#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012256.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_2012256
loop_
_publ_author_name
'Alfonso, Montserrat'
'Wang, Yi'
'Stoeckli-Evans, Helen'
_publ_section_title
;
Hydrogen bonding in the inner-salt zwitterion and in two different
charged forms of 5,6-bis(2-pyridyl)-pyrazine-2,3-dicarboxylic acid
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              1184
_journal_page_last               1188
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C16 H11 N4 O4 + , Cl O4 - , 3H2 O'
_chemical_formula_sum            'C16 H17 Cl N4 O11'
_chemical_formula_weight         476.79
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 106.934(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.1401(7)
_cell_length_b                   15.6358(12)
_cell_length_c                   10.7154(8)
_cell_measurement_temperature    223(2)
_cell_volume                     984.13(15)
_diffrn_ambient_temperature      223(2)
_exptl_crystal_density_diffrn    1.609
_[local]_cod_cif_authors_sg_H-M  'P 2/c'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2012256
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
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
O1 .3233(3) -.03491(9) .10493(15) .0487(4) Uani d . 1 . . O
O2 .1347(3) -.12771(9) .18880(15) .0464(4) Uani d . 1 . . O
H2O .0000 -.130(3) .2500 .080(12) Uiso d S 1 . . H
N1 .0965(3) .09766(9) .15109(14) .0297(4) Uani d . 1 . . N
N2 .1821(3) .24553(10) .03765(14) .0321(4) Uani d . 1 . . N
H2N .285(4) .2022(15) .051(2) .047(6) Uiso d . 1 . . H
C1 .0643(3) .02366(11) .20518(16) .0298(4) Uani d . 1 . . C
C2 .0346(3) .17086(11) .19261(16) .0276(4) Uani d . 1 . . C
C3 .0324(3) .24614(11) .10802(16) .0291(4) Uani d . 1 . . C
C4 -.1222(4) .31173(12) .09105(19) .0362(5) Uani d . 1 . . C
H4 -.229(4) .3116(13) .1394(19) .035(5) Uiso d . 1 . . H
C5 -.1203(4) .37640(13) .0023(2) .0447(5) Uani d . 1 . . C
H5 -.224(5) .4201(16) -.010(2) .054(7) Uiso d . 1 . . H
C6 .0372(4) .37459(14) -.0665(2) .0456(5) Uani d . 1 . . C
H6 .045(4) .4182(16) -.125(2) .053(6) Uiso d . 1 . . H
C7 .1876(4) .30819(13) -.04735(19) .0402(5) Uani d . 1 . . C
H7 .299(4) .3010(14) -.096(2) .045(6) Uiso d . 1 . . H
C8 .1833(4) -.05126(12) .16216(18) .0351(4) Uani d . 1 . . C
Cl1 .5000 .44850(5) .2500 .0616(3) Uani d S 1 . . Cl
O11 .5000 .35788(14) .2500 .0530(6) Uani d S 1 . . O
O12 .5187(7) .4638(2) .4036(3) .0658(10) Uani d P .50 . . O
O13 .2741(12) .4793(5) .2005(7) .100(3) Uani d P .50 . . O
O14 .3338(13) .4887(5) .2673(6) .093(2) Uani d P .50 . . O
O1W .5044(3) .12538(10) .06311(16) .0441(4) Uani d . 1 . . O
H1A .552(5) .1116(17) .000(3) .072(9) Uiso d . 1 . . H
H1B .442(5) .0793(18) .080(2) .054(7) Uiso d . 1 . . H
O2W .5000 .25145(16) .7500 .0713(8) Uani d S 1 . . O
H2WA .3585 .2104 .7136 .100 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
O1 .0584(10) .0409(8) .0574(10) .0081(7) .0338(9) -.0015(6)
O2 .0539(9) .0312(8) .0586(9) .0040(6) .0236(8) -.0015(6)
N1 .0274(8) .0322(8) .0301(8) .0009(6) .0094(6) -.0005(6)
N2 .0342(9) .0329(8) .0317(8) -.0027(7) .0135(7) -.0034(6)
C1 .0287(10) .0312(9) .0277(8) -.0013(7) .0056(7) -.0019(7)
C2 .0235(9) .0299(9) .0297(9) .0004(7) .0085(7) -.0008(7)
C3 .0300(10) .0310(9) .0271(8) -.0030(7) .0095(7) -.0022(7)
C4 .0376(11) .0370(10) .0360(10) .0026(8) .0137(9) .0014(8)
C5 .0534(14) .0365(11) .0431(11) .0085(10) .0125(10) .0067(9)
C6 .0654(15) .0396(11) .0345(10) -.0026(10) .0187(10) .0069(9)
C7 .0508(13) .0416(11) .0331(10) -.0093(9) .0198(9) -.0019(8)
C8 .0385(11) .0342(10) .0325(9) .0043(8) .0103(8) -.0013(8)
Cl1 .0433(5) .0381(4) .0898(7) .000 -.0020(4) .000
O11 .0560(14) .0413(12) .0661(14) .000 .0249(12) .000
O12 .086(3) .071(2) .0430(18) -.023(2) .0225(18) -.0166(16)
O13 .069(3) .070(3) .122(5) .022(2) -.032(4) .013(4)
O14 .115(6) .086(4) .104(5) .052(4) .073(4) .017(4)
O1W .0407(9) .0466(9) .0517(9) .0004(7) .0236(7) -.0074(7)
O2W .0666(18) .0549(15) .096(2) .000 .0298(15) .000
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
O1 C8 . 1.219(2) ?
O2 C8 . 1.284(2) ?
O2 H2O . 1.1965(19) ?
N1 C2 . 1.323(2) ?
N1 C1 . 1.334(2) ?
N2 C7 . 1.345(2) ?
N2 C3 . 1.348(2) ?
N2 H2N . .91(2) ?
C1 C1 2 1.410(4) ?
C1 C8 . 1.522(3) ?
C2 C2 2 1.413(3) ?
C2 C3 . 1.483(2) ?
C3 C4 . 1.373(3) ?
C4 C5 . 1.391(3) ?
C4 H4 . .95(2) ?
C5 C6 . 1.376(3) ?
C5 H5 . .92(3) ?
C6 C7 . 1.365(3) ?
C6 H6 . .94(2) ?
C7 H7 . .98(2) ?
Cl1 O14 . 1.258(6) ?
Cl1 O14 2_655 1.258(6) ?
Cl1 O11 . 1.417(2) ?
Cl1 O13 2_655 1.418(6) ?
Cl1 O13 . 1.418(6) ?
Cl1 O12 . 1.634(3) ?
Cl1 O12 2_655 1.634(3) ?
O12 O14 . 1.615(8) ?
O13 O14 . .718(7) ?
O1W H1A . .84(3) ?
O1W H1B . .86(3) ?
O2W H2WA . 1.0590 ?