Received 23 November 2011
The title compound, C10H7N5O2, was synthesized by the reaction of 4-nitroaniline and 2,3-dicyanopropionic acid ethyl ester. In the crystal, N-HO and C-HO hydrogen bonds link the molecules, forming a three-dimensional network.
N-pyrazole derivatives are of great interest because of their chemical and pharmaceutical properties, see: Cheng et al. (2008). They also exhibit diverse biological activity such as insecticidal (Zhao et al., 2010) and antifungal activities (Liu et al., 2010). For bond-length data, see: Allen et al. (1987).
Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG5146 ).
The authors gratefully acknowledge Professor Hua-Qin Wang of the Analysis Center, Nanjing University, for the use of the diffractometer for this research project.
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Cheng, J. L., Wei, F. L., Zhu, L., Zhao, J. H. & Zhu, G. N. (2008). Chin. J. Org Chem. 28, 622-627.
Enraf-Nonius (1989). CAD-4 Software. Enraf-Nonius, Delft, The Netherlands.
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
Liu, Y. Y., Shi, H., Li, Y. F. & Zhu, H. J. (2010). J. Heterocycl. Chem. 47, 897-902.
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zhao, Q. Q., Li, Y. Q., Xiong, L. X. & Wang, Q. M. (2010). J. Agric. Food Chem. 58, 4992-4998.