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

Mourad Fawzi Aziz Auhmani Moulay Youssef Ait Itto Abdelkhalek Riahi 1 Sylviane Chevreux 1 El Mostafa Ketatni
1 ICMR - Institut de Chimie Moléculaire de Reims - UMR 7312
Abstract : 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—HO 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—HO hydrogen bonds, forming slabs parallel to the ac plane.
Keywords : crystal structure hydrazine: thia­zol­idinone C—HO hydrogen bonds offset π–π inter­actions.
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Journal articles
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https://hal.univ-reims.fr/hal-02430266
Contributor : Abdelkhalek Riahi <>
Submitted on : Tuesday, January 7, 2020 - 11:14:39 AM
Last modification on : Wednesday, January 8, 2020 - 2:02:48 AM

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Mourad Fawzi, Aziz Auhmani, Moulay Youssef Ait Itto, Abdelkhalek Riahi, Sylviane Chevreux, et al.. 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. Acta crystallographica. Section E, Crystallographic communications, International Union of Crystallography, 2017, 73 (11), pp.1626-1629. ⟨10.1107/S2056989017014311⟩. ⟨hal-02430266⟩

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