Controlling the thermodynamic stability of conformational isomers of bistricyclic aromatic enes by introducing boron and silicon atoms.
Yamada, Kohei; Adachi, Yohei; Ohshita, Joji; Chemical science 15 (2024) 18985–18991; doi:10.1039/d4sc06150k

data_1572924
_publ_section_title
;
 Controlling the thermodynamic stability of conformational isomers of
 bistricyclic aromatic enes by introducing boron and silicon atoms.
;
_journal_issue                   45
_journal_name_full               'Chemical science'
_journal_page_first              18985
_journal_page_last               18991
_journal_paper_doi               10.1039/d4sc06150k
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C53 H45 B S4 Si'
_chemical_formula_sum            'C53 H45 B S4 Si'
_chemical_formula_weight         849.03
_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
_audit_creation_date             2023-09-01
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;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_audit_update_record
;
2024-09-03 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                98.872(2)
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_cell_length_b                   15.9768(4)
_cell_length_c                   15.9911(3)
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_computing_data_collection       'CrysAlisPro 1.171.42.27a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.42.27a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
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_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
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_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.823
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -17.00  45.00   0.50    1.00    --   10.15 -99.00 150.00  124
  2  \w    -65.00  26.00   0.50    1.00    --   10.15 -35.00  79.00  182
  3  \w     -5.00  45.00   0.50    1.00    --   10.15 -99.00   0.00  100
  4  \w     -6.00  23.00   0.50    1.00    --   10.15 -99.00-180.00   58
  5  \w    -83.00  -3.00   0.50    1.00    --   -9.53 -57.00-150.00  160
  6  \w    -83.00   8.00   0.50    1.00    --   -9.53 -57.00 -30.00  182
  7  \w    -13.00  17.00   0.50    1.00    --   10.15  77.00-150.00   60
  8  \w      0.00  27.00   0.50    1.00    --   10.15  35.00-122.00   54
  9  \w     46.00  72.00   0.50    1.00    --   10.15  35.00-122.00   52
 10  \w     52.00  78.00   0.50    1.00    --   10.15  77.00-150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0725190000
_diffrn_orient_matrix_UB_12      0.0020228000
_diffrn_orient_matrix_UB_13      -0.0188075000
_diffrn_orient_matrix_UB_21      0.0233875000
_diffrn_orient_matrix_UB_22      0.0461961000
_diffrn_orient_matrix_UB_23      0.0075102000
_diffrn_orient_matrix_UB_31      0.0276200000
_diffrn_orient_matrix_UB_32      -0.0014794000
_diffrn_orient_matrix_UB_33      -0.0404051000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.823
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            38307
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.823
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.962
_diffrn_reflns_theta_min         2.014
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.279
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.27a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
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_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.228
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.078
_refine_diff_density_max         0.408
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_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     538
_refine_ls_number_reflns         12614
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0353
_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^)+(0.0419P)^2^+0.7560P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_number_gt                10617
_reflns_number_total             12614
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc06150k2.cif
_cod_data_source_block           exp_2694
_cod_depositor_comments
'Adding full bibliography for 1572922--1572924.cif.'
_cod_original_cell_volume        2209.15(9)
_cod_database_code               1572924
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C53H45B1S4Si1
_shelx_estimated_absorpt_t_max   0.978
_shelx_estimated_absorpt_t_min   0.939
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.82
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C10(H10), C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C9(H9), C21(H21), C22(H22), C23(H23), C24(H24), C30(H30), C31(H31),
 C32(H32), C33(H33), C35(H35), C36(H36), C37(H37), C40(H40), C41(H41), C42(H42),
  C43(H43), C45(H45), C46(H46), C47(H47), C49(H49), C50(H50), C51(H51), C52(H52)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C),
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_shelx_res_checksum              75336
_shelx_hkl_checksum              21938
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.164
_oxdiff_exptl_absorpt_empirical_full_min 0.840