Sagar, B. K. and Girisha, M. and Yathirajan, H. S. and Rathore, Ravindranath S. and Glidewell, Christopher (2017) Crystal structures of 2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-3-ium benzoate and 2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-3-ium picrate. Acta Crystallographica Section E, 73 (9). pp. 1320-1325. ISSN 2056-9890
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Crystal Structures of 2-Amino-4,4,7,7-Tetramethyl-4,5,6,7-Tetrahydro-1,3-Benzothiazol-3-Ium Benzoate and 2-Amino-4,4,7,7-Tetramethyl-4,5,6,7-Tetrahydro-1,3-Benzothiazol-3-Ium Picrate.pdf - Published Version Download (1MB) |
Abstract
In both 2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3- benzothiazol-3-ium benzoate, C11H19N2S+·C7H5O2−, (I), and 2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-3-ium picrate (2,4,6-trinitrophenolate), C11H19N2S+·C6H2N3O7−, (II), the cations are conformationally chiral as the six-membered rings adopt half-chair conformations, which are disordered over two sets of atomic sites giving approximately enantiomeric disorder. For both cations, the bond lengths indicate delocalization of the positive charge comparable to that in an amidinium cation. The bond lengths in the picrate anion in (II) are consistent with extensive delocalization of the negative charge into the ring and onto the nitro groups, in two of which the O atoms are disordered over two sets of sites. In (I), the ionic components are linked by N—H⋯O hydrogen bonds to form a chain of rings, and in (II), the N—H⋯O hydrogen bonds link the components into centrosymmetric four-ion aggregates containing seven hydrogen bonded rings of four different types.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | crystal structures, molecular conformation, conformational disorder, charge delocalization, hydrogen bonding |
| Subjects: | C Chemical Science > Chemistry |
| Divisions: | Department of > Chemistry |
| Depositing User: | C Swapna Library Assistant |
| Date Deposited: | 18 Jun 2019 06:16 |
| Last Modified: | 18 Jun 2019 06:16 |
| URI: | http://eprints.uni-mysore.ac.in/id/eprint/3301 |
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