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N,N′-(2,2′-Dithiodi-o-phenyl­ene)bis­(furan-2-carboxamide)

The reaction of 2,2′-dithio­bis(benzenamine) with furan-2-carbonyl chloride produced the bis-amide title compound, C(22)H(16)N(2)O(4)S(2), which, in the crystal, formed a helix; the structure consists of two planar furanoylbenzenamines related by an improper rotation of 96.3° about the S—S bond. The...

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Detalles Bibliográficos
Autores principales: Raftery, James, Lallbeeharry, Hiteyeshi, Bhowon, Minu G., Laulloo, Sabina J., Joule, John A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2967937/
https://www.ncbi.nlm.nih.gov/pubmed/21581617
http://dx.doi.org/10.1107/S1600536808038828
Descripción
Sumario:The reaction of 2,2′-dithio­bis(benzenamine) with furan-2-carbonyl chloride produced the bis-amide title compound, C(22)H(16)N(2)O(4)S(2), which, in the crystal, formed a helix; the structure consists of two planar furanoylbenzenamines related by an improper rotation of 96.3° about the S—S bond. The N-furanoylbenzenamine units are planar (maximum deviations = 0.316 and 0.132 Å). Each electron-deficient acyl­furan stacks (centroid–centroid separations of the two pairs of π–π stacked aromatic rings are 3.918 and 3.953 Å) with the electron-rich benzenamine of the other N-furan­oyl­benzenamine unit, leading to a spiral structure. The conformation is stabilized by two bifurcated intramolecular N—H⋯(O,S) interactions.