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Title: Crystal structures of three β-halolactic acids: hydrogen bonding resulting in differing Z ′
The crystal structures of three β-halolactic acids have been determined, namely, β-chlorolactic acid (systematic name: 3-chloro-2-hydroxypropanoic acid, C 3 H 5 ClO 3 ) (I), β-bromolactic acid (systematic name: 3-bromo-2-hydroxypropanoic acid, C 3 H 5 BrO 3 ) (II), and β-iodolactic acid (systematic name: 2-hydroxy-3-iodopropanoic acid, C 3 H 5 IO 3 ) (III). The number of molecules in the asymmetric unit of each crystal structure ( Z ′) was found to be two for I and II, and one for III, making I and II isostructural and III unique. The difference between the molecules in the asymmetric units of I and II is due to the direction of the hydrogen bond of the alcohol group to a neighboring molecule. Molecular packing shows that each structure has alternating layers of intermolecular hydrogen bonding and halogen–halogen interactions. Hirshfeld surfaces and two-dimensional fingerprint plots were analyzed to further explore the intermolecular interactions of these structures. In I and II, energy minimization is achieved by lowering of the symmetry to adopt two independent molecular conformations in the asymmetric unit.  more » « less
Award ID(s):
2113536
NSF-PAR ID:
10338183
Author(s) / Creator(s):
; ; ; ;
Date Published:
Journal Name:
Acta Crystallographica Section C Structural Chemistry
Volume:
78
Issue:
4
ISSN:
2053-2296
Page Range / eLocation ID:
257 to 264
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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