Publications [#233445] of Andrew T. McPhail

Journal Articles

  1. Elliott, AJ; Guzik, H; Puar, MS; McPhail, AT, "Trans-reduction of 5-phenyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole. X-ray crystallographic study of the geometry of an intermolecular N-H ⋯ phenyl hydrogen bond", Journal of the Chemical Society Perkin Transactions 2January,, 1983(9), 1599-1603, Royal Society of Chemistry (RSC) [Gateway.cgi], [doi].
    (last updated on 2026/01/21)

    Abstract:
    The stereochemistries of the two isomeric products (5) and (6) obtained in equal amounts from trans-reduction of 3-benzyl-5-phenyl-1,2,3,4,5,6- hexahydroazepino[4,5-b]indole (3) have been determined by spectral and single-crystal X-ray analyses. Monoclinic crystals of (5) belong to space group P21/c, with a = 22.005(10), b = 10.270(5), c = 13.577(7) Å, β = 106.42(1)°, Z = 8. The crystal structure was solved by direct methods, and atomic positional and thermal parameters refined by least-squares calculations to R 0.051 over 3 293 reflections measured by diffractometer. The two molecules defining the asymmetric crystal unit have identical conformations and are associated in a like manner in the solid state by N-H ⋯ N (mean N ⋯ N 3.26 Å) and N-H ⋯ phenyl (mean calculated H ⋯ phenyl 2.32 Å) hydrogen bonds.