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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...

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Autores principales: Jeon, Youngeun, Kang, Gihaeng, Lee, Sangjin, Kim, Tae Ho
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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.
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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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