First, a face-capped M4L4 tetrahedral (T-symmetric) MOC was chosen as a representative MOC assembly to study in the workflow. The Zn4L4 MOC selected is known to form via the simultaneous dynamic covalent imine condensation between a triamine and mono-aldehyde to generate a ligand (L) which coordinates through the pyridyl and imine nitrogens with the Zn(II) metal ions (M). This Zn4L4 MOC architecture was selected due to its potential for strong guest binding, and because derivatives have been shown to encapsulate a range of hydrocarbons and anions. In addition, by simply changing the metal from Zn(II) to Fe(II), the self-assembly of a M12L12 pseudo-icosahedral topology was favored, and when a combination of 1,3,5-tris(4-aminophenyl)benzene (A) and 2-formyl pyridine (1) was used as the linker components, both M4L4 and M12L12 MOCs were formed depending on the reaction conditions, alongside helicates (M2L3) at lower concentrations. By varying the self-assembly precursor components, our aim was to therefore better understand their influence on the reaction outcome and demonstrate the potential of applying an automated workflow to the labor-intensive, time-consuming task of screening MOC reactions for the determination of self-assembly reaction outcomes.