#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/73/1557372.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_1557372
loop_
_publ_author_name
'Xu, Niansheng'
'Zheng, Aibin'
'Wei, Yuefang'
'Yuan, Yi'
'Zhang, Jing'
'Lei, Ming'
'Wang, Peng'
_publ_section_title
;
 D--π--D molecular semiconductors for perovskite solar cells: the
 superior role of helical versus planar π-linkers
;
_journal_issue                   13
_journal_name_full               'Chemical Science'
_journal_page_first              3418
_journal_page_last               3426
_journal_paper_doi               10.1039/D0SC00362J
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C20 H12 S'
_chemical_formula_sum            'C20 H12 S'
_chemical_formula_weight         284.36
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-10-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-10-15 deposited with the CCDC.	2020-02-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.4461(12)
_cell_length_b                   8.4399(4)
_cell_length_c                   7.3436(4)
_cell_measurement_reflns_used    2137
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.3710
_cell_measurement_theta_min      1.8953
_cell_volume                     1329.21(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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      296.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -72.00   15.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.4683  -38.0000 -120.0000 87

#__ type_ start__ end____ width___ exp.time_
  2 omega  -33.00   63.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.4683   38.0000   60.0000 96

#__ type_ start__ end____ width___ exp.time_
  3 omega  -22.00   69.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.7808   77.0000 -180.0000 91
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0326788000
_diffrn_orient_matrix_UB_12      0.0107301000
_diffrn_orient_matrix_UB_13      0.0082133000
_diffrn_orient_matrix_UB_21      -0.0050003000
_diffrn_orient_matrix_UB_22      -0.0602426000
_diffrn_orient_matrix_UB_23      -0.0657433000
_diffrn_orient_matrix_UB_31      -0.0008592000
_diffrn_orient_matrix_UB_32      -0.0576279000
_diffrn_orient_matrix_UB_33      0.0702709000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            7848
_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         25.334
_diffrn_reflns_theta_min         2.593
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       plate
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.247
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1219
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0490
_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)+(0.0703P)²+0.4995P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1277
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1036
_reflns_number_total             1219
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc00362j2.cif
_cod_data_source_block           181013_dnt
_cod_depositor_comments
;Adding full bibliography for 1557372--1557374.cif.

 Adding full bibliography for 1557372--1557374.cif.
;
_cod_database_code               1557372
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'c h s'
_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   0.960
_shelx_estimated_absorpt_t_min   0.907
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10)
;
_shelx_res_file
;
TITL 181013_dnt_a.res in Pbcn
    181013_dnt.res
    created by SHELXL-2016/6 at 16:31:14 on 15-Oct-2018
REM Old TITL 181013_DNT in Pbcn #60
REM SHELXT solution in Pbcn
REM R1 0.132, Rweak 0.258, Alpha 0.024, Orientation as input
REM Formula found by SHELXT: C20 S
CELL 0.71073 21.4461 8.4399 7.3436 90 90 90
ZERR 4 0.0012 0.0004 0.0004 0 0 0
LATT 1
SYMM 0.5-X,0.5-Y,0.5+Z
SYMM -X,+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H S
UNIT 80 48 4

L.S. 3
PLAN  5
SIZE 0.43 0.33 0.18
TEMP 23
BOND $H
list 4
htab
fmap 2
ACTA
SHEL 999 0.83
OMIT 2 0 0
REM <olex2.extras>
REM <HklSrc "%.\\181013_DNT.hkl">
REM </olex2.extras>

WGHT    0.070300    0.499500
FVAR       0.52536
S1    3    0.500000    0.297587    0.250000    10.50000    0.03499    0.02361 =
         0.04188    0.00000   -0.00065    0.00000
C1    1    0.533803    0.595723    0.237567    11.00000    0.02451    0.02858 =
         0.02448    0.00070   -0.00048    0.00173
C2    1    0.556234    0.441480    0.213256    11.00000    0.02923    0.02475 =
         0.03061    0.00036   -0.00315    0.00085
C3    1    0.618653    0.408294    0.165474    11.00000    0.03191    0.03084 =
         0.03552   -0.00440   -0.00262    0.00877
AFIX  43
H3    2    0.631366    0.304951    0.141956    11.00000   -1.20000
AFIX   0
C4    1    0.659589    0.529872    0.154595    11.00000    0.02408    0.03905 =
         0.03722   -0.00125   -0.00011    0.00666
AFIX  43
H4    2    0.699687    0.511243    0.111384    11.00000   -1.20000
AFIX   0
C5    1    0.642258    0.685989    0.208274    11.00000    0.02432    0.03319 =
         0.03111    0.00389   -0.00042    0.00070
C6    1    0.578960    0.720336    0.254388    11.00000    0.02512    0.02627 =
         0.02530    0.00347   -0.00090    0.00133
C7    1    0.566508    0.869233    0.336154    11.00000    0.02484    0.03087 =
         0.03099    0.00069   -0.00058    0.00051
AFIX  43
H7    2    0.525993    0.893117    0.371993    11.00000   -1.20000
AFIX   0
C8    1    0.612644    0.978590    0.363595    11.00000    0.03744    0.02985 =
         0.03632   -0.00135   -0.00368   -0.00293
AFIX  43
H8    2    0.603255    1.074566    0.419444    11.00000   -1.20000
AFIX   0
C9    1    0.673617    0.947310    0.308511    11.00000    0.03108    0.03577 =
         0.05213    0.00361   -0.00386   -0.01055
AFIX  43
H9    2    0.704444    1.023735    0.323300    11.00000   -1.20000
AFIX   0
C10   1    0.687977    0.803706    0.232559    11.00000    0.02414    0.04069 =
         0.04607    0.00435    0.00158   -0.00115
AFIX  43
H10   2    0.728763    0.783563    0.196296    11.00000   -1.20000
AFIX   0
HKLF 4




REM  181013_dnt_a.res in Pbcn
REM R1 =  0.0490 for    1036 Fo > 4sig(Fo)  and  0.0568 for all    1219 data
REM     96 parameters refined using      0 restraints

END

WGHT      0.0703      0.4994

REM No hydrogen bonds found for HTAB generation

REM Highest difference peak  0.433,  deepest hole -0.649,  1-sigma level  0.247
Q1    1   0.6006  0.4728 -0.0331  11.00000  0.05    0.43
Q2    1   0.7416  1.0607  0.5055  11.00000  0.05    0.43
Q3    1   0.5496  1.0468  0.5198  11.00000  0.05    0.42
Q4    1   0.5207  0.8882  0.4999  11.00000  0.05    0.40
Q5    1   0.6082  1.0000  0.5373  11.00000  0.05    0.39
;
_shelx_res_checksum              499
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, 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 0.500000 0.29759(8) 0.250000 0.0335(3) Uani 1 2 d S T P . .
C1 C 0.53380(9) 0.5957(2) 0.2376(2) 0.0259(5) Uani 1 1 d . . . . .
C2 C 0.55623(9) 0.4415(2) 0.2133(3) 0.0282(5) Uani 1 1 d . . . . .
C3 C 0.61865(9) 0.4083(2) 0.1655(3) 0.0328(5) Uani 1 1 d . . . . .
H3 H 0.631366 0.304951 0.141956 0.039 Uiso 1 1 calc R . . . .
C4 C 0.65959(9) 0.5299(2) 0.1546(3) 0.0334(5) Uani 1 1 d . . . . .
H4 H 0.699687 0.511243 0.111384 0.040 Uiso 1 1 calc R . . . .
C5 C 0.64226(9) 0.6860(2) 0.2083(3) 0.0295(5) Uani 1 1 d . . . . .
C6 C 0.57896(9) 0.7203(2) 0.2544(2) 0.0256(5) Uani 1 1 d . . . . .
C7 C 0.56651(9) 0.8692(2) 0.3362(2) 0.0289(5) Uani 1 1 d . . . . .
H7 H 0.525993 0.893117 0.371993 0.035 Uiso 1 1 calc R . . . .
C8 C 0.61264(9) 0.9786(2) 0.3636(3) 0.0345(5) Uani 1 1 d . . . . .
H8 H 0.603255 1.074566 0.419444 0.041 Uiso 1 1 calc R . . . .
C9 C 0.67362(10) 0.9473(3) 0.3085(3) 0.0397(5) Uani 1 1 d . . . . .
H9 H 0.704444 1.023735 0.323300 0.048 Uiso 1 1 calc R . . . .
C10 C 0.68798(10) 0.8037(3) 0.2326(3) 0.0370(6) Uani 1 1 d . . . . .
H10 H 0.728763 0.783563 0.196296 0.044 Uiso 1 1 calc R . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0350(5) 0.0236(4) 0.0419(5) 0.000 -0.0006(3) 0.000
C1 0.0245(10) 0.0286(10) 0.0245(9) 0.0007(7) -0.0005(7) 0.0017(8)
C2 0.0292(11) 0.0248(10) 0.0306(10) 0.0004(8) -0.0032(8) 0.0009(8)
C3 0.0319(11) 0.0308(10) 0.0355(11) -0.0044(8) -0.0026(9) 0.0088(9)
C4 0.0241(10) 0.0390(12) 0.0372(11) -0.0012(9) -0.0001(8) 0.0067(8)
C5 0.0243(10) 0.0332(11) 0.0311(10) 0.0039(8) -0.0004(8) 0.0007(8)
C6 0.0251(11) 0.0263(10) 0.0253(10) 0.0035(7) -0.0009(7) 0.0013(8)
C7 0.0248(10) 0.0309(10) 0.0310(10) 0.0007(8) -0.0006(8) 0.0005(8)
C8 0.0374(12) 0.0298(10) 0.0363(11) -0.0013(8) -0.0037(9) -0.0029(9)
C9 0.0311(12) 0.0358(12) 0.0521(13) 0.0036(10) -0.0039(10) -0.0105(10)
C10 0.0241(11) 0.0407(13) 0.0461(13) 0.0044(9) 0.0016(9) -0.0012(9)
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'
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
C2 S1 C2 91.00(13) 3_655 . ?
C2 C1 C1 110.92(11) . 3_655 ?
C2 C1 C6 117.44(17) . . ?
C6 C1 C1 131.21(11) . 3_655 ?
C1 C2 S1 113.14(14) . . ?
C1 C2 C3 122.83(18) . . ?
C3 C2 S1 124.03(15) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 C2 118.65(18) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.06(18) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 120.07(18) . . ?
C10 C5 C4 120.41(18) . . ?
C10 C5 C6 119.26(19) . . ?
C5 C6 C1 118.17(17) . . ?
C7 C6 C1 123.97(17) . . ?
C7 C6 C5 117.32(18) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 C6 121.60(18) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.53(19) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.8(2) . . ?
C10 C9 H9 120.1 . . ?
C5 C10 H10 119.3 . . ?
C9 C10 C5 121.3(2) . . ?
C9 C10 H10 119.3 . . ?
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 C2 1.7327(19) 3_655 ?
S1 C2 1.7327(19) . ?
C1 C1 1.461(4) 3_655 ?
C1 C2 1.399(3) . ?
C1 C6 1.435(3) . ?
C2 C3 1.412(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.353(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.425(3) . ?
C5 C6 1.429(3) . ?
C5 C10 1.407(3) . ?
C6 C7 1.418(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.368(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.394(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.369(3) . ?
C10 H10 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 67452
