#------------------------------------------------------------------------------ #$Date: 2020-07-06 06:52:44 +0300 (Mon, 06 Jul 2020) $ #$Revision: 253998 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/03/7240350.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_7240350 loop_ _publ_author_name 'Fritzsche, Ana-Maria' 'Scholz, Sebastian' 'Krasowska, Ma\/lgorzata' 'Bhattacharyya, Kalishankar' 'Toma, Ana Maria' 'Silvestru, Cristian' 'Korb, Marcus' 'R\"uffer, Tobias' 'Lang, Heinrich' 'Auer, Alexander A.' 'Mehring, Michael' _publ_section_title ; Evaluation of bismuth-based dispersion energy donors - synthesis, structure and theoretical study of 2-biphenylbismuth(iii) derivatives. ; _journal_issue 18 _journal_name_full 'Physical chemistry chemical physics : PCCP' _journal_page_first 10189 _journal_page_last 10211 _journal_paper_doi 10.1039/c9cp06924k _journal_volume 22 _journal_year 2020 _chemical_formula_moiety 'C36 H27 Bi' _chemical_formula_sum 'C36 H27 Bi' _chemical_formula_weight 668.55 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2013 _audit_update_record ; 2020-04-03 deposited with the CCDC. 2020-04-20 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 109.817(1) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.0767(1) _cell_length_b 20.4313(1) _cell_length_c 13.8429(1) _cell_measurement_reflns_used 13843 _cell_measurement_temperature 120 _cell_measurement_theta_max 67.5840 _cell_measurement_theta_min 4.0090 _cell_volume 2681.20(4) _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-2013 (Sheldrick, 2013)' _computing_structure_solution 'SHELXS-2013 (Sheldrick, 2013)' _diffrn_ambient_temperature 120 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_device_type 'oxford gemini s' _diffrn_measurement_method '\w scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_unetI/netI 0.0262 _diffrn_reflns_Laue_measured_fraction_full 0.992 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 23124 _diffrn_reflns_point_group_measured_fraction_full 0.992 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 67.744 _diffrn_reflns_theta_min 4.025 _exptl_absorpt_coefficient_mu 13.062 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.62060 _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 colourless _exptl_crystal_density_diffrn 1.656 _exptl_crystal_description block _exptl_crystal_F_000 1304 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.914 _refine_diff_density_min -0.745 _refine_diff_density_rms 0.104 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 334 _refine_ls_number_reflns 4819 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.082 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0235 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0326P)^2^+1.9761P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0568 _refine_ls_wR_factor_ref 0.0586 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4394 _reflns_number_total 4819 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9cp06924k2.cif _cod_data_source_block shelx _cod_depositor_comments 'Adding full bibliography for 7240350--7240358.cif.' _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 7240350 _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. ; _oxdiff_exptl_absorpt_empirical_full_min 0.756 _oxdiff_exptl_absorpt_empirical_full_max 1.442 _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _shelxl_version_number 2013-4 _shelx_res_file ; TITL SIR92 run in space group P 21/n CELL 1.54184 10.0767 20.4313 13.8429 90.000 109.817 90.000 ZERR 4.00 0.0001 0.0001 0.0001 0.000 0.001 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H BI UNIT 144 108 4 MERG 2 OMIT -3 22 7 OMIT -12 1 4 FMAP 2 PLAN 25 ACTA BOND $H CONF L.S. 10 WGHT 0.032600 1.976100 FVAR 3.05168 C1 1 0.003980 0.010645 0.716253 11.00000 0.01497 0.01260 = 0.01206 0.00182 0.00423 -0.00124 C2 1 -0.120883 0.018980 0.738333 11.00000 0.01958 0.01606 = 0.01914 0.00147 0.00886 0.00097 AFIX 43 H2 2 -0.136040 0.057629 0.768530 11.00000 -1.20000 AFIX 0 C3 1 -0.222951 -0.030615 0.715141 11.00000 0.01597 0.02921 = 0.01804 0.00516 0.00720 -0.00150 AFIX 43 H3 2 -0.306483 -0.024599 0.728618 11.00000 -1.20000 AFIX 0 C4 1 -0.198867 -0.088556 0.672112 11.00000 0.01765 0.02135 = 0.02542 0.00426 0.00472 -0.00648 AFIX 43 H4 2 -0.266335 -0.121580 0.657160 11.00000 -1.20000 AFIX 0 C5 1 -0.075167 -0.097887 0.651055 11.00000 0.02429 0.01408 = 0.02188 0.00107 0.00517 -0.00091 AFIX 43 H5 2 -0.059936 -0.137052 0.622205 11.00000 -1.20000 AFIX 0 C6 1 0.027539 -0.048052 0.673342 11.00000 0.01540 0.01623 = 0.01394 0.00348 0.00349 0.00076 C7 1 0.160023 -0.060570 0.650436 11.00000 0.01854 0.01230 = 0.01734 -0.00479 0.00562 -0.00110 C8 1 0.248891 -0.111685 0.698913 11.00000 0.02262 0.01598 = 0.02778 -0.00419 0.00527 0.00183 AFIX 43 H8 2 0.227640 -0.137019 0.747555 11.00000 -1.20000 AFIX 0 C9 1 0.369864 -0.125066 0.674766 11.00000 0.02510 0.02716 = 0.03523 -0.00994 0.00236 0.00843 AFIX 43 H9 2 0.428922 -0.159337 0.707205 11.00000 -1.20000 AFIX 0 C10 1 0.401999 -0.087345 0.602544 11.00000 0.01982 0.04105 = 0.03741 -0.02094 0.01249 0.00144 AFIX 43 H10 2 0.482101 -0.096640 0.586033 11.00000 -1.20000 AFIX 0 C11 1 0.316365 -0.036527 0.555492 11.00000 0.02580 0.03536 = 0.02446 -0.01264 0.01395 -0.00969 AFIX 43 H11 2 0.338943 -0.011141 0.507486 11.00000 -1.20000 AFIX 0 C12 1 0.194934 -0.022409 0.579028 11.00000 0.01781 0.02356 = 0.01813 -0.00491 0.00495 0.00049 AFIX 43 H12 2 0.137454 0.012448 0.547033 11.00000 -1.20000 AFIX 0 C21 1 0.096960 0.137970 0.876992 11.00000 0.00980 0.01794 = 0.01537 -0.00263 0.00555 -0.00433 C22 1 0.017265 0.195243 0.849342 11.00000 0.01378 0.01401 = 0.02163 0.00046 0.00270 0.00108 AFIX 43 H22 2 -0.008352 0.210547 0.782230 11.00000 -1.20000 AFIX 0 C23 1 -0.024181 0.229617 0.921038 11.00000 0.01513 0.01360 = 0.02956 -0.00607 0.00369 0.00309 AFIX 43 H23 2 -0.078878 0.267171 0.901367 11.00000 -1.20000 AFIX 0 C24 1 0.015729 0.208087 1.021318 11.00000 0.02507 0.02342 = 0.02503 -0.00868 0.01179 0.00166 AFIX 43 H24 2 -0.011960 0.231095 1.069263 11.00000 -1.20000 AFIX 0 C25 1 0.096718 0.152409 1.050255 11.00000 0.02751 0.02878 = 0.01668 -0.00434 0.00977 0.00417 AFIX 43 H25 2 0.124201 0.138313 1.118082 11.00000 -1.20000 AFIX 0 C26 1 0.138224 0.116737 0.978802 11.00000 0.01421 0.01347 = 0.02013 -0.00121 0.00527 -0.00106 C27 1 0.228417 0.057362 1.014851 11.00000 0.02068 0.01791 = 0.01463 0.00416 0.00960 0.00699 C28 1 0.366937 0.063928 1.080727 11.00000 0.02302 0.01859 = 0.02561 -0.00071 0.00990 -0.00033 AFIX 43 H28 2 0.403649 0.105374 1.101593 11.00000 -1.20000 AFIX 0 C29 1 0.450397 0.009282 1.115391 11.00000 0.01906 0.03070 = 0.02685 0.00455 0.00814 0.00734 AFIX 43 H29 2 0.543020 0.014280 1.159120 11.00000 -1.20000 AFIX 0 C30 1 0.397583 -0.052541 1.085731 11.00000 0.02769 0.02238 = 0.03339 0.01106 0.01372 0.01352 AFIX 43 H30 2 0.454170 -0.089187 1.108991 11.00000 -1.20000 AFIX 0 C31 1 0.259225 -0.059535 1.020860 11.00000 0.03804 0.01578 = 0.03309 0.00195 0.01303 0.00377 AFIX 43 H31 2 0.222580 -0.101163 1.001392 11.00000 -1.20000 AFIX 0 C32 1 0.175521 -0.005409 0.984969 11.00000 0.02461 0.02149 = 0.02118 0.00125 0.00532 -0.00093 AFIX 43 H32 2 0.083326 -0.010687 0.940619 11.00000 -1.20000 AFIX 0 C41 1 0.087026 0.156394 0.640459 11.00000 0.01696 0.01543 = 0.01526 -0.00156 0.00754 -0.00152 C42 1 -0.058227 0.165589 0.594287 11.00000 0.01511 0.02435 = 0.01899 -0.00293 0.00603 -0.00427 AFIX 43 H42 2 -0.119922 0.135450 0.606443 11.00000 -1.20000 AFIX 0 C43 1 -0.112393 0.218654 0.530752 11.00000 0.01706 0.02715 = 0.01834 0.00015 0.00194 0.00719 AFIX 43 H43 2 -0.209425 0.223732 0.500346 11.00000 -1.20000 AFIX 0 C44 1 -0.020713 0.264468 0.512568 11.00000 0.02999 0.01958 = 0.02265 0.00531 0.00637 0.00682 AFIX 43 H44 2 -0.056227 0.301103 0.472206 11.00000 -1.20000 AFIX 0 C45 1 0.124339 0.254815 0.555401 11.00000 0.02601 0.01980 = 0.02869 0.00843 0.01288 0.00103 AFIX 43 H45 2 0.185424 0.284572 0.541589 11.00000 -1.20000 AFIX 0 C46 1 0.179728 0.200933 0.619028 11.00000 0.01767 0.01673 = 0.01324 -0.00031 0.00644 -0.00028 C47 1 0.334804 0.190184 0.660704 11.00000 0.01897 0.01191 = 0.01557 0.00320 0.00929 -0.00139 C48 1 0.395661 0.142033 0.617452 11.00000 0.01829 0.01742 = 0.02172 -0.00371 0.00607 -0.00247 AFIX 43 H48 2 0.338727 0.116427 0.563843 11.00000 -1.20000 AFIX 0 C49 1 0.541686 0.132059 0.654222 11.00000 0.02326 0.02112 = 0.03063 -0.00222 0.01491 0.00247 AFIX 43 H49 2 0.581089 0.099534 0.625464 11.00000 -1.20000 AFIX 0 C50 1 0.627599 0.170242 0.732971 11.00000 0.01786 0.02588 = 0.02595 0.00400 0.00923 0.00013 AFIX 43 H50 2 0.724820 0.164165 0.756454 11.00000 -1.20000 AFIX 0 C51 1 0.567998 0.217376 0.776378 11.00000 0.02142 0.02167 = 0.02532 -0.00339 0.00248 -0.00266 AFIX 43 H51 2 0.625456 0.242650 0.830227 11.00000 -1.20000 AFIX 0 C52 1 0.423014 0.227722 0.740809 11.00000 0.02343 0.02214 = 0.02057 -0.00390 0.00957 0.00333 AFIX 43 H52 2 0.384628 0.259985 0.770769 11.00000 -1.20000 AFIX 0 BI1 3 0.182468 0.083645 0.767821 11.00000 0.01001 0.01140 = 0.01484 0.00048 0.00526 0.00072 HKLF 4 REM SIR92 run in space group P 21/n REM R1 = 0.0235 for 4394 Fo > 4sig(Fo) and 0.0269 for all 4819 data REM 334 parameters refined using 0 restraints END WGHT 0.0328 1.9450 REM Highest difference peak 0.914, deepest hole -0.745, 1-sigma level 0.104 Q1 1 0.2469 0.0641 0.8194 11.00000 0.05 0.91 Q2 1 0.2104 0.0666 0.7222 11.00000 0.05 0.90 Q3 1 0.2092 0.0580 0.8155 11.00000 0.05 0.86 Q4 1 0.2028 0.1117 0.7178 11.00000 0.05 0.80 Q5 1 0.2619 0.0969 0.8153 11.00000 0.05 0.79 Q6 1 0.1836 0.1114 0.8189 11.00000 0.05 0.79 Q7 1 0.1614 0.1060 0.7061 11.00000 0.05 0.78 Q8 1 0.1039 0.0968 0.7183 11.00000 0.05 0.77 Q9 1 0.1085 0.0700 0.7259 11.00000 0.05 0.67 Q10 1 0.0843 0.1235 0.9215 11.00000 0.05 0.42 Q11 1 0.1247 0.1641 0.8347 11.00000 0.05 0.39 Q12 1 0.2149 0.0217 0.9623 11.00000 0.05 0.37 Q13 1 0.1848 0.0871 1.0134 11.00000 0.05 0.37 Q14 1 0.0237 0.0904 0.6396 11.00000 0.05 0.35 Q15 1 -0.0303 -0.0704 0.6544 11.00000 0.05 0.35 Q16 1 0.5016 0.2301 0.7410 11.00000 0.05 0.34 Q17 1 -0.0419 0.1995 0.9643 11.00000 0.05 0.34 Q18 1 0.1199 -0.0007 0.8192 11.00000 0.05 0.34 Q19 1 0.3331 -0.1090 0.7210 11.00000 0.05 0.32 Q20 1 0.0226 0.1686 0.6261 11.00000 0.05 0.32 Q21 1 0.2774 0.0690 0.6575 11.00000 0.05 0.32 Q22 1 0.2399 0.0467 0.6573 11.00000 0.05 0.32 Q23 1 0.7032 -0.0039 1.1656 11.00000 0.05 0.32 Q24 1 0.0909 -0.0031 0.7491 11.00000 0.05 0.31 Q25 1 0.2508 0.1651 0.7038 11.00000 0.05 0.31 ; _shelx_res_checksum 4428 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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 0.0040(3) 0.01065(17) 0.7163(3) 0.0133(7) Uani 1 1 d . . . . . C2 C -0.1209(4) 0.01898(18) 0.7383(3) 0.0177(7) Uani 1 1 d . . . . . H2 H -0.1360 0.0576 0.7685 0.021 Uiso 1 1 calc R U . . . C3 C -0.2230(4) -0.0306(2) 0.7151(3) 0.0207(8) Uani 1 1 d . . . . . H3 H -0.3065 -0.0246 0.7286 0.025 Uiso 1 1 calc R U . . . C4 C -0.1989(4) -0.08856(19) 0.6721(3) 0.0221(8) Uani 1 1 d . . . . . H4 H -0.2663 -0.1216 0.6572 0.027 Uiso 1 1 calc R U . . . C5 C -0.0752(4) -0.09789(18) 0.6511(3) 0.0208(8) Uani 1 1 d . . . . . H5 H -0.0599 -0.1371 0.6222 0.025 Uiso 1 1 calc R U . . . C6 C 0.0275(4) -0.04805(18) 0.6733(3) 0.0156(7) Uani 1 1 d . . . . . C7 C 0.1600(4) -0.06057(17) 0.6504(3) 0.0162(7) Uani 1 1 d . . . . . C8 C 0.2489(4) -0.11169(19) 0.6989(3) 0.0230(8) Uani 1 1 d . . . . . H8 H 0.2276 -0.1370 0.7476 0.028 Uiso 1 1 calc R U . . . C9 C 0.3699(4) -0.1251(2) 0.6748(3) 0.0312(10) Uani 1 1 d . . . . . H9 H 0.4289 -0.1593 0.7072 0.037 Uiso 1 1 calc R U . . . C10 C 0.4020(4) -0.0873(2) 0.6025(4) 0.0320(10) Uani 1 1 d . . . . . H10 H 0.4821 -0.0966 0.5860 0.038 Uiso 1 1 calc R U . . . C11 C 0.3164(4) -0.0365(2) 0.5555(3) 0.0272(9) Uani 1 1 d . . . . . H11 H 0.3389 -0.0111 0.5075 0.033 Uiso 1 1 calc R U . . . C12 C 0.1949(4) -0.02241(19) 0.5790(3) 0.0201(8) Uani 1 1 d . . . . . H12 H 0.1375 0.0124 0.5470 0.024 Uiso 1 1 calc R U . . . C21 C 0.0970(3) 0.13797(17) 0.8770(3) 0.0140(7) Uani 1 1 d . . . . . C22 C 0.0173(4) 0.19524(18) 0.8493(3) 0.0173(7) Uani 1 1 d . . . . . H22 H -0.0084 0.2105 0.7822 0.021 Uiso 1 1 calc R U . . . C23 C -0.0242(4) 0.22962(18) 0.9210(3) 0.0204(8) Uani 1 1 d . . . . . H23 H -0.0789 0.2672 0.9014 0.025 Uiso 1 1 calc R U . . . C24 C 0.0157(4) 0.2081(2) 1.0213(3) 0.0237(8) Uani 1 1 d . . . . . H24 H -0.0120 0.2311 1.0693 0.028 Uiso 1 1 calc R U . . . C25 C 0.0967(4) 0.1524(2) 1.0503(3) 0.0237(8) Uani 1 1 d . . . . . H25 H 0.1242 0.1383 1.1181 0.028 Uiso 1 1 calc R U . . . C26 C 0.1382(4) 0.11674(17) 0.9788(3) 0.0161(7) Uani 1 1 d . . . . . C27 C 0.2284(4) 0.05736(18) 1.0149(3) 0.0168(7) Uani 1 1 d . . . . . C28 C 0.3669(4) 0.06393(19) 1.0807(3) 0.0220(8) Uani 1 1 d . . . . . H28 H 0.4036 0.1054 1.1016 0.026 Uiso 1 1 calc R U . . . C29 C 0.4504(4) 0.0093(2) 1.1154(3) 0.0254(9) Uani 1 1 d . . . . . H29 H 0.5430 0.0143 1.1591 0.031 Uiso 1 1 calc R U . . . C30 C 0.3976(4) -0.0525(2) 1.0857(3) 0.0270(9) Uani 1 1 d . . . . . H30 H 0.4542 -0.0892 1.1090 0.032 Uiso 1 1 calc R U . . . C31 C 0.2592(5) -0.0595(2) 1.0209(3) 0.0287(9) Uani 1 1 d . . . . . H31 H 0.2226 -0.1012 1.0014 0.034 Uiso 1 1 calc R U . . . C32 C 0.1755(4) -0.00541(19) 0.9850(3) 0.0230(8) Uani 1 1 d . . . . . H32 H 0.0833 -0.0107 0.9406 0.028 Uiso 1 1 calc R U . . . C41 C 0.0870(4) 0.15639(17) 0.6405(3) 0.0154(7) Uani 1 1 d . . . . . C42 C -0.0582(4) 0.16559(19) 0.5943(3) 0.0194(8) Uani 1 1 d . . . . . H42 H -0.1199 0.1354 0.6064 0.023 Uiso 1 1 calc R U . . . C43 C -0.1124(4) 0.2187(2) 0.5308(3) 0.0219(8) Uani 1 1 d . . . . . H43 H -0.2094 0.2237 0.5003 0.026 Uiso 1 1 calc R U . . . C44 C -0.0207(4) 0.26447(19) 0.5126(3) 0.0247(8) Uani 1 1 d . . . . . H44 H -0.0562 0.3011 0.4722 0.030 Uiso 1 1 calc R U . . . C45 C 0.1243(4) 0.2548(2) 0.5554(3) 0.0239(8) Uani 1 1 d . . . . . H45 H 0.1854 0.2846 0.5416 0.029 Uiso 1 1 calc R U . . . C46 C 0.1797(4) 0.20093(18) 0.6190(3) 0.0156(7) Uani 1 1 d . . . . . C47 C 0.3348(4) 0.19018(17) 0.6607(3) 0.0146(7) Uani 1 1 d . . . . . C48 C 0.3957(4) 0.14203(18) 0.6175(3) 0.0193(8) Uani 1 1 d . . . . . H48 H 0.3387 0.1164 0.5638 0.023 Uiso 1 1 calc R U . . . C49 C 0.5417(4) 0.13206(19) 0.6542(3) 0.0235(8) Uani 1 1 d . . . . . H49 H 0.5811 0.0995 0.6255 0.028 Uiso 1 1 calc R U . . . C50 C 0.6276(4) 0.1702(2) 0.7330(3) 0.0228(8) Uani 1 1 d . . . . . H50 H 0.7248 0.1642 0.7565 0.027 Uiso 1 1 calc R U . . . C51 C 0.5680(4) 0.21738(19) 0.7764(3) 0.0242(8) Uani 1 1 d . . . . . H51 H 0.6255 0.2426 0.8302 0.029 Uiso 1 1 calc R U . . . C52 C 0.4230(4) 0.22772(19) 0.7408(3) 0.0215(8) Uani 1 1 d . . . . . H52 H 0.3846 0.2600 0.7708 0.026 Uiso 1 1 calc R U . . . Bi1 Bi 0.18247(2) 0.08364(2) 0.76782(2) 0.01182(6) 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 C1 0.0150(16) 0.0126(16) 0.0121(17) 0.0018(13) 0.0042(14) -0.0012(13) C2 0.0196(18) 0.0161(18) 0.0191(19) 0.0015(14) 0.0089(15) 0.0010(14) C3 0.0160(17) 0.029(2) 0.0180(19) 0.0052(16) 0.0072(15) -0.0015(15) C4 0.0176(19) 0.021(2) 0.025(2) 0.0043(16) 0.0047(16) -0.0065(14) C5 0.0243(19) 0.0141(18) 0.022(2) 0.0011(15) 0.0052(16) -0.0009(14) C6 0.0154(17) 0.0162(18) 0.0139(18) 0.0035(14) 0.0035(14) 0.0008(13) C7 0.0185(18) 0.0123(17) 0.0173(19) -0.0048(14) 0.0056(15) -0.0011(13) C8 0.0226(19) 0.0160(19) 0.028(2) -0.0042(16) 0.0053(17) 0.0018(15) C9 0.025(2) 0.027(2) 0.035(2) -0.0099(18) 0.0024(19) 0.0084(17) C10 0.020(2) 0.041(3) 0.037(3) -0.021(2) 0.0125(19) 0.0014(17) C11 0.026(2) 0.035(2) 0.024(2) -0.0126(18) 0.0140(17) -0.0097(17) C12 0.0178(18) 0.024(2) 0.0181(19) -0.0049(15) 0.0050(15) 0.0005(14) C21 0.0098(15) 0.0179(18) 0.0154(18) -0.0026(14) 0.0056(14) -0.0043(13) C22 0.0138(17) 0.0140(17) 0.022(2) 0.0005(14) 0.0027(15) 0.0011(13) C23 0.0151(17) 0.0136(18) 0.030(2) -0.0061(15) 0.0037(15) 0.0031(13) C24 0.025(2) 0.023(2) 0.025(2) -0.0087(16) 0.0118(17) 0.0017(15) C25 0.028(2) 0.029(2) 0.0167(19) -0.0043(16) 0.0098(16) 0.0042(16) C26 0.0142(16) 0.0135(17) 0.0201(19) -0.0012(14) 0.0053(14) -0.0011(13) C27 0.0207(18) 0.0179(18) 0.0146(18) 0.0042(14) 0.0096(15) 0.0070(14) C28 0.0230(19) 0.0186(19) 0.026(2) -0.0007(16) 0.0099(17) -0.0003(15) C29 0.0191(19) 0.031(2) 0.027(2) 0.0045(17) 0.0081(17) 0.0073(16) C30 0.028(2) 0.022(2) 0.033(2) 0.0111(17) 0.0137(19) 0.0135(16) C31 0.038(2) 0.016(2) 0.033(2) 0.0019(17) 0.013(2) 0.0038(17) C32 0.0246(19) 0.021(2) 0.021(2) 0.0012(16) 0.0053(16) -0.0009(15) C41 0.0170(17) 0.0154(17) 0.0153(18) -0.0016(14) 0.0075(14) -0.0015(13) C42 0.0151(17) 0.024(2) 0.0190(19) -0.0029(15) 0.0060(15) -0.0043(14) C43 0.0171(18) 0.027(2) 0.018(2) 0.0001(16) 0.0019(15) 0.0072(15) C44 0.030(2) 0.020(2) 0.023(2) 0.0053(15) 0.0064(17) 0.0068(15) C45 0.0260(19) 0.0198(19) 0.029(2) 0.0084(17) 0.0129(17) 0.0010(16) C46 0.0177(17) 0.0167(18) 0.0132(17) -0.0003(14) 0.0064(14) -0.0003(13) C47 0.0190(17) 0.0119(17) 0.0156(18) 0.0032(14) 0.0093(15) -0.0014(13) C48 0.0183(18) 0.0174(19) 0.022(2) -0.0037(15) 0.0061(15) -0.0025(14) C49 0.0233(19) 0.021(2) 0.031(2) -0.0022(16) 0.0149(17) 0.0025(15) C50 0.0179(18) 0.026(2) 0.026(2) 0.0040(17) 0.0092(16) 0.0001(15) C51 0.0214(19) 0.022(2) 0.025(2) -0.0034(16) 0.0025(16) -0.0027(15) C52 0.0234(19) 0.022(2) 0.021(2) -0.0039(15) 0.0096(16) 0.0033(15) Bi1 0.01001(8) 0.01140(8) 0.01484(9) 0.00048(5) 0.00526(6) 0.00072(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Bi Bi -4.0111 8.9310 '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 C6 C1 C2 119.5(3) . . ? C6 C1 Bi1 118.1(2) . . ? C2 C1 Bi1 121.9(3) . . ? C3 C2 C1 120.4(3) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C4 C3 C2 119.7(3) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 120.7(3) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C4 C5 C6 120.0(4) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 119.8(3) . . ? C1 C6 C7 122.1(3) . . ? C5 C6 C7 118.2(3) . . ? C8 C7 C12 119.1(3) . . ? C8 C7 C6 120.1(3) . . ? C12 C7 C6 120.8(3) . . ? C7 C8 C9 120.2(4) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C10 C9 C8 120.1(4) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 120.2(4) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 C12 120.4(4) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C7 C12 C11 120.0(4) . . ? C7 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C26 C21 C22 118.9(3) . . ? C26 C21 Bi1 118.0(3) . . ? C22 C21 Bi1 122.7(3) . . ? C23 C22 C21 120.7(4) . . ? C23 C22 H22 119.6 . . ? C21 C22 H22 119.6 . . ? C24 C23 C22 120.1(3) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 119.8(3) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C26 120.9(4) . . ? C24 C25 H25 119.6 . . ? C26 C25 H25 119.6 . . ? C21 C26 C25 119.5(3) . . ? C21 C26 C27 121.9(3) . . ? C25 C26 C27 118.6(3) . . ? C28 C27 C32 118.7(3) . . ? C28 C27 C26 120.1(3) . . ? C32 C27 C26 121.2(3) . . ? C29 C28 C27 120.5(4) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C30 C29 C28 120.6(4) . . ? C30 C29 H29 119.7 . . ? C28 C29 H29 119.7 . . ? C29 C30 C31 119.3(4) . . ? C29 C30 H30 120.3 . . ? C31 C30 H30 120.3 . . ? C32 C31 C30 120.6(4) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C27 120.3(4) . . ? C31 C32 H32 119.8 . . ? C27 C32 H32 119.8 . . ? C42 C41 C46 119.0(3) . . ? C42 C41 Bi1 123.3(3) . . ? C46 C41 Bi1 117.0(2) . . ? C43 C42 C41 121.4(3) . . ? C43 C42 H42 119.3 . . ? C41 C42 H42 119.3 . . ? C42 C43 C44 119.8(4) . . ? C42 C43 H43 120.1 . . ? C44 C43 H43 120.1 . . ? C45 C44 C43 119.4(4) . . ? C45 C44 H44 120.3 . . ? C43 C44 H44 120.3 . . ? C44 C45 C46 121.0(3) . . ? C44 C45 H45 119.5 . . ? C46 C45 H45 119.5 . . ? C45 C46 C41 119.3(3) . . ? C45 C46 C47 120.1(3) . . ? C41 C46 C47 120.6(3) . . ? C52 C47 C48 118.3(3) . . ? C52 C47 C46 122.0(3) . . ? C48 C47 C46 119.6(3) . . ? C47 C48 C49 120.5(4) . . ? C47 C48 H48 119.8 . . ? C49 C48 H48 119.8 . . ? C50 C49 C48 120.4(4) . . ? C50 C49 H49 119.8 . . ? C48 C49 H49 119.8 . . ? C51 C50 C49 119.4(4) . . ? C51 C50 H50 120.3 . . ? C49 C50 H50 120.3 . . ? C50 C51 C52 120.9(4) . . ? C50 C51 H51 119.6 . . ? C52 C51 H51 119.6 . . ? C51 C52 C47 120.6(4) . . ? C51 C52 H52 119.7 . . ? C47 C52 H52 119.7 . . ? C41 Bi1 C1 96.04(12) . . ? C41 Bi1 C21 92.33(12) . . ? C1 Bi1 C21 95.28(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 C6 1.394(5) . ? C1 C2 1.402(5) . ? C1 Bi1 2.258(3) . ? C2 C3 1.401(5) . ? C2 H2 0.9300 . ? C3 C4 1.383(6) . ? C3 H3 0.9300 . ? C4 C5 1.386(6) . ? C4 H4 0.9300 . ? C5 C6 1.409(5) . ? C5 H5 0.9300 . ? C6 C7 1.495(5) . ? C7 C8 1.391(5) . ? C7 C12 1.394(5) . ? C8 C9 1.396(6) . ? C8 H8 0.9300 . ? C9 C10 1.385(7) . ? C9 H9 0.9300 . ? C10 C11 1.366(6) . ? C10 H10 0.9300 . ? C11 C12 1.399(5) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C21 C26 1.396(5) . ? C21 C22 1.397(5) . ? C21 Bi1 2.267(3) . ? C22 C23 1.391(5) . ? C22 H22 0.9300 . ? C23 C24 1.380(6) . ? C23 H23 0.9300 . ? C24 C25 1.378(6) . ? C24 H24 0.9300 . ? C25 C26 1.402(5) . ? C25 H25 0.9300 . ? C26 C27 1.496(5) . ? C27 C28 1.391(5) . ? C27 C32 1.397(5) . ? C28 C29 1.382(5) . ? C28 H28 0.9300 . ? C29 C30 1.378(6) . ? C29 H29 0.9300 . ? C30 C31 1.386(6) . ? C30 H30 0.9300 . ? C31 C32 1.377(6) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C41 C42 1.397(5) . ? C41 C46 1.406(5) . ? C41 Bi1 2.257(4) . ? C42 C43 1.386(5) . ? C42 H42 0.9300 . ? C43 C44 1.397(6) . ? C43 H43 0.9300 . ? C44 C45 1.393(5) . ? C44 H44 0.9300 . ? C45 C46 1.402(5) . ? C45 H45 0.9300 . ? C46 C47 1.487(5) . ? C47 C52 1.393(5) . ? C47 C48 1.397(5) . ? C48 C49 1.399(5) . ? C48 H48 0.9300 . ? C49 C50 1.381(6) . ? C49 H49 0.9300 . ? C50 C51 1.376(6) . ? C50 H50 0.9300 . ? C51 C52 1.391(5) . ? C51 H51 0.9300 . ? C52 H52 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 -1.6(5) . . . . ? Bi1 C1 C2 C3 -173.0(3) . . . . ? C1 C2 C3 C4 1.3(6) . . . . ? C2 C3 C4 C5 -0.4(6) . . . . ? C3 C4 C5 C6 -0.1(6) . . . . ? C2 C1 C6 C5 1.1(5) . . . . ? Bi1 C1 C6 C5 172.8(3) . . . . ? C2 C1 C6 C7 -178.5(3) . . . . ? Bi1 C1 C6 C7 -6.8(4) . . . . ? C4 C5 C6 C1 -0.2(5) . . . . ? C4 C5 C6 C7 179.3(3) . . . . ? C1 C6 C7 C8 118.4(4) . . . . ? C5 C6 C7 C8 -61.1(5) . . . . ? C1 C6 C7 C12 -63.0(5) . . . . ? C5 C6 C7 C12 117.5(4) . . . . ? C12 C7 C8 C9 -1.1(6) . . . . ? C6 C7 C8 C9 177.5(3) . . . . ? C7 C8 C9 C10 0.1(6) . . . . ? C8 C9 C10 C11 0.7(6) . . . . ? C9 C10 C11 C12 -0.5(6) . . . . ? C8 C7 C12 C11 1.3(5) . . . . ? C6 C7 C12 C11 -177.4(3) . . . . ? C10 C11 C12 C7 -0.4(6) . . . . ? C26 C21 C22 C23 -1.9(5) . . . . ? Bi1 C21 C22 C23 -175.2(3) . . . . ? C21 C22 C23 C24 1.3(5) . . . . ? C22 C23 C24 C25 0.0(6) . . . . ? C23 C24 C25 C26 -0.7(6) . . . . ? C22 C21 C26 C25 1.2(5) . . . . ? Bi1 C21 C26 C25 174.8(3) . . . . ? C22 C21 C26 C27 -177.5(3) . . . . ? Bi1 C21 C26 C27 -4.0(4) . . . . ? C24 C25 C26 C21 0.0(6) . . . . ? C24 C25 C26 C27 178.9(4) . . . . ? C21 C26 C27 C28 110.4(4) . . . . ? C25 C26 C27 C28 -68.4(5) . . . . ? C21 C26 C27 C32 -70.7(5) . . . . ? C25 C26 C27 C32 110.5(4) . . . . ? C32 C27 C28 C29 0.3(5) . . . . ? C26 C27 C28 C29 179.2(4) . . . . ? C27 C28 C29 C30 -0.3(6) . . . . ? C28 C29 C30 C31 -0.3(6) . . . . ? C29 C30 C31 C32 0.9(6) . . . . ? C30 C31 C32 C27 -1.0(6) . . . . ? C28 C27 C32 C31 0.4(6) . . . . ? C26 C27 C32 C31 -178.5(4) . . . . ? C46 C41 C42 C43 -2.1(5) . . . . ? Bi1 C41 C42 C43 167.5(3) . . . . ? C41 C42 C43 C44 -0.5(6) . . . . ? C42 C43 C44 C45 2.5(6) . . . . ? C43 C44 C45 C46 -2.0(6) . . . . ? C44 C45 C46 C41 -0.6(6) . . . . ? C44 C45 C46 C47 177.6(4) . . . . ? C42 C41 C46 C45 2.6(5) . . . . ? Bi1 C41 C46 C45 -167.7(3) . . . . ? C42 C41 C46 C47 -175.6(3) . . . . ? Bi1 C41 C46 C47 14.1(4) . . . . ? C45 C46 C47 C52 75.2(5) . . . . ? C41 C46 C47 C52 -106.6(4) . . . . ? C45 C46 C47 C48 -103.5(4) . . . . ? C41 C46 C47 C48 74.7(5) . . . . ? C52 C47 C48 C49 0.1(5) . . . . ? C46 C47 C48 C49 178.7(3) . . . . ? C47 C48 C49 C50 -0.8(6) . . . . ? C48 C49 C50 C51 1.3(6) . . . . ? C49 C50 C51 C52 -1.1(6) . . . . ? C50 C51 C52 C47 0.4(6) . . . . ? C48 C47 C52 C51 0.1(6) . . . . ? C46 C47 C52 C51 -178.5(3) . . . . ?