4-Nitro-phthalamide

Chin Yee Jan; Norzianah Binti Haji Shamsudin; Ai Ling Tan; David J Young; Seik Weng Ng; Edward R T Tiekink

doi:10.1107/S1600536814002955

4-Nitro-phthalamide

Acta Crystallogr Sect E Struct Rep Online. 2014 Feb 15;70(Pt 3):o293. doi: 10.1107/S1600536814002955. eCollection 2014 Mar 1.

Authors

Chin Yee Jan¹, Norzianah Binti Haji Shamsudin¹, Ai Ling Tan¹, David J Young¹, Seik Weng Ng², Edward R T Tiekink³

Affiliations

¹ Faculty of Science, Universiti Brunei Darussalam, Jalan Tungku Link BE 1410, Negara Brunei Darussalam.
² Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia ; Chemistry Department, Faculty of Science, King Abdulaziz University, PO Box 80203 Jeddah, Saudi Arabia.
³ Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia.

Abstract

In the title compound, C8H7N3O4 (systematic name: 4-nitro-benzene-1,2-dicarboxamide), each of the substituents is twisted out of the plane of the benzene ring to which it is attached [dihedral angles of 11.36 (2)° for the nitro group, and 60.89 (6) and 34.39 (6)° for the amide groups]. The amide groups are orientated to either side of the least-squares plane through the benzene ring with the amine groups being directed furthest apart. In the crystal, a three-dimensional architecture is established by a network of N-H⋯O hydrogen bonds.