As a first case study, we focus here on the H-shaped dicationic [R 4 -H 2 ] 2+ [2]Rotaxane (referred to hereinafter as 1, Fig. ) reported by Gholami et Al. System 1 consists of a rigid dumbbell with four phenyl rings between two benzimidazolium recognition sites, and a dibenzo [24]crown-8 ether (DB24C8) macrocycle, which instead is a relatively flexible element.