#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/69/2216977.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_2216977
loop_
_publ_author_name
'Yamin, Bohari M. '
'Othman, Eliyanti A.'
_publ_section_title
;
 N-Propionylthiourea
;
_journal_coeditor_code           CI2516
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o313
_journal_page_last               o313
_journal_paper_doi               10.1107/S160053680706031X
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C4 H8 N2 O S'
_chemical_formula_moiety         'C4 H8 N2 O S'
_chemical_formula_sum            'C4 H8 N2 O S'
_chemical_formula_weight         132.19
_chemical_name_systematic
;
N-Propionylthiourea
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 102.744(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.0790(15)
_cell_length_b                   14.342(4)
_cell_length_c                   9.273(3)
_cell_measurement_reflns_used    1291
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.6
_cell_volume                     658.8(3)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material
;
SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 83.66
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type
;
Bruker SMART APEX CCD area-detector diffractometer
;
_diffrn_measurement_method       'ω scan'
_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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0383
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3622
_diffrn_reflns_theta_full        26.0
_diffrn_reflns_theta_max         26.0
_diffrn_reflns_theta_min         2.6
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.398
_exptl_absorpt_correction_T_max  0.9464
_exptl_absorpt_correction_T_min  0.8321
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.16
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0492P)²+0.2930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1070
_refine_ls_wR_factor_ref         0.1188
_reflns_number_gt                910
_reflns_number_total             1291
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2516.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

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

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2216977
_cod_database_fobs_code          2216977
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x+1/2, -y+1/2, z+1/2'
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
S S1 0.01989(18) 0.06361(6) 0.28118(8) 0.0646(3) Uani d . 1
O O1 0.7005(4) 0.22101(13) 0.58191(18) 0.0537(5) Uani d . 1
N N1 0.4084(4) 0.18551(14) 0.3657(2) 0.0428(6) Uani d . 1
H H1D 0.3630 0.2009 0.2739 0.051 Uiso calc R 1
C C4 0.2638(5) 0.11286(17) 0.4084(3) 0.0413(6) Uani d . 1
N N2 0.3300(5) 0.08712(15) 0.5470(2) 0.0514(6) Uani d . 1
H H2C 0.4587 0.1151 0.6072 0.062 Uiso calc R 1
H H2D 0.2448 0.0422 0.5779 0.062 Uiso calc R 1
C C3 0.6154(5) 0.23647(18) 0.4506(3) 0.0431(6) Uani d . 1
C C2 0.7271(7) 0.3102(2) 0.3675(3) 0.0635(9) Uani d . 1
H H2A 0.7959 0.2807 0.2892 0.076 Uiso calc R 1
H H2B 0.5808 0.3512 0.3212 0.076 Uiso calc R 1
C C1 0.9454(7) 0.3677(2) 0.4578(3) 0.0706(9) Uani d . 1
H H1A 1.0051 0.4130 0.3958 0.106 Uiso calc R 1
H H1B 1.0940 0.3282 0.5022 0.106 Uiso calc R 1
H H1C 0.8785 0.3990 0.5340 0.106 Uiso calc R 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 0.0696(6) 0.0701(6) 0.0465(5) -0.0255(4) -0.0038(4) 0.0050(4)
O1 0.0653(13) 0.0566(12) 0.0324(10) -0.0098(10) -0.0040(8) 0.0002(8)
N1 0.0498(14) 0.0479(13) 0.0273(10) -0.0060(11) 0.0013(9) 0.0028(9)
C4 0.0445(15) 0.0408(15) 0.0385(14) 0.0040(12) 0.0089(11) -0.0008(11)
N2 0.0633(16) 0.0523(14) 0.0357(12) -0.0122(12) 0.0045(10) 0.0034(10)
C3 0.0473(17) 0.0420(15) 0.0373(14) 0.0028(12) 0.0032(11) -0.0015(11)
C2 0.073(2) 0.063(2) 0.0484(17) -0.0223(17) -0.0002(15) 0.0073(14)
C1 0.076(2) 0.069(2) 0.064(2) -0.0238(18) 0.0095(17) -0.0026(16)
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 Tles 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'
O O 0.0106 0.0060 '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
C3 N1 C4 128.6(2)
C3 N1 H1D 115.7
C4 N1 H1D 115.7
N2 C4 N1 117.2(2)
N2 C4 S1 124.4(2)
N1 C4 S1 118.37(18)
C4 N2 H2C 120.0
C4 N2 H2D 120.0
H2C N2 H2D 120.0
O1 C3 N1 122.2(2)
O1 C3 C2 123.6(2)
N1 C3 C2 114.2(2)
C1 C2 C3 115.1(2)
C1 C2 H2A 108.5
C3 C2 H2A 108.5
C1 C2 H2B 108.5
C3 C2 H2B 108.5
H2A C2 H2B 107.5
C2 C1 H1A 109.5
C2 C1 H1B 109.5
H1A C1 H1B 109.5
C2 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C4 1.668(3)
O1 C3 1.219(3)
N1 C3 1.377(3)
N1 C4 1.382(3)
N1 H1D 0.86
C4 N2 1.308(3)
N2 H2C 0.86
N2 H2D 0.86
C3 C2 1.492(4)
C2 C1 1.483(4)
C2 H2A 0.97
C2 H2B 0.97
C1 H1A 0.96
C1 H1B 0.96
C1 H1C 0.96
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
N2 H2C O1 1_555 0.86 2.00 2.658(3) 133 yes
N1 H1D O1 4_454 0.86 2.11 2.935(3) 160 yes
N2 H2D S1 3_556 0.86 2.57 3.409(3) 166 yes
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
C3 N1 C4 N2 -0.7(4)
C3 N1 C4 S1 179.7(2)
C4 N1 C3 O1 0.7(4)
C4 N1 C3 C2 179.8(3)
O1 C3 C2 C1 -2.5(5)
N1 C3 C2 C1 178.4(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2298698
