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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...

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Autores principales: Fun, Hoong-Kun, Chantrapromma, Suchada, Patil, P. S., Dharmaprakash, S. M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
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.
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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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