Title of article :
Synthesis, crystal structure and Hirshfeld analysis of a crystalline compound comprising a 1/1 mixture of 1-[(1R,4S)- and 1-[(1S,4R)-1,7,7-trimethyl-2-oxobicyclo[2.2.1]heptan-3-ylidene]hydrazinecarbothioamide
Author/Authors :
Carvalho Pires, Fabrício Escola de Química e Alimentos - Universidade Federal do Rio Grande, Brazil , Bresolin, Leandro Escola de Química e Alimentos - Universidade Federal do Rio Grande, Brazil , Carratu Gervini, Vanessa Escola de Química e Alimentos - Universidade Federal do Rio Grande, Brazil , Tirloni, Bárbara Departamento de Química - Universidade Federal de Santa Maria, Brazil , Oliveira, Adriano Bof de Departamento de Química - Universidade Federal de Sergipe, Brazil
Abstract :
The equimolar reaction between a racemic mixture of (R)- and (S)-
camphorquinone with thiosemicarbazide yielded the title compound,
C11H17N3OS [common name: (R)- and (S)-camphor thiosemicarbazone], which
maintains the chirality of the methylated chiral carbon atoms and crystallizes in
the centrosymmetric space group C2/c. There are two molecules in general
positions in the asymmetric unit, one of them being the (1R)-camphor
thiosemicarbazone isomer and the second the (1S)- isomer. In the crystal, the
molecular units are linked by C—HS, N—HO and N—HS interactions,
building a tape-like structure parallel to the (101) plane, generating R2
1 (7) and R2 2 (8) graph-set motifs for the HS interactions. The Hirshfeld surface analysis
indicates that the major contributions for crystal cohesion are from HH
(55.00%), HS (22.00%), HN (8.90%) and HO (8.40%) interactions.
Keywords :
chiral thiosemicarbazone , camphor derivative , racemic mixture , crystal structure
Journal title :
Acta Crystallographica Section E: Crystallographic Communications