Crystal structures of three functionalized chalcones: 4'-di-methyl-amino-3-nitro-chalcone, 3-di-methyl-amino-3'-nitrochalcone and 3'-nitro-chalcone

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

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Abstract

The structure of three functionalized chalcones (1,3-di-aryl-prop-2-en-1-ones), containing combinations of nitro and di-methyl-amino functional groups, are presented, namely, 1-[4-(di-methyl-amino)-phen-yl]-3-(3-nitro-phen-yl)prop-2-en-1-one, C17H16N2O3, Gp8m, 3-[3-(di-methyl-amino)-phen-yl]-1-(3-nitro-phen-yl)prop-2-en-1-one, C17H16N2O3, Hm7m and 1-(3-nitro-phen-yl)-3-phenyl-prop-2-en-1-one, C15H11NO3, Hm1-. Each of the mol-ecules contains bonding motifs seen in previously solved crystal structures of functionalized chalcones, adding to the large dataset available for these small organic mol-ecules. The structures of all three of the title compounds contain similar bonding motifs, resulting in two-dimensional planes of mol-ecules formed via C-H⋯O hydrogen-bonding inter-actions 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].

Original languageEnglish
Pages (from-to)1599-1604
Number of pages6
JournalActa Crystallographica Section E: Crystallographic Communications
VolumeE76
DOIs
Publication statusPublished - 1 Oct 2020

Keywords

  • chalcone
  • dimethylamino
  • nitro
  • crystal structure

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