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3-Amino-1-(4-fluoro­phen­yl)-8-meth­oxy-1H-benzo[f]chromene-2-carbonitrile

The title compound, C(21)H(15)FN(2)O(2), features an approximately planar 1H-benzo[f]chromene fused-ring system (r.m.s. deviation for the 14 non-H atoms = 0.052 Å), with the fluoro­benzene ring being almost perpendicular to this [dihedral angle = 85.30 (7) °]. The furan ring has a flattened half-cha...

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Autores principales: El-Agrody, Ahmed M., Al-Omar, Mohamed A., Amr, Abd El-Galil E., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629515/
https://www.ncbi.nlm.nih.gov/pubmed/23634033
http://dx.doi.org/10.1107/S160053681300545X
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author El-Agrody, Ahmed M.
Al-Omar, Mohamed A.
Amr, Abd El-Galil E.
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet El-Agrody, Ahmed M.
Al-Omar, Mohamed A.
Amr, Abd El-Galil E.
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort El-Agrody, Ahmed M.
collection PubMed
description The title compound, C(21)H(15)FN(2)O(2), features an approximately planar 1H-benzo[f]chromene fused-ring system (r.m.s. deviation for the 14 non-H atoms = 0.052 Å), with the fluoro­benzene ring being almost perpendicular to this [dihedral angle = 85.30 (7) °]. The furan ring has a flattened half-chair conformation, with the methine C atom deviating by 0.132 (2) Å from the plane of the remaining atoms (r.m.s. deviation = 0.0107 Å). In the crystal, inversion dimers are formed via pairs of amine–cyano N—H⋯N hydrogen bonds. The dimers are connected into a three-dimensional architecture by C—H⋯N(cyano), C—H⋯π and π–π [inter­centroid distance = 3.6671 (10) Å] inter­actions.
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spelling pubmed-36295152013-04-30 3-Amino-1-(4-fluoro­phen­yl)-8-meth­oxy-1H-benzo[f]chromene-2-carbonitrile El-Agrody, Ahmed M. Al-Omar, Mohamed A. Amr, Abd El-Galil E. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(21)H(15)FN(2)O(2), features an approximately planar 1H-benzo[f]chromene fused-ring system (r.m.s. deviation for the 14 non-H atoms = 0.052 Å), with the fluoro­benzene ring being almost perpendicular to this [dihedral angle = 85.30 (7) °]. The furan ring has a flattened half-chair conformation, with the methine C atom deviating by 0.132 (2) Å from the plane of the remaining atoms (r.m.s. deviation = 0.0107 Å). In the crystal, inversion dimers are formed via pairs of amine–cyano N—H⋯N hydrogen bonds. The dimers are connected into a three-dimensional architecture by C—H⋯N(cyano), C—H⋯π and π–π [inter­centroid distance = 3.6671 (10) Å] inter­actions. International Union of Crystallography 2013-03-02 /pmc/articles/PMC3629515/ /pubmed/23634033 http://dx.doi.org/10.1107/S160053681300545X Text en © El-Agrody 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
El-Agrody, Ahmed M.
Al-Omar, Mohamed A.
Amr, Abd El-Galil E.
Ng, Seik Weng
Tiekink, Edward R. T.
3-Amino-1-(4-fluoro­phen­yl)-8-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title 3-Amino-1-(4-fluoro­phen­yl)-8-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_full 3-Amino-1-(4-fluoro­phen­yl)-8-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_fullStr 3-Amino-1-(4-fluoro­phen­yl)-8-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_full_unstemmed 3-Amino-1-(4-fluoro­phen­yl)-8-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_short 3-Amino-1-(4-fluoro­phen­yl)-8-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_sort 3-amino-1-(4-fluoro­phen­yl)-8-meth­oxy-1h-benzo[f]chromene-2-carbonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629515/
https://www.ncbi.nlm.nih.gov/pubmed/23634033
http://dx.doi.org/10.1107/S160053681300545X
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