Received 13 June 2013
aDepartment of Studies and Research in Chemistry, U.C.S, Tumkur University, Tumkur, Karnataka 572 103, India,bDepartment of Studies and Research in Chemistry, Tumkur University, Tumkur, Karnataka 572 103, India,cDepartment of Studies and Research in Physics, U.C.S, Tumkur University, Tumkur, Karnataka 572 103, India,dTadimety Aromatics Pvt Ltd, Hirehally Industrial Area, Tumkur, Karnataka 572 168, India, and eSoild State and Structural Chemistry Unit, Indian Institute of Science, Bangalore, Karnataka 560 012, India
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The title molecule, C6H7N3O, is almost planar (r.m.s. deviation = 0.0068 Å) and adopts an E conformation about the C=N double bond. In the crystal, molecules are linked by pairs of strong N-HN hydrogen bonds, forming inversion dimers with R22(10) motifs. The dimers are further linked into C(3) chains through O-HN hydrogen bonds.
For the pharmaceutical and biological activity of substituted N'-hydroxybenzamidines and 1,2,4-oxadiazole derivatives, see: Kundu et al. (2012); Sakamoto et al. (2007); Tyrkov & Sukhenko (2004). For a related structure, see: Sreenivasa et al. (2012)
Data collection: APEX2 (Bruker, 2009); cell refinement: APEX2 and SAINT-Plus (Bruker, 2009); data reduction: SAINT-Plus and XPREP (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT6916 ).
The authors thank Dr S. C. Sharma, Ex-Vice Chancellor, Tumkur University, Tumkur, for his constant encouragement, and Professor T. N. Guru Row, S. S. C. U, Indian Institute of Science, Bangalore, for his guidance and support.
Bruker (2009). APEX2, SADABS, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.
Kundu, M., Singh, J., Singh, B., Ghosh, T., Maiti, B. C. & Maity, T. K. (2012). Indian J. Chem. Sect. B, 51, 493-497.
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.
Sakamoto, T., Cullen, M. D., Hartman, T. L., Watson, K. M., Buckheit, R. W., Pannecouque, C., DeClercq, E. & Cushman, M. (2007). J. Med. Chem. 50, 3314-3319.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sreenivasa, S., ManojKumar, K. E., Suchetan, P. A., Mohan, N. R. & Palakshamurthy, B. S. (2012). Acta Cryst. E68, o3402.
Tyrkov, A. G. & Sukhenko, L. T. (2004). Pharm. Chem. J.. 38(7), 30-38.