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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

The new title 4-thia­zolidinone derivative, C(16)H(21)N(3)O(3)S, 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...

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Autores principales: Fawzi, Mourad, Auhmani, Aziz, Ait Itto, Moulay Youssef, Riahi, Abdelkhalek, Chevreux, Sylviane, Ketatni, El Mostafa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5683478/
https://www.ncbi.nlm.nih.gov/pubmed/29152338
http://dx.doi.org/10.1107/S2056989017014311
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author Fawzi, Mourad
Auhmani, Aziz
Ait Itto, Moulay Youssef
Riahi, Abdelkhalek
Chevreux, Sylviane
Ketatni, El Mostafa
author_facet Fawzi, Mourad
Auhmani, Aziz
Ait Itto, Moulay Youssef
Riahi, Abdelkhalek
Chevreux, Sylviane
Ketatni, El Mostafa
author_sort Fawzi, Mourad
collection PubMed
description The new title 4-thia­zolidinone derivative, C(16)H(21)N(3)O(3)S, 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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spelling pubmed-56834782017-11-17 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 Fawzi, Mourad Auhmani, Aziz Ait Itto, Moulay Youssef Riahi, Abdelkhalek Chevreux, Sylviane Ketatni, El Mostafa Acta Crystallogr E Crystallogr Commun Research Communications The new title 4-thia­zolidinone derivative, C(16)H(21)N(3)O(3)S, 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. International Union of Crystallography 2017-10-13 /pmc/articles/PMC5683478/ /pubmed/29152338 http://dx.doi.org/10.1107/S2056989017014311 Text en © Fawzi et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Fawzi, Mourad
Auhmani, Aziz
Ait Itto, Moulay Youssef
Riahi, Abdelkhalek
Chevreux, Sylviane
Ketatni, El Mostafa
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
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5683478/
https://www.ncbi.nlm.nih.gov/pubmed/29152338
http://dx.doi.org/10.1107/S2056989017014311
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