Interactions in crystals. 76. Single crystal structures of 2,5-bis(trimethylsilyl)-hydroquinone without solvent and with either dimethoxyethane or dioxane: Some insight into the manifold of hydrogen bridge bonding of the same molecule

Article abstract of DOI:10.1002/prac.19963380170

2,5-Bis(trimethylsilyl)hydroquinone (monoclinic, C2/c, Z=12) forms infinite strings in x-direction, in which alternatingly on both sides each three molecules are bound together by three phenolic H bridges in a triangular arrangement. In the dimethoxyethane solvate (triclinic, P1, Z=1) with a 3:2 ratio of phenol to ether, the infinite strings are interlinked by twice-OH...O bonded H₃COCH₂CH₂OCH₃ chelate molecules. The smallest subunit with only two Hydrogen bonds -OHO...(CH₂CH₂)O informed in the monomeric 2:1 dioxane solvate (triclinic, P1, Z=1), The structural details of the different H bridge bonds are discussed based both on a statistical analysis from the Cambridge Structural Database as well as on PM3-calculated enthalpies of formation starting from the crystal structures determined. Johann Ambrosius Barth 1996.