Abstract
The title compound, C13H9IN2O3, was synthesized by a condensation reaction between 2-hy-droxy-5-nitro-benzaldehyde and 4-iodo-aniline, and crystallizes in the ortho-rhom-bic space group Pna21. The 4-iodo-benzene ring is inclined to the phenol ring by a dihedral angle of 39.1 (2)°. The configuration about the C=N double bond is E. The crystal structure features C-H⋯O hydrogen-bonding inter-actions. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are O⋯H/H⋯O (26.9%) and H⋯H (22.0%) inter-actions.
Highlights
The title compound, C13H9IN2O3, was synthesized by a condensation reaction between 2-hydroxy-5-nitrobenzaldehyde and 4-iodoaniline, and crystallizes in the orthorhombic space group Pna21
A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are OÁ Á ÁH/ HÁ Á ÁO (26.9%) and HÁ Á ÁH (22.0%) interactions
We report the synthesis and crystal structure of the title compound (I), along with the findings of a Hirshfeld surface analysis
Summary
Over the past 25 years, extensive research has been directed towards the synthesis and use of Schiff base compounds in organic and inorganic chemistry as they have important medicinal and pharmaceutical applications These compounds exhibit biological activities, including antibacterial, antifungal, anticancer and herbicidal properties (Desai et al, 2001; Singh & Dash, 1988; Karia & Parsania, 1999). Intramolecular hydrogen-atom transfer (tautomerism) from the o-hydroxy group to the imine-N atom is of prime importance with respect to the solvato-, thermo- and photochromic properties of o-hydroxy Schiff bases (Filarowski, 2005; Hadjoudis & Mavridis 2004) Such proton-exchanging materials can be utilized for the design of various molecular electronic devices (Alarcon et al, 1999). Symmetry code: (i) Àx þ 1; Ày þ 1; z À 12
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