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Crystal structures of (E)-3-(furan-2-yl)-2-phenyl-N-tosylacrylamide and (E)-3-phenyl-2-(m-tolyl)-N-tosylacrylamide
In the title N-tosylacrylamide compounds, C(20)H(17)NO(4)S, (I), and C(23)H(21)NO(3)S, (II), the conformation about the C=C bond is E. The acrylamide groups, [–NH—C(=O)—C=C–], are almost planar, with the N—C—C=C torsion angle being −170.18 (14)° in (I) and −168.01 (17)° in (II). In (I), the furan...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908551/ https://www.ncbi.nlm.nih.gov/pubmed/27308045 http://dx.doi.org/10.1107/S2056989016007611 |
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author | Cheng, Dong Meng, Xiangzhen Sheng, Zeyuan Wang, Shuangming Duan, Yuanyuan Li, Ziqian |
author_facet | Cheng, Dong Meng, Xiangzhen Sheng, Zeyuan Wang, Shuangming Duan, Yuanyuan Li, Ziqian |
author_sort | Cheng, Dong |
collection | PubMed |
description | In the title N-tosylacrylamide compounds, C(20)H(17)NO(4)S, (I), and C(23)H(21)NO(3)S, (II), the conformation about the C=C bond is E. The acrylamide groups, [–NH—C(=O)—C=C–], are almost planar, with the N—C—C=C torsion angle being −170.18 (14)° in (I) and −168.01 (17)° in (II). In (I), the furan, phenyl and 4-methylbenzene rings are inclined to the acrylamide mean plane by 26.47 (11), 69.01 (8) and 82.49 (9)°, respectively. In (II), the phenyl, 3-methylbenzene and 4-methylbenzene rings are inclined to the acrylamide mean plane by 11.61 (10), 78.44 (10) and 78.24 (10)°, respectively. There is an intramolecular C—H⋯π interaction present in compound (II). In the crystals of both compounds, molecules are linked by pairs of N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(8) ring motif. In (I), the dimers are reinforced by C—H⋯O hydrogen bonds and linked by C—H⋯π interactions, forming chains along [011]. In the crystal of (II), the dimers are linked via C—H⋯O hydrogen bonds, forming chains along [100]. The chains are further linked by C—H⋯π interactions, forming layers parallel to (010). |
format | Online Article Text |
id | pubmed-4908551 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-49085512016-06-15 Crystal structures of (E)-3-(furan-2-yl)-2-phenyl-N-tosylacrylamide and (E)-3-phenyl-2-(m-tolyl)-N-tosylacrylamide Cheng, Dong Meng, Xiangzhen Sheng, Zeyuan Wang, Shuangming Duan, Yuanyuan Li, Ziqian Acta Crystallogr E Crystallogr Commun Research Communications In the title N-tosylacrylamide compounds, C(20)H(17)NO(4)S, (I), and C(23)H(21)NO(3)S, (II), the conformation about the C=C bond is E. The acrylamide groups, [–NH—C(=O)—C=C–], are almost planar, with the N—C—C=C torsion angle being −170.18 (14)° in (I) and −168.01 (17)° in (II). In (I), the furan, phenyl and 4-methylbenzene rings are inclined to the acrylamide mean plane by 26.47 (11), 69.01 (8) and 82.49 (9)°, respectively. In (II), the phenyl, 3-methylbenzene and 4-methylbenzene rings are inclined to the acrylamide mean plane by 11.61 (10), 78.44 (10) and 78.24 (10)°, respectively. There is an intramolecular C—H⋯π interaction present in compound (II). In the crystals of both compounds, molecules are linked by pairs of N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(8) ring motif. In (I), the dimers are reinforced by C—H⋯O hydrogen bonds and linked by C—H⋯π interactions, forming chains along [011]. In the crystal of (II), the dimers are linked via C—H⋯O hydrogen bonds, forming chains along [100]. The chains are further linked by C—H⋯π interactions, forming layers parallel to (010). International Union of Crystallography 2016-05-10 /pmc/articles/PMC4908551/ /pubmed/27308045 http://dx.doi.org/10.1107/S2056989016007611 Text en © Cheng et al. 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Cheng, Dong Meng, Xiangzhen Sheng, Zeyuan Wang, Shuangming Duan, Yuanyuan Li, Ziqian Crystal structures of (E)-3-(furan-2-yl)-2-phenyl-N-tosylacrylamide and (E)-3-phenyl-2-(m-tolyl)-N-tosylacrylamide |
title | Crystal structures of (E)-3-(furan-2-yl)-2-phenyl-N-tosylacrylamide and (E)-3-phenyl-2-(m-tolyl)-N-tosylacrylamide |
title_full | Crystal structures of (E)-3-(furan-2-yl)-2-phenyl-N-tosylacrylamide and (E)-3-phenyl-2-(m-tolyl)-N-tosylacrylamide |
title_fullStr | Crystal structures of (E)-3-(furan-2-yl)-2-phenyl-N-tosylacrylamide and (E)-3-phenyl-2-(m-tolyl)-N-tosylacrylamide |
title_full_unstemmed | Crystal structures of (E)-3-(furan-2-yl)-2-phenyl-N-tosylacrylamide and (E)-3-phenyl-2-(m-tolyl)-N-tosylacrylamide |
title_short | Crystal structures of (E)-3-(furan-2-yl)-2-phenyl-N-tosylacrylamide and (E)-3-phenyl-2-(m-tolyl)-N-tosylacrylamide |
title_sort | crystal structures of (e)-3-(furan-2-yl)-2-phenyl-n-tosylacrylamide and (e)-3-phenyl-2-(m-tolyl)-n-tosylacrylamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908551/ https://www.ncbi.nlm.nih.gov/pubmed/27308045 http://dx.doi.org/10.1107/S2056989016007611 |
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