The equimolar and hydro-chloric acid-catalysed reaction between cis-jasmone and 4-methyl-thio-semicarbazide in ethano-lic solution yields the title compound, C(13)H(21)N(3)S (common name: cis-jasmone 4-methyl-thio-semicarbazone). Two mol-ecules with all atoms in general positions are present in the asymmetric unit. In one of them, the carbon chain is disordered [site occupancy ratio = 0.821â (3):0.179â (3)]. The thio-semicarbazone entities [N-N-C(=S)-N] are approximately planar, with the maximum deviation from the mean plane through the selected atoms being -0.0115â (16)â à (r.m.s.d. = 0.0078â à ) for the non-disordered mol-ecule and 0.0052â (14)â à (r.m.s.d. = 0.0031â à ) for the disordered one. The mol-ecules are not planar, since the jasmone groups have a chain with sp (3)-hybridized carbon atoms and, in addition, the thio-semicarbazone fragments are attached to the respective carbon five-membered rings and the dihedral angles between them for each mol-ecule amount to 8.9â (1) and 6.3â (1)°. In the crystal, the mol-ecules are connected through pairs of N-Hâ¯S and C-Hâ¯S inter-actions into crystallographically independent centrosymmetric dimers, in which rings of graph-set motifs R (2) (2)(8) and R (2) (1)(7) are observed. A Hirshfeld surface analysis indicates that the major contributions for the crystal cohesion are from Hâ¯H (70.6%), Hâ¯S/Sâ¯H (16.7%), Hâ¯C/Câ¯H (7.5%) and Hâ¯N/Nâ¯H (4.9%) inter-actions [considering the two crystallographically independent mol-ecules and only the disordered atoms with the highest s.o.f. for the evaluation].
N-Methyl-2-{3-methyl-2-[(2Z)-pent-2-en-1-yl]cyclo-pent-2-en-1-yl-idene}hydrazinecarbo-thio-amide.
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作者:de Oliveira Adriano Bof, Bresolin Leandro, Beck Johannes, Daniels Jörg
| 期刊: | IUCrdata | 影响因子: | 0.000 |
| 时间: | 2024 | 起止号: | 2024 Jan 9; 9(Pt 1):x240013 |
| doi: | 10.1107/S2414314624000130 | ||
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