#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:08:28 +0200 (vie 13 de oct de 2017) $
#$Revision: 201955 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/44/2004413.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_2004413
loop_
_publ_author_name
'Ramnathan, A.'
'Sivakumar, K.'
'Subramanian, K.'
'Meerarani, D.'
'Ramadas, K.'
'Fun, H.-K.'
_publ_section_title
;
 1,3-Dibenzylthiourea and 1,3-Dicyclohexylthiourea
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              139
_journal_page_last               142
_journal_paper_doi               10.1107/S0108270195009875
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C15 H16 N2 S'
_chemical_formula_weight         256.36
_chemical_name_systematic
;
1,3-dibenzylthiourea.
;
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.8880(10)
_cell_length_b                   9.3810(10)
_cell_length_c                   26.597(3)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      8
_cell_volume                     2716.6(5)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1994)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990b)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990a)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4 Diffractometer'
_diffrn_measurement_method       'θ-2θ scans'
_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  0.0264
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       1
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            3951
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.53
_diffrn_standards_decay_%        <3
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.222
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_description       prism
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.18
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.032
_refine_ls_goodness_of_fit_obs   1.117
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3098
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_restrained_S_obs      1.117
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_obs          0.0395
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0678P)²+0.0672P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1140
_refine_ls_wR_factor_obs         0.1064
_reflns_number_observed          2365
_reflns_number_total             3099
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            mu1200.cif
_cod_data_source_block           DBTU
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_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 (19
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 (23
times).

'_geom_torsion_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 (10
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0678P)^2^+0.0672P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0678P)^2^+0.0672P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P bca'
_cod_database_code               2004413
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_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
S 0.0483(2) 0.0394(2) 0.0551(2) 0.0018(2) 0.0044(2) -0.0006(2)
N1 0.0516(7) 0.0422(6) 0.0358(6) 0.0003(6) 0.0069(5) -0.0042(5)
N2 0.0528(7) 0.0396(6) 0.0377(6) 0.0002(6) 0.0060(5) -0.0007(5)
C1 0.0316(6) 0.0401(7) 0.0392(7) -0.0049(5) -0.0017(5) -0.0027(6)
C2 0.0469(8) 0.0444(8) 0.0392(7) 0.0014(6) 0.0003(6) 0.0072(6)
C3 0.0420(7) 0.0397(7) 0.0368(7) 0.0012(6) 0.0057(6) 0.0078(6)
C4 0.0496(9) 0.0452(8) 0.0479(8) 0.0060(7) 0.0057(7) 0.0016(6)
C5 0.0771(12) 0.0455(9) 0.0491(9) -0.0011(8) -0.0008(8) -0.0031(7)
C6 0.0621(10) 0.0604(10) 0.0548(9) -0.0142(9) -0.0131(8) 0.0090(8)
C7 0.0442(9) 0.0689(11) 0.0695(11) 0.0030(8) -0.0049(8) 0.0045(9)
C8 0.0464(8) 0.0545(9) 0.0557(9) 0.0079(7) 0.0032(7) -0.0041(8)
C9 0.0622(10) 0.0525(9) 0.0398(7) -0.0126(8) 0.0093(7) -0.0009(7)
C10 0.0467(8) 0.0428(7) 0.0370(7) 0.0032(6) -0.0007(6) 0.0035(6)
C11 0.0513(9) 0.0686(11) 0.0524(9) -0.0077(8) 0.0020(8) -0.0048(8)
C12 0.0617(12) 0.0781(12) 0.0688(12) -0.0109(10) -0.0136(10) -0.0115(10)
C13 0.0872(15) 0.0676(12) 0.0549(11) 0.0085(11) -0.0204(10) -0.0161(9)
C14 0.0932(15) 0.0794(13) 0.0436(9) 0.0061(12) 0.0101(10) -0.0101(9)
C15 0.0684(11) 0.0609(10) 0.0463(8) -0.0051(9) 0.0126(8) -0.0030(8)
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_type_symbol
S 1 -.08043(4) -.08622(4) .07694(2) .04761(14) Uani d S
N1 1 -.09665(12) .15992(14) .02969(5) .0432(3) Uani d N
N2 1 -0.17036(12) .16194(14) .10994(4) .0434(3) Uani d N
C1 1 -0.11789(12) .08919(14) .07235(5) .0369(3) Uani d C
C2 1 -.09934(15) .3149(2) .02409(6) .0435(3) Uani d C
C3 1 -.00088(13) .38958(14) .05424(5) .0395(3) Uani d C
C4 1 -.0292(2) .5075(2) .08334(6) .0476(4) Uani d C
C5 1 .0610(2) .5764(2) .11092(7) .0572(4) Uani d C
C6 1 .1805(2) .5284(2) .10933(7) .0591(4) Uani d C
C7 1 .2100(2) .4123(2) .08024(8) .0609(5) Uani d C
C8 1 .12013(15) .3423(2) .05301(7) .0522(4) Uani d C
C9 1 -0.1958(2) .1063(2) .15996(6) .0515(4) Uani d C
C10 1 -0.15785(14) .20826(15) .20091(5) .0422(3) Uani d C
C11 1 -.0543(2) .2925(2) .19716(7) .0574(4) Uani d C
C12 1 -.0206(2) .3817(2) .23652(8) .0695(5) Uani d C
C13 1 -.0901(2) .3875(2) .27954(8) .0699(6) Uani d C
C14 1 -0.1929(2) .3039(2) .28340(7) .0721(6) Uani d C
C15 1 -0.2269(2) .2158(2) .24435(6) .0585(4) Uani d C
H1N 1 -.0618(16) .1134(18) .0067(7) .047(5) Uiso d H
H2N 1 -0.1931(16) .245(2) .1049(7) .053(5) Uiso d H
H2A 1 -.0876(15) .3282(18) -.0101(7) .049(5) Uiso d H
H2B 1 -0.1829(17) .3555(18) .0331(6) .049(4) Uiso d H
H4 1 -0.1134(19) .536(2) .0862(7) .067(5) Uiso d H
H5 1 .038(2) .655(2) .1304(8) .073(6) Uiso d H
H6 1 .244(2) .576(2) .1268(7) .065(5) Uiso d H
H7 1 .291(2) .384(2) .0784(7) .071(6) Uiso d H
H8 1 .1392(18) .261(2) .0336(8) .064(5) Uiso d H
H9A 1 -0.1487(19) .016(2) .1621(7) .065(5) Uiso d H
H9B 1 -0.281(2) .091(2) .1627(7) .069(6) Uiso d H
H11 1 -.006(2) .290(2) .1670(8) .070(6) Uiso d H
H12 1 .052(2) .441(3) .2358(9) .090(7) Uiso d H
H13 1 -.071(2) .445(2) .3088(9) .086(7) Uiso d H
H14 1 -0.248(2) .309(3) .3115(10) .102(8) Uiso d H
H15 1 -0.299(2) .155(2) .2457(8) .086(7) Uiso d H
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
_geom_angle_publ_flag
C1 N1 C2 125.28(13) yes
C1 N2 C9 125.51(13) yes
N1 C1 N2 117.09(13) yes
N1 C1 S 120.06(11) yes
N2 C1 S 122.84(11) yes
N1 C2 C3 113.14(13) yes
C4 C3 C8 118.59(14) yes
C4 C3 C2 120.61(14) yes
C8 C3 C2 120.79(14) yes
C3 C4 C5 120.7(2) yes
C6 C5 C4 120.1(2) yes
C7 C6 C5 119.8(2) yes
C6 C7 C8 120.4(2) yes
C7 C8 C3 120.4(2) yes
N2 C9 C10 112.37(13) yes
C15 C10 C11 118.4(2) yes
C15 C10 C9 119.22(15) yes
C11 C10 C9 122.33(14) yes
C10 C11 C12 120.4(2) yes
C13 C12 C11 120.4(2) yes
C14 C13 C12 119.3(2) yes
C13 C14 C15 120.4(2) yes
C14 C15 C10 121.0(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S C1 1.6996(14) yes
N1 C1 1.335(2) yes
N1 C2 1.462(2) yes
N2 C1 1.339(2) yes
N2 C9 1.456(2) yes
C2 C3 1.511(2) yes
C3 C4 1.385(2) yes
C3 C8 1.391(2) yes
C4 C5 1.385(2) yes
C5 C6 1.377(3) yes
C6 C7 1.375(3) yes
C7 C8 1.383(3) yes
C9 C10 1.507(2) yes
C10 C15 1.380(2) yes
C10 C11 1.381(2) yes
C11 C12 1.390(3) yes
C12 C13 1.373(3) yes
C13 C14 1.370(3) yes
C14 C15 1.378(3) 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
_geom_torsion_publ_flag
C2 N1 C1 N2 14.8(2) yes
C2 N1 C1 S -166.05(12) yes
C9 N2 C1 N1 -177.01(14) yes
C9 N2 C1 S 3.9(2) yes
C1 N1 C2 C3 64.4(2) yes
N1 C2 C3 C4 -133.23(14) yes
N1 C2 C3 C8 47.4(2) yes
C1 N2 C9 C10 134.24(15) yes
N2 C9 C10 C15 145.4(2) yes
N2 C9 C10 C11 -36.2(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 732459
