Portal de Periódicos da CAPES

New Atom/Group Volume Additivity Method to Compensate for the Impact of Strong Hydrogen Bonding on Densities of Energetic Materials

2008; American Chemical Society; Volume: 53; Issue: 2 Linguagem: Inglês

10.1021/je700617n

1520-5134

Chengfeng Ye, Jean’ne M. Shreeve,

Crystallography and molecular interactions

The quantitative impact of strong hydrogen bonding on the densities of energetic materials is discussed. On the basis of our new volume parameters designated for neutral high-energy density materials, the volume of each NH2 or NH group must be corrected by −8 Å3 to compensate for strong bonding: i.e., (1) when both carbon atoms vicinal to an NH2 or NH group have nitro groups or one C−NO2 and one N−oxide; or (2) if the molecule has C2 symmetry, e.g., at least two nitro and two NH2 groups in the vicinal position, two NH2 groups may be corrected by −8 Å3 in total (exemplified by 1,1-diamino-2,2-dinitroethene (FOX-7), 2,4,6-triamino-3,5-dinitropyridine (Cambridge Crystallographic Data Centre (CCDC) Refcode: TIBMUM), 2,6-diamino-3,5-dinitropyrimidine (CCDC refcode: CIWMAW01, etc.); or (3) when some heterocycles (triazole, pyrazole, etc.) contain the fragment −NHNO2. For 261 explosives with an average density of 1.803 g·cm−3, the mean absolute deviation (MAD) for the proposed current method is 0.026 g·cm−3, and the mean relative absolute error is 1.5 %.