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_1572074
_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, C7 H8'
_chemical_formula_sum            'C62 H55 B2 N3 Si'
_chemical_formula_weight         891.80
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-02-28
_audit_creation_method           'CIF-fill 1.3q (K.Radacki, 2005-22)'
_audit_update_record
;
2024-06-05 deposited with the CCDC.	2024-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                85.6500(10)
_cell_angle_beta                 86.819(2)
_cell_angle_gamma                89.3620(10)
_cell_formula_units_Z            2
_cell_length_a                   9.9393(2)
_cell_length_b                   15.2431(2)
_cell_length_c                   16.3736(3)
_cell_measurement_reflns_used    22431
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.5800
_cell_measurement_theta_min      5.2910
_cell_volume                     2469.68(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 2014/5 (Sheldrick, 2014)'
_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 0.993
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     17.00  43.00   0.50    0.60    --   59.14-115.00 -81.00   52
  2  \w    -60.00 -15.00   0.50    0.60    --  -60.12 115.00   6.00   90
  3  \w    -57.00 -32.00   0.50    0.60    --  -69.79 115.00   6.00   50
  4  \w    -94.00 -62.00   0.50    0.60    --  -76.38 115.00   6.00   64
  5  \w     72.00  97.00   0.50    0.60    --   82.25-115.00 -81.00   50
  6  \w     44.00  69.00   0.50    0.60    --   82.25-115.00 -81.00   50
  7  \w    -43.00 -18.00   0.50    0.60    --   -6.00 -62.00 154.46   50
  8  \w    -47.00 -22.00   0.50    0.60    --  -10.00 -61.00  69.73   50
  9  \w    -98.00 -66.00   0.50    0.60    --  -50.00 -49.00 -21.02   64
 10  \w    -89.00 -63.00   0.50    0.60    --  -50.00 -51.00 175.31   52
 11  \w   -102.00 -68.00   0.50    0.60    --  -54.00 -51.00  88.04   68
 12  \w   -115.00 -80.00   0.50    0.60    --  -66.00 -49.00 -42.60   70
 13  \w     35.00  60.00   0.50    0.60    --   71.77-115.00 -81.00   50
 14  \w   -118.00 -85.00   0.50    0.60    --  -74.00 -37.00-110.07   66
 15  \w    -97.00 -65.00   0.50    0.60    --  -78.00 114.00 -19.92   64
 16  \w    -97.00 -67.00   0.50    0.60    --  -78.00 114.00  63.41   60
 17  \w    -97.00 -70.00   0.50    0.60    --  -78.00 114.00 -83.92   54
 18  \w    -97.00 -56.00   0.50    0.60    --  -78.00 114.00-157.39   82
 19  \w    -97.00 -70.00   0.50    0.60    --  -78.00 114.00-118.96   54
 20  \w    -97.00 -59.00   0.50    0.60    --  -78.00 114.00  74.49   76
 21  \w   -124.00 -94.00   0.50    0.60    --  -79.50 -60.00-105.69   60
 22  \w   -126.00 -96.00   0.50    0.60    --  -79.50-120.00  44.33   60
 23  \w   -121.00 -95.00   0.50    0.60    --  -79.50 -56.00  84.09   52
 24  \w   -126.00 -92.00   0.50    0.60    --  -79.50 -54.00-152.03   68
 25  \w    -95.00 -48.00   0.50    0.60    --  -79.50 116.00 -81.06   94
 26  \w   -122.00 -92.00   0.50    0.60    --  -79.50 -60.00 143.98   60
 27  \w    -89.00 -34.00   0.50    0.60    --  -79.50 114.00 119.52  110
 28  \w   -122.00 -92.00   0.50    0.60    --  -79.50 -63.00 -55.03   60
 29  \w     97.00 130.00   0.50    0.60    --   82.25  15.00 120.00   66
 30  \w     40.00  65.00   0.50    0.60    --   82.25 -95.00  90.00   50
 31  \w     37.00  62.00   0.50    0.60    --   82.25-112.00 120.00   50
 32  \w     37.00  62.00   0.50    0.60    --   82.25-112.00-180.00   50
 33  \w     37.00  62.00   0.50    0.60    --   82.25-112.00-120.00   50
 34  \w     63.00  90.00   0.50    0.60    --   82.25 -95.00 -30.00   54
 35  \w     42.00  71.00   0.50    0.60    --   82.25 -95.00-120.00   58
 36  \w     41.00  66.00   0.50    0.60    --   82.25-112.00  90.00   50
 37  \w     37.00  62.00   0.50    0.60    --   82.25-112.00 -90.00   50
 38  \w     68.00 126.00   0.50    0.60    --   82.25  15.00 -90.00  116
 39  \w     71.00  97.00   0.50    0.60    --   82.25  15.00 -30.00   52
 40  \w     84.00 110.00   0.50    0.60    --   82.25  15.00 -60.00   52
 41  \w     47.00  75.00   0.50    0.60    --   82.25  15.00  90.00   56
 42  \w     91.00 127.00   0.50    0.60    --   82.25  15.00-120.00   72
 43  \w     59.00  98.00   0.50    0.60    --   82.25  15.00-180.00   78
 44  \w     42.00  78.00   0.50    0.60    --   82.25 -95.00 -90.00   72
 45  \w    104.00 130.00   0.50    0.60    --   82.25  15.00  90.00   52
 46  \w     40.00  92.00   0.50    0.60    --   85.25-128.00-130.39  104
 47  \w    107.00 133.00   0.50    0.60    --   85.25  49.00  43.99   52
 48  \w     70.00  96.00   0.50    0.60    --   85.25-119.00  44.69   52
 49  \w     39.00  65.00   0.50    0.60    --   85.25-119.00  44.69   52
 50  \w     97.00 132.00   0.50    0.60    --   85.25 125.00-120.42   70
 51  \w     97.00 135.00   0.50    0.60    --   85.25  40.00 -22.45   76
 52  \w     72.00  97.00   0.50    0.60    --   85.25-114.00-170.44   50
 53  \w     95.00 130.00   0.50    0.60    --   85.25 128.00  79.29   70
 54  \w     40.00  65.00   0.50    0.60    --   85.25-107.00  43.03   50
 55  \w     41.00  67.00   0.50    0.60    --   85.25-114.00-170.44   52
 56  \w     44.00  69.00   0.50    0.60    --   85.25 -73.00-156.18   50
 57  \w     63.00  89.00   0.50    0.60    --   85.25 -91.00  75.05   52
 58  \w     40.00  69.00   0.50    0.60    --   85.25-109.00  97.60   58
 59  \w     54.00  80.00   0.50    0.60    --   85.25-126.00  42.43   52
 60  \w     54.00  92.00   0.50    0.60    --   85.25 -94.00  63.77   76
 61  \w     47.00  89.00   0.50    0.60    --   85.25-107.00   1.70   84
 62  \w     39.00  79.00   0.50    0.60    --   85.25-139.00  99.12   80
 63  \w     41.00  93.00   0.50    0.60    --   85.25-113.00 -44.30  104
 64  \w     51.00  92.00   0.50    0.60    --   85.25-100.00 131.70   82
 65  \w    107.00 132.00   0.50    0.60    --   85.25  47.00 176.91   50
 66  \w     39.00 102.00   0.50    0.60    --   85.25-133.00  77.84  126
 67  \w     74.00  99.00   0.50    0.60    --   85.25-122.00 147.54   50
 68  \w    104.00 131.00   0.50    0.60    --   85.25 113.00 113.20   54
 69  \w     38.00  64.00   0.50    0.60    --   85.25-122.00 147.54   52
 70  \w    106.00 131.00   0.50    0.60    --   85.25 116.00 -58.82   50
 71  \w     48.00  80.00   0.50    0.60    --   85.25 -78.00  -6.79   64
 72  \w     38.00  84.00   0.50    0.60    --   85.25-128.00 178.10   92
 73  \w     54.00  80.00   0.50    0.60    --   85.25-133.00-136.31   52
 74  \w     67.00 103.00   0.50    0.60    --   85.25-131.00-150.78   72
 75  \w     42.00  96.00   0.50    0.60    --   85.25-119.00 -24.70  108
 76  \w     45.00  91.00   0.50    0.60    --   85.25 -92.00-156.58   92
;
_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      0.0895592000
_diffrn_orient_matrix_UB_12      -0.0007579000
_diffrn_orient_matrix_UB_13      0.0738882000
_diffrn_orient_matrix_UB_21      0.1254388000
_diffrn_orient_matrix_UB_22      -0.0151443000
_diffrn_orient_matrix_UB_23      -0.0569103000
_diffrn_orient_matrix_UB_31      0.0185403000
_diffrn_orient_matrix_UB_32      0.1002203000
_diffrn_orient_matrix_UB_33      -0.0152435000
_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  0.1547
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20203
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.527
_diffrn_reflns_theta_min         2.711
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76348
_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            red
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_preparation
;
 Crystals were grown from saturated solution. 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          0.321
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.703
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         20203
_refine_ls_number_restraints     414
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0833
_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^)+(0.1719P)^2^+0.4664P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2269
_refine_ls_wR_factor_ref         0.2381
_reflns_Friedel_coverage         0.000
_reflns_number_gt                16905
_reflns_number_total             20203
_reflns_threshold_expression     'I > 2\s(I)'
_twin_dimensionality             triperiodic
_twin_formation_mechanism        gt
_twin_morphology                 polysynthetic
_twin_special_details
;
 Component 2 rotated by 6.0699\% 
 around [0.90 -0.24 -0.37] (reciprocal) or [0.98 -0.10 -0.17] (direct)
;
_cod_data_source_file            d4sc03817g2.cif
_cod_data_source_block           5
_cod_depositor_comments
'Adding full bibliography for 1572071--1572079.cif.'
_cod_database_code               1572074
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              37109