(11) . . ? C18 C17 C14 113.0(10) . . ? C16 C17 C14 113.1(10) . . ? C18 C17 H17A 106.9 . . ? C16 C17 H17A 106.9 . . ? C14 C17 H17A 106.9 . . ? O3 C14 C15 110.0(10) . . ? O3 C14 C13 110.4(10) . . ? C15 C14 C13 110.0(10) . . ? O3 C14 C17 103.1(8) . . ? C15 C14 C17 113.4(11) . . ? C13 C14 C17 109.9(10) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O2 C8 C9 109.0(8) . . ? O2 C8 C7 110.9(9) . . ? C9 C8 C7 107.7(9) . . ? O2 C8 C11 109.1(8) . . ? C9 C8 C11 111.0(10) . . ? C7 C8 C11 109.1(9) . . ? C10 C11 C12 111.8(9) . . ? C10 C11 C8 115.6(9) . . ? C12 C11 C8 112.4(9) . . ? C10 C11 H11A 105.3 . . ? C12 C11 H11A 105.3 . . ? C8 C11 H11A 105.3 . . ? C23 C22 H22A 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C23 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C17 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C17 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? Bi2 O5 Bi1 108.7(3) . . ? Bi2 O5 Bi1 122.5(3) . 2_577 ? Bi1 O5 Bi1 109.1(3) . 2_577 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 4.157 _refine_diff_density_min -3.571 _refine_diff_density_rms 0.324 #END data_7 _database_code_depnum_ccdc_archive 'CCDC 746631' #TrackingRef 'BiCIFrev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Tetrakis((mju2-2,2-Dimethylpropionato-O,O')-bis(2,2-dimethylpropionato-O,O') bismuth(III)) di touene solvate ; _chemical_name_common ; Tetrakis((mju2-2,2-Dimethylpropionato-O,O')-bis(2,2- dimethylpropionato-O,O') bismuth(iii)) di touene solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C60 H108 Bi4 O24, 2 (C7 H8)' _chemical_formula_sum 'C74 H124 Bi4 O24' _chemical_formula_weight 2233.726 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' O O 0.0106 0.0060 '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 26.830(5) _cell_length_b 12.824(3) _cell_length_c 26.269(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.20(3) _cell_angle_gamma 90.00 _cell_volume 9038(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 61420 _cell_measurement_theta_min 5.02 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max .36 _exptl_crystal_size_mid .28 _exptl_crystal_size_min .20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.642 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4368 _exptl_absorpt_coefficient_mu 7.829 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min .08 _exptl_absorpt_correction_T_max .21 _exptl_absorpt_process_details 'Sadabs, Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 61420 _diffrn_reflns_av_R_equivalents 0.0772 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 5.02 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10304 _reflns_number_gt 8913 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'COLLECT (Nonius, 2002)' _computing_data_reduction 'COLLECT (Nonius, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Crystals were twinned and twin law TWIN -1 0 0 0 -1 0 0 0 1 was applied. BASF parameter refined to BASF 0.42266. Toluene molecules in the structure were disordered on an inversion center and part -1 was used. Restraints simu and sadi were applied on the atoms of toluene molecules. Some disorder is apparent in the tert-butyl groups of 2,2-dimethylpropionato ligands. Restraint isor was applied on some of the carbon atoms. ; _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^)+(0.0482P)^2^+138.4002P] 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 10304 _refine_ls_number_parameters 448 _refine_ls_number_restraints 97 _refine_ls_R_factor_all 0.0632 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.1216 _refine_ls_wR_factor_gt 0.1151 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.001 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 -0.063333(15) 0.17536(2) 0.320059(15) 0.03256(10) Uani 1 1 d . . . Bi2 Bi 0.069484(16) 0.33597(2) 0.313543(14) 0.03284(10) Uani 1 1 d . . . O7 O -0.0454(3) 0.3736(6) 0.2888(3) 0.0398(18) Uani 1 1 d . . . O3 O 0.0388(3) 0.1378(6) 0.2948(3) 0.0389(18) Uani 1 1 d . . . O2 O 0.0845(4) 0.5237(6) 0.3280(4) 0.069(3) Uani 1 1 d . . . O4 O 0.0985(3) 0.1865(5) 0.3481(3) 0.0337(16) Uani 1 1 d . . . O8 O -0.0966(3) 0.3240(5) 0.3490(3) 0.0331(16) Uani 1 1 d . . . O1 O 0.1146(3) 0.4031(5) 0.3760(3) 0.0406(19) Uani 1 1 d . . . C6 C 0.0727(4) 0.1167(7) 0.3254(4) 0.036(2) Uani 1 1 d . . . C16 C -0.0749(4) 0.3957(6) 0.3236(4) 0.0290(19) Uani 1 1 d . . . O12 O -0.0286(4) 0.1676(6) 0.3994(4) 0.061(3) Uani 1 1 d . . . O11 O 0.0113(4) 0.3127(7) 0.3813(3) 0.053(2) Uani 1 1 d . . . C26 C -0.0020(5) 0.2468(9) 0.4120(4) 0.037(2) Uani 1 1 d . . . C1 C 0.1102(4) 0.4999(7) 0.3660(5) 0.035(2) Uani 1 1 d . . . O10 O -0.0784(4) -0.0114(6) 0.3375(4) 0.064(3) Uani 1 1 d . . . O9 O -0.1233(3) 0.1117(5) 0.3676(3) 0.046(2) Uani 1 1 d . . . C7 C 0.0858(4) 0.0025(8) 0.3374(4) 0.039(3) Uani 1 1 d . . . C17 C -0.0853(4) 0.5090(8) 0.3373(4) 0.040(3) Uani 1 1 d . . . C2 C 0.1363(5) 0.5786(10) 0.3981(5) 0.053(3) Uani 1 1 d . . . C21 C -0.1120(4) 0.0146(8) 0.3643(5) 0.036(2) Uani 1 1 d . . . O5 O 0.1463(4) 0.3414(7) 0.2798(4) 0.063(3) Uani 1 1 d . . . C27 C 0.0106(6) 0.2553(10) 0.4679(4) 0.053(4) Uani 1 1 d . . . C11 C 0.1609(4) 0.2614(9) 0.2541(4) 0.038(2) Uani 1 1 d . . . C22 C -0.1412(5) -0.0609(8) 0.3979(5) 0.048(3) Uani 1 1 d . . . C19 C -0.1282(11) 0.5415(16) 0.3074(11) 0.160(12) Uani 1 1 d U . . H19A H -0.1248 0.6153 0.2984 0.240 Uiso 1 1 calc R . . H19B H -0.1586 0.5315 0.3274 0.240 Uiso 1 1 calc R . . H19C H -0.1301 0.4995 0.2763 0.240 Uiso 1 1 calc R . . C12 C 0.2164(4) 0.2525(12) 0.2468(7) 0.060(3) Uani 1 1 d D . . C25 C -0.1963(6) -0.0374(13) 0.3934(6) 0.074(5) Uani 1 1 d . . . H25A H -0.2073 -0.0487 0.3582 0.110 Uiso 1 1 calc R . . H25B H -0.2024 0.0353 0.4030 0.110 Uiso 1 1 calc R . . H25C H -0.2150 -0.0836 0.4161 0.110 Uiso 1 1 calc R . . C5 C 0.1354(11) 0.5472(16) 0.4519(8) 0.122(9) Uani 1 1 d U . . H5A H 0.1550 0.5967 0.4721 0.183 Uiso 1 1 calc R . . H5B H 0.1497 0.4772 0.4553 0.183 Uiso 1 1 calc R . . H5C H 0.1009 0.5466 0.4640 0.183 Uiso 1 1 calc R . . C4 C 0.1890(9) 0.568(2) 0.3865(13) 0.171(13) Uani 1 1 d U . . H4A H 0.2085 0.5745 0.4179 0.257 Uiso 1 1 calc R . . H4B H 0.1989 0.6219 0.3623 0.257 Uiso 1 1 calc R . . H4C H 0.1950 0.4988 0.3714 0.257 Uiso 1 1 calc R . . C24 C -0.1239(7) -0.0368(12) 0.4532(6) 0.074(5) Uani 1 1 d . . . H24A H -0.0886 -0.0549 0.4569 0.111 Uiso 1 1 calc R . . H24B H -0.1437 -0.0779 0.4772 0.111 Uiso 1 1 calc R . . H24C H -0.1285 0.0376 0.4602 0.111 Uiso 1 1 calc R . . C30 C 0.0689(6) 0.2490(13) 0.4730(5) 0.067(4) Uani 1 1 d . . . H30A H 0.0805 0.1807 0.4612 0.101 Uiso 1 1 calc R . . H30B H 0.0786 0.2586 0.5087 0.101 Uiso 1 1 calc R . . H30C H 0.0842 0.3039 0.4522 0.101 Uiso 1 1 calc R . . C29 C -0.0010(10) 0.3692(14) 0.4833(6) 0.098(7) Uani 1 1 d U . . H29A H -0.0365 0.3834 0.4776 0.147 Uiso 1 1 calc R . . H29B H 0.0190 0.4169 0.4625 0.147 Uiso 1 1 calc R . . H29C H 0.0071 0.3794 0.5193 0.147 Uiso 1 1 calc R . . C28 C -0.0107(8) 0.1726(15) 0.5002(7) 0.088(6) Uani 1 1 d . . . H28A H -0.0001 0.1043 0.4875 0.133 Uiso 1 1 calc R . . H28B H -0.0472 0.1769 0.4992 0.133 Uiso 1 1 calc R . . H28C H 0.0010 0.1816 0.5353 0.133 Uiso 1 1 calc R . . C20 C -0.0466(9) 0.5754(13) 0.3184(15) 0.176(12) Uani 1 1 d U . . H20A H -0.0564 0.6485 0.3227 0.264 Uiso 1 1 calc R . . H20B H -0.0412 0.5609 0.2822 0.264 Uiso 1 1 calc R . . H20C H -0.0157 0.5621 0.3374 0.264 Uiso 1 1 calc R . . C15 C 0.2213(9) 0.277(2) 0.1849(10) 0.155(11) Uani 1 1 d DU . . H15A H 0.2019 0.2252 0.1657 0.233 Uiso 1 1 calc R . . H15B H 0.2564 0.2722 0.1748 0.233 Uiso 1 1 calc R . . H15C H 0.2087 0.3467 0.1776 0.233 Uiso 1 1 calc R . . C23 C -0.1287(10) -0.1700(10) 0.3837(10) 0.109(8) Uani 1 1 d U . . H23A H -0.1325 -0.1788 0.3468 0.163 Uiso 1 1 calc R . . H23B H -0.1511 -0.2181 0.4013 0.163 Uiso 1 1 calc R . . H23C H -0.0941 -0.1851 0.3936 0.163 Uiso 1 1 calc R . . C9 C 0.0549(12) -0.0662(12) 0.3009(9) 0.143(10) Uani 1 1 d U . . H9A H 0.0604 -0.1398 0.3091 0.214 Uiso 1 1 calc R . . H9B H 0.0653 -0.0528 0.2657 0.214 Uiso 1 1 calc R . . H9C H 0.0195 -0.0495 0.3045 0.214 Uiso 1 1 calc R . . C10 C 0.1391(7) -0.0155(14) 0.3343(14) 0.151(11) Uani 1 1 d U . . H10A H 0.1531 -0.0196 0.3687 0.227 Uiso 1 1 calc R . . H10B H 0.1548 0.0421 0.3158 0.227 Uiso 1 1 calc R . . H10C H 0.1453 -0.0811 0.3163 0.227 Uiso 1 1 calc R . . C8 C 0.0592(14) -0.0270(18) 0.3832(12) 0.192(14) Uani 1 1 d U . . H8A H 0.0827 -0.0314 0.4117 0.288 Uiso 1 1 calc R . . H8B H 0.0433 -0.0950 0.3780 0.288 Uiso 1 1 calc R . . H8C H 0.0337 0.0254 0.3907 0.288 Uiso 1 1 calc R . . C18 C -0.0897(12) 0.5189(15) 0.3924(7) 0.126(8) Uani 1 1 d U . . H18A H -0.0847 0.5918 0.4023 0.189 Uiso 1 1 calc R . . H18B H -0.0645 0.4752 0.4090 0.189 Uiso 1 1 calc R . . H18C H -0.1230 0.4962 0.4030 0.189 Uiso 1 1 calc R . . C14 C 0.2331(9) 0.1439(18) 0.2388(16) 0.168(15) Uani 1 1 d D . . H14A H 0.2283 0.1040 0.2702 0.253 Uiso 1 1 calc R . . H14B H 0.2685 0.1436 0.2297 0.253 Uiso 1 1 calc R . . H14C H 0.2136 0.1122 0.2113 0.253 Uiso 1 1 calc R . . C3 C 0.1152(13) 0.6805(13) 0.3917(11) 0.154(12) Uani 1 1 d U . . H3A H 0.1312 0.7292 0.4154 0.231 Uiso 1 1 calc R . . H3B H 0.0793 0.6779 0.3987 0.231 Uiso 1 1 calc R . . H3C H 0.1205 0.7042 0.3567 0.231 Uiso 1 1 calc R . . C32 C 0.2182(12) 0.803(2) 0.4983(12) 0.103(8) Uiso 0.50 1 d PGDU A -1 H32A H 0.1973 0.8581 0.4864 0.123 Uiso 0.50 1 calc PR A -1 C33 C 0.2052(10) 0.748(2) 0.5417(12) 0.105(8) Uiso 0.50 1 d PGU A -1 H33A H 0.1754 0.7641 0.5594 0.126 Uiso 0.50 1 calc PR A -1 C34 C 0.2358(13) 0.668(2) 0.5591(10) 0.110(9) Uiso 0.50 1 d PGU A -1 H34A H 0.2270 0.6296 0.5887 0.132 Uiso 0.50 1 calc PR A -1 C35 C 0.2794(12) 0.644(2) 0.5332(12) 0.100(8) Uiso 0.50 1 d PGU A -1 H35A H 0.3004 0.5890 0.5451 0.120 Uiso 0.50 1 calc PR A -1 C36 C 0.2924(11) 0.699(3) 0.4899(12) 0.108(8) Uiso 0.50 1 d PGDU A -1 H36A H 0.3222 0.6829 0.4722 0.129 Uiso 0.50 1 calc PR A -1 C31 C 0.2618(13) 0.779(3) 0.4724(11) 0.109(8) Uiso 0.50 1 d PGU A -1 C37 C 0.276(4) 0.837(9) 0.430(5) 0.32(7) Uiso 0.50 1 d PD A -1 H37A H 0.3070 0.8092 0.4160 0.487 Uiso 0.50 1 calc PR A -1 H37B H 0.2803 0.9101 0.4392 0.487 Uiso 0.50 1 calc PR A -1 H37C H 0.2495 0.8318 0.4036 0.487 Uiso 0.50 1 calc PR A -1 C43 C 0.2148(10) 0.275(2) 0.4823(9) 0.084(9) Uiso 0.50 1 d PGDU B -1 H43A H 0.1872 0.2762 0.4596 0.101 Uiso 0.50 1 calc PR B -1 C41 C 0.2163(10) 0.3418(19) 0.5238(10) 0.088(9) Uiso 0.50 1 d PGU B -1 H41A H 0.1898 0.3896 0.5293 0.105 Uiso 0.50 1 calc PR B -1 C42 C 0.2567(13) 0.339(2) 0.5571(10) 0.104(12) Uiso 0.50 1 d PGU B -1 H42A H 0.2577 0.3854 0.5854 0.125 Uiso 0.50 1 calc PR B -1 C40 C 0.2955(10) 0.270(2) 0.5490(10) 0.115(11) Uiso 0.50 1 d PGU B -1 H40A H 0.3230 0.2678 0.5717 0.138 Uiso 0.50 1 calc PR B -1 C39 C 0.2939(10) 0.202(2) 0.5075(11) 0.104(11) Uiso 0.50 1 d PGDU B -1 H39A H 0.3204 0.1545 0.5020 0.124 Uiso 0.50 1 calc PR B -1 C38 C 0.2536(12) 0.205(2) 0.4742(10) 0.103(10) Uiso 0.50 1 d PGU B -1 C44 C 0.251(2) 0.135(7) 0.434(3) 0.19(4) Uiso 0.50 1 d PD B -1 H44A H 0.2811 0.0908 0.4342 0.286 Uiso 0.50 1 calc PR B -1 H44B H 0.2492 0.1729 0.4019 0.286 Uiso 0.50 1 calc PR B -1 H44C H 0.2216 0.0905 0.4378 0.286 Uiso 0.50 1 calc PR B -1 C13 C 0.2456(11) 0.344(3) 0.2588(17) 0.194(16) Uani 1 1 d DU . . H13A H 0.2483 0.3511 0.2958 0.290 Uiso 1 1 calc R . . H13B H 0.2294 0.4056 0.2444 0.290 Uiso 1 1 calc R . . H13C H 0.2790 0.3363 0.2442 0.290 Uiso 1 1 calc R . . O6 O 0.1315(3) 0.1962(8) 0.2397(3) 0.056(2) 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 0.0418(2) 0.02100(14) 0.0350(2) 0.00361(13) 0.01017(19) 0.00348(14) Bi2 0.0470(2) 0.02107(14) 0.03038(18) -0.00178(12) -0.00924(19) 0.00034(14) O7 0.053(5) 0.032(4) 0.034(4) 0.001(3) 0.004(4) -0.008(3) O3 0.046(5) 0.031(3) 0.040(4) 0.004(3) -0.013(4) -0.002(3) O2 0.108(8) 0.027(4) 0.072(6) 0.003(4) -0.049(6) 0.001(4) O4 0.045(4) 0.020(3) 0.036(4) 0.002(3) -0.010(3) 0.003(3) O8 0.037(4) 0.025(3) 0.038(4) -0.003(3) 0.003(3) 0.003(3) O1 0.053(5) 0.021(3) 0.048(5) -0.005(3) -0.020(4) -0.003(3) C6 0.049(6) 0.021(4) 0.038(5) -0.001(4) -0.002(6) -0.008(4) C16 0.039(5) 0.023(4) 0.025(4) 0.000(3) -0.004(5) 0.009(4) O12 0.094(8) 0.039(5) 0.049(5) -0.009(4) -0.033(5) 0.002(4) O11 0.071(7) 0.056(5) 0.031(4) 0.018(4) 0.022(4) 0.014(4) C26 0.039(5) 0.041(5) 0.031(5) 0.000(5) -0.004(6) 0.010(4) C1 0.038(6) 0.028(5) 0.040(6) 0.002(4) 0.000(5) -0.004(4) O10 0.081(7) 0.027(4) 0.083(6) 0.003(4) 0.040(6) 0.001(4) O9 0.056(5) 0.026(4) 0.057(5) 0.006(3) 0.023(4) 0.001(3) C7 0.051(7) 0.029(5) 0.038(6) 0.010(4) 0.000(5) -0.003(4) C17 0.049(7) 0.026(5) 0.045(6) -0.006(4) -0.001(5) 0.011(4) C2 0.056(8) 0.042(6) 0.062(9) -0.016(6) -0.001(7) -0.012(6) C21 0.042(6) 0.026(5) 0.040(6) 0.009(4) -0.005(5) -0.003(4) O5 0.068(6) 0.045(5) 0.077(7) 0.017(4) 0.035(5) 0.012(4) C27 0.097(12) 0.049(6) 0.015(5) 0.000(5) 0.000(6) 0.004(7) C11 0.034(5) 0.045(6) 0.034(5) 0.013(4) 0.001(5) -0.001(5) C22 0.057(8) 0.030(5) 0.057(8) 0.012(5) 0.013(6) -0.006(5) C19 0.20(2) 0.084(12) 0.19(2) -0.081(14) -0.139(19) 0.088(14) C12 0.030(6) 0.061(7) 0.088(10) -0.022(7) 0.007(8) -0.005(6) C25 0.077(11) 0.075(10) 0.069(10) 0.003(8) 0.025(9) -0.033(9) C5 0.19(2) 0.084(12) 0.089(14) -0.023(11) -0.062(15) -0.039(14) C4 0.089(15) 0.22(3) 0.20(2) -0.13(2) 0.038(16) -0.069(17) C24 0.114(14) 0.060(8) 0.048(9) 0.022(7) 0.005(9) -0.008(9) C30 0.063(9) 0.088(10) 0.051(7) 0.002(7) -0.011(7) -0.021(8) C29 0.18(2) 0.071(10) 0.046(9) -0.023(8) -0.008(11) -0.011(12) C28 0.101(14) 0.109(15) 0.055(10) 0.023(9) -0.008(9) -0.026(11) C20 0.131(17) 0.046(8) 0.35(3) -0.050(16) 0.12(2) -0.020(10) C15 0.104(15) 0.22(2) 0.14(2) -0.003(19) 0.099(15) -0.005(16) C23 0.150(18) 0.028(7) 0.148(18) 0.008(9) 0.055(15) -0.019(8) C9 0.25(3) 0.036(7) 0.145(17) 0.003(9) -0.082(18) 0.009(12) C10 0.073(11) 0.049(9) 0.33(3) 0.053(15) -0.007(17) 0.017(8) C8 0.26(3) 0.093(14) 0.22(2) 0.102(16) 0.15(2) 0.084(17) C18 0.242(19) 0.073(10) 0.063(10) -0.040(8) 0.005(12) 0.032(12) C14 0.077(15) 0.089(15) 0.34(5) -0.06(2) 0.04(2) 0.022(13) C3 0.25(3) 0.032(8) 0.18(2) -0.028(11) -0.09(2) 0.022(12) C13 0.101(19) 0.21(3) 0.27(3) -0.05(2) 0.08(2) -0.039(19) O6 0.050(5) 0.066(6) 0.052(6) 0.016(4) -0.022(4) -0.019(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Bi1 O9 2.197(8) . ? Bi1 O8 2.240(7) . ? Bi1 O12 2.284(9) . ? Bi1 O6 2.422(8) 2 ? Bi1 O10 2.472(8) . ? Bi1 C21 2.706(10) . ? Bi1 O7 2.714(7) . ? Bi1 C16 2.844(8) . ? Bi2 O1 2.211(7) . ? Bi2 O5 2.248(9) . ? Bi2 O4 2.259(6) . ? Bi2 O11 2.389(8) . ? Bi2 O2 2.470(7) . ? Bi2 O3 2.716(7) . ? Bi2 C1 2.739(11) . ? Bi2 C6 2.830(8) . ? O7 C16 1.243(12) . ? O3 C6 1.241(13) . ? O2 C1 1.248(14) . ? O4 C6 1.278(12) . ? O8 C16 1.278(12) . ? O1 C1 1.275(12) . ? C6 C7 1.539(13) . ? C16 C17 1.523(12) . ? O12 C26 1.284(15) . ? O11 C26 1.223(13) . ? C26 C27 1.509(14) . ? C1 C2 1.488(16) . ? O10 C21 1.193(14) . ? O9 C21 1.284(12) . ? C7 C8 1.45(3) . ? C7 C10 1.45(2) . ? C7 C9 1.54(2) . ? C17 C20 1.43(2) . ? C17 C19 1.45(2) . ? C17 C18 1.46(2) . ? C2 C3 1.43(2) . ? C2 C4 1.45(3) . ? C2 C5 1.47(3) . ? C21 C22 1.527(15) . ? O5 C11 1.291(15) . ? C27 C28 1.47(2) . ? C27 C29 1.55(2) . ? C27 C30 1.57(2) . ? C11 O6 1.209(13) . ? C11 C12 1.505(15) . ? C22 C23 1.487(19) . ? C22 C25 1.51(2) . ? C22 C24 1.55(2) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C12 C13 1.44(3) . ? C12 C14 1.48(2) . ? C12 C15 1.66(3) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C32 C33 1.3900 . ? C32 C31 1.3900 . ? C32 H32A 0.9500 . ? C33 C34 1.3900 . ? C33 H33A 0.9500 . ? C34 C35 1.3900 . ? C34 H34A 0.9500 . ? C35 C36 1.3900 . ? C35 H35A 0.9500 . ? C36 C31 1.3900 . ? C36 H36A 0.9500 . ? C31 C37 1.40(13) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C43 C41 1.3900 . ? C43 C38 1.3900 . ? C43 H43A 0.9500 . ? C41 C42 1.3900 . ? C41 H41A 0.9500 . ? C42 C40 1.3900 . ? C42 H42A 0.9500 . ? C40 C39 1.3900 . ? C40 H40A 0.9500 . ? C39 C38 1.3900 . ? C39 H39A 0.9500 . ? C38 C44 1.39(8) . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? O6 Bi1 2.422(8) 2 ? 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 O9 Bi1 O8 80.2(3) . . ? O9 Bi1 O12 76.2(4) . . ? O8 Bi1 O12 83.6(3) . . ? O9 Bi1 O6 81.8(4) . 2 ? O8 Bi1 O6 79.9(3) . 2 ? O12 Bi1 O6 154.5(4) . 2 ? O9 Bi1 O10 54.1(3) . . ? O8 Bi1 O10 134.1(3) . . ? O12 Bi1 O10 81.6(3) . . ? O6 Bi1 O10 95.9(4) 2 . ? O9 Bi1 C21 28.0(3) . . ? O8 Bi1 C21 108.0(3) . . ? O12 Bi1 C21 76.7(4) . . ? O6 Bi1 C21 89.9(4) 2 . ? O10 Bi1 C21 26.1(3) . . ? O9 Bi1 O7 130.6(3) . . ? O8 Bi1 O7 51.4(3) . . ? O12 Bi1 O7 104.2(3) . . ? O6 Bi1 O7 80.5(3) 2 . ? O10 Bi1 O7 173.0(3) . . ? C21 Bi1 O7 158.4(3) . . ? O9 Bi1 C16 105.7(3) . . ? O8 Bi1 C16 25.8(3) . . ? O12 Bi1 C16 93.3(3) . . ? O6 Bi1 C16 80.2(3) 2 . ? O10 Bi1 C16 159.8(3) . . ? C21 Bi1 C16 133.6(3) . . ? O7 Bi1 C16 25.7(2) . . ? O1 Bi2 O5 77.3(4) . . ? O1 Bi2 O4 81.1(3) . . ? O5 Bi2 O4 82.5(3) . . ? O1 Bi2 O11 81.6(3) . . ? O5 Bi2 O11 154.1(4) . . ? O4 Bi2 O11 79.7(3) . . ? O1 Bi2 O2 54.4(3) . . ? O5 Bi2 O2 83.2(4) . . ? O4 Bi2 O2 135.2(3) . . ? O11 Bi2 O2 96.5(4) . . ? O1 Bi2 O3 131.6(2) . . ? O5 Bi2 O3 103.6(3) . . ? O4 Bi2 O3 51.9(2) . . ? O11 Bi2 O3 79.6(3) . . ? O2 Bi2 O3 171.5(3) . . ? O1 Bi2 C1 27.3(3) . . ? O5 Bi2 C1 79.0(4) . . ? O4 Bi2 C1 108.2(3) . . ? O11 Bi2 C1 89.0(3) . . ? O2 Bi2 C1 27.1(3) . . ? O3 Bi2 C1 158.4(3) . . ? O1 Bi2 C6 106.8(3) . . ? O5 Bi2 C6 92.7(3) . . ? O4 Bi2 C6 26.1(3) . . ? O11 Bi2 C6 79.3(3) . . ? O2 Bi2 C6 161.2(3) . . ? O3 Bi2 C6 25.7(3) . . ? C1 Bi2 C6 134.1(3) . . ? C16 O7 Bi1 83.0(5) . . ? C6 O3 Bi2 82.3(5) . . ? C1 O2 Bi2 88.5(6) . . ? C6 O4 Bi2 102.7(6) . . ? C16 O8 Bi1 104.6(6) . . ? C1 O1 Bi2 100.1(7) . . ? O3 C6 O4 123.0(9) . . ? O3 C6 C7 120.4(9) . . ? O4 C6 C7 116.6(10) . . ? O3 C6 Bi2 72.0(5) . . ? O4 C6 Bi2 51.1(4) . . ? C7 C6 Bi2 167.2(8) . . ? O7 C16 O8 120.8(8) . . ? O7 C16 C17 120.6(9) . . ? O8 C16 C17 118.6(9) . . ? O7 C16 Bi1 71.3(5) . . ? O8 C16 Bi1 49.6(4) . . ? C17 C16 Bi1 167.3(7) . . ? C26 O12 Bi1 115.2(7) . . ? C26 O11 Bi2 140.4(8) . . ? O11 C26 O12 122.6(11) . . ? O11 C26 C27 121.9(12) . . ? O12 C26 C27 115.5(11) . . ? O2 C1 O1 117.0(10) . . ? O2 C1 C2 122.9(10) . . ? O1 C1 C2 120.0(11) . . ? O2 C1 Bi2 64.4(6) . . ? O1 C1 Bi2 52.7(5) . . ? C2 C1 Bi2 172.6(9) . . ? C21 O10 Bi1 87.9(6) . . ? C21 O9 Bi1 98.6(7) . . ? C8 C7 C10 120(2) . . ? C8 C7 C9 96(2) . . ? C10 C7 C9 113.7(19) . . ? C8 C7 C6 107.9(12) . . ? C10 C7 C6 111.3(11) . . ? C9 C7 C6 107.1(10) . . ? C20 C17 C19 102(2) . . ? C20 C17 C18 111(2) . . ? C19 C17 C18 116.4(19) . . ? C20 C17 C16 110.5(11) . . ? C19 C17 C16 106.9(10) . . ? C18 C17 C16 109.5(11) . . ? C3 C2 C4 117(2) . . ? C3 C2 C5 110.8(19) . . ? C4 C2 C5 101(2) . . ? C3 C2 C1 111.6(14) . . ? C4 C2 C1 105.7(13) . . ? C5 C2 C1 110.5(12) . . ? O10 C21 O9 119.2(10) . . ? O10 C21 C22 123.7(10) . . ? O9 C21 C22 117.0(11) . . ? O10 C21 Bi1 65.9(6) . . ? O9 C21 Bi1 53.4(5) . . ? C22 C21 Bi1 168.6(9) . . ? C11 O5 Bi2 117.5(8) . . ? C28 C27 C26 114.9(13) . . ? C28 C27 C29 116.8(15) . . ? C26 C27 C29 106.1(11) . . ? C28 C27 C30 107.6(13) . . ? C26 C27 C30 107.3(11) . . ? C29 C27 C30 103.2(14) . . ? O6 C11 O5 120.9(11) . . ? O6 C11 C12 123.5(12) . . ? O5 C11 C12 115.4(11) . . ? C23 C22 C25 112.9(15) . . ? C23 C22 C21 109.5(12) . . ? C25 C22 C21 109.4(10) . . ? C23 C22 C24 110.7(15) . . ? C25 C22 C24 108.8(13) . . ? C21 C22 C24 105.2(11) . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C13 C12 C14 129.1(18) . . ? C13 C12 C11 116.6(16) . . ? C14 C12 C11 112.9(14) . . ? C13 C12 C15 91(2) . . ? C14 C12 C15 91(2) . . ? C11 C12 C15 101.2(13) . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C33 C32 C31 120.0 . . ? C33 C32 H32A 120.0 . . ? C31 C32 H32A 120.0 . . ? C34 C33 C32 120.0 . . ? C34 C33 H33A 120.0 . . ? C32 C33 H33A 120.0 . . ? C33 C34 C35 120.0 . . ? C33 C34 H34A 120.0 . . ? C35 C34 H34A 120.0 . . ? C34 C35 C36 120.0 . . ? C34 C35 H35A 120.0 . . ? C36 C35 H35A 120.0 . . ? C31 C36 C35 120.0 . . ? C31 C36 H36A 120.0 . . ? C35 C36 H36A 120.0 . . ? C37 C31 C36 119.8(9) . . ? C37 C31 C32 120.2(9) . . ? C36 C31 C32 120.0 . . ? C31 C37 H37A 109.5 . . ? C31 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C31 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C41 C43 C38 120.0 . . ? C41 C43 H43A 120.0 . . ? C38 C43 H43A 120.0 . . ? C43 C41 C42 120.0 . . ? C43 C41 H41A 120.0 . . ? C42 C41 H41A 120.0 . . ? C40 C42 C41 120.0 . . ? C40 C42 H42A 120.0 . . ? C41 C42 H42A 120.0 . . ? C39 C40 C42 120.0 . . ? C39 C40 H40A 120.0 . . ? C42 C40 H40A 120.0 . . ? C40 C39 C38 120.0 . . ? C40 C39 H39A 120.0 . . ? C38 C39 H39A 120.0 . . ? C44 C38 C39 119.9(8) . . ? C44 C38 C43 120.1(8) . . ? C39 C38 C43 120.0 . . ? C38 C44 H44A 109.5 . . ? C38 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C38 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 O6 Bi1 140.3(8) . 2 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 4.068 _refine_diff_density_min -2.999 _refine_diff_density_rms 0.182 #END