4-Carboxypyridinium hydrogen chloranilate monohydrate

Kazuma Gotoh, Youhei Tabuchi, Haruo Akashi, Hiroyuki Ishida

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The title compound (systematic name: 4-carboxypyridinium 2,5-dichloro-4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-olate monohydrate), C 6H6NO2+·C6HCl 2O4-·H2O, is a monohydrate salt of chloranilic acid (2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone) with isonicotinic acid (pyridine-4-carboxylic acid), in which an acid-base interaction involving a proton transfer is observed from the chloranilic acid to the pyridine group of isonicotinic acid. In the crystal structure, the 4-carboxypyridinium cation, the hydrogen chloranilate anion and the water molecule are held together through N-H⋯O, O-H⋯O and C-H⋯O hydrogen bonds, forming a chain. The chains are further linked by O-H⋯O and C-H⋯O hydrogen bonds, forming a three-dimensional hydrogen-bond network.

Original languageEnglish
JournalActa Crystallographica Section E: Structure Reports Online
Volume62
Issue number10
DOIs
Publication statusPublished - Oct 2006

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Isonicotinic Acids
Hydrogen
Hydrogen bonds
acids
Acids
hydrogen
hydrogen bonds
Proton transfer
Pyridine
Carboxylic Acids
pyridines
Anions
Cations
Salts
Crystal structure
Names
Protons
quinones
Molecules
Carboxylic acids

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Structural Biology

Cite this

4-Carboxypyridinium hydrogen chloranilate monohydrate. / Gotoh, Kazuma; Tabuchi, Youhei; Akashi, Haruo; Ishida, Hiroyuki.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 62, No. 10, 10.2006.

Research output: Contribution to journalArticle

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abstract = "The title compound (systematic name: 4-carboxypyridinium 2,5-dichloro-4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-olate monohydrate), C 6H6NO2+·C6HCl 2O4-·H2O, is a monohydrate salt of chloranilic acid (2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone) with isonicotinic acid (pyridine-4-carboxylic acid), in which an acid-base interaction involving a proton transfer is observed from the chloranilic acid to the pyridine group of isonicotinic acid. In the crystal structure, the 4-carboxypyridinium cation, the hydrogen chloranilate anion and the water molecule are held together through N-H⋯O, O-H⋯O and C-H⋯O hydrogen bonds, forming a chain. The chains are further linked by O-H⋯O and C-H⋯O hydrogen bonds, forming a three-dimensional hydrogen-bond network.",
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AU - Tabuchi, Youhei

AU - Akashi, Haruo

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N2 - The title compound (systematic name: 4-carboxypyridinium 2,5-dichloro-4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-olate monohydrate), C 6H6NO2+·C6HCl 2O4-·H2O, is a monohydrate salt of chloranilic acid (2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone) with isonicotinic acid (pyridine-4-carboxylic acid), in which an acid-base interaction involving a proton transfer is observed from the chloranilic acid to the pyridine group of isonicotinic acid. In the crystal structure, the 4-carboxypyridinium cation, the hydrogen chloranilate anion and the water molecule are held together through N-H⋯O, O-H⋯O and C-H⋯O hydrogen bonds, forming a chain. The chains are further linked by O-H⋯O and C-H⋯O hydrogen bonds, forming a three-dimensional hydrogen-bond network.

AB - The title compound (systematic name: 4-carboxypyridinium 2,5-dichloro-4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-olate monohydrate), C 6H6NO2+·C6HCl 2O4-·H2O, is a monohydrate salt of chloranilic acid (2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone) with isonicotinic acid (pyridine-4-carboxylic acid), in which an acid-base interaction involving a proton transfer is observed from the chloranilic acid to the pyridine group of isonicotinic acid. In the crystal structure, the 4-carboxypyridinium cation, the hydrogen chloranilate anion and the water molecule are held together through N-H⋯O, O-H⋯O and C-H⋯O hydrogen bonds, forming a chain. The chains are further linked by O-H⋯O and C-H⋯O hydrogen bonds, forming a three-dimensional hydrogen-bond network.

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