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3-Amino-1-(4-fluoro­phen­yl)-7-meth­oxy-1H-benzo[f]chromene-2-carbonitrile

In the title compound, C(21)H(15)FN(2)O(2), the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C(5) plane which has an r.m.s. deviation of 0.0229 Å]. Overall, the 1H-benzo[f]chromene fused-ring system approximates a plane (r.m.s. deviation of the 14...

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Autores principales: Amr, Abd El-Galil E., El-Agrody, Ahmed M., Al-Omar, Mohamed A., 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/PMC3629516/
https://www.ncbi.nlm.nih.gov/pubmed/23634034
http://dx.doi.org/10.1107/S1600536813005473
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author Amr, Abd El-Galil E.
El-Agrody, Ahmed M.
Al-Omar, Mohamed A.
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet Amr, Abd El-Galil E.
El-Agrody, Ahmed M.
Al-Omar, Mohamed A.
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort Amr, Abd El-Galil E.
collection PubMed
description In the title compound, C(21)H(15)FN(2)O(2), the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C(5) plane which has an r.m.s. deviation of 0.0229 Å]. Overall, the 1H-benzo[f]chromene fused-ring system approximates a plane (r.m.s. deviation of the 14 non-H atoms = 0.049 Å). The fluoro­benzene ring is almost perpendicular to this plane [dihedral angle = 89.58 (8)°]. Zigzag supra­molecular tapes along the b axis are the most notable feature of the crystal packing. This arises through an alternating sequence of 12-membered {⋯HNC(3)N}(2) and eight-membered {⋯HNCO}(2) synthons. These are connected into a three-dimensional architecture by π–π [inter­centroid distance for centrosymmetrically related fluoro­benzene rings = 3.5181 (10) Å] and C—H⋯π inter­actions.
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spelling pubmed-36295162013-04-30 3-Amino-1-(4-fluoro­phen­yl)-7-meth­oxy-1H-benzo[f]chromene-2-carbonitrile Amr, Abd El-Galil E. El-Agrody, Ahmed M. Al-Omar, Mohamed A. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(21)H(15)FN(2)O(2), the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C(5) plane which has an r.m.s. deviation of 0.0229 Å]. Overall, the 1H-benzo[f]chromene fused-ring system approximates a plane (r.m.s. deviation of the 14 non-H atoms = 0.049 Å). The fluoro­benzene ring is almost perpendicular to this plane [dihedral angle = 89.58 (8)°]. Zigzag supra­molecular tapes along the b axis are the most notable feature of the crystal packing. This arises through an alternating sequence of 12-membered {⋯HNC(3)N}(2) and eight-membered {⋯HNCO}(2) synthons. These are connected into a three-dimensional architecture by π–π [inter­centroid distance for centrosymmetrically related fluoro­benzene rings = 3.5181 (10) Å] and C—H⋯π inter­actions. International Union of Crystallography 2013-03-02 /pmc/articles/PMC3629516/ /pubmed/23634034 http://dx.doi.org/10.1107/S1600536813005473 Text en © Amr 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
Amr, Abd El-Galil E.
El-Agrody, Ahmed M.
Al-Omar, Mohamed A.
Ng, Seik Weng
Tiekink, Edward R. T.
3-Amino-1-(4-fluoro­phen­yl)-7-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title 3-Amino-1-(4-fluoro­phen­yl)-7-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_full 3-Amino-1-(4-fluoro­phen­yl)-7-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_fullStr 3-Amino-1-(4-fluoro­phen­yl)-7-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_full_unstemmed 3-Amino-1-(4-fluoro­phen­yl)-7-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_short 3-Amino-1-(4-fluoro­phen­yl)-7-meth­oxy-1H-benzo[f]chromene-2-carbonitrile
title_sort 3-amino-1-(4-fluoro­phen­yl)-7-meth­oxy-1h-benzo[f]chromene-2-carbonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629516/
https://www.ncbi.nlm.nih.gov/pubmed/23634034
http://dx.doi.org/10.1107/S1600536813005473
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