Facile synthesis of tribenzosilepins from terphenyls and dihydrosilanes by electrophilic double silylation.
Dong, Yafang; Sekine, Kohei; Kuninobu, Yoichiro; Chemical communications (Cambridge, England) 57 (2021) 7007–7010; doi:10.1039/d1cc02326h

data_7128495
_publ_section_title
;
 Facile synthesis of tribenzosilepins from terphenyls and dihydrosilanes
 by electrophilic double silylation.
;
_journal_issue                   57
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7007
_journal_page_last               7010
_journal_paper_doi               10.1039/d1cc02326h
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         '0.04(C62 H58 N4 Si2)'
_chemical_formula_sum            'C62 H58 N4 Si2'
_chemical_formula_weight         915.30
_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     iterative
_audit_creation_date             2021-04-29
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-04-30 deposited with the CCDC.	2021-06-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.890(5)
_cell_angle_gamma                90
_cell_formula_units_Z            50
_cell_length_a                   15.3334(8)
_cell_length_b                   11.1613(8)
_cell_length_c                   15.7358(9)
_cell_measurement_reflns_used    7569
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.1560
_cell_measurement_theta_min      2.1920
_cell_volume                     2691.6(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      173
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_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    -41.00  -7.00   0.50    5.00    --    5.00  45.00  60.00   68
  2  \w     -7.00  42.00   0.50    5.00    --   -8.90  45.00   0.00   98
  3  \w    -98.00 -26.00   0.50    5.00    --   -8.90  45.00   0.00  144
  4  \w    -98.00  80.00   0.50    5.00    --   -8.90  45.00  90.00  356
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC HyPix-6000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0213711000
_diffrn_orient_matrix_UB_12      -0.0199938000
_diffrn_orient_matrix_UB_13      0.0366381000
_diffrn_orient_matrix_UB_21      0.0301261000
_diffrn_orient_matrix_UB_22      -0.0479942000
_diffrn_orient_matrix_UB_23      0.0042936000
_diffrn_orient_matrix_UB_31      0.0277701000
_diffrn_orient_matrix_UB_32      0.0365979000
_diffrn_orient_matrix_UB_33      0.0260326000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26837
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.238
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              FR-E+
_exptl_absorpt_coefficient_mu    2.689
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    28.234
_exptl_crystal_description       prism
_exptl_crystal_F_000             24300
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.499
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         6128
_refine_ls_number_restraints     108
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0615
_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^)+(0.0775P)^2^+1.3148P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1631
_refine_ls_wR_factor_ref         0.1720
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4778
_reflns_number_total             6128
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc02326h2.cif
_cod_data_source_block           5
_cod_depositor_comments
'Adding full bibliography for 7128494--7128496.cif.'
_cod_database_code               7128495
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N Si'
_chemical_oxdiff_usercomment     173K
_shelx_estimated_absorpt_t_max   0.794
_shelx_estimated_absorpt_t_min   0.565
_reflns_odcompleteness_completeness 99.23
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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. Rigid body (RIGU) restrains
 C32, C37, C36, C35, C34, C33
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C26, C31, C30, C29, C28, C27
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C10, C15, C14, C13, C12, C11
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(C36)=Sof(H36)=Sof(C37)=Sof(H37)=Sof(C33)=Sof(H33)=Sof(C35)=Sof(H35)=
 Sof(C34)=Sof(H34)=Sof(C32)=1-FVAR(1)
 Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C31)=Sof(H31)=Sof(C27)=Sof(H27)=
 Sof(C26)=Sof(C30)=Sof(H30)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C5(H5), C11(H11), C2(H2), C14(H14), C3(H3), C25(H25), C13(H13),
 C21(H21), C24(H24), C22(H22), C23(H23), C28(H28), C29(H29), C31(H31), C27(H27),
  C30(H30), C36(H36), C37(H37), C33(H33), C35(H35), C34(H34)
4.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C19(H19A,H19B,H19C), C18(H18A,H18B,
 H18C)
;
_shelx_res_checksum              25479
_shelx_fab_checksum              62272
_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 1.130
_oxdiff_exptl_absorpt_empirical_full_min 0.890