Stimuli-responsive materials offer significant potential for high-security encryption, smart sensors, and optoelectronic switching due to their reversible state transitions triggered by external stimuli (temperature, light, or electric fields). Combining quasi-spherical molecular design with chiral engineering, we designed enantiomeric organic amine-borane adduct crystals exhibiting multi-channel switching behavior at room temperature. The strategic introduction of intramolecular hydrogen bonding and chirality in engineered R/S-HQNB crystals successfully enables room-temperature structural phase transitions. This transition is coupled with pronounced on-off switching in dielectric, SHG, and SHG-CD responses, demonstrating practical application potential through ambient-temperature operation, which is rarely documented in pure small molecule organic crystals. This advance establishes a pathway for functional organic materials design and enables chiral optical applications with integrated stimuli-responsive capabilities.