Dj. Giesen et al., GENERAL SEMIEMPIRICAL QUANTUM-MECHANICAL SOLVATION MODEL FOR NONPOLARSOLVATION FREE-ENERGIES - N-HEXADECANE, Journal of the American Chemical Society, 117(3), 1995, pp. 1057-1068
A new solvation model has been developed that accurately predicts solv
ation free energies in the nonpolar solvent n-hexadecane. The model is
based on AM1-CM1A and PM3-CM1P partial charges, and it is based on a
single set of parameters that is applicable to both the AM1 and PM3 Ha
miltonians. To take account of both short-range and long-range solvati
on-shell interactions, each atom has two surface tensions associated w
ith different effective solvent radii. For hydrogen, one of these surf
ace tensions depends on the bond orders to carbon, nitrogen, oxygen, a
nd sulfur, although only weakly. In addition to presenting the general
parameterization, the article provides an analysis of the surface ten
sion parameterization based on data for three rare gases. The model yi
elds an rms error of 0.41 kcal/mol over a set of 306 data points (153
molecules, two Hamiltonians) that includes alkanes, alkenes, alkynes,
aromatics, alcohols, ethers, aldehydes, ketones, esters, amines, nitri
les, pyridines, thiols, sulfides, fluorides, chlorides, bromides, iodi
des, water, and ammonia.