Crystal structure and IR spectrum of 1- O- α- d-glucopyranosyl- d-mannitol–ethanol (2/1)

Abstract

1- O- α- d-Glucopyranosyl- d-mannitol–ethanol (2/1), (C 12H 24O 11) 2–C 2H 5OH, crystallizes in the monoclinic space group P2 1 with unit cell dimensions a=11.4230(8) Å, b=9.525(4) Å, c=15.854(2) Å, β=102.751(7)° and V=1682.4(7) Å 3, Z=2, D x =1.45 Mg m −3, λ (Mo-K α )=0.71069 Å, μ=0.128 mm −1, F(000)=788 and T=293(2) K. The structure was solved by direct methods and refined by least-squares calculations on F 2 to R 1=0.0371[ I>2 σ( I)], and 0.0930 (all data, 3542 independent reflections, R int=0.021). There are two molecules of glucopyranosylmannitol (GPM) and one ethanol molecule in the asymmetric unit, and the glucopyranosyl ring adopts a chair conformation in both GPM molecules. Bond lengths and angles accord well with the mean values of related structures. The conformation along the mannitol side chain for one of the GPM molecules was the same as for the known polymorphs of d-mannitol, while the conformation of the other molecule was different, indicating different conformational arrangements in the terminal carbon atoms of the mannitol side chains of the two GPM molecules. The structure in 1- O- α- d-glucopyranosyl- d-mannitol–ethanol (2/1) is held together by a very complex hydrogen bonding system, which consists of an infinte chain propagating along the b-axis and a discontinuous chain, which binds the ethanol molecule to the structure. The FTIR spectra for anhydrous GPM, GPM dihydrate and GPM–ethanol (2/1) were recorded. Both IR and X-ray results indicate the extensive hydrogen bonding in crystalline state.