#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008086.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_2008086
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  93
_journal_page_last  94
_publ_section_title
;
3-Methyl-4-amino-1,2,4-triazole-5-thione derivative of p-nitro
phenylaldehyde
;
_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
  'Yuan-Fang Liu'
  'Suchada Chantrapromma'
  'S. Shanmuga Sundara Raj'
  'Hoong-Kun Fun'
  'Yin-Han Zhang'
  'Fu-Xin Xie'
  'Yu-Peng Tian'
  'Shi-Sheng Ni'
_chemical_formula_sum  'C10 H9 N5 O2 S'
_chemical_formula_weight  263.28
_chemical_melting_point  223.6
_symmetry_cell_setting  monoclinic
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'
_cell_length_a  13.3256(5)
_cell_length_b  6.9775(3)
_cell_length_c  13.9402(6)
_cell_angle_alpha  90.00
_cell_angle_beta  113.881(2)
_cell_angle_gamma  90.00
_cell_volume  1185.18(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.476
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  0.0773
_refine_ls_wR_factor_obs  0.1301
loop_
_atom_site_label
_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  S 0.94227(7) 0.8384(2) 0.07431(7) 0.0623(4) Uani d . 1 . S
  O1 1.7077(2) 0.8216(6) 0.2939(3) 0.1178(14) Uani d . 1 . O
  O2 1.6478(2) 0.9158(5) 0.1353(3) 0.0999(11) Uani d . 1 . O
  N1 0.9163(2) 0.8762(4) 0.2547(2) 0.0527(8) Uani d . 1 . N
  N2 0.9702(2) 0.9020(4) 0.3611(2) 0.0550(8) Uani d . 1 . N
  N3 1.0839(2) 0.8893(3) 0.2825(2) 0.0376(6) Uani d . 1 . N
  N4 1.1893(2) 0.8847(4) 0.2850(2) 0.0393(6) Uani d . 1 . N
  N5 1.6340(3) 0.8725(5) 0.2134(3) 0.0716(10) Uani d . 1 . N
  C1 0.9808(2) 0.8691(4) 0.2018(2) 0.0424(8) Uani d . 1 . C
  C2 1.0734(2) 0.9079(5) 0.3770(2) 0.0426(8) Uani d . 1 . C
  C3 1.1660(3) 0.9332(8) 0.4786(3) 0.0598(11) Uani d . 1 . C
  C4 1.2024(2) 0.9014(5) 0.2008(3) 0.0408(8) Uani d . 1 . C
  C5 1.3152(2) 0.8959(4) 0.2061(2) 0.0373(7) Uani d . 1 . C
  C6 1.3314(3) 0.9180(5) 0.1145(3) 0.0483(9) Uani d . 1 . C
  C7 1.4354(3) 0.9110(5) 0.1159(3) 0.0548(10) Uani d . 1 . C
  C8 1.5220(2) 0.8815(5) 0.2103(3) 0.0498(9) Uani d . 1 . C
  C9 1.5095(3) 0.8597(5) 0.3027(3) 0.0531(9) Uani d . 1 . C
  C10 1.4049(2) 0.8665(5) 0.3005(3) 0.0457(8) Uani d . 1 . C
  H10 1.393(3) 0.853(4) 0.365(3) 0.054(9) Uiso d . 1 . H
  H4 1.146(3) 0.923(4) 0.136(3) 0.055(10) Uiso d . 1 . H
  H6 1.271(3) 0.928(4) 0.051(2) 0.049(9) Uiso d . 1 . H
  H3C 1.142(4) 0.964(7) 0.533(4) 0.115(17) Uiso d . 1 . H
  H7 1.446(3) 0.921(5) 0.054(3) 0.074(12) Uiso d . 1 . H
  H3B 1.214(4) 1.037(7) 0.479(3) 0.098(16) Uiso d . 1 . H
  H3A 1.214(4) 0.825(7) 0.498(4) 0.108(17) Uiso d . 1 . H
  H9 1.563(3) 0.834(5) 0.363(3) 0.066(12) Uiso d . 1 . H
  H1N1 0.844(3) 0.875(5) 0.228(3) 0.076(12) Uiso 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
  S 0.0369(5) 0.0974(8) 0.0485(5) -0.0058(5) 0.0130(4) 0.0019(5)
  O1 0.0295(14) 0.189(4) 0.132(3) 0.005(2) 0.030(2) -0.015(3)
  O2 0.070(2) 0.132(3) 0.137(3) -0.016(2) 0.082(2) -0.021(2)
  N1 0.0261(13) 0.076(2) 0.063(2) 0.0001(14) 0.0245(14) -0.002(2)
  N2 0.042(2) 0.071(2) 0.066(2) 0.0020(14) 0.037(2) -0.002(2)
  N3 0.0229(11) 0.051(2) 0.0456(15) 0.0030(11) 0.0210(11) 0.0049(12)
  N4 0.0267(12) 0.050(2) 0.048(2) 0.0008(11) 0.0222(12) 0.0051(12)
  N5 0.040(2) 0.077(3) 0.113(3) -0.013(2) 0.046(2) -0.030(2)
  C1 0.0245(14) 0.050(2) 0.056(2) 0.0016(14) 0.0199(14) 0.007(2)
  C2 0.038(2) 0.052(2) 0.046(2) 0.0061(14) 0.027(2) 0.005(2)
  C3 0.050(2) 0.086(3) 0.049(2) 0.007(2) 0.025(2) 0.002(2)
  C4 0.027(2) 0.050(2) 0.046(2) 0.0013(14) 0.017(2) 0.008(2)
  C5 0.0304(15) 0.040(2) 0.048(2) 0.0001(13) 0.0232(15) 0.0011(14)
  C6 0.035(2) 0.065(2) 0.049(2) 0.000(2) 0.022(2) 0.005(2)
  C7 0.046(2) 0.071(3) 0.063(2) -0.002(2) 0.039(2) 0.001(2)
  C8 0.031(2) 0.054(2) 0.077(3) -0.0045(14) 0.034(2) -0.014(2)
  C9 0.029(2) 0.066(3) 0.064(2) 0.000(2) 0.018(2) -0.005(2)
  C10 0.037(2) 0.058(2) 0.047(2) 0.003(2) 0.022(2) 0.003(2)
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
  S C1 . 1.653(3) yes
  O1 N5 . 1.207(4) yes
  O2 N5 . 1.212(4) yes
  N1 C1 . 1.341(4) yes
  N1 N2 . 1.373(4) yes
  N2 C2 . 1.302(4) yes
  N3 C1 . 1.386(3) yes
  N3 C2 . 1.387(4) yes
  N3 N4 . 1.391(3) yes
  N4 C4 . 1.261(4) yes
  N5 C8 . 1.477(4) yes
  C2 C3 . 1.464(5) ?
  C4 C5 . 1.475(4) ?
  C5 C6 . 1.387(4) ?
  C5 C10 . 1.389(4) ?
  C6 C7 . 1.379(4) ?
  C7 C8 . 1.370(5) ?
  C8 C9 . 1.373(5) ?
  C9 C10 . 1.382(4) ?
_cod_database_code 2008086