Received 19 December 2012
There are three independent molecules in the asymmetric unit of the title compound, C9H11NO3, which are connected by O-HO hydrogen bonds, forming an R33(15) ring. The dihedral angles between the planes of the benzene and amide groups are 75.16 (3), 71.47 (3) and 70.56 (3)°. The hydroxy O atom lies 0.912 (3), 1.172 (2) and 1.339 (2) Å from the mean plane of the corresponding benzene ring in the three molecules.
The title compound is an intermediate in the synthesis of the strobilurin fungicide pyraclostrobin. For general background, see: Hou et al. (2002); Yang et al. (2012); Tao et al. (2009). For related structures, see: Mercader et al. (2011). For graph-set notation, see: Bernstein et al. (1995).
Data collection: PROCESS-AUTO (Rigaku, 2006); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku, 2007); 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: PK2462 ).
This work was supported by the Zhejiang Provincial Natural Science Foundation of China (No. Y4110373). We are also grateful for the help of Professor Jian-Ming Gu of Zhejiang University.
Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Hou, C.-Q., Li, Z.-N. & Liu, C.-L. (2002). Pesticides, 41, 41-43.
Mercader, J. V., Agullo, C., Abad-Somovilla, A. & Abad-Fuentes, A. (2011). Org. Biomol. Chem. 9, 1443-1453.
Rigaku (2006). PROCESS_AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku (2007). CrystalStructure. Rigaku Americas, The Woodlands, Texas, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tao, X.-J., Luo, L.-M., Huang, C.-Q. & Xiong, L.-L. (2009). Agrochem. Res. Appl. 41, 41-43.
Yang, L.-J. & Bai, Y.-L. (2012). Mod. Agrochem. 11, 46-50.