The preparation of the bulky secondary amide N-(2,6-diisopropylphenyl)-2,2-dimethylpropanamide and the determination of its crystal structure at 173(2) K are reported. The structure displays disorder of the tBu methyl groups due to thermal motion and an infinite N–H····O=C hydrogen-bonded chain described by a [Formula: see text] graph set. Reaction of this amide with ZnCl2 or ZnBr2 in tetrahydrofuran (THF) results in dihalo-(tetrahydrofurano)-(N-(2,6-diisopropylphenyl)–2,2-dimethylpropanamido)-zinc(II) complexes (Cl, Br) for which the crystal structures have also been determined. These complexes, as well as a chloroform solvate of the dichloro-complex, contain N–H····X–Zn hydrogen-bonded chains described by [Formula: see text] graph sets. Evaporative crystallization results in the loss of both chloroform and THF to afford crystals determined to be bis(μ2-chloro)-dichloro-bis(N-(2,6-diisopropylphenyl)-2,2-dimethylpropanamido)-dizinc(II) by single crystal X-ray diffraction. This dimeric complex shows a complex network of N–H····Cl–Zn hydrogen bonds describable by [Formula: see text], [Formula: see text], and [Formula: see text] chains, small [Formula: see text] molecular “squares”, and larger [Formula: see text] rings.