Four　types　of　palladium(II)-based　cup-shaped　structures　as　structural　analogues　of　[M3L3](3+)-type　metallacalix[3　]　arene,　[M2L](2+)-type　semimetallacalix[4]arene,　[M2L2](4+)-type　metallacalix[4]arene,　and　[M3L3](6+)-type　metallacalix[6]arene　have　been　designed　and　synthesized　via　coordination-driven　self-assembly　using　two　types　of　imidazole-and　dithiophene-containing　ligands,　[4,5-bis(2,5-dimethylthiophen-3-yl)-1H-imidazole　(HL1)　and　bis(4,5-bis(2,5-dime-thylthiophen-3-yl)-1H-imidazol-1-yl)methane　(L-2)],　with　four　types　of　palladium-(II)　nitrate　precursors,　(bpy)Pd(NO3)(2)　(M-1-NO3),　(tmen)Pd(NO3)(2)　(M-2-NO3),　(en)Pd(NO3)(2)　(M-3-NO3),　and　Pd(NO3)(2)　(M-4-NO3)　(bpy　=　2,2＇-bipyridine;　tmen　=　tetramethylethylenediamine;　en　=　ethylenediamine).　The　difference　in　the　imidazolate　ligands　and　palladium(II)　nitrate　precursors　in　each　complex　brings　about　the　variety　of　the　structures　and　ion-encapsulating　characteristics　of　the　obtainable　cavities　in　all　the　complexes.　The　fascinating　multidimensional　2-D　and　3-D　highly　ordered　supramolecular　configurations　with　metallacalixarenes　as　building　blocks　were　constructed　via　pi-pi　stacking　and　multiple　hydrogen　bonding.　Furthermore,　this　successful　strategy　provides　an　insight　into　the　construction　of　other　more　intricate　structural　analogues　of　metallacalixarenes　and　the　chemistry　in　crystal　engineering.