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11-Butyl-3-methoxy-11H-benzo[a]carbazole
(Int Union Crystallography, 2010) Ergun, Yavuz; Gundogdu, Cevher; Tercan, Baris; Ermis, Emel; Hokelek, Tuncer
The title compound, C21H21NO, consists of a carbazole skeleton with a methoxybenzene ring fused to the carbazole, and a butyl group attached to the carbazole N atom. The carbazole skeleton is nearly planar [maximum deviation = 0.078 (2) angstrom], and it is oriented at a dihedral angle of 4.22 (4)degrees with respect to the adjacent methoxybenzene ring.
2-(Naphthalen-1-yl)-4-(naphthalen-1-ylmethylidene)-1,3-oxazol-5(4H)-one
(Int Union Crystallography, 2011) Gundogdu, Cevher; Alp, Serap; Ergun, Yavuz; Tercan, Baris; Hokelek, Tuncer
In the title compound, C24H15NO2, the oxazole ring is oriented at dihedral angles of 10.09 (4) and 6.04 (4)degrees with respect to the mean planes of the naphthalene ring systems, while the two naphthalene ring systems make a dihedral angle of 4.32 (3)degrees. Intramolecular C-H center dot center dot center dot N hydrogen bonds link the oxazole N atom to the naphthalene ring systems. In the crystal, intermolecular weak C-H center dot center dot center dot O hydrogen bonds link the molecules into centrosymmetric dimers. pi-pi contacts between the oxazole and naphthalene rings and between the naphthalene ring systems [centroid-centroid distances = 3.5947 (9) and 3.7981 (9) angstrom] may further stabilize the crystal structure. Three weak C-H center dot center dot center dot pi interactions also occur.
2-(Naphthalen-1-yl)-4-(thiophen-2-ylmethylidene)-1,3-oxazol-5(4H)-one
(Wiley-Blackwell, 2011) Gundogdu, Cevher; Alp, Serap; Ergun, Yavuz; Tercan, Baris; Hokelek, Tuncer
The asymmetric unit of the title compound, C18H11NO2S, contains two crystallographically independent molecules. In one molecule, the oxazole and thiophene rings are oriented at dihedral angles of 17.40 (9) and 18.18 (7)degrees with respect to the naphthalene ring system, while the oxazole and thiophene rings are oriented to each other at a dihedral angle of 0.86 (9)degrees. In the other molecule, the corresponding angles are 3.05 (8), 9.62 (6) and 7.02 (8)degrees, respectively. In each molecule, a weak intramolecular C-H...N hydrogen bond links the oxazole N atom to the naphthalene group. Weak intermolecular C-H...O hydrogen bonding is present in the crystal structure. pi-pi stacking between the oxazole and thiophene rings, between the thiophene and naphthalene rings, and between the oxaozole and naphthalene rings, [centroid-centroid distances = 3.811 (2), 3.889 (2), 3.697 (2) and 3.525 (2) A] may further stabilize the crystal structure.
2-Ethyl-6,6-ethylenedisulfanediyl-7-methoxymethyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indol-3-one
(Int Union Crystallography, 2010) Tercan, Baris; Sahin, Ertan; Patir, Sueleyman; Hokelek, Tuncer
The title compound, C20H24N2O2S2, consists of a tetracyclic ring system containing an azocino skeleton with ethyl, dithiolane and methoxymethyl groups as substituents. The benzene and five-membered rings are nearly coplanar, with a dihedral angle of 2.78 (11)degrees. The dithiolane ring adopts an envelope conformation. In the crystal structure, intermolecular C-H center dot center dot center dot O hydrogen bonds link the molecules into chains nearly parallel to the c axis. Two C-H center dot center dot center dot pi interactions are also present.
2-Methyl-5,6-dinitrobenzimidazolium chloride
(Int Union Crystallography, 2011) Dincer, Sebla; Gonulalan, Gonca; Tercan, Baris; Hokelek, Tuncer
In the title compound, C8H7N4O4 +center dot Cl-, the cation possesses twofold symmetry, with the twofold axis bisecting the 2-methyl-5,6-dinitrobenzimidazolium cation. The methyl H atoms are disordered about this twofold axis and were assigned equal half-occupancies. The chloride anion also lies on a twofold axis. In the crystal, N-H...Cl and C-H...O hydrogen bonds link the ions to form a three-dimensional network.
4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)hydrazin-1-yl]benzonitrile
(Int Union Crystallography, 2010) Colak, Naki; Yildirir, Yilmaz; Tercan, Baris; Ermis, Emel; Hokelek, Tuncer
In the title compound, C13H11N3O4, the dioxane ring adopts an envelope conformation with the C atom bonded to the dimethyl group in the flap position [deviation = 0.613 (1) angstrom]. The nitrile group and the attached benzene ring are roughly coplanar [maximum deviation = 0.087 (1) angstrom]. An intramolecular N-H center dot center dot center dot O hydrogen bond involving the hydrazinyl group generates an S(6) ring. The N-N and C-N bond lengths indicate that the compound may be a mixture of the azo and hydrazone tautomeric forms but the presence of the N-bound H atom supports the hydrazone form. The crystal structure is stabilized by weak intermolecular C-H center dot center dot center dot O, C-H center dot center dot center dot N and C-H center dot center dot center dot pi interactions.
5-(3,6-Dibromo-9H-carbazol-9-yl)pentanenitrile
(Int Union Crystallography, 2011) Uludag, Nesimi; Ates, Murat; Tercan, Baris; Hokelek, Tuncer
In the title compound, C17H14Br2N2, the carbazole skeleton is nearly planar [maximum deviation = 0.055 (2) angstrom]. In the crystal, aromatic pi-pi stacking is observed between parallel carbazole ring systems of adjacent molecules, the shortest centroid-centroid distance between benzene rings being 3.4769 (11) angstrom.
6,6-[Ethylenebis(sulfanediyl)]-2-(2-methoxyethyl)-1,2,3,4,5,6-hexahydro-1,5-methano-1H-azocino[4,3-b]indol-3-one
(Int Union Crystallography, 2010) Tercan, Baris; Yuksel, Fatma; Patir, Sueleyman; Hokelek, Tuncer
The title compound, C19H22N2O2S2, consists of a tetracyclic ring system containing an azocine skeleton with methoxyethyl and dithiolane groups as substituents. The benzene and five-membered N-heterocyclic rings are nearly coplanar, making a dihedral angle of 0.81 (12)degrees. The dithiolane ring adopts an envelope conformation. Intermolecular N-H center dot center dot center dot O hydrogen-bonding and weak C-H center dot center dot center dot pi interactions are present in the crystal structure.
9-(4-Nitrophenylsulfonyl)-9H-carbazole
(Wiley-Blackwell, 2011) Uludag, Nesimi; Ates, Murat; Tercan, Baris; Hokelek, Tuncer
In the title molecule, C18H12N2O4S, the carbazole skeleton is nearly planar [maximum deviation = 0.037 (1) A] and is oriented at a dihedral angle of 73.73 (5)degrees with respect to the benzene ring. An intramolecular C-H...O hydrogen bond links a nitro O atom to the carbazole skeleton. In the crystal, intermolecular C-H...O hydrogen bonds link the molecules into a three-dimensional network. pi-pi contacts between inversion-related benzene rings [centroid-centroid distance = 3.7828 (8) A] and two weak C-H...pi interactions may also stabilize the structure.
Aquabis(4-formylbenzoato-?2O1,O1?)bis(isonicotinamide-?N1)cadmium(II) monohydrate
(Int Union Crystallography, 2009) Hokelek, Tuncer; Yilmaz, Filiz; Tercan, Baris; Gurgen, Ferdi; Necefoglu, Hacali
The asymmetric unit of the title Cd-II complex, [Cd(C8H5O3)(2)(-)(C6H6N2O)(2)(H2O)]center dot H2O, contains two 4-formylbenzoate (FB), two isonicotinamide (INA) ligands, one coordinated and one uncoordinated water molecule; the FB ions act as bidentate ligands. The coordination number of the Cd(II) atom is seven within a CdO5N2 donor set. Intramolecular O-H center dot center dot center dot O hydrogen bonds link the uncoordinated water molecules to the carboxyl groups. The dihedral angle between the carboxylate groups and the adjacent benzene rings are 17.53 (13) and 16.55 (14)degrees. In the crystal structure, intermolecular O-H center dot center dot center dot O, N-H center dot center dot center dot O, N-H center dot center dot center dot N and C-H center dot center dot center dot O hydrogen bonds link the molecules into a supramolecular structure. The amide group of one of the INA ligands is disordered over two orientations, with an occupancy ratio of 0.759 (3):0.241 (3).
Aquabis(isonicotinamide-?N1)bis(4-methylbenzoato)-?O;?2O,O?-cadmium(II) monohydrate
(Int Union Crystallography, 2010) Necefoglu, Hacali; Cimen, Efdal; Tercan, Baris; Suzen, Yasemin; Hokelek, Tuncer
In the crystal structure of the title compound, [Cd(C8H7O2)(2)(C6H6N2O)(2)(H2O)]center dot H2O, the Cd-II cation is coordinated by two 4-methylbenzoate (PMB) anions, two isonicotinamide (INA) ligands and one water molecule in a distorted octahedral CdN2O4 geometry. One of PMB ions acts as a bidentate ligand while the other and the two INA are monodentate ligands. An O-H center dot center dot center dot O hydrogen bond links the uncoordinated water molecule to the carboxyl groups of the complex. The dihedral angles between the carboxyl groups and the adjacent benzene rings are 10.28 (11) and 21.24 (9)degrees, while the two benzene rings and the two pyridine rings are oriented at dihedral angles of 6.90 (4) and 88.64 (4)degrees, respectively. In the crystal structure, O-H center dot center dot center dot O and N-H center dot center dot center dot O hydrogen bonds link the molecules into a supramolecular structure. A pi-pi contact between the benzene rings [centroid-centroid distance = 3.911 (1) angstrom] may further stabilize the crystal structure. Weak C-H center dot center dot center dot pi interactions involving the pyridine rings also occur in the crystal structure.
Bis(4-ethylbenzoato-?O)bis(nicotinamide-?N1)zinc(II)
(Int Union Crystallography, 2011) Necefoglu, Hacali; Ozbek, Fureya Elif; Aktas, Vedat; Tercan, Baris; Hokelek, Tuncer
The title Zn II complex, [Zn(C9H9O2)(2)(C6H6N2O)(2)], contains two 4-ethylbenzoate and two nicotinamide monodentate ligands, leading to a distorted tetrahedral coordination of the Zn-II ion. The dihedral angles between the carboxylate groups and the adjacent benzene rings are 10.33 (13) and 2.38 (11)degrees, while opposite pyridine and benzene rings are oriented at dihedral angles of 68.46 (5) and 81.09 (6)degrees. In the crystal, intermolecular N-H center dot center dot center dot O hydrogen bonds link the molecules, forming a three-dimensional network. C-H center dot center dot center dot O interactions also occur as well as two weak C-H center dot center dot center dot pi interactions involving the benzene rings.
Bis(4-fluorobenzoato)-?2O,O?;?O-(4-fluorobenzoic acid-?O)bis(nicotinamide-?N1)copper(II)
(Int Union Crystallography, 2011) Necefoglu, Hacali; Ozbek, Fureya Elif; Ozturk, Vijdan; Tercan, Baris; Hokelek, Tuncer
In the title Cu-II complex, [Cu(C7H4FO2)(2)(C7H5FO2)(C6H6N2O)(2)], the Cu-II cation is coordinated by two N atoms of two nicotinamide (NA) ligands, and by four O atoms from two 4-fluorobenzoate (PFB) anions and one 4-fluorobenzoic acid (PFBA) molecule, in a distorted octahedral geometry. In the molecule, two Cu-O bond lengths are significantly longer than the other two. The dihedral angles between the carboxylate groups and the adjacent benzene rings are 11.08 (14), 7.62 (13) and 5.73 (11)degrees, while the benzene rings are oriented at dihedral angles of 15.62 (6), 33.71 (8) and 26.60 (8)degrees. In the crystal structure, extensive N-H center dot center dot center dot O, C-H center dot center dot center dot F and C-H center dot center dot center dot O hydrogen bonds link the molecules into a three-dimensional network. pi-pi contacts between the benzene rings [centroid-to-centroid distances = 3.5517 (15), 3.8456 (14) and 3.9265 (13) angstrom] further stabilize the crystal structure.
Bis(?-2-fluorobenzoato-1:2?2O:O?)(2-fluorobenzoato-1?2O,O?)(2-fluorobenzoato-2?O)dinicotinamide-1?N1,2?N1-dizinc(II)-2-fluorobenzoic acid (1/1)
(Int Union Crystallography, 2009) Hokelek, Tuncer; Yilmaz, Filiz; Tercan, Baris; Ozbek, F. Elif; Necefoglu, Hacali
The asymmetric unit of the title compound, [Zn-2(C7H4FO2)(4)(C6H6N2O)(2)]center dot C7H5FO2, consists of a binuclear Zn-II complex bridged by two carboxyl groups of 2-fluorobenzoate (FB) anions and a 2-fluorobenzoic acid molecule. The two bridging FB anions, one chelating FB anion and one nicotinamide (NA) ligand coordinate to one Zn cation with a distorted square-pyramidal geometry, while the two bridging FB anions, one monodentate FB anion and one NA ligand coordinate to the other Zn cation with a distorted tetrahedral geometry. Within the binuclear molecule, the pyridine rings are oriented at a dihedral angle of 19.41 (14)degrees. In the crystal structure, the uncoordinated 2-fluorobenzoic acid molecules are linked by O-H center dot center dot center dot O hydrogen bonding, forming centrosymmetric supramolecular dimers. Intermolecular N-H center dot center dot center dot O hydrogen bonds link the complex molecules into a three-dimensional network. The pi-pi contacts between nearly parallel pyridine and benzene rings [dihedral angles of 19.41 (14) and 12.72 (16)degrees, respectively, centroid-centroid distances = 3.701 (2) and 3.857 (3) angstrom] may further stabilize the crystal structure. The fluorine atoms in two FB ligands are disordered over two positions, with occupancy ratios of 0.70:0.30.
Bis(?-4-methylbenzoato)-?3O,O':O;?3O:O,O'-bis[aqua(4-methylbenzoato-?2O,O') (nicotinamide-?N1)cadmium]
(Int Union Crystallography, 2012) Dincel, Oznur; Tercan, Baris; Cimen, Efdal; Necefoglu, Hacali; Hokelek, Tuncer
In the dinuclear centrosymmetric title compound, [Cd-2(C8H7O2)(4)(C6H6N2O)(2)(H2O)(2)], the Cd-II ion is chelated by two carboxylate groups from 4-methylbenzoate anions, and is further coordinated by one nicotinamide and one water molecule; a carboxylate O atom from an adjacent 4-methylbenzoate anion bridges to the Cd-II ion, completing the irregular coordination sphere of the seven ligand atoms. In the crystal, intermolecular O-H center dot center dot center dot O, N-H center dot center dot center dot O and weak C-H center dot center dot center dot O hydrogen bonds link the molecules into a three-dimensional network. The methylbenzene moiety of one bridging 4-methylbenzoate anion is disordered over two orientations of equal occupancy.
Bis(?-4-methylbenzoato-?2O:O?)bis[aqua(4-methylbenzoato-?2O,O?)zinc(II)]-bis(?-4-methylbenzoato-?2O:O?)bis[(4-methylbenzoato-?O)(nicotinamide-?N)zinc(II)]-water (1/1/2)
(Wiley-Blackwell, 2010) Hokelek, Tuncer; Ermis, Emel; Tercan, Baris; Cimen, Efdal; Necefoglu, Hacali
[No abstract available]
Bis(isonicotinamide-?N 1)bis(4-methylbenzoato-?O)copper(II) dihydrate
(Int Union Crystallography, 2010) Hokelek, Tuncer; Saka, Guner; Tercan, Baris; Cimen, Efdal; Necefolu, Hacali
In the centrosymmetric title compound, [Cu(C8H7O2)(2)(C6H6N2O)(2)]center dot 2H(2)O, the CuII ion is located on a crystallographic inversion center. The asymmetric unit is completed by one 4-methylbenzoate anion, one isonicotinamide (INA) ligand and one uncoordinated water molecule; all the ligands are monodentate. The two O and the two N atoms around the CuII ion form a slightly distorted square-planar arrangement. The dihedral angle between the carboxylate group and the attached benzene ring is 13.86 (9)degrees, while the pyridine and benzene rings are oriented at a dihedral angle of 86.08 (5)degrees. The uncoordinated water molecules are linked to the INA ligands by O-H...O hydrogen bonds. In the crystal structure, intermolecular O-H...O, N-H...O and C-H...O hydrogen bonds link the molecules into a three-dimensional network.
Bis(isonicotinamide-?N1)bis[4-(methylamino)benzoato]zinc(II) monohydrate
(Int Union Crystallography, 2009) Hokelek, Tuncer; Dal, Hakan; Tercan, Baris; Aybirdi, Ozgur; Necefoglu, Hacali
In the title Zn-II complex, [Zn(C8H8NO2)(2)(C6H6N2O)(2)]center dot H2O, the Zn atom is coordinated by two 4-methylaminobenzoate (MAB) and two isonicotinamide (INA) ligands in a distorted trigonal-bipyramidal geometry; one of the MAB ions acts as a bidentate ligand while the other MAB and the two INA are monodentate ligands. The dihedral angles between the carboxyl groups and the adjacent benzene rings are 8.52 (22) and 5.10 (14)degrees. In the crystal, intermolecular O-H center dot center dot center dot O and N-H center dot center dot center dot O hydrogen bonding links the molecules into a supramolecular structure. Weak intermolecular C-H center dot center dot center dot O interactions are also present.
Bis[?-4-(dimethylamino)benzoato]-?3O,O?:O;?3O:O,O?-bis{aqua[4-(dimethylamino)benzoato-?2O,O?](nicotinamide-?N1)cadmium(II)}
(Wiley-Blackwell, 2010) Hokelek, Tuncer; Suzen, Yasemin; Tercan, Baris; Aybirdi, Oezguer; Necefoglu, Hacali
[No abstract available]
Bis[?-4-(methylamino)benzoato]-?3O,O?:O;?3O:O,O?-bis{aqua[4-(methylamino)benzoato-?2O,O?](nicotinamide-?N)cadmium(II)}
(Wiley-Blackwell, 2010) Hokelek, Tuncer; Saglam, Ertugrul Gazi; Tercan, Baris; Aybirdi, Ozgur; Necefoglu, Hacali
In the dinuclear centrosymmetric Cd-II compound, [Cd-2(C8H8NO2)(4)(C6H6N2O)(2)(H2O)(2)], the metal atom is chelated by two carboxylate groups from 4-(methylamino)benzoate (PMAB) anions, and coordinated by one nicotinamide and one water molecule; a carboxylate O atom from the adjacent PMAB anion bridges to the Cd atom, completing the irregular seven-coordination geometry. In the crystal, intermolecular O-H center dot center dot center dot O, N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds link the molecules into a three-dimensional network. pi-pi contacts between the pyridine rings [centroid-centroid distance = 3.965 (1) angstrom] may further stabilize the structure. A weak C-H center dot center dot center dot pi interaction also occurs.

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