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Exploring the rare S-H center dot center dot center dot S hydrogen bond using charge density analysis in isomers of mercaptobenzoic acid

Pavan, Mysore S and Sarkar, Sounak and Row, Tayur N Guru (2017) Exploring the rare S-H center dot center dot center dot S hydrogen bond using charge density analysis in isomers of mercaptobenzoic acid. In: ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 73 (4, SI). pp. 626-633.

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Official URL: http://doi.org/10.1107/S2052520617008344

Abstract

Experimental and theoretical charge density analyses on isomers of mercaptobenzoic acid have been carried out to quantify the hydrogen bonding of the hitherto less explored thiols, to assess the strength of the interactions using the topological features of the electron density. The electron density study offers interesting insights into the nature of the S-H center dot center dot center dot S interaction. The interaction energy is comparable with that of a weak hydrogen bond. The strength and directionality of the S-H center dot center dot center dot S hydrogen bond is demonstrated to be mainly due to the conformation locking potential of the intramolecular S center dot center dot center dot O chalcogen bond in 2-mercaptobenzoic acid and is stronger than in 3-mercaptobenzoic acid, which lacks the intramolecular S center dot center dot center dot O bond. The para-substituted mercaptobenzoic acid depicts a type I S center dot center dot center dot S interaction.

Item Type: Journal Article
Additional Information: Copy right for this article belongs to the INT UNION CRYSTALLOGRAPHY, 2 ABBEY SQ, CHESTER, CH1 2HU, ENGLAND
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Depositing User: Id for Latest eprints
Date Deposited: 01 Sep 2017 09:41
Last Modified: 01 Sep 2017 09:41
URI: http://eprints.iisc.ac.in/id/eprint/57719

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