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_1574508
_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_absolute_configuration unk
_chemical_formula_moiety         'C51 H54 Ag3 B3 N6, 2(C4 H8 O)'
_chemical_formula_sum            'C59 H70 Ag3 B3 N6 O2'
_chemical_formula_weight         1251.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-01-23
_audit_creation_method           'CIF-fill 1.5q (K.Radacki, 2005-25)'
_audit_update_record
;
2025-02-20 deposited with the CCDC.	2025-04-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.45(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.843(2)
_cell_length_b                   19.898(4)
_cell_length_c                   12.410(3)
_cell_measurement_reflns_used    3514
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.7720
_cell_measurement_theta_min      3.8390
_cell_volume                     2789.9(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 0.999
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     14.00  74.00   0.50    0.83    --   58.86-107.00 -50.00  120
  2  \w    -76.00 -15.00   0.50    0.83    --  -60.41 107.00  46.00  122
  3  \w    -85.00 -25.00   0.50    0.83    --  -69.94 107.00  46.00  120
  4  \w     27.00  87.00   0.50    0.83    --   71.49-107.00 -50.00  120
  5  \w    -92.00 -31.00   0.50    0.83    --  -76.40 107.00  46.00  122
  6  \w     32.00  92.00   0.50    0.83    --   77.02-107.00 -50.00  120
  7  \w     40.00  92.00   0.50    0.83    --   84.75-107.00 -50.00  104
  8  \w     20.00  69.00   0.50    0.83    --   58.86-126.00-120.00   98
  9  \w     20.00  69.00   0.50    0.83    --   58.86-126.00-120.00   98
 10  \w     16.00  44.00   0.50    0.83    --   58.86 -95.00-150.00   56
 11  \w     17.00  42.00   0.50    0.83    --   58.86 -95.00  60.00   50
 12  \w     31.00  62.00   0.50    0.83    --   58.86 -95.00-120.00   62
 13  \w   -108.00 -49.00   0.50    0.83    --  -60.41 -15.00 -30.00  118
 14  \w     73.00 106.00   0.50    0.83    --   71.49  15.00-150.00   66
 15  \w   -127.00 -44.00   0.50    0.83    --  -76.40 -15.00-150.00  166
 16  \w   -124.00 -41.00   0.50    0.83    --  -76.40 -15.00 -60.00  166
 17  \w     34.00  79.00   0.50    0.83    --   77.02-112.00  90.00   90
 18  \w     38.00  83.00   0.50    0.83    --   77.02 -95.00   0.00   90
 19  \w     42.00  91.00   0.50    0.83    --   84.75 -95.00  30.00   98
 20  \w     58.00  91.00   0.50    0.83    --   84.75 -95.00 -30.00   66
 21  \w     43.00  92.00   0.50    0.83    --   84.75 -95.00 120.00   98
 22  \w     43.00  91.00   0.50    0.83    --   84.75 -95.00-120.00   96
 23  \w     65.00  91.00   0.50    0.83    --   84.75 -95.00   0.00   52
 24  \w     49.00 131.00   0.50    0.83    --   84.75  15.00 -90.00  164
;
_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      0.0109342000
_diffrn_orient_matrix_UB_12      0.0751560000
_diffrn_orient_matrix_UB_13      0.0310217000
_diffrn_orient_matrix_UB_21      -0.1224303000
_diffrn_orient_matrix_UB_22      -0.0019545000
_diffrn_orient_matrix_UB_23      0.0188140000
_diffrn_orient_matrix_UB_31      0.0575884000
_diffrn_orient_matrix_UB_32      -0.0187204000
_diffrn_orient_matrix_UB_33      0.1250918000
_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  0.0496
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10369
_diffrn_reflns_point_group_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.359
_diffrn_reflns_theta_min         3.734
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    8.726
_exptl_absorpt_correction_T_max  0.70251
_exptl_absorpt_correction_T_min  0.68300
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.43.142a (Rigaku Oxford Diffraction, 2024) Spherical 
 absorption correction using equivalent radius and absorption coefficient. 
 Empirical absorption correction using spherical harmonics, implemented in 
 SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_description       block
_exptl_crystal_F_000             1276
_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          0.078
_exptl_crystal_size_mid          0.049
_exptl_crystal_size_min          0.041
_exptl_crystal_size_rad          0.029
_refine_diff_density_max         2.128
_refine_diff_density_min         -1.839
_refine_diff_density_rms         0.159
_refine_ls_abs_structure_details
;
 Flack x determined using 4288 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, 
 Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.133(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     599
_refine_ls_number_reflns         10369
_refine_ls_number_restraints     247
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0631
_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^)+(0.1221P)^2^+4.8722P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1705
_refine_ls_wR_factor_ref         0.1719
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_full    0.883
_reflns_Friedel_fraction_max     0.804
_reflns_number_gt                10099
_reflns_number_total             10369
_reflns_threshold_expression     'I > 2\s(I)'
_twin_dimensionality             triperiodic
_twin_formation_mechanism        gt
_twin_morphology                 polysynthetic
_twin_special_details
;
 Component 2 rotated by 179.9972\% 
 around [1.00 0.00 0.00] (reciprocal) or [0.96 -0.00 0.28] (direct)
;
_cod_data_source_file            d5sc01395j2.cif
_cod_data_source_block           6-Ag
_cod_depositor_comments
'Adding full bibliography for 1574505--1574520.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1574508
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.549
_shelx_estimated_absorpt_t_max   0.716
_shelx_res_checksum              2433
_shelx_hkl_checksum              83246