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1.  catena-Poly[[[bis­(3-amino­pyrazine-2-carboxyl­ato)triaqua­praseodymium(III)]-μ-3-amino­pyrazine-2-carboxyl­ato-[(3-amino­pyrazine-2-carboxyl­ato)diaqua­formatopraseodymium(III)]-μ-3-amino­pyrazine-2-carboxyl­ato] hexa­hydrate] 
The asymmetric unit of the polymeric title compound, {[Pr2(C5H4N3O2)5(CHO2)(H2O)5]·6H2O}n, has two independent PrIII atoms; one is coordinated by two water mol­ecules and the other by three water mol­ecules. The first is N,O-chelated by three 3-amino­pyrazine-2-carboxyl­ate ions, whereas the second is chelated by two carboxyl­ate ions; both exist in a monocapped square-anti­prismatic geometry. The polymeric chains that run along the a axis inter­act with the lattice water mol­ecules, generating a three-dimensional hydrogen-bonded network. The formate ion is disordered over two positions with respect to the non-coordinated atoms in a 1:1 ratio.
PMCID: PMC3200950  PMID: 22065704
2.  Bis(6′-carb­oxy-2,2′-bipyridine-6-carboxyl­ato-κ3 N,N′,O 6)nickel(II) tetra­hydrate 
In the title compound, [Ni(C12H7N2O4)2]·4H2O, the Ni atom is located at the centre of a distorted octa­hedron, formed by four N atoms and two O atoms from the same two tridentating chelated 6-carb­oxy-2,2′-bipyridine-6′-carboxyl­ate (L) ligands. Face-to-face π-stacking inter­actions between inversion-related pyridine rings with centroid–centroid distances of 3.548 (3) and 3.662 (3) Å (perpendicular distances between the respective rings are 3.314 and 3.438 Å) are found. Inter­molecular O—H⋯O hydrogen bonds between water mol­ecules and L ligands form R 5 3(10), R 6 5(14) and R 5 5(12) rings and also a centrosymmetric cage-like unit of water mol­ecules, which link eight adjacent NiII centers, forming a three-dimensional framework.
PMCID: PMC2968579  PMID: 21582115
3.  N-(2-Carb­oxy­eth­yl)-2,5-dide­oxy-2,5-imino-d-mannonic acid [(3R,4R,5R)-1-(2-carb­oxy­eth­yl)-3,4-dihy­droxy-5-hy­droxy­methyl-l-proline] 
The absolute stereochemistry of the title compound, C9H15NO7, was determined from the use of d-glucuronolactone as the starting material. The compound crystallizes as the zwitterion. The five-membered ring adopts an envelope conformation with the –CH2OH-substituted C atom forming the flap. An intramolecular N—H⋯O hydrogen-bond occurs. In the crystal, the compound exists as a three-dimensional O—H⋯O intermolecular hydrogen-bonded network with each mol­ecule acting as a donor and acceptor for four hydrogen bonds.
PMCID: PMC3470222  PMID: 23125666
4.  Di-μ-aqua-bis­(μ-pyridazine-4-carboxyl­ato-κ2 N:N′)bis­[triaqua­(pyridazine-4-carboxyl­ato-κ2 O,O′)lead(II)] dihydrate 
The structure of the title compound, [Pb2(C5H3N2O2)4(H2O)6]·2H2O, is composed of dimeric mol­ecules in which two symmetry-related Pb2+ ions are bridged by a pair of two pyridazine-4-carboxyl­ate ligand mol­ecules via both heterocyclic N atoms and two water O atoms. Each Pb2+ ion is also coordinated by two carboxyl­ate O atoms and three water O atoms, leading to a highly irregular coordination polyhedron around Pb2+. The dimers are inter­connected by hydrogen bonds between coordinated and uncoordinated water mol­ecules and the carboxyl­ate O atoms. O—H⋯N inter­actions are also present.
PMCID: PMC2971413  PMID: 21578059
5.  Bis­(μ-pyridine-2,3-dicarboxyl­ato)bis­[aqua­(3-carb­oxy­pyridine-2-carboxyl­ato)indium(III)] tetra­hydrate 
In the binuclear centrosymmetric title compound, [In2(C7H3NO4)2(C7H4NO4)2(H2O)2]·4H2O, which contains both pyridine-2,3-dicarboxyl­ate and 3-carb­oxy­pyridine-2-carboxyl­ate ligands, the InIII atom is six-coordinated in a distorted octa­hedral geometry. One pyridine ligand is N,O-chelated while the other is N,O-chelated and at the same time bridging to the other via the second carboxyl group. In the crystal, an extensive O—H⋯O hydrogen-bonding network, involving the coordinated and lattice water mol­ecules and the carboxyl groups of the ligands, together with C—H⋯O and π–π inter­actions [centroid–centroid distance = 3.793 (1) Å], leads to the formation of a three-dimensional structure.
PMCID: PMC3254334  PMID: 22259367
6.  2-N-Benzyl-2,6-dide­oxy-2,6-imino-3,4-O-iso­propyl­idene-d-allono­nitrile 
X-ray crystallography firmly established the relative stereochemistry of the title compound, C16H20N2O3. The acetonide ring adopts an envelope conformation with one of the O atoms as the flap and the piperidine ring adopts a slightly twisted boat conformation. The absolute configuration was determined by use of d-ribose as the starting material. The compound exists as O—H⋯O hydrogen-bonded chains of mol­ecules running parallel to the b axis.
PMCID: PMC3885044  PMID: 24454220
7.  Diaqua­bis­(5-carb­oxy-2-propyl-1H-imidazole-4-carboxyl­ato-κ2 N 3,O 4)nickel(II) tetra­hydrate 
In the title complex, [Ni(C8H9N2O4)2(H2O)2]·4H2O, the NiII ion is coordinated in a slightly distorted octa­hedral environment formed by two bis-chelating H2pimda (H3pimda is 2-propyl-1H-4,5-dicarb­oxy­lic acid) ligands and two coordinated water mol­ecules. In the crystal structure, a three-dimensional framework is formed by inter­molecular O—H⋯O and N—H⋯O hydrogen bonds involving the solvent water mol­ecules, coordinated water mol­ecules, carboxyl­ate O atoms and the protonated N atoms of the H2pimda ligands. The propyl groups of each H2pimda ligand are disordered over two sets of sites with refined occupancies of 0.50 (2):0.50 (2) and 0.762 (11):0.238 (11). In one water solvent mol­ecule, one of the H atoms was refined as disordered over two sites of equal occupancy.
PMCID: PMC3007488  PMID: 21588141
8.  2,9-Dimethyl-1,10-phenanthrolin-1-ium (6-carb­oxy-4-hy­droxy­pyridine-2-carboxyl­ato-κ3 O 2,N,O 6)(4-hy­droxy­pyridine-2,6-dicarboxyl­ato-κ3 O 2,N,O 6)zincate(II) 2.35-hydrate: a proton-transfer compound 
In the title compound, (C14H13N2)[Zn(C7H3NO5)(C7H4NO5)]·2.35H2O, the ZnII atom is coordinated by two N atoms and four O atoms from the carboxyl­ate groups of the 4-hy­droxy­pyridine-2,6-dicarboxyl­ate and 6-carb­oxy-4-hy­droxy­pyridine-2-carboxyl­ate ligands, forming a distored octa­hedral geometry. In the anion, the two pyridine rings are inclined to one another by 87.75 (13)°. Two types of robust O—H⋯O hydrogen bond synthons, viz. R 2 2(16) and R 6 6(42), link the anions to form a two-dimensional network parallel to the bc plane. Furthermore, O—H⋯O, N—H⋯O, N—H⋯N and weak C—H⋯O hydrogen bonds connect the two dimensional networks, forming a three-dimensional structure. In the crystal, there are also C—H⋯π and π–π inter­actions [centroid–centroid distances of 3.5554 (18) and 3.7681 (18) Å], and C=O⋯π inter­actions [O⋯centroid distance = 3.117 (2) Å] present. One of the three crystal water molecules shows an occupancy of 0.35.
PMCID: PMC3254305  PMID: 22259335
9.  2,9-Dimethyl-1,10-phenanthrolin-1-ium (6-carb­oxy-4-hy­droxy­pyridine-2-carboxyl­ato-κ3 O 2,N,O 6)(4-hy­droxy­pyridine-2,6-dicarboxyl­ato-κ3 O 2,N,O 6)nickelate(II) 2.35-hydrate: a proton-transfer compound 
The title proton-transfer compound, (C14H13N2)[Ni(C7H3NO5)(C7H4NO5)]·2.35H2O, consists of an [Ni(hypydc)(hypydcH)]− anion, a dmpH+ cation and 2.35 uncoordinated water mol­ecules (where hypydcH2 = 4-hy­droxy­pyridine-2,6-dicarb­oxy­lic acid and dmp = 2,9-dimethyl-1,10-phenanthroline). The NiII atom is coordinated by two N atoms and four O atoms from the carboxyl­ate groups of the (hypydc)2− and (hypydcH)− ligands, forming a distorted octa­hedral environment. In the anion, the two pyridine rings are inclined to one another by 89.24 (10)°. In the crystal, cations are linked via O—H⋯O hydrogen bonds forming dimers, graph-set [R 2 2(16)], centered about inversion centers. These dimers are further linked by other cation O—H⋯O hydrogen bonds, graph-set [R 6 6(42)], forming a two-dimensional network in (011). Additional inter­molecular O—H⋯O, N—H⋯O, N—H⋯N, and weak C—H⋯O hydrogen bonds, and π–π inter­actions [shortest centroid–centroid distance = 3.5442 (14) Å], connect the two dimensional networks, forming a three-dimensional arrangement. The H atoms of one of the methyl groups are disordered over two sites with equal occupancy.
PMCID: PMC3008066  PMID: 21588502
10.  (2,2′-Bipyridine-6,6′-dicarboxyl­ato-κ3 N,N′,O 6)(6′-carb­oxy-2,2′-bipyridine-6-carboxyl­ato-κ3 N,N′,O 6)cobalt(III) 
The CoIII atom in the title compound, [Co(C12H6N2O4)(C12H7N2O4)], is six-coordinated in a distorted octa­hedral geometry by four N atoms and two O atoms of the chelating 2,2′-bipyridine-6,6′-dicarboxyl­ate and 6′-carb­oxy-2,2′-bipyridine-6-carboxyl­ate ligands. Intermolecular O—H⋯O hydrogen bonds and face-to-face π-stacking inter­actions [centroid–centroid distance = 3.6352 (16) Å] between inversion-related pyridine rings link adjacent mononuclear units into a two-dimensional supra­molecular structure, and several inter­molecular C—H⋯O inter­actions are also observed.
PMCID: PMC3343819  PMID: 22589793
11.  Diaqua­(5-carb­oxy­benzene-1,3-dicarboxyl­ato-κO 1)[8-ethyl-5-oxo-2-(piperazin-4-ium-1-yl)-5,8-dihydro­pyrido[2,3-d]pyrimidine-6-carboxyl­ato-κ2 O 5,O 6]zinc monohydrate 
In the title compound, [Zn(C14H17N5O3)(C9H4O6)(H2O)2]·H2O, the complex mol­ecule exists in a zwitterionic form. The ZnII ion exhibits a distorted tetra­gonal-pyramidal geometry, being coordinated by two O atoms from the zwitterionic 8-ethyl-5-oxo-2-(piperazin-4-ium-1-yl)-5,8-dihydro­pyrido[2,3-d]pyrimidine-6-carboxyl­ate (L) ligand, one O atom from the 5-carb­oxy­benzene-1,3-dicarboxyl­ate dianion, [Hbtc]2−, and two O atoms from two aqua ligands. In the crystal, N—H⋯O and O—H⋯O hydrogen bonds link the components into a three-dimensional structure. The crystal packing exhibits π–π inter­actions between the aromatic rings, with centroid–centroid distances in the range 3.466 (3)–3.667 (3) Å.
PMCID: PMC3569215  PMID: 23424417
12.  Triaqua[2,2′-(propane-1,3-diyl)bis(5-carboxy-1H-imidazole-4-carboxylato-κ2 N 3,O 4)]calcium(II) tetrahydrate 
In the title compound, [Ca(C13H10N4O8)(H2O)3]·4H2O, the CaII ion is hepta-coordinated by two N atoms and two O atoms from a tetra­dentate 1,3-bis-(1H-imidazole-4,5-dicarb­oxy­l­ate) propane dianion and three water O atoms, giving a distorted penta­gonal–bipyramidal coordination environment. The Ca—O bond lengths are in the range 2.354 (3)–2.453 (2) Å, while the Ca—N bond lengths are in the range 2.523 (2)–2.548 (2) Å. An intra­molecular O—H⋯O hydrogen bond between the carb­oxy and carboxyl­ate groups stabilizes the mol­ecular configuration. A three-dimensional network of N—H⋯O and O—H⋯O hydrogen bonds help to stabilize the crystal packing.
PMCID: PMC3435615  PMID: 22969488
13.  Bis(μ-6-hydroxy­naphthalene-1-carboxyl­ato)bis­[(6-hydroxy­naphthalene-1-car­box­yl­ato)(1,10-phenanthroline)cadmium(II)] tetra­hydrate 
The title complex, [Cd2(C11H7O3)4(C12H8N2)2]·4H2O, has a centrosymmetric binuclear structure in which two CdII atoms are both six-coordinated and bridged by 6-hydroxy­naphthalene-1-carboxyl­ate ligands, with a Cd⋯Cd separation of 3.671 (1) Å. The remaining coordination sites are occupied by two N atoms of a 1,10-phenanthroline ligand and two O atoms of a 6-hydroxy­naphthalene-1-carboxyl­ate ligand. The crystal packing is stabilized by O—H⋯O hydrogen-bonding inter­actions.
PMCID: PMC2971052  PMID: 21578166
14.  catena-Poly[[[(1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro­quinoline-3-carboxyl­ato-κ2 O 3,O 4)copper(II)]-μ-1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro­quinoline-3-carboxyl­ato-κ3 N 7′:O 3,O 4] tetra­hydrate] 
In the title compound, {[Cu(C16H17FN3O3)2]·4H2O}n, the CuII atom is bonded to two O,O′-bidentate 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro­quinoline-3-carboxyl­ate (norf) monoanions and a symmetry-generated N-bonded norf anion, resulting in a distorted square-pyramidal coordination environ­ment with the N atom occupying the apical site. The bridging norf anion results in one-dimensional chains propogating along [010]. A network of O—H⋯O and N—H⋯O hydrogen bonds helps to establish the crystal structure.
PMCID: PMC2960715  PMID: 21201639
15.  Poly[(μ3-4-carb­oxy­pyridine-3-carboxyl­ato-κ3 N:O 3:O 4)(triphenyl­phosphine-κP)silver(I)] 
In the title 1:1 silver(I) 4-carb­oxy­pyridine-3-carboxyl­ate adduct with triphenyl­phosphine, [Ag(C7H4NO4)(C18H15P)]n, the carboxyl­ate anion bridges the phosphine-coordinated Ag atoms through its N and O atoms, generating a coordination polymer forming layers in the bc plane. The Ag atom exists in a distorted tetra­hedral geometry. The H atom of the carboxyl­ate is midway between two O atoms of the two carboxyl groups, thus forming a strong intra­molecular hydrogen bond.
PMCID: PMC3007833  PMID: 21588554
16.  catena-Poly[[aqua­lithium(I)]-μ-3-carb­oxy-5,6-di­methyl­pyrazine-2-carboxyl­ato-κ4 O 2,N 1:O 3,N 4] 
The asymmetric unit of the title compound, [Li(C8H6N2O4)(H2O)]n, comprises three Li cations, two of which are located on a twofold rotation axis, two carboxylate anions and three water mol­ecules, of which two are situated on the twofold rotation axis being aqua ligands. Both carboxylate anions are in μ2-bridging mode. All Li ions show a trigonal–bipyramidal coordination mode; the two located in special positions are bridged through N,O-bonding sites generating a polymeric ribbon along the c-axis direction. The Li cation in a general position creates an independent polymeric ribbon through N,O-bonding sites of the two symmetry-related ligands; the trigonal–bipyramidal coordination is completed by an aqua ligand. In both carboxylate anions, a carboxyl­ate and a carb­oxy­lic acid group form an intra­molecular hydrogen bond. The polymeric ribbons running along [001] are inter­connected by hydrogen bonds in which the water mol­ecules act as donors and carboxyl­ate O atoms act as acceptors, giving rise to a three-dimensional architecture.
PMCID: PMC3884992  PMID: 24454167
17.  (μ-5-Carb­oxy-1H-imidazole-4-carboxyl­ato-κ4 N 1,O 5:N 3,O 4)bis­[amminesilver(I)] 
In the title compound, [Ag2(C5H2N2O4)(NH3)2], each of the two AgI atoms is coordinated by two N atoms from an ammonia mol­ecule and a 5-carb­oxy-1H-imidazole-4-carboxyl­ate ligand in an almost linear geometry, and by one carboxyl­ate O atom with a weak inter­action. The Ag atoms are assembled into a linear tetra­mer through Ag⋯Ag inter­actions. Each Ag tetra­mer is linked by four 5-carb­oxy-1H-imidazole-4-carboxyl­ate ligands, forming a puckered chain. The complex involves a strong intra­molecular O—H⋯O hydrogen bond.
PMCID: PMC2972141  PMID: 21578569
18.  Triclinic modification of diaqua­bis­(5-carb­oxy-1H-imidazole-4-carboxyl­ato-κ2 N 3,O 4)iron(II) 
The title compound, [Fe(C5H3N2O4)2(H2O)2], is a triclinic modification of a monoclinic form recently reported by Du et al. [Acta Cryst. (2011) ▶, E67, m997]. The FeII ion lies at an inversion center and is coordinated by two N and two O atoms from two 5-carb­oxy-1H-imidazole-4-carboxyl­ate ligands in trans positions, together with two water mol­ecules, completing a slightly distorted octahedral coordination. Inter­molecular N—H⋯O hydrogen bonding between the N—H group of the imidazole ring and the deprotonated carboxyl­ate group builds a chain of 5-carb­oxy-1H-imidazole-4-carboxyl­ate anions along the [101] direction. The water molecules form intermolecular hydrogen bonds to O—C and O=C sites of the carboxylate group in adjacent layers.
PMCID: PMC3414146  PMID: 22904753
19.  cis-Tri­aqua­[1,1′-(propane-1,3-di­yl)bis­(pyridin-1-ium-4-carboxyl­ato)-κO]bis­(thio­cyanato-κN)manganese(II) dihydrate 
In the title compound, [Mn(NCS)2(C15H14N2O4)(H2O)3]·2H2O, the metal ion is octa­hedrally coordinated by three water mol­ecules, one carboxyl­ate O atom from a 1,1′-(propane-1,3-di­yl)bis­(pyridinium-4-carboxyl­ate) ligand and two N atoms from two thio­cyanate anions in cis positions, forming a mononuclear complex mol­ecule. In the crystal, mol­ecules are connected into a three-dimensional architecture through O—H⋯O hydrogen bonds involving water mol­ecules and carboxyl­ate groups.
PMCID: PMC3998253  PMID: 24764814
20.  Poly[diaqua­bis(μ2-5-carb­oxy-2-propyl-1H-imidazole-4-carboxyl­ato-κ3 N 3,O 4:O 5)lead(II)] 
In the title complex, [Pb(C8H9N2O4)2(H2O)2]n, the eight-coordinate PbII atom lies on a twofold rotation axis and adopts a slightly distorted square-anti­prismatic N2O6 coordination geometry. The ligand donor atoms are the tertiary N atoms of the imidazole rings and the carboxyl­ate O atoms of two chelating 5-carb­oxy-2-propyl-1H-imidazole-4-carboxyl­ate ligands, the carb­oxy O atoms of two additional imidazole ligands and two water O atoms. The carb­oxy O and the N,O-chelate systems also link adjacent PbII atoms, forming a two-dimensional layer structure, with four individual PbII atoms located at the corners of a square. These layers are further inter­connected by an extensive array of O—H⋯O and N—H⋯O hydrogen bonds into a three-dimensional network.
PMCID: PMC2979092  PMID: 21579031
21.  Diaqua­[5,5′-dicarb­oxy-2,2′-(ethane-1,2-di­yl)bis­(1H-imidazole-4-carboxyl­ato)]cobalt(II) 
In the title complex, [Co(C12H8N4O8)(H2O)2], the CoII atom is coordinated by two N and two O atoms of the tetra­dentate 5,5′-dicarb­oxy-2,2′-(ethane-1,2-di­yl)bis­(1H-imidazole-4-carboxy­l­ate) anion. The slightly distorted octa­hedral coordination environment is completed by the O atoms of two water mol­ecules in axial positions. An intra­molecular O—H⋯O hydrogen bond between the carb­oxy and carboxyl­ate groups stabilizes the mol­ecular configuration. Adjacent mol­ecules are linked through O—H⋯O and N—H⋯O hydrogen bonds between the carb­oxy/carboxyl­ate groups, water mol­ecules and imidazole fragments into a three-dimensional network.
PMCID: PMC3120334  PMID: 21754687
22.  catena-Poly[[(5-carb­oxy-2H-1,2,3-triazole-4-carboxyl­ato-κ2 N 3,O 4)sodium]-di-μ-aqua-κ4 O:O] 
In the title coordination polymer, [Na(C4H2N3O4)(H2O)2]n, the NaI atom is six-coordinated by one O atom and one N atom from a 2H-1,2,3-triazole-4-carb­oxy-5-carboxyl­ate ligand and four O atoms from four water mol­ecules, forming a distorted octa­hedal geometry. The NaI atoms are bridged by water mol­ecules into a chain structure along [100]. Inter­molecular N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds connect the chains. An intra­molecular O—H⋯O hydrogen bond between the carboxyl­ate groups is observed.
PMCID: PMC2983283  PMID: 21587466
23.  Poly[[μ2-aqua-μ3-(4-carb­oxy-2-propyl-1H-imidazole-5-carboxyl­ato-κ4 N 3,O 4:O 4:O 5)-sodium] hemihydrate] 
In the title compound, {[Na(C8H9N2O4)(H2O)]·0.5H2O}n, the Na+ ion is coordinated by two bridging water mol­ecules, one N atom and three O atoms from three 4-carb­oxy-2-propyl-1H-imidazole-5-carboxyl­ate (H2pimdc) ligands. Adjacent Na+ ions are linked alternately by two water O atoms and two carb­oxy O atoms into a chain along [001]. These chains are connected through the coordination of the carboxyl­ate O atoms to the Na+ ions, forming a three-dimensional structure. An intra­molecular O—H⋯O hydrogen bond and inter­molecular N—H⋯O and O—H⋯O hydrogen bonds are present in the crystal structure.
PMCID: PMC3099890  PMID: 21753940
24.  catena-Poly[[[triaqua­(nitrato-κ2 O,O′)neodymium(III)]-bis­(μ2-pyridinium-4-carboxyl­ato-κ2 O:O′)] bis­(perchlorate) monohydrate] 
In the title compound, {[Nd(NO3)(C6H5NO2)2(H2O)3](ClO4)2·H2O}n, the NdIII atom is nine-coordinated by four O atoms from four pyridinium-4-carboxyl­ate ligands, two O atoms from a chelating nitrate anion and three water mol­ecules in a distorted tricapped trigonal–prismatic coordination geometry. Adjacent Nd atoms are linked by the bidentate pyridinium-4-carboxyl­ate ligands into a chain running along the b axis. The chains are further connected by O—H⋯O and N—H⋯O hydrogen bonds into a three-dimensional network.
PMCID: PMC2968357  PMID: 21581760
25.  Di-μ-aqua-bis­[aqua­(5-carboxyl­ato-1H-1,2,3-triazole-4-carb­oxy­lic acid-κ2 N 3,O 4)lithium] 
The crystal structure of the title compound, [Li2(C4H2N3O4)2(H2O)4], contains centrosymmetric dinuclear mol­ecules in which two LiI ions are bridged by two water O atoms. The metal ion is coordinated by one N,O-bidentate ligand and three water O atoms (one of them is symmetry generated), with one of the bridging water O atoms in the apical position of a distorted square pyramid. The carboxyl­ate group that participates in coordination to the metal ion remains protonated; the other is deprotonated and coordination inactive. An intra­molecular O—H⋯O hydrogen bond between carboxyl­ate groups is observed. In the crystal, dimers are linked by O—H⋯O, O—H⋯N and N—H⋯O hydrogen bonds, generating a three-dimensional network.
PMCID: PMC3884415  PMID: 24427005

Results 1-25 (136098)