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rac-(Z)-Methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1H-indole-6-carboxyl­ate

In the title compound, C(25)H(26)N(2)O(3), the double bond connecting the aza-bicyclic and indole units has Z geometry. The compound was obtained as a racemate, and since the crystal is centrosymmetric it contains equal amounts of the S and R enanti­omers. However, the structure is disordered such t...

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Autores principales: Penthala, Narsimha Reddy, Ponugoti, Purushotham Rao, Parkin, Sean, Crooks, Peter A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515217/
https://www.ncbi.nlm.nih.gov/pubmed/23284437
http://dx.doi.org/10.1107/S1600536812040731
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author Penthala, Narsimha Reddy
Ponugoti, Purushotham Rao
Parkin, Sean
Crooks, Peter A.
author_facet Penthala, Narsimha Reddy
Ponugoti, Purushotham Rao
Parkin, Sean
Crooks, Peter A.
author_sort Penthala, Narsimha Reddy
collection PubMed
description In the title compound, C(25)H(26)N(2)O(3), the double bond connecting the aza-bicyclic and indole units has Z geometry. The compound was obtained as a racemate, and since the crystal is centrosymmetric it contains equal amounts of the S and R enanti­omers. However, the structure is disordered such that the asymmetric unit contains both enanti­omers in unequal amounts [refined occupancies 0.904 (2) and 0.096 (2)]. The dihedral angle between the benzene ring of the benzyl group and the mean plane of the indole ring is 76.07 (3) °. In the crystal, mol­ecules are linked by O—H⋯O(carbon­yl) hydrogen bonds into chains propagating in [110].
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spelling pubmed-35152172013-01-02 rac-(Z)-Methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1H-indole-6-carboxyl­ate Penthala, Narsimha Reddy Ponugoti, Purushotham Rao Parkin, Sean Crooks, Peter A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(25)H(26)N(2)O(3), the double bond connecting the aza-bicyclic and indole units has Z geometry. The compound was obtained as a racemate, and since the crystal is centrosymmetric it contains equal amounts of the S and R enanti­omers. However, the structure is disordered such that the asymmetric unit contains both enanti­omers in unequal amounts [refined occupancies 0.904 (2) and 0.096 (2)]. The dihedral angle between the benzene ring of the benzyl group and the mean plane of the indole ring is 76.07 (3) °. In the crystal, mol­ecules are linked by O—H⋯O(carbon­yl) hydrogen bonds into chains propagating in [110]. International Union of Crystallography 2012-10-13 /pmc/articles/PMC3515217/ /pubmed/23284437 http://dx.doi.org/10.1107/S1600536812040731 Text en © Penthala et al. 2012 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
Penthala, Narsimha Reddy
Ponugoti, Purushotham Rao
Parkin, Sean
Crooks, Peter A.
rac-(Z)-Methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1H-indole-6-carboxyl­ate
title rac-(Z)-Methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1H-indole-6-carboxyl­ate
title_full rac-(Z)-Methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1H-indole-6-carboxyl­ate
title_fullStr rac-(Z)-Methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1H-indole-6-carboxyl­ate
title_full_unstemmed rac-(Z)-Methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1H-indole-6-carboxyl­ate
title_short rac-(Z)-Methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1H-indole-6-carboxyl­ate
title_sort rac-(z)-methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1h-indole-6-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515217/
https://www.ncbi.nlm.nih.gov/pubmed/23284437
http://dx.doi.org/10.1107/S1600536812040731
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