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The structures of 4-methylpyridinium chloride, C6H8N+.Cl-, (I), 3-methylpyridinium chloride, C6H8N+.Cl-, (II), and 3-methylpyridinium bromide, C6H8N+.Br-, (III), have been determined. In all three cases, there is a hydrogen bond between the halogen atom and the protonated N atom. Furthermore, the packing is stabilized by several C-H...halogen contacts. It is remarkable that neither (II) and (III), nor (I) and 4-methylpyridine hydrobromide are isostructural.

Supporting information

cif

Crystallographic Information File (CIF)
Contains datablocks I, II, III, global

hkl

Structure factor file (CIF format)
Contains datablock III

hkl

Structure factor file (CIF format)
Contains datablock II

hkl

Structure factor file (CIF format)
Contains datablock I

CCDC references: 139730; 139731; 139732

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