Synthesis, crystal structure elucidation and interactions in 1,2,4,5-tetraazaspiro[5.5]undecane-3-thione:Hirshfeld surface analysis, 2d fingerprint plots and 3D energy framework calculations

Abstract

• 1,2,4,5-tetraazaspiro[5.5]undecane-3-thione was synthesized and characterized by Spectroscopic techniques ( 1 H, 13 C NMR, FT-IR, UV). • Crystal structure elucidation of 1,2,4,5-tetraazaspiro[5.5]undecane-3-thione was done using single crystal X-ray crystallography. • Intermolecular interactions were quantified and located by 2D fingerprint plots via Hirshfeld surface analysis. • 3D energy framework calculations for intermolecular interaction energies were estimated. In this research, crystals of 1,2,4,5-tetraazaspiro[5.5]undecane-3-thione were synthesized and crystallized by slow evaporation solution technique. Synthesized compound was characterized by various physicochemical and modern spectroscopic techniques (FT-IR spectroscopy, 1 H, 13 C NMR and UV-Vis absorption) as well as single crystal X-ray crystallography. Single crystal X-ray diffraction analysis reveals that crystal belongs to monoclinic system with cell dimensions: a = 10.9818 (11) Å, b = 7.0629 (7) Å, c = 12.0194 (12) Å, α = 90°, β = 104.189° (3), γ = 90° and V = 903.82 (16) Å 3 . The empty space and intermolecular connections in crystal lattices were analysed using void mapping and Hirshfeld surface analysis respectively. Percent contribution of some important intermolecular interactions such as H•••H, S•••H/H•••S and N•••H/H•••N and their impact on crystal packing are shown in 2D fingerprint plots. The 3D-topology of crystal packing was analysed and shown using 3D energy framework analysis.