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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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Detalles Bibliográficos
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
Descripción
Sumario: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).