First, a precursor library (Figure ) was assembled, with a focus on imine condensations and the Tri x Di y family of cage topologies, where Tri represents tritopic precursors, Di represents ditopic precursors, and the superscript x and y represent the number of each precursor type incorporated into the final cage species. A range of aldehydes and amines were selected, which included a combination of commercially available building blocks and synthetically simple and accessible molecules, some of which were previously identified as potentially promising POC precursors that were classified as 'easyto-synthesise' using our MPScore. Although our previous computational ML work on synthetically accessible POCs focused only on identifying trialdehydes and diamines for cage synthesis, we expanded the library to also include triamines and dialdehydes to increase the diversity of the precursor library. In addition, since precursor design, such as sterics, electronics, flexibility, and topicity (i.e., the number of functional groups on a precursor), can influence the topological outcome of a reaction or the shape-persistence of the resulting cage, the precursor library was selected to ensure molecular diversity, featuring molecules of varying ring sizes, chain lengths, heteroatoms, and functionalities, to explore how precursor-level structural effects may influence the reaction outcome. Precursors that were either previously reported (asterisked, Figure ) in organic cage synthesis, and known combinations of these, were also selected to validate the workflow, and unreported precursors and combinations were selected to aid novel cage discovery. For example, the use of vicinal diamines as precursors, such as 17, 20 and 24, is common in the literature and they have formed a range of POCs, including the Tri 4 Di 6 POC CC3, synthesised from the 12-fold imine condensation between 1,3,5triformylbenzene (G) and (1R,2R)-cyclohexane-1,2-diamine (24). In total, 31 precursors from our library have previously been reported to form a POC, and 24 precursors are unreported in the literature. In this way, we minimise dataset bias. Overall, this led to 15 tritopic aldehydes which were combined with 18 ditopic amines, and 6 tritopic amines combined with 16 ditopic aldehydes, totalling 366 imine condensation reactions.