Crystal structure of (1S,2R)-2-[(3R,4S)-3-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinolin-2-yl]-1,2-diphenylethanol

Abstract

The synthesis and crystal structure of the title compound, C30H29NO, are described. This compound is a member of the chiral dihydroisoquinoline-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 molecule being found to be the (S,R) diastereoisomer. In the crystal, molecules are packed in a herringbone manner parallel to (103) and (10\overline{3}) via weak C—H...O and C—H...π(ring) interactions. Hirshfeld surface analysis showed that the surface contacts are predominantly H...H interactions (ca 75%). The crystal studied was refined as a two-component inversion twin.

Keywords

• crystal structure
• chiral β-amino alcohol
• tetrahydroisoquinoline
• hydrogen bond
• Hirshfeld surface analysis