Abstract

In the title mefloquine–oxazolidine derivative, C24H20F6N2O2, the oxazoline ring adopts an envelope conformation (the flap atom is N) and the piperidine ring has a chair conformation. The oxazoline and benzene residues lie away from the C6 ring of the quinoline group and, to a first approximation, to one side of the plane through the ten atoms (r.m.s. deviation = 0.025 Å). An intra­molecular O—H⋯N(piperidine) hydrogen bond is present. The crystal packing features C—H⋯O, C—H⋯F and C—H⋯π(hy­droxy­benzene) inter­actions.

Highlights

  • In the title mefloquine–oxazolidine derivative, C24H20F6N2O2, the oxazoline ring adopts an envelope conformation and the piperidine ring has a chair conformation

  • For background to the anti-mycobacterial activities of quinoline derivatives related to mefloquine, see: Goncalves et al (2010)

  • Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5905)

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Summary

Structure Reports Online

Key indicators: single-crystal X-ray study; T = 120 K; mean (C–C) = 0.004 A; R factor = 0.035; wR factor = 0.082; data-to-parameter ratio = 8.6. In the title mefloquine–oxazolidine derivative, C24H20F6N2O2, the oxazoline ring adopts an envelope conformation (the flap atom is N) and the piperidine ring has a chair conformation. The oxazoline and benzene residues lie away from the C6 ring of the quinoline group and, to a first approximation, to one side of the plane through the ten atoms (r.m.s. deviation = 0.025 A ). An intramolecular O—HÁ Á ÁN(piperidine) hydrogen bond is present. The crystal packing features C—HÁ Á ÁO, C— HÁ Á ÁF and C—HÁ Á Á(hydroxybenzene) interactions

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