(5Z)-4-Amino-2-(4-hydroxy­phen­yl)-1H-imidazol-5(2H)-one oxime 3-oxide

The title mol­ecule, C₉H₁₀N₄O₃, consists of benzene and imidazole rings which are almost perpendicular to each other. A hydroxy­imino group is directly linked to the imidazole ring with a double C=N bond, which is the first example in this type of compound. The double bond may be a good location for the initiation of various reactions with a wide range of potential applications. In the crystal structure, there are [pi]-[pi] inter­actions between mol­ecules related by a centre of symmetry, with the imidazole and benzene rings almost completely overlapped. The mol­ecules are hydrogen bonded in each direction and form a three-dimensional hydrogen-bond network.