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.I documenti in SFERA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
