A new pseudopolymorph of berberine chloride: crystal structure and Hirshfeld surface analysis

Tatiana Kornilova; Viktor Glebov; Raúl Castañeda; Tatiana V Timofeeva

doi:10.1107/S2056989022003309

A new pseudopolymorph of berberine chloride: crystal structure and Hirshfeld surface analysis

Acta Crystallogr E Crystallogr Commun. 2022 Apr 5;78(Pt 5):468-472. doi: 10.1107/S2056989022003309. eCollection 2022 May 1.

Authors

Tatiana Kornilova¹, Viktor Glebov¹, Raúl Castañeda¹, Tatiana V Timofeeva¹

Affiliation

¹ New Mexico Highlands University, 1005 Diamond Ave., Las Vegas NM, 87701, USA.

Abstract

A new pseudopolymorph of berberine, 9,10-dimeth-oxy-5,6-di-hydro-2H-7λ⁵-[1,3]dioxolo[4,5-g]iso-quinolino-[3,2-a]isoquinolin-7-ylium chloride methanol monosolvate, C₂₀H₁₈NO₄ ⁺·Cl^-·CH₃OH, was obtained during co-crystallization of berberine chloride with malonic acid from methanol. The berberine cations form dimers, which are further packed in stacks. The title structure was compared with other reported solvates of berberine chloride: its dihydrate, tetra-hydrate, and ethanol solvate hemihydrate. Hirshfeld analysis was performed to show the inter-molecular inter-actions in the crystal structure of the title compound, and its fingerprint plots were compared with those of the already studied solvates.

Keywords: Hirshfeld surface analysis; crystal structure; methanol solvate; stacking interactions.

Grants and funding

Funding for this research was provided by: National Science Foundation, Directorate for Mathematical and Physical Sciences (PREM No. 1523611); National Science Foundation, Directorate for Mathematical and Physical Sciences (PREM No. 2122108).