Azasydnone – novel “green” building block for designing high energetic compounds

Abstract

The azasydnone unit is a promising explosophoric block for future generations of highly thermostable and dense energetic materials.

Assembly of Tetrazolylfuroxan Organic Salts: Multipurpose Green Energetic Materials with High Enthalpies of Formation and Excellent Detonation Performance

“…For the study we used a method, recently proposed by one of us, that is based on the analysis of the crystal packing in terms of simultaneous consideration of molecular density ( d mol ) and the Δ OED criterion that is defined as densification of a molecule upon its transition to a crystal (Δ OED = d cryst − d mol ). Such an approach enables a separate investigation of the two contributions to crystal density: the first one is due to the molecule itself ( d mol ) and the other one describes how the molecule is densified upon crystal structure formation (Δ OED ).…”

Nitration of Azasydnones and Azasydnonimines: A Method for the Functionalization of Aryl Derivatives

“…The single crystal X‐ray structure determination of the nitrated products 8 , 24 and 25 were carried out to ( i ) establish unequivocally the nitro group position at phenyl ring and ( ii ) to investigate the effect of phenyl substituent nitration on the mesoionic heterocycle and on the side chain that contains the oxo or imino moiety. It should be noted that, the X‐ray crystal structure analysises of azasydnones and azasydnonimines are rather rare.…”

“…Compounds 24 and 25 are characterized by relatively high density: d cryst are equal to 1.661 and 1.804 g ⋅ cm −3 , respectively. Therefore we compared their crystal packings in terms of combination of geometrical and energetic approaches and a recently proposed novel approach based on analysis of densification of an isolated molecule upon crystal structure formation . Crystal density of compound 25 is significantly higher due obviously to higher number of the nitro groups.…”

“…At that, higher number of the closest neighbors might be an indication of a tighter crystal packing . In addition, molecules of compound 25 form more stacking interactions which, to some extent, decrease an ability for close packing . On the other hand, more and somewhat stronger C−H…O and O… π contacts as well as NO 2 …NO 2 interactions are formed in crystals of compound 25 which usually favor tight crystal packing .…”

“…In addition, molecules of compound 25 form more stacking interactions which, to some extent, decrease an ability for close packing . On the other hand, more and somewhat stronger C−H…O and O… π contacts as well as NO 2 …NO 2 interactions are formed in crystals of compound 25 which usually favor tight crystal packing . Finally, as in the structure of compound 24 and 25 , approximately half of pair intermolecular interactions are provided by van‐der‐Waals forces; however, for the crystal of compound 24 such interactions are stronger.…”