LAUSR

Abstract 2-(3-(Dimethylamino)propyl)isoindoline-1,3‑dione (DAPID) has been synthesized and utilized to produce 3-(1,3-dioxoisoindolin-2-yl)-N,N-dimethyl propan-1-ammonium perchlorate (DIDAP). Both DAPID and DIDAP were characterized using different spectroscopic techniques. Structure of the DIDAP has been determined using single crystal X-ray diffraction technique. DIDAP found to self assemble in a helical motif in its supramolecular structure with the aid of different hydrogen bonding, Cg•••Cg and short interatomic contacts in the solid state. Shape index and Curvedness surfaces indicated p-stacking with different features in opposed sides of the molecule. Fingerprint plot showed C•••C contacts with similar contributions to the crystal packing in comparison with those associated to hydrogen bonds. Enrichment ratios for H•••H, O•••H and C•••C contacts revealed a high propensity to form in the crystal. The compound DIDAP exhibited anticancer activity against the human hepatomas cell line (Hep G2). The molecular docking study also supports the anticancer activity of the title compound.