Di‐ and trioxides of triazolotetrazine: Computational prediction of crystal structures and estimation of physicochemical characteristics

• Published in: Journal of computational chemistry Vol. 43; no. 11; pp. 778 - 784
• Main Authors: Khakimov, Dmitry V., Zelenov, Victor P., Pivina, Tatyana S.
• Format: Journal Article
• Language: English
• Published: Hoboken, USA John Wiley & Sons, Inc 30-04-2022; Wiley Subscription Services, Inc
• Subjects: 1,2,3,4‐tetrazine 1,3‐dioxides; atom‐atom potentials method; Crystal structure; crystal structure prediction; Crystals; Detonation; DFT — density functional theory; Dioxides; explosive parameters; high‐energy‐density materials; molecular structure; Quantum chemistry; thermochemistry; high-energy-density materials; molecular structure; explosive parameters; DFT - density functional theory; crystal structure prediction; 1,2,3,4-tetrazine 1,3-dioxides; atom-atom potentials method; thermochemistry
• ISSN: 0192-8651; 1096-987X
• DOI: 10.1002/jcc.26833

Simulation of crystal structures of series 1(2)‐R‐1(2)H‐[1,2,3]triazolo[4,5‐e][1,2,3,4]tetrazine 5,7‐dioxides, 1,5,7‐trioxides, 4,6‐dioxides and 3,4,6‐trioxides was carried out using an original technique based on the method of atom‐atom potentials and quantum chemistry. The effect of the position of the substituent in the triazole ring on the change in the crystal structures of these compounds and their thermochemical characteristics was studied for the first time. For some of synthesized compounds, thermochemical characteristics were investigated and differential scanning calorimetry curves were obtained. Detonation parameters were calculated, on the basis of which the prospects for the use of the considered compounds were assessed.
The influence of the position of the substituent in 1,2,3‐triazoles, annulated with the 1,2,3,4‐tetrazine 1,3‐dioxide cycle, on the crystal packing, thermochemical and explosive properties was studied by computational methods. Comparison of calculations with experimental data of some synthesized compounds showed a good predictive efficiency of the methods used. This methodology can be effectively used for any solid organic compounds. The results obtained make it possible to assess the prospects for using the considered compounds.