Atom-efficient synthesis of BN-heterocycles from oligoboranes and isonitriles.
Hensiek, Nicola; Duwe, Dario; Arrowsmith, Merle; Michel, Maximilian; Braunschweig, Holger; Chemical communications (Cambridge, England) 61 (2025) 14721–14724; doi:10.1039/d5cc03752b

data_1575380
_publ_section_title
;
 Atom-efficient synthesis of BN-heterocycles from oligoboranes and
 isonitriles.
;
_journal_issue                   76
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              14721
_journal_page_last               14724
_journal_paper_doi               10.1039/d5cc03752b
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C21 H45 B4 N7'
_chemical_formula_sum            'C21 H45 B4 N7'
_chemical_formula_weight         438.88
_chemical_name_systematic        2
_chemical_properties_physical    Air-sensitive,Moisture-sensitive,Heat-sensitive
_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
_audit_creation_method           'CIF-fill 1.2y (K.Radacki, 2005-22)'
_audit_update_record
;
2025-07-01 deposited with the CCDC.	2025-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.4750(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.82380(10)
_cell_length_b                   35.3927(2)
_cell_length_c                   8.66360(10)
_cell_measurement_reflns_used    39005
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.8100
_cell_measurement_theta_min      4.9620
_cell_volume                     2719.38(5)
_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 0.982
_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     40.00  72.00   0.50    0.20    --   36.00  76.00-178.18   64
   2  \w     45.00  77.00   0.50    0.20    --   36.00  63.00  -0.89   64
   3  \w     61.00  93.00   0.50    0.20    --   52.00  62.00  95.03   64
   4  \w     87.00 122.00   0.50    0.20    --   76.07  45.00 122.13   70
   5  \w     33.00 109.00   0.50    0.20    --   65.37  11.00 114.00  152
   6  \w     39.00 115.00   0.50    0.20    --   71.48  11.00 114.00  152
   7  \w     45.00 121.00   0.50    0.20    --   76.87  11.00 114.00  152
   8  \w     28.00 103.00   0.50    0.20    --   65.37   0.00  30.00  150
   9  \w     28.00 103.00   0.50    0.20    --   65.37   0.00 -60.00  150
  10  \w    -71.00 -40.00   0.50    0.20    --  -32.00 -67.00  10.31   62
  11  \w    -81.00 -49.00   0.50    0.20    --  -44.00 -73.00 121.19   64
  12  \w    -73.00 -42.00   0.50    0.20    --  -36.00 -72.00  58.80   62
  13  \w    -69.00 -38.00   0.50    0.20    --  -32.00 -72.00 -52.18   62
  14  \w    -63.00 -32.00   0.50    0.20    --  -28.00 -76.00-117.82   62
  15  \w     28.00  74.00   0.50    0.20    --   65.37 -95.00   0.00   92
  16  \w     22.00  94.00   0.50    0.20    --   65.37-126.00   0.00  144
  17  \w     33.00 106.00   0.50    0.20    --   76.87-126.00  30.00  146
  18  \w     33.00 106.00   0.50    0.20    --   76.87-126.00 120.00  146
  19  \w     33.00 106.00   0.50    0.20    --   76.87-126.00  60.00  146
  20  \w     33.00 106.00   0.50    0.20    --   76.87-126.00 150.00  146
  21  \w     28.00 100.00   0.50    0.20    --   71.48-126.00-180.00  144
  22  \w     33.00 106.00   0.50    0.20    --   76.87-126.00-180.00  146
  23  \w     33.00 106.00   0.50    0.20    --   76.87-126.00-150.00  146
  24  \w     33.00 106.00   0.50    0.20    --   76.87-126.00 -90.00  146
  25  \w     28.00  74.00   0.50    0.20    --   65.37 -95.00 150.00   92
  26  \w     34.00  80.00   0.50    0.20    --   71.48 -95.00  90.00   92
  27  \w     28.00  74.00   0.50    0.20    --   65.37 -95.00  60.00   92
  28  \w     14.00  42.00   0.50    0.20    --   16.00  86.00  96.32   56
  29  \w     14.00  41.00   0.50    0.20    --   20.00  92.00 169.09   54
  30  \w   -102.00 -30.00   0.50    0.20    --  -73.64 126.00 150.00  144
  31  \w   -105.00 -32.00   0.50    0.20    --  -75.90 126.00   0.00  146
  32  \w    -42.00 -15.00   0.50    0.20    --  -12.00 128.00 120.81   54
  33  \w     -4.00  22.00   0.50    0.20    --    8.00 100.00 -23.07   52
  34  \w    -94.00 -22.00   0.50    0.20    --  -65.34 126.00-150.00  144
  35  \w   -105.00 -32.00   0.50    0.20    --  -75.90 126.00-180.00  146
  36  \w   -105.00 -32.00   0.50    0.20    --  -75.90 126.00-120.00  146
  37  \w   -117.00 -41.00   0.50    0.20    --  -73.64 -11.00 -58.00  152
  38  \w   -100.00 -68.00   0.50    0.20    --  -64.00 -75.00  59.46   64
  39  \w   -100.00 -69.00   0.50    0.20    --  -64.00 -74.00 -43.91   62
  40  \w   -103.00 -72.00   0.50    0.20    --  -64.00 -67.00  12.61   62
  41  \w   -100.00 -68.00   0.50    0.20    --  -64.00 -75.00 -72.22   64
  42  \w    -88.00 -57.00   0.50    0.20    --  -52.00 -74.00-122.00   62
  43  \w    -94.00 -63.00   0.50    0.20    --  -56.00 -71.00-152.71   62
  44  \w   -117.00 -86.00   0.50    0.20    --  -77.32 -65.00-153.33   62
  45  \w   -117.00 -86.00   0.50    0.20    --  -77.32 -65.00-117.12   62
  46  \w   -122.00 -88.00   0.50    0.20    --  -77.32 -47.00-101.97   68
  47  \w   -118.00 -83.00   0.50    0.20    --  -72.00 -44.00 -60.78   70
  48  \w   -109.00 -33.00   0.50    0.20    --  -65.34 -11.00 -58.00  152
  49  \w   -119.00 -43.00   0.50    0.20    --  -75.90 -11.00 -58.00  152
  50  \w   -109.00 -75.00   0.50    0.20    --  -64.00 -46.00 106.71   68
  51  \w   -120.00 -88.00   0.50    0.20    --  -77.32 -55.00 162.89   64
  52  \w   -113.00 -81.00   0.50    0.20    --  -72.00 -62.00 178.89   64

;
_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  0.0219
_diffrn_reflns_av_unetI/netI     0.0101
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            63499
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.271
_diffrn_reflns_theta_min         2.497
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R X-ray Source'
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_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83746
_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    1.072
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: pentane'
_exptl_crystal_size_max          0.198
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.078
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         5454
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0346
_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^)+(0.0460P)^2^+0.7303P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0926
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5010
_reflns_number_total             5454
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc03752b2.cif
_cod_data_source_block           MaMi072_NiHe_a
_cod_depositor_comments
'Adding full bibliography for 1575379--1575386.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1575380
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.909
_shelx_estimated_absorpt_t_max   0.962
_shelx_res_checksum              20674