#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/01/2200167.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_2200167
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o353
_journal_page_last  o355
_publ_section_title
;
One-dimensional hydrogen-bonded molecular tapes in
1,4-bis[(4-pyridinio)ethynyl]benzene chloranilate
;
loop_
_publ_author_name
  'Akhtaruzzaman, Md.'
  'Tomura, Masaaki'
  'Yamashita, Yoshiro'
_chemical_name_common
;
co-crystal with 1,4-bis[(4-pyridyl)ethynyl]benzene and chloranilic acid
;
_chemical_formula_moiety  'C20 H14 N2 2+, C6 Cl2 O4 2-'
_chemical_formula_sum  'C26 H14 Cl2 N2 O4'
_chemical_formula_iupac  'C20 H14 N2 2+, C6 Cl2 O4 2-'
_chemical_formula_weight  489.29
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.6279(9)
_cell_length_b  8.4019(10)
_cell_length_c  8.6291(4)
_cell_angle_alpha  97.171(6)
_cell_angle_beta  99.673(6)
_cell_angle_gamma  95.728(10)
_cell_volume  536.76(9)
_cell_formula_units_Z  1
_cell_measurement_temperature  296(2)
_exptl_crystal_density_diffrn  1.514
_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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  Cl1  .20224(16)  .69132(13)  .52271(10)  .0753(4) Uani d . 1 . . Cl
  O1  .0000(3)  .7946(3)  .2345(2)  .0620(8) Uani d . 1 . . O
  O2  -.1897(4) 1.0442(3)  .2169(2)  .0649(8) Uani d . 1 . . O
  N1  .2126(5)  .1379(4)  .0556(3)  .0629(10) Uani d . 1 . . N
  C1  .0961(5)  .8620(4)  .5109(3)  .0493(9) Uani d . 1 . . C
  C2  .0021(5)  .8856(4)  .3607(3)  .0461(8) Uani d . 1 . . C
  C3  -.1024(5) 1.0290(4)  .3516(3)  .0467(9) Uani d . 1 . . C
  C4  .3538(6)  .5481(5)  .9087(4)  .0641(12) Uani d . 1 . . C
  C5  .4490(5)  .4367(4)  .8403(3)  .0499(9) Uani d . 1 . . C
  C6  .5969(6)  .3893(5)  .9317(4)  .0630(12) Uani d . 1 . . C
  C7  .3978(5)  .3700(5)  .6751(3)  .0561(10) Uani d . 1 . . C
  C8  .3564(5)  .3164(5)  .5379(4)  .0590(11) Uani d . 1 . . C
  C9  .3064(5)  .2549(5)  .3723(3)  .0532(10) Uani d . 1 . . C
  C10  .1842(6)  .3236(6)  .2743(4)  .0639(12) Uani d . 1 . . C
  C11  .1395(7)  .2608(6)  .1149(4)  .0676(13) Uani d . 1 . . C
  C12  .3313(7)  .0690(5)  .1468(4)  .0691(13) Uani d . 1 . . C
  C13  .3819(6)  .1250(5)  .3070(4)  .0653(12) Uani d . 1 . . C
  H1  .181(8)  .088(8)  -.065(8)  .14(2) Uiso d . 1 . . H
  H4  .244(6)  .583(6)  .857(6)  .093(15) Uiso d . 1 . . H
  H6  .670(6)  .309(6)  .896(5)  .080(14) Uiso d . 1 . . H
  H10  .128(5)  .407(5)  .307(4)  .053(11) Uiso d . 1 . . H
  H11  .065(5)  .303(5)  .064(5)  .059(13) Uiso d . 1 . . H
  H12  .391(6)  -.025(6)  .107(5)  .082(14) Uiso d . 1 . . H
  H13  .469(6)  .061(5)  .369(5)  .076(13) Uiso d . 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
  Cl1  .1005(9)  .0774(7)  .0370(5)  .0335(6)  -.0130(4)  -.0172(4)
  O1  .0873(19)  .0747(17)  .0156(9)  .0165(15)  -.0001(10)  -.0181(10)
  O2  .094(2)  .0751(17)  .0159(10)  .0212(15)  -.0110(11)  -.0119(10)
  N1  .085(2)  .078(2)  .0144(12)  -.0085(18)  .0026(14)  -.0115(13)
  C1  .064(2)  .061(2)  .0161(13)  .0089(17)  -.0020(13)  -.0097(13)
  C2  .059(2)  .056(2)  .0148(12)  .0004(17)  -.0007(12)  -.0116(12)
  C3  .061(2)  .058(2)  .0141(12)  .0002(17)  -.0005(12)  -.0078(12)
  C4  .077(3)  .091(3)  .0180(14)  .024(2)  -.0059(16)  -.0054(16)
  C5  .070(2)  .058(2)  .0132(12)  -.0025(17)  -.0017(13)  -.0050(12)
  C6  .090(3)  .072(3)  .0210(15)  .020(2)  -.0022(17)  -.0105(15)
  C7  .074(3)  .070(2)  .0157(13)  -.0043(19)  .0026(14)  -.0089(14)
  C8  .077(3)  .074(3)  .0174(14)  -.004(2)  .0020(15)  -.0089(15)
  C9  .071(3)  .065(2)  .0140(13)  -.0136(18)  .0036(14)  -.0094(13)
  C10  .080(3)  .079(3)  .0237(16)  .004(2)  .0015(17)  -.0155(17)
  C11  .081(3)  .089(3)  .0201(15)  .002(3)  -.0083(17)  -.0069(18)
  C12  .103(4)  .069(3)  .0260(17)  .006(3)  .0052(19)  -.0156(16)
  C13  .099(3)  .064(2)  .0229(16)  .005(2)  -.0027(18)  -.0075(15)
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
  Cl1 C1 . 1.721(4) no
  O1 C2 . 1.246(3) no
  O2 C3 . 1.266(3) no
  N1 C11 . 1.311(6) no
  N1 C12 . 1.324(5) no
  N1 H1 . 1.05(7) no
  C1 C3 2_576 1.397(4) no
  C1 C2 . 1.419(4) no
  C2 C3 . 1.513(5) no
  C3 C1 2_576 1.397(4) no
  C4 C5 . 1.376(5) no
  C4 C6 2_667 1.386(4) no
  C4 H4 .  .97(5) no
  C5 C6 . 1.387(5) no
  C5 C7 . 1.438(3) no
  C6 C4 2_667 1.386(4) no
  C6 H6 .  .97(4) no
  C7 C8 . 1.190(4) no
  C8 C9 . 1.431(4) no
  C9 C10 . 1.371(5) no
  C9 C13 . 1.386(6) no
  C10 C11 . 1.382(4) no
  C10 H10 .  .90(4) no
  C11 H11 .  .80(4) no
  C12 C13 . 1.379(4) no
  C12 H12 . 1.01(5) no
  C13 H13 . 1.02(4) no
_cod_database_code 2200167