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


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.
Author Artur Mirocki (FCh/DPCh/PK)
Artur Mirocki,,
- Pracownia Krystalochemii
, Artur Sikorski (FCh/DPCh/PK)
Artur Sikorski,,
- Pracownia Krystalochemii
Journal seriesCrystals, ISSN 2073-4352, (N/A 70 pkt)
Issue year2020
Publication size in sheets0.50
Article number79
Keywords in Englishethacridine, halobenzoic acids, intermolecular interactions, hydrogen bonds, π–π stacking interactions, X· · · O halogen bond, crystal packing
ASJC Classification1500 General Chemical Engineering; 1604 Inorganic Chemistry; 2500 General Materials Science; 3104 Condensed Matter Physics
Languageen angielski
LicenseJournal (articles only); published final; Uznanie Autorstwa (CC-BY); with publication
Score (nominal)70
Score sourcejournalList
ScoreMinisterial score = 70.0, 31-05-2020, ArticleFromJournal
Publication indicators WoS Citations = 0.000; Scopus SNIP (Source Normalised Impact per Paper): 2018 = 0.695; WoS Impact Factor: 2018 = 2.061 (2) - 2018=2.086 (5)
Citation count*1 (2020-07-17)
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