Work

Synthesis, crystal structure and Hirshfeld surface analysis of 7-oxo-6-phenyl-6,7-dihydro-5 H -thieno[2,3- f ]isoindole-8-carboxylic acid

Year: 2025

Type: article

Abstract: In the title compound, C 17 H 11 NO 3 S, the thieno[2,3- f ]isoindole ring system and the phenyl ring are oriented at a dihedral angle of 20.57 (13)°. The strong intramolecular O—H...O hydrogen bond partly ensures the coplanarity of the carboxyl group and the ring system. In crystal, the molecules are linked through C—H...O hydrogen bonds, enclosing R 2 2 (14) ring motifs, into a three-dimensional architecture. π–π interactions between parallel five-membered and phenyl rings [centroid-to-centroid distances of 3.564 (3) and 3.591 (3) Å] further contribute to the cohesion of the crystal structure. The Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H...H (35.5%), H...O/O...H (21.3%), C...C (14.1%) and H...C/C...H (12.8%) interactions.

Source: Acta Crystallographica Section E Crystallographic Communications

DOI: 10.1107/s2056989025008618