Author/Authors :
Hall, Charlie L. School of Chemistry - University of Bristol, England , Hamilton, Victoria School of Chemistry - University of Bristol, England , Potticary, Jason School of Chemistry - University of Bristol, England , Cremeens, Matthew E. Department of Chemistry & Biochemistry - Gonzaga University, USA , Pridmore, Natalie E. School of Chemistry - University of Bristol, England , Sparkes, Hazel A. School of Chemistry - University of Bristol, England , D'ambruoso, Gemma D. Department of Chemistry & Biochemistry - Gonzaga University, USA , Warren, Stephen D. Department of Chemistry & Biochemistry - Gonzaga University, USA , Matsumoto, Masaomi Department of Chemistry & Biochemistry - Gonzaga University, USA , Hall, Simon R. School of Chemistry - University of Bristol, England
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[Jing, L.-H. (2009). Acta Cryst. E65, o2510.]). Acta Cryst. E65, o2510].