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_1576380
_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         'C31 H27 B'
_chemical_formula_sum            'C31 H27 B'
_chemical_formula_weight         410.33
_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             2025-04-11
_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                 95.167(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8535(2)
_cell_length_b                   18.4881(3)
_cell_length_c                   12.4246(2)
_cell_measurement_reflns_used    11137
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.9080
_cell_measurement_theta_min      4.2700
_cell_volume                     2254.22(7)
_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 0.975
_diffrn_measurement_details
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w   -117.00 -44.00   0.50    0.36    --  -76.45 -15.00 150.00  146
  2  \w     34.00  62.00   0.50    0.36    --   77.01 -95.00 -30.00   56
  3  \w    -55.00 -24.00   0.50    0.36    --  -69.92 126.00-150.00   62
  4  \w     84.00 109.00   0.50    0.36    --   58.85  15.00-180.00   50
  5  \w     50.00 135.00   0.50    0.36    --   84.76  15.00  60.00  170
  6  \w   -118.00 -48.00   0.50    0.36    --  -69.92 -15.00  90.00  140
  7  \w     48.00  91.00   0.50    0.36    --   84.76 -95.00-150.00   86
  8  \w     44.00  70.00   0.50    0.36    --   58.85  15.00-180.00   52
  9  \w     49.00  74.00   0.50    0.36    --   84.76  15.00 150.00   50
 10  \w    -71.00 -39.00   0.50    0.36    --  -76.45 112.00-180.00   64
 11  \w     42.00  91.00   0.50    0.36    --   84.76 -95.00 -60.00   98
 12  \w     52.00  92.00   0.50    0.36    --   84.76 -95.00-120.00   80
 13  \w   -118.00 -83.00   0.50    0.36    --  -69.92 -15.00 -90.00   70
 14  \w    -98.00 -33.00   0.50    0.36    --  -79.50 119.00  44.07  130
 15  \w    -96.00 -33.00   0.50    0.36    --  -79.50 115.00-132.05  126
 16  \w    -70.00 -32.00   0.50    0.36    --  -76.45 112.00  90.00   76
 17  \w    -57.00 -19.00   0.50    0.36    --  -60.43 126.00 -90.00   76
 18  \w    -97.00 -35.00   0.50    0.36    --  -79.50 115.00 119.22  124
 19  \w   -126.00 -43.00   0.50    0.36    --  -76.45 -15.00   0.00  166
 20  \w    -77.00 -44.00   0.50    0.36    --  -69.92 -15.00 -90.00   66
 21  \w     65.00  90.00   0.50    0.36    --   84.76 -95.00   0.00   50
 22  \w    -93.00 -31.00   0.50    0.36    --  -76.45 112.00 -30.00  124
 23  \w   -114.00 -66.00   0.50    0.36    --  -76.45 -15.00-120.00   96
 24  \w     52.00  91.00   0.50    0.36    --   84.76 -95.00  60.00   78
 25  \w     66.00  91.00   0.50    0.36    --   84.76 -95.00-180.00   50
 26  \w     66.00  91.00   0.50    0.36    --   84.76 -95.00  90.00   50
 27  \w    101.00 127.00   0.50    0.36    --   84.76  15.00 150.00   52
 28  \w     29.00  54.00   0.50    0.36    --   71.50 -95.00  60.00   50
 29  \w     66.00  91.00   0.50    0.36    --   84.76 -95.00 150.00   50
 30  \w     39.00  64.00   0.50    0.36    --   84.76-112.00  30.00   50
 31  \w     60.00  92.00   0.50    0.36    --   84.76 -95.00 -30.00   64
 32  \w     39.00  64.00   0.50    0.36    --   84.76-112.00-150.00   50
 33  \w     67.00  92.00   0.50    0.36    --   84.76 -95.00  30.00   50
 34  \w     16.00  47.00   0.50    0.36    --   58.85 -95.00-150.00   62
 35  \w     67.00  92.00   0.50    0.36    --   84.76 -95.00 120.00   50
 36  \w     27.00  52.00   0.50    0.36    --   58.85-126.00-150.00   50
 37  \w     39.00  64.00   0.50    0.36    --   84.76-112.00  60.00   50
;
_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      -0.1502772000
_diffrn_orient_matrix_UB_12      -0.0211618000
_diffrn_orient_matrix_UB_13      0.0064569000
_diffrn_orient_matrix_UB_21      0.0452684000
_diffrn_orient_matrix_UB_22      -0.0664865000
_diffrn_orient_matrix_UB_23      0.0688172000
_diffrn_orient_matrix_UB_31      -0.0036769000
_diffrn_orient_matrix_UB_32      0.0455471000
_diffrn_orient_matrix_UB_33      0.1035642000
_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  0.1194
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9902
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.208
_diffrn_reflns_theta_min         4.299
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.505
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43861
_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 pale yellow'
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_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          0.237
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.233
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         9902
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.233
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0863
_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^)+(0.1184P)^2^+0.5053P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2192
_refine_ls_wR_factor_ref         0.2365
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7473
_reflns_number_total             9902
_reflns_threshold_expression     'I > 2\s(I)'
_twin_dimensionality             triperiodic
_twin_formation_mechanism        gt
_twin_morphology                 polysynthetic
_twin_special_details
;
 
 Component 2 rotated by 4.4599\% 
 around [-0.07 -0.51 -0.86] (reciprocal) or [-0.22 -0.25 -0.94] (direct)
;
_cod_data_source_file            d5sc08526h2.cif
_cod_data_source_block           6TolMe
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1576380
_shelx_shelxl_version_number     2019/2
_shelx_res_checksum              74921