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(E)-3-(2-Chlorophenyl)-1-(4-nitrophenyl)prop-2-en-1-one
In the title compound, C(15)H(10)ClNO(3), a substituted chalcone, the 2-chlorophenyl and 4-nitrophenyl rings make a dihedral angle of 26.48 (6)°. The nitro group makes a dihedral angle of 11.64 (7)° with the plane of the benzene ring to which it is bound. Weak intramolecular C—H⋯O and C—H⋯Cl inte...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961413/ https://www.ncbi.nlm.nih.gov/pubmed/21202689 http://dx.doi.org/10.1107/S160053680801218X |
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author | Fun, Hoong-Kun Chantrapromma, Suchada Patil, P. S. Dharmaprakash, S. M. |
author_facet | Fun, Hoong-Kun Chantrapromma, Suchada Patil, P. S. Dharmaprakash, S. M. |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | In the title compound, C(15)H(10)ClNO(3), a substituted chalcone, the 2-chlorophenyl and 4-nitrophenyl rings make a dihedral angle of 26.48 (6)°. The nitro group makes a dihedral angle of 11.64 (7)° with the plane of the benzene ring to which it is bound. Weak intramolecular C—H⋯O and C—H⋯Cl interactions involving the enone groups generate S(5) ring motifs, which help to stabilize the planarity of the 3-(2-chlorophenyl)prop-2-en-1-one segment of the molecule. In the crystal structure, adjacent molecules are stacked in a head-to-tail fashion into columns along the a axis by π–π interactions [centroid–centroid distance = 3.6955 (8) Å]. Neighbouring columns are linked by weak C—H⋯O interactions. |
format | Text |
id | pubmed-2961413 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29614132010-12-30 (E)-3-(2-Chlorophenyl)-1-(4-nitrophenyl)prop-2-en-1-one Fun, Hoong-Kun Chantrapromma, Suchada Patil, P. S. Dharmaprakash, S. M. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(15)H(10)ClNO(3), a substituted chalcone, the 2-chlorophenyl and 4-nitrophenyl rings make a dihedral angle of 26.48 (6)°. The nitro group makes a dihedral angle of 11.64 (7)° with the plane of the benzene ring to which it is bound. Weak intramolecular C—H⋯O and C—H⋯Cl interactions involving the enone groups generate S(5) ring motifs, which help to stabilize the planarity of the 3-(2-chlorophenyl)prop-2-en-1-one segment of the molecule. In the crystal structure, adjacent molecules are stacked in a head-to-tail fashion into columns along the a axis by π–π interactions [centroid–centroid distance = 3.6955 (8) Å]. Neighbouring columns are linked by weak C—H⋯O interactions. International Union of Crystallography 2008-05-03 /pmc/articles/PMC2961413/ /pubmed/21202689 http://dx.doi.org/10.1107/S160053680801218X Text en © Fun et al. 2008 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 Fun, Hoong-Kun Chantrapromma, Suchada Patil, P. S. Dharmaprakash, S. M. (E)-3-(2-Chlorophenyl)-1-(4-nitrophenyl)prop-2-en-1-one |
title | (E)-3-(2-Chlorophenyl)-1-(4-nitrophenyl)prop-2-en-1-one |
title_full | (E)-3-(2-Chlorophenyl)-1-(4-nitrophenyl)prop-2-en-1-one |
title_fullStr | (E)-3-(2-Chlorophenyl)-1-(4-nitrophenyl)prop-2-en-1-one |
title_full_unstemmed | (E)-3-(2-Chlorophenyl)-1-(4-nitrophenyl)prop-2-en-1-one |
title_short | (E)-3-(2-Chlorophenyl)-1-(4-nitrophenyl)prop-2-en-1-one |
title_sort | (e)-3-(2-chlorophenyl)-1-(4-nitrophenyl)prop-2-en-1-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961413/ https://www.ncbi.nlm.nih.gov/pubmed/21202689 http://dx.doi.org/10.1107/S160053680801218X |
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