The alpha2-polymorph of salicylideneaniline.
N-Salicylideneaniline (SA), C13H11NO, belongs to the large family of aromatic Schiff bases. It is of particular importance owing to its reversible photoreactivity. SA forms two photochromic polymorphs, both with two non-coplanar benzene rings. In addition, we have recently discovered a planar polymorph, named the beta-polymorph, which will be discussed in a subsequent paper. We report here the structure of the alpha2-polymorph in the orthorhombic crystal system. This compound exhibits a strong intramolecular O-H...N hydrogen bond and the dihedral angle between the two rings varies with temperature.
Arod
Frédéric
F
Ecole Polytechnique Fédérale de Lausanne (EPFL), Laboratoire de Cristallographie, CH-1015 Lausanne, Switzerland. frederic.arod@epfl.ch
Gardon
Manuel
M
Pattison
Philip
P
Chapuis
Gervais
G
D000814:Aniline Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D012545:Schiff Bases / Q000737:chemistry*
D000814:Aniline Compounds; D012545:Schiff Bases; C510217:salicylideneaniline; C023650:aniline