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The unusual combination of beauty and power of furoxano-1,2,3,4-tetrazine 1,3-dioxides: a theoretical study of crystal structures

  • Dmitry KhakimovEmail author
  • Victor Zelenov
  • Nikita Baraboshkin
  • Tatyana Pivina
Original Paper
  • 72 Downloads

Abstract

The thermodynamic stability of the furoxan ring annullated with 1,2,3,4-tetrazine 1,3-dioxide cycle was studied. Crystal structure prediction based on global energy minimization in the framework of the atom–atom potential functions method was performed for isomeric furoxano-tetrazinedioxides (FuxTDOs): [1,2,5]oxadiazolo[3,4-e][1,2,3,4]tetrazine 1,5,7-trioxide (1) and [1,2,5]oxadiazolo[3,4-e][1,2,3,4]tetrazine 1,4,6-trioxide (2). The Coulomb energy was calculated with advanced point charge models fitted with high accuracy to the molecular electrostatic potentials of these molecules. The pressure and velocity of detonation of compounds 1 and 2 were estimated using the calculated enthalpy of formation and predicted molecular crystal density, which allows us to consider these compounds as high energetic materials.

Keywords

High-energy-density materials Crystal engineering Prediction of crystal structures Molecular electrostatic potential Furoxan Tetrazine dioxide 

Notes

Acknowledgment

The authors thank Dr. A. Dzyabchenko for providing the copyright software packages FitMEP and PMC and for considerable assistance in their use.

Supplementary material

894_2019_3986_MOESM1_ESM.docx (28 kb)
ESM 1 (DOCX 28 kb)
894_2019_3986_MOESM2_ESM.cif (144 kb)
ESM 2 (CIF 144 kb)

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Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  1. 1.ND Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation

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