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Crystal structure of di-μ-chlorido-bis­[chlorido­bis­(1,2-dimethyl-5-nitro-1H-imidazole-κN (3))copper(II)] acetonitrile disolvate

1,2-Dimethyl-5-nitro­imidazole (dimetridazole, dimet) is a compound that belongs to a class of nitro­imidazole drugs that are effective at inhibiting the activity of certain parasites and bacteria. However, there are few reports that describe structures of compounds that feature metals complexed by...

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Detalles Bibliográficos
Autores principales: Quinlivan, Patrick J., Upmacis, Rita K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095849/
https://www.ncbi.nlm.nih.gov/pubmed/27840724
http://dx.doi.org/10.1107/S2056989016015413
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author Quinlivan, Patrick J.
Upmacis, Rita K.
author_facet Quinlivan, Patrick J.
Upmacis, Rita K.
author_sort Quinlivan, Patrick J.
collection PubMed
description 1,2-Dimethyl-5-nitro­imidazole (dimetridazole, dimet) is a compound that belongs to a class of nitro­imidazole drugs that are effective at inhibiting the activity of certain parasites and bacteria. However, there are few reports that describe structures of compounds that feature metals complexed by dimet. Therefore, we report here that dimet reacts with CuCl(2)·H(2)O to yield a chloride-bridged copper(II) dimer, [Cu(2)Cl(4)(C(5)H(7)N(3)O(2))(4)] or [Cu(μ-Cl)Cl(dimet)(2)](2). In this mol­ecule, the Cu(II) ions are coordinated in an approximately trigonal–bipyramidal manner, and the mol­ecule lies across an inversion center. The dihedral angle between the imidazole rings in the asymmetric unit is 4.28 (7)°. Compared to metronidazole, dimetridazole lacks the hy­droxy­ethyl group, and thus cannot form inter­molecular O⋯H hydrogen-bonding inter­actions. Instead, [Cu(μ-Cl)Cl(dimet)(2)](2) exhibits weak inter­molecular inter­actions between the hydrogen atoms of C—H groups and (i) oxygen in the nitro groups, and (ii) the terminal and bridging chloride ligands. The unit cell contains four disordered aceto­nitrile mol­ecules. These were modeled as providing a diffuse contribution to the overall scattering by SQUEEZE [Spek (2015 ▸). Acta Cryst. C71, 9–18], which identified two voids, each with a volume of 163 Å(3) and a count of 46 electrons, indicative of a total of four aceto­nitrile mol­ecules. These aceto­nitrile mol­ecules are included in the chemical formula to give the expected calculated density and F(000).
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spelling pubmed-50958492016-11-11 Crystal structure of di-μ-chlorido-bis­[chlorido­bis­(1,2-dimethyl-5-nitro-1H-imidazole-κN (3))copper(II)] acetonitrile disolvate Quinlivan, Patrick J. Upmacis, Rita K. Acta Crystallogr E Crystallogr Commun Research Communications 1,2-Dimethyl-5-nitro­imidazole (dimetridazole, dimet) is a compound that belongs to a class of nitro­imidazole drugs that are effective at inhibiting the activity of certain parasites and bacteria. However, there are few reports that describe structures of compounds that feature metals complexed by dimet. Therefore, we report here that dimet reacts with CuCl(2)·H(2)O to yield a chloride-bridged copper(II) dimer, [Cu(2)Cl(4)(C(5)H(7)N(3)O(2))(4)] or [Cu(μ-Cl)Cl(dimet)(2)](2). In this mol­ecule, the Cu(II) ions are coordinated in an approximately trigonal–bipyramidal manner, and the mol­ecule lies across an inversion center. The dihedral angle between the imidazole rings in the asymmetric unit is 4.28 (7)°. Compared to metronidazole, dimetridazole lacks the hy­droxy­ethyl group, and thus cannot form inter­molecular O⋯H hydrogen-bonding inter­actions. Instead, [Cu(μ-Cl)Cl(dimet)(2)](2) exhibits weak inter­molecular inter­actions between the hydrogen atoms of C—H groups and (i) oxygen in the nitro groups, and (ii) the terminal and bridging chloride ligands. The unit cell contains four disordered aceto­nitrile mol­ecules. These were modeled as providing a diffuse contribution to the overall scattering by SQUEEZE [Spek (2015 ▸). Acta Cryst. C71, 9–18], which identified two voids, each with a volume of 163 Å(3) and a count of 46 electrons, indicative of a total of four aceto­nitrile mol­ecules. These aceto­nitrile mol­ecules are included in the chemical formula to give the expected calculated density and F(000). International Union of Crystallography 2016-10-25 /pmc/articles/PMC5095849/ /pubmed/27840724 http://dx.doi.org/10.1107/S2056989016015413 Text en © Quinlivan and Upmacis 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Quinlivan, Patrick J.
Upmacis, Rita K.
Crystal structure of di-μ-chlorido-bis­[chlorido­bis­(1,2-dimethyl-5-nitro-1H-imidazole-κN (3))copper(II)] acetonitrile disolvate
title Crystal structure of di-μ-chlorido-bis­[chlorido­bis­(1,2-dimethyl-5-nitro-1H-imidazole-κN (3))copper(II)] acetonitrile disolvate
title_full Crystal structure of di-μ-chlorido-bis­[chlorido­bis­(1,2-dimethyl-5-nitro-1H-imidazole-κN (3))copper(II)] acetonitrile disolvate
title_fullStr Crystal structure of di-μ-chlorido-bis­[chlorido­bis­(1,2-dimethyl-5-nitro-1H-imidazole-κN (3))copper(II)] acetonitrile disolvate
title_full_unstemmed Crystal structure of di-μ-chlorido-bis­[chlorido­bis­(1,2-dimethyl-5-nitro-1H-imidazole-κN (3))copper(II)] acetonitrile disolvate
title_short Crystal structure of di-μ-chlorido-bis­[chlorido­bis­(1,2-dimethyl-5-nitro-1H-imidazole-κN (3))copper(II)] acetonitrile disolvate
title_sort crystal structure of di-μ-chlorido-bis­[chlorido­bis­(1,2-dimethyl-5-nitro-1h-imidazole-κn (3))copper(ii)] acetonitrile disolvate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095849/
https://www.ncbi.nlm.nih.gov/pubmed/27840724
http://dx.doi.org/10.1107/S2056989016015413
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