A novel cage-like compound tricyclo[3.3.1.03,7]nonane-2,6-dione was synthesized from bicyclic[3.3.1]non-2,6-dione through bromination, cyclization and reductive debromination. Then its energetic derivative 2,2,6,6-tetranitrotricyclo[3.3.1.03,7]nonane was prepared via oximation and gem-dinitration. It was characterized by Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR), elemental analysis (EA), and single crystal X-ray diffraction (SC-XRD). The thermal stability was determined by differential scanning calorimetry (DSC) and thermogravimetric analysis (TG). The detonation performance was predicted by EXPLO5. The results show that the 2,2,6,6-tetranitrotrycyclo[3.3.1.03,7]nonane crystal belongs to the monoclinic crystal system with the P2/n space group and a crystal density of 1.691 g?cm-3. The onset thermal decomposition temperature was determined to be 186 ℃. The theoretical detonation velocity and detonation pressure were calculated to be 7319 m·s-1 and 21.57 GPa respectively, which is much higher than its adamantane-based homologue 2,2,6,6-tetranitroadamantane. These results indicate that 2,2,6,6-tetranitrotricyclo[3.3.1.03,7]nonane can be used as a new energetic compound, and tricyclo[3.3.1.03,?]nonane-type frameworks have the potential to be applied in constructing new energetic materials.