:Adamanzane
{{Short description|Class of chemical compounds}}
File:1,3,6,8-Tetraazatricyclo(4.4.1.1(3,8))dodecane.svg
Adamanzanes (abbreviated Adz) are compounds containing four nitrogen atoms linked by carbons (analogous to adamantane with nitrogen at the branched position).
Often coordinated to a central ligand, the nitrogens occupy the vertices of a tetrahedron, with potentially four faces and six edges, with the carbon chains running approximately along the edges. They can have a "bowl" or "cage" structure, with varying lengths or omission of the carbon chains. In the nomenclature of Springborg et al. (1996) these can be described according to the number of chains of specified length: thus, for example, [14.22]adamanzane is 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane, a compound which contains four one-carbon chains and two two-carbon chains linking the nitrogen atoms.{{cite journal|url=http://www.chem.wisc.edu/deptfiles/nelsen/258_jpcA05.109,959-61TTD_WeiKong.pdf |archive-url=https://wayback.archive-it.org/all/20120103132451/http://www.chem.wisc.edu/deptfiles/nelsen/258_jpcA05.109,959-61TTD_WeiKong.pdf |url-status=dead |archive-date=2012-01-03 |title=Structure of Gas Phase Radical Cation of 1,3,6,8-Tetraazatricyclo[4.4.1.13,8] Dodecane Determined from Zero Kinetic Energy Photoelectron Spectroscopy |author=Yonggang He |journal=J. Phys. Chem. A |volume=109 |pages=959–961 |number=6 |year=2005 |doi=10.1021/jp0444619 |pmid=16833400 |bibcode=2005JPCA..109..959H |display-authors=etal }}
[36]Adamanzane has found a special use in the preparation of "inverse sodium hydride", a compound in which Na− and H+ ions coexist, due to the ability of the adamanzane to encapsulate the H+ and render it kinetically inert to react with the Na−.{{cite journal|title="Inverse Sodium Hydride": A Crystalline Salt that Contains H+ and Na−|author=Mikhail Y. Redko|journal=J. Am. Chem. Soc.|year=2002|volume=124|issue=21|pages=5928–5929|doi=10.1021/ja025655+|display-authors=etal|pmid=12022811}}