Structural insight into the interactions between a cationic dye and an anionic surfactant in crystals of 9-aminoacridinium dodecyl sulfate

• 9-Aminoacridinium dodecyl sulfate was synthesized and structurally characterized.
• A new type of self-assembled monolayer of dodecyl sulfate in the crystals was identified.
• An analysis of the dye-surfactant interactions in the crystal packing was carried out.

9-Aminoacridinium dodecyl sulfate, a salt consisting of a cationic dye and an anionic surfactant, was synthesized and structurally characterized. In the crystal packing, dodecyl sulfate anions interact via weak C–H⋯O hydrogen bonds and van der Waals interactions to form monolayers. These monolayers have a corrugated surface in which shallow and deep grooves are distinguishable. 9-Aminoacridinium cations form π-stacking columns, which are located in these grooves, and interact with dodecyl sulfate monolayers via N–H⋯O and C–H⋯O hydrogen bonds. The monolayers of dodecyl sulfate ions observed in the crystal structure of the title compound represent a new type of self-assembled monolayers of this surfactant in the crystals.

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