Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide
The title compound, C18H20N2OS, 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...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2015-07-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989015011950 |
| _version_ | 1798030776389861376 |
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| author | G. Vimala J. Haribabu S. Aishwarya R. Karvembu A. SubbiahPandi |
| author_facet | G. Vimala J. Haribabu S. Aishwarya R. Karvembu A. SubbiahPandi |
| author_sort | G. Vimala |
| collection | DOAJ |
| description | The title compound, C18H20N2OS, 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 R22(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. |
| first_indexed | 2024-04-11T19:45:44Z |
| format | Article |
| id | doaj.art-256b3fb7865240e2838f1291d8814f24 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-04-11T19:45:44Z |
| publishDate | 2015-07-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-256b3fb7865240e2838f1291d8814f242022-12-22T04:06:28ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902015-07-01717o508o50910.1107/S2056989015011950hb7448Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamideG. Vimala0J. Haribabu1S. Aishwarya2R. Karvembu3A. SubbiahPandi4Department of Physics, Presidency College (Autonomous), Chennai 600 005, IndiaDepartment of Chemistry, National Institute of Technology, Trichy 620 015, IndiaDepartment of Chemistry, National Institute of Technology, Trichy 620 015, IndiaDepartment of Chemistry, National Institute of Technology, Trichy 620 015, IndiaDepartment of Physics, Presidency College (Autonomous), Chennai 600 005, IndiaThe title compound, C18H20N2OS, 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 R22(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.http://scripts.iucr.org/cgi-bin/paper?S2056989015011950crystal structurewhole-molecule disorderthiourea derivativesintramolecular N—H...O hydrogen bondN—H...S hydrogen bondsπ–π stacking interactionsC—H...π interactions |
| spellingShingle | G. Vimala J. Haribabu S. Aishwarya R. Karvembu A. SubbiahPandi Crystal structure of N-[(naphthalen-1-yl)carbamothioyl]cyclohexanecarboxamide Acta Crystallographica Section E: Crystallographic Communications crystal structure whole-molecule disorder thiourea derivatives intramolecular N—H...O hydrogen bond N—H...S hydrogen bonds π–π stacking interactions C—H...π interactions |
| 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 | crystal structure whole-molecule disorder thiourea derivatives intramolecular N—H...O hydrogen bond N—H...S hydrogen bonds π–π stacking interactions C—H...π interactions |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989015011950 |
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