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3-(9H-Carbazol-9-yl)-2H-chromen-2-one
The title compound, C(21)H(13)NO(2), was prepared as an example of a new synthesis of carbazoles from a cyclic dibenzo-iodolium salt via a twofold Pd-catalysed arylation of a primary amine. The two essentially planar π-subsystems [maximum deviations from the mean square plane of 0.038 (2) Å in the...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200909/ https://www.ncbi.nlm.nih.gov/pubmed/22059044 http://dx.doi.org/10.1107/S1600536811034660 |
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author | Letessier, Julien Schollmeyer, Dieter Detert, Heiner |
author_facet | Letessier, Julien Schollmeyer, Dieter Detert, Heiner |
author_sort | Letessier, Julien |
collection | PubMed |
description | The title compound, C(21)H(13)NO(2), was prepared as an example of a new synthesis of carbazoles from a cyclic dibenzo-iodolium salt via a twofold Pd-catalysed arylation of a primary amine. The two essentially planar π-subsystems [maximum deviations from the mean square plane of 0.038 (2) Å in the carbazole and 0.059 (2) Å in the coumarine unit] open a dihedral angle of 63.05 (4)°. Two molecules form a centrosymmetrical pair connected via π–π interactions between the pyrrole and pyrone rings [centroid–centroid distance = 3.882 (1) Å] and one benzene of the carbazole and the pyrone unit [centroid–centroid distance 3.824 (1) Å]. The lattice is stabilized by C—H⋯O bridging to both coumarin O atoms. |
format | Online Article Text |
id | pubmed-3200909 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32009092011-11-06 3-(9H-Carbazol-9-yl)-2H-chromen-2-one Letessier, Julien Schollmeyer, Dieter Detert, Heiner Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(21)H(13)NO(2), was prepared as an example of a new synthesis of carbazoles from a cyclic dibenzo-iodolium salt via a twofold Pd-catalysed arylation of a primary amine. The two essentially planar π-subsystems [maximum deviations from the mean square plane of 0.038 (2) Å in the carbazole and 0.059 (2) Å in the coumarine unit] open a dihedral angle of 63.05 (4)°. Two molecules form a centrosymmetrical pair connected via π–π interactions between the pyrrole and pyrone rings [centroid–centroid distance = 3.882 (1) Å] and one benzene of the carbazole and the pyrone unit [centroid–centroid distance 3.824 (1) Å]. The lattice is stabilized by C—H⋯O bridging to both coumarin O atoms. International Union of Crystallography 2011-08-27 /pmc/articles/PMC3200909/ /pubmed/22059044 http://dx.doi.org/10.1107/S1600536811034660 Text en © Letessier et al. 2011 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 Letessier, Julien Schollmeyer, Dieter Detert, Heiner 3-(9H-Carbazol-9-yl)-2H-chromen-2-one |
title | 3-(9H-Carbazol-9-yl)-2H-chromen-2-one |
title_full | 3-(9H-Carbazol-9-yl)-2H-chromen-2-one |
title_fullStr | 3-(9H-Carbazol-9-yl)-2H-chromen-2-one |
title_full_unstemmed | 3-(9H-Carbazol-9-yl)-2H-chromen-2-one |
title_short | 3-(9H-Carbazol-9-yl)-2H-chromen-2-one |
title_sort | 3-(9h-carbazol-9-yl)-2h-chromen-2-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200909/ https://www.ncbi.nlm.nih.gov/pubmed/22059044 http://dx.doi.org/10.1107/S1600536811034660 |
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