Received 15 October 2012
In the title compound, C12H13NO3, the quinoline ring system is approximately planar with a maximum deviation from the least-squares plane of 0.058 (2) Å. In the crystal, N-HO and O-HO hydrogen bonds link the molecules into chains running along the b-axis direction. The chains also feature - interactions between pyridine and benzene rings of inversion-related molecules [centroid-centroid distance = 3.609 (2) Å].
For naturally occurring 3-alkyl-4-hydroxyquinolin-2-ones, see: Paul & Bose (1968); Faizutdinova et al. (1969); Jurd et al. (1983); Chen et al. (1994); Yamamoto & Harimaya (2004); Jain et al. (2006). For the first published synthesis of the title compound, see: Rapoport & Holden (1959). For recent synthetic utilization of 3-alkyl-4-hydroxyquinolin-2-ones, see, for example: Kimmel et al. (2010).
Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: WinGX (Farrugia, 1999).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK5161 ).
This study was supported by the internal grant of TBU in Zlin (No. IGA/FT/2012/043), funded from the resources of specific university research, and the Slovenian Research Agency (Project P1-0230-0103 and Joint Project BI-CZ/07-08-018). This work was also partly supported through the infrastructure of the EN-FIST Centre of Excellence, Ljubljana.
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