Preparation and crystal structures of new schiff bases derived from 3, 3ʹ-dihydroxy-4, 4ʹ-(propane-1, 2-dieloxy)-dibenzaldehyde

In this research study, two Schiff base compounds AP-DHPDB (1) synthesized from the reaction of 2-aminophenol (AP) with 3, 3ʹ-dihydroxy-4, 4ʹ-(propane-1, 2-dieloxy)-dibenzaldehyde (DHPDB) and FA-DHEDB (2) synthesized from the reaction of furfuryl amine (FA) with 3, 3ʹ-dihydroxy-4, 4ʹ-(ethane-1, 2-dieloxy)-dibenzaldehyde (DHEDB) by reflux in methanol as solvent for 2 h. Suitable crystals of 1 and 2 get by slow evaporation of solvent after few days and characterized by elemental analysis. Crystal structures of the title compounds 1 and 2 were determined using the single crystal X-ray diffraction analysis. The title compounds 1 and 2 were found to be in monoclinic and orthorhombic with the space group of C2/c and Pnca, respectively. The unit cell parameter of 1 were a=29/8994(10), b=4.86618(7), c=21.7214(4) Å, b=124.4901(17)° and V=2604.85(12) Å3, and the unit cell parameter of 2 were a=22/3513(7), b=26.0250(7), c=4.6681(9) Å and V=2715(12) Å3. The C-N bond distances around the iminic nitrogen of compound 1 are 1.418 and 1.268 Å, and in compound 2 are 1.467 and 1.269 Å, indicated the single and double bonds, respectively. Also, the bond angles around the iminic nitrogen are distorted from 120° corresponding to sp2 hybrid (N1-C7-C8 = 122.5° and C6-N1-C7 = 119.3° for 1 and N7-C8-C9 = 123.9° and C6-N7-C8 = 116.12° for 2).