Title of article :
Crystal structure and Hirshfeld surface analysis of ethyl 5-phenylisoxazole-3-carboxylate
Author/Authors :
Shaik, Althaf Department of Chemistry - IIT Gandhinagar, Gujarat , Kirubakaran, Sivapriya Department of Chemistry - IIT Gandhinagar, Gujarat , Thiruvenkatam, Vijay Department of Physics & Bio-Engineering - IIT Gandhinagar - Palaj Campus, Gandhinagar, Gujarat
Abstract :
The title compound, C12H11NO3, is an intermediate used in the synthesis of many drug-like molecules. The molecule is almost planar, with the phenyl ring inclined to the isoxazole ring by 0.5 (1)°. The ester moiety has an extended conformation and is almost in the same plane with respect to the isoxazole ring, as indicated by the O—C—C—N torsion angle of −172.86 (18)°. In the crystal, molecules are linked via pairs of C—H⋯O hydrogen bonds with the same acceptor atom, forming inversion dimers with two R21(7) ring motifs. The molecules stack in layers lying parallel to (10-3). Analysis using Hirshfeld surface generation and two-dimensional fingerprint plots explores the distribution of weak intermolecular interactions in the crystal structure.
Keywords :
crystal structure , hydrogen bonding , Hirshfeld surface , drug intermediate , isoxazole derivative
Journal title :
Acta Crystallographica Section E: Crystallographic Communications