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Crystal structures of three functionalized chalcones: 40-dimethylamino-3-nitrochalcone, 3-dimethylamino-30-nitrochalcone and 30-nitro-chalcone

  • Charlie L. Hallb(Author)
    ,
  • Victoria Hamiltonb(Author)
    ,
  • Jason Potticaryb(Author)
    ,
  • ,
  • Natalie E. Pridmoreb(Author)
    ,
  • Hazel A. Sparkesb(Author)
Research Output: Contribution to journal Article Peer-review

Open access

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].