Supramolecular characterisation of salts of 4-(2-methoxyphenyl)piperazin-1-ium and 4-phenylpiperazin-1-ium cations with simple-organic anions; a closer look at the binding energies of cation-anion pairs formed by charge-assisted (+)N−H···O(-) and (+)N−H···O hydrogen bonds

Shankara Prasad, H. J. and Anil Kumar, H. G. and Mohan Kumar, T. M. and Kavitha, C. N. and Devaraju and Yathirajan, H. S. and Parkin, Sean R. and Chęcińska, Lilianna (2023) Supramolecular characterisation of salts of 4-(2-methoxyphenyl)piperazin-1-ium and 4-phenylpiperazin-1-ium cations with simple-organic anions; a closer look at the binding energies of cation-anion pairs formed by charge-assisted (+)N−H···O(-) and (+)N−H···O hydrogen bonds. Journal of Molecular Structure, 1292. ISSN 1872-8014

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Abstract

Six new salts prepared by acid-base reactions containing 4-(2-methoxyphenyl)piperazin-1-ium cation (2-MeOPP) with simple organic-acid anions, namely pentafluorobenzoate, (I); (2R,3R)-tartrate dihydrate, (II); succinate trihydrate, (III); or 4-phenylpiperazin-1-ium cation (PP) with 4-chlorobenzoate monohydrate, (IV); 3-chlorobenzoate monohydrate, (V) and succinate (VI) have been structurally characterised using single-crystal X-ray diffraction. Crystal-packing architectures have been described in the context of the supramolecular assemblies they form. The most important structural motifs are generated through hydrogen bonds between 2-MeOPP or PP cations and associated anions, assisted by their charges. To quantify these charge-assisted hydrogen bonds: (+)N−H····O(-) and (+)N−H····O, the binding energies of the ionic pairs have been calculated and compared. We considered a set of 72 ionic pairs of the structures analysed in this article and those published previously by our groups. As a result, we have plotted lines of trends found for DFT-binding energies vs normalised H···O proton···acceptor distances, and correlation between normalised geometrical parameters for aromatic and aliphatic anions. A comparison between DFT-energies and model pairwise energies (CE-B3LYP) has also been made.

Item Type:	Article
Uncontrolled Keywords:	Arylpiperazines, Supramolecular assembly, Binding energy, Charge-assisted hydrogen bond
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	C Swapna Library Assistant
Date Deposited:	15 Jul 2023 06:51
Last Modified:	15 Jul 2023 06:51
URI:	http://eprints.uni-mysore.ac.in/id/eprint/17629

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