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. 2018 May 22;74(Pt 6):829-834.
doi: 10.1107/S2056989018006977. eCollection 2018 Jun 1.

Crystal structures of binary compounds of meldonium 3-(1,1,1-tri-methyl-hydrazin-1-ium-2-yl)prop-ano-ate with sodium bromide and sodium iodide

Alexander Y Nazarenko  1
Affiliations

Crystal structures of binary compounds of meldonium 3-(1,1,1-tri-methyl-hydrazin-1-ium-2-yl)prop-ano-ate with sodium bromide and sodium iodide

Alexander Y Nazarenko. Acta Crystallogr E Crystallogr Commun. .

Abstract

3-(1,1,1-Tri-methyl-hydrazin-1-ium-2-yl)propano-ate (C6H14N2O2, M, more commonly known under its commercial names Meldonium or Mildronate) co-crystalizes with sodium bromide and sodium iodide forming polymeric hydrates poly[[tetra-μ-aqua-di-aqua-bis-[3-(1,1,1-tri-methyl-hydrazin-1-ium-2-yl)propano-ate]disodium] dibromide tetra-hydrate], [Na2(C6H14N2O2)2(H2O)6]Br2·4H2O, and poly[[di-μ-aqua-di-aqua-[μ-3-(1,1,1-tri-methyl-hydrazin-1-ium-2-yl)propano-ate]disodium] diiodide], [Na2(C6H14N2O2)2(H2O)4]I2. The coordination numbers of the sodium ions are 6; the coordination polyhedra can be described as distorted octa-hedra. Metal ions and M zwitterions are assembled into infinite layers via electrostatic inter-actions and hydrogen-bonded networks. These layers are connected via electrostatic attraction between halogenide ions and positive tri-methyl-hydrazinium groups into a three-dimensional structure.

Keywords: 3-(1,1,1-tri­methyl­ydrhazin-1-ium-2-yl)propano­ate; crystal structure; meldonium; sodium bromide; sodium iodide.

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Figures

Figure 1
Figure 1
Labelling scheme of the asymmetric unit of compound (I) with 50% probability displacement ellipsoids.
Figure 2
Figure 2
Labelling scheme of the asymmetric unit of compound (II) with 50% probability displacement ellipsoids.
Figure 3
Figure 3
Overlay of the two organic fragments in (I) after inversion. The average deviation is 0.04 Å.
Figure 4
Figure 4
Coordination polyhedra of the sodium ions in (II).
Figure 5
Figure 5
Hirshfeld surface of the zwitterion with electrostatic potential plotted using CrystalExplorer17 (Turner et al., 2017 ▸). Red – negative, blue – positive.
Figure 6
Figure 6
The infinite chain of hydrated sodium ions along the [010] axis in (I).
Figure 7
Figure 7
Packing of (I). View along the [010] axis. Sodium ions are green.
Figure 8
Figure 8
The infinite chain of hydrated sodium ions along the [001] axis in (II).
Figure 9
Figure 9
Chains in the structure of (II) are connected via atom O8 (in green) and a network of hydrogen bonds (dashed lines).
Figure 10
Figure 10
Packing of (II). View along the [001] axis. Sodium ions are green.
See this image and copyright information in PMC

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