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

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.