In some MD simulations of SAMs as well as sandwich structures with dithiolate ligands, we observe spontaneous chemical reactions of free thiol or thiolate groups with adjacent carbon chains that we consider as unlikely. When these reactions were observed before reaching the preferred surface-to-surface distance during the pushing simulations, or in any step in SAM simulations, the whole trajectory was excluded from our analysis. Hence, these trajectories were not included when calculating the average preferred surface-to-surface distance and charge transport properties (for further information, see Supporting Information, Section S2.4). Finally, charge transport calculations are performed to study the influence of the chain length on the conductance, and to compare it with estimated trends derived from Equation (1), as well as with experimental data from the literature. Additionally, we also estimate the bulk conductivity of cross-linked GNP networks based on zero-bias conductances of our sandwich structures obtained from charge transport calculations by applying a simplified geometric model.