The synthesis of (E)-1,2-bis(4-(1H-tetrazol-5-yl)-1,2,5-oxadiazol-3-yl)diazene (AzTF) and its high nitrogen salts is described. Compounds were tested for sensitivity to impact: spark, and friction and heats of formation were determined through bomb calorimetry. The calorimetry results coupled with density measurements by gas pychnometry were used to predict explosive output using the Cheetah thermochemical code. Of the four compounds tested AzTF itself has the most promise as an explosive due to TATB-like performance and high thermal stability, while the triaminoguanidinium salt (TAG(2)AzTF) may find favor as a high-nitrogen gas generant in regard to the low overall sensitivity and very high nitrogen content of the molecule.