Boraindenes as versatile precursors to benzannulated boron heterocycles
Wieprecht, Nele; Krummenacher, Ivo; Wüst, Leonie; Michel, Maximilian; Neder, Marco; Häfner, Andreas; Karg, Jordan; Braunschweig, Holger; Chemical Science  (2025) –; doi:10.1039/D5SC08526H

data_1576381
_publ_section_title
;
 Boraindenes as versatile precursors to benzannulated boron heterocycles
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC08526H
_journal_year                    2025
_chemical_formula_moiety         'C37 H33 B Si, C6 H6'
_chemical_formula_sum            'C43 H39 B Si'
_chemical_formula_weight         594.64
_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             2025-04-11
_audit_creation_method           'CIF-fill 1.6d (K.Radacki, 2005-25)'
_audit_update_record
;
2025-11-03 deposited with the CCDC.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                95.340(2)
_cell_angle_beta                 93.206(2)
_cell_angle_gamma                111.105(2)
_cell_formula_units_Z            2
_cell_length_a                   9.4660(2)
_cell_length_b                   11.8943(3)
_cell_length_c                   15.9347(4)
_cell_measurement_reflns_used    4421
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.1290
_cell_measurement_theta_min      4.5770
_cell_volume                     1658.76(7)
_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-2019/2 (Sheldrick, 2019)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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 0.962
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_details
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     66.00  91.00   0.50    0.64    --   84.76 -95.00-180.00   50
  2  \w     39.00  68.00   0.50    0.64    --   77.01 -94.00  27.00   58
  3  \w     42.00  90.00   0.50    0.64    --   84.76 -95.00 -60.00   96
  4  \w     16.00  41.00   0.50    0.64    --   58.85 -95.00-120.00   50
  5  \w     52.00 125.00   0.50    0.64    --   84.76  15.00-150.00  146
  6  \w    -49.00 -23.00   0.50    0.64    --  -60.43  94.00 138.00   52
  7  \w   -113.00 -42.00   0.50    0.64    --  -76.45 -15.00 -30.00  142
  8  \w    -93.00 -36.00   0.50    0.64    --  -76.45 112.00 -90.00  114
  9  \w     29.00  79.00   0.50    0.64    --   71.50 -95.00   0.00  100
 10  \w     29.00  54.00   0.50    0.64    --   71.50 -94.00  27.00   50
 11  \w     49.00 129.00   0.50    0.64    --   84.76  15.00 120.00  160
 12  \w     54.00  92.00   0.50    0.64    --   84.76 -95.00  60.00   76
 13  \w     34.00  64.00   0.50    0.64    --   71.50 -95.00  60.00   60
 14  \w     41.00 125.00   0.50    0.64    --   77.01  15.00 -90.00  168
 15  \w     17.00  52.00   0.50    0.64    --   58.85 -95.00 150.00   70
 16  \w     43.00  90.00   0.50    0.64    --   84.76 -95.00 -90.00   94
 17  \w    -65.00 -37.00   0.50    0.64    --  -76.45 112.00  60.00   56
 18  \w     64.00  89.00   0.50    0.64    --   84.76 -95.00 120.00   50
 19  \w     21.00  52.00   0.50    0.64    --   58.85 -95.00 -90.00   62
 20  \w     43.00  74.00   0.50    0.64    --   84.76 -95.00  90.00   62
 21  \w     89.00 123.00   0.50    0.64    --   84.76  15.00 -30.00   68
 22  \w     74.00  99.00   0.50    0.64    --   71.50-126.00 150.00   50
 23  \w     42.00  92.00   0.50    0.64    --   84.76 -95.00 150.00  100
 24  \w    -92.00 -32.00   0.50    0.64    --  -76.45 112.00 150.00  120
 25  \w     66.00  92.00   0.50    0.64    --   84.76 -95.00   0.00   52
 26  \w    -62.00 -36.00   0.50    0.64    --  -69.92  94.00 138.00   52
 27  \w     31.00  66.00   0.50    0.64    --   71.50-126.00 150.00   70
 28  \w     60.00  97.00   0.50    0.64    --   84.76  15.00  30.00   74
 29  \w     52.00 109.00   0.50    0.64    --   58.85  15.00 150.00  114
 30  \w     44.00 124.00   0.50    0.64    --   77.01  15.00   0.00  160
 31  \w    -83.00 -58.00   0.50    0.64    --  -76.45  94.00 138.00   50
 32  \w     43.00  68.00   0.50    0.64    --   84.76 -94.00  27.00   50
 33  \w     18.00  44.00   0.50    0.64    --   58.85 -94.00  27.00   52
 34  \w     41.00  91.00   0.50    0.64    --   84.76-112.00-120.00  100
 35  \w    102.00 135.00   0.50    0.64    --   84.76  15.00  30.00   66
 36  \w     39.00  81.00   0.50    0.64    --   58.85  15.00 -60.00   84
 37  \w     55.00  80.00   0.50    0.64    --   84.76  15.00 -30.00   50
 38  \w     59.00  85.00   0.50    0.64    --   77.01 -95.00-150.00   52
 39  \w     42.00  91.00   0.50    0.64    --   84.76 -95.00-120.00   98
 40  \w     44.00  93.00   0.50    0.64    --   84.76-112.00   0.00   98
;
_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      -0.0414971000
_diffrn_orient_matrix_UB_12      -0.1352425000
_diffrn_orient_matrix_UB_13      0.0102677000
_diffrn_orient_matrix_UB_21      -0.0468260000
_diffrn_orient_matrix_UB_22      0.0224590000
_diffrn_orient_matrix_UB_23      0.0893362000
_diffrn_orient_matrix_UB_31      -0.1640464000
_diffrn_orient_matrix_UB_32      -0.0274262000
_diffrn_orient_matrix_UB_33      -0.0381254000
_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  0.0296
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16293
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.283
_diffrn_reflns_theta_min         4.607
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.832
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74175
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) Empirical 
 absorption correction using spherical harmonics, implemented in SCALE3 
 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_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          0.210
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.510
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         6243
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0581
_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^)+(0.0761P)^2^+1.1319P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1511
_refine_ls_wR_factor_ref         0.1613
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5039
_reflns_number_total             6243
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08526h2.cif
_cod_data_source_block           Z-7Ph
_cod_database_code               1576381
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.845
_shelx_estimated_absorpt_t_max   0.960
_shelx_res_checksum              11204