Crystal structure, Hirshfeld surface analysis and frontier mol-ecular orbital analysis of (E)-4-bromo- N'-(2,3-di-chloro-benzyl-idene)benzohydrazide

Palaniyappan Sivajeyanthi; Muthaiah Jeevaraj; Bellarmin Edison; Kasthuri Balasubramani

doi:10.1107/S2056989019001816

Crystal structure, Hirshfeld surface analysis and frontier mol-ecular orbital analysis of (E)-4-bromo- N'-(2,3-di-chloro-benzyl-idene)benzohydrazide

Acta Crystallogr E Crystallogr Commun. 2019 Feb 5;75(Pt 3):324-327. doi: 10.1107/S2056989019001816. eCollection 2019 Mar 1.

Authors

Palaniyappan Sivajeyanthi¹, Muthaiah Jeevaraj¹, Bellarmin Edison¹, Kasthuri Balasubramani¹

Affiliation

¹ Department of Chemistry, Government Arts College (Autonomous), Thanthonimalai, Karur- 639 005, Tamil Nadu, India.

Abstract

The title Schiff base compound, C₁₄H₉BrCl₂N₂O, displays a trans or E configuration with respect to the C=N bond, with a dihedral angle 15.7 (2)° formed between the benzene rings. In the crystal, mol-ecules are linked by N-H⋯O and C-H⋯O hydrogen bonds, forming chains along [001] which enclose R ¹ ₂(6) loops. The inter-molecular inter-actions were investigated by Hirshfeld surfaces analysis and two-dimensional fingerprint plots. The DFT-B3LYP/6-311 G++(d,p) method was used to determine the HOMO-LUMO energy levels.

Keywords: Hirshfeld surface analysis; Schiff base; crystal structure; hydrogen bonding.

Grants and funding

This work was funded by Department of Science and Technology, Ministry of Science and Technology, Science and Engineering Research Board grant SB/FT/CS-058/2013 to K. Balasubramani and P. Sivajeyanthi.