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(R)-Doxylaminium (R,R)-tartrate.

ABSTRACT:

In the title compound (systematic name

(R)-dimeth-yl{2-[1-phenyl-1-(pyridin-2-yl)eth-oxy]eth-yl}aza-nium (R,R)-3-carb-oxy-2,3-dihy-droxy-propano-ate), C(17)H(23)N(2)O(+)·C(4)H(5)O(6) (-), the doxylaminium cation is protonated at the N atom. The tartrate monoanions are linked by short, almost linear O-H?O hydrogen bonds into chains extended along [100]. These chains are inter-linked by anion-pyridine O-H?N hydrogen bonds into a two-dimensional grid structure. WeakC-H?O inter-actions also play a role in the crystal packing. An intra-molecular hy-droxy-carboxyl-ate O-H?O hydrogen bond influences the conformation of the anion: the hydrogen-bonded fragment is almost planar, the maximum deviation from the mean plane being 0.059?(14)?Å. In the cation, the aromatic rings are almost perpendicular [dihedral angle = 84.94?(8)°] and the conformation of the O-C-C-N chain is gauche(-), the dihedral angle is -76.6?(2)°. The absolute configuration was assigned on the basis of known chirality of the parent compound.

SUBMITTER: Dayananda AS

PROVIDER: S-EPMC3344015 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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(R)-Doxylaminium (R,R)-tartrate.

Dayananda A S AS Dutkiewicz Grzegorz G Yathirajan H S HS Kubicki Maciej M

Acta crystallographica. Section E, Structure reports online 20120314 Pt 4

<h4>In the title compound (systematic name</h4>(R)-dimeth-yl{2-[1-phenyl-1-(pyridin-2-yl)eth-oxy]eth-yl}aza-nium (R,R)-3-carb-oxy-2,3-dihy-droxy-propano-ate), C(17)H(23)N(2)O(+)·C(4)H(5)O(6) (-), the doxylaminium cation is protonated at the N atom. The tartrate monoanions are linked by short, almost linear O-H⋯O hydrogen bonds into chains extended along [100]. These chains are inter-linked by anion-pyridine O-H⋯N hydrogen bonds into a two-dimensional grid structure. WeakC-H⋯O inter-actions also ...[more]

PMID: 22589924

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