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_1575384
_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         'C28 H56 B4 N8'
_chemical_formula_sum            'C28 H56 B4 N8'
_chemical_formula_weight         548.04
_chemical_name_systematic        6
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_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             2023-03-31
_audit_creation_method           'CIF-fill 1.3w (K.Radacki, 2005-23)'
_audit_update_record
;
2025-07-01 deposited with the CCDC.	2025-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                68.928(2)
_cell_angle_beta                 71.502(2)
_cell_angle_gamma                66.053(2)
_cell_formula_units_Z            2
_cell_length_a                   10.7702(3)
_cell_length_b                   12.1456(3)
_cell_length_c                   15.0064(3)
_cell_measurement_reflns_used    17409
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.6700
_cell_measurement_theta_min      3.2120
_cell_volume                     1639.92(8)
_computing_cell_refinement       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_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 0.992
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     45.00  92.00   0.50    0.50    --   85.25-120.00 160.16   94
  2  \w     39.00  65.00   0.50    0.50    --   85.25-136.00  77.56   52
  3  \w     32.00  98.00   0.50    0.50    --   78.00-118.00   8.65  132
  4  \w     35.00  98.00   0.50    0.50    --   82.00-120.00 -35.81  126
  5  \w     37.00  62.00   0.50    0.50    --   82.28-112.00   0.00   50
  6  \w     37.00  93.00   0.50    0.50    --   82.28-112.00  30.00  112
  7  \w     37.00  62.00   0.50    0.50    --   82.28-112.00 -30.00   50
  8  \w     37.00  93.00   0.50    0.50    --   82.28-112.00 -60.00  112
  9  \w     38.00  66.00   0.50    0.50    --   85.25-128.00 -83.79   56
 10  \w     37.00  62.00   0.50    0.50    --   82.28-112.00-120.00   50
 11  \w     37.00  93.00   0.50    0.50    --   82.28-112.00-150.00  112
 12  \w     53.00  92.00   0.50    0.50    --   85.25 -99.00 -92.99   78
 13  \w     44.00  93.00   0.50    0.50    --   85.25 -98.00  35.22   98
 14  \w     64.00  90.00   0.50    0.50    --   85.25 -99.00  70.30   52
 15  \w     42.00  92.00   0.50    0.50    --   85.25-111.00 110.83  100
 16  \w     40.00  90.00   0.50    0.50    --   82.28 -95.00 120.00  100
 17  \w     48.00  92.00   0.50    0.50    --   85.25 -96.00 136.53   88
 18  \w     44.00  86.00   0.50    0.50    --   82.28 -95.00   0.00   84
 19  \w     40.00  90.00   0.50    0.50    --   82.28 -95.00 -30.00  100
 20  \w     54.00  92.00   0.50    0.50    --   85.25 -96.00-125.32   76
 21  \w     40.00  90.00   0.50    0.50    --   82.28 -95.00-150.00  100
 22  \w     40.00  65.00   0.50    0.50    --   82.28 -95.00-180.00   50
 23  \w     16.00  66.00   0.50    0.50    --   58.28 -95.00-120.00  100
 24  \w     40.00  90.00   0.50    0.50    --   82.28 -95.00  30.00  100
 25  \w     44.00  69.00   0.50    0.50    --   85.25 -72.00 -26.24   50
 26  \w     51.00  82.00   0.50    0.50    --   85.25 -80.00 -76.34   62
 27  \w     45.00  70.00   0.50    0.50    --   85.25 -76.00  33.26   50
 28  \w     45.00  70.00   0.50    0.50    --   85.25 -74.00 128.22   50
 29  \w     97.00 123.00   0.50    0.50    --   85.25 127.00-162.62   52
 30  \w    106.00 132.00   0.50    0.50    --   82.28  15.00  60.00   52
 31  \w    101.00 127.00   0.50    0.50    --   85.25  64.00 133.34   52
 32  \w     98.00 123.00   0.50    0.50    --   85.25  54.00  67.36   50
 33  \w    108.00 133.00   0.50    0.50    --   82.28  15.00 150.00   50
 34  \w    110.00 136.00   0.50    0.50    --   85.25  38.00 107.94   52
 35  \w     46.00 133.00   0.50    0.50    --   82.28  15.00 120.00  174
 36  \w     98.00 136.00   0.50    0.50    --   85.25  43.00 -95.59   76
 37  \w     97.00 131.00   0.50    0.50    --   85.25  59.00-177.27   68
 38  \w     97.00 123.00   0.50    0.50    --   82.28  15.00-180.00   52
 39  \w     64.00 123.00   0.50    0.50    --   82.28  15.00-150.00  118
 40  \w     56.00  91.00   0.50    0.50    --   42.00  51.00-160.96   70
 41  \w     46.00 133.00   0.50    0.50    --   82.28  15.00 -60.00  174
 42  \w     46.00 133.00   0.50    0.50    --   82.28  15.00  30.00  174
 43  \w    -98.00 -33.00   0.50    0.50    --  -79.50 119.00  -2.07  130
 44  \w    -92.00 -31.00   0.50    0.50    --  -76.35 112.00-120.00  122
 45  \w    -97.00 -33.00   0.50    0.50    --  -79.50 116.00  73.12  128
 46  \w    -97.00 -33.00   0.50    0.50    --  -79.50 116.00 126.88  128
 47  \w   -126.00 -92.00   0.50    0.50    --  -79.50 -57.00  12.51   68
 48  \w   -106.00 -71.00   0.50    0.50    --  -58.00 -52.00  75.02   70
 49  \w   -106.00 -71.00   0.50    0.50    --  -58.00 -51.00  42.02   70
 50  \w   -107.00 -72.00   0.50    0.50    --  -58.00 -50.00 110.15   70
 51  \w   -114.00 -79.00   0.50    0.50    --  -66.00 -52.00  19.25   70
 52  \w   -102.00 -67.00   0.50    0.50    --  -54.00 -51.00 -34.90   70
 53  \w   -108.00 -70.00   0.50    0.50    --  -58.00 -41.00 -77.06   76
 54  \w   -128.00 -93.00   0.50    0.50    --  -79.50 -52.00-115.89   70
 55  \w   -127.00 -92.00   0.50    0.50    --  -79.50 -55.00 -68.19   70
 56  \w   -126.00 -88.00   0.50    0.50    --  -79.50-130.00  18.11   76
 57  \w   -126.00 -96.00   0.50    0.50    --  -79.50-116.00  77.19   60
 58  \w   -127.00 -90.00   0.50    0.50    --  -79.50-126.00 -80.21   74
;
_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      -0.1308836000
_diffrn_orient_matrix_UB_12      -0.0267296000
_diffrn_orient_matrix_UB_13      0.0058030000
_diffrn_orient_matrix_UB_21      -0.0820428000
_diffrn_orient_matrix_UB_22      0.0756463000
_diffrn_orient_matrix_UB_23      0.0757962000
_diffrn_orient_matrix_UB_31      -0.0408011000
_diffrn_orient_matrix_UB_32      0.1195611000
_diffrn_orient_matrix_UB_33      -0.0826695000
_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  0.0245
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            32299
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.246
_diffrn_reflns_theta_min         3.222
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.500
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.561
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.42.84a (Rigaku Oxford Diffraction, 2023) 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 red'
_exptl_crystal_density_diffrn    1.110
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_preparation
;
 Crystals were grown at -30?C \%C from saturated solution in pentane. 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_recrystallization_method
'Re-crystallisation from solvent: pentane'
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         5956
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0388
_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^)+(0.0604P)^2^+0.3686P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1070
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5316
_reflns_number_total             5956
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc03752b2.cif
_cod_data_source_block           NiHe004_NiHe_a
_cod_depositor_comments
'Adding full bibliography for 1575379--1575386.cif.'
_cod_database_code               1575384
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.902
_shelx_estimated_absorpt_t_max   0.956
_shelx_res_checksum              95376