Received 16 December 2010
In the title compound, C12H15NO3, the N-H and C=O bonds are anti to each other. The C=O and O-H bonds of the acid group display an antiperiplanar orientation relative to each other. The crystal packing features a three-dimensional network of molecules held together by O-HO and N-HO hydrogen bonds.
For our study of the effect of ring and side-chain substitutions on the crystal structures of anilides, see: Gowda et al. (2009 2010a,b). For modes of interlinking carboxylic acids by hydrogen bonds, see: Leiserowitz (1976). The packing of molecules involving dimeric hydrogen-bonded association of each carboxyl group with a centrosymmetrically related neighbor has also been observed, see: Jagannathan et al. (1994).
Data collection: CrysAlis CCD (Oxford Diffraction, 2009); cell refinement: CrysAlis RED (Oxford Diffraction, 2009); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5440 ).
BSS thanks the University Grants Commission, Government of India, New Delhi, for the award of a research fellowship under its faculty improvement program.
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