Motif-forming characteristics of weak intermolecular interactions (Br‚‚‚‚Br, CtCH‚‚‚‚CtC, and CtCBr‚‚‚‚CtC) were examined in the solid state structures, determined by single-crystal X-ray diffraction, of tetraphenylmethane and 1,3,5,7-tetraphenyladamantane derivatives substituted at the four vertices with bromo, ethynyl, bromoethynyl, and 1,3-diethynyl groups. The crystals of the bromo-and ethynyl-substituted tetraphenylmethane derivatives exhibited triply interwoven diamondoid lattices sustained by weak interactions between bromo and ethynyl groups. It was observed that when bromo-and ethynyl groups are interchanged in these compounds, their solid-state structures did not change significantly. The crystals of tetrakis(4-bromoethynyphenyl)methane, as well as 1,4-and 1,3,5-bromoethynylbenzene, were sustained by rare, T-shaped CtCBr‚‚‚‚CtC contacts, but a comparison between these solid-state structures showed significant differences. All terminal 1,3-diynes were unstable compounds that decomposed rapidly. In general, it was observed that tetrahedral building blocks with a larger tetrahedral core, such as adamantane, formed disordered structures or fragile, highly solvated crystals.

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