Syntheses and crystal structures of four 4-(4-meth­­oxy­phen­yl)piperazin-1-ium salts: tri­fluoro­acetate, 2,3,4,5,6-penta­fluoro­benzoate, 4-iodo­benzoate, and a polymorph with 4-methyl­benzoate

Vinaya and Basavaraju, Y. B. and Yathirajan, H. S. and Parkin, Sean (2023) Syntheses and crystal structures of four 4-(4-meth­­oxy­phen­yl)piperazin-1-ium salts: tri­fluoro­acetate, 2,3,4,5,6-penta­fluoro­benzoate, 4-iodo­benzoate, and a polymorph with 4-methyl­benzoate. Acta Crystallographica Section E, 79 (4). pp. 380-385. ISSN 2056-9890

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Abstract

Syntheses and X-ray crystal structures of four 4-(4-meth­oxy­phen­yl)piperazin-1-ium (MeOPP) salts, with 2,2,2-tri­fluoro­acetate, C11H17N2O+·C2F3O2− (I), 2,3,4,5,6-penta­fluoro­benzoate, C11H17N2O+·C7F5O2−·H2O (II), 4-iodo­benzoate C11H17N2O+·C7H4IO2−·H2O (III), and 4-methyl­benzoate, C11H17N2O+·C8H7O2−·H2O (IV) anions are presented. The salts form directly from equimolar qu­anti­ties of N-(4-meth­oxy­phen­yl)piperazine and the corresponding organic acid in methanol and crystallize from 1:1 methanol/ethyl acetate. Salt I is anhydrous whereas II, III, and IV are all monohydrates. In all cases, the MeOPP cation conformation is determined by the torsion about the N—C bond between the piperazinium and 4-meth­oxy­benzene rings. Crystal packing in each structure is largely dictated by N—H⋯O and (in II, III, and IV) O—H⋯O hydrogen bonds, although each also features weak C—H⋯O-type hydrogen bonds. Salt II also has π–π-stacking inter­actions between cation and anion arene rings, and III exhibits I⋯I close contacts.

Item Type:	Article
Uncontrolled Keywords:	crystal structure, piperazine, piperazinium salt, hydrogen bonding, iodine-iodine close contacts, polymorph
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	C Swapna Library Assistant
Date Deposited:	01 Apr 2023 06:10
Last Modified:	01 Apr 2023 06:10
URI:	http://eprints.uni-mysore.ac.in/id/eprint/17466

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