The forgotten borole: synthesis, properties and reactivity of a 1-boraindene.
Wieprecht, Nele; Krummenacher, Ivo; Wüst, Leonie; Michel, Maximilian; Fuchs, Sonja; Nees, Samuel; Härterich, Marcel; Braunschweig, Holger; Chemical science 15 (2024) 12496–12501; doi:10.1039/d4sc03817g

data_1572077
_publ_section_title
;
 The forgotten borole: synthesis, properties and reactivity of a
 1-boraindene.
;
_journal_issue                   31
_journal_name_full               'Chemical science'
_journal_page_first              12496
_journal_page_last               12501
_journal_paper_doi               10.1039/d4sc03817g
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C33 H29 B N2, 0.5(C6 H6)'
_chemical_formula_sum            'C36 H32 B N2'
_chemical_formula_weight         503.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           'CIF-fill 1.2y (K.Radacki, 2005-22)'
_audit_update_record
;
2024-06-05 deposited with the CCDC.	2024-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.7630(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.93990(10)
_cell_length_b                   13.5758(2)
_cell_length_c                   19.8961(2)
_cell_measurement_reflns_used    25490
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.6800
_cell_measurement_theta_min      3.2460
_cell_volume                     2857.38(6)
_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 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_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 0.995
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 
   # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
 --------------------------------------------------------------------------
   1  \w    105.00 135.00   0.50    0.20    --   85.25  47.00-109.15   60
   2  \w    107.00 133.00   0.50    0.20    --   85.25  51.00-179.72   52
   3  \w     90.00 117.00   0.50    0.20    --   85.25  25.00-165.20   54
   4  \w     67.00  93.00   0.50    0.20    --   54.00  52.00-103.71   52
   5  \w     99.00 124.00   0.50    0.20    --   85.25  47.00 -66.51   50
   6  \w     99.00 125.00   0.50    0.20    --   85.25  54.00  52.92   52
   7  \w     98.00 136.00   0.50    0.20    --   85.25  41.00 138.38   76
   8  \w   -123.00 -98.00   0.50    0.20    --  -79.50 -66.00-161.54   50
   9  \w   -123.00 -93.00   0.50    0.20    --  -79.50 -48.00-149.03   60
  10  \w   -102.00 -76.00   0.50    0.20    --  -54.00 -52.00-115.09   52
  11  \w    -88.00 -60.00   0.50    0.20    --  -46.00 -49.00 -97.59   56
  12  \w   -122.00 -96.00   0.50    0.20    --  -79.50 -53.00  53.65   52
  13  \w   -116.00 -83.00   0.50    0.20    --  -70.00 -56.00  81.89   66
  14  \w    -94.00 -61.00   0.50    0.20    --  -76.37 111.00 -31.00   66
  15  \w    -80.00 -15.00   0.50    0.20    --  -60.19 111.00 -31.00  130
  16  \w    -80.00 -55.00   0.50    0.20    --  -69.72 111.00 -31.00   50
  17  \w     43.00  98.00   0.50    0.20    --   85.25-135.00  17.98  110
  18  \w     45.00  71.00   0.50    0.20    --   85.25-131.00  63.41   52
  19  \w     39.00  64.00   0.50    0.20    --   85.25-118.00  84.09   50
  20  \w     38.00  90.00   0.50    0.20    --   85.25-121.00 113.75  104
  21  \w     46.00  71.00   0.50    0.20    --   85.25-111.00  18.21   50
  22  \w     46.00  97.00   0.50    0.20    --   85.25-116.00 -60.17  102
  23  \w     42.00  67.00   0.50    0.20    --   82.31-111.00-124.00   50
  24  \w     39.00 102.00   0.50    0.20    --   85.25-129.00-150.73  126
  25  \w     40.00  92.00   0.50    0.20    --   85.25-104.00-119.63  104
  26  \w     39.00  65.00   0.50    0.20    --   85.25-107.00-148.37   52
  27  \w     48.00  74.00   0.50    0.20    --   71.50-111.00-124.00   52
  28  \w     11.00  57.00   0.50    0.20    --   58.91-111.00-124.00   92
  29  \w     39.00  64.00   0.50    0.20    --   85.25-108.00 -44.41   50
  30  \w     41.00  94.00   0.50    0.20    --   85.25-100.00 -75.37  106
  31  \w     41.00  90.00   0.50    0.20    --   82.31 -95.00-150.00   98
  32  \w     58.00  93.00   0.50    0.20    --   85.25 -98.00 -65.66   70
  33  \w     55.00  93.00   0.50    0.20    --   85.25 -97.00 -49.79   76
  34  \w     55.00  89.00   0.50    0.20    --   82.31 -95.00-120.00   68
  35  \w     58.00  93.00   0.50    0.20    --   85.25 -95.00-114.67   70
  36  \w     45.00  77.00   0.50    0.20    --   71.50 -95.00 -60.00   64
  37  \w     16.00  41.00   0.50    0.20    --   58.91 -95.00 -30.00   50
  38  \w     62.00  88.00   0.50    0.20    --   85.25 -90.00 -20.00   52
  39  \w     41.00  66.00   0.50    0.20    --   85.25-101.00 142.88   50
  40  \w     41.00  67.00   0.50    0.20    --   85.25-102.00  67.09   52
  41  \w     41.00  75.00   0.50    0.20    --   82.31 -95.00  30.00   68
  42  \w     44.00  69.00   0.50    0.20    --   85.25 -90.00-141.82   50
  43  \w     98.00 127.00   0.50    0.20    --   85.25 135.00  59.42   58
  44  \w     99.00 124.00   0.50    0.20    --   85.25 126.00 154.67   50
  45  \w    102.00 129.00   0.50    0.20    --   85.25 131.00 126.55   54
  46  \w     92.00 117.00   0.50    0.20    --   85.25 134.00  47.92   50
  47  \w    102.00 133.00   0.50    0.20    --   85.25 117.00 -34.93   62
  48  \w   -121.00 -95.00   0.50    0.20    --  -79.50-123.00 136.74   52

;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            37252
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.158
_diffrn_reflns_theta_min         3.985
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R X-ray Source'
_exptl_absorpt_coefficient_mu    0.510
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78176
_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            colourless
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_description       block
_exptl_crystal_F_000             1068
_exptl_crystal_size_max          0.278
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.138
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         5864
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0449
_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^)+(0.0552P)^2^+1.1470P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1175
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5331
_reflns_number_total             5864
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03817g2.cif
_cod_data_source_block           1-DMAP
_cod_depositor_comments
'Adding full bibliography for 1572071--1572079.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1572077
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.870
_shelx_estimated_absorpt_t_max   0.932
_shelx_res_checksum              32014