PMCC PMCC

Search tips
Search criteria

Advanced
Results 1-25 (109890)

Clipboard (0)
None

Related Articles

1.  Ethyl 1-cyclo­propyl-6,7-difluoro-8-meth­oxy-4-oxo-1,4-dihydro­quinoline-3-carboxyl­ate 
In the title compound, C16H15F2NO4, the dihedral angle between the three-membered ring and the quinoline ring system is 64.3 (3)°. In the crystal structure, inter­molecular C—H⋯O hydrogen bonds link the mol­ecules, forming a column running along [101].
doi:10.1107/S1600536808034715
PMCID: PMC2959496  PMID: 21581071
2.  2-(2-Chloro-6,7-dimethyl­quinolin-3-yl)-2,3-dihydro­quinolin-4(1H)-one 
In the title mol­ecule, C20H17ClN2O, the dihedral angle between the mean plane of the quinoline ring system and the benzene ring of the dihydro­quinolinone moiety is 57.84 (8)°. In the crystal, mol­ecules are linked into centrosymmetric dimers via pairs of inter­molecular N—H⋯N hydrogen bonds. These dimers are further stabilized by weak π–π stacking inter­actions between pyridine rings with a centroid–centroid distance of 3.9414 (12) Å.
doi:10.1107/S1600536811028170
PMCID: PMC3213526  PMID: 22091105
3.  7-{4-[(1,3-Benzodioxol-5-yl)meth­yl]piperazin-1-yl}-1-cyclo­propyl-6-fluoro-4-oxo-1,4-dihydro­quinoline-3-carb­oxy­lic acid 
In the title structure, C25H24FN3O5, a strong intra­molecular O—H⋯O hydrogen bond is present between the carb­oxy group at the 3-position and the carbonyl group at the 4-position. In the crystal, mol­ecules are held together by weak C—H⋯O, C—H⋯F and π–π [centroid–centroid distance 3.6080 (8) Å] inter­actions. The 1,4-dihydro­quinoline ring and cyclo­propyl group are not in the same plane, making an inter­planar angle of 57.52 (8)°.
doi:10.1107/S1600536812028711
PMCID: PMC3394047  PMID: 22798912
4.  rac-2-(2-Chloro-6-methyl­quinolin-3-yl)-2,3-dihydro­quinolin-4(1H)-one 
In the title compound, C19H15ClN2O, the quinoline ring forms a dihedral angle of 43.24 (1)° with the benzene ring of the dihydroquinolinyl system. In the crystal, mol­ecules are linked through a single weak C—H⋯O hydrogen bond, forming ribbons which extend along (100), giving alternating zigzag mol­ecular layers which stack down the b-axis direction.
doi:10.1107/S1600536812020831
PMCID: PMC3379295  PMID: 22719493
5.  1-Cyclo­propyl-6-fluoro-7-(4-nitro­so­piperazin-1-yl)-4-oxo-1,4-dihydro­quinoline-3-carboxylic acid 
The title compound, C17H17FN4O4, is a derivative of ciprofloxacin [1-cyclo­propyl-6-fluoro-4-oxo-7-(1-piperazin­yl)-1,4-dihydro­quinoline-3-carboxylic acid]. The crystal packing is stabilized by inter­molecular C—H⋯O hydrogen bonds together with π–π electron ring inter­actions [centroid–centroid separations between quinoline rings of 3.5864 (11) and 3.9339 (13) Å]. A strong intra­molecular O—H⋯O hydrogen bonds is present as well as an intra­molecular C—H⋯F inter­action.
doi:10.1107/S1600536809029729
PMCID: PMC2977261  PMID: 21583715
6.  Poly[[[[1-ethyl-6,8-difluoro-7-(3-methyl­piperazin-1-yl)-4-oxo-1,4-dihydro­quinoline-3-carboxyl­ato]cadmium]-μ-benzene-1,4-dicarboxyl­ato] trihydrate] 
In the title layered coordination polymer, {[Cd(C17H18F2N3O3)(C8H4O4)]·3H2O}n, the CdII atom exhibits a very distorted CdO6 octa­hedral geometry defined by one O 3,O 4-bidentate 1-ethyl-6,8-difluoro-7-(3-methyl­piperazin-1-yl)-4-oxo-1,4-dihydro­quinoline-3-carboxyl­ate (lome) ligand, one O,O′-bidentate benzene-1,4-dicarboxyl­ate (bdc) dianion and two O-monodentate bdc dianions. Both the bdc species in the asymmetric unit are completed by crystallographic inversion symmetry. The bridging bdc dianions link the cadmium nodes into a recta­ngular grid lying parallel to (01). A network of N—H⋯O and O—H⋯O hydrogen bonds helps to establish the packing.
doi:10.1107/S160053681004328X
PMCID: PMC3009166  PMID: 21588904
7.  Ethyl 6-chloro-2-oxo-4-phenyl-1,2-dihydro­quinoline-3-carboxyl­ate 
In the title compound, C18H14ClNO3, the dihydro­quinolin-2-one ring system is almost planar (r.m.s. deviation = 0.033 Å). The carboxyl­ate plane and the phenyl group are twisted away from the dihydro­quinolin-2-one ring system by 50.3 (1) and 64.9 (1)°, respectively. In the crystal structure, inversion-related mol­ecules form R 2 2(8) dimers via pairs of N—H⋯O hydrogen bonds.
doi:10.1107/S1600536809045425
PMCID: PMC2972051  PMID: 21578727
8.  Ethyl 1-(2,4-dichloro­benz­yl)-4-oxo-7-trifluoro­meth­yl-1,4-dihydro­quinoline-3-carboxyl­ate 
In the title compound, C20H14Cl2F3NO3, the trifluromethyl group is disordered over two sets of sites in a 0.784 (10):0.216 (10) ratio. The quinoline ring system is essentially planar with a maximum deviation of 0.058 (2) Å for the N atom and forms dihedral angles of 89.23 (11) and 8.13 (17)°, respectively with the mean planes of the benzene ring and the carboxyl­ate group. In the crystal, pairs of weak C—H⋯O and C—H⋯F hydrogen bonds link mol­ecules into centrosymmetric dimers. The crystal structure is further stabilized by weak π–π [centroid–centroid distance = 3.624 (2) Å] inter­actions.
doi:10.1107/S1600536812001249
PMCID: PMC3275192  PMID: 22347048
9.  Bis[(2R,6S)-4-(5-amino-3-carb­oxy-1-cyclo­propyl-6,8-difluoro-4-oxo-1,4-dihydro­quinolin-7-yl)-2,6-dimethyl­piperazin-1-ium] sulfate penta­hydrate 
The title compound, C19H23F2N4O3 +·0.5SO4 2−·2.5H2O, an anti­bacterial fluoro­quinolone, crystallized as a racemic twin (major twin component = 0.633) in the chiral space group P1. The asymmetric unit contains two sparfloxacinium cations, one sulfate anion and five mol­ecules of water of solvation. The bond lengths and angles of both cations are almost identical. The quinoline ring systems in the cations are essentially planar, the mean deviations from the best plane being 0.045 (2) and 0.054 (2) Å and make π–π inter­actions with each other [centroid–centroid distances of 3.692 (4) Å and 3.744 (4) Å]. The crystal structure features inter­molecular O—H⋯O, O—H⋯S, N+—H⋯O, N+—H⋯S and N—H⋯O hydrogen bonds together with intra­molecular O—H⋯O and N—H⋯O hydrogen bonds. As a result, a three-dimensional supra­molecular structure is observed.
doi:10.1107/S160053681104757X
PMCID: PMC3239011  PMID: 22199860
10.  Ethyl 4-oxo-8-trifluoro­methyl-1,4-dihydro­quinoline-3-carboxyl­ate 
The asymmetric unit of the title compound, C13H10F3NO3, contains two independent mol­ecules with similar conformations. In the crystal, N—H⋯O hydrogen bonds link alternating independent mol­ecules into chains in [-110]. In the chain, the quinoline planes of the independent mol­ecules are almost perpendicular to each other, forming a dihedral angle of 89.8 (1)°. π–π inter­actions between the aromatic rings of quinoline bicycles related by inversion centres [for two independent centrosymmetric dimers, the shortest centroid–centroid distances are 3.495 (1) and 3.603 (1) Å] link the hydrogen-bonded chains into layers parallel to (110). Weak C—H⋯F and C—H⋯O inter­actions further consolidate the crystal packing.
doi:10.1107/S1600536812045321
PMCID: PMC3588845  PMID: 23468810
11.  Bis(2-carboxybenzo­ato-κO 1)bis­[1-cyclo­propyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydro­quinoline-3-carboxyl­ato-κ2 O 3,O 4]manganese(II) dihydrate 
The title compound, [Mn(C17H18FN3O3)2(C8H5O4)2]·2H2O or [Mn(cfH)2(1,2-Hbdc)2]·2H2O (cfH = ciprofloxacin = 1-cyclo­propyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazin­yl)-3-quinoline carb­oxy­lic acid, 1,2-bdc = benzene-1,2-dicarboxyl­ate), has been prepared under hydro­thermal conditions. The Mn2+ atom, located on an inversion centre, exhibits a distorted octa­hedral geometry, coordinated by four O atoms from two symmetry-related zwitterionic ciprofloxacin ligands in the equatorial positions and two O atoms of two 1,2-Hbdc ligands in the axial positions. The complex mol­ecules are linked into a two-dimensional network through N—H⋯O and OW—H⋯O hydrogen bonds. A strong intramolecular hydrogen bond between the carboxyl/carboxylate groups of the 1,2-Hbdc anion is also present. The layers are further extended through off-set aromatic π–π stacking inter­actions of cfH groups [centroid–centroid distance of 3.657 (2) Å] into the final three-dimensional supra­molecular arrays.
doi:10.1107/S1600536811011615
PMCID: PMC3089319  PMID: 21754278
12.  Tetra­aqua­bis(2-oxo-1,2-dihydro­quinoline-4-carboxyl­ato-κO 4)nickel(II) 
In the title compound, [Ni(C10H6NO3)2(H2O)4], the central NiII atom is located on an inversion center and coordinated in a slightly distorted octa­hedral geometry by two O atoms from two 2-oxo-1,2-dihydro­quinoline-4-carboxyl­ate ligands and four water mol­ecules, all of which act as monodentate ligands. The crystal structure features an extensive network of inter­molecular hydrogen-bonding inter­actions (O—H⋯O and N—H⋯O) and offset face-to-face π–π stacking inter­actions [centroid–centroid distances = 3.525 (3) and 3.281 (5) Å].
doi:10.1107/S1600536807065671
PMCID: PMC2960272  PMID: 21201341
13.  Aqua­bis[1-ethyl-6-fluoro-7-(4-methyl­piperazin-1-yl)-4-oxo-1,4-dihydro­quinoline-3-carboxyl­ato]zinc(II) dihydrate 
The title compound, [Zn(C17H19FN3O3)2(H2O)]·2H2O or [Zn(pef)2(H2O)]·2H2O, where pef is 1-ethyl-6-fluoro-7-(4-methyl­piperazin-4-yl)-4-oxo-1,4-dihydro­quinoline-3-carb­oxyl­ate, was synthesized under hydro­thermal conditions. The ZnII atom exhibits a distorted ZnO5 square-pyramidal geometry defined by two bidentate O,O-bonded pef anions in the basal plane and one water mol­ecule in the apical position. A network of O—H⋯O and O—H⋯N hydrogen bonds is formed between the ZnII complexes and the uncoordinated water mol­ecules.
doi:10.1107/S1600536807068298
PMCID: PMC2960459  PMID: 21201277
14.  (Z)-Ethyl 3-(4-chloro­phen­yl)-2-cyano-3-(2,6-difluoro­benzamido)acrylate 
The title compound, C19H13ClF2N2O3, was prepared by the reaction of (Z)-ethyl 3-amino-3-(4-chloro­phen­yl)-2-cyano­acrylate and 2,6-difluoro­benzoyl chloride. The dihedral angle between the chloro­benzene and fluoro­benzene rings is 37.0 (1)°. The ethyl group is disordered over two positions [occupancies = 0.52 (2):0.48 (2)]. In addition to intra­molecular N—H⋯O and N—H⋯F hydrogen bonds, the crystal packing shows the mol­ecules to be connected by inter­molecular C—H⋯O and C—H⋯N hydrogen bonds.
doi:10.1107/S1600536808034818
PMCID: PMC2959890  PMID: 21581235
15.  7-[(7S)-7-Aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate 
Sitafloxacin is a newly developed fluoro­quinolone anti­bacterial drug. The crystal studied, C19H18ClF2N3O3·CH3OH, consists of one mol­ecule of sitafloxacin and one methanol solvent mol­ecule. The mol­ecule of sitafloxacin is a zwitterion with a protonated primary amine group and a deprotonated carboxylate group. The cyclopropane ring and the CO2 group make dihedral angles of 79.5 (3) and 35.4 (4)°, respectively, with the fused ring system. The supra­molecular structure is defined by N—H⋯O and O—H⋯O hydrogen bonds.
doi:10.1107/S160053681203632X
PMCID: PMC3435823  PMID: 22969669
16.  (1R*,3′S*,4′R*)-4′-(4-Chloro­phen­yl)-3′-[(4-hy­droxy-2-oxo-1,2-dihydro­quinolin-3-yl)carbon­yl]-1′-methyl­spiro­[ace­naphthyl­ene-1,2′-pyrrolidin]-2-one 
The title compound, C32H23ClN2O4, has a quinoline, a chloro­phenyl and an acenaphthalene ring system attached to a central pyrrolidine ring, which has three stereogenic centers. Nevertheless, the compound crystallizes as a racemate with two mol­ecules of identical chirality in the asymmetric unit. They differ in the conformation of the five-membered pyrrolidine ring; in one molecule it has an envelope conformation, while in the other molecule it has a twisted conformation. In each molecule there is an intra­molecular O—H⋯O hydrogen bond making an S(6) ring motif. In the crystal, pairs of N—H⋯O hydrogen bonds produce inversion dimers with R 2 2(8) motifs. There are also C—H⋯O interactions present. The crystal structure contains voids (60 Å3) within which there is no evidence of solvent mol­ecules.
doi:10.1107/S1600536811048896
PMCID: PMC3239020  PMID: 22199868
17.  (4-Chloro-2-fluoro­phen­yl)[1-(2,6-difluoro­phen­yl)but-3-en­yl]amine 
In the mol­ecule of the title homoallylic amine, C16H13ClF3N, the dihedral angle between the two benzene rings is 84.63 (4)°. Weak intra­molecular N—H⋯F hydrogen bonds generate S(6) and S(5) ring motifs. In the crystal structure, weak inter­molecuar N—H⋯F hydrogen bonds link mol­ecules into centrosymmetric dimers which are arranged in mol­ecular sheets parallel to the ac plane.
doi:10.1107/S1600536809012896
PMCID: PMC2977711  PMID: 21583847
18.  4-(1-Cyclo­propyl-6-fluoro-4-oxo-1,4-dihydro­quinolin-7-yl)piperazin-1-ium 2,4,5-tricarb­oxy­benzene-1-carboxyl­ate monohydrate 
In the crystal of title compound, C16H19FN3O+·C10H5O8 −·H2O, the water mol­ecule and the ions are connected by inter­molecular N—H⋯O and O—H⋯O hydrogen bonds and π–π stacking [centroid–centroid separation = 3.602 (1) Å] between the benzene ring and the pyridine ring, generating a three-dimensional supra­molecular structure.
doi:10.1107/S1600536812008392
PMCID: PMC3297959  PMID: 22412762
19.  2-(4-Methyl­phen­yl)-1-phenyl­sulfonyl-3-nitro-1,2-dihydro­quinoline 
In the title compound, C22H18N2O4S, the dihedral angle between the phenyl­sulfonyl ring and the methyl­phenyl ring is 67.78 (7)°. In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯O inter­actions into a zigzag chain along the [101] direction.
doi:10.1107/S1600536811030455
PMCID: PMC3200724  PMID: 22058902
20.  Bis[1-cyclo­propyl-6-fluoro-4-oxo-7-(1-piperazin-4-ium-1-yl)-1,4-dihydro­quinoline-3-carboxyl­ate-κ2 O 3,O 4]bis­(nitrato-κO)copper(II) 
In the title complex, [Cu(NO3)2(C17H18FN3O3)2], the CuII ion is located on an inversion center. It exhibits a distorted octa­hedral geometry, being coordinated by six O atoms, four from two ciprofloxacin ligand mol­ecules (L), which act as bidentate ligands, and two from two nitrate anions. In the ligand, the piperazine ring has a chair conformation and the quinoline system is essentially planar [maximum deviation = 0.097 (2) Å]. One of the nitrate O atoms is disordered over two positions [occupancy ratio = 0.51 (6):0.49 (6)]. There is a C—H⋯F inter­action in the complex. In the crystal, mol­ecules are linked via N—H⋯O hydrogen bonds generating a two-dimensional network lying parallel to (111). The presence of C—H⋯O inter­actions leads to the formation of a three-dimensional structure. The title complex was prepared by hydro­thermal synthesis, and the hexa­hydrate form of this complex, synthesized by conventional methods, has been reported previously [Hernandez-Gil et al. (2009 ▶). Polyhedron, 28, 138–144].
doi:10.1107/S1600536812007830
PMCID: PMC3297282  PMID: 22412472
21.  4-(3-Chloro­phen­yl)-3-[(2,6-difluoro­benz­yl)sulfan­yl]-5-(3,4,5-trimeth­oxy­phen­yl)-4H-1,2,4-triazole 
In the title compound, C24H20ClF2N3O3S, the essentially planar triazole ring (r.m.s. deviation = 0.001 Å) forms dihedral angles of 22.35 (10), 68.17 (10) and 42.01 (10)° with the mean planes of the trimeth­oxy­phenyl, chloro­phenyl and difluoro­phenyl rings, respectively. A weak intra­molecular C—H⋯π inter­action occurs. In the crystal, mol­ecules are linked into sheets lying parallel to the bc plane by C—H⋯O and C—H⋯N hydrogen bonds. The crystal packing also features weak C—H⋯π inter­actions.
doi:10.1107/S1600536811048653
PMCID: PMC3239058  PMID: 22199906
22.  Poly[bis­[μ-1-cyclo­propyl-6-fluoro-4-oxido-7-(1-piperazin­yl)-1,4-dihydro­quinoline-3-carboxyl­ato]nickel(II)] 
In the title compound, [Ni(C17H17FN3O3)2]n, the NiII atom exists in a distorted trans-NiN2O4 octa­hedral geometry defined by two monodentate N-bonded and two bidentate O,O-bonded 1-cyclo­propyl-6-fluoro-4-oxido-7-(1-piperazin­yl)-1,4-dihydro­quinoline-3-carboxyl­ate (ciprofloxacinium) monoanions. The extended two-dimensional structure is a square grid. The Ni atom lies on a center of inversion.
doi:10.1107/S1600536807065555
PMCID: PMC2915111  PMID: 21200524
23.  Ethyl 2-(2,6-difluoro­benz­yloxy)-4-(4,6-dimethoxy­pyrimidin-2-yl)quinoline-3-carboxyl­ate 
In the title compound, C25H21F2N3O5, the pyrimidine and difluoro­benz­yloxy rings are twisted away from the central quinoline ring system, making dihedral angles of 54.6 (1) and 74.1 (1)°, respectively. A weak C—H⋯O inter­action links symmetry-related mol­ecules, forming a pseudo-dimer. π–π inter­actions between the quinoline rings of symmetry-related mol­ecules [centroid–centroid distance = 3.5479 (10) Å] link these dimers into chains parallel to [101]. Weak C—H⋯π inter­actions join adjacent chains, forming a two-dimensional layer parallel to (101).
doi:10.1107/S1600536809030499
PMCID: PMC2970014  PMID: 21577516
24.  (Z)-3-(4-Chloro­phen­yl)-1-(2,4-difluoro­phen­yl)-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-one 
The asymmetric unit of the title compound, C17H10ClF2N3O, contains three independent mol­ecules. In each mol­ecule, the C=C bond has a cis conformation with respect to the triazole and chloro­phenyl groups. The dihedral angles formed by the triazole ring with the diflurophenyl and chloro­phenyl benzene rings, respectively, are 20.10 (14) and 73.22 (15), 25.31 (15) and 84.44 (15), and 16.44 (13) and 61.72 (14)° in the three mol­ecules while the dihedral angles between the benzene rings are 66.54 (13), 85.82 (12) and 58.37 (12)°.
doi:10.1107/S1600536812022118
PMCID: PMC3379402  PMID: 22719600
25.  4′-(4-Chloro­phen­yl)-3′-(4-meth­oxy­phen­yl)-3,4-dihydro-1H,4′H-spiro­[acridine-2,5′-isoxazol]-1-one 
In the title compound, C28H21ClN2O3, the quinoline ring system is essentially planar with a maximum deviation of 0.0436 (17) Å. The isoxazole and cyclo­hexane rings adopt envelope conformations. The isoxazole ring is almost orthogonal to both the quinoline ring system and the cyclo­hexane ring, making dihedral angles of 85.75 (8) and 81.46 (9) °, respectively. The O atom deviates signifigantly from the six-membered carbocyclic ring by 0.3947 (16) Å. In the crystal, mol­ecules are linked into inversion dimers via pairs of C—H⋯O inter­actions, resulting in R 2 2(24) ring motifs.
doi:10.1107/S1600536812042523
PMCID: PMC3515270  PMID: 23284490

Results 1-25 (109890)