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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...

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Autores principales: Cheng, Dong, Meng, Xiangzhen, Sheng, Zeyuan, Wang, Shuangming, Duan, Yuanyuan, Li, Ziqian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
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).
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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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