Radical cascade silylation/cyclization of 1,7-dienes to access silyl-substituted benzo[<i>b</i>]azepin-2-ones.
Zhang, Zhen; Lu, Lichao; Li, Guiling; Sheng, Xiaoyu; Zhang, Yijia; Yang, Lin; Zhao, Jiaqi; Xie, Lei; Li, Jiazhu; Sun, Kai; Chemical communications (Cambridge, England) 60 (2024) 4206–4209; doi:10.1039/d4cc00499j

data_7132899
_publ_section_title
;
 Radical cascade silylation/cyclization of 1,7-dienes to access
 silyl-substituted benzo[<i>b</i>]azepin-2-ones.
;
_journal_issue                   31
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4206
_journal_page_last               4209
_journal_paper_doi               10.1039/d4cc00499j
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C31 H37 N O3 S Si'
_chemical_formula_sum            'C31 H37 N O3 S Si'
_chemical_formula_weight         531.76
_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
_audit_block_doi                 10.5517/ccdc.csd.cc2hll5w
_audit_creation_date             2023-07-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-12-03 deposited with the CCDC.	2024-03-15 downloaded from the CCDC.
;
_cell_angle_alpha                75.612(2)
_cell_angle_beta                 75.789(2)
_cell_angle_gamma                87.111(3)
_cell_formula_units_Z            2
_cell_length_a                   9.4620(9)
_cell_length_b                   9.6433(9)
_cell_length_c                   17.6776(19)
_cell_measurement_reflns_used    2059
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.084
_cell_measurement_theta_min      2.225
_cell_volume                     1514.5(3)
_computing_cell_refinement       'SAINT v6.02A (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.02A (Bruker, 2001)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.1015
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9498
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.706
_diffrn_reflns_theta_min         2.180
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.176
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         7198
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.175
_refine_ls_R_factor_all          0.1866
_refine_ls_R_factor_gt           0.1280
_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^)+(0.0884P)^2^+4.7806P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3297
_refine_ls_wR_factor_ref         0.3530
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3786
_reflns_number_total             7198
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00499j2.cif
_cod_data_source_block           230705a
_cod_depositor_comments          'Adding full bibliography for 7132899.cif.'
_cod_database_code               7132899
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.966
_shelx_estimated_absorpt_t_min   0.966
_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
 C00X-C00T = C010-C00V = C011-C00Y = C00Z-C00R = C00W-C00G
 1.54 with sigma of 0.001
 C00D-C009
 1.54 with sigma of 0.001
3.a Ternary CH refined with riding coordinates:
 C00B(H00B)
3.b Secondary CH2 refined with riding coordinates:
 C00Q(H00A,H00C), C00T(H00D,H00G), C00V(H00Q,H00R), C00Y(H00Z,HA)
3.c Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00F(H00F), C00H(H00H), C00J(H00J), C00K(H00K), C00M(H00M),
 C00I(H00I), C00L(H00L), C00P(H00P), C00S(H00S), C00U(H00U), C00N(H00N),
 C00O(H00O)
3.d Fitted hexagon refined as free rotating group:
 C00M(C00C,C00I,C00L,C00G,C00P), C00S(C00U,C00R,C00D,C00N,C00O)
3.e Idealised Me refined as rotating group:
 C00W(H00T,H00V,H00W), C00X(H00X,H00Y,H), C00Z(H00,HB,HC), C010(H01A,H01B,
 H01C), C011(H01D,H01E,H01F)
;
_shelx_res_checksum              54805
_shelx_hkl_checksum              3440
_olex2_submission_special_instructions 'No special instructions were received'