3,5-Bis(4-methoxyphenyl)-4,5-dihydroisoxazole

Abstract

In the title compound, C17H17NO3, the five-membered isoxazoline ring adopts an envelope conformation with the chiral C atom at the flap position and 0.133 (2) Å out of the mean plane formed by the other four atoms. The two benzene rings form dihedral angles of 6.05 (5) and 81.52 (5)° with the C—C—N—O plane of the isoxazoline ring. The crystal structure is stabilized by weak C—H⋯O hydrogen bonds and C—H⋯π inter­actions.

Crystal structure of 5-(4-tert-butoxyphenyl)-3-(4-n-octyloxyphenyl)-4,5-dihydroisoxazole

“…However, when the search was restricted to para-diether-3,5-diarylisoxazoline, just one entry was retrieved. The match AWUYUN is associated with the work published by Samshuddin et al (2011), which describes the crystal structure of 3,5-bis(4-methoxyphenyl)-4,5-dihydroisoxazole. In both cases, the fivemembered isoxazoline ring is coplanar with the phenyl ring bonded to the nitrogen side, whereas the phenyl ring on the oxygen side is very twisted, with dihedral angles between the mean planes of the phenyl rings close to orthogonal.…”

5-(3-Methoxyphenyl)-3-phenyl-1,2-oxazole

“…For their biological activity, see: Stevens & Albizati (1984). For related structures, see: Samshuddin et al (2011); Balakrishnan et al (2011).…”