Crystal structure and Hirshfeld surface analysis of N-(1H-benzo[d]imidazol-2-yl)acetamide.

Abstract

The crystal structure of the title com-pound, C₉H₉N₃O, was refined using non-spherical scattering factors. This quantum crystallographic approach provided enhanced precision for the H-atom positions and a refined description of the electron density. The asymmetric unit com-prises two mol-ecules (Z' = 2) exhibiting high conformational similarity (r.m.s. deviation between the mol-ecules is 0.083 Å). In the crystal, mol-ecules form pseudocentrosymmetric dimers via inter-molecular N-H⋯O and N-H⋯N hy-dro-gen bonds. These units are further linked into supra-molecular layers characterized by D(1), C ₂ ²(8), C ₂ ²(10), R ₂ ²(8) and R ₂ ²(12) graph-set motifs. The packing is mainly consolidated by C-H⋯π inter-actions. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to qu-antify the supra-molecular assembly, identifying H⋯H (45%), C⋯H/H⋯C (20.8%), N⋯H/H⋯N (12.2%) and O⋯H/H⋯O (11.5%) contacts as the primary contributors to the crystal packing.