Synthesis, crystal structures and Hirshfeld surface analysis of 1,4-dibenzyl-6-methyl-1,4-di-hydro-quinoxaline-2,3-dione

Emine Berrin Cinar; Ayman Zouitini; Youssef Kandri Rodi; Younes Ouzidan; Jérôme Marrot; Damien Prim; Necmi Dege; Eiad Saif

doi:10.1107/S2056989020009895

Synthesis, crystal structures and Hirshfeld surface analysis of 1,4-dibenzyl-6-methyl-1,4-di-hydro-quinoxaline-2,3-dione

Acta Crystallogr E Crystallogr Commun. 2020 Jul 24;76(Pt 8):1361-1364. doi: 10.1107/S2056989020009895. eCollection 2020 Aug 1.

Authors

Emine Berrin Cinar¹, Ayman Zouitini², Youssef Kandri Rodi², Younes Ouzidan³, Jérôme Marrot⁴, Damien Prim⁴, Necmi Dege¹, Eiad Saif⁵

Affiliations

¹ Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Samsun, 55200, Turkey.
² Laboratoire de Chimie Organique Appliquée, Université Sidi Mohamed Ben Abdallah, Faculté des Sciences et Techniques, BP 2202, Fez, Morocco.
³ Laboratoire de Chimie Physique et Chimie Bio-organique, Faculté des Sciences et Techniques Mohammedia, Université Hassan II, Casablanca, BP 146, 28800, Mohammedia, Morocco.
⁴ Institut Lavoisier de Versailles, UVSQ, CNRS, Université Paris-Saclay, 78035 Versailles, France.
⁵ Department of Computer and Electronic Engineering Technology, Sana'a Community College, Sana'a, Yemen.

Abstract

The title quinoxaline mol-ecule, C₂₃H₂₀N₂O₂, is not planar, the dihedral angle angle between the mean planes of the benzene rings being 72.54 (15)°. In the crystal, mol-ecules are connected into chains extending parallel to (10) by weak C-H⋯O hydrogen bonds. Weak C-H⋯π inter-actions link the chains, forming a three-dimensional network structure. Hirshfeld surface analysis revealed that the most important contributions for the crystal packing are from H⋯H (48.7%), H⋯C/C⋯H (32.0%), H⋯O/O⋯H (15.4%), C⋯C (1.9%), H⋯N/N⋯H (1.1%) contacts.

Keywords: Hirshfeld surfaces; crystal structure; hydrogen bonding; quinoxaline.

Grants and funding

This work was funded by Ondokuz Mayis Üniversitesi grant PYOFEN.1906.19.001.