N–H / P–H bond activation of ammonia, amines and phosphines at a transient borylene
Weber, Marco; Kar, Sourav; Joos, Pia; Dewhurst, Rian David; Braunschweig, Holger; Chemical Science  (2026) –; doi:10.1039/D6SC00526H

data_1576632
_publ_section_title
;
 N-H/P-H bond activation of ammonia, amines and phosphines at a transient
 borylene.
;
_journal_issue                   16
_journal_name_full               'Chemical science'
_journal_page_first              8189
_journal_page_last               8196
_journal_paper_doi               10.1039/d6sc00526h
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C37 H53 B N2'
_chemical_formula_sum            'C37 H53 B N2'
_chemical_formula_weight         536.62
_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             2024-12-04
_audit_creation_method           'CIF-fill 1.5c (K.Radacki, 2005-23)'
_audit_update_record
;
2026-01-07 deposited with the CCDC.	2026-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                88.8280(10)
_cell_angle_beta                 84.8350(10)
_cell_angle_gamma                87.8740(10)
_cell_formula_units_Z            6
_cell_length_a                   9.58380(10)
_cell_length_b                   19.0377(2)
_cell_length_c                   26.7818(4)
_cell_measurement_reflns_used    43314
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.6550
_cell_measurement_theta_min      2.7740
_cell_volume                     4862.52(10)
_computing_cell_refinement       'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)'
_computing_data_collection
;
 CrysAlisPro system (CCD 43.128a 64-bit (release 20-06-2024))
;
_computing_data_reduction        'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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 0.989
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     25.00  61.00   0.50    1.31    --   60.09-125.00   0.00   72
  2  \w     38.00  99.00   0.50    1.31    --   60.09  15.00   0.00  122
  3  \w     38.00 104.00   0.50    1.31    --   60.09  15.00-120.00  132
  4  \w     22.00  56.00   0.50    1.31    --   60.09-125.00 120.00   68
  5  \w     41.00  98.00   0.50    1.31    --   60.09  15.00 -60.00  114
  6  \w    -91.00 -47.00   0.50    1.31    --  -61.72 -15.00 -60.00   88
  7  \w   -103.00 -48.00   0.50    1.31    --  -61.72 -15.00   0.00  110
  8  \w    -57.00 -23.00   0.50    1.31    --  -61.72 125.00  30.00   68
  9  \w   -104.00 -46.00   0.50    1.31    --  -61.72 -15.00  60.00  116
 10  \w    -76.00 -25.00   0.50    1.31    --  -61.72 125.00 -30.00  102
 11  \w    -58.00 -22.00   0.50    1.31    --  -61.72 125.00 120.00   72
 12  \w    -77.00 -38.00   0.50    1.31    --  -71.97 125.00-180.00   78
 13  \w    -90.00 -31.00   0.50    1.31    --  -71.97 125.00  60.00  118
 14  \w     58.00  94.00   0.50    1.31    --   73.60  15.00  90.00   72
 15  \w     57.00 118.00   0.50    1.31    --   73.60  15.00 -90.00  122
 16  \w     52.00 116.00   0.50    1.31    --   73.60  15.00  30.00  128
 17  \w     68.00  94.00   0.50    1.31    --   73.60-125.00 -90.00   52
 18  \w   -102.00 -33.00   0.50    1.31    --  -74.00 139.00 112.95  138
 19  \w     55.00 112.00   0.50    1.31    --   75.05  15.00 -30.00  114
 20  \w   -120.00 -69.00   0.50    1.31    --  -75.12 -15.00  90.00  102
 21  \w    -85.00 -41.00   0.50    1.31    --  -75.12 125.00-150.00   88
 22  \w    -94.00 -34.00   0.50    1.31    --  -75.12 125.00   0.00  120
 23  \w    -95.00 -38.00   0.50    1.31    --  -75.12 125.00 -60.00  114
 24  \w    -95.00 -46.00   0.50    1.31    --  -78.00 120.00-137.91   98
 25  \w   -100.00 -74.00   0.50    1.31    --  -78.50 126.00  59.10   52
 26  \w   -102.00 -46.00   0.50    1.31    --  -78.50 129.00-126.24  112
 27  \w   -102.00 -57.00   0.50    1.31    --  -78.50 129.00 -50.22   90
 28  \w    -95.00 -39.00   0.50    1.31    --  -78.50 119.00  53.88  112
 29  \w   -107.00 -63.00   0.50    1.31    --  -78.50 137.00 -26.96   88
 30  \w   -107.00 -81.00   0.50    1.31    --  -78.50 137.00 -34.03   52
 31  \w   -101.00 -76.00   0.50    1.31    --  -78.50 128.00-152.54   50
 32  \w    -98.00 -72.00   0.50    1.31    --  -78.50 124.00 117.24   52
 33  \w    -72.00 -37.00   0.50    1.31    --  -78.50 138.00  17.68   70
 34  \w   -108.00 -82.00   0.50    1.31    --  -78.50 138.00  17.68   52
 35  \w   -107.00 -82.00   0.50    1.31    --  -78.50 137.00-176.65   50
 36  \w    -69.00 -42.00   0.50    1.31    --  -78.50 126.00  59.10   54
 37  \w   -108.00 -51.00   0.50    1.31    --  -78.50 138.00 154.05  114
 38  \w   -109.00 -83.00   0.50    1.31    --  -78.50 140.00  -1.90   52
 39  \w     55.00 102.00   0.50    1.31    --   79.22-129.00   8.38   94
 40  \w     51.00 101.00   0.50    1.31    --   79.22-127.00 174.56  100
 41  \w     53.00  99.00   0.50    1.31    --   79.22-125.00-166.09   92
 42  \w     74.00  99.00   0.50    1.31    --   79.22-124.00-134.81   50
;
_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      -0.1015775000
_diffrn_orient_matrix_UB_12      -0.0389235000
_diffrn_orient_matrix_UB_13      -0.0302528000
_diffrn_orient_matrix_UB_21      -0.1138528000
_diffrn_orient_matrix_UB_22      0.0579121000
_diffrn_orient_matrix_UB_23      0.0121356000
_diffrn_orient_matrix_UB_31      0.0529422000
_diffrn_orient_matrix_UB_32      0.0411146000
_diffrn_orient_matrix_UB_33      -0.0476904000
_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  0.0389
_diffrn_reflns_av_unetI/netI     0.0089
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            28864
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.182
_diffrn_reflns_theta_min         2.830
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.463
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87273
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.43.142a (Rigaku Oxford Diffraction, 2024) Empirical 
 absorption correction using spherical harmonics, implemented in SCALE3 
 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.100
_exptl_crystal_description       plate
_exptl_crystal_F_000             1764
_exptl_crystal_preparation
;
 Crystals were grown at 25 \%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_size_max          0.481
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.062
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1293
_refine_ls_number_reflns         28864
_refine_ls_number_restraints     895
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0461
_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^)+(0.0729P)^2^+1.2609P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1261
_reflns_Friedel_coverage         0.000
_reflns_number_gt                26596
_reflns_number_total             28864
_reflns_threshold_expression     'I > 2\s(I)'
_twin_dimensionality             triperiodic
_twin_formation_mechanism        gt
_twin_morphology                 polysynthetic
_twin_special_details
;
 Component 2 rotated by -179.8578\% 
 around [-0.00 0.00 1.00] (reciprocal) or [-0.24 -0.02 0.97] (direct)
;
_cod_data_source_file            d6sc00526h2.cif
_cod_data_source_block           MaWe105_MaWe_twin1_hklf5
_cod_depositor_comments
'Adding full bibliography for 1576631--1576636.cif.'
_cod_database_code               1576632
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.808
_shelx_estimated_absorpt_t_max   0.972
_shelx_res_checksum              62731