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Supramolecular hydrogen-bonded structures in organic amine squarates

Mathew, Suresh and Paul, Geo and Shivasankar, K and Choudhury, Amitava and Rao, CNR (2002) Supramolecular hydrogen-bonded structures in organic amine squarates. In: Journal of Molecular Structure, 641 (2-3). pp. 263-279.

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Official URL: http://dx.doi.org/10.1016/S0022-2860(02)00352-6


Structures of monohydrogen squarates of methylamine, ethylenediamine, 1,3-diaminopropane, 1,4-diaminobutane, 1,5-diaminopentane, N,N'-diemethylpiperazine and N,N,N,N-tetramethylguanidine have been studied in detail. The supramolecular hydrogen-bonded molecular networks are formed by the monoanion of squaric acid by itself or in association with the parent acid. Three types of hydrogen-bonded motifs are observed in these compounds, namely a liner chain, a cyclic dimer and a cyclic tetramer. These hydrogen-bonded motifs formed by the squaric acid species interact with the amine through N-H...O hydrogen-bonding and give rise to predominantly layered structures, while some of them also exhibit three-dimensional structures. Two of the monohydrogen squarate structures also exhibit pi-pi interactions between two squarate rings. The various hydrogen-bonding parameters in the amine squarates are discussed at length. (C) 2002 Elsevier Science B.V. All rights reserved.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Elsevier Science.
Keywords: Squaric acid;Diamines;Supramolecular chemistry;Hydrogen-bonding;p–p Interactions
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Depositing User: Ms V Mangala
Date Deposited: 28 Jul 2011 05:08
Last Modified: 28 Jul 2011 05:08
URI: http://eprints.iisc.ac.in/id/eprint/39434

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