Citation: CUI Pei-Pei, ZHAO Yue, WANG Peng, JIN Rui, JIAO De-Jie, ZHANG Xiu-Ling, YAN Wen-Ning. Synthesis, Structure and Hydrogen-Bonding Interaction of Three Metal-Orotic Acid Complexes[J]. Chinese Journal of Inorganic Chemistry, ;2020, 36(9): 1774-1782. doi: 10.11862/CJIC.2020.205 shu

Synthesis, Structure and Hydrogen-Bonding Interaction of Three Metal-Orotic Acid Complexes

CUI Pei-Pei ^1,2,, ,
ZHAO Yue ² ,
WANG Peng ² ,
JIN Rui ¹ ,
JIAO De-Jie ¹ ,
ZHANG Xiu-Ling ¹ ,
YAN Wen-Ning ³

1.
School of Life Science, Shandong Key Laboratory of Biophysics, Dezhou University, Dezhou, Shandong 253023, China
2.
State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, China
3.
School of Mechanical and Electronical Engineering, Dezhou University, Dezhou, Shandong 253023, China

Corresponding author: CUI Pei-Pei, 1cuipeipei1@163.com
Received Date: 15 February 2020
Revised Date: 24 May 2020

Figures(6)

Orotic acid as a pyrimidine derivative was less studied in the synthesis of metal-organic complexes. In this article, reactions of orotic acid as ligand with transition metal salts under solvothermal conditions gave rise to three new complexes, namely {[Cu(HOr)₂]·2NH₂(CH₃)₂}_n (R-1), [Co₂(HOr)₂(bipy)(H₂O)₆]·2H₂O (R-2) and {[Ni₂(HOr)₂ (1, 3-dpp)₂(H₂O)₂] [Ni(HOr)(1, 3-dpp)(H₂O)]₂·(1, 3-dpp)·2H₂O}_n (R-3) (H₃Or=orotic acid, bipy=4, 4'-bipyridine, 1, 3-dpp=1, 3-di(4-pyridyl)propane). All the complexes have been structurally characterized by single-crystal X-ray diffraction analyses and characterized by elemental analysis, infrared spectra (IR) and thermogravimetric analysis (TGA). X-ray crystallography analysis reveals that R-1 is mononuclear complex with 2D sheet structure, R-2 is a simple monomolecular complex, and R-3 is a complicated sandwich structure containing layers and chains. All the complexes are linked to form 3D framework through intermolecular hydrogen bonding interaction.
- small biomolecule,
- orotic acid,
- crystal structure,
- hydrogen bonding interaction
1. [1]
  Cui P P, Wang P, Zhao Y, et al. Cryst. Growth Des., 2019, 19:1454-1470 doi: 10.1021/acs.cgd.8b01628
2. [2]
  Wang Z F, Zhang S, Chen Y, et al. Chem. Soc. Rev., 2020, 49:708-735 doi: 10.1039/C9CS00827F
3. [3]
  Xiao X, Zou L L, Pang H, et al. Chem. Soc. Rev., 2020, 49:301-331 doi: 10.1039/C7CS00614D
4. [4]
  Cui P P, Zhang X D, Wang P, et al. Inorg. Chem., 2017, 56:14157-14163 doi: 10.1021/acs.inorgchem.7b02235
5. [5]
  Begum S, Hassan Z, Bräse S, et al. Acc. Chem. Res., 2019, 52:1598-1610 doi: 10.1021/acs.accounts.9b00039
6. [6]
  Ma X J, Chai Y T, Li P, et al. Acc. Chem. Res., 2019, 52:1461-1470
7. [7]
  Kang Y S, Lu Y, Chen K, et al. Coord. Chem. Rev., 2019, 378:262-280 doi: 10.1016/j.ccr.2018.02.009
8. [8]
  Cui P P, Wu J L, Zhao X L, et al. Cryst Growth Des., 2011, 11:5182-5187 doi: 10.1021/cg201181s
9. [9]
  Fan W D, Wang X, Zhang X R, et al. ACS Cent. Sci., 2019, 5:1261-1268 doi: 10.1021/acscentsci.9b00423
10. [10]
  Cui P P, Cui L F, Zhao X H, et al. Chin. J. Struct. Chem., 2017, 36:1526-1531
11. [11]
  An J, Geib S J, Rosi N L. J. Am. Chem. Soc., 2009, 131:8376-8377 doi: 10.1021/ja902972w
12. [12]
  An J, Farha O K, Hupp J T, et al. Nat. Commun., 2012, 3:1-6
13. [13]
  Li T, Kozlowski M T, Doud E A, et al. J. Am. Chem. Soc., 2013, 135:11688-11691 doi: 10.1021/ja403810k
14. [14]
  Su H M, Sun F X, Jia J T, et al. Chem. Commun., 2015, 51:5774-5777 doi: 10.1039/C4CC10159F
15. [15]
  Haldar R, Gurunatha K L, Sikdar N, et al. Inorg. Chem. Front., 2015, 2:278-289 doi: 10.1039/C4QI00129J
16. [16]
  Erer H, Yeşilel O Z, Darcan C, et al. Polyhedron, 2011, 30:2406-2413 doi: 10.1016/j.poly.2011.06.026
17. [17]
  Köse D A, Zumreoglu-Karan B, Sahin O, et al. J. Mol. Struct., 2006, 789:147-151 doi: 10.1016/j.molstruc.2005.12.030
18. [18]
  Yeşilel O Z, Soylu M S, Ölmez H, et al. Polyhedron, 2006, 25:2985-2292 doi: 10.1016/j.poly.2006.05.010
19. [19]
  Yeşilel O Z, Erer H, Buyukgungor O. CrystEngComm, 2011, 13:1339-1349 doi: 10.1039/C0CE00308E
20. [20]
  Kundu S, Nagapradeep N, Mohapatra B, et al. CrystEngComm, 2016, 18:4807-4817 doi: 10.1039/C6CE00719H
21. [21]
  Raptopoulou C P, Tangoulis V, Psycharis V. Inorg. Chem., 2000, 39:4452-4459 doi: 10.1021/ic9914084
22. [22]
  Yesilel O Z, Erer H, Büyükgüngör O. Polyhedron, 2010, 29:1815-1821 doi: 10.1016/j.poly.2010.02.037
23. [23]
  Li X, Bing Y, Zha M Q, et al. CrystEngComm, 2011, 13:6373-6376 doi: 10.1039/c1ce05727h
24. [24]
  Xu H R, Zhang Q C, Ren Y P, et al. CrystEngComm, 2011, 13:6361-6364 doi: 10.1039/c1ce05623a
25. [25]
  Stankiewicz J, Tomas M, Dobrinovitch I T, et al. Chem. Mater., 2014, 26:5282-5287 doi: 10.1021/cm502142a
26. [26]
  Mukiza J, Hosten E C, Gerber T I A. Polyhedron, 2015, 98:251-258 doi: 10.1016/j.poly.2015.06.006
27. [27]
  Yadav A, Lama P, Bienko A, et al. Polyhedron, 2018, 141:247-261 doi: 10.1016/j.poly.2017.11.047
28. [28]
  SAINT, Program for Data Extraction and Reduction, Bruker AXS, Inc., Madison, WI, 2001.
29. [29]
  Sheldrick G M. SADABS, University of Göttingen, Germany, 2003.
30. [30]
  Sheldrick G M. SHELXS-97, Program for Crystal Structure Solution, University of Göttingen, Germany, 1997.
31. [31]
  Sheldrick G M. SHELXL-2018, Program for Crystal Structure Refinement, University of Göttingen, Germany, 2018.
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