![]() ![]() Mephedrone (2-methylamino-1- p-tolylpropan-1-one), often abbreviated as 4-MMC, the acronym of 4-methyl methcathinone, is a synthetic drug belonging to the family of methamphetamines known for its stimulant effects (Winstock et al., 2010 Morris, 2010 Wood et al., 2010 ). ![]() C-H⋯O and C-H⋯ π interactions between the guest and adjacent cavitands contribute to the formation of the crystal structure. The chloride anion is also responsible for the formation of a supramolecular chain along the b-axis direction through C-H⋯Cl interactions involving the phenyl substituent of one phosphonate group. The chloride counter-anion is located between the alkyl legs of the cavitand, forming C-H⋯Cl interactions with the aromatic and methylenic H atoms of the lower rim. The mephedrone guest interacts with the P=O groups at the upper rim of the cavitand through two charge-assisted N-H⋯O hydrogen bonds, while the methyl group directly bound to the amino moiety is stabilized inside the π basic cavity via cation⋯ π interactions. The complex of general formula (C 11H 3H 7,CH 3,C 6H 5]Cl♼H 3OH or C 11H 16NO +♼l −♼ 68H 68O 12P 4♼H 3OH, crystallizes in the monoclinic space group P2 1/ c with one lattice methanol molecule per cavitand, disordered over two positions with occupancy factors of 0.665 (6) and 0.335 (6). A new supramolecular complex (I) between the tetraphosphonate cavitand Tiiii arene] and mephedrone hydrochoride has been obtained and characterized both in solution and in the solid state.
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