Theoretical prediction of the polarity/polarizability parameter pi(H)(2)

Ab initio and DFT calculations on the structure and properties of over 98 m olecules are reported. Properties calculated for the molecules are assessed for their ability to correlate and predict experimentally derived values o f the polarity/polarizability parameter, pi. Using multivariate linear regr ession and partial least squares methods, four properties stand out as pred ictors of pi: the molecular dipole moment, the polarizability, the CHelpG a tomic charges and the frontier molecular orbital energies. These properties correlate pi to close to the standard deviation in a previously published fragmental approach. The partial least squares method is shown to result in significantly better predictions for an external validation set.