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Updated: Oct 3, 2026

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
3,6-Bis(dimethylamino)-10-propylacridinium iodide
1Istituto per la Chimica di Molecole di Interesse Biologico CNR, Via Toiano 6, 80072 Arco-Felice, Napoli, Italy. puliti@chemistry.unina.it
Abstract:
In the title compound, C(20)H(26)N(3)(+) x I(-), the acridinium moiety shows mirror symmetry about the central C-N vector. The fused tricyclic system is only approximately planar and the geometry is affected by the presence of both dimethylamino groups and the propyl substitution at the central N atom. The propyl chain adopts an extended trans conformation and the plane through the chain C atoms is perpendicular to the mean plane through the rings. The I(-) ion is involved in short-range hydrogen-bonding interactions with two centrosymmetrically related cations via three activated acridinium C atoms. Stacks of acridinium cations propagate through the crystal along the c direction. The ring overlap is partial, but the dimethylamino groups also participate in the stacking.
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