𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Crystal and molecular structure of N-(n-octyl)-6-deoxy-d-gluconamide: a novel packing of amphiphilic molecules

✍ Scribed by Roswitha Herbst; Thomas Steiner; Beate Pfannemüller; Wolfram Saenger

Publisher
Elsevier Science
Year
1995
Tongue
English
Weight
574 KB
Volume
269
Category
Article
ISSN
0008-6215

No coin nor oath required. For personal study only.

✦ Synopsis

N-(n-Octyl)-6-deoxy-D-gluconamide crystallizes in the orthorhombic space group P212121, with a = 5.4524(5), b = 16.662(3), and c = 36.897(5) ,~. The structure was determined by X-ray diffraction and refined to R = 9.2%. The asymmetric crystal unit contains two molecules (A,B) with significantly different conformations. In contrast to the crystal structures of the N-(n-alkyl)-D-gluconamide family, in which the molecules were found arranged in head-to-tail monolayers, molecules A and B form a complex motif with pairwise alternating orientations and interdigitating antiparallel aliphatic chains. The two symmetry independent molecules form considerably different hydrogen bond patterns.

📜 SIMILAR VOLUMES

Molecular and crystal structure of the b
Molecular and crystal structure of the bola-amphiphile N-[8-(d-gluconamido)octyl]-d-gluconamide
✍ Anke Müller-Fahrnow; Wolfram Saenger; Detlef Fritsch; Peter Schnieder; Jürgen-Hi 📂 Article 📅 1993 🏛 Elsevier Science 🌐 English ⚖ 619 KB

The crystal structure of the title compound [5; space group P2,; a = 8.375(5). b = 51.52(2), c = 5.647(3) A; p = 89.64( 4)"] was determined by X-ray diffraction methods and refined to R = 0.107. There are two molecules in the asymmetric unit, which adopt nearly identical conformations. Each molecul

Amphiphilic properties of synthetic glyc
Amphiphilic properties of synthetic glycolipids based on amide linkages. II. Crystal and molecular structure of N-(n-octyl)-D-gluconamide, an amphiphilic molecule in head-to-tail packing mode
✍ V. Zabel; A. Müller-Fahrnow; R. Hilgenfeld; W. Saenger; B. Pfannemüller; V. Enke 📂 Article 📅 1986 🏛 Elsevier Science 🌐 English ⚖ 617 KB

The crystal structure of N-(n-octyl)-D-gluconamide (space group P2t, a = 5.252(1), b = 32.426(9), c = 4.805(1)~, # = 94.96(5) °) was determined by X-ray diffraction methods and refined to R = 0.046. The molecules are V-shaped and occur in an all-trans conformation for both the aliphatic and D-glucos

The crystal structure and thermotropic l
The crystal structure and thermotropic liquid-crystal properties of N-n-undecyl-d-gluconamide
✍ George A. Jeffrey; Hanna Maluszynska 📂 Article 📅 1990 🏛 Elsevier Science 🌐 English ⚖ 725 KB

N-n-Undecyl-D-gluconamide, C17H35O6, crystallizes in space group P1, with one molecule in a unit cell a = 5.2267(6), b = 19.628(9), c = 4.7810(4) A, alpha = 93.23(2), beta = 95.60(1), gamma = 89.58(2) degrees, V = 487.35 A3, Dx = 1.19 g.cm-3. The crystal lattice is isostructural with N-n-heptyl-D-gl

Molecular and crystal structure of N-(2-
Molecular and crystal structure of N-(2-deoxy-d-aldohexos-2-yl)-glycines (Heyns compounds)
✍ Valeri V. Mossine; Charles L. Barnes; Gennadi V. Glinsky; Milton S. Feather 📂 Article 📅 1996 🏛 Elsevier Science 🌐 English ⚖ 746 KB

Heyns compounds, 2-carboxymethylamino-2-deoxy-D-glucose (1), -mannose (2), and -galactose (3), were prepared by N-carboxymethylation of the corresponding hexosamines and 1 was also prepared via the reaction of D-fructose with glycine. Both 1 and 3 crystallize from aqueous solutions as zwitterions in

The X-ray crystal structure of N-(1-octy
The X-ray crystal structure of N-(1-octyl)-d-talonamide and a consideration of its hydrogen-bonding scheme
✍ Christoph André; Peter Luger; Sönke Svenson; Jürgen-Hinrich Fuhrhop 📂 Article 📅 1993 🏛 Elsevier Science 🌐 English ⚖ 619 KB

The crystal structure of N-(l-octyl)-o-talonamide [space group P2,2,21, a = 914.0(2), b = 581.4(l), c =6257(l) pm] shows two independent molecules in the asymmetric unit. The oligomethylene chains of both molecules are extended. The talonic acid moieties have a gauche-bend along C-l-C-2-C-3-C-4 ther

The X-ray crystal structure of N-trideca
The X-ray crystal structure of N-trideca-5,7-diyne-d-gluconamide at 295, 100 and 20 K: a superstructure-forming synthetic glycolipid
✍ Christoph André; Peter Luger; Jürgen-Hinrich Fuhrhop 📂 Article 📅 1994 🏛 Elsevier Science 🌐 English ⚖ 701 KB

The X-ray crystal structure of N-trideca-5,7-diyne-D-gluconamide was determined at 295, 100 and 20 K (space group PI, a=4.811(1)/4.775(4)/4.774(3), b=5.160(1)/5.098(3)/5.087(2), c=21.820(5)/21.54(1)/21.458(9) .~,, u= 92.44(2)/92.91(4)/93.02(4), /~= 107.76(2)/109.20(6)/109.57(5), ),=96.74(2)/96.81(5)