Influence of halogen substituent on the self-assembly and crystal packing of multicomponent crystals formed from ethacridine and meta-halobenzoic acids
Artur Mirocki , Artur Sikorski
AbstractIn 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.
|Journal series||Crystals, ISSN 2073-4352, (N/A 70 pkt)|
|Publication size in sheets||0.5|
|Keywords in English||ethacridine, halobenzoic acids, intermolecular interactions, hydrogen bonds, π–π stacking interactions, X· · · O halogen bond, crystal packing|
|ASJC Classification||; ; ;|
|License||Journal (articles only); published final; ; with publication|
|Score||= 70.0, 26-02-2020, ArticleFromJournal|
|Publication indicators||: 2018 = 0.695; : 2018 = 2.061 (2) - 2018=2.086 (5)|
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