Received 7 March 2011
aThe School of Chemistry, The University of Manchester, Manchester M13 9PL, England,bLaboratory of Organic Chemistry, Department of Chemical Engineering, University of Thessaloniki, Thessaloniki 54124, Greece, and cGlaxoSmithKline, 1250 South Collegeville Road, P.O.Box 5089, Collegeville, PA 19426-0989, USA
Correspondence e-mail: email@example.com
The title compound, C16H12N2O4S, was obtained by the condensation of 3-acetyl-4-hydroxycoumarin with thien-2-ylcarbonyl hydrazide. The pyran ring adopts a 2,4-dione tautomeric form. The benzopyran ring system is almost coplanar with the thiophene ring [dihedral angle 0.9 (2)°]. The exocyclic C=C double bond has an E geometry. The molecular conformation is stabilized by an intramolecular N-HO hydrogen bond. In the crystal, intermolecular N-HO hydrogen bonds link the molecules into chains along the a axis.
For the synthesis, characterization and reactions of N-acyl hydrazones, see: Kotali (2009); Kotali et al., (2010).
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009); software used to prepare material for publication: SHELXTL and PLATON.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ2570 ).
The authors thank Royal Society of Chemistry for financial support of this work.
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