Journal of Chemical Crystallography

, Volume 42, Issue 9, pp 928–932

Synthesis, Crystal Structure and Antibacterial Activity of N,N′-Bis(4-methoxy-benzylidene)-1,4-bis(3-aminopropyl)piperazine

  • Rui-Bo Xu
  • Na Zhang
  • Hong-Ying Zhou
  • Shu-Ping Yang
  • Yu-Yang Li
  • Da-Hua Shi
  • Wei-Xing Ma
  • Xing-You Xu
Original Paper

DOI: 10.1007/s10870-012-0338-1

Cite this article as:
Xu, RB., Zhang, N., Zhou, HY. et al. J Chem Crystallogr (2012) 42: 928. doi:10.1007/s10870-012-0338-1

Abstract

A new Schiff base, N,N′-bis(4-methoxy-benzylidene)-1,4-bis(3-aminopropyl)piperazine (BMBA), has been synthesized by the reaction of 1,4-bis(3-aminopropyl)piperazine and 4-methoxy-benzaldehyde in methanol solution. The title compound was characterized by elemental analysis, IR spectrum, 1H NMR, 13C NMR and X-ray single crystal diffraction analyses. The compound crystallizes in the monoclinic system with space group C2/c and a = 24.071(5), b = 9.4035(19), c = 11.263(2) Å, β = 96.787(2)°, V = 2531.6(9) Å3, Dc = 1.193 g/cm3, Mr = 454.60, Z = 4, F (000) = 984, μ = 0.079 mm−1, R1 = 0.0693, and ωR2 = 0.2269. In the crystal structure, molecules of BMBA and water of crystallization are linked through intermolecular O2W–H2′···N2 hydrogen bond, forming a 1D hydrogen bonding network that generates planar “ribbons” running parallel to the c-axis. Furthermore, the antibacterial activity of title compound was investigated preliminary by agar diffusion method, and it exhibited certain inhibited effect against Escherichia coli, Staphylococcus aureus and Bacillus subtilis.

Graphical Abstract

A new Schiff base, N,N′-bis(4-methoxy-benzylidene)-1,4-bis(3-aminopropyl)piperazine, has been synthesized by the reaction of 1,4-bis(3-aminopropyl)piperazine and 4-methoxy-benzaldehyde in methanol solution, and characterized by elemental analysis, IR spectrum, 1H NMR, 13C NMR and X-ray single crystal diffraction analyses. Furthermore, the antibacterial activity was investigated by agar diffusion method, and the results indicated that the Schiff base was active relatively against Escherichia coli, Staphylococcus aureus and Bacillus subtilis.

Keywords

Synthesis Crystal structure N,N′-Bis(4-methoxy-benzylidene)-1,4-bis(3-aminopropyl)piperazine Schiff base Antibacterial activity 

Copyright information

© Springer Science+Business Media, LLC 2012

Authors and Affiliations

  • Rui-Bo Xu
    • 1
  • Na Zhang
    • 2
  • Hong-Ying Zhou
    • 1
  • Shu-Ping Yang
    • 1
  • Yu-Yang Li
    • 1
  • Da-Hua Shi
    • 1
  • Wei-Xing Ma
    • 1
  • Xing-You Xu
    • 3
  1. 1.Chemical Engineering SchoolHuaihai Institute of TechnologyLianyungangPeople’s Republic of China
  2. 2.College of PharmacyLiaoning University of Traditional Chinese MedicineDalianPeople’s Republic of China
  3. 3.Huaiyin Institute of TechnologyHuaianPeople’s Republic of China

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