Poly[diaqua­tris(μ₄-isophthalato)dilanthanum(III)]

Abstract

In the title coordination polymer, [La₂(C₈H₄O₄)₃(H₂O)₂]_n, there are two independent La^III atoms which are coordinated differently in slightly distorted penta­gonal-bipyramidal and slightly disorted bicapped trigonal-prismatic environments. The La^III ions are bridged by μ₄-isophthalate ligands, forming two-dimensional layers. In the crystal structure, these layers are connected by inter­molecular O—H⋯O hydrogen bonds into a three-dimensional network.

Related literature

For background information on lanthanide coordination polymers, see: Cheng et al. (2007 ▶); Dorweiler et al. (2009 ▶); Mondal et al. (2009 ▶) and for the use of multicarboxyl group ligands in this type of polymer, see: Mahata et al. (2007 ▶); Zhou et al. (2008 ▶).

Experimental

Crystal data

• [La₂(C₈H₄O₄)₃(H₂O)₂]

• M _r = 806.19

• Monoclinic,

• a = 13.3956 (12) Å

• b = 14.4877 (8) Å

• c = 13.5754 (11) Å

• β = 103.998 (5)°

• V = 2556.4 (3) ų

• Z = 4

• Mo Kα radiation

• μ = 3.37 mm⁻¹

• T = 293 K

• 0.20 × 0.15 × 0.10 mm

Data collection

• Rigaku Mercury diffractometer

• Absorption correction: multi-scan (CrystalClear; Rigaku, 2007 ▶) T _min = 0.717, T _max = 1.000

• 19411 measured reflections

• 5841 independent reflections

• 5111 reflections with I > 2σ(I)

• R _int = 0.042

Refinement

• R[F ² > 2σ(F ²)] = 0.048

• wR(F ²) = 0.139

• S = 1.08

• 5841 reflections

• 361 parameters

• 18 restraints

• H-atom parameters constrained

• Δρ_max = 2.72 e Å⁻³

• Δρ_min = −1.33 e Å⁻³

Data collection: CrystalClear (Rigaku, 2007 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2004 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Supplementary Material

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O13—H13A⋯O2i	0.85	2.27	2.814 (8)	122
O13—H13B⋯O11i	0.85	2.20	2.976 (8)	152
O14—H14B⋯O10ii	0.85	1.97	2.795 (8)	162
O14—H14A⋯O7iii	0.85	2.10	2.656 (8)	122

Symmetry codes: (i) ; (ii) ; (iii) .

supplementary crystallographic information

Comment

Investigations of the constructions of coordination polymers based on lanthanide metals have attracted great interests not only for their diverse structures but also for their luminescent and magnetic properties (Cheng et al., 2007; Dorweiler et al., 2009; Mondal et al., 2009). Because ligands containing multicarboxyl groups can give rise to abundant coordination modes, they have been selected to build lanthanide coordination polymers (Mahata et al., 2007; Zhou et al., 2008). We report herein the crystal structure of the title La(III) compound, (I).

As shown in Fig.1, the asymmetric unit of (I) contains two independent La^III ions, three isophthalato (ip) ligands, and two coordinated water molecules. Atom La1 is coordinated by seven O atoms in a slightly distorted pentagonal bipyramidal environment. The pentagonal plane is occupied by four oxygen atoms from four ip ligands and one oxygen atom from a water molecule, and the two apical sites are occupied by another two oxygen atoms from two ip ligands. The coordination geometry of La2 is a slightly disortoted bi-capped trigonal prism. The La^III ions are bridged by µ₄-isophthalato ligands to form two-dimensional layers (Fig. 2). In the crystal structure, these layers are connected by intermolecular O—H···O hydrogen bonds to form a three-dimensional network.

Experimental

A mixture of La₂O₃ (0.163 g, 0.5 mmol), isophthalic acid (0.166 g, 1 mmol) and H₂O (10 ml) was placed in a 23 ml Teflon-lined reactor, which was heated to 443 K for 7 days and then cooled to room temperature at a rate of 0.2 K h^—1. The colorless crystals obtained were washed with water and dried in air (yield 16% based on La).

Refinement

H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 Å, O—H = 0.85 Å, U_iso(H) = 1.2U_eq(C or O).

Figures

Fig. 1.

The asymmetric unit of (I), showing the atom-numbering scheme. H atoms are not included and displacement ellipsoids are drawn at the 30% probability level. Additional symmetry related atoms are included to complete the coordination geomtry around the La atoms [Symmetry codes: (A) 1.5 — x, —0.5 + y, 0.5 — z; (B) 0.5 + x, 0.5 — y, —0.5 + z; (C) 1.5 — x, 0.5 + y, 0.5 — z; (D) 1 — x, — y, 1 — z].

Fig. 2.

View of part of the two-dimensional layer of (I). H atoms are not included.

Crystal data

[La2(C8H4O4)3(H2O)2]	F(000) = 1544
Mr = 806.19	Dx = 2.095 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6025 reflections
a = 13.3956 (12) Å	θ = 3.1–27.5°
b = 14.4877 (8) Å	µ = 3.37 mm−1
c = 13.5754 (11) Å	T = 293 K
β = 103.998 (5)°	Prism, colorless
V = 2556.4 (3) Å3	0.20 × 0.15 × 0.10 mm
Z = 4

Data collection

Rigaku Mercury diffractometer	5841 independent reflections
Radiation source: fine-focus sealed tube	5111 reflections with I > 2σ(I)
graphite	Rint = 0.042
ω scans	θmax = 27.5°, θmin = 2.1°
Absorption correction: multi-scan (CrystalClear; Rigaku, 2007)	h = −17→16
Tmin = 0.717, Tmax = 1.000	k = −18→18
19411 measured reflections	l = −17→17

Refinement

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)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.139	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.0811P)2 + 4.3612P] where P = (Fo2 + 2Fc2)/3
5841 reflections	(Δ/σ)max = 0.001
361 parameters	Δρmax = 2.72 e Å−3
18 restraints	Δρmin = −1.33 e Å−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
La1	0.84385 (2)	0.31714 (2)	0.38814 (2)	0.02027 (12)
La2	0.61501 (2)	0.06678 (2)	0.32769 (2)	0.02238 (12)
O1	0.6774 (3)	0.2657 (3)	0.2958 (3)	0.0358 (10)
O2	0.5239 (4)	0.2049 (3)	0.2615 (4)	0.0375 (11)
O3	0.7107 (4)	0.5678 (4)	0.1326 (5)	0.0545 (15)
O4	0.5900 (4)	0.6718 (3)	0.1260 (5)	0.0510 (14)
O5	0.7672 (4)	0.2617 (4)	0.5144 (4)	0.0463 (13)
O6	0.6532 (4)	0.1469 (4)	0.4850 (4)	0.0463 (13)
O7	0.5312 (4)	0.0136 (3)	0.7733 (4)	0.0383 (11)
O8	0.5033 (4)	0.1180 (3)	0.8868 (3)	0.0392 (11)
O9	0.8372 (4)	0.3771 (3)	0.2105 (3)	0.0359 (10)
O10	0.8799 (4)	0.4248 (3)	0.0703 (4)	0.0395 (11)
O11	0.6533 (4)	0.0748 (3)	0.1637 (4)	0.0437 (12)
O12	0.7235 (4)	−0.0402 (3)	0.0943 (4)	0.0482 (13)
O13	0.9519 (5)	0.3449 (5)	0.5562 (4)	0.071 (2)
H13B	1.0027	0.3819	0.5703	0.085*
H13A	0.9312	0.3119	0.5991	0.085*
O14	0.4569 (4)	0.0722 (3)	0.3964 (4)	0.0454 (13)
H14A	0.4165	0.0455	0.3466	0.054*
H14B	0.4465	0.0688	0.4557	0.054*
C1	0.5822 (5)	0.2719 (5)	0.2627 (5)	0.0319 (13)
C2	0.6223 (5)	0.5905 (5)	0.1368 (5)	0.0381 (15)
C3	0.7040 (5)	0.2086 (5)	0.5416 (5)	0.0373 (15)
C4	0.5455 (5)	0.0912 (5)	0.8170 (5)	0.0318 (13)
C5	0.8589 (4)	0.3606 (4)	0.1257 (4)	0.0265 (12)
C6	0.7158 (6)	0.0436 (5)	0.1157 (5)	0.0366 (15)
C7	0.5369 (5)	0.3625 (5)	0.2226 (6)	0.0409 (16)
C8	0.5967 (5)	0.4312 (4)	0.1954 (6)	0.0365 (15)
H8A	0.6664	0.4201	0.2018	0.044*
C9	0.5563 (6)	0.5166 (5)	0.1589 (7)	0.0497 (19)
C10	0.4527 (8)	0.5310 (7)	0.1490 (10)	0.082 (3)
H10A	0.4231	0.5864	0.1219	0.099*
C11	0.3917 (9)	0.4641 (9)	0.1789 (11)	0.098 (4)
H11A	0.3229	0.4759	0.1765	0.118*
C12	0.4353 (7)	0.3788 (6)	0.2126 (9)	0.072 (3)
H12A	0.3939	0.3324	0.2285	0.086*
C13	0.6907 (5)	0.2169 (5)	0.6486 (5)	0.0353 (14)
C14	0.6329 (5)	0.1517 (5)	0.6845 (5)	0.0339 (14)
H14C	0.6048	0.1024	0.6431	0.041*
C15	0.6156 (5)	0.1586 (5)	0.7833 (5)	0.0320 (13)
C16	0.6589 (6)	0.2315 (6)	0.8462 (5)	0.0457 (18)
H16A	0.6474	0.2371	0.9108	0.055*
C17	0.7189 (6)	0.2949 (6)	0.8120 (6)	0.0466 (19)
H17A	0.7495	0.3426	0.8546	0.056*
C18	0.7350 (6)	0.2888 (5)	0.7121 (6)	0.0428 (16)
H18A	0.7751	0.3327	0.6896	0.051*
C19	0.8584 (5)	0.2627 (4)	0.0888 (5)	0.0320 (13)
C20	0.7905 (5)	0.2005 (4)	0.1165 (5)	0.0337 (14)
H20A	0.7471	0.2201	0.1564	0.040*
C21	0.7878 (5)	0.1090 (5)	0.0845 (6)	0.0399 (16)
C22	0.8536 (7)	0.0792 (5)	0.0250 (7)	0.056 (2)
H22A	0.8520	0.0182	0.0033	0.067*
C23	0.9201 (7)	0.1409 (5)	−0.0010 (7)	0.059 (2)
H23A	0.9649	0.1210	−0.0393	0.071*
C24	0.9221 (6)	0.2322 (5)	0.0284 (6)	0.0427 (17)
H24A	0.9662	0.2734	0.0078	0.051*

Atomic displacement parameters (Ų)

	U11	U22	U33	U12	U13	U23
La1	0.02440 (19)	0.01671 (19)	0.02177 (19)	0.00019 (11)	0.00959 (13)	0.00025 (11)
La2	0.0265 (2)	0.0186 (2)	0.02394 (19)	−0.00009 (12)	0.00989 (14)	0.00050 (11)
O1	0.033 (2)	0.039 (3)	0.034 (2)	0.000 (2)	0.0058 (19)	0.001 (2)
O2	0.039 (3)	0.024 (2)	0.049 (3)	−0.003 (2)	0.009 (2)	0.008 (2)
O3	0.035 (3)	0.046 (3)	0.083 (4)	−0.002 (2)	0.015 (3)	0.017 (3)
O4	0.047 (3)	0.027 (3)	0.079 (4)	−0.002 (2)	0.016 (3)	0.008 (2)
O5	0.051 (3)	0.058 (3)	0.035 (3)	−0.018 (3)	0.021 (2)	0.001 (2)
O6	0.047 (3)	0.058 (3)	0.036 (3)	−0.018 (3)	0.014 (2)	−0.009 (2)
O7	0.038 (3)	0.039 (3)	0.041 (3)	−0.005 (2)	0.015 (2)	−0.002 (2)
O8	0.041 (3)	0.048 (3)	0.031 (2)	−0.001 (2)	0.0141 (19)	−0.003 (2)
O9	0.040 (2)	0.039 (3)	0.031 (2)	−0.007 (2)	0.0132 (19)	−0.0029 (19)
O10	0.056 (3)	0.029 (2)	0.036 (3)	−0.008 (2)	0.017 (2)	0.0010 (19)
O11	0.057 (3)	0.040 (3)	0.043 (3)	−0.011 (2)	0.027 (2)	−0.003 (2)
O12	0.060 (3)	0.030 (3)	0.061 (3)	−0.002 (2)	0.027 (3)	−0.003 (2)
O13	0.068 (4)	0.105 (5)	0.035 (3)	−0.049 (4)	0.006 (3)	0.004 (3)
O14	0.046 (3)	0.058 (3)	0.039 (3)	−0.007 (2)	0.024 (2)	−0.013 (2)
C1	0.038 (3)	0.031 (3)	0.027 (3)	−0.005 (3)	0.008 (2)	0.001 (2)
C2	0.034 (4)	0.032 (4)	0.047 (4)	0.001 (3)	0.008 (3)	0.008 (3)
C3	0.035 (3)	0.043 (4)	0.036 (3)	−0.007 (3)	0.013 (3)	−0.004 (3)
C4	0.025 (3)	0.039 (4)	0.030 (3)	0.002 (3)	0.004 (2)	0.000 (3)
C5	0.025 (3)	0.024 (3)	0.031 (3)	0.000 (2)	0.008 (2)	0.004 (2)
C6	0.049 (4)	0.031 (3)	0.034 (3)	−0.003 (3)	0.016 (3)	0.000 (3)
C7	0.033 (3)	0.029 (4)	0.057 (4)	−0.004 (3)	0.005 (3)	0.006 (3)
C8	0.032 (3)	0.033 (4)	0.046 (4)	−0.001 (3)	0.012 (3)	0.005 (3)
C9	0.034 (4)	0.035 (4)	0.077 (6)	0.003 (3)	0.009 (4)	0.011 (4)
C10	0.055 (5)	0.046 (5)	0.149 (8)	0.009 (4)	0.029 (5)	0.036 (5)
C11	0.060 (6)	0.079 (6)	0.160 (9)	0.010 (5)	0.034 (6)	0.044 (6)
C12	0.051 (5)	0.041 (4)	0.127 (7)	−0.003 (4)	0.029 (5)	0.023 (5)
C13	0.037 (3)	0.041 (4)	0.032 (3)	−0.007 (3)	0.017 (3)	−0.006 (3)
C14	0.033 (3)	0.040 (4)	0.032 (3)	−0.004 (3)	0.012 (2)	−0.003 (3)
C15	0.031 (3)	0.039 (4)	0.028 (3)	−0.002 (3)	0.011 (2)	−0.001 (3)
C16	0.052 (4)	0.057 (5)	0.029 (3)	−0.017 (4)	0.012 (3)	−0.011 (3)
C17	0.046 (4)	0.055 (5)	0.045 (4)	−0.026 (4)	0.023 (3)	−0.022 (4)
C18	0.046 (4)	0.042 (4)	0.045 (4)	−0.008 (3)	0.019 (3)	−0.004 (3)
C19	0.036 (3)	0.027 (3)	0.034 (3)	0.000 (3)	0.011 (3)	−0.001 (3)
C20	0.044 (4)	0.026 (3)	0.034 (3)	−0.006 (3)	0.017 (3)	0.002 (3)
C21	0.043 (4)	0.033 (4)	0.050 (4)	−0.008 (3)	0.022 (3)	−0.004 (3)
C22	0.073 (6)	0.032 (4)	0.078 (6)	−0.013 (4)	0.049 (5)	−0.005 (4)
C23	0.081 (6)	0.034 (4)	0.083 (6)	−0.006 (4)	0.061 (5)	−0.012 (4)
C24	0.044 (4)	0.036 (4)	0.055 (4)	−0.004 (3)	0.027 (3)	−0.002 (3)

Geometric parameters (Å, °)

La1—O12i	2.291 (5)	C1—C7	1.492 (9)
La1—O4ii	2.310 (5)	C2—C9	1.465 (10)
La1—O8iii	2.338 (5)	C3—C13	1.510 (9)
La1—O5	2.343 (5)	C4—C15	1.500 (9)
La1—O1	2.396 (4)	C5—C19	1.504 (9)
La1—O13	2.422 (5)	C5—La2i	3.056 (6)
La1—O9	2.545 (4)	C6—C21	1.486 (10)
La2—O3ii	2.266 (5)	C7—C12	1.356 (11)
La2—O6	2.376 (5)	C7—C8	1.383 (9)
La2—O2	2.402 (4)	C8—C9	1.392 (10)
La2—O7iv	2.403 (5)	C8—H8A	0.9300
La2—O11	2.405 (5)	C9—C10	1.377 (12)
La2—O10ii	2.471 (5)	C10—C11	1.391 (14)
La2—O14	2.514 (5)	C10—H10A	0.9300
La2—O9ii	2.897 (5)	C11—C12	1.395 (14)
O1—C1	1.250 (8)	C11—H11A	0.9300
O2—C1	1.243 (8)	C12—H12A	0.9300
O3—C2	1.244 (9)	C13—C14	1.382 (9)
O3—La2i	2.266 (5)	C13—C18	1.391 (10)
O4—C2	1.251 (8)	C14—C15	1.418 (9)
O4—La1i	2.310 (5)	C14—H14C	0.9300
O5—C3	1.263 (8)	C15—C16	1.394 (10)
O6—C3	1.264 (8)	C16—C17	1.373 (10)
O7—C4	1.265 (8)	C16—H16A	0.9300
O7—La2iv	2.403 (5)	C17—C18	1.426 (10)
O8—C4	1.276 (8)	C17—H17A	0.9300
O8—La1v	2.338 (5)	C18—H18A	0.9300
O9—C5	1.276 (7)	C19—C24	1.391 (9)
O9—La2i	2.897 (5)	C19—C20	1.395 (9)
O10—C5	1.269 (7)	C20—C21	1.393 (9)
O10—La2i	2.471 (5)	C20—H20A	0.9300
O11—C6	1.262 (8)	C21—C22	1.400 (10)
O12—C6	1.258 (8)	C22—C23	1.367 (10)
O12—La1ii	2.291 (5)	C22—H22A	0.9300
O13—H13B	0.8500	C23—C24	1.379 (11)
O13—H13A	0.8501	C23—H23A	0.9300
O14—H14A	0.8500	C24—H24A	0.9300
O14—H14B	0.8501
O12i—La1—O4ii	178.4 (2)	C7—C1—La2	164.5 (5)
O12i—La1—O8iii	91.26 (18)	O3—C2—O4	123.4 (7)
O4ii—La1—O8iii	89.77 (18)	O3—C2—C9	116.3 (6)
O12i—La1—O5	88.85 (19)	O4—C2—C9	120.3 (7)
O4ii—La1—O5	89.6 (2)	O5—C3—O6	123.5 (6)
O8iii—La1—O5	134.94 (17)	O5—C3—C13	118.4 (6)
O12i—La1—O1	89.71 (19)	O6—C3—C13	118.0 (6)
O4ii—La1—O1	90.01 (18)	O7—C4—O8	125.1 (6)
O8iii—La1—O1	148.99 (15)	O7—C4—C15	118.1 (6)
O5—La1—O1	76.07 (17)	O8—C4—C15	116.8 (6)
O12i—La1—O13	85.0 (2)	O10—C5—O9	121.9 (6)
O4ii—La1—O13	94.3 (2)	O10—C5—C19	118.6 (5)
O8iii—La1—O13	66.51 (17)	O9—C5—C19	119.5 (5)
O5—La1—O13	68.62 (19)	O10—C5—La2i	51.4 (3)
O1—La1—O13	144.36 (18)	O9—C5—La2i	70.7 (3)
O12i—La1—O9	82.32 (17)	C19—C5—La2i	169.2 (4)
O4ii—La1—O9	99.13 (19)	O12—C6—O11	124.5 (6)
O8iii—La1—O9	71.23 (15)	O12—C6—C21	117.0 (6)
O5—La1—O9	152.80 (17)	O11—C6—C21	118.5 (6)
O1—La1—O9	78.20 (15)	C12—C7—C8	118.7 (7)
O13—La1—O9	135.42 (17)	C12—C7—C1	120.0 (7)
O3ii—La2—O6	78.3 (2)	C8—C7—C1	121.4 (6)
O3ii—La2—O2	119.00 (18)	C7—C8—C9	122.3 (7)
O6—La2—O2	84.73 (19)	C7—C8—H8A	118.9
O3ii—La2—O7iv	142.19 (18)	C9—C8—H8A	118.9
O6—La2—O7iv	135.92 (17)	C10—C9—C8	117.8 (7)
O2—La2—O7iv	85.41 (16)	C10—C9—C2	120.8 (7)
O3ii—La2—O11	77.4 (2)	C8—C9—C2	121.4 (7)
O6—La2—O11	139.53 (17)	C9—C10—C11	121.0 (9)
O2—La2—O11	79.43 (17)	C9—C10—H10A	119.5
O7iv—La2—O11	79.77 (17)	C11—C10—H10A	119.5
O3ii—La2—O10ii	89.1 (2)	C10—C11—C12	119.0 (10)
O6—La2—O10ii	86.12 (17)	C10—C11—H11A	120.5
O2—La2—O10ii	147.73 (16)	C12—C11—H11A	120.5
O7iv—La2—O10ii	79.90 (17)	C7—C12—C11	121.2 (9)
O11—La2—O10ii	125.15 (16)	C7—C12—H12A	119.4
O3ii—La2—O14	145.5 (2)	C11—C12—H12A	119.4
O6—La2—O14	70.65 (17)	C14—C13—C18	119.0 (6)
O2—La2—O14	73.46 (17)	C14—C13—C3	119.4 (6)
O7iv—La2—O14	65.34 (16)	C18—C13—C3	121.6 (6)
O11—La2—O14	136.85 (18)	C13—C14—C15	121.3 (6)
O10ii—La2—O14	74.30 (17)	C13—C14—H14C	119.4
O3ii—La2—O9ii	77.81 (16)	C15—C14—H14C	119.4
O6—La2—O9ii	128.00 (17)	C16—C15—C14	119.6 (6)
O2—La2—O9ii	146.91 (15)	C16—C15—C4	120.3 (6)
O7iv—La2—O9ii	67.88 (15)	C14—C15—C4	120.0 (6)
O11—La2—O9ii	76.96 (15)	C17—C16—C15	119.3 (7)
O10ii—La2—O9ii	48.19 (14)	C17—C16—H16A	120.3
O14—La2—O9ii	109.79 (15)	C15—C16—H16A	120.3
C1—O1—La1	154.9 (4)	C16—C17—C18	121.1 (7)
C1—O2—La2	112.7 (4)	C16—C17—H17A	119.5
C2—O3—La2i	158.2 (6)	C18—C17—H17A	119.5
C2—O4—La1i	137.7 (5)	C13—C18—C17	119.7 (7)
C3—O5—La1	150.0 (5)	C13—C18—H18A	120.1
C3—O6—La2	149.2 (5)	C17—C18—H18A	120.1
C4—O7—La2iv	135.1 (4)	C24—C19—C20	119.2 (6)
C4—O8—La1v	134.3 (4)	C24—C19—C5	122.8 (6)
C5—O9—La1	145.9 (4)	C20—C19—C5	118.1 (6)
C5—O9—La2i	84.7 (3)	C21—C20—C19	120.0 (6)
La1—O9—La2i	122.32 (17)	C21—C20—H20A	120.0
C5—O10—La2i	105.0 (4)	C19—C20—H20A	120.0
C6—O11—La2	141.0 (5)	C20—C21—C22	120.1 (6)
C6—O12—La1ii	142.2 (5)	C20—C21—C6	119.2 (6)
La1—O13—H13B	125.4	C22—C21—C6	120.7 (6)
La1—O13—H13A	109.3	C23—C22—C21	119.1 (7)
H13B—O13—H13A	125.2	C23—C22—H22A	120.4
La2—O14—H14A	96.9	C21—C22—H22A	120.4
La2—O14—H14B	134.0	C22—C23—C24	121.4 (7)
H14A—O14—H14B	120.6	C22—C23—H23A	119.3
O2—C1—O1	122.1 (6)	C24—C23—H23A	119.3
O2—C1—C7	118.9 (6)	C23—C24—C19	120.2 (7)
O1—C1—C7	119.0 (6)	C23—C24—H24A	119.9
O2—C1—La2	45.6 (3)	C19—C24—H24A	119.9
O1—C1—La2	76.5 (4)

Symmetry codes: (i) −x+3/2, y+1/2, −z+1/2; (ii) −x+3/2, y−1/2, −z+1/2; (iii) x+1/2, −y+1/2, z−1/2; (iv) −x+1, −y, −z+1; (v) x−1/2, −y+1/2, z+1/2.

Hydrogen-bond geometry (Å, °)

D—H···A	D—H	H···A	D···A	D—H···A
O13—H13A···O2vi	0.85	2.27	2.814 (8)	122
O13—H13B···O11vi	0.85	2.20	2.976 (8)	152
O14—H14B···O10v	0.85	1.97	2.795 (8)	162
O14—H14A···O7iv	0.85	2.10	2.656 (8)	122

Symmetry codes: (vi) x+1/2, −y+1/2, z+1/2; (v) x−1/2, −y+1/2, z+1/2; (iv) −x+1, −y, −z+1.