Literature DB >> 19805889

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

Kazuma Gotoh1, Hiroyuki Ishida.   

Abstract

The structures of four isomeric compounds, all C7H4ClNO4.C9H7N, of quinoline with chloro- and nitro-substituted benzoic acid, namely, 2-chloro-5-nitrobenzoic acid-quinoline (1/1), (I), 3-chloro-2-nitrobenzoic acid-quinoline (1/1), (II), 4-chloro-2-nitrobenzoic acid-quinoline (1/1), (III), and 5-chloro-2-nitrobenzoic 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) A 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.

Entities:  

Year:  2009        PMID: 19805889     DOI: 10.1107/S0108270109037688

Source DB:  PubMed          Journal:  Acta Crystallogr C        ISSN: 0108-2701            Impact factor:   1.172


  9 in total

1.  Bis[(3-chloro-benz-yl)ammonium] 2-phenyl-propane-dioate dihydrate.

Authors:  Jerry Joe Ebow Kingsley Harrison; Robert Kingsford-Adaboh; Kazuma Gotoh; Hiroyuki Ishida
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-07-31

2.  4-Chloro-benzoic acid-quinoline (1/1).

Authors:  Kazuma Gotoh; Kaori Katagiri; Hiroyuki Ishida
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-11-17

3.  4-Chloro-2-nitro-benzoic acid-pyrazine (2/1).

Authors:  Kazuma Gotoh; Hiroyuki Ishida
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-11-09

4.  2-Chloro-4-nitro-benzoic acid-quinoline (1/1).

Authors:  Kazuma Gotoh; Hiroyuki Ishida
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-10-08

5.  Crystal structures of iso-quinoline-3-chloro-2-nitro-benzoic acid (1/1) and isoquinolinium 4-chloro-2-nitro-benzoate.

Authors:  Kazuma Gotoh; Hiroyuki Ishida
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-01-01

6.  Crystal structures of 3-chloro-2-nitro-benzoic acid with quinoline derivatives: 3-chloro-2-nitro-benzoic acid-5-nitro-quinoline (1/1), 3-chloro-2-nitro-benzoic acid-6-nitro-quinoline (1/1) and 8-hy-droxy-quinolinium 3-chloro-2-nitro-benzoate.

Authors:  Kazuma Gotoh; Hiroyuki Ishida
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2019-09-27

7.  Crystal structure of a 1:1 cocrystal of nicotinamide with 2-chloro-5-nitro-benzoic acid.

Authors:  Keshab M Bairagi; Priyanka Pal; Subhrajyoti Bhandary; Katharigatta N Venugopala; Deepak Chopra; Susanta K Nayak
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2019-10-22

8.  Crystal structure of 4-chloro-2-nitro-benzoic acid with 4-hy-droxy-quinoline: a disordered structure over two states of 4-chloro-2-nitro-benzoic acid-quinolin-4(1H)-one (1/1) and 4-hy-droxy-quinolinium 4-chloro-2-nitro-benzoate.

Authors:  Kazuma Gotoh; Hiroyuki Ishida
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2019-11-08

9.  Crystal structures of the two isomeric hydrogen-bonded cocrystals 2-chloro-4-nitro-benzoic acid-5-nitro-quinoline (1/1) and 5-chloro-2-nitro-benzoic acid-5-nitro-quinoline (1/1).

Authors:  Kazuma Gotoh; Hiroyuki Ishida
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2019-10-22
  9 in total

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