Fifteen 4-(2-methoxyphenyl)piperazin-1-ium salts containing organic anions: supramolecular assembly in zero, one, two and three dimensions
Autor: | Chayanna Harish Chinthal, Channappa N. Kavitha, Hemmige S. Yathirajan, Sabine Foro, Ravindranath S. Rathore, Christopher Glidewell |
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Přispěvatelé: | University of St Andrews. School of Chemistry |
Jazyk: | angličtina |
Rok vydání: | 2020 |
Předmět: |
Hydrogen bonding
crystal structure synthesis Picrate piperazines Salt (chemistry) Crystal structure Piperazines Supramolecular assembly Ion Research Communications chemistry.chemical_compound Synthesis Disorder General Materials Science Absolute configuration QD molecular conformation supramolecular assembly chemistry.chemical_classification Crystallography biology Hydrogen bond DAS General Chemistry disorder Condensed Matter Physics Molecular conformation QD Chemistry hydrogen bonding absolute configuration chemistry molecular conformation QD901-999 biology.protein supramolecular assembly Organic anion |
Zdroj: | Acta Crystallographica Section E: Crystallographic Communications Acta Crystallographica Section E: Crystallographic Communications, Vol 76, Iss 11, Pp 1779-1793 (2020) |
ISSN: | 2056-9890 |
Popis: | Fifteen 4-(2-methoxyphenyl)piperazin-1-ium salts with organic anions exhibit a range of hydrogen-bonded supramolecular assemblies in the form of finite aggregates, a chain of rings, ribbons, sheets and three-dimensional networks. Fifteen 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 R 4 4(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 R 4 4(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. |
Databáze: | OpenAIRE |
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