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Crystal structure of memantine-carb-oxy-borane.

ABSTRACT: The synthesis and crystal structure of the title compound, C13H24BNO2 [systematic name: 3,5-di-methyl-adamantanyl-amine-borane-carb-oxy-lic acid or N-(carb-oxy-boranyl-idene)-3,5-di-methyl-adamantan-1-amine], derived from the anti-Alzheimer's disease drug memantine is reported. The C-N-B-CO2 unit is almost planar (r.m.s. deviation = 0.095?Å). The extended structure shows typical carb-oxy-lic acid inversion dimers linked by pairwise O-H?O hydrogen bonds [O?O = 2.662?(3)?Å]. The amino group forms a weak N-H?O hydrogen bond [N?O = 3.011?(3)?Å], linking the dimers into [001] chains in the crystal. Highly disordered solvent mol-ecules were treated using the SQUEEZE routine of PLATON [Spek (2015 ?). Acta Cryst. C71, 9-18], which treats the electron density as a diffuse contribution without assignment of specific atom locations. A scattering contribution of 255 electrons was removed. The crystal studied was refined as a two-component twin.

SUBMITTER: Ayudhya TI

PROVIDER: S-EPMC6505612 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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Crystal structure of memantine-carb-oxy-borane.

Ayudhya Theppawut I TI Rheingold Arnold L AL Dingra Nin N NN

Acta crystallographica. Section E, Crystallographic communications 20190402 Pt 5

The synthesis and crystal structure of the title compound, C13H24BNO2 [systematic name: 3,5-di-methyl-adamantanyl-amine-borane-carb-oxy-lic acid or N-(carb-oxy-boranyl-idene)-3,5-di-methyl-adamantan-1-amine], derived from the anti-Alzheimer's disease drug memantine is reported. The C-N-B-CO2 unit is almost planar (r.m.s. deviation = 0.095 Å). The extended structure shows typical carb-oxy-lic acid inversion dimers linked by pairwise O-H⋯O hydroge ...[more]

PMID: 31110782

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