Crystal structures of 2,5-di-azido-1,4-phenyl-ene di-acetate and 2,5-di-azido-1,4-phenyl-ene dibutyrate

Florian Glöcklhofer; Johannes Fröhlich; Berthold Stöger; Matthias Weil

doi:10.1107/S1600536814013762

Crystal structures of 2,5-di-azido-1,4-phenyl-ene di-acetate and 2,5-di-azido-1,4-phenyl-ene dibutyrate

Acta Crystallogr Sect E Struct Rep Online. 2014 Jun 23;70(Pt 7):39-42. doi: 10.1107/S1600536814013762. eCollection 2014 Jul 1.

Authors

Florian Glöcklhofer¹, Johannes Fröhlich¹, Berthold Stöger², Matthias Weil²

Affiliations

¹ Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163, A-1060 Vienna, Austria.
² Institute for Chemical Technologies and Analytics, Division of Structural Chemistry, Vienna University of Technology, Getreidemarkt 9/164-SC, A-1060 Vienna, Austria.

Abstract

The asymmetric units of the title compounds, C10H8N6O4, (I), and C14H16N6O4, (II), each contain half of the respective mol-ecule which is completed by inversion symmetry. The two molecules differ in the ester moiety (acetate versus butyrate) and the crystal symmetry is different, i.e. triclinic for (I) and monoclinic for (II). The di-azido-phenyl-ene moieties are essentially planar [maximum deviation of 0.0216 (7) Å for (I) and 0.0330 (14) Å for (II)], and the ester functionalities are almost perpendicular to these planes, making dihedral angles of 79.93 (3)° for (I) and 79.42 (6)° for (II). In the crystals of both (I) and (II), there are no significant inter-molecular inter-actions present.

Keywords: azides; click chemistry; crystal structure.