Boraindenes as versatile precursors to benzannulated boron heterocycles
Wieprecht, Nele; Krummenacher, Ivo; Wüst, Leonie; Michel, Maximilian; Neder, Marco; Häfner, Andreas; Karg, Jordan; Braunschweig, Holger; Chemical Science  (2025) –; doi:10.1039/D5SC08526H

data_1576378
_publ_section_title
;
 Boraindenes as versatile precursors to benzannulated boron heterocycles
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC08526H
_journal_year                    2025
_chemical_formula_moiety         'C30 H25 B'
_chemical_formula_sum            'C30 H25 B'
_chemical_formula_weight         396.31
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-05-27
_audit_creation_method           'CIF-fill 1.6h (K.Radacki, 2005-25)'
_audit_update_record
;
2025-11-03 deposited with the CCDC.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                108.810(2)
_cell_angle_beta                 93.158(2)
_cell_angle_gamma                100.928(2)
_cell_formula_units_Z            4
_cell_length_a                   10.3483(2)
_cell_length_b                   14.6643(5)
_cell_length_c                   15.6980(3)
_cell_measurement_reflns_used    11418
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.9290
_cell_measurement_theta_min      2.9620
_cell_volume                     2196.69(10)
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_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 0.994
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_details
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     29.00  61.00   0.50    0.75    --   77.00-112.00-120.00   64
  2  \w     29.00  64.00   0.50    0.75    --   71.51 -95.00-150.00   70
  3  \w     34.00  93.00   0.50    0.75    --   77.00-112.00-180.00  118
  4  \w     33.00  58.00   0.50    0.75    --   71.51 -95.00-120.00   50
  5  \w     17.00  57.00   0.50    0.75    --   58.82 -95.00 -60.00   80
  6  \w     36.00  62.00   0.50    0.75    --   71.51 -95.00 -30.00   52
  7  \w     30.00  93.00   0.50    0.75    --   77.00-112.00   0.00  126
  8  \w     42.00  92.00   0.50    0.75    --   84.80 -95.00 -90.00  100
  9  \w     44.00  93.00   0.50    0.75    --   77.00-112.00  90.00   98
 10  \w     18.00  45.00   0.50    0.75    --   58.82 -95.00 120.00   54
 11  \w     20.00  55.00   0.50    0.75    --   58.82 -95.00 150.00   70
 12  \w     53.00  92.00   0.50    0.75    --   84.80 -95.00 150.00   78
 13  \w     42.00  67.00   0.50    0.75    --   84.80 -95.00 120.00   50
 14  \w     42.00  67.00   0.50    0.75    --   84.80 -95.00   0.00   50
 15  \w     48.00  91.00   0.50    0.75    --   84.80 -95.00  30.00   86
 16  \w     65.00  90.00   0.50    0.75    --   84.80 -95.00  60.00   50
 17  \w     46.00  92.00   0.50    0.75    --   84.80 -95.00  90.00   92
 18  \w     67.00  92.00   0.50    0.75    --   84.80 -95.00 -30.00   50
 19  \w     66.00  91.00   0.50    0.75    --   84.80 -95.00 -60.00   50
 20  \w     65.00  92.00   0.50    0.75    --   84.80 -95.00-120.00   54
 21  \w     65.00  92.00   0.50    0.75    --   84.80 -95.00-150.00   54
 22  \w     48.00  92.00   0.50    0.75    --   84.80 -95.00-180.00   88
 23  \w     49.00  74.00   0.50    0.75    --   58.82  15.00-121.00   50
 24  \w     56.00  81.00   0.50    0.75    --   71.51  15.00-121.00   50
 25  \w     42.00  96.00   0.50    0.75    --   77.00  15.00-121.00  108
 26  \w     62.00 135.00   0.50    0.75    --   84.80  15.00-121.00  146
 27  \w     48.00 108.00   0.50    0.75    --   58.82  15.00 -60.00  120
 28  \w     45.00 126.00   0.50    0.75    --   77.00  15.00 -30.00  162
 29  \w     52.00 125.00   0.50    0.75    --   84.80  15.00  30.00  146
 30  \w     55.00 103.00   0.50    0.75    --   58.82  15.00   0.00   96
 31  \w    -78.00 -52.00   0.50    0.75    --  -60.42 -15.00  68.00   52
 32  \w    -63.00 -34.00   0.50    0.75    --  -69.91 -15.00  68.00   58
 33  \w   -111.00 -43.00   0.50    0.75    --  -76.44 -15.00  68.00  136
 34  \w   -114.00 -88.00   0.50    0.75    --  -69.91 -15.00  68.00   52
 35  \w   -127.00 -43.00   0.50    0.75    --  -76.44 -15.00   0.00  168
 36  \w    -64.00 -29.00   0.50    0.75    --  -76.44 112.00 -30.00   70
 37  \w    -54.00 -22.00   0.50    0.75    --  -69.91 126.00  30.00   64
 38  \w    -66.00 -33.00   0.50    0.75    --  -69.91 126.00   0.00   66
 39  \w    -47.00 -17.00   0.50    0.75    --  -60.42 126.00 -60.00   60
 40  \w    -97.00 -45.00   0.50    0.75    --  -79.50 117.00-123.12  104
;
_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      0.1443957000
_diffrn_orient_matrix_UB_12      -0.0078478000
_diffrn_orient_matrix_UB_13      0.0190120000
_diffrn_orient_matrix_UB_21      0.0499657000
_diffrn_orient_matrix_UB_22      0.1016932000
_diffrn_orient_matrix_UB_23      -0.0095165000
_diffrn_orient_matrix_UB_31      -0.0026694000
_diffrn_orient_matrix_UB_32      0.0503655000
_diffrn_orient_matrix_UB_33      0.1023082000
_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  0.0485
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            30369
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.380
_diffrn_reflns_theta_min         2.997
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.502
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.703
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) 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            'clear light colourless'
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_description       needle
_exptl_crystal_F_000             840
_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          0.210
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     594
_refine_ls_number_reflns         8574
_refine_ls_number_restraints     252
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0612
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.1175P)^2^+0.3838P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1721
_refine_ls_wR_factor_ref         0.1864
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6483
_reflns_number_total             8574
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08526h2.cif
_cod_data_source_block           6PhMe
_cod_database_code               1576378
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.902
_shelx_estimated_absorpt_t_max   0.971
_shelx_res_checksum              7235