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. B...
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| Format: | Article |
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2015
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| author | How, F.N.F. Jamaluddin, N. Halim, S.N.A. Lee, V.S. |
| author_facet | How, F.N.F. Jamaluddin, N. Halim, S.N.A. Lee, V.S. |
| author_sort | How, F.N.F. |
| collection | UM |
| 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 | 2024-03-06T05:40:47Z |
| format | Article |
| id | um.eprints-16313 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T05:40:47Z |
| publishDate | 2015 |
| record_format | dspace |
| spelling | um.eprints-163132016-08-30T06:20:14Z http://eprints.um.edu.my/16313/ Structure determination and tautomeric transition of 3-amino-1{[bis(benzylsulfanyl)methylidene]amino}urea How, F.N.F. Jamaluddin, N. Halim, S.N.A. 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. 2015 Article PeerReviewed How, F.N.F. and Jamaluddin, N. and Halim, S.N.A. 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, DOI: 10.1134/S002247661507029X |
| spellingShingle | QD Chemistry How, F.N.F. Jamaluddin, N. Halim, S.N.A. 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 |
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