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. 2014 Jul 11;70(Pt 8):o860.
doi: 10.1107/S1600536814015153. eCollection 2014 Aug 1.

4-Fluoro-N-(4-hy-droxy-benzyl-idene)aniline

L Jothi  1 , G Anuradha  2 , G Vasuki  2 , R Ramesh Babu  3 , K Ramamurthi  4
Affiliations

4-Fluoro-N-(4-hy-droxy-benzyl-idene)aniline

L Jothi et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C13H10FNO, the benzene ring planes are inclined at an angle of 50.52 (8)°. A characteristic of aromatic Schiff bases with N-aryl substituents is that the terminal phenyl rings are twisted relative to the plane of the HC=N link between them. In this case, the HC=N unit makes dihedral angles of 10.6 (2) and 40.5 (2)° with the hy-droxy-benzene and fluro-benzene rings, respectively. In the crystal, O-H⋯N and C-H⋯F hydrogen bonds lead to the formation of chains along the c- and b-axis directions, respectively. C-H⋯π contacts link mol-ecules along a and these contacts combine to generate a three-dimensional network with mol-ecules stacked along the b-axis direction.

Keywords: crystal structure.

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Figures

Fig. 1.
Fig. 1.
: The molecular structure of the title compound. Displacement ellipsoids are drawn at the 50% probability level.
Fig. 2.
Fig. 2.
: Chains formed along the c axis by O—H···N hydrogen bonds.
Fig. 3.
Fig. 3.
Chains formed along the b axis by C—H···F hydrogen bonds.
Fig. 4.
Fig. 4.
: C—H···F chains viewed along the a axis, showing V shaped stacks.
Fig. 5.
Fig. 5.
Chains formed along the a axis by C—H···π contacts.
Fig. 6.
Fig. 6.
: Overall packing for the compound (I).
See this image and copyright information in PMC

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