Influence of Halogen Substituent on the Self-Assembly and Crystal Packing of Multicomponent Crystals Formed from Ethacridine and Meta-Halobenzoic Acids

Crystals

Artur Sikorski¹  Artur Mirocki¹ 

[1] University of Gdańsk, Faculty of Chemistry, W. Stwosza 63, 80-308 Gdańsk, Poland;

关键词: ethacridine;    halobenzoic acids;    intermolecular interactions;    hydrogen bonds;    π–π stacking interactions;    x⋯o halogen bond;    crystal packing;   

DOI  :  10.3390/cryst10020079

来源: DOAJ

【 摘 要 】

In order to determine the influence of halogen substituent on the self-assembly of the 6,9-diamino-2-ethoxyacridinium cations and 3-halobenzoate anions in the crystals formed from ethacridine and halobenzoic acids, the series of ethacridinium meta-halobenzoates dihydrates: ethacridinium 3-chlorobenzoate dihydrate (1), ethacridinium 3-bromobenzoate dihydrate (2), and ethacridinium 3-iodobenzoate dihydrate (3), were synthesized and structurally characterized. Single-crystal X-ray diffraction measurements showed that the title compounds crystallized in the monoclinic P2₁/c space group and are isostructural. In the crystals of title compounds, the ions and water molecules interact via N−H⋯O, O−H⋯O and C−H⋯O hydrogen bonds and π−π stacking interactions to produce blocks. The relationship between the distance X⋯O between the halogen atom (X=Cl, Br, I) of meta-halobenzoate anion and the O-atom from the ethoxy group of cation from neighbouring blocks and crystal packing is observed in the crystals of the title compounds.

【 授权许可】

Unknown