Synthesis, crystallographic analysis and Hirshfeld surface analysis of 4-bromo-2-{[2-(5-bromo-2-nitro-phen-yl)hydrazin-1-yl-idene]meth-yl}-5-fluoro-phenol

Mavise Yaman; Ercan Aydemir; Necmi Dege; Erbil Agar; Turganbay S Iskenderov

doi:10.1107/S2056989018014627

Synthesis, crystallographic analysis and Hirshfeld surface analysis of 4-bromo-2-{[2-(5-bromo-2-nitro-phen-yl)hydrazin-1-yl-idene]meth-yl}-5-fluoro-phenol

Acta Crystallogr E Crystallogr Commun. 2018 Oct 19;74(Pt 11):1628-1632. doi: 10.1107/S2056989018014627. eCollection 2018 Nov 1.

Authors

Mavise Yaman¹, Ercan Aydemir^{2

3}, Necmi Dege¹, Erbil Agar², Turganbay S Iskenderov⁴

Affiliations

¹ Ondokuz Mayıs University, Faculty of Arts and Sciences, Department of Physics, 55139, Kurupelit, Samsun, Turkey.
² Ondokuz Mayıs University, Faculty of Arts and Sciences, Department of Chemistry, 55139, Samsun, Turkey.
³ Ministry of Forestry and Water Affairs , 11th Regional Directorate, 55030, Ilkadım-Samsun, Turkey.
⁴ Taras Shevchenko National University of Kyiv, Department of Chemistry, 64, Vladimirska Str., Kiev 01601, Ukraine.

Abstract

The title compound, C₁₃H₈Br₂FN₃O₃, is nearly planar with a dihedral angle of 10.6 (4)° between the two benzene rings. Intra-molecular N-H⋯O and O-H⋯N hydrogen bonds occur. In the crystal, the mol-ecules are linked by weak C-H⋯O and C-H⋯Br hydrogen bonds. The roles of the inter-molecular inter-actions in the crystal packing were clarified using Hirshfeld surface analysis.

Keywords: 5-bromo-4-fluoro-2-hydroxybenzaldehyde; Hirshfeld surface; Hydrazone; crystal structure; hydrogen bonding.