Abstract
Monte Carlo statistical mechanics simulations and analyses of intrinsic interaction energies have been used to elucidate the observed strong binding of adenine derivatives to Zimmerman's molecular tweezer in chloroform. Hydrogen bonding and π-stacking are found to contribute about equally to the remarkably strong interaction of the acid tweezer 6 and 9-methyladenine. The binding in chloroform is not enhanced by the existence of a naked binding cleft
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