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

In the title compound, C17H11NO3S, the thieno[2,3-f]iso-indole ring system and the phenyl ring are oriented at a dihedral angle of 20.57 (13). The strong intra-molecular O-H center dot center dot center dot O hydrogen bond partly ensures the coplanarity of the carboxyl group and the ring system. In crystal, the molecules are linked through C-H center dot center dot center dot O hydrogen bonds, enclosing R-2(2)(14) ring motifs, into a three-dimensional architecture. pi-pi interactions between parallel five-membered and phenyl rings [centroid-to-centroid distances of 3.564 (3) and 3.591 (3) angstrom] 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 center dot center dot center dot H (35.5%), H center dot center dot center dot O/O center dot center dot center dot H (21.3%), C center dot center dot center dot C (14.1%) and H center dot center dot center dot C/C center dot center dot center dot H (12.8%) interactions.