Acta Crystallographica Section C

Crystal Structure Communications

Volume 60, Part 9 (September 2004)

de1249 scheme

Acta Cryst. (2004). C60, o636-o638 [doi:10.1107/S0108270104016014]

Two biologically active thiophene-3-carboxamide derivatives

Vasu, K. A. Nirmala, D. Chopra, S. Mohan and J. Saravanan

Abstract: The compounds 2-{[(E)-(4-methoxyphenyl)methylene]amino}-N-(3-methylphenyl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, C₂₄H₂₄N₂O₂S, (I), and N-(4-methylphenyl)-2-{[(E)-(4-methylphenyl)methylene]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, C₂₄H₂₄N₂OS, (II), show antibacterial and antifungal activities. The m-toluidine ring in (I) and the p-toluidine ring in (II) are coplanar with their respective thiophene rings. In (I), an intermolecular C-HO hydrogen bond is present, whereas (II) does not exhibit any significant intermolecular interactions. However, in both compounds, an intramolecular N-HN hydrogen bond forms a pseudo-six-membered ring, thus locking the molecular conformation and eliminating conformational flexibility.

Formula: C₂₄H₂₄N₂O₂S and C₂₄H₂₄N₂OS

Online 11 August 2004


	Structure factor file (CIF format) (198.3 kbytes) Contains datablock I

	Structure factor file (CIF format) (192.6 kbytes) Contains datablock II

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