#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:35:58 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289434 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/05/1570532.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_1570532
loop_
_publ_author_name
'Sun, Zhen'
'Xu, Wan'
'Qiu, Shuai'
'Ma, Zhiying'
'Li, Chunli'
'Zhang, Sheng'
'Wang, Hua'
_publ_section_title
;
 Thia[n]helicenes with long persistent phosphorescence.
;
_journal_issue                   3
_journal_name_full               'Chemical science'
_journal_page_first              1077
_journal_page_last               1087
_journal_paper_doi               10.1039/d3sc05480b
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C23 H18 S3 Si'
_chemical_formula_sum            'C23 H18 S3 Si'
_chemical_formula_weight         418.64
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-09-30
_audit_creation_method
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_audit_update_record
;
2022-12-11 deposited with the CCDC.	2023-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.1138(8)
_cell_length_b                   7.7627(2)
_cell_length_c                   24.2285(8)
_cell_measurement_reflns_used    9925
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.279
_cell_measurement_theta_min      2.559
_cell_volume                     3971.1(2)
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      149.97
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0791
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            32514
_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         28.291
_diffrn_reflns_theta_min         2.559
_exptl_absorpt_coefficient_mu    0.440
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.3950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1514 before and 0.0988 after correction.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         4925
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0450
_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)+(0.0667P)²+1.2325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1133
_refine_ls_wR_factor_ref         0.1254
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3946
_reflns_number_total             4925
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc05480b2.cif
_cod_data_source_block           TB[6]H
_cod_depositor_comments
'Adding full bibliography for 1570529--1570532.cif.'
_cod_database_code               1570532
_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   0.983
_shelx_estimated_absorpt_t_min   0.949
_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: 
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C14(H14), C19(H19) 
2.b Idealised Me refined as rotating group: 
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C) 
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, 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
S1 S 0.44787(2) 0.65259(6) 0.29774(2) 0.02674(14) Uani 1 1 d . . . . .
S2 S 0.56734(3) 0.65075(6) 0.22061(2) 0.02802(14) Uani 1 1 d . . . . .
S3 S 0.70721(2) 0.52403(6) 0.22620(2) 0.02874(14) Uani 1 1 d . . . . .
Si1 Si 0.38761(3) 0.53249(7) 0.40868(2) 0.02597(15) Uani 1 1 d . . . . .
C1 C 0.53833(10) 0.0083(3) 0.39432(10) 0.0299(5) Uani 1 1 d . . . . .
H1 H 0.500401 -0.022728 0.375726 0.036 Uiso 1 1 calc R . . . .
C2 C 0.55096(11) -0.0595(3) 0.44669(10) 0.0342(5) Uani 1 1 d . . . . .
H2 H 0.520977 -0.132109 0.464387 0.041 Uiso 1 1 calc R . . . .
C3 C 0.60688(11) -0.0200(3) 0.47211(9) 0.0329(5) Uani 1 1 d . . . . .
H3 H 0.615289 -0.065497 0.507762 0.040 Uiso 1 1 calc R . . . .
C4 C 0.65224(10) 0.0862(2) 0.44677(8) 0.0268(4) Uani 1 1 d . . . . .
C5 C 0.71529(11) 0.1009(3) 0.46857(10) 0.0330(5) Uani 1 1 d . . . . .
H5 H 0.724222 0.060884 0.504805 0.040 Uiso 1 1 calc R . . . .
C6 C 0.76182(10) 0.1711(2) 0.43786(10) 0.0325(5) Uani 1 1 d . . . . .
H6 H 0.804094 0.167950 0.451263 0.039 Uiso 1 1 calc R . . . .
C7 C 0.74937(9) 0.2500(2) 0.38571(9) 0.0270(4) Uani 1 1 d . . . . .
C8 C 0.80038(9) 0.3069(3) 0.35213(10) 0.0307(5) Uani 1 1 d . . . . .
H8 H 0.842603 0.293182 0.364952 0.037 Uiso 1 1 calc R . . . .
C9 C 0.79007(9) 0.3805(3) 0.30204(10) 0.0310(5) Uani 1 1 d . . . . .
H9 H 0.824344 0.407843 0.278197 0.037 Uiso 1 1 calc R . . . .
C10 C 0.72728(10) 0.4150(2) 0.28659(9) 0.0257(4) Uani 1 1 d . . . . .
C11 C 0.67469(9) 0.3723(2) 0.31977(8) 0.0220(4) Uani 1 1 d . . . . .
C12 C 0.68568(9) 0.2680(2) 0.36750(8) 0.0228(4) Uani 1 1 d . . . . .
C13 C 0.63777(9) 0.1660(2) 0.39542(8) 0.0223(4) Uani 1 1 d . . . . .
C14 C 0.58044(9) 0.1198(2) 0.36942(9) 0.0240(4) Uani 1 1 d . . . . .
H14 H 0.570666 0.166324 0.334161 0.029 Uiso 1 1 calc R . . . .
C15 C 0.61775(9) 0.4542(2) 0.29800(8) 0.0206(4) Uani 1 1 d . . . . .
C16 C 0.62984(10) 0.5340(2) 0.24805(8) 0.0246(4) Uani 1 1 d . . . . .
C17 C 0.55421(9) 0.4948(2) 0.31667(8) 0.0209(4) Uani 1 1 d . . . . .
C18 C 0.52250(10) 0.5942(2) 0.27762(8) 0.0242(4) Uani 1 1 d . . . . .
C19 C 0.51565(9) 0.4721(2) 0.36483(8) 0.0210(4) Uani 1 1 d . . . . .
H19 H 0.529506 0.411146 0.396605 0.025 Uiso 1 1 calc R . . . .
C20 C 0.45667(9) 0.5469(2) 0.36081(8) 0.0232(4) Uani 1 1 d . . . . .
C21 C 0.41504(10) 0.5341(3) 0.48175(9) 0.0315(5) Uani 1 1 d . . . . .
H21A H 0.442463 0.434371 0.488348 0.047 Uiso 1 1 calc GR . . . .
H21B H 0.378306 0.528547 0.506416 0.047 Uiso 1 1 calc GR . . . .
H21C H 0.438763 0.640274 0.488933 0.047 Uiso 1 1 calc GR . . . .
C22 C 0.34437(12) 0.3268(4) 0.39473(11) 0.0465(7) Uani 1 1 d . . . . .
H22A H 0.324644 0.332342 0.358156 0.070 Uiso 1 1 calc GR . . . .
H22B H 0.311549 0.309988 0.422819 0.070 Uiso 1 1 calc GR . . . .
H22C H 0.374249 0.230256 0.395897 0.070 Uiso 1 1 calc GR . . . .
C23 C 0.33508(13) 0.7190(4) 0.39508(11) 0.0527(7) Uani 1 1 d . . . . .
H23A H 0.358711 0.826159 0.400796 0.079 Uiso 1 1 calc GR . . . .
H23B H 0.298869 0.715342 0.420359 0.079 Uiso 1 1 calc GR . . . .
H23C H 0.319876 0.714044 0.356896 0.079 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
C18 S1 C20 91.54(9) . . ?
C18 S2 C16 88.73(10) . . ?
C16 S3 C10 89.68(10) . . ?
C20 Si1 C22 108.68(10) . . ?
C21 Si1 C20 110.33(10) . . ?
C21 Si1 C22 109.23(11) . . ?
C23 Si1 C20 108.07(11) . . ?
C23 Si1 C21 110.47(12) . . ?
C23 Si1 C22 110.03(14) . . ?
C14 C1 C2 120.6(2) . . ?
C3 C2 C1 119.3(2) . . ?
C2 C3 C4 121.6(2) . . ?
C3 C4 C5 121.16(19) . . ?
C3 C4 C13 119.41(19) . . ?
C13 C4 C5 119.1(2) . . ?
C6 C5 C4 120.3(2) . . ?
C5 C6 C7 121.84(19) . . ?
C8 C7 C6 120.03(19) . . ?
C8 C7 C12 120.6(2) . . ?
C12 C7 C6 119.38(19) . . ?
C9 C8 C7 121.39(19) . . ?
C8 C9 C10 118.0(2) . . ?
C9 C10 S3 123.11(17) . . ?
C9 C10 C11 123.2(2) . . ?
C11 C10 S3 113.65(16) . . ?
C10 C11 C12 117.77(18) . . ?
C10 C11 C15 109.89(18) . . ?
C12 C11 C15 132.29(17) . . ?
C7 C12 C11 117.38(18) . . ?
C7 C12 C13 117.43(18) . . ?
C11 C12 C13 124.90(17) . . ?
C4 C13 C12 119.67(18) . . ?
C14 C13 C4 117.66(18) . . ?
C14 C13 C12 121.89(18) . . ?
C1 C14 C13 121.12(19) . . ?
C16 C15 C11 111.08(17) . . ?
C16 C15 C17 110.27(17) . . ?
C17 C15 C11 138.08(17) . . ?
S3 C16 S2 128.98(12) . . ?
C15 C16 S2 115.42(15) . . ?
C15 C16 S3 115.12(15) . . ?
C18 C17 C15 110.68(17) . . ?
C18 C17 C19 110.35(17) . . ?
C19 C17 C15 138.82(18) . . ?
S1 C18 S2 131.61(12) . . ?
C17 C18 S1 113.33(15) . . ?
C17 C18 S2 114.82(15) . . ?
C20 C19 C17 113.84(17) . . ?
S1 C20 Si1 119.30(11) . . ?
C19 C20 S1 110.89(15) . . ?
C19 C20 Si1 129.57(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 C18 1.711(2) . ?
S1 C20 1.744(2) . ?
S2 C16 1.733(2) . ?
S2 C18 1.731(2) . ?
S3 C10 1.743(2) . ?
S3 C16 1.719(2) . ?
Si1 C20 1.866(2) . ?
Si1 C21 1.863(2) . ?
Si1 C22 1.870(2) . ?
Si1 C23 1.853(2) . ?
C1 C2 1.399(3) . ?
C1 C14 1.380(3) . ?
C2 C3 1.366(3) . ?
C3 C4 1.405(3) . ?
C4 C5 1.437(3) . ?
C4 C13 1.423(3) . ?
C5 C6 1.347(3) . ?
C6 C7 1.429(3) . ?
C7 C8 1.420(3) . ?
C7 C12 1.422(3) . ?
C8 C9 1.359(3) . ?
C9 C10 1.403(3) . ?
C10 C11 1.410(3) . ?
C11 C12 1.431(3) . ?
C11 C15 1.459(3) . ?
C12 C13 1.452(3) . ?
C13 C14 1.411(3) . ?
C15 C16 1.383(3) . ?
C15 C17 1.450(3) . ?
C17 C18 1.393(3) . ?
C17 C19 1.434(3) . ?
C19 C20 1.377(3) . ?
