Crystal structure of ethyl 5-(3-fluorophenyl)-2-[(4-fluorophenyl)methylidene]-7-methyl-3-oxo-2H,3H,5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate

Abstract

In the title molecule, C23H18F2N2O3S, the pyrimidine ring is in a half-chair conformation and the 3-fluorophenyl group is in the axial position. The thiazole ring (r.m.s. deviation = 0.0252 Å) forms dihedral angles of 84.8 (7) and 9.6 (7)° with the 3-fluoro-substituted and 4-fluoro-substituted benzene rings, respectively. In the crystal, weak C—H...F and C—H...O hydrogen bonds connect molecules, forming zigzag chains along the b axis. In addition π–π stacking interactions with a centroid–centroid distance of 3.7633 (9) Å connect these chains into ladders via inversion-related 4-fluorophenyl groups.

Keywords

• crystal structure
• pyrimidine
• thiazole
• hydrogen bonds
• π–π stacking interactions