Synthesis and structure of 4-[(4-Nitro-1,2,5-oxadiazol-3-yl)-NNO-azoxyl]-1, 2,5-oxadiazol-3-amine

The synthesis of the energetic compound 4-(4-nitro-1,2,5-oxadiazol-3-yl)-NNO-azoxyl]-1,2,5-oxadiazol-3-amine (3) was achieved in two steps from diaminofurazan (1). Compound 3 was characterized by X-ray diffraction. From the X-ray structure a bifurcated intramolecular H bond between O(2)-H(2)-N(4) was observed. In addition, intramolecular H bonding was observed between H(1) and N(7) of an adjacent molecule. One molecule of ethanol and one-half molecule of water per molecule of3 was observed in the crystal lattice. However, no H bonding was observed between the solvent molecules and3 in the crystal lattice. Despite the presence of solvent in the crystal lattice,3 was found to have a high crystal density (d=1.856 g/cm³).