metal-organic compounds
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The CuII atom in the title compound, [Cu(C16H10ClN2O)2], is located on an inversion center and is tetracoordinated by two N and two O atoms from two bidentate 1-[(E)-(2-chlorophenyl)diazenyl]naphthalen-2-olate ligands, forming a square-planar complex. In the crystal, molecules are linked via weak C—HO and C—HCl hydrogen bonds, forming chains propagating along [010]. There are also π–π interactions present involving adjacent naphthalene rings [centroid–centroid distance = 3.661 (13) Å].
organic compounds
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In the title compound, C16H12N2O2·0.5CH3OH, the H atom of the –OH group has been transfered to the N atom in the azo group, forming a zwitterion. Hence, there is an intramolecular N—HO, rather than an O—HN, hydrogen bond in the molecule. The molecule is almost planar, the dihedral angle between the benzene ring and the mean plane of the naphthalene ring system being 4.51 (6)°. In the crystal, molecules are linked to and bridged by O—HO hydrogen bonds involving the methanol molecule, which is located about a twofold rotation axis, and hence half-occupied, forming zigzag chains along [001]. Molecules are also linked via C—Hπ and π–π interactions, the latter involving adjacent benzene and naphthalene rings and having a centroid–centroid distance of 3.6616 (13) Å, forming a three-dimensional network.
organic compounds
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The title compound, C18H14N2O2, crystallized with two independent zwitterion molecules (A and B) in the asymmetric unit. They are both close to planar, the dihedral angle between the benzene ring and naphthalene ring system being 4.30 (9)° in A and 4.69 (9)° in B. Each molecule has an E conformation with respect to the azo double bond. In each of the independent molecules, an intramolecular N—HO hydrogen bond forms an S(6) ring motif. In the crystal, molecules are linked via C—HO hydrogen bonds, forming –A—A—A– and –B—B—B– chains parallel to one another and propagating along the a-axis direction. There are also π–π interactions between adjacent molecules involving benzene and naphthalene rings [centroid–centroid distance of 3.626 (3) Å for adjacent A molecules and 3.652 (3) Å for adjacent B molecules].
organic compounds
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The title azo molecule, C16H9Br3N2O, adopts a trans conformation with respect to the azo N=N double bond. An intramolecular O—HN hydrogen bond forms an S(6) ring motif. The dihedral angle between the naphthalene ring system and the benzene ring is 33.80 (16)°. In the crystal, molecules are stacked in columns along the a axis by π–π interactions [centroid–centroid distances = 3.815 (3) and 3.990 (3) Å].
organic compounds
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The title zwitterion, C17H14N2O2, crystallizes with two independent molecules in the asymmetric unit, both of which are approximately planar, the dihedral angles between the benzene ring and the naphthalene ring system being 4.39 (12)° in one molecule and 5.83 (12)° in the other, and show an E conformation with respect to the azo double bond. An intramolecular N—HO hydrogen bond in each molecule helps to establish their near planar conformation. In the crystal, molecules are linked through O—HO hydrogen bonds into infinite chains running along the a-axis direction. In addition, the chains are stacked along the b axis via π–π interactions between the benzene and the naphthalene rings of adjacent molecules, the centroid–centroid distances being 3.722 (3) and 3.823 (4) Å.
organic compounds
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In the title zwitterionic compound, C16H12N2O, the dihedral angle between the phenyl ring and the naphthalene ring system is 17.85 (8)°; an intramolecular N—HO hydrogen bond occurs. In the crystal, π–π stacking is observed between naphthalene ring systems of adjacent molecules, the centroid–centroid distance being 3.6486 (11) Å.
organic compounds
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In the title zwitterion, C17H12N2O2, the dihedral angle between the benzene ring and naphthalene ring system is 11.76 (7)° and an intramolecular N—HO hydrogen bond exists. In the crystal, molecules are linked via pairs of C—HO hydrogen bonds, forming inversion dimers.