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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

The equimolar reaction between a racemic mixture of (R)- and (S)-camphorquinone with thio­semicarbazide yielded the title compound, C(11)H(17)N(3)OS [common name: (R)- and (S)-camphor thio­semicarbazone], which maintains the chirality of the methyl­ated chiral carbon atoms and crystallizes in the ce...

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Detalles Bibliográficos
Autores principales: Pires, Fabrício Carvalho, Bresolin, Leandro, Gervini, Vanessa Carratu, Tirloni, Bárbara, Bof de Oliveira, Adriano
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6944080/
https://www.ncbi.nlm.nih.gov/pubmed/31921463
http://dx.doi.org/10.1107/S2056989019016980
Descripción
Sumario:The equimolar reaction between a racemic mixture of (R)- and (S)-camphorquinone with thio­semicarbazide yielded the title compound, C(11)H(17)N(3)OS [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—H⋯S, N—H⋯O and N—H⋯S inter­actions, building a tape-like structure parallel to the ([Image: see text]01) plane, generating R (2) (1)(7) and R (2) (2)(8) graph-set motifs for the H⋯S inter­actions. The Hirshfeld surface analysis indicates that the major contributions for crystal cohesion are from H⋯H (55.00%), H⋯S (22.00%), H⋯N (8.90%) and H⋯O (8.40%) inter­actions.