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Crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position

The title compounds 2-tri­chloro­methyl-3-phenyl-1,3-thia­zolidin-4-one (C(10)H(8)Cl(3)NOS), 1 and 3-(4-chloro­phen­yl)-2-tri­chloro­methyl-1,3-thia­zolidin-4-one (C(10)H(7)Cl(4)NOS) 2, are structurally related with one atom substitution difference in the para position of the benzene ring. In both s...

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Detalles Bibliográficos
Autores principales: Nuriye, Ahmed, Yennawar, Hemant, Cannon, Kevin, Tierney, John
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6176436/
https://www.ncbi.nlm.nih.gov/pubmed/30319812
http://dx.doi.org/10.1107/S2056989018013257
Descripción
Sumario:The title compounds 2-tri­chloro­methyl-3-phenyl-1,3-thia­zolidin-4-one (C(10)H(8)Cl(3)NOS), 1 and 3-(4-chloro­phen­yl)-2-tri­chloro­methyl-1,3-thia­zolidin-4-one (C(10)H(7)Cl(4)NOS) 2, are structurally related with one atom substitution difference in the para position of the benzene ring. In both structures, the thia­zolidinone ring adopts an envelope conformation with the S atom as the flap. The dihedral angles between the rings [48.72 (11) in 1 and 48.42 (9)° in 2] are very similar and the mol­ecules are almost superimposable. In both crystal structures, C—H⋯O ‘head-to-tail’ inter­actions between the chiral carbon atoms and the thia­zolidinone oxygen atoms result in infinite monochiral chains along the direction of the shortest unit-cell parameter, namely a in 1 and b in 2. C—H⋯π inter­actions between the thia­zolidinone carbon atom at the 4-position and the phenyl ring of the neighboring enanti­omer also help to stabilize the packing in each case, although the crystals are not isostructural.