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Semi-empirical atomic charges and dipole moments in hypervalent sulfonamide molecules: descriptors in QSAR studies

Clare, B.W. and Supuran, C.T. (1998) Semi-empirical atomic charges and dipole moments in hypervalent sulfonamide molecules: descriptors in QSAR studies. Journal of Molecular Structure: THEOCHEM, 428 (1-3). pp. 109-121.

Free to read: http://dx.doi.org/10.1016/S0166-1280(97)00265-0
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Abstract

The Mulliken and ESP-based atomic charges and dipole moments have been calculated for a group of substituted methanesulfonamides by several ab initio and semi-empirical methods, in order to find the most reliable semi-empirical method of calculating these quantities in hypervalent molecules. It was found that the ab initio Mulliken charges on the sulfonamide H were meaningless, and that the ab initio ESP-based atomic charges calculated using any non-minimal basis set well reproduced the dipole moments. The semi-empirical results were less satisfactory, but in general, the ESP-based charges were more promising than the Mulliken charges, and CNDO-based dipole moments agreed better with ab initio dipole moments than with those calculated by AM1 or PM3. All charges for hypervalent molecules such as sulfonamides, calculated with semi-empirical methods, should be treated with caution.

Item Type: Journal Article
Publisher: Elsevier B.V.
Copyright: (c) 1998 Elsevier Science B.V.
URI: http://researchrepository.murdoch.edu.au/id/eprint/36631
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