Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Letessier, Julien, Schollmeyer, Dieter, Detert, Heiner
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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
_version_ 1782214777010913280
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
work_keys_str_mv AT letessierjulien 39hcarbazol9yl2hchromen2one
AT schollmeyerdieter 39hcarbazol9yl2hchromen2one
AT detertheiner 39hcarbazol9yl2hchromen2one