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PubMed Central
Other literature type . 2018
License: CC BY
Data sources: PubMed Central
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https://dx.doi.org/10.60692/3h...
Other literature type . 2018
Data sources: Datacite
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Other literature type . 2018
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Racemic mefloquinium chlorodifluoroacetate: crystal structure and Hirshfeld surface analysis

كلورو ثنائي فلورو أسيتات الميفلوكينيوم العرقي: الهيكل البلوري وتحليل سطح هيرشفيلد
Authors: Jámes L. Wardell; S.M.S.V. Wardell; Mukesh M. Jotani; Edward R. T. Tiekink;

Racemic mefloquinium chlorodifluoroacetate: crystal structure and Hirshfeld surface analysis

Abstract

In the racemic title molecular salt, C17H17F6N2O+·C2ClF2O3 − (systematic name: 2-{[2,8-bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-ium chlorodifluoroacetate), the cation, which is protonated at the piperidine N atom, has the shape of the letter, L, with the piperidin-1-ium group being approximately orthogonal to the quinolinyl residue [the Cq—Cm—Cm–Na (q = quinolinyl; m = methine; a = ammonium) torsion angle is 177.79 (18)°]. An intramolecular, charge-assisted ammonium-N—H...O(hydroxyl) hydrogen bond ensures the hydroxy-O and ammonium-N atoms lie to the same side of the molecule [Oh—Cm—Cm—Na (h = hydroxyl) = −59.7 (2)°]. In the crystal, charge-assisted hydroxyl-O—H...O−(carboxylate) and ammonium-N+—H...O−(carboxylate) hydrogen bonds generate a supramolecular chain along [010]; the chain is consolidated by C—H...O interactions. Links between chains to form supramolecular layers are of the type C—Cl...π(quinolinyl-C6) and the layers thus formed stack along the a-axis direction without directional interactions between them. The analysis of the calculated Hirshfeld surface points to the dominance of F...H contacts to the surface (40.8%) with significant contributions from F...F (10.5%) and C...F (7.0%) contacts.

Keywords

crystal structure, Organic chemistry, Medicinal chemistry, Protonation, Crystal (programming language), Research Communications, Inorganic Chemistry, FOS: Chemical sciences, Stereochemistry, Biochemistry, Genetics and Molecular Biology, salt, Hirshfeld surface analysis, Physical and Theoretical Chemistry, Ion, Molecular Biology, Hydrogen bond, Noncovalent Interactions in Molecular Crystals and Supramolecular Chemistry, Crystallography, Crystal structure, Molecule, Life Sciences, hydrogen bonding, Computer science, Chemical Crystallography, Peptide Synthesis and Drug Discovery, High-performance liquid chromatography, Programming language, Mefloquine, Chemistry, Amide Bond Formation, Ammonium acetate, QD901-999, Physical Sciences, Hirshfeld Surface Analysis, Ammonium

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
3
Average
Average
Average
Green
gold