Crystal and molecular structures of 1-(2-carboxypropan-2-ylamino)-3-(1-naphthyloxy) propan-2-ol (1) (C17H21NO4) and 1-(2-carbamoyl propan-2-ylamino)-3-(1-naphthyloxy) propan-2-ol (2) (C17H22N2O3)

Abstract

The crystal structures of two newβ-adrenergic antagonists, derivatives of propranolol containing 2-methylalanine fragment are described in this paper. The space groups and unit-cell parameters are: compound1 (C17H21NO4): monoclinic, space groupP21/n,a=5.787(1),b=18.703(4),c=23.526(5)A,β=96.49(2)°; compound2 (C17H22N2O3): triclinic, space groupP¯1,a=8.321(1),b=10.121(1),c=10.368(1)A,α=109.49(1)°,β=90.49(1)°, γ=103.48(1)°. The structures were solved by direct methods and refined with full matrix least-squares techniques toR indices of 0.055 and 0.049, respectively. The molecules of compound1 exist in the crystal as dual ions. The molecules of compound2 are compact and their external chain is twisted in a characteristic way (similar to that found in peptides).