1,4- Di-[2-phenyl-1-diazenyl] perhydro-1,4-diazepine ( 1) has been synthesized by reaction of benzenediazonium chloride with homopiperazine ( perhydro-1,4- diazepine). The crystal structure of 1 has been determined by single crystal X-ray diffraction analysis. The bis-triazene ( 1) adopts an extended conformation which precludes any close intramolecular interaction of the phenyl rings. The heterocyclic seven-membered ring adopts a chair conformation, with the triazene side chains occupying alternate axial and equatorial positions consistent with cis-geometry. Internal torsion angles of the seven-membered ring have been measured. The crystal packing is determined by short contacts between C-H groups of phenyl rings and nitrogens of triazene moieties and by van der Waal's interactions, with no evidence for intermolecular pi - pi interactions. This work establishes the structure of the product of diazonium coupling with homopiperazine as 1,4-di[(E)-2-phenyl- 1-diazenyl] perhydro-1,4-diazepine.

1,4-Di-[2-phenyl-1-diazenyl]perhydro-1,4-diazepine: X-ray crystal structure

BERTOLASI, Valerio;
2005

Abstract

1,4- Di-[2-phenyl-1-diazenyl] perhydro-1,4-diazepine ( 1) has been synthesized by reaction of benzenediazonium chloride with homopiperazine ( perhydro-1,4- diazepine). The crystal structure of 1 has been determined by single crystal X-ray diffraction analysis. The bis-triazene ( 1) adopts an extended conformation which precludes any close intramolecular interaction of the phenyl rings. The heterocyclic seven-membered ring adopts a chair conformation, with the triazene side chains occupying alternate axial and equatorial positions consistent with cis-geometry. Internal torsion angles of the seven-membered ring have been measured. The crystal packing is determined by short contacts between C-H groups of phenyl rings and nitrogens of triazene moieties and by van der Waal's interactions, with no evidence for intermolecular pi - pi interactions. This work establishes the structure of the product of diazonium coupling with homopiperazine as 1,4-di[(E)-2-phenyl- 1-diazenyl] perhydro-1,4-diazepine.
Bertolasi, Valerio; Mosher, Sl; Vaughan, K.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11392/1198102
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