N-(Pyrazin-2-yl)-1,8-naphthyridin-2-amine

Abstract

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—H...N hydrogen bond stabilizes the molecular structure, forming an S(6) ring motif. The independent molecules are linked via an N—H...N hydrogen bond. Further N—H...N and C—H...N hydrogen bonds connect the molecules into chains along c axis. Pairs of C—H...π interactions between the chains lead to sheets parallel to the b axis. These are linked by π–π interactions between the naphthyridine and pyrazine rings [centroid–centroid separations of 3.553 (8) Å] into a three-dimensional supramolecular network.