Structure and absolute configuration of 9-desoxy-9-chloroquinine, C20H23N2OCl

Mazhar-ul-Haque; Jamil Ahmed; William Horne; Ghulam A. Miana; Hassan M.G. Al-Hazimi; Hassan B. Amin

doi:10.1007/BF01161105

Structure and absolute configuration of 9-desoxy-9-chloroquinine, C₂₀H₂₃N₂OCl

Mazhar-ul-Haque^*
, Jamil Ahmed
, William Horne
, Ghulam A. Miana
, Hassan M.G. Al-Hazimi
, Hassan B. Amin

^*Corresponding author for this work

King Fahd University of Petroleum & Minerals

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

The title compound crystallizes in the orthorhombic space group p2₁2₁2₁:a=8.674(1), b=8.944(1), c=23.255(4) Å, Z=4. The structure was solved by direct methods, and refined by full-matrix least squares to R=0.047 for 1472 observed reflections. Determination of the absolute configuration [S at C(9)] enabled a discrepancy in the literature concerning the stereochemical outcome of the reaction between SOCl₂ and quinine to be resolved.

Original language	English
Pages (from-to)	169-179
Number of pages	11
Journal	Journal of Crystallographic and Spectroscopic Research
Volume	16
Issue number	2
DOIs	https://doi.org/10.1007/BF01161105
State	Published - Apr 1986

ASJC Scopus subject areas

Structural Biology
Condensed Matter Physics
Spectroscopy

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10.1007/BF01161105

Cite this

@article{d8b5423fb5e24dc897a11cc4ef583beb,

title = "Structure and absolute configuration of 9-desoxy-9-chloroquinine, C20H23N2OCl",

abstract = "The title compound crystallizes in the orthorhombic space group p212121:a=8.674(1), b=8.944(1), c=23.255(4) {\AA}, Z=4. The structure was solved by direct methods, and refined by full-matrix least squares to R=0.047 for 1472 observed reflections. Determination of the absolute configuration [S at C(9)] enabled a discrepancy in the literature concerning the stereochemical outcome of the reaction between SOCl2 and quinine to be resolved.",

author = "Mazhar-ul-Haque and Jamil Ahmed and William Horne and Miana, \{Ghulam A.\} and Al-Hazimi, \{Hassan M.G.\} and Amin, \{Hassan B.\}",

year = "1986",

month = apr,

doi = "10.1007/BF01161105",

language = "English",

volume = "16",

pages = "169--179",

journal = "Journal of Crystallographic and Spectroscopic Research",

issn = "0277-8068",

publisher = "Springer New York",

number = "2",

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TY - JOUR

T1 - Structure and absolute configuration of 9-desoxy-9-chloroquinine, C20H23N2OCl

AU - Mazhar-ul-Haque,

AU - Ahmed, Jamil

AU - Horne, William

AU - Miana, Ghulam A.

AU - Al-Hazimi, Hassan M.G.

AU - Amin, Hassan B.

PY - 1986/4

Y1 - 1986/4

N2 - The title compound crystallizes in the orthorhombic space group p212121:a=8.674(1), b=8.944(1), c=23.255(4) Å, Z=4. The structure was solved by direct methods, and refined by full-matrix least squares to R=0.047 for 1472 observed reflections. Determination of the absolute configuration [S at C(9)] enabled a discrepancy in the literature concerning the stereochemical outcome of the reaction between SOCl2 and quinine to be resolved.

AB - The title compound crystallizes in the orthorhombic space group p212121:a=8.674(1), b=8.944(1), c=23.255(4) Å, Z=4. The structure was solved by direct methods, and refined by full-matrix least squares to R=0.047 for 1472 observed reflections. Determination of the absolute configuration [S at C(9)] enabled a discrepancy in the literature concerning the stereochemical outcome of the reaction between SOCl2 and quinine to be resolved.

UR - https://www.scopus.com/pages/publications/34250126548

U2 - 10.1007/BF01161105

DO - 10.1007/BF01161105

M3 - Article

AN - SCOPUS:34250126548

SN - 0277-8068

VL - 16

SP - 169

EP - 179

JO - Journal of Crystallographic and Spectroscopic Research

JF - Journal of Crystallographic and Spectroscopic Research

IS - 2