Hydrogen-bonded bilayers in piperazinium(2+) bis(mandelate) bis(methanol) solvate.
In the title compound, C(4)H(12)N(2)(2+).2C(8)H(7)O(3)(-).2CH(4)O, the cations lie across centres of inversion and are disordered over two orientations with equal occupancy; there are equal numbers of (R)- and (S)-mandelate anions present (mandelate is alpha-hydroxybenzeneacetate). The anions and the neutral water molecules are linked by O-H...O hydrogen bonds [O...O 2.658 (3) and 2.682 (3) A, and O-H...O 176 and 166 degrees] into deeply folded zigzag chains. Each orientation of the cation forms two symmetry-related two-centre N-H...O hydrogen bonds [N...O 2.588 (4) and 2.678 (4) A, and N-H...O 177 and 171 degrees] and two asymmetric, but planar, three-centre N-H...(O)(2) hydrogen bonds [N...O 2.686 (4)-3.137 (4) A and N-H...O 137-147 degrees], and by means of these the cations link the anion/water chains into bilayers.
Farrell
D M
DM
School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, Scotland.
Ferguson
G
G
Lough
A J
AJ
Glidewell
C
C
D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008333:Mandelic Acids / Q000737:chemistry*; D000432:Methanol; D008958:Models, Molecular; D010879:Piperazines / Q000737:chemistry*; D012997:Solvents
D008333:Mandelic Acids; D010879:Piperazines; D012997:Solvents; D000432:Methanol