#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2200144.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_2200144
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o147
_journal_page_last  o148
_publ_section_title
;
1-(3-Chloro-4-methylphenyl)-3-pyrroline-2,5-dione
;
loop_
_publ_author_name
  'Lynch, Daniel E.'
  'McClenaghan, Ian'
_chemical_formula_moiety  'C11 H8 Cl N O2'
_chemical_formula_sum  'C11 H8 Cl N O2'
_chemical_formula_weight  221.63
_chemical_melting_point  '413-413.5 K'
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P n a 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, z+1/2'
  'x+1/2, -y+1/2, z'
  '-x+1/2, y+1/2, z+1/2'
_cell_length_a  10.473(2)
_cell_length_b  24.303(5)
_cell_length_c  3.8594(8)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  982.3(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.499
_diffrn_ambient_temperature  150(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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  N1  .6048(3)  .34814(10)  .7957(7)  .0263(7) Uani d . 1 . . N
  C2  .6172(3)  .29531(13)  .9388(9)  .0265(7) Uani d . 1 . . C
  O2  .5295(2)  .26786(9) 1.0459(7)  .0329(6) Uani d . 1 . . O
  C3  .7553(3)  .28254(13)  .9360(10)  .0300(8) Uani d . 1 . . C
  H3  .7927  .2493 1.0174  .038 Uiso calc R 1 . . H
  C4  .8180(3)  .32409(15)  .8042(9)  .0358(9) Uani d . 1 . . C
  H4  .9080  .3260  .7769  .045 Uiso calc R 1 . . H
  C5  .7259(3)  .36778(15)  .7037(10)  .0334(8) Uani d . 1 . . C
  O5  .7472(2)  .41149(10)  .5664(8)  .0452(7) Uani d . 1 . . O
  C6  .4875(3)  .37742(12)  .7585(9)  .0234(7) Uani d . 1 . . C
  C7  .3849(3)  .35109(12)  .6061(8)  .0242(7) Uani d . 1 . . C
  H7  .3931  .3145  .5218  .030 Uiso calc R 1 . . H
  C8  .2704(3)  .37884(12)  .5787(8)  .0241(7) Uani d . 1 . . C
  Cl8  .14304(7)  .34360(3)  .3922(3)  .0320(2) Uani d . 1 . . Cl
  C9  .2546(3)  .43270(13)  .6965(8)  .0262(7) Uani d . 1 . . C
  C10  .3599(3)  .45747(13)  .8481(9)  .0257(7) Uani d . 1 . . C
  H10  .3522  .4941  .9320  .032 Uiso calc R 1 . . H
  C11  .4767(3)  .43050(11)  .8816(10)  .0275(7) Uani d . 1 . . C
  H11  .5474  .4483  .9871  .034 Uiso calc R 1 . . H
  C12  .1308(3)  .46269(16)  .6597(10)  .0355(9) Uani d . 1 . . C
  H121  .1087  .4657  .4137  .044 Uiso calc R 1 . . H
  H122  .1390  .4996  .7594  .044 Uiso calc R 1 . . H
  H123  .0635  .4425  .7819  .044 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
  N1  .0243(15)  .0187(14)  .0359(19)  .0001(10)  .0013(11)  .0037(11)
  C2  .0348(19)  .0190(16)  .0258(18)  .0012(14)  .0020(14)  -.0002(14)
  O2  .0312(13)  .0221(12)  .0455(13)  -.0001(11)  .0054(10)  .0060(10)
  C3  .0289(17)  .0222(16)  .039(2)  .0068(14)  -.0007(15)  .0023(14)
  C4  .0275(19)  .032(2)  .048(3)  .0034(15)  .0025(15)  .0066(16)
  C5  .033(2)  .0281(19)  .0394(19)  -.0001(16)  .0007(16)  .0051(15)
  O5  .0360(15)  .0275(14)  .0722(19)  -.0013(11)  .0068(14)  .0197(13)
  C6  .0239(17)  .0203(15)  .0262(16)  .0023(14)  .0019(13)  .0037(11)
  C7  .0286(18)  .0196(17)  .0243(18)  .0000(13)  .0019(13)  .0002(13)
  C8  .0267(17)  .0224(16)  .0233(16)  -.0044(14)  .0001(13)  .0003(12)
  Cl8  .0281(4)  .0350(4)  .0330(4)  -.0040(3)  -.0014(4)  -.0035(4)
  C9  .0299(19)  .0240(17)  .0248(17)  .0024(14)  .0049(14)  .0037(14)
  C10  .0317(18)  .0184(14)  .0269(19)  .0018(13)  .0062(13)  .0015(13)
  C11  .0324(17)  .0215(15)  .0286(16)  -.0042(13)  .0000(16)  .0009(15)
  C12  .040(2)  .029(2)  .037(2)  .0099(16)  -.0013(15)  .0003(14)
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
  N1 C5 . 1.401(4) ?
  N1 C2 . 1.404(4) ?
  N1 C6 . 1.427(4) ?
  C2 O2 . 1.208(4) ?
  C2 C3 . 1.480(4) ?
  C3 C4 . 1.307(5) ?
  C3 H3 .  .95 ?
  C4 C5 . 1.486(5) ?
  C4 H4 .  .95 ?
  C5 O5 . 1.208(4) ?
  C6 C11 . 1.380(4) ?
  C6 C7 . 1.382(5) ?
  C7 C8 . 1.380(4) ?
  C7 H7 .  .95 ?
  C8 C9 . 1.396(4) ?
  C8 Cl8 . 1.741(3) ?
  C9 C10 . 1.386(5) ?
  C9 C12 . 1.494(4) ?
  C10 C11 . 1.393(4) ?
  C10 H10 .  .95 ?
  C11 H11 .  .95 ?
  C12 H121 .  .98 ?
  C12 H122 .  .98 ?
  C12 H123 .  .98 ?