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.

ABSTRACT: Two independent mol-ecules (A and B) comprise the asymmetric unit of the title compound, C18H21N3O3. The urea moiety is disubstituted with one amine being linked to a phenyl ring, which is twisted out of the plane of the CN2O urea core [dihedral angles = 25.57?(11) (A) and 29.13?(10)° (B)]. The second amine is connected to an imine (E 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 S(5) loops in each case. The mol-ecules have twisted conformations with the dihedral angles between the outer rings being 38.64?(81) (A) and 48.55?(7)° (B). In the crystal, amide-N-H?O(amide) hydrogen bonds link the mol-ecules A and B via an eight-membered {?HNCO}2 synthon. Further associations between mol-ecules, leading to supra-molecular layers in the ac 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 A and B participate in very similar inter-molecular inter-actions and that any variations relate to conformational differences between the mol-ecules.

SUBMITTER: Tan MY 

PROVIDER: S-EPMC5778478 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature