The crystal structures of salts of N-(4-fluorophenyl) piperazine with four aromatic carboxylic acids and with picric acid

Chinthal, Chayanna Harish and Yathirajan, H. S. and Kavitha, C. N. and Foro, Sabine and Glidewell, Christopher (2020) The crystal structures of salts of N-(4-fluorophenyl) piperazine with four aromatic carboxylic acids and with picric acid. Acta Crystallographica Section E, 76 (8). pp. 1179-1186. ISSN 2056-9890

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Abstract

The structures are reported for five salts formed by reactions between N-(4-fluoro­phen­yl)piperazine and aromatic acids. In 4-(4-fluoro­phen­yl)piperazin-1-ium 2-fluoro­benzoate monohydrate, C10H14FN2+·C7H4FO2−·H2O, (I), the components are linked by a combination of N—H⋯O and O—H⋯O hydrogen bonds to form a chain of alternating R46(12) and R66(16) rings. The ionic components of 4-(4-fluoro­phen­yl)piperazin-1-ium 2-bromo­benzoate 0.353-hydrate, C10H14FN2+·C7H4BrO2−·0.353H2O, (II), are linked by N—H⋯O hydrogen bonds to form a centrosymmetric four-ion aggregate containing an R44(12) motif, and these aggregates are linked into a mol­ecular ladder by a single C—H⋯π(arene) hydrogen bond. 4-(4-Fluoro­phen­yl)piperazin-1-ium 2-iodo­benzoate, C10H14FN2+·C7H4IO2−, (III), crystallizes with Z′ = 2 in space group P[\overline{1}]: the four independent ions are linked by N—H⋯O hydrogen bonds to form a non-centrosymmetric aggregate again containing an R44(12) motif, and aggregates of this type are linked into a ribbon by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds. The anion in 4-(4-fluoro­phen­yl)piperazin-1-ium 2,4,6-tri­nitro­phenolate, C10H14FN2+·C6H2N3O7−, (IV), shows clear evidence of extensive electronic delocalization from the phenolate O atom into the adjacent ring. The ions are linked by a combination of two-centre N—H⋯O and three-centre N—H⋯(O)2 hydrogen bonds to form centrosymmetric four-ion aggregates containing three types of ring. The ions in 4-(4-fluoro­phen­yl)piperazin-1-ium 3,5-di­nitro­benzoate, C10H14FN2+·C7H3N2O6−, (V), are again linked by N—H⋯O hydrogen bonds to form centrosymmetric R44(12) aggregates, which are themselves linked by a C—H⋯π(arene) hydrogen bond to form sheets, the stacking of which leads to the formation of narrow channels, containing disordered and/or mobile solvent entities. Comparisons are made with some related structures.

Item Type:	Article
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	C Swapna Library Assistant
Date Deposited:	07 Jul 2020 05:48
Last Modified:	07 Jul 2020 05:48
URI:	http://eprints.uni-mysore.ac.in/id/eprint/12128

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