Crystal structure and Hirshfeld surface analysis of 2-{[(4-iodo-phen-yl)imino]-meth-yl}-4-nitro-phenol

Md Serajul Haque Faizi; Tenzile Alagöz; Ruby Ahmed; Emine Berrin Cinar; Erbil Agar; Necmi Dege; Ashraf Mashrai

doi:10.1107/S2056989020008191

Crystal structure and Hirshfeld surface analysis of 2-{[(4-iodo-phen-yl)imino]-meth-yl}-4-nitro-phenol

Acta Crystallogr E Crystallogr Commun. 2020 Jun 26;76(Pt 7):1146-1149. doi: 10.1107/S2056989020008191. eCollection 2020 Jul 1.

Authors

Md Serajul Haque Faizi¹, Tenzile Alagöz², Ruby Ahmed³, Emine Berrin Cinar⁴, Erbil Agar², Necmi Dege⁴, Ashraf Mashrai⁵

Affiliations

¹ PG Department of Chemistry, Langat Singh College, B. R. A. Bihar University, Muzaffarpur, Bihar 842001, India.
² Ondokuz Mayıs University, Faculty of Arts and Sciences, Department of Chemistry, Samsun, Turkey.
³ Department of Applied Chemistry, ZHCET, Aligarh Muslim University, Aligarh, 202002, UP, India.
⁴ Ondokuz Mayıs University, Faculty of Arts and Sciences, Department of Physics, Samsun, Turkey.
⁵ Department of Pharmacy, University of Science and Technology, Ibb Branch, Ibb, Yemen.

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.

Keywords: 2-hydroxy-5-nitrobenzaldehyde; 4-iodoaniline; crystal structure; hydrogen bonding; salicylaldehyde derivative.

Grants and funding

This work was funded by University Grants Commission grant . University of Science and Technology, Ibb Branch, Yemen grant .