Reparameterized Austin Model 1 for quantitative structure–property relationships in liquid media

摘要

A reparameterization of the quantum-chemical AM1 (Austin Model 1) model has been carried out using a nonlinear optimization based on a modification of the Levenberg–Marquardt technique. The optimum numerical values for the one-electron resonance integral parameters (β s and β p ) and core-core repulsion atomic parameters α were obtained for the elements H, C, N, O, Cl and Br using the statistical fit of a two-parameter QSPR equation for the boiling points of organic compounds. A substantially improved two-parameter correlation (R 2=0.9685, s=13.48 K) was obtained by using the new optimized parameters. The QSPR equation employs two molecular descriptors, a bulk cohesiveness descriptor, $sqrt[3]{{G_{I} }},$ and the area-weighted surface charge of hydrogen-bonding donor atom(s) in the molecule. The model developed shows remarkably accurate predictions of the normal boiling points for nine additional simple inorganic compounds. The new parameters were tested on the critical temperatures of 165 organic compounds. The new QSPR model obtained for this property was found to be statistically significantly better than the original model.