Citation: DONG Jin-Long, SU Feng, SONG Zhena, LI Hao-Yang, REN Yue-Hong, REN Jian-Guo. Crystal Structure of the Coordination Polymer of Sodium with Hydrazone Derivant of Acetoacetanilide[J]. Chinese Journal of Structural Chemistry, ;2016, 35(4): 521-528. doi: 10.14102/j.cnki.0254-5861.2011-1024 shu

Crystal Structure of the Coordination Polymer of Sodium with Hydrazone Derivant of Acetoacetanilide

1.
a Department of Chemistry, Taiyuan Normal University, Taiyuan 030031, China;
2.
b School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, China;
3.
c Institute of Molecular Science, Key Laboratory of Chemical Biology and Molecular Engineering of the Education Ministry, Shanxi University, Taiyuan 030006, China

Received Date: 21 October 2015
Available Online: 8 December 2015
Fund Project: This work was supported by the Soft Science project of Shanxi Province (No. 2013041020-03) (No. 2013041020-03)the National Natural Science Foundation of China (No. 51174275) (No. 51174275)

One new polymer,[Na(NPHSNPAB)(CH₃OH)]_n, where NPHSNPAB stands for Nphenyl-2-[2-hydroxy-3-sulfo-5-nitrophenylhydrazone]butadione-1,3, has been synthesized and characterized by ¹H NMR and FTIR spectroscopy and single-crystal X-ray diffraction. For this complex:C₁₇H₁₇N₄NaO₉S, M_r=476.39, triclinic system, space group P1, a=8.8741(18), b=10.942(2), c=12.039(2) Å, α=65.74(3), β=77.49(3), γ=84.30(3)°, V=1040.3(4) Å³, Z=2, Dc=1.521 g/cm³, λ=0.71073 Å, F(000)=492, S=1.106, R=0.0614 and wR=0.1423 for 2945 observed reflections with I > 2(I). X-ray structural analysis revealed that the structure of NPHSNPAB framework was almost planar by C-H…O, N-H…O, O-H…O, and O-H…S hydrogen bonds. Moreover, sodium(I) center was bound by six O and one N atoms, forming the coordination polymer. The molecular packing diagram showed complicated hydrogen bonds and π…π stacking interaction in the polymer. The average bond distance of the two dicyclic units (3.768 Å) indicated strong π…π stacking interaction. The complex displays greenyellow emission at room temperature.
- sodium(I) complex,
- polymer,
- hydrazone derivant,
- crystal structure,
- hydrogen bonds,
- π∙∙∙π stacking interaction
1. [1]
  (1) Karapinar, E.; Aksu, I. An investigation of fastness properties of textile materials colored with azo dyes. J. Textiles. Engineer. 2013, 20, 17-24.
2. [2]
  (2) Koh, J.; Greaves, A. J. Synthesis and application of an alkali-clearable azo disperse dye containing afluorosulfonyl group and analysis of its alkalihydrolysiskinetics. Dyes Pigm. 2001, 50, 117-126.
3. [3]
  (3) Raghavendra, K. R.; Kumar, A. K. Synthesis of some novel azo dyes and their dyeing, redox and antifungal properties. Int. J. Pharmaceut Chem. Biol. Sci. 2013, 5, 1756-1760.
4. [4]
  (4) Vijayaraghavan, R.; Vedaraman, N.; Surianarayanan, M.; MacFarlane, D. R. Extraction and recovery of azo dyes into an ionic liquid. Talanta 2006, 69, 1059-1062.
5. [5]
  (5) Machida, S.; Araki, M.; Matsuo, K. Studies of the water-soluble polymers. XVI. azo dyes of poly-N-vinylimidazole. J. App. Poly. Sci. 1968, 12, 325-332.
6. [6]
  (6) Nunes, G. E.; Sehnem, A. L.; Bechtold, I. H. Self-assembled azo-dyefilm as an efficient liquid crystal aligning layer. Liquid Crystals 2012, 39, 205-210.
7. [7]
  (7) Nejati, K.; Rezvani, Z.; Seyedahmadian, M. The synthesis, characterization, thermal and optical properties of copper, nickel, and vanadyl complexes derived from azo dyes. Dyes Pigm. 2009, 83, 304-311.
8. [8]
  (8) Streek, J.; Brüning, J.; Ivashevskaya, S. N.; Ermrich, M.; Paulus, E. F.; Bolte, M.; Schmidt, M. U. Structures of six industrial benzimidazolone pigments from laboratory powder diffraction data. Acta Cryst. B 2009, 65, 200-211.
9. [9]
  (9) Dong, J. L.; Zhang, G. L.; Guo, M. Y.; Wu, C.; Ren, J. G. 2-[2-(2-Carboxyphenyl) hydrazinylidene]-3-oxo-N-phenylbutyramide. Acta Cryst. E 2011, 67, o3408-3409.
10. [10]
  (10) Ren, Y. H.; Dong, J. L.; Wang, Z.W.; Ren, J. G. Synthesis and crystal structure of the azo copper(Ⅱ)-complex. Chinese J. Struct. Chem. 2011, 30, 376-379.
11. [11]
  (11) Sheldrick, G. M. Correction Software. University of Gottingen, Germany 1996.
12. [12]
  (12) Sheldrick, G. M. Program for the Solution of Crystal Structures. University of Gottingen, Germany 1997.
13. [13]
  (13) Nakamoto, K. Infrared Spectra of Inorganic and Coordination Compounds. Fifth ed. John Willey & Sons, New York 1997.
14. [14]
  (14) Tsymbarenko, D. M.; Korsakov, I. E.; Lyssenko, K. A.; Troyanov, S. I. One-dimensional coordination polymers in the crystal structures of sodium and potassium acetylacetonates. Polyhedron 2015, 92, 68-76.
15. [15]
  (15) Thuéry, P.; Asfari, Z.; Vicens, J.; Lamare, V.; Dozol, J. F. Synthesis and crystal structure of sodium and caesium ion complexes of unsubstituted calyx arene. new polymeric chain arrangements. Polyhedron 2002, 21, 2497-2503.
16. [16]
  (16) Yang, Y. Q.; Zhang, S. H.; Tang, S. P.; Fu, L. X. Synthesis, crystal structure and fluorescent property of one new complex[Na₂(2-benzoylbenzoato)₄(Phen)₂ (H₂O)₂]·H₂O. Chin. J. Struct. Chem. 2013, 32, 63-66.
17. [17]
  (17) Chen, Y. M.; Xie, Q. F. Synthesis, crystal structure and characterization of a cyclic dinuclear sodium complex[Na(H₂O)(μ₂-Ans)(Phen)]₂. J. Synth. Cryst. 2013, 42, 2449-2454.
18. [18]
  (18) Chen, Y. Q.; Qu, Y. K.; Li, G. R.; Zhuang, Z. Z.; Chang, Z.; Hu, T. L.; Xu, J.; Bu, X. H. Zn(Ⅱ)-benzotriazolate clusters based amide functionalized porous coordination polymers with high CO₂ adsorption selectivity. Inorg. Chem. 2014, 53, 8842-8844.
19. [19]
  (19) Allendorf, M. D.; Bauer, C. A.; Bhakta, R. K.; Houk, R. J. T. Luminescent metal-organic frameworks. Chem. Soc. Rev. 2009, 38, 1330-1352.
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沈阳化工大学材料科学与工程学院沈阳 110142