2-(N-tert-butylaminoxyl)-benzimidazole

Crystal analysis by Clifford George, Jacqueline Ruiz Ferrer, Paul M. Lahti.
Magnetic Analysis by Fernando Palacio and Guiermo Antorrena.
Heat capacity analysis by Yuji Miyazaki, Takeshi Sakakibara, Michio Sorai

This molecule was synthesized first by Jacqueline Ruiz, and reported in Jacqueline R. Ferrer, Paul M. Lahti, Clifford George, Guillermo Antorrena, Fernando Palacio, Chem. Mater., 11, 2205-2210 (1999), and in Paul M. Lahti, Jacqueline R. Ferrer, Clifford George, Patricia Oliete, Michel Julier, Fernando Palacio, Polyhedron, 20, 1465-1473 (2001). It is structurally similar to 2-(N-tert-butylaminoxylphenyl)-benzimidazole (see the Polyhedron reference), also made by Jacqui.  The crystal packing of the two molecules is  similar, being dominated by H-bonded chains connecting H-bonded stacks of radicals.

This molecule exhibits antiferromagnetic exchange coupling consistent with 2-D bilayer planar Heisenberg behavior, as reported in Yuji Miyazaki, Takeshi Sakakibara, Jacqueline R. Ferrer, Paul M. Lahti, Guillermo  Antorrena, Fernando Palacio,  Michio Sorai, J. Phys. Chem. B, 106(34), 8615 -8620, (2002).  This is an unusual case of an organic true antiferromagnet.  Moreover,  the heat capacity studies at low temperature (below 3 K) show that the AFM magnetic ordering takes place in 2-D or higher (dimensionality constant of about 2.7).  This is consistent with the high order of crystalline dimensionality, albeit through varying types of interactions.


Structural Manipulations

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...Single Molecule ...Inversion center
...Hydrogen-bonded chain ...Herringbone Interaction
...Pi-stacking ...Bilayer Crystal Packing
...Full Lattice ...The Spin Lattice
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See also the Lahti group WWW page for further crystal data.

CIF-derived Tables of crystallographic data 
Download CIF file for this molecule
Magnetic behavior for this molecule
Download Mercury file for this molecule

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