(2S,3R)-3-(2-Bromo­phen­yl)-2-nitro-2,3,6,7-tetra­hydro-1-benzo­furan-4(5H)-one

The title compound, C(14)H(12)BrNO(4), has two chiral C atoms. The C atom next to the O atom in the di­hydro­furan ring has an S configuration, while the adjacent chiral C atom has an R configuration. The cyclo­hex-2-enone and di­hydro­furan rings both adopt envelope conformations, with the flap ato...

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Detalles Bibliográficos
Autores principales: Wang, Yifeng, Lou, Liuliu, Dong, Kun, Xu, Danqian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793709/
https://www.ncbi.nlm.nih.gov/pubmed/24109296
http://dx.doi.org/10.1107/S1600536813017698
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author Wang, Yifeng
Lou, Liuliu
Dong, Kun
Xu, Danqian
author_facet Wang, Yifeng
Lou, Liuliu
Dong, Kun
Xu, Danqian
author_sort Wang, Yifeng
collection PubMed
description The title compound, C(14)H(12)BrNO(4), has two chiral C atoms. The C atom next to the O atom in the di­hydro­furan ring has an S configuration, while the adjacent chiral C atom has an R configuration. The cyclo­hex-2-enone and di­hydro­furan rings both adopt envelope conformations, with the flap atoms (middle CH(2) in cyclo­hex-2-enone and NO(2)-substituted C in di­hydro­furan) lying 0.612 (3) and 0.295 (2) Å, respectively, from the mean plane of the remaining atoms. The dihedral angle between the mean planes of the furan and benzene rings is 80.0 (3)°. In the crystal, the mol­ecules are linked by C—H⋯O inter­actions, generating a three-dimensional network.
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spelling pubmed-37937092013-10-09 (2S,3R)-3-(2-Bromo­phen­yl)-2-nitro-2,3,6,7-tetra­hydro-1-benzo­furan-4(5H)-one Wang, Yifeng Lou, Liuliu Dong, Kun Xu, Danqian Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(12)BrNO(4), has two chiral C atoms. The C atom next to the O atom in the di­hydro­furan ring has an S configuration, while the adjacent chiral C atom has an R configuration. The cyclo­hex-2-enone and di­hydro­furan rings both adopt envelope conformations, with the flap atoms (middle CH(2) in cyclo­hex-2-enone and NO(2)-substituted C in di­hydro­furan) lying 0.612 (3) and 0.295 (2) Å, respectively, from the mean plane of the remaining atoms. The dihedral angle between the mean planes of the furan and benzene rings is 80.0 (3)°. In the crystal, the mol­ecules are linked by C—H⋯O inter­actions, generating a three-dimensional network. International Union of Crystallography 2013-07-03 /pmc/articles/PMC3793709/ /pubmed/24109296 http://dx.doi.org/10.1107/S1600536813017698 Text en © Wang 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
Wang, Yifeng
Lou, Liuliu
Dong, Kun
Xu, Danqian
(2S,3R)-3-(2-Bromo­phen­yl)-2-nitro-2,3,6,7-tetra­hydro-1-benzo­furan-4(5H)-one
title (2S,3R)-3-(2-Bromo­phen­yl)-2-nitro-2,3,6,7-tetra­hydro-1-benzo­furan-4(5H)-one
title_full (2S,3R)-3-(2-Bromo­phen­yl)-2-nitro-2,3,6,7-tetra­hydro-1-benzo­furan-4(5H)-one
title_fullStr (2S,3R)-3-(2-Bromo­phen­yl)-2-nitro-2,3,6,7-tetra­hydro-1-benzo­furan-4(5H)-one
title_full_unstemmed (2S,3R)-3-(2-Bromo­phen­yl)-2-nitro-2,3,6,7-tetra­hydro-1-benzo­furan-4(5H)-one
title_short (2S,3R)-3-(2-Bromo­phen­yl)-2-nitro-2,3,6,7-tetra­hydro-1-benzo­furan-4(5H)-one
title_sort (2s,3r)-3-(2-bromo­phen­yl)-2-nitro-2,3,6,7-tetra­hydro-1-benzo­furan-4(5h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793709/
https://www.ncbi.nlm.nih.gov/pubmed/24109296
http://dx.doi.org/10.1107/S1600536813017698
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