Redetermination of pyridine-4-carbonitrile-chloranilic acid (1/1) at 180 K

Kazuma Gotoh, Hirokazu Nagoshi, Hiroyuki Ishida

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4 Citations (Scopus)

Abstract

In the crystal structure of the title compound, C6H4N2·C6H2Cl2O4, two chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydr-oxy-1,4- benzoquinone) mol-ecules are connected by O - H⋯O hydrogen bonds to form a dimeric unit. The pyridine-4-carbonitrile mol-ecules are linked on both sides of the dimer via N⋯H⋯O hydrogen bonds to give a centrosymmetric 2:2 complex of pyridine-4-carbonitrile and chloranilic acid. The H atom in the N⋯H⋯O hydrogen bond is disordered over two positions with approximately equal occupancies. The pyridine ring makes a dihedral angle of 61.54 (14)° with the chloranilic acid plane. The 2:2 units are further linked by inter-molecular C - H⋯O and C - H⋯Cl hydrogen bonds. This determination presents a siginficantly higher precision crystal structure than the previously published structure [Tomura & Yamasshita (2008). X-ray Struct. Anal. Online, 24, x31-x32].

Original languageEnglish
JournalActa Crystallographica Section E: Structure Reports Online
Volume64
Issue number7
DOIs
Publication statusPublished - 2008

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Pyridine
Hydrogen
pyridines
Hydrogen bonds
hydrogen bonds
acids
Acids
Crystal structure
crystal structure
quinones
Dihedral angle
Dimers
Names
dihedral angle
dimers
X-Rays
X rays
Atoms
pyridine
chloranilic acid

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Structural Biology

Cite this

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title = "Redetermination of pyridine-4-carbonitrile-chloranilic acid (1/1) at 180 K",
abstract = "In the crystal structure of the title compound, C6H4N2·C6H2Cl2O4, two chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydr-oxy-1,4- benzoquinone) mol-ecules are connected by O - H⋯O hydrogen bonds to form a dimeric unit. The pyridine-4-carbonitrile mol-ecules are linked on both sides of the dimer via N⋯H⋯O hydrogen bonds to give a centrosymmetric 2:2 complex of pyridine-4-carbonitrile and chloranilic acid. The H atom in the N⋯H⋯O hydrogen bond is disordered over two positions with approximately equal occupancies. The pyridine ring makes a dihedral angle of 61.54 (14)° with the chloranilic acid plane. The 2:2 units are further linked by inter-molecular C - H⋯O and C - H⋯Cl hydrogen bonds. This determination presents a siginficantly higher precision crystal structure than the previously published structure [Tomura & Yamasshita (2008). X-ray Struct. Anal. Online, 24, x31-x32].",
author = "Kazuma Gotoh and Hirokazu Nagoshi and Hiroyuki Ishida",
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journal = "Acta Crystallographica Section E: Structure Reports Online",
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publisher = "International Union of Crystallography",
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TY - JOUR

T1 - Redetermination of pyridine-4-carbonitrile-chloranilic acid (1/1) at 180 K

AU - Gotoh, Kazuma

AU - Nagoshi, Hirokazu

AU - Ishida, Hiroyuki

PY - 2008

Y1 - 2008

N2 - In the crystal structure of the title compound, C6H4N2·C6H2Cl2O4, two chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydr-oxy-1,4- benzoquinone) mol-ecules are connected by O - H⋯O hydrogen bonds to form a dimeric unit. The pyridine-4-carbonitrile mol-ecules are linked on both sides of the dimer via N⋯H⋯O hydrogen bonds to give a centrosymmetric 2:2 complex of pyridine-4-carbonitrile and chloranilic acid. The H atom in the N⋯H⋯O hydrogen bond is disordered over two positions with approximately equal occupancies. The pyridine ring makes a dihedral angle of 61.54 (14)° with the chloranilic acid plane. The 2:2 units are further linked by inter-molecular C - H⋯O and C - H⋯Cl hydrogen bonds. This determination presents a siginficantly higher precision crystal structure than the previously published structure [Tomura & Yamasshita (2008). X-ray Struct. Anal. Online, 24, x31-x32].

AB - In the crystal structure of the title compound, C6H4N2·C6H2Cl2O4, two chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydr-oxy-1,4- benzoquinone) mol-ecules are connected by O - H⋯O hydrogen bonds to form a dimeric unit. The pyridine-4-carbonitrile mol-ecules are linked on both sides of the dimer via N⋯H⋯O hydrogen bonds to give a centrosymmetric 2:2 complex of pyridine-4-carbonitrile and chloranilic acid. The H atom in the N⋯H⋯O hydrogen bond is disordered over two positions with approximately equal occupancies. The pyridine ring makes a dihedral angle of 61.54 (14)° with the chloranilic acid plane. The 2:2 units are further linked by inter-molecular C - H⋯O and C - H⋯Cl hydrogen bonds. This determination presents a siginficantly higher precision crystal structure than the previously published structure [Tomura & Yamasshita (2008). X-ray Struct. Anal. Online, 24, x31-x32].

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