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_1572079
_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         'C55 H47 B2 N3 Si, C6 H6'
_chemical_formula_sum            'C61 H53 B2 N3 Si'
_chemical_formula_weight         877.77
_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                 97.8290(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.45630(10)
_cell_length_b                   30.1996(2)
_cell_length_c                   11.78090(10)
_cell_measurement_reflns_used    78361
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.1890
_cell_measurement_theta_min      2.9230
_cell_volume                     4742.84(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      100.00(10)
_diffrn_detector                 HPA
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HyPix Arc150'
_diffrn_measured_fraction_theta_full 0.999
_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     60.00  85.00   0.50    0.05    --   46.00  52.00-101.72   50
   2  \w    101.00 127.00   0.50    0.05    --   85.25  49.00-133.35   52
   3  \w    109.00 135.00   0.50    0.05    --   85.25  45.00-154.89   52
   4  \w    105.00 131.00   0.50    0.05    --   85.25  58.00 -84.27   52
   5  \w     98.00 123.00   0.50    0.05    --   85.25  44.00-160.01   50
   6  \w     98.00 129.00   0.50    0.05    --   82.00  46.00  35.26   62
   7  \w    104.00 136.00   0.50    0.05    --   85.25  32.00  43.13   64
   8  \w     97.00 122.00   0.50    0.05    --   85.25  56.00 118.05   50
   9  \w     98.00 123.00   0.50    0.05    --   85.25  41.00 151.31   50
  10  \w    103.00 131.00   0.50    0.05    --   85.25  35.00 175.61   56
  11  \w     78.00 126.00   0.50    0.05    --   85.25  17.00 164.41   96
  12  \w     75.00 132.00   0.50    0.05    --   85.25  20.00 131.65  114
  13  \w     34.00  59.00   0.50    0.05    --   22.00  59.00  90.91   50
  14  \w     75.00 105.00   0.50    0.05    --   85.25  11.00  10.20   60
  15  \w     91.00 135.00   0.50    0.05    --   85.25  23.00  10.56   88
  16  \w    103.00 128.00   0.50    0.05    --   85.25 114.00  34.46   50
  17  \w    102.00 133.00   0.50    0.05    --   85.25 127.00  92.96   62
  18  \w     97.00 126.00   0.50    0.05    --   85.25 125.00 124.14   58
  19  \w     93.00 120.00   0.50    0.05    --   85.25 138.00-166.97   54
  20  \w     91.00 124.00   0.50    0.05    --   85.25 136.00-134.76   66
  21  \w    100.00 133.00   0.50    0.05    --   85.25 119.00 -83.08   66
  22  \w     47.00  76.00   0.50    0.05    --   85.25 -77.00  17.53   58
  23  \w     52.00  97.00   0.50    0.05    --   85.25-137.00 149.76   90
  24  \w     66.00  92.00   0.50    0.05    --   85.25-136.00  72.03   52
  25  \w     38.00  69.00   0.50    0.05    --   85.25-132.00 -48.84   62
  26  \w     39.00  64.00   0.50    0.05    --   85.25-137.00 -62.25   50
  27  \w     81.00 107.00   0.50    0.05    --   85.25-137.00 -62.25   52
  28  \w     78.00 103.00   0.50    0.05    --   85.25-132.00-155.93   50
  29  \w     71.00 101.00   0.50    0.05    --   85.25-132.00-168.65   60
  30  \w     41.00  67.00   0.50    0.05    --   85.25-132.00-168.65   52
  31  \w     41.00  86.00   0.50    0.05    --   85.25-134.00-179.75   90
  32  \w     37.00  65.00   0.50    0.05    --   85.25-126.00-125.25   56
  33  \w     35.00  61.00   0.50    0.05    --   71.30-117.00-147.00   52
  34  \w     70.00  95.00   0.50    0.05    --   71.30-117.00-147.00   50
  35  \w     49.00  95.00   0.50    0.05    --   82.31-117.00-147.00   92
  36  \w     15.00  79.00   0.50    0.05    --   58.61-117.00-147.00  128
  37  \w     42.00  68.00   0.50    0.05    --   85.25-116.00 -37.47   52
  38  \w     72.00  97.00   0.50    0.05    --   85.25-116.00 -37.47   50
  39  \w     55.00  81.00   0.50    0.05    --   85.25-119.00  15.37   52
  40  \w     52.00  80.00   0.50    0.05    --   58.61-126.00  30.00   56
  41  \w     36.00  62.00   0.50    0.05    --   82.31-112.00 -30.00   52
  42  \w     72.00  97.00   0.50    0.05    --   82.31-112.00  60.00   50
  43  \w     70.00  96.00   0.50    0.05    --   82.31-112.00 120.00   52
  44  \w     72.00  97.00   0.50    0.05    --   82.31-112.00 150.00   50
  45  \w     42.00  68.00   0.50    0.05    --   85.25-130.00 149.70   52
  46  \w     35.00  60.00   0.50    0.05    --   82.31-112.00 120.00   50
  47  \w     38.00  64.00   0.50    0.05    --   82.31-112.00 150.00   52
  48  \w     72.00  97.00   0.50    0.05    --   82.31-112.00 -60.00   50
  49  \w     49.00  97.00   0.50    0.05    --   82.31-112.00 -90.00   96
  50  \w     70.00  95.00   0.50    0.05    --   82.31-112.00-180.00   50
  51  \w     41.00  97.00   0.50    0.05    --   82.31-112.00-120.00  112
  52  \w     38.00  94.00   0.50    0.05    --   85.25-112.00  19.78  112
  53  \w     41.00  95.00   0.50    0.05    --   85.25-110.00 100.84  108
  54  \w     40.00  94.00   0.50    0.05    --   85.25-107.00  70.12  108
  55  \w     47.00  93.00   0.50    0.05    --   85.25-101.00  23.00   92
  56  \w     42.00  95.00   0.50    0.05    --   85.25-108.00 -18.46  106
  57  \w     42.00  94.00   0.50    0.05    --   85.25-102.00 -39.57  104
  58  \w     42.00  94.00   0.50    0.05    --   85.25 -99.00 -62.63  104
  59  \w     40.00  65.00   0.50    0.05    --   82.31 -95.00-120.00   50
  60  \w     43.00  69.00   0.50    0.05    --   85.25-103.00 -87.67   52
  61  \w     47.00  73.00   0.50    0.05    --   85.25 -95.00-155.69   52
  62  \w     43.00  83.00   0.50    0.05    --   85.25 -93.00-106.33   80
  63  \w     69.00  94.00   0.50    0.05    --   85.25 -99.00 -23.95   50
  64  \w     19.00  51.00   0.50    0.05    --   58.61 -95.00  30.00   64
  65  \w     51.00  89.00   0.50    0.05    --   85.25 -91.00 169.61   76
  66  \w     56.00  94.00   0.50    0.05    --   85.25 -99.00 110.53   76
  67  \w     51.00  87.00   0.50    0.05    --   85.25 -91.00 120.75   72
  68  \w     46.00  71.00   0.50    0.05    --   85.25 -83.00 -21.59   50
  69  \w     46.00  71.00   0.50    0.05    --   85.25 -77.00 -57.38   50
  70  \w     44.00  89.00   0.50    0.05    --   85.25 -90.00-165.09   90
  71  \w     55.00  81.00   0.50    0.05    --   85.25 -90.00 -92.03   52
  72  \w   -127.00 -93.00   0.50    0.05    --  -79.50 -50.00 -29.16   68
  73  \w   -118.00 -84.00   0.50    0.05    --  -70.00 -54.00-110.74   68
  74  \w   -124.00 -98.00   0.50    0.05    --  -79.50 -64.00  47.28   52
  75  \w   -118.00 -92.00   0.50    0.05    --  -74.00 -56.00 134.31   52
  76  \w   -118.00 -92.00   0.50    0.05    --  -79.50 -54.00 109.94   52
  77  \w    -97.00 -71.00   0.50    0.05    --  -58.00 -51.00  20.51   52
  78  \w    -91.00 -64.00   0.50    0.05    --  -46.00 -50.00  53.52   54
  79  \w   -124.00 -99.00   0.50    0.05    --  -79.50 -65.00  80.34   50
  80  \w   -101.00 -70.00   0.50    0.05    --  -54.00 -52.00 -12.19   62
  81  \w   -128.00 -93.00   0.50    0.05    --  -79.50 -50.00-157.30   70
  82  \w   -128.00-103.00   0.50    0.05    --  -79.50-117.00 -95.27   50
  83  \w   -122.00 -96.00   0.50    0.05    --  -79.50-120.00 -68.29   52
  84  \w    -60.00 -31.00   0.50    0.05    --  -79.50 120.00 177.18   58
  85  \w    -84.00 -39.00   0.50    0.05    --  -79.50 103.00  38.65   90
  86  \w    -96.00 -66.00   0.50    0.05    --  -76.37 117.00 -59.00   60
  87  \w    -82.00 -57.00   0.50    0.05    --  -69.72 117.00 -59.00   50
  88  \w    -57.00 -22.00   0.50    0.05    --  -60.19 117.00 -59.00   70
  89  \w    -97.00 -31.00   0.50    0.05    --  -79.50 113.00-117.03  132

;
_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  0.0323
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 0.999
_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       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            117141
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.252
_diffrn_reflns_theta_min         2.927
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R X-ray Source'
_exptl_absorpt_coefficient_mu    0.767
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.610
_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            'clear pale colourless'
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_description       block
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.525
_exptl_crystal_size_mid          0.345
_exptl_crystal_size_min          0.251
_refine_diff_density_max         0.707
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     607
_refine_ls_number_reflns         9732
_refine_ls_number_restraints     72
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0585P)^2^+3.1816P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1173
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9162
_reflns_number_total             9732
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03817g2.cif
_cod_data_source_block           4
_cod_depositor_comments
'Adding full bibliography for 1572071--1572079.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1572079
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.687
_shelx_estimated_absorpt_t_max   0.831
_shelx_res_checksum              20480