Crystal structures of three functionalized chalcones: 4′-dimethylamino-3-nitrochalcone, 3-dimethylamino-3′-nitrochalcone and 3′-nitrochalcone

Author:

Hall Charlie L.,Hamilton VictoriaORCID,Potticary JasonORCID,Cremeens Matthew E.,Pridmore Natalie E.,Sparkes Hazel A.,D'ambruoso Gemma D.,Warren Stephen D.,Matsumoto Masaomi,Hall Simon R.

Abstract

The structure of three functionalized chalcones (1,3-diarylprop-2-en-1-ones), containing combinations of nitro and dimethylamino functional groups, are presented, namely, 1-[4-(dimethylamino)phenyl]-3-(3-nitrophenyl)prop-2-en-1-one, C17H16N2O3, Gp8m, 3-[3-(dimethylamino)phenyl]-1-(3-nitrophenyl)prop-2-en-1-one, C17H16N2O3, Hm7m and 1-(3-nitrophenyl)-3-phenylprop-2-en-1-one, C15H11NO3, Hm1-. Each of the molecules contains bonding motifs seen in previously solved crystal structures of functionalized chalcones, adding to the large dataset available for these small organic molecules. The structures of all three of the title compounds contain similar bonding motifs, resulting in two-dimensional planes of molecules formed via C—H...O hydrogen-bonding interactions involving the nitro- and ketone groups. The structure of Hm1- is very similar to the crystal structure of a previously solved isomer [Jing (2009). Acta Cryst. E65, o2510].

Funder

EPSRC

European Union's Horizon 2020 Research and Innovation Programme

Publisher

International Union of Crystallography (IUCr)

Subject

Condensed Matter Physics,General Materials Science,General Chemistry

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