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_7714625
_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         'C80 H58 B4 N2'
_chemical_formula_sum            'C80 H58 B4 N2'
_chemical_formula_weight         1090.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-08-11
_audit_creation_method           'CIF-fill 1.3i (K.Radacki, 2005-22)'
_audit_update_record
;
2023-10-13 deposited with the CCDC.	2023-12-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.8480(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.76130(10)
_cell_length_b                   12.1923(2)
_cell_length_c                   18.9650(2)
_cell_measurement_reflns_used    18183
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.8480
_cell_measurement_theta_min      4.1020
_cell_volume                     2949.22(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_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 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 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     99.00 133.00   0.50    0.17    --   85.25  41.00  56.68   68
  2  \w     97.00 122.00   0.50    0.17    --   85.25  36.00  36.83   50
  3  \w     96.00 132.00   0.50    0.17    --   85.25  29.00  24.55   72
  4  \w     99.00 134.00   0.50    0.17    --   85.25  49.00 -27.74   70
  5  \w     94.00 120.00   0.50    0.17    --   85.25  18.00-108.06   52
  6  \w     46.00 133.00   0.50    0.17    --   82.31  15.00-150.00  174
  7  \w     43.00  68.00   0.50    0.17    --   85.25 -71.00 -10.60   50
  8  \w     43.00  69.00   0.50    0.17    --   85.25 -71.00   5.54   52
  9  \w    107.00 132.00   0.50    0.17    --   85.25 124.00   1.12   50
 10  \w     45.00  70.00   0.50    0.17    --   85.25 -75.00-146.86   50
 11  \w     39.00  83.00   0.50    0.17    --   85.25-139.00 -15.54   88
 12  \w     39.00 101.00   0.50    0.17    --   85.25-134.00-118.93  124
 13  \w     52.00  78.00   0.50    0.17    --   85.25-126.00 105.79   52
 14  \w     38.00  86.00   0.50    0.17    --   85.25-130.00 133.93   96
 15  \w     39.00  65.00   0.50    0.17    --   85.25-138.00 159.68   52
 16  \w     81.00 107.00   0.50    0.17    --   85.25-138.00 159.68   52
 17  \w     43.00  93.00   0.50    0.17    --   85.25-114.00 -25.55  100
 18  \w     40.00  90.00   0.50    0.17    --   82.31 -95.00   0.00  100
 19  \w     66.00  92.00   0.50    0.17    --   85.25 -98.00 -26.83   52
 20  \w     46.00  77.00   0.50    0.17    --   85.25-104.00 -72.16   62
 21  \w     41.00  82.00   0.50    0.17    --   85.25-100.00 -97.74   82
 22  \w     64.00  91.00   0.50    0.17    --   85.25 -92.00-142.63   54
 23  \w     52.00  78.00   0.50    0.17    --   85.25 -95.00-154.14   52
 24  \w     63.00  89.00   0.50    0.17    --   85.25 -91.00 -14.46   52
 25  \w     47.00  79.00   0.50    0.17    --   85.25 -93.00 146.54   64
 26  \w   -121.00 -81.00   0.50    0.17    --  -70.00 -36.00  38.55   80
 27  \w   -117.00 -85.00   0.50    0.17    --  -70.00 -58.00 140.39   64
 28  \w   -106.00 -71.00   0.50    0.17    --  -58.00 -51.00   7.39   70
 29  \w   -111.00 -76.00   0.50    0.17    --  -62.00 -49.00-132.06   70
 30  \w   -120.00 -86.00   0.50    0.17    --  -74.00 -60.00 -98.84   68
 31  \w   -115.00 -80.00   0.50    0.17    --  -66.00 -47.00-162.93   70
 32  \w    -95.00 -60.00   0.50    0.17    --  -46.00 -47.00 -65.54   70
 33  \w   -116.00 -79.00   0.50    0.17    --  -66.00 -44.00 -73.71   74
 34  \w    -88.00 -14.00   0.50    0.17    --  -60.19 126.00 -60.00  148
 35  \w   -107.00 -72.00   0.50    0.17    --  -58.00 -48.00 151.57   70
 36  \w   -126.00 -93.00   0.50    0.17    --  -79.50-120.00 134.63   66
;
_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      0.0651494000
_diffrn_orient_matrix_UB_12      0.0989471000
_diffrn_orient_matrix_UB_13      -0.0238499000
_diffrn_orient_matrix_UB_21      0.0665578000
_diffrn_orient_matrix_UB_22      -0.0062655000
_diffrn_orient_matrix_UB_23      0.0690720000
_diffrn_orient_matrix_UB_31      0.0768431000
_diffrn_orient_matrix_UB_32      -0.0784039000
_diffrn_orient_matrix_UB_33      -0.0355682000
_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  0.0254
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            31837
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.127
_diffrn_reflns_theta_min         4.115
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.525
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022) 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            'intense yellow'
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_preparation
;
 Crystalls were grown from saturated solution of 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          0.190
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         6032
_refine_ls_number_restraints     240
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0421
_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^)+(0.0415P)^2^+0.9693P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1016
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5067
_reflns_number_total             6032
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt03826b2.cif
_cod_data_source_block           AnLa110_AnLa_a
_cod_depositor_comments
'Adding full bibliography for 7714624--7714631.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7714625
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.907
_shelx_estimated_absorpt_t_max   0.974
_shelx_res_checksum              24493