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Crystal structures of three 1-[4-(4-bromobutoxy)phenyl] chalcone derivatives: (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one
The crystal structures of three chalcones with a bromo-substituted butoxy side chain, viz. (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, C(19)H(19)BrO(2), (I), (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one, C(20)H(21)BrO(3), (II), and (E)-1-[4-(4-bromobu...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2017
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5598855/ https://www.ncbi.nlm.nih.gov/pubmed/28932443 http://dx.doi.org/10.1107/S2056989017010052 |
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author | Maragatham, Gunasekaran Selvarani, Sivasamy Rajakumar, Perumal Lakshmi, Srinivasakannan |
author_facet | Maragatham, Gunasekaran Selvarani, Sivasamy Rajakumar, Perumal Lakshmi, Srinivasakannan |
author_sort | Maragatham, Gunasekaran |
collection | PubMed |
description | The crystal structures of three chalcones with a bromo-substituted butoxy side chain, viz. (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, C(19)H(19)BrO(2), (I), (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one, C(20)H(21)BrO(3), (II), and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one, C(21)H(23)BrO(4), (III), are reported. In all molecules, the conformation of the keto group with respect to the olefinic bond is s-cis. Molecules of (I) and (II) are nearly planar, while molecule (III) is not planar. In the crystal of compounds (I) and (II), molecules are linked into chains parallel to the c axis by C—H⋯π interactions. In the crystal of compound (III), molecules are linked by a pairs of C—H⋯O hydrogen bonds, forming inversion dimers. Weak C—Br⋯π interactions are also observed in (III). |
format | Online Article Text |
id | pubmed-5598855 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-55988552017-09-20 Crystal structures of three 1-[4-(4-bromobutoxy)phenyl] chalcone derivatives: (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one Maragatham, Gunasekaran Selvarani, Sivasamy Rajakumar, Perumal Lakshmi, Srinivasakannan Acta Crystallogr E Crystallogr Commun Research Communications The crystal structures of three chalcones with a bromo-substituted butoxy side chain, viz. (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, C(19)H(19)BrO(2), (I), (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one, C(20)H(21)BrO(3), (II), and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one, C(21)H(23)BrO(4), (III), are reported. In all molecules, the conformation of the keto group with respect to the olefinic bond is s-cis. Molecules of (I) and (II) are nearly planar, while molecule (III) is not planar. In the crystal of compounds (I) and (II), molecules are linked into chains parallel to the c axis by C—H⋯π interactions. In the crystal of compound (III), molecules are linked by a pairs of C—H⋯O hydrogen bonds, forming inversion dimers. Weak C—Br⋯π interactions are also observed in (III). International Union of Crystallography 2017-07-21 /pmc/articles/PMC5598855/ /pubmed/28932443 http://dx.doi.org/10.1107/S2056989017010052 Text en © Maragatham et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Maragatham, Gunasekaran Selvarani, Sivasamy Rajakumar, Perumal Lakshmi, Srinivasakannan Crystal structures of three 1-[4-(4-bromobutoxy)phenyl] chalcone derivatives: (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title | Crystal structures of three 1-[4-(4-bromobutoxy)phenyl] chalcone derivatives: (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_full | Crystal structures of three 1-[4-(4-bromobutoxy)phenyl] chalcone derivatives: (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_fullStr | Crystal structures of three 1-[4-(4-bromobutoxy)phenyl] chalcone derivatives: (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_full_unstemmed | Crystal structures of three 1-[4-(4-bromobutoxy)phenyl] chalcone derivatives: (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_short | Crystal structures of three 1-[4-(4-bromobutoxy)phenyl] chalcone derivatives: (E)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, (E)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one and (E)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_sort | crystal structures of three 1-[4-(4-bromobutoxy)phenyl] chalcone derivatives: (e)-1-[4-(4-bromobutoxy)phenyl]-3-phenylprop-2-en-1-one, (e)-1-[4-(4-bromobutoxy)phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one and (e)-1-[4-(4-bromobutoxy)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5598855/ https://www.ncbi.nlm.nih.gov/pubmed/28932443 http://dx.doi.org/10.1107/S2056989017010052 |
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