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Open Access Crystal structure of 1-(4-methylphenyl)-3-(propan-2-ylideneamino)thiourea

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In the title thiosemicarbazone, C11H15N3S, the p-tolyl-N—H and imino-N—H groups are anti and syn, respectively, to the central thione-S atom. This allows for the formation of an intramolecular p-tolyl-N—H...N(imino) hydrogen bond. The molecule is twisted with the dihedral angle between the p-tolyl ring and the non-hydrogen atoms of the N=CMe2 residue being 29.27 (8)°. The crystal packing features supramolecular layers lying in the bc plane whereby centrosymmetric aggregates sustained by eight-membered thioamide {...HNCS}2 synthons are linked by further N—H...S hydrogen bonds. Layers are connected via methyl-C—H...π interactions. The supramolecular aggregation was further investigated by an analysis of the Hirshfeld surface and comparison made to related structures.
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Document Type: Research Article

Affiliations: 1: Department of Physics, Bhavan's Sheth R. A. College of Science, Ahmedabad, Gujarat 380001, India 2: Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia

Publication date: January 1, 2015

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