Monatshefte für Chemie - Chemical Monthly

, Volume 145, Issue 11, pp 1753–1757 | Cite as

Preparation, spectroscopic characterization, and crystal structure of a mixed-ligand silver(I) complex with 1,2,4-triazole-based Schiff base and triphenylphosphine

  • Bahar Shirinkam
  • Masoumeh Tabatabaee
  • Boris-Marko Kukovec
  • Clive L. Oliver
  • Mitra Ghassemzadeh
Original Paper


The iminic derivative 4-(2,4-dichlorobenzylideneamino)-5-methyl-2H-1,2,4-triazole-3-thione (LH) was prepared by the reaction of 4-amino-5-methyl-2H-1,2,4-triazole-3-thione and 2,4-dichlorobenzaldehyde. The reaction of LH with AgNO3 and PPh3 in methanol/chloroform solution gave a new silver(I) complex [(PPh3)3AgL]·CH3OH, which was characterized by infrared spectroscopy, 31P NMR, and elemental analyses as well as by X-ray diffraction studies. The silver(I) ion in the complex is tetrahedrally coordinated by an S atom from a monodentate Schiff-based ligand L and by three P atoms from triphenylphosphine molecules. There is also one methanol molecule of crystallization in the structure. The molecules of [(PPh3)3AgL] and methanol molecules of crystallization are assembled together into an infinite 3D framework by O–H···N hydrogen bonds, weak C–H···Cl and C–H···O hydrogen bonds, and ππ interactions.

Graphical abstract


Triazole-thione ligand Silver(I) complex IR spectroscopy NMR spectroscopy Crystal structure 



The authors are grateful to Islamic Azad University, Yazd Branch and South African National Research Foundation for the support of this work.

Supplementary material

706_2014_1256_MOESM1_ESM.pdf (153 kb)
Supplementary material 1 (PDF 153 kb)
706_2014_1256_MOESM2_ESM.cif (36 kb)
Supplementary material 2 (CIF 36 kb)


  1. 1.
    Raper ES (1985) Coord Chem Rev 61:115CrossRefGoogle Scholar
  2. 2.
    Aslanidis P, Hadjikakou SK, Karagiannidis P, Cox PJ (1998) Inorg Chim Acta 271:243CrossRefGoogle Scholar
  3. 3.
    Karagiannidis P, Aslanidis P, Papastefanou S, Mentzafos D, Hountas A, Terzis A (1989) Inorg Chim Acta 156:265CrossRefGoogle Scholar
  4. 4.
    West DX, Liberta AE, Padhye SB, Chikate RC, Sonawane PB, Kumbhar AS, Yerande RG (1993) Coord Chem Rev 123:49CrossRefGoogle Scholar
  5. 5.
    Chandra S, Bargujar S, Nirwal R, Yadav N (2013) Spectrochim Acta A 106:91CrossRefGoogle Scholar
  6. 6.
    Mura P, Olby BG, Robinson SD (1985) J Chem Soc Dalton Trans 2101Google Scholar
  7. 7.
    Pearson RG (1963) J Am Chem Soc 85:3533CrossRefGoogle Scholar
  8. 8.
    Ghassemzadeh M, Pooramini MM, Tabatabaee M, Heravi MM, Neumüller B (2004) Z Anorg Allg Chem 630:403CrossRefGoogle Scholar
  9. 9.
    Adhamia F, Tabatabaee M, Ghassemzadeh M, Neumüller B (2008) Z Anorg Allg Chem 634:1466CrossRefGoogle Scholar
  10. 10.
    Ghassemzadeh M, Tabatabaee M, Soleimani S, Neumüller B (2005) Z Anorg Allg Chem 631:1871CrossRefGoogle Scholar
  11. 11.
    Tabatabaee M, Ghassemzadeh M, Neumüller B (2009) Z Anorg Allg Chem 635:1620CrossRefGoogle Scholar
  12. 12.
    Tabatabaee M, Ghassemzadeh M, Zarabi B, Neumüller B (2006) Z Naturforsch 61b:1421Google Scholar
  13. 13.
    Tabatabaee M, Ghassemzadeh M, Zarabi B, Heravi MM, Anary-Abbasinejad M, Neumüller B (2007) Phosphorus, Sulfur Silicon Relat Elem 182:677CrossRefGoogle Scholar
  14. 14.
    Tabatabaee M, Ghassemzadeh M, Sadeghi A, Shahriary M, Neumüller B, Rothenberger A (2009) Z Anorg Allg Chem 635:120CrossRefGoogle Scholar
  15. 15.
    Ghassemzadeh M, Tabatabaee M, Pooramini MM, Heravi MM, Eslami A, Neumüller B (2006) Z Anorg Allg Chem 632:786CrossRefGoogle Scholar
  16. 16.
    Ghassemzadeh M, Bahemmat S, Tabatabaee M, Nassiri S, Neumüller B (2011) Polyhedron 30:1760CrossRefGoogle Scholar
  17. 17.
    Hesse M, Meier H, Zeeh B (1997) Spectroscopic Methods in Organic Chemistry. Georg Thieme Verlag, StuttgartGoogle Scholar
  18. 18.
    Santini C, Pettinari C, Gioia Lobbia G, Spagna R, Pellei M, Vallorani F (1999) Inorg Chim Acta 285:81CrossRefGoogle Scholar
  19. 19.
    Berger S, Braun S, Kalinowski H-O (1993) NMR-Spektroskopie von Nichtmetallen, vol 3., 31P NMR-Spektroskopie Georg Thieme Verlag, StuttgartGoogle Scholar
  20. 20.
    Heinrich DD, Fackler JP Jr, Lahuerta P (1986) Inorg Chim Acta 116:15CrossRefGoogle Scholar
  21. 21.
    Kuroda-Sowa T, Munakata M, Matsuda H, Akiyama S-I, Maekawa M (1995) J Chem Soc Dalton Trans 2201Google Scholar
  22. 22.
    Silva RM, Smith MD, Gardinier JR (2006) Inorg Chem 45:2132CrossRefGoogle Scholar
  23. 23.
    Desiraju GR, Steiner T (2001) The Weak Hydrogen Bond in Structural Chemistry and Biology. Oxford University Press, Oxford, IUCr Monographs on CrystallographyCrossRefGoogle Scholar
  24. 24.
    Janiak C (2000) J Chem Soc Dalton Trans 3885Google Scholar
  25. 25.
    SAINT-Plus (including XPREP), Version 7.12 (2004) Bruker AXS Inc, Madison, Wisconsin, USAGoogle Scholar
  26. 26.
    Sheldrick GM (1996) SADABS. University of Göttingen, GermanyGoogle Scholar
  27. 27.
    Sheldrick GM (2008) Acta Crystallogr A64:112CrossRefGoogle Scholar
  28. 28.
    Spek AL (2003) J Appl Crystallogr 36:7CrossRefGoogle Scholar
  29. 29.
    Farrugia LJ (1997) J Appl Crystallogr 30:565CrossRefGoogle Scholar
  30. 30.
    Macrae CF, Bruno IJ, Chisholm JA, Edgington PR, McCabe P, Pidcock E, Rodriguez-Monge L, Taylor R, van de Streek J, Wood PA (2008) J Appl Crystallogr 41:466CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Wien 2014

Authors and Affiliations

  • Bahar Shirinkam
    • 1
  • Masoumeh Tabatabaee
    • 1
  • Boris-Marko Kukovec
    • 2
    • 4
  • Clive L. Oliver
    • 2
  • Mitra Ghassemzadeh
    • 3
  1. 1.Department of Chemistry, Yazd BranchIslamic Azad UniversityYazdIran
  2. 2.Centre for Supramolecular Chemistry Research, Department of ChemistryUniversity of Cape TownRondeboschSouth Africa
  3. 3.Chemistry and Chemical Engineering Research Centre of IranTehranIran
  4. 4.Laboratory of General and Inorganic Chemistry, Department of Chemistry, Faculty of ScienceUniversity of ZagrebZagrebCroatia

Personalised recommendations