Crystal structure of (S)-5-chloro- N-({2-oxo-3-[4-(3-oxomorpholin-4-yl)phen-yl]oxazolidin-5-yl}meth-yl)thio-phene-2-carboxamide

Jie Shen; Gu-Ping Tang; Xiu-Rong Hu

doi:10.1107/S2056989017017819

Crystal structure of (S)-5-chloro- N-({2-oxo-3-[4-(3-oxomorpholin-4-yl)phen-yl]oxazolidin-5-yl}meth-yl)thio-phene-2-carboxamide

Acta Crystallogr E Crystallogr Commun. 2018 Jan 1;74(Pt 1):51-54. doi: 10.1107/S2056989017017819.

Authors

Jie Shen¹, Gu-Ping Tang², Xiu-Rong Hu¹

Affiliations

¹ Chemistry Department, Zhejiang University, Hangzhou, Zhejiang 310028, People's Republic of China.
² Institute of Chemical Biology and Pharmaceutical Chemistry, Zhejiang University, Hangzhou, Zhejiang 310028, People's Republic of China.

Abstract

The asymmetric unit of the crystal of the title compound (common name rivaroxaban), C₁₉H₁₈ClN₃O₅, contains two rivaroxaban mol-ecules with different conformations; the C-C-N-C torsion angles between the oxazolidine and thio-phene rings are -171.1 (7) and -106.8 (9)° in the two independent mol-ecules. In the crystal, classical N-H⋯O hydrogen bonds and weak C-H⋯O hydrogen bonds link the mol-ecules into a three-dimensional supra-molecular architecture.

Keywords: Hirshfeld surface; crystal structure; hydrogen bonds; rivaroxaban.