Synthesis, crystal structure and Hirshfeld surface analysis of ethyl ()-2-cyano-3-[5-(4-ethyl-phen-yl)isoxazol-3-yl]prop-2-enoate.

Abstract

This study reports the synthesis and single-crystal X-ray structure of a 2-cyanoacrylate compound incorporating a 5-(4-ethylphenyl)isoxazol-3-yl substituent. The isoxazole and phenyl rings adopt a dihedral angle of 14.84(5)°, and the cyanoacrylate unit assumes an E configuration. Crystal packing analysis reveals the absence of conventional intermolecular hydrogen bonds or C–H···π contacts; instead, a π–π stacking interaction between parallel isoxazole rings is observed, with a centroid-to-centroid distance of 3.4932(9) Å and a slip angle of approximately 0.02°. Hirshfeld surface analysis quantifies the dominant packing contributions as H···H (43.9%), H···N/N···H (17.0%), H···O/O···H (13.9%), and C···C (10.1%) interactions.