1,1′-Methylenedipyridinium dichloride monohydrate

Abstract

In the crystal structure of the title salt, C11H12N2 2+·2Cl−·H2O, the dication adopts a butterfly shape [dihedral angle between rings = 69.0 (1)°] with the water mol­ecule lying in the V-shaped cavity. Each O—H bond of the water molecule lies parallel to an aromatic ring and forms an O—H⋯Cl inter­action to a chloride anion. The methyl­ene C atom in the dication and the water O atoms lie on special positions of twofold site symmetry.

Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts

“…In these cases, the different nucleophilicity and size of different halides seem to prevail over other factors. Similar to the bis-pyridinium methylene iodide 1 , the chloride 19 , 20 and bromide 21 analogues crystallize as monohydrates, adopt the uncommon Fdd2 space group, and form two symmetry-related C···Cl/Br TtBs. These TtBs drive the formation of three quite similar supramolecular trimers ( Figure 1 , left), indicating that the TtB donor ability of the C(sp 3 ) in the bis-pyridinium methylene cation is robust enough to overcome the possibly different packing preferences resulting from the different nucleophilicity and size of the three halides.…”