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Crystal pseudopolymorphism of secnidazole bulk drug, C7H11N3O3

Published online by Cambridge University Press:  10 January 2013

Héctor Novoa de Armas ,
Rolando González Hernández ,
Anailien Boza Rivera ,
Ramón Pomés Hernández  and
Irminia Herrera Martínez
Héctor Novoa de Armas*
Affiliation:
Center of Pharmaceutical Chemistry, Analytical Department, P.O. Box 16042, Havana, Cuba
Rolando González Hernández
Affiliation:
Center of Pharmaceutical Chemistry, Analytical Department, P.O. Box 16042, Havana, Cuba
Anailien Boza Rivera
Affiliation:
Center of Pharmaceutical Chemistry, Analytical Department, P.O. Box 16042, Havana, Cuba
Ramón Pomés Hernández
Affiliation:
National Center for Scientific Research, P.O. Box 6990, Havana, Cuba
Irminia Herrera Martínez
Affiliation:
Central Forensic Laboratory, Zulueta E/e Muralla y Teniente Rey, Havana, Cuba
*
a)Author to whom correspondence should be addressed. Present address: Katholieke Universiteit Leuven (KUL). Faculteit Farmaceutische Wetenschappen. Laboratorium voor Analytische Chemie en Medicinale Fysicochemie. Van Evenstraat 4, 3000 Leuven, Belgium. E-mail: hector.novoa@farm.kuleuven.ac.be
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Abstract

An indexed powder diffraction pattern and related crystallographic data are reported for secnidazole [C7H11N3O3, IUPAC name: 1-(2-hydroxypropyl)-2-methyl-5-nitroimidazole], which is not represented in the Powder Diffraction File. The unit cell dimensions were determined from diffractometer methods, using monochromatic CuKα1 radiation, and evaluated by indexing programs. The monoclinic cell found for 1-(2-hydroxypropyl)-2-methyl-5-nitroimidazole is: a=12.426(2) Å, b=12.173(2) Å, c=6.656(1) Å, β=100.19(1)°, Z=4, space group P21/c (No. 14), Dx=1.271 g/cm3. Crystallization of an anhydrous powdered sample of secnidazole in a buffer solution of Na2B4O7 and NaOH (pH 10.4) resulted in crystals that contained water of crystallization, as shown by single crystal structure determination. Secnidazole exhibits crystal pseudopolymorphism, because the experimental powder pattern of the anhydrous form and the calculated pattern from the structure determination of the hydrate form are similar. Observed powder diffraction data for this drug were interpreted with the aid of a calculated pattern based upon the crystal structure determined. The cell found by TREOR90P for anhydrous secnidazole is in good agreement with that of the hemihydrate form determined from single crystal diffraction: a=12.424(2) Å, b=12.187(2) Å, c=6.662(1) Å, β=100.9(1)°; Z=4.

Keywords

X-ray powder diffractionsecnidazolepolymorphismindexingsingle crystal diffraction
Type
Research Article
Information
Powder Diffraction , Volume 14 , Issue 2 , June 1999 , pp. 136 - 141
Copyright
Copyright © Cambridge University Press 1999

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