
pmid: 30002881
pmc: PMC6038619
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.
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
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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