Through these simulations, we have shown that our coarse-grained model is able to reproduce the majority of the packing behaviour seen by the enantiopure, ordered, desolvated octahedral cages. These results are the first steps towards using computationally inexpensive coarse-grained simulations to predict the packing of POCs from their molecular structure, as well as developing design rules based on the chemical functionality of the vertices. Here we have shown how both solvent and the size of the functional group on the cages vertices can be used to direct crystal structure formation through changing the directionality of the interactions. Thus, both the addition of solvent and the inclusion of bulky functional groups can manipulate structural formation by reducing rotation and slipping between neighbouring cages, changing the packing behaviour. Additionally we have shown that synthesis temperature may be used to influence the crystallinity in cages, guiding efforts for amorphous phase formation which can lead to increased porosity. Although the focus of this paper has been on POCs, the results outlined here have ramifications in many areas of molecular chemistry. Motifs common in POCs are also widespread in other porous materials such as elemental carbon cages 50 and metal-organic cages. Therefore, solid-state structures predicted by methods outlined in this study may also relate to crystals formed by other molecular systems and the methodology outlined in this paper could be expanded to other areas of molecular chemistry to help predict the organic solid-state.