Literature DB >> 21522589

catena-Poly[[bis-(dimethyl-ammonium) [cadmate(II)-bis-(μ-1,1':4',1''-terphenyl-3,3''-dicarboxyl-ato)]] dimethyl-formamide disolvate].

Sang-Wook Park, Ja-Min Gu, Youngmee Kim, Seong Huh.   

Abstract

In the title compound, {(C(2)H(8)N)(2)[Cd(C(20)H(12)O(4))(2)]·2C(3)H(7)NO}(n), the Cd(II) ion lies on a twofold rotation axis and is in a distorted octa-hedral CdO(6) environment, defined by four O atoms of two μ(2)-coordinated 1,1':4',1''-terphenyl-3,3''-dicarboxyl-ate (DCT) ligands and two O atoms of two μ(1)-coordinated DCT ligands. Both types of DCT ligands act as bridging, forming a one-dimensional polymeric structure propagating parallel to [10].

Entities:  

Year:  2010        PMID: 21522589      PMCID: PMC3050304          DOI: 10.1107/S1600536810051366

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


Related literature

For background information on metal-organic frameworks (MOFs), see: Li & Zhou (2009 ▶); Huh et al. (2009 ▶, 2010 ▶); Youm et al. (2004 ▶); Gu et al. (2010 ▶).

Experimental

Crystal data

(C2H8N)2[Cd(C20H12O4)2]·2C3H7NO M = 983.37 Monoclinic, a = 28.525 (4) Å b = 9.3267 (13) Å c = 20.580 (3) Å β = 114.752 (2)° V = 4972.1 (11) Å3 Z = 4 Mo Kα radiation μ = 0.50 mm−1 T = 293 K 0.08 × 0.08 × 0.05 mm

Data collection

Bruker SMART CCD area-detector diffractometer 13515 measured reflections 4888 independent reflections 2861 reflections with I > 2σ(I) R int = 0.068

Refinement

R[F 2 > 2σ(F 2)] = 0.046 wR(F 2) = 0.116 S = 0.90 4888 reflections 298 parameters H-atom parameters constrained Δρmax = 1.47 e Å−3 Δρmin = −0.76 e Å−3 Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL. Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810051366/lh5182sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536810051366/lh5182Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
(C2H8N)2[Cd(C20H12O4)2]·2C3H7NOF(000) = 2040
Mr = 983.37Dx = 1.314 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 2049 reflections
a = 28.525 (4) Åθ = 2.3–27.0°
b = 9.3267 (13) ŵ = 0.50 mm1
c = 20.580 (3) ÅT = 293 K
β = 114.752 (2)°Block, colorless
V = 4972.1 (11) Å30.08 × 0.08 × 0.05 mm
Z = 4
Bruker SMART CCD area-detector diffractometer2861 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.068
graphiteθmax = 26.0°, θmin = 1.6°
φ and ω scansh = −35→32
13515 measured reflectionsk = −8→11
4888 independent reflectionsl = −25→18
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.116H-atom parameters constrained
S = 0.90w = 1/[σ2(Fo2) + (0.0481P)2] where P = (Fo2 + 2Fc2)/3
4888 reflections(Δ/σ)max < 0.001
298 parametersΔρmax = 1.47 e Å3
0 restraintsΔρmin = −0.76 e Å3
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.
xyzUiso*/Ueq
Cd11.00000.22586 (5)0.75000.03992 (17)
O11.08028 (11)0.3209 (3)0.77314 (16)0.0572 (9)
O21.01785 (11)0.4040 (3)0.67570 (16)0.0621 (9)
O30.95903 (10)0.0827 (3)0.65658 (14)0.0505 (8)
O41.03902 (12)0.0114 (4)0.68232 (16)0.0719 (10)
C11.06411 (17)0.4007 (5)0.7194 (2)0.0449 (11)
C21.10258 (15)0.4955 (4)0.7074 (2)0.0389 (10)
C31.15225 (14)0.5095 (4)0.7608 (2)0.0390 (10)
H31.16100.46190.80400.047*
C41.18932 (14)0.5936 (4)0.7510 (2)0.0382 (10)
C51.17464 (16)0.6611 (5)0.6854 (2)0.0482 (12)
H51.19870.71640.67700.058*
C61.12548 (16)0.6485 (5)0.6323 (2)0.0534 (12)
H61.11670.69510.58880.064*
C71.08924 (16)0.5672 (5)0.6433 (2)0.0471 (11)
H71.05580.56050.60770.056*
C80.74239 (14)−0.1084 (4)0.3083 (2)0.0377 (10)
C90.76565 (15)0.0007 (5)0.3571 (2)0.0452 (11)
H90.74670.08270.35600.054*
C100.81649 (16)−0.0094 (5)0.4076 (2)0.0465 (11)
H100.83080.06570.43950.056*
C110.84628 (15)−0.1288 (5)0.4114 (2)0.0379 (10)
C120.82222 (15)−0.2418 (5)0.3648 (2)0.0443 (11)
H120.8404−0.32600.36770.053*
C130.77171 (15)−0.2300 (5)0.3145 (2)0.0463 (11)
H130.7569−0.30660.28370.056*
C140.90158 (15)−0.1368 (4)0.4619 (2)0.0385 (10)
C150.92021 (15)−0.0652 (4)0.5273 (2)0.0408 (10)
H150.8975−0.01310.54000.049*
C160.97212 (15)−0.0706 (4)0.5738 (2)0.0396 (10)
C171.00572 (16)−0.1481 (5)0.5552 (2)0.0506 (12)
H171.0406−0.15230.58610.061*
C180.98748 (16)−0.2195 (5)0.4906 (2)0.0541 (12)
H181.0102−0.27240.47820.065*
C190.93633 (16)−0.2132 (5)0.4445 (2)0.0480 (11)
H190.9248−0.26090.40090.058*
C200.99169 (17)0.0116 (5)0.6434 (2)0.0473 (11)
N210.1478 (2)0.4189 (6)0.9596 (2)0.0814 (14)
O210.16600 (16)0.1981 (4)0.9324 (2)0.0925 (13)
C210.1350 (2)0.2929 (7)0.9302 (3)0.0737 (16)
H210.10000.27270.90570.088*
C220.2015 (3)0.4610 (9)0.9988 (4)0.146 (3)
H22A0.22350.38260.99960.220*
H22B0.20770.48631.04690.220*
H22C0.20880.54200.97570.220*
C230.1082 (3)0.5226 (8)0.9496 (3)0.126 (3)
H23A0.11430.60680.92750.189*
H23B0.10880.54750.99520.189*
H23C0.07520.48280.91960.189*
N310.12647 (13)1.0202 (4)0.80646 (18)0.0537 (10)
H31A0.13021.07700.84360.064*
H31B0.09431.03310.77240.064*
C310.16355 (19)1.0657 (7)0.7781 (3)0.0912 (19)
H31C0.19801.05790.81490.137*
H31D0.15681.16340.76230.137*
H31E0.16011.00550.73850.137*
C320.1320 (2)0.8719 (6)0.8299 (3)0.101 (2)
H32A0.13100.81070.79190.152*
H32B0.10420.84710.84260.152*
H32C0.16430.85990.87080.152*
U11U22U33U12U13U23
Cd10.0305 (2)0.0450 (3)0.0417 (3)0.0000.01258 (19)0.000
O10.0486 (19)0.058 (2)0.060 (2)−0.0061 (16)0.0182 (16)0.0137 (17)
O20.0367 (18)0.067 (2)0.072 (2)−0.0066 (16)0.0126 (17)0.0110 (17)
O30.0426 (18)0.061 (2)0.0476 (18)0.0010 (15)0.0182 (15)−0.0085 (15)
O40.0410 (19)0.101 (3)0.055 (2)0.0050 (19)0.0016 (16)−0.0156 (19)
C10.042 (3)0.041 (3)0.051 (3)0.002 (2)0.019 (2)−0.003 (2)
C20.037 (2)0.035 (3)0.047 (3)0.0023 (19)0.020 (2)0.002 (2)
C30.038 (2)0.038 (3)0.040 (2)0.005 (2)0.015 (2)0.0036 (19)
C40.033 (2)0.037 (3)0.044 (3)0.0013 (19)0.015 (2)0.000 (2)
C50.040 (3)0.053 (3)0.053 (3)−0.004 (2)0.020 (2)0.014 (2)
C60.043 (3)0.064 (3)0.048 (3)0.002 (2)0.014 (2)0.016 (2)
C70.035 (2)0.048 (3)0.051 (3)0.004 (2)0.011 (2)0.007 (2)
C80.035 (2)0.036 (3)0.042 (2)0.000 (2)0.016 (2)0.001 (2)
C90.041 (3)0.041 (3)0.052 (3)0.006 (2)0.017 (2)−0.006 (2)
C100.046 (3)0.042 (3)0.045 (3)−0.002 (2)0.013 (2)−0.006 (2)
C110.039 (2)0.042 (3)0.034 (2)0.002 (2)0.0158 (19)0.002 (2)
C120.044 (2)0.040 (3)0.048 (3)0.006 (2)0.018 (2)−0.002 (2)
C130.045 (2)0.040 (3)0.052 (3)−0.003 (2)0.018 (2)−0.011 (2)
C140.040 (2)0.040 (3)0.034 (2)0.001 (2)0.014 (2)0.001 (2)
C150.037 (2)0.042 (3)0.044 (3)0.001 (2)0.018 (2)0.002 (2)
C160.038 (2)0.040 (3)0.038 (2)0.002 (2)0.012 (2)−0.001 (2)
C170.038 (3)0.057 (3)0.051 (3)0.009 (2)0.012 (2)−0.001 (2)
C180.048 (3)0.056 (3)0.060 (3)0.010 (2)0.024 (2)−0.008 (3)
C190.045 (3)0.051 (3)0.045 (3)0.002 (2)0.015 (2)−0.010 (2)
C200.047 (3)0.046 (3)0.045 (3)−0.002 (2)0.015 (2)0.003 (2)
N210.092 (4)0.076 (4)0.074 (3)−0.010 (3)0.034 (3)−0.021 (3)
O210.095 (3)0.086 (3)0.078 (3)0.011 (2)0.018 (2)−0.011 (2)
C210.090 (4)0.067 (4)0.054 (3)−0.016 (4)0.020 (3)−0.010 (3)
C220.108 (6)0.159 (8)0.171 (7)−0.055 (5)0.057 (5)−0.080 (6)
C230.151 (7)0.092 (6)0.130 (6)0.007 (5)0.054 (5)−0.012 (4)
N310.046 (2)0.060 (3)0.049 (2)0.010 (2)0.0142 (19)−0.0055 (19)
C310.069 (4)0.108 (5)0.113 (5)0.000 (3)0.055 (4)−0.002 (4)
C320.134 (6)0.064 (4)0.127 (5)0.021 (4)0.075 (5)0.014 (4)
Cd1—O32.228 (3)C12—H120.9300
Cd1—O3i2.228 (3)C13—H130.9300
Cd1—O12.312 (3)C14—C191.383 (5)
Cd1—O1i2.312 (3)C14—C151.394 (5)
Cd1—O22.451 (3)C15—C161.387 (5)
Cd1—O2i2.451 (3)C15—H150.9300
Cd1—C1i2.714 (4)C16—C171.376 (5)
Cd1—C12.714 (4)C16—C201.510 (6)
O1—C11.250 (5)C17—C181.380 (6)
O2—C11.248 (4)C17—H170.9300
O3—C201.262 (5)C18—C191.369 (5)
O4—C201.249 (5)C18—H180.9300
C1—C21.508 (6)C19—H190.9300
C2—C71.383 (5)N21—C211.302 (6)
C2—C31.389 (5)N21—C231.434 (7)
C3—C41.397 (5)N21—C221.455 (7)
C3—H30.9300O21—C211.238 (6)
C4—C51.386 (5)C21—H210.9300
C4—C8ii1.485 (5)C22—H22A0.9600
C5—C61.375 (5)C22—H22B0.9600
C5—H50.9300C22—H22C0.9600
C6—C71.375 (5)C23—H23A0.9600
C6—H60.9300C23—H23B0.9600
C7—H70.9300C23—H23C0.9600
C8—C131.383 (5)N31—C321.452 (6)
C8—C91.388 (5)N31—C311.469 (6)
C8—C4iii1.485 (5)N31—H31A0.9000
C9—C101.389 (5)N31—H31B0.9000
C9—H90.9300C31—H31C0.9600
C10—C111.383 (5)C31—H31D0.9600
C10—H100.9300C31—H31E0.9600
C11—C121.396 (5)C32—H32A0.9600
C11—C141.484 (5)C32—H32B0.9600
C12—C131.383 (5)C32—H32C0.9600
O3—Cd1—O3i106.36 (15)C10—C11—C14121.9 (4)
O3—Cd1—O1121.60 (10)C12—C11—C14121.0 (4)
O3i—Cd1—O186.31 (11)C13—C12—C11120.9 (4)
O3—Cd1—O1i86.31 (11)C13—C12—H12119.6
O3i—Cd1—O1i121.60 (10)C11—C12—H12119.6
O1—Cd1—O1i134.91 (16)C12—C13—C8122.3 (4)
O3—Cd1—O292.22 (10)C12—C13—H13118.9
O3i—Cd1—O2140.68 (10)C8—C13—H13118.9
O1—Cd1—O254.70 (10)C19—C14—C15118.1 (4)
O1i—Cd1—O293.34 (10)C19—C14—C11120.8 (4)
O3—Cd1—O2i140.68 (10)C15—C14—C11121.0 (4)
O3i—Cd1—O2i92.22 (10)C16—C15—C14121.0 (4)
O1—Cd1—O2i93.34 (11)C16—C15—H15119.5
O1i—Cd1—O2i54.69 (10)C14—C15—H15119.5
O2—Cd1—O2i94.67 (15)C17—C16—C15119.6 (4)
O3—Cd1—C1i113.54 (12)C17—C16—C20120.4 (4)
O3i—Cd1—C1i108.72 (12)C15—C16—C20120.0 (4)
O1—Cd1—C1i115.31 (12)C16—C17—C18119.7 (4)
O1i—Cd1—C1i27.33 (10)C16—C17—H17120.1
O2—Cd1—C1i94.22 (11)C18—C17—H17120.1
O2i—Cd1—C1i27.36 (10)C19—C18—C17120.6 (4)
O3—Cd1—C1108.72 (12)C19—C18—H18119.7
O3i—Cd1—C1113.54 (12)C17—C18—H18119.7
O1—Cd1—C127.34 (10)C18—C19—C14121.0 (4)
O1i—Cd1—C1115.31 (12)C18—C19—H19119.5
O2—Cd1—C127.36 (10)C14—C19—H19119.5
O2i—Cd1—C194.22 (11)O4—C20—O3124.1 (4)
C1i—Cd1—C1106.12 (18)O4—C20—C16118.6 (4)
C1—O1—Cd194.5 (3)O3—C20—C16117.2 (4)
C1—O2—Cd188.1 (3)C21—N21—C23119.5 (6)
C20—O3—Cd1109.4 (3)C21—N21—C22121.7 (6)
O2—C1—O1122.7 (4)C23—N21—C22118.7 (6)
O2—C1—C2119.3 (4)O21—C21—N21124.9 (6)
O1—C1—C2118.0 (4)O21—C21—H21117.5
O2—C1—Cd164.5 (2)N21—C21—H21117.5
O1—C1—Cd158.1 (2)N21—C22—H22A109.5
C2—C1—Cd1176.1 (3)N21—C22—H22B109.5
C7—C2—C3119.4 (4)H22A—C22—H22B109.5
C7—C2—C1120.8 (4)N21—C22—H22C109.5
C3—C2—C1119.8 (4)H22A—C22—H22C109.5
C2—C3—C4121.4 (4)H22B—C22—H22C109.5
C2—C3—H3119.3N21—C23—H23A109.5
C4—C3—H3119.3N21—C23—H23B109.5
C5—C4—C3117.2 (4)H23A—C23—H23B109.5
C5—C4—C8ii121.5 (4)N21—C23—H23C109.5
C3—C4—C8ii121.3 (4)H23A—C23—H23C109.5
C6—C5—C4121.8 (4)H23B—C23—H23C109.5
C6—C5—H5119.1C32—N31—C31114.3 (4)
C4—C5—H5119.1C32—N31—H31A108.7
C7—C6—C5120.2 (4)C31—N31—H31A108.7
C7—C6—H6119.9C32—N31—H31B108.7
C5—C6—H6119.9C31—N31—H31B108.7
C6—C7—C2119.9 (4)H31A—N31—H31B107.6
C6—C7—H7120.1N31—C31—H31C109.5
C2—C7—H7120.1N31—C31—H31D109.5
C13—C8—C9116.6 (4)H31C—C31—H31D109.5
C13—C8—C4iii121.7 (4)N31—C31—H31E109.5
C9—C8—C4iii121.7 (4)H31C—C31—H31E109.5
C8—C9—C10121.6 (4)H31D—C31—H31E109.5
C8—C9—H9119.2N31—C32—H32A109.5
C10—C9—H9119.2N31—C32—H32B109.5
C11—C10—C9121.5 (4)H32A—C32—H32B109.5
C11—C10—H10119.3N31—C32—H32C109.5
C9—C10—H10119.3H32A—C32—H32C109.5
C10—C11—C12117.0 (4)H32B—C32—H32C109.5
O3—Cd1—O1—C168.3 (3)C2—C3—C4—C5−0.8 (6)
O3i—Cd1—O1—C1175.3 (3)C2—C3—C4—C8ii180.0 (4)
O1i—Cd1—O1—C1−52.1 (2)C3—C4—C5—C61.1 (6)
O2—Cd1—O1—C10.6 (2)C8ii—C4—C5—C6−179.6 (4)
O2i—Cd1—O1—C1−92.7 (3)C4—C5—C6—C70.0 (7)
C1i—Cd1—O1—C1−75.8 (3)C5—C6—C7—C2−1.4 (7)
O3—Cd1—O2—C1−128.6 (3)C3—C2—C7—C61.7 (6)
O3i—Cd1—O2—C1−9.1 (3)C1—C2—C7—C6−177.4 (4)
O1—Cd1—O2—C1−0.6 (2)C13—C8—C9—C102.6 (6)
O1i—Cd1—O2—C1145.0 (3)C4iii—C8—C9—C10−175.6 (4)
O2i—Cd1—O2—C190.1 (3)C8—C9—C10—C110.1 (6)
C1i—Cd1—O2—C1117.6 (3)C9—C10—C11—C12−3.3 (6)
O3i—Cd1—O3—C20−64.4 (3)C9—C10—C11—C14175.9 (4)
O1—Cd1—O3—C2031.4 (3)C10—C11—C12—C133.7 (6)
O1i—Cd1—O3—C20173.7 (3)C14—C11—C12—C13−175.5 (4)
O2—Cd1—O3—C2080.5 (3)C11—C12—C13—C8−1.0 (6)
O2i—Cd1—O3—C20−179.4 (2)C9—C8—C13—C12−2.2 (6)
C1i—Cd1—O3—C20176.1 (3)C4iii—C8—C13—C12176.1 (4)
C1—Cd1—O3—C2058.2 (3)C10—C11—C14—C19−148.1 (4)
Cd1—O2—C1—O11.1 (4)C12—C11—C14—C1931.1 (6)
Cd1—O2—C1—C2−179.3 (3)C10—C11—C14—C1530.5 (6)
Cd1—O1—C1—O2−1.2 (5)C12—C11—C14—C15−150.4 (4)
Cd1—O1—C1—C2179.2 (3)C19—C14—C15—C16−0.1 (6)
O3—Cd1—C1—O255.5 (3)C11—C14—C15—C16−178.7 (4)
O3i—Cd1—C1—O2173.7 (2)C14—C15—C16—C17−0.2 (6)
O1—Cd1—C1—O2178.9 (4)C14—C15—C16—C20178.1 (4)
O1i—Cd1—C1—O2−39.3 (3)C15—C16—C17—C180.0 (7)
O2i—Cd1—C1—O2−92.0 (3)C20—C16—C17—C18−178.3 (4)
C1i—Cd1—C1—O2−66.9 (2)C16—C17—C18—C190.5 (7)
O3—Cd1—C1—O1−123.3 (3)C17—C18—C19—C14−0.8 (7)
O3i—Cd1—C1—O1−5.2 (3)C15—C14—C19—C180.6 (6)
O1i—Cd1—C1—O1141.8 (2)C11—C14—C19—C18179.2 (4)
O2—Cd1—C1—O1−178.9 (4)Cd1—O3—C20—O47.4 (5)
O2i—Cd1—C1—O189.1 (3)Cd1—O3—C20—C16−168.7 (3)
C1i—Cd1—C1—O1114.2 (3)C17—C16—C20—O42.3 (6)
O2—C1—C2—C7−10.8 (6)C15—C16—C20—O4−176.0 (4)
O1—C1—C2—C7168.7 (4)C17—C16—C20—O3178.6 (4)
O2—C1—C2—C3170.1 (4)C15—C16—C20—O30.4 (6)
O1—C1—C2—C3−10.3 (6)C23—N21—C21—O21176.3 (6)
C7—C2—C3—C4−0.6 (6)C22—N21—C21—O210.3 (9)
C1—C2—C3—C4178.5 (4)
  6 in total

1.  Non-interpenetrating honeycomb-like 2D [6,3] network built by a novel trigonal metalloligand.

Authors:  Kyoung-Tae Youm; Seong Huh; Young Jun Park; Sangwoo Park; Moon-Gun Choi; Moo-Jin Jun
Journal:  Chem Commun (Camb)       Date:  2004-09-20       Impact factor: 6.222

2.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

3.  Nanoporous In-MOF with multiple one-dimensional pores.

Authors:  Seong Huh; Tae-Hwan Kwon; Noejung Park; Sung-Jin Kim; Youngmee Kim
Journal:  Chem Commun (Camb)       Date:  2009-07-21       Impact factor: 6.222

4.  Metal-organic hendecahedra assembled from dinuclear paddlewheel nodes and mixtures of ditopic linkers with 120 and 90 degrees bend angles.

Authors:  Jian-Rong Li; Hong-Cai Zhou
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

5.  DABCO-functionalized metal-organic framework bearing a C2h-symmetric terphenyl dicarboxylate linker.

Authors:  Ja-Min Gu; Tae-Hwan Kwon; Ji-Hyun Park; Seong Huh
Journal:  Dalton Trans       Date:  2010-05-24       Impact factor: 4.390

6.  Two-dimensional metal-organic frameworks with blue luminescence.

Authors:  Seong Huh; Suhyun Jung; Youngmee Kim; Sung-Jin Kim; Seongsoon Park
Journal:  Dalton Trans       Date:  2009-11-23       Impact factor: 4.390

  6 in total

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