#------------------------------------------------------------------------------
#$Date: 2022-06-11 03:28:55 +0300 (Sat, 11 Jun 2022) $
#$Revision: 275966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/87/7158727.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_7158727
loop_
_publ_author_name
'Wu, Zhiping'
'Xu, Wan'
'Li, Chunli'
'Ma, Zhiying'
'Wang, Guangxia'
'Wang, Hua'
_publ_section_title
;
 Synthesis and Crystal Structures of Unsymmetrical Wave-shaped
 Heptathienoacenes
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB00800A
_journal_year                    2022
_chemical_formula_moiety         'C19 H12 S7 Si'
_chemical_formula_sum            'C19 H12 S7 Si'
_chemical_formula_weight         492.80
_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     dual
_audit_creation_date             2019-09-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-03-14 deposited with the CCDC.	2022-06-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.791(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.2026(7)
_cell_length_b                   10.9247(5)
_cell_length_c                   12.3831(7)
_cell_measurement_reflns_used    9976
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.306
_cell_measurement_theta_min      2.494
_cell_volume                     2042.20(18)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.01
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26055
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.306
_diffrn_reflns_theta_min         2.301
_exptl_absorpt_coefficient_mu    0.834
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0983 before and 0.0563 after correction. The Ratio of minimum to maximum transmission is 0.9252. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_description       plate
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         5058
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0322
_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/[σ²(Fo²)+(0.0422P)²+1.2442P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0876
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4399
_reflns_number_total             5058
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob00800a2.cif
_cod_data_source_block           a
_cod_database_code               7158727
_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_max   0.967
_shelx_estimated_absorpt_t_min   0.825
_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 Aromatic/amide H refined with riding coordinates:
 C2(H1), C15(H3), C16(H2)
2.b Idealised Me refined as rotating group:
 C17(H4,H5,H6), C18(H9,H8,H7), C19(H11,H10,H12)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
S1 S 0.88556(3) 0.30241(5) 0.09348(4) 0.03115(12) Uani 1 1 d . . . . .
S2 S 0.73080(3) 0.49121(5) 0.02439(4) 0.03045(12) Uani 1 1 d . . . . .
S3 S 0.55660(3) 0.57710(4) 0.11552(4) 0.02525(11) Uani 1 1 d . . . . .
S4 S 0.57187(3) 0.33359(4) 0.37985(4) 0.02132(10) Uani 1 1 d . . . . .
S5 S 0.36482(3) 0.58196(4) 0.28992(4) 0.02594(11) Uani 1 1 d . . . . .
S6 S 0.24172(3) 0.50088(5) 0.46455(4) 0.02836(12) Uani 1 1 d . . . . .
S7 S 0.40797(3) 0.22995(5) 0.61356(4) 0.02619(11) Uani 1 1 d . . . . .
Si1 Si 0.96569(4) 0.11118(5) 0.26919(5) 0.02824(13) Uani 1 1 d . . . . .
C1 C 0.87899(12) 0.22419(19) 0.21501(16) 0.0266(4) Uani 1 1 d . . . . .
C2 C 0.80502(11) 0.25981(17) 0.25992(15) 0.0217(4) Uani 1 1 d . . . . .
H1 H 0.790145 0.228182 0.326887 0.026 Uiso 1 1 calc R . . . .
C3 C 0.78960(12) 0.38170(19) 0.10532(16) 0.0268(4) Uani 1 1 d . . . . .
C4 C 0.75215(12) 0.34856(17) 0.19748(15) 0.0227(4) Uani 1 1 d . . . . .
C5 C 0.65244(12) 0.49182(18) 0.11538(15) 0.0242(4) Uani 1 1 d . . . . .
C6 C 0.66985(12) 0.41213(17) 0.20231(15) 0.0219(4) Uani 1 1 d . . . . .
C7 C 0.53516(12) 0.50212(17) 0.23286(15) 0.0219(4) Uani 1 1 d . . . . .
C8 C 0.59967(12) 0.41721(17) 0.26910(15) 0.0212(3) Uani 1 1 d . . . . .
C9 C 0.46280(12) 0.50025(17) 0.29457(15) 0.0221(4) Uani 1 1 d . . . . .
C10 C 0.47212(12) 0.41286(16) 0.37648(15) 0.0209(3) Uani 1 1 d . . . . .
C11 C 0.39748(12) 0.40798(17) 0.43654(14) 0.0210(3) Uani 1 1 d . . . . .
C12 C 0.33491(12) 0.49488(18) 0.39650(15) 0.0238(4) Uani 1 1 d . . . . .
C13 C 0.36725(12) 0.34411(17) 0.52578(15) 0.0229(4) Uani 1 1 d . . . . .
C14 C 0.28534(12) 0.38356(19) 0.55001(16) 0.0261(4) Uani 1 1 d . . . . .
C15 C 0.25535(13) 0.3223(2) 0.64117(16) 0.0302(4) Uani 1 1 d . . . . .
H3 H 0.200948 0.338588 0.669060 0.036 Uiso 1 1 calc R . . . .
C16 C 0.31490(14) 0.2388(2) 0.68151(16) 0.0308(4) Uani 1 1 d . . . . .
H2 H 0.306781 0.188612 0.742221 0.037 Uiso 1 1 calc R . . . .
C17 C 0.90703(15) -0.0061(2) 0.3424(2) 0.0403(5) Uani 1 1 d . . . . .
H4 H 0.859175 -0.042197 0.292562 0.061 Uiso 1 1 calc GR . . . .
H5 H 0.882107 0.032377 0.403556 0.061 Uiso 1 1 calc GR . . . .
H6 H 0.948865 -0.070252 0.369881 0.061 Uiso 1 1 calc GR . . . .
C18 C 1.05256(15) 0.1901(2) 0.3626(2) 0.0413(5) Uani 1 1 d . . . . .
H9 H 1.080375 0.254013 0.322665 0.062 Uiso 1 1 calc GR . . . .
H8 H 1.097526 0.130602 0.391567 0.062 Uiso 1 1 calc GR . . . .
H7 H 1.025521 0.227211 0.422734 0.062 Uiso 1 1 calc GR . . . .
C19 C 1.01519(15) 0.0437(2) 0.15291(19) 0.0387(5) Uani 1 1 d . . . . .
H11 H 0.969625 -0.001366 0.106316 0.058 Uiso 1 1 calc GR . . . .
H10 H 1.063033 -0.012374 0.180214 0.058 Uiso 1 1 calc GR . . . .
H12 H 1.039057 0.109146 0.110749 0.058 Uiso 1 1 calc GR . . . .
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'
S S 0.1246 0.1234 '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
C3 S1 C1 92.15(9) . . ?
C5 S2 C3 88.51(9) . . ?
C5 S3 C7 89.32(9) . . ?
C8 S4 C10 90.68(9) . . ?
C12 S5 C9 89.65(9) . . ?
C12 S6 C14 89.61(9) . . ?
C13 S7 C16 90.75(10) . . ?
C17 Si1 C1 105.76(10) . . ?
C17 Si1 C18 111.24(12) . . ?
C18 Si1 C1 109.58(10) . . ?
C19 Si1 C1 108.49(10) . . ?
C19 Si1 C17 111.55(12) . . ?
C19 Si1 C18 110.08(11) . . ?
S1 C1 Si1 121.53(11) . . ?
C2 C1 S1 110.18(15) . . ?
C2 C1 Si1 128.28(15) . . ?
C1 C2 C4 114.21(17) . . ?
S1 C3 S2 132.98(12) . . ?
C4 C3 S1 112.04(15) . . ?
C4 C3 S2 114.97(14) . . ?
C2 C4 C6 137.93(17) . . ?
C3 C4 C2 111.38(16) . . ?
C3 C4 C6 110.68(17) . . ?
S3 C5 S2 130.26(12) . . ?
C6 C5 S2 114.82(14) . . ?
C6 C5 S3 114.92(14) . . ?
C5 C6 C4 110.99(16) . . ?
C5 C6 C8 109.80(16) . . ?
C8 C6 C4 139.20(17) . . ?
C8 C7 S3 113.08(14) . . ?
C8 C7 C9 112.46(16) . . ?
C9 C7 S3 134.17(15) . . ?
C6 C8 S4 134.77(14) . . ?
C7 C8 S4 112.21(14) . . ?
C7 C8 C6 112.81(16) . . ?
C7 C9 S5 134.17(15) . . ?
C10 C9 S5 113.08(14) . . ?
C10 C9 C7 112.75(16) . . ?
C9 C10 S4 111.89(13) . . ?
C9 C10 C11 112.78(16) . . ?
C11 C10 S4 135.33(14) . . ?
C12 C11 C10 109.88(16) . . ?
C12 C11 C13 109.86(16) . . ?
C13 C11 C10 140.24(17) . . ?
S5 C12 S6 130.81(11) . . ?
C11 C12 S5 114.58(14) . . ?
C11 C12 S6 114.57(14) . . ?
C11 C13 S7 135.92(14) . . ?
C14 C13 S7 110.76(14) . . ?
C14 C13 C11 113.32(17) . . ?
C13 C14 S6 112.64(14) . . ?
C13 C14 C15 113.82(18) . . ?
C15 C14 S6 133.51(15) . . ?
C16 C15 C14 110.37(17) . . ?
C15 C16 S7 114.29(15) . . ?
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
S1 C1 1.744(2) . ?
S1 C3 1.718(2) . ?
S2 C3 1.739(2) . ?
S2 C5 1.7338(19) . ?
S3 C5 1.7297(19) . ?
S3 C7 1.7323(19) . ?
S4 C8 1.7409(18) . ?
S4 C10 1.7426(18) . ?
S5 C9 1.7316(18) . ?
S5 C12 1.7308(19) . ?
S6 C12 1.7331(19) . ?
S6 C14 1.743(2) . ?
S7 C13 1.7207(19) . ?
S7 C16 1.732(2) . ?
Si1 C1 1.871(2) . ?
Si1 C17 1.857(2) . ?
Si1 C18 1.861(2) . ?
Si1 C19 1.855(2) . ?
C1 C2 1.369(3) . ?
C2 C4 1.427(3) . ?
C3 C4 1.382(3) . ?
C4 C6 1.438(2) . ?
C5 C6 1.385(3) . ?
C6 C8 1.426(2) . ?
C7 C8 1.385(3) . ?
C7 C9 1.412(2) . ?
C9 C10 1.388(3) . ?
C10 C11 1.429(2) . ?
C11 C12 1.393(3) . ?
C11 C13 1.428(3) . ?
C13 C14 1.384(3) . ?
C14 C15 1.432(3) . ?
C15 C16 1.340(3) . ?
