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_1572072
_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         'C35 H30 B N'
_chemical_formula_sum            'C35 H30 B N'
_chemical_formula_weight         475.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 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                 113.055(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.2512(2)
_cell_length_b                   14.86320(10)
_cell_length_c                   14.8307(2)
_cell_measurement_reflns_used    22096
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.4760
_cell_measurement_theta_min      3.6040
_cell_volume                     2687.68(7)
_computing_cell_refinement       'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(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 0.993
_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   -103.00 -68.00   0.50    5.77    --  -54.00 -50.00 172.94   70
   2  \w   -103.00 -68.00   0.50    5.77    --  -54.00 -48.00-135.67   70
   3  \w   -107.00 -72.00   0.50    5.77    --  -58.00 -49.00 -93.01   70
   4  \w     16.00  66.00   0.50    5.77    --   58.61 -95.00  60.00  100
   5  \w   -111.00 -76.00   0.50    5.77    --  -62.00 -50.00  77.96   70
   6  \w   -117.00 -83.00   0.50    5.77    --  -70.00 -55.00  16.16   68
   7  \w   -124.00 -87.00   0.50    5.77    --  -74.00 -44.00 -52.61   74
   8  \w   -125.00 -91.00   0.50    5.77    --  -79.50 -61.00 178.56   68
   9  \w   -124.00 -94.00   0.50    5.77    --  -79.50 -64.00 155.14   60
  10  \w   -105.00 -33.00   0.50    5.77    --  -79.50 135.00  36.34  144
  11  \w   -126.00 -92.00   0.50    5.77    --  -79.50 -57.00-128.87   68
  12  \w   -128.00 -95.00   0.50    5.77    --  -79.50-117.00 132.94   66
  13  \w     46.00 133.00   0.50    5.77    --   82.31  15.00-150.00  174
  14  \w     46.00 133.00   0.50    5.77    --   82.31  15.00  30.00  174
  15  \w     34.00  97.00   0.50    5.77    --   82.31-112.00-150.00  126
  16  \w     40.00  90.00   0.50    5.77    --   82.31 -95.00 -30.00  100
  17  \w     40.00  90.00   0.50    5.77    --   82.31 -95.00  30.00  100
  18  \w     34.00  97.00   0.50    5.77    --   82.31-112.00  30.00  126
  19  \w     34.00  97.00   0.50    5.77    --   82.31-112.00  60.00  126
  20  \w     34.00  97.00   0.50    5.77    --   82.31-112.00 150.00  126
  21  \w     38.00 105.00   0.50    5.77    --   85.25-134.00 145.81  134
  22  \w     44.00  72.00   0.50    5.77    --   85.25 -73.00-159.00   56
  23  \w     39.00 107.00   0.50    5.77    --   85.25-138.00 -99.18  136
  24  \w     42.00  93.00   0.50    5.77    --   85.25 -97.00  56.06  102
  25  \w     39.00  95.00   0.50    5.77    --   85.25-108.00 -71.71  112
  26  \w     41.00  94.00   0.50    5.77    --   85.25-100.00   5.58  106
  27  \w     45.00  88.00   0.50    5.77    --   85.25 -88.00-147.03   86
  28  \w     44.00  90.00   0.50    5.77    --   85.25 -91.00-113.07   92
  29  \w     37.00 100.00   0.50    5.77    --   85.25-122.00 176.20  126
  30  \w     97.00 131.00   0.50    5.77    --   85.25  60.00  74.43   68
  31  \w     45.00  77.00   0.50    5.77    --   85.25 -76.00 -70.20   64
  32  \w     97.00 134.00   0.50    5.77    --   85.25 125.00-114.18   74
  33  \w     36.00  99.00   0.50    5.77    --   85.25-121.00 -46.53  126
  34  \w    101.00 130.00   0.50    5.77    --   85.25  65.00  15.09   58
  35  \w     99.00 134.00   0.50    5.77    --   85.25  49.00 156.44   70
  36  \w     30.00  60.00   0.50    5.77    --   18.00  59.00 127.21   60
  37  \w    -74.00 -39.00   0.50    5.77    --  -26.00 -51.00 -87.24   70
  38  \w   -107.00 -72.00   0.50    5.77    --  -58.00 -49.00  37.35   70
  39  \w   -120.00 -82.00   0.50    5.77    --  -70.00 -42.00-104.34   76
  40  \w   -121.00 -86.00   0.50    5.77    --  -74.00 -56.00  75.92   70
  41  \w   -121.00 -86.00   0.50    5.77    --  -74.00 -55.00 153.24   70
  42  \w   -121.00 -86.00   0.50    5.77    --  -74.00 -58.00   4.19   70
  43  \w   -124.00 -87.00   0.50    5.77    --  -74.00 -44.00 108.06   74
  44  \w   -124.00 -87.00   0.50    5.77    --  -74.00 -45.00 121.66   74
  45  \w   -120.00 -86.00   0.50    5.77    --  -74.00 -59.00 -10.73   68
  46  \w   -120.00 -86.00   0.50    5.77    --  -74.00 -60.00-139.88   68
  47  \w    -97.00 -28.00   0.50    5.77    --  -76.37 112.00 -90.00  138
  48  \w   -126.00 -91.00   0.50    5.77    --  -78.00 -52.00  35.50   70
  49  \w   -127.00 -91.00   0.50    5.77    --  -79.50 -56.00-159.82   72
  50  \w   -127.00 -87.00   0.50    5.77    --  -79.50-132.00 117.98   80
  51  \w   -127.00 -87.00   0.50    5.77    --  -79.50-132.00 163.39   80
  52  \w   -127.00 -89.00   0.50    5.77    --  -79.50-129.00 -87.02   76
  53  \w   -128.00 -94.00   0.50    5.77    --  -79.50-118.00-135.53   68
  54  \w   -127.00 -92.00   0.50    5.77    --  -79.50 -53.00 -62.50   70
  55  \w   -128.00 -94.00   0.50    5.77    --  -79.50-119.00-174.15   68
  56  \w    -98.00 -31.00   0.50    5.77    --  -79.50 121.00 114.95  134
  57  \w   -125.00 -90.00   0.50    5.77    --  -79.50 -62.00 116.47   70
  58  \w   -128.00 -95.00   0.50    5.77    --  -79.50-117.00 -65.36   66
  59  \w   -124.00 -92.00   0.50    5.77    --  -79.50 -63.00 -91.96   64
  60  \w   -128.00 -96.00   0.50    5.77    --  -79.50-115.00  44.04   64
  61  \w     34.00  97.00   0.50    5.77    --   82.31-112.00  90.00  126
  62  \w     46.00 133.00   0.50    5.77    --   82.31  15.00  90.00  174
  63  \w     46.00 133.00   0.50    5.77    --   82.31  15.00 -30.00  174
  64  \w     25.00  54.00   0.50    5.77    --   14.00  61.00-126.22   58
  65  \w     34.00  60.00   0.50    5.77    --   22.00  58.00  20.65   52
  66  \w     34.00  60.00   0.50    5.77    --   22.00  59.00 170.46   52
  67  \w     34.00  60.00   0.50    5.77    --   22.00  59.00  86.34   52
  68  \w   -124.00 -89.00   0.50    5.77    --  -78.00 -61.00-113.39   70
  69  \w   -125.00 -90.00   0.50    5.77    --  -79.50 -62.00 -75.63   70
  70  \w   -125.00 -91.00   0.50    5.77    --  -79.50 -60.00 -15.35   68

;
_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  0.0346
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            68531
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.963
_diffrn_reflns_theta_min         3.625
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R X-ray Source'
_exptl_absorpt_coefficient_mu    0.503
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.73a (Rigaku Oxford Diffraction, 2020) Empirical 
absorption correction using spherical harmonics, implemented in SCALE3 
ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_description       needle
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.103
_exptl_crystal_size_mid          0.041
_exptl_crystal_size_min          0.027
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5488
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0417
_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^)+(0.0557P)^2^+0.7343P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1128
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4403
_reflns_number_total             5488
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03817g2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 1572071--1572079.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1572072
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.951
_shelx_estimated_absorpt_t_max   0.985
_shelx_res_checksum              12554