Synthesis and Crystal Structure of Bis (Tetrabutylammonium)(4,4′-Azodi(phenylcyanamide)) Salt · [(n-Bu)₄N]₂[Azodicyd²⁻] · H₂O

Abstract

The chemical preparation and crystal structure for a 4,4′-azodi(phenylcyanamide) salt) in the solid state are reported. This compound crystallizes in the triclinic space group P ${\mathop 1\limits^ - }$ with the following unit cell parameters: a = 9.759(3) Å, b = 11.237(4) Å, c = 11.919(4) Å, α = 95.54(3)°, β = 98.50(3)°, γ = 109.39(2)°, Z = 1 and V = 1204.4(7) ų. The 4,4′-azodi(phenylcyanamide) dianion, azodicyd²⁻, is approximately planar, with the cyanamide groups (–N=C=N) in an anti conformation relative to each other and the azo group (–N=N–) adopting the more thermodynamically stable trans conformation. The crystal X-ray analysis shows that there are one azo molecule cation, two tetrabutylammonium cations and one water molecule in unit cell. Intermolecular O–H···N hydrogen bonds may be effective in the stabilization of the crystal structure of this compound and to form linear chain structure in the packing.

Index Abstract

Synthesis and crystal structure of Bis (Tetrabutylammonium)(4,4′-Azodi(phenylcyanamide)) salt . [(n-Bu)4N]2[Azodicyd^2-] · H₂O

Davar M. Boghaei ^1*, Fatemeh Behzadian-Asl ¹ and Hamid Reza Khavasi²

¹ Department of Chemistry, Sharif University of Technology, P.O. Box 11155-9616, Tehran, Iran

² Department of Chemistry, Shahid Beheshti University, Evin, Tehran 1983963113, Iran