Research Article: 2-{1-[2,8-Bis(trifluoro­meth­yl)quinolin-4-yl]-3,5,6,7,8,8a-hexa­hydro-1H-1,3-oxazolo[3,4-a]pyridin-3-yl}phenol

Date Published: July 01, 2011

Publisher: International Union of Crystallography

Author(s): Raoni S. B. Gonçalves, Carlos R. Kaiser, Marcus V. N. de Souza, James L. Wardell, Solange M. S. V. Wardell, Edward R. T. Tiekink.

http://doi.org/10.1107/S1600536811022379

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.

Partial Text

For background to the anti-mycobacterial activities of quinoline derivatives related to mefloquine, see: Gonçalves et al. (2010 ▶). For additional geometric analysis, see: Cremer & Pople (1975 ▶); Spek (2009 ▶).

 

Source:

http://doi.org/10.1107/S1600536811022379

 

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