Following the cage construction and conformer generation procedure, we performed a HT property screen to predict which cages would remain shape-persistent and which would collapse, allowing us to identify cages that were experimentally observed and likely to possess intrinsic porosity. Here, we determined computationally whether a cage had a permanent internal cavity and accessible windows using pyWindow, a Python package which is able to analyse the internal pore and windows of discrete cavity-containing molecules. Incorporating pyWindow (Figure , middle) into the automated analysis workflow, we defined each cage as shape-persistent if the cavity diameter was above 1.0 Å and the expected number of windows was present for each topology. Across the four topologies modelled, we expected three windows in a shape-persistent cage in the Tri 2 Di 3 topology, four for Tri 4 Di 6 , five for Tri 6 Di 9 , and, lastly, six for Tri 8 Di . Using these criteria, we were able to computationally predict whether an experimentally observed cage would be likely to remain shape-persistent, and therefore, whether permanent internal cavities are likely to be maintained upon desolvation. Applying these criteria, 307 of the 1464 modelled cages were deemed to be shape-persistent.