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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...
Autores principales: | , , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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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. |
format | Text |
id | pubmed-2968525 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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