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Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide
The title compound, C(18)H(20)N(2)OS, displays whole-molecule disorder over two adjacent sets of sites with an occupancy ratio of 0.630 (11):0.370 (11). In each disorder component, the cyclohexyl ring shows a chair conformation with the exocyclic C—C bond in an equatorial orientation. The dihedral...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518972/ https://www.ncbi.nlm.nih.gov/pubmed/26279935 http://dx.doi.org/10.1107/S2056989015011950 |
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author | Vimala, G. Haribabu, J. Aishwarya, S. Karvembu, R. SubbiahPandi, A. |
author_facet | Vimala, G. Haribabu, J. Aishwarya, S. Karvembu, R. SubbiahPandi, A. |
author_sort | Vimala, G. |
collection | PubMed |
description | The title compound, C(18)H(20)N(2)OS, displays whole-molecule disorder over two adjacent sets of sites with an occupancy ratio of 0.630 (11):0.370 (11). In each disorder component, the cyclohexyl ring shows a chair conformation with the exocyclic C—C bond in an equatorial orientation. The dihedral angles between the cyclohexyl ring (all atoms) and the naphthyl ring system are 36.9 (6) for the major component and 20.7 (12)° for the minor component. Each component features an intramolecular N—H⋯O hydrogen bond, which closes an S(5) ring. In the crystal, inversion dimers linked by pairs of N—H⋯S hydrogen bonds generate R (2) (2)(8) loops for both components. Aromatic π–π stacking interactions [shortest centroid–centroid separation = 3.593 (9) Å] and a C—H⋯π interaction are also observed. |
format | Online Article Text |
id | pubmed-4518972 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-45189722015-08-14 Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide Vimala, G. Haribabu, J. Aishwarya, S. Karvembu, R. SubbiahPandi, A. Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(18)H(20)N(2)OS, displays whole-molecule disorder over two adjacent sets of sites with an occupancy ratio of 0.630 (11):0.370 (11). In each disorder component, the cyclohexyl ring shows a chair conformation with the exocyclic C—C bond in an equatorial orientation. The dihedral angles between the cyclohexyl ring (all atoms) and the naphthyl ring system are 36.9 (6) for the major component and 20.7 (12)° for the minor component. Each component features an intramolecular N—H⋯O hydrogen bond, which closes an S(5) ring. In the crystal, inversion dimers linked by pairs of N—H⋯S hydrogen bonds generate R (2) (2)(8) loops for both components. Aromatic π–π stacking interactions [shortest centroid–centroid separation = 3.593 (9) Å] and a C—H⋯π interaction are also observed. International Union of Crystallography 2015-06-27 /pmc/articles/PMC4518972/ /pubmed/26279935 http://dx.doi.org/10.1107/S2056989015011950 Text en © Vimala et al. 2015 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 | Data Reports Vimala, G. Haribabu, J. Aishwarya, S. Karvembu, R. SubbiahPandi, A. Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide |
title | Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide |
title_full | Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide |
title_fullStr | Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide |
title_full_unstemmed | Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide |
title_short | Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide |
title_sort | crystal structure of n-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518972/ https://www.ncbi.nlm.nih.gov/pubmed/26279935 http://dx.doi.org/10.1107/S2056989015011950 |
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