The effect of halogens (X) and the pyridine N atom substitution patterns on molecular structure and conformation in a series of isophthalimides is analyzed. The work is based on previous and on-going research on isomer grids of halogenated benzamides. The analysis integrates crystal structure analyses, computational chemistry and conformational analyses together with NMR data and melting point data. The study highlights the structural systematics survey of several halogenated isophthalimides (X-DIPs) as represented by 1 (Scheme; Figures) with only the salient features of the conformations presented herein.