As a free molecule with a dihedral angle of 38º, TRI(N)-TRI(N) is an OSS with a J value of -0.4 meV. However, when attached to the substrate and transformed into a planar configuration (φ = 0º), the high-spin state becomes more stable, with a J value of 1.5 meV (Table and Figure and). In this case, the balance between the potential (K) and kinetic exchange (-4t 2 /U) is crucial. As a free molecule, the value of -4t 2 /U is -124.3 meV, which slightly exceeds the K value of -123.9 meV, resulting in AFM interactions. As the value of φ decreases, both K and t increase due to the enhanced overlap of the SOMOs. Eventually, the potential exchange begins to surpass the kinetic exchange, leading to FM interaction. This transformation from AFM to FM is a distinct characteristic, as in other systems investigated here structural planarity promotes the AFM coupling. This phenomenon may be associated with the C2v symmetry of the TRI(N) monomer and its SOMO, which creates a subtle balance between potential and kinetic exchanges that is also not observed in TRI(N)-TRI(N).