1,1-Bis(4-fluoro­phen­yl)-3,4-dihydro-1H-1,3-oxazino[3,4-a]indole

The title compound, C(23)H(17)F(2)NO, which crystallizes with two independent mol­ecules in the asymmetric unit, was prepared by the cyclization of 4-[2-bis­(4-fluoro­phen­yl)methyl­eneamino]but-3-yn-1-ol at room temperature. The mol­ecules display a tripod conformation. The two fluoro­phenyl rings...

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Detalles Bibliográficos
Autores principales: Fu, Weijun, Deng, Dongsheng, Hong, Dongfeng, Wang, Zhiqiang, Ji, Baoming
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959698/
https://www.ncbi.nlm.nih.gov/pubmed/21581082
http://dx.doi.org/10.1107/S160053680803376X
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author Fu, Weijun
Deng, Dongsheng
Hong, Dongfeng
Wang, Zhiqiang
Ji, Baoming
author_facet Fu, Weijun
Deng, Dongsheng
Hong, Dongfeng
Wang, Zhiqiang
Ji, Baoming
author_sort Fu, Weijun
collection PubMed
description The title compound, C(23)H(17)F(2)NO, which crystallizes with two independent mol­ecules in the asymmetric unit, was prepared by the cyclization of 4-[2-bis­(4-fluoro­phen­yl)methyl­eneamino]but-3-yn-1-ol at room temperature. The mol­ecules display a tripod conformation. The two fluoro­phenyl rings make dihedral angles of 79.26 (2) and 85.87 (1)° [86.53 (1) and 83.67 (2)° in the second mol­ecule] with the indole ring, and the dihedral angles between the fluoro­phenyl rings are 67.74 (2) and 66.33 (2)°, respectively. Furthermore, the indole rings are located on the edge of the respective oxazine half-chair ring systems. Nonconventional C—H⋯π contacts between indole and fluoro­phenyl rings are observed.
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spelling pubmed-29596982010-12-30 1,1-Bis(4-fluoro­phen­yl)-3,4-dihydro-1H-1,3-oxazino[3,4-a]indole Fu, Weijun Deng, Dongsheng Hong, Dongfeng Wang, Zhiqiang Ji, Baoming Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(23)H(17)F(2)NO, which crystallizes with two independent mol­ecules in the asymmetric unit, was prepared by the cyclization of 4-[2-bis­(4-fluoro­phen­yl)methyl­eneamino]but-3-yn-1-ol at room temperature. The mol­ecules display a tripod conformation. The two fluoro­phenyl rings make dihedral angles of 79.26 (2) and 85.87 (1)° [86.53 (1) and 83.67 (2)° in the second mol­ecule] with the indole ring, and the dihedral angles between the fluoro­phenyl rings are 67.74 (2) and 66.33 (2)°, respectively. Furthermore, the indole rings are located on the edge of the respective oxazine half-chair ring systems. Nonconventional C—H⋯π contacts between indole and fluoro­phenyl rings are observed. International Union of Crystallography 2008-10-31 /pmc/articles/PMC2959698/ /pubmed/21581082 http://dx.doi.org/10.1107/S160053680803376X Text en © Fu et al. 2008 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
Fu, Weijun
Deng, Dongsheng
Hong, Dongfeng
Wang, Zhiqiang
Ji, Baoming
1,1-Bis(4-fluoro­phen­yl)-3,4-dihydro-1H-1,3-oxazino[3,4-a]indole
title 1,1-Bis(4-fluoro­phen­yl)-3,4-dihydro-1H-1,3-oxazino[3,4-a]indole
title_full 1,1-Bis(4-fluoro­phen­yl)-3,4-dihydro-1H-1,3-oxazino[3,4-a]indole
title_fullStr 1,1-Bis(4-fluoro­phen­yl)-3,4-dihydro-1H-1,3-oxazino[3,4-a]indole
title_full_unstemmed 1,1-Bis(4-fluoro­phen­yl)-3,4-dihydro-1H-1,3-oxazino[3,4-a]indole
title_short 1,1-Bis(4-fluoro­phen­yl)-3,4-dihydro-1H-1,3-oxazino[3,4-a]indole
title_sort 1,1-bis(4-fluoro­phen­yl)-3,4-dihydro-1h-1,3-oxazino[3,4-a]indole
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959698/
https://www.ncbi.nlm.nih.gov/pubmed/21581082
http://dx.doi.org/10.1107/S160053680803376X
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AT dengdongsheng 11bis4fluorophenyl34dihydro1h13oxazino34aindole
AT hongdongfeng 11bis4fluorophenyl34dihydro1h13oxazino34aindole
AT wangzhiqiang 11bis4fluorophenyl34dihydro1h13oxazino34aindole
AT jibaoming 11bis4fluorophenyl34dihydro1h13oxazino34aindole

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