10-(Prop-2-yn-1-yl)-2,7-diazaphenothiazine

Beata Morak-Młodawska,Małgorzata Jeleń,Kinga Suwińska,Krystian Pluta

doi:10.1107/s1600536812018879

Abstract

In the title molecule [systematic name: 10-(prop-2-yn-1-yl)dipyrido[3,4-b:3′,4′-e][1,4]thiazine], C13H9N3S, the dihedral angle between the two pyridine rings is 146.33 (7)° and the angle between two halves of the thiazine ring is 138.84 (8)°, resulting in a butterfly shape for the tricyclic system. The central thiazine ring adopts a boat conformation, with the 2-propynyl substituent at the thiazine N atom located in a pseudo-equatorial position and oriented to the concave side of the diazaphenothiazine system. In the crystal, molecules are arranged via π–π interactions between the pyridine rings [centroid–centroid distances = 3.838 (1) and 3.845 (1) Å] into stacks extending along [001]. There are C—H⋯C and C—H⋯N interactions between molecules of neighbouring stacks.

Highlights

In the title molecule [systematic name: 10-(prop-2-yn-1-yl)dipyrido[3,4-b:30,40 -e][1,4]thiazine], C13H9N3S, the dihedral angle between the two pyridine rings is 146.33 (7) and the angle between two halves of the thiazine ring is 138.84 (8), resulting in a butterfly shape for the tricyclic system
The central thiazine ring adopts a boat conformation, with the 2propynyl substituent at the thiazine N atom located in a pseudo-equatorial position and oriented to the concave side of the diazaphenothiazine system
Symmetry codes: (i) −x+2, y+1/2, −z+3/2; (ii) x, −y−1/2, z+1/2; (iii) −x+1, −y, −z+1

Summary

Structure Reports

Plutaa* and Małgorzata Jeleńa a Department of Organic Chemistry, The Medical University of Silesia, ul. 4, 41-200 Sosnowiec, Poland, bInstitute of Physical Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44/52, 01-224 Warsaw, Poland, and cFaculty of Biology and Environmental Sciences, Cardinal Stefan Wyszynski University, ul. In the title molecule [systematic name: 10-(prop-2-yn-1-yl)dipyrido[3,4-b:30 ,40 -e][1,4]thiazine], C13H9N3S, the dihedral angle between the two pyridine rings is 146.33 (7) and the angle between two halves of the thiazine ring is 138.84 (8) , resulting in a butterfly shape for the tricyclic system. Molecules are arranged via – interactions between the pyridine rings [centroid–centroid distances = 3.838 (1) and 3.845 (1) Å] into stacks extending along [001]. H N interactions between molecules of neighbouring stacks

Nonius KappaCCD diffractometer upgraded with APEXII detector

Mo K radiation

Special details