Received 1 October 2013
aA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St, 119991 Moscow, Russian Federation,bSouth-Russia State Technical University, 346428 Novocherkassk, Russian Federation, and cN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp, 119991 Moscow, Russian Federation
Correspondence e-mail: firstname.lastname@example.org
The title compound, C7H8N6O, represents the keto form and adopts a nearly planar structure (r.m.s. deviation of the non-H atoms = 0.072 Å). In the crystal, molecules form spiral chains along the c axis by N-HN hydrogen bonds. The chains are linked to each other by weak C-HO hydrogen bonds, forming a three-dimensional framework.
For review on nucleophilic displacement at the 1,2,4,5-tetrazine ring, see: Clavier & Audebert (2010); Tolshchina et al. (2013). For the synthesis of 3-hydroxy-1,2,4,5-tetrazines, see: Ishmetova et al. (2009); Sheremetev et al. (2012a,b). For the structure of 3-hydroxy-1,2,4,5-tetrazine, see: Yeh et al. (1994). For a review on oxo-hydroxy tautomerism of various azines, see: Stanovnik et al. (2006). For standard bond lengths, see: Allen et al. (1987).
Data collection: APEX (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PLATON (Spek, 2009) and publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: KQ2010 ).
This work was supported financially by the Ministry of Education and Science of Russia through the Federal Target Program "Research and Educational Personnel of Innovative Russia at 2009-2013 Years" (grant No. 14.B37.21.0827), and, in part, by a Russian Foundation for Basic Research (grant No. 12-03-31346).
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