The salts 3-[(2,2,3,3-tetrafluoropropoxy)methyl]pyridinium saccharinate, CHFNO·CHNOS, (1), and 3-[(2,2,3,3,3-pentafluoropropoxy)methyl]pyridinium saccharinate, CHFNO·CHNOS, (2), i.e. saccharinate (or 1,1-dioxo-1λ,2-benzothiazol-3-olate) salts of pyridinium with -CHOCHCFCFH and -CHOCHCFCF meta substituents, respectively, were investigated crystallographically in order to compare their fluorine-related weak interactions in the solid state. Both salts demonstrate a stable synthon formed by the pyridinium cation and the saccharinate anion, in which a seven-membered ring reveals a double hydrogen-bonding pattern. The twist between the pyridinium plane and the saccharinate plane in (2) is 21.26 (8)° and that in (1) is 8.03 (6)°. Both salts also show stacks of alternating cation-anion π-interactions. The layer distances, calculated from the centroid of the saccharinate plane to the neighbouring pyridinium planes, above and below, are 3.406 (2) and 3.517 (2) Å in (1), and 3.409 (3) and 3.458 (3) Å in (2).

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http://dx.doi.org/10.1107/S2053229617009512DOI Listing

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