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dc.contributor.authorHarish Chinthal, Chayanna
dc.contributor.authorKavitha, Channappa N.
dc.contributor.authorYathirajan, Hemmige S.
dc.contributor.authorForo, Sabine
dc.contributor.authorRathore, Ravindranath S.
dc.contributor.authorGlidewell, Christopher
dc.identifier.citationHarish Chinthal , C , Kavitha , C N , Yathirajan , H S , Foro , S , Rathore , R S & Glidewell , C 2020 , ' Fifteen 4-(2-methoxyphenyl)piperazin-1-ium salts containing organic anions : supramolecular assembly in zero, one, two and three dimensions ' , Acta Crystallographica Section E , vol. 76 , no. Part 11 , pp. 1779-1793 .
dc.identifier.otherPURE: 271303331
dc.identifier.otherPURE UUID: 2fa529ff-4011-40ca-b41d-c7d5087c43ad
dc.identifier.otherBibtex: HarishChinthal:hb7950
dc.identifier.otherScopus: 85095876233
dc.identifier.otherWOS: 000589400500018
dc.descriptionHSY thanks the University Grants Commission, New Delhi for the award of a BSR Faculty Fellowship for three years.en
dc.description.abstractFifteen 4-(2-meth­oxy­phen­yl)piperazin-1-ium salts containing organic anions have been prepared and structurally characterized. In the isostructural 4-chloro­benzoate and 4-bromo­benzoate salts, C11H17N2O+·C7H4ClO2− (I) and C11H17N2O+·C7H4BrO2− (II), and the 4-iodo­benzoate salt C11H17N2O+·C7H4IO2− (III), the ions are linked by N—H⋯O hydrogen bonds, forming centrosymmetric R44(12) four-ion aggregates; a similar aggregate is formed in the 2-chloro­benzoate salt (V), isomeric with (I). In the 2-fluoro­benzoate salt C11H17N2O+·C7H4FO2− (IV), and the isomorphous pair of salts, the 2-bromo­benzoate (VI), isomeric with (II) and 2-iodo­benzoate (VII), isomeric with (III), N—H⋯O and C—H⋯π(arene) interactions link the components into three-dimensional arrays. Four-ion R44(12) aggregates are also found in the 2-methyl­benzoate, 4-amino­benzoate and 4-nitro­benzoate salts, C11H17N2O+·C8H7O2− (VIII), C11H17N2O+·C7H6NO2− (IX) and C11H17N2O+·C7H4NO4− (X), but those in (IX) are linked into complex sheets by an additional N—H⋯O hydrogen bond. In the 3,5-dinitrobenzoate salt, C11H17N2O+·C7H3N2O6−·2H2O (XI), N—H⋯O and O—H⋯O hydrogen bonds link the components into a complex ribbon structure. In the picrate salt, C11H17N2O+·C6H2N3O7− (XII), the four-ion aggregates are linked into chains of rings by C—H⋯O hydrogen bonds. In the hydrogen maleate salt, C11H17N2O+·C4H3O4− (XIII), two- and three-centre hydrogen bonds link the ions into a ribbon structure while both anions contain very short but asymmetric O—H⋯O hydrogen bonds, having O⋯O distances of 2.4447 (16) and 2.4707 (17) Å. O—H⋯O Hydrogen bonds link the anions in the hydrogen fumarate salt (XIV), isomeric with (XIII), into chains that are linked into sheets via N—H⋯O hydrogen bonds. In the hydrogen (2R,3R)-tartrate salt, C11H17N2O+·C4H5O6−·1.698H2O (XV), the anions are linked into sheets by O—H⋯O hydrogen bonds. Comparisons are made with the structures of some related compounds.
dc.relation.ispartofActa Crystallographica Section Een
dc.rightsCopyright © 2020 The Author(s). This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.en
dc.subjectCrystal structureen
dc.subjectMolecular conformationen
dc.subjectAbsolute configurationen
dc.subjectHydrogen bondingen
dc.subjectSupramolecular assemblyen
dc.subjectQD Chemistryen
dc.titleFifteen 4-(2-methoxyphenyl)piperazin-1-ium salts containing organic anions : supramolecular assembly in zero, one, two and three dimensionsen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.description.statusPeer revieweden

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