Hirshfeld surfaces and two-dimensional fingerprint plots are used to study short intermolecular contacts in of phosphoramides1and also in organotin (IV)-phosphoramide complexe2. In this study we present the crystal structure analysis complemented with the investigation of the molecular interactions in this compound. The asymmetric unit of [(cycloC6H11)(CH3)N]P(S)[NC4H8O]2.0.412CH3OH is composed of two crystallographically independent phosphorothioictriamide molecules with together of methanol solvated molecule. The phosphorus atoms display a distorted tetrahedral environment with the maximum and minimum values of angles at the P atom for one of the N—P═S and one of the N—P—N angles, respectively. The environments at the nitrogen atoms are practically non-planar. In this structure, the phosphorothioic triamide and methanol molecules are linked by some different intermolecular C—H…S and C—H…O interactions. The intermolecular interactions have been studied by Hirshfeld surface analysis and fingerprint plots, by using the program Crystal Explorer 3.13 These analyses reveal that H…H interactionsof78.3% and 77.7% for the two symmetry-independent phosphorothioictriamide molecules. Furthermore, the C—H…O interaction in one of the symmetry independent molecule and the C—H…S═P interaction in the other molecule are the characteristic interactions, appearing as very large red spots in the related Hirshfeld surface maps. The characterization of compound was also performed by 31P{1H}, 1H and 13C NMR and mass spectroscopy. Keywords: Thiophosphoramide, Hirshfeld surface, Crystal structure, NMR References [1]K. Gholivand, F. Molaei and M.Hosseini., ActaCryst. B, 2015, 71, 176–185. [2] M. Pourayoubi, S. Shoghpour Bayraq, A. Tarahhomi, M. Necas, K. Fejfarová & M. Dušek, J.Organomet.Chem. 2014, 751, 508–518. [3] S. K. Wolff., D. J. Grimwood., J. J. McKinnon., M. J. Turner., D. Jayatilaka., M. A. Spackman, CrystalExplorer version 3.1, Univ.Western Australia: Perth, 2013.

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