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_1576377
_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         'C40 H29 B'
_chemical_formula_sum            'C40 H29 B'
_chemical_formula_weight         520.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-05-16
_audit_creation_method           'CIF-fill 1.4e (K.Radacki, 2005-23)'
_audit_update_record
;
2025-11-03 deposited with the CCDC.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.9870(10)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   21.24090(10)
_cell_length_b                   14.47900(10)
_cell_length_c                   38.6360(2)
_cell_measurement_reflns_used    34341
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.4820
_cell_measurement_theta_min      3.2460
_cell_volume                     11664.59(12)
_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 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     56.00  91.00   0.50    4.00    --   42.00  51.00 160.48   70
  2  \w     64.00  99.00   0.50    4.00    --   50.00  51.00 111.35   70
  3  \w   -102.00 -67.00   0.50    4.00    --  -54.00 -52.00  -3.73   70
  4  \w   -103.00 -68.00   0.50    4.00    --  -54.00 -48.00-155.20   70
  5  \w   -117.00 -77.00   0.50    4.00    --  -66.00 -37.00-119.63   80
  6  \w   -117.00 -85.00   0.50    4.00    --  -70.00 -58.00 124.58   64
  7  \w    -92.00 -31.00   0.50    4.00    --  -76.35 112.00  30.00  122
  8  \w   -124.00 -94.00   0.50    4.00    --  -79.50 -64.00  60.02   60
  9  \w   -126.00 -92.00   0.50    4.00    --  -79.50 -57.00 -69.24   68
 10  \w   -126.00 -92.00   0.50    4.00    --  -79.50 -57.00 158.67   68
 11  \w   -125.00 -98.00   0.50    4.00    --  -79.50-111.00  63.13   54
 12  \w   -124.00 -94.00   0.50    4.00    --  -79.50 -64.00 -16.15   60
 13  \w   -128.00 -93.00   0.50    4.00    --  -79.50 -52.00  10.28   70
 14  \w     40.00  90.00   0.50    4.00    --   82.28 -95.00 150.00  100
 15  \w     38.00 101.00   0.50    4.00    --   85.25-128.00 124.30  126
 16  \w     43.00  92.00   0.50    4.00    --   85.25 -96.00 -71.59   98
 17  \w     39.00 107.00   0.50    4.00    --   85.25-137.00 121.40  136
 18  \w     75.00 137.00   0.50    4.00    --   85.25  22.00 151.62  124
 19  \w     38.00 101.00   0.50    4.00    --   85.25-128.00-161.26  126
 20  \w     39.00 107.00   0.50    4.00    --   85.25-138.00 -61.27  136
 21  \w     39.00  97.00   0.50    4.00    --   85.25-116.00  79.57  116
 22  \w     84.00 137.00   0.50    4.00    --   85.25  23.00 -50.51  106
 23  \w     38.00  99.00   0.50    4.00    --   85.25-122.00-114.44  122
 24  \w     39.00 107.00   0.50    4.00    --   85.25-138.00  67.05  136
 25  \w     40.00  93.00   0.50    4.00    --   85.25-107.00 -64.99  106
 26  \w     46.00  87.00   0.50    4.00    --   85.25 -87.00 -17.16   82
 27  \w     49.00 136.00   0.50    4.00    --   85.25  15.00-161.19  174
 28  \w     45.00  88.00   0.50    4.00    --   85.25 -88.00 -67.58   86
 29  \w     43.00  92.00   0.50    4.00    --   85.25 -94.00  77.01   98
 30  \w     99.00 135.00   0.50    4.00    --   85.25  47.00 -20.75   72
 31  \w     98.00 133.00   0.50    4.00    --   85.25  55.00 102.20   70
 32  \w     44.00  90.00   0.50    4.00    --   85.25 -91.00  27.43   92
 33  \w     41.00  92.00   0.50    4.00    --   85.25-100.00 127.49  102
 34  \w    -74.00 -39.00   0.50    4.00    --  -26.00 -51.00 -99.74   70
 35  \w     43.00  78.00   0.50    4.00    --   30.00  52.00  92.20   70
 36  \w   -120.00 -83.00   0.50    4.00    --  -70.00 -46.00-167.17   74
 37  \w   -118.00 -83.00   0.50    4.00    --  -70.00 -52.00  74.73   70
 38  \w   -126.00 -90.00   0.50    4.00    --  -79.50-134.00 124.59   72
 39  \w   -126.00 -93.00   0.50    4.00    --  -79.50-120.00  -9.70   66
 40  \w     97.00 132.00   0.50    4.00    --   85.25  58.00-130.85   70
 41  \w    104.00 131.00   0.50    4.00    --   85.25 113.00  53.80   54
;
_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      0.0497005000
_diffrn_orient_matrix_UB_12      0.0394238000
_diffrn_orient_matrix_UB_13      -0.0203358000
_diffrn_orient_matrix_UB_21      0.0100020000
_diffrn_orient_matrix_UB_22      0.0840285000
_diffrn_orient_matrix_UB_23      0.0249250000
_diffrn_orient_matrix_UB_31      0.0537362000
_diffrn_orient_matrix_UB_32      -0.0520030000
_diffrn_orient_matrix_UB_33      0.0248088000
_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  0.0297
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            89023
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.287
_diffrn_reflns_theta_min         3.267
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.502
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.883
_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            colourless
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_description       block
_exptl_crystal_F_000             4384
_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          0.090
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.640
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     739
_refine_ls_number_reflns         11964
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0665
_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^)+(0.1146P)^2^+9.1991P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1677
_refine_ls_wR_factor_ref         0.1758
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10208
_reflns_number_total             11964
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08526h2.cif
_cod_data_source_block           5PhPh
_cod_original_cell_volume        11664.58(12)
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               1576377
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.956
_shelx_estimated_absorpt_t_max   0.975
_shelx_res_checksum              3362