A novel bis-(triazolyl)-furoxan energetic compound—graphene-like crystal structure for balancing energy and sensitivity†

A novel bis-(1,2,4-triazolyl)-furoxan structure for balancing energy and sensitivity has been successfully achieved. Theoretical calculations and impact sensitivity tests show that bis-(2-methy-3-nitroamine-1,2,4-triazolyl)-furoxan and bis-(2-methy-3-amine-1,2,4-triazolyl)-furoxan of two energetic compounds exhibit outstanding denotation performance (8.1 km s⁻¹) and excellent impact sensitivity properties (>25 J). It is demonstrated that the graphene-like layered stacking structure of novel bis-(1,2,4-triazole)-furoxan compounds is due to intramolecular interactions and intermolecular interactions by combining structure description with wavefunction analysis (Hirshfeld surface analysis, IRI analysis, IGMH analysis, AIM analysis, etc.). Numerous experiments have shown that 3-nitro-5-chloroxime-1,2,4-triazole or 3-nitroamino-5-chloroxime-1,2,4-triazole of two intermediate compounds is unable to obtain bis-triazole-furoxan under alkaline conditions. N-methylation of the triazole was accomplished by protecting the amino group with dimethylformamide dimethylacetal, facilitating furoxan synthesis. This study first introduces the electrostatic potential isosurface distribution of clusters within crystals in analysing energetic compounds. The results show that the electrostatic potential distribution of clusters is more regular than individual molecules, which could be significant for predicting and assessing the sensitivity of energetic compounds.