Methyl 2-(2-bromo-benzyl-idene)-5-(4-hy-droxy-phen-yl)-7-methyl-3-oxo-2,3-dihydro-5H-1,3-thia-zolo[3,2-a]pyrimidine-6-carboxyl-ate

Acta Crystallogr Sect E Struct Rep Online. 2012 Apr 1;68(Pt 4):o1257-8. doi: 10.1107/S1600536812013311. Epub 2012 Mar 31.

Abstract

In the title compound, C(22)H(17)BrN(2)O(4)S, the central dihydropyrimidine ring, with a chiral C atom, is significantly puckered and adopts a half-chair conformation with the chiral C atom displaced from the mean plane of the remaining ring atoms by 0.305 (6) Å. The hydroxy-phenyl ring is positioned axially to the pyrimidine ring and almost bisects it, the dihedral angle between the mean-planes of the two rings being 89.78 (12)°. The meth-oxy-carbonyl group is disordered over two sites with an occupancy ratio of 0.568 (5):0.432 (5), resulting in a major and a minor conformer. In the crystal, O-H⋯N and C-H⋯S inter-actions result in sheets along the c axis. The supra-molecular assembly is stabilized by π-π stacking inter-actions between the 2-bromo-benzyl-idene and thia-zolopyrimidine rings [centroid-centroid distance = 3.632 (1) Å]. In addition, C-H⋯π inter-actions are also observed in the crystal structure.