#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2009044.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_2009044
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  1714
_journal_page_last  1717
_publ_section_title
;
1:2 Complexes of chloranilic acid with pyrimidine and pyrazine
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  ' Ishida, Hiroyuki '
  ' Kashino, Setsuo '
_chemical_formula_moiety  '2C4 H4 N2, C6 H2 Cl2 O4'
_chemical_formula_sum  'C14 H10 Cl2 N4 O4'
_chemical_formula_weight  369.16
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '  -x,1/2+y,1/2-z'
  '  -x,  -y,  -z'
  '  +x,1/2-y,1/2+z'
_cell_length_a  3.9520(10)
_cell_length_b  19.950(10)
_cell_length_c  9.551(4)
_cell_angle_alpha  90
_cell_angle_beta  96.60(3)
_cell_angle_gamma  90
_cell_volume  747.9(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  296
_exptl_crystal_density_diffrn  1.639
_diffrn_ambient_temperature  296
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_calc_attached_atom
_atom_site_refinement_flags
_atom_site_occupancy
  Cl  .84630(10)
  .50576(2)  .81780(4)  .04250(10)
  Uani d ? . 1.000
  O1  .7113(3)  .39262(6)  .61820(10)
  .0456(3) Uani d ? . 1.000
  O2 1.1584(3)  .60975(5)  .65210(10)
  .0442(3) Uani d ? . 1.000
  N1  .5803(3)  .27518(7)  .50290(10)
  .0393(4) Uani d ? . 1.000
  N2  .2614(4)  .21515(7)  .32080(10)
  .0454(4) Uani d ? . 1.000
  C1  .8473(4)  .44464(7)  .56760(10)
  .0324(4) Uani d ? . 1.000
  C2  .9245(4)  .50125(7)  .64340(10)
  .0312(4) Uani d ? . 1.000
  C3 1.0803(4)  .55845(7)  .58610(10)
  .0316(4) Uani d ? . 1.000
  C4  .3768(4)  .27122(8)  .3825(2)  .0398(4) Uani d ? . 1.000
  C5  .3613(5)  .15829(8)  .3864(2)  .0443(5) Uani d ? . 1.000
  C6  .5698(4)  .15761(9)  .5120(2)  .0445(5) Uani d ? . 1.000
  C7  .6755(4)  .21800(9)  .5679(2)  .0424(4) Uani d ? . 1.000
  H1  .670(8)  .348(2)  .556(3)  .150(10)
  Uiso d ? . 1.000
  H2  .308(4)  .3143(9)  .336(2)  .056(5) Uiso d ? . 1.000
  H3  .284(5)  .1180(10)
  .341(2)  .066(6) Uiso d ? . 1.000
  H4  .629(5)  .1182(9)  .559(2)  .053(5) Uiso d ? . 1.000
  H5  .833(5)  .2236(9)  .657(2)  .069(6) Uiso d ? . 1.000
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
  Cl  .0589(3)  .0408(2)  .0286(2)  -.0014(2)  .0082(2)  -.0047(2)
  O1  .0709(8)  .0307(6)  .0368(6)  -.0099(5)  .0126(6)  -.0032(5)
  O2  .0641(8)  .0321(6)  .0362(6)  -.0077(5)  .0050(5)  -.0085(4)
  N1  .0456(8)  .0353(7)  .0372(7)  -.0064(6)  .0056(6)  -.0066(5)
  N2  .0480(8)  .0460(8)  .0397(8)  -.0053(6)  -.0051(6)  -.0018(6)
  C1  .0392(8)  .0270(7)  .0301(7)  .0030(6)  .0005(6)  .0001(6)
  C2  .0382(7)  .0308(7)  .0241(6)  .0038(6)  .0013(5)  -.0029(5)
  C3  .0357(8)  .0291(7)  .0286(7)  .0042(6)  -.0028(6)  -.0044(6)
  C4  .0434(9)  .0322(8)  .0432(9)  .0013(7)  .0030(7)  .0031(7)
  C5  .0540(10)
  .0330(9)  .0470(10)
  -.0082(7)  .0083(8)  -.0062(7)
  C6  .0520(10)
  .0342(9)  .0480(10)
  .0038(7)  .0072(8)  .0096(7)
  C7  .0439(9)  .0490(10)
  .0337(8)  -.0041(7)  .0004(7)  .0024(7)
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 C2 . . 1.731(2) yes
  O1 C1 . . 1.288(2) yes
  O1 H1 . . 1.07(4) no
  O2 C3 . . 1.223(2) yes
  C1 C2 . . 1.357(2) yes
  C1 C3 . 3_766 1.529(3) yes
  C2 C3 . . 1.435(2) yes
  N1 C4 . . 1.328(3) yes
  N1 C7 . . 1.332(3) yes
  N2 C4 . . 1.321(3) yes
  N2 C5 . . 1.334(3) yes
  C4 H2 . .  .99(2) no
  C5 C6 . . 1.375(3) yes
  C5 H3 . .  .94(2) no
  C6 C7 . . 1.364(3) yes
  C6 H4 . .  .92(2) no
  C7 H5 . . 1.00(3) no