Citation: TIAN Ai-Qin, CHEN Jun-Ling, FENG Xun, WANG Wei-Zhou, WANG Li-Ya. Synthesis, Structure and Characterization of a Biologically Active Compound Based on 5-Nitrosalicylaldehyde Schiff Base[J]. Chinese Journal of Structural Chemistry, ;2014, 33(10): 1443-1450. shu

Synthesis, Structure and Characterization of a Biologically Active Compound Based on 5-Nitrosalicylaldehyde Schiff Base

TIAN Ai-Qin ^a,b ,
CHEN Jun-Ling ^c ,
FENG Xun ^b ,
WANG Wei-Zhou ^b ,
WANG Li-Ya ^b,c,,

1.
a Basic Courses Education Department, Henan Forestry Vocational College, Luoyang 471002, China;
2.
b College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, China;
3.
c School of Life Science and Technology, Nanyang Normal University, Nanyang 473601, China

Corresponding author: WANG Li-Ya,
Received Date: 31 March 2014
Available Online: 19 August 2014
Fund Project: tackle key problem of science and technology Project of Henan Province (No. 142102310483) (No. 2012GGJS158)

A new Schiff base compound ((NSBSH)₂bipy·3H₂O) based on 5-nitrosalicylal 4-methyl benzene-sulfonohydrazide (abbreviated as NSBSH), formulated as C₃₈H₄₀N₈O₁₃S₂, has been synthesized by the condensation of 5-nitrosalicylaldehyde and 4-methylbenzenesulfonohydrazide, and structurally characterized by X-ray single-crystal diffraction analysis, elemental analysis and IR spectrum. It crystallizes in monoclinic system, space group P2/c with a=13.7992(16), b=7.1410(8), c=21.403(2) Å, β=95.5660(10)° and V=2099.1(4) Å³. X-ray analysis reveals that there are obvious π-π stacking interactions between two adjacent aromatic ring planes. The intermolecular hydrogen bonding interactions connect the adjacent Schiff base units into a binuclear unit, and further propagate these moieties into a two-dimensional (2D) supramolecular network. The title compound displays strong photoluminescence in the liquid state as well as high thermal stability. The experiment also shows that it has a good antibacterial activity in vitro antibacterial activity against Sarcina.
- 5-nitrosalicylaldehyde,
- X-ray single-crystal,
- photoluminescence,
- density-functional theory calculations
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