#------------------------------------------------------------------------------ #$Date: 2020-04-21 04:57:05 +0300 (Tue, 21 Apr 2020) $ #$Revision: 250973 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/03/7240354.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7240354 loop_ _publ_author_name 'Mehring, Michael' 'Preda, Ana Maria' 'Scholz, Sebastian' 'Krasowska, Malgorzata' 'Bhattacharyya, Kalishankar' 'Toma, Ana Maria' 'Silvestru, Cristian' 'Korb, Marcus' 'Rueffer, Tobias' 'Lang, Heinrich' 'Auer, Alexander A.' _publ_section_title ; Evaluation of bismuth-based dispersion energy donors -- synthesis, structure and theoretical study of 2-biphenylbismuth(III) derivatives ; _journal_name_full 'Physical Chemistry Chemical Physics' _journal_paper_doi 10.1039/C9CP06924K _journal_year 2020 _chemical_formula_moiety 'C12 H9 Bi Br2' _chemical_formula_sum 'C12 H9 Bi Br2' _chemical_formula_weight 521.99 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-03-16 deposited with the CCDC. 2020-04-20 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 94.936(6) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.5467(5) _cell_length_b 9.2977(5) _cell_length_c 18.6372(12) _cell_measurement_reflns_used 2461 _cell_measurement_temperature 293(7) _cell_measurement_theta_max 27.6550 _cell_measurement_theta_min 3.3160 _cell_volume 1302.87(14) _computing_cell_refinement 'CrysAlisPro 1.171.38.41l (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.41l (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41l (Rigaku OD, 2015)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-2013 (Sheldrick, 2013)' _diffrn_ambient_temperature 293(7) _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0597 _diffrn_reflns_av_unetI/netI 0.0530 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 8056 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.240 _diffrn_reflns_theta_max 25.240 _diffrn_reflns_theta_min 3.337 _diffrn_source 'fine-focus sealed X-ray tube' _exptl_absorpt_coefficient_mu 19.632 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.29748 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41l (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 2.661 _exptl_crystal_description block _exptl_crystal_F_000 936 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _refine_diff_density_max 1.490 _refine_diff_density_min -1.090 _refine_diff_density_rms 0.205 _refine_ls_extinction_coef 0.0027(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick 2018)' _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 192 _refine_ls_number_reflns 2349 _refine_ls_number_restraints 194 _refine_ls_restrained_S_all 1.036 _refine_ls_R_factor_all 0.0536 _refine_ls_R_factor_gt 0.0390 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0453P)^2^+0.9693P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0936 _refine_ls_wR_factor_ref 0.1030 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1878 _reflns_number_total 2349 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9cp06924k2.cif _cod_data_source_block AP379-2 _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7240354 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_res_file ; TITL SIR92 run in space group P 21/c shelx.res created by SHELXL-2018/3 at 10:30:31 on 16-Mar-2020 CELL 0.71073 7.5467 9.2977 18.6372 90.000 94.936 90.000 ZERR 4.00 0.0005 0.0005 0.0012 0.000 0.006 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H BR BI UNIT 48 36 8 4 MERG 2 OMIT -2.00 50.49 OMIT -1 1 2 rigu 0.001 0.001 EADP C12 C112 FMAP 2 PLAN 20 ACTA BOND $H CONF L.S. 14 TEMP 25.00 WGHT 0.045300 0.969300 EXTI 0.002663 FVAR 2.31032 0.59139 PART 1 AFIX 66 C1 1 0.149644 0.113303 0.194547 21.00000 0.03747 0.02362 = 0.04475 -0.00033 0.01656 -0.00516 C2 1 0.300808 0.035380 0.218041 21.00000 0.04108 0.03021 = 0.05024 -0.00006 0.01666 -0.00024 AFIX 43 H2 2 0.340685 0.034411 0.266663 21.00000 -1.20000 AFIX 65 C3 1 0.392370 -0.041095 0.168863 21.00000 0.03998 0.05706 = 0.05558 -0.01011 0.01238 0.00952 AFIX 43 H3 2 0.493509 -0.093231 0.184582 21.00000 -1.20000 AFIX 65 C4 1 0.332770 -0.039648 0.096191 21.00000 0.04716 0.04921 = 0.05522 -0.01193 0.01091 0.00180 AFIX 43 H4 2 0.394032 -0.090815 0.063287 21.00000 -1.20000 AFIX 65 C5 1 0.181606 0.038276 0.072695 21.00000 0.05321 0.05965 = 0.05152 -0.02169 0.00357 0.00913 AFIX 43 H5 2 0.141729 0.039244 0.024073 21.00000 -1.20000 AFIX 65 C6 1 0.090042 0.114751 0.121872 21.00000 0.04969 0.01921 = 0.04581 -0.00410 0.01249 -0.00691 AFIX 0 BR1 3 0.173140 0.489875 0.189280 11.00000 0.05241 0.03216 = 0.04698 -0.00231 0.01296 0.00422 AFIX 66 C7 1 -0.074825 0.192366 0.096845 21.00000 0.05540 0.02431 = 0.03265 -0.01566 0.00696 -0.00125 C8 1 -0.075582 0.288191 0.039573 21.00000 0.04770 0.03410 = 0.03442 -0.01004 0.00280 -0.00480 AFIX 43 H8 2 0.026951 0.301749 0.016067 21.00000 -1.20000 AFIX 65 C9 1 -0.229588 0.363753 0.017434 21.00000 0.04539 0.04361 = 0.06461 0.01245 0.00686 -0.00664 AFIX 43 H9 2 -0.230094 0.427867 -0.020884 21.00000 -1.20000 AFIX 65 C10 1 -0.382837 0.343490 0.052566 21.00000 0.04130 0.06878 = 0.05187 0.02135 -0.00096 -0.00293 AFIX 43 H10 2 -0.485877 0.394046 0.037754 21.00000 -1.20000 AFIX 65 C11 1 -0.382082 0.247665 0.109838 21.00000 0.04796 0.05995 = 0.04543 0.01363 0.00101 0.00027 AFIX 43 H11 2 -0.484617 0.234109 0.133344 21.00000 -1.20000 AFIX 65 C12 1 -0.228078 0.172103 0.131978 21.00000 0.04944 0.04970 = 0.02413 -0.00369 -0.00105 0.00160 AFIX 43 H12 2 -0.227573 0.107989 0.170296 21.00000 -1.20000 AFIX 0 PART 0 BI1 4 -0.006481 0.240551 0.268901 11.00000 0.04252 0.02357 = 0.04287 -0.00199 0.00995 0.00269 PART 2 AFIX 66 C107 1 -0.047630 0.165042 0.093569 -21.00000 0.05322 0.03029 = 0.03017 -0.00356 0.00446 0.00436 C108 1 -0.010338 0.264605 0.041306 -21.00000 0.05602 0.04022 = 0.03259 0.00388 0.00109 0.00311 AFIX 43 H108 2 0.103669 0.270408 0.026140 -21.00000 -1.20000 AFIX 65 C109 1 -0.143443 0.355495 0.011709 -21.00000 0.05542 0.04503 = 0.05859 0.01590 -0.00001 0.00224 AFIX 43 H109 2 -0.118492 0.422109 -0.023259 -21.00000 -1.20000 AFIX 65 C110 1 -0.313841 0.346823 0.034375 -21.00000 0.05207 0.06011 = 0.05160 0.01273 -0.00511 -0.00022 AFIX 43 H110 2 -0.402897 0.407634 0.014573 -21.00000 -1.20000 AFIX 65 C111 1 -0.351135 0.247260 0.086639 -21.00000 0.04822 0.05569 = 0.04779 0.00796 -0.00449 -0.00046 AFIX 43 H111 2 -0.465142 0.241458 0.101804 -21.00000 -1.20000 AFIX 65 C112 1 -0.218031 0.156370 0.116237 -21.00000 0.04944 0.04970 = 0.02413 -0.00369 -0.00105 0.00160 AFIX 43 H112 2 -0.242983 0.089756 0.151205 -21.00000 -1.20000 AFIX 0 BR2 3 0.229764 0.235970 0.379708 11.00000 0.06703 0.07002 = 0.04504 -0.00110 0.00260 -0.02247 AFIX 66 C106 1 0.105265 0.081334 0.130659 -21.00000 0.04549 0.02234 = 0.03536 0.00262 0.00624 -0.00487 C105 1 0.204498 -0.006881 0.089139 -21.00000 0.04719 0.04044 = 0.03265 -0.00365 -0.00343 0.00692 AFIX 43 H105 2 0.173054 -0.016376 0.040015 -21.00000 -1.20000 AFIX 65 C104 1 0.350728 -0.080906 0.121039 -21.00000 0.04446 0.04522 = 0.03143 0.00238 0.00101 0.00624 AFIX 43 H104 2 0.417121 -0.139928 0.093258 -21.00000 -1.20000 AFIX 65 C103 1 0.397725 -0.066716 0.194459 -21.00000 0.03786 0.02966 = 0.03111 0.00519 0.00305 -0.00067 AFIX 43 H103 2 0.495563 -0.116243 0.215802 -21.00000 -1.20000 AFIX 65 C102 1 0.298494 0.021499 0.235981 -21.00000 0.04649 0.03740 = 0.03579 0.00030 0.00455 0.00402 AFIX 43 H102 2 0.329939 0.030993 0.285104 -21.00000 -1.20000 AFIX 65 C101 1 0.152263 0.095524 0.204082 -21.00000 0.03818 0.02126 = 0.03433 0.00423 0.00851 -0.00651 AFIX 0 HKLF 4 REM SIR92 run in space group P 21/c REM wR2 = 0.1030, GooF = S = 1.076, Restrained GooF = 1.036 for all data REM R1 = 0.0390 for 1878 Fo > 4sig(Fo) and 0.0536 for all 2349 data REM 192 parameters refined using 194 restraints END WGHT 0.0451 0.9844 REM Highest difference peak 1.490, deepest hole -1.090, 1-sigma level 0.205 Q1 1 -0.0061 0.3360 0.2697 11.00000 0.05 1.49 Q2 1 -0.0008 0.1443 0.2608 11.00000 0.05 1.32 Q3 1 0.1338 0.2379 0.2782 11.00000 0.05 1.18 Q4 1 0.1324 0.3408 0.2630 11.00000 0.05 1.09 Q5 1 0.2485 0.1519 0.3573 11.00000 0.05 1.02 Q6 1 -0.1265 0.2311 0.2624 11.00000 0.05 1.01 Q7 1 0.1291 0.1432 0.2615 11.00000 0.05 1.00 Q8 1 0.1967 0.3840 0.1887 11.00000 0.05 0.77 Q9 1 0.1091 0.2423 0.3700 11.00000 0.05 0.76 Q10 1 -0.1238 0.1193 0.2706 11.00000 0.05 0.76 Q11 1 0.0126 0.1581 0.3162 11.00000 0.05 0.72 Q12 1 0.2191 0.5932 0.1842 11.00000 0.05 0.68 Q13 1 0.2927 0.3418 0.3700 11.00000 0.05 0.65 Q14 1 0.0357 0.5218 0.1821 11.00000 0.05 0.63 Q15 1 -0.0096 0.0425 0.2213 11.00000 0.05 0.63 Q16 1 -0.0208 0.0225 0.1761 11.00000 0.05 0.62 Q17 1 -0.0028 0.5739 0.1793 11.00000 0.05 0.62 Q18 1 -0.2105 0.1233 0.2234 11.00000 0.05 0.61 Q19 1 0.3191 0.5895 0.2368 11.00000 0.05 0.60 Q20 1 -0.0223 0.3231 0.2171 11.00000 0.05 0.60 ; _shelx_res_checksum 82097 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.150(3) 0.113(2) 0.1945(9) 0.035(4) Uani 0.59(3) 1 d G . P A 1 C2 C 0.301(3) 0.035(2) 0.2180(9) 0.040(4) Uani 0.59(3) 1 d G . P A 1 H2 H 0.340685 0.034411 0.266663 0.048 Uiso 0.59(3) 1 calc R U P A 1 C3 C 0.392(2) -0.041(2) 0.1689(11) 0.050(5) Uani 0.59(3) 1 d G . P A 1 H3 H 0.493509 -0.093231 0.184582 0.060 Uiso 0.59(3) 1 calc R U P A 1 C4 C 0.333(2) -0.040(2) 0.0962(10) 0.050(5) Uani 0.59(3) 1 d G . P A 1 H4 H 0.394032 -0.090815 0.063287 0.060 Uiso 0.59(3) 1 calc R U P A 1 C5 C 0.182(2) 0.038(2) 0.0727(9) 0.055(5) Uani 0.59(3) 1 d G . P A 1 H5 H 0.141729 0.039244 0.024073 0.066 Uiso 0.59(3) 1 calc R U P A 1 C6 C 0.090(3) 0.115(2) 0.1219(9) 0.038(3) Uani 0.59(3) 1 d G . P A 1 Br1 Br 0.17314(13) 0.48987(11) 0.18928(5) 0.0434(3) Uani 1 1 d . . . B 1 C7 C -0.075(2) 0.192(2) 0.0968(9) 0.037(3) Uani 0.59(3) 1 d G . P A 1 C8 C -0.076(3) 0.2882(19) 0.0396(8) 0.039(4) Uani 0.59(3) 1 d G . P A 1 H8 H 0.026951 0.301749 0.016067 0.047 Uiso 0.59(3) 1 calc R U P A 1 C9 C -0.230(3) 0.3638(17) 0.0174(7) 0.051(5) Uani 0.59(3) 1 d G . P A 1 H9 H -0.230094 0.427867 -0.020884 0.061 Uiso 0.59(3) 1 calc R U P A 1 C10 C -0.383(2) 0.3435(18) 0.0526(10) 0.054(5) Uani 0.59(3) 1 d G . P A 1 H10 H -0.485877 0.394046 0.037754 0.065 Uiso 0.59(3) 1 calc R U P A 1 C11 C -0.382(2) 0.248(2) 0.1098(11) 0.051(5) Uani 0.59(3) 1 d G . P A 1 H11 H -0.484617 0.234109 0.133344 0.062 Uiso 0.59(3) 1 calc R U P A 1 C12 C -0.228(2) 0.172(2) 0.1320(10) 0.041(4) Uani 0.59(3) 1 d G . P A 1 H12 H -0.227573 0.107989 0.170296 0.050 Uiso 0.59(3) 1 calc R U P A 1 Bi1 Bi -0.00648(5) 0.24055(4) 0.26890(2) 0.03596(19) Uani 1 1 d . . . . . C107 C -0.048(3) 0.165(3) 0.0936(14) 0.038(5) Uani 0.41(3) 1 d G . P A 2 C108 C -0.010(3) 0.265(3) 0.0413(13) 0.043(6) Uani 0.41(3) 1 d G . P A 2 H108 H 0.103669 0.270408 0.026140 0.052 Uiso 0.41(3) 1 calc R U P A 2 C109 C -0.143(4) 0.355(2) 0.0117(12) 0.053(7) Uani 0.41(3) 1 d G . P A 2 H109 H -0.118492 0.422109 -0.023259 0.064 Uiso 0.41(3) 1 calc R U P A 2 C110 C -0.314(4) 0.347(3) 0.0344(14) 0.055(7) Uani 0.41(3) 1 d G . P A 2 H110 H -0.402897 0.407634 0.014573 0.066 Uiso 0.41(3) 1 calc R U P A 2 C111 C -0.351(3) 0.247(3) 0.0866(17) 0.051(7) Uani 0.41(3) 1 d G . P A 2 H111 H -0.465142 0.241458 0.101804 0.061 Uiso 0.41(3) 1 calc R U P A 2 C112 C -0.218(4) 0.156(3) 0.1162(16) 0.041(4) Uani 0.41(3) 1 d G . P A 2 H112 H -0.242983 0.089756 0.151205 0.050 Uiso 0.41(3) 1 calc R U P A 2 Br2 Br 0.22976(18) 0.23597(13) 0.37971(6) 0.0608(4) Uani 1 1 d . . . C 2 C106 C 0.105(3) 0.081(3) 0.1307(12) 0.034(4) Uani 0.41(3) 1 d G . P A 2 C105 C 0.204(3) -0.007(3) 0.0891(10) 0.040(6) Uani 0.41(3) 1 d G . P A 2 H105 H 0.173054 -0.016376 0.040015 0.049 Uiso 0.41(3) 1 calc R U P A 2 C104 C 0.351(3) -0.081(3) 0.1210(12) 0.041(6) Uani 0.41(3) 1 d G . P A 2 H104 H 0.417121 -0.139928 0.093258 0.049 Uiso 0.41(3) 1 calc R U P A 2 C103 C 0.398(3) -0.067(3) 0.1945(12) 0.033(5) Uani 0.41(3) 1 d G . P A 2 H103 H 0.495563 -0.116243 0.215802 0.039 Uiso 0.41(3) 1 calc R U P A 2 C102 C 0.298(4) 0.021(3) 0.2360(10) 0.040(7) Uani 0.41(3) 1 d G . P A 2 H102 H 0.329939 0.030993 0.285104 0.048 Uiso 0.41(3) 1 calc R U P A 2 C101 C 0.152(4) 0.096(3) 0.2041(12) 0.031(6) Uani 0.41(3) 1 d G . P 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 C1 0.037(7) 0.024(10) 0.045(5) 0.000(5) 0.017(5) -0.005(6) C2 0.041(7) 0.030(9) 0.050(7) 0.000(7) 0.017(6) 0.000(6) C3 0.040(8) 0.057(12) 0.056(7) -0.010(8) 0.012(6) 0.010(7) C4 0.047(7) 0.049(12) 0.055(7) -0.012(8) 0.011(7) 0.002(7) C5 0.053(8) 0.060(13) 0.052(6) -0.022(7) 0.004(6) 0.009(8) C6 0.050(5) 0.019(9) 0.046(6) -0.004(5) 0.012(4) -0.007(5) Br1 0.0524(6) 0.0322(6) 0.0470(6) -0.0023(4) 0.0130(4) 0.0042(4) C7 0.055(5) 0.024(8) 0.033(6) -0.016(5) 0.007(4) -0.001(4) C8 0.048(7) 0.034(8) 0.034(7) -0.010(5) 0.003(6) -0.005(6) C9 0.045(8) 0.044(10) 0.065(10) 0.012(7) 0.007(7) -0.007(7) C10 0.041(7) 0.069(12) 0.052(10) 0.021(8) -0.001(6) -0.003(7) C11 0.048(5) 0.060(11) 0.045(11) 0.014(8) 0.001(6) 0.000(6) C12 0.049(4) 0.050(8) 0.024(8) -0.004(6) -0.001(4) 0.002(4) Bi1 0.0425(3) 0.0236(3) 0.0429(3) -0.00199(15) 0.00995(19) 0.00269(15) C107 0.053(5) 0.030(11) 0.030(8) -0.004(7) 0.004(5) 0.004(5) C108 0.056(9) 0.040(12) 0.033(10) 0.004(9) 0.001(9) 0.003(8) C109 0.055(10) 0.045(14) 0.059(14) 0.016(10) 0.000(10) 0.002(10) C110 0.052(10) 0.060(15) 0.052(15) 0.013(11) -0.005(9) 0.000(10) C111 0.048(7) 0.056(13) 0.048(16) 0.008(10) -0.004(7) 0.000(8) C112 0.049(4) 0.050(8) 0.024(8) -0.004(6) -0.001(4) 0.002(4) Br2 0.0670(8) 0.0700(9) 0.0450(7) -0.0011(5) 0.0026(6) -0.0225(6) C106 0.045(5) 0.022(10) 0.035(6) 0.003(5) 0.006(5) -0.005(7) C105 0.047(9) 0.040(13) 0.033(7) -0.004(7) -0.003(6) 0.007(9) C104 0.044(9) 0.045(14) 0.031(8) 0.002(8) 0.001(7) 0.006(8) C103 0.038(10) 0.030(11) 0.031(8) 0.005(8) 0.003(7) -0.001(8) C102 0.046(10) 0.037(14) 0.036(7) 0.000(8) 0.005(7) 0.004(11) C101 0.038(9) 0.021(12) 0.034(6) 0.004(6) 0.009(5) -0.007(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.0 . . ? C2 C1 Bi1 122.9(8) . . ? C6 C1 Bi1 117.1(8) . . ? C3 C2 C1 120.0 . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 120.0 . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C1 120.0 . . ? C5 C6 C7 119.6(11) . . ? C1 C6 C7 120.3(11) . . ? Bi1 Br1 Bi1 105.23(3) 2 . ? C8 C7 C12 120.0 . . ? C8 C7 C6 120.2(11) . . ? C12 C7 C6 119.8(11) . . ? C9 C8 C7 120.0 . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C10 C9 C8 120.0 . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 120.0 . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C12 C11 C10 120.0 . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C7 120.0 . . ? C11 C12 H12 120.0 . . ? C7 C12 H12 120.0 . . ? C101 Bi1 Br2 93.2(7) . . ? C1 Bi1 Br1 90.3(7) . 2_545 ? C1 Bi1 Br1 79.9(7) . . ? Br1 Bi1 Br1 167.59(2) 2_545 . ? C108 C107 C112 120.0 . . ? C108 C107 C106 118.1(17) . . ? C112 C107 C106 121.4(16) . . ? C107 C108 C109 120.0 . . ? C107 C108 H108 120.0 . . ? C109 C108 H108 120.0 . . ? C108 C109 C110 120.0 . . ? C108 C109 H109 120.0 . . ? C110 C109 H109 120.0 . . ? C111 C110 C109 120.0 . . ? C111 C110 H110 120.0 . . ? C109 C110 H110 120.0 . . ? C110 C111 C112 120.0 . . ? C110 C111 H111 120.0 . . ? C112 C111 H111 120.0 . . ? C111 C112 C107 120.0 . . ? C111 C112 H112 120.0 . . ? C107 C112 H112 120.0 . . ? C105 C106 C101 120.0 . . ? C105 C106 C107 118.5(16) . . ? C101 C106 C107 121.5(16) . . ? C106 C105 C104 120.0 . . ? C106 C105 H105 120.0 . . ? C104 C105 H105 120.0 . . ? C103 C104 C105 120.0 . . ? C103 C104 H104 120.0 . . ? C105 C104 H104 120.0 . . ? C104 C103 C102 120.0 . . ? C104 C103 H103 120.0 . . ? C102 C103 H103 120.0 . . ? C103 C102 C101 120.0 . . ? C103 C102 H102 120.0 . . ? C101 C102 H102 120.0 . . ? C102 C101 C106 120.0 . . ? C102 C101 Bi1 120.8(12) . . ? C106 C101 Bi1 119.2(12) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.3900 . ? C1 C6 1.3900 . ? C1 Bi1 2.234(11) . ? C2 C3 1.3900 . ? C2 H2 0.9300 . ? C3 C4 1.3900 . ? C3 H3 0.9300 . ? C4 C5 1.3900 . ? C4 H4 0.9300 . ? C5 C6 1.3900 . ? C5 H5 0.9300 . ? C6 C7 1.479(15) . ? Br1 Bi1 2.7911(10) 2 ? Br1 Bi1 3.1240(10) . ? C7 C8 1.3900 . ? C7 C12 1.3900 . ? C8 C9 1.3900 . ? C8 H8 0.9300 . ? C9 C10 1.3900 . ? C9 H9 0.9300 . ? C10 C11 1.3900 . ? C10 H10 0.9300 . ? C11 C12 1.3900 . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? Bi1 C101 2.228(17) . ? Bi1 Br2 2.6099(13) . ? C107 C108 1.3900 . ? C107 C112 1.3900 . ? C107 C106 1.51(2) . ? C108 C109 1.3900 . ? C108 H108 0.9300 . ? C109 C110 1.3900 . ? C109 H109 0.9300 . ? C110 C111 1.3900 . ? C110 H110 0.9300 . ? C111 C112 1.3900 . ? C111 H111 0.9300 . ? C112 H112 0.9300 . ? C106 C105 1.3900 . ? C106 C101 1.3900 . ? C105 C104 1.3900 . ? C105 H105 0.9300 . ? C104 C103 1.3900 . ? C104 H104 0.9300 . ? C103 C102 1.3900 . ? C103 H103 0.9300 . ? C102 C101 1.3900 . ? C102 H102 0.9300 . ? 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 C6 C1 C2 C3 0.0 . . . . ? Bi1 C1 C2 C3 -179.7(16) . . . . ? C1 C2 C3 C4 0.0 . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C4 C5 C6 C1 0.0 . . . . ? C4 C5 C6 C7 -177.5(17) . . . . ? C2 C1 C6 C5 0.0 . . . . ? Bi1 C1 C6 C5 179.7(16) . . . . ? C2 C1 C6 C7 177.4(17) . . . . ? Bi1 C1 C6 C7 -2.8(16) . . . . ? C5 C6 C7 C8 -52.5(19) . . . . ? C1 C6 C7 C8 130.1(13) . . . . ? C5 C6 C7 C12 129.2(12) . . . . ? C1 C6 C7 C12 -48.3(17) . . . . ? C12 C7 C8 C9 0.0 . . . . ? C6 C7 C8 C9 -178.3(17) . . . . ? C7 C8 C9 C10 0.0 . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C10 C11 C12 C7 0.0 . . . . ? C8 C7 C12 C11 0.0 . . . . ? C6 C7 C12 C11 178.3(17) . . . . ? C112 C107 C108 C109 0.0 . . . . ? C106 C107 C108 C109 -173(2) . . . . ? C107 C108 C109 C110 0.0 . . . . ? C108 C109 C110 C111 0.0 . . . . ? C109 C110 C111 C112 0.0 . . . . ? C110 C111 C112 C107 0.0 . . . . ? C108 C107 C112 C111 0.0 . . . . ? C106 C107 C112 C111 172(3) . . . . ? C108 C107 C106 C105 -61(3) . . . . ? C112 C107 C106 C105 126.2(19) . . . . ? C108 C107 C106 C101 116.1(18) . . . . ? C112 C107 C106 C101 -56(2) . . . . ? C101 C106 C105 C104 0.0 . . . . ? C107 C106 C105 C104 177(2) . . . . ? C106 C105 C104 C103 0.0 . . . . ? C105 C104 C103 C102 0.0 . . . . ? C104 C103 C102 C101 0.0 . . . . ? C103 C102 C101 C106 0.0 . . . . ? C103 C102 C101 Bi1 -179(2) . . . . ? C105 C106 C101 C102 0.0 . . . . ? C107 C106 C101 C102 -177(2) . . . . ? C105 C106 C101 Bi1 179(2) . . . . ? C107 C106 C101 Bi1 2(2) . . . . ?