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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...
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/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. |
format | Text |
id | pubmed-2970378 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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
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title_full | Indizoline
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title_fullStr | Indizoline
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title_full_unstemmed | Indizoline
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title_short | Indizoline
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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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