Poly[[diaqua­bis(μ₄-benzene-1,3-di­car­box­yl­ato)(μ₃-benzene-1,3-di­carboxyl­ato)dierbium(III)] monohydrate]

The title erbium coordination polymer, {[Er₂(C₈H₄O₄)₃(H₂O)₂]·H₂O}_n, was obtained by the hydro­thermal reaction of ErCl₃ with benzene-1,3-dicarboxylic acid (1,3-BDC) in alkaline aqueous solution. Each of the two crystallographically independent Er^III ions is seven-coordinate and has a distorted penta­gonal–bipyramidal geometry. One Er centre is coordinated by seven O atoms from six 1,3-BDC ligands and the other Er centre is surrounded by five O atoms from five 1,3-BDC ligands and two water mol­ecules. The bridging ligands, which have two different coordination modes, link the metal centres to form a three-dimensional network with channels parallel to the b axis in which solvent water mol­ecules are located. The crystal structure is stabilized by intra- and inter­molecular O—H...O hydrogen-bonding inter­actions. One benzene ring and the solvent water mol­ecule are independently disordered over two positions each, with occupancy ratios of 0.595 (2):0.405 (2) and 0.661 (1):0.339 (1), respectively.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in main residue
• R factor = 0.019
• wR factor = 0.045
• Data-to-parameter ratio = 14.3

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT411_ALERT_2_B Short Inter H...H Contact  H5     ..  H15'    ..       2.07 Ang.

Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.85 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.25 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O5
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        O11
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Er1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C15
PLAT301_ALERT_3_C Main Residue  Disorder .........................       9.00 Perc.
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      50.00 Perc.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H3W    ..  O1#     ..       2.80 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          6
PLAT731_ALERT_1_C Bond    Calc     0.82(3), Rep   0.817(10) ......       3.00 su-Ra
              O2W  -H3W     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.82(3), Rep   0.819(10) ......       3.00 su-Ra
              O2W  -H4W     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.82(3), Rep   0.819(10) ......       3.00 su-Ra
              O3W  -H5W     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.82(4), Rep   0.822(10) ......       4.00 su-Ra
              O3W  -H6W     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.82(4), Rep   0.822(10) ......       4.00 su-Ra
              O3W  -H6W     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.82(3), Rep   0.817(10) ......       3.00 su-Ra
              O2W  -H3W     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.82(3), Rep   0.819(10) ......       3.00 su-Ra
              O2W  -H4W     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.82(4), Rep   0.822(10) ......       4.00 su-Ra
              O3W  -H6W     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.82(3), Rep   0.817(10) ......       3.00 su-Ra
              O2W  -H3W     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.82(3), Rep   0.819(10) ......       3.00 su-Ra
              O3W  -H5W     1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     2.01(3), Rep   2.002(11) ......       2.73 su-Ra
              H4W  -O3      1.555   2.645
PLAT736_ALERT_1_C H...A   Calc     1.88(3), Rep   1.881(14) ......       2.14 su-Ra
              H5W  -O1      1.555   1.555
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.12 Ratio

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......         68

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
  23 ALERT level C = Check and explain
   3 ALERT level G = General alerts; check

  14 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   6 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   4 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

S1. Comment

As a building block, benzene-1,3-dicarboxylic acid (1,3-BDC) is an excellent candidate for the construction of supramolecular complexes (Bourne et al., 2001; Zhang et al., 2003). Recently, we obtained the title coordination polymer by the reaction of ErCl₃ with benzene-1,3-dicarboxylic acid in alkaline aqueous solution, and its crystal structure is reported here.

Each of the two crystallographically independent Er^III centres is seven-coordinate and has a distorted pentagonal bipyramidal geometry: one Er centre is coordinated by seven oxygen atoms from six 1,3-BDC ligands, and the other Er centre is surrounded by five oxygen atoms from five 1,3-BDC ligands and two water molecules (Fig. 1). The adjacent Er···Er separations are 4.448 (4) and 4.965 (5) Å, respectively. The dianionic ligands cross-link the metal ions to form a three-dimensional network with channels running along the c axis hosting an uncoordinated disordered water molecule (Fig. 2). The title compound exhibits two types of large voids that seem to be partially filled by diffuse solvent (no corrections for this were applied to the dataset). The larger of the voids has a volume of of 142.3 ų (5.3% of the unit cell volume) and is located in close proximity to a disordered phenyl ring of one of the 1,3-BDC ligands. The large void thus gives the phenyl ring additional degrees of freedom which can be seen as a likely cause of the disorder of the phenyl ring. The second type of void in the structure (75.6 ų, 2.8% of the unit cell volume) is located close to the disordered water solvate molecule (see refinement section for details). These water molecules are hydrogen bonded to coordinated water molecules and carboxylate units that all form a hydrogen bonded chain parallel to the b axis (Table 1).

Related literature

For related literature, see: Bourne et al. (2001); Zhang et al. (2003). PLATON (Spek, 2003) was used for the analysis of voids in the structure.

S2. Experimental

A mixture of ErCl₃ (0.5 mmol, 0.186 g), benzenedicarboxylic acid (0.75 mmol, 0.125 g), NaOH (1.5 mmol; 0.06 g) and H₂O (10 ml) was placed in a 20 ml Teflon reactor, which was heated to 433 K for three days and then cooled to room temperature at a rate of 10 K h^-1. The crystals obtained were washed with water and dryed in air.

S3. Refinement

Two types of large apparently unfilled voids are found in the unit cell of the title compound. Their volumes were calculated using PLATON (Spek, 2003) as 142.3 and 75.6 ų (5.3% and 2.8% of the unit cell volume), respectively. The larger void is located close to one of phenyl rings of the 1,3-BDC ligands, giving it enough room to rotate around the C—C bond connecting the ring which may result in the disorder; the smaller unfilled void is located close to a disordered water solvate molecule. Based on these observations, one of the phenyl rings and the lattice water molecule were split into two positions. The occupancy ratios refined to 0.595 (2) to 0.405 (2) and 0.661 (1) to 0.339 (1), respectively. Due to the significant overlap of the disordered atoms the following restraints were applied: The phenyl ring C11 C12 C13 C14 C15 C16 and its disordered counterpart were each restrained to be flat and its equivalent bond distances were restrained to be the same within a standard deviation of 0.01 Å. All water H atoms were tentatively located in difference density Fourier maps and were refined with O—H distance restraints of 0.82 (1) Å and with U_iso(H) = 1.5U_eq(O). The hydrogen atoms of the disordered water molecule were set to have each the same coordinates for both disordered H₂O molecules. Carbon-bound H atoms were placed at calculated positions and were treated as riding on the parent C atoms with C—H = 0.93 Å, and with U_iso(H) = 1.2U_eq(C).

Computing details

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2004); software used to prepare material for publication: SHELXTL (Bruker, 2004).

Figures

	Fig. 1. The molecular structure showing the atomic-numbering scheme and displacement ellipsoids drawn at the 30% probability level.
	Fig. 2. The molecular packing showing the intra/intermolecular hydrogen bonding interactions as broken lines. The minor moiety of the disordered phenyl rings and water molecules were omitted for clarity.

Poly[[diaquabis(µ₄-benzene-1,3-dicarboxylato)(µ₃-benzene-1,3- dicarboxylato)dierbium(III)] monohydrate]

Crystal data

[Er2(C8H4O4)3(H2O)2]·H2O	F(000) = 1672
Mr = 880.90	Dx = 2.185 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 6000 reflections
a = 10.5553 (2) Å	θ = 1.7–28.0°
b = 14.9526 (3) Å	µ = 6.30 mm^−1
c = 17.4798 (3) Å	T = 293 K
β = 103.908 (1)°	Block, red
V = 2677.94 (9) Å^3	0.25 × 0.19 × 0.16 mm
Z = 4

Data collection

Bruker APEXII area-detector diffractometer	6127 independent reflections
Radiation source: fine-focus sealed tube	5579 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.028
φ and ω scans	θmax = 27.5°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.248, Tmax = 0.369	k = −18→19
33045 measured reflections	l = −22→22

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.019	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.045	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0206P)^2 + 2.4501P] where P = (Fo^2 + 2Fc^2)/3
6127 reflections	(Δ/σ)max = 0.002
429 parameters	Δρmax = 0.74 e Å^−3
68 restraints	Δρmin = −0.75 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
C1	0.4248 (3)	0.86190 (19)	0.39035 (18)	0.0260 (6)
C2	0.5658 (3)	0.8382 (2)	0.41007 (18)	0.0265 (6)
C3	0.6091 (3)	0.7605 (2)	0.3798 (2)	0.0345 (7)
H3	0.5493	0.7234	0.3468	0.041*
C4	0.7393 (3)	0.7386 (2)	0.3985 (2)	0.0414 (9)
H4	0.7672	0.6862	0.3790	0.050*
C5	0.8288 (3)	0.7944 (2)	0.44620 (19)	0.0329 (7)
H5	0.9170	0.7798	0.4581	0.039*
C6	0.7880 (3)	0.87251 (19)	0.47671 (17)	0.0231 (6)
C7	0.6560 (3)	0.8938 (2)	0.45889 (17)	0.0232 (6)
H7	0.6279	0.9454	0.4796	0.028*
C8	0.8849 (3)	0.9284 (2)	0.53231 (16)	0.0228 (6)
C9	0.1432 (3)	0.7014 (2)	0.37867 (17)	0.0261 (6)
C10	0.1544 (4)	0.6373 (2)	0.44503 (19)	0.0356 (8)
C11	0.1555 (11)	0.5435 (4)	0.4307 (4)	0.043 (2)	0.595 (17)
H11	0.1552	0.5225	0.3806	0.051*	0.595 (17)
C12	0.1570 (14)	0.4837 (4)	0.4916 (4)	0.053 (3)	0.595 (17)
H12	0.1670	0.4228	0.4837	0.064*	0.595 (17)
C13	0.1438 (13)	0.5141 (4)	0.5636 (4)	0.043 (2)	0.595 (17)
H13	0.1346	0.4734	0.6022	0.052*	0.595 (17)
C14	0.1441 (4)	0.6070 (2)	0.57907 (19)	0.0406 (9)
C15	0.1481 (17)	0.6677 (5)	0.5196 (4)	0.020 (3)	0.595 (17)
H15	0.1466	0.7288	0.5294	0.024*	0.595 (17)
C12'	0.241 (2)	0.4969 (8)	0.5074 (6)	0.057 (4)	0.405 (17)
H12'	0.2761	0.4402	0.5047	0.069*	0.405 (17)
C13'	0.2122 (17)	0.5254 (7)	0.5762 (6)	0.045 (3)	0.405 (17)
H13'	0.2377	0.4908	0.6215	0.054*	0.405 (17)
C11'	0.2174 (15)	0.5528 (6)	0.4422 (7)	0.046 (3)	0.405 (17)
H11'	0.2424	0.5356	0.3969	0.055*	0.405 (17)
C15'	0.124 (2)	0.6645 (8)	0.5149 (6)	0.023 (5)	0.405 (17)
H15'	0.0898	0.7213	0.5185	0.028*	0.405 (17)
C16	0.1198 (3)	0.6381 (2)	0.65529 (17)	0.0277 (6)
C17	−0.1653 (3)	0.9341 (2)	0.26831 (18)	0.0266 (6)
C18	−0.2393 (3)	0.86014 (19)	0.22034 (18)	0.0255 (6)
C19	−0.3618 (3)	0.8754 (2)	0.1715 (2)	0.0376 (8)
H19	−0.3973	0.9327	0.1679	0.045*
C20	−0.4318 (3)	0.8064 (2)	0.1280 (2)	0.0441 (9)
H20	−0.5135	0.8175	0.0949	0.053*
C21	−0.3796 (3)	0.7207 (2)	0.1339 (2)	0.0343 (7)
H21	−0.4271	0.6739	0.1057	0.041*
C22	−0.2561 (3)	0.70480 (19)	0.18197 (18)	0.0252 (6)
C23	−0.1856 (3)	0.77463 (19)	0.22438 (17)	0.0238 (6)
H23	−0.1023	0.7643	0.2556	0.029*
C24	−0.2007 (3)	0.6126 (2)	0.18770 (17)	0.0249 (6)
Er1	0.123252 (11)	0.638620 (8)	0.184714 (7)	0.01869 (4)
Er2	0.165788 (12)	0.917258 (8)	0.343349 (7)	0.01900 (4)
O1	0.3531 (2)	0.83950 (16)	0.32336 (13)	0.0330 (5)
O2	0.3765 (2)	0.90475 (15)	0.43797 (13)	0.0344 (5)
O3	0.85407 (19)	1.00772 (14)	0.54583 (11)	0.0250 (4)
O4	0.9920 (2)	0.89345 (16)	0.56502 (12)	0.0325 (5)
O5	0.1421 (3)	0.67059 (18)	0.31182 (13)	0.0471 (7)
O6	0.1334 (2)	0.78295 (14)	0.39261 (13)	0.0342 (5)
O7	0.0848 (2)	0.71862 (14)	0.65904 (13)	0.0323 (5)
O8	0.1330 (3)	0.58356 (15)	0.71069 (13)	0.0393 (6)
O9	−0.0799 (2)	0.60084 (16)	0.20490 (14)	0.0366 (5)
O10	−0.2784 (2)	0.54756 (14)	0.17309 (14)	0.0338 (5)
O11	−0.0531 (2)	0.91931 (17)	0.30952 (15)	0.0400 (6)
O12	−0.2207 (2)	1.00858 (15)	0.26555 (15)	0.0430 (6)
O2W	0.2469 (2)	0.60998 (19)	0.09076 (15)	0.0402 (6)
H3W	0.3236 (16)	0.595 (3)	0.103 (3)	0.060*
H4W	0.221 (4)	0.580 (3)	0.0511 (16)	0.060*
O3W	0.3326 (2)	0.6988 (2)	0.22505 (18)	0.0520 (8)
H5W	0.347 (5)	0.743 (2)	0.254 (2)	0.078*
H6W	0.398 (3)	0.668 (3)	0.227 (3)	0.078*
O1WA	0.5067 (13)	0.5632 (10)	0.2455 (10)	0.0634 (18)	0.339 (12)
H1WA	0.5571 (14)	0.549 (4)	0.2180 (16)	0.095*	0.339 (12)
H2WA	0.459 (5)	0.520 (2)	0.2300 (15)	0.095*	0.339 (12)
O1WB	0.4793 (6)	0.5556 (5)	0.1995 (5)	0.0634 (18)	0.661 (12)
H1WB	0.5571 (14)	0.549 (4)	0.2180 (16)	0.095*	0.661 (12)
H2WB	0.459 (5)	0.520 (2)	0.2300 (15)	0.095*	0.661 (12)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0277 (16)	0.0197 (14)	0.0283 (16)	−0.0009 (12)	0.0022 (13)	−0.0013 (12)
C2	0.0262 (15)	0.0262 (15)	0.0246 (15)	0.0017 (12)	0.0013 (12)	−0.0026 (12)
C3	0.0336 (17)	0.0279 (17)	0.0358 (18)	0.0034 (13)	−0.0039 (14)	−0.0105 (14)
C4	0.041 (2)	0.0354 (19)	0.044 (2)	0.0154 (15)	0.0030 (16)	−0.0146 (16)
C5	0.0262 (16)	0.0369 (18)	0.0332 (17)	0.0119 (14)	0.0026 (13)	−0.0051 (14)
C6	0.0215 (14)	0.0260 (15)	0.0207 (14)	0.0034 (11)	0.0030 (11)	0.0033 (11)
C7	0.0250 (15)	0.0216 (14)	0.0224 (14)	0.0028 (11)	0.0045 (12)	−0.0020 (11)
C8	0.0228 (14)	0.0307 (16)	0.0159 (13)	0.0029 (12)	0.0067 (11)	0.0021 (11)
C9	0.0286 (15)	0.0296 (16)	0.0198 (14)	0.0007 (12)	0.0053 (12)	0.0041 (12)
C10	0.065 (2)	0.0231 (16)	0.0209 (15)	0.0101 (15)	0.0143 (15)	0.0026 (12)
C11	0.083 (6)	0.026 (3)	0.023 (3)	0.003 (3)	0.020 (4)	−0.002 (2)
C12	0.106 (7)	0.019 (3)	0.038 (4)	0.007 (4)	0.025 (4)	−0.002 (3)
C13	0.080 (6)	0.022 (3)	0.032 (4)	0.005 (3)	0.022 (4)	0.005 (2)
C14	0.081 (3)	0.0238 (16)	0.0207 (16)	0.0138 (17)	0.0187 (17)	0.0028 (13)
C15	0.022 (5)	0.014 (4)	0.022 (4)	0.004 (3)	0.002 (3)	−0.001 (3)
C12'	0.097 (9)	0.041 (6)	0.040 (5)	0.024 (6)	0.029 (6)	0.002 (4)
C13'	0.073 (8)	0.034 (5)	0.030 (5)	0.015 (5)	0.018 (5)	0.014 (4)
C11'	0.075 (8)	0.037 (5)	0.030 (5)	0.017 (5)	0.021 (5)	0.002 (4)
C15'	0.026 (9)	0.024 (6)	0.019 (6)	0.001 (4)	0.003 (4)	−0.002 (4)
C16	0.0399 (18)	0.0247 (15)	0.0180 (14)	−0.0029 (13)	0.0059 (13)	−0.0032 (12)
C17	0.0295 (16)	0.0238 (15)	0.0258 (15)	−0.0083 (12)	0.0053 (13)	−0.0003 (12)
C18	0.0254 (15)	0.0211 (14)	0.0289 (16)	−0.0035 (11)	0.0045 (12)	−0.0014 (12)
C19	0.0329 (18)	0.0197 (16)	0.053 (2)	0.0064 (13)	−0.0043 (16)	−0.0024 (14)
C20	0.0330 (19)	0.0287 (18)	0.057 (2)	0.0042 (14)	−0.0153 (16)	−0.0053 (17)
C21	0.0303 (17)	0.0240 (16)	0.0433 (19)	−0.0023 (13)	−0.0014 (14)	−0.0088 (14)
C22	0.0270 (15)	0.0203 (14)	0.0304 (16)	0.0014 (12)	0.0112 (12)	0.0012 (12)
C23	0.0198 (14)	0.0232 (15)	0.0288 (15)	0.0001 (11)	0.0065 (12)	0.0023 (12)
C24	0.0321 (17)	0.0214 (14)	0.0248 (15)	0.0051 (12)	0.0138 (13)	0.0019 (12)
Er1	0.01977 (7)	0.01790 (7)	0.01744 (7)	−0.00041 (4)	0.00257 (5)	0.00048 (5)
Er2	0.02283 (7)	0.01816 (7)	0.01542 (7)	−0.00301 (5)	0.00344 (5)	−0.00120 (5)
O1	0.0238 (11)	0.0396 (13)	0.0324 (12)	−0.0005 (9)	0.0003 (9)	−0.0148 (10)
O2	0.0303 (12)	0.0374 (13)	0.0319 (12)	0.0081 (10)	0.0007 (10)	−0.0122 (10)
O3	0.0265 (11)	0.0291 (11)	0.0182 (10)	−0.0003 (9)	0.0029 (8)	−0.0022 (8)
O4	0.0247 (11)	0.0443 (13)	0.0248 (11)	0.0077 (10)	−0.0016 (9)	0.0003 (10)
O5	0.079 (2)	0.0455 (15)	0.0171 (11)	−0.0018 (14)	0.0119 (12)	0.0012 (10)
O6	0.0466 (14)	0.0240 (12)	0.0356 (12)	0.0014 (10)	0.0168 (11)	0.0102 (9)
O7	0.0494 (14)	0.0213 (11)	0.0296 (12)	−0.0020 (10)	0.0162 (10)	−0.0068 (9)
O8	0.0684 (17)	0.0319 (13)	0.0176 (11)	−0.0004 (11)	0.0105 (11)	0.0037 (9)
O9	0.0314 (13)	0.0375 (13)	0.0462 (14)	0.0111 (10)	0.0199 (11)	0.0119 (11)
O10	0.0384 (13)	0.0187 (11)	0.0455 (14)	0.0026 (9)	0.0125 (11)	−0.0041 (10)
O11	0.0293 (13)	0.0465 (15)	0.0396 (14)	−0.0114 (11)	−0.0010 (11)	−0.0036 (11)
O12	0.0498 (15)	0.0200 (12)	0.0528 (16)	−0.0052 (10)	−0.0001 (12)	−0.0092 (11)
O2W	0.0273 (12)	0.0592 (17)	0.0346 (14)	−0.0048 (12)	0.0086 (11)	−0.0237 (12)
O3W	0.0266 (13)	0.0621 (19)	0.0632 (18)	−0.0064 (12)	0.0028 (12)	−0.0415 (15)
O1WA	0.036 (3)	0.066 (3)	0.092 (5)	0.005 (2)	0.024 (4)	0.008 (4)
O1WB	0.036 (3)	0.066 (3)	0.092 (5)	0.005 (2)	0.024 (4)	0.008 (4)

Geometric parameters (Å, º)

C1—O2	1.251 (4)	C18—C19	1.386 (4)
C1—O1	1.277 (4)	C18—C23	1.393 (4)
C1—C2	1.488 (4)	C19—C20	1.386 (5)
C1—Er2	2.784 (3)	C19—H19	0.9300
C2—C7	1.391 (4)	C20—C21	1.390 (5)
C2—C3	1.398 (4)	C20—H20	0.9300
C3—C4	1.374 (5)	C21—C22	1.391 (4)
C3—H3	0.9300	C21—H21	0.9300
C4—C5	1.380 (5)	C22—C23	1.388 (4)
C4—H4	0.9300	C22—C24	1.491 (4)
C5—C6	1.395 (4)	C23—H23	0.9300
C5—H5	0.9300	C24—O9	1.250 (4)
C6—C7	1.390 (4)	C24—O10	1.258 (4)
C6—C8	1.487 (4)	Er1—O7^i	2.199 (2)
C7—H7	0.9300	Er1—O5	2.234 (2)
C8—O4	1.252 (3)	Er1—O4^ii	2.266 (2)
C8—O3	1.268 (3)	Er1—O12^iii	2.273 (2)
C9—O6	1.253 (4)	Er1—O9	2.325 (2)
C9—O5	1.253 (4)	Er1—O3W	2.333 (2)
C9—C10	1.487 (4)	Er1—O2W	2.370 (2)
C10—C15	1.397 (6)	Er2—O11	2.243 (2)
C10—C15'	1.397 (8)	Er2—O6	2.243 (2)
C10—C11	1.424 (6)	Er2—O8^i	2.261 (2)
C10—C11'	1.434 (8)	Er2—O3^iv	2.2913 (19)
C11—C12	1.388 (7)	Er2—O10^v	2.336 (2)
C11—H11	0.9300	Er2—O1	2.390 (2)
C12—C13	1.376 (7)	Er2—O2	2.439 (2)
C12—H12	0.9300	O3—Er2^iv	2.2913 (19)
C13—C14	1.415 (6)	O4—Er1^vi	2.266 (2)
C13—H13	0.9300	O7—Er1^vii	2.199 (2)
C14—C15'	1.389 (8)	O8—Er2^vii	2.261 (2)
C14—C15	1.389 (6)	O10—Er2^iii	2.336 (2)
C14—C13'	1.422 (8)	O12—Er1^v	2.273 (2)
C14—C16	1.491 (4)	O2W—H3W	0.817 (10)
C15—H15	0.9300	O2W—H4W	0.819 (10)
C12'—C13'	1.376 (9)	O3W—H5W	0.819 (10)
C12'—C11'	1.388 (9)	O3W—H6W	0.822 (10)
C12'—H12'	0.9300	O1WA—H1WA	0.825 (10)
C13'—H13'	0.9300	O1WA—H2WA	0.822 (10)
C11'—H11'	0.9300	O1WA—H1WB	0.825 (10)
C15'—H15'	0.9300	O1WA—H2WB	0.822 (10)
C16—O8	1.248 (4)	O1WB—H1WA	0.813 (10)
C16—O7	1.265 (4)	O1WB—H2WA	0.817 (10)
C17—O11	1.249 (4)	O1WB—H1WB	0.813 (10)
C17—O12	1.254 (4)	O1WB—H2WB	0.817 (10)
C17—C18	1.490 (4)
O2—C1—O1	119.9 (3)	C23—C22—C21	119.9 (3)
O2—C1—C2	120.8 (3)	C23—C22—C24	120.6 (3)
O1—C1—C2	119.3 (3)	C21—C22—C24	119.6 (3)
O2—C1—Er2	61.10 (16)	C22—C23—C18	120.3 (3)
O1—C1—Er2	58.93 (15)	C22—C23—H23	119.9
C2—C1—Er2	174.7 (2)	C18—C23—H23	119.9
C7—C2—C3	119.4 (3)	O9—C24—O10	121.1 (3)
C7—C2—C1	119.9 (3)	O9—C24—C22	120.4 (3)
C3—C2—C1	120.7 (3)	O10—C24—C22	118.4 (3)
C4—C3—C2	120.5 (3)	O7^i—Er1—O5	87.89 (9)
C4—C3—H3	119.7	O7^i—Er1—O4^ii	88.57 (9)
C2—C3—H3	119.7	O5—Er1—O4^ii	148.43 (9)
C3—C4—C5	120.0 (3)	O7^i—Er1—O12^iii	162.37 (9)
C3—C4—H4	120.0	O5—Er1—O12^iii	83.04 (10)
C5—C4—H4	120.0	O4^ii—Er1—O12^iii	107.00 (9)
C4—C5—C6	120.5 (3)	O7^i—Er1—O9	97.76 (8)
C4—C5—H5	119.7	O5—Er1—O9	76.46 (10)
C6—C5—H5	119.7	O4^ii—Er1—O9	72.98 (8)
C7—C6—C5	119.5 (3)	O12^iii—Er1—O9	94.78 (9)
C7—C6—C8	120.9 (3)	O7^i—Er1—O3W	78.59 (10)
C5—C6—C8	119.5 (3)	O5—Er1—O3W	76.44 (10)
C6—C7—C2	120.1 (3)	O4^ii—Er1—O3W	133.26 (9)
C6—C7—H7	120.0	O12^iii—Er1—O3W	84.59 (10)
C2—C7—H7	120.0	O9—Er1—O3W	152.77 (9)
O4—C8—O3	123.4 (3)	O7^i—Er1—O2W	98.02 (9)
O4—C8—C6	117.9 (3)	O5—Er1—O2W	142.72 (10)
O3—C8—C6	118.7 (3)	O4^ii—Er1—O2W	68.79 (8)
O6—C9—O5	123.8 (3)	O12^iii—Er1—O2W	80.58 (10)
O6—C9—C10	118.1 (3)	O9—Er1—O2W	138.00 (9)
O5—C9—C10	118.1 (3)	O3W—Er1—O2W	68.87 (9)
C15—C10—C11	119.2 (5)	O11—Er2—O6	82.59 (9)
C15'—C10—C11	117.0 (6)	O11—Er2—O8^i	80.53 (9)
C15—C10—C11'	116.4 (6)	O6—Er2—O8^i	112.88 (8)
C15'—C10—C11'	119.5 (7)	O11—Er2—O3^iv	85.32 (8)
C15—C10—C9	120.3 (4)	O6—Er2—O3^iv	93.46 (8)
C15'—C10—C9	120.2 (4)	O8^i—Er2—O3^iv	147.91 (8)
C11—C10—C9	120.0 (4)	O11—Er2—O10^v	118.58 (8)
C11'—C10—C9	119.4 (5)	O6—Er2—O10^v	157.37 (9)
C12—C11—C10	120.0 (6)	O8^i—Er2—O10^v	80.53 (8)
C12—C11—H11	120.0	O3^iv—Er2—O10^v	81.27 (8)
C10—C11—H11	120.0	O11—Er2—O1	143.48 (8)
C13—C12—C11	120.2 (6)	O6—Er2—O1	80.12 (8)
C13—C12—H12	119.9	O8^i—Er2—O1	77.04 (9)
C11—C12—H12	119.9	O3^iv—Er2—O1	127.49 (7)
C12—C13—C14	120.2 (6)	O10^v—Er2—O1	85.68 (8)
C12—C13—H13	119.9	O11—Er2—O2	153.31 (9)
C14—C13—H13	119.9	O6—Er2—O2	82.50 (8)
C15'—C14—C13	117.5 (6)	O8^i—Er2—O2	125.81 (9)
C15—C14—C13	119.9 (5)	O3^iv—Er2—O2	73.63 (7)
C15'—C14—C13'	119.0 (6)	O10^v—Er2—O2	74.89 (8)
C15—C14—C13'	115.3 (6)	O1—Er2—O2	53.87 (7)
C15'—C14—C16	120.1 (5)	O11—Er2—C1	163.29 (9)
C15—C14—C16	120.5 (4)	O6—Er2—C1	81.38 (9)
C13—C14—C16	119.0 (4)	O8^i—Er2—C1	101.46 (9)
C13'—C14—C16	119.8 (5)	O3^iv—Er2—C1	100.30 (8)
C14—C15—C10	120.1 (6)	O10^v—Er2—C1	77.99 (8)
C14—C15—H15	119.9	O1—Er2—C1	27.23 (8)
C10—C15—H15	119.9	O2—Er2—C1	26.69 (8)
C13'—C12'—C11'	119.8 (10)	C1—O1—Er2	93.85 (17)
C13'—C12'—H12'	120.1	C1—O2—Er2	92.22 (18)
C11'—C12'—H12'	120.1	C8—O3—Er2^iv	134.08 (18)
C12'—C13'—C14	121.1 (8)	C8—O4—Er1^vi	142.64 (19)
C12'—C13'—H13'	119.5	C9—O5—Er1	169.8 (2)
C14—C13'—H13'	119.5	C9—O6—Er2	140.3 (2)
C12'—C11'—C10	119.8 (9)	C16—O7—Er1^vii	153.1 (2)
C12'—C11'—H11'	120.1	C16—O8—Er2^vii	139.5 (2)
O8—C16—O7	124.1 (3)	C24—O9—Er1	148.6 (2)
O8—C16—C14	118.5 (3)	C24—O10—Er2^iii	110.14 (18)
O7—C16—C14	117.3 (3)	C17—O11—Er2	158.2 (2)
O11—C17—O12	123.3 (3)	C17—O12—Er1^v	125.5 (2)
O11—C17—C18	119.3 (3)	Er1—O2W—H3W	123 (3)
O12—C17—C18	117.4 (3)	Er1—O2W—H4W	124 (3)
C19—C18—C23	119.3 (3)	H3W—O2W—H4W	100 (4)
C19—C18—C17	120.6 (3)	Er1—O3W—H5W	121 (3)
C23—C18—C17	120.1 (3)	Er1—O3W—H6W	122 (4)
C20—C19—C18	120.7 (3)	H5W—O3W—H6W	113 (5)
C20—C19—H19	119.6	H1WA—O1WA—H2WA	92 (5)
C18—C19—H19	119.6	H2WA—O1WA—H1WB	92 (5)
C19—C20—C21	119.7 (3)	H1WA—O1WA—H2WB	92 (5)
C19—C20—H20	120.1	H1WB—O1WA—H2WB	92 (5)
C21—C20—H20	120.1	H1WA—O1WB—H2WA	93 (5)
C20—C21—C22	120.0 (3)	H2WA—O1WB—H1WB	93 (5)
C20—C21—H21	120.0	H1WA—O1WB—H2WB	93 (5)
C22—C21—H21	120.0	H1WB—O1WB—H2WB	93 (5)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1WB—H2WB···O12^iii	0.82 (1)	2.54 (5)	3.019 (7)	118 (5)
O1WB—H1WB···O10^viii	0.81 (1)	2.07 (2)	2.709 (6)	135 (3)
O3W—H6W···O1WB	0.82 (1)	2.00 (3)	2.742 (7)	150 (5)
O2W—H3W···O1WB	0.82 (1)	2.13 (3)	2.837 (8)	144 (4)
O2W—H4W···O3^ix	0.82 (1)	2.00 (1)	2.820 (3)	176 (5)
O1WA—H2WA···O12^iii	0.82 (1)	2.54 (5)	3.087 (14)	125 (5)
O1WA—H1WA···O10^viii	0.83 (1)	2.07 (2)	2.862 (14)	160 (4)
O3W—H6W···O1WA	0.82 (1)	1.93 (3)	2.702 (14)	157 (5)
O2W—H3W···O1WA	0.82 (1)	2.80 (4)	3.429 (16)	135 (4)
O3W—H5W···O1	0.82 (1)	1.88 (1)	2.692 (3)	170 (5)

Symmetry codes: (iii) −x, y−1/2, −z+1/2; (viii) x+1, y, z; (ix) −x+1, y−1/2, −z+1/2.