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_1576634
_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         'C35 H55 B N2'
_chemical_formula_sum            'C35 H55 B N2'
_chemical_formula_weight         514.62
_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             2024-07-04
_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                90
_cell_angle_beta                 100.259(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.9366(3)
_cell_length_b                   9.8374(2)
_cell_length_c                   19.1534(3)
_cell_measurement_reflns_used    18223
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.9650
_cell_measurement_theta_min      2.6600
_cell_volume                     3140.17(10)
_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 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 0.980
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     19.00  80.00   0.50    0.50    --   60.09-125.00  90.00  122
  2  \w     34.00  95.00   0.50    0.50    --   75.05-125.00  60.00  122
  3  \w     33.00  94.00   0.50    0.50    --   73.60-125.00 -60.00  122
  4  \w     34.00  95.00   0.50    0.50    --   75.05-125.00 -90.00  122
  5  \w     38.00 105.00   0.50    0.50    --   60.09  15.00 -60.00  134
  6  \w     38.00 105.00   0.50    0.50    --   60.09  15.00 -30.00  134
  7  \w   -106.00 -45.00   0.50    0.50    --  -61.72 -15.00 120.00  122
  8  \w   -117.00 -55.00   0.50    0.50    --  -71.97 -15.00 120.00  124
  9  \w   -120.00 -58.00   0.50    0.50    --  -75.12 -15.00  30.00  124
 10  \w   -120.00 -58.00   0.50    0.50    --  -75.12 -15.00  90.00  124
 11  \w   -120.00 -58.00   0.50    0.50    --  -75.12 -15.00 -30.00  124
 12  \w   -120.00 -58.00   0.50    0.50    --  -75.12 -15.00 -90.00  124
 13  \w   -106.00 -45.00   0.50    0.50    --  -61.72 -15.00-120.00  122
 14  \w   -117.00 -55.00   0.50    0.50    --  -71.97 -15.00-180.00  124
 15  \w    -95.00 -34.00   0.50    0.50    --  -75.12 125.00-120.00  122
 16  \w    -82.00 -21.00   0.50    0.50    --  -61.72 125.00-180.00  122
 17  \w    -82.00 -21.00   0.50    0.50    --  -61.72 125.00 -30.00  122
 18  \w    -82.00 -21.00   0.50    0.50    --  -61.72 125.00  60.00  122
 19  \w    -92.00 -31.00   0.50    0.50    --  -71.97 125.00 120.00  122
 20  \w    -95.00 -34.00   0.50    0.50    --  -75.12 125.00 150.00  122
;
_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      -0.0070701000
_diffrn_orient_matrix_UB_12      -0.0829794000
_diffrn_orient_matrix_UB_13      -0.0690786000
_diffrn_orient_matrix_UB_21      0.0764570000
_diffrn_orient_matrix_UB_22      -0.0794121000
_diffrn_orient_matrix_UB_23      0.0315253000
_diffrn_orient_matrix_UB_31      -0.0514729000
_diffrn_orient_matrix_UB_32      -0.1064661000
_diffrn_orient_matrix_UB_33      0.0302300000
_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  0.0170
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            32205
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.384
_diffrn_reflns_theta_min         2.651
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.455
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.708
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) 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            yellow
_exptl_crystal_density_diffrn    1.089
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_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          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.780
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         5972
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0422
_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^)+(0.0511P)^2^+1.2925P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1070
_refine_ls_wR_factor_ref         0.1094
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5394
_reflns_number_total             5972
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6sc00526h2.cif
_cod_data_source_block           MaWe102_MaWe_a
_cod_depositor_comments
'Adding full bibliography for 1576631--1576636.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1576634
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.931
_shelx_estimated_absorpt_t_max   0.965
_shelx_res_checksum              78892