초록
<P>Chiral metal-organic materials (CMOMs), can offer molecular binding sites that mimic the enantioselectivity exhibited by biomolecules and are amenable to systematic fine-tuning of structure and properties. Herein, we report that the reaction of Ni(NO<SUB>3</SUB>)<SUB>2</SUB>, <I>S</I>-indoline-2-carboxylic acid (<I>S</I>-IDECH), and 4,4′-bipyridine (bipy) afforded a homochiral cationic diamondoid, <B>dia</B>, network, [Ni(<I>S</I>-IDEC)(bipy)(H<SUB>2</SUB>O)][NO<SUB>3</SUB>], <B>CMOM-5</B>. Composed of rod building blocks (RBBs) cross-linked by bipy linkers, the activated form of <B>CMOM-5</B> adapted its pore structure to bind four guest molecules, 1-phenyl-1-butanol (1P1B), 4-phenyl-2-butanol (4P2B), 1-(4-methoxyphenyl)ethanol (MPE), and methyl mandelate (MM), making it an example of a chiral crystalline sponge (CCS). Chiral resolution experiments revealed enantiomeric excess, <I>ee</I>, values of 36.2-93.5%. The structural adaptability of <B>CMOM-5</B> enabled eight enantiomer@<B>CMOM-5</B> crystal structures to be determined. The five ordered crystal structures revealed that host-guest hydrogen-bonding interactions are behind the observed enantioselectivity, three of which represent the first crystal structures determined of the ambient liquids <I>R</I>-4P2B, S-4P2B, and <I>R</I>-MPE.</P><P>A new chiral metal−organic material provides a blueprint for the design of families of chiral crystalline sponges that enable enantiomeric selectivity, and the determination of the crystal structures of liquid enantiomers.</P><BR>[FIG OMISSION]</BR>