European Journal of Chemistry

Synthesis, characterization and crystal structure of platinum(II) complexes with thiourea derivative ligands

Crossmark


Main Article Content

Ebru Keskin
Ummuhan Solmaz
Gun Binzet
Ilkay Gumus
Hakan Arslan

Abstract

Thiourea derivatives [N-(di-n-propylcarbamothioyl)-4-fluorobenzamide (HL1) and N-(di-n-propylcarbamothioyl)-4-bromobenzamide (HL2)] and their platinum complexes have been successfully synthesized and structurally characterized by spectroscopic 1H NMR, 13C NMR, COSY, HMQC, and FT-IR techniques. The structure of both complexes was also confirmed by single crystal X-ray diffraction studies. The study of X-ray single crystal diffraction shows that the supramolecular aggregation of the complexes is stabilized via weak interactions as well as stacking interactions such as C-H⋅⋅⋅π and π⋅⋅⋅π. The cis-[Pt(L1-S,O)2 showed C–H⋯π and π⋯π stacking interactions, whereas only C–H⋯π stacking interaction was observed in cis-[Pt(L2-S,O)2]. In addition, the strong classical and non-classical intermolecular hydrogen bonds are not found in the prepared complexes. Therefore, it can be said that the C–H⋯π and π⋯π stacking interactions play an important role in the formation of supramolecular structures of the complexes.


icon graph This Abstract was viewed 1840 times | icon graph Article PDF downloaded 636 times icon graph Article CIF FILE downloaded 0 times icon graph Article CIF FILE downloaded 0 times

How to Cite
(1)
Keskin, E.; Solmaz, U.; Binzet, G.; Gumus, I.; Arslan, H. Synthesis, Characterization and Crystal Structure of platinum(II) Complexes With Thiourea Derivative Ligands. Eur. J. Chem. 2018, 9, 360-368.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Khawar, R. M.; Imtiaz-ud-Din, A.; Badshah, M.; Ebihara G. M.; de Vos, D.; Ahmed, S. J. Inorg. Biochem. 2009, 103, 1135-1144.

[2]. Saswati, A.; Dash, S. P.; Panda A. K.; Acharyya, R.; Biswas, A.; Mukhopadhyay, S.; Bhutia, S. K.; Crochet, A.; Patil, Y. P.; Nethaji; M.; Dinda, R. Dalton Trans. 2015, 44, 6140-6157.
https://doi.org/10.1039/C4DT03764B

[3]. Lobana,T. S.; Kumari, P.; Sharma, R.; Castineiras, A.; Butcher, R. J.; Akitsu, T.; Aritake, Y. Dalton Trans. 2011, 40, 3219-3228.
https://doi.org/10.1039/c0dt01291b

[4]. Bowmaker, G. A.; Chaichit, N.; Hanna, J. V.; Pakawatchai, C.; Skelton, B. W.; White, A. H. Dalton Trans. 2009, 39, 8308-8310.
https://doi.org/10.1039/b909167j

[5]. Gumus, I.; Gonca, S.; Arslan, B.; Keskin, E.; Solmaz, U.; Arslan, H. Eur. J. Chem. 2017, 8(4), 410‐416.
https://doi.org/10.5155/eurjchem.8.4.410-416.1650

[6]. Blower, P. J.; Castle, T. C.; Cowley, A. R.; Dilworth, J. R.; Donnelly, P. S.; Labisbal, E.; Sowrey, F. E.; Teat, S. J.; Went, M. J. Dalton Trans. 2003, 23, 4416-4425.
https://doi.org/10.1039/B307499D

[7]. Hollmann, K.; Oppermann, A.; Witte, M.; Li, S.; Amen, M.; Florke, U.; Egold, H.; Henkel, G.; Herres-Pawlis, S. Eur. J. Inorg. Chem. 2017, 9, 1266-1279.
https://doi.org/10.1002/ejic.201601547

[8]. Lobana, T. S.; Khanna, S.; Butcher, R. J. Dalton Trans. 2012, 4, 14845-14851.

[9]. Baldini, M.; Belicchi-Ferrari, M.; Bisceglie, F.; Dall'Aglio, P. P.; Pelosi, G.; Pinelli, S.; Tarasconi, P. Inorg. Chem. 2004, 43, 7170-7179.
https://doi.org/10.1021/ic049883b

[10]. Singh, D. P.; Pratap, S.; Shukla, M. Inorg. Chim. Acta 2014, 423,386-396.
https://doi.org/10.1016/j.ica.2014.08.031

[11]. Bacher, F.; Domotor, O.; Chugunova, A., Nagy, N. V.; Filipovic, L.; Radulovic, S.; Enyedy, E. A.; Arion, V. B. Dalton Trans. 2015, 44, 9071-9090.
https://doi.org/10.1039/C5DT01076D

[12]. Cowley, A. R.; Dilworth, J. R.; Donnelly, P. S.; Gee, A. D.; Heslop, J. M. Dalton Trans. 2004, 16, 2404-2412.
https://doi.org/10.1039/b406429a

[13]. Gomez-Saiz, P.; Gil-Garcia, R.; Maestro, M. A.; Pizarro, J. L.; Arriortua, M. I.; Lezama, L.; Rojo, T.; Gonzalez-Alvarez, M.; Borras, J.; Garcia-Tojal, J. J. Inorg. Biochem. 2008, 102, 1910-1920.
https://doi.org/10.1016/j.jinorgbio.2008.06.015

[14]. Lopez-Torres, E.; Cowley, A. R; Dilworth, J. R. Dalton Trans. 2007, 1194-1196.
https://doi.org/10.1039/B617186A

[15]. Drzewiecka-Antonik, A.; Rejmak, P.; Klepka, M. T.; Wolska, A.; Pietrzyk, P.; Stepien, K.; Sanna, G.; Struga, M. J. Inorg. Biochem. 2017, 176, 8-16.
https://doi.org/10.1016/j.jinorgbio.2017.08.001

[16]. Saeed, A.; Bolte, M.; Erben, M. F.; Perez, H. CrystEngComm 2015, 17, 7551-7563.
https://doi.org/10.1039/C5CE01373A

[17]. Estevez-Hernandez, O.; Sanchez, E. O.; Hidalgo-Hidalgo de Cisneros, J. L.; Naranjo-Rodriguez, L.; Reguera, E. Spectrochim. Acta A 2006, 64, 961-971.
https://doi.org/10.1016/j.saa.2005.09.005

[18]. Dago, A.; Shepelev, Y.; Fajardo, F.; Alvarez, F.; Pomes, R. Acta Cryst. C 1989, 45, 1192-1194.
https://doi.org/10.1107/S0108270189000119

[19]. Koch, K. R.; Sacht, C.; Bourne, S. Inorg. Chim. Acta 1995, 232, 109-113.
https://doi.org/10.1016/0020-1693(94)04375-6

[20]. Estevez-Hernandez, O.; Sanchez,E. O.; Hidalgo-Hidalgo de Cisneros, J. L; Naranjo- Rodrıguez, L.; Reguera, E. Spectrochim. Acta A 2005, 62, 964-971.

[21]. Elhusseiny, A. F.; Eldissouky, A.; Al-Hamza, A. M.; Hassan, H. H. A. M. J. Mol. Struct. 2015, 1100, 530-545.
https://doi.org/10.1016/j.molstruc.2015.07.049

[22]. Kaminsky, W.; Kelman, D. R.; Giesen, J. M.; Goldberg, K. I.; Claborn, K. A.; Szczepura, L. F.; West, D. X. J. Mol. Struct. 2002, 616, 79-89.
https://doi.org/10.1016/S0022-2860(02)00300-9

[23]. Wu, F. Y.; Li, Z.; Guo, L.; Wang, X.; Lin, M. H.; Zhao, Y. F.; Jiang, Y. B. Org. Biomol. Chem. 2006, 4, 624-630.
https://doi.org/10.1039/b513969d

[24]. Saeed, A.; Erben, M. F.; Abbas, N.; Florke, U. J. Mol. Struct. 2010, 984, 240-245.
https://doi.org/10.1016/j.molstruc.2010.09.035

[25]. Karipcin, F.; Atis, M.; Sariboga, B.; Celik, H.; Tas, M. J. Mol. Struct. 2013, 1048, 69-77.
https://doi.org/10.1016/j.molstruc.2013.05.042

[26]. Koch, K. R. Coord. Chem. Rev. 2001, 216-217, 473-488.
https://doi.org/10.1016/S0010-8545(01)00337-X

[27]. Saeed, A.; Khurshid, A.; Bolte, M.; Fantoni, A. C.; Erben, M. F. Spectrochim. Acta A 2015, 143, 59-66.
https://doi.org/10.1016/j.saa.2015.02.042

[28]. Bailey, R. A.; Rothaupt, K. L. Inorg. Chim. Acta 1988, 147, 233-236.
https://doi.org/10.1016/S0020-1693(00)83377-0

[29]. Westra, A. N.; Bourne, S. A.; Esterhuysen, C.; Koch, K. R. Dalton Trans. 2005, 12, 2162-2172.
https://doi.org/10.1039/b503653d

[30]. Molter, A.; Mohr, F. Coord. Chem. Rev. 2010, 254, 19-45.
https://doi.org/10.1016/j.ccr.2009.09.017

[31]. Sacht, C.; Datt, M. S.; Otto, S.; Roodt, A. J. Chem. Soc. Dalton Trans. 2000, 47, 4579-4586.
https://doi.org/10.1039/b007589m

[32]. Gu, C. L.; Liu, L.; Zhao, J. L.; Wang, D. Y. Tetrahedron 2007, 18, 455-463.
https://doi.org/10.1016/j.tetasy.2007.02.016

[33]. Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howard, J. A. K.; Puschmann, H. J. Appl. Cryst. 2009, 42, 339-341.
https://doi.org/10.1107/S0021889808042726

[34]. Palatinus, L.; Chapuis, G. J. Appl. Cryst. 2007, 40, 786-790.
https://doi.org/10.1107/S0021889807029238

[35]. Palatinus, L.; van der Lee, A. J. Appl. Cryst. 2008, 41, 975-984.
https://doi.org/10.1107/S0021889808028185

[36]. Palatinus, L.; Prathapa, S. J.; van Smaalen S. J. Appl. Cryst. 2012, 45, 575-580.
https://doi.org/10.1107/S0021889812016068

[37]. Sheldrick, G. M. Acta Crystallogr. C 2015, 71, 3-8.
https://doi.org/10.1107/S2053229614024218

[38]. Arslan, H.; Florke, U.; Kulcu, N.; Kayhan, E. Turk. J. Chem. 2006, 30, 429-440.

[39]. Binzet, G.; Arslan, H.; Florke, U.; Kulcu, N.; Duran, N. J. Coord. Chem. 2006, 59,1395-1406.
https://doi.org/10.1080/00958970500512633

[40]. Gumus, I.; Solmaz, U.; Celik, O.; Binzet, G.; Balcı, G. K.; Arslan, H. Eur. J. Chem. 2015, 6(3), 237-241.
https://doi.org/10.5155/eurjchem.6.3.237-241.1265

[41]. Arslan, H.; Vanderveer, D.; Emen, F.; Kulcu. N.; Z. Krist-New Cryst. St. 2003, 218, 479-480.

[42]. Avsar, G.; Arslan, H.; Haupt, H. J.; Kulcu. N. Turk. J. Chem. 2003, 27, 281-286.

[43]. Binzet, G.; Florke, U.; Kulcu, N.; Arslan, H. Eur. J. Chem. 2012, 3(1), 37‐39.
https://doi.org/10.5155/eurjchem.3.1.37-39.591

[44]. Binzet, G.; Florke, U.; Kulcu, N.; Arslan, H. Eur. J. Chem. 2012, 3(2), 211‐213.
https://doi.org/10.5155/eurjchem.3.2.211-213.594

[45]. Ozpozan, N.; Ozpozan, T.; Arslan, H.; Kulcu, N. Thermochim. Acta 1999, 336, 97-103.
https://doi.org/10.1016/S0040-6031(99)00208-7

[46]. Ozpozan, N.; Arslan, H.; Ozpozan, T.; Merdivan, M.; Kulcu, N. J. Therm. Anal. Calorim. 2000, 61, 955-965.
https://doi.org/10.1023/A:1010171230450

[47]. Arslan, H.; Algul, O. Inter. J. Mol. Sci. 2007, 8, 770-776.

[48]. Arslan, H.; Vanderveer, D.; Emen, F.; Kulcu, N. Z. Krist-New Cryst. St. 2003, 218, 479-480.

[49]. Ozer, C. K.; Arslan, H.; VanDerveer, D.; Kulcu, N. Molecules 2009, 14, 655-666.
https://doi.org/10.3390/molecules14020655

[50]. Ozer, C. K.; Arslan, H.; VanDerveer, D.; Binzet, G. J. Coord. Chem. 2009, 62, 266-276.
https://doi.org/10.1080/00958970802209623

[51]. Joseph, M.; Suni, V.; Nayar, C. R.; Kurup, M. R. P.; Fun, H. K. J. Mol. Struct. 2004, 705, 63-70.
https://doi.org/10.1016/j.molstruc.2004.06.018

[52]. Kohn, U.; Gunther, W.; Gorls, H.; Anders, E. Tetrahedron: Asym. 2004, 15, 1419-1426.
https://doi.org/10.1016/j.tetasy.2004.03.016

[53]. Selvakumaran, N.; Pratheepkumar, A.; Ng, S. W.; Tiekink, E. R. T.; Karvembu, R. Inorg. Chim. Acta 2013, 404, 82-87.
https://doi.org/10.1016/j.ica.2013.04.024

[54]. Reilly, B. O.; Plutin, A. M.; Perez, H.; Calderon, O.; Ramos, R.; Martinez, R.; Toscano, R. A.; Duque, J.; Rodriguez-Solla, H.; Martinez-Alvarez, R.; Suarez, M.; Martin, N. Polyhedron 2012, 36, 133-140.
https://doi.org/10.1016/j.poly.2012.02.008

[55]. Solmaz, U.; Gumus, I.; Binzet, G.; Celik, O.; Balci, G. K.; Dogen, A.; Arslan, H. J. Coord. Chem. 2018, 71, 200-218.
https://doi.org/10.1080/00958972.2018.1427233

[56]. Jiang, Y.; Xi, C.; Liu, Y.; Niclos‐Gutierrez, J.; Choquesillo‐Lazarte, D. Eur. J. Inorg. Chem. 2005, 8, 1585-1588.
https://doi.org/10.1002/ejic.200400864

[57]. Roy, S.; Drew, M. G. B.; Bauza, A.; Frontera, A.; Chattopadhyay, S. Dalton Trans. 2017, 46, 5384-5397.
https://doi.org/10.1039/C6DT04906K

[58]. Gumus, I.; Solmaz, U.; Binzet, G.; Keskin, E.; Arslan, B.; Arslan, H. J. Mol. Struct. 2018, 1157, 78-88.
https://doi.org/10.1016/j.molstruc.2017.12.017

[59]. Gumus, I.; Solmaz, U.; Gonca, S.; Arslan, H. Eur. J. Chem. 2017, 8(4), 349‐357.
https://doi.org/10.5155/eurjchem.8.4.349-357.1637

Most read articles by the same author(s)

Most read articles by the same author(s)

1 2 3 4 5 6 7 8 9 10 > >> 
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).