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Acta Cryst. (2008). E64, m468-m469    [ doi:10.1107/S1600536808003620 ]

Poly[diaquapentakis([mu]4-benzene-1,2-dicarboxylato)([mu]3-benzene-1,2-dicarboxylato)tetrathulium(III)]

G.-M. Wang, C.-S. Duan, H.-L. Liu and H. Li

Abstract top

The title compound, [Tm4(C8H4O4)6(H2O)2]n, has been synthesized hydrothermally. The asymmetric unit has four unique TmIII ions that are six-, seven-, eight- and nine-coordinate. The cations are interconnected by bridging benzene-1,2-dicarboxylate (BDC) anions to form an infinite two-dimensional framework, in which the BDC ligands adopt three different coordination modes. Adjacent sheets are further packed to form a three-dimensional supramolecular framework through O-H...O hydrogen bonds.

Comment top

Research into the design, synthesis and characterization of metal coordination polymers is still of great interest because of their intriguing topological architectures and their potential applications as functional materials (Meares & Wensel, 1984; Scott & Horrocks, 1992; Reineke et al., 1999; Eddaoudi et al., 2001). In these studies, multifunctional ligands such as poly-carboxylate compounds are used as bridging groups to construct one-, two- and three-dimensional networks (Choi et al., 1998; MacGillivray et al., 1998; Evans et al., 1999; Chen et al., 2001; Suresh et al., 2001; Kumagai et al., 2002; Lu & Babb, 2003; Song et al., 2003; Zhang et al., 2004). Numerous architectures have been assembled from particular combinations of appropriate metal centers and versatile polydentate ligands. In our pursuit of the synthesis of novel coordination polymers in the presence of benzene-1,2-dicarboxylic and isonicotinic acids (Wang et al., 2007), we obtained the title compound (I), Fig. 1, which exhibits an infinite two dimensional structure.

The asymmetric unit of (I) contains four independent thulium cations, six BDC ligands and two coordinated water molecules. Tm1 is coordinated to eight carboxylate oxygen atoms of six BDC anions; Tm2 binds to six carboxylate oxygen atoms of six individual BDC anions; Tm3 is nine-coordinated binding to nine carboxylate oxygen atoms from six BDC anions; finally, Tm4 is seven-coordinate binding to carboxylate oxygen atoms from five BDC anions and two coordinated water molecules. Compounds with four different types of metal ion coordination environments are rarely found in lanthanide coordination chemistry.

The Tm centers are each interconnected by BDC bridges to form an infinite two-dimensional network in the ac plane, as shown in Fig. 2. Interestingly, the sheet is made up from alternating infinite chains, in which the four Tm ions of the asymmetric unit are arranged in reverse order with Tm···Tm distances in the range 4.214 (6)–4.625 (9) Å. The six independent BDC ligands, however, adopt three discrete coordination modes (Fig. 3) linking the Tm cations into an extended network. O—H···O hydrogen bonds join adjacent sheets into a three dimensional supramolecular framework with O···O distances in the range 2.729 (7)–3.232 (7) Å, Table 1.

Related literature top

For background to the structures and applications of coordination polymers, see: Meares & Wensel, (1984); Scott & Horrocks, (1992); Reineke et al. (1999); Eddaoudi et al. (2001). For related structures involving multi-dimensional networks formed by multi-functional carboxylate ligands, see: Choi et al. (1998); MacGillivray et al. (1998); Evans et al. (1999); Chen et al. (2001); Suresh et al. (2001); Kumagai et al. (2002); Lu & Babb (2003); Song et al. (2003); Zhang et al. (2004); Wang et al. (2007).

Experimental top

The title compound was prepared under mild hydrothermal conditions. Typically, a mixture of Tm2O3 (0.193 g,0.5 mmol), isonicotinic acid (0.10 g,0.80 mmol), H2BDC (0.251 g,1.50 mmol) and H2O (10 mL) was sealed in a 25 ml Teflon-lined steel autoclave and heated under autogenous pressure at 443 K for 5 days. The colorless plate-like crystals obtained were recovered by filtration, washed with distilled water and dried in air.

Refinement top

All the H atoms bound to C atoms were positioned geometrically, with C—H = 0.93 Å for aromatic H and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(C). The hydrogen atoms of water molecule were located in a difference Fourier map and their positions and isotropic displacement parameters were refined. In the final difference map a number of peaks of height approximately 2.0 e Å-3 were found at close to the Tm atoms but no chemical significance can be attached to them.

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT-Plus (Bruker, 2002); data reduction: SAINT-Plus (Bruker, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), with the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) -2 - x, 2 - y, 2 - z; (ii) -1 - x, 2 - y, 2 - z; (iii) -1 + x, y, 1 + z; (iiii) -2 - x, 2 - y, 3 - z].
[Figure 2] Fig. 2. Crystal packing of (I) showing the two-dimensional layer structure.
[Figure 3] Fig. 3. Coordination modes of the BDC ligand found in (I).
Poly[diaquapentakis(µ4-benzene-1,2-dicarboxylato)(µ3-benzene-1,2- dicarboxylato)tetrathulium(III)] top
Crystal data top
[Tm4(C8H4O4)6(H2O)2]Z = 2
Mr = 1696.42F000 = 1600
Triclinic, P1Dx = 2.426 Mg m−3
Hall symbol: -P 1Mo Kα radiation
λ = 0.71073 Å
a = 12.5716 (4) ÅCell parameters from 9365 reflections
b = 13.7737 (2) Åθ = 2.8–28.3º
c = 15.8867 (3) ŵ = 7.67 mm−1
α = 75.301 (4)ºT = 295 (2) K
β = 69.112 (2)ºPlate, colorless
γ = 65.617 (2)º0.30 × 0.14 × 0.02 mm
V = 2322.45 (9) Å3
Data collection top
Bruker APEX area-detector
diffractometer		9421 independent reflections
Radiation source: fine-focus sealed tube8260 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.044
T = 295(2) Kθmax = 26.5º
φ and ω scansθmin = 1.4º
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −15→15
Tmin = 0.207, Tmax = 0.862k = −17→17
18519 measured reflectionsl = −19→19
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.042H atoms treated by a mixture of
independent and constrained refinement
wR(F2) = 0.108  w = 1/[σ2(Fo2) + (0.0519P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max = 0.002
9421 reflectionsΔρmax = 2.34 e Å−3
715 parametersΔρmin = −2.67 e Å−3
6 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods
Crystal data top
[Tm4(C8H4O4)6(H2O)2]γ = 65.617 (2)º
Mr = 1696.42V = 2322.45 (9) Å3
Triclinic, P1Z = 2
a = 12.5716 (4) ÅMo Kα
b = 13.7737 (2) ŵ = 7.67 mm−1
c = 15.8867 (3) ÅT = 295 (2) K
α = 75.301 (4)º0.30 × 0.14 × 0.02 mm
β = 69.112 (2)º
Data collection top
Bruker APEX area-detector
diffractometer		9421 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		8260 reflections with I > 2σ(I)
Tmin = 0.207, Tmax = 0.862Rint = 0.044
18519 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0426 restraints
wR(F2) = 0.108H atoms treated by a mixture of
independent and constrained refinement
S = 1.02Δρmax = 2.34 e Å−3
9421 reflectionsΔρmin = −2.67 e Å−3
715 parameters
Special details top

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 (Å2) top
xyzUiso*/Ueq
Tm1−0.31816 (2)0.12071 (2)0.463579 (18)0.01666 (9)
Tm2−0.00120 (2)0.00357 (2)0.241350 (18)0.01670 (9)
Tm30.30710 (2)−0.11202 (2)0.002946 (18)0.01663 (9)
Tm40.51486 (2)0.04932 (2)−0.258514 (18)0.01669 (9)
O1−0.1567 (4)0.1696 (5)0.4135 (4)0.0365 (13)
O20.0298 (4)0.0745 (4)0.3378 (3)0.0289 (12)
O30.2956 (4)0.0633 (4)0.3023 (3)0.0354 (13)
O40.2189 (4)−0.0054 (4)0.4425 (3)0.0282 (11)
O5−0.3224 (4)0.1930 (4)0.3206 (3)0.0265 (11)
O6−0.1474 (4)0.1583 (4)0.2105 (3)0.0241 (11)
O7−0.3531 (4)0.1884 (4)0.1302 (3)0.0249 (11)
O8−0.3630 (4)0.3019 (4)0.0065 (3)0.0276 (11)
O9−0.0324 (4)−0.0860 (4)0.1619 (3)0.0265 (11)
O100.1308 (4)−0.1341 (4)0.0439 (4)0.0355 (13)
O11−0.3142 (4)−0.1192 (4)0.2113 (3)0.0302 (12)
O12−0.2293 (4)−0.0281 (4)0.0877 (3)0.0274 (11)
O130.1513 (4)−0.1479 (4)0.2665 (3)0.0275 (11)
O140.3183 (4)−0.1874 (4)0.1483 (3)0.0275 (11)
O150.3801 (4)−0.2562 (4)0.4525 (3)0.0253 (11)
O160.3972 (5)−0.1774 (4)0.3097 (3)0.0296 (12)
O170.5130 (4)−0.1881 (4)−0.0108 (3)0.0254 (11)
O180.5131 (4)−0.0711 (4)−0.1315 (3)0.0279 (11)
O190.6707 (4)−0.0348 (4)−0.0425 (3)0.0249 (11)
O200.8564 (4)−0.0430 (4)−0.1219 (3)0.0251 (11)
O210.5023 (4)0.1011 (4)−0.4038 (3)0.0197 (10)
O220.4733 (4)0.1920 (4)−0.5335 (3)0.0253 (11)
O230.1458 (4)0.0407 (4)−0.3581 (3)0.0261 (11)
O240.3314 (4)0.0309 (4)−0.4389 (3)0.0261 (11)
O250.4742 (5)0.1444 (5)−0.1427 (3)0.0359 (13)
O260.4781 (5)−0.0892 (5)−0.2904 (4)0.0360 (13)
C1−0.0433 (6)0.1453 (6)0.3882 (4)0.0216 (14)
C20.0057 (6)0.2099 (6)0.4160 (4)0.0208 (14)
C3−0.0740 (7)0.3070 (6)0.4508 (5)0.0333 (18)
H3−0.15780.32660.46300.040*
C4−0.0269 (8)0.3731 (7)0.4667 (6)0.043 (2)
H4−0.07950.43630.49150.052*
C50.0940 (8)0.3469 (7)0.4466 (6)0.042 (2)
H50.12370.39490.45410.050*
C60.1761 (7)0.2499 (7)0.4150 (5)0.0347 (18)
H60.25950.23160.40320.042*
C70.1294 (6)0.1807 (5)0.4014 (4)0.0205 (14)
C80.2211 (6)0.0706 (6)0.3786 (5)0.0242 (15)
C9−0.2531 (5)0.2181 (5)0.2461 (4)0.0189 (13)
C10−0.3008 (6)0.3307 (6)0.2024 (4)0.0198 (14)
C11−0.2968 (7)0.4109 (6)0.2387 (5)0.0290 (16)
H11−0.26460.39190.28740.035*
C12−0.3396 (8)0.5178 (7)0.2041 (5)0.0366 (19)
H12−0.33770.57020.23010.044*
C13−0.3853 (7)0.5465 (6)0.1304 (6)0.040 (2)
H13−0.41200.61820.10570.048*
C14−0.3913 (7)0.4700 (6)0.0937 (5)0.0306 (17)
H14−0.42310.49010.04470.037*
C15−0.3498 (6)0.3608 (6)0.1294 (4)0.0203 (14)
C16−0.3577 (5)0.2801 (6)0.0867 (4)0.0204 (14)
C170.0328 (6)−0.1417 (5)0.0971 (5)0.0193 (14)
C18−0.0077 (6)−0.2241 (6)0.0859 (4)0.0210 (14)
C190.0831 (6)−0.3190 (6)0.0542 (5)0.0285 (16)
H190.1648−0.32660.03670.034*
C200.0510 (8)−0.4018 (7)0.0489 (6)0.040 (2)
H200.1114−0.46450.02720.049*
C21−0.0675 (7)−0.3920 (7)0.0751 (6)0.043 (2)
H21−0.0882−0.44790.07110.052*
C22−0.1584 (6)−0.2989 (6)0.1079 (5)0.0279 (16)
H22−0.2395−0.29320.12690.034*
C23−0.1287 (6)−0.2141 (6)0.1125 (4)0.0214 (14)
C24−0.2311 (5)−0.1127 (6)0.1400 (4)0.0194 (14)
C250.2553 (6)−0.2075 (6)0.2276 (4)0.0208 (14)
C260.3052 (5)−0.3180 (5)0.2776 (4)0.0188 (14)
C270.2949 (7)−0.4028 (6)0.2527 (5)0.0305 (17)
H270.2622−0.39100.20530.037*
C280.3340 (8)−0.5060 (7)0.2992 (6)0.043 (2)
H280.3290−0.56310.28160.052*
C290.3802 (8)−0.5236 (6)0.3712 (6)0.039 (2)
H290.4050−0.59210.40250.047*
C300.3891 (7)−0.4394 (6)0.3960 (5)0.0295 (16)
H300.4182−0.45100.44530.035*
C310.3552 (6)−0.3363 (6)0.3483 (4)0.0216 (15)
C320.3785 (6)−0.2512 (6)0.3731 (4)0.0206 (14)
C330.5698 (5)−0.1514 (5)−0.0863 (4)0.0179 (13)
C340.7019 (5)−0.2149 (5)−0.1220 (4)0.0182 (13)
C350.7286 (7)−0.3091 (6)−0.1544 (5)0.0303 (17)
H350.6656−0.3291−0.15260.036*
C360.8467 (7)−0.3730 (7)−0.1891 (6)0.041 (2)
H360.8634−0.4350−0.21220.049*
C370.9415 (7)−0.3461 (7)−0.1900 (6)0.040 (2)
H371.0218−0.3908−0.21200.048*
C380.9158 (6)−0.2520 (6)−0.1578 (5)0.0271 (16)
H380.9793−0.2334−0.15850.033*
C390.7962 (5)−0.1850 (5)−0.1247 (4)0.0194 (14)
C400.7718 (6)−0.0829 (6)−0.0942 (4)0.0202 (14)
C410.4315 (6)0.1676 (5)−0.4498 (4)0.0182 (13)
C420.3013 (5)0.2301 (5)−0.4029 (4)0.0183 (13)
C430.2790 (7)0.3312 (6)−0.3869 (5)0.0297 (17)
H430.34260.3570−0.40590.036*
C440.1616 (7)0.3961 (7)−0.3424 (5)0.0370 (19)
H440.14770.4632−0.32940.044*
C450.0666 (7)0.3585 (6)−0.3180 (5)0.0360 (19)
H45−0.01230.4019−0.29060.043*
C460.0882 (6)0.2577 (6)−0.3339 (5)0.0265 (16)
H460.02350.2336−0.31700.032*
C470.2054 (5)0.1908 (6)−0.3752 (4)0.0193 (14)
C480.2280 (6)0.0824 (6)−0.3906 (4)0.0198 (14)
H25A0.528 (6)0.165 (7)−0.146 (5)0.050*
H25B0.440 (7)0.127 (7)−0.0899 (18)0.050*
H26A0.422 (5)−0.096 (7)−0.246 (3)0.050*
H26B0.481 (7)−0.107 (7)−0.337 (3)0.050*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Tm10.01355 (14)0.01940 (17)0.01543 (15)−0.00609 (12)−0.00262 (11)−0.00136 (11)
Tm20.01188 (15)0.01966 (18)0.01674 (15)−0.00620 (13)0.00029 (11)−0.00466 (12)
Tm30.01472 (15)0.01797 (17)0.01583 (15)−0.00678 (12)−0.00276 (11)−0.00056 (12)
Tm40.01315 (14)0.02015 (17)0.01376 (15)−0.00586 (12)−0.00174 (10)−0.00035 (11)
O10.016 (2)0.043 (4)0.051 (3)−0.013 (2)−0.008 (2)−0.005 (3)
O20.028 (3)0.034 (3)0.030 (3)−0.012 (2)−0.005 (2)−0.015 (2)
O30.016 (2)0.036 (3)0.036 (3)−0.003 (2)0.006 (2)−0.004 (2)
O40.026 (3)0.027 (3)0.024 (3)−0.002 (2)−0.010 (2)−0.001 (2)
O50.019 (2)0.034 (3)0.020 (2)−0.011 (2)−0.0013 (19)0.004 (2)
O60.018 (2)0.025 (3)0.022 (2)−0.006 (2)0.0006 (19)−0.002 (2)
O70.030 (3)0.022 (3)0.023 (2)−0.013 (2)−0.006 (2)0.001 (2)
O80.035 (3)0.027 (3)0.020 (2)−0.009 (2)−0.009 (2)−0.004 (2)
O90.024 (2)0.032 (3)0.025 (3)−0.010 (2)−0.004 (2)−0.010 (2)
O100.024 (3)0.036 (3)0.044 (3)−0.017 (2)0.007 (2)−0.012 (3)
O110.017 (2)0.042 (3)0.026 (3)−0.010 (2)−0.004 (2)0.001 (2)
O120.027 (3)0.023 (3)0.027 (3)−0.006 (2)−0.011 (2)0.005 (2)
O130.019 (2)0.023 (3)0.026 (3)0.001 (2)−0.001 (2)0.000 (2)
O140.027 (3)0.030 (3)0.021 (2)−0.009 (2)−0.003 (2)−0.002 (2)
O150.028 (3)0.029 (3)0.019 (2)−0.011 (2)−0.0050 (19)−0.004 (2)
O160.043 (3)0.033 (3)0.022 (3)−0.025 (3)−0.012 (2)0.005 (2)
O170.020 (2)0.031 (3)0.019 (2)−0.012 (2)0.0006 (19)0.003 (2)
O180.023 (2)0.025 (3)0.028 (3)0.001 (2)−0.011 (2)−0.001 (2)
O190.018 (2)0.029 (3)0.026 (3)−0.008 (2)0.0003 (19)−0.010 (2)
O200.020 (2)0.034 (3)0.023 (2)−0.017 (2)−0.0003 (19)0.000 (2)
O210.017 (2)0.025 (3)0.017 (2)−0.010 (2)−0.0047 (18)0.0013 (19)
O220.016 (2)0.034 (3)0.019 (2)−0.007 (2)−0.0030 (18)0.002 (2)
O230.021 (2)0.037 (3)0.020 (2)−0.019 (2)0.0019 (19)−0.001 (2)
O240.015 (2)0.025 (3)0.033 (3)−0.007 (2)0.004 (2)−0.013 (2)
O250.033 (3)0.058 (4)0.022 (3)−0.018 (3)−0.005 (2)−0.014 (3)
O260.048 (3)0.046 (4)0.024 (3)−0.029 (3)−0.006 (2)−0.006 (3)
C10.021 (3)0.026 (4)0.017 (3)−0.011 (3)−0.003 (3)0.001 (3)
C20.019 (3)0.024 (4)0.018 (3)−0.005 (3)−0.006 (3)−0.003 (3)
C30.030 (4)0.022 (4)0.040 (4)0.003 (3)−0.012 (3)−0.009 (3)
C40.051 (5)0.027 (5)0.051 (5)0.002 (4)−0.022 (4)−0.018 (4)
C50.066 (6)0.033 (5)0.047 (5)−0.029 (5)−0.029 (4)0.001 (4)
C60.043 (4)0.039 (5)0.037 (4)−0.025 (4)−0.018 (4)−0.002 (4)
C70.021 (3)0.019 (4)0.017 (3)−0.005 (3)−0.005 (3)0.000 (3)
C80.021 (3)0.025 (4)0.029 (4)−0.011 (3)−0.006 (3)−0.004 (3)
C90.014 (3)0.018 (4)0.025 (3)−0.003 (3)−0.009 (3)−0.003 (3)
C100.016 (3)0.022 (4)0.018 (3)−0.006 (3)−0.001 (2)−0.004 (3)
C110.035 (4)0.031 (4)0.027 (4)−0.015 (3)−0.009 (3)−0.006 (3)
C120.049 (5)0.028 (5)0.037 (4)−0.018 (4)−0.008 (4)−0.010 (4)
C130.039 (5)0.012 (4)0.053 (5)−0.003 (4)−0.006 (4)−0.002 (4)
C140.035 (4)0.023 (4)0.031 (4)−0.010 (3)−0.010 (3)0.001 (3)
C150.020 (3)0.018 (4)0.016 (3)−0.004 (3)0.000 (2)−0.001 (3)
C160.014 (3)0.021 (4)0.025 (4)−0.006 (3)0.000 (3)−0.009 (3)
C170.016 (3)0.016 (3)0.028 (4)−0.008 (3)−0.007 (3)−0.001 (3)
C180.022 (3)0.026 (4)0.018 (3)−0.010 (3)−0.005 (3)−0.006 (3)
C190.025 (4)0.025 (4)0.031 (4)−0.007 (3)0.000 (3)−0.010 (3)
C200.039 (5)0.028 (5)0.048 (5)−0.005 (4)−0.003 (4)−0.019 (4)
C210.037 (4)0.031 (5)0.068 (6)−0.017 (4)−0.013 (4)−0.013 (4)
C220.028 (4)0.024 (4)0.037 (4)−0.015 (3)−0.010 (3)−0.002 (3)
C230.019 (3)0.022 (4)0.020 (3)−0.010 (3)0.000 (3)0.000 (3)
C240.013 (3)0.028 (4)0.015 (3)−0.006 (3)−0.003 (2)−0.003 (3)
C250.020 (3)0.027 (4)0.020 (3)−0.011 (3)−0.008 (3)−0.004 (3)
C260.016 (3)0.018 (4)0.018 (3)−0.004 (3)0.000 (2)−0.005 (3)
C270.031 (4)0.026 (4)0.038 (4)−0.010 (3)−0.015 (3)−0.005 (3)
C280.060 (6)0.023 (5)0.051 (5)−0.019 (4)−0.021 (4)0.000 (4)
C290.049 (5)0.016 (4)0.045 (5)−0.010 (4)−0.012 (4)0.003 (4)
C300.036 (4)0.020 (4)0.027 (4)−0.005 (3)−0.012 (3)0.004 (3)
C310.019 (3)0.020 (4)0.023 (3)−0.009 (3)0.000 (3)−0.002 (3)
C320.015 (3)0.025 (4)0.021 (3)−0.007 (3)−0.003 (2)−0.004 (3)
C330.013 (3)0.022 (4)0.019 (3)−0.003 (3)−0.007 (2)−0.006 (3)
C340.015 (3)0.018 (4)0.017 (3)−0.008 (3)0.000 (2)0.001 (3)
C350.030 (4)0.023 (4)0.037 (4)−0.007 (3)−0.005 (3)−0.014 (3)
C360.036 (4)0.031 (5)0.050 (5)−0.006 (4)−0.001 (4)−0.022 (4)
C370.025 (4)0.025 (5)0.047 (5)0.003 (3)0.003 (3)−0.005 (4)
C380.013 (3)0.028 (4)0.032 (4)−0.007 (3)0.000 (3)0.000 (3)
C390.017 (3)0.016 (4)0.018 (3)−0.004 (3)−0.002 (2)0.001 (3)
C400.022 (3)0.029 (4)0.015 (3)−0.015 (3)−0.008 (3)0.003 (3)
C410.021 (3)0.021 (4)0.017 (3)−0.012 (3)−0.005 (2)−0.001 (3)
C420.015 (3)0.022 (4)0.014 (3)−0.008 (3)−0.001 (2)0.002 (3)
C430.031 (4)0.020 (4)0.031 (4)−0.008 (3)−0.008 (3)0.005 (3)
C440.044 (5)0.025 (4)0.036 (4)−0.010 (4)−0.005 (4)−0.007 (4)
C450.031 (4)0.026 (4)0.034 (4)−0.001 (3)0.002 (3)−0.005 (3)
C460.015 (3)0.025 (4)0.027 (4)−0.001 (3)0.003 (3)−0.004 (3)
C470.015 (3)0.024 (4)0.016 (3)−0.006 (3)−0.001 (2)−0.005 (3)
C480.023 (3)0.024 (4)0.015 (3)−0.012 (3)−0.007 (3)0.000 (3)
Geometric parameters (Å, °) top
Tm1—O4i2.190 (5)O26—H26B0.817 (10)
Tm1—O12.216 (5)C1—C21.488 (9)
Tm1—O52.248 (5)C2—C71.380 (9)
Tm1—O15i2.278 (5)C2—C31.403 (10)
Tm1—O24ii2.300 (5)C3—C41.383 (12)
Tm1—O22iii2.377 (4)C3—H30.9300
Tm1—O21iii2.536 (4)C4—C51.343 (12)
Tm1—O23ii2.787 (5)C4—H40.9300
Tm1—C41iii2.811 (6)C5—C61.391 (12)
Tm1—C48ii2.924 (7)C5—H50.9300
Tm2—O92.194 (5)C6—C71.400 (10)
Tm2—O22.225 (5)C6—H60.9300
Tm2—O132.238 (5)C7—C81.516 (9)
Tm2—O20iv2.244 (4)C9—C101.493 (9)
Tm2—O62.244 (5)C10—C111.395 (9)
Tm2—O23ii2.248 (4)C10—C151.396 (9)
Tm3—O12ii2.188 (5)C11—C121.381 (11)
Tm3—O102.203 (4)C11—H110.9300
Tm3—O172.306 (4)C12—C131.383 (12)
Tm3—O142.308 (5)C12—H120.9300
Tm3—O7ii2.380 (5)C13—C141.366 (11)
Tm3—O19iv2.408 (5)C13—H130.9300
Tm3—O8ii2.442 (5)C14—C151.409 (10)
Tm3—C16ii2.758 (7)C14—H140.9300
Tm3—O20iv2.830 (5)C15—C161.493 (9)
Tm3—O182.870 (5)C16—Tm3ii2.758 (7)
Tm3—C332.963 (6)C17—C181.491 (9)
Tm4—O11ii2.205 (4)C18—C231.381 (9)
Tm4—O3iv2.210 (5)C18—C191.400 (10)
Tm4—O182.264 (5)C19—C201.386 (11)
Tm4—O212.278 (4)C19—H190.9300
Tm4—O16iv2.289 (5)C20—C211.354 (11)
Tm4—O252.315 (5)C20—H200.9300
Tm4—O262.344 (5)C21—C221.388 (11)
O1—C11.254 (8)C21—H210.9300
O2—C11.253 (8)C22—C231.389 (9)
O3—C81.237 (8)C22—H220.9300
O3—Tm4iv2.210 (5)C23—C241.492 (9)
O4—C81.261 (8)C25—C261.515 (9)
O4—Tm1i2.190 (5)C26—C271.390 (9)
O5—C91.258 (7)C26—C311.396 (9)
O6—C91.250 (7)C27—C281.398 (11)
O7—C161.267 (8)C27—H270.9300
O7—Tm3ii2.380 (5)C28—C291.386 (12)
O8—C161.252 (8)C28—H280.9300
O8—Tm3ii2.442 (5)C29—C301.373 (11)
O9—C171.265 (8)C29—H290.9300
O10—C171.251 (7)C30—C311.399 (10)
O11—C241.252 (7)C30—H300.9300
O11—Tm4ii2.205 (4)C31—C321.487 (9)
O12—C241.251 (8)C33—C341.492 (8)
O12—Tm3ii2.188 (5)C34—C351.386 (9)
O13—C251.249 (8)C34—C391.391 (9)
O14—C251.258 (7)C35—C361.366 (10)
O15—C321.253 (8)C35—H350.9300
O15—Tm1i2.278 (5)C36—C371.380 (11)
O16—C321.270 (8)C36—H360.9300
O16—Tm4iv2.289 (5)C37—C381.386 (11)
O17—C331.258 (7)C37—H370.9300
O18—C331.248 (8)C38—C391.387 (9)
O19—C401.251 (8)C38—H380.9300
O19—Tm3iv2.408 (5)C39—C401.480 (9)
O20—C401.286 (7)C41—C421.506 (8)
O20—Tm2iv2.244 (4)C41—Tm1v2.811 (6)
O20—Tm3iv2.830 (5)C42—C431.375 (10)
O21—C411.272 (8)C42—C471.406 (8)
O21—Tm1v2.536 (4)C43—C441.401 (10)
O22—C411.256 (7)C43—H430.9300
O22—Tm1v2.377 (4)C44—C451.387 (11)
O23—C481.274 (7)C44—H440.9300
O23—Tm2ii2.248 (4)C45—C461.373 (10)
O23—Tm1ii2.787 (5)C45—H450.9300
O24—C481.259 (8)C46—C471.396 (9)
O24—Tm1ii2.300 (5)C46—H460.9300
O25—H25A0.824 (10)C47—C481.468 (9)
O25—H25B0.821 (10)C48—Tm1ii2.924 (7)
O26—H26A0.816 (10)
O4i—Tm1—O182.99 (19)C48—O23—Tm1ii83.2 (4)
O4i—Tm1—O5149.43 (17)Tm2ii—O23—Tm1ii116.9 (2)
O1—Tm1—O578.74 (18)C48—O24—Tm1ii106.8 (4)
O4i—Tm1—O15i91.43 (18)Tm4—O25—H25A115 (5)
O1—Tm1—O15i78.58 (18)Tm4—O25—H25B122 (6)
O5—Tm1—O15i108.50 (18)H25A—O25—H25B112 (3)
O4i—Tm1—O24ii82.45 (19)Tm4—O26—H26A102 (5)
O1—Tm1—O24ii127.61 (18)Tm4—O26—H26B134 (6)
O5—Tm1—O24ii89.52 (18)H26A—O26—H26B115 (3)
O15i—Tm1—O24ii151.59 (15)O2—C1—O1124.3 (6)
O4i—Tm1—O22iii133.10 (16)O2—C1—C2118.5 (6)
O1—Tm1—O22iii139.67 (19)O1—C1—C2117.1 (6)
O5—Tm1—O22iii73.92 (15)C7—C2—C3119.3 (7)
O15i—Tm1—O22iii82.61 (17)C7—C2—C1121.1 (6)
O24ii—Tm1—O22iii81.57 (17)C3—C2—C1119.4 (6)
O4i—Tm1—O21iii80.83 (16)C4—C3—C2119.4 (7)
O1—Tm1—O21iii147.00 (18)C4—C3—H3120.3
O5—Tm1—O21iii126.42 (15)C2—C3—H3120.3
O15i—Tm1—O21iii73.30 (15)C5—C4—C3120.7 (8)
O24ii—Tm1—O21iii78.34 (15)C5—C4—H4119.6
O22iii—Tm1—O21iii52.83 (15)C3—C4—H4119.6
O4i—Tm1—O23ii76.67 (16)C4—C5—C6121.7 (7)
O1—Tm1—O23ii77.80 (17)C4—C5—H5119.2
O5—Tm1—O23ii75.65 (16)C6—C5—H5119.2
O15i—Tm1—O23ii154.64 (15)C5—C6—C7118.1 (7)
O24ii—Tm1—O23ii49.89 (13)C5—C6—H6121.0
O22iii—Tm1—O23ii121.86 (15)C7—C6—H6121.0
O21iii—Tm1—O23ii125.32 (15)C2—C7—C6120.7 (7)
O4i—Tm1—C41iii107.72 (18)C2—C7—C8123.4 (6)
O1—Tm1—C41iii149.9 (2)C6—C7—C8115.7 (6)
O5—Tm1—C41iii100.28 (17)O3—C8—O4125.6 (7)
O15i—Tm1—C41iii73.19 (17)O3—C8—C7118.4 (6)
O24ii—Tm1—C41iii82.27 (17)O4—C8—C7115.8 (6)
O22iii—Tm1—C41iii26.36 (17)O6—C9—O5124.8 (6)
O21iii—Tm1—C41iii26.89 (16)O6—C9—C10119.3 (6)
O23ii—Tm1—C41iii131.59 (16)O5—C9—C10115.8 (5)
O4i—Tm1—C48ii77.03 (18)C11—C10—C15118.4 (7)
O1—Tm1—C48ii103.25 (19)C11—C10—C9116.7 (6)
O5—Tm1—C48ii83.54 (18)C15—C10—C9124.9 (6)
O15i—Tm1—C48ii167.89 (18)C12—C11—C10121.6 (7)
O24ii—Tm1—C48ii24.35 (15)C12—C11—H11119.2
O22iii—Tm1—C48ii102.50 (17)C10—C11—H11119.2
O21iii—Tm1—C48ii100.86 (16)C11—C12—C13119.6 (7)
O23ii—Tm1—C48ii25.63 (15)C11—C12—H12120.2
C41iii—Tm1—C48ii106.56 (18)C13—C12—H12120.2
O9—Tm2—O2171.67 (18)C14—C13—C12120.3 (8)
O9—Tm2—O1386.46 (19)C14—C13—H13119.9
O2—Tm2—O1388.27 (19)C12—C13—H13119.9
O9—Tm2—O20iv91.61 (17)C13—C14—C15120.7 (8)
O2—Tm2—O20iv94.30 (17)C13—C14—H14119.7
O13—Tm2—O20iv84.49 (17)C15—C14—H14119.7
O9—Tm2—O693.86 (18)C10—C15—C14119.5 (7)
O2—Tm2—O691.72 (19)C10—C15—C16121.8 (6)
O13—Tm2—O6177.17 (15)C14—C15—C16118.6 (6)
O20iv—Tm2—O692.69 (17)O8—C16—O7120.4 (6)
O9—Tm2—O23ii86.23 (17)O8—C16—C15119.7 (6)
O2—Tm2—O23ii87.80 (17)O7—C16—C15119.8 (6)
O13—Tm2—O23ii94.83 (17)O8—C16—Tm3ii62.3 (4)
O20iv—Tm2—O23ii177.77 (16)O7—C16—Tm3ii59.5 (3)
O6—Tm2—O23ii87.99 (17)C15—C16—Tm3ii165.0 (4)
O12ii—Tm3—O1085.95 (19)O10—C17—O9123.9 (6)
O12ii—Tm3—O17122.74 (16)O10—C17—C18118.2 (6)
O10—Tm3—O17147.99 (19)O9—C17—C18117.8 (5)
O12ii—Tm3—O14148.40 (18)C23—C18—C19119.7 (6)
O10—Tm3—O1486.65 (19)C23—C18—C17122.9 (6)
O17—Tm3—O1475.42 (16)C19—C18—C17117.2 (6)
O12ii—Tm3—O7ii77.54 (18)C20—C19—C18119.8 (7)
O10—Tm3—O7ii86.24 (18)C20—C19—H19120.1
O17—Tm3—O7ii86.73 (17)C18—C19—H19120.1
O14—Tm3—O7ii132.48 (17)C21—C20—C19120.5 (8)
O12ii—Tm3—O19iv75.28 (18)C21—C20—H20119.7
O10—Tm3—O19iv122.56 (17)C19—C20—H20119.7
O17—Tm3—O19iv81.89 (17)C20—C21—C22120.2 (7)
O14—Tm3—O19iv83.07 (17)C20—C21—H21119.9
O7ii—Tm3—O19iv138.07 (15)C22—C21—H21119.9
O12ii—Tm3—O8ii128.53 (17)C21—C22—C23120.4 (7)
O10—Tm3—O8ii75.95 (18)C21—C22—H22119.8
O17—Tm3—O8ii74.70 (17)C23—C22—H22119.8
O14—Tm3—O8ii78.84 (17)C18—C23—C22119.4 (7)
O7ii—Tm3—O8ii53.88 (16)C18—C23—C24122.9 (6)
O19iv—Tm3—O8ii153.32 (16)C22—C23—C24117.5 (6)
O12ii—Tm3—C16ii102.3 (2)O12—C24—O11125.1 (6)
O10—Tm3—C16ii76.62 (18)O12—C24—C23117.1 (5)
O17—Tm3—C16ii82.96 (18)O11—C24—C23117.7 (6)
O14—Tm3—C16ii105.80 (19)O13—C25—O14126.1 (7)
O7ii—Tm3—C16ii27.30 (18)O13—C25—C26116.6 (6)
O19iv—Tm3—C16ii159.87 (16)O14—C25—C26117.0 (6)
O8ii—Tm3—C16ii26.99 (18)C27—C26—C31119.9 (7)
O12ii—Tm3—O20iv76.45 (17)C27—C26—C25116.9 (6)
O10—Tm3—O20iv74.39 (16)C31—C26—C25123.1 (6)
O17—Tm3—O20iv122.62 (15)C26—C27—C28119.7 (7)
O14—Tm3—O20iv71.97 (16)C26—C27—H27120.1
O7ii—Tm3—O20iv148.42 (15)C28—C27—H27120.1
O19iv—Tm3—O20iv48.69 (13)C29—C28—C27120.4 (8)
O8ii—Tm3—O20iv139.11 (14)C29—C28—H28119.8
C16ii—Tm3—O20iv151.00 (15)C27—C28—H28119.8
O12ii—Tm3—O1874.97 (16)C30—C29—C28119.6 (8)
O10—Tm3—O18152.24 (18)C30—C29—H29120.2
O17—Tm3—O1848.03 (15)C28—C29—H29120.2
O14—Tm3—O18119.99 (15)C29—C30—C31121.1 (7)
O7ii—Tm3—O1870.26 (15)C29—C30—H30119.5
O19iv—Tm3—O1872.22 (14)C31—C30—H30119.5
O8ii—Tm3—O18100.23 (15)C26—C31—C30119.2 (7)
C16ii—Tm3—O1887.78 (16)C26—C31—C32122.6 (6)
O20iv—Tm3—O18118.94 (14)C30—C31—C32118.2 (7)
O12ii—Tm3—C3399.60 (18)O15—C32—O16124.0 (6)
O10—Tm3—C33158.80 (18)O15—C32—C31119.9 (6)
O17—Tm3—C3323.68 (17)O16—C32—C31116.1 (6)
O14—Tm3—C3398.32 (17)O18—C33—O17119.9 (6)
O7ii—Tm3—C3375.17 (16)O18—C33—C34122.8 (6)
O19iv—Tm3—C3378.59 (16)O17—C33—C34117.0 (6)
O8ii—Tm3—C3384.77 (17)O18—C33—Tm373.5 (3)
C16ii—Tm3—C3382.21 (17)O17—C33—Tm347.4 (3)
O20iv—Tm3—C33126.77 (15)C34—C33—Tm3157.5 (4)
O18—Tm3—C3324.63 (15)C35—C34—C39119.7 (6)
O11ii—Tm4—O3iv163.2 (2)C35—C34—C33115.8 (6)
O11ii—Tm4—O1889.47 (17)C39—C34—C33124.5 (6)
O3iv—Tm4—O1881.73 (18)C36—C35—C34120.6 (7)
O11ii—Tm4—O2188.24 (16)C36—C35—H35119.7
O3iv—Tm4—O2192.44 (18)C34—C35—H35119.7
O18—Tm4—O21150.61 (17)C35—C36—C37120.5 (7)
O11ii—Tm4—O16iv112.53 (19)C35—C36—H36119.8
O3iv—Tm4—O16iv83.94 (19)C37—C36—H36119.8
O18—Tm4—O16iv129.82 (17)C36—C37—C38119.3 (7)
O21—Tm4—O16iv77.53 (16)C36—C37—H37120.3
O11ii—Tm4—O2575.59 (19)C38—C37—H37120.3
O3iv—Tm4—O25115.2 (2)C37—C38—C39120.7 (6)
O18—Tm4—O2574.5 (2)C37—C38—H38119.6
O21—Tm4—O25132.8 (2)C39—C38—H38119.6
O16iv—Tm4—O2568.97 (18)C38—C39—C34119.1 (6)
O11ii—Tm4—O2683.4 (2)C38—C39—C40119.4 (6)
O3iv—Tm4—O2680.5 (2)C34—C39—C40121.4 (6)
O18—Tm4—O2674.75 (19)O19—C40—O20119.6 (6)
O21—Tm4—O2675.88 (18)O19—C40—C39121.3 (5)
O16iv—Tm4—O26148.45 (17)O20—C40—C39119.0 (6)
O25—Tm4—O26142.58 (19)O22—C41—O21120.1 (6)
C1—O1—Tm1150.0 (5)O22—C41—C42118.8 (6)
C1—O2—Tm2130.1 (4)O21—C41—C42120.4 (5)
C8—O3—Tm4iv130.2 (5)O22—C41—Tm1v57.2 (3)
C8—O4—Tm1i144.7 (4)O21—C41—Tm1v64.4 (3)
C9—O5—Tm1139.6 (4)C42—C41—Tm1v159.4 (4)
C9—O6—Tm2141.4 (4)C43—C42—C47120.0 (6)
C16—O7—Tm3ii93.2 (4)C43—C42—C41115.9 (5)
C16—O8—Tm3ii90.7 (4)C47—C42—C41124.1 (6)
C17—O9—Tm2135.3 (4)C42—C43—C44120.9 (7)
C17—O10—Tm3156.6 (5)C42—C43—H43119.5
C24—O11—Tm4ii137.6 (4)C44—C43—H43119.5
C24—O12—Tm3ii152.0 (4)C45—C44—C43118.9 (7)
C25—O13—Tm2142.0 (4)C45—C44—H44120.5
C25—O14—Tm3143.2 (4)C43—C44—H44120.5
C32—O15—Tm1i129.4 (5)C46—C45—C44120.4 (7)
C32—O16—Tm4iv145.1 (4)C46—C45—H45119.8
C33—O17—Tm3108.9 (4)C44—C45—H45119.8
C33—O18—Tm4149.3 (4)C45—C46—C47121.1 (6)
C33—O18—Tm381.9 (4)C45—C46—H46119.4
Tm4—O18—Tm3128.13 (19)C47—C46—H46119.4
C40—O19—Tm3iv106.2 (4)C46—C47—C42118.5 (6)
C40—O20—Tm2iv145.9 (4)C46—C47—C48120.7 (6)
C40—O20—Tm3iv85.1 (4)C42—C47—C48120.7 (6)
Tm2iv—O20—Tm3iv120.00 (19)O24—C48—O23119.7 (6)
C41—O21—Tm4141.4 (4)O24—C48—C47118.3 (5)
C41—O21—Tm1v88.7 (3)O23—C48—C47122.0 (6)
Tm4—O21—Tm1v122.08 (18)O24—C48—Tm1ii48.9 (3)
C41—O22—Tm1v96.5 (4)O23—C48—Tm1ii71.2 (4)
C48—O23—Tm2ii151.2 (4)C47—C48—Tm1ii165.3 (4)
O4i—Tm1—O1—C147.0 (10)C10—C15—C16—O8−156.4 (6)
O5—Tm1—O1—C1−108.4 (10)C14—C15—C16—O822.5 (9)
O15i—Tm1—O1—C1139.9 (10)C10—C15—C16—O720.2 (9)
O24ii—Tm1—O1—C1−27.8 (11)C14—C15—C16—O7−160.9 (6)
O22iii—Tm1—O1—C1−156.3 (9)C10—C15—C16—Tm3ii−63 (2)
O21iii—Tm1—O1—C1108.0 (10)C14—C15—C16—Tm3ii116.0 (18)
O23ii—Tm1—O1—C1−30.8 (10)Tm3—O10—C17—O937.6 (17)
C41iii—Tm1—O1—C1160.5 (9)Tm3—O10—C17—C18−140.1 (10)
C48ii—Tm1—O1—C1−27.9 (10)Tm2—O9—C17—O10−21.7 (11)
O9—Tm2—O2—C1−100.3 (12)Tm2—O9—C17—C18155.9 (5)
O13—Tm2—O2—C1−151.1 (6)O10—C17—C18—C23−153.5 (7)
O20iv—Tm2—O2—C1124.6 (6)O9—C17—C18—C2328.7 (10)
O6—Tm2—O2—C131.8 (6)O10—C17—C18—C1932.2 (10)
O23ii—Tm2—O2—C1−56.1 (6)O9—C17—C18—C19−145.6 (7)
O4i—Tm1—O5—C9−36.3 (9)C23—C18—C19—C200.6 (11)
O1—Tm1—O5—C918.1 (7)C17—C18—C19—C20175.1 (7)
O15i—Tm1—O5—C991.9 (7)C18—C19—C20—C21−0.7 (13)
O24ii—Tm1—O5—C9−110.5 (7)C19—C20—C21—C22−0.2 (14)
O22iii—Tm1—O5—C9168.2 (7)C20—C21—C22—C231.2 (13)
O21iii—Tm1—O5—C9174.4 (6)C19—C18—C23—C220.4 (11)
O23ii—Tm1—O5—C9−62.0 (7)C17—C18—C23—C22−173.8 (6)
C41iii—Tm1—O5—C9167.5 (7)C19—C18—C23—C24−175.0 (6)
C48ii—Tm1—O5—C9−86.8 (7)C17—C18—C23—C2410.8 (11)
O9—Tm2—O6—C9105.1 (7)C21—C22—C23—C18−1.3 (11)
O2—Tm2—O6—C9−68.7 (7)C21—C22—C23—C24174.3 (7)
O13—Tm2—O6—C9−158 (3)Tm3ii—O12—C24—O11−59.1 (13)
O20iv—Tm2—O6—C9−163.1 (7)Tm3ii—O12—C24—C23117.8 (9)
O23ii—Tm2—O6—C919.0 (7)Tm4ii—O11—C24—O1238.9 (11)
O2—Tm2—O9—C17−103.5 (12)Tm4ii—O11—C24—C23−138.0 (6)
O13—Tm2—O9—C17−52.7 (7)C18—C23—C24—O1250.0 (9)
O20iv—Tm2—O9—C1731.7 (7)C22—C23—C24—O12−125.5 (7)
O6—Tm2—O9—C17124.5 (7)C18—C23—C24—O11−132.9 (7)
O23ii—Tm2—O9—C17−147.8 (7)C22—C23—C24—O1151.6 (9)
O12ii—Tm3—O10—C17−119.9 (13)Tm2—O13—C25—O148.4 (12)
O17—Tm3—O10—C1784.6 (13)Tm2—O13—C25—C26−166.0 (5)
O14—Tm3—O10—C1729.3 (12)Tm3—O14—C25—O13−39.0 (11)
O7ii—Tm3—O10—C17162.3 (13)Tm3—O14—C25—C26135.4 (6)
O19iv—Tm3—O10—C17−50.3 (13)O13—C25—C26—C2798.5 (7)
O8ii—Tm3—O10—C17108.7 (13)O14—C25—C26—C27−76.4 (8)
C16ii—Tm3—O10—C17136.4 (13)O13—C25—C26—C31−78.8 (8)
O20iv—Tm3—O10—C17−42.9 (12)O14—C25—C26—C31106.2 (7)
O18—Tm3—O10—C17−166.1 (11)C31—C26—C27—C280.4 (10)
C33—Tm3—O10—C17133.8 (11)C25—C26—C27—C28−177.0 (7)
O9—Tm2—O13—C2570.2 (7)C26—C27—C28—C291.5 (12)
O2—Tm2—O13—C25−116.2 (7)C27—C28—C29—C30−1.0 (13)
O20iv—Tm2—O13—C25−21.7 (7)C28—C29—C30—C31−1.6 (12)
O6—Tm2—O13—C25−26 (4)C27—C26—C31—C30−2.9 (9)
O23ii—Tm2—O13—C25156.2 (7)C25—C26—C31—C30174.4 (6)
O12ii—Tm3—O14—C2557.0 (9)C27—C26—C31—C32174.7 (6)
O10—Tm3—O14—C25−19.7 (8)C25—C26—C31—C32−8.1 (9)
O17—Tm3—O14—C25−172.9 (8)C29—C30—C31—C263.5 (10)
O7ii—Tm3—O14—C25−101.5 (8)C29—C30—C31—C32−174.1 (7)
O19iv—Tm3—O14—C25103.7 (8)Tm1i—O15—C32—O1635.3 (9)
O8ii—Tm3—O14—C25−96.0 (8)Tm1i—O15—C32—C31−145.6 (5)
C16ii—Tm3—O14—C25−94.8 (8)Tm4iv—O16—C32—O1523.4 (13)
O20iv—Tm3—O14—C2555.0 (7)Tm4iv—O16—C32—C31−155.8 (6)
O18—Tm3—O14—C25168.5 (7)C26—C31—C32—O15154.0 (6)
C33—Tm3—O14—C25−179.0 (7)C30—C31—C32—O15−28.4 (9)
O12ii—Tm3—O17—C33−13.4 (5)C26—C31—C32—O16−26.8 (9)
O10—Tm3—O17—C33137.0 (4)C30—C31—C32—O16150.8 (6)
O14—Tm3—O17—C33−165.0 (5)Tm4—O18—C33—O17−179.0 (6)
O7ii—Tm3—O17—C3359.5 (4)Tm3—O18—C33—O17−10.2 (6)
O19iv—Tm3—O17—C33−80.1 (4)Tm4—O18—C33—C34−5.9 (13)
O8ii—Tm3—O17—C33112.9 (4)Tm3—O18—C33—C34162.9 (6)
C16ii—Tm3—O17—C3386.6 (4)Tm4—O18—C33—Tm3−168.8 (9)
O20iv—Tm3—O17—C33−108.1 (4)Tm3—O17—C33—O1813.3 (7)
O18—Tm3—O17—C33−6.7 (4)Tm3—O17—C33—C34−160.1 (4)
O11ii—Tm4—O18—C33175.0 (9)O12ii—Tm3—C33—O180.6 (4)
O3iv—Tm4—O18—C339.4 (9)O10—Tm3—C33—O18104.4 (6)
O21—Tm4—O18—C3389.6 (10)O17—Tm3—C33—O18−168.0 (7)
O16iv—Tm4—O18—C33−65.6 (10)O14—Tm3—C33—O18−153.3 (4)
O25—Tm4—O18—C33−109.8 (9)O7ii—Tm3—C33—O1874.9 (4)
O26—Tm4—O18—C3391.8 (9)O19iv—Tm3—C33—O18−72.1 (4)
O11ii—Tm4—O18—Tm39.2 (3)O8ii—Tm3—C33—O18128.8 (4)
O3iv—Tm4—O18—Tm3−156.5 (3)C16ii—Tm3—C33—O18101.8 (4)
O21—Tm4—O18—Tm3−76.3 (4)O20iv—Tm3—C33—O18−79.6 (4)
O16iv—Tm4—O18—Tm3128.6 (3)O12ii—Tm3—C33—O17168.6 (4)
O25—Tm4—O18—Tm384.4 (3)O10—Tm3—C33—O17−87.7 (7)
O26—Tm4—O18—Tm3−74.1 (3)O14—Tm3—C33—O1714.7 (4)
O12ii—Tm3—O18—C33−179.4 (4)O7ii—Tm3—C33—O17−117.2 (4)
O10—Tm3—O18—C33−131.2 (5)O19iv—Tm3—C33—O1795.8 (4)
O17—Tm3—O18—C336.5 (4)O8ii—Tm3—C33—O17−63.2 (4)
O14—Tm3—O18—C3330.9 (4)C16ii—Tm3—C33—O17−90.2 (4)
O7ii—Tm3—O18—C33−97.5 (4)O20iv—Tm3—C33—O1788.4 (4)
O19iv—Tm3—O18—C33101.6 (4)O18—Tm3—C33—O17168.0 (7)
O8ii—Tm3—O18—C33−52.0 (4)O12ii—Tm3—C33—C34−139.0 (11)
C16ii—Tm3—O18—C33−76.1 (4)O10—Tm3—C33—C34−35.2 (14)
O20iv—Tm3—O18—C33115.8 (4)O17—Tm3—C33—C3452.4 (11)
O12ii—Tm3—O18—Tm4−6.6 (3)O14—Tm3—C33—C3467.1 (11)
O10—Tm3—O18—Tm441.5 (5)O7ii—Tm3—C33—C34−64.7 (11)
O17—Tm3—O18—Tm4179.2 (4)O19iv—Tm3—C33—C34148.3 (12)
O14—Tm3—O18—Tm4−156.3 (2)O8ii—Tm3—C33—C34−10.8 (11)
O7ii—Tm3—O18—Tm475.3 (3)C16ii—Tm3—C33—C34−37.8 (11)
O19iv—Tm3—O18—Tm4−85.7 (3)O20iv—Tm3—C33—C34140.8 (11)
O8ii—Tm3—O18—Tm4120.7 (3)O18—Tm3—C33—C34−139.6 (13)
C16ii—Tm3—O18—Tm496.7 (3)O18—C33—C34—C35−99.9 (8)
O20iv—Tm3—O18—Tm4−71.4 (3)O17—C33—C34—C3573.3 (8)
C33—Tm3—O18—Tm4172.7 (6)Tm3—C33—C34—C3532.4 (15)
O11ii—Tm4—O21—C4122.2 (6)O18—C33—C34—C3979.7 (9)
O3iv—Tm4—O21—C41−174.6 (6)O17—C33—C34—C39−107.0 (7)
O18—Tm4—O21—C41108.0 (7)Tm3—C33—C34—C39−147.9 (9)
O16iv—Tm4—O21—C41−91.3 (6)C39—C34—C35—C36−0.1 (11)
O25—Tm4—O21—C41−46.2 (7)C33—C34—C35—C36179.6 (7)
O26—Tm4—O21—C41105.8 (6)C34—C35—C36—C371.8 (13)
O11ii—Tm4—O21—Tm1v160.1 (2)C35—C36—C37—C38−1.9 (13)
O3iv—Tm4—O21—Tm1v−36.7 (2)C36—C37—C38—C390.2 (12)
O18—Tm4—O21—Tm1v−114.2 (3)C37—C38—C39—C341.6 (11)
O16iv—Tm4—O21—Tm1v46.5 (2)C37—C38—C39—C40−177.5 (7)
O25—Tm4—O21—Tm1v91.6 (3)C35—C34—C39—C38−1.6 (10)
O26—Tm4—O21—Tm1v−116.3 (3)C33—C34—C39—C38178.7 (6)
Tm2—O2—C1—O121.3 (10)C35—C34—C39—C40177.5 (6)
Tm2—O2—C1—C2−154.8 (5)C33—C34—C39—C40−2.2 (10)
Tm1—O1—C1—O241.8 (14)Tm3iv—O19—C40—O20−6.7 (7)
Tm1—O1—C1—C2−142.0 (8)Tm3iv—O19—C40—C39173.4 (5)
O2—C1—C2—C7−11.8 (10)Tm2iv—O20—C40—O19−134.8 (7)
O1—C1—C2—C7171.7 (6)Tm3iv—O20—C40—O195.5 (6)
O2—C1—C2—C3162.8 (7)Tm2iv—O20—C40—C3945.1 (11)
O1—C1—C2—C3−13.7 (10)Tm3iv—O20—C40—C39−174.6 (6)
C7—C2—C3—C42.2 (11)C38—C39—C40—O19−160.5 (6)
C1—C2—C3—C4−172.5 (7)C34—C39—C40—O1920.4 (10)
C2—C3—C4—C52.1 (13)C38—C39—C40—O2019.6 (9)
C3—C4—C5—C6−4.3 (14)C34—C39—C40—O20−159.4 (6)
C4—C5—C6—C72.1 (13)Tm1v—O22—C41—O21−14.6 (6)
C3—C2—C7—C6−4.3 (10)Tm1v—O22—C41—C42156.4 (5)
C1—C2—C7—C6170.3 (6)Tm4—O21—C41—O22158.9 (5)
C3—C2—C7—C8169.9 (7)Tm1v—O21—C41—O2213.6 (6)
C1—C2—C7—C8−15.5 (10)Tm4—O21—C41—C42−11.9 (10)
C5—C6—C7—C22.2 (11)Tm1v—O21—C41—C42−157.2 (5)
C5—C6—C7—C8−172.4 (7)Tm4—O21—C41—Tm1v145.3 (6)
Tm4iv—O3—C8—O4−27.1 (10)O22—C41—C42—C43−75.5 (8)
Tm4iv—O3—C8—C7148.1 (5)O21—C41—C42—C4395.5 (7)
Tm1i—O4—C8—O364.5 (12)Tm1v—C41—C42—C43−2.6 (16)
Tm1i—O4—C8—C7−110.8 (8)O22—C41—C42—C47105.0 (8)
C2—C7—C8—O3113.1 (8)O21—C41—C42—C47−84.0 (8)
C6—C7—C8—O3−72.4 (9)Tm1v—C41—C42—C47177.9 (9)
C2—C7—C8—O4−71.3 (9)C47—C42—C43—C440.6 (11)
C6—C7—C8—O4103.2 (7)C41—C42—C43—C44−178.9 (7)
Tm2—O6—C9—O5−11.6 (11)C42—C43—C44—C45−2.8 (12)
Tm2—O6—C9—C10164.1 (5)C43—C44—C45—C462.6 (12)
Tm1—O5—C9—O648.3 (11)C44—C45—C46—C47−0.3 (12)
Tm1—O5—C9—C10−127.5 (6)C45—C46—C47—C42−1.9 (11)
O6—C9—C10—C11−99.1 (7)C45—C46—C47—C48178.9 (7)
O5—C9—C10—C1176.9 (7)C43—C42—C47—C461.7 (10)
O6—C9—C10—C1581.8 (8)C41—C42—C47—C46−178.8 (6)
O5—C9—C10—C15−102.2 (8)C43—C42—C47—C48−179.1 (6)
C15—C10—C11—C12−0.2 (10)C41—C42—C47—C480.4 (10)
C9—C10—C11—C12−179.4 (6)Tm1ii—O24—C48—O237.2 (7)
C10—C11—C12—C13−1.4 (11)Tm1ii—O24—C48—C47−171.4 (5)
C11—C12—C13—C141.9 (12)Tm2ii—O23—C48—O24130.9 (8)
C12—C13—C14—C15−0.8 (12)Tm1ii—O23—C48—O24−5.7 (6)
C11—C10—C15—C141.2 (9)Tm2ii—O23—C48—C47−50.5 (13)
C9—C10—C15—C14−179.7 (6)Tm1ii—O23—C48—C47172.8 (6)
C11—C10—C15—C16−179.9 (6)Tm2ii—O23—C48—Tm1ii136.7 (9)
C9—C10—C15—C16−0.8 (9)C46—C47—C48—O24170.4 (6)
C13—C14—C15—C10−0.8 (10)C42—C47—C48—O24−8.8 (9)
C13—C14—C15—C16−179.7 (6)C46—C47—C48—O23−8.2 (10)
Tm3ii—O8—C16—O7−13.5 (6)C42—C47—C48—O23172.7 (6)
Tm3ii—O8—C16—C15163.1 (5)C46—C47—C48—Tm1ii143.9 (15)
Tm3ii—O7—C16—O813.9 (6)C42—C47—C48—Tm1ii−35 (2)
Tm3ii—O7—C16—C15−162.7 (5)
Symmetry codes: (i) −x, −y, −z+1; (ii) −x, −y, −z; (iii) x−1, y, z+1; (iv) −x+1, −y, −z; (v) x+1, y, z−1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O25—H25A···O14iv0.824 (10)2.06 (2)2.872 (7)169 (9)
O25—H25B···O17iv0.821 (10)2.32 (7)2.729 (7)111 (6)
O25—H25B···O19iv0.821 (10)2.45 (3)3.232 (7)161 (7)
O26—H26A···O7ii0.816 (10)2.08 (5)2.822 (7)151 (9)
O26—H26B···O22vi0.817 (10)2.40 (2)3.208 (7)168 (9)
O26—H26B···O5ii0.817 (10)2.62 (6)3.072 (7)116 (5)
Symmetry codes: (iv) −x+1, −y, −z; (ii) −x, −y, −z; (vi) −x+1, −y, −z−1.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O25—H25A···O14i0.824 (10)2.06 (2)2.872 (7)169 (9)
O25—H25B···O17i0.821 (10)2.32 (7)2.729 (7)111 (6)
O25—H25B···O19i0.821 (10)2.45 (3)3.232 (7)161 (7)
O26—H26A···O7ii0.816 (10)2.08 (5)2.822 (7)151 (9)
O26—H26B···O22iii0.817 (10)2.40 (2)3.208 (7)168 (9)
O26—H26B···O5ii0.817 (10)2.62 (6)3.072 (7)116 (5)
Symmetry codes: (i) −x+1, −y, −z; (ii) −x, −y, −z; (iii) −x+1, −y, −z−1.
references
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