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.
Highlights
Emine Berrin Cinar,a Ayman Zouitini,b Youssef Kandri Rodi,b Younes Ouzidan,c Jerome Marrot,d Damien Prim,d* Necmi Degea and Eiad Saife
Molecules are connected into chains extending parallel to (101) by weak C—HÁ Á ÁO hydrogen bonds
Hirshfeld surface analysis revealed that the most important contributions for the crystal packing are from HÁ Á ÁH (48.7%), HÁ Á ÁC/CÁ Á ÁH (32.0%), HÁ Á ÁO/OÁ Á ÁH (15.4%), CÁ Á ÁC (1.9%), HÁ Á ÁN/NÁ Á ÁH (1.1%) contacts
Summary
Given their importance in the pharmaceutical, chemical and industrial fields, the synthesis of quinoxaline and its derivatives has been a goal of chemists in recent years. Quinoxaline derivatives find use as anticancer (Noolvi et al, 2011), antimalarial (Guillon et al, 2004), antifungal (Xu & Fan, 2011), antiviral (Cai et al, 2008) and anti-inflammatory (Yan et al, 2007) agents. Some quinoxaline derivatives have been reported to be corrosion inhibitors for steel in an acidic medium (Zouitini et al, 2018, 2019; El Janati et al, 2020). We report the synthesis and structure of the title compound obtained by the action of benzyl chloride on 6-methyl-1,4-dihydroquinoxaline-2,3-dione in the presence of potassium carbonate and a catalytic quantity of tetra-nbutylammonium bromide. Symmetry codes: (i) x À 12; Ày þ 12; z À 12; (ii) Àx þ 2; Ày; Àz
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