Crystal structure of (1 S,2 R)-2-[(3 R,4 S)-3-methyl-4-phenyl-1,2,3,4-tetra-hydro-isoquinolin-2-yl]-1,2-di-phenyl-ethanol

Karim Ben Ali; Pascal Retailleau

doi:10.1107/S2056989019011964

Crystal structure of (1 S,2 R)-2-[(3 R,4 S)-3-methyl-4-phenyl-1,2,3,4-tetra-hydro-isoquinolin-2-yl]-1,2-di-phenyl-ethanol

Acta Crystallogr E Crystallogr Commun. 2019 Sep 3;75(Pt 10):1399-1402. doi: 10.1107/S2056989019011964. eCollection 2019 Oct 1.

Authors

Karim Ben Ali¹, Pascal Retailleau²

Affiliations

¹ Laboratoire de Recherche en Energie et Matière pour le Développement des Sciences Nucléaires, Centre National des Sciences et Technologies Nucléaires, Pôle Technologique, 2020 Sidi-Thabet, Tunisia.
² Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Paris-Saclay University, 1, av. de la Terrasse, 91198 Gif-sur-Yvette, France.

Abstract

The synthesis and crystal structure of the title compound, C₃₀H₂₉NO, are described. This compound is a member of the chiral di-hydro-iso-quinoline-derived family, used as building blocks for functional materials and as source of chirality in asymmetric synthesis, and was isolated as one of two diastereomeric β-amino alcohols, the title mol-ecule being found to be the (S,R) diastereoisomer. In the crystal, mol-ecules are packed in a herringbone manner parallel to (103) and (10) via weak C-H⋯O and C-H⋯π(ring) inter-actions. Hirshfeld surface analysis showed that the surface contacts are predominantly H⋯H inter-actions (ca 75%). The crystal studied was refined as a two-component inversion twin.

Keywords: Hirshfeld surface analysis; chiral β-amino alcohol; crystal structure; hydrogen bond; tetrahydroisoquinoline.