X-ray crystal structure analysis and determination of azo-enamine and hydrazone-imine tautomers of two hetarylazo indole dyes

Oezbey S., Karayel A., Kavak G., Seferoglu Z. , Ertan N.

Coloration Technology, cilt.123, ss.358-364, 2007 (SCI Expanded İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 123 Konu: 6
  • Basım Tarihi: 2007
  • Doi Numarası: 10.1111/j.1478-4408.2007.00110.x
  • Dergi Adı: Coloration Technology
  • Sayfa Sayıları: ss.358-364


Two hetarylazo indole dyes were analyzed by single crystal X-ray diffraction. Dye 1, C18H14N4O, crystallises in the monoclinic system, space group P21/c, with two independent molecules in the asymmetric unit. Dye 2, C20H16N4, also crystallises in the monoclinic system, space group P21/n, Z = 4. In both compounds, there are two intramolecular C-H...N hydrogen bonds which influenced the molecular conformation between the azo group and the indole ring system and its phenyl substituent. Each of the independent molecules of dye 1 interact through the N-H...N hydrogen bond, whereas no classical intermolecular hydrogen bond was observed in dye 2. The molecules of dye 1 and dye 2 are packed differently in both structures. © 2007 The Authors. Journal compilation 2007 Society of Dyers and Colourists.