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1.  Bis{(E)-2-[(2-chloro-3-pyrid­yl)imino­meth­yl]-6-meth­oxy­phenolato-κ2 N,O 1}copper(II) 
In the title mononuclear copper(II) complex, [Cu(C13H10ClN2O2)2], the CuII ion, lying on an inversion center, is four-coordinated in a trans-CuN2O2 square-planar geometry by two phenolate O and two imino N atoms from two symmetry-related N,O-bidentate Schiff base ligands. The shortest Cu⋯Cu distance is 7.5743 (9) Å. However, there are weak intra­molecular electrostatic inter­actions between the Cu atom and the Cl atom of the ligand, with a Cu⋯Cl distance of 3.3845 (9) Å.
doi:10.1107/S1600536810052414
PMCID: PMC3050418  PMID: 21522606
2.  Bis{(E)-2-[1-(eth­oxy­imino)­eth­yl]-1-naphtho­lato-κ2 N,O 1}copper(II) 
In the title complex, [Cu(C14H14NO2)2], the discrete complex mol­ecules have crystallographic inversion symmetry. The slightly distorted square-planar coordination sphere of the CuII atom comprises two phenolate O atoms and two oxime N atoms from two bidentate–chelate 2-[1-(eth­oxy­imino)­eth­yl]-1-naphtho­late O-ethyl oxime (L −) ligands [Cu—O = 1.8919 (17) Å and Cu—N = 1.988 (2) Å]. The two naphthalene ring systems in the mol­ecule are parallel, with a perpendicular inter­planar spacing of 1.473 (2) Å, while each complex unit forms links to four other mol­ecules via inter­molecular methyl C—H⋯π inter­actions, giving an infinite cross-linked layered supra­molecular structure
doi:10.1107/S1600536810047574
PMCID: PMC3011585  PMID: 21589300
3.  4-Bromo-2-({4-[(hy­droxy­imino)­meth­yl]phen­yl}imino­meth­yl)phenol 
In the title compound, C14H11BrN2O2, the mean planes of the two benzene rings are almost parallel to each other, making a dihedral angle of 4.09 (1)°. An intra­molecular O—H⋯N hydrogen bond occurs. In the crystal, inter­molecular O—H⋯N and C—H⋯O hydrogen bonds link the mol­ecules into a chain-like supra­molecular structure.
doi:10.1107/S160053681002698X
PMCID: PMC3007216  PMID: 21588325
4.  2,2′-[Octane-1,8-diyldioxy­bis(nitrilo­methyl­idyne)]diphenol 
The complete mol­ecule of the title compound, C22H28N2O4, is generated by a crystallographic inversion centre at the mid-point of the central C—C bond. The two benzene rings are parallel to each other with a perpendicular inter­planar spacing of 1.488 (2) Å. Intra­molecular O—H⋯N hydrogen bonds generate two six-membered rings with S(6) motifs. In the crystal, weak inter­molecular C—H⋯O hydrogen bonds link neighbouring mol­ecules into an infinite three-dimensional network, which is further stabilized by weak C—H⋯π inter­actions.
doi:10.1107/S160053680905466X
PMCID: PMC2980204  PMID: 21580119
5.  Bis[(E)-4-bromo-2-(ethoxy­imino­meth­yl)phenolato-κ2 N,O 1]copper(II) 
The title compound, [Cu(C9H9BrNO2)2], is a centrosymmetric mononuclear copper(II) complex. The Cu atom is four-coordinated in a trans-CuN2O2 square-planar geometry by two phenolate O and two oxime N atoms from two symmetry-related N,O-bidentate (E)-4-bromo-2-(ethoxy­imino­meth­yl)phenolate oxime-type ligands. An inter­esting feature of the crystal structure is the centrosymmetric inter­molecular Cu⋯O inter­action [3.382 (1) Å], which establishes an infinite chain structure along the b axis.
doi:10.1107/S160053680904433X
PMCID: PMC2971190  PMID: 21578195
6.  5,5′-Dimeth­oxy-2,2′-[(nonane-1,9-diyldi­oxy)bis­(nitrilo­methyl­idyne)]diphenol 
The mol­ecule of the title compound, C25H34N2O6, adopts a fully extended configuration. The oxime (—CH=N—O—) group is coplanar with the aromatic ring and the two benzene rings are almost parallel, making a dihedral angle of 0.16 (3)°. In the crystal structure, strong intra­molecular O—H⋯N hydrogen bonds generate six-membered S(6) ring motifs. Inter­molecular C—H⋯O hydrogen bonds link each mol­ecule to five others, forming an infinite three-dimensional supra­molecular structure. The crystal is further stabilized by π–π stacking inter­actions between neighbouring benzene rings [centroid–centroid distance = 3.744 (2) Å].
doi:10.1107/S1600536809041038
PMCID: PMC2971058  PMID: 21578365
7.  (E)-2-{4-[1-(Hydroxyimino)ethyl]phenyl­iminomethyl}-6-methoxyphenol mono­hydrate 
In the title compound, C16H16N2O3·H2O, the benzene rings are nearly coplanar with each other, forming a dihedral angle of 4.46 (3)°. There is a strong intra­molecular O—H⋯N hydrogen bond which results in a six-membered ring. In the crystal, the mol­ecules are connected into a three-dimensional network via O—H⋯O and O—H⋯N inter­molecular hydrogen bonds, forming a centrosymmetric ring along the b axis with graph-set motif R 4 4(10). In addition, the short distances between the centroids of six-membered rings [3.555 (1) Å], indicate the existence of π–π stacking inter­actions, which may stabilize the crystal structure.
doi:10.1107/S1600536809042032
PMCID: PMC2971266  PMID: 21578358
8.  1,3-Bis[(4-methylbenzylidene)amino­oxy]propane 
The title bis­oxime compound, C19H22N2O2, synthesized by the reaction of 4-methyl-2-hydroxy­benzaldehyde with 1,3-bis­(amino­oxy)propane in ethanol, adopts a V-shaped conformation. The dihedral angle between the rings is 84.59 (3)°. The mol­ecule is disposed about a crystallographic twofold rotation axis, with one C atom lying on the axis. In the crystal, mol­ecules are packed by C—H⋯π(Ph) inter­actions, forming chains.
doi:10.1107/S1600536809042147
PMCID: PMC2971336  PMID: 21578377
9.  4-[1-(Hydroxy­imino)ethyl]-N-(4-nitro­benzyl­idene)aniline 
In the title compound, C15H13N3O3, the dihedral angle formed by the two benzene rings is 44.23 (2)°. The crystal structure is stabilized by aromatic π–π stacking inter­actions, with centroid-centroid distances of 3.825 (3) and 3.870 (4) Å between the aniline and the nitro­benzene rings of neighbouring mol­ecules, respectively. In addition, the stacked mol­ecules exhibit inter­molecular C—H⋯N and C—H⋯O inter­actions.
doi:10.1107/S1600536809033753
PMCID: PMC2970305  PMID: 21577917
10.  2,2′-[1,1′-(Octane-1,8-diyldioxy­dinitrilo)diethyl­idyne]diphenol 
The title compound, C24H32N2O4, has a crystallographic inversion centre at the mid-point of the central C—C bond. At each end of the mol­ecule, intra­molecular O—H⋯N hydrogen bonds generate six-membered S(6) ring motifs. The crystal structure is stabilized by pairs of weak inter­molecular C—H⋯O hydrogen bonds that link neighbouring mol­ecules into R 2 2(40) ring motifs, which in turn form infinite one-dimensional supra­molecular ribbon structures.
doi:10.1107/S1600536809033959
PMCID: PMC2970437  PMID: 21577782
11.  2,2′-[1,1′-(Decane-1,10-diyldioxy­dinitrilo)diethyl­idyne]diphenol 
The salen-type bis-oxime title compound, C26H36N2O4, lies about a crystallographic inversion centre. Classical intra­molecular O—H⋯N hydrogen bonds generate two S(6) ring motifs. In the crystal structure, pairs of weak inter­molecular C—H⋯O hydrogen bonds link adjacent mol­ecules into an infinite one-dimensional supra­molecular structure.
doi:10.1107/S1600536809029341
PMCID: PMC2977177  PMID: 21583684
12.  N-Benzoyl-N′-(2-chloro-3-pyrid­yl)thio­urea 
The title compound, C13H10ClN3OS, was prepared by the reaction of 3-amino-2-chloropyridine with benzoyl isothio­cyanate at room temperature. The thio­urea group makes dihedral angles of 47.17 (5) and 51.88 (4)°, respectively, with the benzene and pyridyl rings, while the angle between the benzene and pyridine rings is 8.91 (3)°. Inter­molecular hydrogen-bond inter­actions link neighbouring mol­ecules into an infinite supra­molecular structure.
doi:10.1107/S1600536809027081
PMCID: PMC2977241  PMID: 21583593
13.  2,2′-Dichloro-1,1′-[(pentane-1,5-diyldi­oxy)bis­(nitrilo­methyl­idyne)]dibenzene 
The mol­ecule of the title compound, C19H20Cl2N2O2, which lies across a crystallographic inversion centre, adopts a linear configuration. The dihedral angle between the two halves of the mol­ecule is 5.14 (2)°. In the crystal structure, inter­molecular C—H⋯O hydrogen bonds link neighbouring mol­ecules into an infinite zigzag chain supra­molecular structure.
doi:10.1107/S1600536809027433
PMCID: PMC2977418  PMID: 21583594
14.  Bis{(E)-4-bromo-2-[(2-chloro-3-pyrid­yl)imino­meth­yl]phenolato-κ2 N,O}copper(II) 
In the title complex, [Cu(C12H7BrClN2O)2], the CuII center is tetra­coordinated by two phenolate O and two azomethine N atoms from two independent bidentate 4-bromo-2-[(2-chloro-3-pyrid­yl)imino­meth­yl]phenolate (L) ligands. In the crystal structure, the CuII atom has a distorted square-planar coordination environment. The inter­planar dihedral angles between the benzene and pyridine rings in the individual ligands are 63.83 (4) and 54.43 (3)°, indicating the pyridine ring to have considerably weaker steric hindrance.
doi:10.1107/S1600536809027792
PMCID: PMC2977463  PMID: 21583395
15.  2,2′-[1,1′-(Propane-1,3-diyldioxy­dinitrilo)diethyl­idyne]di-1-naphthol 
The mol­ecule of the title compound, C27H26N2O4, lies across a crystallographic inversion centre and adopts an l-shaped configuration. Within the mol­ecule, the two naphthalene units are approximately perpendicular, making a dihedral angle of 80.24 (5)°. The two intramolecular O—H⋯N hydrogen bonds, generate S(6) ring motifs. In the crystal structure, every mol­ecule links five other mol­ecules into an infinite cross-linked layered supra­molecular structure via inter­molecular C—H⋯O hydrogen bonds, C—H⋯π inter­actions and π–π stacking inter­actions [centroid–centroid distance = 3.956 (4) Å].
doi:10.1107/S1600536809023241
PMCID: PMC2969260  PMID: 21582919
16.  {2,2′-[1,1′-(Ethyl­enedioxy­dinitrilo)diethyl­idyne]di-1-naphtholato}nickel(II) 
In the title complex, [Ni(C26H22N2O4)], the NiII atom has a slight distortion toward tetra­hedral geometry from a square-planar structure, coordinated by two O and two N atoms of the tetra­dentate salen-type bis­oxime 2,2′-[1,1′-(ethyl­enedioxy­dinitrilo)diethyl­idyne]di-1-naphtholate (L 2−) unit, with a mean deviation of 0.022 Å from the N2O2 plane. The N- and O-donor atoms are mutually cis. The dihedral angle between two naphthalene systems of the L 2− ligand is 67.59 (4)°. The crystal structure is stabilized by inter­molecular C—H⋯O and C—H⋯π inter­actions, which link neighbouring mol­ecules into extended chains along the b axis.
doi:10.1107/S1600536809023149
PMCID: PMC2969427  PMID: 21582728
17.  {2,2′-[1,1′-(Ethyl­enedioxy­dinitrilo)diethyl­idyne]di-1-naphtholato}copper(II) 
The title complex, [Cu(C26H22N2O4)], is isostructural with its Ni analogue. All intramolecular distances and angles are very similar for the two structures, whereas the packing of the molecules, including C—H⋯O and C—H⋯π interactions, are slightly different.
doi:10.1107/S1600536809023010
PMCID: PMC2969428  PMID: 21582727
18.  2,2′-[1,1′-(Heptane-1,7-diyldioxy­dinitrilo)diethyl­idyne]di-1-naphthol 
The mol­ecule of the title compound, C31H34N2O4, adopts an L-shaped configuration, in which the naphthalene units are approximately perpendicular, making a dihedral angle of 87.89 (3)°. Intramolecular H-bonds are formed between the OH substituents and the N atoms at each end of the molecule. In the crystal structure, each mol­ecule links six other mol­ecules into an infinite three-dimensional network supra­molecular structure, which is built from one-dimensional zigzag chains via weak C—H⋯π stacking and inter­molecular C—H⋯O hydrogen bonds.
doi:10.1107/S1600536809022727
PMCID: PMC2969467  PMID: 21582894
19.  2,2′-[1,1′-(Ethyl­enedioxy­dinitrilo)diethyl­idyne]di-1-naphthol 
The complete molecule of the title compound, C26H24N2O4, is generated by a crystallographic centre of inversion. There are two intra­molecular O—H⋯N hydrogen bonds. In the crystal structure, inter­molecular C—H⋯O hydrogen bonds result in zigzag chains.
doi:10.1107/S1600536809022508
PMCID: PMC2969397  PMID: 21582872
20.  2,2′-{1,1′-[Butane-1,4-diyl­bis(oxy­nitrilo)]di­ethylidyne}di-1-naphthol 
The title compound, C28H28N2O4, was synthesized by the reaction of 2-acetyl-1-naphthol with 1,4-bis­(amino­oxy)butane in ethanol. The molecule, which lies about an inversion centre, adopts a linear structure, in which the oxime groups and naphthalene ring systems assume an anti conformation. The intra­molecular inter­planar distance between parallel naphthalene rings is 1.054 (3) Å. Intra­molecular O—H⋯N hydrogen bonds are formed between the oxime nitro­gen and hydr­oxy groups.
doi:10.1107/S160053680901647X
PMCID: PMC2969537  PMID: 21583113
21.  2,2′-{1,1′-[Pentane-1,5-diylbis(oxy­nitrilo)]diethylidyne}di-1-naphthol 
The title compound, C29H30N2O4, adopts a distorted Z configuration with respect to the oxime group, which is almost coplanar with the adjacent naphthalene ring [dihedral angle = 4.11 (2)°]. There is one half-mol­ecule in the asymmetric unit, with a crystallographic twofold rotation axis passing through the central C atom of the –CH=N—O-(CH)5—O—N=CH– bridge. Within the mol­ecule, the dihedral angle formed by the two naphthalene rings is 79.08 (3)°, and there are two intra­molecular O—H⋯N hydrogen bonds.
doi:10.1107/S1600536809016584
PMCID: PMC2969628  PMID: 21583105
22.  4,4′-Dimethyl-1,1′-[ethyl­enedioxy­bis(nitrilo­methyl­idyne)]dibenzene 
The Schiff base, C18H20N2O2, which lies about an inversion centre, adopts a linear conformation. The mol­ecules are packed by C—H⋯π inter­actions, forming a two-dimensional supra­molecular network.
doi:10.1107/S1600536809015840
PMCID: PMC2969725  PMID: 21583065
23.  5,5′-Dimeth­oxy-2,2′-[(pentane-1,5-diyl­dioxy)bis­(nitrilo­methyl­idyne)]diphenol 
The mol­ecule of the title compound, C21H26N2O6, which lies across a crystallographic inversion centre, crystallizes with two unique half-molecules in the symmetric unit and adopts a linear configuration and the imino group is coplanar with the aromatic ring, making a dihedral angle of 3.26 (3)°. Strong intra­molecular O—H⋯N and weak inter­molecular O—H⋯O and C—H⋯O hydrogen bonds and weak inter­molecular π–π stacking inter­actions [centroid–centroid distance = 4.419 (2) Å]establish an infinite three-dimensional supra­molecular structure.
doi:10.1107/S1600536809014986
PMCID: PMC2977826  PMID: 21583963
24.  Bis(N,N-dimethyl­formamide-κO)bis­(2,4,6-trinitro­phenolato-κ2 O 1,O 2)copper(II) 
The mol­ecule of the title complex, [Cu(C6H2N3O7)2(C3H7NO)2], is disposed about a crystallographic centre of symmetry. The CuII cation is six-coordinated by two phenolate O atoms and two ortho-nitro O atoms of two picrate units and by two carbonyl O atoms from two coordinated dimethyl­formamide mol­ecules, forming a distorted octa­hedral geometry.
doi:10.1107/S1600536808039846
PMCID: PMC2967846  PMID: 21581467

Results 1-24 (24)