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1′-Butyl-2-methyl-1′,2,2′,3,4,9-hexa­hydro­spiro­[benzo[f]isoindole-1,3′-indole]-2′,4,9-trione

In the title compound, C(24)H(22)N(2)O(3), the indoline and pyrrole-fused naphtho­quinone units are both essentially planar [r.m.s. deviations = 0.042 (3) and 0.133 (3) Å, respectively]. The pyrrole ring adopts a C-envelope conformation. The dihedral angle between the mean planes of the two five-mem...

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Autores principales: Jagadeesan, G., Sethusankar, K., Bhaskar, G., Perumal, P. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393950/
https://www.ncbi.nlm.nih.gov/pubmed/22798815
http://dx.doi.org/10.1107/S1600536812026748
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author Jagadeesan, G.
Sethusankar, K.
Bhaskar, G.
Perumal, P. T.
author_facet Jagadeesan, G.
Sethusankar, K.
Bhaskar, G.
Perumal, P. T.
author_sort Jagadeesan, G.
collection PubMed
description In the title compound, C(24)H(22)N(2)O(3), the indoline and pyrrole-fused naphtho­quinone units are both essentially planar [r.m.s. deviations = 0.042 (3) and 0.133 (3) Å, respectively]. The pyrrole ring adopts a C-envelope conformation. The dihedral angle between the mean planes of the two five-membered rings is 89.94 (9)°. The O atoms deviate from the mean planes of the pyrrolidine and naphthalene rings by 0.0311 (2), 0.2570 (2) and 0.1669 (2) Å. In the crystal, C—H⋯O inter­actions generate dimers with R (2) (2)(16) and R (2) (2)(18) graph-set motifs. The carbonyl O atom is involved in bifurcated hydrogen bonding. C—H⋯π inter­actions also occur.
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spelling pubmed-33939502012-07-13 1′-Butyl-2-methyl-1′,2,2′,3,4,9-hexa­hydro­spiro­[benzo[f]isoindole-1,3′-indole]-2′,4,9-trione Jagadeesan, G. Sethusankar, K. Bhaskar, G. Perumal, P. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(24)H(22)N(2)O(3), the indoline and pyrrole-fused naphtho­quinone units are both essentially planar [r.m.s. deviations = 0.042 (3) and 0.133 (3) Å, respectively]. The pyrrole ring adopts a C-envelope conformation. The dihedral angle between the mean planes of the two five-membered rings is 89.94 (9)°. The O atoms deviate from the mean planes of the pyrrolidine and naphthalene rings by 0.0311 (2), 0.2570 (2) and 0.1669 (2) Å. In the crystal, C—H⋯O inter­actions generate dimers with R (2) (2)(16) and R (2) (2)(18) graph-set motifs. The carbonyl O atom is involved in bifurcated hydrogen bonding. C—H⋯π inter­actions also occur. International Union of Crystallography 2012-06-20 /pmc/articles/PMC3393950/ /pubmed/22798815 http://dx.doi.org/10.1107/S1600536812026748 Text en © Jagadeesan 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
Jagadeesan, G.
Sethusankar, K.
Bhaskar, G.
Perumal, P. T.
1′-Butyl-2-methyl-1′,2,2′,3,4,9-hexa­hydro­spiro­[benzo[f]isoindole-1,3′-indole]-2′,4,9-trione
title 1′-Butyl-2-methyl-1′,2,2′,3,4,9-hexa­hydro­spiro­[benzo[f]isoindole-1,3′-indole]-2′,4,9-trione
title_full 1′-Butyl-2-methyl-1′,2,2′,3,4,9-hexa­hydro­spiro­[benzo[f]isoindole-1,3′-indole]-2′,4,9-trione
title_fullStr 1′-Butyl-2-methyl-1′,2,2′,3,4,9-hexa­hydro­spiro­[benzo[f]isoindole-1,3′-indole]-2′,4,9-trione
title_full_unstemmed 1′-Butyl-2-methyl-1′,2,2′,3,4,9-hexa­hydro­spiro­[benzo[f]isoindole-1,3′-indole]-2′,4,9-trione
title_short 1′-Butyl-2-methyl-1′,2,2′,3,4,9-hexa­hydro­spiro­[benzo[f]isoindole-1,3′-indole]-2′,4,9-trione
title_sort 1′-butyl-2-methyl-1′,2,2′,3,4,9-hexa­hydro­spiro­[benzo[f]isoindole-1,3′-indole]-2′,4,9-trione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393950/
https://www.ncbi.nlm.nih.gov/pubmed/22798815
http://dx.doi.org/10.1107/S1600536812026748
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