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2-Bromo-5,7-dimeth­oxy-4-phenyl­quinoline

The title compound, C(17)H(14)BrNO(2), was synthesized by the treatment of 5,7-dimeth­oxy-4-phenyl­quinolin-2-one with phosphoryl bromide in a Vilsmeier-type reaction. There are two independent mol­ecules (A and B) in the asymmetric unit which differ by 11.2° in the orientation of the 4-phenyl ring...

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Detalles Bibliográficos
Autores principales: Gopal, Veshal, Bhadbhade, Mohan, Chan, Daniel Shiu Hin, Leu, Chao-wei, Black, David StC, Kumar, Naresh
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968525/
https://www.ncbi.nlm.nih.gov/pubmed/21582284
http://dx.doi.org/10.1107/S160053680900587X
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author Gopal, Veshal
Bhadbhade, Mohan
Chan, Daniel Shiu Hin
Leu, Chao-wei
Black, David StC
Kumar, Naresh
author_facet Gopal, Veshal
Bhadbhade, Mohan
Chan, Daniel Shiu Hin
Leu, Chao-wei
Black, David StC
Kumar, Naresh
author_sort Gopal, Veshal
collection PubMed
description The title compound, C(17)H(14)BrNO(2), was synthesized by the treatment of 5,7-dimeth­oxy-4-phenyl­quinolin-2-one with phosphoryl bromide in a Vilsmeier-type reaction. There are two independent mol­ecules (A and B) in the asymmetric unit which differ by 11.2° in the orientation of the 4-phenyl ring with respect to the planar quinoline ring system [dihedral angles = 55.15 (8) and 66.34 (8)° in mol­ecules A and B, respectively]. In the crystal structure, the independent mol­ecules are linked via C—H⋯N and C—H⋯O hydrogen bonds, forming centrosymmetric tetra­meric units which are cross-linked through C—H⋯π and C—Br⋯π inter­actions with Br⋯centroid distances of 3.4289 (8) and 3.5967 (8) Å.
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spelling pubmed-29685252010-12-30 2-Bromo-5,7-dimeth­oxy-4-phenyl­quinoline Gopal, Veshal Bhadbhade, Mohan Chan, Daniel Shiu Hin Leu, Chao-wei Black, David StC Kumar, Naresh Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(14)BrNO(2), was synthesized by the treatment of 5,7-dimeth­oxy-4-phenyl­quinolin-2-one with phosphoryl bromide in a Vilsmeier-type reaction. There are two independent mol­ecules (A and B) in the asymmetric unit which differ by 11.2° in the orientation of the 4-phenyl ring with respect to the planar quinoline ring system [dihedral angles = 55.15 (8) and 66.34 (8)° in mol­ecules A and B, respectively]. In the crystal structure, the independent mol­ecules are linked via C—H⋯N and C—H⋯O hydrogen bonds, forming centrosymmetric tetra­meric units which are cross-linked through C—H⋯π and C—Br⋯π inter­actions with Br⋯centroid distances of 3.4289 (8) and 3.5967 (8) Å. International Union of Crystallography 2009-02-28 /pmc/articles/PMC2968525/ /pubmed/21582284 http://dx.doi.org/10.1107/S160053680900587X Text en © Gopal et al. 2009 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
Gopal, Veshal
Bhadbhade, Mohan
Chan, Daniel Shiu Hin
Leu, Chao-wei
Black, David StC
Kumar, Naresh
2-Bromo-5,7-dimeth­oxy-4-phenyl­quinoline
title 2-Bromo-5,7-dimeth­oxy-4-phenyl­quinoline
title_full 2-Bromo-5,7-dimeth­oxy-4-phenyl­quinoline
title_fullStr 2-Bromo-5,7-dimeth­oxy-4-phenyl­quinoline
title_full_unstemmed 2-Bromo-5,7-dimeth­oxy-4-phenyl­quinoline
title_short 2-Bromo-5,7-dimeth­oxy-4-phenyl­quinoline
title_sort 2-bromo-5,7-dimeth­oxy-4-phenyl­quinoline
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968525/
https://www.ncbi.nlm.nih.gov/pubmed/21582284
http://dx.doi.org/10.1107/S160053680900587X
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