metal-organic compounds
Retracted: catena-Poly[[(1,10-phenanthroline-κ2N,N′)praseodymium(III)]-di-μ-phenoxyacetato-κ4O:O′-[(1,10-phenanthroline-κ2N,N′)praseodymium(III)]-di-μ-phenoxyacetato-κ4O:O′-di-μ-phenoxyacetato-κ3O,O′:O;κ3O:O,O′]
aCollege of Chemistry and Chemical Engineering, Provincial Key Laboratory of Coordination Chemistry, Jinggangshan University, Jian 343009, People's Republic of China, and bInstitute of Applied Materials, Jiangxi University of Finance and Economics, Nanchang 330032, People's Republic of China
*Correspondence e-mail: huazhong06@126.com
The title complex, [Pr2(C8H7O3)6(C12H8N2)2]n, which has an inversion centre midway between the two PrIII atoms of the structural unit, forms a one-dimensional polymer bridged alternately by either two bidentate, or two bidentate and two terdentate, phenoxyacetate carboxylate groups. Each PrIII atom is thus nine-coordinated by two N atoms of a 1,10-phenanthroline ligand and seven O atoms from six phenoxyacetate ligands. The coordination geometry at the PrIII atom is distorted tricapped trigonal prismatic. One phenyl ring is disordered over two positions; the site occupancy factors are ca 0.6 and 0.4.
Related literature
For related literature, see: Allen et al. (1987); Daiguebonne et al. (2000); Farrugia et al. (2000); Kay et al. (1972); Ma et al. (1999); Mao et al. (1998); Starynowicz (1991, 1993); Tsukube & Shinoda (2002); Zhang et al. (2005); Zeng et al. (2000); Zhong et al. (2007).
Experimental
Crystal data
|
Refinement
|
Data collection: SMART (Siemens, 1996); cell SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Siemens, 1996); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536807068614/rt2009sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536807068614/rt2009Isup2.hkl
The title compound was synthesized using the hydrothermal method in a 23 ml Teflon-lined Parr bomb, which was then sealed. Praseodymium(III) chloride hexahydrate (71.1 mg, 0.2 mmol), 1,10-phenanthroline (39.6 mg, 0.2 mmol), phenoxyacetic acid (91.3 mg, 0.6 mmol), sodium hydroxide (24 mg, 0.6 mmol) and distilled water (4 g) were placed into the bomb and sealed. The bomb was then heated under autogenous pressure for 7 d at 413 K and allowed to cool at room temperature for 24 h. Upon opening the bomb, a clear colorless solution was decanted from small green crystals. These crystals were washed with distilled water followed by ethanol, and allowed to air-dry at room temperature (yield: 72.7 mg, 36%).
H atoms were positioned geometrically, with C—H = 0.93–0.97 Å, and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(C). The phenyl ring defined by C23–C28 shows and in-plane disorder of ca 0.4:0.6, and the two phenyl fragments (A and B) were refined as restrained rigid groups, allowing the population to vary. The hydrogen atoms on the disordered phenyl ring were not placed, and as a result of the disorder, slightly larger thermal parameters were observed on the periphery of the molecule.
Data collection: SMART (Siemens, 1996); cell
SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Siemens, 1996); software used to prepare material for publication: SHELXTL (Siemens, 1996).Fig. 1. The molecular structure of the title molecule, with the atom-numbering scheme. Displacement ellipsoids are drawn at the 20% probability level [for symmetry codes, see Tabel 1]. All H atoms have been omitted for clarity. | |
Fig. 2. View along the b axis showing one dimensional polymeric structure, linked by H-bonding. |
[Pr2(C8H7O3)6(C12H8N2)2] | F(000) = 1560 |
Mr = 1549.04 | Dx = 1.508 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 9075 reflections |
a = 20.204 (4) Å | θ = 2.4–26.9° |
b = 8.499 (4) Å | µ = 1.49 mm−1 |
c = 20.799 (3) Å | T = 273 K |
β = 107.198 (6)° | Needle, green |
V = 3411.8 (17) Å3 | 0.33 × 0.12 × 0.08 mm |
Z = 2 |
Bruker APEXII area-detector diffractometer | 7712 independent reflections |
Radiation source: fine-focus sealed tube | 5037 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.043 |
ϕ and ω scans | θmax = 27.5°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −26→25 |
Tmin = 0.642, Tmax = 0.891 | k = −10→11 |
27763 measured reflections | l = −26→26 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.097 | H-atom parameters constrained |
S = 0.90 | w = 1/[σ2(Fo2) + (0.0573P)2 + 0.9707P] where P = (Fo2 + 2Fc2)/3 |
7712 reflections | (Δ/σ)max = 0.002 |
452 parameters | Δρmax = 1.04 e Å−3 |
144 restraints | Δρmin = −0.64 e Å−3 |
[Pr2(C8H7O3)6(C12H8N2)2] | V = 3411.8 (17) Å3 |
Mr = 1549.04 | Z = 2 |
Monoclinic, P21/n | Mo Kα radiation |
a = 20.204 (4) Å | µ = 1.49 mm−1 |
b = 8.499 (4) Å | T = 273 K |
c = 20.799 (3) Å | 0.33 × 0.12 × 0.08 mm |
β = 107.198 (6)° |
Bruker APEXII area-detector diffractometer | 7712 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 5037 reflections with I > 2σ(I) |
Tmin = 0.642, Tmax = 0.891 | Rint = 0.043 |
27763 measured reflections |
R[F2 > 2σ(F2)] = 0.036 | 144 restraints |
wR(F2) = 0.097 | H-atom parameters constrained |
S = 0.90 | Δρmax = 1.04 e Å−3 |
7712 reflections | Δρmin = −0.64 e Å−3 |
452 parameters |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Pr1 | 0.931206 (10) | 0.19065 (2) | 0.964285 (9) | 0.03966 (8) | |
O1 | 0.97069 (13) | 0.0604 (3) | 0.87489 (11) | 0.0491 (6) | |
O2 | 1.06691 (13) | −0.0826 (3) | 0.92159 (12) | 0.0516 (6) | |
O3 | 1.11827 (15) | −0.0166 (4) | 0.82183 (14) | 0.0691 (8) | |
O4 | 0.84633 (12) | −0.0358 (3) | 0.91883 (12) | 0.0466 (6) | |
O5 | 0.94657 (13) | −0.1383 (3) | 0.97718 (12) | 0.0518 (7) | |
O6 | 0.78462 (16) | −0.3257 (3) | 0.89785 (16) | 0.0648 (8) | |
O7 | 0.94001 (13) | 0.4205 (3) | 1.03407 (12) | 0.0500 (6) | |
O8 | 1.00785 (15) | 0.6123 (3) | 1.09093 (12) | 0.0590 (7) | |
O9 | 0.98717 (16) | 0.5273 (3) | 1.20640 (13) | 0.0645 (8) | |
N1 | 0.79697 (17) | 0.2344 (4) | 0.96683 (16) | 0.0506 (8) | |
N2 | 0.83406 (18) | 0.3071 (3) | 0.85447 (15) | 0.0498 (8) | |
C1 | 0.7781 (2) | 0.1926 (5) | 1.0199 (2) | 0.0643 (12) | |
H1 | 0.8126 | 0.1707 | 1.0598 | 0.077* | |
C2 | 0.7089 (3) | 0.1797 (6) | 1.0195 (3) | 0.0840 (16) | |
H2 | 0.6978 | 0.1495 | 1.0580 | 0.101* | |
C3 | 0.6575 (3) | 0.2127 (7) | 0.9606 (4) | 0.0962 (19) | |
H3 | 0.6112 | 0.2043 | 0.9591 | 0.115* | |
C4 | 0.6746 (2) | 0.2581 (7) | 0.9041 (3) | 0.0772 (14) | |
C5 | 0.7458 (2) | 0.2679 (5) | 0.9084 (2) | 0.0541 (10) | |
C6 | 0.6231 (3) | 0.2967 (8) | 0.8409 (4) | 0.111 (2) | |
H6 | 0.5763 | 0.2879 | 0.8372 | 0.133* | |
C7 | 0.6424 (3) | 0.3448 (8) | 0.7880 (3) | 0.106 (2) | |
H7 | 0.6085 | 0.3727 | 0.7487 | 0.127* | |
C8 | 0.7134 (3) | 0.3547 (6) | 0.7899 (2) | 0.0727 (14) | |
C9 | 0.7660 (2) | 0.3102 (4) | 0.8506 (2) | 0.0536 (10) | |
C10 | 0.7358 (3) | 0.4037 (6) | 0.7367 (2) | 0.0878 (17) | |
H10 | 0.7036 | 0.4392 | 0.6975 | 0.105* | |
C11 | 0.8031 (3) | 0.4012 (6) | 0.7405 (2) | 0.0819 (15) | |
H11 | 0.8175 | 0.4331 | 0.7040 | 0.098* | |
C12 | 0.8524 (3) | 0.3492 (5) | 0.8009 (2) | 0.0644 (12) | |
H12 | 0.8989 | 0.3448 | 0.8028 | 0.077* | |
C13 | 1.0286 (2) | 0.0032 (4) | 0.87703 (17) | 0.0442 (9) | |
C14 | 1.0524 (2) | 0.0512 (5) | 0.81759 (19) | 0.0564 (10) | |
H14A | 1.0186 | 0.0170 | 0.7763 | 0.068* | |
H14B | 1.0557 | 0.1649 | 0.8163 | 0.068* | |
C15 | 1.1460 (2) | 0.0142 (6) | 0.7704 (2) | 0.0646 (12) | |
C16 | 1.2081 (3) | −0.0565 (7) | 0.7766 (3) | 0.0808 (14) | |
H16 | 1.2289 | −0.1179 | 0.8141 | 0.097* | |
C17 | 1.2403 (3) | −0.0368 (7) | 0.7268 (3) | 0.0955 (18) | |
H17 | 1.2827 | −0.0850 | 0.7309 | 0.115* | |
C18 | 1.2101 (4) | 0.0526 (7) | 0.6722 (3) | 0.104 (2) | |
H18 | 1.2318 | 0.0650 | 0.6388 | 0.124* | |
C19 | 1.1491 (4) | 0.1238 (8) | 0.6659 (3) | 0.109 (2) | |
H19 | 1.1291 | 0.1856 | 0.6282 | 0.130* | |
C20 | 1.1148 (3) | 0.1059 (7) | 0.7157 (3) | 0.0847 (16) | |
H20 | 1.0725 | 0.1548 | 0.7114 | 0.102* | |
C21 | 0.8840 (2) | −0.1509 (5) | 0.93913 (18) | 0.0457 (9) | |
C22 | 0.8576 (2) | −0.3140 (5) | 0.9189 (2) | 0.0573 (10) | |
H22A | 0.8750 | −0.3490 | 0.8825 | 0.069* | |
H22B | 0.8760 | −0.3842 | 0.9567 | 0.069* | |
C23A | 0.75531 (19) | −0.3041 (3) | 0.9521 (2) | 0.079 (6) | 0.384 (14) |
C24A | 0.79664 (17) | −0.2697 (2) | 1.0169 (2) | 0.076 (5) | 0.384 (14) |
C25A | 0.7671 (2) | −0.2571 (3) | 1.0691 (2) | 0.101 (6) | 0.384 (14) |
C26A | 0.6962 (3) | −0.2790 (4) | 1.0566 (3) | 0.110 (6) | 0.384 (14) |
C27A | 0.65490 (19) | −0.3133 (3) | 0.9918 (3) | 0.126 (7) | 0.384 (14) |
C28A | 0.68444 (18) | −0.3259 (3) | 0.9396 (2) | 0.120 (6) | 0.384 (14) |
C23B | 0.7508 (2) | −0.3175 (3) | 0.9425 (2) | 0.077 (4) | 0.616 (14) |
C24B | 0.77565 (17) | −0.2805 (2) | 1.0105 (2) | 0.112 (4) | 0.616 (14) |
C25B | 0.7302 (2) | −0.2706 (3) | 1.0492 (2) | 0.120 (4) | 0.616 (14) |
C26B | 0.6599 (2) | −0.2977 (4) | 1.0198 (3) | 0.133 (5) | 0.616 (14) |
C27B | 0.63499 (18) | −0.3347 (3) | 0.9518 (3) | 0.115 (4) | 0.616 (14) |
C28B | 0.6804 (2) | −0.3446 (3) | 0.9132 (2) | 0.086 (3) | 0.616 (14) |
C29 | 0.96861 (15) | 0.4991 (3) | 1.08649 (13) | 0.0453 (9) | |
C30 | 0.94968 (19) | 0.4431 (3) | 1.14756 (13) | 0.0583 (11) | |
H30A | 0.9004 | 0.4574 | 1.1402 | 0.070* | |
H30B | 0.9598 | 0.3316 | 1.1542 | 0.070* | |
C31 | 0.9746 (2) | 0.4891 (5) | 1.26544 (19) | 0.0558 (10) | |
C32 | 1.0143 (3) | 0.5695 (6) | 1.3220 (2) | 0.0749 (13) | |
H32 | 1.0474 | 0.6418 | 1.3181 | 0.090* | |
C33 | 1.0046 (3) | 0.5419 (7) | 1.3836 (2) | 0.0929 (17) | |
H33 | 1.0306 | 0.5969 | 1.4212 | 0.111* | |
C34 | 0.9565 (3) | 0.4332 (9) | 1.3897 (3) | 0.108 (2) | |
H34 | 0.9492 | 0.4153 | 1.4312 | 0.130* | |
C35 | 0.9196 (3) | 0.3522 (8) | 1.3342 (3) | 0.108 (2) | |
H35 | 0.8879 | 0.2765 | 1.3386 | 0.129* | |
C36 | 0.9279 (2) | 0.3792 (7) | 1.2721 (2) | 0.0743 (14) | |
H36 | 0.9019 | 0.3230 | 1.2348 | 0.089* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pr1 | 0.04654 (13) | 0.03356 (12) | 0.03391 (11) | −0.00161 (9) | 0.00420 (8) | 0.00057 (9) |
O1 | 0.0588 (16) | 0.0479 (16) | 0.0398 (14) | 0.0067 (13) | 0.0132 (12) | 0.0022 (12) |
O2 | 0.0634 (16) | 0.0494 (16) | 0.0428 (14) | 0.0069 (14) | 0.0167 (12) | 0.0097 (12) |
O3 | 0.0709 (19) | 0.085 (2) | 0.0591 (18) | 0.0162 (17) | 0.0304 (15) | 0.0209 (16) |
O4 | 0.0480 (14) | 0.0350 (15) | 0.0484 (14) | 0.0008 (12) | 0.0015 (11) | −0.0027 (11) |
O5 | 0.0480 (15) | 0.0524 (16) | 0.0462 (15) | −0.0032 (12) | 0.0003 (12) | 0.0071 (12) |
O6 | 0.0616 (19) | 0.0474 (18) | 0.073 (2) | −0.0128 (14) | 0.0006 (15) | −0.0080 (15) |
O7 | 0.0718 (17) | 0.0341 (14) | 0.0424 (14) | −0.0063 (13) | 0.0142 (12) | −0.0043 (11) |
O8 | 0.087 (2) | 0.0515 (18) | 0.0383 (14) | −0.0250 (16) | 0.0177 (13) | −0.0031 (12) |
O9 | 0.091 (2) | 0.0617 (19) | 0.0416 (15) | −0.0270 (16) | 0.0210 (14) | −0.0058 (13) |
N1 | 0.0508 (19) | 0.0435 (19) | 0.0498 (19) | 0.0053 (15) | 0.0029 (15) | −0.0074 (15) |
N2 | 0.065 (2) | 0.0375 (18) | 0.0373 (17) | 0.0016 (16) | −0.0006 (14) | 0.0005 (14) |
C1 | 0.059 (3) | 0.075 (3) | 0.058 (3) | 0.008 (2) | 0.015 (2) | −0.002 (2) |
C2 | 0.064 (3) | 0.111 (5) | 0.084 (4) | 0.003 (3) | 0.032 (3) | −0.011 (3) |
C3 | 0.049 (3) | 0.109 (5) | 0.128 (5) | −0.002 (3) | 0.022 (3) | −0.018 (4) |
C4 | 0.053 (3) | 0.088 (4) | 0.076 (4) | 0.007 (3) | −0.004 (2) | −0.016 (3) |
C5 | 0.052 (2) | 0.039 (2) | 0.061 (3) | 0.0057 (18) | 0.0014 (19) | −0.0115 (18) |
C6 | 0.060 (3) | 0.131 (6) | 0.114 (5) | 0.018 (3) | −0.017 (3) | −0.027 (5) |
C7 | 0.080 (4) | 0.113 (5) | 0.087 (4) | 0.039 (4) | −0.034 (3) | −0.019 (4) |
C8 | 0.077 (3) | 0.061 (3) | 0.056 (3) | 0.018 (2) | −0.017 (2) | −0.011 (2) |
C9 | 0.060 (2) | 0.035 (2) | 0.048 (2) | 0.0049 (19) | −0.0111 (18) | −0.0053 (17) |
C10 | 0.117 (5) | 0.071 (4) | 0.047 (3) | 0.018 (3) | −0.020 (3) | 0.000 (2) |
C11 | 0.122 (5) | 0.070 (4) | 0.040 (2) | −0.001 (3) | 0.003 (3) | 0.009 (2) |
C12 | 0.084 (3) | 0.051 (3) | 0.048 (2) | −0.003 (2) | 0.004 (2) | 0.0067 (19) |
C13 | 0.058 (2) | 0.035 (2) | 0.038 (2) | −0.0060 (18) | 0.0116 (17) | −0.0025 (15) |
C14 | 0.066 (3) | 0.056 (3) | 0.049 (2) | 0.006 (2) | 0.0199 (19) | 0.0123 (19) |
C15 | 0.075 (3) | 0.067 (3) | 0.061 (3) | −0.006 (2) | 0.034 (2) | 0.002 (2) |
C16 | 0.079 (3) | 0.098 (4) | 0.075 (3) | 0.001 (3) | 0.038 (3) | 0.002 (3) |
C17 | 0.092 (4) | 0.100 (5) | 0.113 (5) | −0.002 (4) | 0.060 (4) | −0.006 (4) |
C18 | 0.135 (5) | 0.087 (4) | 0.124 (5) | −0.015 (4) | 0.092 (5) | −0.007 (4) |
C19 | 0.159 (6) | 0.101 (5) | 0.092 (4) | 0.008 (5) | 0.077 (4) | 0.026 (4) |
C20 | 0.103 (4) | 0.088 (4) | 0.080 (3) | 0.010 (3) | 0.053 (3) | 0.024 (3) |
C21 | 0.051 (2) | 0.050 (2) | 0.0325 (18) | −0.0054 (18) | 0.0066 (16) | −0.0032 (16) |
C22 | 0.062 (3) | 0.045 (2) | 0.058 (3) | 0.002 (2) | 0.008 (2) | −0.0060 (19) |
C23A | 0.090 (12) | 0.047 (10) | 0.126 (11) | −0.009 (9) | 0.071 (9) | 0.027 (9) |
C24A | 0.116 (10) | 0.055 (9) | 0.086 (9) | −0.011 (7) | 0.073 (8) | 0.000 (7) |
C25A | 0.118 (11) | 0.079 (10) | 0.127 (11) | 0.017 (8) | 0.069 (9) | 0.021 (9) |
C26A | 0.109 (12) | 0.111 (11) | 0.140 (12) | 0.047 (9) | 0.082 (10) | 0.052 (9) |
C27A | 0.103 (11) | 0.138 (13) | 0.168 (14) | 0.041 (10) | 0.087 (9) | 0.065 (11) |
C28A | 0.102 (12) | 0.113 (12) | 0.167 (13) | 0.032 (10) | 0.074 (10) | 0.046 (10) |
C23B | 0.083 (8) | 0.033 (6) | 0.107 (8) | 0.002 (5) | 0.016 (6) | −0.005 (6) |
C24B | 0.145 (9) | 0.086 (8) | 0.109 (9) | −0.021 (7) | 0.044 (7) | 0.012 (7) |
C25B | 0.144 (10) | 0.120 (9) | 0.117 (9) | 0.000 (8) | 0.070 (8) | 0.028 (7) |
C26B | 0.145 (10) | 0.128 (10) | 0.140 (10) | 0.041 (9) | 0.063 (9) | 0.023 (8) |
C27B | 0.123 (8) | 0.086 (7) | 0.141 (9) | 0.033 (6) | 0.047 (7) | 0.016 (7) |
C28B | 0.079 (6) | 0.056 (6) | 0.133 (8) | 0.014 (5) | 0.046 (5) | 0.012 (5) |
C29 | 0.061 (2) | 0.033 (2) | 0.040 (2) | −0.0035 (18) | 0.0133 (17) | 0.0007 (16) |
C30 | 0.077 (3) | 0.055 (3) | 0.044 (2) | −0.020 (2) | 0.0193 (19) | −0.0057 (19) |
C31 | 0.072 (3) | 0.056 (3) | 0.038 (2) | −0.003 (2) | 0.0146 (19) | 0.0016 (18) |
C32 | 0.092 (3) | 0.077 (3) | 0.054 (3) | −0.019 (3) | 0.017 (2) | −0.009 (2) |
C33 | 0.122 (5) | 0.108 (5) | 0.042 (3) | −0.021 (4) | 0.014 (3) | −0.009 (3) |
C34 | 0.133 (5) | 0.146 (6) | 0.055 (3) | −0.031 (5) | 0.043 (3) | 0.009 (4) |
C35 | 0.124 (5) | 0.141 (6) | 0.066 (4) | −0.059 (4) | 0.041 (3) | −0.003 (4) |
C36 | 0.081 (3) | 0.091 (4) | 0.053 (3) | −0.033 (3) | 0.023 (2) | −0.003 (2) |
Pr1—O1 | 2.489 (2) | C15—C20 | 1.370 (6) |
Pr1—O2i | 2.535 (2) | C16—C17 | 1.387 (7) |
Pr1—O4 | 2.565 (2) | C16—H16 | 0.9300 |
Pr1—O5 | 2.817 (3) | C17—C18 | 1.352 (8) |
Pr1—O5i | 2.449 (2) | C17—H17 | 0.9300 |
Pr1—O7 | 2.409 (3) | C18—C19 | 1.345 (8) |
Pr1—O8ii | 2.545 (3) | C18—H18 | 0.9300 |
Pr1—N1 | 2.753 (3) | C19—C20 | 1.415 (7) |
Pr1—N2 | 2.720 (3) | C19—H19 | 0.9300 |
O1—C13 | 1.255 (4) | C20—H20 | 0.9300 |
O2—C13 | 1.252 (4) | C21—C22 | 1.500 (5) |
O2—Pr1i | 2.535 (2) | C22—H22A | 0.9700 |
O3—C15 | 1.372 (5) | C22—H22B | 0.9700 |
O3—C14 | 1.429 (5) | C23A—C24B | 1.1792 |
O4—C21 | 1.235 (4) | C23A—C24A | 1.3900 |
O5—C21 | 1.282 (4) | C23A—C28A | 1.3900 |
O5—Pr1i | 2.449 (2) | C23A—C28B | 1.5294 |
O6—C23B | 1.309 (5) | C24A—C25A | 1.3900 |
O6—C22 | 1.412 (5) | C24A—C23B | 1.6025 |
O6—C23A | 1.433 (5) | C24A—C25B | 1.6693 |
O7—C29 | 1.263 (3) | C25A—C25B | 0.7471 |
O8—C29 | 1.233 (3) | C25A—C24B | 1.2955 |
O8—Pr1ii | 2.545 (3) | C25A—C26A | 1.3900 |
O9—C31 | 1.364 (5) | C26A—C25B | 0.7502 |
O9—C30 | 1.427 (4) | C26A—C26B | 0.9047 |
N1—C1 | 1.319 (5) | C26A—C27A | 1.3900 |
N1—C5 | 1.372 (5) | C27A—C26B | 0.5756 |
N2—C12 | 1.323 (5) | C27A—C27B | 0.8310 |
N2—C9 | 1.355 (5) | C27A—C28A | 1.3900 |
C1—C2 | 1.401 (6) | C27A—C25B | 1.6721 |
C1—H1 | 0.9300 | C28A—C28B | 0.5549 |
C2—C3 | 1.381 (8) | C28A—C27B | 1.1036 |
C2—H2 | 0.9300 | C28A—C23B | 1.3252 |
C3—C4 | 1.373 (8) | C23B—C24B | 1.3900 |
C3—H3 | 0.9300 | C23B—C28B | 1.3900 |
C4—C5 | 1.418 (6) | C24B—C25B | 1.3900 |
C4—C6 | 1.452 (8) | C25B—C26B | 1.3900 |
C5—C9 | 1.424 (6) | C26B—C27B | 1.3900 |
C6—C7 | 1.335 (9) | C27B—C28B | 1.3900 |
C6—H6 | 0.9300 | C29—C30 | 1.5078 |
C7—C8 | 1.426 (8) | C30—H30A | 0.9700 |
C7—H7 | 0.9300 | C30—H30B | 0.9700 |
C8—C10 | 1.377 (7) | C31—C36 | 1.364 (6) |
C8—C9 | 1.440 (5) | C31—C32 | 1.391 (6) |
C10—C11 | 1.340 (7) | C32—C33 | 1.372 (6) |
C10—H10 | 0.9300 | C32—H32 | 0.9300 |
C11—C12 | 1.423 (6) | C33—C34 | 1.374 (8) |
C11—H11 | 0.9300 | C33—H33 | 0.9300 |
C12—H12 | 0.9300 | C34—C35 | 1.361 (8) |
C13—C14 | 1.509 (5) | C34—H34 | 0.9300 |
C14—H14A | 0.9700 | C35—C36 | 1.371 (6) |
C14—H14B | 0.9700 | C35—H35 | 0.9300 |
C15—C16 | 1.363 (6) | C36—H36 | 0.9300 |
O1—Pr1—O4 | 73.62 (8) | C21—C22—H22A | 108.8 |
O1—Pr1—O5 | 65.11 (8) | O6—C22—H22B | 108.8 |
O1—Pr1—O7 | 145.88 (9) | C21—C22—H22B | 108.8 |
O4—Pr1—O5 | 48.17 (8) | H22A—C22—H22B | 107.7 |
O4—Pr1—O7 | 138.84 (9) | C24B—C23A—C28A | 104.0 |
O5—Pr1—O7 | 139.57 (8) | C24A—C23A—C28A | 120.0 |
O1—Pr1—N1 | 127.55 (9) | C24B—C23A—O6 | 137.2 (2) |
O4—Pr1—N1 | 63.48 (9) | C24A—C23A—O6 | 121.4 (2) |
O5—Pr1—N1 | 102.34 (9) | C28A—C23A—O6 | 118.6 (2) |
O7—Pr1—N1 | 77.09 (9) | C24B—C23A—C28B | 125.0 |
O1—Pr1—N2 | 81.11 (9) | C24A—C23A—C28B | 141.0 |
O4—Pr1—N2 | 74.08 (9) | O6—C23A—C28B | 97.4 (2) |
O5—Pr1—N2 | 118.22 (8) | C23A—C24A—C25A | 120.0 |
O7—Pr1—N2 | 96.74 (9) | C25A—C24A—C23B | 121.0 |
N1—Pr1—N2 | 59.78 (10) | C23A—C24A—C25B | 93.7 |
O7—Pr1—O5i | 87.92 (9) | C23B—C24A—C25B | 94.7 |
O5i—Pr1—O1 | 77.99 (9) | C25B—C25A—C24B | 81.0 |
O7—Pr1—O2i | 75.61 (8) | C24B—C25A—C26A | 102.7 |
O5i—Pr1—O2i | 74.63 (8) | C25B—C25A—C24A | 98.2 |
O1—Pr1—O2i | 128.25 (9) | C26A—C25A—C24A | 120.0 |
O7—Pr1—O8ii | 77.23 (9) | C25B—C26A—C26B | 113.9 |
O5i—Pr1—O8ii | 78.03 (9) | C26B—C26A—C25A | 135.7 |
O1—Pr1—O8ii | 69.56 (9) | C25B—C26A—C27A | 98.3 |
O2i—Pr1—O8ii | 141.78 (8) | C25A—C26A—C27A | 120.0 |
O5i—Pr1—O4 | 120.85 (9) | C26B—C27A—C27B | 162.1 |
O2i—Pr1—O4 | 84.07 (8) | C26B—C27A—C28A | 145.1 |
O8ii—Pr1—O4 | 133.42 (8) | C27B—C27A—C28A | 52.6 |
O5i—Pr1—N2 | 148.71 (10) | C27B—C27A—C26A | 172.5 |
O2i—Pr1—N2 | 136.51 (10) | C28A—C27A—C26A | 120.0 |
O8ii—Pr1—N2 | 72.96 (10) | C26B—C27A—C25B | 51.6 |
O5i—Pr1—N1 | 150.33 (9) | C27B—C27A—C25B | 146.2 |
O2i—Pr1—N1 | 76.88 (9) | C28A—C27A—C25B | 93.7 |
O8ii—Pr1—N1 | 122.05 (10) | C26B—C27A—C28B | 154.6 |
O5i—Pr1—O5 | 72.90 (10) | C26A—C27A—C28B | 129.4 |
O2i—Pr1—O5 | 65.21 (8) | C25B—C27A—C28B | 103.1 |
O8ii—Pr1—O5 | 129.91 (9) | C28B—C28A—C27B | 109.4 |
C13—O1—Pr1 | 130.3 (2) | C28B—C28A—C23B | 84.9 |
C13—O2—Pr1i | 137.7 (2) | C27B—C28A—C23B | 164.8 |
C15—O3—C14 | 117.6 (3) | C28B—C28A—C27A | 145.7 |
C21—O4—Pr1 | 101.0 (2) | C23B—C28A—C27A | 128.5 |
C21—O5—Pr1i | 163.1 (3) | C28B—C28A—C23A | 93.7 |
C21—O5—Pr1 | 87.9 (2) | C27B—C28A—C23A | 156.7 |
Pr1i—O5—Pr1 | 107.10 (9) | C27A—C28A—C23A | 120.0 |
C23B—O6—C22 | 119.6 (3) | C28B—C28A—C26B | 155.7 |
C22—O6—C23A | 112.6 (3) | C27B—C28A—C26B | 46.7 |
C29—O7—Pr1 | 151.9 (2) | C23B—C28A—C26B | 118.6 |
C29—O8—Pr1ii | 150.0 (2) | C23A—C28A—C26B | 110.0 |
C31—O9—C30 | 117.4 (3) | C28B—C28A—C24B | 127.6 |
C1—N1—C5 | 118.0 (4) | C27B—C28A—C24B | 122.4 |
C1—N1—Pr1 | 120.6 (3) | C27A—C28A—C24B | 85.7 |
C5—N1—Pr1 | 119.9 (3) | C26B—C28A—C24B | 75.7 |
C12—N2—C9 | 118.5 (3) | O6—C23B—C28A | 134.3 (3) |
C12—N2—Pr1 | 119.6 (3) | O6—C23B—C24B | 128.8 (2) |
C9—N2—Pr1 | 121.6 (2) | C28A—C23B—C24B | 96.6 |
N1—C1—C2 | 123.4 (4) | O6—C23B—C28B | 111.1 (3) |
N1—C1—H1 | 118.3 | C24B—C23B—C28B | 120.0 |
C2—C1—H1 | 118.3 | O6—C23B—C24A | 115.1 (2) |
C3—C2—C1 | 118.4 (5) | C28A—C23B—C24A | 110.3 |
C3—C2—H2 | 120.8 | C28B—C23B—C24A | 133.7 |
C1—C2—H2 | 120.8 | C23A—C24B—C25A | 153.2 |
C4—C3—C2 | 120.3 (5) | C25A—C24B—C23B | 152.0 |
C4—C3—H3 | 119.9 | C23A—C24B—C25B | 121.2 |
C2—C3—H3 | 119.9 | C23B—C24B—C25B | 120.0 |
C3—C4—C5 | 118.0 (5) | C25A—C24B—C28A | 111.6 |
C3—C4—C6 | 123.0 (6) | C25B—C24B—C28A | 79.6 |
C5—C4—C6 | 119.1 (6) | C25A—C25B—C26A | 136.4 |
N1—C5—C4 | 121.9 (4) | C25A—C25B—C24B | 67.0 |
N1—C5—C9 | 118.2 (4) | C26A—C25B—C24B | 156.1 |
C4—C5—C9 | 120.0 (4) | C25A—C25B—C26B | 172.8 |
C7—C6—C4 | 120.7 (6) | C24B—C25B—C26B | 120.0 |
C7—C6—H6 | 119.7 | C25A—C25B—C24A | 55.5 |
C4—C6—H6 | 119.7 | C26A—C25B—C24A | 167.7 |
C6—C7—C8 | 122.1 (5) | C26B—C25B—C24A | 131.5 |
C6—C7—H7 | 118.9 | C25A—C25B—C27A | 167.8 |
C8—C7—H7 | 118.9 | C26A—C25B—C27A | 55.3 |
C10—C8—C7 | 124.2 (5) | C24B—C25B—C27A | 101.1 |
C10—C8—C9 | 116.9 (5) | C24A—C25B—C27A | 112.6 |
C7—C8—C9 | 118.9 (5) | C27A—C26B—C26A | 138.7 |
N2—C9—C5 | 118.9 (3) | C26A—C26B—C27B | 149.3 |
N2—C9—C8 | 121.9 (4) | C27A—C26B—C25B | 109.4 |
C5—C9—C8 | 119.1 (4) | C27B—C26B—C25B | 120.0 |
C11—C10—C8 | 121.1 (4) | C26A—C26B—C28A | 114.2 |
C11—C10—H10 | 119.5 | C25B—C26B—C28A | 84.7 |
C8—C10—H10 | 119.5 | C27A—C27B—C28A | 90.7 |
C10—C11—C12 | 119.4 (5) | C28A—C27B—C26B | 98.0 |
C10—C11—H11 | 120.3 | C27A—C27B—C28B | 112.7 |
C12—C11—H11 | 120.3 | C26B—C27B—C28B | 120.0 |
N2—C12—C11 | 122.0 (5) | C28A—C28B—C27B | 48.5 |
N2—C12—H12 | 119.0 | C28A—C28B—C23B | 71.7 |
C11—C12—H12 | 119.0 | C27B—C28B—C23B | 120.0 |
O2—C13—O1 | 128.2 (3) | C28A—C28B—C23A | 65.1 |
O2—C13—C14 | 119.1 (4) | C27B—C28B—C23A | 113.5 |
O1—C13—C14 | 112.7 (3) | C23B—C28B—C27A | 95.9 |
O3—C14—C13 | 110.9 (3) | C23A—C28B—C27A | 89.4 |
O3—C14—H14A | 109.5 | O8—C29—O7 | 126.7 (3) |
C13—C14—H14A | 109.5 | O8—C29—C30 | 120.06 (18) |
O3—C14—H14B | 109.5 | O7—C29—C30 | 113.28 (15) |
C13—C14—H14B | 109.5 | O9—C30—C29 | 111.20 (18) |
H14A—C14—H14B | 108.0 | O9—C30—H30A | 109.4 |
C16—C15—C20 | 120.9 (4) | C29—C30—H30A | 109.4 |
C16—C15—O3 | 114.8 (4) | O9—C30—H30B | 109.4 |
C20—C15—O3 | 124.3 (4) | C29—C30—H30B | 109.4 |
C15—C16—C17 | 119.9 (5) | H30A—C30—H30B | 108.0 |
C15—C16—H16 | 120.0 | C36—C31—O9 | 124.9 (4) |
C17—C16—H16 | 120.0 | C36—C31—C32 | 119.6 (4) |
C18—C17—C16 | 120.0 (6) | O9—C31—C32 | 115.5 (4) |
C18—C17—H17 | 120.0 | C33—C32—C31 | 120.0 (5) |
C16—C17—H17 | 120.0 | C33—C32—H32 | 120.0 |
C19—C18—C17 | 120.5 (5) | C31—C32—H32 | 120.0 |
C19—C18—H18 | 119.7 | C32—C33—C34 | 120.1 (5) |
C17—C18—H18 | 119.7 | C32—C33—H33 | 119.9 |
C18—C19—C20 | 120.9 (6) | C34—C33—H33 | 119.9 |
C18—C19—H19 | 119.5 | C35—C34—C33 | 119.1 (5) |
C20—C19—H19 | 119.5 | C35—C34—H34 | 120.5 |
C15—C20—C19 | 117.7 (5) | C33—C34—H34 | 120.5 |
C15—C20—H20 | 121.2 | C34—C35—C36 | 121.7 (5) |
C19—C20—H20 | 121.2 | C34—C35—H35 | 119.1 |
O4—C21—O5 | 122.8 (3) | C36—C35—H35 | 119.1 |
O4—C21—C22 | 120.2 (3) | C31—C36—C35 | 119.4 (5) |
O5—C21—C22 | 117.0 (4) | C31—C36—H36 | 120.3 |
O6—C22—C21 | 113.9 (3) | C35—C36—H36 | 120.3 |
O6—C22—H22A | 108.8 |
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1···O2i | 0.93 | 2.46 | 3.147 (5) | 130 |
C10—H10···O4iii | 0.93 | 2.34 | 3.211 (5) | 156 |
C12—H12···O8ii | 0.93 | 2.47 | 3.063 (5) | 122 |
C22—H22B···O7iv | 0.97 | 2.41 | 3.353 (5) | 166 |
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2; (iii) −x+3/2, y+1/2, −z+3/2; (iv) x, y−1, z. |
Experimental details
Crystal data | |
Chemical formula | [Pr2(C8H7O3)6(C12H8N2)2] |
Mr | 1549.04 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 273 |
a, b, c (Å) | 20.204 (4), 8.499 (4), 20.799 (3) |
β (°) | 107.198 (6) |
V (Å3) | 3411.8 (17) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.49 |
Crystal size (mm) | 0.33 × 0.12 × 0.08 |
Data collection | |
Diffractometer | Bruker APEXII area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.642, 0.891 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 27763, 7712, 5037 |
Rint | 0.043 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.036, 0.097, 0.90 |
No. of reflections | 7712 |
No. of parameters | 452 |
No. of restraints | 144 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.04, −0.64 |
Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Siemens, 1996).
Pr1—O1 | 2.489 (2) | Pr1—O7 | 2.409 (3) |
Pr1—O2i | 2.535 (2) | Pr1—O8ii | 2.545 (3) |
Pr1—O4 | 2.565 (2) | Pr1—N1 | 2.753 (3) |
Pr1—O5 | 2.817 (3) | Pr1—N2 | 2.720 (3) |
Pr1—O5i | 2.449 (2) | ||
O1—Pr1—O4 | 73.62 (8) | O5—Pr1—N1 | 102.34 (9) |
O1—Pr1—O5 | 65.11 (8) | O7—Pr1—N1 | 77.09 (9) |
O1—Pr1—O7 | 145.88 (9) | O1—Pr1—N2 | 81.11 (9) |
O4—Pr1—O5 | 48.17 (8) | O4—Pr1—N2 | 74.08 (9) |
O4—Pr1—O7 | 138.84 (9) | O5—Pr1—N2 | 118.22 (8) |
O5—Pr1—O7 | 139.57 (8) | O7—Pr1—N2 | 96.74 (9) |
O1—Pr1—N1 | 127.55 (9) | N1—Pr1—N2 | 59.78 (10) |
O4—Pr1—N1 | 63.48 (9) |
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1···O2i | 0.93 | 2.46 | 3.147 (5) | 130 |
C10—H10···O4iii | 0.93 | 2.34 | 3.211 (5) | 156 |
C12—H12···O8ii | 0.93 | 2.47 | 3.063 (5) | 122 |
C22—H22B···O7iv | 0.97 | 2.41 | 3.353 (5) | 166 |
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2; (iii) −x+3/2, y+1/2, −z+3/2; (iv) x, y−1, z. |
Acknowledgements
This work was supported by the Science and Technology Bureau of Jian, Jiangxi Province, China (grant No. 20052817).
References
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
In recent years, there has been great interest in the synthesis of metal organic frameworks (MOFs) with organic ligands and rare earth metals because of their novel structures, fascinating properties and important roles in special materials with potential optical, electronic, magnetic and biological applications (Daiguebonne et al., 2000; Farrugia et al., 2000; Tsukube & Shinoda, 2002; Zhang et al., 2005). These compounds are usually prepared by the reaction of rare-earth metal ions with bi- or multidentate ligands (Starynowicz, 1991, 1993; Kay et al., 1972; Ma et al., 1999; Zeng et al., 2000; Mao et al., 1998). We report herein the crystal structure of the title compound, (I).
In the molecular unit of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The PrIII metal centres are bridged alternatively either by two bidentate, or by two terdentate and two bidentate, phenoxyacetato carboxylate groups with an inversion centre between them. Each Pr atom is nine-coordinated by two N atoms of the 1,10-phenanthroline ligand and seven O atoms from six phenoxyacetate ligands (Table 1), and the coordination geometry at the Pr atom forms a tricapped trigonal prism. The Pr—O bond lengths are in the range 2.409 (3) to 2.817 (3) Å. The Pr—N bond lengths are in the range 2.720 (3) to 2.753 (3) Å. Hydrogen bonds between C—H groups and O atoms of neighbouring phenoxyacetate ligands, with C···O distances of 3.063 (5) to 3.353 (5) Å, generate a layered hydrogen-bonded network (Table 2).