Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807027171/bq2017sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807027171/bq2017Isup2.hkl |
CCDC reference: 1148881
Crystals of the title compound were synthesized using hydrothermal method in a 23 ml Teflon-lined Parr bomb, which was then sealed. Lanthanum (III) chloride hexahydrate (70.7 mg, 0.2 mmol), phen (39.6 mg, 0.2 mmol), phenoxyacetic acid (91.3 mg, 0.6 mmol) and distilled water (4 g) were placed into the bomb and sealed. The bomb was then heated under autogenous pressure up to 413 K over the course of 7 d and allowed to cool at room temperature for 24 h. Upon opening the bomb, a clear colorless solution was decanted from small colorless crystals. These crystals were washed with distilled water followed by ethanol, and allowed to air-dry at room temperature.
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). FLAT and EADP restrains of SHELXS applied for C31/C36.
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 having optical, electronic, magnetic and biological importance potential applications (Deborah 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).
In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The six-coordinate environment of the La atom is completed by the two N atoms of 1,10-phenanthroline ligand and four O atoms of three phenoxyacetic acid ligands (Table 1). The La—O bond lengths are in the range 2.4175 (19) to 2.827 (2) Å. The La—N bond lengths are in the range 2.707 (2) to 2.750 (3) Å. C—H···O non-classica hydrogen bonds between C—H groups of 1,10-phenanthroline or phenoxyacetic acid and O atoms of neighbouring phenoxyacetic acid molecules, with an average C···O distances of 3.179 (9) Å, generate a layered hydrogen-bonded network (Fig. 2 and Table 2). The non-classical hydrogen-bonding interactions link the mononuclear complex into a supramolecular network structure.
For related literature, see: Allen et al. (1987); 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).
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; 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.
[La(C8H7O3)3(C12H8N2)] | F(000) = 1552 |
Mr = 772.52 | Dx = 1.502 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 9081 reflections |
a = 20.182 (3) Å | θ = 2.5–27.0° |
b = 8.5307 (11) Å | µ = 1.31 mm−1 |
c = 20.833 (3) Å | T = 273 K |
β = 107.779 (2)° | Plane, colorless |
V = 3415.5 (8) Å3 | 0.33 × 0.12 × 0.08 mm |
Z = 4 |
Bruker APEX II area-detector diffractometer | 6634 independent reflections |
Radiation source: fine-focus sealed tube | 4671 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
φ and ω scans | θmax = 26.0°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −24→24 |
Tmin = 0.674, Tmax = 0.903 | k = −10→10 |
24692 measured reflections | l = −25→25 |
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) = 0.090 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0436P)2 + 0.615P] where P = (Fo2 + 2Fc2)/3 |
6634 reflections | (Δ/σ)max = 0.001 |
403 parameters | Δρmax = 1.43 e Å−3 |
3 restraints | Δρmin = −0.59 e Å−3 |
[La(C8H7O3)3(C12H8N2)] | V = 3415.5 (8) Å3 |
Mr = 772.52 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 20.182 (3) Å | µ = 1.31 mm−1 |
b = 8.5307 (11) Å | T = 273 K |
c = 20.833 (3) Å | 0.33 × 0.12 × 0.08 mm |
β = 107.779 (2)° |
Bruker APEX II area-detector diffractometer | 6634 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4671 reflections with I > 2σ(I) |
Tmin = 0.674, Tmax = 0.903 | Rint = 0.040 |
24692 measured reflections |
R[F2 > 2σ(F2)] = 0.036 | 3 restraints |
wR(F2) = 0.090 | H-atom parameters constrained |
S = 1.07 | Δρmax = 1.43 e Å−3 |
6634 reflections | Δρmin = −0.59 e Å−3 |
403 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 | ||
La1 | 0.931205 (11) | 0.19064 (2) | 0.964291 (10) | 0.03933 (9) | |
O1 | 0.97062 (14) | 0.0601 (3) | 0.87477 (12) | 0.0530 (7) | |
O2 | 1.06694 (14) | −0.0829 (3) | 0.92161 (13) | 0.0557 (7) | |
O3 | 1.11837 (16) | −0.0162 (4) | 0.82201 (15) | 0.0735 (9) | |
O4 | 0.94007 (14) | 0.4209 (3) | 1.03406 (12) | 0.0535 (7) | |
O5 | 1.00792 (16) | 0.6128 (3) | 1.09095 (13) | 0.0635 (8) | |
O6 | 0.98698 (16) | 0.5279 (3) | 1.20623 (13) | 0.0681 (9) | |
O7 | 0.84638 (13) | −0.0360 (3) | 0.91880 (13) | 0.0505 (7) | |
O8 | 0.94658 (13) | −0.1382 (4) | 0.97709 (13) | 0.0555 (7) | |
O9 | 0.78443 (16) | −0.3265 (3) | 0.89809 (16) | 0.0696 (9) | |
N1 | 0.79701 (17) | 0.2347 (4) | 0.96669 (17) | 0.0533 (8) | |
N2 | 0.83407 (18) | 0.3069 (4) | 0.85438 (16) | 0.0535 (8) | |
C1 | 0.7780 (2) | 0.1918 (5) | 1.0201 (2) | 0.0688 (13) | |
H1 | 0.8127 | 0.1685 | 1.0600 | 0.083* | |
C2 | 0.7092 (3) | 0.1804 (7) | 1.0191 (3) | 0.0892 (17) | |
H2 | 0.6984 | 0.1506 | 1.0577 | 0.107* | |
C3 | 0.6582 (3) | 0.2128 (7) | 0.9617 (4) | 0.099 (2) | |
H3 | 0.6119 | 0.2044 | 0.9605 | 0.119* | |
C4 | 0.6745 (3) | 0.2591 (7) | 0.9041 (3) | 0.0810 (16) | |
C5 | 0.7460 (2) | 0.2676 (5) | 0.9087 (2) | 0.0573 (11) | |
C6 | 0.6233 (3) | 0.2982 (8) | 0.8400 (4) | 0.116 (2) | |
H6 | 0.5762 | 0.2901 | 0.8357 | 0.139* | |
C7 | 0.6424 (3) | 0.3453 (8) | 0.7875 (3) | 0.109 (2) | |
H7 | 0.6084 | 0.3728 | 0.7478 | 0.131* | |
C8 | 0.7134 (3) | 0.3547 (6) | 0.7905 (2) | 0.0764 (15) | |
C9 | 0.7659 (2) | 0.3100 (5) | 0.8504 (2) | 0.0571 (11) | |
C10 | 0.7354 (4) | 0.4029 (7) | 0.7366 (3) | 0.0936 (19) | |
H10 | 0.7028 | 0.4371 | 0.6971 | 0.112* | |
C11 | 0.8036 (3) | 0.4011 (6) | 0.7406 (2) | 0.0872 (17) | |
H11 | 0.8179 | 0.4335 | 0.7043 | 0.105* | |
C12 | 0.8526 (3) | 0.3489 (5) | 0.8009 (2) | 0.0692 (13) | |
H12 | 0.8993 | 0.3438 | 0.8033 | 0.083* | |
C13 | 1.0287 (2) | 0.0035 (5) | 0.87698 (19) | 0.0473 (9) | |
C14 | 1.0525 (2) | 0.0507 (5) | 0.8173 (2) | 0.0608 (11) | |
H14A | 1.0185 | 0.0161 | 0.7759 | 0.073* | |
H14B | 1.0557 | 0.1640 | 0.8157 | 0.073* | |
C15 | 1.1456 (3) | 0.0146 (6) | 0.7704 (2) | 0.0679 (13) | |
C16 | 1.2080 (3) | −0.0552 (7) | 0.7767 (3) | 0.0873 (16) | |
H16 | 1.2293 | −0.1162 | 0.8144 | 0.105* | |
C17 | 1.2400 (3) | −0.0352 (8) | 0.7268 (4) | 0.1020 (19) | |
H17 | 1.2824 | −0.0835 | 0.7309 | 0.122* | |
C18 | 1.2094 (4) | 0.0543 (8) | 0.6722 (4) | 0.110 (2) | |
H18 | 1.2307 | 0.0669 | 0.6387 | 0.132* | |
C19 | 1.1481 (4) | 0.1252 (8) | 0.6664 (3) | 0.113 (2) | |
H19 | 1.1277 | 0.1876 | 0.6289 | 0.136* | |
C20 | 1.1149 (3) | 0.1063 (7) | 0.7158 (3) | 0.0902 (17) | |
H20 | 1.0726 | 0.1553 | 0.7114 | 0.108* | |
C21 | 0.9692 (2) | 0.4993 (5) | 1.08630 (19) | 0.0490 (10) | |
C22 | 0.9490 (2) | 0.4462 (5) | 1.14728 (19) | 0.0618 (11) | |
H22A | 0.8996 | 0.4638 | 1.1391 | 0.074* | |
H22B | 0.9577 | 0.3346 | 1.1540 | 0.074* | |
C23 | 0.9748 (2) | 0.4889 (5) | 1.2657 (2) | 0.0598 (11) | |
C24 | 0.9277 (3) | 0.3797 (7) | 1.2719 (2) | 0.0801 (15) | |
H24 | 0.9014 | 0.3240 | 1.2345 | 0.096* | |
C25 | 0.9197 (4) | 0.3526 (9) | 1.3349 (3) | 0.113 (2) | |
H25 | 0.8883 | 0.2768 | 1.3394 | 0.136* | |
C26 | 0.9566 (4) | 0.4343 (9) | 1.3897 (3) | 0.110 (2) | |
H26 | 0.9496 | 0.4173 | 1.4312 | 0.132* | |
C27 | 1.0043 (3) | 0.5416 (7) | 1.3837 (2) | 0.0969 (18) | |
H27 | 1.0305 | 0.5964 | 1.4215 | 0.116* | |
C28 | 1.0142 (3) | 0.5702 (6) | 1.3219 (2) | 0.0778 (14) | |
H28 | 1.0471 | 0.6432 | 1.3181 | 0.093* | |
C29 | 0.8843 (2) | −0.1515 (5) | 0.93930 (19) | 0.0489 (10) | |
C30 | 0.8575 (2) | −0.3151 (5) | 0.9191 (2) | 0.0610 (11) | |
H30A | 0.8745 | −0.3503 | 0.8827 | 0.073* | |
H30B | 0.8763 | −0.3849 | 0.9571 | 0.073* | |
C31 | 0.7516 (5) | −0.3130 (8) | 0.9450 (5) | 0.1338 (13) | |
C32 | 0.7850 (5) | −0.2767 (8) | 1.0120 (5) | 0.1338 (13) | |
H32 | 0.8329 | −0.2613 | 1.0275 | 0.161* | |
C33 | 0.7437 (4) | −0.2637 (8) | 1.0562 (5) | 0.1338 (13) | |
H33 | 0.7638 | −0.2385 | 1.1015 | 0.161* | |
C34 | 0.6746 (5) | −0.2888 (8) | 1.0310 (5) | 0.1338 (13) | |
H34 | 0.6477 | −0.2755 | 1.0598 | 0.161* | |
C35 | 0.6406 (5) | −0.3336 (8) | 0.9643 (5) | 0.1338 (13) | |
H35 | 0.5936 | −0.3594 | 0.9501 | 0.161* | |
C36 | 0.6801 (4) | −0.3378 (8) | 0.9205 (4) | 0.1338 (13) | |
H36 | 0.6589 | −0.3572 | 0.8749 | 0.161* |
U11 | U22 | U33 | U12 | U13 | U23 | |
La1 | 0.04562 (13) | 0.03362 (13) | 0.03345 (12) | −0.00164 (10) | 0.00420 (8) | 0.00052 (10) |
O1 | 0.0624 (17) | 0.0522 (17) | 0.0435 (15) | 0.0088 (15) | 0.0148 (13) | 0.0025 (13) |
O2 | 0.0667 (17) | 0.0541 (18) | 0.0462 (16) | 0.0083 (15) | 0.0173 (13) | 0.0111 (14) |
O3 | 0.074 (2) | 0.091 (2) | 0.0632 (19) | 0.0191 (18) | 0.0323 (16) | 0.0229 (17) |
O4 | 0.0757 (18) | 0.0386 (16) | 0.0436 (15) | −0.0067 (14) | 0.0140 (13) | −0.0063 (13) |
O5 | 0.092 (2) | 0.0529 (19) | 0.0445 (16) | −0.0291 (17) | 0.0192 (15) | −0.0019 (13) |
O6 | 0.096 (2) | 0.066 (2) | 0.0420 (16) | −0.0290 (17) | 0.0206 (15) | −0.0074 (14) |
O7 | 0.0510 (15) | 0.0388 (16) | 0.0524 (16) | 0.0003 (13) | 0.0021 (12) | −0.0032 (12) |
O8 | 0.0492 (16) | 0.0594 (18) | 0.0477 (16) | −0.0039 (13) | −0.0005 (13) | 0.0073 (13) |
O9 | 0.065 (2) | 0.050 (2) | 0.078 (2) | −0.0146 (15) | −0.0026 (16) | −0.0072 (16) |
N1 | 0.053 (2) | 0.047 (2) | 0.051 (2) | 0.0039 (16) | 0.0044 (17) | −0.0078 (16) |
N2 | 0.067 (2) | 0.040 (2) | 0.0426 (19) | 0.0027 (17) | 0.0014 (16) | 0.0006 (15) |
C1 | 0.063 (3) | 0.083 (4) | 0.059 (3) | 0.008 (3) | 0.017 (2) | −0.002 (3) |
C2 | 0.061 (3) | 0.126 (5) | 0.085 (4) | 0.005 (3) | 0.030 (3) | −0.015 (3) |
C3 | 0.054 (3) | 0.120 (6) | 0.119 (5) | −0.003 (3) | 0.020 (3) | −0.019 (4) |
C4 | 0.053 (3) | 0.091 (4) | 0.082 (4) | 0.008 (3) | −0.005 (3) | −0.021 (3) |
C5 | 0.054 (3) | 0.043 (3) | 0.065 (3) | 0.0060 (19) | 0.003 (2) | −0.011 (2) |
C6 | 0.063 (4) | 0.147 (7) | 0.111 (5) | 0.014 (4) | −0.014 (4) | −0.028 (5) |
C7 | 0.081 (4) | 0.120 (6) | 0.089 (5) | 0.038 (4) | −0.030 (3) | −0.015 (4) |
C8 | 0.081 (4) | 0.066 (3) | 0.057 (3) | 0.018 (3) | −0.016 (3) | −0.009 (2) |
C9 | 0.062 (3) | 0.040 (2) | 0.051 (2) | 0.005 (2) | −0.011 (2) | −0.005 (2) |
C10 | 0.119 (5) | 0.076 (4) | 0.053 (3) | 0.019 (4) | −0.022 (3) | 0.001 (3) |
C11 | 0.125 (5) | 0.076 (4) | 0.044 (3) | −0.002 (4) | 0.001 (3) | 0.011 (3) |
C12 | 0.090 (3) | 0.058 (3) | 0.050 (3) | −0.003 (2) | 0.006 (2) | 0.008 (2) |
C13 | 0.061 (3) | 0.037 (2) | 0.042 (2) | −0.004 (2) | 0.0124 (19) | −0.0016 (17) |
C14 | 0.070 (3) | 0.061 (3) | 0.054 (3) | 0.007 (2) | 0.022 (2) | 0.012 (2) |
C15 | 0.076 (3) | 0.073 (3) | 0.065 (3) | −0.006 (3) | 0.037 (3) | 0.001 (2) |
C16 | 0.086 (4) | 0.107 (5) | 0.081 (4) | 0.002 (3) | 0.043 (3) | 0.001 (3) |
C17 | 0.098 (4) | 0.107 (5) | 0.123 (5) | −0.006 (4) | 0.066 (4) | −0.008 (4) |
C18 | 0.148 (6) | 0.090 (5) | 0.126 (6) | −0.017 (5) | 0.095 (5) | 0.000 (4) |
C19 | 0.159 (6) | 0.108 (5) | 0.101 (5) | 0.016 (5) | 0.082 (5) | 0.031 (4) |
C20 | 0.109 (4) | 0.097 (4) | 0.082 (4) | 0.010 (4) | 0.056 (3) | 0.026 (3) |
C21 | 0.064 (3) | 0.038 (2) | 0.043 (2) | −0.002 (2) | 0.0134 (19) | 0.0020 (18) |
C22 | 0.080 (3) | 0.059 (3) | 0.047 (2) | −0.020 (2) | 0.020 (2) | −0.006 (2) |
C23 | 0.077 (3) | 0.060 (3) | 0.042 (2) | −0.003 (2) | 0.017 (2) | 0.003 (2) |
C24 | 0.088 (4) | 0.096 (4) | 0.060 (3) | −0.034 (3) | 0.027 (3) | −0.003 (3) |
C25 | 0.133 (5) | 0.148 (6) | 0.070 (4) | −0.062 (5) | 0.047 (4) | −0.002 (4) |
C26 | 0.138 (5) | 0.144 (6) | 0.055 (3) | −0.030 (5) | 0.042 (3) | 0.008 (4) |
C27 | 0.125 (5) | 0.113 (5) | 0.045 (3) | −0.022 (4) | 0.015 (3) | −0.009 (3) |
C28 | 0.095 (4) | 0.081 (4) | 0.053 (3) | −0.022 (3) | 0.017 (2) | −0.010 (3) |
C29 | 0.053 (2) | 0.052 (3) | 0.037 (2) | −0.004 (2) | 0.0066 (18) | −0.0027 (18) |
C30 | 0.066 (3) | 0.047 (3) | 0.061 (3) | 0.003 (2) | 0.007 (2) | −0.006 (2) |
C31 | 0.148 (3) | 0.098 (2) | 0.182 (4) | 0.017 (2) | 0.089 (3) | 0.031 (2) |
C32 | 0.148 (3) | 0.098 (2) | 0.182 (4) | 0.017 (2) | 0.089 (3) | 0.031 (2) |
C33 | 0.148 (3) | 0.098 (2) | 0.182 (4) | 0.017 (2) | 0.089 (3) | 0.031 (2) |
C34 | 0.148 (3) | 0.098 (2) | 0.182 (4) | 0.017 (2) | 0.089 (3) | 0.031 (2) |
C35 | 0.148 (3) | 0.098 (2) | 0.182 (4) | 0.017 (2) | 0.089 (3) | 0.031 (2) |
C36 | 0.148 (3) | 0.098 (2) | 0.182 (4) | 0.017 (2) | 0.089 (3) | 0.031 (2) |
La1—O1 | 2.501 (3) | C11—C12 | 1.413 (6) |
La1—O4 | 2.417 (3) | C11—H11 | 0.9300 |
La1—O7 | 2.564 (2) | C12—H12 | 0.9300 |
La1—O8 | 2.826 (3) | C13—C14 | 1.518 (5) |
La1—N1 | 2.750 (3) | C14—H14A | 0.9700 |
La1—N2 | 2.707 (3) | C14—H14B | 0.9700 |
La1—O8i | 2.436 (3) | C15—C16 | 1.362 (7) |
La1—O2i | 2.538 (2) | C15—C20 | 1.363 (7) |
La1—O5ii | 2.551 (3) | C16—C17 | 1.392 (7) |
O1—C13 | 1.255 (4) | C16—H16 | 0.9300 |
O2—C13 | 1.251 (4) | C17—C18 | 1.351 (8) |
O2—La1i | 2.538 (2) | C17—H17 | 0.9300 |
O3—C15 | 1.375 (5) | C18—C19 | 1.349 (8) |
O3—C14 | 1.422 (5) | C18—H18 | 0.9300 |
O4—C21 | 1.259 (4) | C19—C20 | 1.398 (7) |
O5—C21 | 1.230 (5) | C19—H19 | 0.9300 |
O5—La1ii | 2.551 (3) | C20—H20 | 0.9300 |
O6—C23 | 1.376 (5) | C21—C22 | 1.517 (5) |
O6—C22 | 1.417 (4) | C22—H22A | 0.9700 |
O7—C29 | 1.241 (5) | C22—H22B | 0.9700 |
O8—C29 | 1.268 (5) | C23—C24 | 1.365 (6) |
O8—La1i | 2.436 (3) | C23—C28 | 1.383 (6) |
O9—C31 | 1.343 (8) | C24—C25 | 1.390 (7) |
O9—C30 | 1.408 (5) | C24—H24 | 0.9300 |
N1—C1 | 1.334 (5) | C25—C26 | 1.350 (8) |
N1—C5 | 1.356 (5) | C25—H25 | 0.9300 |
N2—C12 | 1.327 (5) | C26—C27 | 1.362 (8) |
N2—C9 | 1.354 (5) | C26—H26 | 0.9300 |
C1—C2 | 1.386 (6) | C27—C28 | 1.383 (7) |
C1—H1 | 0.9300 | C27—H27 | 0.9300 |
C2—C3 | 1.347 (8) | C28—H28 | 0.9300 |
C2—H2 | 0.9300 | C29—C30 | 1.509 (5) |
C3—C4 | 1.396 (8) | C30—H30A | 0.9700 |
C3—H3 | 0.9300 | C30—H30B | 0.9700 |
C4—C5 | 1.418 (6) | C31—C32 | 1.387 (11) |
C4—C6 | 1.457 (8) | C31—C36 | 1.392 (11) |
C5—C9 | 1.436 (6) | C32—C33 | 1.425 (9) |
C6—C7 | 1.328 (9) | C32—H32 | 0.9300 |
C6—H6 | 0.9300 | C33—C34 | 1.347 (10) |
C7—C8 | 1.418 (8) | C33—H33 | 0.9300 |
C7—H7 | 0.9300 | C34—C35 | 1.402 (11) |
C8—C10 | 1.390 (8) | C34—H34 | 0.9300 |
C8—C9 | 1.420 (6) | C35—C36 | 1.383 (9) |
C10—C11 | 1.353 (7) | C35—H35 | 0.9300 |
C10—H10 | 0.9300 | C36—H36 | 0.9300 |
O1—La1—O4 | 145.89 (9) | C12—C11—H11 | 120.7 |
O1—La1—O7 | 73.58 (9) | N2—C12—C11 | 122.1 (5) |
O1—La1—O8 | 65.02 (8) | N2—C12—H12 | 118.9 |
O4—La1—O7 | 138.87 (9) | C11—C12—H12 | 118.9 |
O4—La1—O8 | 139.82 (8) | O2—C13—O1 | 127.7 (4) |
O7—La1—O8 | 47.79 (7) | O2—C13—C14 | 119.2 (4) |
O1—La1—N1 | 127.85 (9) | O1—C13—C14 | 113.1 (3) |
O4—La1—N1 | 76.73 (9) | O3—C14—C13 | 111.1 (3) |
O7—La1—N1 | 63.87 (9) | O3—C14—H14A | 109.4 |
O8—La1—N1 | 102.38 (9) | C13—C14—H14A | 109.4 |
O1—La1—N2 | 81.11 (9) | O3—C14—H14B | 109.4 |
O4—La1—N2 | 96.46 (9) | C13—C14—H14B | 109.4 |
O7—La1—N2 | 74.58 (9) | H14A—C14—H14B | 108.0 |
O8—La1—N2 | 118.27 (8) | C16—C15—C20 | 120.2 (5) |
N1—La1—N2 | 60.16 (11) | C16—C15—O3 | 114.8 (4) |
O4—La1—O8i | 88.28 (10) | C20—C15—O3 | 125.0 (4) |
O8i—La1—O1 | 77.78 (9) | C15—C16—C17 | 119.9 (6) |
O4—La1—O2i | 75.76 (9) | C15—C16—H16 | 120.0 |
O8i—La1—O2i | 74.99 (9) | C17—C16—H16 | 120.0 |
O1—La1—O2i | 128.31 (9) | C18—C17—C16 | 120.1 (6) |
O4—La1—O5ii | 77.28 (9) | C18—C17—H17 | 120.0 |
O8i—La1—O5ii | 78.07 (10) | C16—C17—H17 | 120.0 |
O1—La1—O5ii | 69.48 (9) | C19—C18—C17 | 120.0 (6) |
O2i—La1—O5ii | 142.10 (9) | C19—C18—H18 | 120.0 |
O8i—La1—O7 | 120.43 (9) | C17—C18—H18 | 120.0 |
O2i—La1—O7 | 83.70 (9) | C18—C19—C20 | 120.9 (6) |
O5ii—La1—O7 | 133.46 (8) | C18—C19—H19 | 119.5 |
O8i—La1—N2 | 148.44 (10) | C20—C19—H19 | 119.5 |
O2i—La1—N2 | 136.43 (10) | C15—C20—C19 | 118.9 (6) |
O5ii—La1—N2 | 72.66 (10) | C15—C20—H20 | 120.6 |
O8i—La1—N1 | 150.22 (10) | C19—C20—H20 | 120.6 |
O2i—La1—N1 | 76.43 (9) | O5—C21—O4 | 127.2 (4) |
O5ii—La1—N1 | 122.08 (10) | O5—C21—C22 | 119.7 (4) |
O8i—La1—O8 | 72.87 (10) | O4—C21—C22 | 113.0 (4) |
O2i—La1—O8 | 65.31 (8) | O6—C22—C21 | 111.5 (3) |
O5ii—La1—O8 | 129.85 (9) | O6—C22—H22A | 109.3 |
C13—O1—La1 | 130.5 (2) | C21—C22—H22A | 109.3 |
C13—O2—La1i | 137.6 (3) | O6—C22—H22B | 109.3 |
C15—O3—C14 | 117.3 (3) | C21—C22—H22B | 109.3 |
C21—O4—La1 | 151.7 (3) | H22A—C22—H22B | 108.0 |
C21—O5—La1ii | 149.8 (3) | C24—C23—O6 | 124.8 (4) |
C23—O6—C22 | 117.6 (3) | C24—C23—C28 | 119.9 (4) |
C29—O7—La1 | 101.5 (2) | O6—C23—C28 | 115.2 (4) |
C29—O8—La1i | 162.7 (3) | C23—C24—C25 | 119.2 (5) |
C29—O8—La1 | 88.3 (2) | C23—C24—H24 | 120.4 |
La1i—O8—La1 | 107.13 (10) | C25—C24—H24 | 120.4 |
C31—O9—C30 | 118.1 (5) | C26—C25—C24 | 121.2 (5) |
C1—N1—C5 | 117.8 (4) | C26—C25—H25 | 119.4 |
C1—N1—La1 | 120.9 (3) | C24—C25—H25 | 119.4 |
C5—N1—La1 | 119.8 (3) | C25—C26—C27 | 119.6 (5) |
C12—N2—C9 | 119.0 (4) | C25—C26—H26 | 120.2 |
C12—N2—La1 | 119.5 (3) | C27—C26—H26 | 120.2 |
C9—N2—La1 | 121.3 (3) | C26—C27—C28 | 120.7 (5) |
N1—C1—C2 | 123.3 (5) | C26—C27—H27 | 119.6 |
N1—C1—H1 | 118.4 | C28—C27—H27 | 119.6 |
C2—C1—H1 | 118.4 | C23—C28—C27 | 119.3 (5) |
C3—C2—C1 | 119.4 (5) | C23—C28—H28 | 120.4 |
C3—C2—H2 | 120.3 | C27—C28—H28 | 120.4 |
C1—C2—H2 | 120.3 | O7—C29—O8 | 122.2 (4) |
C2—C3—C4 | 120.3 (5) | O7—C29—C30 | 120.5 (4) |
C2—C3—H3 | 119.9 | O8—C29—C30 | 117.3 (4) |
C4—C3—H3 | 119.9 | O9—C30—C29 | 113.8 (3) |
C3—C4—C5 | 117.3 (5) | O9—C30—H30A | 108.8 |
C3—C4—C6 | 124.5 (6) | C29—C30—H30A | 108.8 |
C5—C4—C6 | 118.2 (6) | O9—C30—H30B | 108.8 |
N1—C5—C4 | 122.0 (5) | C29—C30—H30B | 108.8 |
N1—C5—C9 | 118.2 (4) | H30A—C30—H30B | 107.7 |
C4—C5—C9 | 119.8 (4) | O9—C31—C32 | 123.7 (8) |
C7—C6—C4 | 121.5 (6) | O9—C31—C36 | 114.0 (9) |
C7—C6—H6 | 119.3 | C32—C31—C36 | 122.3 (8) |
C4—C6—H6 | 119.3 | C31—C32—C33 | 117.9 (9) |
C6—C7—C8 | 121.6 (5) | C31—C32—H32 | 121.1 |
C6—C7—H7 | 119.2 | C33—C32—H32 | 121.1 |
C8—C7—H7 | 119.2 | C34—C33—C32 | 118.4 (9) |
C10—C8—C7 | 123.3 (5) | C34—C33—H33 | 120.8 |
C10—C8—C9 | 117.0 (5) | C32—C33—H33 | 120.8 |
C7—C8—C9 | 119.7 (5) | C33—C34—C35 | 124.4 (8) |
N2—C9—C8 | 122.0 (4) | C33—C34—H34 | 117.8 |
N2—C9—C5 | 119.0 (3) | C35—C34—H34 | 117.8 |
C8—C9—C5 | 119.0 (5) | C36—C35—C34 | 117.0 (9) |
C11—C10—C8 | 121.1 (5) | C36—C35—H35 | 121.5 |
C11—C10—H10 | 119.4 | C34—C35—H35 | 121.5 |
C8—C10—H10 | 119.4 | C35—C36—C31 | 119.7 (9) |
C10—C11—C12 | 118.7 (5) | C35—C36—H36 | 120.1 |
C10—C11—H11 | 120.7 | C31—C36—H36 | 120.1 |
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 |
C10—H10···O7iii | 0.93 | 2.33 | 3.196 (5) | 156 |
C30—H30B···O4iv | 0.97 | 2.39 | 3.339 (5) | 166 |
C12—H12···O5ii | 0.93 | 2.45 | 3.039 (5) | 122 |
C1—H1···O2i | 0.93 | 2.45 | 3.132 (5) | 130 |
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 | [La(C8H7O3)3(C12H8N2)] |
Mr | 772.52 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 273 |
a, b, c (Å) | 20.182 (3), 8.5307 (11), 20.833 (3) |
β (°) | 107.779 (2) |
V (Å3) | 3415.5 (8) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.31 |
Crystal size (mm) | 0.33 × 0.12 × 0.08 |
Data collection | |
Diffractometer | Bruker APEX II area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.674, 0.903 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 24692, 6634, 4671 |
Rint | 0.040 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.036, 0.090, 1.07 |
No. of reflections | 6634 |
No. of parameters | 403 |
No. of restraints | 3 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.43, −0.59 |
Computer programs: APEX2 (Bruker, 2004), SAINT (Siemens, 1996), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Siemens, 1996), SHELXTL.
La1—O1 | 2.501 (3) | La1—O8 | 2.826 (3) |
La1—O4 | 2.417 (3) | La1—N1 | 2.750 (3) |
La1—O7 | 2.564 (2) | La1—N2 | 2.707 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
C10—H10···O7i | 0.93 | 2.33 | 3.196 (5) | 156 |
C30—H30B···O4ii | 0.97 | 2.39 | 3.339 (5) | 166 |
C12—H12···O5iii | 0.93 | 2.45 | 3.039 (5) | 122 |
C1—H1···O2iv | 0.93 | 2.45 | 3.132 (5) | 130 |
Symmetry codes: (i) −x+3/2, y+1/2, −z+3/2; (ii) x, y−1, z; (iii) −x+2, −y+1, −z+2; (iv) −x+2, −y, −z+2. |
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 having optical, electronic, magnetic and biological importance potential applications (Deborah 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).
In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The six-coordinate environment of the La atom is completed by the two N atoms of 1,10-phenanthroline ligand and four O atoms of three phenoxyacetic acid ligands (Table 1). The La—O bond lengths are in the range 2.4175 (19) to 2.827 (2) Å. The La—N bond lengths are in the range 2.707 (2) to 2.750 (3) Å. C—H···O non-classica hydrogen bonds between C—H groups of 1,10-phenanthroline or phenoxyacetic acid and O atoms of neighbouring phenoxyacetic acid molecules, with an average C···O distances of 3.179 (9) Å, generate a layered hydrogen-bonded network (Fig. 2 and Table 2). The non-classical hydrogen-bonding interactions link the mononuclear complex into a supramolecular network structure.