Crystal structure of the charge-transfer complex 2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide–pyrazine-2,3,5,6-tetracarbonitrile (2/1)
-
Published:2014-09-06
Issue:10
Volume:70
Page:o1090-o1091
-
ISSN:1600-5368
-
Container-title:Acta Crystallographica Section E Structure Reports Online
-
language:
-
Short-container-title:Acta Cryst E
Author:
Beck Johannes,Daniels Jörg,Krieger-Beck Petra,Dittmann Gertrud,Oliveira Adriano Bof de
Abstract
The reaction of 2-(1,2,3,4-tetrahydronapthalen-1-ylidene)hydrazinecarbothioamide (TTSC) with pyrazine-2,3,5,6-tetracarbonitrile (tetracyanopyrazine, TCNP) yields the title 2:1 charge-transfer adduct, 2C11H12N3S·C6N8. The complete TCNP molecule is generated by a crystallographic inversion centre and the non-aromatic ring in the TTSC molecule adopts an envelope conformation with a methylene C atom as the flap. In the crystal, the thiosemicarbazone molecules are connected through inversion-related pairs of N—H...S interactions, building a polymeric chain along theb-axis direction. The TCNP molecules are embedded in the structure, forming TTSC–TCNP–TTSC stacks with the aromatic rings of TTSC and the molecular plane of TCNP in a parallel arrangement [centroid–centroid distance = 3.5558 (14) Å]. Charge-transfer (CT)viaπ-stacking is indicated by a CT band around 550 cm−1in the single-crystal absorption spectrum.
Publisher
International Union of Crystallography (IUCr)
Subject
Condensed Matter Physics,General Materials Science,General Chemistry
Reference12 articles.
1. Alcock, N. W. (1970). Crystallographic Computing, edited by F. R. Ahmed, S. R. Hall & C. P. Huber, p. 271. Copenhagen: Munksgaard, Denmark.
2. Hydrogen cyanide chemistry. VII. Diiminosuccinonitrile condensation with diaminomaleonitrile
3. Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
4. Thiosemicarbazid als Reagens auf Aldehyde und Ketone
5. Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands.