Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenylsulfonyl-1H-indole, 4-phenylsulfonyl-3H,4H-cyclopenta[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitrophenyl)ethenyl]-1-phenylsulfonyl-1H-indol-3-yl}ethan-1-one chloroform monosolvate
The title compounds, C17H13NO2S, (I), C17H13NO3S, (II), and C24H17ClN2O5S·CHCl3, (III), are indole derivatives. Compounds (I) and (II) crystalize with two independent molecules in the asymmetric unit. The indole ring systems in all three structures deviate only slightly from planarity, with dihedral...
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| Language: | English |
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International Union of Crystallography
2015-09-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989015014917 |
| _version_ | 1819294749804199936 |
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| author | S. Gopinath K. Sethusankar Bose Muthu Ramalingam Arasambattu K. Mohanakrishnan |
| author_facet | S. Gopinath K. Sethusankar Bose Muthu Ramalingam Arasambattu K. Mohanakrishnan |
| author_sort | S. Gopinath |
| collection | DOAJ |
| description | The title compounds, C17H13NO2S, (I), C17H13NO3S, (II), and C24H17ClN2O5S·CHCl3, (III), are indole derivatives. Compounds (I) and (II) crystalize with two independent molecules in the asymmetric unit. The indole ring systems in all three structures deviate only slightly from planarity, with dihedral angles between the planes of the pyrrole and benzene rings spanning the tight range 0.20 (9)–1.65 (9)°. These indole ring systems, in turn, are almost orthogonal to the phenylsulfonyl rings [range of dihedral angles between mean planes = 77.21 (8)–89.26 (8)°]. In the three compounds, the molecular structure is stabilized by intramolecular C—H...O hydrogen bonds, generating S(6) ring motifs with the sulfone O atom. In compounds (I) and (II), the two independent molecules are linked by C—H...O hydrogen bonds and C—H...π interactions, while in compound (III), the molecules are linked by C—H...O hydrogen bonds, generating R22(22) inversion dimers. |
| first_indexed | 2024-12-24T04:31:16Z |
| format | Article |
| id | doaj.art-e31ff855b6ff4844977345e499efb5bf |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-24T04:31:16Z |
| publishDate | 2015-09-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-e31ff855b6ff4844977345e499efb5bf2022-12-21T17:15:25ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902015-09-017191036104110.1107/S2056989015014917bg2558Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenylsulfonyl-1H-indole, 4-phenylsulfonyl-3H,4H-cyclopenta[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitrophenyl)ethenyl]-1-phenylsulfonyl-1H-indol-3-yl}ethan-1-one chloroform monosolvateS. Gopinath0K. Sethusankar1Bose Muthu Ramalingam2Arasambattu K. Mohanakrishnan3Department of Physics, RKM Vivekananda College (Autonomous), Chennai 600 004, IndiaDepartment of Physics, RKM Vivekananda College (Autonomous), Chennai 600 004, IndiaDepartment of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, IndiaDepartment of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, IndiaThe title compounds, C17H13NO2S, (I), C17H13NO3S, (II), and C24H17ClN2O5S·CHCl3, (III), are indole derivatives. Compounds (I) and (II) crystalize with two independent molecules in the asymmetric unit. The indole ring systems in all three structures deviate only slightly from planarity, with dihedral angles between the planes of the pyrrole and benzene rings spanning the tight range 0.20 (9)–1.65 (9)°. These indole ring systems, in turn, are almost orthogonal to the phenylsulfonyl rings [range of dihedral angles between mean planes = 77.21 (8)–89.26 (8)°]. In the three compounds, the molecular structure is stabilized by intramolecular C—H...O hydrogen bonds, generating S(6) ring motifs with the sulfone O atom. In compounds (I) and (II), the two independent molecules are linked by C—H...O hydrogen bonds and C—H...π interactions, while in compound (III), the molecules are linked by C—H...O hydrogen bonds, generating R22(22) inversion dimers.http://scripts.iucr.org/cgi-bin/paper?S2056989015014917crystal structurephenylsulfonylindole derivativeshydrogen bonding |
| spellingShingle | S. Gopinath K. Sethusankar Bose Muthu Ramalingam Arasambattu K. Mohanakrishnan Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenylsulfonyl-1H-indole, 4-phenylsulfonyl-3H,4H-cyclopenta[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitrophenyl)ethenyl]-1-phenylsulfonyl-1H-indol-3-yl}ethan-1-one chloroform monosolvate Acta Crystallographica Section E: Crystallographic Communications crystal structure phenylsulfonyl indole derivatives hydrogen bonding |
| title | Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenylsulfonyl-1H-indole, 4-phenylsulfonyl-3H,4H-cyclopenta[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitrophenyl)ethenyl]-1-phenylsulfonyl-1H-indol-3-yl}ethan-1-one chloroform monosolvate |
| title_full | Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenylsulfonyl-1H-indole, 4-phenylsulfonyl-3H,4H-cyclopenta[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitrophenyl)ethenyl]-1-phenylsulfonyl-1H-indol-3-yl}ethan-1-one chloroform monosolvate |
| title_fullStr | Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenylsulfonyl-1H-indole, 4-phenylsulfonyl-3H,4H-cyclopenta[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitrophenyl)ethenyl]-1-phenylsulfonyl-1H-indol-3-yl}ethan-1-one chloroform monosolvate |
| title_full_unstemmed | Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenylsulfonyl-1H-indole, 4-phenylsulfonyl-3H,4H-cyclopenta[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitrophenyl)ethenyl]-1-phenylsulfonyl-1H-indol-3-yl}ethan-1-one chloroform monosolvate |
| title_short | Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenylsulfonyl-1H-indole, 4-phenylsulfonyl-3H,4H-cyclopenta[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitrophenyl)ethenyl]-1-phenylsulfonyl-1H-indol-3-yl}ethan-1-one chloroform monosolvate |
| title_sort | crystal structures of three indole derivatives 3 ethnyl 2 methyl 1 phenylsulfonyl 1h indole 4 phenylsulfonyl 3h 4h cyclopenta b indol 1 2h one and 1 2 e 2 5 chloro 2 nitrophenyl ethenyl 1 phenylsulfonyl 1h indol 3 yl ethan 1 one chloroform monosolvate |
| topic | crystal structure phenylsulfonyl indole derivatives hydrogen bonding |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989015014917 |
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