Solid state conformational parameters in dibenzo[b,f]heteroepin drugs: Crystal structures of 3-methoxy-10-methyl-11-phenyldibenzo[b,f]thiepine and 3-allyloxy-10-ethyl-11-phenyldibenzo[b,f]oxepine

The structures of 3-methoxy-10-methyl-11-phenyldibenzob, f]thiepine (I) C₂₂H₁₈OS, tetragonal,I4₁/a, witha=33.81(1),c=6.065(5)Å,Z=16] and 3-allyloxy-10-ethyl-11-phenyldibenzob,f]oxepine (II) C₂₅H₂₂O₂, mono-clinic,P2₁/c,a=12.115(7),b=16.316(9),c=10.136(7)Å,=105.05(9)°,Z=4] have been determined by the symbolic addition procedure and refined by least-squares method to anR of 0.090 for 784 diffractometer-measured reflections (I) and to anR of 0.083 for 442 reflections (II). The dihedral angle between the phenyl-ring mean planes is 111.3° in (I) and 121.1° in (II), the middle seven-membered ring has the boat conformation, and the tricyclic moiety has twist and skew values of 6° and 0.42 Å in (I) and 0.3° and 0.79 Å in (II). The overall conformational characteristic for the tricyclic (6, 7, 6)-dibenzob,f]heteroepin derivatives have been reviewed to gain a better understanding of what requirements may be important for interaction of drugs of this class at the receptor site.