The influence of halogen type on structural features of compounds containing α-halo-α,α-dinitroethyl moieties View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2017-05

AUTHORS

Artem O. Dmitrienko, Valentina A. Karnoukhova, Aleksandr A. Potemkin, Marina I. Struchkova, Irina A. Kryazhevskikh, Kirill Yu. Suponitsky

ABSTRACT

We report the synthesis, as well as the molecular and crystal structures of N-(2-halo-2,2-dinitroethyl)pyrrolidine-2,5-diones (Hal = F, Cl, Br). A combination of X-ray structural analysis and quantum chemistry calculations was used for comparative analysis of molecular packing in the crystals of the synthesized compounds. It was shown that the fluorinated derivative contained a shortened F···F halogen bond of the first type, and in the bromo derivative the bromine atoms formed a relatively strong Br···O=C halogen bond of the second type, while the chlorine atom in the structure of chloro derivative interacted with a nitro group oxygen atom, also forming a weak Cl···O2N halogen bond of the second type. These variations in the “preferences” of different halogen atoms resulted in observable differences in the crystal structures of the studied compounds. More... »

PAGES

532-539

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10593-017-2088-7

DOI

http://dx.doi.org/10.1007/s10593-017-2088-7

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1086046679


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