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_1572071
_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         'C26 H19 B, 1.5(C6 H6)'
_chemical_formula_sum            'C35 H28 B'
_chemical_formula_weight         459.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-03-06
_audit_creation_method           'CIF-fill 1.4t (K.Radacki, 2005-23)'
_audit_update_record
;
2024-06-05 deposited with the CCDC.	2024-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.751(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.3373(4)
_cell_length_b                   6.01900(10)
_cell_length_c                   24.2331(4)
_cell_measurement_reflns_used    7480
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.5100
_cell_measurement_theta_min      2.6880
_cell_volume                     2586.51(9)
_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 0.996
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     29.00 104.00   0.50    0.16    --   72.20-132.00-130.00  150
  2  \w     84.00 109.00   0.50    0.66    --   77.10-132.00-130.00   50
  3  \w     23.00  98.00   0.50    0.16    --   65.63-132.00-130.00  150
  4  \w     27.00 102.00   0.50    0.16    --   65.63-139.00  54.00  150
  5  \w     53.00 114.00   0.50    0.66    --   77.10-139.00  54.00  122
  6  \w     26.00  95.00   0.50    0.16    --   65.63-126.00 -30.00  138
  7  \w     22.00  95.00   0.50    0.16    --   65.63-126.00  90.00  146
  8  \w     65.00  93.00   0.50    0.16    --   65.63-126.00 150.00   56
  9  \w     79.00 105.00   0.50    0.66    --   77.10-126.00 120.00   52
 10  \w     70.00 104.00   0.50    0.66    --   77.10-126.00 150.00   68
 11  \w     35.00  61.00   0.50    0.66    --   77.10-126.00 150.00   52
 12  \w     25.00  51.00   0.50    0.16    --   65.63-126.00 150.00   52
 13  \w     47.00 104.00   0.50    0.66    --   77.10-126.00   0.00  114
 14  \w     50.00  76.00   0.50    0.66    --   77.10-126.00-120.00   52
 15  \w     49.00 106.00   0.50    0.66    --   77.10-126.00-180.00  114
 16  \w     77.00 103.00   0.50    0.66    --   77.10-126.00-120.00   52
 17  \w     81.00 106.00   0.50    0.66    --   77.10-126.00 -60.00   50
 18  \w     70.00 106.00   0.50    0.66    --   77.10-126.00  60.00   72
 19  \w     76.00 102.00   0.50    0.66    --   77.10 139.00 114.00   52
 20  \w     61.00  86.00   0.50    0.16    --   52.00  64.00  52.45   50
 21  \w   -101.00 -24.00   0.50    0.16    --  -65.08 139.00 114.00  154
 22  \w   -112.00 -38.00   0.50    0.66    --  -75.66 139.00 114.00  148
 23  \w    -57.00 -32.00   0.50    0.66    --  -75.66 126.00  30.00   50
 24  \w    -99.00 -67.00   0.50    0.66    --  -75.66 126.00  30.00   64
 25  \w   -106.00 -31.00   0.50    0.16    --  -73.69 132.00 -61.00  150
 26  \w   -108.00 -33.00   0.50    0.66    --  -75.66 132.00 -61.00  150
 27  \w    -97.00 -22.00   0.50    0.16    --  -65.08 132.00 -61.00  150
 28  \w   -104.00 -45.00   0.50    0.66    --  -75.66 126.00-150.00  118
 29  \w   -102.00 -76.00   0.50    0.66    --  -77.32 117.00-105.39   52
 30  \w   -120.00 -48.00   0.50    0.66    --  -75.66 -15.00 -60.00  144
 31  \w   -100.00 -75.00   0.50    0.16    --  -64.00 -74.00-135.61   50
 32  \w    -83.00 -52.00   0.50    0.16    --  -48.00 -76.00 -68.36   62
 33  \w   -107.00 -76.00   0.50    0.16    --  -72.00 -75.00  42.94   62
 34  \w   -112.00 -85.00   0.50    0.66    --  -77.32 -78.00  80.39   54
 35  \w   -112.00 -86.00   0.50    0.16    --  -72.00 -64.00  93.21   52
 36  \w    -91.00 -64.00   0.50    0.16    --  -60.00 -76.00 135.59   54
 37  \w   -113.00 -88.00   0.50    0.16    --  -72.00 -63.00 121.18   50
 38  \w    -69.00 -44.00   0.50    0.16    --  -36.00 -69.00  59.11   50
 39  \w   -115.00 -90.00   0.50    0.66    --  -77.32 -70.00 -69.15   50
 40  \w   -112.00 -80.00   0.50    0.16    --  -68.00 -52.00 -71.20   64
 41  \w    -91.00 -60.00   0.50    0.16    --  -52.00 -65.00-119.16   62
 42  \w   -119.00 -92.00   0.50    0.66    --  -77.32 -48.00-171.32   54
 43  \w   -116.00 -87.00   0.50    0.16    --  -72.00 -41.00-168.14   58
 44  \w   -114.00 -89.00   0.50    0.16    --  -72.00 -59.00-108.49   50
 45  \w   -116.00 -91.00   0.50    0.66    --  -77.32 -40.00-149.40   50
 46  \w   -121.00 -92.00   0.50    0.66    --  -77.32 -40.00  26.96   58
 47  \w   -123.00 -98.00   0.50    0.66    --  -77.32 -43.00  77.04   50
 48  \w   -106.00 -80.00   0.50    0.16    --  -64.00 -48.00 108.82   52
 49  \w   -115.00 -90.00   0.50    0.66    --  -77.32 -42.00 130.62   50
 50  \w   -124.00 -95.00   0.50    0.66    --  -77.32 -39.00 102.59   58
 51  \w   -124.00 -92.00   0.50    0.66    --  -77.32 -25.00 -84.43   64
 52  \w   -117.00 -69.00   0.50    0.16    --  -73.69-132.00-130.00   96
 53  \w   -115.00 -65.00   0.50    0.16    --  -73.69-139.00  54.00  100
 54  \w   -115.00 -90.00   0.50    0.66    --  -75.66-139.00  54.00   50
 55  \w   -118.00 -93.00   0.50    0.66    --  -75.66-132.00-130.00   50
;
_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      0.0863520000
_diffrn_orient_matrix_UB_12      0.0259854000
_diffrn_orient_matrix_UB_13      0.0139104000
_diffrn_orient_matrix_UB_21      -0.0088974000
_diffrn_orient_matrix_UB_22      0.2545154000
_diffrn_orient_matrix_UB_23      -0.0027894000
_diffrn_orient_matrix_UB_31      0.0035930000
_diffrn_orient_matrix_UB_32      0.0052622000
_diffrn_orient_matrix_UB_33      0.0641716000
_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  0.0659
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            46041
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.967
_diffrn_reflns_theta_min         2.715
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.496
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.858
_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 light red'
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_description       plate
_exptl_crystal_F_000             972
_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          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         5149
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0663
_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^)+(0.0976P)^2^+0.7089P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1623
_refine_ls_wR_factor_ref         0.1858
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3443
_reflns_number_total             5149
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03817g2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 1572071--1572079.cif.'
_cod_original_sg_symbol_H-M      'P 2/n'
_cod_database_code               1572071
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.912
_shelx_estimated_absorpt_t_max   0.957
_shelx_res_checksum              57353