#------------------------------------------------------------------------------ #$Date: 2026-06-12 23:11:39 +0100 (Fri, 12 Jun 2026) $ #$Revision: 306559 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/73/1577395.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_1577395 loop_ _publ_author_name 'Li, Hai-Jun' 'Xi, Biying' 'Jing, Hui-Xian' 'Li, Xin' 'Jia, Hongnan' 'Fan, Manman' 'Zhu, Weiguo' 'Feng, Rui' 'Hao, Baorui' 'Li, Shi-Jun' 'Yu, Bing' 'Lan, Yu' 'Du, Jingzhen' _publ_section_title ; Photo-Induced Terminal Alkyne Insertion into Arene Ring to Synthesize Boron-Doped Polycycles ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D6SC02310J _journal_year 2026 _chemical_formula_moiety 'C28 H27 B S' _chemical_formula_sum 'C28 H27 B S' _chemical_formula_weight 406.36 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-I 2ya' _space_group_name_H-M_alt 'I 1 2/a 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2025-03-01 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2025-06-05 deposited with the CCDC. 2026-06-11 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 92.610(3) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 14.9556(6) _cell_length_b 8.5043(3) _cell_length_c 35.3077(13) _cell_measurement_reflns_used 12684 _cell_measurement_temperature 150.00(10) _cell_measurement_theta_max 29.8840 _cell_measurement_theta_min 2.4540 _cell_volume 4486.0(3) _computing_cell_refinement 'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)' _computing_data_collection 'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)' _computing_data_reduction 'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2019/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 150.00(10) _diffrn_detector 'Hybrid Pixel Array Detector' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.880 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -37.00 -4.00 0.30 3.00 -- -13.05 110.00 117.00 110 2 \w 26.00 63.80 0.30 3.00 -- 15.16-110.00 22.00 126 3 \w -15.00 33.00 0.30 3.00 -- -13.05 -99.00 30.00 160 4 \w 64.00 95.80 0.30 3.00 -- 15.16 178.00 60.00 106 5 \w -59.20 44.00 0.30 3.00 -- 15.16 -57.00 120.00 344 6 \w -61.00 37.10 0.30 3.00 -- 15.16 -57.00 30.00 327 7 \w -65.00 -5.00 0.30 3.00 -- 15.16 -19.00-180.00 200 8 \w -16.00 52.10 0.30 3.00 -- 15.16 -99.00 -90.00 227 9 \w -51.00 30.00 0.30 3.00 -- 15.16 -77.00 -60.00 270 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy R, HyPix' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0304651000 _diffrn_orient_matrix_UB_12 -0.0566278000 _diffrn_orient_matrix_UB_13 -0.0065420000 _diffrn_orient_matrix_UB_21 -0.0040168000 _diffrn_orient_matrix_UB_22 0.0332544000 _diffrn_orient_matrix_UB_23 -0.0184275000 _diffrn_orient_matrix_UB_31 0.0361826000 _diffrn_orient_matrix_UB_32 0.0514486000 _diffrn_orient_matrix_UB_33 0.0047184000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_unetI/netI 0.0359 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.880 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_limit_l_min -47 _diffrn_reflns_number 29022 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.880 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 29.943 _diffrn_reflns_theta_min 2.310 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'Mova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.156 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.51718 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.43.142a (Rigaku Oxford Diffraction, 2024) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'dull dark blue' _exptl_crystal_colour_lustre dull _exptl_crystal_colour_modifier dark _exptl_crystal_colour_primary blue _exptl_crystal_density_diffrn 1.203 _exptl_crystal_description block _exptl_crystal_F_000 1728 _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.382 _refine_diff_density_min -0.256 _refine_diff_density_rms 0.046 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 277 _refine_ls_number_reflns 5711 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.073 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0453 _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^)+(0.0558P)^2^+2.5500P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1139 _refine_ls_wR_factor_ref 0.1229 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4295 _reflns_number_total 5711 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6sc02310j2.cif _cod_data_source_block exp_1243_auto _cod_database_code 1577395 _shelx_shelxl_version_number 2019/3 _chemical_oxdiff_formula 'C H B S ' _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_estimated_absorpt_t_max 0.992 _shelx_estimated_absorpt_t_min 0.992 _olex2_refinement_description ; ; _shelx_res_file ; TITL exp_1243_auto_a.res in I2/a exp_1243_auto.res created by SHELXL-2019/3 at 21:47:36 on 15-Feb-2025 REM Old TITL REM SHELXT solution in I2/a: R1 0.124, Rweak 0.004, Alpha 0.018 REM 0.447 for 320 systematic absences, Orientation as input REM Formula found by SHELXT: C29 S CELL 0.71073 14.9556 8.5043 35.3077 90 92.61 90 ZERR 8 0.0006 0.0003 0.0013 0 0.003 0 LATT 2 SYMM 0.5-X,+Y,-Z SFAC C H B S UNIT 224 216 8 8 L.S. 4 PLAN 4 SIZE 0.05 0.05 0.05 TEMP -123 CONF BOND list 4 fmap 2 acta MORE -1 BOND $H REM REM REM WGHT 0.055800 2.550000 FVAR 0.29638 S1 4 0.498703 0.516133 0.646109 11.00000 0.03061 0.03614 = 0.03775 0.00319 0.00324 -0.00728 C10 1 0.242385 0.221008 0.659742 11.00000 0.02698 0.02190 = 0.02500 -0.00146 0.00207 0.00066 C16 1 0.163822 0.142312 0.674819 11.00000 0.02681 0.02410 = 0.02890 0.00152 0.00243 0.00350 C7 1 0.397639 0.304426 0.675841 11.00000 0.02526 0.02804 = 0.02562 -0.00341 0.00166 0.00088 C11 1 0.236809 0.324586 0.625711 11.00000 0.02534 0.02602 = 0.02492 -0.00183 0.00158 0.00234 C9 1 0.319755 0.214930 0.682399 11.00000 0.02801 0.02730 = 0.02525 0.00257 0.00241 0.00066 AFIX 43 H9 2 0.321064 0.146668 0.703715 11.00000 -1.20000 AFIX 0 C2 1 0.480594 0.303114 0.698822 11.00000 0.02496 0.02995 = 0.02840 -0.00457 0.00223 0.00167 C20 1 0.328978 0.569013 0.587844 11.00000 0.02831 0.02866 = 0.02754 0.00152 0.00027 -0.00130 C12 1 0.170848 0.306324 0.596627 11.00000 0.02991 0.03379 = 0.02665 -0.00101 0.00181 0.00273 C8 1 0.397516 0.413383 0.646659 11.00000 0.02845 0.02857 = 0.02822 -0.00166 0.00498 -0.00245 C1 1 0.541961 0.413961 0.685684 11.00000 0.02684 0.03029 = 0.03364 -0.00582 0.00287 0.00156 C25 1 0.368321 0.531696 0.553550 11.00000 0.03088 0.03471 = 0.02827 0.00182 0.00084 -0.00090 C3 1 0.503934 0.213402 0.731104 11.00000 0.02834 0.03607 = 0.03333 -0.00107 -0.00051 0.00263 AFIX 43 H3 2 0.463713 0.136664 0.739955 11.00000 -1.20000 AFIX 0 C13 1 0.114099 0.171880 0.589704 11.00000 0.03596 0.03730 = 0.02865 -0.00532 -0.00439 0.00000 AFIX 43 H13 2 0.098150 0.152518 0.563771 11.00000 -1.20000 AFIX 0 C21 1 0.306785 0.727224 0.594827 11.00000 0.03547 0.03140 = 0.03377 0.00054 0.00125 0.00084 C14 1 0.079855 0.068590 0.614377 11.00000 0.03054 0.03081 = 0.04110 -0.00392 -0.00404 -0.00130 C15 1 0.094211 0.077933 0.654614 11.00000 0.02841 0.03066 = 0.03697 0.00174 0.00212 -0.00236 AFIX 43 H15 2 0.048721 0.032843 0.669082 11.00000 -1.20000 AFIX 0 C6 1 0.625844 0.435312 0.704224 11.00000 0.02723 0.03295 = 0.05232 -0.00802 0.00071 -0.00212 AFIX 43 H6 2 0.667708 0.508235 0.694950 11.00000 -1.20000 AFIX 0 C23 1 0.358271 0.804474 0.533204 11.00000 0.04053 0.03915 = 0.03638 0.01114 -0.00559 -0.01103 C4 1 0.585790 0.237327 0.749953 11.00000 0.03554 0.03915 = 0.03994 -0.00323 -0.00810 0.00775 AFIX 43 H4 2 0.601277 0.178855 0.772221 11.00000 -1.20000 AFIX 0 C24 1 0.381877 0.649015 0.526944 11.00000 0.03597 0.04579 = 0.02705 0.00328 0.00280 -0.00647 AFIX 43 H24 2 0.408058 0.621958 0.503811 11.00000 -1.20000 AFIX 0 C19 1 0.162384 0.126184 0.717447 11.00000 0.03287 0.04196 = 0.03109 0.00514 0.00425 -0.00476 AFIX 137 H19A 2 0.204871 0.044506 0.726022 11.00000 -1.50000 H19B 2 0.102020 0.097035 0.724570 11.00000 -1.50000 H19C 2 0.179330 0.226561 0.729369 11.00000 -1.50000 AFIX 0 C17 1 0.154413 0.429461 0.565969 11.00000 0.03654 0.05028 = 0.03508 0.01013 -0.00680 -0.00289 AFIX 137 H17A 2 0.169907 0.533607 0.576175 11.00000 -1.50000 H17B 2 0.091143 0.428007 0.557431 11.00000 -1.50000 H17C 2 0.191579 0.406261 0.544508 11.00000 -1.50000 AFIX 0 C22 1 0.321263 0.841305 0.567433 11.00000 0.04315 0.02806 = 0.04276 0.00438 -0.00415 -0.00278 AFIX 43 H22 2 0.305345 0.947275 0.572331 11.00000 -1.20000 AFIX 0 C5 1 0.645975 0.347562 0.736309 11.00000 0.02730 0.03843 = 0.05586 -0.01257 -0.01152 0.00362 AFIX 43 H5 2 0.702133 0.362251 0.749506 11.00000 -1.20000 AFIX 0 C28 1 0.394722 0.364561 0.545281 11.00000 0.05582 0.04209 = 0.03451 -0.00066 0.01007 0.01037 AFIX 137 H28A 2 0.439938 0.329364 0.564386 11.00000 -1.50000 H28B 2 0.419455 0.359128 0.520084 11.00000 -1.50000 H28C 2 0.341938 0.296526 0.545996 11.00000 -1.50000 AFIX 0 C18 1 0.016205 -0.058602 0.600286 11.00000 0.05302 0.04173 = 0.05217 -0.00069 -0.01603 -0.01461 AFIX 137 H18A 2 -0.041568 -0.045221 0.611916 11.00000 -1.50000 H18B 2 0.041137 -0.161850 0.607142 11.00000 -1.50000 H18C 2 0.007739 -0.051274 0.572655 11.00000 -1.50000 AFIX 0 C26 1 0.266880 0.772436 0.631860 11.00000 0.06460 0.03671 = 0.04595 -0.00322 0.01073 0.01167 AFIX 137 H26A 2 0.208853 0.720293 0.633868 11.00000 -1.50000 H26B 2 0.258631 0.886683 0.632692 11.00000 -1.50000 H26C 2 0.307284 0.739645 0.653028 11.00000 -1.50000 AFIX 0 B1 3 0.316878 0.440067 0.619606 11.00000 0.03166 0.02669 = 0.02431 -0.00141 0.00370 0.00211 C27 1 0.372720 0.927945 0.503308 11.00000 0.06226 0.05094 = 0.04748 0.02041 -0.00477 -0.01899 AFIX 137 H27A 2 0.436019 0.929763 0.497263 11.00000 -1.50000 H27B 2 0.355456 1.031222 0.512887 11.00000 -1.50000 H27C 2 0.336054 0.902913 0.480390 11.00000 -1.50000 AFIX 0 HKLF 4 REM exp_1243_auto_a.res in I2/a REM wR2 = 0.1229, GooF = S = 1.073, Restrained GooF = 1.073 for all data REM R1 = 0.0453 for 4295 Fo > 4sig(Fo) and 0.0663 for all 5711 data REM 277 parameters refined using 0 restraints END WGHT 0.0558 2.5500 REM Highest difference peak 0.382, deepest hole -0.256, 1-sigma level 0.046 Q1 1 0.5248 0.4550 0.6654 11.00000 0.05 0.38 Q2 1 0.3666 0.4007 0.6317 11.00000 0.05 0.29 Q3 1 0.2745 0.3866 0.6244 11.00000 0.05 0.28 Q4 1 0.2413 0.2529 0.6404 11.00000 0.05 0.28 ; _shelx_res_checksum 87849 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 2.453 _oxdiff_exptl_absorpt_empirical_full_min 0.528 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' '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 S1 S 0.49870(3) 0.51613(5) 0.64611(2) 0.03478(12) Uani 1 1 d . . . . . C10 C 0.24239(9) 0.22101(16) 0.65974(4) 0.0246(3) Uani 1 1 d . . . . . C16 C 0.16382(9) 0.14231(16) 0.67482(4) 0.0266(3) Uani 1 1 d . . . . . C7 C 0.39764(9) 0.30443(17) 0.67584(4) 0.0263(3) Uani 1 1 d . . . . . C11 C 0.23681(9) 0.32459(17) 0.62571(4) 0.0254(3) Uani 1 1 d . . . . . C9 C 0.31976(9) 0.21493(17) 0.68240(4) 0.0268(3) Uani 1 1 d . . . . . H9 H 0.321064 0.146668 0.703715 0.032 Uiso 1 1 calc R U . . . C2 C 0.48059(9) 0.30311(17) 0.69882(4) 0.0277(3) Uani 1 1 d . . . . . C20 C 0.32898(10) 0.56901(17) 0.58784(4) 0.0282(3) Uani 1 1 d . . . . . C12 C 0.17085(10) 0.30632(18) 0.59663(4) 0.0301(3) Uani 1 1 d . . . . . C8 C 0.39752(10) 0.41338(17) 0.64666(4) 0.0283(3) Uani 1 1 d . . . . . C1 C 0.54196(10) 0.41396(18) 0.68568(4) 0.0302(3) Uani 1 1 d . . . . . C25 C 0.36832(10) 0.53170(18) 0.55355(4) 0.0313(3) Uani 1 1 d . . . . . C3 C 0.50393(10) 0.21340(19) 0.73110(4) 0.0326(3) Uani 1 1 d . . . . . H3 H 0.463713 0.136664 0.739955 0.039 Uiso 1 1 calc R U . . . C13 C 0.11410(11) 0.17188(19) 0.58970(4) 0.0342(3) Uani 1 1 d . . . . . H13 H 0.098150 0.152518 0.563771 0.041 Uiso 1 1 calc R U . . . C21 C 0.30679(11) 0.72722(18) 0.59483(4) 0.0336(3) Uani 1 1 d . . . . . C14 C 0.07985(10) 0.06859(18) 0.61438(5) 0.0343(3) Uani 1 1 d . . . . . C15 C 0.09421(10) 0.07793(18) 0.65461(4) 0.0320(3) Uani 1 1 d . . . . . H15 H 0.048721 0.032843 0.669082 0.038 Uiso 1 1 calc R U . . . C6 C 0.62584(10) 0.43531(19) 0.70422(5) 0.0375(4) Uani 1 1 d . . . . . H6 H 0.667708 0.508235 0.694950 0.045 Uiso 1 1 calc R U . . . C23 C 0.35827(11) 0.8045(2) 0.53320(5) 0.0389(4) Uani 1 1 d . . . . . C4 C 0.58579(11) 0.2373(2) 0.74995(5) 0.0385(4) Uani 1 1 d . . . . . H4 H 0.601277 0.178855 0.772221 0.046 Uiso 1 1 calc R U . . . C24 C 0.38188(11) 0.6490(2) 0.52694(4) 0.0362(4) Uani 1 1 d . . . . . H24 H 0.408058 0.621958 0.503811 0.043 Uiso 1 1 calc R U . . . C19 C 0.16238(11) 0.1262(2) 0.71745(4) 0.0352(4) Uani 1 1 d . . . . . H19A H 0.204871 0.044506 0.726022 0.053 Uiso 1 1 calc R U . . . H19B H 0.102020 0.097035 0.724570 0.053 Uiso 1 1 calc R U . . . H19C H 0.179330 0.226561 0.729369 0.053 Uiso 1 1 calc R U . . . C17 C 0.15441(11) 0.4295(2) 0.56597(5) 0.0409(4) Uani 1 1 d . . . . . H17A H 0.169907 0.533607 0.576175 0.061 Uiso 1 1 calc R U . . . H17B H 0.091143 0.428007 0.557431 0.061 Uiso 1 1 calc R U . . . H17C H 0.191579 0.406261 0.544508 0.061 Uiso 1 1 calc R U . . . C22 C 0.32126(11) 0.84130(19) 0.56743(5) 0.0382(4) Uani 1 1 d . . . . . H22 H 0.305345 0.947275 0.572331 0.046 Uiso 1 1 calc R U . . . C5 C 0.64597(11) 0.3476(2) 0.73631(5) 0.0409(4) Uani 1 1 d . . . . . H5 H 0.702133 0.362251 0.749506 0.049 Uiso 1 1 calc R U . . . C28 C 0.39472(13) 0.3646(2) 0.54528(5) 0.0439(4) Uani 1 1 d . . . . . H28A H 0.439938 0.329364 0.564386 0.066 Uiso 1 1 calc R U . . . H28B H 0.419455 0.359128 0.520084 0.066 Uiso 1 1 calc R U . . . H28C H 0.341938 0.296526 0.545996 0.066 Uiso 1 1 calc R U . . . C18 C 0.01620(13) -0.0586(2) 0.60029(6) 0.0495(5) Uani 1 1 d . . . . . H18A H -0.041568 -0.045221 0.611916 0.074 Uiso 1 1 calc R U . . . H18B H 0.041137 -0.161850 0.607142 0.074 Uiso 1 1 calc R U . . . H18C H 0.007739 -0.051274 0.572655 0.074 Uiso 1 1 calc R U . . . C26 C 0.26688(14) 0.7724(2) 0.63186(5) 0.0488(5) Uani 1 1 d . . . . . H26A H 0.208853 0.720293 0.633868 0.073 Uiso 1 1 calc R U . . . H26B H 0.258631 0.886683 0.632692 0.073 Uiso 1 1 calc R U . . . H26C H 0.307284 0.739645 0.653028 0.073 Uiso 1 1 calc R U . . . B1 B 0.31688(11) 0.44007(19) 0.61961(5) 0.0275(3) Uani 1 1 d . . . . . C27 C 0.37272(14) 0.9279(2) 0.50331(6) 0.0538(5) Uani 1 1 d . . . . . H27A H 0.436019 0.929763 0.497263 0.081 Uiso 1 1 calc R U . . . H27B H 0.355456 1.031222 0.512887 0.081 Uiso 1 1 calc R U . . . H27C H 0.336054 0.902913 0.480390 0.081 Uiso 1 1 calc R U . . . 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 S1 0.0306(2) 0.0361(2) 0.0377(2) 0.00319(16) 0.00324(16) -0.00728(16) C10 0.0270(7) 0.0219(6) 0.0250(7) -0.0015(5) 0.0021(5) 0.0007(5) C16 0.0268(7) 0.0241(7) 0.0289(7) 0.0015(5) 0.0024(6) 0.0035(6) C7 0.0253(7) 0.0280(7) 0.0256(7) -0.0034(6) 0.0017(5) 0.0009(6) C11 0.0253(7) 0.0260(7) 0.0249(7) -0.0018(5) 0.0016(5) 0.0023(6) C9 0.0280(7) 0.0273(7) 0.0253(7) 0.0026(6) 0.0024(5) 0.0007(6) C2 0.0250(7) 0.0300(7) 0.0284(7) -0.0046(6) 0.0022(6) 0.0017(6) C20 0.0283(7) 0.0287(7) 0.0275(7) 0.0015(6) 0.0003(6) -0.0013(6) C12 0.0299(8) 0.0338(8) 0.0267(7) -0.0010(6) 0.0018(6) 0.0027(6) C8 0.0285(7) 0.0286(7) 0.0282(7) -0.0017(6) 0.0050(6) -0.0024(6) C1 0.0268(7) 0.0303(7) 0.0336(8) -0.0058(6) 0.0029(6) 0.0016(6) C25 0.0309(8) 0.0347(8) 0.0283(8) 0.0018(6) 0.0008(6) -0.0009(6) C3 0.0283(8) 0.0361(8) 0.0333(8) -0.0011(6) -0.0005(6) 0.0026(6) C13 0.0360(8) 0.0373(8) 0.0287(8) -0.0053(6) -0.0044(6) 0.0000(7) C21 0.0355(8) 0.0314(8) 0.0338(8) 0.0005(6) 0.0013(6) 0.0008(6) C14 0.0305(8) 0.0308(8) 0.0411(9) -0.0039(7) -0.0040(7) -0.0013(6) C15 0.0284(8) 0.0307(8) 0.0370(8) 0.0017(6) 0.0021(6) -0.0024(6) C6 0.0272(8) 0.0330(8) 0.0523(10) -0.0080(7) 0.0007(7) -0.0021(6) C23 0.0405(9) 0.0391(9) 0.0364(9) 0.0111(7) -0.0056(7) -0.0110(7) C4 0.0355(9) 0.0392(9) 0.0399(9) -0.0032(7) -0.0081(7) 0.0078(7) C24 0.0360(9) 0.0458(9) 0.0270(8) 0.0033(7) 0.0028(6) -0.0065(7) C19 0.0329(8) 0.0420(9) 0.0311(8) 0.0051(7) 0.0043(6) -0.0048(7) C17 0.0365(9) 0.0503(10) 0.0351(9) 0.0101(8) -0.0068(7) -0.0029(8) C22 0.0432(9) 0.0281(8) 0.0428(9) 0.0044(7) -0.0042(7) -0.0028(7) C5 0.0273(8) 0.0384(9) 0.0559(11) -0.0126(8) -0.0115(7) 0.0036(7) C28 0.0558(11) 0.0421(9) 0.0345(9) -0.0007(7) 0.0101(8) 0.0104(8) C18 0.0530(11) 0.0417(10) 0.0522(11) -0.0007(8) -0.0160(9) -0.0146(9) C26 0.0646(12) 0.0367(9) 0.0460(10) -0.0032(8) 0.0107(9) 0.0117(9) B1 0.0317(8) 0.0267(8) 0.0243(8) -0.0014(6) 0.0037(6) 0.0021(7) C27 0.0623(12) 0.0509(11) 0.0475(11) 0.0204(9) -0.0048(9) -0.0190(10) 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 S1 C8 91.82(7) . . ? C16 C10 C11 122.97(12) . . ? C9 C10 C16 115.85(12) . . ? C9 C10 C11 120.37(13) . . ? C10 C16 C19 116.66(13) . . ? C15 C16 C10 126.99(13) . . ? C15 C16 C19 116.31(13) . . ? C9 C7 C2 126.28(13) . . ? C8 C7 C9 120.44(13) . . ? C8 C7 C2 113.15(13) . . ? C10 C11 B1 117.74(12) . . ? C12 C11 C10 122.55(13) . . ? C12 C11 B1 119.00(13) . . ? C10 C9 C7 124.00(13) . . ? C10 C9 H9 118.0 . . ? C7 C9 H9 118.0 . . ? C1 C2 C7 111.34(13) . . ? C3 C2 C7 129.30(14) . . ? C3 C2 C1 119.33(14) . . ? C25 C20 C21 118.48(14) . . ? C25 C20 B1 121.25(13) . . ? C21 C20 B1 120.07(13) . . ? C11 C12 C13 127.13(14) . . ? C11 C12 C17 122.17(14) . . ? C13 C12 C17 110.61(13) . . ? C7 C8 S1 111.76(11) . . ? C7 C8 B1 122.75(13) . . ? B1 C8 S1 125.48(11) . . ? C2 C1 S1 111.94(11) . . ? C6 C1 S1 126.98(13) . . ? C6 C1 C2 121.07(15) . . ? C20 C25 C28 120.21(14) . . ? C24 C25 C20 119.93(15) . . ? C24 C25 C28 119.86(14) . . ? C2 C3 H3 120.2 . . ? C4 C3 C2 119.58(15) . . ? C4 C3 H3 120.2 . . ? C12 C13 H13 115.0 . . ? C14 C13 C12 130.09(14) . . ? C14 C13 H13 115.0 . . ? C20 C21 C26 119.95(14) . . ? C22 C21 C20 119.84(15) . . ? C22 C21 C26 120.21(15) . . ? C13 C14 C15 124.01(14) . . ? C13 C14 C18 120.26(15) . . ? C15 C14 C18 115.54(15) . . ? C16 C15 C14 128.66(14) . . ? C16 C15 H15 115.7 . . ? C14 C15 H15 115.7 . . ? C1 C6 H6 120.9 . . ? C5 C6 C1 118.14(15) . . ? C5 C6 H6 120.9 . . ? C24 C23 C27 120.32(17) . . ? C22 C23 C24 117.89(14) . . ? C22 C23 C27 121.79(17) . . ? C3 C4 H4 119.9 . . ? C3 C4 C5 120.15(16) . . ? C5 C4 H4 119.9 . . ? C25 C24 H24 119.0 . . ? C23 C24 C25 121.96(15) . . ? C23 C24 H24 119.0 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C21 C22 H22 119.1 . . ? C23 C22 C21 121.87(15) . . ? C23 C22 H22 119.1 . . ? C6 C5 C4 121.70(15) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28B 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C11 B1 C20 129.94(14) . . ? C8 B1 C11 114.08(13) . . ? C8 B1 C20 115.77(13) . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? 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 S1 C8 1.7484(15) . ? S1 C1 1.7446(16) . ? C10 C16 1.473(2) . ? C10 C11 1.4891(19) . ? C10 C9 1.377(2) . ? C16 C15 1.351(2) . ? C16 C19 1.512(2) . ? C7 C9 1.419(2) . ? C7 C2 1.4512(19) . ? C7 C8 1.386(2) . ? C11 C12 1.400(2) . ? C11 B1 1.571(2) . ? C9 H9 0.9500 . ? C2 C1 1.409(2) . ? C2 C3 1.402(2) . ? C20 C25 1.406(2) . ? C20 C21 1.410(2) . ? C20 B1 1.585(2) . ? C12 C13 1.438(2) . ? C12 C17 1.518(2) . ? C8 B1 1.521(2) . ? C1 C6 1.400(2) . ? C25 C24 1.392(2) . ? C25 C28 1.507(2) . ? C3 H3 0.9500 . ? C3 C4 1.382(2) . ? C13 H13 0.9500 . ? C13 C14 1.354(2) . ? C21 C22 1.394(2) . ? C21 C26 1.512(2) . ? C14 C15 1.429(2) . ? C14 C18 1.510(2) . ? C15 H15 0.9500 . ? C6 H6 0.9500 . ? C6 C5 1.378(2) . ? C23 C24 1.389(2) . ? C23 C22 1.388(2) . ? C23 C27 1.511(2) . ? C4 H4 0.9500 . ? C4 C5 1.400(3) . ? C24 H24 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C22 H22 0.9500 . ? C5 H5 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? 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 S1 C8 B1 C11 177.29(10) . . . . ? S1 C8 B1 C20 1.97(19) . . . . ? S1 C1 C6 C5 176.91(12) . . . . ? C10 C16 C15 C14 0.7(3) . . . . ? C10 C11 C12 C13 -15.7(2) . . . . ? C10 C11 C12 C17 168.13(14) . . . . ? C10 C11 B1 C20 -176.73(14) . . . . ? C10 C11 B1 C8 8.77(18) . . . . ? C16 C10 C11 C12 -27.9(2) . . . . ? C16 C10 C11 B1 161.95(13) . . . . ? C16 C10 C9 C7 -169.30(13) . . . . ? C7 C2 C1 S1 -0.18(16) . . . . ? C7 C2 C1 C6 178.52(13) . . . . ? C7 C2 C3 C4 -176.52(14) . . . . ? C7 C8 B1 C11 -4.5(2) . . . . ? C7 C8 B1 C20 -179.78(13) . . . . ? C11 C10 C16 C15 38.1(2) . . . . ? C11 C10 C16 C19 -144.40(14) . . . . ? C11 C10 C9 C7 0.7(2) . . . . ? C11 C12 C13 C14 32.6(3) . . . . ? C9 C10 C16 C15 -152.22(15) . . . . ? C9 C10 C16 C19 25.27(18) . . . . ? C9 C10 C11 C12 162.92(14) . . . . ? C9 C10 C11 B1 -7.27(19) . . . . ? C9 C7 C2 C1 -175.97(13) . . . . ? C9 C7 C2 C3 2.0(2) . . . . ? C9 C7 C8 S1 176.55(11) . . . . ? C9 C7 C8 B1 -1.9(2) . . . . ? C2 C7 C9 C10 179.71(13) . . . . ? C2 C7 C8 S1 0.52(16) . . . . ? C2 C7 C8 B1 -177.95(13) . . . . ? C2 C1 C6 C5 -1.6(2) . . . . ? C2 C3 C4 C5 -1.7(2) . . . . ? C20 C25 C24 C23 0.5(2) . . . . ? C20 C21 C22 C23 -0.8(2) . . . . ? C12 C11 B1 C20 12.7(2) . . . . ? C12 C11 B1 C8 -161.78(13) . . . . ? C12 C13 C14 C15 1.2(3) . . . . ? C12 C13 C14 C18 175.94(17) . . . . ? C8 S1 C1 C2 0.40(12) . . . . ? C8 S1 C1 C6 -178.21(14) . . . . ? C8 C7 C9 C10 4.2(2) . . . . ? C8 C7 C2 C1 -0.22(18) . . . . ? C8 C7 C2 C3 177.78(15) . . . . ? C1 S1 C8 C7 -0.52(12) . . . . ? C1 S1 C8 B1 177.89(13) . . . . ? C1 C2 C3 C4 1.3(2) . . . . ? C1 C6 C5 C4 1.3(2) . . . . ? C25 C20 C21 C22 2.1(2) . . . . ? C25 C20 C21 C26 -178.23(15) . . . . ? C25 C20 B1 C11 -89.6(2) . . . . ? C25 C20 B1 C8 84.83(18) . . . . ? C3 C2 C1 S1 -178.41(11) . . . . ? C3 C2 C1 C6 0.3(2) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? C13 C14 C15 C16 -26.8(3) . . . . ? C21 C20 C25 C24 -2.0(2) . . . . ? C21 C20 C25 C28 178.82(15) . . . . ? C21 C20 B1 C11 95.52(19) . . . . ? C21 C20 B1 C8 -90.06(17) . . . . ? C24 C23 C22 C21 -0.7(3) . . . . ? C19 C16 C15 C14 -176.81(15) . . . . ? C17 C12 C13 C14 -150.93(17) . . . . ? C22 C23 C24 C25 0.9(2) . . . . ? C28 C25 C24 C23 179.70(16) . . . . ? C18 C14 C15 C16 158.16(17) . . . . ? C26 C21 C22 C23 179.59(16) . . . . ? B1 C11 C12 C13 154.34(15) . . . . ? B1 C11 C12 C17 -21.8(2) . . . . ? B1 C20 C25 C24 -176.98(14) . . . . ? B1 C20 C25 C28 3.8(2) . . . . ? B1 C20 C21 C22 177.17(14) . . . . ? B1 C20 C21 C26 -3.2(2) . . . . ? C27 C23 C24 C25 -179.00(16) . . . . ? C27 C23 C22 C21 179.13(16) . . . . ?