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4-Phenyl-1H-imidazole-2(3H)-thione
In the asymmetric unit of the title compound, C(9)H(8)N(2)S, there are four symmetry-independent molecules (Z′ = 4). The geometrical features of these molecules are quite similar: in the normal probability plots the R (2) correlation factors for bond lengths and angles are generally around 0.95. T...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379282/ https://www.ncbi.nlm.nih.gov/pubmed/22719480 http://dx.doi.org/10.1107/S1600536812020090 |
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author | Owczarzak, Anita M. Kubicki, Maciej |
author_facet | Owczarzak, Anita M. Kubicki, Maciej |
author_sort | Owczarzak, Anita M. |
collection | PubMed |
description | In the asymmetric unit of the title compound, C(9)H(8)N(2)S, there are four symmetry-independent molecules (Z′ = 4). The geometrical features of these molecules are quite similar: in the normal probability plots the R (2) correlation factors for bond lengths and angles are generally around 0.95. The twist angles between the imidazole and phenyl rings (which are planar within 3σ) range from 9.0 (6) to 13.1 (5)°. In the crystal, pairs of independent molecules are joined by linear N—H⋯S and weak C—H⋯S hydrogen bonds, forming infinite ribbons, of the type ∼ABABAB∼ and ∼CDCDCD∼, propagating along [110]. Second-order hydrogen-bonded R (2) (2)(8) rings are formed via interweaving infinite C (2) (2)(8) chains. |
format | Online Article Text |
id | pubmed-3379282 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33792822012-06-20 4-Phenyl-1H-imidazole-2(3H)-thione Owczarzak, Anita M. Kubicki, Maciej Acta Crystallogr Sect E Struct Rep Online Organic Papers In the asymmetric unit of the title compound, C(9)H(8)N(2)S, there are four symmetry-independent molecules (Z′ = 4). The geometrical features of these molecules are quite similar: in the normal probability plots the R (2) correlation factors for bond lengths and angles are generally around 0.95. The twist angles between the imidazole and phenyl rings (which are planar within 3σ) range from 9.0 (6) to 13.1 (5)°. In the crystal, pairs of independent molecules are joined by linear N—H⋯S and weak C—H⋯S hydrogen bonds, forming infinite ribbons, of the type ∼ABABAB∼ and ∼CDCDCD∼, propagating along [110]. Second-order hydrogen-bonded R (2) (2)(8) rings are formed via interweaving infinite C (2) (2)(8) chains. International Union of Crystallography 2012-05-12 /pmc/articles/PMC3379282/ /pubmed/22719480 http://dx.doi.org/10.1107/S1600536812020090 Text en © Owczarzak and Kubicki 2012 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 Owczarzak, Anita M. Kubicki, Maciej 4-Phenyl-1H-imidazole-2(3H)-thione |
title | 4-Phenyl-1H-imidazole-2(3H)-thione |
title_full | 4-Phenyl-1H-imidazole-2(3H)-thione |
title_fullStr | 4-Phenyl-1H-imidazole-2(3H)-thione |
title_full_unstemmed | 4-Phenyl-1H-imidazole-2(3H)-thione |
title_short | 4-Phenyl-1H-imidazole-2(3H)-thione |
title_sort | 4-phenyl-1h-imidazole-2(3h)-thione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379282/ https://www.ncbi.nlm.nih.gov/pubmed/22719480 http://dx.doi.org/10.1107/S1600536812020090 |
work_keys_str_mv | AT owczarzakanitam 4phenyl1himidazole23hthione AT kubickimaciej 4phenyl1himidazole23hthione |