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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.

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The crystal packing of the title compound, C13H19NO·0.33C7H8, shows a channel at [001], which contains grossly disordered toluene solvent mol­ecules. The angle between the benzene ring and the mean plane of the formamide group is 71.1 (1)°. The amide groups of neighbouring mol­ecules are connected by N—H...O hydrogen bonds, forming 21 helical chains propagating along [001]. Mol­ecules are also connected by weak inter­molecular C—H...O hydrogen bonds, forming 61 helices.

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In the title molecule, C18H17N5O2, the dihedral angle between the benzene plane and the benzimidazole plane is 19.8 (1)° and the angle between the benzene plane and the triazole plane is 16.7 (1)°. In the crystal, mol­ecules are connected by O—H...N hydrogen bonds, forming zigzag chains along the c-axis direction. The chains are connected by bifurcated N—H...(N,N) hydrogen bonds into layers parallel to (100). These layers are connected along the a-axis direction by weak C—H...O contacts, forming a three-dimensional network.
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