The synthesis, crystal structure and Hirshfeld surface analysis of the thiophene derivatives 5-(phenylsulfonyl)-5,6-dihydrobenzo[4,5]thieno[3,2- j ]phenanthridine and ( E )- N -{2-[2-(benzo[ b ]thiophen-2-yl)ethenyl]phenyl}- N -(prop-2-yn-1-yl)benzenesulfonamide

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 79; no. 6; pp. 521 - 525
• Main Authors: Madhan, S., NizamMohideen, M., Pavunkumar, Vinayagam, MohanaKrishnan, Arasambattu K.
• Format: Journal Article
• Language: English
• Published: International Union of Crystallography 01.06.2023
• Subjects: 12-(phenylsulfonyl); benzothiophene; crystal structure; dihydrobenzene; dihydropyridine 5-(phenylsulfonyl); hirshfeld surface analysis; phenanthridine hydrogen bonding; thiophene
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989023003821

In both of the title compounds, C 26 H 19 NO 2 S 2 , ( I ), and C 25 H 19 NO 2 S 2 , ( II ), the benzothiophene rings are essentially planar with maximum deviations of 0.026 (1) and −0.016 (1) Å for the carbon and sulfur atoms in compounds ( I ) and ( II ), respectively. In ( I ), the thiophene ring system is almost orthogonal to the phenyl ring attached to the sulfonyl group, subtending a dihedral angle of 88.1 (1)°, and the dihydropyridine ring adopts a screw–boat conformation. In both compounds, the molecular structure is consolidated by weak C—H...O intramolecular interactions formed by the sulfone oxygen atoms, which generate S (5) ring motifs. In the crystal of II , molecules are linked via C—H...O hydrogen bonds, generating C (7) chains running along the [100] direction. No significant intermolecular interactions are observed in I .