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1-(p-carbamoylphenyl)-3,3-dimethyl-triazene, an antitumour agent
Journal article   Peer reviewed

1-(p-carbamoylphenyl)-3,3-dimethyl-triazene, an antitumour agent

W L Bullerwell, L R MacGillivray, M J Zaworotko, K Vaughan and D E Wilman
Acta crystallographica. Section C, Crystal structure communications, Vol.51 ( Pt 12), pp.2624-2627
12/15/1995
DOI: 10.1107/s0108270195008419
PMID: 8588860

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Abstract

In the crystal structure of the title compound, 4-(3,3-dimethyl-1-triazeno)benzamide, C9H12N4O, (2), the N = N double bond [1.282 (8) A] is 0.030 A shorter than the N--N single bond [1.312 (8) A], but both bonds are shorter than an isolated N--N single bond suggesting that there is double-bond character in each N--N bond, although it is unequally distributed. The molecule adopts a trans geometry around the N = N bond, but there is a significant deviation from planarity between the benzene ring and the plane of the triazene moiety. Compound (2) forms chains in the solid state in which the molecules are linked by C = O...H--N hydrogen bonds between carbamoyl groups. These chains are cross-linked into sheets by hydrogen bonding between the second N--H moiety and triazene units in adjacent chains.
Crystallography Antineoplastic Agents - chemistry Hydrogen Bonding Models, Molecular Molecular Structure Triazenes - chemistry

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