Synthesis, reduction and C-H activation chemistry of azaborinines with redox-active organoboryl substituents.
Lamprecht, Anna; Arrowsmith, Merle; Dietz, Maximilian; Fuchs, Sonja; Rempel, Anna; Härterich, Marcel; Braunschweig, Holger; Dalton transactions (Cambridge, England : 2003) 53 (2024) 1004–1013; doi:10.1039/d3dt03826b

data_7714628
_publ_section_title
;
 Synthesis, reduction and C-H activation chemistry of azaborinines with
 redox-active organoboryl substituents.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1004
_journal_page_last               1013
_journal_paper_doi               10.1039/d3dt03826b
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C46 H32 B2 K N, 4(C6 H6)'
_chemical_formula_sum            'C70 H56 B2 K N'
_chemical_formula_weight         971.87
_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             2023-05-19
_audit_creation_method           'CIF-fill 1.4e (K.Radacki, 2005-23)'
_audit_update_record
;
2023-10-13 deposited with the CCDC.	2023-12-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.8370(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.8567(2)
_cell_length_b                   18.5384(2)
_cell_length_c                   16.4824(2)
_cell_measurement_reflns_used    21733
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.0510
_cell_measurement_theta_min      3.4030
_cell_volume                     5543.10(11)
_computing_cell_refinement       'CrysAlisPro 1.171.43.63a (Rigaku OD, 2023)'
_computing_data_collection
;
 CrysAlisPro system (CCD 42.72a 64-bit (release 07-10-2022))
;
_computing_data_reduction        'CrysAlisPro 1.171.43.63a (Rigaku OD, 2023)'
_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 2018/2 (Sheldrick, 2018)''
_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 0.969
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     15.00  69.00   0.60    2.00    --   58.47-100.00 121.00   90
  2  \w    -71.00 -17.00   0.60    2.00    --  -60.07 100.00-133.00   90
  3  \w    -80.00 -26.00   0.60    2.00    --  -69.74 100.00-133.00   90
  4  \w     27.00  81.00   0.60    2.00    --   71.35-100.00 121.00   90
  5  \w    -87.00 -33.00   0.60    2.00    --  -76.33 100.00-133.00   90
  6  \w     38.00  89.00   0.60    2.00    --   82.23-100.00 121.00   85
  7  \w     -5.00  20.20   0.60    2.00    --  -10.00  77.00 -63.52   42
  8  \w    -86.00 -59.60   0.60    2.00    --  -42.00 -47.00 -14.44   44
  9  \w   -102.00 -68.40   0.60    2.00    --  -54.00 -52.00 -99.54   56
 10  \w   -102.00 -69.60   0.60    2.00    --  -54.00 -50.00-164.72   54
 11  \w     41.00  77.00   0.60    2.00    --   71.35 -95.00-180.00   60
 12  \w   -119.00 -89.60   0.60    2.00    --  -74.00 -56.00 126.08   49
 13  \w    -92.00 -45.80   0.60    2.00    --  -76.33 112.00   0.00   77
 14  \w   -121.00 -94.60   0.60    2.00    --  -79.50 -63.00  20.37   44
 15  \w   -128.00 -94.40   0.60    2.00    --  -79.50 -48.00 -64.65   56
 16  \w   -124.00 -92.80   0.60    2.00    --  -79.50 -63.00-134.60   52
 17  \w   -128.00-102.80   0.60    2.00    --  -79.50 -52.00-149.88   42
 18  \w   -130.00 -98.80   0.60    2.00    --  -79.50 -42.00 137.12   52
 19  \w   -126.00 -96.60   0.60    2.00    --  -79.50 -49.00  99.90   49
 20  \w   -128.00-102.80   0.60    2.00    --  -79.50 -50.00 -83.18   42
 21  \w   -126.00 -96.00   0.60    2.00    --  -79.50 -55.00-164.84   50
 22  \w   -119.00 -92.60   0.60    2.00    --  -79.50-123.00 110.34   44
 23  \w   -121.00 -94.60   0.60    2.00    --  -79.50 -64.00 -66.20   44
 24  \w   -122.00 -95.00   0.60    2.00    --  -79.50 -62.00 -30.26   45
 25  \w   -126.00-100.80   0.60    2.00    --  -79.50 -57.00   7.51   42
 26  \w   -122.00 -96.80   0.60    2.00    --  -79.50 -61.00 -84.11   42
 27  \w     46.00  81.40   0.60    2.00    --   82.23-112.00 150.00   59
 28  \w     46.00  87.40   0.60    2.00    --   82.23 -95.00-180.00   69
 29  \w     44.80  96.40   0.60    2.00    --   85.25-114.00 178.87   86
 30  \w     46.00  71.20   0.60    2.00    --   85.25 -97.00-135.37   42
 31  \w     99.60 135.00   0.60    2.00    --   85.25  47.00 112.08   59
 32  \w     48.00  92.40   0.60    2.00    --   85.25-101.00-149.42   74
 33  \w    101.00 130.40   0.60    2.00    --   85.25 118.00 -62.92   49
 34  \w    101.00 127.40   0.60    2.00    --   85.25 117.00 -39.95   44
 35  \w     44.00  75.20   0.60    2.00    --   85.25 -92.00-112.83   52
 36  \w     98.00 123.20   0.60    2.00    --   85.25  43.00 -92.10   42
 37  \w    102.00 127.20   0.60    2.00    --   85.25 115.00  85.54   42
 38  \w    104.60 131.00   0.60    2.00    --   85.25 112.00-139.36   44
 39  \w     98.00 123.20   0.60    2.00    --   85.25  42.00-166.11   42
;
_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      0.0277694000
_diffrn_orient_matrix_UB_12      0.0784058000
_diffrn_orient_matrix_UB_13      0.0033683000
_diffrn_orient_matrix_UB_21      0.0091154000
_diffrn_orient_matrix_UB_22      -0.0080538000
_diffrn_orient_matrix_UB_23      -0.0896305000
_diffrn_orient_matrix_UB_31      -0.0797227000
_diffrn_orient_matrix_UB_32      0.0263367000
_diffrn_orient_matrix_UB_33      -0.0374624000
_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  0.0403
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            57186
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.418
_diffrn_reflns_theta_min         3.409
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    1.154
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.821
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.43.63a (Rigaku Oxford Diffraction, 2023) 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            'light purple'
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_description       block
_exptl_crystal_F_000             2048
_exptl_crystal_preparation
;
 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          0.200
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     729
_refine_ls_number_reflns         11140
_refine_ls_number_restraints     504
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0534
_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^)+(0.0958P)^2^+0.7053P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1502
_refine_ls_wR_factor_ref         0.1595
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8635
_reflns_number_total             11140
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt03826b2.cif
_cod_data_source_block           MaDi309_AnLa_a
_cod_depositor_comments
'Adding full bibliography for 7714624--7714631.cif.'
_cod_original_cell_volume        5543.09(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7714628
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.802
_shelx_estimated_absorpt_t_max   0.945
_shelx_res_checksum              8813