#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2009057.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_2009057
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_publ_section_title
;
4,5-Dichloro-2-nitroaniline
;
loop_
_publ_author_name
  'Britton, Doyle'
_chemical_formula_sum  'C6 H4 Cl2 N2 O2'
_chemical_formula_weight  207.01
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
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  7.5729(2)
_cell_length_b  9.0936(2)
_cell_length_c  11.3877(3)
_cell_angle_alpha  90.00
_cell_angle_beta  96.1930(10)
_cell_angle_gamma  90.00
_cell_volume  779.64(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  175(2)
_exptl_crystal_density_diffrn  1.764
_diffrn_ambient_temperature  175(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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  C1  .3035(3)  .3412(3)  .4932(2)  .0274(6) Uani d . 1 . C
  C2  .2064(3)  .4275(3)  .4045(2)  .0286(6) Uani d . 1 . C
  C3  .1652(4)  .5744(3)  .4237(3)  .0295(6) Uani d . 1 . C
  C4  .2179(4)  .6401(3)  .5289(3)  .0285(6) Uani d . 1 . C
  C5  .3143(3)  .5563(3)  .6187(2)  .0286(6) Uani d . 1 . C
  C6  .3540(4)  .4127(3)  .6016(2)  .0285(6) Uani d . 1 . C
  N1  .3523(4)  .1985(3)  .4841(3)  .0426(7) Uani d . 1 . N
  H1A  .312(4)  .177(3)  .411(3)  .030(8) Uiso d . 1 . H
  H1B  .421(7)  .146(6)  .545(5)  .106(18) Uiso d . 1 . H
  N2  .1486(3)  .3651(3)  .2918(2)  .0344(6) Uani d . 1 . N
  O1  .0648(3)  .4406(3)  .2152(2)  .0525(6) Uani d . 1 . O
  O2  .1831(3)  .2339(3)  .2739(2)  .0488(6) Uani d . 1 . O
  Cl4  .16603(11)  .82297(8)  .55079(8)  .0474(3) Uani d . 1 . Cl
  Cl5  .38468(11)  .63593(9)  .75390(7)  .0440(3) Uani d . 1 . Cl
  H3  .104(4)  .621(3)  .365(3)  .037(9) Uiso d . 1 . H
  H6  .413(4)  .365(3)  .662(3)  .038(9) 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
  C1  .0163(13)  .0303(14)  .037(2)  -.0034(11)  .0081(11)  -.0023(11)
  C2  .0171(14)  .0416(15)  .0280(14)  -.0059(12)  .0069(11)  -.0031(12)
  C3  .0162(13)  .041(2)  .032(2)  .0007(12)  .0060(11)  .0076(13)
  C4  .0198(14)  .0280(13)  .039(2)  -.0008(10)  .0105(12)  .0001(11)
  C5  .0217(14)  .0376(15)  .0278(15)  -.0087(11)  .0077(11)  -.0039(11)
  C6  .0168(13)  .039(2)  .0288(15)  -.0009(12)  .0007(11)  .0055(12)
  N1  .040(2)  .0392(15)  .049(2)  .0040(12)  .0064(13)  -.0026(13)
  N2  .0234(13)  .0472(15)  .0331(14)  -.0043(11)  .0050(10)  -.0045(11)
  O1  .0501(14)  .066(2)  .0382(13)  -.0055(12)  -.0127(10)  .0049(12)
  O2  .0398(13)  .0533(14)  .0542(15)  -.0006(11)  .0101(11)  -.0166(11)
  Cl4  .0461(5)  .0336(4)  .0646(6)  .0047(3)  .0163(4)  -.0049(3)
  Cl5  .0436(5)  .0543(5)  .0341(4)  -.0133(3)  .0048(3)  -.0123(3)
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
  C1 N1 . 1.357(4) ?
  C1 C6 . 1.411(4) ?
  C1 C2 . 1.420(4) ?
  C2 C3 . 1.394(4) ?
  C2 N2 . 1.428(4) ?
  C3 C4 . 1.360(4) ?
  C3 H3 .  .88(3) ?
  C4 C5 . 1.414(4) ?
  C4 Cl4 . 1.733(3) ?
  C5 C6 . 1.359(4) ?
  C5 Cl5 . 1.732(3) ?
  C6 H6 .  .88(3) ?
  N1 H1A .  .88(3) ?
  N1 H1B .  .95(6) ?
  N2 O1 . 1.232(3) ?
  N2 O2 . 1.244(3) ?