CONFORMATIONAL AND STRUCTURAL ANALYSIS OF BIS(4-CHLOROQUINOLINE-N-OXIDE)HYDROGEN TRIBROMIDE
V. V. Romanov1, Ya. P. Nizhnik2, A. D. Fofanov1
1Petrozavodsk State University, Petrozavodsk, Russia
2Bioo Scientific Corp. Austin, Texas, USA
Keywords: conformation, conformer, N-oxide, hybridization, X-ray diffraction study
Abstract
The X-ray diffraction and conformational study of bis(4-chloroquinoline-N-oxide)hydrogen tribromide is performed. Two conformations corresponding to the minima on the energy curve are found by DFT using the ABINIT software. The model of one of the conformers generally matches with the structure determined experimentally for this compound using X-ray diffraction. In both instances, the structure with the dihedral angle (quinoline - N-O-H) close to 90° is most favorable, which is explained in terms of resonance theory and steric factors. It is concluded that oxygen atoms in the complex are in the sp3 hybridization state and the sp2 hybrid state of the oxygen atom is not possible here due to steric factors.
|
