Citation: YANG Zai-Wen, DING Zuo-Cheng, LIU Xiang-Rong, ZHAO Shun-Sheng, ZHANG Run-Lan, YANG Shui-Lan. Crystal Structures and Thermochemical Properties of Phenyl-acetic Acid Furan-2-ylmethylene-hydrazide and Its Ni(Ⅱ) Complex[J]. Chinese Journal of Inorganic Chemistry, ;2015, 31(8): 1520-1528. doi: 10.11862/CJIC.2015.196 shu

Crystal Structures and Thermochemical Properties of Phenyl-acetic Acid Furan-2-ylmethylene-hydrazide and Its Ni(Ⅱ) Complex

1.
College of Chemistry and Chemical Engineering, Xi'an University of Science and Technology, Xi'an 710054, China

Corresponding author: LIU Xiang-Rong,
Received Date: 25 December 2014
Available Online: 10 May 2015
Fund Project: 国家自然科学基金项目(No.21373158,21301139,21103135) (No.21373158,21301139,21103135)陕西省教育厅科研计划项目(No.2013JK0651)资助。 (No.2013JK0651)

The Phenyl-acetic acid furan-2-ylmethylene-hydrazide (H₂L: C₁₃H₁₂N₂O₂) was synthesized from methyl phenylacetate, hydrazine hydrate and furfural, and then reacted with nickel chloride hexahydrate to form a complex Ni(HL)₂ (1). The structures of H₂L and 1 were determined by X-ray single crystal diffraction and element analysis.The X-ray single crystal diffraction showed that the crystal of H₂L belonged to monoclinic system, space group P2₁/c with a=1.161 9(3) nm, b=1.359 8(3) nm, c=0.792 16(19) nm, β=109.307(4)° and the crystal of the complex 1 belonged to triclinic system, space group P1 with a=0.455 70(14) nm, b=1.094 7(3) nm, c=1.204 8(4) nm, β=98.302(5)°. Thermal gravity analyses were used to investigate the thermal stabilities of H₂L and 1, and the apparent activation energy (E_a) of the decompositions were also calculated, and the results indicated that the complex 1 was more thermal stable than the ligand H₂L. The microcalorimetric method was used to study the interactions of H₂L and the complex 1 with calf thymus DNA (CT-DNA), and the experimental results showed that the enthalpy change (ΔH) of the complex 1 was greater than that of the ligand H₂L, indicating that the complex 1 displayed stronger interaction with CT-DNA than the ligand H₂L. CCDC: 909434, H₂L; 949203, 1.
- acylhydrazone;Ni(Ⅱ) complex;crystal structure;thermal stability;microcalorimetry
1. [1]
  [1] WANG Jian-Ping(王建平), FU Yong-Ju(付永举), YIN Wei-Ping(尹卫平), et al. Chinese J. Org. Chem.(有机化学), 2007, 27(4):524-527
2. [2]
  [2] WANG Ming-Ming(王明明), XIE A-Gui(谢阿贵), WANG Hui (王慧), et al. Chinese J. Inorg. Chem.(无机化学学报), 2009, 25(5):942-945
3. [3]
  [3] Despaigne A A R, Silva J G D, Carmo A C M D, et al. J. Mol. Struct., 2009,920(1):97-102
4. [4]
  [4] WANG Hui(王慧), GAN Guo-Qing(甘国庆), QU Yang(瞿阳), et al. Chinese J. Inorg. Chem.(无机化学学报), 2012,28(6):1217-1221
5. [5]
  [5] ZHAO Yue(赵月), HAN Xiao(韩笑), ZHOU Xiao-Xia(周晓霞), et al. Chinese J. Inorg. Chem.(无机化学学报), 2013,29(4):867-874
6. [6]
  [6] LI Heng-Xin(李恒欣), LI Zhuo(李卓), TIAN Zhong(田忠), et al. Chem. Eng.(China)(化学工程), 2013,41(1):5-8
7. [7]
  [7] YANG Zi-Yuan(杨滋渊), SONG Bin(宋斌), XU Shou-Wei(徐守卫), et al. Chinese J. Inorg. Chem.(无机化学学报), 2014, 30(3):585-590
8. [8]
  [8] Katyal M, Dutt Y. Talanta, 1975,22(2):151-166
9. [9]
  [9] Ainscough E W, Brodie A M, Dobbs A J, et al. Inorg. Chim. Acta, 1998,267:27-38
10. [10]
  [10] Hu X, Zhang L, Liu L, et al. Inorg. Chim. Acta, 2006,359:633-641
11. [11]
  [11] Saini R P, Kumar V, Gupta A K, et al. Med. Chem. Res., 2014,23:690-698
12. [12]
  [12] Bernhardt P V, Wilson G J, Sharpe P C, et al. J. Biol. Inorg. Chem., 2008,13:107-119
13. [13]
  [13] Zuercher W J, Gaillard S, Orband-Miller L A, et al. J. Med. Chem., 2005,48:3107-3109
14. [14]
  [14] Smith T R, Clark A J, Napier R, et al. Bioconjugate Chem., 2007,18(4):1355-1359
15. [15]
  [15] Simpson M G, Watson S P, Feeder N, et al. Org. Lett., 2000, 2(10):1435-1438
16. [16]
  [16] Liang B, Liu X, Chen J, et al. J. Coord. Chem., 2010,63(11):1951-1959
17. [17]
  [17] Wang J, Liu X, Sun Y, et al. J. Coord. Chem., 2011,64(9):1554-1565
18. [18]
  [18] Ren J, Liu X, Yang Z, et al. Thermochim. Acta, 2014,582:17-24
19. [19]
  [19] Sheldrick G M. SADABS, Program for Empirical Absorption Correction of Area Detector Data, University of Göttingen, Germany, 1996
20. [20]
  [20] Sheldrick G M. SHELXS-97, Program for the Solution of Crystal Structures, University of Göttingen, Germany, 1997.
21. [21]
  [21] Sheldrick G M. SHELXL-97, Program for the Refinement of Crystal Structures, University of Göttingen, Germany, 1997.
22. [22]
  [22] Jia C, Wu B, Li S, et al. Chem. Commun., 2010,46:5376-5378
23. [23]
  [23] Yang Z, Wu B, Huang X, et al. Chem. Commun., 2011,47:2880-2882
24. [24]
  [24] Yang Z, Huang X, Zhao Q, et al. CrystEngComm, 2012,14:5446-5453
25. [25]
  [25] YIN Hua(尹华), LIU Shi-Xiong(刘世雄). Chinese J. Inorg. Chem.(无机化学学报), 2002,18(3):269-274
26. [26]
  [26] Janiak C. J. Chem. Soc., Dalton Trans., 2000:3885-3896
27. [27]
  [27] Hunter C A, Sanders J K M. J. Am. Chem. Soc., 1990,112:5525-5534
28. [28]
  [28] HU Rong-Zu(胡荣祖), GAO Sheng-Li(高胜利), ZHAO Feng-Qi(赵凤起), et al. Thermal Analysis Kinetics. 2nd(热分析动力学.2版). Beijing:Science Press, 2008:79-120
29. [29]
  [29] ZHANG Lin(张琳), SHAO Sheng-Yu(邵晟宇), WEN Hong-Yu(温红宇). Life Sci. Instrum.(生命科学仪器), 2008,6:28-31
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