Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 11, 2011
Previous Article Next Article

Halogen bonded complexes between volatile anaesthetics (chloroform, halothane, enflurane, isoflurane) and formaldehyde: a theoretical study

Author affiliations

Abstract

The structures and intermolecular interactions in the halogen bonded complexes of anaesthetics (chloroform, halothane, enflurane and isoflurane) with formaldehyde were studied by ab initio MP2 and CCSD(T) methods. The CCSD(T)/CBS calculated binding energies of these complexes are between −2.83 and −4.21 kcal mol−1. The largest stabilization energy has been found for the C–Br⋯O bonded halothane⋯OCH2 complex. In all complexes the C–X bond length (where X = Cl, Br) is slightly shortened, in comparison to a free compound, and an increase of the C–X stretching frequency is observed. The electrostatic interaction was excluded as being responsible for the C–X bond contraction. It is suggested that contraction of the C–X bond length can be explained in terms of the Pauli repulsion (the exchange overlap) between the electron pairs of oxygen and halogen atoms in the investigated complexes. This is supported by the DFT-SAPT results, which indicate that the repulsive exchange energy overcompensates the electrostatic one. Moreover, the dispersion and electrostatic contributions cover about 95% of the total attraction forces, in these complexes.

Graphical abstract: Halogen bonded complexes between volatile anaesthetics (chloroform, halothane, enflurane, isoflurane) and formaldehyde: a theoretical study

Back to tab navigation

Article information


Submitted
08 Oct 2010
Accepted
12 Jan 2011
First published
03 Feb 2011

Phys. Chem. Chem. Phys., 2011,13, 5105-5113
Article type
Paper

Halogen bonded complexes between volatile anaesthetics (chloroform, halothane, enflurane, isoflurane) and formaldehyde: a theoretical study

W. Zierkiewicz, R. Wieczorek, P. Hobza and D. Michalska, Phys. Chem. Chem. Phys., 2011, 13, 5105
DOI: 10.1039/C0CP02085K

Social activity

Search articles by author

Spotlight

Advertisements