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N,N'-(2,2'-Dithiodi-o-phenyl-ene)bis-(furan-2-carboxamide).


ABSTRACT: The reaction of 2,2'-dithio-bis(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 acyl-furan stacks (centroid-centroid separations of the two pairs of ?-? stacked aromatic rings are 3.918 and 3.953?Å) with the electron-rich benzenamine of the other N-furan-oyl-benzenamine unit, leading to a spiral structure. The conformation is stabilized by two bifurcated intramolecular N-H?(O,S) interactions.

SUBMITTER: Raftery J 

PROVIDER: S-EPMC2967937 | BioStudies | 2008-01-01T00:00:00Z

REPOSITORIES: biostudies

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