Date Published: February 01, 2012
Publisher: International Union of Crystallography
Author(s): K. Swaminathan, K. Sethusankar, J. Srinivasan, M. Bakthadoss.
In the title compound, C24H20N2O2, the six-membered pyran ring adopts a half-chair conformation with one C atom deviating from the mean plane of the remaining ring atoms by 0.654 (6) Å. The five-membered isoxazole ring adopts an N-envelope conformation with the N atom displaced by 0.742 (5) Å from the mean plane formed by the remaining ring atoms. The carbonitrile side chain is almost linear, with a C—C—N angle of 178.6 (5)°. The crystal packing is stabilized by intermolecular C—H⋯N interactions, through bifurcated acceptor hydrogen bonds formed between the carbonitrile N atom and two alternate C atoms in the unsubstituted benzene ring. The molecular structure and crystal packing are further stabilized by intramolecular and intermolecular C—H⋯π interactions.
For uses of benzopyran and isoxazolidine derivatives, see: Green et al. (1982 ▶); Kashiwada et al. (2001 ▶); Mullen et al. (1988 ▶). For a related structure, see: Swaminathan et al. (2011 ▶). For puckering parameters, see: Cremer & Pople (1975 ▶). For synthetic details, see: Bakthadoss & Murugan (2010 ▶).