Date Published: July 01, 2011
Publisher: International Union of Crystallography
Author(s): Ignez Caracelli, Daniel C. S. Coelho, Paulo R. Olivato, Alessandro Rodrigues, Edward R. T. Tiekink.
The 1,3,4-oxadiazinan-2-one ring in the title compound, C12H13ClN2O3, is in a distorted half-chair conformation. The phenyl and chloroacetyl groups occupy axial and equatorial positions, respectively, and lie to the opposite side of the molecule to the N-bound methyl substituent. Molecules are consolidated in the crystal structure by C—H⋯O interactions.
For background to 1,3,4-oxadiazin-2-ones, see: Trepanier et al. (1968 ▶); Roussi et al. (1998 ▶, 1999 ▶, 2000 ▶); Casper et al. (2002a ▶,b ▶); Bonin et al. (2006 ▶). For a related structure, see: Zukerman-Schpector et al. (2009 ▶). For the synthesis, see: Rodrigues et al. (2005 ▶). For conformational analysis, see: Cremer & Pople (1975 ▶).