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1-{4-Chloro-2-[2-(2-fluoro­phen­yl)-1,3-dithio­lan-2-yl]phen­yl}-2-methyl-1H-imidazole-5-carbaldehyde

There are two mol­ecules in the asymmetric unit of the title imidazole derivative, C(20)H(16)ClFN(2)OS(2). In one mol­ecule, the dithiol­ane ring is disordered over two positions in a 0.849 (9):0.151 (10) ratio. The imidazole ring makes dihedral angles of 79.56 (9) and 18.45 (9)° with the 4-chloro­p...

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Autores principales: Fun, Hoong-Kun, Chantrapromma, Suchada, Sumangala, V., Nagaraja, G. K., Poojary, Boja
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051534/
https://www.ncbi.nlm.nih.gov/pubmed/21523151
http://dx.doi.org/10.1107/S1600536811002595
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author Fun, Hoong-Kun
Chantrapromma, Suchada
Sumangala, V.
Nagaraja, G. K.
Poojary, Boja
author_facet Fun, Hoong-Kun
Chantrapromma, Suchada
Sumangala, V.
Nagaraja, G. K.
Poojary, Boja
author_sort Fun, Hoong-Kun
collection PubMed
description There are two mol­ecules in the asymmetric unit of the title imidazole derivative, C(20)H(16)ClFN(2)OS(2). In one mol­ecule, the dithiol­ane ring is disordered over two positions in a 0.849 (9):0.151 (10) ratio. The imidazole ring makes dihedral angles of 79.56 (9) and 18.45 (9)° with the 4-chloro­phenyl and 2-fluoro­phenyl rings, respectively, in one mol­ecule; in the other mol­ecule, the corresponding angles are 82.72 (9) and 17.39 (10)°. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions and these linked mol­ecules are stacked along the b axis by π–π inter­actions with a centroid–centroid distance of 3.4922 (11) Å. In addition, π–π inter­actions between the imidazole and 2-fluoro­phenyl rings are also observed, with centroid–centroid distances of 3.4867 (11) and 3.4326 (10) Å. The crystal is further consolidated by weak C—H⋯π inter­actions. Cl⋯S [3.5185 (8) Å], C⋯O [3.192 (3) Å] and C⋯C [3.326 (2)–3.393 (3) Å] short contacts are also observed.
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spelling pubmed-30515342011-04-26 1-{4-Chloro-2-[2-(2-fluoro­phen­yl)-1,3-dithio­lan-2-yl]phen­yl}-2-methyl-1H-imidazole-5-carbaldehyde Fun, Hoong-Kun Chantrapromma, Suchada Sumangala, V. Nagaraja, G. K. Poojary, Boja Acta Crystallogr Sect E Struct Rep Online Organic Papers There are two mol­ecules in the asymmetric unit of the title imidazole derivative, C(20)H(16)ClFN(2)OS(2). In one mol­ecule, the dithiol­ane ring is disordered over two positions in a 0.849 (9):0.151 (10) ratio. The imidazole ring makes dihedral angles of 79.56 (9) and 18.45 (9)° with the 4-chloro­phenyl and 2-fluoro­phenyl rings, respectively, in one mol­ecule; in the other mol­ecule, the corresponding angles are 82.72 (9) and 17.39 (10)°. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions and these linked mol­ecules are stacked along the b axis by π–π inter­actions with a centroid–centroid distance of 3.4922 (11) Å. In addition, π–π inter­actions between the imidazole and 2-fluoro­phenyl rings are also observed, with centroid–centroid distances of 3.4867 (11) and 3.4326 (10) Å. The crystal is further consolidated by weak C—H⋯π inter­actions. Cl⋯S [3.5185 (8) Å], C⋯O [3.192 (3) Å] and C⋯C [3.326 (2)–3.393 (3) Å] short contacts are also observed. International Union of Crystallography 2011-01-26 /pmc/articles/PMC3051534/ /pubmed/21523151 http://dx.doi.org/10.1107/S1600536811002595 Text en © Fun 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
Fun, Hoong-Kun
Chantrapromma, Suchada
Sumangala, V.
Nagaraja, G. K.
Poojary, Boja
1-{4-Chloro-2-[2-(2-fluoro­phen­yl)-1,3-dithio­lan-2-yl]phen­yl}-2-methyl-1H-imidazole-5-carbaldehyde
title 1-{4-Chloro-2-[2-(2-fluoro­phen­yl)-1,3-dithio­lan-2-yl]phen­yl}-2-methyl-1H-imidazole-5-carbaldehyde
title_full 1-{4-Chloro-2-[2-(2-fluoro­phen­yl)-1,3-dithio­lan-2-yl]phen­yl}-2-methyl-1H-imidazole-5-carbaldehyde
title_fullStr 1-{4-Chloro-2-[2-(2-fluoro­phen­yl)-1,3-dithio­lan-2-yl]phen­yl}-2-methyl-1H-imidazole-5-carbaldehyde
title_full_unstemmed 1-{4-Chloro-2-[2-(2-fluoro­phen­yl)-1,3-dithio­lan-2-yl]phen­yl}-2-methyl-1H-imidazole-5-carbaldehyde
title_short 1-{4-Chloro-2-[2-(2-fluoro­phen­yl)-1,3-dithio­lan-2-yl]phen­yl}-2-methyl-1H-imidazole-5-carbaldehyde
title_sort 1-{4-chloro-2-[2-(2-fluoro­phen­yl)-1,3-dithio­lan-2-yl]phen­yl}-2-methyl-1h-imidazole-5-carbaldehyde
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051534/
https://www.ncbi.nlm.nih.gov/pubmed/21523151
http://dx.doi.org/10.1107/S1600536811002595
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