European Journal of Chemistry 2018, 9(4), 360-368 | doi: https://doi.org/10.5155/eurjchem.9.4.360-368.1774 | Get rights and content






  OPEN ACCESS | PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

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


Ebru Keskin (1) orcid , Ummuhan Solmaz (2) orcid , Gun Binzet (3) orcid , Ilkay Gumus (4,*) orcid , Hakan Arslan (5) orcid

(1) Advanced Technology Research and Application Center, Mersin University, Mersin, TR-33343, Turkey
(2) Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, TR-33343, Turkey
(3) Department of Chemistry, Faculty of Education, Mersin University, Mersin, TR-33343, Turkey
(4) Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, TR-33343, Turkey
(5) Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, TR-33343, Turkey
(*) Corresponding Author

Received: 16 Jul 2018 | Revised: 12 Oct 2018 | Accepted: 15 Oct 2018 | Published: 31 Dec 2018 | Issue Date: December 2018

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.


Keywords


Thiourea; Synthesis; Platinum complexes; Benzamide derivative; Supramolecular structure; Single crystal X‐ray diffraction

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.9.4.360-368.1774

Links for Article


| | | | | | |

| | | | | | |

Related Articles




Article Metrics

This Abstract was viewed 612 times | PDF Article downloaded 149 times

Funding information


This work was supported by the Mersin University Research Fund [Project No: 2016-AP4-1426].

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

Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Keskin, E.; Solmaz, U.; Binzet, G.; Gumus, I.; Arslan, H. Eur. J. Chem. 2018, 9(4), 360-368. doi:10.5155/eurjchem.9.4.360-368.1774
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(4), 360-368. doi:10.5155/eurjchem.9.4.360-368.1774
Keskin, E., Solmaz, U., Binzet, G., Gumus, I., & Arslan, H. (2018). Synthesis, characterization and crystal structure of platinum(II) complexes with thiourea derivative ligands. European Journal of Chemistry, 9(4), 360-368. doi:10.5155/eurjchem.9.4.360-368.1774
Keskin, Ebru, Ummuhan Solmaz, Gun Binzet, Ilkay Gumus, & Hakan Arslan. "Synthesis, characterization and crystal structure of platinum(II) complexes with thiourea derivative ligands." European Journal of Chemistry [Online], 9.4 (2018): 360-368. Web. 30 May. 2020
Keskin, Ebru, Solmaz, Ummuhan, Binzet, Gun, Gumus, Ilkay, AND Arslan, Hakan. "Synthesis, characterization and crystal structure of platinum(II) complexes with thiourea derivative ligands" European Journal of Chemistry [Online], Volume 9 Number 4 (31 December 2018)

The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item


DOI Link: https://doi.org/10.5155/eurjchem.9.4.360-368.1774

| | | | | | |

| | | | | |

Save to Zotero Save to Mendeley



European Journal of Chemistry 2018, 9(4), 360-368 | doi: https://doi.org/10.5155/eurjchem.9.4.360-368.1774 | Get rights and content

Refbacks

  • There are currently no refbacks.




Copyright (c) 2018 Authors

Creative Commons License
This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at http://www.eurjchem.com/index.php/eurjchem/pages/view/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 (http://www.eurjchem.com/index.php/eurjchem/pages/view/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).


© Copyright 2010 - 2020  Atlanta Publishing House LLC All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2010-2020 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.

hatay escort hatay escort corlu escort corum escort burgaz escort giresun escort aydin escort ordu escort erzincan escort hatay escort sivas escort rize escort edirne escort aksaray escort kibris escort isparta escort erzurum escort tekirdag escort usak escort urfa escort kastamonu escort kibris escort manisa escort giresun escort urfa escort nevsehir escort sivas escort yalova escort ordu escort hatay escort yalova escort amasya escort kayseri escort ordu escort maras escort canakkale escort yalova escort balikesir escort manisa escort urfa escort mugla escort trabzon escort bolu escort corlu escort diyarbakir escort isparta escort kutahya escort elazig escort erzurum escort sakarya escort afyon escort kutahya escort konya escort agri escort cesme escort sinop escort sivas escort konya escort kibris escort adapazari escort luleburgaz escort adana escort kibris escort rize escort sakarya escort alanya escort isparta escort burdur escort konya escort bitlis escort canakkale escort sivas escort amasya escort mus escort aydin escort van escort yalova escort kastamonu escort mardin escort bolu escort afyon escort sakarya escort isparta escort tokat escort trakya escort bayburt escort urfa escort mardin escort