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1-(3-Chloro-phen-yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide.

ABSTRACT: In the crystal structure of the title compound, C(11)H(9)ClN(4)O(3), pairs of N-H?N(imidazole) hydrogen bonds connect the mol-ecules into centrosymmetric dimers, which are further connected by N-H?O(carbamo-yl) hydrogen bonds into C(4) chains along [010]. Inter-play of these two kinds of hydrogen bonds connect the mol-ecules into layers perpendicular to [101]. The imidazole [maximum deviation 0.0069?(9)?Å] and phenyl rings are inclined at a dihedral angle of 58.44?(6)°; the nitro group is almost coplanar [dihedral angle 5.8?(2)°] with the imidazole ring while the carbamoyl group is almost perpendicular [70.15?(13)°] to it.

SUBMITTER: Korzanski A

PROVIDER: S-EPMC3201265 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature

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1-(3-Chloro-phen-yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide.

Korzański Artur A Wagner Paweł P Kubicki Maciej M

Acta crystallographica. Section E, Structure reports online 20110914 Pt 10

In the crystal structure of the title compound, C(11)H(9)ClN(4)O(3), pairs of N-H⋯N(imidazole) hydrogen bonds connect the mol-ecules into centrosymmetric dimers, which are further connected by N-H⋯O(carbamo-yl) hydrogen bonds into C(4) chains along [010]. Inter-play of these two kinds of hydrogen bonds connect the mol-ecules into layers perpendicular to [101]. The imidazole [maximum deviation 0.0069 (9) Å] and phenyl rings are inclined at a dihedral angle of 58.44 (6)°; the nitro group is almost ...[more]

PMID: 22058768

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