#------------------------------------------------------------------------------
#$Date: 2022-09-14 19:38:48 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277834 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/44/2014473.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_2014473
loop_
_publ_author_name
'Fukunaga, Takeo'
'Kashino, Setsuo'
'Ishida, Hiroyuki'
_publ_section_title
;
 2-Pyridone--tartronic acid (1/1), 3-hydroxypyridinium hydrogen tartronate
 and 4-hydroxypyridinium hydrogen tartronate
;
_journal_coden_ASTM              ACSCEE
_journal_issue                   10
_journal_name_full
;
 Acta Crystallographica, Section C: Crystal Structure Communications
;
_journal_page_first              o717
_journal_page_last               o722
_journal_paper_doi               10.1107/s0108270104019201
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C5 H5 N O , C3 H4 O5'
_chemical_formula_moiety         'C5 H5 N O , C3 H4 O5'
_chemical_formula_sum            'C8 H9 N O6'
_chemical_formula_weight         215.16
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                74.61(5)
_cell_angle_beta                 80.94(6)
_cell_angle_gamma                70.95(5)
_cell_formula_units_Z            2
_cell_length_a                   5.879(4)
_cell_length_b                   6.859(4)
_cell_length_c                   12.588(8)
_cell_measurement_temperature    296
_cell_volume                     461.2(5)
_diffrn_ambient_temperature      296
_exptl_crystal_density_diffrn    1.549
_cod_database_code               2014473
loop_
_symmetry_equiv_pos_as_xyz
'  +x,  +y,  +z'
'  -x,  -y,  -z'
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 0.5760(4) 0.2370(4) 0.44393(17) 0.0441(6) Uani d . 1 . . O
O2 0.4022(4) 0.7641(4) 0.01997(18) 0.0366(6) Uani d . 1 . . O
O3 0.8635(4) 0.7274(4) -0.05312(16) 0.0403(6) Uani d . 1 . . O
O4 0.9596(4) 0.7379(4) 0.10989(19) 0.0426(7) Uani d . 1 . . O
O5 0.5145(4) 0.3892(4) 0.17429(18) 0.0455(7) Uani d . 1 . . O
O6 0.6360(5) 0.5405(4) 0.28236(19) 0.0421(6) Uani d . 1 . . O
N1 0.6855(5) 0.0014(4) 0.6052(2) 0.0349(6) Uani d . 1 . . N
C2 0.6995(6) 0.1784(5) 0.5281(2) 0.0331(7) Uani d . 1 . . C
C3 0.8526(6) 0.2838(6) 0.5480(3) 0.0422(8) Uani d . 1 . . C
C4 0.9782(7) 0.2080(6) 0.6388(3) 0.0477(9) Uani d . 1 . . C
C5 0.9599(6) 0.0227(6) 0.7161(3) 0.0414(8) Uani d . 1 . . C
C6 0.8131(6) -0.0764(6) 0.6969(2) 0.0392(8) Uani d . 1 . . C
C7 0.5646(5) 0.7342(5) 0.0989(2) 0.0282(6) Uani d . 1 . . C
C8 0.8142(5) 0.7321(5) 0.0429(2) 0.0274(6) Uani d . 1 . . C
C9 0.5710(5) 0.5335(5) 0.1894(2) 0.0310(7) Uani d . 1 . . C
H1 0.586(5) -0.074(5) 0.590(3) 0.033(8) Uiso d . 1 . . H
H2 0.867 0.407 0.498 0.051 Uiso calc R 1 . . H
H3 1.079 0.280 0.650 0.057 Uiso calc R 1 . . H
H4 1.047 -0.030 0.779 0.050 Uiso calc R 1 . . H
H5 0.798 -0.200 0.747 0.047 Uiso calc R 1 . . H
H6 0.505 0.855 0.134 0.034 Uiso calc R 1 . . H
H7 0.477(7) 0.712(6) -0.042(3) 0.058(12) Uiso d . 1 . . H
H8 1.081(7) 0.733(6) 0.077(3) 0.054(13) Uiso d . 1 . . H
H9 0.614(9) 0.444(8) 0.330(4) 0.083(16) Uiso d . 1 . . H
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 C2 . 1.279(7) yes
O2 C7 . 1.416(5) yes
O2 H7 . 0.92(4) no
O3 C8 . 1.204(3) yes
O4 C8 . 1.308(4) yes
O4 H8 . 0.76(4) no
O5 C9 . 1.208(7) yes
O6 C9 . 1.304(4) yes
O6 H9 . 0.79(5) no
N1 C2 . 1.355(4) no
N1 C6 . 1.365(8) no
N1 H1 . 0.97(3) no
C2 C3 . 1.409(10) ?
C3 C4 . 1.350(9) no
C3 H2 . 0.93 no
C4 C5 . 1.404(11) no
C4 H3 . 0.93 no
C5 C6 . 1.342(10) no
C5 H4 . 0.93 no
C6 H5 . 0.93 no
C7 C8 . 1.522(4) no
C7 C9 . 1.530(4) no
C7 H6 . 0.98 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21107523
