#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2009074.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_2009074
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  1691
_journal_page_last  1692
_publ_section_title
;
4-Chloro-2-(4-oxopent-2-en-2-ylamino)phenol
;
loop_
_publ_author_name
  'Arici, Cengiz'
  'Tahir, M. Nawaz'
  '\"Ulk\"u, Din\,cer'
  'Atakol, Orhan'
_chemical_formula_moiety  'C11 H12 Cl N O2'
_chemical_formula_sum  'C11 H12 Cl N O2'
_chemical_formula_weight  225.677
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/a'
_symmetry_space_group_name_Hall  '-P 2yab'
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '1/2-x,1/2+y,-z'
  '-x,-y,-z'
  '1/2+x,1/2-y,z'
_cell_length_a  10.1911(11)
_cell_length_b  11.3039(13)
_cell_length_c  11.0983(11)
_cell_angle_alpha  90.00
_cell_angle_beta  115.830(2)
_cell_angle_gamma  90.00
_cell_volume  1150.8(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  295
_exptl_crystal_density_diffrn  1.302
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_calc_attached_atom
_atom_site_type_symbol
  Cl  .73299(7)  .19707(6)  .04180(6)  .0806(2) Ueq . . Cl
  O1  .57080(10)
  -.20000(10)
  .28720(10)
  .0517(4) Ueq . . O
  O2  .2164(2)  -.10660(10)
  .29040(10)
  .0590(4) Ueq . . O
  N1  .4341(2)  .00670(10)
  .2641(2)  .0443(4) Ueq . . N
  C1  .6137(2)  -.1101(2)  .2320(2)  .0411(5) Ueq . . C
  C2  .7216(2)  -.1216(2)  .1889(2)  .0505(5) Ueq . . C
  C3  .7601(2)  -.0276(2)  .1322(2)  .0570(5) Ueq . . C
  C4  .6888(2)  .0785(2)  .1176(2)  .0518(5) Ueq . . C
  C5  .5806(2)  .0928(2)  .1588(2)  .0475(5) Ueq . . C
  C6  .5444(2)  -.0010(2)  .2191(2)  .0403(5) Ueq . . C
  C7  .4163(2)  .0885(2)  .3430(2)  .0428(5) Ueq . . C
  C8  .3104(2)  .0761(2)  .3876(2)  .0477(5) Ueq . . C
  C9  .2178(2)  -.0214(2)  .3636(2)  .0461(5) Ueq . . C
  C10  .5140(2)  .1944(2)  .3858(2)  .0580(6) Ueq . . C
  C11  .1181(2)  -.0248(2)  .4306(2)  .0627(6) Ueq . . C
  H1  .619  -.260  .289  .0811 Uiso . . H
  H1'  .380  -.055  .253  .0671 Uiso . . H
  H2  .770  -.195  .199  .0659 Uiso . . H
  H3  .835  -.035  .103  .0722 Uiso . . H
  H5  .531  .166  .145  .0633 Uiso . . H
  H8  .312  .130  .451  .0595 Uiso . . H
  H101  .512  .220  .464  .0760 Uiso . . H
  H102  .609  .172  .397  .0760 Uiso . . H
  H103  .483  .251  .314  .0760 Uiso . . H
  H111  .144  .030  .502  .0811 Uiso . . H
  H112  .022  -.009  .370  .0811 Uiso . . H
  H113  .100  -.095  .450  .0811 Uiso . . 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
_atom_site_aniso_type_symbol
  Cl  .0915(3)  .0828(4)  .0724(3)  -.0351(3)  .0402(2)  .0123(3) Cl
  O1  .0708(6)  .0330(7)  .0693(6)  .0071(6)  .0472(4)  .0042(6) O
  O2  .0756(7)  .0419(8)  .0813(7)  -.0165(6)  .0544(4)  -.0165(6) O
  N1  .0499(7)  .0292(8)  .0627(7)  -.0040(6)  .0329(5)  -.0045(7) N
  C1  .0484(8)  .0380(10)
  .0419(7)  -.0019(8)  .0243(6)  -.0029(8) C
  C2  .0552(9)  .0510(10)
  .0536(9)  .0030(9)  .0313(6)  -.0047(9) C
  C3  .0528(9)  .0740(10)
  .0537(9)  -.0100(10)
  .0319(6)  -.0060(10)
  C
  C4  .0553(9)  .0570(10)
  .0445(8)  -.0197(9)  .0231(6)  -.0001(9) C
  C5  .0503(9)  .0390(10)
  .0509(9)  -.0059(9)  .0198(7)  .0025(9) C
  C6  .0426(8)  .0370(10)
  .0443(8)  -.0042(8)  .0216(6)  -.0031(7) C
  C7  .0469(8)  .0290(9)  .0512(9)  .0032(8)  .0202(6)  -.0013(8) C
  C8  .0534(9)  .0360(10)
  .0592(9)  .0029(8)  .0296(6)  -.0091(8) C
  C9  .0488(8)  .0410(10)
  .0543(9)  .0049(8)  .0279(6)  -.0004(9) C
  C10  .0640(10)
  .0420(10)
  .0710(10)
  -.0100(10)
  .0322(8)  -.0130(10)
  C
  C11  .0589(9)  .0660(10)
  .0790(10)
  -.0030(10)
  .0446(7)  -.0080(10)
  C
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
  Cl C4 . . 1.743(2) yes
  O1 C1 . . 1.353(3) yes
  O1 H1 . .  .833 no
  O2 C9 . . 1.256(3) yes
  N1 C6 . . 1.418(3) yes
  N1 C7 . . 1.339(3) yes
  N1 H1' . .  .864 no
  C1 C2 . . 1.383(3) no
  C1 C6 . . 1.397(3) no
  C2 C3 . . 1.376(3) no
  C2 H2 . .  .950 no
  C3 C4 . . 1.374(3) no
  C3 H3 . .  .950 no
  C4 C5 . . 1.375(4) no
  C5 C6 . . 1.388(3) no
  C5 H5 . .  .950 no
  C7 C8 . . 1.377(3) no
  C7 C10 . . 1.496(3) yes
  C8 C9 . . 1.399(3) no
  C8 H8 . .  .925 no
  C9 C11 . . 1.499(4) yes
  C10 H101 . .  .927 no
  C10 H102 . .  .956 no
  C10 H103 . .  .964 no
  C11 H111 . .  .946 no
  C11 H112 . .  .935 no
  C11 H113 . .  .864 no