2-[(E)-2-(4-Ethoxyphenyl)ethenyl]-1-methylquinolinium 4-fluorobenzenesulfonate

Hoong-Kun Fun,Suchada Chantrapromma,Ching Kheng Quah,Thawanrat Kobkeatthawin,Pumsak Ruanwas

doi:10.1107/s1600536813032509

Abstract

In the structure of the title salt, C20H20NO+·C6H4FO3S−, the 4-(ethoxyphenyl)ethenyl unit is disordered over two positions with a refined site-occupancy ratio of 0.610 (6):0.390 (6). The cation is nearly planar, the dihedral angle between the quinolinium and benzene rings being 6.7 (4) and 1.7 (7)° for the major and minor components, respectively. The ethoxy group is essentially coplanar with the benzene ring [C—O—C—Cmethy = 177.1 (8) and 177.8 (12)° for the major and minor components, respectively]. In the crystal, cations and anions are linked into chains along the b-axis direction by C—H⋯Osulfonyl weak interactions. These chains are further connected into sheets parallel to (001) by C—H⋯Osulfonyl weak interactions. The chains are also stacked along the a axis through π–π interactions involving the quinolinium and benzene rings [centroid–centroid distances = 3.636 (5) Å for the major component and 3.800 (9) Å for the minor component]. C—H⋯π interactions are also present.

Highlights

In the structure of the title salt, C20H20NO+C6H4FO3S, the 4(ethoxyphenyl)ethenyl unit is disordered over two positions with a refined site-occupancy ratio of 0.610 (6):0.390 (6)
The ethoxy group is essentially coplanar with the benzene ring [C—O—
The chains are stacked along the a axis through – interactions involving the quinolinium and benzene rings [centroid–centroid distances = 3.636 (5) Å for the major component and 3.800 (9) Å for the minor component]

Summary

Data collection

Key indicators: single-crystal X-ray study; T = 100 K; mean (C–C) = 0.004 Å; disorder in main residue; R factor = 0.065; wR factor = 0.154; data-to-parameter ratio = 12.7. The cation is nearly planar, the dihedral angle between the quinolinium and benzene rings being 6.7 (4) and 1.7 (7) for the major and minor components, respectively. C—Cmethy = 177.1 (8) and 177.8 (12) for the major and minor components, respectively]. Cations and anions are linked into chains along the b-axis direction by C—. The chains are stacked along the a axis through – interactions involving the quinolinium and benzene rings [centroid–centroid distances = 3.636 (5) Å for the major component and 3.800 (9) Å for the minor component].

Related literature

Special details