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1-(4-Bromo-3-chloro-phen-yl)-3-meth-oxy-3-methyl-urea (chlorbromuron).

ABSTRACT: In the title urea-based herbicide, C(9)H(10)BrClN(2)O(2), there exist multiple inter- and intra-molecular inter-actions. Most notably, the intra-molecular hydrogen bond between the urea carbonyl O atom and an aromatic H atom affects the planarity and torsion angles of the mol-ecule by restricting rotations about the Ar-secondary amine N and the secondary amine N and the carbonyl C. The two N atoms in the urea fragment are in different environments. One is planar; the other, pseudo-C(3v). It is likely that the different nitro-gen-atom geometries and the restricted rotations within the mol-ecule impact the bioactivity of chlorbromuron.

SUBMITTER: Black HM

PROVIDER: S-EPMC3008005 | biostudies-literature | 2010 Aug

REPOSITORIES: biostudies-literature

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1-(4-Bromo-3-chloro-phen-yl)-3-meth-oxy-3-methyl-urea (chlorbromuron).

Black Harrison M HM Baughman Russell G RG

Acta crystallographica. Section E, Structure reports online 20100811 Pt 9

In the title urea-based herbicide, C(9)H(10)BrClN(2)O(2), there exist multiple inter- and intra-molecular inter-actions. Most notably, the intra-molecular hydrogen bond between the urea carbonyl O atom and an aromatic H atom affects the planarity and torsion angles of the mol-ecule by restricting rotations about the Ar-secondary amine N and the secondary amine N and the carbonyl C. The two N atoms in the urea fragment are in different environments. One is planar; the other, pseudo-C(3v). It is l ...[more]

PMID: 21588592

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