Acta Crystallographica Section C

Crystal Structure Communications

Volume 60, Part 11 (November 2004)

ob1203 scheme

Acta Cryst. (2004). C60, o786-o788 [doi:10.1107/S0108270104021092]

2-[(E)-(4-Chlorophenyl)methyleneamino]-N-(X-methylphenyl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, where X = 2 and 3

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

Abstract: The title compounds, both C₂₃H₂₁ClN₂OS, are isomeric, with (I) and (II) being the N-3-methylphenyl and N-2-methylphenyl derivatives, respectively. The dihedral angle between the 4-chlorophenyl group and the thiophene ring in (II) [38.1 (1)°] is larger than that in (I) [7.1 (1)°], indicating steric repulsion between the chlorophenyl and o-toluidine groups in (II). In both compounds, an intramolecular N-HN hydrogen bond forms a pseudo-six-membered ring, thus locking the molecular conformation. In the crystal structures, molecules are connected via N-HO hydrogen bonds, forming chains along the b axis in (I) and along the c axis in (II). Intermolecular C-HO/S and [bold pi] - interactions are also observed in (II), but not in (I).

Formula: Two isomers of C₂₃H₂₁ClN₂OS

Online 9 October 2004


	Structure factor file (CIF format) (197.6 kbytes) Contains datablock I

	Structure factor file (CIF format) (191.8 kbytes) Contains datablock II

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