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_1576367
_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 S'
_chemical_formula_sum            'C27 H21 B S'
_chemical_formula_weight         388.31
_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             2025-03-03
_audit_creation_method           'CIF-fill 1.5y (K.Radacki, 2005-25)'
_audit_update_record
;
2025-11-03 deposited with the CCDC.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                109.291(4)
_cell_angle_beta                 95.409(3)
_cell_angle_gamma                109.726(4)
_cell_formula_units_Z            2
_cell_length_a                   9.3633(4)
_cell_length_b                   10.9091(5)
_cell_length_c                   11.5638(4)
_cell_measurement_reflns_used    7919
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.5000
_cell_measurement_theta_min      4.1380
_cell_volume                     1020.91(9)
_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 0.940
_diffrn_measurement_details
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     92.00 122.00   0.50    0.05    --   84.76  15.00-120.00   60
  2  \w     50.00  82.00   0.50    0.05    --   84.76  15.00-120.00   64
  3  \w     47.00  72.00   0.50    0.05    --   77.01  15.00 -90.00   50
  4  \w     90.00 117.00   0.50    0.05    --   77.01  15.00 -90.00   54
  5  \w     56.00 135.00   0.50    0.05    --   84.76  15.00 -30.00  158
  6  \w     17.00  63.00   0.50    0.05    --   58.85 -95.00   0.00   92
  7  \w     35.00  91.00   0.50    0.05    --   77.01-112.00 150.00  112
  8  \w     39.00  67.00   0.50    0.05    --   84.76-112.00   0.00   56
  9  \w     39.00  65.00   0.50    0.05    --   77.01 -95.00 -60.00   52
 10  \w     16.00  46.00   0.50    0.05    --   58.85 -95.00 -30.00   60
 11  \w     52.00  92.00   0.50    0.05    --   84.76 -95.00  30.00   80
 12  \w     16.00  41.00   0.50    0.05    --   58.85 -95.00 -60.00   50
 13  \w     35.00  63.00   0.50    0.05    --   77.01 -95.00-120.00   56
 14  \w     29.00  54.00   0.50    0.05    --   58.85 -95.00-150.00   50
 15  \w     39.00  64.00   0.50    0.05    --   84.76-112.00-180.00   50
 16  \w     66.00  92.00   0.50    0.05    --   84.76 -95.00-120.00   52
 17  \w     42.00  92.00   0.50    0.05    --   84.76 -95.00 -90.00  100
 18  \w     61.00  92.00   0.50    0.05    --   84.76 -95.00 -30.00   62
 19  \w     45.00  87.00   0.50    0.05    --   84.76 -95.00  90.00   84
 20  \w     67.00  92.00   0.50    0.05    --   84.76 -95.00 120.00   50
 21  \w    -93.00 -38.00   0.50    0.05    --  -76.45 112.00 150.00  110
 22  \w    -59.00 -24.00   0.50    0.05    --  -69.92 126.00  90.00   70
 23  \w    -56.00 -30.00   0.50    0.05    --  -69.92 126.00   0.00   52
 24  \w    -62.00 -35.00   0.50    0.05    --  -76.45 112.00  30.00   54
 25  \w    -98.00 -64.00   0.50    0.05    --  -69.92 126.00   0.00   68
 26  \w    -89.00 -42.00   0.50    0.05    --  -76.45 112.00 -30.00   94
 27  \w    -98.00 -71.00   0.50    0.05    --  -69.92 126.00-180.00   54
 28  \w    -62.00 -26.00   0.50    0.05    --  -69.92 126.00-180.00   72
 29  \w    -98.00 -32.00   0.50    0.05    --  -60.43 -15.00 -30.00  132
 30  \w   -123.00 -45.00   0.50    0.05    --  -76.45 -15.00 -60.00  156
 31  \w   -107.00 -47.00   0.50    0.05    --  -76.45 -15.00  30.00  120
 32  \w    -74.00 -46.00   0.50    0.05    --  -76.45 -15.00  90.00   56
 33  \w   -111.00 -80.00   0.50    0.05    --  -76.45 -15.00  90.00   62
;
_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      -0.0764830000
_diffrn_orient_matrix_UB_12      -0.1561909000
_diffrn_orient_matrix_UB_13      -0.0181217000
_diffrn_orient_matrix_UB_21      0.1590452000
_diffrn_orient_matrix_UB_22      -0.0122383000
_diffrn_orient_matrix_UB_23      -0.0011415000
_diffrn_orient_matrix_UB_31      0.0334644000
_diffrn_orient_matrix_UB_32      0.0436294000
_diffrn_orient_matrix_UB_33      0.1440095000
_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  0.0633
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3935
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.609
_diffrn_reflns_theta_min         4.164
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    1.460
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55266
_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 yellow'
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_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          0.526
_exptl_crystal_size_mid          0.308
_exptl_crystal_size_min          0.252
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.900
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3935
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.900
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0658
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2249
_refine_ls_wR_factor_ref         0.2294
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3734
_reflns_number_total             3935
_reflns_threshold_expression     'I > 2\s(I)'
_twin_dimensionality             triperiodic
_twin_formation_mechanism        gt
_twin_morphology                 polysynthetic
_twin_special_details
;
 
 Component 2 rotated by 133.7106\% 
 around [-0.07 -0.30 0.95] (reciprocal) or [0.00 -0.00 1.00] (direct)
;
_cod_data_source_file            d5sc08526h2.cif
_cod_data_source_block           3bTol
_cod_original_cell_volume        1020.91(8)
_cod_database_code               1576367
_shelx_shelxl_version_number     2019/2
_shelx_res_checksum              57702