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_1572075
_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         'C32 H34 B O P'
_chemical_formula_sum            'C32 H34 B O P'
_chemical_formula_weight         476.37
_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_date             2023-05-09
_audit_creation_method           'CIF-fill 1.4d (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                 92.4270(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.3326(2)
_cell_length_b                   16.0720(2)
_cell_length_c                   13.3588(2)
_cell_measurement_reflns_used    17839
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.9540
_cell_measurement_theta_min      4.5580
_cell_volume                     2645.47(7)
_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 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     41.00  75.00   0.50    0.10    --   85.25-100.00 147.87   68
  2  \w     53.00  91.00   0.50    0.10    --   85.25-113.00-158.32   76
  3  \w     53.00  82.00   0.50    0.10    --   85.25-116.00-159.48   58
  4  \w     37.00  63.00   0.50    0.10    --   82.23-112.00  30.00   52
  5  \w   -126.00-101.00   0.50    0.10    --  -79.50-120.00 -97.83   50
  6  \w   -117.00 -85.00   0.50    0.10    --  -70.00 -54.00  13.87   64
  7  \w    108.00 137.00   0.50    0.10    --   85.25  36.00  70.41   58
  8  \w     58.00  87.00   0.50    0.10    --   85.25-119.00 175.31   58
  9  \w   -125.00 -99.00   0.50    0.10    --  -79.50-118.00 150.04   52
 10  \w   -100.00 -75.00   0.50    0.10    --  -50.00 -44.00 -30.01   50
 11  \w     43.00  78.00   0.50    0.10    --   85.25 -94.00-148.65   70
 12  \w   -115.00 -84.00   0.50    0.10    --  -66.00 -49.00  95.39   62
 13  \w     49.00  75.00   0.50    0.10    --   85.25-111.00 134.40   52
 14  \w    104.00 130.00   0.50    0.10    --   85.25 113.00-139.14   52
 15  \w     48.00  92.00   0.50    0.10    --   85.25 -94.00 -19.56   88
 16  \w     42.00  87.00   0.50    0.10    --   85.25-120.00 127.70   90
 17  \w   -126.00 -92.00   0.50    0.10    --  -79.50 -55.00 149.39   68
 18  \w     52.00  97.00   0.50    0.10    --   85.25-114.00 -69.72   90
 19  \w   -103.00 -68.00   0.50    0.10    --  -54.00 -49.00 156.87   70
 20  \w     43.00  69.00   0.50    0.10    --   85.25-102.00  63.33   52
 21  \w    100.00 131.00   0.50    0.10    --   85.25 125.00  33.51   62
 22  \w   -126.00-101.00   0.50    0.10    --  -79.50 -59.00  12.45   50
 23  \w     60.00  90.00   0.50    0.10    --   85.25 -98.00-115.40   60
 24  \w     47.00  73.00   0.50    0.10    --   82.23-112.00-180.00   52
 25  \w     50.00  90.00   0.50    0.10    --   85.25 -94.00  26.54   80
 26  \w   -123.00 -93.00   0.50    0.10    --  -79.50 -50.00-128.55   60
 27  \w     44.00  92.00   0.50    0.10    --   85.25 -95.00 -68.28   96
 28  \w     47.00  78.00   0.50    0.10    --   85.25 -89.00  41.11   62
 29  \w    -76.00 -42.00   0.50    0.10    --  -79.50 106.00 114.28   68
 30  \w   -126.00 -95.00   0.50    0.10    --  -79.50-129.00-170.28   62
 31  \w    106.00 131.00   0.50    0.10    --   85.25  61.00-151.84   50
 32  \w     40.00  77.00   0.50    0.10    --   85.25-139.00 129.36   74
 33  \w     67.00 124.00   0.50    0.10    --   85.25  18.00-118.03  114
 34  \w     93.00 119.00   0.50    0.10    --   85.25  22.00 -30.37   52
 35  \w     46.00  71.00   0.50    0.10    --   85.25-127.00 -15.24   50
 36  \w     64.00  94.00   0.50    0.10    --   85.25-133.00  -2.28   60
 37  \w     97.00 122.00   0.50    0.10    --   85.25  61.00  55.89   50
 38  \w     84.00 111.00   0.50    0.10    --   85.25  23.00  12.16   54
 39  \w     46.00  71.00   0.50    0.10    --   85.25 -77.00-176.38   50
 40  \w    107.00 133.00   0.50    0.10    --   82.23  15.00-180.00   52
 41  \w     77.00 113.00   0.50    0.10    --   64.91  39.00-130.82   72
;
_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      -0.0221704000
_diffrn_orient_matrix_UB_12      0.0505172000
_diffrn_orient_matrix_UB_13      0.0949945000
_diffrn_orient_matrix_UB_21      -0.1226784000
_diffrn_orient_matrix_UB_22      -0.0152561000
_diffrn_orient_matrix_UB_23      -0.0173848000
_diffrn_orient_matrix_UB_31      0.0092285000
_diffrn_orient_matrix_UB_32      -0.0800097000
_diffrn_orient_matrix_UB_33      0.0632794000
_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  0.0586
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            28954
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.343
_diffrn_reflns_theta_min         4.306
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    1.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58106
_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    1.196
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_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          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         5420
_refine_ls_number_restraints     252
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0440
_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^)+(0.0506P)^2^+1.2493P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1140
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4716
_reflns_number_total             5420
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03817g2.cif
_cod_data_source_block           1-OPEt3
_cod_depositor_comments
'Adding full bibliography for 1572071--1572079.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1572075
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.882
_shelx_estimated_absorpt_t_max   0.891
_shelx_res_checksum              59131