Synthesis and crystal structure of a second polymorph of N,N′-bis(salicylidene)-3,5,3′,5′-tetramethyl-biphenyl-4, 4′-diamine

L. Xu, X. Qi, S. J. Kim

Research output: Contribution to journalArticlepeer-review


The Schiff base compound N,N′-bis(salicylidene)-3,5,3′, 5′-tetramethyl-biphenyl-4,4′-diamine was synthesized and crystal structure was determined by single-crystal X-ray diffractometry. The result shows that there is another polymorphic form (B) in structure besides published one (A) [1]. In structure B, there are four aromatic rings. The dihedral angles between the phenol rings and the adjacent dimethylbenzene rings are distinctly larger than that formed by the dimethylbenzene rings, possibly as a result of the steric hindrance of the methyl groups and the presence of intramolecular O-H...N hydrogen bonds. The remarkable defference between A and B lies in the angles of C1-C6 ring and C25-C30 ring, which are 51.64(13)° and 7.40(7)° in B and A, respectively. Crystal data for the title compolex C 30H27N2O2: Monoclinic, P2(1)/c, a = 14.346(3) Å, b = 12.258(2) Å, c = 14.265(3) Å; β = 99.515(4)°, V = 2474.1(7) Å3, Z = 4.

Original languageEnglish
Pages (from-to)994-997
Number of pages4
JournalJournal of Structural Chemistry
Issue number5
StatePublished - Sep 2006

Bibliographical note

Funding Information:
There are neither S–S stacking nor weak intermolecular hydrogen interactions, and the crystal packing (Fig. 3) is controlled by van der Waals forces. This work was supported by the Korea Research Foundation Grant (KRF-2004-005-C00093) and Research Innovation Program of Nanjing Forestry University (CX03-070-1). Supplementary material. CCDC 287023 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at retrieving.html [or from the Cambridge Crystallographic Data Center (CCDC), 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(0)1223-336033; e-mail:].


  • Crystal structure
  • N,N′-bis(salicylidene)-3,5,3′,5′-tetramethyl- biphenyl-4,4′-diamine
  • Schiff base


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