rac-3-(4-Chloro­phen­yl)-3a,4-di­hydro-3H-chromeno[4,3-c]isoxazole-3a-carbo­nitrile

The title compound, C(17)H(11)ClN(2)O(2), which contains two stereogenic C atoms, crystallizes in a centrosymmetric space group as a racemate. The pyran ring and the isoxazole ring adopt sofa and twisted conformations, respectively. The dihedral angle between the benzene ring and the mean plane thro...

Descripción completa

Detalles Bibliográficos
Autores principales: Paramasivam, S., Srinivasan, J., Seshadri, P.R., Bakthadoss, M.
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/PMC3648249/
https://www.ncbi.nlm.nih.gov/pubmed/23723869
http://dx.doi.org/10.1107/S1600536813009653
_version_ 1782268802197618688
author Paramasivam, S.
Srinivasan, J.
Seshadri, P.R.
Bakthadoss, M.
author_facet Paramasivam, S.
Srinivasan, J.
Seshadri, P.R.
Bakthadoss, M.
author_sort Paramasivam, S.
collection PubMed
description The title compound, C(17)H(11)ClN(2)O(2), which contains two stereogenic C atoms, crystallizes in a centrosymmetric space group as a racemate. The pyran ring and the isoxazole ring adopt sofa and twisted conformations, respectively. The dihedral angle between the benzene ring and the mean plane through the near coplanar atoms of the pyran ring is 4.17 (5)°. The mol­ecular conformation features a weak C—H⋯O contact. In the crystal, C—H⋯O hydrogen bonds link the mol­ecules, forming chains along the a-axis direction.
format Online
Article
Text
id pubmed-3648249
institution National Center for Biotechnology Information
language English
publishDate 2013
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-36482492013-05-30 rac-3-(4-Chloro­phen­yl)-3a,4-di­hydro-3H-chromeno[4,3-c]isoxazole-3a-carbo­nitrile Paramasivam, S. Srinivasan, J. Seshadri, P.R. Bakthadoss, M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(11)ClN(2)O(2), which contains two stereogenic C atoms, crystallizes in a centrosymmetric space group as a racemate. The pyran ring and the isoxazole ring adopt sofa and twisted conformations, respectively. The dihedral angle between the benzene ring and the mean plane through the near coplanar atoms of the pyran ring is 4.17 (5)°. The mol­ecular conformation features a weak C—H⋯O contact. In the crystal, C—H⋯O hydrogen bonds link the mol­ecules, forming chains along the a-axis direction. International Union of Crystallography 2013-04-13 /pmc/articles/PMC3648249/ /pubmed/23723869 http://dx.doi.org/10.1107/S1600536813009653 Text en © Paramasivam 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
Paramasivam, S.
Srinivasan, J.
Seshadri, P.R.
Bakthadoss, M.
rac-3-(4-Chloro­phen­yl)-3a,4-di­hydro-3H-chromeno[4,3-c]isoxazole-3a-carbo­nitrile
title rac-3-(4-Chloro­phen­yl)-3a,4-di­hydro-3H-chromeno[4,3-c]isoxazole-3a-carbo­nitrile
title_full rac-3-(4-Chloro­phen­yl)-3a,4-di­hydro-3H-chromeno[4,3-c]isoxazole-3a-carbo­nitrile
title_fullStr rac-3-(4-Chloro­phen­yl)-3a,4-di­hydro-3H-chromeno[4,3-c]isoxazole-3a-carbo­nitrile
title_full_unstemmed rac-3-(4-Chloro­phen­yl)-3a,4-di­hydro-3H-chromeno[4,3-c]isoxazole-3a-carbo­nitrile
title_short rac-3-(4-Chloro­phen­yl)-3a,4-di­hydro-3H-chromeno[4,3-c]isoxazole-3a-carbo­nitrile
title_sort rac-3-(4-chloro­phen­yl)-3a,4-di­hydro-3h-chromeno[4,3-c]isoxazole-3a-carbo­nitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3648249/
https://www.ncbi.nlm.nih.gov/pubmed/23723869
http://dx.doi.org/10.1107/S1600536813009653
work_keys_str_mv AT paramasivams rac34chlorophenyl3a4dihydro3hchromeno43cisoxazole3acarbonitrile
AT srinivasanj rac34chlorophenyl3a4dihydro3hchromeno43cisoxazole3acarbonitrile
AT seshadripr rac34chlorophenyl3a4dihydro3hchromeno43cisoxazole3acarbonitrile
AT bakthadossm rac34chlorophenyl3a4dihydro3hchromeno43cisoxazole3acarbonitrile

Ejemplares similares