Abstract

The title Schiff base compound, C15H13NO2, crystallizes in a new crystal form in the space group P212121, which is different from the monoclinic P21/n space group reported previously [De et al. (2009 ▸). Indian J. Chem. Sect. B, 48, 595-598]. An intra-molecular O-H⋯N hydrogen bond occurs between the hy-droxy and azomethine moieties. In the crystal, mol-ecules are linked by weak C-H⋯O hydrogen bonds into supra-molecular chains propagating along the b-axis direction with a C(8) graph-set motif. The contribution of these two contacts in Hirshfeld surface area are around 19 and 21%, respectively. The title compound was screened for its anti-bacterial activity against two gram-negative (Escherichia coli and Salmonella typhimurium) and one gram-positive (Staphyloccus aureus) bacteria. The results of this study reveal that this Schiff base shows good activity against only one bacterium, i.e. Salmonella typhimurium.

Highlights

  • The title Schiff base compound, C15H13NO2, crystallizes in a new crystal form in the space group P212121, which is different from the monoclinic P21/n space group reported previously [De et al (2009)

  • Molecules are linked by weak C— HÁ Á ÁO hydrogen bonds into supramolecular chains propagating along the b-axis direction with a C(8) graph-set motif

  • The results of this study reveal that this Schiff base shows good activity against only one bacterium, i.e. Salmonella typhimurium

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Summary

Chemical context

Schiff bases (Wang et al, 2008) are versatile ligands synthesized from the condensation of primary amines with carbonyl groups. These compounds have been shown to exhibit a broad range of biological activities, including antifungal, antibacterial, anti-malarial, antiproliferative, anti-inflammatory, antiviral and antipyretic properties (Dhar & Taploo, 1982; Przybylski et al, 2009). We report the structural characterization using X-ray diffraction of the title Schiff base derived from salicylaldehyde, including an investigation of the Hirshfeld surfaces and its antimicrobial activity against two gram-negative (Escherichia coli and Salmonella typhimurium) and one grampositive (Staphyloccus aureus) bacteria. It has been proposed that molecules showing thermochromism are planar and those showing photochromism are non-planar (Moustakali-Mavridis et al, 1980; Hadjoudis et al, 1987)

Structural commentary
Antimicrobial activity
Database survey
Synthesis and crystallization
Findings
Refinement
Full Text
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