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_1576372
_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         'C42 H37 B N2'
_chemical_formula_sum            'C42 H37 B N2'
_chemical_formula_weight         580.54
_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             2025-04-10
_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                63.828(3)
_cell_angle_beta                 66.218(3)
_cell_angle_gamma                89.465(2)
_cell_formula_units_Z            4
_cell_length_a                   15.2932(4)
_cell_length_b                   17.1503(4)
_cell_length_c                   17.9798(6)
_cell_measurement_reflns_used    15178
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.9270
_cell_measurement_theta_min      2.8900
_cell_volume                     3790.5(2)
_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 0.992
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     16.00  41.00   0.50    1.54    --   58.86 -95.00 -60.00   50
  2  \w     16.00  44.00   0.50    1.54    --   58.86 -95.00-180.00   56
  3  \w     16.00  41.00   0.50    1.54    --   58.86 -95.00 -30.00   50
  4  \w     19.00  53.00   0.50    1.54    --   58.86 -95.00  30.00   68
  5  \w     17.00  43.00   0.50    1.54    --   58.86 -95.00 120.00   52
  6  \w    -60.00 -33.00   0.50    1.54    --  -60.41 -15.00 -30.00   54
  7  \w   -111.00 -74.00   0.50    1.54    --  -60.41 -15.00 -30.00   74
  8  \w    -65.00 -27.00   0.50    1.54    --  -69.94 126.00-150.00   76
  9  \w   -112.00 -86.00   0.50    1.54    --  -69.94 -15.00 120.00   52
 10  \w    -81.00 -31.00   0.50    1.54    --  -69.94 126.00 -90.00  100
 11  \w    -64.00 -39.00   0.50    1.54    --  -69.94 -15.00 120.00   50
 12  \w   -127.00 -41.00   0.50    1.54    --  -76.40 -15.00  60.00  172
 13  \w    -91.00 -31.00   0.50    1.54    --  -76.40 112.00-120.00  120
 14  \w   -127.00 -41.00   0.50    1.54    --  -76.40 -15.00 150.00  172
 15  \w     38.00  90.00   0.50    1.54    --   77.02-112.00 120.00  104
 16  \w     40.00  82.00   0.50    1.54    --   77.02 -95.00-150.00   84
 17  \w     34.00  85.00   0.50    1.54    --   77.02 -95.00 150.00  102
 18  \w     35.00  64.00   0.50    1.54    --   77.02-112.00-150.00   58
 19  \w     34.00  59.00   0.50    1.54    --   77.02 -95.00  60.00   50
 20  \w     93.00 119.00   0.50    1.54    --   77.02  15.00  60.00   52
 21  \w     49.00  83.00   0.50    1.54    --   77.02  15.00  60.00   68
 22  \w     41.00  89.00   0.50    1.54    --   77.02-112.00  30.00   96
 23  \w     42.00  92.00   0.50    1.54    --   84.75 -95.00-180.00  100
 24  \w     52.00  92.00   0.50    1.54    --   84.75 -95.00 -60.00   80
 25  \w     53.00 135.00   0.50    1.54    --   84.75  15.00  90.00  164
 26  \w     47.00  90.00   0.50    1.54    --   84.75 -95.00  30.00   86
 27  \w     93.00 132.00   0.50    1.54    --   84.75  15.00 -60.00   78
 28  \w     52.00  79.00   0.50    1.54    --   84.75  15.00 -60.00   54
 29  \w     43.00  90.00   0.50    1.54    --   84.75 -95.00 120.00   94
 30  \w     70.00 105.00   0.50    1.54    --   84.75  15.00   0.00   70
 31  \w     39.00  64.00   0.50    1.54    --   84.75-112.00  90.00   50
 32  \w     66.00  92.00   0.50    1.54    --   84.75 -95.00-120.00   52
 33  \w     64.00  91.00   0.50    1.54    --   84.75 -95.00-150.00   54
 34  \w     62.00  92.00   0.50    1.54    --   84.75 -95.00  90.00   60
 35  \w     65.00  92.00   0.50    1.54    --   84.75 -95.00  60.00   54
 36  \w     40.00  66.00   0.50    1.54    --   84.75-112.00 -90.00   52
 37  \w     67.00  92.00   0.50    1.54    --   84.75 -95.00 150.00   50
 38  \w    106.00 131.00   0.50    1.54    --   84.75  15.00-180.00   50
 39  \w     68.00  95.00   0.50    1.54    --   84.75  15.00-180.00   54
 40  \w     66.00  91.00   0.50    1.54    --   84.75 -95.00   0.00   50
 41  \w     61.00  89.00   0.50    1.54    --   84.75 -95.00 -30.00   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      0.0759411000
_diffrn_orient_matrix_UB_12      -0.0588049000
_diffrn_orient_matrix_UB_13      -0.0109153000
_diffrn_orient_matrix_UB_21      -0.0286958000
_diffrn_orient_matrix_UB_22      -0.0141791000
_diffrn_orient_matrix_UB_23      -0.0666942000
_diffrn_orient_matrix_UB_31      0.0778481000
_diffrn_orient_matrix_UB_32      0.0824560000
_diffrn_orient_matrix_UB_33      -0.0824314000
_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  0.0306
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            49676
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.245
_diffrn_reflns_theta_min         2.933
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.442
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84227
_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 colourless'
_exptl_crystal_density_diffrn    1.017
_exptl_crystal_description       plate
_exptl_crystal_F_000             1232
_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          0.170
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.973
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     850
_refine_ls_number_reflns         14890
_refine_ls_number_restraints     252
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0476
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0648P)^2^+0.4097P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1294
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10546
_reflns_number_total             14890
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08526h2.cif
_cod_data_source_block           9Dur
_cod_database_code               1576372
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.929
_shelx_estimated_absorpt_t_max   0.991
_shelx_res_checksum              591
_shelx_fab_checksum              50712