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Nitrofurantoin methanol monosolvate
The antibiotic nitrofurantoin {systematic name: (E)-1-[(5-nitro-2-furyl)methylideneamino]imidazolidine-2,4-dione} crystallizes as a methanol monosolvate, C(8)H(6)N(4)O(5)·CH(4)O. The nitrofurantoin molecule adopts a nearly planar conformation (r.m.s. deviation = 0.0344 Å). Hydrogen bonds...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3052167/ https://www.ncbi.nlm.nih.gov/pubmed/21522317 http://dx.doi.org/10.1107/S1600536811003679 |
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author | Vangala, Venu R. Chow, Pui Shan Tan, Reginald B. H. |
author_facet | Vangala, Venu R. Chow, Pui Shan Tan, Reginald B. H. |
author_sort | Vangala, Venu R. |
collection | PubMed |
description | The antibiotic nitrofurantoin {systematic name: (E)-1-[(5-nitro-2-furyl)methylideneamino]imidazolidine-2,4-dione} crystallizes as a methanol monosolvate, C(8)H(6)N(4)O(5)·CH(4)O. The nitrofurantoin molecule adopts a nearly planar conformation (r.m.s. deviation = 0.0344 Å). Hydrogen bonds involve the co-operative N—H⋯O—H⋯O heterosynthons between the cyclic imide of nitrofurantoin and methanol O—H groups. There are also C—H⋯O hydrogen bonds involving the nitrofurantoin molecules which support the key hydrogen-bonding synthon. The overall crystal packing is further assisted by weak C—H⋯O interactions, giving a herringbone pattern. |
format | Text |
id | pubmed-3052167 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30521672011-04-26 Nitrofurantoin methanol monosolvate Vangala, Venu R. Chow, Pui Shan Tan, Reginald B. H. Acta Crystallogr Sect E Struct Rep Online Organic Papers The antibiotic nitrofurantoin {systematic name: (E)-1-[(5-nitro-2-furyl)methylideneamino]imidazolidine-2,4-dione} crystallizes as a methanol monosolvate, C(8)H(6)N(4)O(5)·CH(4)O. The nitrofurantoin molecule adopts a nearly planar conformation (r.m.s. deviation = 0.0344 Å). Hydrogen bonds involve the co-operative N—H⋯O—H⋯O heterosynthons between the cyclic imide of nitrofurantoin and methanol O—H groups. There are also C—H⋯O hydrogen bonds involving the nitrofurantoin molecules which support the key hydrogen-bonding synthon. The overall crystal packing is further assisted by weak C—H⋯O interactions, giving a herringbone pattern. International Union of Crystallography 2011-02-02 /pmc/articles/PMC3052167/ /pubmed/21522317 http://dx.doi.org/10.1107/S1600536811003679 Text en © Vangala et al. 2011 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 | Organic Papers Vangala, Venu R. Chow, Pui Shan Tan, Reginald B. H. Nitrofurantoin methanol monosolvate |
title | Nitrofurantoin methanol monosolvate |
title_full | Nitrofurantoin methanol monosolvate |
title_fullStr | Nitrofurantoin methanol monosolvate |
title_full_unstemmed | Nitrofurantoin methanol monosolvate |
title_short | Nitrofurantoin methanol monosolvate |
title_sort | nitrofurantoin methanol monosolvate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3052167/ https://www.ncbi.nlm.nih.gov/pubmed/21522317 http://dx.doi.org/10.1107/S1600536811003679 |
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