Pyridine-3-carbonitrile-chloranilic acid-acetonitrile (2/1/2)

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Abstract

In the crystal structure of the title compound, 2C6H 4N2·C6H8Cl2O 4·2C2H3N, the two symmetry-related pyridine-3-carbonitrile mol-ecules are linked to either side of a chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydr-oxy-1,4-benzoquinone) mol-ecule via inter-molecular O- H⋯N hydrogen bonds, giving a centrosymmetric 2:1 unit. The dihedral angle between the pyridine ring and the chloranilic acid plane is 26.71 (6)°. In addition, the two acetonitrile mol-ecules are linked to either side of the 2:1 unit through C- H⋯N hydrogen bonds, forming a 2:1:2 aggregate. These 2:1:2 aggregates are further linked by weak inter-molecular C- H⋯N and C- H⋯O hydrogen bonds, forming a tape along the c axis.

Original languageEnglish
JournalActa Crystallographica Section E: Structure Reports Online
Volume65
Issue number10
DOIs
Publication statusPublished - 2009

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Acetonitrile
Pyridine
acetonitrile
pyridines
Hydrogen bonds
hydrogen bonds
acids
Acids
quinones
Dihedral angle
Tapes
tapes
dihedral angle
Crystal structure
crystal structure
rings
symmetry
pyridine-3-carbonitrile
chloranilic acid

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Materials Science(all)
  • Chemistry(all)

Cite this

@article{501b143f7d764f558f2167f9548b9b94,
title = "Pyridine-3-carbonitrile-chloranilic acid-acetonitrile (2/1/2)",
abstract = "In the crystal structure of the title compound, 2C6H 4N2·C6H8Cl2O 4·2C2H3N, the two symmetry-related pyridine-3-carbonitrile mol-ecules are linked to either side of a chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydr-oxy-1,4-benzoquinone) mol-ecule via inter-molecular O- H⋯N hydrogen bonds, giving a centrosymmetric 2:1 unit. The dihedral angle between the pyridine ring and the chloranilic acid plane is 26.71 (6)°. In addition, the two acetonitrile mol-ecules are linked to either side of the 2:1 unit through C- H⋯N hydrogen bonds, forming a 2:1:2 aggregate. These 2:1:2 aggregates are further linked by weak inter-molecular C- H⋯N and C- H⋯O hydrogen bonds, forming a tape along the c axis.",
author = "Kazuma Gotoh and Hiroyuki Ishida",
year = "2009",
doi = "10.1107/S1600536809036605",
language = "English",
volume = "65",
journal = "Acta Crystallographica Section E: Structure Reports Online",
issn = "1600-5368",
publisher = "International Union of Crystallography",
number = "10",

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TY - JOUR

T1 - Pyridine-3-carbonitrile-chloranilic acid-acetonitrile (2/1/2)

AU - Gotoh, Kazuma

AU - Ishida, Hiroyuki

PY - 2009

Y1 - 2009

N2 - In the crystal structure of the title compound, 2C6H 4N2·C6H8Cl2O 4·2C2H3N, the two symmetry-related pyridine-3-carbonitrile mol-ecules are linked to either side of a chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydr-oxy-1,4-benzoquinone) mol-ecule via inter-molecular O- H⋯N hydrogen bonds, giving a centrosymmetric 2:1 unit. The dihedral angle between the pyridine ring and the chloranilic acid plane is 26.71 (6)°. In addition, the two acetonitrile mol-ecules are linked to either side of the 2:1 unit through C- H⋯N hydrogen bonds, forming a 2:1:2 aggregate. These 2:1:2 aggregates are further linked by weak inter-molecular C- H⋯N and C- H⋯O hydrogen bonds, forming a tape along the c axis.

AB - In the crystal structure of the title compound, 2C6H 4N2·C6H8Cl2O 4·2C2H3N, the two symmetry-related pyridine-3-carbonitrile mol-ecules are linked to either side of a chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydr-oxy-1,4-benzoquinone) mol-ecule via inter-molecular O- H⋯N hydrogen bonds, giving a centrosymmetric 2:1 unit. The dihedral angle between the pyridine ring and the chloranilic acid plane is 26.71 (6)°. In addition, the two acetonitrile mol-ecules are linked to either side of the 2:1 unit through C- H⋯N hydrogen bonds, forming a 2:1:2 aggregate. These 2:1:2 aggregates are further linked by weak inter-molecular C- H⋯N and C- H⋯O hydrogen bonds, forming a tape along the c axis.

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U2 - 10.1107/S1600536809036605

DO - 10.1107/S1600536809036605

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JO - Acta Crystallographica Section E: Structure Reports Online

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SN - 1600-5368

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