#------------------------------------------------------------------------------
#$Date: 2009-11-18 14:56:34 +0000 (Wed, 18 Nov 2009) $
#$Revision: 858 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200942.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_2200942
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2002
_journal_volume  58
_journal_page_first  o259
_journal_page_last  o260
_publ_section_title
;
2,3,5-Trichloro-6-(2-diethylaminovinyl)-1,4-benzoquinone
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/a'
loop_
_publ_author_name
  'Krivokapic, Alexander'
  'Anderson, Harry L.'
_chemical_formula_moiety  ' C12 H12 Cl3 N1 O2 '
_chemical_formula_sum            'C12 H12 Cl3 N O2'
_[local]_cod_chemical_formula_sum_orig ' C12 H12 Cl3 N1 O2 '
_chemical_formula_weight  308.59
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,-y,-z'
  '-x+1/2,y+1/2,-z'
  'x+1/2,-y+1/2,z'
_cell_length_a  7.6548(2)
_cell_length_b  15.7782(4)
_cell_length_c  10.9114(4)
_cell_angle_alpha  90
_cell_angle_beta  95.2990(10)
_cell_angle_gamma  90
_cell_volume  1312.23(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  150
_exptl_crystal_density_diffrn  1.562
_diffrn_ambient_temperature  150
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
  Cl2  .82940(7)  .46506(3)  .08447(4)  .0295 Uani 1.0000
  C3  .8234(2)  .36178(11)  .13245(16)  .0193 Uani 1.0000
  C4  .7500(2)  .34790(11)  .25361(15)  .0197 Uani 1.0000
  O2  .71218(17)  .40966(8)  .31534(12)  .0257 Uani 1.0000
  C5  .7306(2)  .26119(11)  .28865(15)  .0187 Uani 1.0000
  Cl3  .64567(6)  .24705(3)  .42957(4)  .0227 Uani 1.0000
  C6  .7878(2)  .19100(10)
  .22649(15)  .0181 Uani 1.0000
  C1  .8691(2)  .20800(11)  .10793(15)  .0190 Uani 1.0000
  C2  .8828(2)  .29779(11)  .06790(16)  .0203 Uani 1.0000
  Cl1  .97748(6)  .31317(3)  -.06730(4)  .0277 Uani 1.0000
  O1  .91961(19)  .15164(8)  .04343(12)  .0287 Uani 1.0000
  C7  .7769(2)  .10804(11)  .27324(16)  .0202 Uani 1.0000
  C8  .8486(2)  .03456(11)  .22922(16)  .0204 Uani 1.0000
  N1  .85071(19)  -.03958(9)  .28544(13)  .0202 Uani 1.0000
  C9  .7780(3)  -.05276(12)  .40423(17)  .0245 Uani 1.0000
  C10  .5858(3)  -.07650(16)  .3880(2)  .0359 Uani 1.0000
  C11  .9363(2)  -.11308(12)  .23380(18)  .0247 Uani 1.0000
  C12 1.1183(3)  -.12854(14)  .2963(2)  .0342 Uani 1.0000
  H71  .720(3)  .1042(13)  .348(2)  .0243 Uiso 1.0000
  H81  .907(3)  .0356(13)  .157(2)  .0245 Uiso 1.0000
  H91  .849(3)  -.0967(14)  .446(2)  .0296 Uiso 1.0000
  H92  .795(3)  -.0018(14)  .453(2)  .0296 Uiso 1.0000
  H101  .547(3)  -.0856(16)  .467(2)  .0437 Uiso 1.0000
  H102  .569(3)  -.1297(17)  .338(2)  .0437 Uiso 1.0000
  H103  .516(3)  -.0327(16)  .345(2)  .0437 Uiso 1.0000
  H111  .943(3)  -.1036(14)  .150(2)  .0297 Uiso 1.0000
  H112  .861(3)  -.1648(14)  .241(2)  .0297 Uiso 1.0000
  H121 1.170(3)  -.1774(16)  .257(2)  .0408 Uiso 1.0000
  H122 1.192(3)  -.0777(16)  .289(2)  .0408 Uiso 1.0000
  H123 1.111(3)  -.1425(16)  .380(2)  .0408 Uiso 1.0000
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
  Cl2  .0412(3)  .0189(2)  .0292(2)  -.00240(19)  .00837(19)  .00560(18)
  C3  .0192(8)  .0176(8)  .0208(8)  -.0022(6)  .0005(6)  .0040(6)
  C4  .0185(8)  .0224(9)  .0180(8)  .0000(6)  .0003(6)  -.0005(7)
  O2  .0352(7)  .0182(6)  .0244(6)  .0023(5)  .0058(5)  .0000(5)
  C5  .0208(8)  .0193(8)  .0165(8)  .0005(6)  .0038(6)  .0003(6)
  Cl3  .0287(2)  .0212(2)  .01910(19)  .00201(16)  .00756(15)  .00142(16)
  C6  .0177(7)  .0183(8)  .0182(8)  -.0001(6)  .0007(6)  .0013(6)
  C1  .0179(8)  .0215(9)  .0172(8)  .0009(6)  .0003(6)  .0011(7)
  C2  .0189(8)  .0253(9)  .0169(8)  -.0025(7)  .0022(6)  .0028(7)
  Cl1  .0318(2)  .0309(2)  .0219(2)  -.00064(19)  .01013(17)  .00438(18)
  O1  .0400(8)  .0248(7)  .0230(6)  .0055(6)  .0113(6)  .0001(5)
  C7  .0224(8)  .0196(9)  .0187(8)  -.0006(7)  .0037(7)  .0007(7)
  C8  .0209(8)  .0214(8)  .0189(8)  -.0016(7)  .0016(6)  .0007(7)
  N1  .0250(7)  .0170(7)  .0188(7)  .0011(6)  .0032(6)  .0003(6)
  C9  .0360(10)
  .0195(9)  .0186(8)  .0007(8)  .0046(7)  .0026(7)
  C10  .0353(12)  .0395(12)  .0345(11)  -.0047(9)  .0118(9)  .0020(10)
  C11  .0303(9)  .0187(9)  .0253(9)  .0032(7)  .0043(7)  -.0034(7)
  C12  .0317(11)  .0270(11)  .0433(12)  .0046(9)  .0008(9)  -.0012(9)
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
  Cl2 C3 . . 1.7135(17) yes
  C3 C4 . . 1.500(2) yes
  C3 C2 . . 1.335(3) yes
  C4 O2 . . 1.234(2) yes
  C4 C5 . . 1.432(2) yes
  C5 Cl3 . . 1.7380(16) yes
  C5 C6 . . 1.391(2) yes
  C6 C1 . . 1.511(2) yes
  C6 C7 . . 1.409(2) yes
  C1 C2 . . 1.489(2) yes
  C1 O1 . . 1.219(2) yes
  C2 Cl1 . . 1.7198(17) yes
  C7 C8 . . 1.387(2) yes
  C7 H71 . .  .96(2) no
  C8 N1 . . 1.320(2) yes
  C8 H81 . .  .95(2) no
  N1 C9 . . 1.472(2) yes
  N1 C11 . . 1.470(2) yes
  C9 C10 . . 1.513(3) yes
  C9 H91 . .  .97(2) no
  C9 H92 . .  .97(2) no
  C10 H101 . .  .95(3) no
  C10 H102 . . 1.00(3) no
  C10 H103 . .  .96(3) no
  C11 C12 . . 1.513(3) yes
  C11 H111 . .  .93(2) no
  C11 H112 . . 1.01(2) no
  C12 H121 . .  .98(3) no
  C12 H122 . .  .99(3) no
  C12 H123 . .  .94(3) no