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Crystal structure of norgestimate, C23H31NO3

Published online by Cambridge University Press:  28 September 2016

James A. Kaduk ,
Amy M. Gindhart  and
Thomas N. Blanton
James A. Kaduk*
Affiliation:
Illinois Institute of Technology, 3101 S. Dearborn Street, Chicago, 60616 Illinois North Central College, 30 N. Brainard Street, Naperville, 60540 Illinois
Amy M. Gindhart
Affiliation:
ICDD, 12 Campus Blvd., Newtown Square, 19073-3273 Pennsylvania
Thomas N. Blanton
Affiliation:
ICDD, 12 Campus Blvd., Newtown Square, 19073-3273 Pennsylvania
*
a)Author to whom correspondence should be addressed. Electronic mail: [email protected]
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Abstract

The crystal structure of norgestimate has been solved and refined using synchrotron X-ray powder diffraction data, and optimized using density functional techniques. Norgestimate crystallizes in space group P212121 (#19) with a = 11.523 67(9), b = 16.130 72(20), c = 22.247 93(20) Å, V = 4135.56(7) Å3, and Z = 8. There are two independent molecules in the asymmetric unit, with opposite conformations of the acetate groups. Molecule 2 is 7.3 kcal mole−1 lower in energy than molecule 1, and is in the minimum energy conformation. The hydroxyimine groups form O–H⋯O hydrogen bonds to the acetate carbonyl groups, resulting in two separate C(15) chains along the b-axis. The powder pattern is included in the Powder Diffraction File™ as entry 00-064-1503.

Keywords

density functional theorynorgestimatepowder diffractionRietveld refinement
Type
Technical Articles
Information
Powder Diffraction , Volume 31 , Issue 4 , December 2016 , pp. 274 - 278
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Copyright
Copyright © International Centre for Diffraction Data 2016 

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