(4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane)sodium perchlorate

The title compound, [Na(C18H36N2O6)]ClO4, was isolated and crystallized to understand more fully the ligand’s binding specificity to cations. The cation and anion reside at an intersection of crystallographic twofold and threefold axes. The carbon atoms in the cation are disordered over two positions in a 3:2 ratio, and the anion is equally disordered over two positions. The geometries of the cation and anion are typical. The compound packs in alternating sheets of discrete cations and anions stacked along the c axis, separated by a distance equal to one-sixth the length of the c axis.

In the title compound, (I), both the Na + (222) cation and the perchlorate anion of (I) reside at an intersection of crystallographic twofold and threefold axes. All the carbon atoms in the cation are disordered over two positions in a 3:2 ratio.
The perchlorate anion is equally disordered over two positions. Multiple restraints were applied to ensure computational stability of the refinement.
The bond distances and angles within (I) are typical as confirmed by the Mogul structural check (Bruno et. al, 2004).
The packing structure of compound (I) consists of alternating sheets of cations and anions stacked along the c axis. The distance between these sheets is 4.70 Å, or one sixth of the length of the c axis.

Experimental
An equimolar mixture of 222 and NaClO 4 was prepared in acetone. The mixture was allowed to evaporate slowly at room temperature until crystallization was observed.

Refinement
All H-atoms were placed in idealized locations and refined as riding with appropriate thermal displacement coefficients U iso (H) = 1.2 times U eq (bearing atom).
supplementary materials sup-2 The following restraints (expressed as SHELXL commands) were used. Thus, we imposed distance similarity restraints on the C-C and C-N bonds involving disordered atoms and refined the ClO 4 anion with an idealized geometry allowing the Cl-O distanct to refine as a free variable. The thermal displacement parameters for C3 and C3a were restrained to approximate isotropic behavior.  Fig. 1. Molecular structure of (I). The thermal ellipsoids are shown at 50% probability level.