1-METHYL-2-((1
E,3
E)-4-PHENYLBUTA-1,3-DIENYL)PYRIDINIUM IODIDE: SYNTHESIS, CHARACTERIZATION, AND X-RAY ANALYSIS
S. Chantrapromma1, N. Boonnak1, N. Kaewmanee1, P. Ruanwas1, H.-K. Fun2,3
1Prince of Songkla University, Hat-Yai, Songkhla, Thailand
2King Saud University, Riyadh, Saudi Arabia
3Universiti Sains Malaysia, Penang, Malaysia
Keywords: crystal structure, pyridinium, quaternary ammonium compound (QAC), π stacking, π-π interaction
Abstract
1-Methyl-2-((1
E ,3
E )-4-phenylbuta-1,3-dienyl)pyridinium iodide (
1) is synthesized and characterized by UV-Vis, FT-IR,
1H and
13C NMR, and single crystal X-ray diffraction. Compound
1 crystallizes in an orthorhombic
Iba2 space group with the unit cell parameters
a = 12.8236(11) Å,
b = 20.1216(17) Å,
c = 11.2071(10) Å,
V = 2891.8(4) Å
3 and
Z = 8. X-ray diffraction indicates that the molecule of 1 displays
E ,
E configurations with respect to the two middle C=C double bonds. The molecular structure of
1 is twisted and the dihedral angle between the pyridinium and phenyl rings is 15.0(2)°. In the crystal packing, cations form stacks in an anti-parallel V-shaped manner along the
a axis through π-π interactions between pyridinium and phenyl rings.
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