Methyl 5,6-dimeth­oxy-1H-indole-2-carboxyl­ate

The title compound, C(12)H(13)NO(4), was prepared as a precursor to an indole derivative with possible anti­mitotic properties. The mol­ecule is very nearly planar; the maximum deviation of any non-H atom from the mean plane of the indole ring is 0.120 (3) Å for each of two meth­oxy C atoms. The pai...

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Detalles Bibliográficos
Autores principales: Monroe, Thomas Blake, Moazami, Yasamin, Jones, Daniel S., Ogle, Craig A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970210/
https://www.ncbi.nlm.nih.gov/pubmed/21577822
http://dx.doi.org/10.1107/S1600536809034667
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author Monroe, Thomas Blake
Moazami, Yasamin
Jones, Daniel S.
Ogle, Craig A.
author_facet Monroe, Thomas Blake
Moazami, Yasamin
Jones, Daniel S.
Ogle, Craig A.
author_sort Monroe, Thomas Blake
collection PubMed
description The title compound, C(12)H(13)NO(4), was prepared as a precursor to an indole derivative with possible anti­mitotic properties. The mol­ecule is very nearly planar; the maximum deviation of any non-H atom from the mean plane of the indole ring is 0.120 (3) Å for each of two meth­oxy C atoms. The pairs of mol­ecules related by the inversion centre at (0,0,[Image: see text]) are connected by two symmetry-equivalent N—H⋯O hydrogen bonds, while the pairs of mol­ecules related by the inversion centre at (0,0,0) exhibit a π-stacking inter­action of the indole rings, with an inter­planar separation of 3.39 (3) Å.
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spelling pubmed-29702102010-12-30 Methyl 5,6-dimeth­oxy-1H-indole-2-carboxyl­ate Monroe, Thomas Blake Moazami, Yasamin Jones, Daniel S. Ogle, Craig A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(13)NO(4), was prepared as a precursor to an indole derivative with possible anti­mitotic properties. The mol­ecule is very nearly planar; the maximum deviation of any non-H atom from the mean plane of the indole ring is 0.120 (3) Å for each of two meth­oxy C atoms. The pairs of mol­ecules related by the inversion centre at (0,0,[Image: see text]) are connected by two symmetry-equivalent N—H⋯O hydrogen bonds, while the pairs of mol­ecules related by the inversion centre at (0,0,0) exhibit a π-stacking inter­action of the indole rings, with an inter­planar separation of 3.39 (3) Å. International Union of Crystallography 2009-09-05 /pmc/articles/PMC2970210/ /pubmed/21577822 http://dx.doi.org/10.1107/S1600536809034667 Text en © Monroe 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
Monroe, Thomas Blake
Moazami, Yasamin
Jones, Daniel S.
Ogle, Craig A.
Methyl 5,6-dimeth­oxy-1H-indole-2-carboxyl­ate
title Methyl 5,6-dimeth­oxy-1H-indole-2-carboxyl­ate
title_full Methyl 5,6-dimeth­oxy-1H-indole-2-carboxyl­ate
title_fullStr Methyl 5,6-dimeth­oxy-1H-indole-2-carboxyl­ate
title_full_unstemmed Methyl 5,6-dimeth­oxy-1H-indole-2-carboxyl­ate
title_short Methyl 5,6-dimeth­oxy-1H-indole-2-carboxyl­ate
title_sort methyl 5,6-dimeth­oxy-1h-indole-2-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970210/
https://www.ncbi.nlm.nih.gov/pubmed/21577822
http://dx.doi.org/10.1107/S1600536809034667
work_keys_str_mv AT monroethomasblake methyl56dimethoxy1hindole2carboxylate
AT moazamiyasamin methyl56dimethoxy1hindole2carboxylate
AT jonesdaniels methyl56dimethoxy1hindole2carboxylate
AT oglecraiga methyl56dimethoxy1hindole2carboxylate

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