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_1576636
_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         'C36 H51 B N P'
_chemical_formula_sum            'C36 H51 B N P'
_chemical_formula_weight         539.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-05-16
_audit_creation_method           'CIF-fill 1.4y (K.Radacki, 2005-23)'
_audit_update_record
;
2026-01-07 deposited with the CCDC.	2026-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.1624(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   30.8495(2)
_cell_length_b                   11.48758(7)
_cell_length_c                   18.28097(13)
_cell_measurement_reflns_used    39395
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.8410
_cell_measurement_theta_min      2.9350
_cell_volume                     6308.32(7)
_computing_cell_refinement       'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_collection
;
 CrysAlisPro system (CCD 43.119a 64-bit (release 08-04-2024))
;
_computing_data_reduction        'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_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 1.000
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     40.00  97.00   0.50    0.31    --   83.32-117.00-135.00  114
  2  \w     30.00  93.00   0.50    0.31    --   73.62-117.00-135.00  126
  3  \w     16.00  79.00   0.50    0.31    --   60.18-117.00-135.00  126
  4  \w     39.00 100.00   0.50    0.31    --   83.32-125.00-180.00  122
  5  \w     33.00  79.00   0.50    0.31    --   73.62 -95.00-180.00   92
  6  \w     43.00  89.00   0.50    0.31    --   83.32 -95.00-150.00   92
  7  \w     33.00  79.00   0.50    0.31    --   73.62 -95.00 -60.00   92
  8  \w     43.00  89.00   0.50    0.31    --   83.32 -95.00  30.00   92
  9  \w     33.00  79.00   0.50    0.31    --   73.62 -95.00 120.00   92
 10  \w     34.00  80.00   0.50    0.31    --   75.00 -95.00 150.00   92
 11  \w     19.00  66.00   0.50    0.31    --   60.18 -95.00 120.00   94
 12  \w     19.00  66.00   0.50    0.31    --   60.18 -95.00  60.00   94
 13  \w     38.00 108.00   0.50    0.31    --   60.18  15.00 -90.00  140
 14  \w     38.00 108.00   0.50    0.31    --   60.18  15.00-150.00  140
 15  \w     38.00 108.00   0.50    0.31    --   60.18  15.00   0.00  140
 16  \w     47.00 122.00   0.50    0.31    --   73.62  15.00  60.00  150
 17  \w     57.00 131.00   0.50    0.31    --   83.32  15.00  90.00  148
 18  \w     48.00 123.00   0.50    0.31    --   75.00  15.00 150.00  150
 19  \w     57.00 131.00   0.50    0.31    --   83.32  15.00 -30.00  148
 20  \w     57.00 131.00   0.50    0.31    --   83.32  15.00-180.00  148
 21  \w    -81.00 -18.00   0.50    0.31    --  -61.81 117.00 -49.00  126
 22  \w    -96.00 -27.00   0.50    0.31    --  -71.99 125.00  30.00  138
 23  \w    -96.00 -27.00   0.50    0.31    --  -71.99 125.00  30.00  138
 24  \w   -100.00 -31.00   0.50    0.31    --  -75.91 125.00   0.00  138
 25  \w   -100.00 -31.00   0.50    0.31    --  -75.91 125.00 -90.00  138
 26  \w    -95.00 -32.00   0.50    0.31    --  -75.91 117.00 -49.00  126
 27  \w    -91.00 -28.00   0.50    0.31    --  -71.99 117.00 -49.00  126
 28  \w    -85.00 -17.00   0.50    0.31    --  -61.81 125.00-120.00  136
 29  \w   -100.00 -31.00   0.50    0.31    --  -75.91 125.00-150.00  138
 30  \w    -96.00 -27.00   0.50    0.31    --  -71.99 125.00-180.00  138
 31  \w   -120.00 -52.00   0.50    0.31    --  -71.99 -15.00 -90.00  136
 32  \w   -124.00 -55.00   0.50    0.31    --  -75.91 -15.00-180.00  138
 33  \w   -124.00 -55.00   0.50    0.31    --  -75.91 -15.00-120.00  138
 34  \w   -110.00 -41.00   0.50    0.31    --  -61.81 -15.00 -60.00  138
 35  \w   -120.00 -52.00   0.50    0.31    --  -71.99 -15.00 120.00  136
;
_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      0.0022941000
_diffrn_orient_matrix_UB_12      0.0784478000
_diffrn_orient_matrix_UB_13      0.0691334000
_diffrn_orient_matrix_UB_21      0.0506833000
_diffrn_orient_matrix_UB_22      -0.0194214000
_diffrn_orient_matrix_UB_23      0.0236854000
_diffrn_orient_matrix_UB_31      0.0075226000
_diffrn_orient_matrix_UB_32      0.1069643000
_diffrn_orient_matrix_UB_33      -0.0463806000
_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  0.0461
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            58903
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.189
_diffrn_reflns_theta_min         2.942
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.934
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.43.119a (Rigaku Oxford Diffraction, 2024) Empirical 
 absorption correction using spherical harmonics, implemented in SCALE3 
 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_description       block
_exptl_crystal_F_000             2352
_exptl_crystal_preparation
;
 Crystals were grown at 25 \%C from saturated solution in benzene. 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          0.349
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.091
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.00011(2)
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         6294
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0343
_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^)+(0.0441P)^2^+5.2746P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0916
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6013
_reflns_number_total             6294
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6sc00526h2.cif
_cod_data_source_block           MaWe095_auto
_cod_depositor_comments
'Adding full bibliography for 1576631--1576636.cif.'
_cod_original_cell_volume        6308.31(8)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1576636
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.736
_shelx_estimated_absorpt_t_max   0.920
_shelx_res_checksum              40102