Abstract

The title compound, C18H13BrN2O2, was synthesized by the reaction of 2-hydr­oxy-1-naphthaldehyde with 4-bromo­benzohydrazide. This Schiff base mol­ecule has an E configuration about the C=N bond and is almost planar, the dihedral angle between the mean planes through the substituted benzene ring and the naphthyl system being 6.6 (2)°. There is an intra­molecular O—H⋯N hydrogen bond involving the naphthyl hydr­oxy substituent and the N′ atom of the hydrazide group. In the crystal structure, mol­ecules are linked through inter­molecular N—-H⋯O hydrogen bonds to form chains extending along the b direction.

Highlights

  • The title compound, C18H13BrN2O2, was synthesized by the reaction of 2-hydroxy-1-naphthaldehyde with 4-bromobenzohydrazide

  • Molecules are linked through intermolecular N—-HÁ Á ÁO hydrogen bonds to form chains extending along the b direction

  • Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2066)

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Summary

Structure Reports Online

Key indicators: single-crystal X-ray study; T = 298 K; mean (C–C) = 0.006 A; R factor = 0.040; wR factor = 0.101; data-to-parameter ratio = 14.7. The title compound, C18H13BrN2O2, was synthesized by the reaction of 2-hydroxy-1-naphthaldehyde with 4-bromobenzohydrazide. This Schiff base molecule has an E configuration about the C N bond and is almost planar, the dihedral angle between the mean planes through the substituted benzene ring and the naphthyl system being 6.6 (2). There is an intramolecular O—HÁ Á ÁN hydrogen bond involving the naphthyl hydroxy substituent and the N0 atom of the hydrazide group. Molecules are linked through intermolecular N—-HÁ Á ÁO hydrogen bonds to form chains extending along the b direction. Related literature For related structures, see: Bruckner et al (2000); Diao (2007); Diao et al (2007, 2008); Harrop et al (2003); Huang et al (2007); Li et al (2007); Ren et al (2002)

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