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Ethyl 4-hydroxy-9-tosyl-9H-carbazole-3-carboxylate
In the title compound, C(22)H(19)NO(5)S, the carbazole skeleton is nearly planar [maximum deviation = 0.043 (1) Å] with the pyrrole ring oriented at dihedral angles of 2.32 (6) and 1.77 (6)° with respect to the adjacent benzene rings. The dihedral angle between the benzene ring of the tosyl group an...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969395/ https://www.ncbi.nlm.nih.gov/pubmed/21582808 http://dx.doi.org/10.1107/S1600536809021035 |
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author | Hökelek, Tuncer Dal, Hakan Tercan, Barış Gülle, Sibel Ergün, Yavuz |
author_facet | Hökelek, Tuncer Dal, Hakan Tercan, Barış Gülle, Sibel Ergün, Yavuz |
author_sort | Hökelek, Tuncer |
collection | PubMed |
description | In the title compound, C(22)H(19)NO(5)S, the carbazole skeleton is nearly planar [maximum deviation = 0.043 (1) Å] with the pyrrole ring oriented at dihedral angles of 2.32 (6) and 1.77 (6)° with respect to the adjacent benzene rings. The dihedral angle between the benzene ring of the tosyl group and the carbazole skeleton is 82.25 (5)°. Intramolecular O—H⋯O hydrogen bonding results in the formation of a planar six-membered ring, which is oriented at a dihedral angle of 3.06 (4)° with respect to the adjacent carbazole skeleton. In the crystal structure, weak intermolecular C—H⋯O interactions link the molecules into infinite chains and π–π contacts between the benzene rings and between the pyrrole and benzene rings [centroid–centroid distances = 3.374 (1) and 3.730 (1) Å, respectively] may further stabilize the structure. A weak C—H⋯π interaction is also present. |
format | Text |
id | pubmed-2969395 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29693952010-12-30 Ethyl 4-hydroxy-9-tosyl-9H-carbazole-3-carboxylate Hökelek, Tuncer Dal, Hakan Tercan, Barış Gülle, Sibel Ergün, Yavuz Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(22)H(19)NO(5)S, the carbazole skeleton is nearly planar [maximum deviation = 0.043 (1) Å] with the pyrrole ring oriented at dihedral angles of 2.32 (6) and 1.77 (6)° with respect to the adjacent benzene rings. The dihedral angle between the benzene ring of the tosyl group and the carbazole skeleton is 82.25 (5)°. Intramolecular O—H⋯O hydrogen bonding results in the formation of a planar six-membered ring, which is oriented at a dihedral angle of 3.06 (4)° with respect to the adjacent carbazole skeleton. In the crystal structure, weak intermolecular C—H⋯O interactions link the molecules into infinite chains and π–π contacts between the benzene rings and between the pyrrole and benzene rings [centroid–centroid distances = 3.374 (1) and 3.730 (1) Å, respectively] may further stabilize the structure. A weak C—H⋯π interaction is also present. International Union of Crystallography 2009-06-06 /pmc/articles/PMC2969395/ /pubmed/21582808 http://dx.doi.org/10.1107/S1600536809021035 Text en © Hökelek et al. 2009 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 | Organic Papers Hökelek, Tuncer Dal, Hakan Tercan, Barış Gülle, Sibel Ergün, Yavuz Ethyl 4-hydroxy-9-tosyl-9H-carbazole-3-carboxylate |
title | Ethyl 4-hydroxy-9-tosyl-9H-carbazole-3-carboxylate |
title_full | Ethyl 4-hydroxy-9-tosyl-9H-carbazole-3-carboxylate |
title_fullStr | Ethyl 4-hydroxy-9-tosyl-9H-carbazole-3-carboxylate |
title_full_unstemmed | Ethyl 4-hydroxy-9-tosyl-9H-carbazole-3-carboxylate |
title_short | Ethyl 4-hydroxy-9-tosyl-9H-carbazole-3-carboxylate |
title_sort | ethyl 4-hydroxy-9-tosyl-9h-carbazole-3-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969395/ https://www.ncbi.nlm.nih.gov/pubmed/21582808 http://dx.doi.org/10.1107/S1600536809021035 |
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