N,N'-bis(2-hydroxybenzylidene)pentane-1,5-diamine

Acta Crystallogr C. 2007 Sep;63(Pt 9):o559-61. doi: 10.1107/S0108270107037900. Epub 2007 Aug 24.

Abstract

In the title potential O,N,N',O'-tetradentate Schiff base ligand {systematic name: 2,2'-[pentane-1,5-diylbis(nitrilomethylidyne)]diphenol}, C(19)H(22)N(2)O(2), the mutual orientation of the three planar fragments determines the conformation of the molecule. The dihedral angles between the planes of the two salicylidene groups and the plane of the central extended pentane chain are 78.4 (2) and 62.0 (3) degrees, and the angle between the terminal ring planes is 55.4 (1) degrees. Strong intramolecular O-H...N hydrogen bonds close almost-planar six-membered rings, and the O-H bonds are elongated as a result of hydrogen-bond formation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzylidene Compounds / chemistry*
  • Crystallography, X-Ray
  • Diamines / chemistry*
  • Fourier Analysis
  • Hydrogen Bonding
  • Imines / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Pentanes / chemistry*
  • Phenols / chemistry*

Substances

  • Benzylidene Compounds
  • Diamines
  • Imines
  • N,N'-bis(2-hydroxybenzylidene)pentane-1,5-diamine
  • Pentanes
  • Phenols