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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...

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Autores principales: Vimala, G., Haribabu, J., Aishwarya, S., Karvembu, R., SubbiahPandi, A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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.
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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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