The crystal structures of the α' and β forms of <scp>D</scp>-mannitol

Berman, Helen M.; Jeffrey, G. A.; Rosenstein, R. D.

doi:10.1107/s0567740868002530

Cited by 101 publications

(52 citation statements)

References 3 publications

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“…The remainder of the carbon atoms of the hexitol chain, each of which is involved in a 1,3-dioxolane ring, have bond angles (Table 3) which are nearly commensurate with those of DL (7), and the P (8) and K (9) forms of mannitol; the C(3)-C(4)-C(5) bond angle is -lo3 larger and the C(4)-C(5)-C(6) bond angle is -lo smaller, relative to those compounds. A salient feature of 2 in the crystalline state is the proximity of C(l), C(2), and C(3) ( Table 3).…”

Section: Resultsmentioning

confidence: 95%

X-Ray structure determination of 1,2-anhydro-3,4:5,6-di-O-isopropylidene-1-C-nitro-D-mannitol

Szarek¹,

Hay²,

Sood³

et al. 1988

Can. J. Chem.

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The structure of the major product of the reaction of 1,2-dideoxy-3,4:5,6-di-O-isopropylidene-l-C-nitro-~-arabino-hex-1-enitol with 30% hydrogen peroxide and aqueous sodium hydrogencarbonate has been confirmed by X-ray crystallography to be that of 1,2-anhydro-3,4:5,6-di-0-isopropylidene-1 C-no-D-mannitol (2). The crystal structure of 2, C 12H 19N07, is orthorhombic, P212121, with cell dimensions a = 10.269(3), b = 15.115(7), c = 9.295(8) A, and Z = 4. The calculated density is D, = 1.336 gcm-3. The structure was solved by direct methods and refined to a residual R = 0.052. ' The molecule has a 2G-conformation having bond lengths and angles in agreement with those observed in related structures, except for the C(1)-C(2), C(2)-C(3), and O(2N)-N bond distances which were found to be unusually small. [Traduit par la revue]

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Section: Resultsmentioning

confidence: 95%

X-Ray structure determination of 1,2-anhydro-3,4:5,6-di-O-isopropylidene-1-C-nitro-D-mannitol

Szarek¹,

Hay²,

Sood³

et al. 1988

Can. J. Chem.

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“…4, the corresponding segments of Darabinitol and D-mannitol (Berman, Jeffrey & Rosenstein, 1968;Kim, Jeffrey & Rosenstein, 1968)have the same conformation as the meso-erythritol molecule.…”

Section: Discussionmentioning

confidence: 99%

The crystal structure of D,L-arabinitol

Hunter¹,

Rosenstein²

1968

Acta Crystallogr Sect B

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The crystal structure of D,L-arabinitol, CsH7(OH)s, was derived from the three-dimensional E2-1 Patterson function by means of minimum functions. The structure was refined anisotropically by least squares to an R value of 0.037 for 557 reflections. The lattice parameters are a= 9.213(1), b=4.855(2) and c= 15-490(2)/~ (Z= 4). The D and L molecules are related by glide planes in the space group Pna21. The molecule has a planar zigzag carbon chain with oxygen atoms above and below the plane. All oxygen atoms are involved in a three-dimensional hydrogen-bonding scheme consisting of chains coiled around the screw axes.

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“…It is pertinent to ask why such conformational dimorphism, involving the presence or absence of intramolecular hydrogen bonding, has not been observed in any of the 11 alditol structures that have been studied, which included three polymorphic forms of mannitol (Kim, Jeffrey & Rosenstein, 1968;Berman, Jeffrey & Rosenstein, 1968). The explanation may lie in the observation that the sugar alcohols are hydrogen bonded intermolecularly so that, in general, each hydroxyl both donates and accepts hydrogen bonds.…”

Section: A-form B-formmentioning

confidence: 99%