Crystal structures of 2′-benzoyl-1′-(4-methyl­phenyl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one and 2′-(4-bromo­benzoyl)-1′-(2-chloro­phen­yl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one

The two title compounds, C(28)H(26)N(2)O(2), (I), and C(27)H(22)BrClN(2)O(2), (II), differ in their substituents, viz.4-methyl­phenyl and benzoyl rings in (I) replaced by 2-chloro­phenyl and 4- bromo­benzoyl, respectively, in (II). A significant difference between the two mol­ecules is found in the...

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Autores principales: Chandrarekha, M., Srinivasan, N., Kottala Vijaya, P., Siva, A., Krishnakumar, R. V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095850/
https://www.ncbi.nlm.nih.gov/pubmed/27840725
http://dx.doi.org/10.1107/S2056989016016741
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author Chandrarekha, M.
Srinivasan, N.
Kottala Vijaya, P.
Siva, A.
Krishnakumar, R. V.
author_facet Chandrarekha, M.
Srinivasan, N.
Kottala Vijaya, P.
Siva, A.
Krishnakumar, R. V.
author_sort Chandrarekha, M.
collection PubMed
description The two title compounds, C(28)H(26)N(2)O(2), (I), and C(27)H(22)BrClN(2)O(2), (II), differ in their substituents, viz.4-methyl­phenyl and benzoyl rings in (I) replaced by 2-chloro­phenyl and 4- bromo­benzoyl, respectively, in (II). A significant difference between the two mol­ecules is found in the deviation of the benzoyl O atom from the least-squares plane of the ring to which it is attached [0.593 (4) and 0.131 (3) Å, respectively], a fact which may be attributed to the different participation of the benzoyl O atoms as acceptors in their inter­molecular C—H⋯O inter­actions. The chemical modifications in (I) and (II) do not seem to affect the type nor strength of the inter­molecular N—H⋯N and C—H⋯O hydrogen bonds responsible for the two crystal structures, such that the aggregation of mol­ecules appears similar in spite of the mol­ecular changes.
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spelling pubmed-50958502016-11-11 Crystal structures of 2′-benzoyl-1′-(4-methyl­phenyl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one and 2′-(4-bromo­benzoyl)-1′-(2-chloro­phen­yl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one Chandrarekha, M. Srinivasan, N. Kottala Vijaya, P. Siva, A. Krishnakumar, R. V. Acta Crystallogr E Crystallogr Commun Research Communications The two title compounds, C(28)H(26)N(2)O(2), (I), and C(27)H(22)BrClN(2)O(2), (II), differ in their substituents, viz.4-methyl­phenyl and benzoyl rings in (I) replaced by 2-chloro­phenyl and 4- bromo­benzoyl, respectively, in (II). A significant difference between the two mol­ecules is found in the deviation of the benzoyl O atom from the least-squares plane of the ring to which it is attached [0.593 (4) and 0.131 (3) Å, respectively], a fact which may be attributed to the different participation of the benzoyl O atoms as acceptors in their inter­molecular C—H⋯O inter­actions. The chemical modifications in (I) and (II) do not seem to affect the type nor strength of the inter­molecular N—H⋯N and C—H⋯O hydrogen bonds responsible for the two crystal structures, such that the aggregation of mol­ecules appears similar in spite of the mol­ecular changes. International Union of Crystallography 2016-10-25 /pmc/articles/PMC5095850/ /pubmed/27840725 http://dx.doi.org/10.1107/S2056989016016741 Text en © Chandrarekha et al. 2016 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 Research Communications
Chandrarekha, M.
Srinivasan, N.
Kottala Vijaya, P.
Siva, A.
Krishnakumar, R. V.
Crystal structures of 2′-benzoyl-1′-(4-methyl­phenyl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one and 2′-(4-bromo­benzoyl)-1′-(2-chloro­phen­yl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one
title Crystal structures of 2′-benzoyl-1′-(4-methyl­phenyl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one and 2′-(4-bromo­benzoyl)-1′-(2-chloro­phen­yl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one
title_full Crystal structures of 2′-benzoyl-1′-(4-methyl­phenyl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one and 2′-(4-bromo­benzoyl)-1′-(2-chloro­phen­yl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one
title_fullStr Crystal structures of 2′-benzoyl-1′-(4-methyl­phenyl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one and 2′-(4-bromo­benzoyl)-1′-(2-chloro­phen­yl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one
title_full_unstemmed Crystal structures of 2′-benzoyl-1′-(4-methyl­phenyl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one and 2′-(4-bromo­benzoyl)-1′-(2-chloro­phen­yl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one
title_short Crystal structures of 2′-benzoyl-1′-(4-methyl­phenyl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one and 2′-(4-bromo­benzoyl)-1′-(2-chloro­phen­yl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one
title_sort crystal structures of 2′-benzoyl-1′-(4-methyl­phenyl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one and 2′-(4-bromo­benzoyl)-1′-(2-chloro­phen­yl)-1,1′,2,2′,5′,6′,7′,7a′-octa­hydro­spiro­[indole-3,3′-pyrrolizin]-2-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095850/
https://www.ncbi.nlm.nih.gov/pubmed/27840725
http://dx.doi.org/10.1107/S2056989016016741
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