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Open Access Crystal structure of methyl (Z)-2-[(Z)-3-methyl-2-({(E)-1-[(R*)-4-methylcyclohex-3-en-1-yl]ethylidene}hydrazinylidene)-4-oxothiazolidin-5-ylidene]acetate

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The new title 4-thiazolidinone derivative, C16H21N3O3S, was obtained from the cyclization reaction of 4-methyl-3-thiosemicarbazone and dimethyl acetylenedicarboxylate (DMAD). The cyclohexylidene ring has an envelope conformation with the stereogenic centre C atom as the flap. Its mean plane makes a dihedral angle of 56.23 (9)° with the thiazolidine ring mean plane. In the crystal, molecules are linked by C—H...O hydrogen bonds forming chains propagating in the [001] direction. Within the chains there are offset π–π interactions between the thiazolidine rings of inversion-related molecules [centroid–centroid distance = 3.703 (1) Å]. The chains are linked by further C—H...O hydrogen bonds, forming slabs parallel to the ac plane.
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Document Type: Research Article

Affiliations: 1: Laboratory of Organic Synthesis and Physico-Molecular Chemistry, Department of Chemistry, Faculty of Sciences Semlalia, PO Box 2390, Marrakech 40001, Morocco 2: Institute of Molecular Chemistry of Reims, CNRS UMR 7312 Bat. Europol Agro, Moulin of the Housse UFR Sciences, PO Box 1039-51687 Reims Cedex 2, France 3: Laboratory of Applied Spectro-Chemistry and the Environment, University Sultan Moulay Slimane, Faculty of Sciences and Technology, PO Box 523, Beni-Mellal, Morocco

Publication date: January 1, 2017

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