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N'-[1-(2,4-Dioxo-3,4-dihydro-2H-1-benzopyran-3-yl-idene)eth-yl]thiophene-2-carbo-hydrazide. | LitMetric

AI Article Synopsis

  • The title compound, C(16)H(12)N(2)O(4)S, is synthesized through a reaction between 3-acetyl-4-hydroxycoumarin and thien-2-ylcarbonyl hydrazide.
  • The structure features a pyran ring in a 2,4-dione tautomeric form and shows that the benzopyran ring is nearly flat with the thiophene ring, having a very small dihedral angle of 0.9°.
  • Molecular stability is enhanced by an intra-molecular hydrogen bond, while inter-molecular hydrogen bonds form chains in the crystal structure, aligning them along the a axis.

Article Abstract

The title compound, C(16)H(12)N(2)O(4)S, was obtained by the condensation of 3-acetyl-4-hy-droxy-coumarin with thien-2-ylcarbonyl hydrazide. The pyran ring adopts a 2,4-dione tautomeric form. The benzopyran ring system is almost coplanar with the thio-phene ring [dihedral angle 0.9 (2)°]. The exocyclic C=C double bond has an E geometry. The mol-ecular conformation is stabilized by an intra-molecular N-H⋯O hydrogen bond. In the crystal, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into chains along the a axis.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3099777PMC
http://dx.doi.org/10.1107/S1600536811010907DOI Listing

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