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_7714630
_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         'C62 H45 B2 N, C6 H6'
_chemical_formula_sum            'C68 H51 B2 N'
_chemical_formula_weight         903.71
_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_method           'CIF-fill 1.2s (K.Radacki 2005-21)'
_audit_update_record
;
2023-10-13 deposited with the CCDC.	2023-12-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.8450(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.6357(2)
_cell_length_b                   15.1081(2)
_cell_length_c                   25.2435(3)
_cell_measurement_reflns_used    18669
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.6670
_cell_measurement_theta_min      3.3440
_cell_volume                     5049.31(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_data_collection       'BIS 2011.8 / APEX2 ver. 2014.9 (Bruker AXS)'
_computing_data_reduction        'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 HPA
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HyPix 6000'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 
   # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
 --------------------------------------------------------------------------
   1  \w   -110.00 -53.00   0.50    0.67    --  -47.21-160.00  25.00  114
   2  \w    -32.00  -4.00   0.50    0.67    --  -47.21 117.00 -95.00   56
   3  \w     30.00  78.00   0.50    0.67    --   47.21-117.00 176.00   96
   4  \w     70.00  95.00   0.50    0.67    --   47.21 160.00  55.00   50
   5  \w     59.00  84.00   0.50    0.67    --   47.21-160.00  25.00   50
   6  \w    -77.00 -52.00   0.50    2.67    --  -91.75 117.00 -95.00   50
   7  \w   -111.00 -85.00   0.50    2.67    --  -91.75-160.00  25.00   52
   8  \w   -161.00 -75.00   0.50    2.67    --  -91.75-117.00 176.00  172
   9  \w    103.00 137.00   0.50    2.67    --  106.98-160.00  25.00   68
  10  \w     92.00 117.00   0.50    2.67    --  106.98 160.00  55.00   50
  11  \w    122.00 147.00   0.50    2.67    --  106.98 117.00 -95.00   50
  12  \w     48.00 113.00   0.50    2.67    --  106.98-117.00 176.00  130
  13  \w    -26.00  28.00   0.50    0.67    --  -47.21  19.00 -60.00  108
  14  \w   -119.00 -70.00   0.50    0.67    --  -47.21-125.00-120.00   98
  15  \w    -20.00  27.00   0.50    0.67    --  -47.21  19.00  30.00   94
  16  \w   -118.00 -71.00   0.50    0.67    --  -47.21-125.00  30.00   94
  17  \w    -47.00 -20.00   0.50    2.67    --  -91.75  45.00 -90.00   54
  18  \w    -48.00 -21.00   0.50    2.67    --  -91.75  45.00 -60.00   54
  19  \w    -49.00 -22.00   0.50    2.67    --  -91.75  45.00  60.00   54
  20  \w   -104.00 -79.00   0.50    2.67    --  -91.75 -30.00   0.00   50
  21  \w    -48.00 -22.00   0.50    2.67    --  -91.75  45.00  90.00   52
  22  \w    -46.00 -21.00   0.50    2.67    --  -91.75  45.00 120.00   50
  23  \w   -165.00-125.00   0.50    2.67    --  -91.75 -30.00   0.00   80
  24  \w    -66.00 -20.00   0.50    2.67    --  -91.75  61.00 120.00   92
  25  \w     38.00  98.00   0.50    2.67    --  106.98 -94.00-180.00  120
  26  \w     45.00  71.00   0.50    2.67    --  106.98 -61.00-120.00   52
  27  \w     36.00  63.00   0.50    2.67    --  106.98 -61.00-150.00   54
  28  \w     94.00 177.00   0.50    2.67    --  106.98  45.00  60.00  166
  29  \w    101.00 126.00   0.50    2.67    --  106.98  30.00  90.00   50
  30  \w     73.00 101.00   0.50    2.67    --  106.98 -77.00-180.00   56
  31  \w     35.00 112.00   0.50    2.67    --  106.98-125.00 -60.00  154
  32  \w     42.00  67.00   0.50    2.67    --  106.98 -77.00-180.00   50
  33  \w    140.00 165.00   0.50    2.67    --  106.98  30.00  90.00   50
  34  \w     35.00  67.00   0.50    2.67    --  106.98 -61.00-180.00   64

;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-S'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            42973
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.076
_diffrn_reflns_theta_min         3.338
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet X-ray Source'
_exptl_absorpt_coefficient_mu    0.507
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72191
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.41.73a (Rigaku Oxford Diffraction, 2020) Empirical 
absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK 
scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.209
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.076
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     640
_refine_ls_number_reflns         9513
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0426
_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^)+(0.0413P)^2^+1.9188P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0958
_refine_ls_wR_factor_ref         0.1005
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8174
_reflns_number_total             9513
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt03826b2.cif
_cod_data_source_block           test_a_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7714624--7714631.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7714630
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.901
_shelx_estimated_absorpt_t_max   0.961
_shelx_res_checksum              16388