Received 30 November 2012
aSchool of Chemistry and Chemical Engineering, Xi'an Shiyou University, Xi'an 710065, People's Republic of China,bInstitute of Chemistry, Academia Sinica, Taipei, Taiwan, and cDepartment of Chemistry, National Taiwan University, Taipei 106, Taiwan
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There are two independent molecules in the asymmetric unit of the title compound, C12H9N5, in which the C-N(amine)-C angles differ slightly [129.63 (11) and 132.02 (11)°]. In each independent molecule, an intramolecular C-HN hydrogen bond stabilizes the molecular structure, forming an S(6) ring motif. The independent molecules are linked via an N-HN hydrogen bond. Further N-HN and C-HN hydrogen bonds connect the molecules into chains along c axis. Pairs of C-H interactions between the chains lead to sheets parallel to the b axis. These are linked by - interactions between the naphthyridine and pyrazine rings [centroid-centroid separations of 3.553 (8) Å] into a three-dimensional supramolecular network.
Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; 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: RK2390 ).
Financial support for this study came from the National Science Council of the Republic of China, the Natural Science Foundation of Shaanxi Province (No. 2012JM2011) and the Education Department of Shaanxi Province special scientific research plan (No. 11JK0606).
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