NDLI: Avoiding pitfalls of a theoretical approach: the harmonic oscillator measure of aromaticity index from quantum chemistry calculations

Content Provider	Springer Nature Link
Author	Andrzejak, Marcin Kubisiak, Piotr Zborowski, Krzysztof K.
Copyright Year	2012
Abstract	The concept of the harmonic oscillator measure of aromaticity (HOMA) is based on comparing the geometrical parameters of a studied molecule with the parameters for an ideal aromatic system derived from bond lengths of the reference molecules. Nowadays, HOMA is routinely computed combining the geometries from quantum chemistry calculations with the experimentally based parameterization. Thus, obtained values of HOMA, however, are bound to suffer from inaccuracies of the theoretical methods and strongly depend on computational details. This could be avoided by obtaining both the input geometries and the parameters with the same theoretical method, but efficiency of the error compensation achieved in this way has not yet been probed. In our work, we have prepared a benchmark set of HOMA values for 25 cyclic hydrocarbons, based on the all core CCSD(T)/cc-pCVQ(T)Z geometries, and used it to investigate the impact of different choices of the exchange–correlation functionals and basis sets on HOMA, calculated against the experimentally based (HOMA$^{EP}$) or the consistently calculated (HOMA$^{CCP}$) parameters. We show that using HOMA$^{EP}$ leads to large and unsystematic errors, and strong sensitivity to the choice of XC functional, basis set, and the experimental data for the reference geometry. This sensitivity is largely, although not completely attenuated in the consistent approach. We recommend the most suitable functionals for calculating HOMA in both approaches (HOMA$^{EP}$ and HOMA$^{CCP}$), and provide the HOMA parameters for 25 studied exchange–correlation functionals and two popular basis sets.
Starting Page	1171
Ending Page	1184
Page Count	14
File Format	PDF
ISSN	10400400
Journal	Structural Chemistry
Volume Number	24
Issue Number	4
e-ISSN	15729001
Language	English
Publisher	Springer US
Publisher Date	2012-10-14
Publisher Place	Boston
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Aromaticity HOMA Geometry optimization DFT Exchange–correlation functionals Coupled clusters Computer Applications in Chemistry Physical Chemistry Theoretical and Computational Chemistry
Content Type	Text
Resource Type	Article
Subject	Physical and Theoretical Chemistry Condensed Matter Physics

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