#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/23/2202315.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_2202315
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1165
_journal_page_last  o1166
_publ_section_title
;
4-(p-Fluorobenzylideneamino)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one
;
_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
  '\,Samil I\,s\?ik'
  'Kahveci, Bahittin'
  'Erbil A\~gar'
  'Selami \,Sa\,smaz'
_chemical_formula_moiety  'C10 H9 F N4 O'
_chemical_formula_sum  'C10 H9 F N4 O'
_chemical_formula_iupac  'C10 H9 F N4 O'
_chemical_formula_weight  220.21
_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  7.0012(8)
_cell_length_b  13.8430(12)
_cell_length_c  11.1307(11)
_cell_angle_alpha  90.00
_cell_angle_beta  106.572(8)
_cell_angle_gamma  90.00
_cell_volume  1033.95(18)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.415
_diffrn_ambient_temperature  293
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
  O1 0.09601(15) 0.55573(7) 0.16483(8) 0.0643(3) Uani d . 1 . . O
  N1 0.17354(14) 0.41525(7) 0.28943(8) 0.0463(2) Uani d . 1 . . N
  N4 0.22909(15) 0.44457(7) 0.41330(8) 0.0486(2) Uani d . 1 . . N
  N3 0.10686(17) 0.30559(8) 0.13995(9) 0.0577(3) Uani d . 1 . . N
  C4 0.21359(17) 0.53276(9) 0.43871(10) 0.0503(3) Uani d . 1 . . C
  H4 0.1680 0.5777 0.3748 0.060 Uiso calc R 1 . . H
  C1 0.11110(18) 0.46737(9) 0.17835(10) 0.0500(3) Uani d . 1 . . C
  N2 0.07382(18) 0.39789(8) 0.09126(9) 0.0596(3) Uani d . 1 . . N
  H2 0.0330 0.4096 0.0122 0.071 Uiso calc R 1 . . H
  C3 0.2264(2) 0.24182(10) 0.35482(12) 0.0632(4) Uani d . 1 . . C
  H3A 0.1855 0.1803 0.3162 0.095 Uiso calc R 1 . . H
  H3B 0.1631 0.2527 0.4196 0.095 Uiso calc R 1 . . H
  H3C 0.3684 0.2423 0.3905 0.095 Uiso calc R 1 . . H
  F1 0.41026(16) 0.65176(10) 0.93557(8) 0.1079(4) Uani d . 1 . . F
  C5 0.26844(17) 0.56322(9) 0.57039(10) 0.0499(3) Uani d . 1 . . C
  C2 0.16824(18) 0.31863(9) 0.25981(10) 0.0490(3) Uani d . 1 . . C
  C6 0.2527(2) 0.65941(11) 0.59875(13) 0.0623(3) Uani d . 1 . . C
  H6 0.2088 0.7041 0.5344 0.075 Uiso calc R 1 . . H
  C10 0.3333(2) 0.49743(11) 0.66734(11) 0.0609(3) Uani d . 1 . . C
  H10 0.3442 0.4324 0.6492 0.073 Uiso calc R 1 . . H
  C8 0.3644(2) 0.62288(14) 0.81434(12) 0.0714(4) Uani d . 1 . . C
  C9 0.3819(2) 0.52754(13) 0.79032(12) 0.0721(4) Uani d . 1 . . C
  H9 0.4258 0.4836 0.8555 0.087 Uiso calc R 1 . . H
  C7 0.3020(2) 0.69012(12) 0.72261(15) 0.0726(4) Uani d . 1 . . C
  H7 0.2925 0.7549 0.7422 0.087 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
  O1 0.0990(7) 0.0497(5) 0.0388(4) 0.0096(5) 0.0111(4) 0.0034(4)
  N1 0.0574(5) 0.0488(6) 0.0303(4) 0.0004(4) 0.0084(4) 0.0014(4)
  N4 0.0565(5) 0.0563(6) 0.0309(4) -0.0024(5) 0.0088(4) -0.0006(4)
  N3 0.0790(7) 0.0508(6) 0.0408(5) 0.0026(5) 0.0130(5) 0.0002(4)
  C4 0.0586(7) 0.0556(7) 0.0351(5) -0.0004(5) 0.0107(5) 0.0021(5)
  C1 0.0635(7) 0.0512(7) 0.0332(5) 0.0042(5) 0.0105(5) 0.0026(5)
  N2 0.0894(8) 0.0524(6) 0.0317(4) 0.0069(5) 0.0087(4) 0.0017(4)
  C3 0.0807(9) 0.0546(8) 0.0512(7) -0.0011(6) 0.0138(6) 0.0098(6)
  F1 0.1119(8) 0.1509(11) 0.0536(5) -0.0215(7) 0.0118(5) -0.0464(6)
  C5 0.0492(6) 0.0611(7) 0.0389(5) -0.0051(5) 0.0118(4) -0.0039(5)
  C2 0.0580(7) 0.0478(7) 0.0399(6) -0.0009(5) 0.0118(5) 0.0021(5)
  C6 0.0670(8) 0.0638(9) 0.0566(7) -0.0034(6) 0.0183(6) -0.0069(6)
  C10 0.0698(8) 0.0688(9) 0.0403(6) -0.0029(6) 0.0095(5) -0.0022(6)
  C8 0.0650(8) 0.1016(13) 0.0451(7) -0.0171(8) 0.0114(6) -0.0242(8)
  C9 0.0783(9) 0.0936(12) 0.0385(6) -0.0062(8) 0.0072(6) -0.0033(7)
  C7 0.0741(9) 0.0754(10) 0.0705(9) -0.0128(7) 0.0241(7) -0.0291(8)
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
  O1 C1 . 1.2332(15) yes
  N1 C2 . 1.3755(15) yes
  N1 N4 . 1.3824(12) yes
  N1 C1 . 1.3899(14) yes
  N4 C4 . 1.2648(16) yes
  N3 C2 . 1.2923(14) yes
  N3 N2 . 1.3814(15) yes
  C4 C5 . 1.4671(15) ?
  C4 H4 . 0.9300 ?
  C1 N2 . 1.3374(16) ?
  N2 H2 . 0.8600 ?
  C3 C2 . 1.4729(17) ?
  C3 H3A . 0.9600 ?
  C3 H3B . 0.9600 ?
  C3 H3C . 0.9600 ?
  F1 C8 . 1.3552(15) ?
  C5 C6 . 1.3801(19) ?
  C5 C10 . 1.3859(19) ?
  C6 C7 . 1.3890(19) ?
  C6 H6 . 0.9300 ?
  C10 C9 . 1.3775(18) ?
  C10 H10 . 0.9300 ?
  C8 C7 . 1.358(2) ?
  C8 C9 . 1.359(2) ?
  C9 H9 . 0.9300 ?
  C7 H7 . 0.9300 ?
_cod_database_code 2202315