Isotypic crystal structures of 2,6-di-bromo-N,N-bis-(4-nitro-phen-yl)aniline and 2,6-di-chloro-N,N-bis-(4-nitro-phen-yl)aniline

Paul Kautny; Johannes Fröhlich; Berthold Stöger; Matthias Weil

doi:10.1107/S1600536814010964

Isotypic crystal structures of 2,6-di-bromo-N,N-bis-(4-nitro-phen-yl)aniline and 2,6-di-chloro-N,N-bis-(4-nitro-phen-yl)aniline

Acta Crystallogr Sect E Struct Rep Online. 2014 Jul 19;70(Pt 8):65-7. doi: 10.1107/S1600536814010964. eCollection 2014 Aug 1.

Authors

Paul Kautny¹, 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

In the mol-ecules of the two isotypic title compounds, C18H11Br2N3O4 (I) and C18H11Cl2N3O4 (II), the tri-phenyl-amine N atoms show no sign of pyramidalization, with marginal displacements of the N atoms from the mean plane of the three connecting C atoms: 0.0058 (13) Å for the Br compound (I) and 0.0074 (9) Å for the Cl compound (II). In the crystals, mol-ecules are linked through C-H⋯O hydrogen bonds between phenyl rings and nitro groups and by X⋯O (X = Br, Cl) inter-actions, that are shorter than the sum of the van der Waals radii, leading to a three-dimensional network.

Keywords: arylamines; crystal structure; isotypism.