#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/35/2013572.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2013572
loop_
_publ_author_name
'Xue, Gang'
'Fang, Qi'
'Yu, Wentao'
_publ_section_title
;
 4,5-Propylenedithio-1,3-dithiole-2-thione and
 4,5-propylenedithio-1,3-dithiol-2-one
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o653
_journal_page_last               o655
_journal_paper_doi               10.1107/S0108270103022662
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          'C6 H6 S5'
_chemical_formula_moiety         'C6 H6 S5'
_chemical_formula_sum            'C6 H6 S5'
_chemical_formula_weight         238.41
_chemical_melting_point          432.6
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.147(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.6572(13)
_cell_length_b                   10.9765(14)
_cell_length_c                   18.1026(17)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.45
_cell_measurement_theta_min      5.682
_cell_volume                     925.4(3)
_computing_cell_refinement       Xscans
_computing_data_collection       'Xscans (Bruker, 1996)'
_computing_data_reduction        Xscans
_computing_molecular_graphics    SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            3160
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.17
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.181
_exptl_absorpt_correction_T_max  0.8682
_exptl_absorpt_correction_T_min  0.7910
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   'Xscans (Bruker, 1996)'
_exptl_crystal_colour            'Pale yellow'
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.303
_refine_ls_extinction_coef       0.0145(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         2110
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0364
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0330P)²+0.1689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0733
_refine_ls_wR_factor_ref         0.0931
_reflns_number_gt                1331
_reflns_number_total             2110
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa1033.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2013572
loop_
_symmetry_equiv_pos_as_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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S5 0.8413(2) 0.84196(10) 0.41231(5) 0.0560(3) Uani d . 1 . . S
S1 0.5764(2) 0.88534(8) 0.55954(4) 0.0437(2) Uani d . 1 . . S
S2 0.4518(2) 0.66204(8) 0.48310(4) 0.0427(2) Uani d . 1 . . S
S3 0.2061(2) 0.82882(8) 0.69005(4) 0.0447(2) Uani d . 1 . . S
S4 0.0646(2) 0.56337(8) 0.60079(5) 0.0462(3) Uani d . 1 . . S
C1 0.6330(7) 0.7989(3) 0.48127(16) 0.0392(8) Uani d . 1 . . C
C2 0.3417(7) 0.7858(3) 0.60344(15) 0.0350(7) Uani d . 1 . . C
C3 0.2820(7) 0.6815(3) 0.56797(15) 0.0348(7) Uani d . 1 . . C
C4 0.3671(8) 0.7153(3) 0.75024(17) 0.0452(8) Uani d . 1 . . C
H4A 0.5666 0.7057 0.7362 0.054 Uiso calc R 1 . . H
H4B 0.3647 0.7467 0.8003 0.054 Uiso calc R 1 . . H
C5 0.2285(8) 0.5902(3) 0.75068(17) 0.0472(9) Uani d . 1 . . C
H5A 0.0246 0.6005 0.7595 0.057 Uiso calc R 1 . . H
H5B 0.3063 0.5448 0.7921 0.057 Uiso calc R 1 . . H
C6 0.2648(8) 0.5134(3) 0.68137(17) 0.0466(9) Uani d . 1 . . C
H6A 0.2078 0.4305 0.6927 0.056 Uiso calc R 1 . . H
H6B 0.4671 0.5118 0.6688 0.056 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S5 0.0586(6) 0.0692(6) 0.0403(5) -0.0012(6) 0.0166(4) 0.0100(5)
S1 0.0573(6) 0.0393(4) 0.0345(4) -0.0049(4) 0.0069(4) 0.0026(3)
S2 0.0536(6) 0.0428(5) 0.0318(4) 0.0016(4) 0.0085(4) -0.0032(3)
S3 0.0600(6) 0.0402(5) 0.0340(4) 0.0080(5) 0.0114(4) -0.0023(4)
S4 0.0457(5) 0.0495(5) 0.0434(4) -0.0103(4) 0.0050(4) -0.0016(4)
C1 0.0409(18) 0.0451(19) 0.0316(15) 0.0050(16) 0.0018(14) 0.0029(14)
C2 0.0397(18) 0.0366(16) 0.0288(14) 0.0051(15) 0.0055(14) 0.0026(13)
C3 0.0359(17) 0.0375(17) 0.0309(15) 0.0032(15) 0.0015(13) 0.0001(13)
C4 0.051(2) 0.054(2) 0.0314(16) 0.0035(18) 0.0004(16) 0.0040(15)
C5 0.054(2) 0.050(2) 0.0369(16) 0.0054(19) 0.0070(16) 0.0114(15)
C6 0.055(2) 0.0384(18) 0.0462(18) 0.0033(18) 0.0113(17) 0.0085(15)
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_publ_flag
C1 S1 C2 97.31(15) y
C1 S2 C3 97.67(15) y
C2 S3 C4 101.67(15) y
C3 S4 C6 101.55(16) y
S5 C1 S2 123.55(19) y
S5 C1 S1 123.6(2) y
S2 C1 S1 112.80(18) y
C3 C2 S1 116.6(2) y
C3 C2 S3 125.6(2) y
S1 C2 S3 117.83(18) y
C2 C3 S2 115.6(2) y
C2 C3 S4 126.1(2) y
S2 C3 S4 118.21(18) y
C5 C4 S3 116.7(2) ?
C5 C4 H4A 108.1 ?
S3 C4 H4A 108.1 ?
C5 C4 H4B 108.1 ?
S3 C4 H4B 108.1 ?
H4A C4 H4B 107.3 ?
C4 C5 C6 116.7(3) ?
C4 C5 H5A 108.1 ?
C6 C5 H5A 108.1 ?
C4 C5 H5B 108.1 ?
C6 C5 H5B 108.1 ?
H5A C5 H5B 107.3 ?
C5 C6 S4 116.0(2) y
C5 C6 H6A 108.3 ?
S4 C6 H6A 108.3 ?
C5 C6 H6B 108.3 ?
S4 C6 H6B 108.3 ?
H6A C6 H6B 107.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S5 C1 . 1.652(3) y
S1 C1 . 1.726(3) y
S1 C2 . 1.739(3) y
S2 C1 . 1.723(3) y
S2 C3 . 1.743(3) y
S3 C2 . 1.756(3) y
S3 C4 . 1.816(3) y
S4 C3 . 1.750(3) y
S4 C6 . 1.814(4) y
C2 C3 . 1.341(4) y
C4 C5 . 1.518(5) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.521(4) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 606203
