2-Amino-4,6-dimethyl-pyridinium chloride dihydrate

Area of Science:

• Crystallography
• Chemical Physics
• Materials Science

Background:

• Molecular salts are crucial in various chemical applications.
• Understanding crystal structures informs material properties and reactivity.
• 2-amino-4,6-dimethyl-pyridine is a relevant organic compound with potential applications.

Purpose of the Study:

• To elucidate the crystal structure of the hydrated molecular salt C(7)H(11)N(2) (+)·Cl(-)·2H(2)O.
• To investigate the intermolecular interactions, including hydrogen bonding and π-π stacking, within the crystal lattice.
• To characterize the planarity of the protonated 2-amino-4,6-dimethyl-pyridine cation.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of hydrogen bonding networks (N-H⋯O, N-H⋯Cl, O-H⋯Cl) was performed.
• π-π stacking interactions between pyridinium rings were quantified.

Main Results:

• The pyridine nitrogen atom of 2-amino-4,6-dimethyl-pyridine is protonated, forming a cation.
• The cation exhibits near planarity, with minimal deviation (0.006(2) Å).
• Crystal structure analysis revealed sheets formed by hydrogen bonds parallel to the (100) plane.
• Aromatic π-π stacking interactions with a centroid-centroid distance of 3.4789(9) Å were observed, stabilizing the structure.

Conclusions:

• The crystal structure of 2-amino-4,6-dimethyl-pyridine hydrochloride dihydrate is characterized by extensive hydrogen bonding and π-π stacking.
• These interactions play a significant role in the self-assembly and stability of the molecular salt.
• The findings contribute to the understanding of supramolecular chemistry and crystal engineering involving pyridine derivatives.