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, vol.123, no.6, pp.358-364, 2007 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 123 Issue: 6
  • Publication Date: 2007
  • Doi Number: 10.1111/j.1478-4408.2007.00110.x
  • Journal Name: COLORATION TECHNOLOGY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.358-364
  • Hacettepe University Affiliated: Yes

Abstract

Two hetarylazo indole dyes were analyzed by single crystal X-ray diffraction. Dye 1, C18H14N4O, crystallises in the monoclinic system, space group P2(1)/c, with two independent molecules in the asymmetric unit. Dye 2, C20H16N4, also crystallises in the monoclinic system, space group P2(1)/c, 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.