Research Article: 4,4-Dimethyl-2-[3-nitro-2-phenyl-1-(phenyl­sulfan­yl)prop­yl]-4,5-dihydro-1,3-oxazole

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Ignez Caracelli, Julio Zukerman-Schpector, José A. F. P. Villar, Alfredo R. M. Oliveira, Edward R. T. Tiekink.


In the title compound, C20H22N2O3S, the oxazoline ring is planar (r.m.s. deviation = 0.045 Å) and forms dihedral angles of 47.24 (8) and 10.11 (8)° with the S- and C-bound phenyl rings, respectively. The nitro group lies to the same side of the mol­ecule as the oxazoline ring but is orientated so as not to inter­act with the ring. Linear supra­molecular chains along [010] are formed via C—H⋯O and C—H⋯S contacts. Chains are consolidated into a three-dimensional architecture by C—H⋯π and van der Waals inter­actions.

Partial Text

For background on the biological activities of Rolipram, see: de Visser et al. (2008 ▶). For the synthesis of the title compound, see Villar (2008 ▶); Oliveira et al. (2007 ▶).