Chirality-dependent supramolecular synthons based on the 1,3-oxazolidin-2-one framework: chiral drugs mephenoxalone, metaxalone and 114 other examples

CrystEngComm ◽  
2020 ◽  
Vol 22 (43) ◽  
pp. 7252-7261 ◽  
Author(s):  
Alexander A. Bredikhin ◽  
Zemfira A. Bredikhina ◽  
Aidar T. Gubaidullin
Keyword(s):  
Crystal Structures ◽  
Muscle Relaxants ◽  
Chiral Drugs ◽  
Supramolecular Synthons

Analysis of the 119 crystal structures of 1,3-oxazolidin-2-one derivatives, including the chiral muscle relaxants mephenoxalone and metaxalone, showed that cyclic motifs dominate in racemic, and linear in single-enantiomeric, samples.

Three Crystal Structures of Terephthalic Acid Salts of Simple Amines

2009 ◽  
Vol 64 (7) ◽  
pp. 865-870 ◽  
Author(s):  
Peter G. Jones ◽  
Jerzy Ossowski ◽  
Piotr Kus ◽  
Ina Dix
Keyword(s):  
Oxygen Atom ◽  
Crystal Structures ◽  
Terephthalic Acid ◽  
Inversion Symmetry ◽  
Supramolecular Synthons ◽  
Twofold Axis ◽  
Water Oxygen ◽  
Water Oxygen Atom ◽  
Acid Salts

Diphenethylamine forms two adducts (1 : 1, 1a and 2 : 1, 1b) with terephthalic acid (H2TPA). The former is bis(diphenethylammonium)H2TPA・TPA2− and the latter is bis(diphenethylammonium) ・TPA2−. The amine cis-2,6-dimethylpiperidine forms a hydrated 2 : 1 adduct, bis(2,6-dimethylpiperidinium) ・TPA2−・H2O (2). The crystal structures of all three compounds were determined. All H2TPA and TPA2− residues display inversion symmetry, while the water oxygen atom of 2 lies on a twofold axis. Packing analyses have identified some supramolecular synthons known from related structures.

New Aryl Edge - Edge Packing Interactions Involving the N-Oxide Functional Group.

1999 ◽  
Vol 52 (11) ◽  
pp. 1047 ◽  
Author(s):  
Vi T. Nguyen ◽  
Marcia L. Scudder ◽  
A. Noman M. M. Rahman ◽  
Roger Bishop ◽  
Donald C. Craig
Keyword(s):  
Crystal Structures ◽  
Functional Group ◽  
Molecular Assembly ◽  
Potential Importance ◽  
Structural Analogue ◽  
Centrosymmetric Dimer ◽  
Supramolecular Synthons ◽  
Aryl Ring ◽  
X Ray ◽  
Packing Interactions

The X-ray crystal structures of 5b,6,12b,13-tetrahydropentaleno[1,2-b:4,5-b´]diquinoline 5,12-dioxide (5) and (6α,7α,14α,15α)-7,15-dibromo-6,7,14,15-tetrahydro-6,14-methanocycloocta[1,2-b:5,6-b´]diquinoline 5,13- dioxide (6) reveal two new packing modes of potential importance as supramolecular synthons for molecular assembly. Both involve intermolecular edge–edge association of an aryl ring and an N-oxide functionality. One is a bifurcated Ar–H···O(N)···H–Ar interaction which on repetition gives infinite chains of the molecules. The second is a 10-membered centrosymmetric dimer also involving Ar–H···O–N interactions but which merely links two neighbouring molecules of (6). The latter arrangement is a structural analogue of a recently reported dimeric centrosymmetric eight-membered Ar–H···N synthon.

Molecular symmetry and fluorine-containing supramolecular synthons as structure-differentiating agents in some “bridge-flipped” isomeric bis-benzylideneanilines

CrystEngComm ◽  
2014 ◽  
Vol 16 (31) ◽  
pp. 7226-7235 ◽  
Author(s):  
William H. Ojala ◽  
Barjeta Balidemaj ◽  
Jenna A. Johnson ◽  
Sarah N. Larson ◽  
Charles R. Ojala
Keyword(s):  
Crystal Structures ◽  
Molecular Symmetry ◽  
Supramolecular Synthons ◽  
Differentiating Agents

The non-isomorphous crystal structures of “bridge-flipped” isomers1–5are described and are compared to those of recently reported fluorinated benzylideneanilines.

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