N-(4-Amino-1,2,5-oxa-diazol-3-yl)formamide

Area of Science:

• Crystallography
• Materials Science
• Chemical Physics

Background:

• The crystal structure of organic compounds is fundamental to understanding their physical and chemical properties.
• Hydrogen bonding plays a crucial role in molecular self-assembly and the formation of extended crystalline networks.
• Hirshfeld surface analysis provides quantitative insights into intermolecular interactions within crystal lattices.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C3H4N4O2.
• To investigate the nature and significance of intermolecular interactions, particularly hydrogen bonding, in the crystal packing.
• To quantify the contributions of different interactions to the overall crystal structure using Hirshfeld surface analysis.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional crystal structure.
• Analysis of intermolecular contacts, including hydrogen bonds (N-H⋯O, N-H⋯N, C-H⋯O, C-H⋯N), was performed.
• Hirshfeld surface analysis was utilized to assess the relative importance of various intermolecular interactions (H⋯O, H⋯N, H⋯H).

Main Results:

• The asymmetric unit contains two coplanar molecules (A and B) situated on mirror planes.
• Hydrogen bonds (N-H⋯O, N-H⋯N, C-H⋯O, C-H⋯N) organize the molecules into sheets parallel to the (010) plane.
• Hirshfeld surface analysis revealed that H⋯O/O⋯H and H⋯N/N⋯H interactions are the dominant forces (30-32% and 28-31%, respectively) driving the crystal packing, followed by H⋯H interactions (8-12%).

Conclusions:

• The crystal structure of C3H4N4O2 is characterized by extensive hydrogen bonding, leading to a layered motif.
• Intermolecular hydrogen bonds are the primary drivers of the crystal packing, significantly influencing the compound's solid-state architecture.
• Hirshfeld surface analysis confirms the critical role of H⋯O and H⋯N interactions in stabilizing the crystal lattice.