Stepwise BN bond cleavage by isocyanides: access to the 3-azaborole structural motif
Xiang, Libo; Kwan, Ka Ho; Jing, Yi; Wang, Junyi; Matler, Alexander; Chen, Xuenian; Lin, Zhenyang; Ye, Qing; Chemical Science  (2026) –; doi:10.1039/D6SC01836J

data_1577034
_publ_section_title
;
 Stepwise B[triple bond, length as m-dash]N bond cleavage by isocyanides:
 access to the 3-azaborole structural motif.
;
_journal_issue                   20
_journal_name_full               'Chemical science'
_journal_page_first              10053
_journal_page_last               10060
_journal_paper_doi               10.1039/d6sc01836j
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C47 H79 B11 N4 Si2'
_chemical_formula_sum            'C47 H79 B11 N4 Si2'
_chemical_formula_weight         875.23
_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
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-08-22
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-11-20 deposited with the CCDC.	2026-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.3110(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.1104(2)
_cell_length_b                   12.03240(10)
_cell_length_c                   27.5466(3)
_cell_measurement_reflns_used    18591
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.0640
_cell_measurement_theta_min      2.7220
_cell_volume                     5324.71(10)
_computing_cell_refinement       'CrysAlisPro 1.171.43.89a (Rigaku OD, 2023)'
_computing_data_collection
;
 CrysAlisPro system (CCD 43.128a 64-bit (release 20-06-2024))
;
_computing_data_reduction        'CrysAlisPro 1.171.43.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_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 0.995
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w    -92.00 -31.00   0.50    0.82    --  -76.40 112.00   0.00  122
  2  \w     42.00  92.00   0.50    0.82    --   84.75 -95.00 -90.00  100
  3  \w   -128.00 -93.00   0.50    0.82    --  -79.50 -51.00 -97.64   70
  4  \w   -107.00 -72.00   0.50    0.82    --  -58.00 -50.00 -53.06   70
  5  \w   -115.00 -80.00   0.50    0.82    --  -66.00 -48.00  65.87   70
  6  \w   -117.00 -85.00   0.50    0.82    --  -70.00 -58.00 -61.06   64
  7  \w   -119.00 -84.00   0.50    0.82    --  -70.00 -49.00 161.65   70
  8  \w   -129.00 -93.00   0.50    0.82    --  -79.50 -47.00  43.78   72
  9  \w   -116.00 -79.00   0.50    0.82    --  -66.00 -46.00-138.05   74
 10  \w    -32.00  -5.00   0.50    0.82    --  -14.00 112.00   2.78   54
 11  \w    -92.00 -31.00   0.50    0.82    --  -76.40 112.00 120.00  122
 12  \w   -128.00 -93.00   0.50    0.82    --  -79.50 -49.00   8.15   70
 13  \w     34.00  85.00   0.50    0.82    --   77.02 -95.00  90.00  102
 14  \w   -126.00 -92.00   0.50    0.82    --  -79.50-122.00 -38.71   68
 15  \w     16.00  66.00   0.50    0.82    --   58.86 -95.00 -30.00  100
 16  \w   -130.00 -92.00   0.50    0.82    --  -79.50 -42.00 123.43   76
 17  \w    -94.00 -59.00   0.50    0.82    --  -46.00 -51.00 111.80   70
 18  \w    -54.00 -26.00   0.50    0.82    --  -14.00 -57.00 -36.02   56
 19  \w     42.00  92.00   0.50    0.82    --   84.75 -95.00-180.00  100
 20  \w     49.00 135.00   0.50    0.82    --   84.75  15.00 -90.00  172
 21  \w    -91.00 -56.00   0.50    0.82    --  -42.00 -49.00 165.76   70
 22  \w     42.00  92.00   0.50    0.82    --   84.75 -95.00 -60.00  100
 23  \w     42.00  92.00   0.50    0.82    --   84.75 -95.00-150.00  100
 24  \w   -126.00 -92.00   0.50    0.82    --  -79.50-123.00  22.18   68
 25  \w   -128.00 -93.00   0.50    0.82    --  -79.50 -51.00 109.11   70
 26  \w   -125.00 -90.00   0.50    0.82    --  -78.00 -57.00  -6.27   70
 27  \w     42.00  92.00   0.50    0.82    --   84.75 -95.00-120.00  100
 28  \w   -120.00 -86.00   0.50    0.82    --  -74.00 -59.00 -66.88   68
 29  \w    -91.00 -56.00   0.50    0.82    --  -42.00 -49.00-121.06   70
;
_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      -0.0371043000
_diffrn_orient_matrix_UB_12      0.0061218000
_diffrn_orient_matrix_UB_13      -0.0531390000
_diffrn_orient_matrix_UB_21      0.0883293000
_diffrn_orient_matrix_UB_22      0.0083370000
_diffrn_orient_matrix_UB_23      -0.0175635000
_diffrn_orient_matrix_UB_31      0.0039345000
_diffrn_orient_matrix_UB_32      -0.1276179000
_diffrn_orient_matrix_UB_33      -0.0037319000
_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  0.0340
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            51877
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.127
_diffrn_reflns_theta_min         2.751
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.854
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.917
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.43.89a (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 yellow'
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_description       block
_exptl_crystal_F_000             1888
_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          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     595
_refine_ls_number_reflns         10588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0435
_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^)+(0.0485P)^2^+2.4140P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1095
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8605
_reflns_number_total             10588
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6sc01836j2.cif
_cod_data_source_block           3b
_cod_depositor_comments
'Adding full bibliography for 1577031--1577035.cif.'
_cod_database_code               1577034
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_max   0.935
_shelx_estimated_absorpt_t_min   0.904
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C26(H26), C28(H28), C32(H32), C34(H34), C36(H36), C38(H38)
1.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C15(H15), C16(H16), C17(H17), C21(H21), C22(H22),
 C23(H23)
1.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C29(H29A,H29B,
 H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C35(H35A,
 H35B,H35C), C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C),
 C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,
 H44C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C)
1.d Boron cage BH refined with riding coordinates:
 B1(H1), B2(H2), B3(H3A), B4(H4), B5(H5), B6(H6), B7(H7), B8(H8A), B9(H9A),
 B10(H10A)
;
_shelx_res_checksum              41334
_olex2_submission_special_instructions 'No special instructions were received'