#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200412.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_2200412
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o563
_journal_page_last  o565
_publ_section_title
;
Bis(4-aminopyridinium) 2,5-dioxidobenzoquinone dihydrate
;
_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
  'Cowan, John A.'
  'Howard, Judith A. K.'
  'Leech, Michael A.'
  'Williams, Ian D.'
_chemical_formula_moiety  '2C5 H7 N2 1+, C6 H2 O4 2-, 2H2 O'
_chemical_formula_sum  'C16 H20 N4 O6'
_chemical_formula_iupac  '2C5 H7 N2 1+, C6 H2 O4 2-, 2H2 O'
_chemical_formula_weight  364.36
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  6.345(4)
_cell_length_b  11.353(8)
_cell_length_c  11.838(8)
_cell_angle_alpha  90.00
_cell_angle_beta  95.684(16)
_cell_angle_gamma  90.00
_cell_volume  848.5(10)
_cell_formula_units_Z  2
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.426
_diffrn_ambient_temperature  100(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
  C1 1.8229(3)  -.06776(18)  .94682(19)  .0160(5) Uani d . 1 . . C
  O1 1.6626(3)  -.11905(13)  .89569(14)  .0200(4) Uani d . 1 . . O
  C2 1.8462(4)  .06544(19)  .92583(18)  .0153(5) Uani d . 1 . . C
  O2 1.6999(2)  .11425(13)  .86112(14)  .0186(4) Uani d . 1 . . O
  C3 2.0225(4)  .12489(19)  .9788(2)  .0181(5) Uani d . 1 . . C
  H3 2.039(4)  .210(2)  .969(2)  .017(6) Uiso d . 1 . . H
  N1 1.3352(3)  .00917(17)  .76266(18)  .0191(5) Uani d . 1 . . N
  H1 1.475(5)  .009(2)  .800(3)  .039(9) Uiso d . 1 . . H
  C11 1.2239(4)  -.0928(2)  .7516(2)  .0207(5) Uani d . 1 . . C
  H11 1.296(4)  -.161(2)  .784(2)  .019(6) Uiso d . 1 . . H
  C12 1.0248(4)  -.09632(18)  .69516(19)  .0175(5) Uani d . 1 . . C
  H12  .950(4)  -.168(2)  .689(2)  .027(7) Uiso d . 1 . . H
  C13  .9301(4)  .00777(18)  .64651(19)  .0152(5) Uani d . 1 . . C
  N2  .7376(3)  .00589(18)  .58957(17)  .0197(5) Uani d . 1 . . N
  H2A  .679(4)  .074(2)  .554(2)  .022(7) Uiso d . 1 . . H
  H2B  .659(4)  -.064(2)  .574(2)  .021(7) Uiso d . 1 . . H
  C14 1.0523(4)  .11252(19)  .6605(2)  .0172(5) Uani d . 1 . . C
  H14  .993(4)  .178(2)  .630(2)  .019(6) Uiso d . 1 . . H
  C15 1.2494(4)  .1106(2)  .7176(2)  .0194(5) Uani d . 1 . . C
  H15 1.336(4)  .179(3)  .733(2)  .031(7) Uiso d . 1 . . H
  O10  .5121(3)  .20783(14)  .47749(16)  .0212(4) Uani d . 1 . . O
  H10A  .435(5)  .261(3)  .520(3)  .048(10) Uiso d . 1 . . H
  H10B  .570(6)  .254(3)  .426(3)  .051(10) 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
  C1  .0134(12)  .0178(11)  .0172(12)  .0000(9)  .0042(10)  -.0038(9)
  O1  .0178(9)  .0188(8)  .0227(9)  -.0013(6)  -.0020(7)  -.0004(7)
  C2  .0167(12)  .0186(11)  .0113(11)  .0028(9)  .0043(9)  .0000(8)
  O2  .0156(9)  .0187(8)  .0209(9)  .0024(6)  -.0013(7)  .0013(6)
  C3  .0216(13)  .0132(10)  .0193(12)  -.0010(9)  .0012(10)  .0002(9)
  N1  .0121(10)  .0259(10)  .0188(10)  .0004(8)  -.0008(8)  -.0028(8)
  C11  .0222(13)  .0217(11)  .0189(12)  .0049(10)  .0046(10)  .0002(10)
  C12  .0197(12)  .0133(10)  .0195(13)  -.0007(9)  .0027(10)  -.0012(9)
  C13  .0153(11)  .0203(11)  .0112(11)  .0007(9)  .0068(9)  -.0014(9)
  N2  .0185(10)  .0200(10)  .0196(11)  .0005(8)  -.0035(8)  -.0009(8)
  C14  .0204(13)  .0152(11)  .0163(12)  .0008(9)  .0039(10)  .0029(9)
  C15  .0203(13)  .0200(11)  .0183(12)  -.0048(9)  .0039(10)  -.0014(9)
  O10  .0200(9)  .0161(8)  .0275(10)  .0000(7)  .0021(8)  .0017(7)
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
  C1 O1 . 1.272(3) ?
  C1 C3 3_957 1.409(4) ?
  C1 C2 . 1.542(3) ?
  C2 O2 . 1.271(3) ?
  C2 C3 . 1.403(4) ?
  C3 C1 3_957 1.409(4) ?
  C3 H3 .  .96(3) ?
  N1 C11 . 1.354(3) ?
  N1 C15 . 1.357(3) ?
  N1 H1 .  .93(3) ?
  C11 C12 . 1.371(4) ?
  C11 H11 .  .97(3) ?
  C12 C13 . 1.420(3) ?
  C12 H12 .  .96(3) ?
  C13 N2 . 1.337(3) ?
  C13 C14 . 1.421(3) ?
  N2 H2A .  .94(3) ?
  N2 H2B .  .93(3) ?
  C14 C15 . 1.361(4) ?
  C14 H14 .  .91(3) ?
  C15 H15 .  .94(3) ?
  O10 H10A .  .91(4) ?
  O10 H10B .  .91(4) ?