Regio- and diastereoselective synthesis of multi-substituted silacyclopentanes by catalytic cyclosilylborylation of styryl(vinyl)silanes
Ueji, Kanta; Shintani, Ryo; Chemical Communications  (2026) –; doi:10.1039/D6CC00416D

data_7135688
_publ_section_title
;
 Regio- and diastereoselective synthesis of multi-substituted
 silacyclopentanes by catalytic cyclosilylborylation of
 styryl(vinyl)silanes.
;
_journal_issue                   33
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8461
_journal_page_last               8465
_journal_paper_doi               10.1039/d6cc00416d
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C28 H43 B O2 Si2'
_chemical_formula_sum            'C28 H43 B O2 Si2'
_chemical_formula_weight         478.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2025-12-27
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2026-01-21 deposited with the CCDC.	2026-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.011(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.5182(3)
_cell_length_b                   13.8191(2)
_cell_length_c                   13.2866(2)
_cell_measurement_reflns_used    11344
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      76.0540
_cell_measurement_theta_min      2.8690
_cell_volume                     2791.56(9)
_computing_cell_refinement       'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18802
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.195
_diffrn_reflns_theta_min         2.906
_diffrn_source                   'Rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    1.306
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.119a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_description       needle
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.00022(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         5606
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0354
_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^)+(0.0409P)^2^+1.4437P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.0953
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4993
_reflns_number_total             5606
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6cc00416d2.cif
_cod_data_source_block           exp_3527_auto
_cod_depositor_comments
'Adding full bibliography for 7135688--7135689.cif.'
_cod_original_cell_volume        2791.57(9)
_cod_database_code               7135688
_shelx_shelxl_version_number     2019/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C12-C11 \\sim C12-C11A
 with sigma of 0.02
 C12-C11 \\sim C12-C13
 with sigma of 0.02
 C12-C11A \\sim C12-C11B
 with sigma of 0.02
 C11A-C13 \\sim C11B-C13
 with sigma of 0.02
 C16-C22 \\sim C16-C22A
 with sigma of 0.02
 C16-C21 \\sim C16-C21A
 with sigma of 0.02
3. Others
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=1-FVAR(1)
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=FVAR(1)
 Sof(C11B)=Sof(H11G)=Sof(H11H)=Sof(H11I)=1-FVAR(2)
 Sof(C11A)=Sof(H11D)=Sof(H11E)=Sof(H11F)=FVAR(2)
 Sof(C22A)=Sof(H22D)=Sof(H22E)=Sof(H22F)=1-FVAR(3)
 Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=FVAR(3)
 Sof(C21A)=Sof(H21D)=Sof(H21E)=Sof(H21F)=1-FVAR(4)
 Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(H21C)=FVAR(4)
4.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10), C9(H9)
4.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C28(H28A,H28B), C26(H26A,H26B)
4.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C2(H2), C34(H34), C5(H5), C31(H31), C35(H35), C32(H32),
 C33(H33), C3(H3)
4.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C29(H29A,H29B,H29C), C24(H24A,H24B,H24C), C27(H27A,H27B,
 H27C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C11(H11A,H11B,H11C),
 C11A(H11D,H11E,H11F), C13(H13A,H13B,H13C), C11B(H11G,H11H,H11I), C22A(H22D,
 H22E,H22F), C21A(H21D,H21E,H21F)
;
_shelx_res_checksum              25596
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_full_max 1.087
_oxdiff_exptl_absorpt_empirical_full_min 0.902