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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]...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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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]. |
format | Online Article Text |
id | pubmed-7534226 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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