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Crystal structure of N,N'-dibenzyl-3,3'-di-meth-oxy-benzidine.

ABSTRACT: The title compound, (systematic name: N,N'-dibenzyl-3,3'-dimeth-oxy-1,1'-biphenyl-4,4'-di-amine), C28H28N2O2, was synthesized by the reduction of a Schiff base prepared via a condensation reaction between o-dianisidine and benzaldehyde under acidic conditions. The mol-ecule lies on a crystallographic inversion centre so that the asymmetric unit contains one half-mol-ecule. The biphenyl moiety compound is essentially planar. Two intra-molecular N-H?O hydrogen bonds occur. The dihedral angle between the terminal phenyl and phenyl-ene rings of a benzidine unit is 48.68?(6)°. The methyl-ene C atom of the benzyl group is disordered over two sets of sites, with occupancy ratio 0.779?(18):0.221?(18). In the crystal, mol-ecules are connected by hydrogen bonding between o-dianisidine O atoms and H atoms of the terminal benzyl groups, forming a one-dimensional ladder-like structure. In the data from DFT calculations, the central biphenyl showed a twisted conformation.

SUBMITTER: Im H

PROVIDER: S-EPMC5947784 | biostudies-literature | 2018 Mar

REPOSITORIES: biostudies-literature

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Crystal structure of N,N'-dibenzyl-3,3'-di-meth-oxy-benzidine.

Im Hansu H Kim Jineun J Sim Changeun C Kim Tae Ho TH

Acta crystallographica. Section E, Crystallographic communications 20180202 Pt 3

The title compound, (systematic name: N,N'-dibenzyl-3,3'-dimeth-oxy-1,1'-biphenyl-4,4'-di-amine), C28H28N2O2, was synthesized by the reduction of a Schiff base prepared via a condensation reaction between o-dianisidine and benzaldehyde under acidic conditions. The mol-ecule lies on a crystallographic inversion centre so that the asymmetric unit contains one half-mol-ecule. The biphenyl moiety compound is essentially planar. ...[more]

PMID: 29765704

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