2-(Morpholinium-4-yl)ethylammonium sulfate methanol monosolvate

In the title compound, C6H16N2O2+·SO4 2−·CH3OH, the morpholinium ring of the dication adopts a chair conformation. The crystal structure is stabilized by an extensive three-dimensional network of intermolecular O—H⋯O, N—H⋯O, O—H⋯S and N—H⋯S hydrogen bonds.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ2757). Self-assembly of inorganic acids with organic amines readily gives rise to hydrogen-bonded supramolecular compounds (Xu, 2010;Akhtar et al., 2010;Zhang & Liu, 2010;Hemamalini & Fun, 2010;SiMa, 2010). In order to construct a similar supramolecular compound, the title compound was prepared from the reaction of 2-morpholin-4-ylethylamine with sulfuric acid in a methanol solution and its structure is reported here.
The title compound consists of a 2-morpholin-4-ylethylammonium dication, a sulfate dianion, and a methanol molecule
The mixture was stirred at room temperature for half an hour to give a colorless solution. After keeping the solution in air for a few days, colorless block-shaped crystals were formed.

Refinement
H1 attached to N1 was located from a difference map and refined isotropically, with the N-H distance restrained to 0.90 (1) Å. Other H atoms were placed in calculated positions and constrained to ride on their parent atoms with C-H distances of 0.96-0.97 Å, N-H distances of 0.89 Å, O-H distance of 0.82 Å, and with U iso (H) set to 1.2U eq (C,N) and 1.5U eq (O5 and C7). Crystals were small and very weakly diffracting and this is reflected in the low fraction of measured reflections and the relatively poor residuals.

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds supplementary materials sup-3 in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.