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_7714627
_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         'C44 H39 B2 K N O'
_chemical_formula_sum            'C44 H39 B2 K N O'
_chemical_formula_weight         658.48
_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-10-13
_audit_creation_method           'CIF-fill 1.4o (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                 103.878(11)
_cell_angle_gamma                90
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_cell_length_b                   27.705(3)
_cell_length_c                   11.8914(11)
_cell_measurement_reflns_used    4831
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      69.9860
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_computing_cell_refinement       'CrysAlisPro 1.171.42.63a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.63a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.63a (Rigaku OD, 2022)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_refinement  'SHELXL-2019/1 (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 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     19.00  71.50   0.75   23.00    --   60.59-111.00  18.00   70
  2  \w    -73.00 -46.75   0.75   23.00    --  -61.85 111.00 112.00   35
  3  \w    -83.00 -56.75   0.75   23.00    --  -72.56 111.00 112.00   35
  4  \w     35.00  61.25   0.75   23.00    --   73.82-111.00  18.00   35
  5  \w    -79.00 -43.75   0.75   23.00    --  -76.27 111.00 112.00   47
  6  \w     39.00  90.75   0.75   23.00    --   80.45-111.00  18.00   69
  7  \w     66.00  93.75   0.75   23.00    --   50.00  51.00  66.73   37
  8  \w     25.00  53.50   0.75   23.00    --   60.59 -95.00-180.00   38
  9  \w   -108.00 -79.50   0.75   23.00    --  -62.00 -49.00  93.34   38
 10  \w   -113.00 -86.75   0.75   23.00    --  -70.00 -59.00 159.25   35
 11  \w   -116.00 -85.25   0.75   23.00    --  -70.00 -55.00  74.92   41
 12  \w   -116.00 -87.50   0.75   23.00    --  -70.00 -48.00  20.33   38
 13  \w   -126.00 -97.50   0.75   23.00    --  -79.50 -41.00  -3.44   38
 14  \w   -125.00 -97.25   0.75   23.00    --  -79.50 -52.00-168.82   37
 15  \w    -96.00 -60.75   0.75   23.00    --  -79.50 115.00  16.49   47
 16  \w    -96.00 -48.75   0.75   23.00    --  -79.50 115.00  61.37   63
 17  \w   -123.00 -95.25   0.75   23.00    --  -79.50 -60.00-113.33   37
 18  \w   -119.00 -90.50   0.75   23.00    --  -79.50-127.00-115.67   38
 19  \w   -122.00 -93.50   0.75   23.00    --  -79.50 -61.00 -78.19   38
 20  \w   -125.00 -96.50   0.75   23.00    --  -79.50 -55.00 158.59   38
 21  \w    -97.00 -66.25   0.75   23.00    --  -79.50 114.00  38.56   41
 22  \w   -121.00 -92.50   0.75   23.00    --  -79.50 -61.00  50.68   38
 23  \w    -97.00 -69.25   0.75   23.00    --  -79.50 114.00   9.83   37
 24  \w     44.00  71.75   0.75   23.00    --   80.45-112.00 -90.00   37
 25  \w     53.00  79.25   0.75   23.00    --   80.45 -95.00  60.00   35
 26  \w     86.00 114.50   0.75   23.00    --   80.45  15.00-120.00   38
 27  \w     51.00  84.00   0.75   23.00    --   80.45 -95.00 -60.00   44
 28  \w     38.00  66.50   0.75   23.00    --   82.00-116.00 -59.25   38
 29  \w     42.00 101.25   0.75   23.00    --   83.50-132.00 -38.64   79
 30  \w     62.00  90.50   0.75   23.00    --   83.50 -98.00  37.38   38
 31  \w     47.00  73.25   0.75   23.00    --   83.50 -81.00  -1.63   35
 32  \w     62.00  88.25   0.75   23.00    --   83.50 -95.00  75.23   35
 33  \w     71.00  99.50   0.75   23.00    --   83.50-131.00 -99.26   38
 34  \w     44.00  78.50   0.75   23.00    --   83.50-100.00-156.25   46
 35  \w     43.00  69.25   0.75   23.00    --   83.50 -95.00-116.85   35
 36  \w     39.00  67.50   0.75   23.00    --   83.50-131.00 -99.26   38
 37  \w     97.00 123.25   0.75   23.00    --   83.50  61.00 107.53   35
 38  \w     64.00  92.50   0.75   23.00    --   83.50-101.00 136.97   38
 39  \w     48.00  76.50   0.75   23.00    --   83.50 -89.00 -44.19   38
 40  \w     99.00 132.00   0.75   23.00    --   83.50  41.00  20.70   44
 41  \w     51.00  79.50   0.75   23.00    --   83.50-136.00-103.33   38
 42  \w     44.00  72.50   0.75   23.00    --   83.50 -91.00 161.99   38
 43  \w     44.00  74.75   0.75   23.00    --   83.50-113.00 160.70   41
 44  \w    100.00 127.75   0.75   23.00    --   83.50  57.00-143.36   37
 45  \w     53.00 101.75   0.75   23.00    --   83.50-129.00 147.27   65
 46  \w     97.00 125.50   0.75   23.00    --   83.50 124.00 114.72   38
 47  \w     63.00  90.75   0.75   23.00    --   83.50 -99.00  28.32   37
 48  \w     41.00  67.25   0.75   23.00    --   83.50-106.00-140.64   35
 49  \w     40.00  82.00   0.75   23.00    --   83.50-125.00 118.58   56
 50  \w     99.00 129.75   0.75   23.00    --   83.50 126.00 -57.77   41
 51  \w     98.00 126.50   0.75   23.00    --   83.50  40.00 -80.23   38
;
_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      0.1065699000
_diffrn_orient_matrix_UB_12      0.0219788000
_diffrn_orient_matrix_UB_13      0.0692669000
_diffrn_orient_matrix_UB_21      -0.0543119000
_diffrn_orient_matrix_UB_22      0.0497919000
_diffrn_orient_matrix_UB_23      -0.0043423000
_diffrn_orient_matrix_UB_31      -0.0320978000
_diffrn_orient_matrix_UB_32      -0.0115333000
_diffrn_orient_matrix_UB_33      0.1138980000
_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  0.1474
_diffrn_reflns_av_unetI/netI     0.1360
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            46538
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_min         3.190
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
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_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.848
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.42.63a (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            colourless
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_description       needle
_exptl_crystal_F_000             1388
_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          0.100
_exptl_crystal_size_mid          0.050
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_refine_diff_density_max         2.181
_refine_diff_density_min         -0.670
_refine_diff_density_rms         0.209
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         7501
_refine_ls_number_restraints     55
_refine_ls_restrained_S_all      1.747
_refine_ls_R_factor_all          0.3678
_refine_ls_R_factor_gt           0.2416
_refine_ls_shift/su_max          0.065
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5494
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_reflns_Friedel_coverage         0.000
_reflns_number_gt                2773
_reflns_number_total             7501
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt03826b2.cif
_cod_data_source_block           AnLa112_AnLa_a
_cod_depositor_comments
'Adding full bibliography for 7714624--7714631.cif.'
_cod_original_cell_volume        4098.0(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7714627
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_min   0.876
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_shelx_res_checksum              30198