Synthesis, characterization, Hirshfeld surface analysis and antioxidant activity of a novel organic-inorganic hybrid material 1-methylpiperazine-1,4-diium trioxonitrate

S. Gatfaoui (1) , A. Mezni (1) , T. Roisnel (2) , H. Marouani (1)

1 Faculté des Sciences de Bizerte [Université de Carthage]
2 ISCR - Institut des Sciences Chimiques de Rennes

The new inorganic-organic hybrid material 1-methylpiperazine-1,4-diium bis(nitrate) (MPN) have been synthesized and crystallized to the orthorhombic system with space group Pnma and the lattice parameters obtained are a = 10.9385(9) Å, b = 6.5698 Å (4), c = 13.7021(10) Å, V = 984.68(12) Å3 and Z = 4. The trigonal (NO3 −) anions are connected to the 1-methylpiperazine-1,4-diium cations via a large number of bifurcated and non-bifurcated N[sbnd]H⋯O and C[sbnd]H⋯O hydrogen bonds. The diprotonated piperazine ring adopts a chair conformation, with the methyl group occupying an equatorial position. Intermolecular interactions in the crystal structure were quantified by Hirshfeld surface analysis. Infrared spectrum confirms the existence of the functional groups in the elaborated material. Optical absorption reveals an important band gap energy indicating stability of the title compound. The DTA/TGA and DSC curves indicate that the crystal is thermally stable up to 180 °C. The antioxidant properties were determined via the DPPH radical scavenging, the ABTS radical scavenging, hydroxyl radical scavenging and ferric reducing power (FRP). © 2017 Elsevier B.V.

Keywords: Antioxidant activity; Crystal structure; Enrichment ratio; Hirshfeld surface; Hybrids

Domains: Chemical Sciences; Chemical Sciences; Material chemistry

S. Gatfaoui, A. Mezni, T. Roisnel, H. Marouani. Synthesis, characterization, Hirshfeld surface analysis and antioxidant activity of a novel organic-inorganic hybrid material 1-methylpiperazine-1,4-diium trioxonitrate. Journal of Molecular Structure, 2017, 1139, pp.52--59. ⟨10.1016/j.molstruc.2017.03.028⟩. ⟨hal-01515136⟩