Racemic mefloquinium chloro­difluoro­acetate: crystal structure and Hirshfeld surface analysis

Acta Crystallographica Section E: Crystallographic Communications

Wardell, S.M.S.V.¹  Jotani, M.M.²  Wardell, J.L.³  Tiekink, E.R.T.⁴ 

[1] CHEMSOL, 1 Harcourt Road, Aberdeen AB15 5NY, Scotland;Department of Physics, Bhavan's Sheth R. A. College of Science, Ahmedabad, Gujarat 380001, India;Fundaa Oswaldo Cruz, Instituto de Tecnologia em Frmacos-Far Manguinhos, 21041-250 Rio de Janeiro, RJ, Brazil;Research Centre for Crystalline Materials, School of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia

关键词: CRYSTAL STRUCTURE;    MEFLOQUINE;    SALT;    HYDROGEN BONDING;    HIRSHFELD SURFACE ANALYSIS;   

DOI  :  10.1107/S2056989018007703

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

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.

【 授权许可】

CC BY