A twist-boat 1,3,5-triaryl-1,3,5-triazacyclohexane: X-ray analysis of the inclusion compound formed between 1,3,5-tris(p-nitrophenyl)-1,3,5-triazacyclohexane and pyridine

Abstract

The triazacyclohexane ring adopts a twist-boat conformation with torsion angles -25.3 (2), -41.3 (2), 70.3 (2), -27.7 (2), -35.8 (2) and 66.0 (2) °. The N--C(aryl) bonds from the ring have lengths of 1.356 (3), 1.382 (3) and 1.400 (3) ,4, and are inclined at 3.3(2), 21.2(2) and 29.5 (3) ° to the CH2--N--CH2 planes. The N--C bond lengths in the triazacyclohexane ring are 1.442 (3)-1.474 (3)A. The pyridine molecules are accommodated in an ordered manner in channels aligned along the screw axes parallel to b.

3,5-Bis(2-fluorophenyl)-1-isopropyl-1,3,5-triazacyclohexane

“…The puckering parameters (Cremer & Pople, 1975), ' = À15 (5) and = 3.1 (2) , agree perfectly with a chair conformation. As reported by Gilardi et al (2003), such a chair conformation is observed in most of the 1,3,5-triazacyclohexanes reported to date with the exception of 1,3,5-tris(pnitrophenyl)-1,3,5-triazacyclohexane (Adam et al, 1993), which has a twist-boat conformation.…”

“…X-ray crystallographic investigations of 1,3,5-trialkyl and 1,3,5-triaryl derivatives of 1,3,5-triazacyclohexane have mainly shown the expected chair conformation with a pyramidal arrangement of bonds at the N atoms (Wellington et al, 1885;Bouchemma et al, 1988Bouchemma et al, , 1990Adam et al, 1993Adam et al, , 1995Gilardi et al, 2003;Latreche et al, 2006a). In the present study, a new compound, (I), containing trizacyclohexane is reported.…”

1,3,5-Tris(4-bromophenyl)-1,3,5-triazinane dichloromethane monosolvate

“…For the conformations of 1,3,5-triaryl derivatives of 1,3,5-triazacyclohexane, see: Wellington & Tollens (1885); Bouchemma et al (1988); Adam et al (1993); Gilardi et al (2003).…”

1,3-Bis(2-fluorophenyl)-5-propyl-1,3,5-triazacyclohexane

“…There are 33 similar compounds in the Cambridge Structural Database (CSD, Version 5.24; Allen, 2002), all containing the 1,3,5-triazacyclohexane ring with different substituents on the N atoms. 32 of these compounds have chair conformations, the exception being 1,3,5-tris(p-nitrophenyl)-1,3,5-triazacyclohexane (Adam et al, 1993), which has a twist-boat conformation.…”