#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008351.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_2008351
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  592
_journal_page_last  594
_publ_section_title
;
Redetermination of 2,3-dichloro-5,6-dicyano-1,4-dihydroxybenzene
;
loop_
_publ_author_name
  'Hoshina, Gakuse'
  'Ohba, Shigeru'
  'Tsuchimoto, Masanobu'
_chemical_name_common
;
2,3-Dicyano-1,4-dihydroxybenzene
;
_chemical_formula_moiety  'C8 H2 Cl2 N2 O2'
_chemical_formula_sum  'C8 H2 Cl2 N2 O2'
_chemical_formula_weight  229.02
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P n m a'
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  1/2+x,1/2-y,1/2-z
  -x,1/2+y,-z
  1/2-x,-y,1/2+z
  -x,-y,-z
  1/2-x,1/2+y,1/2+z
  x,1/2-y,z
  1/2+x,y,1/2-z
_cell_length_a  16.380(3)
_cell_length_b  6.536(2)
_cell_length_c  8.514(2)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  911.5(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  296.2
_exptl_crystal_density_diffrn  1.669
_diffrn_ambient_temperature  296.2
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_occupancy
_atom_site_type_symbol
  Cl1 0.79129(4) 0.2500 -0.28490(6) 0.0487(2) Uani 1.00 Cl
  Cl2 0.67384(3) 0.2500 0.00695(7) 0.0507(2) Uani 1.00 Cl
  O1 0.76362(9) 0.2500 0.3162(2) 0.0489(4) Uani 1.00 O
  O2 0.96916(10) 0.2500 -0.1952(2) 0.0520(5) Uani 1.00 O
  N1 0.95220(10)
  0.2500 0.4823(2) 0.0643(7) Uani 1.00 N
  N2 1.09990(10)
  0.2500 0.1207(2) 0.0538(6) Uani 1.00 N
  C1 0.82950(10)
  0.2500 -0.0972(2) 0.0359(5) Uani 1.00 C
  C2 0.77720(10)
  0.2500 0.0312(3) 0.0368(5) Uani 1.00 C
  C3 0.80880(10)
  0.2500 0.1856(2) 0.0373(5) Uani 1.00 C
  C4 0.89350(10)
  0.2500 0.2043(2) 0.0357(5) Uani 1.00 C
  C5 0.94540(10)
  0.2500 0.0736(2) 0.0346(5) Uani 1.00 C
  C6 0.91460(10)
  0.2500 -0.0780(2) 0.0362(5) Uani 1.00 C
  C7 0.92620(10)
  0.2500 0.3605(2) 0.0437(6) Uani 1.00 C
  C8 1.03210(10)
  0.2500 0.0973(2) 0.0384(5) Uani 1.00 C
  H1 0.7054 0.2500 0.3036 0.076(9) Uiso 1.00 H
  H2 0.9450 0.2500 -0.2980 0.060(8) Uiso 1.00 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
  Cl1 0.0430(4) 0.0744(4) 0.0288(3) 0.0000 -0.0101(2) 0.0000
  Cl2 0.0275(3) 0.0800(5) 0.0446(4) 0.0000 -0.0055(2) 0.0000
  O1 0.0292(8) 0.0870(10)
  0.0307(7) 0.0000 0.0040(6) 0.0000
  O2 0.0326(8) 0.0990(10)
  0.0244(7) 0.0000 0.0013(6) 0.0000
  N1 0.0490(10)
  0.118(2) 0.0263(10) 0.0000 -0.0039(8) 0.0000
  N2 0.0320(10)
  0.0770(10)
  0.0520(10)
  0.0000 -0.0047(8) 0.0000
  C1 0.0310(10)
  0.0500(10)
  0.0268(9) 0.0000 -0.0058(7) 0.0000
  C2 0.0253(9) 0.0500(10)
  0.0350(10)
  0.0000 -0.0035(7) 0.0000
  C3 0.0266(9) 0.0550(10)
  0.0305(9) 0.0000 0.0011(7) 0.0000
  C4 0.0290(10)
  0.0540(10)
  0.0237(8) 0.0000 -0.0011(7) 0.0000
  C5 0.0272(9) 0.0500(10)
  0.0270(9) 0.0000 -0.0021(7) 0.0000
  C6 0.0314(10) 0.0540(10)
  0.0235(9) 0.0000 -0.0014(7) 0.0000
  C7 0.0320(10)
  0.0690(10)
  0.0300(10)
  0.0000 0.0012(7) 0.0000
  C8 0.0290(10)
  0.0560(10)
  0.0303(10) 0.0000 -0.0018(7) 0.0000
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  Cl1 C1 . . 1.716(2) yes
  Cl2 C2 . . 1.706(2) yes
  O1 C3 . . 1.335(3) yes
  O1 H1 . . 0.959 no
  O2 C6 . . 1.339(3) yes
  O2 H2 . . 0.960 no
  N1 C7 . . 1.121(3) yes
  N2 C8 . . 1.128(3) yes
  C1 C2 . . 1.388(3) no
  C1 C6 . . 1.404(3) no
  C2 C3 . . 1.413(3) no
  C3 C4 . . 1.398(3) no
  C4 C5 . . 1.400(3) no
  C4 C7 . . 1.434(3) no
  C5 C6 . . 1.386(3) no
  C5 C8 . . 1.435(3) no