Some[Arylidenamino]-1,3,4-thiadiazino[6,5b] indoles have been synthesized starting from indole-2,3-dione, thiosemicarbazide and aromatic aldehydes with activating and deactivating groups. Inclusion complexes of these compounds have been prepared with β-cyclodextrin so as increase the solubility and bioaccessibility. Thermodynamic properties like change in free energy, change in enthalpy, change in entropy and stability constant of the inclusion complexes have been determined to know whether the inclusion complex formation is thermodynamically allowed or not. The compounds and their inclusion complexes are also screened againt S.aureus and E.coli.to know the antibacterial activity change after inclusion complex formation The antioxidant activities are also studied.