1-Methyl-2-[(E)-2-(2-thien-yl)ethen-yl]quinolinium iodide.

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Understanding the three-dimensional arrangement of atoms in organic compounds is crucial for predicting their properties.
• Intermolecular interactions, such as hydrogen bonding and pi-pi stacking, significantly influence crystal packing and material characteristics.
• The specific arrangement of thiophene and quinolinium moieties in organic salts can lead to unique electronic and structural behaviors.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(16)H(14)NS(+)·I(-).
• To analyze the stereochemistry, specifically the configuration around the ethylene double bond.
• To investigate the nature and role of intermolecular interactions in stabilizing the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the precise atomic arrangement.
• Analysis of bond lengths, bond angles, and dihedral angles provided stereochemical information.
• Intermolecular interactions, including C-H···S, C-H···I, and π-π stacking, were identified and quantified.

Main Results:

• The cation exhibits an E configuration about the C=C double bond of the ethylene unit.
• A small dihedral angle (11.67°) was observed between the thiophene and quinolinium ring systems.
• Intramolecular C-H⋯S interactions formed an S(5) ring motif, while intermolecular C-H⋯I interactions and π-π stacking (centroid-centroid distance 3.6818 Å) stabilized the crystal structure.

Conclusions:

• The crystal structure of the title compound is characterized by specific stereochemistry and stabilizing intermolecular forces.
• The interplay of intramolecular and intermolecular interactions dictates the overall crystal packing and stability.
• This detailed structural analysis provides a foundation for understanding the potential applications of such organic salts.