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RESEARCH PRODUCT
X-ray, conformation and electronic structures of 1-nitropyrrolidine
Zdzisław DaszkiewiczKatarzyna GajdaChristopher G. GianopoulosKrzysztof EjsmontBartosz ZarychtaBartosz Zarychtasubject
010405 organic chemistryChemistryOrganic Chemistry1-nitropyrrolidine010402 general chemistryRing (chemistry)01 natural sciencesDFTPyrrolidine0104 chemical sciencesAnalytical ChemistryInorganic ChemistryBond lengthCrystalX-rayCrystallographychemistry.chemical_compoundPerpendicularDisorderMoleculeAmine gas treatingConformationLone pairSpectroscopydescription
Abstract The chemistry of pyrrolidine compounds has drawn much attention because of their biological activities. The crystal and molecular structure of 1-nitropyrrolidine (C4H8NNO2) at 150K, along with calculated structures (DFT and MP2), are reported herein. In the solid-state, the asymmetric part of the unit cell is composed of one quartermolecule at the position of two perpendicular mirror planes and the five-membered ring is disordered over a mirror plane, revealing the twisted conformation. Both geometries suggest slight sp3 hybridization of the amine nitrogen atom. The non-planar geometry suggests the lack of conjugation of the amine nitrogen lone pair with the nitro group, however the N–N bond distance indicates oppositely.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-03-01 | Journal of Molecular Structure |