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Tetrabutylammonium 5-(2-hydroxyphenyl)-1,3,4-oxadiazole-2-thiolate

✍ Scribed by Singh, N. K. ;Pandey, A. K. ;Singh, M. ;Bharty, M. K. ;Butcher, Ray J.


Publisher
International Union of Crystallography
Year
2007
Tongue
English
Weight
635 KB
Volume
63
Category
Article
ISSN
1600-5368

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✦ Synopsis


The title compound, C~16~H~36~N^+^·C~8~H~5~N~2~O~2~S^−^, crystallizes with two formula units in the asymmetric unit. In both anions, the oxadiazole ring is almost coplanar with the 2-hydroxyphenyl ring. The anion structure is influenced by intramolecular O—H...N hydrogen bonding. The crystal packing is stabilized by intermolecular C—H...S, C—H...O, C—H...N and C—H...π interactions. One butyl group is disordered over two positions, with site-occupancy factors of ca 0.6 and 0.4.


📜 SIMILAR VOLUMES


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Molecules of the title compound, C 2 H 2 N 2 S 2 , exist in the crystal structure in the zwitterionic form with the thiol group deprotonated. Hydrogen bonds between the protonated N atoms and the thiolate S atoms link the molecules in a zigzag packing arrangement parallel to the ac plane.

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In the title compound, C 9 H 8 N 2 O 2 S, the H atom of the thiol group has been transferred to the neighbouring N atom of the oxadiazole ring. Intermolecular N-HÁ Á ÁN hydrogen bonds exist between adjacent molecules.

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A view of (I) with the atom-numbering scheme. Displacement ellipsoids for non-H atoms are drawn at the 50% probability level.