
%0 Journal Article
%A Bishop, Roger 
%A Craig, Donald C. 
%A Nguyen, Vi T. 
%A Scudder, Marcia L. 
%T Hydrogen-Bonded Ladders formed by Crystalline Diols
%J Australian Journal of Chemistry
%D 2002/03/14
%V 54
%N 10
%P 637-641
%K 
%R https://doi.org/10.1071/CH01107
%U https://www.publish.csiro.au/paper/CH01107 
%X Certain diol molecules crystallize from solution as unidirectional double-stranded ladders. When these two strands assemble in-phase, a step-ladder arrangement results with the diols linked by (O&#8211;H)4 cycles of hydrogen bonds. Using racemic diol samples, the preferred arrangement has two enantiomerically pure strands of opposite handedness. If the two strands assemble out-of-phase, a staircase-ladder results where the molecules are connected by a hydrogen-bonded (O&#8211;H)n chain. The preferred arrangement contains enantiomerically pure diol molecules surrounding a 21 screw axis. If a racemic diol is used then either the crystals contain both (+)- and (&#8211;)-ladders or, alternatively, self-resolution occurs to yield a conglomerate. New diols (7)&#8211;(9) were synthesized and an X-ray investigation confirmed the prediction that these would produce further double-stranded ladders. These structures revealed new variants of the staircase-ladder where both enantiomers are present, inclusion compounds are formed, or crystallographically independent diol molecules are involved. Manuscript received: 27 August 2001. Final version: 5 November 2001. 
