Received 25 June 2013
The title compound is a new aminocoumarin derivative, C17H13NO4, and was synthesized by the condensation of 2-aminophenol and 3-acetyl-4-hydroxycoumarin. An intramolecular N-HO hydrogen bond generates an S(6) ring motif. In the crystal, the molecules are linked into chains extending in the  direction by O-HO hydrogen bonds. There is also a - stacking interaction between the bicyclic coumarin fragment and the phenol ring [centroid-centroid distance = 3.7510 (14) Å], and these ring systems form between them a dihedral angle of 53.3 (2)°. Intermolecular hydrogen bond C-HO hydrogen bonding is also observed in the interconnection of the crystal packing.
For related structures, see: Traven et al. (2000); Malecka et al. (2004); Mechi et al. (2009); Ghouili et al. (2011); Ketata et al. (2012). For the properties of coumarin derivatives, see: Bordin et al. (1995); Hamdi et al. (2010); Mahidol et al. (2004).
Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FF2111 ).
Professor A. Ben Salah is acknowledged for his contribution to the X-ray diffraction data collection at the Laboratory of Materials Science and the Environment, University of Sfax, Tunisia.
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