Methyl 4-((E)- 2-{3-[(3 - {( E)- 2-[ 4-( methoxycarbonyl) phenyl]- 1-diazenyl}-5, 5-dimethyl hexahydro-1-pyrimidinyl) methyl]- 5, 5-dimethylhexahydro-1- pyrimidinyl}-1-diazenyl) benzoate ( 1) has been synthesized by reaction of a mixture of formaldehyde and 2,2- dimethyl-1,3-propanediamine with p-methoxycarbonylbenzenediazonium chloride. The crystal structure of 1 has been determined by single crystal X-ray diffraction analysis. The crystals of 1 displayed problems of disorder; the asymmetric unit is built up by two independent molecules, which display disorder within a methoxycarbonyl group. The two independent molecules in the asymmetric unit are very similar, differing only slightly about the mutual orientation of the aryltriazenyl groups. With respect to the N-C-N bridge between the hexahydropyrimidinyl rings, the two equivalent fragments containing the triazene moieties are in a cis orientation. The N-N single bonds, in the range 1.319( 4) - 1.348( 4) &ANGS;, and the N=N double bonds, in the range 1.255( 5) - 1.275( 4) &ANGS;, indicate significant conjugations within the triazene moieties. All the hexahydropyrimidine six-membered rings adopt a chair conformation as shown by their puckering parameters. The crystal packing is determined only by simple van der Waals interactions. The crystal structure of 1 is compared with the previously reported structure of the unbranched hexahydropyrimidine analogue 2.
4-(E)-2-[3-(3-[(E)-2-(4-cyanophenyl)-1-diazenyl]hexahydro-1-pyrimidinylm ethyl)hexahydro-1-pyrimidinyl]-1diazenylbenzonitrile: X-ray crystal structure
BERTOLASI, Valerio
2005
Abstract
Methyl 4-((E)- 2-{3-[(3 - {( E)- 2-[ 4-( methoxycarbonyl) phenyl]- 1-diazenyl}-5, 5-dimethyl hexahydro-1-pyrimidinyl) methyl]- 5, 5-dimethylhexahydro-1- pyrimidinyl}-1-diazenyl) benzoate ( 1) has been synthesized by reaction of a mixture of formaldehyde and 2,2- dimethyl-1,3-propanediamine with p-methoxycarbonylbenzenediazonium chloride. The crystal structure of 1 has been determined by single crystal X-ray diffraction analysis. The crystals of 1 displayed problems of disorder; the asymmetric unit is built up by two independent molecules, which display disorder within a methoxycarbonyl group. The two independent molecules in the asymmetric unit are very similar, differing only slightly about the mutual orientation of the aryltriazenyl groups. With respect to the N-C-N bridge between the hexahydropyrimidinyl rings, the two equivalent fragments containing the triazene moieties are in a cis orientation. The N-N single bonds, in the range 1.319( 4) - 1.348( 4) &ANGS;, and the N=N double bonds, in the range 1.255( 5) - 1.275( 4) &ANGS;, indicate significant conjugations within the triazene moieties. All the hexahydropyrimidine six-membered rings adopt a chair conformation as shown by their puckering parameters. The crystal packing is determined only by simple van der Waals interactions. The crystal structure of 1 is compared with the previously reported structure of the unbranched hexahydropyrimidine analogue 2.I documenti in SFERA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
