Crystal structure of 3-[2-(1,3-thiazol-2-yl)diazen-1-yl]pyridine-2,6-diamine monohydrate

Abstract

In the title hydrated azo compound, C8H8N6S·H2O, the two aromatic groups are close to coplanar with the dihedral angle between the mean planes of the thiazole and pyridine rings being 2.9 (2)°. The organic molecule adopts an E configuration with respect to the double bond of the azo bridge. In the crystal, molecules are linked by (amine)N—H...N(pyridine), (amine)N—H...O(water) and (water)O—H...N(thiazole) hydrogen bonds along with π–π interactions involving pairs of thiazole rings and pairs of pyridine rings. The plane-to-plane distance between two parallel molecules is 3.7856 (4) Å and corresponds to the length of the a axis. In this way, a layer structure parallel to (010) is formed. The layers are linked by weak C—H...S hydrogen bonds, eventually resulting in a three-dimensional network.