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. 2012 Nov 1;68(Pt 11):o3168.
doi: 10.1107/S1600536812042262. Epub 2012 Oct 20.

4-Bromo-2-[(E)-{[4-nitro-2-(trifluoro-meth-yl)phen-yl]imino}-meth-yl]phenol

Mehmet Akkurt  1 , Alan R Kennedy, Shaaban K Mohamed, Antar A Abdelhamid, Gary J Miller
Affiliations

4-Bromo-2-[(E)-{[4-nitro-2-(trifluoro-meth-yl)phen-yl]imino}-meth-yl]phenol

Mehmet Akkurt et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

Except two F atoms of the -CF(3) group, the title compound, C(14)H(8)BrF(3)N(2)O(3), has an almost planar conformation, the dihedral angle between the aromatic rings being 3.60 (16)°. The mol-ecule adopts the enol-imine tautomeric form, with an intra-molecular O-H⋯N hydrogen bond, which generates an S(6) ring motif. In the crystal, face-to-face π-π stacking [centroid-centroid distances = 3.669 (2) and 3.732 (2) Å] between the aromatic rings of the mol-ecules, which lie in sheets parallel to (202), help to establish the packing.

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Figures

Fig. 1.
Fig. 1.
The title compound with the atom numbering scheme. Displacement ellipsoids for non-H atoms are drawn at the 50% probability level.
Fig. 2.
Fig. 2.
View of the packing and hydrogen bonding of (I) down a axis. H atoms not involved in hydrogen bonding have been omitted for clarity.
Fig. 3.
Fig. 3.
View of the packing and hydrogen bonding of (I) down b axis. H atoms not involved in hydrogen bonding have been omitted for clarity.
See this image and copyright information in PMC

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