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(2S,3S)-3-(3-Bromo­phen­yl)-6,6-dimethyl-2-nitro-2,3,6,7-tetra­hydro­benzo­furan-4(5H)-one

The title compound, C(16)H(16)BrNO(4), has two adjacent chiral C atoms and both have an S configuration. The fused cyclo­hex-2-enone and di­hydro­furan rings both adopt envelope conformations, with the quaternary C atom and the nitro-substituted C atoms as the respective flap. The flap atoms lie 0.6...

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Detalles Bibliográficos
Autores principales: Wang, Yifeng, Yao, Minjie, Dong, Kun, Xu, Danqian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793765/
https://www.ncbi.nlm.nih.gov/pubmed/24109352
http://dx.doi.org/10.1107/S160053681301920X
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author Wang, Yifeng
Yao, Minjie
Dong, Kun
Xu, Danqian
author_facet Wang, Yifeng
Yao, Minjie
Dong, Kun
Xu, Danqian
author_sort Wang, Yifeng
collection PubMed
description The title compound, C(16)H(16)BrNO(4), has two adjacent chiral C atoms and both have an S configuration. The fused cyclo­hex-2-enone and di­hydro­furan rings both adopt envelope conformations, with the quaternary C atom and the nitro-substituted C atoms as the respective flap. The flap atoms lie 0.607 (3) and −0.253 (2) Å, respectively, from the mean plane of the remaining ring atoms on opposite sides. The dihedral angle between the mean plane of the four coplanar atoms of the di­hydro­furan ring and the phenyl ring is 86.16 (3)°. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions, forming a ladder motif parallel to the b axis.
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spelling pubmed-37937652013-10-09 (2S,3S)-3-(3-Bromo­phen­yl)-6,6-dimethyl-2-nitro-2,3,6,7-tetra­hydro­benzo­furan-4(5H)-one Wang, Yifeng Yao, Minjie Dong, Kun Xu, Danqian Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(16)BrNO(4), has two adjacent chiral C atoms and both have an S configuration. The fused cyclo­hex-2-enone and di­hydro­furan rings both adopt envelope conformations, with the quaternary C atom and the nitro-substituted C atoms as the respective flap. The flap atoms lie 0.607 (3) and −0.253 (2) Å, respectively, from the mean plane of the remaining ring atoms on opposite sides. The dihedral angle between the mean plane of the four coplanar atoms of the di­hydro­furan ring and the phenyl ring is 86.16 (3)°. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions, forming a ladder motif parallel to the b axis. International Union of Crystallography 2013-07-17 /pmc/articles/PMC3793765/ /pubmed/24109352 http://dx.doi.org/10.1107/S160053681301920X 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
Yao, Minjie
Dong, Kun
Xu, Danqian
(2S,3S)-3-(3-Bromo­phen­yl)-6,6-dimethyl-2-nitro-2,3,6,7-tetra­hydro­benzo­furan-4(5H)-one
title (2S,3S)-3-(3-Bromo­phen­yl)-6,6-dimethyl-2-nitro-2,3,6,7-tetra­hydro­benzo­furan-4(5H)-one
title_full (2S,3S)-3-(3-Bromo­phen­yl)-6,6-dimethyl-2-nitro-2,3,6,7-tetra­hydro­benzo­furan-4(5H)-one
title_fullStr (2S,3S)-3-(3-Bromo­phen­yl)-6,6-dimethyl-2-nitro-2,3,6,7-tetra­hydro­benzo­furan-4(5H)-one
title_full_unstemmed (2S,3S)-3-(3-Bromo­phen­yl)-6,6-dimethyl-2-nitro-2,3,6,7-tetra­hydro­benzo­furan-4(5H)-one
title_short (2S,3S)-3-(3-Bromo­phen­yl)-6,6-dimethyl-2-nitro-2,3,6,7-tetra­hydro­benzo­furan-4(5H)-one
title_sort (2s,3s)-3-(3-bromo­phen­yl)-6,6-dimethyl-2-nitro-2,3,6,7-tetra­hydro­benzo­furan-4(5h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793765/
https://www.ncbi.nlm.nih.gov/pubmed/24109352
http://dx.doi.org/10.1107/S160053681301920X
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