The structures of the title Indeno-imidazole compounds, have been determined by FTIR, NMR, mass and single crystal X-ray diffraction. 3a,8a-Dihydroxy-1-phenyl-1,3,3a,8a-tetrahydro-indeno[1,2- d]imidazole-2,8-dione (1) crystallizes in the monoclinic, space group P2₁/c with a = 12.0913(7) Å, b = 5.7204(3) Å, c = 19.8168(11) Å, α = 90.00◦, β = 103.6650(10)◦,γ = 90.00◦, V = 1331.87(13) ų, Z = 4; while 3a,8a-Dihydroxy-1-phenyl-2-thioxo-2,3,3a,8a-tetrahydro-1H-indeno[1,2-d]imidazol-8-one (2) crystallizes in the monoclinic, space group P2₁/c with a = 11.0101(5) Å, b = 6.8421(3) Å, c = 21.1243(9) Å, α = 90.00◦, β = 110.771(2)◦,γ = 90.00◦, V = 1487.91(11) ų, Z = 4. Solid-state crystal structures of compounds 1 and 2 are presented here in terms of crystal engineering and supramolecular chemistry. Replacement of oxygen atom of compound 1 by sulfur atom in compound 2 forced compound 2 to hold water molecules and formed the hydrated form.