Erythromycin A dimethyl sulfoxide disolvate 1.43-hydrate
The title compound, C37H67NO13·2C2H6OS·1.43H2O, is a macrolide antibiotic with better solubility and better dermal penetration abilities than erythromycin A itself. The asymmetric unit of this form contains one erythromycin A molecule, two dimethyl sulfoxide (DMSO) solvent...
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International Union of Crystallography
2012-03-01
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Series: | Acta Crystallographica Section E |
Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536812005223 |
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doaj-d8faca489e92430886a414c332e7bf472020-11-24T21:25:46ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682012-03-01683o700o70110.1107/S1600536812005223Erythromycin A dimethyl sulfoxide disolvate 1.43-hydrateJan W. BatsTanja K. TrepteJürgen BrüningMartin U. SchmidtThe title compound, C37H67NO13·2C2H6OS·1.43H2O, is a macrolide antibiotic with better solubility and better dermal penetration abilities than erythromycin A itself. The asymmetric unit of this form contains one erythromycin A molecule, two dimethyl sulfoxide (DMSO) solvent molecules, a fully occupied water molecule and a partially occupied water molecule with an occupancy factor of 0.432 (11). The 14-membered ring of the erythronolide fragment has a conformation which differs considerably from that in erythromycin A dihydrate [Stephenson, Stowell, Toma, Pfeiffer & Byrn (1997). J. Pharm. Sci. 86, 1239–1244]. One of the two DMSO molecules is disordered over two orientations; the orientation depends on the presence or absence of the second, partially occupied, water molecule. In the crystal, erythromycin molecules are connected by O—H...O hydrogen bonds involving the hydroxy groups and the fully occupied water molecule to form layers parallel to (010). These layers are connected along the b-axis direction only by a possible hydrogen-bonding contact involving the partially occupied water molecule.http://scripts.iucr.org/cgi-bin/paper?S1600536812005223 |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Jan W. Bats Tanja K. Trepte Jürgen Brüning Martin U. Schmidt |
spellingShingle |
Jan W. Bats Tanja K. Trepte Jürgen Brüning Martin U. Schmidt Erythromycin A dimethyl sulfoxide disolvate 1.43-hydrate Acta Crystallographica Section E |
author_facet |
Jan W. Bats Tanja K. Trepte Jürgen Brüning Martin U. Schmidt |
author_sort |
Jan W. Bats |
title |
Erythromycin A dimethyl sulfoxide disolvate 1.43-hydrate |
title_short |
Erythromycin A dimethyl sulfoxide disolvate 1.43-hydrate |
title_full |
Erythromycin A dimethyl sulfoxide disolvate 1.43-hydrate |
title_fullStr |
Erythromycin A dimethyl sulfoxide disolvate 1.43-hydrate |
title_full_unstemmed |
Erythromycin A dimethyl sulfoxide disolvate 1.43-hydrate |
title_sort |
erythromycin a dimethyl sulfoxide disolvate 1.43-hydrate |
publisher |
International Union of Crystallography |
series |
Acta Crystallographica Section E |
issn |
1600-5368 |
publishDate |
2012-03-01 |
description |
The title compound, C37H67NO13·2C2H6OS·1.43H2O, is a macrolide antibiotic with better solubility and better dermal penetration abilities than erythromycin A itself. The asymmetric unit of this form contains one erythromycin A molecule, two dimethyl sulfoxide (DMSO) solvent molecules, a fully occupied water molecule and a partially occupied water molecule with an occupancy factor of 0.432 (11). The 14-membered ring of the erythronolide fragment has a conformation which differs considerably from that in erythromycin A dihydrate [Stephenson, Stowell, Toma, Pfeiffer & Byrn (1997). J. Pharm. Sci. 86, 1239–1244]. One of the two DMSO molecules is disordered over two orientations; the orientation depends on the presence or absence of the second, partially occupied, water molecule. In the crystal, erythromycin molecules are connected by O—H...O hydrogen bonds involving the hydroxy groups and the fully occupied water molecule to form layers parallel to (010). These layers are connected along the b-axis direction only by a possible hydrogen-bonding contact involving the partially occupied water molecule. |
url |
http://scripts.iucr.org/cgi-bin/paper?S1600536812005223 |
work_keys_str_mv |
AT janwbats erythromycinadimethylsulfoxidedisolvate143hydrate AT tanjaktrepte erythromycinadimethylsulfoxidedisolvate143hydrate AT jamp252rgenbramp252ning erythromycinadimethylsulfoxidedisolvate143hydrate AT martinuschmidt erythromycinadimethylsulfoxidedisolvate143hydrate |
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