Crystal structure of hydrazone form of 1-butyl-3-cyano-6-hydroxy-4-methyl-5-(2-thiazolylazo)-2-(1H)-pyridone

TEMEL A., Ozbey S., ERTAN N.

DYES AND PIGMENTS, vol.32, no.4, pp.237-244, 1996 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 32 Issue: 4
  • Publication Date: 1996
  • Doi Number: 10.1016/s0143-7208(96)00028-9
  • Journal Name: DYES AND PIGMENTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.237-244
  • Hacettepe University Affiliated: Yes


The structural results clearly indicate that 1-butyl-3-cyano-6-hydroxy-4-methyl-5-(2-thiazolylazo)-2(1H)-pyridone, (C14H15N5O2S) exists primarily as the hydrazone tautomer in the solid state. The molecule is nearly planar not regarding the butyl group. Some of the bond lengths and angles are distorted due to pi-electron delocalization and strain. A strong intramolecular N-H ... O hydrogen bond was found [N ... O = 2.53(1)Angstrom]. The crystallographic parameters are as follows: triclinic , a = 5.972(4)Angstrom, b = 7.732(5)Angstrom, c = 17.348 (9) Angstrom, alpha = 85.62(5)degrees, beta = 79.24(6)degrees, gamma = 78.41(7)degrees, V = 770.4(9)Angstrom(3) Z=2, D-c = 1.37 g cm(-3), mu(MoKalpha) = 2.1 cm(-1), R = 0.045, G.O.F. = 1.78. Copyright (C) 1996 Elsevier Science Ltd