Crystal structure of rel-(2R,3S)-2-bromomethyl-3-phenyl-3,4-dihydro- 2H-pyrrole 1-oxide, C11H12BrNO

Abstract

tate/methanol), whereby crystallization of the major isomer from dichloromethane furnished the title nitrone in the form of colorless crystals (m.p. 398-401 K). DiscussionThe pyrroline ring system has an envelope conformation, where C2 is situated out-of-plane. Both ring systems of the molecule have a nearly perfect perpendicular orientation of 88.9(2)° (figure, top). The double bond N1=C4 is clearly characterized by a distance of 1.287(3) Ä. The Ν-Ο distance of the neighboring TVoxide function is 1.293(5) Ä. In the view of the cell plot we observe alternate polar and non-polar channels along the c axis. The non-polar channels are built up by the phenyl moieties and the polar ones by the bromomethyl-nitrone fragments. There are also polar layers in the a,c plane along the b axis established by theNoxide functions (figure, bottom).