We have examined the energy components of hydrogen-bonding interactions by using self-consistent charge and configuration method for subsystems (SCCCMS) and charge sensitivity parameters. Our procedure indicated that the main source of the stabilization for hydrogen-bonding association was the electrostatic contribution. The secondary electrostatic and polarization interactions due to polar functional groups located closely to the hydrogen-bonding sites were shown to significantly alter the magnitude of hydrogen-bonding stabilization. This finding supports Jorgensen and co-workers' interpretation toward the hydrogen-bonding energies [e.g., W.L. Jorgensen, D.L. Severance, J. Am. Chem. Soc. 113 (1991) 209].
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