Crystal structure and Hirshfeld analysis of the kryptoracemate: bis(mefloquinium) chloride p-fluorobenzenesulphonate

Jotani, Mukesh M. and Wardell, James L. and Tiekink, Edward R. T. * (2016) Crystal structure and Hirshfeld analysis of the kryptoracemate: bis(mefloquinium) chloride p-fluorobenzenesulphonate. Zeitschrift für Kristallographie - Crystalline Materials, 231 (4). pp. 247-255. ISSN 2194-4946

Z. Kristallogr. 2016 231 247.pdf - Accepted Version

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The crystal structure analysis of the bis(mefloquinium) chloride p-fluorobenzenesulphonate salt reveals a rare example of a kryptoracemate given that the cations exhibit a non-crystallographic enantiomeric relationship. The conformations of the cations are based on a skewed letter L with the (piperidinium-2-yl)methanol group sitting almost normal to and directed away from the quinolinyl residue. The most prominent feature of the molecular packing is the formation of supramolecular helical chains along the a-axis, being sustained by pairs of hydroxyl-O–H···O (sulphonate), piperidinium-N–H···O (sulphonate) and piperidinium-N–H···Cl hydrogen bonds. Geometric and Hirshfeld surface analyses of the crystal structure shows significant differences in supramolecular aggregation between the cations due to the presence of different anions and this is the likely reason for the observed kryptoracemic behaviour.

Item Type: Article
Additional Information: First author is with Department of Physics, Bhavan's Sheth R. A. College of Science; 2nd author is with Centro de Desenvolvimento Tecnológico em Saúde (CDTS), Fundação Oswaldo Cruz (FIOCRUZ), Casa Amarela, Campus de Manguinhos; 3rd author is with Centre for Crystalline Materials, Faculty of Science and Technology, Sunway University
Uncontrolled Keywords: crystal structure analysis; Hirshfeld surface; kryptoracemate; Mefloquine; X-ray diffraction
Subjects: Q Science > QD Chemistry
Divisions: Others > Non Sunway Academics
Sunway University > School of Engineering and Technology [formerly School of Science and Technology until 2020] > Research Centre for Crystalline Materials moved to SMLS wef 2021
Depositing User: Ms. Molly Chuah
Related URLs:
Date Deposited: 31 Oct 2017 08:53
Last Modified: 07 Oct 2020 09:57

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