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Crystal structures of 1-benzenesulfonyl-2-methyl-3-(4-nitrobenzoyl)-2,3-dihydro-1H-indole and 1-benzenesulfonyl-2-methyl-3-[(thiophen-2-yl)carbonyl]-2,3-dihydro-1H-indole
In the title indole derivatives, C(22)H(16)N(2)O(5)S, (I) and C(20)H(15)NO(3)S(2), (II), the sulfonyl-bound phenyl rings are almost orthogonal to the indole ring system, subtending dihedral angles of 88.33 (10) and 87.58 (16)°, respectively. In both compounds, the sulfonyl S atom has a distorted tet...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730317/ https://www.ncbi.nlm.nih.gov/pubmed/29250380 http://dx.doi.org/10.1107/S2056989017012804 |
Sumario: | In the title indole derivatives, C(22)H(16)N(2)O(5)S, (I) and C(20)H(15)NO(3)S(2), (II), the sulfonyl-bound phenyl rings are almost orthogonal to the indole ring system, subtending dihedral angles of 88.33 (10) and 87.58 (16)°, respectively. In both compounds, the sulfonyl S atom has a distorted tetrahedral geometry [O—S—O = 119.98 (9) and N—S—C = 104.01 (8)° for compound (I) and O—S—O = 120.08 (18) and N—S—C = 104.91 (14)° for compound (II)] and the sum of the bond angles at N indicates sp (2) hybridization. The molecules of both (I) and (II) feature intramolecular C—H⋯O hydrogen bonds that generate S(6) ring motifs with the sulfone O atom. In the crystals, molecules of (I) are linked by C—H—O hydrogen bonds, forming R (4) (4)(18) ring motifs while molecules of (II) are linked by C—H—O and C—H—S hydrogen bonds, forming R (2) (2)(12) ring motifs. Compound (II) was refined as an inversion twin. |
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