Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea
The single crystal X-ray analysis of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea shows that the compound crystallizes in the triclinic system with the space group P-1 and Z = 4. The asymmetric unit contains two independent molecules of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea....
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Pleiades Publishing, Ltd.
2015
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| Online Access: | http://irep.iium.edu.my/46442/ http://irep.iium.edu.my/46442/1/how2015.pdf |
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| author | How, Fiona Ni Foong Jamaluddin, N. Abdul Halim, S. N. Lee, V. S. |
| author_facet | How, Fiona Ni Foong Jamaluddin, N. Abdul Halim, S. N. Lee, V. S. |
| author_sort | How, Fiona Ni Foong |
| building | IIUM Repository |
| collection | Online Access |
| description | The single crystal X-ray analysis of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea shows that the compound crystallizes in the triclinic system with the space group P-1 and Z = 4. The asymmetric unit
contains two independent molecules of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea. Both
bis(benzylsulfanyl)methylidene groups are in a trans configuration with respect to the C16/O1/N3/N4 and
C32/O2/N7/N8 fragments, respectively. The tautomeric transition energies of the three tautomeric forms
are calculated at the generalized gradient approximation (GGA) level by the BLYP/DND method to estimate the kinetic and thermodynamic barriers. The keto form has a lower energy than the other two forms. Relatively lower values of kinetic barriers (about 58 kcal/mol for the transition between (a) and (b) forms) are found. |
| first_indexed | 2025-11-14T16:13:55Z |
| format | Article |
| id | iium-46442 |
| institution | International Islamic University Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T16:13:55Z |
| publishDate | 2015 |
| publisher | Pleiades Publishing, Ltd. |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | iium-464422016-07-14T08:15:16Z http://irep.iium.edu.my/46442/ Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea How, Fiona Ni Foong Jamaluddin, N. Abdul Halim, S. N. Lee, V. S. QD Chemistry The single crystal X-ray analysis of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea shows that the compound crystallizes in the triclinic system with the space group P-1 and Z = 4. The asymmetric unit contains two independent molecules of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea. Both bis(benzylsulfanyl)methylidene groups are in a trans configuration with respect to the C16/O1/N3/N4 and C32/O2/N7/N8 fragments, respectively. The tautomeric transition energies of the three tautomeric forms are calculated at the generalized gradient approximation (GGA) level by the BLYP/DND method to estimate the kinetic and thermodynamic barriers. The keto form has a lower energy than the other two forms. Relatively lower values of kinetic barriers (about 58 kcal/mol for the transition between (a) and (b) forms) are found. Pleiades Publishing, Ltd. 2015-01-23 Article PeerReviewed application/pdf en http://irep.iium.edu.my/46442/1/how2015.pdf How, Fiona Ni Foong and Jamaluddin, N. and Abdul Halim, S. N. and Lee, V. S. (2015) Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea. Journal of Structural Chemistry, 56 (7). pp. 1431-1436. ISSN 0022-4766 E-ISSN 1573-8779 http://www.springer.com/chemistry/inorganic+chemistry/journal/10947 |
| spellingShingle | QD Chemistry How, Fiona Ni Foong Jamaluddin, N. Abdul Halim, S. N. Lee, V. S. Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea |
| title | Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea |
| title_full | Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea |
| title_fullStr | Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea |
| title_full_unstemmed | Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea |
| title_short | Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea |
| title_sort | structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea |
| topic | QD Chemistry |
| url | http://irep.iium.edu.my/46442/ http://irep.iium.edu.my/46442/ http://irep.iium.edu.my/46442/1/how2015.pdf |