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Acta Cryst. (2010). E66, m1497    [ doi:10.1107/S1600536810043898 ]

Bis[[mu]-2-(4-hydroxyphenyl)acetato]-[kappa]3O,O':O;[kappa]3O:O,O'-bis{aqua(4,4'-bipyridine-[kappa]N)bis[2-(4-hydroxyphenyl)acetato-[kappa]2O,O']thulium(III)} monohydrate

J.-L. Liu, J.-F. Liu and G.-L. Zhao

Abstract top

In the title dinuclear complex, [Tm2(C8H7O3)6(C10H8N2)2(H2O)2]·H2O, the TmIII atoms are coordinated by eight O atoms from four 2-(4-hydroxyphenyl)acetate (HPAA) ligands and a water molecule, and one N atom from a 4,4'-bipyridine ligand in a distorted tricapped trigonal-prismatic geometry. While four of the HPAA ligands coordinate to just one Tm atom, the remaining two HPAA ligands bridge the two Tm atoms. In the crystal, O-H...O and O-H...N hydrogen bonds link the molecules into a three-dimensional network.

Comment top

The design and synthesis of carboxylic metal-organic complexes have been of increasing interest for decades owing to their potential practical applications in fluorescence and magnetism (Wang et al., 2010; Fang & Zhang, 2006; Wang & Sevov, 2008; Liu et al., 2010). The title compound consists of six PAA ligands, two 4,4'-bipyridine(bipy) molecules and three water molecules. In the binuclear complex, each Tm atom is coordinated by seven O atoms from four PAA ligands, one N atom from a 4,4'-bipyridine ligand and one O atom from a water molecule. The Tm atoms are nine coordinated. Four PAA ligands coordinate to one Tm centre and two of them bridge two Tm centres (Fig. 1). The thuliumIII atom is in a distorted capped pentagonal prism environment. The Tm–O bond lengths range from 2.3052 (16) Å-2.5406 (18) Å. The Tm–N distances range from 2.507 (2) Å-2.525 (2) Å. The Tm–O(water) bond lengths range from 2.3429 (18) Å-2.3454 (18) Å, which is slightly shorter than the other Tm–O bonds. In addition, there are plenty of hydrogen bonds in the crystal structure. The occurrence of numerous O–H···O involving coordinated and non-coordinated water molecules build up an intricated three dimensionnal network.

Related literature top

For the design, synthesis and applications of carboxylic metal–organic complexes, see: Liu et al. (2010); Wang & Sevov (2008); Fang & Zhang (2006); Wang et al. (2010).

Experimental top

All reagents and solvents used were of commercially available quality and were not purified. p-hydroxyphenylacetic acid (HPAA) (0.456 g, 3 mmol) and sodium hydroxide (0.12 g, 3 mmol) were mixed together in water (10 ml), then Tm[(NO3)3] (0.330 g, 1 mmol) dissolved in water (10 ml) was added into the above solution. After stirring for one hour, an ethanol (5 ml) solution of 4,4'-bipyridine (0.156 g, 1 mmol) was slowly dripped into the above solution with stirring for three hours. After filtration, the filtrate was allowed to stand at room temperature, and single crystals were obtained after a week.

Refinement top

H atoms excluding the water H atoms were geometrically positioned and treated as riding with C–H = 0.97 Å (methylene) or 0.93 Å (aromatic) and O–H = 0.82 Å with Uiso(H) = 1.2Ueq(C) or Uiso(H) = 1.5Ueq(O). The H atoms of the water molecules were located in a difference Fourier map. Their coordinates were refined using restraints [O–H = 0.82 (1)Å and H···H = 1.39 (2) Å] with Uiso(H) = 1.5Ueq(O).

Computing details top

Data collection: APEX2 (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT (Bruker, 2006); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title complex, showing the atom-labelling scheme. Displacement ellipsoids are drawn at the 50% probability level.
Bis[µ-2-(4-hydroxyphenyl)acetato]- κ3O,O':O;κ3O:O,O'- bis{aqua(4,4'-bipyridine-κN)bis[2-(4- hydroxyphenyl)acetato-κ2O,O']thulium(III)} monohydrate top
Crystal data top
[Tm2(C8H7O3)6(C10H8N2)2(H2O)2]·H2OZ = 2
Mr = 1611.10F(000) = 1612
Triclinic, P1Dx = 1.701 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 11.6999 (1) ÅCell parameters from 9775 reflections
b = 16.1522 (2) Åθ = 1.7–27.7°
c = 18.4294 (2) ŵ = 2.89 mm−1
α = 83.294 (1)°T = 296 K
β = 72.374 (1)°Block, colourless
γ = 71.380 (1)°0.22 × 0.06 × 0.05 mm
V = 3144.75 (6) Å3
Data collection top
Bruker SMART CCD area-detector
diffractometer		14320 independent reflections
Radiation source: fine-focus sealed tube11902 reflections with I > 2σ(I)
graphiteRint = 0.029
phi and ω scansθmax = 27.6°, θmin = 1.2°
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)		h = −15→15
Tmin = 0.824, Tmax = 0.858k = −21→21
48805 measured reflectionsl = −24→23
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.023Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.053H atoms treated by a mixture of independent and constrained refinement
S = 0.93 w = 1/[σ2(Fo2) + (0.0219P)2 + 2.5538P]
where P = (Fo2 + 2Fc2)/3
14320 reflections(Δ/σ)max = 0.002
875 parametersΔρmax = 0.81 e Å−3
9 restraintsΔρmin = −0.72 e Å−3
Crystal data top
[Tm2(C8H7O3)6(C10H8N2)2(H2O)2]·H2Oγ = 71.380 (1)°
Mr = 1611.10V = 3144.75 (6) Å3
Triclinic, P1Z = 2
a = 11.6999 (1) ÅMo Kα radiation
b = 16.1522 (2) ŵ = 2.89 mm−1
c = 18.4294 (2) ÅT = 296 K
α = 83.294 (1)°0.22 × 0.06 × 0.05 mm
β = 72.374 (1)°
Data collection top
Bruker SMART CCD area-detector
diffractometer		14320 independent reflections
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)		11902 reflections with I > 2σ(I)
Tmin = 0.824, Tmax = 0.858Rint = 0.029
48805 measured reflectionsθmax = 27.6°
Refinement top
R[F2 > 2σ(F2)] = 0.023H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.053Δρmax = 0.81 e Å−3
S = 0.93Δρmin = −0.72 e Å−3
14320 reflectionsAbsolute structure: ?
875 parametersFlack parameter: ?
9 restraintsRogers parameter: ?
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
Tm10.272893 (10)0.363596 (6)0.281576 (6)0.02507 (3)
Tm20.131092 (10)0.207933 (6)0.198069 (6)0.02443 (3)
N10.3116 (2)0.50754 (13)0.28166 (13)0.0322 (5)
N20.3909 (3)0.92956 (18)0.2257 (2)0.0645 (9)
N30.0886 (2)0.06565 (13)0.19142 (13)0.0316 (5)
N40.0372 (3)−0.36400 (18)0.2271 (2)0.0660 (10)
C10.2254 (3)0.50686 (18)0.51505 (15)0.0344 (6)
C20.3414 (3)0.5135 (2)0.47165 (17)0.0431 (7)
H2A0.39820.46660.44230.052*
C30.3746 (3)0.5887 (2)0.47106 (18)0.0469 (8)
H3A0.45270.59230.44090.056*
C40.2926 (3)0.65763 (19)0.51483 (18)0.0415 (7)
C50.1780 (3)0.6518 (2)0.55957 (19)0.0469 (8)
H5A0.12280.69810.59020.056*
C60.1444 (3)0.57766 (19)0.55934 (17)0.0424 (7)
H6A0.06590.57490.58940.051*
C70.1871 (3)0.42530 (19)0.51734 (16)0.0400 (7)
H7A0.23140.38000.54700.048*
H7B0.09770.43790.54220.048*
C80.2159 (3)0.39289 (19)0.43848 (16)0.0374 (7)
C90.6223 (3)0.09082 (17)0.30142 (18)0.0381 (7)
C100.6025 (3)0.05960 (19)0.37533 (19)0.0499 (8)
H10A0.58850.09710.41390.060*
C110.6029 (3)−0.0259 (2)0.39428 (18)0.0507 (8)
H11A0.5899−0.04560.44470.061*
C120.6226 (3)−0.08143 (17)0.33756 (17)0.0382 (7)
C130.6405 (3)−0.05130 (19)0.26372 (18)0.0470 (8)
H13A0.6528−0.08860.22540.056*
C140.6403 (3)0.03341 (19)0.24605 (18)0.0453 (7)
H14A0.65250.05280.19560.054*
C150.6242 (3)0.18338 (18)0.2810 (2)0.0490 (8)
H15A0.68940.18320.23360.059*
H15B0.64710.20450.32010.059*
C160.5023 (3)0.24669 (17)0.27218 (16)0.0330 (6)
C170.2733 (3)0.45381 (19)0.01336 (16)0.0412 (7)
C180.1479 (3)0.5009 (2)0.02823 (17)0.0473 (8)
H18A0.08740.47410.05500.057*
C190.1101 (3)0.5874 (2)0.00401 (17)0.0443 (7)
H19A0.02500.61800.01440.053*
C200.1992 (3)0.62794 (18)−0.03564 (16)0.0372 (6)
C210.3254 (3)0.58146 (19)−0.05033 (17)0.0411 (7)
H21A0.38600.6084−0.07660.049*
C220.3618 (3)0.49529 (18)−0.02619 (17)0.0412 (7)
H22A0.44690.4646−0.03660.049*
C230.3133 (4)0.3601 (2)0.04063 (17)0.0562 (10)
H23A0.25930.32970.03200.067*
H23B0.39870.33170.01100.067*
C240.3075 (3)0.35233 (16)0.12355 (15)0.0314 (6)
C250.1425 (3)0.11458 (18)0.47590 (16)0.0367 (7)
C260.0402 (3)0.10736 (19)0.53550 (17)0.0424 (7)
H26A−0.02830.15660.55100.051*
C270.0384 (3)0.02770 (19)0.57234 (16)0.0405 (7)
H27A−0.03070.02380.61250.049*
C280.1387 (3)−0.04523 (18)0.54933 (16)0.0348 (6)
C290.2426 (3)−0.03927 (19)0.49047 (17)0.0410 (7)
H29A0.3111−0.08860.47510.049*
C300.2432 (3)0.04091 (19)0.45486 (17)0.0412 (7)
H30A0.31340.04510.41570.049*
C310.1453 (3)0.19992 (18)0.43314 (16)0.0422 (7)
H31A0.08200.24720.46400.051*
H31B0.22660.20800.42660.051*
C320.1228 (2)0.20683 (16)0.35645 (15)0.0291 (6)
C33−0.2525 (2)0.47879 (16)0.24482 (16)0.0306 (6)
C34−0.2101 (3)0.51760 (18)0.17474 (16)0.0382 (7)
H34A−0.17220.48330.13170.046*
C35−0.2230 (3)0.60530 (18)0.16748 (17)0.0403 (7)
H35A−0.19420.62970.11980.048*
C36−0.2785 (3)0.65763 (17)0.23061 (17)0.0374 (6)
C37−0.3210 (3)0.62041 (18)0.30082 (16)0.0396 (7)
H37A−0.35860.65480.34380.048*
C38−0.3077 (3)0.53177 (17)0.30730 (16)0.0370 (6)
H38A−0.33670.50740.35490.044*
C39−0.2391 (2)0.38273 (16)0.25170 (17)0.0358 (6)
H39A−0.28380.36990.30320.043*
H39B−0.27990.36970.21760.043*
C40−0.1067 (2)0.32280 (16)0.23423 (15)0.0284 (5)
C410.2331 (3)0.05730 (18)−0.04364 (15)0.0384 (7)
C420.3523 (3)0.00665 (19)−0.04008 (16)0.0407 (7)
H42A0.40840.0340−0.03510.049*
C430.3894 (3)−0.0831 (2)−0.04371 (17)0.0451 (7)
H43A0.4703−0.1155−0.04240.054*
C440.3065 (3)−0.1248 (2)−0.04932 (18)0.0459 (7)
C450.1883 (3)−0.0759 (2)−0.05398 (18)0.0492 (8)
H45A0.1325−0.1036−0.05880.059*
C460.1527 (3)0.0138 (2)−0.05150 (17)0.0449 (7)
H46A0.07300.0460−0.05520.054*
C470.1897 (3)0.15558 (19)−0.03641 (17)0.0455 (7)
H47A0.25250.1796−0.07120.055*
H47B0.11230.1797−0.05100.055*
C480.1678 (3)0.18238 (17)0.04343 (16)0.0355 (6)
C490.2289 (3)0.57610 (17)0.32173 (16)0.0349 (6)
H49A0.15580.56860.35590.042*
C500.2461 (3)0.65735 (17)0.31520 (17)0.0372 (6)
H50A0.18560.70300.34460.045*
C510.3534 (3)0.67103 (17)0.26491 (17)0.0354 (6)
C520.4413 (3)0.59957 (18)0.22479 (18)0.0424 (7)
H52A0.51630.60510.19150.051*
C530.4172 (3)0.52025 (18)0.23434 (18)0.0394 (7)
H53A0.47720.47320.20660.047*
C540.4488 (4)0.8688 (2)0.1743 (3)0.0765 (13)
H54A0.49790.88390.12780.092*
C550.4421 (3)0.7834 (2)0.1839 (2)0.0607 (10)
H55A0.48410.74360.14480.073*
C560.3716 (3)0.75945 (17)0.25284 (19)0.0408 (7)
C570.3143 (4)0.8218 (2)0.3081 (2)0.0612 (10)
H57A0.26810.80830.35610.073*
C580.3261 (4)0.9047 (2)0.2914 (2)0.0694 (11)
H58A0.28530.94600.32930.083*
C590.1759 (3)−0.00021 (17)0.14963 (16)0.0369 (6)
H59A0.24970.00960.11850.044*
C600.1618 (3)−0.08216 (17)0.15046 (17)0.0417 (7)
H60A0.2245−0.12530.11940.050*
C610.0551 (3)−0.10025 (17)0.19724 (16)0.0360 (6)
C62−0.0371 (3)−0.03130 (18)0.23823 (18)0.0419 (7)
H62A−0.1123−0.03920.26900.050*
C63−0.0176 (3)0.04962 (18)0.23345 (17)0.0390 (7)
H63A−0.08180.09520.26090.047*
C640.1173 (5)−0.3399 (2)0.1670 (2)0.0687 (12)
H64A0.1722−0.38220.13220.082*
C650.1234 (4)−0.2547 (2)0.1534 (2)0.0609 (10)
H65A0.1800−0.24080.10990.073*
C660.0447 (3)−0.19095 (17)0.20522 (19)0.0428 (7)
C67−0.0402 (3)−0.2154 (2)0.2672 (2)0.0607 (10)
H67A−0.0962−0.17450.30300.073*
C68−0.0408 (4)−0.3015 (2)0.2753 (3)0.0711 (12)
H68A−0.0994−0.31660.31700.085*
O1W0.09088 (18)0.45657 (11)0.25384 (12)0.0359 (4)
O10.3149 (2)0.33406 (14)0.41036 (12)0.0498 (5)
O2W0.32075 (18)0.11468 (11)0.21618 (13)0.0378 (5)
O20.1408 (2)0.42768 (13)0.39911 (11)0.0422 (5)
O30.3283 (2)0.73172 (15)0.51250 (15)0.0641 (7)
H3B0.26980.76950.53840.076 (14)*
O3W0.5549 (3)0.76744 (16)0.49078 (15)0.0607 (6)
O40.49211 (18)0.32622 (12)0.26334 (13)0.0439 (5)
O50.41074 (17)0.21987 (11)0.27557 (12)0.0370 (4)
O60.6261 (2)−0.16739 (13)0.35175 (13)0.0607 (7)
H6B0.5991−0.17560.39770.091*
O70.3518 (2)0.39828 (13)0.15010 (11)0.0449 (5)
O80.25547 (16)0.29964 (11)0.16721 (10)0.0310 (4)
O90.1681 (2)0.71282 (13)−0.06079 (13)0.0542 (6)
H9A0.09720.7271−0.06610.081*
O100.14550 (16)0.26964 (11)0.31179 (10)0.0293 (4)
O110.08385 (19)0.15314 (12)0.33458 (11)0.0370 (4)
O120.1411 (2)−0.12635 (12)0.58313 (12)0.0458 (5)
H12A0.0692−0.12670.60590.069*
O13−0.01256 (17)0.35083 (11)0.20618 (12)0.0365 (4)
O14−0.08821 (18)0.24205 (11)0.24648 (12)0.0402 (5)
O15−0.2883 (2)0.74424 (12)0.21972 (13)0.0541 (6)
H15C−0.31470.76790.26110.081*
O160.25669 (19)0.15830 (12)0.07359 (11)0.0389 (5)
O170.0615 (2)0.22751 (13)0.08142 (12)0.0473 (5)
O180.3466 (3)−0.21394 (14)−0.05109 (16)0.0708 (7)
H18B0.2902−0.2316−0.05460.106*
H2WA0.371 (3)0.130 (2)0.231 (2)0.106*
H3WB0.494 (3)0.748 (3)0.498 (3)0.106*
H1WA0.043 (4)0.437 (2)0.240 (3)0.106*
H1WB0.065 (4)0.5101 (12)0.246 (3)0.106*
H3WA0.596 (3)0.733 (3)0.519 (2)0.106*
H2WB0.353 (4)0.0615 (12)0.211 (3)0.106*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Tm10.02738 (6)0.01615 (5)0.03496 (7)−0.00853 (4)−0.01254 (5)0.00258 (4)
Tm20.02646 (6)0.01500 (5)0.03413 (7)−0.00686 (4)−0.01144 (5)0.00029 (4)
N10.0337 (12)0.0206 (11)0.0457 (14)−0.0097 (9)−0.0153 (11)0.0017 (9)
N20.0582 (19)0.0284 (15)0.119 (3)−0.0187 (14)−0.042 (2)0.0129 (17)
N30.0385 (13)0.0215 (11)0.0381 (13)−0.0103 (10)−0.0154 (10)0.0022 (9)
N40.087 (2)0.0300 (15)0.114 (3)−0.0287 (16)−0.072 (2)0.0198 (17)
C10.0391 (16)0.0379 (15)0.0296 (15)−0.0138 (13)−0.0118 (12)−0.0016 (11)
C20.0403 (17)0.0452 (18)0.0412 (17)−0.0114 (14)−0.0050 (14)−0.0132 (13)
C30.0362 (16)0.0513 (19)0.054 (2)−0.0176 (15)−0.0059 (14)−0.0078 (15)
C40.0399 (17)0.0378 (16)0.0517 (19)−0.0138 (14)−0.0168 (14)−0.0029 (13)
C50.0407 (17)0.0363 (16)0.057 (2)−0.0048 (14)−0.0066 (15)−0.0145 (14)
C60.0337 (16)0.0455 (17)0.0459 (18)−0.0127 (14)−0.0050 (13)−0.0070 (14)
C70.0514 (18)0.0393 (16)0.0315 (15)−0.0187 (14)−0.0094 (13)−0.0006 (12)
C80.0460 (17)0.0338 (15)0.0385 (16)−0.0243 (14)−0.0084 (14)0.0011 (12)
C90.0277 (14)0.0258 (14)0.064 (2)−0.0035 (11)−0.0231 (14)0.0018 (13)
C100.071 (2)0.0279 (15)0.054 (2)−0.0043 (15)−0.0293 (18)−0.0114 (14)
C110.071 (2)0.0350 (17)0.0412 (18)−0.0078 (16)−0.0178 (17)−0.0022 (13)
C120.0441 (17)0.0265 (14)0.0440 (17)−0.0096 (13)−0.0132 (14)−0.0016 (12)
C130.065 (2)0.0352 (16)0.0412 (18)−0.0131 (15)−0.0142 (16)−0.0080 (13)
C140.057 (2)0.0365 (16)0.0399 (17)−0.0118 (15)−0.0148 (15)0.0037 (13)
C150.0364 (16)0.0281 (15)0.090 (3)−0.0102 (13)−0.0308 (17)0.0073 (15)
C160.0335 (15)0.0265 (14)0.0404 (16)−0.0085 (12)−0.0142 (12)0.0021 (11)
C170.069 (2)0.0368 (16)0.0292 (15)−0.0276 (16)−0.0193 (15)0.0036 (12)
C180.062 (2)0.059 (2)0.0337 (17)−0.0393 (18)−0.0098 (15)−0.0007 (14)
C190.0399 (17)0.0519 (19)0.0445 (18)−0.0154 (15)−0.0131 (14)−0.0061 (14)
C200.0484 (18)0.0317 (15)0.0390 (16)−0.0148 (13)−0.0207 (14)0.0006 (12)
C210.0465 (18)0.0364 (16)0.0471 (18)−0.0213 (14)−0.0158 (14)0.0063 (13)
C220.0504 (18)0.0337 (15)0.0472 (18)−0.0170 (14)−0.0225 (15)0.0048 (13)
C230.106 (3)0.0359 (17)0.0385 (18)−0.0356 (19)−0.0250 (19)0.0053 (13)
C240.0382 (15)0.0238 (13)0.0334 (15)−0.0113 (12)−0.0113 (12)0.0028 (11)
C250.0550 (18)0.0313 (15)0.0361 (16)−0.0218 (14)−0.0247 (14)0.0092 (12)
C260.0519 (19)0.0309 (15)0.0444 (18)−0.0107 (14)−0.0162 (15)0.0022 (12)
C270.0453 (17)0.0399 (16)0.0355 (16)−0.0164 (14)−0.0092 (13)0.0061 (13)
C280.0448 (17)0.0314 (14)0.0349 (15)−0.0169 (13)−0.0175 (13)0.0063 (11)
C290.0410 (17)0.0380 (16)0.0421 (17)−0.0108 (13)−0.0117 (14)0.0044 (13)
C300.0460 (18)0.0430 (17)0.0391 (17)−0.0229 (15)−0.0129 (14)0.0111 (13)
C310.064 (2)0.0348 (16)0.0419 (17)−0.0265 (15)−0.0256 (15)0.0075 (13)
C320.0303 (14)0.0212 (12)0.0367 (15)−0.0102 (11)−0.0096 (11)0.0039 (10)
C330.0268 (13)0.0241 (13)0.0411 (16)−0.0035 (11)−0.0128 (12)−0.0044 (11)
C340.0420 (17)0.0319 (15)0.0365 (16)−0.0052 (13)−0.0077 (13)−0.0104 (12)
C350.0502 (18)0.0350 (16)0.0363 (16)−0.0146 (14)−0.0122 (14)0.0024 (12)
C360.0421 (17)0.0239 (13)0.0491 (18)−0.0073 (12)−0.0188 (14)−0.0039 (12)
C370.0460 (17)0.0325 (15)0.0376 (16)−0.0040 (13)−0.0127 (14)−0.0109 (12)
C380.0383 (16)0.0306 (15)0.0373 (16)−0.0050 (12)−0.0095 (13)−0.0003 (12)
C390.0295 (14)0.0245 (13)0.0526 (18)−0.0059 (11)−0.0125 (13)−0.0018 (12)
C400.0305 (14)0.0233 (13)0.0342 (15)−0.0064 (11)−0.0142 (11)−0.0032 (10)
C410.0494 (18)0.0352 (15)0.0292 (15)−0.0127 (14)−0.0083 (13)−0.0032 (12)
C420.0472 (18)0.0412 (17)0.0393 (17)−0.0210 (14)−0.0114 (14)−0.0020 (13)
C430.0479 (18)0.0408 (17)0.0487 (19)−0.0148 (15)−0.0148 (15)−0.0014 (14)
C440.055 (2)0.0364 (17)0.0451 (18)−0.0163 (15)−0.0087 (15)−0.0047 (13)
C450.051 (2)0.0486 (19)0.054 (2)−0.0241 (16)−0.0103 (16)−0.0090 (15)
C460.0425 (17)0.0482 (19)0.0449 (18)−0.0119 (15)−0.0128 (14)−0.0088 (14)
C470.064 (2)0.0355 (16)0.0349 (17)−0.0086 (15)−0.0172 (15)−0.0005 (12)
C480.0492 (18)0.0203 (13)0.0374 (16)−0.0139 (13)−0.0110 (14)0.0043 (11)
C490.0378 (15)0.0284 (14)0.0399 (16)−0.0125 (12)−0.0111 (13)0.0010 (11)
C500.0416 (16)0.0224 (13)0.0491 (18)−0.0081 (12)−0.0156 (14)−0.0032 (12)
C510.0382 (15)0.0238 (13)0.0538 (18)−0.0127 (12)−0.0249 (14)0.0044 (12)
C520.0346 (16)0.0271 (14)0.065 (2)−0.0129 (12)−0.0104 (14)0.0025 (13)
C530.0334 (15)0.0248 (14)0.0591 (19)−0.0094 (12)−0.0094 (14)−0.0048 (13)
C540.049 (2)0.042 (2)0.125 (4)−0.0209 (18)−0.007 (2)0.022 (2)
C550.0457 (19)0.0301 (17)0.093 (3)−0.0131 (15)−0.0008 (19)0.0034 (17)
C560.0402 (16)0.0247 (14)0.066 (2)−0.0128 (12)−0.0272 (15)0.0069 (13)
C570.100 (3)0.0370 (18)0.061 (2)−0.033 (2)−0.031 (2)0.0006 (16)
C580.105 (3)0.0378 (19)0.085 (3)−0.031 (2)−0.045 (3)−0.0033 (19)
C590.0461 (17)0.0231 (13)0.0394 (16)−0.0110 (12)−0.0090 (13)0.0015 (11)
C600.0565 (19)0.0214 (13)0.0451 (18)−0.0064 (13)−0.0167 (15)−0.0016 (12)
C610.0498 (17)0.0236 (13)0.0460 (17)−0.0144 (13)−0.0285 (14)0.0059 (12)
C620.0390 (16)0.0290 (15)0.062 (2)−0.0155 (13)−0.0171 (15)0.0037 (13)
C630.0368 (16)0.0258 (14)0.0568 (19)−0.0117 (12)−0.0138 (14)−0.0023 (12)
C640.125 (4)0.0310 (18)0.076 (3)−0.024 (2)−0.064 (3)−0.0006 (17)
C650.111 (3)0.0334 (17)0.056 (2)−0.029 (2)−0.043 (2)0.0029 (15)
C660.0561 (19)0.0223 (14)0.066 (2)−0.0139 (13)−0.0405 (17)0.0077 (13)
C670.0432 (19)0.0324 (17)0.110 (3)−0.0163 (15)−0.026 (2)0.0129 (18)
C680.054 (2)0.0326 (19)0.137 (4)−0.0223 (17)−0.041 (2)0.023 (2)
O1W0.0384 (11)0.0197 (9)0.0562 (13)−0.0066 (8)−0.0254 (10)0.0007 (9)
O10.0571 (14)0.0420 (12)0.0500 (13)−0.0083 (11)−0.0180 (11)−0.0107 (10)
O2W0.0375 (11)0.0179 (9)0.0633 (14)−0.0048 (8)−0.0257 (10)−0.0008 (9)
O20.0478 (12)0.0455 (12)0.0401 (12)−0.0209 (10)−0.0154 (10)0.0009 (9)
O30.0513 (15)0.0436 (13)0.097 (2)−0.0222 (12)−0.0063 (14)−0.0164 (13)
O3W0.0616 (17)0.0551 (15)0.0695 (17)−0.0239 (13)−0.0238 (14)0.0154 (12)
O40.0340 (11)0.0228 (10)0.0764 (15)−0.0097 (8)−0.0205 (10)0.0101 (9)
O50.0328 (10)0.0219 (9)0.0636 (13)−0.0068 (8)−0.0243 (10)−0.0044 (8)
O60.098 (2)0.0268 (11)0.0549 (14)−0.0243 (12)−0.0125 (13)−0.0026 (10)
O70.0610 (14)0.0500 (13)0.0398 (12)−0.0395 (11)−0.0151 (10)0.0040 (9)
O80.0324 (10)0.0223 (9)0.0391 (11)−0.0116 (8)−0.0094 (8)0.0037 (7)
O90.0600 (15)0.0348 (12)0.0775 (17)−0.0145 (11)−0.0355 (13)0.0054 (11)
O100.0331 (10)0.0217 (9)0.0342 (10)−0.0115 (8)−0.0101 (8)0.0062 (7)
O110.0507 (12)0.0323 (10)0.0390 (11)−0.0254 (9)−0.0175 (9)0.0063 (8)
O120.0526 (13)0.0313 (11)0.0533 (13)−0.0184 (10)−0.0128 (10)0.0112 (9)
O130.0279 (10)0.0220 (9)0.0616 (13)−0.0067 (8)−0.0152 (9)−0.0042 (8)
O140.0329 (10)0.0187 (9)0.0632 (14)−0.0051 (8)−0.0085 (10)0.0011 (8)
O150.0805 (17)0.0238 (10)0.0616 (15)−0.0150 (11)−0.0258 (13)−0.0016 (10)
O160.0413 (12)0.0358 (11)0.0430 (12)−0.0147 (9)−0.0128 (9)−0.0028 (9)
O170.0506 (13)0.0418 (12)0.0420 (12)0.0038 (10)−0.0190 (10)−0.0069 (9)
O180.0747 (18)0.0339 (13)0.108 (2)−0.0175 (12)−0.0288 (16)−0.0068 (13)
Geometric parameters (Å, °) top
Tm1—O1W2.3429 (18)C28—O121.379 (3)
Tm1—O52.3588 (17)C28—C291.384 (4)
Tm1—O102.3621 (16)C29—C301.383 (4)
Tm1—O42.3648 (19)C29—H29A0.9300
Tm1—O22.372 (2)C30—H30A0.9300
Tm1—O72.3866 (19)C31—C321.500 (4)
Tm1—N12.507 (2)C31—H31A0.9700
Tm1—O82.5406 (18)C31—H31B0.9700
Tm1—O12.528 (2)C32—O111.252 (3)
Tm1—C162.713 (3)C32—O101.274 (3)
Tm1—C82.825 (3)C33—C381.379 (4)
Tm1—C242.836 (3)C33—C341.389 (4)
Tm2—O82.3052 (16)C33—C391.503 (3)
Tm2—O2W2.3454 (18)C34—C351.371 (4)
Tm2—O142.3470 (19)C34—H34A0.9300
Tm2—O132.3719 (17)C35—C361.383 (4)
Tm2—O162.3875 (19)C35—H35A0.9300
Tm2—O172.474 (2)C36—O151.363 (3)
Tm2—O102.4947 (17)C36—C371.379 (4)
Tm2—O112.5235 (18)C37—C381.385 (4)
Tm2—N32.525 (2)C37—H37A0.9300
Tm2—C402.738 (3)C38—H38A0.9300
Tm2—C482.810 (3)C39—C401.502 (4)
Tm2—C322.889 (3)C39—H39A0.9700
N1—C491.335 (3)C39—H39B0.9700
N1—C531.341 (3)C40—O141.257 (3)
N2—C581.313 (5)C40—O131.266 (3)
N2—C541.314 (5)C41—C461.389 (4)
N3—C591.338 (3)C41—C421.390 (4)
N3—C631.337 (3)C41—C471.513 (4)
N4—C641.326 (5)C42—C431.377 (4)
N4—C681.331 (5)C42—H42A0.9300
C1—C21.381 (4)C43—C441.378 (4)
C1—C61.389 (4)C43—H43A0.9300
C1—C71.514 (4)C44—O181.366 (4)
C2—C31.387 (4)C44—C451.379 (5)
C2—H2A0.9300C45—C461.376 (4)
C3—C41.367 (4)C45—H45A0.9300
C3—H3A0.9300C46—H46A0.9300
C4—C51.371 (4)C47—C481.506 (4)
C4—O31.380 (3)C47—H47A0.9700
C5—C61.376 (4)C47—H47B0.9700
C5—H5A0.9300C48—O161.258 (3)
C6—H6A0.9300C48—O171.258 (3)
C7—C81.506 (4)C49—C501.376 (3)
C7—H7A0.9700C49—H49A0.9300
C7—H7B0.9700C50—C511.382 (4)
C8—O11.249 (4)C50—H50A0.9300
C8—O21.261 (3)C51—C521.385 (4)
C9—C101.374 (4)C51—C561.492 (3)
C9—C141.383 (4)C52—C531.378 (4)
C9—C151.504 (4)C52—H52A0.9300
C10—C111.384 (4)C53—H53A0.9300
C10—H10A0.9300C54—C551.394 (4)
C11—C121.375 (4)C54—H54A0.9300
C11—H11A0.9300C55—C561.378 (4)
C12—C131.367 (4)C55—H55A0.9300
C12—O61.373 (3)C56—C571.377 (4)
C13—C141.369 (4)C57—C581.379 (4)
C13—H13A0.9300C57—H57A0.9300
C14—H14A0.9300C58—H58A0.9300
C15—C161.508 (4)C59—C601.383 (4)
C15—H15A0.9700C59—H59A0.9300
C15—H15B0.9700C60—C611.382 (4)
C16—O41.247 (3)C60—H60A0.9300
C16—O51.261 (3)C61—C621.382 (4)
C17—C181.378 (5)C61—C661.495 (3)
C17—C221.387 (4)C62—C631.385 (4)
C17—C231.509 (4)C62—H62A0.9300
C18—C191.388 (4)C63—H63A0.9300
C18—H18A0.9300C64—C651.391 (4)
C19—C201.383 (4)C64—H64A0.9300
C19—H19A0.9300C65—C661.382 (5)
C20—O91.365 (3)C65—H65A0.9300
C20—C211.384 (4)C66—C671.379 (5)
C21—C221.381 (4)C67—C681.384 (4)
C21—H21A0.9300C67—H67A0.9300
C22—H22A0.9300C68—H68A0.9300
C23—C241.501 (4)O1W—H1WA0.84 (5)
C23—H23A0.9700O1W—H1WB0.830 (18)
C23—H23B0.9700O2W—H2WA0.83 (4)
C24—O71.243 (3)O2W—H2WB0.824 (18)
C24—O81.271 (3)O3—H3B0.8200
C25—C301.375 (4)O3W—H3WB0.84 (4)
C25—C261.384 (4)O3W—H3WA0.85 (4)
C25—C311.510 (4)O6—H6B0.8200
C26—C271.386 (4)O9—H9A0.8200
C26—H26A0.9300O12—H12A0.8200
C27—C281.370 (4)O15—H15C0.8200
C27—H27A0.9300O18—H18B0.8200
O1W—Tm1—O5145.81 (6)C19—C18—H18A119.3
O1W—Tm1—O1079.72 (6)C20—C19—C18119.9 (3)
O5—Tm1—O1073.62 (6)C20—C19—H19A120.1
O1W—Tm1—O4149.21 (7)C18—C19—H19A120.1
O5—Tm1—O454.84 (6)O9—C20—C21118.0 (3)
O10—Tm1—O4128.08 (6)O9—C20—C19122.7 (3)
O1W—Tm1—O274.82 (7)C21—C20—C19119.2 (3)
O5—Tm1—O2121.79 (7)C20—C21—C22120.3 (3)
O10—Tm1—O283.43 (6)C20—C21—H21A119.9
O4—Tm1—O2116.76 (7)C22—C21—H21A119.9
O1W—Tm1—O778.28 (8)C21—C22—C17121.0 (3)
O5—Tm1—O795.13 (7)C21—C22—H22A119.5
O10—Tm1—O7117.18 (6)C17—C22—H22A119.5
O4—Tm1—O776.69 (7)C24—C23—C17112.5 (2)
O2—Tm1—O7142.29 (7)C24—C23—H23A109.1
O1W—Tm1—N180.66 (7)C17—C23—H23A109.1
O5—Tm1—N1130.63 (7)C24—C23—H23B109.1
O10—Tm1—N1153.56 (7)C17—C23—H23B109.1
O4—Tm1—N175.96 (7)H23A—C23—H23B107.8
O2—Tm1—N174.43 (7)O7—C24—O8119.7 (2)
O7—Tm1—N175.54 (7)O7—C24—C23120.2 (2)
O1W—Tm1—O873.93 (6)O8—C24—C23120.2 (2)
O5—Tm1—O875.66 (6)O7—C24—Tm156.50 (14)
O10—Tm1—O865.26 (6)O8—C24—Tm163.62 (14)
O4—Tm1—O8103.72 (7)C23—C24—Tm1171.5 (2)
O2—Tm1—O8138.88 (6)C30—C25—C26118.3 (2)
O7—Tm1—O852.23 (6)C30—C25—C31119.7 (3)
N1—Tm1—O8125.07 (6)C26—C25—C31122.1 (3)
O1W—Tm1—O1127.14 (7)C25—C26—C27120.9 (3)
O5—Tm1—O175.11 (7)C25—C26—H26A119.5
O10—Tm1—O191.31 (7)C27—C26—H26A119.5
O4—Tm1—O171.38 (7)C28—C27—C26119.8 (3)
O2—Tm1—O152.36 (7)C28—C27—H27A120.1
O7—Tm1—O1146.35 (7)C26—C27—H27A120.1
N1—Tm1—O186.54 (7)C27—C28—O12122.2 (3)
O8—Tm1—O1146.70 (6)C27—C28—C29120.2 (3)
O1W—Tm1—C16164.15 (8)O12—C28—C29117.5 (3)
O5—Tm1—C1627.68 (7)C30—C29—C28119.2 (3)
O10—Tm1—C16100.75 (7)C30—C29—H29A120.4
O4—Tm1—C1627.35 (7)C28—C29—H29A120.4
O2—Tm1—C16121.03 (8)C25—C30—C29121.6 (3)
O7—Tm1—C1687.61 (8)C25—C30—H30A119.2
N1—Tm1—C16102.96 (7)C29—C30—H30A119.2
O8—Tm1—C1691.76 (7)C32—C31—C25114.9 (2)
O1—Tm1—C1668.69 (8)C32—C31—H31A108.5
O1W—Tm1—C8101.08 (8)C25—C31—H31A108.5
O5—Tm1—C899.60 (8)C32—C31—H31B108.5
O10—Tm1—C889.28 (7)C25—C31—H31B108.5
O4—Tm1—C893.09 (8)H31A—C31—H31B107.5
O2—Tm1—C826.29 (8)O11—C32—O10119.0 (2)
O7—Tm1—C8152.56 (7)O11—C32—C31122.7 (2)
N1—Tm1—C877.29 (7)O10—C32—C31118.3 (2)
O8—Tm1—C8154.49 (6)O11—C32—Tm260.65 (13)
O1—Tm1—C826.25 (8)O10—C32—Tm259.41 (13)
C16—Tm1—C894.77 (9)C31—C32—Tm2169.0 (2)
O1W—Tm1—C2472.60 (8)C38—C33—C34117.5 (2)
O5—Tm1—C2486.92 (7)C38—C33—C39121.6 (3)
O10—Tm1—C2491.46 (7)C34—C33—C39120.9 (2)
O4—Tm1—C2491.64 (8)C35—C34—C33121.5 (3)
O2—Tm1—C24147.41 (8)C35—C34—H34A119.2
O7—Tm1—C2425.74 (6)C33—C34—H34A119.2
N1—Tm1—C2499.40 (7)C34—C35—C36120.3 (3)
O8—Tm1—C2426.63 (6)C34—C35—H35A119.8
O1—Tm1—C24160.22 (8)C36—C35—H35A119.8
C16—Tm1—C2491.56 (8)O15—C36—C37123.4 (3)
C8—Tm1—C24173.38 (8)O15—C36—C35117.6 (3)
O8—Tm2—O2W78.47 (6)C37—C36—C35119.1 (3)
O8—Tm2—O14129.34 (6)C36—C37—C38120.0 (3)
O2W—Tm2—O14143.01 (7)C36—C37—H37A120.0
O8—Tm2—O1375.23 (6)C38—C37—H37A120.0
O2W—Tm2—O13148.01 (6)C33—C38—C37121.6 (3)
O14—Tm2—O1354.77 (6)C33—C38—H38A119.2
O8—Tm2—O1679.84 (6)C37—C38—H38A119.2
O2W—Tm2—O1675.44 (7)C40—C39—C33115.6 (2)
O14—Tm2—O16127.30 (7)C40—C39—H39A108.4
O13—Tm2—O16116.74 (7)C33—C39—H39A108.4
O8—Tm2—O1799.41 (7)C40—C39—H39B108.4
O2W—Tm2—O17127.36 (7)C33—C39—H39B108.4
O14—Tm2—O1777.18 (7)H39A—C39—H39B107.4
O13—Tm2—O1775.29 (7)O14—C40—O13118.7 (2)
O16—Tm2—O1752.89 (7)O14—C40—C39119.2 (2)
O8—Tm2—O1066.82 (6)O13—C40—C39122.1 (2)
O2W—Tm2—O1077.23 (6)O14—C40—Tm258.79 (13)
O14—Tm2—O1091.41 (6)O13—C40—Tm259.94 (13)
O13—Tm2—O1075.88 (6)C39—C40—Tm2176.85 (18)
O16—Tm2—O10140.30 (6)C46—C41—C42117.3 (3)
O17—Tm2—O10150.44 (6)C46—C41—C47120.7 (3)
O8—Tm2—O11115.68 (6)C42—C41—C47122.0 (3)
O2W—Tm2—O1172.88 (7)C43—C42—C41121.6 (3)
O14—Tm2—O1172.62 (7)C43—C42—H42A119.2
O13—Tm2—O11102.67 (7)C41—C42—H42A119.2
O16—Tm2—O11140.41 (6)C44—C43—C42120.0 (3)
O17—Tm2—O11143.35 (7)C44—C43—H43A120.0
O10—Tm2—O1151.40 (5)C42—C43—H43A120.0
O8—Tm2—N3153.26 (7)O18—C44—C43117.8 (3)
O2W—Tm2—N382.95 (7)O18—C44—C45122.6 (3)
O14—Tm2—N376.24 (7)C43—C44—C45119.5 (3)
O13—Tm2—N3127.58 (7)C44—C45—C46120.1 (3)
O16—Tm2—N376.97 (7)C44—C45—H45A119.9
O17—Tm2—N376.90 (7)C46—C45—H45A119.9
O10—Tm2—N3127.23 (6)C45—C46—C41121.5 (3)
O11—Tm2—N376.15 (6)C45—C46—H46A119.2
O8—Tm2—C40102.52 (7)C41—C46—H46A119.2
O2W—Tm2—C40158.42 (8)C48—C47—C41112.1 (2)
O14—Tm2—C4027.26 (6)C48—C47—H47A109.2
O13—Tm2—C4027.52 (6)C41—C47—H47A109.2
O16—Tm2—C40126.11 (7)C48—C47—H47B109.2
O17—Tm2—C4074.05 (7)C41—C47—H47B109.2
O10—Tm2—C4083.34 (7)H47A—C47—H47B107.9
O11—Tm2—C4087.71 (7)O16—C48—O17118.9 (3)
N3—Tm2—C40101.83 (7)O16—C48—C47119.8 (3)
O8—Tm2—C4891.32 (7)O17—C48—C47121.3 (3)
O2W—Tm2—C48101.03 (8)O16—C48—Tm257.69 (14)
O14—Tm2—C48101.85 (8)O17—C48—Tm261.65 (15)
O13—Tm2—C4897.49 (8)C47—C48—Tm2172.08 (18)
O16—Tm2—C4826.45 (8)N1—C49—C50123.5 (3)
O17—Tm2—C4826.57 (8)N1—C49—H49A118.3
O10—Tm2—C48158.07 (6)C50—C49—H49A118.3
O11—Tm2—C48149.54 (6)C49—C50—C51119.9 (3)
N3—Tm2—C4873.48 (7)C49—C50—H50A120.1
C40—Tm2—C48100.49 (8)C51—C50—H50A120.1
O8—Tm2—C3290.63 (6)C50—C51—C52117.0 (2)
O2W—Tm2—C3270.55 (8)C50—C51—C56121.3 (3)
O14—Tm2—C3283.79 (7)C52—C51—C56121.7 (3)
O13—Tm2—C3291.73 (7)C53—C52—C51119.7 (3)
O16—Tm2—C32145.88 (7)C53—C52—H52A120.1
O17—Tm2—C32160.80 (7)C51—C52—H52A120.1
O10—Tm2—C3226.07 (6)N1—C53—C52123.3 (3)
O11—Tm2—C3225.62 (6)N1—C53—H53A118.4
N3—Tm2—C32101.17 (7)C52—C53—H53A118.4
C40—Tm2—C3287.87 (7)N2—C54—C55125.0 (4)
C48—Tm2—C32170.78 (8)N2—C54—H54A117.5
C49—N1—C53116.6 (2)C55—C54—H54A117.5
C49—N1—Tm1124.20 (17)C56—C55—C54118.3 (4)
C53—N1—Tm1118.95 (17)C56—C55—H55A120.9
C58—N2—C54115.5 (3)C54—C55—H55A120.9
C59—N3—C63116.5 (2)C57—C56—C55117.1 (3)
C59—N3—Tm2121.19 (17)C57—C56—C51122.0 (3)
C63—N3—Tm2122.16 (18)C55—C56—C51120.8 (3)
C64—N4—C68116.6 (3)C58—C57—C56119.3 (4)
C2—C1—C6117.5 (3)C58—C57—H57A120.4
C2—C1—C7122.4 (3)C56—C57—H57A120.4
C6—C1—C7120.1 (3)N2—C58—C57124.7 (4)
C1—C2—C3121.3 (3)N2—C58—H58A117.6
C1—C2—H2A119.4C57—C58—H58A117.6
C3—C2—H2A119.4N3—C59—C60123.2 (3)
C4—C3—C2120.0 (3)N3—C59—H59A118.4
C4—C3—H3A120.0C60—C59—H59A118.4
C2—C3—H3A120.0C61—C60—C59120.4 (3)
C3—C4—C5119.8 (3)C61—C60—H60A119.8
C3—C4—O3118.5 (3)C59—C60—H60A119.8
C5—C4—O3121.7 (3)C62—C61—C60116.4 (2)
C4—C5—C6120.2 (3)C62—C61—C66122.6 (3)
C4—C5—H5A119.9C60—C61—C66120.9 (3)
C6—C5—H5A119.9C61—C62—C63120.0 (3)
C5—C6—C1121.3 (3)C61—C62—H62A120.0
C5—C6—H6A119.4C63—C62—H62A120.0
C1—C6—H6A119.4N3—C63—C62123.4 (3)
C8—C7—C1111.4 (2)N3—C63—H63A118.3
C8—C7—H7A109.3C62—C63—H63A118.3
C1—C7—H7A109.3N4—C64—C65123.4 (4)
C8—C7—H7B109.3N4—C64—H64A118.3
C1—C7—H7B109.3C65—C64—H64A118.3
H7A—C7—H7B108.0C66—C65—C64119.4 (4)
O1—C8—O2119.3 (3)C66—C65—H65A120.3
O1—C8—C7121.3 (3)C64—C65—H65A120.3
O2—C8—C7119.4 (3)C67—C66—C65117.3 (3)
O1—C8—Tm163.51 (16)C67—C66—C61120.9 (3)
O2—C8—Tm156.39 (15)C65—C66—C61121.7 (3)
C7—C8—Tm1169.35 (19)C66—C67—C68119.1 (4)
C10—C9—C14117.1 (3)C66—C67—H67A120.4
C10—C9—C15121.9 (3)C68—C67—H67A120.4
C14—C9—C15121.0 (3)N4—C68—C67124.0 (4)
C9—C10—C11122.1 (3)N4—C68—H68A118.0
C9—C10—H10A119.0C67—C68—H68A118.0
C11—C10—H10A119.0Tm1—O1W—H1WA122 (3)
C12—C11—C10119.2 (3)Tm1—O1W—H1WB133 (3)
C12—C11—H11A120.4H1WA—O1W—H1WB104 (3)
C10—C11—H11A120.4C8—O1—Tm190.25 (18)
C13—C12—O6117.8 (3)Tm2—O2W—H2WA125 (3)
C13—C12—C11119.7 (3)Tm2—O2W—H2WB131 (3)
O6—C12—C11122.5 (3)H2WA—O2W—H2WB104 (3)
C12—C13—C14120.3 (3)C8—O2—Tm197.32 (18)
C12—C13—H13A119.9C4—O3—H3B109.5
C14—C13—H13A119.9H3WB—O3W—H3WA102 (2)
C13—C14—C9121.6 (3)C16—O4—Tm192.07 (16)
C13—C14—H14A119.2C16—O5—Tm191.99 (15)
C9—C14—H14A119.2C12—O6—H6B109.5
C9—C15—C16115.4 (2)C24—O7—Tm197.75 (16)
C9—C15—H15A108.4C24—O8—Tm2153.90 (17)
C16—C15—H15A108.4C24—O8—Tm189.75 (15)
C9—C15—H15B108.4Tm2—O8—Tm1114.13 (7)
C16—C15—H15B108.4C20—O9—H9A109.5
H15A—C15—H15B107.5C32—O10—Tm1142.22 (17)
O4—C16—O5120.3 (2)C32—O10—Tm294.52 (15)
O4—C16—C15119.3 (2)Tm1—O10—Tm2113.79 (7)
O5—C16—C15120.4 (2)C32—O11—Tm293.73 (15)
O4—C16—Tm160.58 (14)C28—O12—H12A109.5
O5—C16—Tm160.33 (13)C40—O13—Tm292.53 (14)
C15—C16—Tm1170.5 (2)C40—O14—Tm293.96 (15)
C18—C17—C22118.3 (3)C36—O15—H15C109.5
C18—C17—C23120.8 (3)C48—O16—Tm295.86 (17)
C22—C17—C23120.9 (3)C48—O17—Tm291.78 (17)
C17—C18—C19121.3 (3)C44—O18—H18B109.5
C17—C18—H18A119.3
O1W—Tm1—N1—C4951.7 (2)C40—Tm2—C48—O17−5.64 (17)
O5—Tm1—N1—C49−143.8 (2)C53—N1—C49—C501.5 (4)
O10—Tm1—N1—C499.2 (3)Tm1—N1—C49—C50−173.0 (2)
O4—Tm1—N1—C49−148.5 (2)N1—C49—C50—C510.2 (4)
O2—Tm1—N1—C49−25.0 (2)C49—C50—C51—C52−2.0 (4)
O7—Tm1—N1—C49131.9 (2)C49—C50—C51—C56176.2 (3)
O8—Tm1—N1—C49114.5 (2)C50—C51—C52—C532.1 (4)
O1—Tm1—N1—C49−76.8 (2)C56—C51—C52—C53−176.0 (3)
C16—Tm1—N1—C49−144.0 (2)C49—N1—C53—C52−1.4 (4)
C8—Tm1—N1—C49−52.0 (2)Tm1—N1—C53—C52173.5 (2)
C24—Tm1—N1—C49122.2 (2)C51—C52—C53—N1−0.5 (5)
O1W—Tm1—N1—C53−122.7 (2)C58—N2—C54—C552.3 (6)
O5—Tm1—N1—C5341.8 (2)N2—C54—C55—C56−1.2 (6)
O10—Tm1—N1—C53−165.26 (18)C54—C55—C56—C57−1.2 (5)
O4—Tm1—N1—C5337.1 (2)C54—C55—C56—C51175.7 (3)
O2—Tm1—N1—C53160.6 (2)C50—C51—C56—C5726.3 (4)
O7—Tm1—N1—C53−42.5 (2)C52—C51—C56—C57−155.6 (3)
O8—Tm1—N1—C53−60.0 (2)C50—C51—C56—C55−150.5 (3)
O1—Tm1—N1—C53108.8 (2)C52—C51—C56—C5527.6 (4)
C16—Tm1—N1—C5341.5 (2)C55—C56—C57—C582.3 (5)
C8—Tm1—N1—C53133.6 (2)C51—C56—C57—C58−174.6 (3)
C24—Tm1—N1—C53−52.3 (2)C54—N2—C58—C57−1.1 (6)
O8—Tm2—N3—C590.1 (3)C56—C57—C58—N2−1.2 (6)
O2W—Tm2—N3—C59−46.1 (2)C63—N3—C59—C60−2.1 (4)
O14—Tm2—N3—C59164.7 (2)Tm2—N3—C59—C60173.1 (2)
O13—Tm2—N3—C59144.43 (19)N3—C59—C60—C61−1.6 (5)
O16—Tm2—N3—C5930.6 (2)C59—C60—C61—C623.9 (4)
O17—Tm2—N3—C5985.0 (2)C59—C60—C61—C66−173.2 (3)
O10—Tm2—N3—C59−114.1 (2)C60—C61—C62—C63−2.6 (4)
O11—Tm2—N3—C59−120.1 (2)C66—C61—C62—C63174.4 (3)
C40—Tm2—N3—C59155.3 (2)C59—N3—C63—C623.4 (4)
C48—Tm2—N3—C5957.7 (2)Tm2—N3—C63—C62−171.7 (2)
C32—Tm2—N3—C59−114.6 (2)C61—C62—C63—N3−1.1 (5)
O8—Tm2—N3—C63174.94 (19)C68—N4—C64—C650.7 (5)
O2W—Tm2—N3—C63128.8 (2)N4—C64—C65—C661.4 (6)
O14—Tm2—N3—C63−20.4 (2)C64—C65—C66—C67−2.3 (5)
O13—Tm2—N3—C63−40.7 (2)C64—C65—C66—C61174.4 (3)
O16—Tm2—N3—C63−154.6 (2)C62—C61—C66—C67−17.1 (4)
O17—Tm2—N3—C63−100.2 (2)C60—C61—C66—C67159.7 (3)
O10—Tm2—N3—C6360.7 (2)C62—C61—C66—C65166.3 (3)
O11—Tm2—N3—C6354.8 (2)C60—C61—C66—C65−16.8 (4)
C40—Tm2—N3—C63−29.8 (2)C65—C66—C67—C681.3 (5)
C48—Tm2—N3—C63−127.4 (2)C61—C66—C67—C68−175.4 (3)
C32—Tm2—N3—C6360.3 (2)C64—N4—C68—C67−1.9 (6)
C6—C1—C2—C3−1.3 (5)C66—C67—C68—N40.9 (6)
C7—C1—C2—C3−179.4 (3)O2—C8—O1—Tm18.6 (2)
C1—C2—C3—C40.9 (5)C7—C8—O1—Tm1−169.1 (2)
C2—C3—C4—C50.4 (5)O1W—Tm1—O1—C8−7.62 (19)
C2—C3—C4—O3−179.5 (3)O5—Tm1—O1—C8−158.36 (17)
C3—C4—C5—C6−1.3 (5)O10—Tm1—O1—C8−85.70 (16)
O3—C4—C5—C6178.6 (3)O4—Tm1—O1—C8144.27 (17)
C4—C5—C6—C10.9 (5)O2—Tm1—O1—C8−5.04 (15)
C2—C1—C6—C50.4 (5)O7—Tm1—O1—C8125.08 (17)
C7—C1—C6—C5178.6 (3)N1—Tm1—O1—C867.92 (16)
C2—C1—C7—C8−47.3 (4)O8—Tm1—O1—C8−129.01 (16)
C6—C1—C7—C8134.6 (3)C16—Tm1—O1—C8173.27 (18)
C1—C7—C8—O196.2 (3)C24—Tm1—O1—C8176.31 (19)
C1—C7—C8—O2−81.5 (3)O1—C8—O2—Tm1−9.3 (3)
C1—C7—C8—Tm1−17.7 (13)C7—C8—O2—Tm1168.5 (2)
O1W—Tm1—C8—O1173.82 (15)O1W—Tm1—O2—C8−177.10 (16)
O5—Tm1—C8—O121.19 (16)O5—Tm1—O2—C835.73 (17)
O10—Tm1—C8—O194.44 (16)O10—Tm1—O2—C8101.80 (16)
O4—Tm1—C8—O1−33.66 (16)O4—Tm1—O2—C8−27.78 (17)
O2—Tm1—C8—O1171.0 (3)O7—Tm1—O2—C8−131.12 (16)
O7—Tm1—C8—O1−100.3 (2)N1—Tm1—O2—C8−92.78 (16)
N1—Tm1—C8—O1−108.52 (17)O8—Tm1—O2—C8141.22 (14)
O8—Tm1—C8—O198.0 (2)O1—Tm1—O2—C85.03 (15)
C16—Tm1—C8—O1−6.29 (17)C16—Tm1—O2—C83.19 (18)
O1W—Tm1—C8—O22.85 (16)C24—Tm1—O2—C8−175.81 (15)
O5—Tm1—C8—O2−149.78 (15)O5—C16—O4—Tm19.1 (3)
O10—Tm1—C8—O2−76.53 (15)C15—C16—O4—Tm1−169.1 (3)
O4—Tm1—C8—O2155.37 (15)O1W—Tm1—O4—C16−147.77 (17)
O7—Tm1—C8—O288.7 (2)O5—Tm1—O4—C16−5.15 (16)
N1—Tm1—C8—O280.51 (16)O10—Tm1—O4—C162.9 (2)
O8—Tm1—C8—O2−73.0 (2)O2—Tm1—O4—C16106.36 (17)
O1—Tm1—C8—O2−171.0 (3)O7—Tm1—O4—C16−111.35 (18)
C16—Tm1—C8—O2−177.26 (15)N1—Tm1—O4—C16170.50 (19)
O1W—Tm1—C8—C7−67.1 (12)O8—Tm1—O4—C16−66.22 (18)
O5—Tm1—C8—C7140.3 (12)O1—Tm1—O4—C1679.44 (17)
O10—Tm1—C8—C7−146.4 (12)C8—Tm1—O4—C1694.43 (18)
O4—Tm1—C8—C785.5 (12)C24—Tm1—O4—C16−90.22 (18)
O2—Tm1—C8—C7−69.9 (12)O4—C16—O5—Tm1−9.2 (3)
O7—Tm1—C8—C718.8 (13)C15—C16—O5—Tm1169.1 (3)
N1—Tm1—C8—C710.6 (12)O1W—Tm1—O5—C16151.51 (16)
O8—Tm1—C8—C7−142.9 (11)O10—Tm1—O5—C16−168.29 (17)
O1—Tm1—C8—C7119.1 (12)O4—Tm1—O5—C165.09 (16)
C16—Tm1—C8—C7112.8 (12)O2—Tm1—O5—C16−97.11 (17)
C14—C9—C10—C111.3 (5)O7—Tm1—O5—C1674.86 (17)
C15—C9—C10—C11−178.9 (3)N1—Tm1—O5—C16−0.5 (2)
C9—C10—C11—C12−0.5 (5)O8—Tm1—O5—C16123.74 (17)
C10—C11—C12—C13−0.6 (5)O1—Tm1—O5—C16−72.39 (17)
C10—C11—C12—O6179.1 (3)C8—Tm1—O5—C16−81.91 (17)
O6—C12—C13—C14−178.8 (3)C24—Tm1—O5—C1699.28 (17)
C11—C12—C13—C140.8 (5)O8—C24—O7—Tm1−8.2 (3)
C12—C13—C14—C90.0 (5)C23—C24—O7—Tm1170.8 (3)
C10—C9—C14—C13−1.0 (5)O1W—Tm1—O7—C24−74.15 (18)
C15—C9—C14—C13179.1 (3)O5—Tm1—O7—C2471.91 (18)
C10—C9—C15—C16−96.8 (4)O10—Tm1—O7—C24−2.3 (2)
C14—C9—C15—C1683.1 (4)O4—Tm1—O7—C24123.93 (18)
C9—C15—C16—O4172.4 (3)O2—Tm1—O7—C24−119.29 (18)
C9—C15—C16—O5−5.9 (4)N1—Tm1—O7—C24−157.39 (19)
O1W—Tm1—C16—O492.1 (3)O8—Tm1—O7—C244.50 (16)
O5—Tm1—C16—O4170.9 (3)O1—Tm1—O7—C24142.60 (17)
O10—Tm1—C16—O4−177.66 (17)C16—Tm1—O7—C2498.57 (18)
O2—Tm1—C16—O4−88.90 (18)C8—Tm1—O7—C24−165.66 (19)
O7—Tm1—C16—O465.12 (17)O7—C24—O8—Tm2164.6 (3)
N1—Tm1—C16—O4−9.45 (18)C23—C24—O8—Tm2−14.4 (6)
O8—Tm1—C16—O4117.20 (17)Tm1—C24—O8—Tm2157.0 (4)
O1—Tm1—C16—O4−90.47 (18)O7—C24—O8—Tm17.6 (3)
C8—Tm1—C16—O4−87.49 (17)C23—C24—O8—Tm1−171.4 (3)
C24—Tm1—C16—O490.56 (17)O2W—Tm2—O8—C24124.6 (4)
O1W—Tm1—C16—O5−78.8 (3)O14—Tm2—O8—C24−82.9 (4)
O10—Tm1—C16—O511.43 (17)O13—Tm2—O8—C24−73.8 (4)
O4—Tm1—C16—O5−170.9 (3)O16—Tm2—O8—C2447.5 (4)
O2—Tm1—C16—O5100.19 (16)O17—Tm2—O8—C24−1.8 (4)
O7—Tm1—C16—O5−105.80 (16)O10—Tm2—O8—C24−154.5 (4)
N1—Tm1—C16—O5179.63 (16)O11—Tm2—O8—C24−171.0 (4)
O8—Tm1—C16—O5−53.71 (16)N3—Tm2—O8—C2477.7 (4)
O1—Tm1—C16—O598.62 (17)C40—Tm2—O8—C24−77.4 (4)
C8—Tm1—C16—O5101.60 (16)C48—Tm2—O8—C2423.6 (4)
C24—Tm1—C16—O5−80.35 (16)C32—Tm2—O8—C24−165.4 (4)
C22—C17—C18—C190.5 (4)O2W—Tm2—O8—Tm1−80.78 (8)
C23—C17—C18—C19179.4 (3)O14—Tm2—O8—Tm171.69 (11)
C17—C18—C19—C20−0.2 (4)O13—Tm2—O8—Tm180.83 (8)
C18—C19—C20—O9−179.8 (3)O16—Tm2—O8—Tm1−157.84 (9)
C18—C19—C20—C21−0.3 (4)O17—Tm2—O8—Tm1152.77 (7)
O9—C20—C21—C22−179.9 (3)O10—Tm2—O8—Tm10.12 (6)
C19—C20—C21—C220.6 (4)O11—Tm2—O8—Tm1−16.35 (10)
C20—C21—C22—C17−0.3 (4)N3—Tm2—O8—Tm1−127.69 (13)
C18—C17—C22—C21−0.2 (4)C40—Tm2—O8—Tm177.17 (8)
C23—C17—C22—C21−179.1 (3)C48—Tm2—O8—Tm1178.22 (9)
C18—C17—C23—C24−78.8 (4)C32—Tm2—O8—Tm1−10.79 (8)
C22—C17—C23—C24100.2 (4)O1W—Tm1—O8—C2483.11 (16)
C17—C23—C24—O7−46.5 (4)O5—Tm1—O8—C24−112.70 (16)
C17—C23—C24—O8132.5 (3)O10—Tm1—O8—C24169.00 (17)
O1W—Tm1—C24—O799.21 (18)O4—Tm1—O8—C24−65.09 (16)
O5—Tm1—C24—O7−108.54 (18)O2—Tm1—O8—C24125.01 (16)
O10—Tm1—C24—O7177.96 (18)O7—Tm1—O8—C24−4.36 (15)
O4—Tm1—C24—O7−53.88 (18)N1—Tm1—O8—C2417.22 (18)
O2—Tm1—C24—O797.9 (2)O1—Tm1—O8—C24−141.97 (16)
N1—Tm1—C24—O722.17 (19)C16—Tm1—O8—C24−89.97 (16)
O8—Tm1—C24—O7−172.1 (3)C8—Tm1—O8—C24165.11 (19)
O1—Tm1—C24—O7−84.1 (3)O1W—Tm1—O8—Tm2−86.02 (8)
C16—Tm1—C24—O7−81.24 (18)O5—Tm1—O8—Tm278.17 (8)
O1W—Tm1—C24—O8−88.74 (15)O10—Tm1—O8—Tm2−0.13 (6)
O5—Tm1—C24—O863.52 (15)O4—Tm1—O8—Tm2125.78 (8)
O10—Tm1—C24—O8−9.99 (15)O2—Tm1—O8—Tm2−44.12 (12)
O4—Tm1—C24—O8118.18 (15)O7—Tm1—O8—Tm2−173.49 (12)
O2—Tm1—C24—O8−90.04 (18)N1—Tm1—O8—Tm2−151.91 (8)
O7—Tm1—C24—O8172.1 (3)O1—Tm1—O8—Tm248.90 (15)
N1—Tm1—C24—O8−165.78 (14)C16—Tm1—O8—Tm2100.90 (8)
O1—Tm1—C24—O888.0 (3)C8—Tm1—O8—Tm2−4.0 (2)
C16—Tm1—C24—O890.81 (15)C24—Tm1—O8—Tm2−169.13 (19)
C30—C25—C26—C27−0.9 (4)O11—C32—O10—Tm1−151.4 (2)
C31—C25—C26—C27178.0 (3)C31—C32—O10—Tm128.0 (4)
C25—C26—C27—C28−0.4 (5)Tm2—C32—O10—Tm1−139.7 (3)
C26—C27—C28—O12−179.0 (3)O11—C32—O10—Tm2−11.7 (3)
C26—C27—C28—C291.2 (4)C31—C32—O10—Tm2167.7 (2)
C27—C28—C29—C30−0.6 (4)O1W—Tm1—O10—C32−147.8 (3)
O12—C28—C29—C30179.6 (3)O5—Tm1—O10—C3253.9 (3)
C26—C25—C30—C291.5 (4)O4—Tm1—O10—C3247.0 (3)
C31—C25—C30—C29−177.4 (3)O2—Tm1—O10—C32−72.1 (3)
C28—C29—C30—C25−0.8 (5)O7—Tm1—O10—C32141.2 (3)
C30—C25—C31—C3275.9 (4)N1—Tm1—O10—C32−105.1 (3)
C26—C25—C31—C32−103.0 (3)O8—Tm1—O10—C32135.3 (3)
C25—C31—C32—O1111.5 (4)O1—Tm1—O10—C32−20.2 (3)
C25—C31—C32—O10−167.8 (3)C16—Tm1—O10—C3248.4 (3)
C25—C31—C32—Tm2−93.1 (9)C8—Tm1—O10—C32−46.4 (3)
O8—Tm2—C32—O11−168.37 (16)C24—Tm1—O10—C32140.2 (3)
O2W—Tm2—C32—O11−90.83 (16)O1W—Tm1—O10—Tm277.05 (8)
O14—Tm2—C32—O1162.11 (16)O5—Tm1—O10—Tm2−81.32 (8)
O13—Tm2—C32—O11116.39 (16)O4—Tm1—O10—Tm2−88.20 (10)
O16—Tm2—C32—O11−95.71 (18)O2—Tm1—O10—Tm2152.75 (8)
O17—Tm2—C32—O1169.7 (3)O7—Tm1—O10—Tm26.03 (10)
O10—Tm2—C32—O11168.3 (3)N1—Tm1—O10—Tm2119.75 (14)
N3—Tm2—C32—O11−12.51 (17)O8—Tm1—O10—Tm20.12 (6)
C40—Tm2—C32—O1189.13 (16)O1—Tm1—O10—Tm2−155.38 (8)
O8—Tm2—C32—O1023.34 (15)C16—Tm1—O10—Tm2−86.83 (9)
O2W—Tm2—C32—O10100.88 (15)C8—Tm1—O10—Tm2178.45 (9)
O14—Tm2—C32—O10−106.19 (15)C24—Tm1—O10—Tm25.03 (8)
O13—Tm2—C32—O10−51.90 (15)O8—Tm2—O10—C32−154.47 (16)
O16—Tm2—C32—O1096.00 (17)O2W—Tm2—O10—C32−71.70 (15)
O17—Tm2—C32—O10−98.6 (2)O14—Tm2—O10—C3272.75 (15)
O11—Tm2—C32—O10−168.3 (3)O13—Tm2—O10—C32125.80 (16)
N3—Tm2—C32—O10179.20 (14)O16—Tm2—O10—C32−119.15 (16)
C40—Tm2—C32—O10−79.16 (15)O17—Tm2—O10—C32138.77 (17)
O8—Tm2—C32—C31−57.4 (9)O11—Tm2—O10—C326.45 (14)
O2W—Tm2—C32—C3120.1 (9)N3—Tm2—O10—C32−0.98 (18)
O14—Tm2—C32—C31173.0 (9)C40—Tm2—O10—C3298.83 (15)
O13—Tm2—C32—C31−132.7 (9)C48—Tm2—O10—C32−159.6 (2)
O16—Tm2—C32—C3115.2 (9)O8—Tm2—O10—Tm1−0.13 (6)
O17—Tm2—C32—C31−179.4 (8)O2W—Tm2—O10—Tm182.63 (8)
O10—Tm2—C32—C31−80.8 (9)O14—Tm2—O10—Tm1−132.91 (8)
O11—Tm2—C32—C31110.9 (9)O13—Tm2—O10—Tm1−79.87 (8)
N3—Tm2—C32—C3198.4 (9)O16—Tm2—O10—Tm135.19 (13)
C40—Tm2—C32—C31−159.9 (9)O17—Tm2—O10—Tm1−66.90 (16)
C38—C33—C34—C35−0.3 (4)O11—Tm2—O10—Tm1160.78 (11)
C39—C33—C34—C35179.3 (3)N3—Tm2—O10—Tm1153.35 (8)
C33—C34—C35—C360.3 (5)C40—Tm2—O10—Tm1−106.83 (8)
C34—C35—C36—O15179.9 (3)C48—Tm2—O10—Tm1−5.2 (2)
C34—C35—C36—C37−0.2 (5)C32—Tm2—O10—Tm1154.34 (19)
O15—C36—C37—C38180.0 (3)O10—C32—O11—Tm211.5 (3)
C35—C36—C37—C380.0 (4)C31—C32—O11—Tm2−167.8 (2)
C34—C33—C38—C370.2 (4)O8—Tm2—O11—C3212.93 (18)
C39—C33—C38—C37−179.4 (3)O2W—Tm2—O11—C3280.59 (16)
C36—C37—C38—C330.0 (4)O14—Tm2—O11—C32−112.98 (16)
C38—C33—C39—C40−114.8 (3)O13—Tm2—O11—C32−66.60 (16)
C34—C33—C39—C4065.6 (4)O16—Tm2—O11—C32118.86 (16)
C33—C39—C40—O14172.5 (2)O17—Tm2—O11—C32−148.89 (15)
C33—C39—C40—O13−8.7 (4)O10—Tm2—O11—C32−6.55 (14)
O8—Tm2—C40—O14−170.72 (15)N3—Tm2—O11—C32167.36 (17)
O2W—Tm2—C40—O14−80.5 (2)C40—Tm2—O11—C32−89.86 (16)
O13—Tm2—C40—O14−178.4 (3)C48—Tm2—O11—C32163.19 (17)
O16—Tm2—C40—O14102.81 (16)O14—C40—O13—Tm21.6 (3)
O17—Tm2—C40—O1492.92 (16)C39—C40—O13—Tm2−177.2 (2)
O10—Tm2—C40—O14−106.30 (16)O8—Tm2—O13—C40−172.25 (16)
O11—Tm2—C40—O14−54.91 (16)O2W—Tm2—O13—C40−136.56 (16)
N3—Tm2—C40—O1420.42 (17)O14—Tm2—O13—C40−0.90 (15)
C48—Tm2—C40—O1495.54 (16)O16—Tm2—O13—C40117.45 (15)
C32—Tm2—C40—O14−80.55 (16)O17—Tm2—O13—C4083.63 (16)
O8—Tm2—C40—O137.68 (16)O10—Tm2—O13—C40−102.94 (16)
O2W—Tm2—C40—O1397.9 (2)O11—Tm2—O13—C40−58.66 (16)
O14—Tm2—C40—O13178.4 (3)N3—Tm2—O13—C4023.48 (18)
O16—Tm2—C40—O13−78.79 (16)C48—Tm2—O13—C4098.36 (16)
O17—Tm2—C40—O13−88.68 (16)C32—Tm2—O13—C40−82.05 (16)
O10—Tm2—C40—O1372.10 (15)O13—C40—O14—Tm2−1.6 (3)
O11—Tm2—C40—O13123.49 (15)C39—C40—O14—Tm2177.2 (2)
N3—Tm2—C40—O13−161.18 (15)O8—Tm2—O14—C4011.7 (2)
C48—Tm2—C40—O13−86.06 (16)O2W—Tm2—O14—C40142.93 (15)
C32—Tm2—C40—O1397.85 (15)O13—Tm2—O14—C400.91 (15)
C46—C41—C42—C43−0.4 (4)O16—Tm2—O14—C40−97.99 (16)
C47—C41—C42—C43177.4 (3)O17—Tm2—O14—C40−79.99 (16)
C41—C42—C43—C44−1.5 (5)O10—Tm2—O14—C4072.48 (16)
C42—C43—C44—O18−178.6 (3)O11—Tm2—O14—C40121.05 (17)
C42—C43—C44—C452.3 (5)N3—Tm2—O14—C40−159.41 (17)
O18—C44—C45—C46179.7 (3)C48—Tm2—O14—C40−89.94 (16)
C43—C44—C45—C46−1.3 (5)C32—Tm2—O14—C4097.45 (16)
C44—C45—C46—C41−0.6 (5)O17—C48—O16—Tm27.7 (3)
C42—C41—C46—C451.4 (4)C47—C48—O16—Tm2−171.2 (2)
C47—C41—C46—C45−176.4 (3)O8—Tm2—O16—C48−114.38 (15)
C46—C41—C47—C48106.9 (3)O2W—Tm2—O16—C48165.02 (16)
C42—C41—C47—C48−70.8 (4)O14—Tm2—O16—C4817.93 (18)
C41—C47—C48—O1659.2 (4)O13—Tm2—O16—C48−46.73 (16)
C41—C47—C48—O17−119.7 (3)O17—Tm2—O16—C48−4.27 (14)
O8—Tm2—C48—O1663.74 (15)O10—Tm2—O16—C48−147.06 (14)
O2W—Tm2—C48—O16−14.77 (16)O11—Tm2—O16—C48127.32 (15)
O14—Tm2—C48—O16−165.51 (14)N3—Tm2—O16—C4879.03 (15)
O13—Tm2—C48—O16139.02 (15)C40—Tm2—O16—C48−16.22 (18)
O17—Tm2—C48—O16172.4 (3)C32—Tm2—O16—C48169.77 (14)
O10—Tm2—C48—O1668.4 (3)O16—C48—O17—Tm2−7.4 (2)
O11—Tm2—C48—O16−89.7 (2)C47—C48—O17—Tm2171.5 (2)
N3—Tm2—C48—O16−93.92 (15)O8—Tm2—O17—C4873.80 (16)
C40—Tm2—C48—O16166.73 (15)O2W—Tm2—O17—C48−8.83 (19)
O8—Tm2—C48—O17−108.62 (16)O14—Tm2—O17—C48−157.79 (17)
O2W—Tm2—C48—O17172.86 (16)O13—Tm2—O17—C48145.70 (17)
O14—Tm2—C48—O1722.12 (17)O16—Tm2—O17—C484.25 (14)
O13—Tm2—C48—O17−33.35 (16)O10—Tm2—O17—C48132.70 (16)
O16—Tm2—C48—O17−172.4 (3)O11—Tm2—O17—C48−122.76 (16)
O10—Tm2—C48—O17−103.9 (2)N3—Tm2—O17—C48−79.18 (16)
O11—Tm2—C48—O1797.9 (2)C40—Tm2—O17—C48174.23 (17)
N3—Tm2—C48—O1793.71 (17)C32—Tm2—O17—C48−165.55 (18)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O3—H3B···O12i0.821.932.741 (3)169
O6—H6B···O3Wii0.821.862.646 (3)161
O9—H9A···O17iii0.821.862.677 (3)173
O12—H12A···O11iv0.821.942.752 (3)168
O15—H15C···O6v0.821.902.717 (3)175
O18—H18B···O9ii0.821.952.766 (3)173
O2W—H2WA···O50.83 (4)1.99 (2)2.733 (3)150 (4)
O2W—H2WB···N2ii0.82 (2)2.04 (2)2.836 (3)164 (4)
O3W—H3WB···O30.84 (4)1.97 (4)2.793 (3)166 (4)
O1W—H1WA···O130.84 (5)1.95 (2)2.733 (2)157 (4)
O1W—H1WB···N4i0.83 (2)1.96 (2)2.780 (3)169 (4)
O3W—H3WA···O1vi0.85 (4)1.93 (4)2.778 (3)174 (5)
Symmetry codes: (i) x, y+1, z; (ii) x, y−1, z; (iii) −x, −y+1, −z; (iv) −x, −y, −z+1; (v) x−1, y+1, z; (vi) −x+1, −y+1, −z+1.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O3—H3B···O12i0.821.932.741 (3)169
O6—H6B···O3Wii0.821.862.646 (3)161
O9—H9A···O17iii0.821.862.677 (3)173
O12—H12A···O11iv0.821.942.752 (3)168
O15—H15C···O6v0.821.902.717 (3)175
O18—H18B···O9ii0.821.952.766 (3)173
O2W—H2WA···O50.83 (4)1.99 (2)2.733 (3)150 (4)
O2W—H2WB···N2ii0.82 (2)2.04 (2)2.836 (3)164 (4)
O3W—H3WB···O30.84 (4)1.97 (4)2.793 (3)166 (4)
O1W—H1WA···O130.84 (5)1.95 (2)2.733 (2)157 (4)
O1W—H1WB···N4i0.83 (2)1.96 (2)2.780 (3)169 (4)
O3W—H3WA···O1vi0.85 (4)1.93 (4)2.778 (3)174 (5)
Symmetry codes: (i) x, y+1, z; (ii) x, y−1, z; (iii) −x, −y+1, −z; (iv) −x, −y, −z+1; (v) x−1, y+1, z; (vi) −x+1, −y+1, −z+1.
references
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