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. 2023 May 5;8(Pt 5):x230378.
doi: 10.1107/S2414314623003784. eCollection 2023 May.

N-Methyl-serotonin hydrogen oxalate

Marilyn Naeem  1 , Nicholas A Anas  2 , Andrew R Chadeayne  2 , James A Golen  1 , David R Manke  1
Affiliations

N-Methyl-serotonin hydrogen oxalate

Marilyn Naeem et al. IUCrdata. .

Abstract

The solid-state structure of N-methyl-serotonin {systematic name: [2-(5-hy-droxy-1H-indol-3-yl)eth-yl](meth-yl)aza-nium hydrogen oxalate}, C11H15N2O+·C2HO4 -, is reported. The structure possesses a singly protonated N-methylserotonin cation and one hydrogen oxalate anion in the asymmetric unit. In the crystal, the mol-ecules are linked by N-H⋯O and O-H⋯O hydrogen bonds into a three-dimensional network.

Keywords: crystal structure; hydrogen bonding; indoles; tryptamines.

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Figures

Figure 1
Figure 1
The mol­ecular structure of 5-hy­droxy-N-methyl­tryptammonium hydrogen oxalate showing the atomic labeling. Displacement ellipsoids are drawn at the 50% probability level. Hydrogen bonds are shown as dashed lines.
Figure 2
Figure 2
The crystal packing of 5-hy­droxy-N-methyl­tryptammonium hydrogen oxalate shown along the a-axis. Hydrogen bonds are shown as dashed lines. H atoms not involved in hydrogen bonding are omitted for clarity.
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References

    1. Amit, A., Mester, L., Klewe, B. & Furberg, S. (1978). Acta Chem. Scand. 32a, 267–270.
    1. Barker, S. A., McIlhenny, E. H. & Strassman, R. (2012). Drug Test. Anal. 4, 617–635. - PubMed
    1. Bergin, R., Carlström, D., Falkenberg, G. & Ringertz, H. (1968). Acta Cryst. B24, 882.
    1. Bhattacharya, S. K. & Sanyal, A. K. (1972). Naturwissenshcaften, 59, 650-651. - PubMed
    1. Bruker (2021). APEX4 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.

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