Alkali metal salts of 1,2,3-benzodiazaborines: platforms for late-stage N-functionalization and metal complexation
Wüst, Leonie; Scheuring, Lea; Wellnitz, Tim; Radacki, Krzysztof; Braunschweig, Holger; Chemical Science 16 (2025) 9934–9942; doi:10.1039/D5SC01395J

data_1574514
_publ_section_title
;
 Alkali metal salts of 1,2,3-benzodiazaborines: platforms for late-stage
 N-functionalization and metal complexation
;
_journal_issue                   22
_journal_name_full               'Chemical Science'
_journal_page_first              9934
_journal_page_last               9942
_journal_paper_doi               10.1039/D5SC01395J
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C51 H54 Au3 B3 N6, 1.5(C6 H6)'
_chemical_formula_sum            'C60 H63 Au3 B3 N6'
_chemical_formula_weight         1491.49
_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             2025-01-13
_audit_creation_method           'CIF-fill 1.5o (K.Radacki, 2005-24)'
_audit_update_record
;
2025-02-20 deposited with the CCDC.	2025-04-21 downloaded from the CCDC.
;
_cell_angle_alpha                82.33(4)
_cell_angle_beta                 87.07(4)
_cell_angle_gamma                83.93(3)
_cell_formula_units_Z            2
_cell_length_a                   12.050(5)
_cell_length_b                   14.853(7)
_cell_length_c                   15.153(7)
_cell_measurement_reflns_used    28698
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.9440
_cell_measurement_theta_min      2.9200
_cell_volume                     2671(2)
_computing_cell_refinement       'CrysAlisPro 1.171.43.128a (Rigaku OD, 2024)'
_computing_data_collection
;
 CrysAlisPro system (CCD 43.128a 64-bit (release 20-06-2024))
;
_computing_data_reduction        'CrysAlisPro 1.171.43.128a (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 0.994
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     24.00  99.00   0.50    0.05    --   71.49-126.00   0.00  150
  2  \w     24.00  99.00   0.50    0.05    --   71.49-126.00 150.00  150
  3  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00  30.00  100
  4  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00 -90.00  100
  5  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00-150.00  100
  6  \w     16.00  66.00   0.50    0.05    --   58.86 -95.00-180.00  100
  7  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00-120.00  100
  8  \w     32.00  92.00   0.50    0.05    --   77.02-112.00-150.00  120
  9  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00 -60.00  100
 10  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00 -30.00  100
 11  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00   0.00  100
 12  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00  60.00  100
 13  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00 120.00  100
 14  \w     42.00  92.00   0.50    0.05    --   84.75 -95.00 150.00  100
 15  \w    -98.00 -22.00   0.50    0.05    --  -69.94 126.00  90.00  152
 16  \w    -98.00 -22.00   0.50    0.05    --  -69.94 126.00   0.00  152
 17  \w    -98.00 -22.00   0.50    0.05    --  -69.94 126.00 -60.00  152
 18  \w    -97.00 -33.00   0.50    0.05    --  -79.50 118.00-119.62  128
 19  \w    -98.00 -22.00   0.50    0.05    --  -69.94 126.00-180.00  152
 20  \w    -92.00 -31.00   0.50    0.05    --  -76.40 112.00-180.00  122
 21  \w    -92.00 -31.00   0.50    0.05    --  -76.40 112.00  60.00  122
 22  \w    -92.00 -31.00   0.50    0.05    --  -76.40 112.00   0.00  122
 23  \w    -98.00 -53.00   0.50    0.05    --  -69.94 126.00-150.00   90
 24  \w   -102.00 -55.00   0.50    0.05    --  -50.00 -26.00 -66.59   94
 25  \w   -102.00 -54.00   0.50    0.05    --  -50.00 -25.00 -19.63   96
 26  \w   -102.00 -54.00   0.50    0.05    --  -50.00 -25.00 146.40   96
 27  \w    -98.00 -50.00   0.50    0.05    --  -46.00 -25.00  26.69   96
 28  \w   -127.00 -41.00   0.50    0.05    --  -76.40 -15.00 -30.00  172
 29  \w   -132.00 -86.00   0.50    0.05    --  -79.50 -27.00 -32.08   92
 30  \w   -132.00 -86.00   0.50    0.05    --  -79.50 -27.00-145.77   92
 31  \w   -106.00 -59.00   0.50    0.05    --  -54.00 -26.00-134.71   94
 32  \w   -132.00 -85.00   0.50    0.05    --  -79.50 -26.00  42.89   94
 33  \w   -130.00 -83.00   0.50    0.05    --  -78.00 -26.00  90.16   94
 34  \w   -132.00 -86.00   0.50    0.05    --  -79.50 -27.00 124.79   92
 35  \w   -118.00 -67.00   0.50    0.05    --  -66.00 -24.00 173.94  102
 36  \w   -132.00 -85.00   0.50    0.05    --  -79.50 -26.00 163.58   94
 37  \w   -106.00 -52.00   0.50    0.05    --  -54.00 -23.00 101.32  108
 38  \w   -118.00 -67.00   0.50    0.05    --  -66.00 -24.00  57.87  102
 39  \w   -126.00 -79.00   0.50    0.05    --  -74.00 -26.00 -67.39   94
 40  \w   -132.00 -85.00   0.50    0.05    --  -79.50 -26.00 -80.34   94
 41  \w   -126.00 -68.00   0.50    0.05    --  -74.00 -22.00-109.67  116
 42  \w   -126.00 -79.00   0.50    0.05    --  -74.00 -26.00-135.10   94
;
_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      0.1234048000
_diffrn_orient_matrix_UB_12      -0.0339939000
_diffrn_orient_matrix_UB_13      0.0163358000
_diffrn_orient_matrix_UB_21      0.0362937000
_diffrn_orient_matrix_UB_22      0.0750209000
_diffrn_orient_matrix_UB_23      -0.0727003000
_diffrn_orient_matrix_UB_31      0.0018266000
_diffrn_orient_matrix_UB_32      0.0654031000
_diffrn_orient_matrix_UB_33      0.0706139000
_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  0.0448
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            52279
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.176
_diffrn_reflns_theta_min         2.945
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    15.523
_exptl_absorpt_correction_T_max  0.627
_exptl_absorpt_correction_T_min  0.450
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.43.128a (Rigaku Oxford Diffraction, 2024) 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 colourless'
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_description       block
_exptl_crystal_F_000             1434
_exptl_crystal_preparation
;
 Crystals were grown at RT 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          0.090
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.030
_refine_diff_density_max         1.324
_refine_diff_density_min         -1.753
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     671
_refine_ls_number_reflns         10472
_refine_ls_number_restraints     108
_refine_ls_restrained_S_all      0.946
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0295
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0414P)^2^+9.5165P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0735
_refine_ls_wR_factor_ref         0.0755
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9604
_reflns_number_total             10472
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc01395j2.cif
_cod_data_source_block           6-Au
_cod_depositor_comments
'Adding full bibliography for 1574505--1574520.cif.'
_cod_database_code               1574514
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.336
_shelx_estimated_absorpt_t_max   0.653
_shelx_res_checksum              93982
_shelx_hkl_checksum              77664