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4-(2-Chloroanilino)-3-phenylfuran-2(5H)-one
The title compound, C(16)H(12)ClNO(2), featuring a furan-2(5H)-one (γ-butyrolactone) core, contains two molecules (A and B) in the asymmetric unit, with different dihedral angles between the central ring and the pendant phenyl and chlorobenzene rings [43.33 (8) and 20.16 (8)°, respectively, for A,...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247478/ https://www.ncbi.nlm.nih.gov/pubmed/22220096 http://dx.doi.org/10.1107/S1600536811044308 |
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author | Xiao, Zhu-Ping Huang, Ze-Jun Liu, Xiao-Yang Xiang, Kai-Shuang Yu, She-Rong |
author_facet | Xiao, Zhu-Ping Huang, Ze-Jun Liu, Xiao-Yang Xiang, Kai-Shuang Yu, She-Rong |
author_sort | Xiao, Zhu-Ping |
collection | PubMed |
description | The title compound, C(16)H(12)ClNO(2), featuring a furan-2(5H)-one (γ-butyrolactone) core, contains two molecules (A and B) in the asymmetric unit, with different dihedral angles between the central ring and the pendant phenyl and chlorobenzene rings [43.33 (8) and 20.16 (8)°, respectively, for A, and 47.79 (8) and 13.87 (8)°, respectively, for B]. In the crystal, the A molecules are linked into [001] chains by single C—H⋯O interactions. The B molecules also form [001] chains, but their relative orientations in the chains are quite different to those of the A molecules so that adjacent B molecules are linked by two C—H⋯O hydrogen bonds. Finally, C—H⋯O interactions and aromatic π–π stacking contacts [centroid–centroid separations = 3.754 (1) and 3.817 (1) Å] link the chains into a two-dimensional array parallel to (010). |
format | Online Article Text |
id | pubmed-3247478 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32474782012-01-04 4-(2-Chloroanilino)-3-phenylfuran-2(5H)-one Xiao, Zhu-Ping Huang, Ze-Jun Liu, Xiao-Yang Xiang, Kai-Shuang Yu, She-Rong Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(12)ClNO(2), featuring a furan-2(5H)-one (γ-butyrolactone) core, contains two molecules (A and B) in the asymmetric unit, with different dihedral angles between the central ring and the pendant phenyl and chlorobenzene rings [43.33 (8) and 20.16 (8)°, respectively, for A, and 47.79 (8) and 13.87 (8)°, respectively, for B]. In the crystal, the A molecules are linked into [001] chains by single C—H⋯O interactions. The B molecules also form [001] chains, but their relative orientations in the chains are quite different to those of the A molecules so that adjacent B molecules are linked by two C—H⋯O hydrogen bonds. Finally, C—H⋯O interactions and aromatic π–π stacking contacts [centroid–centroid separations = 3.754 (1) and 3.817 (1) Å] link the chains into a two-dimensional array parallel to (010). International Union of Crystallography 2011-10-29 /pmc/articles/PMC3247478/ /pubmed/22220096 http://dx.doi.org/10.1107/S1600536811044308 Text en © Xiao et al. 2011 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 Xiao, Zhu-Ping Huang, Ze-Jun Liu, Xiao-Yang Xiang, Kai-Shuang Yu, She-Rong 4-(2-Chloroanilino)-3-phenylfuran-2(5H)-one |
title | 4-(2-Chloroanilino)-3-phenylfuran-2(5H)-one |
title_full | 4-(2-Chloroanilino)-3-phenylfuran-2(5H)-one |
title_fullStr | 4-(2-Chloroanilino)-3-phenylfuran-2(5H)-one |
title_full_unstemmed | 4-(2-Chloroanilino)-3-phenylfuran-2(5H)-one |
title_short | 4-(2-Chloroanilino)-3-phenylfuran-2(5H)-one |
title_sort | 4-(2-chloroanilino)-3-phenylfuran-2(5h)-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247478/ https://www.ncbi.nlm.nih.gov/pubmed/22220096 http://dx.doi.org/10.1107/S1600536811044308 |
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