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2-Amino-4-(4-bromo­phen­yl)-6-meth­oxy-4H-benzo[h]chromene-3-carbonitrile

In the title compound, C(21)H(15)BrN(2)O(2), the 14 non-H atoms of the 4H-benzo[h]chromene fused-ring system are approximately coplanar (r.m.s. deviation = 0.129 Å). Within this system, the 4H-pyran ring adopts a flattened half-chair conformation with the methine C atom lying 0.281 (4) Å above the p...

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Autores principales: Al-dies, Al-anood M., 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/PMC3629517/
https://www.ncbi.nlm.nih.gov/pubmed/23634035
http://dx.doi.org/10.1107/S1600536813005461
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author Al-dies, Al-anood M.
El-Agrody, Ahmed M.
Al-Omar, Mohamed A.
Amr, Abd El-Galil E.
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet Al-dies, Al-anood M.
El-Agrody, Ahmed M.
Al-Omar, Mohamed A.
Amr, Abd El-Galil E.
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort Al-dies, Al-anood M.
collection PubMed
description In the title compound, C(21)H(15)BrN(2)O(2), the 14 non-H atoms of the 4H-benzo[h]chromene fused-ring system are approximately coplanar (r.m.s. deviation = 0.129 Å). Within this system, the 4H-pyran ring adopts a flattened half-chair conformation with the methine C atom lying 0.281 (4) Å above the plane of the remaining atoms (r.m.s. deviation = 0.0446 Å). The bromo­benzene ring is almost perpendicular to the fused-ring system [dihedral angle = 85.34 (13)°]. In the crystal, supra­molecular layers parallel to (101) are sustained by amine–cyano N—H⋯N and amine–meth­oxy N—H⋯O hydrogen bonds. The layers stack with inter­actions of the type (bromo­benzene)C—H⋯π(outer-C(6) ring of the fused-ring system) connecting them.
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spelling pubmed-36295172013-04-30 2-Amino-4-(4-bromo­phen­yl)-6-meth­oxy-4H-benzo[h]chromene-3-carbonitrile Al-dies, Al-anood M. 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 In the title compound, C(21)H(15)BrN(2)O(2), the 14 non-H atoms of the 4H-benzo[h]chromene fused-ring system are approximately coplanar (r.m.s. deviation = 0.129 Å). Within this system, the 4H-pyran ring adopts a flattened half-chair conformation with the methine C atom lying 0.281 (4) Å above the plane of the remaining atoms (r.m.s. deviation = 0.0446 Å). The bromo­benzene ring is almost perpendicular to the fused-ring system [dihedral angle = 85.34 (13)°]. In the crystal, supra­molecular layers parallel to (101) are sustained by amine–cyano N—H⋯N and amine–meth­oxy N—H⋯O hydrogen bonds. The layers stack with inter­actions of the type (bromo­benzene)C—H⋯π(outer-C(6) ring of the fused-ring system) connecting them. International Union of Crystallography 2013-03-02 /pmc/articles/PMC3629517/ /pubmed/23634035 http://dx.doi.org/10.1107/S1600536813005461 Text en © Al-dies 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
Al-dies, Al-anood M.
El-Agrody, Ahmed M.
Al-Omar, Mohamed A.
Amr, Abd El-Galil E.
Ng, Seik Weng
Tiekink, Edward R. T.
2-Amino-4-(4-bromo­phen­yl)-6-meth­oxy-4H-benzo[h]chromene-3-carbonitrile
title 2-Amino-4-(4-bromo­phen­yl)-6-meth­oxy-4H-benzo[h]chromene-3-carbonitrile
title_full 2-Amino-4-(4-bromo­phen­yl)-6-meth­oxy-4H-benzo[h]chromene-3-carbonitrile
title_fullStr 2-Amino-4-(4-bromo­phen­yl)-6-meth­oxy-4H-benzo[h]chromene-3-carbonitrile
title_full_unstemmed 2-Amino-4-(4-bromo­phen­yl)-6-meth­oxy-4H-benzo[h]chromene-3-carbonitrile
title_short 2-Amino-4-(4-bromo­phen­yl)-6-meth­oxy-4H-benzo[h]chromene-3-carbonitrile
title_sort 2-amino-4-(4-bromo­phen­yl)-6-meth­oxy-4h-benzo[h]chromene-3-carbonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629517/
https://www.ncbi.nlm.nih.gov/pubmed/23634035
http://dx.doi.org/10.1107/S1600536813005461
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