Hydrogen-bonded structures of the isomeric compounds of quinoline with 2-chloro-5-nitro-benzoic acid, 3-chloro-2-nitro-benzoic acid, 4-chloro-2-nitro-benzoic acid and 5-chloro-2-nitro-benzoic acid

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Abstract

The structures of four isomeric compounds, all C7H 4ClNO4·C9H7N, of quinoline with chloro- and nitro-substituted benzoic acid, namely, 2-chloro-5-nitro- benzoic acid-quinoline (1/1), (I), 3-chloro-2-nitro-benzoic acid-quinoline (1/1), (II), 4-chloro-2-nitro-benzoic acid-quinoline (1/1), (III), and 5-chloro-2-nitro-benzoic acid-quinoline (1/1), (IV), have been determined at 185 K. In each compound, a short hydrogen bond is observed between the pyridine N atom and a carboxyl O atom. The N⋯O distances are 2.6476 (13), 2.5610 (13), 2.5569 (12) and 2.5429 (12) Å for (I), (II), (III) and (IV), respectively. Although in (I) the H atom in the hydrogen bond is located at the O site, in (II), (III) and (IV) the H atom is disordered in the hydrogen bond over two positions with (N site):(O site) occupancies of 0.39 (3):0.61 (3), 0.47 (3):0.53 (3) and 0.65 (3):0.35 (3), respectively.

Original languageEnglish
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume65
Issue number10
DOIs
Publication statusPublished - 2009

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Benzoic Acid
Hydrogen
Atoms
Hydrogen bonds
quinoline

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)

Cite this

@article{afcbb990ea5d422f9ddb07ad4a2f0c9e,
title = "Hydrogen-bonded structures of the isomeric compounds of quinoline with 2-chloro-5-nitro-benzoic acid, 3-chloro-2-nitro-benzoic acid, 4-chloro-2-nitro-benzoic acid and 5-chloro-2-nitro-benzoic acid",
abstract = "The structures of four isomeric compounds, all C7H 4ClNO4·C9H7N, of quinoline with chloro- and nitro-substituted benzoic acid, namely, 2-chloro-5-nitro- benzoic acid-quinoline (1/1), (I), 3-chloro-2-nitro-benzoic acid-quinoline (1/1), (II), 4-chloro-2-nitro-benzoic acid-quinoline (1/1), (III), and 5-chloro-2-nitro-benzoic acid-quinoline (1/1), (IV), have been determined at 185 K. In each compound, a short hydrogen bond is observed between the pyridine N atom and a carboxyl O atom. The N⋯O distances are 2.6476 (13), 2.5610 (13), 2.5569 (12) and 2.5429 (12) {\AA} for (I), (II), (III) and (IV), respectively. Although in (I) the H atom in the hydrogen bond is located at the O site, in (II), (III) and (IV) the H atom is disordered in the hydrogen bond over two positions with (N site):(O site) occupancies of 0.39 (3):0.61 (3), 0.47 (3):0.53 (3) and 0.65 (3):0.35 (3), respectively.",
author = "Kazuma Gotoh and Hiroyuki Ishida",
year = "2009",
doi = "10.1107/S0108270109037688",
language = "English",
volume = "65",
journal = "Acta Crystallographica Section C: Crystal Structure Communications",
issn = "0108-2701",
publisher = "International Union of Crystallography",
number = "10",

}

TY - JOUR

T1 - Hydrogen-bonded structures of the isomeric compounds of quinoline with 2-chloro-5-nitro-benzoic acid, 3-chloro-2-nitro-benzoic acid, 4-chloro-2-nitro-benzoic acid and 5-chloro-2-nitro-benzoic acid

AU - Gotoh, Kazuma

AU - Ishida, Hiroyuki

PY - 2009

Y1 - 2009

N2 - The structures of four isomeric compounds, all C7H 4ClNO4·C9H7N, of quinoline with chloro- and nitro-substituted benzoic acid, namely, 2-chloro-5-nitro- benzoic acid-quinoline (1/1), (I), 3-chloro-2-nitro-benzoic acid-quinoline (1/1), (II), 4-chloro-2-nitro-benzoic acid-quinoline (1/1), (III), and 5-chloro-2-nitro-benzoic acid-quinoline (1/1), (IV), have been determined at 185 K. In each compound, a short hydrogen bond is observed between the pyridine N atom and a carboxyl O atom. The N⋯O distances are 2.6476 (13), 2.5610 (13), 2.5569 (12) and 2.5429 (12) Å for (I), (II), (III) and (IV), respectively. Although in (I) the H atom in the hydrogen bond is located at the O site, in (II), (III) and (IV) the H atom is disordered in the hydrogen bond over two positions with (N site):(O site) occupancies of 0.39 (3):0.61 (3), 0.47 (3):0.53 (3) and 0.65 (3):0.35 (3), respectively.

AB - The structures of four isomeric compounds, all C7H 4ClNO4·C9H7N, of quinoline with chloro- and nitro-substituted benzoic acid, namely, 2-chloro-5-nitro- benzoic acid-quinoline (1/1), (I), 3-chloro-2-nitro-benzoic acid-quinoline (1/1), (II), 4-chloro-2-nitro-benzoic acid-quinoline (1/1), (III), and 5-chloro-2-nitro-benzoic acid-quinoline (1/1), (IV), have been determined at 185 K. In each compound, a short hydrogen bond is observed between the pyridine N atom and a carboxyl O atom. The N⋯O distances are 2.6476 (13), 2.5610 (13), 2.5569 (12) and 2.5429 (12) Å for (I), (II), (III) and (IV), respectively. Although in (I) the H atom in the hydrogen bond is located at the O site, in (II), (III) and (IV) the H atom is disordered in the hydrogen bond over two positions with (N site):(O site) occupancies of 0.39 (3):0.61 (3), 0.47 (3):0.53 (3) and 0.65 (3):0.35 (3), respectively.

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