An easy system to study this interaction is the benzene dimer.
Stefan Grimme published a 2008 article insisting that these phenomena do not exist by analyzing how cyclohexane manages to reproduce one example of it. One model of this interaction was studied using "double mutant cycles". Wheeler and Houk's model of this phenomenon manages to correctly explain some substituent effects via direct interaction, and the Hunter-Sanders model of it relies on the interactions of quadrupole moments. In one system, this interaction can produce parallel-displaced, T-shaped, or (*) sandwich conformations. This sort of interaction allows a molecular tweezer to "catch" buckyballs. It's not hydrogen bonding, but adjacent nucleic acid bases are stabilized by this interaction. An easy system to study this interaction is the benzene dimer. For 10 points, name this type of molecular interaction in which two aromatic rings align and attract each other.
Stefan Grimme published a 2008 article insisting that these phenomena do not exist by analyzing how cyclohexane manages to reproduce one example of it.
pi-pi stacking [or pi stacking or aromatic stacking]