Crystal structure of 4-methyl-sulfanyl-2-(2H-tetra-zol-2-yl)pyrimidine

Andreas Thomann; Volker Huch; Rolf W Hartmann

doi:10.1107/S2056989015023634

Crystal structure of 4-methyl-sulfanyl-2-(2H-tetra-zol-2-yl)pyrimidine

Acta Crystallogr E Crystallogr Commun. 2015 Dec 16;71(Pt 12):o1051-2. doi: 10.1107/S2056989015023634. eCollection 2015 Dec 1.

Authors

Andreas Thomann¹, Volker Huch², Rolf W Hartmann³

Affiliations

¹ Helmholtz-Institute for Pharmaceutical Research Saarland (HIPS), Department for Drug Design and Optimization (DDOP), Saarland University, Campus E8.1, D-66123 Saarbruecken, Germany.
² Department of Inorganic Chemistry, Saarland University, Campus B2.2, D-66123 Saarbruecken, Germany.
³ Helmholtz-Institute for Pharmaceutical Research Saarland (HIPS), Department for Drug Design and Optimization (DDOP), Saarland University, Campus E8.1, D-66123 Saarbruecken, Germany; Department of Pharmacy, Pharmaceutical and Medicinal Chemistry, Saarland University, Campus C2.3, D-66123 Saarbruecken, Germany.

Abstract

The title compound, C6H6N6S, crystallized with two independent mol-ecules (A and B) in the asymmetric unit. The conformation of the two mol-ecules differs slightly. While the tetra-zole ring is inclined to the pyrim-idene ring by 5.48 (7) and 4.24 (7)° in mol-ecules A and B, respectively, the N-C-S-C torsion angles of the thio-methyl groups differ by ca 180°. In the crystal, the A and B mol-ecules are linked via a C-H⋯N hydrogen bond. They stack along the b-axis direction forming columns within which there are weak π-π inter-actions present [shortest inter-centroid distance = 3.6933 (13) Å].

Keywords: SNAr reactions; crystal structure; heterocyles; pyrimidine; tetrazole; thio; π–π interactions.