Propiverinium picrate

Jasinski, Jerry P. and Butcher, Ray J. and Al-Arique, Q. N. M. Hakim and Yathirajan, H. S. and Narayana, B. (2009) Propiverinium picrate. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 65 (8). O1738-U1934. ISSN 1600-5368

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The title compound systematic name: 4-(2,2-diphenyl-2-propoxyacetoxy)-1-methylpiperidin-1-ium picrate],C23H30NO3+center dot C6H2N3O7-, crystallizes as a salt with one cation-anion (propiverinium picrate) pair in the asymmetric unit. A significant number of conformational changes are observed between the crystalline environment of this cation-anion salt and that of a density functional theory (DFT) calculation of the geometry-optimized structure. The angle between the dihedral planes of the two benzyl rings in the propiverinium cation increases by 14.4 (0)degrees from that of the crystalline environment. The dihedral angles between the mean planes of each of the benzyl rings and the mean plane of the piperidine increase by 2.0 (8) and 12.3 (5)degrees. This angles between the mean plane of the acetate group and the mean planes of the interconnected piperidine group and the two benzyl rings decrease by 0.2 (1), 7.4 (6) and 3.2 (2)degrees, respectively. the mean plane of the phenolate group in the anion changes by +22.6 (9), +22.1 (1) and -2.8 (6)degrees from the mean planes of the piperidine and benzyl rings in the cation respectively. In the crystal, a bifurcated N-H center dot center dot center dot(O,O) hydrogen bond and a week C-H center dot center dot center dot pi ring interaction help to establish the packing. The two O atoms of the p-NO2 group are disordered with occupations 0.825 (10):0.175 (10).

Item Type: Article
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Users 19 not found.
Date Deposited: 20 Aug 2019 06:10
Last Modified: 20 Aug 2019 06:11

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