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_1576373
_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 H27 B O'
_chemical_formula_sum            'C30 H27 B O'
_chemical_formula_weight         414.32
_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             2025-01-15
_audit_creation_method           'CIF-fill 1.5p (K.Radacki, 2005-25)'
_audit_update_record
;
2025-11-03 deposited with the CCDC.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                83.044(3)
_cell_angle_beta                 84.725(4)
_cell_angle_gamma                78.152(4)
_cell_formula_units_Z            2
_cell_length_a                   5.8732(2)
_cell_length_b                   9.1187(4)
_cell_length_c                   22.1596(9)
_cell_measurement_reflns_used    4684
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.3470
_cell_measurement_theta_min      4.0180
_cell_volume                     1150.19(8)
_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 0.990
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w    -88.00 -52.00   0.50    0.63    --  -69.94 -15.00 -60.00   72
  2  \w     67.00  92.00   0.50    0.63    --   84.75 -95.00-150.00   50
  3  \w   -127.00 -50.00   0.50    0.63    --  -76.40 -15.00  90.00  154
  4  \w     50.00 132.00   0.50    0.63    --   84.75  15.00-120.00  164
  5  \w     16.00  43.00   0.50    0.63    --   58.86 -95.00-120.00   54
  6  \w    -97.00 -67.00   0.50    0.63    --  -79.50 115.00 114.28   60
  7  \w     31.00  58.00   0.50    0.63    --   71.49 -95.00 150.00   54
  8  \w     29.00  54.00   0.50    0.63    --   71.49 -95.00 120.00   50
  9  \w    -63.00 -38.00   0.50    0.63    --  -79.50 115.00 114.28   50
 10  \w    -75.00 -31.00   0.50    0.63    --  -76.40 112.00 -60.00   88
 11  \w     66.00  91.00   0.50    0.63    --   84.75 -95.00  30.00   50
 12  \w    -97.00 -41.00   0.50    0.63    --  -78.00 114.00 -99.41  112
 13  \w    -84.00 -31.00   0.50    0.63    --  -76.40 112.00 150.00  106
 14  \w    -67.00 -39.00   0.50    0.63    --  -76.40 112.00-150.00   56
 15  \w    -64.00 -22.00   0.50    0.63    --  -60.41 126.00  30.00   84
 16  \w     59.00 110.00   0.50    0.63    --   77.02  15.00 -90.00  102
 17  \w   -119.00 -90.00   0.50    0.63    --  -69.94 -15.00 -60.00   58
 18  \w   -124.00 -41.00   0.50    0.63    --  -76.40 -15.00 -30.00  166
 19  \w    -60.00 -24.00   0.50    0.63    --  -69.94 126.00-150.00   72
 20  \w   -127.00 -94.00   0.50    0.63    --  -76.40 -15.00  60.00   66
 21  \w     49.00 135.00   0.50    0.63    --   84.75  15.00 -30.00  172
 22  \w     50.00  92.00   0.50    0.63    --   84.75 -95.00  60.00   84
 23  \w     67.00  92.00   0.50    0.63    --   84.75 -95.00 150.00   50
 24  \w     42.00  91.00   0.50    0.63    --   84.75 -95.00-120.00   98
 25  \w     62.00  89.00   0.50    0.63    --   84.75 -95.00-180.00   54
 26  \w     54.00  92.00   0.50    0.63    --   84.75 -95.00 -30.00   76
 27  \w     41.00  90.00   0.50    0.63    --   77.02-112.00  60.00   98
 28  \w     42.00  67.00   0.50    0.63    --   84.75 -95.00   0.00   50
 29  \w     16.00  46.00   0.50    0.63    --   58.86 -95.00 -30.00   60
 30  \w     39.00  64.00   0.50    0.63    --   84.75-112.00 120.00   50
 31  \w     64.00  92.00   0.50    0.63    --   84.75 -95.00 -60.00   56
 32  \w     51.00  89.00   0.50    0.63    --   84.75 -95.00 120.00   76
 33  \w     54.00  90.00   0.50    0.63    --   84.75 -95.00 -90.00   72
;
_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      -0.2137378000
_diffrn_orient_matrix_UB_12      0.1144338000
_diffrn_orient_matrix_UB_13      0.0219176000
_diffrn_orient_matrix_UB_21      -0.1248028000
_diffrn_orient_matrix_UB_22      -0.0139282000
_diffrn_orient_matrix_UB_23      -0.0566163000
_diffrn_orient_matrix_UB_31      -0.1044828000
_diffrn_orient_matrix_UB_32      -0.1297732000
_diffrn_orient_matrix_UB_33      0.0352542000
_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  0.0294
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12872
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.509
_diffrn_reflns_theta_min         4.029
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.532
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73613
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) Empirical 
 absorption correction using spherical harmonics, implemented in SCALE3 
 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_description       needle
_exptl_crystal_F_000             440
_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          0.290
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.874
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4474
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0582
_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^)+(0.0914P)^2^+0.1549P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1530
_refine_ls_wR_factor_ref         0.1653
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3263
_reflns_number_total             4474
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08526h2.cif
_cod_data_source_block           2Dur
_cod_original_cell_volume        1150.20(8)
_cod_database_code               1576373
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.861
_shelx_estimated_absorpt_t_max   0.984
_shelx_res_checksum              95031