Synthesis and crystal structure of 5-((5-amino-2H-tetrazol-2-yl)methyl)-1,3,4-oxadiazol-2-amine

Abstract

An energetic material precursor, 5-((5-amino-2H-tetrazol-2-yl)methyl)-1,3,4-oxadiazol-2-amine was synthesized and characterized by NMR, IR, DSC and X-ray crystallography. The results show that it belongs to the orthorhombic space group Pnma, a = 6.9604(4) Å, b = 18.3620(8) Å, c = 5.8560(3) Å, V = 748.44(7) ų, α = 90°, β = 90°, γ = 90°, Z = 4, ρ = 1.617 g·cm⁻³. The structure exhibits intermolecular hydrogen bonds of the type N-H···N and these hydrogen bonds connect the molecules into a wave-like two-dimensional molecular layers. In addition, a strong π-interaction was proved by quantum chemical calculations and noncovalent interaction analysis. The measured impact sensitivity was 10 J and the friction sensitivity was 190 N.

KEYWORDS:

• Oxadiazole
• single crystal
• synthesis
• tetrazole

Additional information

Funding

This work was supported by the National Natural Science Foundation of China (No. 21771108).