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].
Highlights
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-1one, C17H16N2O3, Gp8m, 3-[3-(dimethylamino)phenyl]-1-(3-nitrophenyl)prop2-en-1-one, C17H16N2O3, Hm7m and 1-(3-nitrophenyl)-3-phenylprop-2-en-1one, 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
1,3-diarylprop-2-en-1-ones, are a group of organic molecules containing two aromatic rings joined by an enone backbone
Summary
1,3-diarylprop-2-en-1-ones, are a group of organic molecules containing two aromatic rings joined by an enone backbone. A range of chalcones, functionalized on either aromatic ring, can be readily synthesized via an aldol condensation reaction (Mandge et al, 2007). Torsion angles calculated using the definitions: È1 = C5—C4—C1—C2, È2 = C4—C1—C2—C3 and È3 = C2—C3—C10—C11. Ring twist and fold angles were calculated using the mean planes of the 1- and 3-rings. The crystal structures of these molecules add to the large dataset available for molecules based on the chalcone backbone. These structures add to the small amount of data available for chalcones substituted with a nitro group on the 3-ring
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