Inspired by the initial proposal of σ-bridged donor-acceptor (D-σ-A) single-molecule diodes in 1974, extensive studies over the past 50 years have explored various designs for π-conjugated D-π-A single-molecule diodes due to their feasible chemical synthesis and effective charge transfer. However, the rectification ratio of π-conjugated single-molecule diodes has been long-term limited by the challenge of asymmetric electronic coupling to induce the rectification effect. Here, we present a supramolecular diode constructed through an intramolecular π-π interaction-driven assembly strategy. The asymmetric transmission in this system is tunable via subangström mechanical control, resulting in a rectification ratio of up to 16. Electron transport studies reveal that this through-space D-π-π-A system constructed by the π-π stacking between pyrene (