#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008522.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_2008522
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  811
_journal_page_last  813
_publ_section_title
;
3-Phenyl-1-(2-pyridyl)thiourea
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  "West, Douglas X."
  "Hermetet, Anne K."
  "Ackerman, Lily J."
  "Vald\'es-Mart\'inez, Jes\'us"
  "Hern\'andez-Ortega, Sim\'on"
_chemical_name_common  'PHTU'
_chemical_formula_moiety  'C12 H11 N3 S'
_chemical_formula_sum  'C12 H11 N3 S'
_chemical_formula_weight  229.30
_symmetry_cell_setting  'Monoclinic'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '1/2-x, 1/2+y, 1/2-z'
  '-x, -y, -z'
  '1/2+X,1/2-Y,1/2+Z'
_cell_length_a  5.8690(10)
_cell_length_b  22.530(3)
_cell_length_c  8.7530(10)
_cell_angle_alpha  90.00
_cell_angle_beta  98.670(10)
_cell_angle_gamma  90.00
_cell_volume  1144.2(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.331
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  .050
_refine_ls_wR_factor_obs  .130
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  .04554(15)  .56385(4)  .68586(10)  .0525(3) Uani d . 1 . . S
  N1  -.6350(5)  .61204(14)  .3802(3)  .0528(7) Uani d . 1 . . N
  N2  -.2947(5)  .55764(13)  .4536(3)  .0459(7) Uani d D 1 . . N
  H2  -.210(6)  .5282(12)  .424(5)  .060 Uiso d D 1 . . H
  N3  -.3476(5)  .62597(13)  .6411(3)  .0471(7) Uani d D 1 . . N
  H3A  -.486(3)  .6340(17)  .587(4)  .060 Uiso d D 1 . . H
  C2  -.4964(5)  .56852(15)  .3494(3)  .0421(7) Uani d . 1 . . C
  C3  -.5432(6)  .53320(17)  .2184(4)  .0549(9) Uani d . 1 . . C
  H3  -.4449  .5024  .2006  .060 Uiso calc R 1 . . H
  C4  -.7396(7)  .54514(19)  .1156(4)  .0615(10) Uani d . 1 . . C
  H4  -.7751  .5224  .0266  .060 Uiso calc R 1 . . H
  C5  -.8821(7)  .59028(19)  .1441(4)  .0610(10) Uani d . 1 . . C
  H5 -1.0139  .5992  .0749  .060 Uiso calc R 1 . . H
  C6  -.8255(7)  .62196(18)  .2769(5)  .0623(10) Uani d . 1 . . C
  H6  -.9243  .6522  .2975  .060 Uiso calc R 1 . . H
  C7  -.2126(5)  .58481(14)  .5910(3)  .0406(7) Uani d . 1 . . C
  C8  -.2928(5)  .66017(13)  .7787(3)  .0408(7) Uani d . 1 . . C
  C9  -.4433(6)  .65989(16)  .8846(4)  .0510(8) Uani d . 1 . . C
  H9  -.5749  .6364  .8682  .060 Uiso calc R 1 . . H
  C10  -.3981(7)  .69493(19) 1.0165(4)  .0598(10) Uani d . 1 . . C
  H10  -.4995  .6945 1.0885  .060 Uiso calc R 1 . . H
  C11  -.2058(7)  .72993(17) 1.0412(5)  .0618(10) Uani d . 1 . . C
  H11  -.1762  .7533 1.1296  .060 Uiso calc R 1 . . H
  C12  -.0565(7)  .73029(16)  .9342(5)  .0607(10) Uani d . 1 . . C
  H12  .0746  .7540  .9505  .060 Uiso calc R 1 . . H
  C13  -.1000(6)  .69553(15)  .8020(4)  .0515(9) Uani d . 1 . . C
  H13  .0008  .6962  .7296  .060 Uiso calc R 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  .0490(5)  .0550(5)  .0482(5)  .0095(4)  -.0100(3)  -.0105(4)
  N1  .0551(17)  .0597(18)  .0398(15)  .0108(14)  -.0053(13)  -.0011(13)
  N2  .0472(15)  .0511(16)  .0365(13)  .0091(12)  -.0031(11)  -.0072(12)
  N3  .0465(15)  .0540(16)  .0372(14)  .0105(13)  -.0052(11)  -.0079(12)
  C2  .0444(16)  .0499(17)  .0304(14)  .0008(14)  .0006(12)  .0035(13)
  C3  .058(2)  .061(2)  .0418(18)  .0071(17)  -.0042(15)  -.0094(16)
  C4  .064(2)  .073(2)  .0426(19)  -.002(2)  -.0086(17)  -.0073(17)
  C5  .056(2)  .071(2)  .049(2)  .0025(19)  -.0137(16)  .0075(18)
  C6  .059(2)  .066(2)  .057(2)  .0174(18)  -.0066(17)  .0024(19)
  C7  .0460(17)  .0419(16)  .0331(15)  .0003(13)  .0030(13)  -.0012(12)
  C8  .0467(17)  .0371(15)  .0359(15)  .0065(13)  -.0025(13)  -.0022(13)
  C9  .0409(17)  .058(2)  .0523(19)  -.0046(15)  .0024(14)  -.0121(17)
  C10  .054(2)  .076(3)  .052(2)  -.0010(18)  .0144(16)  -.0175(19)
  C11  .064(2)  .059(2)  .060(2)  .0042(18)  .0010(18)  -.0257(18)
  C12  .053(2)  .0434(18)  .084(3)  -.0085(15)  .0039(19)  -.0171(18)
  C13  .057(2)  .0426(18)  .057(2)  -.0040(15)  .0154(16)  -.0012(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 C7 . 1.682(3) yes
  N1 C2 . 1.328(4) yes
  N1 C6 . 1.346(5) yes
  N2 C7 . 1.371(4) yes
  N2 C2 . 1.402(4) yes
  N3 C7 . 1.336(4) yes
  N3 C8 . 1.425(4) yes
  C2 C3 . 1.389(5) yes
  C3 C4 . 1.378(5) no
  C4 C5 . 1.363(6) no
  C5 C6 . 1.362(6) no
  C8 C13 . 1.374(5) no
  C8 C9 . 1.373(5) no
  C9 C10 . 1.391(5) no
  C10 C11 . 1.367(6) no
  C11 C12 . 1.376(6) no
  C12 C13 . 1.389(5) no
_cod_database_code 2008522