In case of the molecular balances above, the experimentally observed trend correlates with the dielectric permittivity of the solvent, i.e., apolar solvents such as chloroform, ethyl acetate, THF, and DCM showed a stronger preference for the intramolecular hydrogen bond while polar solvents such as methanol, ethanol, and DMSO showed a stronger preference for the 'open' state. To further investigate the behavior of the different implicit-solvent models, we focused on examples where more complex solute-solvent interactions are at play.