#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/43/2014326.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_2014326
loop_
_publ_author_name
'Corrêa, Rodrigo S.'
'Santana, Sarita A.'
'Salloum, Rogêrio '
'Silva, Rosalice M.'
'Doriguetto, Antônio C.'
_publ_section_title
;
 A triclinic polymorph of 1,3-thiazolidine-2-thione
 (2-mercaptothiazoline)
;
_journal_coeditor_code           FA1178
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o115
_journal_page_last               o117
_journal_paper_doi               10.1107/S0108270106002484
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C3 H5 N S2'
_chemical_formula_moiety         'C3 H5 N S2'
_chemical_formula_sum            'C3 H5 N S2'
_chemical_formula_weight         119.22
_chemical_name_common            2-mercaptothiazoline
_chemical_name_systematic
;
1,3-thiazolidine-2-thione
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                84.121(2)
_cell_angle_beta                 73.816(3)
_cell_angle_gamma                71.792(3)
_cell_formula_units_Z            2
_cell_length_a                   5.4845(2)
_cell_length_b                   6.4997(3)
_cell_length_c                   7.6758(3)
_cell_measurement_reflns_used    5798
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.407
_cell_volume                     249.587(19)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction
'SCALEPACK and DENZO (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and MERCURY (Bruno et al.,  2002)'
_computing_publication_material
'WinGX (Farrugia, 1999) and enCIFer (Allen et al.,  2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offsets'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7240
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.76
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.898
_exptl_absorpt_correction_T_max  0.9840
_exptl_absorpt_correction_T_min  0.9190
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             124
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.198
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     59
_refine_ls_number_reflns         880
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.027P)²+0.1265P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0628
_reflns_number_gt                781
_reflns_number_total             880
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa1178.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'YES' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'YES' changed to 'yes' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6
times).

'_geom_angle_publ_flag' value 'YES' changed to 'yes'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (7
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        249.587(18)
_cod_database_code               2014326
_cod_database_fobs_code          2014326
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_type_symbol
_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
S S1 -0.33251(9) 0.27135(7) 0.38475(6) 0.02432(17) Uani d . 1 . .
S S2 0.20397(10) 0.03245(8) 0.16268(7) 0.02918(18) Uani d . 1 . .
N N1 -0.1418(3) -0.1560(2) 0.3241(2) 0.0219(4) Uani d . 1 . .
C C3 -0.1110(4) 0.0391(3) 0.3000(2) 0.0197(4) Uani d . 1 . .
C C2 0.3062(4) -0.2574(3) 0.1302(3) 0.0252(4) Uani d . 1 . .
H H2A 0.3492 -0.2892 -0.0002 0.03 Uiso calc R 1 . .
H H2B 0.4659 -0.3288 0.1747 0.03 Uiso calc R 1 . .
C C1 0.0745(4) -0.3402(3) 0.2374(3) 0.0302(5) Uani d . 1 . .
H H1A 0.0153 -0.4105 0.155 0.036 Uiso calc R 1 . .
H H1B 0.1306 -0.4481 0.3303 0.036 Uiso calc R 1 . .
H H1 -0.282(5) -0.175(4) 0.390(3) 0.032(6) Uiso d . 1 . .
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
S1 0.0222(3) 0.0192(3) 0.0273(3) -0.0048(2) -0.0005(2) -0.0026(2)
S2 0.0232(3) 0.0230(3) 0.0353(3) -0.0096(2) 0.0066(2) -0.0050(2)
N1 0.0180(8) 0.0207(9) 0.0243(8) -0.0075(7) 0.0009(7) -0.0009(7)
C3 0.0185(9) 0.0230(10) 0.0173(9) -0.0057(8) -0.0046(7) -0.0002(7)
C2 0.0238(10) 0.0227(11) 0.0232(10) -0.0036(8) -0.0005(8) -0.0010(8)
C1 0.0239(11) 0.0210(11) 0.0408(12) -0.0054(8) -0.0005(9) -0.0060(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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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
C3 S2 C2 93.76(9) yes
C3 N1 C1 119.46(17) yes
N1 C3 S1 127.31(15) yes
N1 C3 S2 111.40(14) yes
S1 C3 S2 121.28(11) yes
C1 C2 S2 107.26(13) yes
N1 C1 C2 108.11(15) yes
N1 C1 H1A 110.1 ?
C2 C1 H1A 110.1 ?
N1 C1 H1B 110.1 ?
C2 C1 H1B 110.1 ?
H1A C1 H1B 108.4 ?
C1 C2 H2A 110.3 ?
S2 C2 H2A 110.3 ?
C1 C2 H2B 110.3 ?
S2 C2 H2B 110.3 ?
H2A C2 H2B 108.5 ?
C3 N1 H1 120.8(16) ?
C1 N1 H1 119.7(16) ?
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
S1 C3 . 1.671(2) yes
S2 C3 . 1.745(2) yes
S2 C2 . 1.812(2) yes
N1 C3 . 1.319(2) yes
N1 C1 . 1.456(2) yes
C2 C1 . 1.528(3) yes
N1 H1 . 0.83(2) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 S1 2_456 0.83(3) 2.53(3) 3.359(2) 172(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2005898
