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Crystal structure of flufenoxuron: a benzoylurea pesticide
The title compound, C(21)H(11)ClF(6)N(2)O(3) (systematic name: 1-{4-[2-chloro-4-(trifluoromethyl)phenoxy]-2-fluorophenyl}-3-(2,6-difluorobenzoyl)urea), is a benzoylurea pesticide. The dihedral angles between the central fluorobenzene ring and the terminal difluorophenyl ring and chlorophenyl...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257195/ https://www.ncbi.nlm.nih.gov/pubmed/25484700 http://dx.doi.org/10.1107/S1600536814020649 |
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author | Jeon, Youngeun Kang, Gihaeng Lee, Sangjin Kim, Tae Ho |
author_facet | Jeon, Youngeun Kang, Gihaeng Lee, Sangjin Kim, Tae Ho |
author_sort | Jeon, Youngeun |
collection | PubMed |
description | The title compound, C(21)H(11)ClF(6)N(2)O(3) (systematic name: 1-{4-[2-chloro-4-(trifluoromethyl)phenoxy]-2-fluorophenyl}-3-(2,6-difluorobenzoyl)urea), is a benzoylurea pesticide. The dihedral angles between the central fluorobenzene ring and the terminal difluorophenyl ring and chlorophenyl ring system are 62.15 (5) and 88.03 (5)°, respectively. In the crystal, N—H⋯O hydrogen bonds link adjacent molecules, forming R (2) (2)(8) inversion dimers that pack into loop chains along the a-axis direction by short F⋯F contacts [2.729 (2) Å]. In addition, the chains are linked by weak C—H⋯π and π–π interactions [inter-centroid distances = 3.661 (2) and 3.535 (12) Å], resulting in a three-dimensional architecture. |
format | Online Article Text |
id | pubmed-4257195 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-42571952014-12-05 Crystal structure of flufenoxuron: a benzoylurea pesticide Jeon, Youngeun Kang, Gihaeng Lee, Sangjin Kim, Tae Ho Acta Crystallogr Sect E Struct Rep Online Data Reports The title compound, C(21)H(11)ClF(6)N(2)O(3) (systematic name: 1-{4-[2-chloro-4-(trifluoromethyl)phenoxy]-2-fluorophenyl}-3-(2,6-difluorobenzoyl)urea), is a benzoylurea pesticide. The dihedral angles between the central fluorobenzene ring and the terminal difluorophenyl ring and chlorophenyl ring system are 62.15 (5) and 88.03 (5)°, respectively. In the crystal, N—H⋯O hydrogen bonds link adjacent molecules, forming R (2) (2)(8) inversion dimers that pack into loop chains along the a-axis direction by short F⋯F contacts [2.729 (2) Å]. In addition, the chains are linked by weak C—H⋯π and π–π interactions [inter-centroid distances = 3.661 (2) and 3.535 (12) Å], resulting in a three-dimensional architecture. International Union of Crystallography 2014-09-17 /pmc/articles/PMC4257195/ /pubmed/25484700 http://dx.doi.org/10.1107/S1600536814020649 Text en © Jeon et al. 2014 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 | Data Reports Jeon, Youngeun Kang, Gihaeng Lee, Sangjin Kim, Tae Ho Crystal structure of flufenoxuron: a benzoylurea pesticide |
title | Crystal structure of flufenoxuron: a benzoylurea pesticide |
title_full | Crystal structure of flufenoxuron: a benzoylurea pesticide |
title_fullStr | Crystal structure of flufenoxuron: a benzoylurea pesticide |
title_full_unstemmed | Crystal structure of flufenoxuron: a benzoylurea pesticide |
title_short | Crystal structure of flufenoxuron: a benzoylurea pesticide |
title_sort | crystal structure of flufenoxuron: a benzoylurea pesticide |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257195/ https://www.ncbi.nlm.nih.gov/pubmed/25484700 http://dx.doi.org/10.1107/S1600536814020649 |
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