2-{(E)-[(2Z)-2-(1,2-Di-hydro-phthalazin-1-yl-idene)hydrazinyl-idene]meth-yl}phenol.

ABSTRACT: The title compound, C15H12N4O, adopts an E conformation with respect to the azomethine bond and crystallizes in its hydrazinyl-idene tautomeric form. The dihedral angle between the ring systems is 15.98?(7)°. The phenol O-H group forms an intra-molecular O-H?N hydrogen bond. In the crystal, pairs of N-H?N and C-H?O hydrogen bonds link neighbouring mol-ecules into centrosymmetric dimers. These dimers are inter-connected by means of three types of ?-? stacking inter-actions. One, with a centroid-centroid distance of 3.577?(1)?Å [inter-planar separation = 3.4673?(6)?Å], connects adjacent mol-ecules into centrosymmetric dimers. The other two inter-actions, on the outward facing sides of the dimers, are between phenol rings of neighboring mol-ecules [centroid-centroid separation = 3.7907?(13)?Å and inter-planar separation = 3.5071?(8)?Å], and between phthalazin units [centroid-centroid separation = 3.6001?(12)?Å and inter-planar separation = 3.4891?(7)?Å]. In combination, the ?-? inter-actions lead to the formation of infinite layers with mol-ecules stacked along [0-11]. These layers are, in turn, connected with neighbouring layers through the N-H?N and C-H?O hydrogen bonds, yielding a three-dimensional supra-molecular architecture.

SUBMITTER: Prasanna MK 

PROVIDER: S-EPMC3790393 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature