2-Acetyl-1,1,3,3-tetra-methyl-guanidine

Area of Science:

• Crystal chemistry
• Molecular structure analysis
• Organic chemistry

Background:

• Guanidine derivatives are important in various chemical and biological applications.
• Understanding the precise molecular geometry and bonding in guanidine compounds is crucial for predicting their properties and reactivity.
• Previous studies have explored the structural diversity of guanidine derivatives, but detailed analysis of specific compounds remains valuable.

Purpose of the Study:

• To elucidate the detailed molecular structure of the title guanidine compound.
• To analyze the bond lengths and geometry around the central carbon atom.
• To investigate the intermolecular interactions and crystal packing in the solid state.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the compound.
• Analysis of bond lengths, bond angles, and atomic coordinates provided insights into the molecular geometry.
• Identification and analysis of hydrogen bonds (C-H⋯O and C-H⋯N) were performed to understand crystal packing.

Main Results:

• The central carbon atom exhibits a nearly ideal trigonal-planar geometry, coordinated by three nitrogen atoms.
• Carbon-nitrogen bond lengths within the CN(3) unit are intermediate between single and double bonds (1.3353–1.3541 Å).
• Bonds between nitrogen and terminal methyl groups resemble typical single bonds (1.4526–1.4614 Å), and weak C-H⋯O and C-H⋯N hydrogen bonds form layered structures.

Conclusions:

• The study provides a precise structural characterization of the guanidine derivative.
• The observed intermediate C-N bond character suggests significant electron delocalization within the guanidine core.
• The crystal structure is stabilized by a network of weak hydrogen bonds, influencing the overall packing and potentially material properties.