#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008808.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2008808
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  1318
_journal_page_last  1320
_publ_section_title
;
N---H...S hydrogen bonding in N-benzoyl-N'-methyl-N'-phenylthiourea  and
N-benzoyl-N'-(3,4-dimethylphenyl)thiourea
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'S. Shanmuga Sundara Raj'
  'K. Puviarasan'
  'D. Velmurugan'
  'G. Jayanthi'
  'Hoong-Kun Fun'
_chemical_formula_sum  'C16 H16 N2 O S'
_chemical_formula_weight  284.37
_symmetry_cell_setting  monoclinic
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'
_cell_length_a  5.46640(10)
_cell_length_b  28.0208(4)
_cell_length_c  9.85850(10)
_cell_angle_alpha  90.00
_cell_angle_beta  94.2620(10)
_cell_angle_gamma  90.00
_cell_volume  1505.88(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.254
_diffrn_ambient_temperature  293(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
  S1 0.32161(12) 0.546924(18) 0.86252(5) 0.0584(2) Uani d . 1 . . S
  O1 0.5611(3) 0.64283(5) 1.21950(16) 0.0629(5) Uani d . 1 . . O
  N1 0.5583(3) 0.57492(6) 1.09085(15) 0.0418(4) Uani d . 1 . . N
  N2 0.2799(3) 0.62930(6) 0.99591(16) 0.0451(4) Uani d D 1 . . N
  C1 0.8517(3) 0.58266(7) 1.28828(19) 0.0428(4) Uani d . 1 . . C
  C2 0.8819(5) 0.60021(9) 1.4207(2) 0.0618(6) Uani d . 1 . . C
  C3 1.0712(5) 0.58351(12) 1.5077(3) 0.0765(8) Uani d . 1 . . C
  C4 1.2289(5) 0.54928(11) 1.4650(3) 0.0722(8) Uani d . 1 . . C
  C5 1.2012(4) 0.53211(10) 1.3346(3) 0.0602(6) Uani d . 1 . . C
  C6 1.0124(4) 0.54886(8) 1.2454(2) 0.0473(5) Uani d . 1 . . C
  C7 0.6466(4) 0.60303(6) 1.19847(19) 0.0436(4) Uani d . 1 . . C
  C8 0.3816(3) 0.58639(6) 0.98713(17) 0.0387(4) Uani d . 1 . . C
  C9 0.1102(3) 0.65195(7) 0.90008(18) 0.0423(4) Uani d . 1 . . C
  C10 -0.0982(4) 0.62941(8) 0.8434(2) 0.0502(5) Uani d . 1 . . C
  C11 -0.2553(4) 0.65508(9) 0.7524(2) 0.0589(6) Uani d . 1 . . C
  C12 -0.2115(4) 0.70214(9) 0.7186(2) 0.0576(6) Uani d . 1 . . C
  C13 -0.0060(4) 0.72523(8) 0.7802(2) 0.0558(5) Uani d . 1 . . C
  C14 0.1538(4) 0.69958(7) 0.8696(2) 0.0489(5) Uani d . 1 . . C
  C15 -0.3827(6) 0.72724(13) 0.6141(3) 0.0915(10) Uani d . 1 . . C
  H15A -0.3272 0.7594 0.6023 0.137 Uiso calc R 1 . . H
  H15B -0.5454 0.7277 0.6446 0.137 Uiso calc R 1 . . H
  H15C -0.3841 0.7106 0.5290 0.137 Uiso calc R 1 . . H
  C16 0.0465(6) 0.77692(9) 0.7526(3) 0.0875(9) Uani d . 1 . . C
  H16A -0.0793 0.7895 0.6894 0.131 Uiso calc R 1 . . H
  H16B 0.2027 0.7796 0.7146 0.131 Uiso calc R 1 . . H
  H16C 0.0498 0.7946 0.8361 0.131 Uiso calc R 1 . . H
  H2 0.760(5) 0.6243(10) 1.455(3) 0.079(8) Uiso d . 1 . . H
  H3 1.080(6) 0.5950(11) 1.583(3) 0.094(10) Uiso d . 1 . . H
  H4 1.369(6) 0.5386(10) 1.515(3) 0.093(9) Uiso d . 1 . . H
  H5 1.311(5) 0.5059(11) 1.313(3) 0.086(9) Uiso d . 1 . . H
  H6 1.007(4) 0.5404(7) 1.160(2) 0.047(6) Uiso d . 1 . . H
  H10 -0.132(4) 0.5970(8) 0.864(2) 0.045(5) Uiso d . 1 . . H
  H11 -0.405(5) 0.6371(9) 0.713(2) 0.068(7) Uiso d . 1 . . H
  H14 0.309(4) 0.7135(8) 0.903(2) 0.054(6) Uiso d . 1 . . H
  H1N1 0.611(5) 0.5471(8) 1.090(3) 0.056(7) Uiso d . 1 . . H
  H1N2 0.341(4) 0.6448(8) 1.058(2) 0.055(7) Uiso d D 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
  S1 0.0830(4) 0.0407(3) 0.0470(3) 0.0143(2) -0.0250(3) -0.0084(2)
  O1 0.0797(10) 0.0403(7) 0.0640(10) 0.0128(7) -0.0255(8) -0.0126(7)
  N1 0.0526(9) 0.0320(7) 0.0387(8) 0.0051(7) -0.0105(7) -0.0003(6)
  N2 0.0579(10) 0.0350(8) 0.0401(8) 0.0077(7) -0.0122(7) -0.0018(6)
  C1 0.0460(10) 0.0411(9) 0.0396(10) -0.0020(8) -0.0077(8) 0.0018(7)
  C2 0.0669(14) 0.0703(14) 0.0459(12) 0.0156(12) -0.0114(10) -0.0082(10)
  C3 0.0818(18) 0.103(2) 0.0410(13) 0.0263(16) -0.0187(12) -0.0112(13)
  C4 0.0650(15) 0.092(2) 0.0559(14) 0.0185(14) -0.0179(12) 0.0068(13)
  C5 0.0492(12) 0.0686(14) 0.0621(14) 0.0135(11) -0.0004(10) 0.0029(11)
  C6 0.0459(10) 0.0532(11) 0.0419(11) -0.0023(8) -0.0020(8) -0.0003(9)
  C7 0.0506(10) 0.0371(9) 0.0414(10) -0.0011(8) -0.0089(8) -0.0004(7)
  C8 0.0468(10) 0.0326(8) 0.0355(9) 0.0014(7) -0.0052(7) 0.0026(7)
  C9 0.0461(10) 0.0413(9) 0.0388(9) 0.0104(8) -0.0025(8) 0.0017(7)
  C10 0.0464(10) 0.0499(11) 0.0536(12) 0.0026(9) -0.0013(9) 0.0031(9)
  C11 0.0434(11) 0.0763(15) 0.0556(13) 0.0098(10) -0.0048(10) 0.0003(11)
  C12 0.0514(12) 0.0708(14) 0.0507(12) 0.0230(10) 0.0050(9) 0.0122(10)
  C13 0.0567(12) 0.0519(11) 0.0595(13) 0.0188(10) 0.0099(10) 0.0139(10)
  C14 0.0518(11) 0.0419(10) 0.0524(11) 0.0084(9) -0.0008(9) 0.0034(8)
  C15 0.0752(17) 0.113(2) 0.084(2) 0.0364(17) -0.0087(15) 0.0335(17)
  C16 0.0923(19) 0.0564(14) 0.115(2) 0.0188(14) 0.0135(17) 0.0317(15)
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 C8 . 1.667(2) y
  O1 C7 . 1.233(2) y
  N1 C7 . 1.380(2) y
  N1 C8 . 1.391(2) y
  N1 H1N1 . 0.83(2) ?
  N2 C8 . 1.330(2) y
  N2 C9 . 1.423(2) y
  N2 H1N2 . 0.80(2) y
  C1 C6 . 1.379(3) ?
  C1 C2 . 1.393(3) ?
  C1 C7 . 1.490(2) ?
  C2 C3 . 1.376(3) ?
  C2 H2 . 1.02(3) ?
  C3 C4 . 1.376(4) ?
  C3 H3 . 0.81(3) ?
  C4 C5 . 1.370(4) ?
  C4 H4 . 0.93(3) ?
  C5 C6 . 1.387(3) ?
  C5 H5 . 0.98(3) ?
  C6 H6 . 0.87(2) ?
  C9 C10 . 1.384(3) ?
  C9 C14 . 1.392(3) ?
  C10 C11 . 1.395(3) ?
  C10 H10 . 0.95(2) ?
  C11 C12 . 1.385(4) ?
  C11 H11 . 1.01(2) ?
  C12 C13 . 1.395(3) ?
  C12 C15 . 1.513(3) ?
  C13 C14 . 1.393(3) ?
  C13 C16 . 1.505(3) ?
  C14 H14 . 0.97(2) ?
  C15 H15A . 0.9600 ?
  C15 H15B . 0.9600 ?
  C15 H15C . 0.9600 ?
  C16 H16A . 0.9600 ?
  C16 H16B . 0.9600 ?
  C16 H16C . 0.9600 ?
_cod_database_code 2008808