Poly[[aqua­tris­(μ4-benzene-1,2-dicarboxyl­ato)dilanthanum(III)] hemihydrate]

Lush, S.F.; Shen, F.M.

doi:10.1107/S1600536811036282

metal-organic compounds

CRYSTALLOGRAPHIC
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ISSN: 2056-9890

Volume 67| Part 10| October 2011| Pages m1370-m1371

https://doi.org/10.1107/S1600536811036282

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Poly[[aquatris(μ₄-benzene-1,2-dicarboxylato)dilanthanum(III)] hemihydrate]

Shie Fu Lush ^a and Fwu Ming Shen ^b ^*

^aDepartment of General Education Center, Yuanpei University, HsinChu, 30015 Taiwan, and ^bDepartment of Biotechnology, Yuanpei University, No. 306, Yuanpei St, HsinChu, 30015 Taiwan
^*Correspondence e-mail: fmshen@mail.ypu.edu.tw

(Received 29 August 2011; accepted 6 September 2011; online 14 September 2011)

The asymmetric unit of the title coordination polymer, {[La₂(C₈H₄O₄)₃(H₂O)]·0.5H₂O}_n, contains two independent La^III atoms, one of which is surrounded by eight carboxylate-O atoms from six benzene-1,2-dicarboxylate (BDC) anions in a bicapped trigonal–prismatic geometry. The other La^III atom is nine-coordinated in a tricapped trigonal–prismatic geometry, formed by eight carboxylate-O atoms from six BDC anions and a coordinated water molecule. The BDC anions bridge the La^III atoms, forming a two-dimensional polymeric complex parallel to (001). The crystal structure contains weak O—H⋯O and non-classical C—H⋯O hydrogen bonds. A C—H⋯π interaction is also present in the crystal structure. The uncoordinated water molecule shows half-occupation.

Related literature

For a related structure, see: Wang et al. (2009 ).

Experimental

Crystal data

[La₂(C₈H₄O₄)₃(H₂O)]·0.5H₂O
M_r = 1594.36
Triclinic, $[P \overline 1]$
a = 8.6269 (19) Å
b = 10.5832 (17) Å
c = 14.323 (2) Å
α = 97.271 (18)°
β = 102.199 (6)°
γ = 104.489 (8)°
V = 1215.1 (4) Å³
Z = 1
Mo Kα radiation
μ = 3.54 mm⁻¹
T = 150 K
0.47 × 0.24 × 0.04 mm

Data collection

Nonius KappaCCD diffractometer
Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997 ) T_min = 0.287, T_max = 0.871
8765 measured reflections
4145 independent reflections
3430 reflections with I > 2σ(I)
R_int = 0.032

Refinement

R[F² > 2σ(F²)] = 0.037
wR(F²) = 0.087
S = 1.11
4145 reflections
356 parameters
12 restraints
H-atom parameters constrained
Δρ_max = 1.25 e Å⁻³
Δρ_min = −0.91 e Å⁻³

Table 1
Selected bond lengths (Å)

La1—O1	2.599 (4)
La1—O2	2.645 (5)
La1—O3	2.695 (6)
La1—O4	2.613 (4)
La1—O5ⁱ	2.617 (4)
La1—O7ⁱⁱ	2.439 (5)
La1—O17ⁱⁱⁱ	2.543 (4)
La1—O20	2.478 (5)
La1—O22	2.611 (4)
La2—O1	2.535 (4)
La2—O4^iv	2.482 (4)
La2—O5^iv	2.625 (4)
La2—O6ⁱⁱⁱ	2.466 (4)
La2—O8^v	2.549 (5)
La2—O17	2.608 (4)
La2—O18ⁱⁱⁱ	2.495 (4)
La2—O19	2.417 (5)
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) -x, -y, -z+1; (iii) -x, -y+1, -z+1; (iv) x-1, y, z; (v) -x-1, -y, -z+1.

Table 2
Hydrogen-bond geometry (Å, °)

Cg is the centroid of the C2–C7 ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O22—H22A⋯O1ⁱⁱ	0.90	2.20	3.001 (6)	148
O22—H22B⋯O20ⁱⁱ	0.88	2.15	3.009 (8)	164
O27—H27A⋯O2^vi	0.91	2.38	3.17 (2)	146
O27—H27B⋯O3ⁱ	0.88	1.86	2.69 (2)	158
C3—H3⋯O27^vii	0.93	2.15	2.96 (2)	145
C16—H16⋯O2ⁱ	0.93	2.58	3.331 (10)	138
C19—H19⋯Cg^v	0.93	2.98	3.902 (9)	169
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) -x, -y, -z+1; (v) -x-1, -y, -z+1; (vi) x+1, y+1, z; (vii) x-1, y-1, z.

Data collection: COLLECT (Nonius, 2000 ); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO (Otwinowski & Minor, 1997) and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009 ); software used to prepare material for publication: PLATON.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536811036282/xu5316sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536811036282/xu5316Isup2.hkl

checkCIF report

Comment top

Benzene-1,2-dicarboxylic acid (H₂BDC) are widely used in the construction of coordination polymers due to their capability of acting as bridging ligands in various coordination modes. But to the best of our knowledge, H₂BDC is seldom involved in lanthanide complexes (Wang et al., 2009). In this paper, we describe the hydrothermal synthesis and structure properties of a lanthanide phthalate coordination complex {[La₂(C₈H₄O₄)₃(H₂O)].0.5 H₂O}_n.

The molecular structure of the title compound is shown in Fig. 1.There are two independent lanthanum ions in the asymmetric unit. The La(1) ion is nine-coordinated with O₉ donors sets to form tricapped trigonal prismatic geometries by eight carboxylate O atoms and one water molecule, where La(2) ion is eight-coordinated with O₈ donors sets to form distorted bicapped trigonal-prismatic geometries by eight carboxylate O atoms, from six benzene-1,2-dicarboxylate anions. The selected bond lengths (Å) of title compound are listed in Table 1. The two La^III cations are separated by a non-bonding distance of 4.453 (9) and 4.419 (10) Å. The benzene-1,2-dicarboxylate anions bridge the La^III cations, forming a two-dimensional polymeric complex.

There are extensive intermolecular O—H···O and weak C—H···O hydrogen bonds, which cause the stability of the crystal structure (Fig. 2, Table 2). There are no π-π stacking interactions in the title compound. Furthermore, there is C—H···π interaction between C—H group of the BDC ligand, with an C—H···centroid distance of 3.902 (9) Å [C19—H19···Cg1^v(C2—C7)] (Symmetry code:-1-X, –Y, 1-Z).

Related literature top

For a related structure, see: Wang et al. (2009).

Experimental top

LaCl₃.6H₂O (0.0868 g, 0.20 mmol), benzene-1,2-dicarboxylic acid (0.0348 g, 0.20 mmol) and 1,2-bis(4-pyridyl)ethane were mixed in 10 ml of deionized water. After stirring for 30 min, the mixture was placed in a 23 ml Teflon-lined reactor, heated at 453 K for 48 h, then cooled slowly to room temperature. The colorless transparent single crystals of the title compound were obtained in 36.76% yield (based on La).

Structure description top

For a related structure, see: Wang et al. (2009).

Computing details top

Data collection: COLLECT (Nonius, 2000); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: PLATON (Spek, 2009).

Figures top

	Fig. 1. View of the title compound with the atom numbering scheme. Displacement ellipsoids for non-H atoms are drawn at the 50% probability level. H atoms have been omitted for clarity. Symmetry codes:(i) -x, -y, -z + 1; (ii) -x, -y + 1, -z + 1; (iii) -x + 1, -y + 1, -z + 1; (iv) x - 1, y, z; (v) -x - 1, -y, -z + 1.
	Fig. 2. The molecular packing for the title compound, viewed along the c axis. Hydrogen bonds are shown as dashed lines.

Poly[[aquatris(µ₄-benzene-1,2-dicarboxylato)dilanthanum(III)] hemihydrate] top

Crystal data top

[La₂(C₈H₄O₄)₃(H₂O)]·0.5H₂O	Z = 1
M_r = 1594.36	F(000) = 762
Triclinic, P1	D_x = 2.179 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.6269 (19) Å	Cell parameters from 4145 reflections
b = 10.5832 (17) Å	θ = 2.0–25.0°
c = 14.323 (2) Å	µ = 3.54 mm⁻¹
α = 97.271 (18)°	T = 150 K
β = 102.199 (6)°	Prism, colorless
γ = 104.489 (8)°	0.47 × 0.24 × 0.04 mm
V = 1215.1 (4) Å³

Data collection top

Nonius KappaCCD diffractometer	4145 independent reflections
Radiation source: fine-focus sealed tube	3430 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.032
Detector resolution: 9 pixels mm^-1	θ_max = 25.0°, θ_min = 2.0°
ω/2θ scans	h = −10→10
Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997)	k = −12→12
T_min = 0.287, T_max = 0.871	l = −17→16
8765 measured reflections

Refinement top

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.087	H-atom parameters constrained
S = 1.11	w = 1/[σ²(F_o²) + (0.0369P)² + 2.5018P] where P = (F_o² + 2F_c²)/3
4145 reflections	(Δ/σ)_max = 0.002
356 parameters	Δρ_max = 1.25 e Å⁻³
12 restraints	Δρ_min = −0.91 e Å⁻³

Crystal data top

[La₂(C₈H₄O₄)₃(H₂O)]·0.5H₂O	γ = 104.489 (8)°
M_r = 1594.36	V = 1215.1 (4) Å³
Triclinic, P1	Z = 1
a = 8.6269 (19) Å	Mo Kα radiation
b = 10.5832 (17) Å	µ = 3.54 mm⁻¹
c = 14.323 (2) Å	T = 150 K
α = 97.271 (18)°	0.47 × 0.24 × 0.04 mm
β = 102.199 (6)°

Data collection top

Nonius KappaCCD diffractometer	4145 independent reflections
Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997)	3430 reflections with I > 2σ(I)
T_min = 0.287, T_max = 0.871	R_int = 0.032
8765 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.037	12 restraints
wR(F²) = 0.087	H-atom parameters constrained
S = 1.11	Δρ_max = 1.25 e Å⁻³
4145 reflections	Δρ_min = −0.91 e Å⁻³
356 parameters

Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F² for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating -R-factor-obs 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
La1	0.16724 (4)	0.22260 (3)	0.50902 (3)	0.0255 (1)
La2	−0.30351 (4)	0.34775 (3)	0.49673 (3)	0.0181 (1)
O1	−0.0850 (4)	0.2911 (4)	0.4193 (3)	0.0186 (13)
O2	0.0101 (5)	0.1690 (4)	0.3225 (4)	0.0377 (16)
O3	0.3563 (6)	0.2580 (6)	0.6913 (4)	0.048 (2)
O4	0.4799 (5)	0.3465 (4)	0.5867 (3)	0.0239 (14)
O5	0.7181 (5)	0.5887 (4)	0.5813 (3)	0.0214 (14)
O6	0.5239 (5)	0.6448 (4)	0.6419 (3)	0.0233 (14)
O7	−0.3449 (6)	−0.1149 (4)	0.5627 (4)	0.0351 (18)
O8	−0.5707 (5)	−0.1219 (4)	0.6165 (4)	0.0312 (16)
O17	−0.1888 (5)	0.5423 (4)	0.4122 (3)	0.0208 (14)
O18	0.0471 (5)	0.5575 (4)	0.3684 (3)	0.0217 (14)
O19	−0.2597 (5)	0.1804 (4)	0.5913 (4)	0.0313 (16)
O20	0.0031 (5)	0.1774 (4)	0.6299 (4)	0.0369 (16)
O22	0.1603 (6)	−0.0025 (4)	0.5669 (4)	0.0436 (18)
C1	−0.0786 (7)	0.2446 (6)	0.3327 (6)	0.029 (2)
C2	−0.1747 (7)	0.2850 (7)	0.2501 (5)	0.032 (2)
C3	−0.2494 (9)	0.1966 (9)	0.1623 (6)	0.050 (3)
C4	−0.3483 (10)	0.2326 (13)	0.0877 (6)	0.071 (4)
C5	−0.3728 (10)	0.3569 (13)	0.1003 (6)	0.067 (4)
C6	−0.2982 (8)	0.4457 (9)	0.1859 (5)	0.040 (3)
C7	−0.1968 (7)	0.4135 (7)	0.2618 (5)	0.028 (2)
C8	−0.1036 (7)	0.5116 (6)	0.3539 (5)	0.0192 (19)
C9	0.4775 (8)	0.3355 (7)	0.6748 (6)	0.033 (2)
C10	0.6412 (7)	0.5955 (6)	0.6477 (5)	0.0205 (19)
C11	0.6971 (8)	0.5475 (8)	0.7397 (5)	0.032 (2)
C12	0.6165 (8)	0.4227 (8)	0.7530 (5)	0.037 (3)
C13	0.6653 (10)	0.3832 (12)	0.8412 (7)	0.069 (4)
C14	0.7926 (11)	0.4676 (16)	0.9153 (7)	0.091 (6)
C15	0.8710 (11)	0.5890 (14)	0.9012 (7)	0.079 (5)
C16	0.8232 (9)	0.6330 (9)	0.8153 (6)	0.046 (3)
C17	−0.4155 (8)	−0.0836 (6)	0.6270 (5)	0.0254 (19)
C18	−0.3075 (7)	−0.0081 (6)	0.7229 (5)	0.027 (2)
C19	−0.3358 (9)	−0.0561 (7)	0.8052 (6)	0.040 (3)
C20	−0.2256 (10)	−0.0039 (9)	0.8933 (7)	0.059 (3)
C21	−0.0847 (11)	0.1003 (10)	0.9026 (7)	0.070 (4)
C22	−0.0567 (9)	0.1496 (8)	0.8216 (7)	0.055 (3)
C23	−0.1669 (7)	0.0972 (6)	0.7317 (6)	0.033 (2)
C24	−0.1373 (7)	0.1562 (6)	0.6441 (6)	0.028 (2)
O27	0.717 (3)	0.922 (2)	0.1959 (16)	0.163 (9)*	0.500
H3	−0.23260	0.11290	0.15400	0.0600*
H4	−0.39840	0.17330	0.02890	0.0860*
H5	−0.44080	0.38060	0.05010	0.0810*
H6	−0.31620	0.52910	0.19300	0.0480*
H13	0.61180	0.29940	0.85010	0.0830*
H14	0.82430	0.44130	0.97420	0.1090*
H15	0.95910	0.64440	0.95050	0.0940*
H16	0.87490	0.71840	0.80830	0.0550*
H19	−0.43070	−0.12450	0.80030	0.0480*
H20	−0.24470	−0.03830	0.94780	0.0710*
H21	−0.01040	0.13620	0.96300	0.0840*
H22	0.03760	0.21900	0.82730	0.0660*
H22A	0.17560	−0.07490	0.58980	0.0650*
H22B	0.10320	−0.04070	0.50710	0.0650*
H27A	0.82020	0.96320	0.23430	0.2440*	0.500
H27B	0.67000	0.87010	0.23130	0.2440*	0.500

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
La1	0.0128 (2)	0.0071 (2)	0.0613 (3)	0.0054 (1)	0.0149 (2)	0.0089 (2)
La2	0.0126 (2)	0.0076 (2)	0.0386 (3)	0.0058 (1)	0.0113 (2)	0.0063 (2)
O1	0.0111 (19)	0.0089 (19)	0.036 (3)	0.0011 (16)	0.0098 (18)	0.0016 (19)
O2	0.021 (2)	0.024 (2)	0.062 (4)	0.009 (2)	0.008 (2)	−0.015 (2)
O3	0.022 (3)	0.069 (4)	0.069 (4)	0.013 (3)	0.020 (3)	0.053 (3)
O4	0.017 (2)	0.022 (2)	0.042 (3)	0.0137 (18)	0.012 (2)	0.015 (2)
O5	0.017 (2)	0.018 (2)	0.029 (3)	0.0066 (17)	0.0060 (19)	0.0004 (19)
O6	0.017 (2)	0.014 (2)	0.042 (3)	0.0082 (18)	0.010 (2)	0.005 (2)
O7	0.034 (3)	0.017 (2)	0.069 (4)	0.016 (2)	0.030 (3)	0.015 (2)
O8	0.017 (2)	0.010 (2)	0.070 (4)	0.0035 (18)	0.020 (2)	0.005 (2)
O17	0.017 (2)	0.015 (2)	0.037 (3)	0.0098 (17)	0.0123 (19)	0.0093 (19)
O18	0.017 (2)	0.017 (2)	0.036 (3)	0.0084 (18)	0.0109 (19)	0.0081 (19)
O19	0.014 (2)	0.016 (2)	0.066 (4)	0.0068 (18)	0.006 (2)	0.017 (2)
O20	0.019 (2)	0.022 (2)	0.080 (4)	0.0089 (19)	0.020 (2)	0.028 (3)
O22	0.039 (3)	0.017 (2)	0.092 (4)	0.018 (2)	0.033 (3)	0.024 (3)
C1	0.015 (3)	0.016 (3)	0.051 (5)	0.000 (3)	0.012 (3)	−0.010 (3)
C2	0.010 (3)	0.041 (4)	0.037 (5)	0.001 (3)	0.007 (3)	−0.012 (3)
C3	0.023 (4)	0.071 (6)	0.044 (5)	0.003 (4)	0.015 (4)	−0.023 (4)
C4	0.028 (5)	0.129 (10)	0.031 (6)	−0.007 (6)	0.013 (4)	−0.029 (6)
C5	0.026 (4)	0.151 (11)	0.020 (5)	0.013 (6)	0.010 (4)	0.015 (6)
C6	0.022 (4)	0.076 (6)	0.028 (5)	0.017 (4)	0.011 (3)	0.020 (4)
C7	0.015 (3)	0.046 (4)	0.025 (4)	0.012 (3)	0.009 (3)	0.002 (3)
C8	0.019 (3)	0.016 (3)	0.031 (4)	0.009 (3)	0.012 (3)	0.017 (3)
C9	0.018 (3)	0.040 (4)	0.056 (5)	0.020 (3)	0.015 (3)	0.031 (4)
C10	0.008 (3)	0.017 (3)	0.030 (4)	−0.003 (2)	0.003 (3)	−0.003 (3)
C11	0.017 (3)	0.063 (5)	0.026 (4)	0.023 (3)	0.011 (3)	0.008 (4)
C12	0.017 (3)	0.068 (5)	0.037 (5)	0.017 (4)	0.011 (3)	0.029 (4)
C13	0.031 (5)	0.133 (9)	0.067 (7)	0.033 (6)	0.025 (5)	0.060 (7)
C14	0.027 (5)	0.216 (15)	0.044 (6)	0.039 (7)	0.014 (5)	0.059 (8)
C15	0.024 (5)	0.178 (13)	0.033 (6)	0.041 (7)	−0.002 (4)	0.003 (7)
C16	0.023 (4)	0.083 (6)	0.036 (5)	0.026 (4)	0.007 (3)	0.002 (4)
C17	0.024 (3)	0.011 (3)	0.048 (4)	0.008 (2)	0.014 (3)	0.016 (3)
C18	0.017 (3)	0.019 (3)	0.052 (5)	0.008 (3)	0.015 (3)	0.014 (3)
C19	0.027 (4)	0.033 (4)	0.060 (6)	0.002 (3)	0.015 (4)	0.016 (4)
C20	0.047 (5)	0.061 (6)	0.069 (7)	0.005 (4)	0.012 (5)	0.036 (5)
C21	0.045 (5)	0.080 (7)	0.061 (7)	−0.016 (5)	−0.008 (5)	0.031 (6)
C22	0.025 (4)	0.053 (5)	0.076 (7)	−0.006 (4)	0.002 (4)	0.030 (5)
C23	0.016 (3)	0.027 (3)	0.060 (5)	0.010 (3)	0.008 (3)	0.022 (4)
C24	0.016 (3)	0.013 (3)	0.063 (5)	0.008 (3)	0.016 (3)	0.015 (3)

Geometric parameters (Å, º) top

La1—O1	2.599 (4)	C2—C7	1.414 (10)
La1—O2	2.645 (5)	C3—C4	1.377 (13)
La1—O3	2.695 (6)	C4—C5	1.380 (18)
La1—O4	2.613 (4)	C5—C6	1.369 (12)
La1—O5ⁱ	2.617 (4)	C6—C7	1.380 (10)
La1—O7ⁱⁱ	2.439 (5)	C7—C8	1.501 (10)
La1—O17ⁱⁱⁱ	2.543 (4)	C9—C12	1.470 (11)
La1—O20	2.478 (5)	C10—C11	1.500 (10)
La1—O22	2.611 (4)	C11—C16	1.392 (11)
La2—O1	2.535 (4)	C11—C12	1.387 (12)
La2—O4^iv	2.482 (4)	C12—C13	1.395 (13)
La2—O5^iv	2.625 (4)	C13—C14	1.381 (16)
La2—O6ⁱⁱⁱ	2.466 (4)	C14—C15	1.36 (2)
La2—O8^v	2.549 (5)	C15—C16	1.388 (14)
La2—O17	2.608 (4)	C17—C18	1.484 (10)
La2—O18ⁱⁱⁱ	2.495 (4)	C18—C19	1.385 (10)
La2—O19	2.417 (5)	C18—C23	1.397 (9)
O1—C1	1.293 (9)	C19—C20	1.362 (13)
O2—C1	1.253 (8)	C20—C21	1.391 (14)
O3—C9	1.244 (9)	C21—C22	1.373 (14)
O4—C9	1.286 (9)	C22—C23	1.381 (12)
O5—C10	1.274 (8)	C23—C24	1.511 (11)
O6—C10	1.242 (8)	C3—H3	0.9300
O7—C17	1.261 (9)	C4—H4	0.9300
O8—C17	1.268 (9)	C5—H5	0.9300
O17—C8	1.286 (8)	C6—H6	0.9300
O18—C8	1.230 (8)	C13—H13	0.9300
O19—C24	1.265 (9)	C14—H14	0.9300
O20—C24	1.240 (8)	C15—H15	0.9300
O22—H22B	0.8800	C16—H16	0.9300
O22—H22A	0.9000	C19—H19	0.9300
O27—H27B	0.8800	C20—H20	0.9300
O27—H27A	0.9100	C21—H21	0.9300
C1—C2	1.470 (10)	C22—H22	0.9300
C2—C3	1.389 (11)

O1—La1—O2	49.50 (14)	La1ⁱⁱⁱ—O17—C8	125.3 (4)
O1—La1—O3	138.66 (15)	La2ⁱⁱⁱ—O18—C8	141.3 (4)
O1—La1—O4	134.61 (13)	La2—O19—C24	136.6 (4)
O1—La1—O20	83.93 (14)	La1—O20—C24	145.0 (5)
O1—La1—O22	126.61 (15)	La1—O22—H22B	86.00
O1—La1—O7ⁱⁱ	127.83 (16)	H22A—O22—H22B	99.00
O1—La1—O17ⁱⁱⁱ	71.11 (14)	La1—O22—H22A	171.00
O1—La1—O5ⁱ	73.05 (13)	H27A—O27—H27B	104.00
O2—La1—O3	171.83 (16)	O1—C1—O2	119.2 (7)
O2—La1—O4	127.22 (14)	O1—C1—C2	118.0 (6)
O2—La1—O20	118.61 (16)	O2—C1—C2	122.8 (7)
O2—La1—O22	108.06 (15)	C3—C2—C7	119.8 (7)
O2—La1—O7ⁱⁱ	78.77 (16)	C1—C2—C3	120.7 (7)
O2—La1—O17ⁱⁱⁱ	111.42 (13)	C1—C2—C7	119.4 (6)
O2—La1—O5ⁱ	68.20 (13)	C2—C3—C4	120.2 (9)
O3—La1—O4	48.67 (15)	C3—C4—C5	119.8 (9)
O3—La1—O20	66.90 (17)	C4—C5—C6	120.7 (9)
O3—La1—O22	67.90 (18)	C5—C6—C7	121.0 (9)
O3—La1—O7ⁱⁱ	93.09 (18)	C2—C7—C6	118.4 (7)
O3—La1—O17ⁱⁱⁱ	74.93 (16)	C2—C7—C8	119.1 (6)
O3—La1—O5ⁱ	111.83 (16)	C6—C7—C8	122.4 (7)
O4—La1—O20	113.75 (15)	O17—C8—C7	116.9 (6)
O4—La1—O22	98.40 (15)	O18—C8—C7	118.5 (6)
O4—La1—O7ⁱⁱ	68.65 (15)	O17—C8—O18	124.6 (6)
O4—La1—O17ⁱⁱⁱ	71.98 (14)	O4—C9—C12	117.6 (6)
O4—La1—O5ⁱ	67.52 (13)	O3—C9—O4	119.8 (7)
O20—La1—O22	65.81 (16)	O3—C9—C12	122.5 (7)
O7ⁱⁱ—La1—O20	135.44 (15)	O6—C10—C11	117.4 (6)
O17ⁱⁱⁱ—La1—O20	79.05 (14)	O5—C10—C11	119.5 (6)
O5ⁱ—La1—O20	140.95 (14)	O5—C10—O6	123.1 (6)
O7ⁱⁱ—La1—O22	69.81 (16)	C10—C11—C16	119.5 (7)
O17ⁱⁱⁱ—La1—O22	136.23 (15)	C12—C11—C16	119.6 (7)
O5ⁱ—La1—O22	152.50 (16)	C10—C11—C12	120.8 (6)
O7ⁱⁱ—La1—O17ⁱⁱⁱ	135.85 (15)	C9—C12—C11	119.4 (7)
O5ⁱ—La1—O7ⁱⁱ	82.87 (15)	C9—C12—C13	120.9 (8)
O5ⁱ—La1—O17ⁱⁱⁱ	63.96 (13)	C11—C12—C13	119.6 (8)
O1—La2—O17	71.82 (14)	C12—C13—C14	120.5 (11)
O1—La2—O19	84.69 (15)	C13—C14—C15	119.3 (10)
O1—La2—O4^iv	164.86 (14)	C14—C15—C16	121.8 (10)
O1—La2—O5^iv	123.63 (14)	C11—C16—C15	119.1 (9)
O1—La2—O8^v	71.19 (14)	O7—C17—O8	123.7 (6)
O1—La2—O6ⁱⁱⁱ	104.32 (14)	O8—C17—C18	119.0 (6)
O1—La2—O18ⁱⁱⁱ	77.94 (14)	O7—C17—C18	117.1 (6)
O17—La2—O19	150.39 (15)	C17—C18—C23	122.3 (6)
O4^iv—La2—O17	123.32 (14)	C17—C18—C19	117.9 (6)
O5^iv—La2—O17	62.98 (13)	C19—C18—C23	119.2 (7)
O8^v—La2—O17	114.56 (15)	C18—C19—C20	120.5 (7)
O6ⁱⁱⁱ—La2—O17	70.92 (14)	C19—C20—C21	120.7 (9)
O17—La2—O18ⁱⁱⁱ	87.01 (14)	C20—C21—C22	119.3 (9)
O4^iv—La2—O19	80.80 (15)	C21—C22—C23	120.7 (8)
O5^iv—La2—O19	121.13 (15)	C18—C23—C22	119.6 (7)
O8^v—La2—O19	72.45 (17)	C18—C23—C24	120.4 (7)
O6ⁱⁱⁱ—La2—O19	134.18 (15)	C22—C23—C24	119.9 (6)
O18ⁱⁱⁱ—La2—O19	70.27 (15)	O19—C24—C23	116.4 (6)
O4^iv—La2—O5^iv	68.53 (14)	O20—C24—C23	118.2 (6)
O4^iv—La2—O8^v	100.10 (15)	O19—C24—O20	125.5 (7)
O4^iv—La2—O6ⁱⁱⁱ	83.05 (14)	C2—C3—H3	120.00
O4^iv—La2—O18ⁱⁱⁱ	100.99 (14)	C4—C3—H3	120.00
O5^iv—La2—O8^v	158.53 (14)	C5—C4—H4	120.00
O5^iv—La2—O6ⁱⁱⁱ	91.38 (14)	C3—C4—H4	120.00
O5^iv—La2—O18ⁱⁱⁱ	68.20 (14)	C4—C5—H5	120.00
O6ⁱⁱⁱ—La2—O8^v	68.66 (15)	C6—C5—H5	120.00
O8^v—La2—O18ⁱⁱⁱ	133.08 (15)	C7—C6—H6	120.00
O6ⁱⁱⁱ—La2—O18ⁱⁱⁱ	155.34 (14)	C5—C6—H6	119.00
La1—O1—La2	124.95 (16)	C12—C13—H13	120.00
La1—O1—C1	95.4 (4)	C14—C13—H13	120.00
La2—O1—C1	136.0 (4)	C15—C14—H14	120.00
La1—O2—C1	94.3 (5)	C13—C14—H14	120.00
La1—O3—C9	93.6 (5)	C14—C15—H15	119.00
La1—O4—C9	96.4 (4)	C16—C15—H15	119.00
La1—O4—La2^vi	122.76 (16)	C15—C16—H16	120.00
La2^vi—O4—C9	132.0 (4)	C11—C16—H16	120.00
La2^vi—O5—C10	115.6 (4)	C18—C19—H19	120.00
La1ⁱ—O5—C10	127.7 (4)	C20—C19—H19	120.00
La1ⁱ—O5—La2^vi	114.93 (16)	C21—C20—H20	120.00
La2ⁱⁱⁱ—O6—C10	132.6 (4)	C19—C20—H20	120.00
La1ⁱⁱ—O7—C17	156.2 (5)	C20—C21—H21	120.00
La2^v—O8—C17	110.5 (4)	C22—C21—H21	120.00
La2—O17—C8	112.8 (4)	C21—C22—H22	120.00
La1ⁱⁱⁱ—O17—La2	118.14 (16)	C23—C22—H22	120.00

O2—La1—O1—La2	154.4 (3)	O5^iv—La2—O19—C24	−74.0 (7)
O2—La1—O1—C1	−7.1 (3)	O8^v—La2—O19—C24	124.4 (7)
O3—La1—O1—La2	−26.0 (3)	O6ⁱⁱⁱ—La2—O19—C24	157.3 (6)
O3—La1—O1—C1	172.4 (4)	O18ⁱⁱⁱ—La2—O19—C24	−26.6 (7)
O4—La1—O1—La2	−99.6 (2)	O17—La2—O4^iv—La1^iv	97.8 (2)
O4—La1—O1—C1	98.9 (4)	O17—La2—O4^iv—C9^iv	−122.9 (6)
O20—La1—O1—La2	18.1 (2)	O19—La2—O4^iv—La1^iv	−100.8 (2)
O20—La1—O1—C1	−143.5 (4)	O19—La2—O4^iv—C9^iv	38.4 (6)
O22—La1—O1—La2	71.7 (3)	O1—La2—O5^iv—C10^iv	−153.0 (4)
O22—La1—O1—C1	−89.8 (4)	O1—La2—O5^iv—La1ⁱⁱⁱ	40.9 (2)
O7ⁱⁱ—La1—O1—La2	163.59 (18)	O17—La2—O5^iv—C10^iv	166.4 (5)
O7ⁱⁱ—La1—O1—C1	2.1 (4)	O17—La2—O5^iv—La1ⁱⁱⁱ	0.34 (15)
O17ⁱⁱⁱ—La1—O1—La2	−62.4 (2)	O19—La2—O5^iv—C10^iv	−47.3 (5)
O17ⁱⁱⁱ—La1—O1—C1	136.0 (4)	O19—La2—O5^iv—La1ⁱⁱⁱ	146.65 (17)
O5ⁱ—La1—O1—La2	−130.1 (2)	O1—La2—O8^v—C17^v	−170.5 (5)
O5ⁱ—La1—O1—C1	68.4 (4)	O17—La2—O8^v—C17^v	−111.7 (4)
O1—La1—O2—C1	7.3 (3)	O19—La2—O8^v—C17^v	99.3 (5)
O4—La1—O2—C1	−113.4 (4)	O1—La2—O6ⁱⁱⁱ—C10ⁱⁱⁱ	−162.0 (5)
O20—La1—O2—C1	58.7 (4)	O17—La2—O6ⁱⁱⁱ—C10ⁱⁱⁱ	−97.4 (5)
O22—La1—O2—C1	130.4 (4)	O19—La2—O6ⁱⁱⁱ—C10ⁱⁱⁱ	101.4 (6)
O7ⁱⁱ—La1—O2—C1	−165.4 (4)	O1—La2—O18ⁱⁱⁱ—C8ⁱⁱⁱ	27.4 (6)
O17ⁱⁱⁱ—La1—O2—C1	−30.3 (4)	O17—La2—O18ⁱⁱⁱ—C8ⁱⁱⁱ	−44.7 (6)
O5ⁱ—La1—O2—C1	−78.6 (4)	O19—La2—O18ⁱⁱⁱ—C8ⁱⁱⁱ	116.0 (7)
O1—La1—O3—C9	−107.5 (5)	La1—O1—C1—O2	13.1 (6)
O4—La1—O3—C9	7.1 (4)	La1—O1—C1—C2	−166.0 (5)
O20—La1—O3—C9	−156.2 (5)	La2—O1—C1—O2	−144.9 (5)
O22—La1—O3—C9	131.7 (5)	La2—O1—C1—C2	36.0 (9)
O7ⁱⁱ—La1—O3—C9	64.9 (5)	La1—O2—C1—O1	−12.9 (6)
O17ⁱⁱⁱ—La1—O3—C9	−71.9 (5)	La1—O2—C1—C2	166.2 (6)
O5ⁱ—La1—O3—C9	−18.6 (5)	La1—O3—C9—O4	−12.6 (7)
O1—La1—O4—C9	115.6 (4)	La1—O3—C9—C12	163.6 (6)
O1—La1—O4—La2^vi	−93.6 (2)	La1—O4—C9—O3	13.1 (7)
O2—La1—O4—C9	−177.8 (4)	La1—O4—C9—C12	−163.3 (6)
O2—La1—O4—La2^vi	−27.0 (3)	La2^vi—O4—C9—O3	−133.4 (6)
O3—La1—O4—C9	−6.9 (4)	La2^vi—O4—C9—C12	50.2 (9)
O3—La1—O4—La2^vi	143.9 (3)	La2^vi—O5—C10—O6	−116.6 (6)
O20—La1—O4—C9	9.8 (4)	La2^vi—O5—C10—C11	66.1 (7)
O20—La1—O4—La2^vi	160.59 (18)	La1ⁱ—O5—C10—O6	47.4 (8)
O22—La1—O4—C9	−57.4 (4)	La1ⁱ—O5—C10—C11	−129.9 (5)
O22—La1—O4—La2^vi	93.4 (2)	La2ⁱⁱⁱ—O6—C10—O5	33.2 (9)
O7ⁱⁱ—La1—O4—C9	−121.8 (4)	La2ⁱⁱⁱ—O6—C10—C11	−149.4 (5)
O7ⁱⁱ—La1—O4—La2^vi	29.00 (19)	La1ⁱⁱ—O7—C17—O8	−113.2 (11)
O17ⁱⁱⁱ—La1—O4—C9	78.6 (4)	La1ⁱⁱ—O7—C17—C18	61.0 (13)
O17ⁱⁱⁱ—La1—O4—La2^vi	−130.6 (2)	La2^v—O8—C17—O7	29.7 (8)
O5ⁱ—La1—O4—C9	147.2 (4)	La2^v—O8—C17—C18	−144.4 (5)
O5ⁱ—La1—O4—La2^vi	−62.00 (19)	La2—O17—C8—O18	−110.4 (6)
O1—La1—O20—C24	19.1 (7)	La2—O17—C8—C7	70.1 (6)
O2—La1—O20—C24	−17.6 (8)	La1ⁱⁱⁱ—O17—C8—O18	47.3 (8)
O3—La1—O20—C24	169.2 (8)	La1ⁱⁱⁱ—O17—C8—C7	−132.3 (5)
O4—La1—O20—C24	155.6 (7)	La2ⁱⁱⁱ—O18—C8—O17	27.6 (11)
O22—La1—O20—C24	−115.7 (8)	La2ⁱⁱⁱ—O18—C8—C7	−152.9 (5)
O7ⁱⁱ—La1—O20—C24	−121.3 (7)	La2—O19—C24—O20	−34.9 (11)
O17ⁱⁱⁱ—La1—O20—C24	91.0 (7)	La2—O19—C24—C23	144.8 (5)
O5ⁱ—La1—O20—C24	72.5 (8)	La1—O20—C24—O19	−17.0 (12)
O1—La1—O7ⁱⁱ—C17ⁱⁱ	26.2 (12)	La1—O20—C24—C23	163.3 (5)
O2—La1—O7ⁱⁱ—C17ⁱⁱ	33.3 (11)	O1—C1—C2—C3	−144.4 (7)
O3—La1—O7ⁱⁱ—C17ⁱⁱ	−147.4 (11)	O1—C1—C2—C7	33.0 (9)
O4—La1—O7ⁱⁱ—C17ⁱⁱ	−104.4 (11)	O2—C1—C2—C3	36.6 (10)
O20—La1—O7ⁱⁱ—C17ⁱⁱ	152.9 (10)	O2—C1—C2—C7	−146.1 (7)
O22—La1—O7ⁱⁱ—C17ⁱⁱ	147.5 (11)	C1—C2—C3—C4	175.6 (8)
O1—La1—O17ⁱⁱⁱ—La2ⁱⁱⁱ	−80.23 (19)	C7—C2—C3—C4	−1.7 (12)
O1—La1—O17ⁱⁱⁱ—C8ⁱⁱⁱ	76.4 (5)	C1—C2—C7—C6	−174.9 (6)
O2—La1—O17ⁱⁱⁱ—La2ⁱⁱⁱ	−50.9 (2)	C1—C2—C7—C8	7.9 (9)
O2—La1—O17ⁱⁱⁱ—C8ⁱⁱⁱ	105.7 (5)	C3—C2—C7—C6	2.4 (10)
O3—La1—O17ⁱⁱⁱ—La2ⁱⁱⁱ	123.7 (2)	C3—C2—C7—C8	−174.8 (7)
O3—La1—O17ⁱⁱⁱ—C8ⁱⁱⁱ	−79.7 (5)	C2—C3—C4—C5	0.1 (14)
O4—La1—O17ⁱⁱⁱ—La2ⁱⁱⁱ	72.88 (19)	C3—C4—C5—C6	0.8 (15)
O4—La1—O17ⁱⁱⁱ—C8ⁱⁱⁱ	−130.5 (5)	C4—C5—C6—C7	−0.1 (14)
O20—La1—O17ⁱⁱⁱ—La2ⁱⁱⁱ	−167.5 (2)	C5—C6—C7—C2	−1.5 (11)
O20—La1—O17ⁱⁱⁱ—C8ⁱⁱⁱ	−10.9 (5)	C5—C6—C7—C8	175.6 (8)
O22—La1—O17ⁱⁱⁱ—La2ⁱⁱⁱ	156.13 (19)	C2—C7—C8—O17	−110.5 (7)
O22—La1—O17ⁱⁱⁱ—C8ⁱⁱⁱ	−47.3 (6)	C2—C7—C8—O18	69.9 (8)
O1—La1—O5ⁱ—La2ⁱⁱⁱ	77.17 (18)	C6—C7—C8—O17	72.4 (9)
O1—La1—O5ⁱ—C10ⁱ	−118.7 (5)	C6—C7—C8—O18	−107.2 (8)
O2—La1—O5ⁱ—La2ⁱⁱⁱ	129.6 (2)	O3—C9—C12—C11	−145.8 (8)
O2—La1—O5ⁱ—C10ⁱ	−66.3 (5)	O3—C9—C12—C13	32.4 (12)
O3—La1—O5ⁱ—La2ⁱⁱⁱ	−59.2 (2)	O4—C9—C12—C11	30.5 (10)
O3—La1—O5ⁱ—C10ⁱ	104.9 (5)	O4—C9—C12—C13	−151.3 (8)
O4—La1—O5ⁱ—La2ⁱⁱⁱ	−79.85 (18)	O5—C10—C11—C12	−99.6 (8)
O4—La1—O5ⁱ—C10ⁱ	84.3 (5)	O5—C10—C11—C16	85.3 (9)
O20—La1—O5ⁱ—La2ⁱⁱⁱ	20.6 (3)	O6—C10—C11—C12	82.9 (9)
O20—La1—O5ⁱ—C10ⁱ	−175.3 (5)	O6—C10—C11—C16	−92.3 (8)
O22—La1—O5ⁱ—La2ⁱⁱⁱ	−143.0 (3)	C10—C11—C12—C9	1.6 (11)
O22—La1—O5ⁱ—C10ⁱ	21.1 (7)	C10—C11—C12—C13	−176.6 (7)
O17—La2—O1—La1	127.4 (2)	C16—C11—C12—C9	176.8 (7)
O17—La2—O1—C1	−79.6 (6)	C16—C11—C12—C13	−1.5 (12)
O19—La2—O1—La1	−34.3 (2)	C10—C11—C16—C15	178.2 (8)
O19—La2—O1—C1	118.7 (6)	C12—C11—C16—C15	3.0 (12)
O5^iv—La2—O1—La1	89.9 (2)	C9—C12—C13—C14	−177.9 (9)
O5^iv—La2—O1—C1	−117.2 (5)	C11—C12—C13—C14	0.3 (13)
O8^v—La2—O1—La1	−107.6 (2)	C12—C13—C14—C15	−0.6 (16)
O8^v—La2—O1—C1	45.4 (5)	C13—C14—C15—C16	2.3 (16)
O6ⁱⁱⁱ—La2—O1—La1	−168.64 (18)	C14—C15—C16—C11	−3.4 (15)
O6ⁱⁱⁱ—La2—O1—C1	−15.7 (6)	O7—C17—C18—C19	−128.0 (7)
O18ⁱⁱⁱ—La2—O1—La1	36.59 (19)	O7—C17—C18—C23	43.1 (9)
O18ⁱⁱⁱ—La2—O1—C1	−170.4 (6)	O8—C17—C18—C19	46.5 (9)
O1—La2—O17—C8	13.8 (4)	O8—C17—C18—C23	−142.4 (6)
O1—La2—O17—La1ⁱⁱⁱ	−145.6 (2)	C17—C18—C19—C20	169.6 (7)
O19—La2—O17—C8	53.0 (5)	C23—C18—C19—C20	−1.8 (11)
O19—La2—O17—La1ⁱⁱⁱ	−106.4 (3)	C17—C18—C23—C22	−169.5 (7)
O4^iv—La2—O17—C8	−166.7 (4)	C17—C18—C23—C24	12.1 (10)
O4^iv—La2—O17—La1ⁱⁱⁱ	33.9 (2)	C19—C18—C23—C22	1.5 (10)
O5^iv—La2—O17—C8	159.1 (5)	C19—C18—C23—C24	−176.9 (6)
O5^iv—La2—O17—La1ⁱⁱⁱ	−0.36 (16)	C18—C19—C20—C21	1.4 (13)
O8^v—La2—O17—C8	−44.7 (4)	C19—C20—C21—C22	−0.6 (14)
O8^v—La2—O17—La1ⁱⁱⁱ	155.92 (17)	C20—C21—C22—C23	0.2 (14)
O6ⁱⁱⁱ—La2—O17—C8	−99.1 (4)	C21—C22—C23—C18	−0.7 (12)
O6ⁱⁱⁱ—La2—O17—La1ⁱⁱⁱ	101.5 (2)	C21—C22—C23—C24	177.7 (8)
O18ⁱⁱⁱ—La2—O17—C8	92.1 (4)	C18—C23—C24—O19	46.1 (9)
O18ⁱⁱⁱ—La2—O17—La1ⁱⁱⁱ	−67.35 (19)	C18—C23—C24—O20	−134.2 (7)
O1—La2—O19—C24	52.5 (7)	C22—C23—C24—O19	−132.3 (7)
O17—La2—O19—C24	15.4 (9)	C22—C23—C24—O20	47.4 (10)
O4^iv—La2—O19—C24	−131.9 (7)

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y, −z+1; (iii) −x, −y+1, −z+1; (iv) x−1, y, z; (v) −x−1, −y, −z+1; (vi) x+1, y, z.

Hydrogen-bond geometry (Å, º) top

Cg is the centroid of the C2–C7 ring.

D—H···A	D—H	H···A	D···A	D—H···A
O22—H22A···O1ⁱⁱ	0.90	2.20	3.001 (6)	148
O22—H22B···O20ⁱⁱ	0.88	2.15	3.009 (8)	164
O27—H27A···O2^vii	0.91	2.38	3.17 (2)	146.00
O27—H27B···O3ⁱ	0.88	1.86	2.69 (2)	158.00
C3—H3···O27^viii	0.93	2.15	2.96 (2)	145
C16—H16···O2ⁱ	0.93	2.58	3.331 (10)	138
C19—H19···Cg^v	0.93	2.98	3.902 (9)	169

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y, −z+1; (v) −x−1, −y, −z+1; (vii) x+1, y+1, z; (viii) x−1, y−1, z.

Experimental details

Crystal data
Chemical formula	[La₂(C₈H₄O₄)₃(H₂O)]·0.5H₂O
M_r	1594.36
Crystal system, space group	Triclinic, P1
Temperature (K)	150
a, b, c (Å)	8.6269 (19), 10.5832 (17), 14.323 (2)
α, β, γ (°)	97.271 (18), 102.199 (6), 104.489 (8)
V (Å³)	1215.1 (4)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	3.54
Crystal size (mm)	0.47 × 0.24 × 0.04

Data collection
Diffractometer	Nonius KappaCCD
Absorption correction	Multi-scan (SCALEPACK; Otwinowski & Minor, 1997)
T_min, T_max	0.287, 0.871
No. of measured, independent and observed [I > 2σ(I)] reflections	8765, 4145, 3430
R_int	0.032
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.037, 0.087, 1.11
No. of reflections	4145
No. of parameters	356
No. of restraints	12
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.25, −0.91

Computer programs: COLLECT (Nonius, 2000), DENZO and SCALEPACK (Otwinowski & Minor, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009).

Selected bond lengths (Å) top

La1—O1	2.599 (4)	La2—O1	2.535 (4)
La1—O2	2.645 (5)	La2—O4^iv	2.482 (4)
La1—O3	2.695 (6)	La2—O5^iv	2.625 (4)
La1—O4	2.613 (4)	La2—O6ⁱⁱⁱ	2.466 (4)
La1—O5ⁱ	2.617 (4)	La2—O8^v	2.549 (5)
La1—O7ⁱⁱ	2.439 (5)	La2—O17	2.608 (4)
La1—O17ⁱⁱⁱ	2.543 (4)	La2—O18ⁱⁱⁱ	2.495 (4)
La1—O20	2.478 (5)	La2—O19	2.417 (5)
La1—O22	2.611 (4)

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y, −z+1; (iii) −x, −y+1, −z+1; (iv) x−1, y, z; (v) −x−1, −y, −z+1.

Hydrogen-bond geometry (Å, º) top

Cg is the centroid of the C2–C7 ring.

D—H···A	D—H	H···A	D···A	D—H···A
O22—H22A···O1ⁱⁱ	0.90	2.20	3.001 (6)	148.00
O22—H22B···O20ⁱⁱ	0.88	2.15	3.009 (8)	164.00
O27—H27A···O2^vi	0.91	2.38	3.17 (2)	146.00
O27—H27B···O3ⁱ	0.88	1.86	2.69 (2)	158.00
C3—H3···O27^vii	0.93	2.15	2.96 (2)	145.00
C16—H16···O2ⁱ	0.93	2.58	3.331 (10)	138.00
C19—H19···Cg^v	0.93	2.98	3.902 (9)	169.00

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y, −z+1; (v) −x−1, −y, −z+1; (vi) x+1, y+1, z; (vii) x−1, y−1, z.

Acknowledgements

This work was supported financially by Yuanpei University, Taiwan.

References

Nonius (2000). COLLECT. Nonius BV, Delft, The Netherlands. Google Scholar
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307–326. New York: Academic Press. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar
Wang, G.-M., Xue, S.-Y., Li, H. & Liu, H.-L. (2009). Acta Cryst. C65, m469–m471. Web of Science CSD CrossRef IUCr Journals Google Scholar

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Volume 67| Part 10| October 2011| Pages m1370-m1371

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