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_1576374
_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         'C27 H21 B Se'
_chemical_formula_sum            'C27 H21 B Se'
_chemical_formula_weight         435.21
_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             2025-05-26
_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                98.425(4)
_cell_angle_beta                 96.546(3)
_cell_angle_gamma                90.620(3)
_cell_formula_units_Z            2
_cell_length_a                   8.7393(4)
_cell_length_b                   10.2112(4)
_cell_length_c                   11.8329(5)
_cell_measurement_reflns_used    8077
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.3130
_cell_measurement_theta_min      3.7770
_cell_volume                     1037.34(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 0.945
_diffrn_measurement_details
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     41.00 128.00   0.50    0.06    --   77.00  15.00 -60.00  174
  2  \w     42.00 118.00   0.50    0.06    --   77.00  15.00  30.00  152
  3  \w     38.00 107.00   0.50    0.06    --   58.52  15.00  60.00  138
  4  \w     62.00 100.00   0.50    0.06    --   84.80  15.00-180.00   76
  5  \w     77.00 129.00   0.50    0.06    --   84.80  15.00-150.00  104
  6  \w     71.00 124.00   0.50    0.06    --   84.80  15.00  60.00  106
  7  \w     92.00 137.00   0.50    0.06    --   84.80  28.00  80.00   90
  8  \w     49.00 108.00   0.50    0.06    --   58.52  15.00 150.00  118
  9  \w     64.00  90.00   0.50    0.06    --   84.80 -95.00 120.00   52
 10  \w     37.00  62.00   0.50    0.06    --   84.80-112.00 150.00   50
 11  \w     57.00 100.00   0.50    0.06    --   71.31-126.00 150.00   86
 12  \w     37.00  63.00   0.50    0.06    --   77.00-112.00 -60.00   52
 13  \w     68.00  93.00   0.50    0.06    --   77.00-112.00 -60.00   50
 14  \w     39.00  65.00   0.50    0.06    --   84.80-112.00-150.00   52
 15  \w     16.00  51.00   0.50    0.06    --   58.52 -95.00-150.00   70
 16  \w     18.00  44.00   0.50    0.06    --   58.52 -95.00 -60.00   52
 17  \w     34.00  59.00   0.50    0.06    --   77.00 -95.00 -30.00   50
 18  \w     34.00  84.00   0.50    0.06    --   77.00 -95.00  30.00  100
 19  \w     44.00  87.00   0.50    0.06    --   84.80 -95.00  90.00   86
 20  \w     16.00  41.00   0.50    0.06    --   58.52 -95.00  30.00   50
 21  \w     65.00  91.00   0.50    0.06    --   84.80 -95.00 -30.00   52
 22  \w     65.00  90.00   0.50    0.06    --   84.80 -95.00   0.00   50
 23  \w     49.00  91.00   0.50    0.06    --   84.80 -95.00  60.00   84
 24  \w     22.00  49.00   0.50    0.06    --   58.52 -95.00  60.00   54
 25  \w     42.00  88.00   0.50    0.06    --   84.80 -95.00 -60.00   92
 26  \w     52.00  91.00   0.50    0.06    --   84.80 -95.00-120.00   78
 27  \w     66.00  92.00   0.50    0.06    --   84.80 -95.00-150.00   52
 28  \w     64.00  92.00   0.50    0.06    --   84.80 -95.00-180.00   56
 29  \w     16.00  41.00   0.50    0.06    --   58.52 -95.00   0.00   50
 30  \w   -113.00 -85.00   0.50    0.06    --  -69.60 -15.00-150.00   56
 31  \w    -81.00 -45.00   0.50    0.06    --  -69.60 -15.00-150.00   72
 32  \w    -74.00 -28.00   0.50    0.06    --  -76.44 112.00-180.00   92
 33  \w    -97.00 -71.00   0.50    0.06    --  -79.50 116.00 -63.85   52
 34  \w    -68.00 -42.00   0.50    0.06    --  -79.50 116.00 -63.85   52
 35  \w    -78.00 -28.00   0.50    0.06    --  -76.44 112.00  60.00  100
 36  \w    -92.00 -41.00   0.50    0.06    --  -76.44 112.00 120.00  102
 37  \w   -121.00 -40.00   0.50    0.06    --  -76.44 -15.00  90.00  162
;
_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      -0.1021567000
_diffrn_orient_matrix_UB_12      0.1117928000
_diffrn_orient_matrix_UB_13      0.0482407000
_diffrn_orient_matrix_UB_21      0.1308629000
_diffrn_orient_matrix_UB_22      0.1021112000
_diffrn_orient_matrix_UB_23      -0.0005940000
_diffrn_orient_matrix_UB_31      -0.0628279000
_diffrn_orient_matrix_UB_32      0.0188375000
_diffrn_orient_matrix_UB_33      -0.1234276000
_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  0.0615
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12438
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.810
_diffrn_reflns_theta_min         3.802
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    2.503
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.854
_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    1.393
_exptl_crystal_description       plate
_exptl_crystal_F_000             444
_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          0.130
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.020
_refine_diff_density_max         1.031
_refine_diff_density_min         -1.227
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4023
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0463
_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^)+(0.0722P)^2^+0.4749P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1320
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3569
_reflns_number_total             4023
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08526h2.cif
_cod_data_source_block           4Tol
_cod_database_code               1576374
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.737
_shelx_estimated_absorpt_t_max   0.952
_shelx_res_checksum              55924