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Zeitschrift für Kristallographie - Crystalline Materials

Ed. by Antipov, Evgeny / Bismayer, Ulrich / Huppertz, Hubert / Petrícek, Václav / Pöttgen, Rainer / Schmahl, Wolfgang / Tiekink, E. R. T. / Zou, Xiaodong

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1:1 Co-crystallisation of 1,2,4,5-benzenetetracarboxylic acid (LH4) with isomeric 2,2′-dipyridyldisulfide (2-PA) and 4,4′-dipyridyldisulfide (4-PA)

Hadi D. Arman1 / Edward R. T. Tiekink*

1The University of Texas at San Antonio, Department of Chemistry, San Antonio, Texas 78249-0689, U.S.A.

* Correspondence address: The University of Malaya, Department of Chemistry, 50603 Kuala Lumpur, Malaysia,

Citation Information: Zeitschrift für Kristallographie - Crystalline Materials. Volume 228, Issue 6, Pages 289–294, ISSN (Print) 2194-4946, DOI: 10.1524/zkri.2013.1612, May 2013

Publication History

Published Online:
2013-05-21

This article offers supplementary material which is provided at the end of the article.

Abstract

The 1 : 1 co-crystallisation experiments conducted between 1,2,4,5-benzenetetracarboxylic acid, LH4, and each of 2,2′-dipyridyldisulfide (2-PA) and 4,4′-dipyridyldisulfide (4-PA) resulted in the formation of two salts of distinct formulation, i.e. [LH4]0.5[2-PAH][LH3] (1) and [LH2][4-PAH2] (2), respectively, indicating that proton transfer had occurred during crystallisation. In 1, a framework structure constructed by hydrogen bonded (O—H … O) LH4 and LH3-0 species defines channels in which reside 2-PAH cations that feature syn geometries and intramolecular N—H … N hydrogen bonds. By contrast, in 2, direct N—H … N links between cations and anions lead to zigzag supramolecular chains.

Keywords: Salt; Carboxylic acid; Hydrogen bonding; Dipyridyldisulfide; Crystal structure analysis

Supplementary Article Materials

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