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4-Fluoro-N-methyl-N-(1,2,3,4-tetrahydrocarbazol-3-yl)benzenesulfonamide
In the title compound, C(19)H(19)FN(2)O(2)S, the hydrogenated six-membered ring of the carbazole unit adopts a half-chair conformation and the plane of the fluorophenyl ring forms a dihedral angle of 41.5 (1)° with respect to the carbazole mean plane. The crystal structure is segregated into layers...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969046/ https://www.ncbi.nlm.nih.gov/pubmed/21582475 http://dx.doi.org/10.1107/S160053680900840X |
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author | Rasmussen, Kaspar Gothardt Ulven, Trond Bond, Andrew D. |
author_facet | Rasmussen, Kaspar Gothardt Ulven, Trond Bond, Andrew D. |
author_sort | Rasmussen, Kaspar Gothardt |
collection | PubMed |
description | In the title compound, C(19)H(19)FN(2)O(2)S, the hydrogenated six-membered ring of the carbazole unit adopts a half-chair conformation and the plane of the fluorophenyl ring forms a dihedral angle of 41.5 (1)° with respect to the carbazole mean plane. The crystal structure is segregated into layers containing the carbazole units and fluorophenyl rings in alternate (200) planes. The carbazole units form centrosymmetric face-to-face interactions [interplanar separation = 4.06 (1) Å] and edge-to-face interactions in which the N—H group is directed towards an adjacent carbazole face, with a shortest H⋯C contact of 2.53 Å. The fluorophenyl rings form face-to-face contacts with an approximate interplanar separation of 3.75 Å and a centroid–centroid distance of 4.73 (1) Å. |
format | Text |
id | pubmed-2969046 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29690462010-12-30 4-Fluoro-N-methyl-N-(1,2,3,4-tetrahydrocarbazol-3-yl)benzenesulfonamide Rasmussen, Kaspar Gothardt Ulven, Trond Bond, Andrew D. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(19)H(19)FN(2)O(2)S, the hydrogenated six-membered ring of the carbazole unit adopts a half-chair conformation and the plane of the fluorophenyl ring forms a dihedral angle of 41.5 (1)° with respect to the carbazole mean plane. The crystal structure is segregated into layers containing the carbazole units and fluorophenyl rings in alternate (200) planes. The carbazole units form centrosymmetric face-to-face interactions [interplanar separation = 4.06 (1) Å] and edge-to-face interactions in which the N—H group is directed towards an adjacent carbazole face, with a shortest H⋯C contact of 2.53 Å. The fluorophenyl rings form face-to-face contacts with an approximate interplanar separation of 3.75 Å and a centroid–centroid distance of 4.73 (1) Å. International Union of Crystallography 2009-03-11 /pmc/articles/PMC2969046/ /pubmed/21582475 http://dx.doi.org/10.1107/S160053680900840X Text en © Rasmussen 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 Rasmussen, Kaspar Gothardt Ulven, Trond Bond, Andrew D. 4-Fluoro-N-methyl-N-(1,2,3,4-tetrahydrocarbazol-3-yl)benzenesulfonamide |
title | 4-Fluoro-N-methyl-N-(1,2,3,4-tetrahydrocarbazol-3-yl)benzenesulfonamide |
title_full | 4-Fluoro-N-methyl-N-(1,2,3,4-tetrahydrocarbazol-3-yl)benzenesulfonamide |
title_fullStr | 4-Fluoro-N-methyl-N-(1,2,3,4-tetrahydrocarbazol-3-yl)benzenesulfonamide |
title_full_unstemmed | 4-Fluoro-N-methyl-N-(1,2,3,4-tetrahydrocarbazol-3-yl)benzenesulfonamide |
title_short | 4-Fluoro-N-methyl-N-(1,2,3,4-tetrahydrocarbazol-3-yl)benzenesulfonamide |
title_sort | 4-fluoro-n-methyl-n-(1,2,3,4-tetrahydrocarbazol-3-yl)benzenesulfonamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969046/ https://www.ncbi.nlm.nih.gov/pubmed/21582475 http://dx.doi.org/10.1107/S160053680900840X |
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