#------------------------------------------------------------------------------ #$Date: 2026-05-22 23:10:54 +0100 (Fri, 22 May 2026) $ #$Revision: 306070 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/72/1577286.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_1577286 loop_ _publ_author_name 'Gerstner, Alexander' 'Arrowsmith, Merle' 'Dietz, Maximilian' 'Mihm, Cornelius' 'Braunschweig, Holger' _publ_section_title ; Zerovalent transition-metal inverse-sandwich complexes of a diborataanthracene dianion ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D6SC02501C _journal_year 2026 _chemical_formula_moiety 'C18 H22 B2' _chemical_formula_sum 'C18 H22 B2' _chemical_formula_weight 259.97 _chemical_name_common 2,3,6,7,9,10-Me6-9,10-DHDBA _chemical_name_systematic 2 _chemical_properties_physical Air-sensitive,Moisture-sensitive _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_date 2023-12-11 _audit_creation_method 'CIF-fill 1.4p (K.Radacki, 2005-23)' _audit_update_record ; 2026-03-18 deposited with the CCDC. 2026-05-13 downloaded from the CCDC. ; _cell_angle_alpha 69.942(3) _cell_angle_beta 75.684(3) _cell_angle_gamma 66.726(3) _cell_formula_units_Z 2 _cell_length_a 8.3196(3) _cell_length_b 9.7359(3) _cell_length_c 10.7962(3) _cell_measurement_reflns_used 7852 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 74.6060 _cell_measurement_theta_min 4.3800 _cell_volume 748.24(5) _computing_cell_refinement 'CrysAlisPro 1.171.43.89a (Rigaku OD, 2023)' _computing_data_collection ; CrysAlisPro system (CCD 42.102a 64-bit (release 15-09-2023)) ; _computing_data_reduction 'CrysAlisPro 1.171.43.89a (Rigaku OD, 2023)' _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 2014/5 (Sheldrick, 2014)'' _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 0.993 _diffrn_measured_fraction_theta_max 0.966 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): -------------------------------------------------------------------------- 1 \w -126.00 -87.00 0.50 0.08 -- -79.50-132.00 27.73 78 2 \w -126.00 -86.00 0.50 0.08 -- -79.50-135.00 -58.35 80 3 \w -126.00 -93.00 0.50 0.08 -- -79.50-121.00-138.50 66 4 \w -120.00 -83.00 0.50 0.08 -- -70.00 -45.00-122.86 74 5 \w 30.00 56.00 0.50 0.08 -- 18.00 60.00-143.18 52 6 \w 37.00 93.00 0.50 0.08 -- 82.26-112.00 150.00 112 7 \w 43.00 92.00 0.50 0.08 -- 85.25 -96.00-168.48 98 8 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00 -60.00 100 9 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00 -30.00 100 10 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00 30.00 100 11 \w -126.00 -92.00 0.50 0.08 -- -79.50 -57.00 124.14 68 12 \w -128.00 -90.00 0.50 0.08 -- -78.00 -41.00 169.35 76 13 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00-120.00 100 14 \w -128.00 -93.00 0.50 0.08 -- -79.50 -50.00 -87.47 70 15 \w 103.00 131.00 0.50 0.08 -- 85.25 114.00 152.31 56 16 \w -127.00 -92.00 0.50 0.08 -- -79.50 -53.00 38.86 70 17 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00 -90.00 100 18 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00-150.00 100 19 \w 59.00 94.00 0.50 0.08 -- 46.00 52.00 -79.98 70 20 \w -105.00 -65.00 0.50 0.08 -- -54.00 -38.00-178.30 80 21 \w -99.00 -32.00 0.50 0.08 -- -79.50 121.00 166.17 134 22 \w -126.00 -92.00 0.50 0.08 -- -79.50 -57.00-141.68 68 23 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00 60.00 100 24 \w -120.00 -86.00 0.50 0.08 -- -74.00 -60.00 83.40 68 25 \w -92.00 -31.00 0.50 0.08 -- -76.37 112.00 -60.00 122 26 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00 0.00 100 27 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00 120.00 100 28 \w 40.00 90.00 0.50 0.08 -- 82.26 -95.00 150.00 100 29 \w -128.00 -93.00 0.50 0.08 -- -79.50 -49.00 -46.45 70 30 \w 41.00 93.00 0.50 0.08 -- 85.25-102.00 105.28 104 31 \w -115.00 -80.00 0.50 0.08 -- -66.00 -48.00 138.00 70 32 \w -125.00 -91.00 0.50 0.08 -- -79.50 -60.00 17.78 68 33 \w 46.00 133.00 0.50 0.08 -- 82.26 15.00 120.00 174 34 \w 46.00 133.00 0.50 0.08 -- 82.26 15.00 -30.00 174 35 \w 37.00 93.00 0.50 0.08 -- 82.26-112.00 30.00 112 36 \w 40.00 92.00 0.50 0.08 -- 85.25-108.00 70.79 104 37 \w 37.00 93.00 0.50 0.08 -- 82.26-112.00 -30.00 112 38 \w 37.00 93.00 0.50 0.08 -- 82.26-112.00-120.00 112 39 \w 38.00 101.00 0.50 0.08 -- 85.25-126.00-150.72 126 40 \w 37.00 93.00 0.50 0.08 -- 82.26-112.00 90.00 112 41 \w 30.00 56.00 0.50 0.08 -- 18.00 60.00 -92.20 52 42 \w 46.00 133.00 0.50 0.08 -- 82.26 15.00 30.00 174 43 \w 46.00 133.00 0.50 0.08 -- 82.26 15.00-180.00 174 44 \w 30.00 56.00 0.50 0.08 -- 18.00 60.00 -23.64 52 45 \w 34.00 60.00 0.50 0.08 -- 22.00 58.00 108.81 52 46 \w 24.00 99.00 0.50 0.08 -- 71.26-126.00 150.00 150 47 \w 46.00 133.00 0.50 0.08 -- 82.26 15.00 60.00 174 48 \w -126.00 -93.00 0.50 0.08 -- -79.50-121.00 154.06 66 49 \w 44.00 72.00 0.50 0.08 -- 85.25 -73.00 -13.89 56 ; _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 0.1344945000 _diffrn_orient_matrix_UB_12 -0.0466550000 _diffrn_orient_matrix_UB_13 -0.1180691000 _diffrn_orient_matrix_UB_21 0.1421962000 _diffrn_orient_matrix_UB_22 0.0230245000 _diffrn_orient_matrix_UB_23 0.0512024000 _diffrn_orient_matrix_UB_31 0.0549278000 _diffrn_orient_matrix_UB_32 -0.1714692000 _diffrn_orient_matrix_UB_33 0.0831141000 _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 0.0457 _diffrn_reflns_av_unetI/netI 0.0322 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.966 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 14581 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.966 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 75.402 _diffrn_reflns_theta_min 4.397 _diffrn_source 'rotating-anode X-ray tube' _diffrn_source_type 'PhotonJet-R X-ray Source' _exptl_absorpt_coefficient_mu 0.459 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.635 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.43.89a (Rigaku Oxford Diffraction, 2023) 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 colourless _exptl_crystal_density_diffrn 1.154 _exptl_crystal_description plate _exptl_crystal_F_000 280 _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_recrystallization_method 'Re-crystallisation from solvent' _exptl_crystal_size_max 0.230 _exptl_crystal_size_mid 0.110 _exptl_crystal_size_min 0.030 _refine_diff_density_max 0.357 _refine_diff_density_min -0.324 _refine_diff_density_rms 0.055 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 187 _refine_ls_number_reflns 2988 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.108 _refine_ls_R_factor_all 0.0708 _refine_ls_R_factor_gt 0.0562 _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^)+(0.1017P)^2^+0.1976P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1644 _refine_ls_wR_factor_ref 0.1852 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2305 _reflns_number_total 2988 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6sc02501c2.cif _cod_data_source_block CoMi068_AlGe_a _cod_database_code 1577286 _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 0.902 _shelx_estimated_absorpt_t_max 0.986 _shelx_res_file ; TITL CoMi068_AlGe_a.res in P-1 CoMi068_AlGe_a.res created by SHELXL-2018/3 at 11:04:27 on 11-Dec-2023 REM Old TITL CoMi068_AlGe in P-1 REM SHELXT solution in P-1 REM R1 0.166, Rweak 0.002, Alpha 0.036, Orientation as input REM Formula found by SHELXT: C20 CELL 1.54184 8.3196 9.7359 10.7962 69.942 75.684 66.726 ZERR 2.000 0.0003 0.0003 0.0003 0.003 0.003 0.003 LATT 1 SFAC C H B UNIT 36 44 4 TEMP -173 SIZE 0.03 0.11 0.23 L.S. 10 BOND $H LIST 4 ACTA CONF FMAP 2 PLAN 20 WGHT 0.101700 0.197600 FVAR 0.62326 RESI 1 MAIN B1 3 0.596375 0.155036 0.616432 11.00000 0.02194 0.02761 = 0.02484 -0.00551 -0.00216 -0.00909 C2 1 0.442464 0.301012 0.554514 11.00000 0.02275 0.02498 = 0.01990 -0.00375 -0.00124 -0.00966 C3 1 0.395408 0.320427 0.431852 11.00000 0.02321 0.02622 = 0.02234 -0.00555 -0.00178 -0.00806 AFIX 43 H3 2 0.456733 0.240458 0.388575 11.00000 -1.20000 AFIX 0 C4 1 0.263430 0.450881 0.370232 11.00000 0.02148 0.02735 = 0.02198 -0.00271 -0.00257 -0.01060 C5 1 0.175066 0.570368 0.432546 11.00000 0.02063 0.02425 = 0.02265 -0.00199 -0.00237 -0.00942 C6 1 0.220054 0.552825 0.554674 11.00000 0.02330 0.02368 = 0.02352 -0.00546 -0.00089 -0.00908 AFIX 43 H6 2 0.159683 0.634432 0.596228 11.00000 -1.20000 AFIX 0 C7 1 0.350360 0.420296 0.619298 11.00000 0.02068 0.02374 = 0.02318 -0.00325 -0.00123 -0.00923 B8 3 0.395605 0.404043 0.757282 11.00000 0.02234 0.02621 = 0.02309 -0.00401 -0.00064 -0.01068 C9 1 0.533055 0.247547 0.827078 11.00000 0.02193 0.02509 = 0.02327 -0.00522 -0.00203 -0.01024 C10 1 0.567012 0.219272 0.956459 11.00000 0.02539 0.02529 = 0.02240 -0.00564 -0.00222 -0.00966 AFIX 43 H10 2 0.507508 0.298978 1.000204 11.00000 -1.20000 AFIX 0 C11 1 0.684135 0.079495 1.023807 11.00000 0.02416 0.02788 = 0.02334 -0.00275 -0.00283 -0.01203 C12 1 0.772493 -0.038028 0.959539 11.00000 0.02238 0.02554 = 0.02507 -0.00241 -0.00361 -0.00896 C13 1 0.742412 -0.010694 0.830341 11.00000 0.02272 0.02572 = 0.02548 -0.00636 -0.00333 -0.00682 AFIX 43 H13 2 0.804445 -0.090247 0.786692 11.00000 -1.20000 AFIX 0 C14 1 0.624975 0.128613 0.761924 11.00000 0.02154 0.02423 = 0.02341 -0.00459 -0.00160 -0.00905 C15 1 0.217935 0.462265 0.239400 11.00000 0.02861 0.03204 = 0.02591 -0.00610 -0.00676 -0.00927 AFIX 137 H15A 2 0.091401 0.481592 0.247534 11.00000 -1.50000 H15B 2 0.285273 0.364580 0.215532 11.00000 -1.50000 H15C 2 0.247567 0.548019 0.170119 11.00000 -1.50000 AFIX 0 C16 1 0.034604 0.715952 0.368552 11.00000 0.02498 0.02574 = 0.02722 -0.00282 -0.00603 -0.00700 AFIX 137 H16A 2 -0.007949 0.788586 0.423316 11.00000 -1.50000 H16B 2 -0.063791 0.689291 0.360900 11.00000 -1.50000 H16C 2 0.084200 0.764664 0.279820 11.00000 -1.50000 AFIX 0 C17 1 0.296670 0.535797 0.830070 11.00000 0.03352 0.02825 = 0.02727 -0.00744 -0.00642 -0.00672 AFIX 137 H17A 2 0.379868 0.544519 0.874867 11.00000 -1.50000 H17B 2 0.200837 0.509871 0.895915 11.00000 -1.50000 H17C 2 0.247708 0.635030 0.764746 11.00000 -1.50000 AFIX 0 C18 1 0.713045 0.056234 1.162864 11.00000 0.03171 0.03115 = 0.02352 -0.00370 -0.00625 -0.01058 AFIX 137 H18A 2 0.681546 -0.033437 1.223026 11.00000 -1.50000 H18B 2 0.638999 0.149519 1.191913 11.00000 -1.50000 H18C 2 0.837416 0.037475 1.164195 11.00000 -1.50000 AFIX 0 C19 1 0.899939 -0.191103 1.028124 11.00000 0.02809 0.02890 = 0.02809 -0.00235 -0.00641 -0.00676 AFIX 137 H19A 2 0.943348 -0.261339 0.971118 11.00000 -1.50000 H19B 2 0.839675 -0.237935 1.112606 11.00000 -1.50000 H19C 2 0.999578 -0.173468 1.045200 11.00000 -1.50000 AFIX 0 C20 1 0.723827 0.039652 0.532826 11.00000 0.03377 0.03147 = 0.02840 -0.00960 -0.00821 -0.00159 AFIX 137 H20A 2 0.831909 -0.023235 0.574349 11.00000 -1.50000 H20B 2 0.753671 0.099154 0.442128 11.00000 -1.50000 H20C 2 0.665183 -0.028739 0.529994 11.00000 -1.50000 RESI 0 AFIX 0 HKLF 4 REM CoMi068_AlGe_a.res in P-1 REM wR2 = 0.185250, GooF = S = 1.10776, Restrained GooF = 1.10776 for all data REM R1 = 0.056165 for 2305 Fo > 4sig(Fo) and 0.070816 for all 2988 data REM 187 parameters refined using 0 restraints END WGHT 0.1018 0.1982 REM Highest difference peak 0.357, deepest hole -0.324, 1-sigma level 0.055 Q1 1 0.7506 -0.0653 0.5783 11.00000 0.05 0.36 Q2 1 0.6783 0.0368 0.4563 11.00000 0.05 0.33 Q3 1 0.5760 0.1882 0.7921 11.00000 0.05 0.27 Q4 1 0.3995 0.3591 0.5892 11.00000 0.05 0.26 Q5 1 0.7245 0.0188 0.9926 11.00000 0.05 0.25 Q6 1 0.4790 0.3184 0.7973 11.00000 0.05 0.25 Q7 1 0.3490 0.4641 0.7926 11.00000 0.05 0.23 Q8 1 0.2209 0.5140 0.4000 11.00000 0.05 0.23 Q9 1 0.3747 0.4239 0.6802 11.00000 0.05 0.21 Q10 1 0.6254 0.1461 0.6890 11.00000 0.05 0.21 Q11 1 0.8697 0.0415 0.4899 11.00000 0.05 0.20 Q12 1 0.5458 0.2366 0.8887 11.00000 0.05 0.20 Q13 1 0.2941 0.4992 0.5802 11.00000 0.05 0.19 Q14 1 0.6816 0.0472 0.8046 11.00000 0.05 0.19 Q15 1 0.6513 0.0945 0.5719 11.00000 0.05 0.18 Q16 1 0.2800 0.4454 0.6193 11.00000 0.05 0.18 Q17 1 0.6355 0.1290 1.0057 11.00000 0.05 0.18 Q18 1 0.8313 -0.1212 1.0007 11.00000 0.05 0.18 Q19 1 0.4394 0.3106 0.4947 11.00000 0.05 0.18 Q20 1 0.4820 0.2071 0.6035 11.00000 0.05 0.18 ; _shelx_res_checksum 95516 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 B1_1 B 0.5964(2) 0.1550(2) 0.61643(19) 0.0252(4) Uani 1 1 d . . . . . C2_1 C 0.4425(2) 0.30101(18) 0.55451(15) 0.0230(4) Uani 1 1 d . . . . . C3_1 C 0.3954(2) 0.32043(19) 0.43185(15) 0.0246(4) Uani 1 1 d . . . . . H3_1 H 0.456733 0.240458 0.388575 0.030 Uiso 1 1 calc R U . . . C4_1 C 0.2634(2) 0.45088(19) 0.37023(15) 0.0240(4) Uani 1 1 d . . . . . C5_1 C 0.1751(2) 0.57037(18) 0.43255(15) 0.0233(4) Uani 1 1 d . . . . . C6_1 C 0.2201(2) 0.55283(18) 0.55467(15) 0.0239(4) Uani 1 1 d . . . . . H6_1 H 0.159683 0.634432 0.596228 0.029 Uiso 1 1 calc R U . . . C7_1 C 0.3504(2) 0.42030(18) 0.61930(15) 0.0232(4) Uani 1 1 d . . . . . B8_1 B 0.3956(2) 0.4040(2) 0.75728(18) 0.0243(4) Uani 1 1 d . . . . . C9_1 C 0.5331(2) 0.24755(18) 0.82708(15) 0.0233(4) Uani 1 1 d . . . . . C10_1 C 0.5670(2) 0.21927(19) 0.95646(15) 0.0245(4) Uani 1 1 d . . . . . H10_1 H 0.507508 0.298978 1.000204 0.029 Uiso 1 1 calc R U . . . C11_1 C 0.6841(2) 0.07950(19) 1.02381(16) 0.0253(4) Uani 1 1 d . . . . . C12_1 C 0.7725(2) -0.03803(19) 0.95954(16) 0.0252(4) Uani 1 1 d . . . . . C13_1 C 0.7424(2) -0.01069(19) 0.83034(16) 0.0253(4) Uani 1 1 d . . . . . H13_1 H 0.804445 -0.090247 0.786692 0.030 Uiso 1 1 calc R U . . . C14_1 C 0.6250(2) 0.12861(18) 0.76192(15) 0.0235(4) Uani 1 1 d . . . . . C15_1 C 0.2179(2) 0.4623(2) 0.23940(16) 0.0291(4) Uani 1 1 d . . . . . H15A_1 H 0.091401 0.481592 0.247534 0.044 Uiso 1 1 calc R U . . . H15B_1 H 0.285273 0.364580 0.215532 0.044 Uiso 1 1 calc R U . . . H15C_1 H 0.247567 0.548019 0.170119 0.044 Uiso 1 1 calc R U . . . C16_1 C 0.0346(2) 0.71595(19) 0.36855(16) 0.0272(4) Uani 1 1 d . . . . . H16A_1 H -0.007949 0.788586 0.423316 0.041 Uiso 1 1 calc R U . . . H16B_1 H -0.063791 0.689291 0.360900 0.041 Uiso 1 1 calc R U . . . H16C_1 H 0.084200 0.764664 0.279820 0.041 Uiso 1 1 calc R U . . . C17_1 C 0.2967(2) 0.53580(19) 0.83007(17) 0.0305(4) Uani 1 1 d . . . . . H17A_1 H 0.379868 0.544519 0.874867 0.046 Uiso 1 1 calc R U . . . H17B_1 H 0.200837 0.509871 0.895915 0.046 Uiso 1 1 calc R U . . . H17C_1 H 0.247708 0.635030 0.764746 0.046 Uiso 1 1 calc R U . . . C18_1 C 0.7130(2) 0.0562(2) 1.16286(16) 0.0294(4) Uani 1 1 d . . . . . H18A_1 H 0.681546 -0.033437 1.223026 0.044 Uiso 1 1 calc R U . . . H18B_1 H 0.638999 0.149519 1.191913 0.044 Uiso 1 1 calc R U . . . H18C_1 H 0.837416 0.037475 1.164195 0.044 Uiso 1 1 calc R U . . . C19_1 C 0.8999(2) -0.1911(2) 1.02812(17) 0.0303(4) Uani 1 1 d . . . . . H19A_1 H 0.943348 -0.261339 0.971118 0.045 Uiso 1 1 calc R U . . . H19B_1 H 0.839675 -0.237935 1.112606 0.045 Uiso 1 1 calc R U . . . H19C_1 H 0.999578 -0.173468 1.045200 0.045 Uiso 1 1 calc R U . . . C20_1 C 0.7238(2) 0.0397(2) 0.53283(17) 0.0331(4) Uani 1 1 d . . . . . H20A_1 H 0.831909 -0.023235 0.574349 0.050 Uiso 1 1 calc R U . . . H20B_1 H 0.753671 0.099154 0.442128 0.050 Uiso 1 1 calc R U . . . H20C_1 H 0.665183 -0.028739 0.529994 0.050 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 B1_1 0.0219(9) 0.0276(10) 0.0248(9) -0.0055(7) -0.0022(7) -0.0091(7) C2_1 0.0228(8) 0.0250(8) 0.0199(8) -0.0037(6) -0.0012(6) -0.0097(6) C3_1 0.0232(8) 0.0262(8) 0.0223(8) -0.0055(6) -0.0018(6) -0.0081(6) C4_1 0.0215(7) 0.0274(8) 0.0220(8) -0.0027(6) -0.0026(6) -0.0106(6) C5_1 0.0206(7) 0.0243(8) 0.0226(8) -0.0020(6) -0.0024(6) -0.0094(6) C6_1 0.0233(8) 0.0237(8) 0.0235(8) -0.0055(6) -0.0009(6) -0.0091(6) C7_1 0.0207(8) 0.0237(8) 0.0232(8) -0.0033(6) -0.0012(6) -0.0092(6) B8_1 0.0223(9) 0.0262(9) 0.0231(9) -0.0040(7) -0.0006(7) -0.0107(7) C9_1 0.0219(8) 0.0251(8) 0.0233(8) -0.0052(6) -0.0020(6) -0.0102(6) C10_1 0.0254(8) 0.0253(8) 0.0224(8) -0.0056(6) -0.0022(6) -0.0097(7) C11_1 0.0242(8) 0.0279(9) 0.0233(8) -0.0028(6) -0.0028(6) -0.0120(7) C12_1 0.0224(8) 0.0255(8) 0.0251(8) -0.0024(6) -0.0036(6) -0.0090(7) C13_1 0.0227(8) 0.0257(8) 0.0255(8) -0.0064(6) -0.0033(6) -0.0068(6) C14_1 0.0215(8) 0.0242(8) 0.0234(8) -0.0046(6) -0.0016(6) -0.0090(6) C15_1 0.0286(8) 0.0320(9) 0.0259(8) -0.0061(7) -0.0068(6) -0.0093(7) C16_1 0.0250(8) 0.0257(8) 0.0272(8) -0.0028(7) -0.0060(6) -0.0070(7) C17_1 0.0335(9) 0.0282(9) 0.0273(9) -0.0074(7) -0.0064(7) -0.0067(7) C18_1 0.0317(9) 0.0311(9) 0.0235(8) -0.0037(7) -0.0063(7) -0.0106(7) C19_1 0.0281(9) 0.0289(9) 0.0281(9) -0.0024(7) -0.0064(7) -0.0068(7) C20_1 0.0338(9) 0.0315(9) 0.0284(9) -0.0096(7) -0.0082(7) -0.0016(7) 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 1 2 0 0.0740 2 -1 2 0.1180 -1 -2 0 0.0600 -2 1 -2 0.0945 -1 -1 -1 0.0639 1 1 1 0.0964 1 -2 2 0.1009 -1 -2 -1 0.0339 1 2 1 0.0450 0 -1 -1 0.0053 0 1 1 0.0267 -2 -2 1 0.0653 1 1 0 0.0499 -1 -1 0 0.0486 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 B1_1 C14_1 118.56(14) . . ? C2_1 B1_1 C20_1 120.77(14) . . ? C14_1 B1_1 C20_1 120.64(14) . . ? C3_1 C2_1 C7_1 118.25(14) . . ? C3_1 C2_1 B1_1 121.18(14) . . ? C7_1 C2_1 B1_1 120.53(14) . . ? C4_1 C3_1 C2_1 123.41(15) . . ? C4_1 C3_1 H3_1 118.3 . . ? C2_1 C3_1 H3_1 118.3 . . ? C3_1 C4_1 C5_1 118.44(15) . . ? C3_1 C4_1 C15_1 120.40(15) . . ? C5_1 C4_1 C15_1 121.16(14) . . ? C6_1 C5_1 C4_1 118.88(14) . . ? C6_1 C5_1 C16_1 120.45(14) . . ? C4_1 C5_1 C16_1 120.67(14) . . ? C5_1 C6_1 C7_1 123.24(15) . . ? C5_1 C6_1 H6_1 118.4 . . ? C7_1 C6_1 H6_1 118.4 . . ? C6_1 C7_1 C2_1 117.75(14) . . ? C6_1 C7_1 B8_1 121.74(14) . . ? C2_1 C7_1 B8_1 120.51(14) . . ? C7_1 B8_1 C9_1 118.39(14) . . ? C7_1 B8_1 C17_1 121.34(14) . . ? C9_1 B8_1 C17_1 120.12(14) . . ? C10_1 C9_1 C14_1 117.90(14) . . ? C10_1 C9_1 B8_1 121.36(14) . . ? C14_1 C9_1 B8_1 120.73(14) . . ? C11_1 C10_1 C9_1 123.14(15) . . ? C11_1 C10_1 H10_1 118.4 . . ? C9_1 C10_1 H10_1 118.4 . . ? C10_1 C11_1 C12_1 118.60(14) . . ? C10_1 C11_1 C18_1 120.43(15) . . ? C12_1 C11_1 C18_1 120.97(14) . . ? C13_1 C12_1 C11_1 118.90(15) . . ? C13_1 C12_1 C19_1 120.47(15) . . ? C11_1 C12_1 C19_1 120.62(15) . . ? C12_1 C13_1 C14_1 123.05(15) . . ? C12_1 C13_1 H13_1 118.5 . . ? C14_1 C13_1 H13_1 118.5 . . ? C13_1 C14_1 C9_1 118.38(15) . . ? C13_1 C14_1 B1_1 121.39(15) . . ? C9_1 C14_1 B1_1 120.22(14) . . ? C4_1 C15_1 H15A_1 109.5 . . ? C4_1 C15_1 H15B_1 109.5 . . ? H15A_1 C15_1 H15B_1 109.5 . . ? C4_1 C15_1 H15C_1 109.5 . . ? H15A_1 C15_1 H15C_1 109.5 . . ? H15B_1 C15_1 H15C_1 109.5 . . ? C5_1 C16_1 H16A_1 109.5 . . ? C5_1 C16_1 H16B_1 109.5 . . ? H16A_1 C16_1 H16B_1 109.5 . . ? C5_1 C16_1 H16C_1 109.5 . . ? H16A_1 C16_1 H16C_1 109.5 . . ? H16B_1 C16_1 H16C_1 109.5 . . ? B8_1 C17_1 H17A_1 109.5 . . ? B8_1 C17_1 H17B_1 109.5 . . ? H17A_1 C17_1 H17B_1 109.5 . . ? B8_1 C17_1 H17C_1 109.5 . . ? H17A_1 C17_1 H17C_1 109.5 . . ? H17B_1 C17_1 H17C_1 109.5 . . ? C11_1 C18_1 H18A_1 109.5 . . ? C11_1 C18_1 H18B_1 109.5 . . ? H18A_1 C18_1 H18B_1 109.5 . . ? C11_1 C18_1 H18C_1 109.5 . . ? H18A_1 C18_1 H18C_1 109.5 . . ? H18B_1 C18_1 H18C_1 109.5 . . ? C12_1 C19_1 H19A_1 109.5 . . ? C12_1 C19_1 H19B_1 109.5 . . ? H19A_1 C19_1 H19B_1 109.5 . . ? C12_1 C19_1 H19C_1 109.5 . . ? H19A_1 C19_1 H19C_1 109.5 . . ? H19B_1 C19_1 H19C_1 109.5 . . ? B1_1 C20_1 H20A_1 109.5 . . ? B1_1 C20_1 H20B_1 109.5 . . ? H20A_1 C20_1 H20B_1 109.5 . . ? B1_1 C20_1 H20C_1 109.5 . . ? H20A_1 C20_1 H20C_1 109.5 . . ? H20B_1 C20_1 H20C_1 109.5 . . ? 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 B1_1 C2_1 1.562(2) . ? B1_1 C14_1 1.565(2) . ? B1_1 C20_1 1.575(2) . ? C2_1 C3_1 1.403(2) . ? C2_1 C7_1 1.419(2) . ? C3_1 C4_1 1.393(2) . ? C3_1 H3_1 0.9500 . ? C4_1 C5_1 1.401(2) . ? C4_1 C15_1 1.508(2) . ? C5_1 C6_1 1.395(2) . ? C5_1 C16_1 1.507(2) . ? C6_1 C7_1 1.406(2) . ? C6_1 H6_1 0.9500 . ? C7_1 B8_1 1.567(2) . ? B8_1 C9_1 1.568(2) . ? B8_1 C17_1 1.574(2) . ? C9_1 C10_1 1.406(2) . ? C9_1 C14_1 1.419(2) . ? C10_1 C11_1 1.398(2) . ? C10_1 H10_1 0.9500 . ? C11_1 C12_1 1.400(2) . ? C11_1 C18_1 1.505(2) . ? C12_1 C13_1 1.394(2) . ? C12_1 C19_1 1.509(2) . ? C13_1 C14_1 1.401(2) . ? C13_1 H13_1 0.9500 . ? C15_1 H15A_1 0.9800 . ? C15_1 H15B_1 0.9800 . ? C15_1 H15C_1 0.9800 . ? C16_1 H16A_1 0.9800 . ? C16_1 H16B_1 0.9800 . ? C16_1 H16C_1 0.9800 . ? C17_1 H17A_1 0.9800 . ? C17_1 H17B_1 0.9800 . ? C17_1 H17C_1 0.9800 . ? C18_1 H18A_1 0.9800 . ? C18_1 H18B_1 0.9800 . ? C18_1 H18C_1 0.9800 . ? C19_1 H19A_1 0.9800 . ? C19_1 H19B_1 0.9800 . ? C19_1 H19C_1 0.9800 . ? C20_1 H20A_1 0.9800 . ? C20_1 H20B_1 0.9800 . ? C20_1 H20C_1 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 C14_1 B1_1 C2_1 C3_1 -171.51(14) . . . . ? C20_1 B1_1 C2_1 C3_1 10.4(2) . . . . ? C14_1 B1_1 C2_1 C7_1 10.6(2) . . . . ? C20_1 B1_1 C2_1 C7_1 -167.48(15) . . . . ? C7_1 C2_1 C3_1 C4_1 0.2(2) . . . . ? B1_1 C2_1 C3_1 C4_1 -177.69(14) . . . . ? C2_1 C3_1 C4_1 C5_1 1.2(2) . . . . ? C2_1 C3_1 C4_1 C15_1 -178.90(14) . . . . ? C3_1 C4_1 C5_1 C6_1 -1.2(2) . . . . ? C15_1 C4_1 C5_1 C6_1 178.87(14) . . . . ? C3_1 C4_1 C5_1 C16_1 178.35(13) . . . . ? C15_1 C4_1 C5_1 C16_1 -1.5(2) . . . . ? C4_1 C5_1 C6_1 C7_1 -0.1(2) . . . . ? C16_1 C5_1 C6_1 C7_1 -179.71(14) . . . . ? C5_1 C6_1 C7_1 C2_1 1.5(2) . . . . ? C5_1 C6_1 C7_1 B8_1 -179.26(14) . . . . ? C3_1 C2_1 C7_1 C6_1 -1.5(2) . . . . ? B1_1 C2_1 C7_1 C6_1 176.39(13) . . . . ? C3_1 C2_1 C7_1 B8_1 179.24(14) . . . . ? B1_1 C2_1 C7_1 B8_1 -2.8(2) . . . . ? C6_1 C7_1 B8_1 C9_1 175.72(14) . . . . ? C2_1 C7_1 B8_1 C9_1 -5.1(2) . . . . ? C6_1 C7_1 B8_1 C17_1 0.1(2) . . . . ? C2_1 C7_1 B8_1 C17_1 179.26(14) . . . . ? C7_1 B8_1 C9_1 C10_1 -173.72(13) . . . . ? C17_1 B8_1 C9_1 C10_1 2.0(2) . . . . ? C7_1 B8_1 C9_1 C14_1 5.2(2) . . . . ? C17_1 B8_1 C9_1 C14_1 -179.14(14) . . . . ? C14_1 C9_1 C10_1 C11_1 -1.0(2) . . . . ? B8_1 C9_1 C10_1 C11_1 177.85(14) . . . . ? C9_1 C10_1 C11_1 C12_1 0.2(2) . . . . ? C9_1 C10_1 C11_1 C18_1 -179.38(14) . . . . ? C10_1 C11_1 C12_1 C13_1 0.9(2) . . . . ? C18_1 C11_1 C12_1 C13_1 -179.54(14) . . . . ? C10_1 C11_1 C12_1 C19_1 -179.87(14) . . . . ? C18_1 C11_1 C12_1 C19_1 -0.3(2) . . . . ? C11_1 C12_1 C13_1 C14_1 -1.1(2) . . . . ? C19_1 C12_1 C13_1 C14_1 179.61(14) . . . . ? C12_1 C13_1 C14_1 C9_1 0.3(2) . . . . ? C12_1 C13_1 C14_1 B1_1 179.45(14) . . . . ? C10_1 C9_1 C14_1 C13_1 0.8(2) . . . . ? B8_1 C9_1 C14_1 C13_1 -178.12(14) . . . . ? C10_1 C9_1 C14_1 B1_1 -178.39(14) . . . . ? B8_1 C9_1 C14_1 B1_1 2.7(2) . . . . ? C2_1 B1_1 C14_1 C13_1 170.30(14) . . . . ? C20_1 B1_1 C14_1 C13_1 -11.6(2) . . . . ? C2_1 B1_1 C14_1 C9_1 -10.5(2) . . . . ? C20_1 B1_1 C14_1 C9_1 167.57(15) . . . . ?