Yeo, C.I. and Tan, Y.S. and Tiekink, E.R.T. (2015) Crystal structures of 5-amino-N-phenyl-3H-1,2,4-dithiazol-3-iminium chloride and 5-amino-N-(4-chlorophenyl)-3H-1,2,4-dithiazol-3-iminium chloride monohydrate. Acta Crystallographica Section E: Crystallographic Communications, 71 (10). pp. 1159-1164. ISSN 2056-9890, DOI https://doi.org/10.1107/S2056989015016655.
Full text not available from this repository.Abstract
The crystal and molecular structures of the title salt, C8H8N3S2 +·Cl-, (I), and salt hydrate, C8H7ClN3S2 +·Cl-·H2O, (II), are described. The heterocyclic ring in (I) is statistically planar and forms a dihedral angle of 9.05(12)° with the pendant phenyl ring. The comparable angle in (II) is 15.60(12)°, indicating a greater twist in this cation. An evaluation of the bond lengths in the H2N - C - N - C - N sequence of each cation indicates significant delocalization of π-electron density over these atoms. The common feature of the crystal packing in (I) and (II) is the formation of charge-assisted amino-N - H⋯Cl- hydrogen bonds, leading to helical chains in (I) and zigzag chains in (II). In (I), these are linked by chains mediated by charge-assisted iminium-N+ - H⋯Cl- hydrogen bonds into a three-dimensional architecture. In (II), the chains are linked into a layer by charge-assisted water-O - H⋯Cl- and water-O - H⋯O(water) hydrogen bonds with charge-assisted iminium-N+ - H⋯O(water) hydrogen bonds providing the connections between the layers to generate the three-dimensional packing. In (II), the chloride anion and water molecules are resolved into two proximate sites with the major component being present with a site occupancy factor of 0.9327(18).
| Item Type: | Article |
|---|---|
| Funders: | UNSPECIFIED |
| Uncontrolled Keywords: | Crystal structure; Hydrogen bonding; Dithiazole ring; Salt |
| Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
| Divisions: | Faculty of Science > Department of Chemistry |
| Depositing User: | Ms. Juhaida Abd Rahim |
| Date Deposited: | 21 Sep 2018 05:50 |
| Last Modified: | 21 Sep 2018 05:50 |
| URI: | http://eprints.um.edu.my/id/eprint/19374 |
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