#------------------------------------------------------------------------------ #$Date: 2026-06-12 23:11:39 +0100 (Fri, 12 Jun 2026) $ #$Revision: 306559 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/73/1577393.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_1577393 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 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary iterative _audit_creation_date 2025-05-04 _audit_creation_method ; Olex2 1.5 (compiled 2025.03.04 svn.red2d20d0 for OlexSys, GUI svn.r7188) ; _audit_update_record ; 2025-06-05 deposited with the CCDC. 2026-06-11 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 94.155(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.1969(5) _cell_length_b 9.4547(4) _cell_length_c 19.6469(7) _cell_measurement_reflns_used 9956 _cell_measurement_temperature 150.00(10) _cell_measurement_theta_max 28.9610 _cell_measurement_theta_min 1.8940 _cell_volume 2259.69(16) _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 'olex2.solve 1.5 (Bourhis et al., 2015)' _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 0.971 _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 35.00 95.00 0.50 1.10 -- 22.51-154.00 -93.00 120 2 \w 30.00 89.00 0.50 1.10 -- 22.51-121.00 65.00 118 3 \w -48.00 28.00 0.50 1.10 -- 22.51 -19.00 -60.00 152 4 \w -13.00 41.00 0.50 1.10 -- -20.24 19.00-120.00 108 5 \w -21.00 4.00 0.50 1.10 -- -20.24 19.00-180.00 50 6 \w -94.00 -69.00 0.50 1.10 -- -20.24 154.00 -53.00 50 7 \w -74.00 -49.00 0.50 1.10 -- -20.24 121.00 147.00 50 8 \w -23.00 60.00 0.50 1.10 -- -20.24 19.00 120.00 166 9 \w -93.00 -67.00 0.50 1.10 -- -20.24-154.00 -93.00 52 ; _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 0.0431462000 _diffrn_orient_matrix_UB_12 0.0206005000 _diffrn_orient_matrix_UB_13 -0.0202318000 _diffrn_orient_matrix_UB_21 0.0076469000 _diffrn_orient_matrix_UB_22 -0.0715801000 _diffrn_orient_matrix_UB_23 -0.0093295000 _diffrn_orient_matrix_UB_31 -0.0385111000 _diffrn_orient_matrix_UB_32 0.0087675000 _diffrn_orient_matrix_UB_33 -0.0285202000 _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 0.0249 _diffrn_reflns_av_unetI/netI 0.0295 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.971 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 16361 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.971 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.479 _diffrn_reflns_theta_min 1.905 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'Mova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.155 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.84361 _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 'clear whiteish colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier whiteish _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.194 _exptl_crystal_description block _exptl_crystal_F_000 864 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.826 _refine_diff_density_min -0.437 _refine_diff_density_rms 0.065 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 281 _refine_ls_number_reflns 5029 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.054 _refine_ls_R_factor_all 0.0736 _refine_ls_R_factor_gt 0.0613 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0872P)^2^+1.9993P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1673 _refine_ls_wR_factor_ref 0.1778 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4114 _reflns_number_total 5029 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6sc02310j2.cif _cod_data_source_block jd46lhj3-2_auto _cod_database_code 1577393 _shelx_shelxl_version_number 2019/3 _chemical_oxdiff_formula 'C H S B' _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 0.985 _shelx_estimated_absorpt_t_min 0.985 _diffrn_oxdiff_ac3_digest_hkl 4144b19769a41e573909753b1349c87127bd4f _diffrn_oxdiff_digest_hkl ; 43612e94c0776f324fa42f1e8682d04ffc88f0 ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Aromatic/amide H refined with riding coordinates: C22(H22), C24(H24), C15(H15), C13(H13), C6(H6), C8(H8), C9(H9), C7(H7) 2.b Idealised Me refined as rotating group: C26(H26A,H26B,H26C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C28(H28A,H28B, H28C), C27(H27A,H27B,H27C), C18(H18A,H18B,H18C) ; _shelx_res_file ; TITL jd46lhj3-2_auto_a.res in P2(1)/n jd46lhj3-2_auto.res created by SHELXL-2019/3 at 18:19:11 on 04-May-2025 REM Old TITL REM SHELXT solution in P2(1)/n: R1 0.154, Rweak 0.010, Alpha 0.021 REM 0.473 for 302 systematic absences, Orientation as input REM EXTI 0.0000(12) REM Formula found by SHELXT: C29 S CELL 0.71073 12.1969 9.4547 19.6469 90 94.155 90 ZERR 4 0.0005 0.0004 0.0007 0 0.003 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H B S UNIT 112 108 4 4 L.S. 4 PLAN 20 SIZE 0.1 0.1 0.1 TEMP -123 CONF BIND C4 C3 BOND list 4 MORE -1 BOND $H fmap 2 acta SHEL 999 0.77 REM REM REM WGHT 0.087200 1.999300 FVAR 0.43568 S1 4 0.777987 0.052368 0.524535 11.00000 0.03915 0.03475 = 0.03336 0.00087 -0.00080 -0.00441 C11 1 0.759158 0.435351 0.416893 11.00000 0.02768 0.03312 = 0.01885 0.00123 -0.00119 -0.00623 C20 1 0.641793 0.187581 0.389893 11.00000 0.02708 0.02747 = 0.02458 0.00260 0.00117 -0.00226 C21 1 0.541360 0.133370 0.410309 11.00000 0.02695 0.02876 = 0.02582 0.00257 -0.00044 -0.00155 C12 1 0.685483 0.546690 0.399900 11.00000 0.02799 0.03483 = 0.02280 0.00324 -0.00119 -0.00482 C16 1 0.873116 0.462993 0.417700 11.00000 0.02767 0.03986 = 0.02302 0.00257 -0.00030 -0.00583 C3 1 0.755130 0.446443 0.577718 11.00000 0.02014 0.07953 = 0.01442 -0.00831 -0.00052 -0.01140 C1 1 0.752598 0.233576 0.511583 11.00000 0.02662 0.02954 = 0.02739 0.00490 0.00106 -0.00533 C25 1 0.675548 0.146120 0.325526 11.00000 0.03432 0.02997 = 0.02803 -0.00012 0.00387 -0.00455 C22 1 0.480784 0.038736 0.368212 11.00000 0.02742 0.03279 = 0.03246 0.00257 -0.00084 -0.00428 AFIX 43 H22 2 0.412598 0.004767 0.382126 11.00000 -1.20000 AFIX 0 C2 1 0.770826 0.310022 0.570978 11.00000 0.02122 0.05712 = 0.02430 0.01251 -0.00219 -0.00864 C23 1 0.516762 -0.007383 0.306759 11.00000 0.03399 0.02841 = 0.03263 -0.00269 -0.00529 -0.00299 C5 1 0.806513 0.220861 0.629212 11.00000 0.02342 0.04748 = 0.02888 0.01124 -0.00133 -0.00505 C24 1 0.612989 0.049159 0.285676 11.00000 0.04092 0.03515 = 0.02590 -0.00449 0.00320 -0.00245 AFIX 43 H24 2 0.637340 0.021300 0.242828 11.00000 -1.20000 AFIX 0 C26 1 0.493809 0.181779 0.474981 11.00000 0.03008 0.03918 = 0.03142 -0.00117 0.00541 -0.00656 AFIX 137 H26A 2 0.550703 0.177807 0.512803 11.00000 -1.50000 H26B 2 0.432564 0.119872 0.484975 11.00000 -1.50000 H26C 2 0.467210 0.279165 0.469258 11.00000 -1.50000 AFIX 0 C10 1 0.815036 0.080382 0.610901 11.00000 0.02822 0.04494 = 0.03253 0.00830 -0.00302 -0.00659 C15 1 0.909111 0.597162 0.401138 11.00000 0.02903 0.04403 = 0.03712 0.00353 0.00277 -0.01311 AFIX 43 H15 2 0.985757 0.613430 0.399625 11.00000 -1.20000 AFIX 0 C17 1 0.562809 0.525168 0.398154 11.00000 0.02838 0.03697 = 0.03962 0.00453 -0.00103 -0.00325 AFIX 137 H17A 2 0.541214 0.449264 0.365957 11.00000 -1.50000 H17B 2 0.525340 0.612921 0.383565 11.00000 -1.50000 H17C 2 0.542150 0.499333 0.443807 11.00000 -1.50000 AFIX 0 C13 1 0.724965 0.681498 0.386894 11.00000 0.03701 0.03500 = 0.03523 0.00696 0.00140 -0.00378 AFIX 43 H13 2 0.674282 0.756678 0.377955 11.00000 -1.20000 AFIX 0 C14 1 0.836746 0.708261 0.386722 11.00000 0.04130 0.03635 = 0.04041 0.00513 0.00369 -0.01254 C19 1 0.958554 0.349345 0.433218 11.00000 0.02731 0.04803 = 0.03852 0.00620 0.00065 -0.00342 AFIX 137 H19A 2 0.929360 0.278371 0.463445 11.00000 -1.50000 H19B 2 1.024928 0.391951 0.455665 11.00000 -1.50000 H19C 2 0.976736 0.304073 0.390600 11.00000 -1.50000 AFIX 0 C6 1 0.834239 0.263765 0.696918 11.00000 0.03293 0.04758 = 0.03425 0.00784 -0.00202 -0.00515 AFIX 43 H6 2 0.828878 0.360296 0.709681 11.00000 -1.20000 AFIX 0 C28 1 0.780597 0.199135 0.298436 11.00000 0.05040 0.04830 = 0.03550 -0.00964 0.01800 -0.01681 AFIX 137 H28A 2 0.777183 0.302241 0.293629 11.00000 -1.50000 H28B 2 0.789834 0.156133 0.253828 11.00000 -1.50000 H28C 2 0.843028 0.173476 0.330250 11.00000 -1.50000 AFIX 0 C8 1 0.875926 0.021711 0.725471 11.00000 0.04416 0.05240 = 0.04104 0.02175 -0.01114 -0.00743 AFIX 43 H8 2 0.898929 -0.046404 0.759075 11.00000 -1.20000 AFIX 0 C27 1 0.453458 -0.116624 0.263823 11.00000 0.04500 0.04108 = 0.04494 -0.01238 -0.00468 -0.00917 AFIX 137 H27A 2 0.492291 -0.207355 0.267441 11.00000 -1.50000 H27B 2 0.447142 -0.085854 0.216068 11.00000 -1.50000 H27C 2 0.379855 -0.127560 0.280096 11.00000 -1.50000 AFIX 0 C9 1 0.849980 -0.022317 0.659255 11.00000 0.03983 0.04227 = 0.04443 0.01410 -0.00596 -0.00673 AFIX 43 H9 2 0.855608 -0.119015 0.646838 11.00000 -1.20000 AFIX 0 C7 1 0.869300 0.163014 0.744304 11.00000 0.04061 0.06240 = 0.03208 0.01393 -0.00816 -0.00850 AFIX 43 H7 2 0.889052 0.190279 0.790097 11.00000 -1.20000 AFIX 0 C4 1 0.739763 0.578169 0.586481 11.00000 0.05192 0.03527 = 0.04856 -0.00685 -0.00303 0.00239 B1 3 0.715820 0.286763 0.438069 11.00000 0.02314 0.03330 = 0.02200 0.00039 0.00238 -0.00115 C18 1 0.878413 0.853061 0.369330 11.00000 0.05380 0.04207 = 0.07695 0.01122 0.01444 -0.01466 AFIX 137 H18A 2 0.943229 0.876035 0.399726 11.00000 -1.50000 H18B 2 0.820769 0.923369 0.375069 11.00000 -1.50000 H18C 2 0.898315 0.853870 0.321892 11.00000 -1.50000 AFIX 0 H4 2 0.727225 0.681335 0.589478 11.00000 0.06472 HKLF 4 REM jd46lhj3-2_auto_a.res in P2(1)/n REM wR2 = 0.1778, GooF = S = 1.054, Restrained GooF = 1.054 for all data REM R1 = 0.0613 for 4114 Fo > 4sig(Fo) and 0.0736 for all 5029 data REM 281 parameters refined using 0 restraints END WGHT 0.0872 1.9990 REM Highest difference peak 0.826, deepest hole -0.437, 1-sigma level 0.065 Q1 1 0.7632 0.3806 0.5870 11.00000 0.05 0.83 Q2 1 0.7783 0.1422 0.5523 11.00000 0.05 0.65 Q3 1 0.8051 -0.1226 0.4959 11.00000 0.05 0.63 Q4 1 0.7558 0.4805 0.5902 11.00000 0.05 0.61 Q5 1 0.7833 0.2732 0.5962 11.00000 0.05 0.48 Q6 1 0.7920 -0.0453 0.5141 11.00000 0.05 0.46 Q7 1 0.8019 0.2831 0.6565 11.00000 0.05 0.44 Q8 1 0.8952 0.8136 0.3321 11.00000 0.05 0.40 Q9 1 0.8423 0.6663 0.3566 11.00000 0.05 0.38 Q10 1 0.7939 0.1416 0.6315 11.00000 0.05 0.35 Q11 1 0.6790 0.2302 0.4147 11.00000 0.05 0.34 Q12 1 0.8380 0.0479 0.6700 11.00000 0.05 0.33 Q13 1 0.5935 0.1605 0.4013 11.00000 0.05 0.32 Q14 1 0.7372 0.6578 0.3559 11.00000 0.05 0.31 Q15 1 0.9369 0.2631 0.4234 11.00000 0.05 0.31 Q16 1 0.5148 0.0872 0.3926 11.00000 0.05 0.31 Q17 1 0.7805 0.3027 0.5558 11.00000 0.05 0.30 Q18 1 0.8178 0.4601 0.4237 11.00000 0.05 0.30 Q19 1 0.7387 0.3560 0.4217 11.00000 0.05 0.29 Q20 1 0.8246 0.3241 0.7216 11.00000 0.05 0.29 ; _shelx_res_checksum 96156 _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 1.447 _oxdiff_exptl_absorpt_empirical_full_min 0.795 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 S1 S 0.77799(5) 0.05237(6) 0.52454(3) 0.03592(19) Uani 1 1 d . . . . . C11 C 0.75916(17) 0.4354(2) 0.41689(10) 0.0267(4) Uani 1 1 d . . . . . C20 C 0.64179(17) 0.1876(2) 0.38989(10) 0.0264(4) Uani 1 1 d . . . . . C21 C 0.54136(17) 0.1334(2) 0.41031(10) 0.0273(4) Uani 1 1 d . . . . . C12 C 0.68548(17) 0.5467(2) 0.39990(10) 0.0287(5) Uani 1 1 d . . . . . C16 C 0.87312(18) 0.4630(2) 0.41770(11) 0.0303(5) Uani 1 1 d . . . . . C3 C 0.75513(17) 0.4464(3) 0.57772(10) 0.0381(6) Uani 1 1 d . . . . . C1 C 0.75260(17) 0.2336(2) 0.51158(11) 0.0279(4) Uani 1 1 d . . . . . C25 C 0.67555(18) 0.1461(2) 0.32553(11) 0.0307(5) Uani 1 1 d . . . . . C22 C 0.48078(18) 0.0387(2) 0.36821(11) 0.0310(5) Uani 1 1 d . . . . . H22 H 0.412598 0.004767 0.382126 0.037 Uiso 1 1 calc R U . . . C2 C 0.77083(17) 0.3100(3) 0.57098(11) 0.0344(5) Uani 1 1 d . . . . . C23 C 0.51676(18) -0.0074(2) 0.30676(11) 0.0321(5) Uani 1 1 d . . . . . C5 C 0.80651(17) 0.2209(3) 0.62921(11) 0.0334(5) Uani 1 1 d . . . . . C24 C 0.6130(2) 0.0492(2) 0.28568(11) 0.0340(5) Uani 1 1 d . . . . . H24 H 0.637340 0.021300 0.242828 0.041 Uiso 1 1 calc R U . . . C26 C 0.49381(18) 0.1818(3) 0.47498(11) 0.0334(5) Uani 1 1 d . . . . . H26A H 0.550703 0.177807 0.512803 0.050 Uiso 1 1 calc R U . . . H26B H 0.432564 0.119872 0.484975 0.050 Uiso 1 1 calc R U . . . H26C H 0.467210 0.279165 0.469258 0.050 Uiso 1 1 calc R U . . . C10 C 0.81504(18) 0.0804(3) 0.61090(12) 0.0355(5) Uani 1 1 d . . . . . C15 C 0.90911(19) 0.5972(3) 0.40114(12) 0.0367(5) Uani 1 1 d . . . . . H15 H 0.985757 0.613430 0.399625 0.044 Uiso 1 1 calc R U . . . C17 C 0.56281(18) 0.5252(3) 0.39815(13) 0.0352(5) Uani 1 1 d . . . . . H17A H 0.541214 0.449264 0.365957 0.053 Uiso 1 1 calc R U . . . H17B H 0.525340 0.612921 0.383565 0.053 Uiso 1 1 calc R U . . . H17C H 0.542150 0.499333 0.443807 0.053 Uiso 1 1 calc R U . . . C13 C 0.7250(2) 0.6815(3) 0.38689(12) 0.0358(5) Uani 1 1 d . . . . . H13 H 0.674282 0.756678 0.377955 0.043 Uiso 1 1 calc R U . . . C14 C 0.8367(2) 0.7083(3) 0.38672(13) 0.0393(6) Uani 1 1 d . . . . . C19 C 0.95855(18) 0.3493(3) 0.43322(13) 0.0380(5) Uani 1 1 d . . . . . H19A H 0.929360 0.278371 0.463445 0.057 Uiso 1 1 calc R U . . . H19B H 1.024928 0.391951 0.455665 0.057 Uiso 1 1 calc R U . . . H19C H 0.976736 0.304073 0.390600 0.057 Uiso 1 1 calc R U . . . C6 C 0.83424(19) 0.2638(3) 0.69692(12) 0.0385(5) Uani 1 1 d . . . . . H6 H 0.828878 0.360296 0.709681 0.046 Uiso 1 1 calc R U . . . C28 C 0.7806(2) 0.1991(3) 0.29844(13) 0.0440(6) Uani 1 1 d . . . . . H28A H 0.777183 0.302241 0.293629 0.066 Uiso 1 1 calc R U . . . H28B H 0.789834 0.156133 0.253828 0.066 Uiso 1 1 calc R U . . . H28C H 0.843028 0.173476 0.330250 0.066 Uiso 1 1 calc R U . . . C8 C 0.8759(2) 0.0217(3) 0.72547(14) 0.0466(7) Uani 1 1 d . . . . . H8 H 0.898929 -0.046404 0.759075 0.056 Uiso 1 1 calc R U . . . C27 C 0.4535(2) -0.1166(3) 0.26382(14) 0.0441(6) Uani 1 1 d . . . . . H27A H 0.492291 -0.207355 0.267441 0.066 Uiso 1 1 calc R U . . . H27B H 0.447142 -0.085854 0.216068 0.066 Uiso 1 1 calc R U . . . H27C H 0.379855 -0.127560 0.280096 0.066 Uiso 1 1 calc R U . . . C9 C 0.8500(2) -0.0223(3) 0.65925(13) 0.0426(6) Uani 1 1 d . . . . . H9 H 0.855608 -0.119015 0.646838 0.051 Uiso 1 1 calc R U . . . C7 C 0.8693(2) 0.1630(3) 0.74430(13) 0.0456(6) Uani 1 1 d . . . . . H7 H 0.889052 0.190279 0.790097 0.055 Uiso 1 1 calc R U . . . C4 C 0.7398(2) 0.5782(3) 0.58648(14) 0.0456(6) Uani 1 1 d . . . . . B1 B 0.71582(18) 0.2868(3) 0.43807(11) 0.0261(5) Uani 1 1 d . . . . . C18 C 0.8784(3) 0.8531(3) 0.36933(18) 0.0571(8) Uani 1 1 d . . . . . H18A H 0.943229 0.876035 0.399726 0.086 Uiso 1 1 calc R U . . . H18B H 0.820769 0.923369 0.375069 0.086 Uiso 1 1 calc R U . . . H18C H 0.898315 0.853870 0.321892 0.086 Uiso 1 1 calc R U . . . H4 H 0.727(3) 0.681(4) 0.5895(17) 0.065(10) Uiso 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 S1 0.0391(3) 0.0347(3) 0.0334(3) 0.0009(2) -0.0008(2) -0.0044(2) C11 0.0277(10) 0.0331(11) 0.0189(9) 0.0012(8) -0.0012(7) -0.0062(8) C20 0.0271(10) 0.0275(10) 0.0246(10) 0.0026(8) 0.0012(8) -0.0023(8) C21 0.0269(10) 0.0288(11) 0.0258(10) 0.0026(8) -0.0004(8) -0.0016(8) C12 0.0280(10) 0.0348(12) 0.0228(10) 0.0032(8) -0.0012(8) -0.0048(9) C16 0.0277(10) 0.0399(12) 0.0230(10) 0.0026(8) -0.0003(8) -0.0058(9) C3 0.0201(10) 0.080(2) 0.0144(9) -0.0083(10) -0.0005(7) -0.0114(11) C1 0.0266(10) 0.0295(11) 0.0274(10) 0.0049(8) 0.0011(8) -0.0053(8) C25 0.0343(11) 0.0300(11) 0.0280(10) -0.0001(8) 0.0039(8) -0.0045(9) C22 0.0274(10) 0.0328(12) 0.0325(11) 0.0026(9) -0.0008(8) -0.0043(9) C2 0.0212(10) 0.0571(16) 0.0243(10) 0.0125(10) -0.0022(8) -0.0086(10) C23 0.0340(11) 0.0284(11) 0.0326(11) -0.0027(9) -0.0053(9) -0.0030(9) C5 0.0234(10) 0.0475(14) 0.0289(11) 0.0112(10) -0.0013(8) -0.0050(9) C24 0.0409(12) 0.0352(12) 0.0259(10) -0.0045(9) 0.0032(9) -0.0024(10) C26 0.0301(11) 0.0392(13) 0.0314(11) -0.0012(9) 0.0054(9) -0.0066(9) C10 0.0282(11) 0.0449(14) 0.0325(11) 0.0083(10) -0.0030(9) -0.0066(10) C15 0.0290(11) 0.0440(14) 0.0371(12) 0.0035(10) 0.0028(9) -0.0131(10) C17 0.0284(11) 0.0370(13) 0.0396(12) 0.0045(10) -0.0010(9) -0.0032(9) C13 0.0370(12) 0.0350(12) 0.0352(12) 0.0070(10) 0.0014(9) -0.0038(10) C14 0.0413(13) 0.0363(13) 0.0404(13) 0.0051(10) 0.0037(10) -0.0125(10) C19 0.0273(11) 0.0480(15) 0.0385(12) 0.0062(10) 0.0007(9) -0.0034(10) C6 0.0329(12) 0.0476(15) 0.0343(12) 0.0078(10) -0.0020(9) -0.0051(10) C28 0.0504(15) 0.0483(15) 0.0355(12) -0.0096(11) 0.0180(11) -0.0168(12) C8 0.0442(14) 0.0524(16) 0.0410(14) 0.0218(12) -0.0111(11) -0.0074(12) C27 0.0450(14) 0.0411(14) 0.0449(14) -0.0124(11) -0.0047(11) -0.0092(11) C9 0.0398(13) 0.0423(14) 0.0444(14) 0.0141(11) -0.0060(11) -0.0067(11) C7 0.0406(13) 0.0624(18) 0.0321(12) 0.0139(12) -0.0082(10) -0.0085(12) C4 0.0519(15) 0.0353(14) 0.0486(15) -0.0068(11) -0.0030(12) 0.0024(12) B1 0.0231(10) 0.0333(13) 0.0220(11) 0.0004(9) 0.0024(8) -0.0011(9) C18 0.0538(17) 0.0421(16) 0.077(2) 0.0112(14) 0.0144(15) -0.0147(13) 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 C10 S1 C1 91.34(11) . . ? C12 C11 C16 118.3(2) . . ? C12 C11 B1 120.73(18) . . ? C16 C11 B1 120.86(19) . . ? C21 C20 C25 117.92(19) . . ? C21 C20 B1 121.20(18) . . ? C25 C20 B1 120.85(18) . . ? C20 C21 C26 121.62(19) . . ? C22 C21 C20 119.9(2) . . ? C22 C21 C26 118.42(19) . . ? C11 C12 C17 121.3(2) . . ? C13 C12 C11 120.3(2) . . ? C13 C12 C17 118.4(2) . . ? C11 C16 C19 122.2(2) . . ? C15 C16 C11 119.6(2) . . ? C15 C16 C19 118.1(2) . . ? C4 C3 C2 178.0(2) . . ? C2 C1 S1 111.92(17) . . ? C2 C1 B1 129.2(2) . . ? B1 C1 S1 118.89(16) . . ? C20 C25 C28 122.2(2) . . ? C24 C25 C20 120.1(2) . . ? C24 C25 C28 117.7(2) . . ? C21 C22 H22 118.9 . . ? C23 C22 C21 122.1(2) . . ? C23 C22 H22 118.9 . . ? C3 C2 C1 125.9(2) . . ? C3 C2 C5 121.7(2) . . ? C1 C2 C5 112.4(2) . . ? C22 C23 C27 121.4(2) . . ? C24 C23 C22 118.0(2) . . ? C24 C23 C27 120.6(2) . . ? C10 C5 C2 112.0(2) . . ? C10 C5 C6 120.4(2) . . ? C6 C5 C2 127.6(2) . . ? C25 C24 H24 119.1 . . ? C23 C24 C25 121.9(2) . . ? C23 C24 H24 119.1 . . ? 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 . . ? C5 C10 S1 112.34(17) . . ? C5 C10 C9 120.9(2) . . ? C9 C10 S1 126.7(2) . . ? C16 C15 H15 118.9 . . ? C14 C15 C16 122.1(2) . . ? C14 C15 H15 118.9 . . ? 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 . . ? C12 C13 H13 119.3 . . ? C14 C13 C12 121.4(2) . . ? C14 C13 H13 119.3 . . ? C15 C14 C18 120.9(2) . . ? C13 C14 C15 118.2(2) . . ? C13 C14 C18 120.9(2) . . ? 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 . . ? C5 C6 H6 120.6 . . ? C7 C6 C5 118.7(3) . . ? C7 C6 H6 120.6 . . ? 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 . . ? C9 C8 H8 119.1 . . ? C9 C8 C7 121.8(2) . . ? C7 C8 H8 119.1 . . ? 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 . . ? C10 C9 H9 121.1 . . ? C8 C9 C10 117.8(3) . . ? C8 C9 H9 121.1 . . ? C6 C7 C8 120.4(2) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C3 C4 H4 176(2) . . ? C11 B1 C20 124.42(18) . . ? C1 B1 C11 116.97(18) . . ? C1 B1 C20 118.58(19) . . ? 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 . . ? 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 C1 1.756(2) . ? S1 C10 1.744(2) . ? C11 C12 1.408(3) . ? C11 C16 1.413(3) . ? C11 B1 1.568(3) . ? C20 C21 1.413(3) . ? C20 C25 1.413(3) . ? C20 B1 1.571(3) . ? C21 C22 1.394(3) . ? C21 C26 1.506(3) . ? C12 C17 1.508(3) . ? C12 C13 1.393(3) . ? C16 C15 1.389(3) . ? C16 C19 1.512(3) . ? C3 C2 1.312(4) . ? C3 C4 1.273(4) . ? C1 C2 1.377(3) . ? C1 B1 1.564(3) . ? C25 C24 1.396(3) . ? C25 C28 1.508(3) . ? C22 H22 0.9500 . ? C22 C23 1.385(3) . ? C2 C5 1.462(3) . ? C23 C24 1.380(3) . ? C23 C27 1.510(3) . ? C5 C10 1.382(4) . ? C5 C6 1.408(3) . ? C24 H24 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C10 C9 1.403(3) . ? C15 H15 0.9500 . ? C15 C14 1.388(4) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C13 H13 0.9500 . ? C13 C14 1.387(3) . ? C14 C18 1.508(3) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C6 H6 0.9500 . ? C6 C7 1.378(3) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C8 H8 0.9500 . ? C8 C9 1.381(4) . ? C8 C7 1.390(4) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C9 H9 0.9500 . ? C7 H7 0.9500 . ? C4 H4 0.99(3) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 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 C1 C2 C3 -177.49(19) . . . . ? S1 C1 C2 C5 0.0(2) . . . . ? S1 C1 B1 C11 -144.36(17) . . . . ? S1 C1 B1 C20 33.8(3) . . . . ? S1 C10 C9 C8 179.86(19) . . . . ? C11 C12 C13 C14 3.4(3) . . . . ? C11 C16 C15 C14 3.1(3) . . . . ? C20 C21 C22 C23 1.4(3) . . . . ? C20 C25 C24 C23 0.9(4) . . . . ? C21 C20 C25 C24 -3.0(3) . . . . ? C21 C20 C25 C28 179.2(2) . . . . ? C21 C20 B1 C11 -126.9(2) . . . . ? C21 C20 B1 C1 55.1(3) . . . . ? C21 C22 C23 C24 -3.5(3) . . . . ? C21 C22 C23 C27 176.3(2) . . . . ? C12 C11 C16 C15 -0.7(3) . . . . ? C12 C11 C16 C19 -178.1(2) . . . . ? C12 C11 B1 C20 63.7(3) . . . . ? C12 C11 B1 C1 -118.3(2) . . . . ? C12 C13 C14 C15 -1.1(4) . . . . ? C12 C13 C14 C18 177.1(2) . . . . ? C16 C11 C12 C17 -179.85(19) . . . . ? C16 C11 C12 C13 -2.4(3) . . . . ? C16 C11 B1 C20 -119.5(2) . . . . ? C16 C11 B1 C1 58.5(3) . . . . ? C16 C15 C14 C13 -2.1(4) . . . . ? C16 C15 C14 C18 179.6(2) . . . . ? C3 C2 C5 C10 178.4(2) . . . . ? C3 C2 C5 C6 -3.7(4) . . . . ? C1 S1 C10 C5 1.05(18) . . . . ? C1 S1 C10 C9 -179.1(2) . . . . ? C1 C2 C5 C10 0.8(3) . . . . ? C1 C2 C5 C6 178.7(2) . . . . ? C25 C20 C21 C22 1.9(3) . . . . ? C25 C20 C21 C26 -174.4(2) . . . . ? C25 C20 B1 C11 55.2(3) . . . . ? C25 C20 B1 C1 -122.9(2) . . . . ? C22 C23 C24 C25 2.4(4) . . . . ? C2 C1 B1 C11 34.6(3) . . . . ? C2 C1 B1 C20 -147.2(2) . . . . ? C2 C5 C10 S1 -1.2(2) . . . . ? C2 C5 C10 C9 178.9(2) . . . . ? C2 C5 C6 C7 -178.1(2) . . . . ? C5 C10 C9 C8 -0.3(4) . . . . ? C5 C6 C7 C8 -0.6(4) . . . . ? C26 C21 C22 C23 177.8(2) . . . . ? C10 S1 C1 C2 -0.60(17) . . . . ? C10 S1 C1 B1 178.52(17) . . . . ? C10 C5 C6 C7 -0.3(3) . . . . ? C17 C12 C13 C14 -179.1(2) . . . . ? C19 C16 C15 C14 -179.4(2) . . . . ? C6 C5 C10 S1 -179.32(17) . . . . ? C6 C5 C10 C9 0.8(4) . . . . ? C28 C25 C24 C23 178.7(2) . . . . ? C27 C23 C24 C25 -177.4(2) . . . . ? C9 C8 C7 C6 1.2(4) . . . . ? C7 C8 C9 C10 -0.7(4) . . . . ? B1 C11 C12 C17 -3.0(3) . . . . ? B1 C11 C12 C13 174.4(2) . . . . ? B1 C11 C16 C15 -177.6(2) . . . . ? B1 C11 C16 C19 5.0(3) . . . . ? B1 C20 C21 C22 -176.1(2) . . . . ? B1 C20 C21 C26 7.6(3) . . . . ? B1 C20 C25 C24 175.0(2) . . . . ? B1 C20 C25 C28 -2.8(3) . . . . ? B1 C1 C2 C3 3.5(4) . . . . ? B1 C1 C2 C5 -179.0(2) . . . . ?