Configurational mechanophores M1-M3 are designed to comprise the same sterically bulky benzobis(thiadiazole) (BBT) bridge, while their side-arm aryl groups are rationally varied to adjust the effective length of the rigid 'lever-arm' structures between the polymer anchoring site and the rotational chiral axis. The distances between the polymer attachment site and the rotational chiral axis for M1, M2 and M3 in their DFT-predicted equilibrium geometry (indicated by blue arrows in Figure ) are measured to be 2.62 Å, 5.09 Å and 9.09 Å, respectively. Their truncated models are subjected to DFT calculations using the CoGEF technique to simulate the force-induced atropisomerization. The distance between two terminal atoms (the purple lines in Figure ), where force is applied, is fixed. Starting from the equilibrium geometry, this distance is incrementally increased, with the molecule's energy minimized after each step. For all three model mechanophores, elongating the constrained distance results in distortion of the dihedral angle between the benzothiadiazole bridge and the side-arm aryl groups, along with bond elongation along the force transduction axis. Eventually, this leads to a sudden rotation of one side-arm aryl plane around the BBT-aryl  bond, inducing a flip at that chirality axis. As a result, the parent achiral Sa,Ra parallel diarylethenes are transformed into their antiparallel diastereomers. The force-driven rotation for DFT models of M1, M2, and M3 exhibits peak CoGEF Fmax values of 1.22 nN, 0.60 nN, and 0.45 nN, respectively. These results align with the lever-arm hypothesis stating that an increase in the effective length of the lever arm enhances mechanical activity. M3 exhibits the lowest Co-GEF-estimated Fmax value, a further decrease of 25% from M2 in our earlier study, whose Fmax value was already lower than that estimated by CoGEF for other mechanically induced chemical reactions to the best of our knowledge. As a static quantum method, CoGEF neglects the thermal effects and tends to overestimate the peak force Fmax compared to the transition force measured from SMFS experiments (vide infra), but previous studies have validated CoGEF as a useful framework to compare the relative activity of mechanophores.