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Journal of Structural Chemistry

, Volume 50, Issue 1, pp 190–194 | Cite as

On the absolute configuration of matrine: Crystal structure of matrin-1-IUM-trichlorozincate

  • Z. M. Jin
  • L. L. Ma
  • W. X. Wei
  • Y. Q. Li
Article

Abstract

The title compound crystallizes in the monoclinic space group P21 with a = 7.804(1)Å, b = 13.597(2) Å c = 9.093(1) Å, β= 108.41(1)°, V = 915.5(2)Å3, Z = 4, R = 0.0231, wR2 = 0.0475 (Siemens P4 diffractometer with MoK α radiation, 3994 reflections collected at room temperature, 204 parameters refined). It is a zwitterionic complex (having Zn-O coordination bond of 2.003(2) Å) with a positive charge on the N1 atom of matrine molecule and a negative charge on the ZnCl3 group. In the matrine molecule, N16 and H11 atoms are located on the opposite sides of the plane defined by C11, C15, C17 atoms and deviate from the plane by 0.075(3) Å and 0.839(3) Å, respectively, indicating a trans C-D ring junction. Therefore, the compound can be named trans-matrine. The D ring of matrinium demonstrates a distorted sofa conformation, while the other rings adopt chair forms. The A-B, A-C, B-C and C-D ring pairs have trans, cis, cis and trans junctions, respectively. The absolute configuration of the matrine molecule is 1S, 5S, 6S, 7S, 11R, 16R.

Keywords

Matrine trans-matrine absolute configuration Sophora flavescens IR spectroscopy 

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Copyright information

© Pleiades Publishing, Ltd. 2009

Authors and Affiliations

  1. 1.College of Pharmaceutical SciencesZhejiang University of TechnologyHangzhouP. R. China
  2. 2.School of Chemistry and Chemical EngineeringGuangxi UniversityNanningP. R. China

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