Malaysian
Journal of Analytical Sciences Vol 19 No 3 (2015): 541 – 549
DYSPROSIUM(III)
ISATIN 2-METHYL-3-THIOSEMICARBAZONE: SYNTHESIS, STRUCTURAL AND CHARACTERIZATION
(Disprosium(III)
Isatin 2-Metil-3-Tiosemikarbazon: Sintesis, Struktur dan Pencirian)
Nur Nadia
Dzulkifli, Yang Farina*, Bohari M Yamin
School
of Chemical Science and Food Technology,
Faculty
of Science and Technology,
Universiti
Kebangsaan Malaysia, 43600 UKM Bangi, Selangor, Malaysia
*Corresponding author: farina@ukm.edu.my
Received:
30 April 2015; Accepted: 20 May 2015
Abstract
Dy(Is2MeTSC)3
[Is2MeTSC= isatin 2-methyl-3-thiosemicarbazone] was synthesized by condensation
method. The compounds were structurally characterized by elemental analysis,
FT-IR, UV-Vis, TGA and X-ray crystallographic study. The results of the elemental analyses for the compounds were in good
agreement with the theoretical values. The X-ray crystallographic structures for Is2MTSC
showed that in the solid state, the compound existed in the thione form, where
the C=S bond length was shorter than a single bond C-S, which was 1.82 Å. Is2MTSC adopted an orthorhombic system, a = 14.3434(9), b = 8.4242(5), c =
17.8518(11) Å and Z = 8. The FT-IR spectral data implied a tri-dentate bonding of Is2MeTSC to Dy(III) ion
through carbonyl oxygen, azomethine nitrogen and thiocarbonyl sulfur.
Keywords: Dyprosium(III),
thiosemicarbazone, isatin
Abstrak
Dy(Is2MeTSC)3
[Is2MeTSC= isatin 2-metil-3-tiosemikarbazon] telah disintesis dengan kaedah
pemeluwapan. Struktur sebatian telah dilakukan penciriaan melalui analisis
unsur, FT-IR, UV-Vis, TGA dan kajian kristalografi sinar-X . Keputusan analisis
unsur bagi sebatian yang diperoleh adalah sepadan dengan nilai teori. Struktur kristalografi sinar
X untuk sebatian Is2MTSC menunjukkan
bahawa dalam keadaan pepejal, sebatian
wujud dalam bentuk tion, di mana panjang ikatan C=S adalah lebih pendek
daripada ikatan tunggal C-S, iaitu 1.82 Å. Is2MTSC mempunyai sistem ortorombik,
a = 14.3434(9), b = 8.4242(5), c = 17.8518(11) Å dan Z = 8. Data spektrum FT-IR
mencadangkan ikatan tri-dentat Is2MeTSC kepada ion Dy (III) melalui karbonil
oksigen, azometina nitrogen dan tiokarbonil sulfur.
Kata
kunci: Disprosium(III),
tiosemikarbazon, isatin
References
1. Beraldo,
H. and Gambino, D. (2004). The Wide Pharmacological Versatility of
Semicarbazones, Thiosemicarbazones and Their Metal Complexes. Mini-Review in Medicinal Chemistry, 4
(1): 31-39.
2. Atalay, T. and Akgemci, E. G. (1998). Thermodynamic Studies of
Some Complexes of 2-Benzoylpyridine 4-phenyl-3-thiosemicarbazone. Turkish
Journal of Chemistry, 22: 123-128.
3. Seda, S.,
Baybars, K., Fatma, K. and Sevgi, H. B. (2009). Theoretical and Spectroscopic
Studies of 5-fluoro-isatin-3-(N-benzylthiosemicarbazone)
and its Zinc(II) Complex. Journal of Molecular Structure, 917: 63-70.
4. Lobana, T. S.,
Khanna, S., Hundal, G., Butcher, R. J. and Castineiras, A. (2009). Mono- and
di-nuclear complexes of thiosemicarbazones with copper(I): Synthesis,
spectroscopy and structures. Polyhedron,
28: 3899–3906.
5. Basuli,
F., Peng, S. M. and Bhattacharya, S. (2000). Unusual Coordination Mode of
Thiosemicarbazone Ligands. A Search for The Origin. Inorganic of Chemistry, 39 (6): 1120-1127.
6. Hongzhen, X. and
Guanzhong, L. (2013). Crystal
Structures and Fluorescence Properties of Lanthanide Complexes Prepared with
2,2’-Biphenyldicarboxylic Acid and 2,2’:6’,2’’-Terpyridine. Journal of Rare Earths. 31 (6): 639-644.
7. Awang, N. W., Hasbullah, S. A., Yusoff, S. F. M. and Yamin,
B. M. (2014). N-[Ethyl(2-hydroxyethyl)carbamothioyl]-3-fluorobenzamide.
Acta Crystal, E70: o570.
8. Bruker. (2009).
SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
9. Bruker. (2008).
APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, WI.
10. Sheldrick, G. M.
(2008). A short history of SHELX.
Acta Cryst, A64: 112-122.
11. Spek, A. L.
(2009). Structure validation in chemical crystallography. Acta Cryst, D65: 148-155.
12. Yasemın, D.
K. and Bahrı, U. (2010). Unusual Template Condensation of Benzophenone
Thiosemicarbazones and Salicylaldehydes with Nickel(II). Journal of Coordination Chemistry. 63 (5): 828-836.
13. Thays, D. S. S.,
Letícia, R. T., Roberta, L. Z., Sonia, R. W. L. and Heloisa, B. (2009).
Iron(III) Complexes with N4-para-tolyl-thiosemicarbazones: Spectral and
Electrochemical Studies and Toxicity to Artemia Salina. Journal of Coordination Chemistry. 62 (6): 958-966.
14. Thaker, B. T.
and Modi, C. K. (2002). Synthesis and Characterizaion of Lanthanide Complexes
of 1-Phenyl-3-Methyl-5-Hydroxy-4-Pyrazolyl-Phenyl Ketone-2’-Picolinoyl
Hydrazone. Indian Journal of Chemistry,
41A :2544-2547.
15. Mital, S. P.;
Singh, R. V. and Tandon, J. P. (1981). Spectral Thermal and X-ray Diffraction
Studies of La(III) and Sm(III) Complexes of Nitrogen and Sulphur Donor. Journal
of Inorganic and Nuclear Chemistry,
43: 3187-3195.
16. Ram, K. A.
Surendra P. Rajiv G. and Sushil K. S. (2006). Synthesis and Preliminary
Structural Characterization of Some Lanthanide(III) Semicarbazone Complexes. Bulletin of the Chemical Society of Ethiopia,
20 (1): 167-172.
17. Seleem, H. S.,
El-Shetary, B. A., Khalil, S. M. E., Mostafa, M. and Shebl, M. (2005).
Structural Diversity in ssCopper(II) Complexes of Bis(thiosemicarbazone) and
Bis(semicarbazone) Ligands. Journal of
Coordination Chemistry. 58: 479-493.
18. Khlood, S. and
Abou-Melha. (2008). Octahedral Co(II) and Ni(II) Complexes of Schiff Bases
Semicarbazone and Thiosemicarbazone, Synthesis, Biological, Spectral, and
Thermal Studies. Journal of Coordination
Chemistry, 61 (13): 2053-2067.
19. Liu, Y. Y., Ma,
J. F. and Yang, J. (2007). Syntheses and Structures of Zn(II) and Ni(II) Complexes of
4-N-(acetylacetone amine)acetophenonehiosemicarbazone. Journal Coordination of Chemistry, 60
(14): 1579-1586.
20. Dubey, R. K.,
Mariya, A. and Mishra, S. K. (2011). Synthesis
and Spectral (IR, NMR, FAB-MS and XRD) Characterization of Lanthanide Complexes
Containing Bidentate Schiff Base Derived from Sulphadiazine and O-Vanillin.
International Journal of Basic and Applied Chemical Sciences, 1
(1): 70-78.
21. Meyers, R. A.
(2000). Interpretation of Infrared Spectra, A Practical Approach John Coates In
Encyclopedia of Analytical Chemistry R.A. Meyers (Ed.).; John Wiley & Sons
Ltd, Chichester.
22. Tamboura,
F. B., Diouf, O., Barry, A. H., Gaye, M. and Sall, A. S. (2012). Dinuclear
Lanthanide(III) Complexes with Large-Bite Schiff Bases Derived from
2,6-diformyl-4-Chlorophenol and Hydrazides: Synthesis, Structural
Characterization and Spectroscopic Studies. Polyhedron, 43: 97-103.
23. Jeferson, G. D.
S., Solange, M. S. V. W., James, L. W. and Heloisa, B. (2009). Zinc(II)
Complexes of 2-pyridine-derived N(4)-p-tolylthiosemicarbazones: Study of In
Vitro Antibacterial Activity Journal of
Coordination Chemistry. 62 (9): 1400-1406.
24. Kurt, Y. D.,
Ulkuseven, B., Tuna, S., Erguven, M. and Solakoglu, S. (2009). Iron(III) and
Ni(II) Template Complexes Derived from Benzophenone Thiosemicarbazones. Journal of Coordination Chemistry, 62
(13): 2172-2181.
25. Tudor, R. Elena,
P. Simona, P. Rodica, G. Nicolae, S. Adelina, C. Alexandra, P. and Mircea, L.
(2010). Synthesis, Characterization Antibacterial and Antiproliferative
Activity of Novel Cu(II) and Pd(II) Complexes with
2-hydoxy-8-R-tricyclo[7.3.1.0.2,7] tridecane-13-one
Thiosemicarbazone. European Journal of
Medicinal Chemistry, 45: 1627-1634.
26. Sreekanth, A.
and Kurup, M. R. P. (2004). Synthesis, EPR and Mossbauer Spectral Studies of
New Iron(III) Complexes with 2-benzoylpyridine-N(4), N(4)-(butane-1,4-diyl)
thiosemicarbazone (HBpypTsc): X-ray Structure of [Fe(BpypTsc)2]FeCl4.2H2O
and The Free Ligand. Polyhedron, 23:
969-978.
27. Ziyad, A. T.,
Abdulaziz, M. A. and Waleed, A. M. (2012). Structural, Luminescence and
Biological Studies of Trivalent Lanthanide Complexes with
N,N’-Bis(2-Hydroxynaphthylmethylidene)-1,3-Propanediamine Schiff Base Ligand. Journal of Luminiscence, 132: 2832-2841.
28. Sulekh, C.,
Smriti, R. and Sangeeta, S. (2014). Synthesis and Spectroscopic Studies of
Cobalt(II) Complexes with Nitrogen-Oxygen and Nitrogen Sulphur Donor Ligands. India Journal of Pharmaceutical Sciences and
Research, 5 (11): 4718-4723.
29. Kong, K., Zhang,
H., Ruijun, M. A., Chen, Y., Chu, H. and Zhao, Y. (2013). Synthesis, characterization and enhanced luminescence
of terbium complexes with 2-pyrazinecarboxylic acid and butanedioic acid by
inert-fluorescent lanthanide ions. Journal of Rare Earth, 1: 32-36.