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1-{(E)-[(2E)-3-(4-Meth­oxy­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-phenyl­urea: crystal structure and Hirshfeld surface analysis

The title compound, C(23)H(21)N(3)O(2), is constructed about an almost planar disubstituted amino­urea residue (r.m.s. deviation = 0.0201 Å), which features an intra­molecular amine-N—H⋯N(imine) hydrogen bond. In the ‘all-trans’ chain connecting this to the terminal meth­oxy­benzene residue, the con...

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Autores principales: Tan, Ming Yueh, Crouse, Karen A., Ravoof, Thahira B. S. A., Jotani, Mukesh M., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5683474/
https://www.ncbi.nlm.nih.gov/pubmed/29152334
http://dx.doi.org/10.1107/S2056989017014128
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author Tan, Ming Yueh
Crouse, Karen A.
Ravoof, Thahira B. S. A.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_facet Tan, Ming Yueh
Crouse, Karen A.
Ravoof, Thahira B. S. A.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_sort Tan, Ming Yueh
collection PubMed
description The title compound, C(23)H(21)N(3)O(2), is constructed about an almost planar disubstituted amino­urea residue (r.m.s. deviation = 0.0201 Å), which features an intra­molecular amine-N—H⋯N(imine) hydrogen bond. In the ‘all-trans’ chain connecting this to the terminal meth­oxy­benzene residue, the conformation about each of the imine and ethyl­ene double bonds is E. In the crystal, amide-N—H⋯O(carbon­yl) hydrogen bonds connect centrosymmetrically related mol­ecules into dimeric aggregates, which also incorporate ethyl­ene-C—H⋯O(amide) inter­actions. The dimers are linked by amine–phenyl-C—H⋯π(imine–phen­yl) and meth­oxy­benzene-C—H⋯π(amine–phen­yl) inter­actions to generate a three-dimensional network. The importance of C—H⋯π inter­actions in the mol­ecular packing is reflected in the relatively high contributions made by C⋯H/H⋯C contacts to the Hirshfeld surface, i.e. 31.6%.
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spelling pubmed-56834742017-11-17 1-{(E)-[(2E)-3-(4-Meth­oxy­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-phenyl­urea: crystal structure and Hirshfeld surface analysis Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(23)H(21)N(3)O(2), is constructed about an almost planar disubstituted amino­urea residue (r.m.s. deviation = 0.0201 Å), which features an intra­molecular amine-N—H⋯N(imine) hydrogen bond. In the ‘all-trans’ chain connecting this to the terminal meth­oxy­benzene residue, the conformation about each of the imine and ethyl­ene double bonds is E. In the crystal, amide-N—H⋯O(carbon­yl) hydrogen bonds connect centrosymmetrically related mol­ecules into dimeric aggregates, which also incorporate ethyl­ene-C—H⋯O(amide) inter­actions. The dimers are linked by amine–phenyl-C—H⋯π(imine–phen­yl) and meth­oxy­benzene-C—H⋯π(amine–phen­yl) inter­actions to generate a three-dimensional network. The importance of C—H⋯π inter­actions in the mol­ecular packing is reflected in the relatively high contributions made by C⋯H/H⋯C contacts to the Hirshfeld surface, i.e. 31.6%. International Union of Crystallography 2017-10-06 /pmc/articles/PMC5683474/ /pubmed/29152334 http://dx.doi.org/10.1107/S2056989017014128 Text en © Tan et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Tan, Ming Yueh
Crouse, Karen A.
Ravoof, Thahira B. S. A.
Jotani, Mukesh M.
Tiekink, Edward R. T.
1-{(E)-[(2E)-3-(4-Meth­oxy­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-phenyl­urea: crystal structure and Hirshfeld surface analysis
title 1-{(E)-[(2E)-3-(4-Meth­oxy­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-phenyl­urea: crystal structure and Hirshfeld surface analysis
title_full 1-{(E)-[(2E)-3-(4-Meth­oxy­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-phenyl­urea: crystal structure and Hirshfeld surface analysis
title_fullStr 1-{(E)-[(2E)-3-(4-Meth­oxy­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-phenyl­urea: crystal structure and Hirshfeld surface analysis
title_full_unstemmed 1-{(E)-[(2E)-3-(4-Meth­oxy­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-phenyl­urea: crystal structure and Hirshfeld surface analysis
title_short 1-{(E)-[(2E)-3-(4-Meth­oxy­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-phenyl­urea: crystal structure and Hirshfeld surface analysis
title_sort 1-{(e)-[(2e)-3-(4-meth­oxy­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-phenyl­urea: crystal structure and hirshfeld surface analysis
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5683474/
https://www.ncbi.nlm.nih.gov/pubmed/29152334
http://dx.doi.org/10.1107/S2056989017014128
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