#------------------------------------------------------------------------------
#$Date: 2016-02-20 01:53:41 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/54/2105480.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_2105480
loop_
_publ_author_name
'Jones, Peter G.'
'Taouss, Christina'
'Teschmit, Nicole'
'Thomas, Lena'
_publ_section_title
;
 Methylthioureas and their morpholine and dioxane adducts;
 hydrogen-bonding patterns
;
_journal_coeditor_code           GP5065
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              405
_journal_page_last               413
_journal_paper_doi               10.1107/S2052519213013481
_journal_volume                  69
_journal_year                    2013
_chemical_formula_sum            'C3 H8 N2 S'
_chemical_formula_weight         104.17
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   6.15884(15)
_cell_length_b                   11.5953(3)
_cell_length_c                   14.6390(4)
_cell_measurement_reflns_used    13412
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.8818
_cell_measurement_theta_min      2.2361
_cell_volume                     1045.42(5)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.1419
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_sigmaI/netI    0.0137
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            47980
_diffrn_reflns_theta_full        30.50
_diffrn_reflns_theta_max         30.94
_diffrn_reflns_theta_min         2.78
_exptl_absorpt_coefficient_mu    0.467
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97645
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.206
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         1620
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0256
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0271P)²+0.4173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0600
_refine_ls_wR_factor_ref         0.0625
_reflns_number_gt                1433
_reflns_number_total             1620
_reflns_threshold_expression     >2sigma(I)
_iucr_refine_instructions_details
;
TITL Fichte in Pbca
REM Pbca (#61 in standard setting)
CELL 0.71073   6.158844  11.595340  14.638955  90.0000  90.0000  90.0000
ZERR   8.00   0.00015   0.00026   0.00036   0.0000   0.0000   0.0000
LATT  1
SYMM -x+1/2,-y, z+1/2
SYMM -x, y+1/2,-z+1/2
SYMM  x+1/2,-y+1/2,-z
SFAC C H N S
UNIT 24.00 64.00 16.00 8.00
TEMP -173
SIZE 0.2 0.2 0.12
L.S. 4
ACTA 61
CONF
EQIV $1 -x+2, -y+1, -z+1
EQIV $2 -x+3/2, y+1/2, z
HTAB N3 S1_$1
HTAB N3 S1_$2
FMAP 2
PLAN 10
WGHT    0.027100    0.417300
FVAR       5.20209
S1    4    0.862575    0.342915    0.560327    11.00000    0.01796    0.01046 =
         0.02067    0.00125    0.00495    0.00102
N1    3    0.506122    0.427819    0.643878    11.00000    0.01659    0.01368 =
         0.01637    0.00034    0.00258    0.00083
N3    3    0.732193    0.558185    0.573678    11.00000    0.02206    0.01044 =
         0.02537    0.00146    0.00669    0.00119
H02  2    0.842751    0.572421    0.540292    11.00000    0.02570
H01  2    0.648299    0.615776    0.585233    11.00000    0.03329
C2    1    0.686721    0.448302    0.595271    11.00000    0.01678    0.01194 =
         0.01227    0.00011   -0.00120    0.00013
C11   1    0.437175    0.311854    0.669945    11.00000    0.01903    0.01721 =
         0.02039    0.00211    0.00268   -0.00361
AFIX 137
H11A  2    0.547535    0.255915    0.650903    11.00000   -1.50000
H11B  2    0.298965    0.293717    0.640044    11.00000   -1.50000
H11C  2    0.418774    0.308135    0.736375    11.00000   -1.50000
AFIX   0
C12   1    0.357765    0.521750    0.668003    11.00000    0.02071    0.02093 =
         0.02109   -0.00040    0.00418    0.00603
AFIX 137
H12A  2    0.431072    0.575258    0.709646    11.00000   -1.50000
H12B  2    0.228786    0.489888    0.698005    11.00000   -1.50000
H12C  2    0.314187    0.562944    0.612498    11.00000   -1.50000
HKLF 4
;
_cod_data_source_file            gp5065.cif
_cod_data_source_block           fichte
_cod_original_cell_volume        1045.42(4)
_cod_database_code               2105480
_cod_database_fobs_code          2105480
loop_
_symmetry_equiv_pos_as_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_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_symmetry_multiplicity
S S1 0.86257(4) 0.342915(19) 0.560327(16) 0.01637(8) Uani d . 1 1
N N1 0.50612(13) 0.42782(7) 0.64388(5) 0.01555(16) Uani d . 1 1
N N3 0.73219(16) 0.55819(7) 0.57368(6) 0.01929(18) Uani d . 1 1
H H02 0.843(2) 0.5724(12) 0.5403(10) 0.026(4) Uiso d . 1 1
H H01 0.648(2) 0.6158(15) 0.5852(11) 0.033(4) Uiso d . 1 1
C C2 0.68672(15) 0.44830(7) 0.59527(6) 0.01367(17) Uani d . 1 1
C C11 0.43718(17) 0.31185(8) 0.66995(7) 0.01888(19) Uani d . 1 1
H H11A 0.5475 0.2559 0.6509 0.028 Uiso calc R 1 1
H H11B 0.2990 0.2937 0.6400 0.028 Uiso calc R 1 1
H H11C 0.4188 0.3081 0.7364 0.028 Uiso calc R 1 1
C C12 0.35777(17) 0.52175(9) 0.66800(7) 0.0209(2) Uani d . 1 1
H H12A 0.4311 0.5753 0.7096 0.031 Uiso calc R 1 1
H H12B 0.2288 0.4899 0.6980 0.031 Uiso calc R 1 1
H H12C 0.3142 0.5629 0.6125 0.031 Uiso calc R 1 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 0.01796(13) 0.01046(12) 0.02067(13) 0.00102(8) 0.00495(8) 0.00125(8)
N1 0.0166(4) 0.0137(3) 0.0164(4) 0.0008(3) 0.0026(3) 0.0003(3)
N3 0.0221(4) 0.0104(4) 0.0254(4) 0.0012(3) 0.0067(4) 0.0015(3)
C2 0.0168(4) 0.0119(4) 0.0123(4) 0.0001(3) -0.0012(3) 0.0001(3)
C11 0.0190(5) 0.0172(4) 0.0204(5) -0.0036(4) 0.0027(4) 0.0021(3)
C12 0.0207(5) 0.0209(5) 0.0211(5) 0.0060(4) 0.0042(4) -0.0004(4)
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'
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
C2 N1 C11 122.85(8)
C2 N1 C12 120.89(8)
C11 N1 C12 116.11(8)
N1 C2 N3 117.77(8)
N1 C2 S1 123.84(7)
N3 C2 S1 118.39(7)
C2 N3 H02 119.0(10)
C2 N3 H01 124.4(10)
H02 N3 H01 116.2(13)
N1 C11 H11A 109.5
N1 C11 H11B 109.5
H11A C11 H11B 109.5
N1 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
N1 C12 H12A 109.5
N1 C12 H12B 109.5
H12A C12 H12B 109.5
N1 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C2 1.7111(9)
N1 C2 1.3416(12)
N1 C11 1.4608(12)
N1 C12 1.4649(12)
N3 C2 1.3423(12)
N3 H02 0.854(15)
N3 H01 0.861(17)
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
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
N3 H02 S1 5_766 0.854(15) 2.535(15) 3.3752(9) 167.9(13)
N3 H01 S1 8_765 0.861(17) 2.660(17) 3.3584(9) 139.1(13)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C11 N1 C2 N3 178.75(9)
C12 N1 C2 N3 3.34(14)
C11 N1 C2 S1 -1.84(13)
C12 N1 C2 S1 -177.25(7)
