Structures of 4-{3-(X-phenyl)perhydro-1,3-oxazolo[3,4-a]pyridin-1-yl}-2,8-bis(trifluoromethyl)quinolines (X = H, 2-O2N, 3-O2N and 4-O2N), derived from mefloquine

The crystal structures of four 4-{3-(X-phenyl)perhydro-1,3-oxazolo[3,4-a]pyridin-1-yl}-2,8-bis(trifluoromethyl)quinolines, (2: X = H, 2-O2N, 3-O2N and 4-O2N) are reported. Differences in the conformations of the molecules are illustrated by the angles between the best planes through the various ring moieties. There are no strong intermolecular interactions, such as O-H center dot center dot center dot O, present in any of the four compounds. Instead, present in each of the four compounds are different combinations of some of C-H center dot center dot center dot F, C-H center dot center dot center dot O(nitro), C-H center dot center dot center dot pi, C-F center dot center dot center dot pi, N-O center dot center dot center dot pi and pi center dot center dot center dot pi-stacking interactions, which result in very different supramolecular arrangements.