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

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, C(17)H(16)N(2)O(3), Gp8m, 3-[3-(di­methyl­amino)­phen­yl]...

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Autores principales: Hall, Charlie L., Hamilton, Victoria, Potticary, Jason, Cremeens, Matthew E., Pridmore, Natalie E., Sparkes, Hazel A., D’ambruoso, Gemma D., Warren, Stephen D., Matsumoto, Masaomi, Hall, Simon R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534226/
https://www.ncbi.nlm.nih.gov/pubmed/33117572
http://dx.doi.org/10.1107/S2056989020011858
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author Hall, Charlie L.
Hamilton, Victoria
Potticary, Jason
Cremeens, Matthew E.
Pridmore, Natalie E.
Sparkes, Hazel A.
D’ambruoso, Gemma D.
Warren, Stephen D.
Matsumoto, Masaomi
Hall, Simon R.
author_facet Hall, Charlie L.
Hamilton, Victoria
Potticary, Jason
Cremeens, Matthew E.
Pridmore, Natalie E.
Sparkes, Hazel A.
D’ambruoso, Gemma D.
Warren, Stephen D.
Matsumoto, Masaomi
Hall, Simon R.
author_sort Hall, Charlie L.
collection PubMed
description 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, C(17)H(16)N(2)O(3), Gp8m, 3-[3-(di­methyl­amino)­phen­yl]-1-(3-nitro­phen­yl)prop-2-en-1-one, C(17)H(16)N(2)O(3), Hm7m and 1-(3-nitro­phen­yl)-3-phenyl­prop-2-en-1-one, C(15)H(11)NO(3), 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].
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spelling pubmed-75342262020-10-27 Crystal structures of three functionalized chalcones: 4′-di­methyl­amino-3-nitro­chalcone, 3-di­methyl­amino-3′-nitrochalcone and 3′-nitro­chalcone Hall, Charlie L. Hamilton, Victoria Potticary, Jason Cremeens, Matthew E. Pridmore, Natalie E. Sparkes, Hazel A. D’ambruoso, Gemma D. Warren, Stephen D. Matsumoto, Masaomi Hall, Simon R. Acta Crystallogr E Crystallogr Commun Research Communications 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, C(17)H(16)N(2)O(3), Gp8m, 3-[3-(di­methyl­amino)­phen­yl]-1-(3-nitro­phen­yl)prop-2-en-1-one, C(17)H(16)N(2)O(3), Hm7m and 1-(3-nitro­phen­yl)-3-phenyl­prop-2-en-1-one, C(15)H(11)NO(3), 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]. International Union of Crystallography 2020-09-04 /pmc/articles/PMC7534226/ /pubmed/33117572 http://dx.doi.org/10.1107/S2056989020011858 Text en © Hall et al. 2020 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Hall, Charlie L.
Hamilton, Victoria
Potticary, Jason
Cremeens, Matthew E.
Pridmore, Natalie E.
Sparkes, Hazel A.
D’ambruoso, Gemma D.
Warren, Stephen D.
Matsumoto, Masaomi
Hall, Simon R.
Crystal structures of three functionalized chalcones: 4′-di­methyl­amino-3-nitro­chalcone, 3-di­methyl­amino-3′-nitrochalcone and 3′-nitro­chalcone
title Crystal structures of three functionalized chalcones: 4′-di­methyl­amino-3-nitro­chalcone, 3-di­methyl­amino-3′-nitrochalcone and 3′-nitro­chalcone
title_full Crystal structures of three functionalized chalcones: 4′-di­methyl­amino-3-nitro­chalcone, 3-di­methyl­amino-3′-nitrochalcone and 3′-nitro­chalcone
title_fullStr Crystal structures of three functionalized chalcones: 4′-di­methyl­amino-3-nitro­chalcone, 3-di­methyl­amino-3′-nitrochalcone and 3′-nitro­chalcone
title_full_unstemmed Crystal structures of three functionalized chalcones: 4′-di­methyl­amino-3-nitro­chalcone, 3-di­methyl­amino-3′-nitrochalcone and 3′-nitro­chalcone
title_short Crystal structures of three functionalized chalcones: 4′-di­methyl­amino-3-nitro­chalcone, 3-di­methyl­amino-3′-nitrochalcone and 3′-nitro­chalcone
title_sort crystal structures of three functionalized chalcones: 4′-di­methyl­amino-3-nitro­chalcone, 3-di­methyl­amino-3′-nitrochalcone and 3′-nitro­chalcone
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534226/
https://www.ncbi.nlm.nih.gov/pubmed/33117572
http://dx.doi.org/10.1107/S2056989020011858
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