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rac-5′′-(4-Fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione

In the title E isomer of the racemic compound, C(37)H(32)F(2)N(2)O(2), the pyridinone ring adopts a twisted half-chair conformation with the N atom deviating by −0.355 (3) Å and with the methyl­ene C atom next to octa­hydro­indolizine moiety deviating by 0.415 (3) Å from the mean plane defined by ot...

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Detalles Bibliográficos
Autores principales: Suresh, J., Nagalakshmi, R. A., Sivakumar, S., Kumar, R. Ranjith, Lakshman, P. L. Nilantha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588349/
https://www.ncbi.nlm.nih.gov/pubmed/23476397
http://dx.doi.org/10.1107/S1600536812051094
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author Suresh, J.
Nagalakshmi, R. A.
Sivakumar, S.
Kumar, R. Ranjith
Lakshman, P. L. Nilantha
author_facet Suresh, J.
Nagalakshmi, R. A.
Sivakumar, S.
Kumar, R. Ranjith
Lakshman, P. L. Nilantha
author_sort Suresh, J.
collection PubMed
description In the title E isomer of the racemic compound, C(37)H(32)F(2)N(2)O(2), the pyridinone ring adopts a twisted half-chair conformation with the N atom deviating by −0.355 (3) Å and with the methyl­ene C atom next to octa­hydro­indolizine moiety deviating by 0.415 (3) Å from the mean plane defined by other four atoms. In the octa­hydro­indolizine system, the pyrrolidine ring exhibits an envelope conformation with the fused methyne C atom deviating by 0.6496 (1) Å from the mean plane defined by four other atoms, and the piperidine ring exhibits a distorted chair conformation as evident from the puckering parameters Q = 0.568 (2) Å, θ = 1.0 (2) and Φ = 256 (11)°. In the crystal, C—H⋯O inter­actions connect the mol­ecules into chains along [101].
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spelling pubmed-35883492013-03-08 rac-5′′-(4-Fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione Suresh, J. Nagalakshmi, R. A. Sivakumar, S. Kumar, R. Ranjith Lakshman, P. L. Nilantha Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title E isomer of the racemic compound, C(37)H(32)F(2)N(2)O(2), the pyridinone ring adopts a twisted half-chair conformation with the N atom deviating by −0.355 (3) Å and with the methyl­ene C atom next to octa­hydro­indolizine moiety deviating by 0.415 (3) Å from the mean plane defined by other four atoms. In the octa­hydro­indolizine system, the pyrrolidine ring exhibits an envelope conformation with the fused methyne C atom deviating by 0.6496 (1) Å from the mean plane defined by four other atoms, and the piperidine ring exhibits a distorted chair conformation as evident from the puckering parameters Q = 0.568 (2) Å, θ = 1.0 (2) and Φ = 256 (11)°. In the crystal, C—H⋯O inter­actions connect the mol­ecules into chains along [101]. International Union of Crystallography 2012-12-22 /pmc/articles/PMC3588349/ /pubmed/23476397 http://dx.doi.org/10.1107/S1600536812051094 Text en © Suresh 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
Suresh, J.
Nagalakshmi, R. A.
Sivakumar, S.
Kumar, R. Ranjith
Lakshman, P. L. Nilantha
rac-5′′-(4-Fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione
title rac-5′′-(4-Fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione
title_full rac-5′′-(4-Fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione
title_fullStr rac-5′′-(4-Fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione
title_full_unstemmed rac-5′′-(4-Fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione
title_short rac-5′′-(4-Fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione
title_sort rac-5′′-(4-fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1h)-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588349/
https://www.ncbi.nlm.nih.gov/pubmed/23476397
http://dx.doi.org/10.1107/S1600536812051094
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