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In the title compound, C18H13ClN2OS·CH3OH, the dihedral angle between the benzimidazole group and the naphth­yloxy moiety [82.89 (5)°] very near to orthogonality. The H atom in the five-membered ring is disordered with equal occupancies at the two N atoms and the H atom of the methano­lic hy­droxy group is disordered with equal occupancies over two sites at the O atom. The methanol mol­ecule acts as a hydrogen-bond acceptor for the amino H atom and donates a hydrogen bond to the nonprotonated ring N atom. As a result, chains are formed running along the a axis.

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The asymmetric unit of the title compound, C17H14N2S, consists of two crystallographically independent mol­ecules with similar conformations. The dihedral angles between the phenyl rings are 89.32 (5) and 82.80 (5)° in the two mol­ecules. In the crystal, mol­ecules are linked by C—H...π inter­actions, forming a three-dimensional network.

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The asymmetric unit of the title compound, C19H23FN3O3+·Cl·2H2O [systematic name: 4-(3-carb­oxy-1-cyclo­propyl-6-fluoro-4-oxo-1,4-di­hydro­quin­o­lin-7-yl)-1-ethyl­piperazin-1-ium chloride dihydrate], consists of two independent monocations of the protonated enrofloxacin, two chloride anions and four water mol­ecules. In the cations, the piperazinium rings adopt chair conformations and the dihedral angles between the cyclo­propyl ring and the 10-membered quinoline ring system are 56.55 (2) and 51.11 (2)°. An intra­molecular O—H...O hydrogen bond is observed in each cation. In the crystal, the components are connected via O—H...Cl, N—H...Cl and O—H...O hydrogen bonds, and a π–π inter­action between the benzene rings [centroid–centroid distance = 3.6726 (13) Å], resulting in a three-dimensional array.

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The title compound, C19H15N3O2, shows an E conformation of the imine bond. The dihedral angle between the planes of the phenyl rings in the di­phenyl­hydrazine groups is 88.52 (4)°. The 2-nitro­benzene ring shows a torsion angle of 10.17 (8)° with the C=N—N plane. A short intra­molecular C—H...O contact occurs. In the crystal, only van der Waals contacts occur between the mol­ecules.

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The mol­ecular conformation of the title compound, C14H18N2O3S2, is stabilized by intra­molecular N—H...N and C—H...O hydrogen bonds. The crystal packing is characterized by a series of C—H...O hydrogen bonds, resulting in a three-dimensional network.
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