Received 25 June 2013
In the title solvated salt, C8H12N9+·ClO4-·CH3OH, the dihedral angle between the tetrazine and pyrazole rings is 26.05 (7)°. The two N atoms bonded to the 1,2,4,5-tetrazine ring deviate from the plane defined by its four N atoms by 0.234 (2) and 0.186 (2) Å. There is an intramolecular N-HN hydrogen bond between the protonated guanidine fragment and one of the tetrazine N atoms. In the crystal, two cations and two perchlorate anions are connected via N-HO hydrogen bonds into centrosymmetric assemblies. These assemblies are further linked into a two-dimensional network parallel to (100) via bifurcated O-H(N,N) hydrogen bonds formed with the bridging methanol molecules.
Data collection: APEX2 (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; 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: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GK2585 ).
We thank the Program for New Century Excellent Talents in Universities (No. NCET-12-1047), the National Natural Science Foundation of China (No. 21073141) and the Education Committee Foundation of Shaanxi Province (Nos. 11 J K0564 and 11 J K0582) for generously supporting this study.
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