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Two biologically active thio­phene‐3‐carbox­amide derivatives
Authors:Vasu  K. A. Nirmala  A. R. Choudhury  S. Mohan  J. Saravanan  T. Narasimhamurthy
Abstract:The two title compounds, 2‐({(1Z)‐[4‐(di­methyl­amino)phenyl]methylene}amino)‐4,5‐dimethyl‐N‐(2‐methylphenyl)thiophene‐3‐carboxamide, C23H25N3OS, (I), and 2‐({(1E)‐[4‐(dimethylamino)phenyl]methylene}amino)‐N‐(4‐methylphenyl)‐4,5,6,7‐tetrahydro‐1‐benzothiophene‐3‐carboxamide,C25H27N3OS, (II), show antibacterial and antifungal activities. The asymmetric unit of (II) contains two crystallographically independent mol­ecules. The o‐toluidine ring in (I) lies gauche with respect to the thio­phene ring. In (II), the p‐toluidine ring is coplanar with the thio­phene ring in one mol­ecule, but is tilted from it in the other mol­ecule. Neither structure exhibits any significant intermolecular interactions, but in both, an intramolecular N—H⋯N hydrogen bond forms a pseudo‐six‐membered ring, thus locking the molecular conformation and removing conformational flexibility.
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