3,3',5,5'-Tetra-nitro-biphen-yl.

ABSTRACT: The title compound, C(12)H(6)N(4)O(8), is a biphenyl system that was synthesized as a building block for a new series of anti-malarial compounds. The aromatic rings are oriented at a dihedral angle of 45.5?(2)°, and inter-molecular short O?O contacts form a chain along the b axis. The strength of the inter-actions involved in this chain cause one of the rings to be slightly distorted, with the torsion angle between the nitro groups being 23.4?(2)°, whereas, in the other ring, both nitro systems are parallel, forming an angle of 9.6?(2)° with the plane of the aromatic ring to which they are bound. Furthermore, the three ring C atoms around the ring-ring linkage belong to a plane inclined by 4.5?(1)° in relation to the plane containing the other three C atoms, i.e. (NO(2)-)C-C-C(NO(2)). This distortion of the ring causes uncommonly short intermolecular O?O [3.038?(2)?Å] and O?C [3.000?(4) and 3.214?(1)?Å] contacts.

SUBMITTER: Hammond N 

PROVIDER: S-EPMC2977734 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature