5,11-Dimethyl-6,12-dimeth­oxy­indolo[3,2-b]carbazole

The title compound, C(22)H(20)N(2)O(2), was prepared in a twofold Cadogan cyclization followed by double N-methyl­ation. The crystal structure is characterized by a zigzag arrangement of centrosymmetric mol­ecules. The indolocarbazole framework is essentially planar [maximum deviation = 0.028 (2) Å]...

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Autores principales: Wrobel, Norma, Witulski, Bernhard, Schollmeyer, Dieter, Detert, Heiner
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569787/
https://www.ncbi.nlm.nih.gov/pubmed/23424533
http://dx.doi.org/10.1107/S1600536813001463
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author Wrobel, Norma
Witulski, Bernhard
Schollmeyer, Dieter
Detert, Heiner
author_facet Wrobel, Norma
Witulski, Bernhard
Schollmeyer, Dieter
Detert, Heiner
author_sort Wrobel, Norma
collection PubMed
description The title compound, C(22)H(20)N(2)O(2), was prepared in a twofold Cadogan cyclization followed by double N-methyl­ation. The crystal structure is characterized by a zigzag arrangement of centrosymmetric mol­ecules. The indolocarbazole framework is essentially planar [maximum deviation = 0.028 (2) Å] and the meth­oxy groups are orthogonal to this plane [C—C—O—C torsion angle = −88.2 (2)°]. The lengths of the C—N bonds are nearly identical and all C—C bonds of the pyrrole subunit are significantly longer than the C—C bonds in the benzene rings.
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spelling pubmed-35697872013-02-19 5,11-Dimethyl-6,12-dimeth­oxy­indolo[3,2-b]carbazole Wrobel, Norma Witulski, Bernhard Schollmeyer, Dieter Detert, Heiner Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(22)H(20)N(2)O(2), was prepared in a twofold Cadogan cyclization followed by double N-methyl­ation. The crystal structure is characterized by a zigzag arrangement of centrosymmetric mol­ecules. The indolocarbazole framework is essentially planar [maximum deviation = 0.028 (2) Å] and the meth­oxy groups are orthogonal to this plane [C—C—O—C torsion angle = −88.2 (2)°]. The lengths of the C—N bonds are nearly identical and all C—C bonds of the pyrrole subunit are significantly longer than the C—C bonds in the benzene rings. International Union of Crystallography 2013-01-19 /pmc/articles/PMC3569787/ /pubmed/23424533 http://dx.doi.org/10.1107/S1600536813001463 Text en © Wrobel et al. 2013 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
Wrobel, Norma
Witulski, Bernhard
Schollmeyer, Dieter
Detert, Heiner
5,11-Dimethyl-6,12-dimeth­oxy­indolo[3,2-b]carbazole
title 5,11-Dimethyl-6,12-dimeth­oxy­indolo[3,2-b]carbazole
title_full 5,11-Dimethyl-6,12-dimeth­oxy­indolo[3,2-b]carbazole
title_fullStr 5,11-Dimethyl-6,12-dimeth­oxy­indolo[3,2-b]carbazole
title_full_unstemmed 5,11-Dimethyl-6,12-dimeth­oxy­indolo[3,2-b]carbazole
title_short 5,11-Dimethyl-6,12-dimeth­oxy­indolo[3,2-b]carbazole
title_sort 5,11-dimethyl-6,12-dimeth­oxy­indolo[3,2-b]carbazole
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569787/
https://www.ncbi.nlm.nih.gov/pubmed/23424533
http://dx.doi.org/10.1107/S1600536813001463
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AT witulskibernhard 511dimethyl612dimethoxyindolo32bcarbazole
AT schollmeyerdieter 511dimethyl612dimethoxyindolo32bcarbazole
AT detertheiner 511dimethyl612dimethoxyindolo32bcarbazole

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