3-{( E )-[4-(4-Hy-droxy-3-meth-oxy-phen-yl)butan-2-yl-idene]amino}-1-phenyl-urea: crystal structure and Hirshfeld surface analysis

Two independent mol-ecules ( and ) comprise the asymmetric unit of the title compound, C H N O . The urea moiety is disubstituted with one amine being linked to a phenyl ring, which is twisted out of the plane of the CN O urea core [dihedral angles = 25.57 (11) ( ) and 29.13 (10)° ( )]. The second a...

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Veröffentlicht in:Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2018-01, Vol.74 (Pt 1), p.21-27
Hauptverfasser: Tan, Ming Yueh, Crouse, Karen A, Ravoof, Thahira B S A, Jotani, Mukesh M, Tiekink, Edward R T
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Sprache:eng
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Zusammenfassung:Two independent mol-ecules ( and ) comprise the asymmetric unit of the title compound, C H N O . The urea moiety is disubstituted with one amine being linked to a phenyl ring, which is twisted out of the plane of the CN O urea core [dihedral angles = 25.57 (11) ( ) and 29.13 (10)° ( )]. The second amine is connected to an imine ( conformation), which is linked in turn to an ethane bridge that links a disubstituted benzene ring. Intra-molecular amine-N-H⋯N(imine) and hydroxyl-O-H⋯O(meth-oxy) hydrogen bonds close (5) loops in each case. The mol-ecules have twisted conformations with the dihedral angles between the outer rings being 38.64 (81) ( ) and 48.55 (7)° ( ). In the crystal, amide-N-H⋯O(amide) hydrogen bonds link the mol-ecules and an eight-membered {⋯HNCO} synthon. Further associations between mol-ecules, leading to supra-molecular layers in the plane, are hydrogen bonds of the type hydroxyl-O-H⋯N(imine) and phenyl-amine-N-H⋯O(meth-oxy). Connections between layers, leading to a three-dimensional architecture, comprise benzene-C-H⋯O(hy-droxy) inter-actions. A detailed analysis of the calculated Hirshfeld surfaces shows mol-ecules and participate in very similar inter-molecular inter-actions and that any variations relate to conformational differences between the mol-ecules.
ISSN:2056-9890
2056-9890
DOI:10.1107/S2056989017017273