The 1:1 adduct of hexamethylenetetramine (HMT) with racemic trans-1,2-cyclohexanedicarboxylic acid (CDA)

Acta Crystallogr C. 2004 Sep;60(Pt 9):o633-5. doi: 10.1107/S0108270104015963. Epub 2004 Aug 11.

Abstract

Hexamethylenetetramine and rac-trans-1,2-cyclohexanedicarboxylic acid crystallize in a 1:1 ratio as a neutral molecular adduct, C6H12N4.C8H12O4. Two dicarboxylic acid molecules and two tetramine molecules form a hydrogen-bonded ring, in the shape of a rhombus, which lies on a crystallographic twofold axis bisecting the two diacid molecules. The O-H...N hydrogen bonds have lengths 2.6808 (19) and 2.6518 (19) A, and, in each ring, both acid molecules have the same handedness.