Structural studies of dibenz[c,f]azocines. II. N-t-Butyl-5,6-dihydro-7H,12H-dibenz[c,f]azocine

Abstract

Crystals of the title compound, CI9H23N, are triclinic, P1, with a= 10.143, b= 9.863, c= 9-568/~, ~= 111.38, fl= 116.08, 7=91-71 °, and Z=2. The crystal structure has been determined by the symbolic addition procedure and refined by the least-squares method to R = 0.052 for the 1993 observed reflexions. The azocine ring has the twist-boat conformation with half of the molecules left-handed and the other half right-handed, but otherwise the same degree of twist for all molecules. The endocyclic angle at N is 113.0 (2) ° and the exocyclic angles are 115.1 (2) and 115.4 (2)°; mean= 114-5 °. The length of the N.• .C diagonal is 2.86 A, indicating very weak transannular interaction across the azocine ring. Some preferred localization of electronic charge is observed in the benzene rings.

A new type of σ-sulfurane with a transannular S...N bond: structures of S-substituted N-methyl-6,7-dihydro-5H,12H +-dibenzo[b,g][1,5]thiazocinium salts and N-methyl-6,7-dihydro-5H-dibenzo[b,g][1,5]thiazocine S-oxide

“…The lone pair of the N atom points towards the S atom. The same ring conformation has been reported for N-tert-butyl-5,6-dihydro-7 H, 12 Hdibenz[ c,f]azocine (Hardy & Ahmed, 1974). The conformational behavior of heterocyclic analogues of 5,6,7,12-tetrahydrodibenzo[a,d]cyclooctane in solution has been investigated by Gellatly, Ollis & Sutherland (1976).…”

Etudes de bromures de thiazolium à –150°C. II. Bromure de méthyl-3 tert-butyl-2 thiazolium

“…5). I1 semblerait que cette caract6ristique soit assez g6n6rale dans les compos6s b. l'6tat cristallin; en effet, on retrouve cette m~me conformation d6cal6e dans des mol6cules o~ la partie C est totalement diff6rente par exemple dans le 3-E-benzylid6ne-l-tert-butyl-2-oxo-4-trans-phenylcyclobutanecarbonitrile (McDonald, 1975), ou dans le N-tert-butyl-5,6-dihydro-7 H, 12H-dibenz[c,f]azocine (Hardy & Ahmed, 1974).…”