Crystal structure of desvenlafaxinium 3,5-dinitrobenzoate 3,5-dinitrobenzoic acid monohydrate, C30H35N5O15

Abstract

Source of materialDesvenlafaxine succinatewas obtained as agift sample from R. L. Fine Chem,B engaluru,I ndia. As olution of desvenlafaxine succinate in water was treated with ammonium hydroxide solution till apH>7was reached upon which awhite precipitate of desvenlafaxine was obtained. The precipitate was filtered and driedinopen airovernight.Itwas used for the preparation of the dinitrobenzoate salt without further purification. Desvenlafaxine (200 mg, 0.76 mmol) and 3,5-dinitrobenzoic acid (161 mg,0.76 mmol) were dissolved in hot methanol and stirred at 333 Kfor 30 minutes. The resulting solution was allowed to cool slowly to room temperature. The salt obtained was filtered and dried in a vacuum desiccator over phosphorous pentoxide. The resulting compound was recrystallized from acetonitrile by slow evaporation. Experimental detailsCarbon-bound Hatomswere placed in calculated positions (C-H 0.95 Å, C-H 0.99 Åfor methylene groups and C-H 1.00 Åfor methine groups) and were included in the refinement in the riding model approximation, with U iso (H) setto1.2U eq (C). The Hatoms of the methyl groups were allowed to rotate with afixed angle around the C-C bond to best fit the experimental electron density (HFIX 137 [7]h aveb eenr eported. Thec rystal structure of at ernary complex,4 -(2-pyridyl)pyridinium-3,5-dinitrobenzoate-3,5-dinitrobenzoic acid (1/1/1), is apparent in the literature [8], and an orthorhombic-to-monoclinic temperature-dependent phase transition of hexa-methylenetetraminium-3,5-dinitrobenzoate-3,5-dinitrobenzoic acid monohydrate in the solid state has been described [9]. In the crystal, amolecule of water is present next to onea dditional molecule of the -n on-dissociated -c arboxylic acid. While the least-squares planes defined by the atomsofthe nitro groups of the deprotonated carboxylic acid enclose angles of 5.8(2)°and 9.8(2)°with the plane defined by the carbon atomsof thearomaticsystemtheyare bonded to,t he least-squares plane defined by theatoms of thecarboxylate groupintersectwiththe aromat's planeatanangle of 13.88(14)°.T he respective values fort he co-crystallized carboxylic acid are found at 4.9(2)°and 7.25(16)°for thenitro groups and 11.12(16)°for the least-squares plane defined by the non-hydrogen atomsofthe carboxylic acid group on the one hand and the plane defined by the carbon atoms of the aromatic system they are bonded to on the other hand. According to apuckering analysis, the saturated six-membered ring adopts a 4 C 1 conformation ( C24 C C21 ) [10,11]. In the crystal, hydrogen bonds of the N-H×××Oaswell as the O-H×××Otype areob-

Synthesis, Crystal Structure, and Properties of Energetic Copper(II) Complex based on 3,5-Dinitrobenzoic Acid and 1,5-Diaminotetrazole

“…3,5‐Dinitrobenzoic acid (HDNBA) is the 3,5‐dinitro superseded benzoic acid, which has aroused many interests on organic supramolecular architecture and metallorganics for the catalyst, optical and magnetic materials. In view of the various coordination modes, good thermal stability, high oxygen content, and explosive properties, HDNBA was employed to construct energetic complexes recently . Tetrazoles possess a special place among nitrogen rich heterocycles.…”