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Acta Cryst. (2011). E67, o1164  [ doi:10.1107/S1600536811013729 ]

3-{(E)-[1-(2-Hydroxyphenyl)ethylidene]amino}-1-(2-methylphenyl)thiourea

M. A. Salam, M. A. Affan, M. R. Asaruddin, S. W. Ng and E. R. T. Tiekink

Abstract: In the title thiourea derivative, C16H17N3OS, the hydroxy- and methyl-substituted benzene rings form dihedral angles of 9.62 (12) and 55.69 (6)°, respectively, with the central CN3S chromophore (r.m.s. deviation = 0.0117 Å). An intramolecular O-H...N hydrogen bond ensures the coplanarity of the central atoms. The H atoms of the NH groups are syn and the conformation about the N=C double bond [1.295 (4) Å] is E. In the crystal, helical supramolecular chains sustained primarily by N-H...S hydrogen bonds are found. Additional stabilization is provided by C-H...[pi] and [pi]-[pi] [ring centroid(hydroxybenzene)...ring centroid(methylbenzene) = 3.8524 (18) Å] interactions.

Online 16 April 2011


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