Crystal Structure And Hirshfeld Surface Analysis Of Ethyl 2-{4-[(3-Methyl-2-Oxo-1,2-Di­Hydro­Quinoxalin-1-Yl)Meth­Yl]-1H-1,2,3-Triazol-1-Yl}Acetate

Abstract

The di­hydro­qinoxalinone portion of the mol­ecule is planar to within 0.0512 (12) Å. In the crystal, a combination of C—H⋯O and C—H⋯N hydrogen bonds together with slipped π-stacking and C—H⋯π(ring) inter­actions lead to the formation of chains extending along the c-axis direction. The chains are linked into layers parallel to the bc plane by sets of four C—H⋯O hydrogen bonds and the layers are tied together by complementary π-stacking inter­actions., The mol­ecule of the title compound, C16H17N5O3, is build up from two fused six-membered rings linked to a 1,2,3-triazole ring, which is attached to an ethyl azido-acetate group. The di­hydro­qinoxalinone portion is planar to within 0.0512 (12) Å and is oriented at a dihedral angle of 87.83 (5)° with respect to the pendant triazole ring. In the crystal, a combination of inter­molecular C—H⋯O and C—H⋯N hydrogen bonds together with slipped π-stacking [centroid–centroid distance = 3.7772 (12) Å] and C—H⋯π (ring) inter­actions lead to the formation of chains extending along the c-axis direction. Additional C—H⋯O hydrogen bonds link these chains into layers parallel to the bc plane and the layers are tied together by complementary π-stacking [centroid–centroid distance = 3.5444 (12) Å] inter­actions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (44.5%), H⋯O/O⋯H (18.8%), H⋯N/N⋯H (17.0%) and H⋯C/C⋯H (10.4%) inter­actions.