Conformational and structural analysis of bis(4-chloroquinoline-N-oxide)hydrogen tribromide
- 1 March 2015
- journal article
- research article
- Published by Pleiades Publishing Ltd in Journal of Structural Chemistry
- Vol. 56 (2) , 365-369
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 sp 3 hybridization state and the sp 2 hybrid state of the oxygen atom is not possible here due to steric factors.Keywords
This publication has 7 references indexed in Scilit:
- Change in the hybridization of the N→O group oxygen atom upon complex formation of pyridine and quinoline N-oxides with v-acceptorsRussian Journal of General Chemistry, 2008
- Complexes of pyridine and quinoline N-oxides with boron trifluoride: the 1H NMR studyRussian Journal of Coordination Chemistry, 2007
- Reaction of N,N-Dialkylcarboxamides with HalogensRussian Journal of Organic Chemistry, 2001
- A Chemist's Guide to Density Functional Theory2001
- Reactions of 4-Nitroquinoline 1-Oxide with Aluminum ChlorideRussian Journal of Organic Chemistry, 2001
- ORTEP-3 for Windows - a version ofORTEP-III with a Graphical User Interface (GUI)Journal of Applied Crystallography, 1997
- RECENT JAPANESE WORK ON THE CHEMISTRY OF PYRIDINE 1-OXIDE AND RELATED COMPOUNDS1The Journal of Organic Chemistry, 1953