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Crystal structure of sitagliptin dihydrogen phosphate monohydrate, C16H16F6N5O(H2PO4)(H2O)

Published online by Cambridge University Press:  11 November 2015

James A. Kaduk ,
Kai Zhong ,
Amy M. Gindhart  and
Thomas N. Blanton
James A. Kaduk*
Affiliation:
Illinois Institute of Technology, 3101 S. Dearborn St., Chicago, Illinois 60616
Kai Zhong
Affiliation:
ICDD, 12 Campus Blvd., Newtown Square, Pennsylvania 19073-3273
Amy M. Gindhart
Affiliation:
ICDD, 12 Campus Blvd., Newtown Square, Pennsylvania 19073-3273
Thomas N. Blanton
Affiliation:
ICDD, 12 Campus Blvd., Newtown Square, Pennsylvania 19073-3273
*
a)Author to whom correspondence should be addressed. Electronic mail: kaduk@polycrystallography.com
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Abstract

The crystal structure of sitagliptin dihydrogen phosphate monohydrate (sometimes referred to as sitagliptin phosphate monohydrate) has been solved and refined using synchrotron X-ray powder diffraction data, and optimized using density functional techniques. Sitagliptin dihydrogen phosphate monohydrate crystallizes in space group P212121 (#19) with a = 6.137 108(12), b = 9.304 018(14), c = 38.307 67(10) Å, V = 2187.359(8) Å3, and Z = 4. The sitagliptin cation folds so that the two planar portions are roughly parallel. The ammonium group of the sitagliptin cation, the phosphate anion, and the water molecule form a network of strong hydrogen bonds. The result is a two-dimensional network, parallel to the ab plane. Halfway between these hydrogen bond planes, there are planes of high fluorine density. The powder pattern is included in the Powder Diffraction File™ as entry 00-064-1500.

Keywords

sitagliptin phosphateJanuviapowder diffractionRietveld refinementdensity functional theory
Type
Technical Articles
Information
Powder Diffraction , Volume 30 , Issue 4 , December 2015 , pp. 349 - 356
Copyright
Copyright © International Centre for Diffraction Data 2015 

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