#------------------------------------------------------------------------------ #$Date: 2024-07-09 01:14:14 +0300 (Tue, 09 Jul 2024) $ #$Revision: 293302 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/20/1572071.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_1572071 loop_ _publ_author_name 'Wieprecht, Nele' 'Krummenacher, Ivo' 'W\"ust, Leonie' 'Michel, Maximilian' 'Fuchs, Sonja' 'Nees, Samuel' 'H\"arterich, Marcel' 'Braunschweig, Holger' _publ_section_title ; The forgotten borole: synthesis, properties and reactivity of a 1-boraindene ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC03817G _journal_year 2024 _chemical_formula_moiety 'C26 H19 B, 1.5(C6 H6)' _chemical_formula_sum 'C35 H28 B' _chemical_formula_weight 459.38 _space_group_crystal_system monoclinic _space_group_IT_number 13 _space_group_name_Hall '-P 2yac' _space_group_name_H-M_alt 'P 1 2/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_date 2024-03-06 _audit_creation_method 'CIF-fill 1.4t (K.Radacki, 2005-23)' _audit_update_record ; 2024-06-05 deposited with the CCDC. 2024-07-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 104.751(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 18.3373(4) _cell_length_b 6.01900(10) _cell_length_c 24.2331(4) _cell_measurement_reflns_used 7480 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 73.5100 _cell_measurement_theta_min 2.6880 _cell_volume 2586.51(9) _computing_cell_refinement 'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)' _computing_data_collection 'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)' _computing_data_reduction 'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)' _computing_molecular_graphics 'ShelXLe (Huebschle et all, 2011)' _computing_publication_material 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)'' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100(2) _diffrn_detector HPA _diffrn_detector_area_resol_mean 10.0 _diffrn_detector_type 'HyPix Arc150' _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.979 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): -------------------------------------------------------------------------- 1 \w 29.00 104.00 0.50 0.16 -- 72.20-132.00-130.00 150 2 \w 84.00 109.00 0.50 0.66 -- 77.10-132.00-130.00 50 3 \w 23.00 98.00 0.50 0.16 -- 65.63-132.00-130.00 150 4 \w 27.00 102.00 0.50 0.16 -- 65.63-139.00 54.00 150 5 \w 53.00 114.00 0.50 0.66 -- 77.10-139.00 54.00 122 6 \w 26.00 95.00 0.50 0.16 -- 65.63-126.00 -30.00 138 7 \w 22.00 95.00 0.50 0.16 -- 65.63-126.00 90.00 146 8 \w 65.00 93.00 0.50 0.16 -- 65.63-126.00 150.00 56 9 \w 79.00 105.00 0.50 0.66 -- 77.10-126.00 120.00 52 10 \w 70.00 104.00 0.50 0.66 -- 77.10-126.00 150.00 68 11 \w 35.00 61.00 0.50 0.66 -- 77.10-126.00 150.00 52 12 \w 25.00 51.00 0.50 0.16 -- 65.63-126.00 150.00 52 13 \w 47.00 104.00 0.50 0.66 -- 77.10-126.00 0.00 114 14 \w 50.00 76.00 0.50 0.66 -- 77.10-126.00-120.00 52 15 \w 49.00 106.00 0.50 0.66 -- 77.10-126.00-180.00 114 16 \w 77.00 103.00 0.50 0.66 -- 77.10-126.00-120.00 52 17 \w 81.00 106.00 0.50 0.66 -- 77.10-126.00 -60.00 50 18 \w 70.00 106.00 0.50 0.66 -- 77.10-126.00 60.00 72 19 \w 76.00 102.00 0.50 0.66 -- 77.10 139.00 114.00 52 20 \w 61.00 86.00 0.50 0.16 -- 52.00 64.00 52.45 50 21 \w -101.00 -24.00 0.50 0.16 -- -65.08 139.00 114.00 154 22 \w -112.00 -38.00 0.50 0.66 -- -75.66 139.00 114.00 148 23 \w -57.00 -32.00 0.50 0.66 -- -75.66 126.00 30.00 50 24 \w -99.00 -67.00 0.50 0.66 -- -75.66 126.00 30.00 64 25 \w -106.00 -31.00 0.50 0.16 -- -73.69 132.00 -61.00 150 26 \w -108.00 -33.00 0.50 0.66 -- -75.66 132.00 -61.00 150 27 \w -97.00 -22.00 0.50 0.16 -- -65.08 132.00 -61.00 150 28 \w -104.00 -45.00 0.50 0.66 -- -75.66 126.00-150.00 118 29 \w -102.00 -76.00 0.50 0.66 -- -77.32 117.00-105.39 52 30 \w -120.00 -48.00 0.50 0.66 -- -75.66 -15.00 -60.00 144 31 \w -100.00 -75.00 0.50 0.16 -- -64.00 -74.00-135.61 50 32 \w -83.00 -52.00 0.50 0.16 -- -48.00 -76.00 -68.36 62 33 \w -107.00 -76.00 0.50 0.16 -- -72.00 -75.00 42.94 62 34 \w -112.00 -85.00 0.50 0.66 -- -77.32 -78.00 80.39 54 35 \w -112.00 -86.00 0.50 0.16 -- -72.00 -64.00 93.21 52 36 \w -91.00 -64.00 0.50 0.16 -- -60.00 -76.00 135.59 54 37 \w -113.00 -88.00 0.50 0.16 -- -72.00 -63.00 121.18 50 38 \w -69.00 -44.00 0.50 0.16 -- -36.00 -69.00 59.11 50 39 \w -115.00 -90.00 0.50 0.66 -- -77.32 -70.00 -69.15 50 40 \w -112.00 -80.00 0.50 0.16 -- -68.00 -52.00 -71.20 64 41 \w -91.00 -60.00 0.50 0.16 -- -52.00 -65.00-119.16 62 42 \w -119.00 -92.00 0.50 0.66 -- -77.32 -48.00-171.32 54 43 \w -116.00 -87.00 0.50 0.16 -- -72.00 -41.00-168.14 58 44 \w -114.00 -89.00 0.50 0.16 -- -72.00 -59.00-108.49 50 45 \w -116.00 -91.00 0.50 0.66 -- -77.32 -40.00-149.40 50 46 \w -121.00 -92.00 0.50 0.66 -- -77.32 -40.00 26.96 58 47 \w -123.00 -98.00 0.50 0.66 -- -77.32 -43.00 77.04 50 48 \w -106.00 -80.00 0.50 0.16 -- -64.00 -48.00 108.82 52 49 \w -115.00 -90.00 0.50 0.66 -- -77.32 -42.00 130.62 50 50 \w -124.00 -95.00 0.50 0.66 -- -77.32 -39.00 102.59 58 51 \w -124.00 -92.00 0.50 0.66 -- -77.32 -25.00 -84.43 64 52 \w -117.00 -69.00 0.50 0.16 -- -73.69-132.00-130.00 96 53 \w -115.00 -65.00 0.50 0.16 -- -73.69-139.00 54.00 100 54 \w -115.00 -90.00 0.50 0.66 -- -75.66-139.00 54.00 50 55 \w -118.00 -93.00 0.50 0.66 -- -75.66-132.00-130.00 50 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Rigaku XtaLAB Synergy-R' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type ; CrysAlisPro convention (1999,Acta A55,543-557) ; _diffrn_orient_matrix_UB_11 0.0863520000 _diffrn_orient_matrix_UB_12 0.0259854000 _diffrn_orient_matrix_UB_13 0.0139104000 _diffrn_orient_matrix_UB_21 -0.0088974000 _diffrn_orient_matrix_UB_22 0.2545154000 _diffrn_orient_matrix_UB_23 -0.0027894000 _diffrn_orient_matrix_UB_31 0.0035930000 _diffrn_orient_matrix_UB_32 0.0052622000 _diffrn_orient_matrix_UB_33 0.0641716000 _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_xray_symbol K-L~2,3~ _diffrn_reflns_av_R_equivalents 0.0659 _diffrn_reflns_av_unetI/netI 0.0481 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.979 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 46041 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.979 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 73.967 _diffrn_reflns_theta_min 2.715 _diffrn_source 'rotating-anode X-ray tube' _diffrn_source_type 'PhotonJet-R X-ray Source' _exptl_absorpt_coefficient_mu 0.496 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.858 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear light red' _exptl_crystal_density_diffrn 1.180 _exptl_crystal_description plate _exptl_crystal_F_000 972 _exptl_crystal_preparation ; For data collection the crystal was immersed in a film of perfluoropolyether oil, mounted on a polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 800). ; _exptl_crystal_size_max 0.190 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.090 _refine_diff_density_max 0.288 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.060 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 281 _refine_ls_number_reflns 5149 _refine_ls_number_restraints 31 _refine_ls_restrained_S_all 1.043 _refine_ls_R_factor_all 0.1005 _refine_ls_R_factor_gt 0.0663 _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^)+(0.0976P)^2^+0.7089P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1623 _refine_ls_wR_factor_ref 0.1858 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3443 _reflns_number_total 5149 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc03817g2.cif _cod_data_source_block 1 _cod_original_sg_symbol_H-M 'P 2/n' _cod_database_code 1572071 _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_estimated_absorpt_t_min 0.912 _shelx_estimated_absorpt_t_max 0.957 _shelx_res_file ; TITL SaNe097_NeWi_a.res in P2/n SaNe097_NeWi_a.res created by SHELXL-2018/3 at 10:47:11 on 06-Mar-2024 REM Old TITL SaNe097_NeWi in P2/n REM SHELXT solution in P2/n: R1 0.184, Rweak 0.182, Alpha 0.034 REM 0.528 for 501 systematic absences, Orientation as input REM Formula found by SHELXT: C36 CELL 1.54184 18.3373 6.0190 24.2331 90.000 104.751 90.000 ZERR 4.000 0.0004 0.0001 0.0004 0.000 0.002 0.000 LATT 1 SYMM 1/2-X, Y, 1/2-Z SFAC C H B UNIT 140 112 4 TEMP -173 SIZE 0.09 0.15 0.19 L.S. 10 BOND $H LIST 4 acta conf FMAP 2 PLAN 20 WGHT 0.097600 0.708900 FVAR 0.44891 0.66248 RESI 1 MAIN C1 1 0.603976 0.580718 0.360519 11.00000 0.03664 0.02956 = 0.03197 0.00090 0.01342 -0.00101 B1 3 0.642738 0.418901 0.326606 11.00000 0.04075 0.02651 = 0.03173 0.00372 0.01316 -0.00002 C2 1 0.658971 0.707169 0.395875 11.00000 0.04134 0.02956 = 0.03166 0.00174 0.01536 0.00040 C3 1 0.735562 0.646967 0.388634 11.00000 0.03922 0.02943 = 0.03195 0.00257 0.01255 0.00090 C11 1 0.503105 0.113277 0.203930 11.00000 0.04130 0.04190 = 0.03490 -0.00550 0.01046 -0.00023 AFIX 43 H11 2 0.454628 0.137132 0.178989 11.00000 -1.20000 AFIX 0 C12 1 0.543297 -0.077620 0.198964 11.00000 0.04771 0.04142 = 0.03661 -0.00677 0.01324 -0.00509 AFIX 43 H12 2 0.522271 -0.184695 0.170565 11.00000 -1.20000 AFIX 0 C13 1 0.614131 -0.112767 0.235339 11.00000 0.04923 0.03323 = 0.03817 -0.00338 0.01471 -0.00061 AFIX 43 H13 2 0.641145 -0.245128 0.232465 11.00000 -1.20000 AFIX 0 C14 1 0.645316 0.046425 0.275941 11.00000 0.04179 0.03368 = 0.03314 0.00058 0.01347 -0.00163 AFIX 43 H14 2 0.694313 0.022416 0.300071 11.00000 -1.20000 AFIX 0 C15 1 0.521907 0.603047 0.355135 11.00000 0.03696 0.03266 = 0.03130 -0.00317 0.01328 -0.00205 C16 1 0.483927 0.798619 0.334453 11.00000 0.03929 0.03444 = 0.03863 -0.00161 0.01602 -0.00091 AFIX 43 H16 2 0.511355 0.921026 0.325258 11.00000 -1.20000 AFIX 0 C17 1 0.406573 0.816881 0.327115 11.00000 0.04103 0.04172 = 0.04043 -0.00605 0.01409 0.00430 AFIX 43 H17 2 0.381499 0.951244 0.312987 11.00000 -1.20000 AFIX 0 C18 1 0.365858 0.639826 0.340329 11.00000 0.03831 0.05070 = 0.04308 -0.01031 0.01537 -0.00120 AFIX 43 H18 2 0.312899 0.651977 0.335215 11.00000 -1.20000 AFIX 0 C19 1 0.402959 0.444914 0.361058 11.00000 0.04300 0.04345 = 0.04909 -0.00881 0.02354 -0.01062 AFIX 43 H19 2 0.375291 0.323650 0.370551 11.00000 -1.20000 AFIX 0 C24 1 0.633052 1.191992 0.518373 11.00000 0.06758 0.04356 = 0.03605 -0.00451 0.01276 0.01631 AFIX 43 H24 2 0.627348 1.299630 0.545641 11.00000 -1.20000 AFIX 0 C20 1 0.480228 0.425089 0.368094 11.00000 0.04207 0.03605 = 0.04247 -0.00267 0.01810 -0.00204 AFIX 43 H20 2 0.504905 0.289715 0.381802 11.00000 -1.20000 AFIX 0 C25 1 0.678349 1.237241 0.482022 11.00000 0.06628 0.03580 = 0.03669 -0.00221 0.00950 0.00455 AFIX 43 H25 2 0.703785 1.375751 0.484308 11.00000 -1.20000 AFIX 0 C21 1 0.649265 0.876793 0.437819 11.00000 0.03961 0.03113 = 0.03121 0.00004 0.01045 0.00436 C26 1 0.686528 1.080252 0.442313 11.00000 0.05353 0.03235 = 0.03406 0.00071 0.01399 0.00186 AFIX 43 H26 2 0.718090 1.111759 0.417700 11.00000 -1.20000 AFIX 0 C22 1 0.603593 0.833121 0.475017 11.00000 0.04326 0.04350 = 0.03462 -0.00268 0.01206 0.00310 AFIX 43 H22 2 0.577679 0.695442 0.472824 11.00000 -1.20000 AFIX 0 C23 1 0.596208 0.991229 0.515116 11.00000 0.05063 0.05599 = 0.03726 -0.00323 0.01750 0.01207 AFIX 43 H23 2 0.565533 0.960469 0.540424 11.00000 -1.20000 AFIX 0 C4 1 0.805155 0.729867 0.416528 11.00000 0.04275 0.03601 = 0.03367 0.00159 0.01027 -0.00144 AFIX 43 H4 2 0.809400 0.840735 0.445075 11.00000 -1.20000 AFIX 0 C5 1 0.869627 0.648795 0.402314 11.00000 0.03782 0.04682 = 0.04163 0.00414 0.00985 -0.00095 AFIX 43 H5 2 0.917775 0.707170 0.420823 11.00000 -1.20000 AFIX 0 C6 1 0.863735 0.484794 0.361635 11.00000 0.03844 0.04741 = 0.04187 0.00887 0.01732 0.00544 AFIX 43 H6 2 0.907804 0.430332 0.352408 11.00000 -1.20000 AFIX 0 C7 1 0.792752 0.398084 0.333814 11.00000 0.04335 0.03691 = 0.03629 0.00246 0.01765 0.00482 AFIX 43 H7 2 0.788895 0.285171 0.305825 11.00000 -1.20000 AFIX 0 C8 1 0.728396 0.477165 0.347179 11.00000 0.03757 0.03234 = 0.03111 0.00086 0.01437 -0.00020 C9 1 0.606548 0.241788 0.282366 11.00000 0.03950 0.03069 = 0.03120 0.00180 0.01564 -0.00208 C10 1 0.534010 0.269548 0.245531 11.00000 0.04199 0.03644 = 0.03313 -0.00135 0.01521 0.00056 AFIX 43 H10 2 0.505601 0.398146 0.249248 11.00000 -1.20000 AFIX 0 RESI 0 RESI 2 BZ C1 1 1.003133 0.162102 0.460225 11.00000 0.04924 AFIX 43 H1 2 1.005334 0.273281 0.432870 11.00000 -1.20000 AFIX 0 C2 1 1.055259 -0.007644 0.470735 11.00000 0.04625 AFIX 43 H2 2 1.093386 -0.012855 0.450572 11.00000 -1.20000 AFIX 0 C3 1 1.052500 -0.170455 0.510402 11.00000 0.04811 AFIX 43 H3 2 1.088517 -0.287292 0.517473 11.00000 -1.20000 AFIX 66 RESI 0 SIMU 0.008 C1_3 > C6_4 RESI 3 BZ PART 1 21 C1 1 0.185058 0.322244 0.304963 21.00000 0.05053 AFIX 43 H1 2 0.188090 0.292431 0.267114 21.00000 -1.20000 AFIX 65 C2 1 0.149887 0.514621 0.316748 21.00000 0.04421 AFIX 43 H2 2 0.128881 0.616289 0.286954 21.00000 -1.20000 AFIX 65 C3 1 0.145450 0.558243 0.372126 21.00000 0.04845 AFIX 43 H3 2 0.121412 0.689725 0.380181 21.00000 -1.20000 AFIX 65 C4 1 0.176184 0.409488 0.415720 21.00000 0.04937 AFIX 43 H4 2 0.173152 0.439302 0.453568 21.00000 -1.20000 AFIX 65 C5 1 0.211355 0.217110 0.403935 21.00000 0.04745 AFIX 43 H5 2 0.232361 0.115443 0.433729 21.00000 -1.20000 AFIX 65 C6 1 0.215793 0.173486 0.348557 21.00000 0.05515 AFIX 43 H6 2 0.239830 0.042004 0.340503 21.00000 -1.20000 AFIX 66 PART 0 RESI 4 BZ PART 2 -21 C1 1 0.169621 0.382851 0.297775 -21.00000 0.04547 AFIX 43 H1 2 0.158453 0.406586 0.257738 -21.00000 -1.20000 AFIX 65 C2 1 0.150276 0.542677 0.332956 -21.00000 0.05150 AFIX 43 H2 2 0.125887 0.675646 0.316963 -21.00000 -1.20000 AFIX 65 C3 1 0.166617 0.507949 0.391536 -21.00000 0.06430 AFIX 43 H3 2 0.153395 0.617183 0.415580 -21.00000 -1.20000 AFIX 65 C4 1 0.202302 0.313394 0.414936 -21.00000 0.04609 AFIX 43 H4 2 0.213469 0.289660 0.454973 -21.00000 -1.20000 AFIX 65 C5 1 0.221647 0.153567 0.379756 -21.00000 0.04036 AFIX 43 H5 2 0.246036 0.020598 0.395749 -21.00000 -1.20000 AFIX 65 C6 1 0.205307 0.188292 0.321176 -21.00000 0.04397 AFIX 43 H6 2 0.218529 0.079057 0.297132 -21.00000 -1.20000 PART 0 RESI 0 REM ##### AFIX 0 HKLF 4 REM SaNe097_NeWi_a.res in P2/n REM wR2 = 0.185832, GooF = S = 1.04216, Restrained GooF = 1.04298 for all data REM R1 = 0.066307 for 3443 Fo > 4sig(Fo) and 0.100479 for all 5149 data REM 281 parameters refined using 31 restraints END WGHT 0.0976 0.7089 REM Highest difference peak 0.288, deepest hole -0.303, 1-sigma level 0.060 Q1 1 0.1662 0.4380 0.3101 11.00000 0.05 0.29 Q2 1 0.2208 0.0974 0.3179 11.00000 0.05 0.22 Q3 1 0.9832 0.2126 0.4663 11.00000 0.05 0.19 Q4 1 1.0203 0.0981 0.4540 11.00000 0.05 0.18 Q5 1 0.6195 1.0668 0.3988 11.00000 0.05 0.17 Q6 1 0.6985 -0.3641 0.2593 11.00000 0.05 0.16 Q7 1 1.0428 0.4765 0.4009 11.00000 0.05 0.15 Q8 1 1.1153 -0.5687 0.5045 11.00000 0.05 0.15 Q9 1 0.2500 0.6317 0.2500 10.50000 0.05 0.15 Q10 1 0.5193 0.9961 0.5309 11.00000 0.05 0.14 Q11 1 1.0046 0.5063 0.4489 11.00000 0.05 0.14 Q12 1 0.9786 0.5475 0.3732 11.00000 0.05 0.14 Q13 1 0.8185 0.7199 0.3891 11.00000 0.05 0.14 Q14 1 0.9359 0.1600 0.4115 11.00000 0.05 0.14 Q15 1 0.4823 0.3985 0.2652 11.00000 0.05 0.14 Q16 1 0.8359 1.0666 0.4188 11.00000 0.05 0.14 Q17 1 0.0540 0.7014 0.2793 11.00000 0.05 0.13 Q18 1 0.4660 -0.0747 0.1203 11.00000 0.05 0.13 Q19 1 0.4567 0.9390 0.3734 11.00000 0.05 0.13 Q20 1 0.4370 -0.0027 0.2155 11.00000 0.05 0.13 ; _shelx_res_checksum 57353 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, 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_1 C 0.60398(13) 0.5807(4) 0.36052(9) 0.0319(5) Uani 1 1 d . . . . . B1_1 B 0.64274(15) 0.4189(4) 0.32661(10) 0.0323(6) Uani 1 1 d . . . . . C2_1 C 0.65897(13) 0.7072(4) 0.39588(9) 0.0331(5) Uani 1 1 d . . . . . C3_1 C 0.73556(13) 0.6470(4) 0.38863(9) 0.0329(5) Uani 1 1 d . . . . . C11_1 C 0.50310(14) 0.1133(4) 0.20393(9) 0.0392(6) Uani 1 1 d . . . . . H11_1 H 0.454628 0.137132 0.178989 0.047 Uiso 1 1 calc R U . . . C12_1 C 0.54330(14) -0.0776(4) 0.19896(10) 0.0415(6) Uani 1 1 d . . . . . H12_1 H 0.522271 -0.184695 0.170565 0.050 Uiso 1 1 calc R U . . . C13_1 C 0.61413(14) -0.1128(4) 0.23534(10) 0.0396(6) Uani 1 1 d . . . . . H13_1 H 0.641145 -0.245128 0.232465 0.047 Uiso 1 1 calc R U . . . C14_1 C 0.64532(13) 0.0464(4) 0.27594(9) 0.0355(5) Uani 1 1 d . . . . . H14_1 H 0.694313 0.022416 0.300071 0.043 Uiso 1 1 calc R U . . . C15_1 C 0.52191(13) 0.6030(4) 0.35514(9) 0.0328(5) Uani 1 1 d . . . . . C16_1 C 0.48393(13) 0.7986(4) 0.33445(9) 0.0363(5) Uani 1 1 d . . . . . H16_1 H 0.511355 0.921026 0.325258 0.044 Uiso 1 1 calc R U . . . C17_1 C 0.40657(14) 0.8169(5) 0.32711(10) 0.0404(6) Uani 1 1 d . . . . . H17_1 H 0.381499 0.951244 0.312987 0.048 Uiso 1 1 calc R U . . . C18_1 C 0.36586(14) 0.6398(5) 0.34033(10) 0.0431(6) Uani 1 1 d . . . . . H18_1 H 0.312899 0.651977 0.335215 0.052 Uiso 1 1 calc R U . . . C19_1 C 0.40296(14) 0.4449(5) 0.36106(10) 0.0430(6) Uani 1 1 d . . . . . H19_1 H 0.375291 0.323650 0.370551 0.052 Uiso 1 1 calc R U . . . C24_1 C 0.63305(17) 1.1920(5) 0.51837(10) 0.0491(7) Uani 1 1 d . . . . . H24_1 H 0.627348 1.299630 0.545641 0.059 Uiso 1 1 calc R U . . . C20_1 C 0.48023(14) 0.4251(4) 0.36809(10) 0.0389(6) Uani 1 1 d . . . . . H20_1 H 0.504905 0.289715 0.381802 0.047 Uiso 1 1 calc R U . . . C25_1 C 0.67835(16) 1.2372(5) 0.48202(10) 0.0469(6) Uani 1 1 d . . . . . H25_1 H 0.703785 1.375751 0.484308 0.056 Uiso 1 1 calc R U . . . C21_1 C 0.64927(13) 0.8768(4) 0.43782(9) 0.0337(5) Uani 1 1 d . . . . . C26_1 C 0.68653(15) 1.0803(4) 0.44231(9) 0.0395(6) Uani 1 1 d . . . . . H26_1 H 0.718090 1.111759 0.417700 0.047 Uiso 1 1 calc R U . . . C22_1 C 0.60359(14) 0.8331(5) 0.47502(9) 0.0401(6) Uani 1 1 d . . . . . H22_1 H 0.577679 0.695442 0.472824 0.048 Uiso 1 1 calc R U . . . C23_1 C 0.59621(15) 0.9912(5) 0.51512(10) 0.0468(7) Uani 1 1 d . . . . . H23_1 H 0.565533 0.960469 0.540424 0.056 Uiso 1 1 calc R U . . . C4_1 C 0.80515(13) 0.7299(4) 0.41653(9) 0.0374(5) Uani 1 1 d . . . . . H4_1 H 0.809400 0.840735 0.445075 0.045 Uiso 1 1 calc R U . . . C5_1 C 0.86963(14) 0.6488(5) 0.40231(10) 0.0421(6) Uani 1 1 d . . . . . H5_1 H 0.917775 0.707170 0.420823 0.051 Uiso 1 1 calc R U . . . C6_1 C 0.86374(14) 0.4848(4) 0.36164(10) 0.0413(6) Uani 1 1 d . . . . . H6_1 H 0.907804 0.430332 0.352408 0.050 Uiso 1 1 calc R U . . . C7_1 C 0.79275(13) 0.3981(4) 0.33381(9) 0.0375(6) Uani 1 1 d . . . . . H7_1 H 0.788895 0.285171 0.305825 0.045 Uiso 1 1 calc R U . . . C8_1 C 0.72840(13) 0.4772(4) 0.34718(9) 0.0327(5) Uani 1 1 d . . . . . C9_1 C 0.60655(13) 0.2418(4) 0.28237(9) 0.0326(5) Uani 1 1 d . . . . . C10_1 C 0.53401(13) 0.2695(4) 0.24553(9) 0.0362(5) Uani 1 1 d . . . . . H10_1 H 0.505601 0.398146 0.249248 0.043 Uiso 1 1 calc R U . . . C1_2 C 1.00313(15) 0.1621(5) 0.46023(11) 0.0492(6) Uiso 1 1 d . . . . . H1_2 H 1.005334 0.273281 0.432870 0.059 Uiso 1 1 calc R U . . . C2_2 C 1.05526(15) -0.0076(5) 0.47073(11) 0.0463(6) Uiso 1 1 d . . . . . H2_2 H 1.093386 -0.012855 0.450572 0.056 Uiso 1 1 calc R U . . . C3_2 C 1.05250(15) -0.1705(5) 0.51040(11) 0.0481(6) Uiso 1 1 d . . . . . H3_2 H 1.088517 -0.287292 0.517473 0.058 Uiso 1 1 calc R U . . . C1_3 C 0.1851(2) 0.3222(6) 0.30496(10) 0.0505(11) Uiso 0.662(5) 1 d G U P A 1 H1_3 H 0.188090 0.292431 0.267114 0.061 Uiso 0.662(5) 1 calc R U P A 1 C2_3 C 0.14989(17) 0.5146(5) 0.31675(11) 0.0442(10) Uiso 0.662(5) 1 d G U P A 1 H2_3 H 0.128881 0.616289 0.286954 0.053 Uiso 0.662(5) 1 calc R U P A 1 C3_3 C 0.14545(18) 0.5582(4) 0.37213(15) 0.0484(10) Uiso 0.662(5) 1 d G U P A 1 H3_3 H 0.121412 0.689725 0.380181 0.058 Uiso 0.662(5) 1 calc R U P A 1 C4_3 C 0.17618(19) 0.4095(6) 0.41572(8) 0.0494(11) Uiso 0.662(5) 1 d G U P A 1 H4_3 H 0.173152 0.439302 0.453568 0.059 Uiso 0.662(5) 1 calc R U P A 1 C5_3 C 0.21136(17) 0.2171(6) 0.40393(14) 0.0475(10) Uiso 0.662(5) 1 d G U P A 1 H5_3 H 0.232361 0.115443 0.433729 0.057 Uiso 0.662(5) 1 calc R U P A 1 C6_3 C 0.21579(18) 0.1735(4) 0.34856(19) 0.0551(11) Uiso 0.662(5) 1 d G U P A 1 H6_3 H 0.239830 0.042004 0.340503 0.066 Uiso 0.662(5) 1 calc R U P A 1 C1_4 C 0.1696(4) 0.3829(11) 0.29778(15) 0.0455(19) Uiso 0.338(5) 1 d G U P A 2 H1_4 H 0.158453 0.406586 0.257738 0.055 Uiso 0.338(5) 1 calc R U P A 2 C2_4 C 0.1503(4) 0.5427(8) 0.3330(3) 0.051(2) Uiso 0.338(5) 1 d G U P A 2 H2_4 H 0.125887 0.675646 0.316963 0.062 Uiso 0.338(5) 1 calc R U P A 2 C3_4 C 0.1666(4) 0.5079(11) 0.3915(3) 0.064(2) Uiso 0.338(5) 1 d G U P A 2 H3_4 H 0.153395 0.617183 0.415580 0.077 Uiso 0.338(5) 1 calc R U P A 2 C4_4 C 0.2023(4) 0.3134(13) 0.41494(15) 0.0461(18) Uiso 0.338(5) 1 d G U P A 2 H4_4 H 0.213469 0.289660 0.454973 0.055 Uiso 0.338(5) 1 calc R U P A 2 C5_4 C 0.2216(3) 0.1536(8) 0.3798(3) 0.0404(18) Uiso 0.338(5) 1 d G U P A 2 H5_4 H 0.246036 0.020598 0.395749 0.048 Uiso 0.338(5) 1 calc R U P A 2 C6_4 C 0.2053(3) 0.1883(9) 0.3212(3) 0.0440(17) Uiso 0.338(5) 1 d G U P A 2 H6_4 H 0.218529 0.079057 0.297132 0.053 Uiso 0.338(5) 1 calc R U 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_1 0.0366(12) 0.0296(12) 0.0320(10) 0.0009(9) 0.0134(9) -0.0010(10) B1_1 0.0408(14) 0.0265(13) 0.0317(12) 0.0037(11) 0.0132(10) 0.0000(11) C2_1 0.0413(12) 0.0296(12) 0.0317(10) 0.0017(9) 0.0154(9) 0.0004(10) C3_1 0.0392(12) 0.0294(12) 0.0319(10) 0.0026(9) 0.0125(9) 0.0009(10) C11_1 0.0413(13) 0.0419(15) 0.0349(11) -0.0055(11) 0.0105(10) -0.0002(11) C12_1 0.0477(14) 0.0414(14) 0.0366(12) -0.0068(11) 0.0132(10) -0.0051(12) C13_1 0.0492(14) 0.0332(13) 0.0382(12) -0.0034(10) 0.0147(10) -0.0006(12) C14_1 0.0418(13) 0.0337(13) 0.0331(11) 0.0006(10) 0.0135(10) -0.0016(11) C15_1 0.0370(12) 0.0327(13) 0.0313(10) -0.0032(9) 0.0133(9) -0.0021(10) C16_1 0.0393(12) 0.0344(13) 0.0386(11) -0.0016(10) 0.0160(10) -0.0009(11) C17_1 0.0410(13) 0.0417(14) 0.0404(12) -0.0060(11) 0.0141(10) 0.0043(12) C18_1 0.0383(12) 0.0507(16) 0.0431(13) -0.0103(12) 0.0154(10) -0.0012(12) C19_1 0.0430(13) 0.0434(15) 0.0491(13) -0.0088(12) 0.0235(11) -0.0106(12) C24_1 0.0676(18) 0.0436(16) 0.0361(12) -0.0045(12) 0.0128(12) 0.0163(14) C20_1 0.0421(13) 0.0361(14) 0.0425(12) -0.0027(11) 0.0181(10) -0.0020(11) C25_1 0.0663(17) 0.0358(14) 0.0367(12) -0.0022(11) 0.0095(11) 0.0045(13) C21_1 0.0396(12) 0.0311(13) 0.0312(10) 0.0000(9) 0.0104(9) 0.0044(10) C26_1 0.0535(15) 0.0324(13) 0.0341(11) 0.0007(10) 0.0140(10) 0.0019(12) C22_1 0.0433(13) 0.0435(15) 0.0346(11) -0.0027(11) 0.0121(10) 0.0031(12) C23_1 0.0506(15) 0.0560(18) 0.0373(12) -0.0032(12) 0.0175(11) 0.0121(14) C4_1 0.0428(13) 0.0360(13) 0.0337(11) 0.0016(10) 0.0103(9) -0.0014(11) C5_1 0.0378(12) 0.0468(16) 0.0416(12) 0.0041(12) 0.0098(10) -0.0009(12) C6_1 0.0384(13) 0.0474(15) 0.0419(12) 0.0089(12) 0.0173(10) 0.0054(12) C7_1 0.0433(13) 0.0369(14) 0.0363(11) 0.0025(10) 0.0176(10) 0.0048(11) C8_1 0.0376(12) 0.0323(13) 0.0311(10) 0.0009(9) 0.0144(9) -0.0002(10) C9_1 0.0395(12) 0.0307(12) 0.0312(10) 0.0018(10) 0.0156(9) -0.0021(10) C10_1 0.0420(12) 0.0364(13) 0.0331(11) -0.0013(10) 0.0152(9) 0.0006(11) 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' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -1 -2 0.0812 0 1 2 0.0788 1 2 -2 0.0741 -1 1 2 0.0783 -1 1 0 0.0807 1 -1 0 0.0936 1 -1 -2 0.0824 0 0 1 0.0612 0 0 -1 0.0338 1 0 0 0.0762 -2 0 1 0.0537 -1 0 -1 0.0206 1 0 1 0.0656 -2 -1 2 0.0703 2 1 -2 0.0753 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_1 C1_1 C15_1 124.9(2) . . ? C2_1 C1_1 B1_1 108.3(2) . . ? C15_1 C1_1 B1_1 126.8(2) . . ? C9_1 B1_1 C1_1 128.9(2) . . ? C9_1 B1_1 C8_1 126.8(2) . . ? C1_1 B1_1 C8_1 104.36(19) . . ? C1_1 C2_1 C21_1 127.7(2) . . ? C1_1 C2_1 C3_1 110.65(19) . . ? C21_1 C2_1 C3_1 121.6(2) . . ? C4_1 C3_1 C8_1 121.1(2) . . ? C4_1 C3_1 C2_1 129.2(2) . . ? C8_1 C3_1 C2_1 109.6(2) . . ? C12_1 C11_1 C10_1 119.7(2) . . ? C12_1 C11_1 H11_1 120.1 . . ? C10_1 C11_1 H11_1 120.1 . . ? C11_1 C12_1 C13_1 120.2(2) . . ? C11_1 C12_1 H12_1 119.9 . . ? C13_1 C12_1 H12_1 119.9 . . ? C12_1 C13_1 C14_1 119.7(2) . . ? C12_1 C13_1 H13_1 120.2 . . ? C14_1 C13_1 H13_1 120.2 . . ? C13_1 C14_1 C9_1 121.9(2) . . ? C13_1 C14_1 H14_1 119.1 . . ? C9_1 C14_1 H14_1 119.1 . . ? C16_1 C15_1 C20_1 118.4(2) . . ? C16_1 C15_1 C1_1 120.7(2) . . ? C20_1 C15_1 C1_1 120.8(2) . . ? C17_1 C16_1 C15_1 120.9(2) . . ? C17_1 C16_1 H16_1 119.6 . . ? C15_1 C16_1 H16_1 119.6 . . ? C18_1 C17_1 C16_1 120.2(2) . . ? C18_1 C17_1 H17_1 119.9 . . ? C16_1 C17_1 H17_1 119.9 . . ? C17_1 C18_1 C19_1 119.5(2) . . ? C17_1 C18_1 H18_1 120.3 . . ? C19_1 C18_1 H18_1 120.3 . . ? C18_1 C19_1 C20_1 120.6(2) . . ? C18_1 C19_1 H19_1 119.7 . . ? C20_1 C19_1 H19_1 119.7 . . ? C23_1 C24_1 C25_1 120.1(2) . . ? C23_1 C24_1 H24_1 119.9 . . ? C25_1 C24_1 H24_1 119.9 . . ? C19_1 C20_1 C15_1 120.4(2) . . ? C19_1 C20_1 H20_1 119.8 . . ? C15_1 C20_1 H20_1 119.8 . . ? C24_1 C25_1 C26_1 119.8(3) . . ? C24_1 C25_1 H25_1 120.1 . . ? C26_1 C25_1 H25_1 120.1 . . ? C26_1 C21_1 C22_1 118.4(2) . . ? C26_1 C21_1 C2_1 121.11(19) . . ? C22_1 C21_1 C2_1 120.5(2) . . ? C25_1 C26_1 C21_1 121.1(2) . . ? C25_1 C26_1 H26_1 119.4 . . ? C21_1 C26_1 H26_1 119.4 . . ? C23_1 C22_1 C21_1 120.1(2) . . ? C23_1 C22_1 H22_1 120.0 . . ? C21_1 C22_1 H22_1 120.0 . . ? C24_1 C23_1 C22_1 120.5(2) . . ? C24_1 C23_1 H23_1 119.8 . . ? C22_1 C23_1 H23_1 119.8 . . ? C3_1 C4_1 C5_1 119.2(2) . . ? C3_1 C4_1 H4_1 120.4 . . ? C5_1 C4_1 H4_1 120.4 . . ? C6_1 C5_1 C4_1 120.5(2) . . ? C6_1 C5_1 H5_1 119.8 . . ? C4_1 C5_1 H5_1 119.8 . . ? C5_1 C6_1 C7_1 120.2(2) . . ? C5_1 C6_1 H6_1 119.9 . . ? C7_1 C6_1 H6_1 119.9 . . ? C8_1 C7_1 C6_1 120.0(2) . . ? C8_1 C7_1 H7_1 120.0 . . ? C6_1 C7_1 H7_1 120.0 . . ? C7_1 C8_1 C3_1 118.9(2) . . ? C7_1 C8_1 B1_1 134.1(2) . . ? C3_1 C8_1 B1_1 107.02(19) . . ? C14_1 C9_1 C10_1 116.9(2) . . ? C14_1 C9_1 B1_1 121.2(2) . . ? C10_1 C9_1 B1_1 122.0(2) . . ? C11_1 C10_1 C9_1 121.6(2) . . ? C11_1 C10_1 H10_1 119.2 . . ? C9_1 C10_1 H10_1 119.2 . . ? C2_2 C1_2 C3_2 119.9(3) . 3_756 ? C2_2 C1_2 H1_2 120.0 . . ? C3_2 C1_2 H1_2 120.0 3_756 . ? C1_2 C2_2 C3_2 120.5(2) . . ? C1_2 C2_2 H2_2 119.7 . . ? C3_2 C2_2 H2_2 119.7 . . ? C2_2 C3_2 C1_2 119.6(3) . 3_756 ? C2_2 C3_2 H3_2 120.2 . . ? C1_2 C3_2 H3_2 120.2 3_756 . ? C2_3 C1_3 C6_3 120.0 . . ? C2_3 C1_3 H1_3 120.0 . . ? C6_3 C1_3 H1_3 120.0 . . ? C3_3 C2_3 C1_3 120.0 . . ? C3_3 C2_3 H2_3 120.0 . . ? C1_3 C2_3 H2_3 120.0 . . ? C2_3 C3_3 C4_3 120.0 . . ? C2_3 C3_3 H3_3 120.0 . . ? C4_3 C3_3 H3_3 120.0 . . ? C3_3 C4_3 C5_3 120.0 . . ? C3_3 C4_3 H4_3 120.0 . . ? C5_3 C4_3 H4_3 120.0 . . ? C6_3 C5_3 C4_3 120.0 . . ? C6_3 C5_3 H5_3 120.0 . . ? C4_3 C5_3 H5_3 120.0 . . ? C5_3 C6_3 C1_3 120.0 . . ? C5_3 C6_3 H6_3 120.0 . . ? C1_3 C6_3 H6_3 120.0 . . ? C2_4 C1_4 C6_4 120.0 . . ? C2_4 C1_4 H1_4 120.0 . . ? C6_4 C1_4 H1_4 120.0 . . ? C1_4 C2_4 C3_4 120.0 . . ? C1_4 C2_4 H2_4 120.0 . . ? C3_4 C2_4 H2_4 120.0 . . ? C4_4 C3_4 C2_4 120.0 . . ? C4_4 C3_4 H3_4 120.0 . . ? C2_4 C3_4 H3_4 120.0 . . ? C3_4 C4_4 C5_4 120.0 . . ? C3_4 C4_4 H4_4 120.0 . . ? C5_4 C4_4 H4_4 120.0 . . ? C6_4 C5_4 C4_4 120.0 . . ? C6_4 C5_4 H5_4 120.0 . . ? C4_4 C5_4 H5_4 120.0 . . ? C5_4 C6_4 C1_4 120.0 . . ? C5_4 C6_4 H6_4 120.0 . . ? C1_4 C6_4 H6_4 120.0 . . ? 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_1 C2_1 1.375(3) . ? C1_1 C15_1 1.483(3) . ? C1_1 B1_1 1.558(3) . ? B1_1 C9_1 1.537(3) . ? B1_1 C8_1 1.562(3) . ? C2_1 C21_1 1.483(3) . ? C2_1 C3_1 1.503(3) . ? C3_1 C4_1 1.377(3) . ? C3_1 C8_1 1.416(3) . ? C11_1 C12_1 1.387(4) . ? C11_1 C10_1 1.390(3) . ? C11_1 H11_1 0.9500 . ? C12_1 C13_1 1.388(4) . ? C12_1 H12_1 0.9500 . ? C13_1 C14_1 1.388(3) . ? C13_1 H13_1 0.9500 . ? C14_1 C9_1 1.403(3) . ? C14_1 H14_1 0.9500 . ? C15_1 C16_1 1.394(3) . ? C15_1 C20_1 1.397(3) . ? C16_1 C17_1 1.388(3) . ? C16_1 H16_1 0.9500 . ? C17_1 C18_1 1.385(4) . ? C17_1 H17_1 0.9500 . ? C18_1 C19_1 1.385(4) . ? C18_1 H18_1 0.9500 . ? C19_1 C20_1 1.388(3) . ? C19_1 H19_1 0.9500 . ? C24_1 C23_1 1.377(4) . ? C24_1 C25_1 1.383(4) . ? C24_1 H24_1 0.9500 . ? C20_1 H20_1 0.9500 . ? C25_1 C26_1 1.384(3) . ? C25_1 H25_1 0.9500 . ? C21_1 C26_1 1.393(3) . ? C21_1 C22_1 1.403(3) . ? C26_1 H26_1 0.9500 . ? C22_1 C23_1 1.391(3) . ? C22_1 H22_1 0.9500 . ? C23_1 H23_1 0.9500 . ? C4_1 C5_1 1.401(3) . ? C4_1 H4_1 0.9500 . ? C5_1 C6_1 1.380(4) . ? C5_1 H5_1 0.9500 . ? C6_1 C7_1 1.405(3) . ? C6_1 H6_1 0.9500 . ? C7_1 C8_1 1.385(3) . ? C7_1 H7_1 0.9500 . ? C9_1 C10_1 1.410(3) . ? C10_1 H10_1 0.9500 . ? C1_2 C2_2 1.378(4) . ? C1_2 C3_2 1.386(4) 3_756 ? C1_2 H1_2 0.9500 . ? C2_2 C3_2 1.383(4) . ? C2_2 H2_2 0.9500 . ? C3_2 H3_2 0.9500 . ? C1_3 C2_3 1.3900 . ? C1_3 C6_3 1.3900 . ? C1_3 H1_3 0.9500 . ? C2_3 C3_3 1.3900 . ? C2_3 H2_3 0.9500 . ? C3_3 C4_3 1.3900 . ? C3_3 H3_3 0.9500 . ? C4_3 C5_3 1.3900 . ? C4_3 H4_3 0.9500 . ? C5_3 C6_3 1.3900 . ? C5_3 H5_3 0.9500 . ? C6_3 H6_3 0.9500 . ? C1_4 C2_4 1.3900 . ? C1_4 C6_4 1.3900 . ? C1_4 H1_4 0.9500 . ? C2_4 C3_4 1.3900 . ? C2_4 H2_4 0.9500 . ? C3_4 C4_4 1.3900 . ? C3_4 H3_4 0.9500 . ? C4_4 C5_4 1.3900 . ? C4_4 H4_4 0.9500 . ? C5_4 C6_4 1.3900 . ? C5_4 H5_4 0.9500 . ? C6_4 H6_4 0.9500 . ? 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 C2_1 C1_1 B1_1 C9_1 179.1(2) . . . . ? C15_1 C1_1 B1_1 C9_1 -2.7(4) . . . . ? C2_1 C1_1 B1_1 C8_1 -1.3(2) . . . . ? C15_1 C1_1 B1_1 C8_1 176.9(2) . . . . ? C15_1 C1_1 C2_1 C21_1 4.5(4) . . . . ? B1_1 C1_1 C2_1 C21_1 -177.3(2) . . . . ? C15_1 C1_1 C2_1 C3_1 -177.5(2) . . . . ? B1_1 C1_1 C2_1 C3_1 0.8(2) . . . . ? C1_1 C2_1 C3_1 C4_1 -178.5(2) . . . . ? C21_1 C2_1 C3_1 C4_1 -0.3(4) . . . . ? C1_1 C2_1 C3_1 C8_1 0.1(3) . . . . ? C21_1 C2_1 C3_1 C8_1 178.33(19) . . . . ? C10_1 C11_1 C12_1 C13_1 0.0(3) . . . . ? C11_1 C12_1 C13_1 C14_1 -1.4(4) . . . . ? C12_1 C13_1 C14_1 C9_1 1.4(3) . . . . ? C2_1 C1_1 C15_1 C16_1 63.5(3) . . . . ? B1_1 C1_1 C15_1 C16_1 -114.5(3) . . . . ? C2_1 C1_1 C15_1 C20_1 -119.6(3) . . . . ? B1_1 C1_1 C15_1 C20_1 62.4(3) . . . . ? C20_1 C15_1 C16_1 C17_1 0.3(3) . . . . ? C1_1 C15_1 C16_1 C17_1 177.3(2) . . . . ? C15_1 C16_1 C17_1 C18_1 0.0(3) . . . . ? C16_1 C17_1 C18_1 C19_1 0.2(3) . . . . ? C17_1 C18_1 C19_1 C20_1 -0.7(4) . . . . ? C18_1 C19_1 C20_1 C15_1 1.0(3) . . . . ? C16_1 C15_1 C20_1 C19_1 -0.8(3) . . . . ? C1_1 C15_1 C20_1 C19_1 -177.8(2) . . . . ? C23_1 C24_1 C25_1 C26_1 0.0(4) . . . . ? C1_1 C2_1 C21_1 C26_1 -135.9(3) . . . . ? C3_1 C2_1 C21_1 C26_1 46.2(3) . . . . ? C1_1 C2_1 C21_1 C22_1 45.7(3) . . . . ? C3_1 C2_1 C21_1 C22_1 -132.1(2) . . . . ? C24_1 C25_1 C26_1 C21_1 0.6(4) . . . . ? C22_1 C21_1 C26_1 C25_1 -0.7(4) . . . . ? C2_1 C21_1 C26_1 C25_1 -179.0(2) . . . . ? C26_1 C21_1 C22_1 C23_1 0.1(3) . . . . ? C2_1 C21_1 C22_1 C23_1 178.5(2) . . . . ? C25_1 C24_1 C23_1 C22_1 -0.6(4) . . . . ? C21_1 C22_1 C23_1 C24_1 0.5(4) . . . . ? C8_1 C3_1 C4_1 C5_1 1.9(3) . . . . ? C2_1 C3_1 C4_1 C5_1 -179.6(2) . . . . ? C3_1 C4_1 C5_1 C6_1 -1.2(4) . . . . ? C4_1 C5_1 C6_1 C7_1 0.3(4) . . . . ? C5_1 C6_1 C7_1 C8_1 0.0(4) . . . . ? C6_1 C7_1 C8_1 C3_1 0.6(3) . . . . ? C6_1 C7_1 C8_1 B1_1 -178.6(2) . . . . ? C4_1 C3_1 C8_1 C7_1 -1.6(3) . . . . ? C2_1 C3_1 C8_1 C7_1 179.6(2) . . . . ? C4_1 C3_1 C8_1 B1_1 177.8(2) . . . . ? C2_1 C3_1 C8_1 B1_1 -1.0(2) . . . . ? C9_1 B1_1 C8_1 C7_1 0.2(4) . . . . ? C1_1 B1_1 C8_1 C7_1 -179.4(2) . . . . ? C9_1 B1_1 C8_1 C3_1 -179.0(2) . . . . ? C1_1 B1_1 C8_1 C3_1 1.4(2) . . . . ? C13_1 C14_1 C9_1 C10_1 0.0(3) . . . . ? C13_1 C14_1 C9_1 B1_1 -178.5(2) . . . . ? C1_1 B1_1 C9_1 C14_1 -148.8(2) . . . . ? C8_1 B1_1 C9_1 C14_1 31.7(3) . . . . ? C1_1 B1_1 C9_1 C10_1 32.7(3) . . . . ? C8_1 B1_1 C9_1 C10_1 -146.7(2) . . . . ? C12_1 C11_1 C10_1 C9_1 1.5(3) . . . . ? C14_1 C9_1 C10_1 C11_1 -1.5(3) . . . . ? B1_1 C9_1 C10_1 C11_1 177.0(2) . . . . ? C3_2 C1_2 C2_2 C3_2 0.1(5) 3_756 . . . ? C1_2 C2_2 C3_2 C1_2 -0.1(4) . . . 3_756 ? C6_3 C1_3 C2_3 C3_3 0.0 . . . . ? C1_3 C2_3 C3_3 C4_3 0.0 . . . . ? C2_3 C3_3 C4_3 C5_3 0.0 . . . . ? C3_3 C4_3 C5_3 C6_3 0.0 . . . . ? C4_3 C5_3 C6_3 C1_3 0.0 . . . . ? C2_3 C1_3 C6_3 C5_3 0.0 . . . . ? C6_4 C1_4 C2_4 C3_4 0.0 . . . . ? C1_4 C2_4 C3_4 C4_4 0.0 . . . . ? C2_4 C3_4 C4_4 C5_4 0.0 . . . . ? C3_4 C4_4 C5_4 C6_4 0.0 . . . . ? C4_4 C5_4 C6_4 C1_4 0.0 . . . . ? C2_4 C1_4 C6_4 C5_4 0.0 . . . . ?