Synthesis, spectroscopic studies, and crystal structure of the first monopyridinium salt of 1,1′-bis-(2-naphthol) sulfone, C₂₅H₁₉NO₄S

Abstract

The crystal and molecular structure of 1,1′-bis-(2-naphthol) sulfone monopyridine (3) determined by single-crystal X-ray diffraction is reported. C₂₅H₁₉NO₄S crystallizes in the monoclinic space groupC2/c (No. 15) witha=17.095(4),b=14.574(2),c=18.731(2) Å,β=116.29(2)°,Z=8,D _x =1.364 Mg m⁻³,D _m =1.353(8) Mg m⁻³. The phase problem was solved by direct methods and the final reliability factor obtained from full-matrix least-squares refinement of 2306 independent reflections is 0.067. The unit cell contains eight molecules with intramolecular hydrogen bonding and the molecules in the crystal lattice are held together by van der Waals forces. Conoscopic, infrared, and¹H and C¹³ NMR analyses have been performed. Details of the structural content and selected bond lengths and angles are discussed.