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#$Date: 2024-02-04 14:30:17 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289635 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/97/7159720.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7159720
loop_
_publ_author_name
'Zhang, Tao'
'Zhang, Cheng'
'Lu, Xiunan'
'Peng, Chengxing'
'Zhang, Yawei'
'Zhu, Xiong'
'Zhong, Guofu'
'Zhang, Jian'
_publ_section_title
;
 Synthesis of silyl indenes by ruthenium-catalyzed aldehyde- and
 acylsilane-enabled C-H alkylation/cyclization.
;
_journal_issue                   3
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              466
_journal_page_last               471
_journal_paper_doi               10.1039/d3ob01699d
_journal_volume                  22
_journal_year                    2024
_chemical_formula_sum            'C13 H16 O Si'
_chemical_formula_weight         216.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2gqdvg
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-07-29 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.7960(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.6562(3)
_cell_length_b                   7.0369(2)
_cell_length_c                   9.8957(3)
_cell_measurement_temperature    170(2)
_cell_volume                     597.20(3)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      170(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11768
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.116
_diffrn_reflns_theta_min         2.375
_exptl_absorpt_coefficient_mu    0.168
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.490
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         1422
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0338
_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/[σ²(Fo²)+(0.0510P)²+0.2198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.0947
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1332
_reflns_number_total             1422
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob01699d2.cif
_cod_data_source_block           mo_210617_lxn_3_0m
_cod_depositor_comments          'Adding full bibliography for 7159720.cif.'
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7159720
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.922
_shelx_estimated_absorpt_t_max   0.951
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.84220(5) 0.250000 0.20898(4) 0.02367(16) Uani 1 2 d S T P . .
O1 O 0.33177(17) 0.250000 -0.03621(15) 0.0486(4) Uani 1 2 d S T P . .
C1 C 0.7112(2) 0.250000 0.51855(17) 0.0268(4) Uani 1 2 d S T P . .
H1 H 0.820673 0.250000 0.516685 0.032 Uiso 1 2 calc R U P . .
C2 C 0.6508(2) 0.250000 0.64207(18) 0.0320(4) Uani 1 2 d S T P . .
H2 H 0.720008 0.250000 0.725244 0.038 Uiso 1 2 calc R U P . .
C3 C 0.4904(3) 0.250000 0.64547(19) 0.0350(4) Uani 1 2 d S T P . .
H3 H 0.451512 0.250000 0.730730 0.042 Uiso 1 2 calc R U P . .
C4 C 0.3869(2) 0.250000 0.52499(19) 0.0316(4) Uani 1 2 d S T P . .
H4 H 0.277487 0.250000 0.527171 0.038 Uiso 1 2 calc R U P . .
C5 C 0.4460(2) 0.250000 0.40203(17) 0.0245(3) Uani 1 2 d S T P . .
C6 C 0.60730(19) 0.250000 0.39746(16) 0.0223(3) Uani 1 2 d S T P . .
C7 C 0.63665(19) 0.250000 0.25352(16) 0.0227(3) Uani 1 2 d S T P . .
C8 C 0.49404(19) 0.250000 0.17499(17) 0.0244(3) Uani 1 2 d S T P . .
C9 C 0.36198(19) 0.250000 0.25954(18) 0.0269(4) Uani 1 2 d S T P . .
H9A H 0.296109 0.364664 0.241655 0.032 Uiso 0.5 1 calc R U P . .
H9B H 0.296109 0.135336 0.241654 0.032 Uiso 0.5 1 calc R U P . .
C10 C 0.93684(15) 0.4709(2) 0.28456(15) 0.0366(3) Uani 1 1 d . . . . .
H10A H 0.929600 0.474295 0.382506 0.055 Uiso 1 1 calc R U . . .
H10B H 1.046754 0.472258 0.270540 0.055 Uiso 1 1 calc R U . . .
H10C H 0.883875 0.582171 0.240339 0.055 Uiso 1 1 calc R U . . .
C11 C 0.8589(2) 0.250000 0.0231(2) 0.0401(5) Uani 1 2 d S T P . .
H11A H 0.809917 0.135052 -0.019138 0.060 Uiso 0.5 1 calc R U P A -1
H11B H 0.806350 0.362430 -0.019799 0.060 Uiso 0.5 1 calc R U P A -1
H11C H 0.969229 0.252518 0.010402 0.060 Uiso 0.5 1 calc R U P A -1
C12 C 0.4624(2) 0.250000 0.02707(18) 0.0333(4) Uani 1 2 d S T P . .
H12 H 0.548536 0.250000 -0.023049 0.040 Uiso 1 2 calc R U P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 Si1 C10 107.87(6) . . ?
C11 Si1 C10 107.87(6) . 4_565 ?
C10 Si1 C10 112.86(9) . 4_565 ?
C11 Si1 C7 115.56(8) . . ?
C10 Si1 C7 106.41(5) . . ?
C10 Si1 C7 106.41(5) 4_565 . ?
C2 C1 C6 118.53(17) . . ?
C2 C1 H1 120.7 . . ?
C6 C1 H1 120.7 . . ?
C3 C2 C1 121.00(17) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C4 C3 C2 120.51(17) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 118.81(17) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 121.14(16) . . ?
C4 C5 C9 129.71(16) . . ?
C6 C5 C9 109.16(14) . . ?
C1 C6 C5 120.01(16) . . ?
C1 C6 C7 130.58(15) . . ?
C5 C6 C7 109.42(14) . . ?
C8 C7 C6 106.70(14) . . ?
C8 C7 Si1 132.35(13) . . ?
C6 C7 Si1 120.95(12) . . ?
C7 C8 C12 127.27(16) . . ?
C7 C8 C9 112.30(15) . . ?
C12 C8 C9 120.43(15) . . ?
C5 C9 C8 102.42(13) . . ?
C5 C9 H9A 111.3 . . ?
C8 C9 H9A 111.3 . . ?
C5 C9 H9B 111.3 . . ?
C8 C9 H9B 111.3 . . ?
H9A C9 H9B 109.2 . . ?
Si1 C10 H10A 109.5 . . ?
Si1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Si1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1 C12 C8 123.66(18) . . ?
O1 C12 H12 118.2 . . ?
C8 C12 H12 118.2 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 C11 1.865(2) . ?
Si1 C10 1.8656(14) . ?
Si1 C10 1.8656(14) 4_565 ?
Si1 C7 1.8902(17) . ?
O1 C12 1.216(2) . ?
C1 C2 1.393(2) . ?
C1 C6 1.397(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.393(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.403(2) . ?
C5 C9 1.496(2) . ?
C6 C7 1.480(2) . ?
C7 C8 1.367(2) . ?
C8 C12 1.452(2) . ?
C8 C9 1.505(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 0.9500 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.000(1) . . . . ?
C1 C2 C3 C4 0.000(1) . . . . ?
C2 C3 C4 C5 0.000(1) . . . . ?
C3 C4 C5 C6 0.000(1) . . . . ?
C3 C4 C5 C9 180.000(0) . . . . ?
C2 C1 C6 C5 0.000(0) . . . . ?
C2 C1 C6 C7 180.000(0) . . . . ?
C4 C5 C6 C1 0.000(0) . . . . ?
C9 C5 C6 C1 180.000(0) . . . . ?
C4 C5 C6 C7 180.000(0) . . . . ?
C9 C5 C6 C7 0.000(0) . . . . ?
C1 C6 C7 C8 180.000(0) . . . . ?
C5 C6 C7 C8 0.000(0) . . . . ?
C1 C6 C7 Si1 0.000(0) . . . . ?
C5 C6 C7 Si1 180.000(0) . . . . ?
C11 Si1 C7 C8 0.000(0) . . . . ?
C10 Si1 C7 C8 119.71(5) . . . . ?
C10 Si1 C7 C8 -119.71(5) 4_565 . . . ?
C11 Si1 C7 C6 180.000(0) . . . . ?
C10 Si1 C7 C6 -60.29(5) . . . . ?
C10 Si1 C7 C6 60.29(5) 4_565 . . . ?
C6 C7 C8 C12 180.000(0) . . . . ?
Si1 C7 C8 C12 0.000(0) . . . . ?
C6 C7 C8 C9 0.000(0) . . . . ?
Si1 C7 C8 C9 180.000(0) . . . . ?
C4 C5 C9 C8 180.000(0) . . . . ?
C6 C5 C9 C8 0.000(0) . . . . ?
C7 C8 C9 C5 0.000(0) . . . . ?
C12 C8 C9 C5 180.000(0) . . . . ?
C7 C8 C12 O1 180.000(0) . . . . ?
C9 C8 C12 O1 0.000(0) . . . . ?
