Cargando…
(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...
Autores principales: | , , , |
---|---|
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 |
_version_ | 1782287111343308800 |
---|---|
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. |
format | Online Article Text |
id | pubmed-3793765 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT wangyifeng 2s3s33bromophenyl66dimethyl2nitro2367tetrahydrobenzofuran45hone AT yaominjie 2s3s33bromophenyl66dimethyl2nitro2367tetrahydrobenzofuran45hone AT dongkun 2s3s33bromophenyl66dimethyl2nitro2367tetrahydrobenzofuran45hone AT xudanqian 2s3s33bromophenyl66dimethyl2nitro2367tetrahydrobenzofuran45hone |