Motivated by this, some of us investigated in a previous theoretical work the adsorption energies of [8]CPP on small carbon nano-flakes (circumcirmcumcoronene) and how these through-space weak-forces can serve to inmobilize the systems in energetically favored configuration. In the present study, we wish to go a step further and employ a tailored force field and Molecular Dynamics (MD) simulations to predict the supramolecular structure of thin films of CPPs on graphite surfaces. The systematic exploration of the adsorption preferences, together with the effect of structural and thermal disorder, also allows us to disclose the associated charge-transport magnitudes, rates and mobilities, thus revealing key structure-property relationships at the nanoscale.