7-Chloro-3-(4-methyl-benzene-sulfon-yl)pyrrolo[1,2- c]pyrimidine

Easha Narayan; Liangfeng Fu; Gordon W Gribble; Manpreet Kaur; Jerry P Jasinski

doi:10.1107/S241431462000382X

7-Chloro-3-(4-methyl-benzene-sulfon-yl)pyrrolo[1,2- c]pyrimidine

IUCrdata. 2020 Mar 27;5(Pt 3):x200382. doi: 10.1107/S241431462000382X. eCollection 2020 Mar.

Authors

Easha Narayan¹, Liangfeng Fu¹, Gordon W Gribble¹, Manpreet Kaur², Jerry P Jasinski²

Affiliations

¹ Department of Chemistry, Dartmouth College, Hanover, NH 03755 , USA.
² Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435 , USA.

Abstract

In the title compound, C₁₄H₁₁ClN₂O₂S, the dihedral angle between the pyrrolo-[1,2-c]pyrimidine ring system (r.m.s. deviation = 0.008 Å) and the benzene ring is 80.2 (9)°. In the crystal, inversion dimers linked by pairs of C-H⋯O inter-actions generate R ² ₂(16) loops. Several aromatic π-π stacking inter-actions between the pyrrolo-[1,2-c]pyrimidine rings, as well as separately between the pyrrolo and pyrimidine groups [shortest centroid-centroid separation = 3.5758 (14) Å], help to consolidate the packing.

Keywords: crystal structure; pyrrolo[1,2-c]pyrimidine and pyrimidine rings; weak intermolecular interactions; π–π stacking.

Grants and funding

This work was supported by Dartmouth College. JPJ acknowledges the NSF–MRI program (grant No. CHE-1039027) for funds to purchase the X-ray diffractometer.