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The title compound [systematic name: 1-meth­oxy-2-(3-methyl­but-2-en­yl)-9H-carbazole-3-carbaldehyde], C(19)H(19)NO(2), is a natural carbazole which was isolated from the twigs of Clausena lansium. The carbazole ring system is essentially planar with a mean deviation of 0.0068 (10) Å. The aldehyde s...

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Autores principales: Fun, Hoong-Kun, Maneerat, Wisanu, Laphookhieo, Surat, Chantrapromma, Suchada
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970378/
https://www.ncbi.nlm.nih.gov/pubmed/21577947
http://dx.doi.org/10.1107/S1600536809036915
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author Fun, Hoong-Kun
Maneerat, Wisanu
Laphookhieo, Surat
Chantrapromma, Suchada
author_facet Fun, Hoong-Kun
Maneerat, Wisanu
Laphookhieo, Surat
Chantrapromma, Suchada
author_sort Fun, Hoong-Kun
collection PubMed
description The title compound [systematic name: 1-meth­oxy-2-(3-methyl­but-2-en­yl)-9H-carbazole-3-carbaldehyde], C(19)H(19)NO(2), is a natural carbazole which was isolated from the twigs of Clausena lansium. The carbazole ring system is essentially planar with a mean deviation of 0.0068 (10) Å. The aldehyde substituent is approximately co-planar with the attached benzene ring with a torsion angle of −8.58 (14)°, whereas the meth­oxy group is rotated out of the benzene plane with a torsion angle of −82.17 (11)°. The dihedral angle between the mean planes of the 3-methyl-2-butenyl group and the carbazole ring is 88.06 (5)°. An inter­molecular N—H⋯O inter­action connects the mol­ecules into a chain along the a axis. The crystal is further consolidated by a C—H⋯O hydrogen bond and two π–π inter­actions with centroid–centroid distances of 3.6592 (6) and 3.7440 (6) Å.
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spelling pubmed-29703782010-12-30 Indizoline Fun, Hoong-Kun Maneerat, Wisanu Laphookhieo, Surat Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: 1-meth­oxy-2-(3-methyl­but-2-en­yl)-9H-carbazole-3-carbaldehyde], C(19)H(19)NO(2), is a natural carbazole which was isolated from the twigs of Clausena lansium. The carbazole ring system is essentially planar with a mean deviation of 0.0068 (10) Å. The aldehyde substituent is approximately co-planar with the attached benzene ring with a torsion angle of −8.58 (14)°, whereas the meth­oxy group is rotated out of the benzene plane with a torsion angle of −82.17 (11)°. The dihedral angle between the mean planes of the 3-methyl-2-butenyl group and the carbazole ring is 88.06 (5)°. An inter­molecular N—H⋯O inter­action connects the mol­ecules into a chain along the a axis. The crystal is further consolidated by a C—H⋯O hydrogen bond and two π–π inter­actions with centroid–centroid distances of 3.6592 (6) and 3.7440 (6) Å. International Union of Crystallography 2009-09-19 /pmc/articles/PMC2970378/ /pubmed/21577947 http://dx.doi.org/10.1107/S1600536809036915 Text en © Fun 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
Fun, Hoong-Kun
Maneerat, Wisanu
Laphookhieo, Surat
Chantrapromma, Suchada
Indizoline
title Indizoline
title_full Indizoline
title_fullStr Indizoline
title_full_unstemmed Indizoline
title_short Indizoline
title_sort indizoline
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970378/
https://www.ncbi.nlm.nih.gov/pubmed/21577947
http://dx.doi.org/10.1107/S1600536809036915
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