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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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Detalles Bibliográficos
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
Descripción
Sumario: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%.