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_1575379
_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         'C19 H39 B3 N6'
_chemical_formula_sum            'C19 H39 B3 N6'
_chemical_formula_weight         383.99
_chemical_name_systematic        1
_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                 97.3510(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.87710(10)
_cell_length_b                   19.8671(2)
_cell_length_c                   15.1839(2)
_cell_measurement_reflns_used    15593
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.6960
_cell_measurement_theta_min      2.9780
_cell_volume                     2356.68(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      100.01(10)
_diffrn_detector                 HPA
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HyPix Arc150'
_diffrn_measured_fraction_theta_full 1.000
_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     98.00 130.00   0.50    0.10    --   85.25  55.00 143.45   64
   2  \w    104.00 135.00   0.50    0.10    --   85.25  46.00  91.34   62
   3  \w    100.00 133.00   0.50    0.10    --   85.25  50.00  44.23   66
   4  \w     99.00 126.00   0.50    0.10    --   85.25  44.00 -12.96   54
   5  \w    104.00 133.00   0.50    0.10    --   85.25  41.00  10.88   58
   6  \w     98.00 126.00   0.50    0.10    --   85.25  43.00  37.60   56
   7  \w    100.00 131.00   0.50    0.10    --   85.25  37.00  70.15   62
   8  \w    104.00 134.00   0.50    0.10    --   85.25  31.00 -42.79   60
   9  \w    100.00 126.00   0.50    0.10    --   85.25  58.00-114.72   52
  10  \w    100.00 125.00   0.50    0.10    --   85.25  54.00-144.56   50
  11  \w    104.00 133.00   0.50    0.10    --   85.25  44.00-176.89   58
  12  \w     46.00 123.00   0.50    0.10    --   82.31  15.00 -90.00  154
  13  \w    107.00 132.00   0.50    0.10    --   85.25 115.00 -28.20   50
  14  \w    103.00 129.00   0.50    0.10    --   85.25 114.00 -70.78   52
  15  \w     46.00  71.00   0.50    0.10    --   85.25 -77.00 -79.17   50
  16  \w     44.00  69.00   0.50    0.10    --   85.25 -72.00   9.55   50
  17  \w     45.00  70.00   0.50    0.10    --   85.25 -75.00 109.85   50
  18  \w     46.00  71.00   0.50    0.10    --   85.25 -86.00  78.78   50
  19  \w     71.00  97.00   0.50    0.10    --   85.25-118.00 169.40   52
  20  \w     52.00  83.00   0.50    0.10    --   85.25-113.00  85.34   62
  21  \w     46.00  81.00   0.50    0.10    --   85.25 -98.00  24.07   70
  22  \w     37.00  70.00   0.50    0.10    --   85.25-118.00   5.70   66
  23  \w     45.00  70.00   0.50    0.10    --   82.31 -95.00   0.00   50
  24  \w     42.00  88.00   0.50    0.10    --   85.25 -96.00 -30.64   92
  25  \w     43.00  81.00   0.50    0.10    --   85.25-110.00 -62.16   76
  26  \w     39.00  68.00   0.50    0.10    --   85.25-135.00-124.29   58
  27  \w     40.00  90.00   0.50    0.10    --   82.31 -95.00-150.00  100
  28  \w     53.00  81.00   0.50    0.10    --   85.25-108.00 -90.72   56
  29  \w     16.00  66.00   0.50    0.10    --   58.61 -95.00 120.00  100
  30  \w     49.00  76.00   0.50    0.10    --   85.25 -92.00 115.20   54
  31  \w   -110.00 -31.00   0.50    0.10    --  -60.19 -15.00  60.00  158
  32  \w   -125.00 -91.00   0.50    0.10    --  -79.50 -60.00  68.58   68
  33  \w   -106.00 -71.00   0.50    0.10    --  -58.00 -51.00 -63.70   70
  34  \w   -128.00 -93.00   0.50    0.10    --  -79.50 -51.00-176.46   70
  35  \w   -128.00 -93.00   0.50    0.10    --  -79.50 -51.00 -74.93   70
  36  \w   -103.00 -68.00   0.50    0.10    --  -54.00 -50.00 -30.04   70
  37  \w   -105.00 -65.00   0.50    0.10    --  -54.00 -37.00 174.93   80
  38  \w    -98.00 -31.00   0.50    0.10    --  -79.50 121.00 -22.74  134

;
_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  0.0315
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25080
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.230
_diffrn_reflns_theta_min         3.683
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R X-ray Source'
_exptl_absorpt_coefficient_mu    0.492
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64620
_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            yellow
_exptl_crystal_density_diffrn    1.082
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: pentane'
_exptl_crystal_size_max          0.419
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.085
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         4835
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0444
_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^)+(0.0705P)^2^+0.3273P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1266
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4085
_reflns_number_total             4835
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc03752b2.cif
_cod_data_source_block           MaMi066_NiHe_a
_cod_depositor_comments
'Adding full bibliography for 1575379--1575386.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1575379
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.820
_shelx_estimated_absorpt_t_max   0.957
_shelx_res_checksum              71251