ISSN:
1572-8854
Keywords:
Disordered trifluoromethyl group
;
quinoline
;
crystal structure
;
AM1 calculation
;
mefloquine
Source:
Springer Online Journal Archives 1860-2000
Topics:
Geosciences
,
Physics
Notes:
Abstract The title compound crystallized in space groupPna21 with lattice constantsa=13.406(1),b=18.799 (4), andc=4.785(1). The molecule is essentially flat with only fluorine atoms, methylene hydrogen atoms, and the hydroxyl hydrogen atom out of the plane of the quinoline ring. Only one of the trifluoromethyl groups of the title compound is disordered following a pattern observed in other crystal structures. Quantum chemical calculations at the AM1 level are consistent with this phenomenon. Although the carbon atom of the fixed trifluoromethyl group is further from the quinoline nitrogen atom than the carbon atom of the disordered trifluoromethyl group, the fluorine atoms of the fixed trifluoromethyl group more closely approach the quinoline nitrogen atom by 0.3 Å if the C(8)−C(10) bond in the crystal structure is freely rotated.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01668622
