Research Article: 4-Bromo-N-(4-hy­droxy­benzyl­idene)­aniline

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): L. Jothi, G. Vasuki, R. Ramesh Babu, K. Ramamurthi.


In the title compound, C13H10BrNO, the benzene ring planes are inclined at an angle of 48.85 (17)°, resulting in a nonplanar mol­ecule. A characteristic of aromatic Schiff bases with N-aryl substituents is that the terminal phenyl rings are twisted relative to the HC=N plane. In this case, the HC=N unit makes dihedral angles of 11.1 (4) and 38.5 (3)° with the hy­droxy­benzene and bromo­benzene rings, respectively. In the crystal, the molecules are linked by O—H⋯N hydrogen bonds to form infinite (C8) chains along the b axis.

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For applications of Schiff base compounds and related structures, see: Li et al. (2008 ▶); Zhang (2010 ▶). For other related structures, see: Kaitner & Pavlovic (1995 ▶); Yeap et al. (1993 ▶). For an early determination of the lattice parameters of this compound, see: Bürgi et al. (1968 ▶). For standard bond lengths, see: Allen et al. (1987 ▶).