Small changes in the chemical functionality of POCs can lead to non-intuitive changes in the global solid-state packing due to the fine balance between the weak dispersion forces, affecting the pore network in the material (Fig. ). These weak interactions are responsible for many of the advantages of POCs over other extended framework such as their solution processability and the potential to control their solid-state assembly by manipulating the functionality of the cages or solvent direction. However, facile prediction and control of the packing behaviour of novel cages is currently intractable as there remains a lack of understanding of how chemical functionality and solvent interplay in the formation of molecular solid-state materials. This complexity in predicting the packing behaviour of molecular crystals makes targeted design difficult. To implement the research presented in this paper, we use a general-purpose particle simulation toolkit, HOOMD-blue, to employ hard particle Monte Carlo (HPMC) simulations with directional interactions through "patches" (Fig. ). HPMC simulations as implemented within HOOMD-Blue are often used to investigate the self assembly of structures formed by packing non-interacting polyhedra. Through these simulations, Glotzer et al. have shown that geometry alone can direct complex structural formation through an "entropic bond" governed by the polyhedral shape. While the studies focused on colloidal, non-interacting particles, this has strong implications for packing in molecular materials.