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Diethyl 1,8-bis­(4-methyl­phen­yl)-11-oxatricyclo­[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl­ate

The title compound, C(30)H(30)O(5), is the Diels–Alder adduct from 1,3-diphenyl­benzo[c]furan and diethyl maleate. The mol­ecule comprises a fused tricyclic system containing two five-membered rings, which are in envelope conformations with the O atom at the flap, and a six-membered ring adopting a...

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Autores principales: Balakrishnan, B., Nandakumar, Meganathan, Seshadri, Pandamangalam R., Mohanakrishnan, Arasambattu K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629530/
https://www.ncbi.nlm.nih.gov/pubmed/23634048
http://dx.doi.org/10.1107/S1600536813005291
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author Balakrishnan, B.
Nandakumar, Meganathan
Seshadri, Pandamangalam R.
Mohanakrishnan, Arasambattu K.
author_facet Balakrishnan, B.
Nandakumar, Meganathan
Seshadri, Pandamangalam R.
Mohanakrishnan, Arasambattu K.
author_sort Balakrishnan, B.
collection PubMed
description The title compound, C(30)H(30)O(5), is the Diels–Alder adduct from 1,3-diphenyl­benzo[c]furan and diethyl maleate. The mol­ecule comprises a fused tricyclic system containing two five-membered rings, which are in envelope conformations with the O atom at the flap, and a six-membered ring adopting a boat conformation. The dihedral angle between the 4-methyl­phenyl substituents in the 1- and 8-positions is 62.1 (1)°. The ethyl group of one ester group and the eth­oxy group of the other ester group are disordered over two sets of sites, with occupancy ratios of 0.43 (2):0.57 (2) and 0.804 (7):0.196 (7), respectively. In the crystal, inversion dimers are formed through pairs of C—H⋯O inter­actions.
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spelling pubmed-36295302013-04-30 Diethyl 1,8-bis­(4-methyl­phen­yl)-11-oxatricyclo­[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl­ate Balakrishnan, B. Nandakumar, Meganathan Seshadri, Pandamangalam R. Mohanakrishnan, Arasambattu K. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(30)H(30)O(5), is the Diels–Alder adduct from 1,3-diphenyl­benzo[c]furan and diethyl maleate. The mol­ecule comprises a fused tricyclic system containing two five-membered rings, which are in envelope conformations with the O atom at the flap, and a six-membered ring adopting a boat conformation. The dihedral angle between the 4-methyl­phenyl substituents in the 1- and 8-positions is 62.1 (1)°. The ethyl group of one ester group and the eth­oxy group of the other ester group are disordered over two sets of sites, with occupancy ratios of 0.43 (2):0.57 (2) and 0.804 (7):0.196 (7), respectively. In the crystal, inversion dimers are formed through pairs of C—H⋯O inter­actions. International Union of Crystallography 2013-03-06 /pmc/articles/PMC3629530/ /pubmed/23634048 http://dx.doi.org/10.1107/S1600536813005291 Text en © Balakrishnan 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
Balakrishnan, B.
Nandakumar, Meganathan
Seshadri, Pandamangalam R.
Mohanakrishnan, Arasambattu K.
Diethyl 1,8-bis­(4-methyl­phen­yl)-11-oxatricyclo­[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl­ate
title Diethyl 1,8-bis­(4-methyl­phen­yl)-11-oxatricyclo­[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl­ate
title_full Diethyl 1,8-bis­(4-methyl­phen­yl)-11-oxatricyclo­[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl­ate
title_fullStr Diethyl 1,8-bis­(4-methyl­phen­yl)-11-oxatricyclo­[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl­ate
title_full_unstemmed Diethyl 1,8-bis­(4-methyl­phen­yl)-11-oxatricyclo­[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl­ate
title_short Diethyl 1,8-bis­(4-methyl­phen­yl)-11-oxatricyclo­[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl­ate
title_sort diethyl 1,8-bis­(4-methyl­phen­yl)-11-oxatricyclo­[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629530/
https://www.ncbi.nlm.nih.gov/pubmed/23634048
http://dx.doi.org/10.1107/S1600536813005291
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