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_1576368
_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      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-04-10
_audit_creation_method           'CIF-fill 1.6d (K.Radacki, 2005-25)'
_audit_update_record
;
2025-11-03 deposited with the CCDC.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.9390(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.1790(2)
_cell_length_b                   15.5635(2)
_cell_length_c                   12.7819(2)
_cell_measurement_reflns_used    10310
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.0640
_cell_measurement_theta_min      4.4360
_cell_volume                     2417.06(6)
_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 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     38.00  80.00   0.50    0.39    --   58.85  15.00  30.00   84
  2  \w     72.00 109.00   0.50    0.39    --   58.85  15.00 120.00   74
  3  \w     44.00 127.00   0.50    0.39    --   77.01  15.00 120.00  166
  4  \w     50.00  92.00   0.50    0.39    --   84.76  15.00  90.00   84
  5  \w     65.00 115.00   0.50    0.39    --   84.76  15.00  30.00  100
  6  \w     49.00 135.00   0.50    0.39    --   84.76  15.00-180.00  172
  7  \w     19.00  57.00   0.50    0.39    --   58.85 -95.00-120.00   76
  8  \w     46.00  93.00   0.50    0.39    --   84.76-112.00-180.00   94
  9  \w     46.00  92.00   0.50    0.39    --   77.01-112.00 -90.00   92
 10  \w     41.00  66.00   0.50    0.39    --   84.76-112.00-120.00   50
 11  \w     67.00  92.00   0.50    0.39    --   84.76 -95.00-180.00   50
 12  \w     67.00  92.00   0.50    0.39    --   84.76 -95.00-150.00   50
 13  \w     40.00  65.00   0.50    0.39    --   84.76-112.00 -60.00   50
 14  \w     52.00  91.00   0.50    0.39    --   84.76 -95.00   0.00   78
 15  \w     39.00  93.00   0.50    0.39    --   84.76-112.00  90.00  108
 16  \w     48.00  92.00   0.50    0.39    --   84.76 -95.00  90.00   88
 17  \w     23.00  49.00   0.50    0.39    --   58.85 -95.00 150.00   52
 18  \w     24.00  59.00   0.50    0.39    --   58.85-126.00 120.00   70
 19  \w     43.00  92.00   0.50    0.39    --   84.76 -95.00  30.00   98
 20  \w     16.00  41.00   0.50    0.39    --   58.85 -95.00-150.00   50
 21  \w     67.00  92.00   0.50    0.39    --   84.76 -95.00-120.00   50
 22  \w     35.00  75.00   0.50    0.39    --   77.01 -95.00-180.00   80
 23  \w     66.00  91.00   0.50    0.39    --   84.76 -95.00 -90.00   50
 24  \w     48.00  92.00   0.50    0.39    --   84.76 -95.00 -60.00   88
 25  \w     67.00  92.00   0.50    0.39    --   84.76 -95.00 -30.00   50
 26  \w     58.00  91.00   0.50    0.39    --   84.76 -95.00 120.00   66
 27  \w   -102.00 -33.00   0.50    0.39    --  -79.50 129.00  49.48  138
 28  \w    -54.00 -25.00   0.50    0.39    --  -69.92 126.00  90.00   58
 29  \w    -90.00 -31.00   0.50    0.39    --  -76.45 112.00   0.00  118
 30  \w    -62.00 -25.00   0.50    0.39    --  -69.92 126.00 -60.00   74
 31  \w    -97.00 -38.00   0.50    0.39    --  -79.50 118.00 -71.37  118
 32  \w    -59.00 -33.00   0.50    0.39    --  -76.45 112.00-120.00   52
 33  \w   -111.00 -39.00   0.50    0.39    --  -60.43 -15.00-150.00  144
 34  \w   -126.00 -41.00   0.50    0.39    --  -76.45 -15.00-120.00  170
 35  \w   -127.00 -41.00   0.50    0.39    --  -76.45 -15.00 150.00  172
;
_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      0.0708950000
_diffrn_orient_matrix_UB_12      -0.0634076000
_diffrn_orient_matrix_UB_13      -0.0587223000
_diffrn_orient_matrix_UB_21      0.0944642000
_diffrn_orient_matrix_UB_22      0.0110273000
_diffrn_orient_matrix_UB_23      0.0854993000
_diffrn_orient_matrix_UB_31      -0.0460446000
_diffrn_orient_matrix_UB_32      -0.0752140000
_diffrn_orient_matrix_UB_33      0.0619878000
_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  0.0354
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            31849
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.049
_diffrn_reflns_theta_min         4.483
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.456
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62289
_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    1.089
_exptl_crystal_description       plate
_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          0.170
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.036
_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     283
_refine_ls_number_reflns         4892
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0439
_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^)+(0.0497P)^2^+0.8569P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1066
_refine_ls_wR_factor_ref         0.1123
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4004
_reflns_number_total             4892
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08526h2.cif
_cod_data_source_block           5PhMe
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1576368
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.927
_shelx_estimated_absorpt_t_max   0.986
_shelx_res_checksum              78978
_shelx_fab_checksum              51084