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Acta Crystallographica Section E: Structure Reports Online logoLink to Acta Crystallographica Section E: Structure Reports Online
. 2011 May 7;67(Pt 6):m673. doi: 10.1107/S1600536811015947

catena-Poly[[bis­(dimethyl sulfoxide-κO)cerium(III)]tris­(μ2-3,5-dinitro­benzoato-κ2 O:O′)]

Fu-Lin Zhou a, Zhi-Hua Du b, Seik Weng Ng c,*
PMCID: PMC3120519  PMID: 21754582

Abstract

The polymeric title compound, [Ce(C7H3N2O6)3(C2H6OS)2]n, exists as a linear chain along [111] as the three dinitro­benzoate anions each engages in bridging adjacent dimethyl sulfoxide (DMSO) coordinated CeIII atoms. The metal atoms are surrounded by eight O atoms in a square-anti­prismatic environment. There are two independent formula units in the asymmetric unit. The S atoms of two of the four DMSO mol­ecules are disordered in a 0.926 (3):0.074 (3) ratio.

Related literature

For isotypic Pr(C7H3N2O6)3(C2H6OS)2, see: Niu et al. (2001 ▶).graphic file with name e-67-0m673-scheme1.jpg

Experimental

Crystal data

  • [Ce(C7H3N2O6)3(C2H6OS)2]

  • M r = 929.72

  • Triclinic, Inline graphic

  • a = 14.3025 (10) Å

  • b = 14.3752 (10) Å

  • c = 21.9143 (16) Å

  • α = 101.8798 (9)°

  • β = 103.6758 (10)°

  • γ = 119.6828 (8)°

  • V = 3514.1 (4) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 1.51 mm−1

  • T = 293 K

  • 0.25 × 0.20 × 0.15 mm

Data collection

  • Bruker SMART APEX diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.760, T max = 1.000

  • 17917 measured reflections

  • 12456 independent reflections

  • 9611 reflections with I > 2σ(I)

  • R int = 0.025

Refinement

  • R[F 2 > 2σ(F 2)] = 0.038

  • wR(F 2) = 0.099

  • S = 1.03

  • 12456 reflections

  • 980 parameters

  • 6 restraints

  • H-atom parameters constrained

  • Δρmax = 0.91 e Å−3

  • Δρmin = −0.69 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811015947/hg5026sup1.cif

e-67-0m673-sup1.cif (51.3KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811015947/hg5026Isup2.hkl

e-67-0m673-Isup2.hkl (608.9KB, hkl)

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

Acknowledgments

We thank Yuncheng University and the University of Malaya for supporting this study.

supplementary crystallographic information

Comment

The background to the class of rare-earth 3,5-dinitrobenzoates is given in a report on Pr(C7H3N2O6)3(C2H6OS)2 (Niu et al., 2001). The DMSO used in the synthesis is incorporated into the crystal structure; DMF in other similar syntheses is also incorporated in the product. The title CeIII analog (Scheme I) is isostructural, the two compounds crystallizing with matching cell dimensions. Polymeric Ce(C7H3N2O6)3(C2H6OS)2 exists as a linear chain as the three dinitrobenzoate anions each engages in bridging adjacent DMSO-coordinated CeIII atoms (Fig. 1 and Fig. 2). The metal atoms are surrounded by eight O atoms in a square-antiprismatic environment (Fig. 3).

Experimental

3, 5-Dinitrobenzoic acid (0.434 g) was heated in water (50 ml) at 333 K until it dissolved. Cerium trinitrate hexahydrate (0.442 g) was added followed by dimethyl sulfoxide (4 ml). The solution was heated for 5 h. The solution was filtered and the filtrate evaporated to dryness. The white product was recrystallized from ethanol to furnish colorless primatic crystals.

Refinement

Carbon-bound H-atoms were placed in calculated positions (C—H 0.93 to 0.97 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2–1.5U(C).

The two DMSO molecules connected to Ce1 are both disordered over two positions in a 93 (1): 7 ratio in respect of the S atoms only. For each molecule, the temperature factors of the primed atom were set to those of the unprimed ones; the anisotropic temperature factors were restranied to be nearly isotropic. Each C–S and C–S' (as well O–S and O–S') pair of bonds were restrained to within 0.01 Å of each other. Their carbon atoms are ordered; however, because of the disordered S atoms, each C atom carries two sets of H-atoms. The ratio of the occupancies is that of the ratio for the S atoms, i.e., 93: 7.

Figures

Fig. 1.

Fig. 1.

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Thermal ellipsoid plot (Barbour, 2001) of a portion of the polymeric chain of Ce(C7H3N2O6)3(C2H6OS)2 at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius. The disorder is not shown. Symmetry code: i = 1 - x, 1 - y, 1 - z.

Fig. 2.

Fig. 2.

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Thermal ellipsoid plot (Barbour, 2001) of a portion of the polymeric chain of Ce(C7H3N2O6)3(C2H6OS)2 at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius. The disorder is not shown. Symmetry code: ii = 2 - x, 2 - y, 2 - z.

Fig. 3.

Fig. 3.

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Geometry of Ce atoms.

Crystal data

[Ce(C7H3N2O6)3(C2H6OS)2] Z = 4
Mr = 929.72 F(000) = 1852
Triclinic, P1 Dx = 1.757 Mg m−3
Hall symbol: -P 1 Mo Kα radiation, λ = 0.71073 Å
a = 14.3025 (10) Å Cell parameters from 5527 reflections
b = 14.3752 (10) Å θ = 2.4–24.9°
c = 21.9143 (16) Å µ = 1.51 mm−1
α = 101.8798 (9)° T = 293 K
β = 103.6758 (10)° Prism, colorless
γ = 119.6828 (8)° 0.25 × 0.20 × 0.15 mm
V = 3514.1 (4) Å3
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Data collection

Bruker SMART APEX diffractometer 12456 independent reflections
Radiation source: fine-focus sealed tube 9611 reflections with I > 2σ(I)
graphite Rint = 0.025
ω scans θmax = 25.3°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) h = −17→14
Tmin = 0.760, Tmax = 1.000 k = −16→17
17917 measured reflections l = −21→26
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Refinement

Refinement on F2 Primary atom site location: structure-invariant direct methods
Least-squares matrix: full Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.038 Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.099 H-atom parameters constrained
S = 1.03 w = 1/[σ2(Fo2) + (0.0464P)2 + 1.0209P] where P = (Fo2 + 2Fc2)/3
12456 reflections (Δ/σ)max = 0.001
980 parameters Δρmax = 0.91 e Å−3
6 restraints Δρmin = −0.69 e Å−3
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Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

x y z Uiso*/Ueq Occ. (<1)
Ce1 0.55617 (2) 0.62381 (2) 0.604890 (12) 0.02587 (8)
Ce2 0.88886 (2) 0.94364 (2) 0.895363 (12) 0.02595 (8)
S1 0.65997 (14) 0.92117 (12) 0.62797 (10) 0.0595 (6) 0.926 (3)
S2 0.27585 (13) 0.49215 (13) 0.62830 (8) 0.0489 (5) 0.926 (3)
S1' 0.5652 (11) 0.9100 (8) 0.6357 (5) 0.0595 (6) 0.074 (3)
S2' 0.3250 (8) 0.5992 (10) 0.6758 (5) 0.0489 (5) 0.074 (3)
S3 1.03591 (12) 1.22760 (11) 0.87795 (7) 0.0444 (3)
S4 0.58609 (13) 0.84536 (13) 0.86249 (10) 0.0724 (5)
O1 0.7610 (3) 0.7927 (3) 0.67902 (15) 0.0387 (8)
O2 0.8916 (3) 0.9170 (3) 0.78333 (15) 0.0370 (7)
O3 1.2682 (4) 0.9603 (4) 0.8618 (2) 0.0714 (12)
O4 1.3286 (4) 0.9145 (5) 0.7871 (3) 0.1074 (19)
O5 1.0436 (5) 0.6528 (5) 0.5563 (3) 0.126 (2)
O6 0.8807 (5) 0.6300 (4) 0.5236 (2) 0.0901 (16)
O7 0.5827 (3) 0.6188 (3) 0.71728 (15) 0.0370 (7)
O8 0.7161 (3) 0.7416 (2) 0.82119 (16) 0.0423 (8)
O9 0.8682 (5) 0.5956 (5) 0.9696 (2) 0.112 (2)
O10 0.8856 (5) 0.4626 (5) 0.9259 (3) 0.121 (2)
O11 0.6372 (5) 0.2095 (4) 0.6876 (3) 0.111 (2)
O12 0.5227 (5) 0.2416 (4) 0.6294 (2) 0.0899 (16)
O13 0.6581 (3) 0.6990 (3) 0.53074 (16) 0.0415 (8)
O14 0.5787 (3) 0.5885 (2) 0.42033 (15) 0.0354 (7)
O15 0.7607 (5) 0.7595 (4) 0.2755 (2) 0.0847 (15)
O16 0.8801 (5) 0.9448 (4) 0.3094 (3) 0.1061 (19)
O17 1.0087 (4) 1.1887 (4) 0.5405 (3) 0.0972 (18)
O18 0.9267 (5) 1.1148 (4) 0.6034 (3) 0.1031 (19)
O19 0.4078 (3) 0.5484 (3) 0.49210 (15) 0.0384 (8)
O20 0.3154 (3) 0.4520 (3) 0.38036 (16) 0.0375 (8)
O21 0.0689 (4) 0.5361 (5) 0.2461 (2) 0.0838 (15)
O22 0.0212 (5) 0.6421 (5) 0.2938 (3) 0.114 (2)
O23 0.2391 (5) 0.8722 (5) 0.5359 (3) 0.124 (2)
O24 0.3127 (4) 0.8096 (5) 0.5982 (2) 0.0939 (17)
O25 0.7997 (3) 0.8387 (3) 0.96524 (17) 0.0490 (9)
O26 0.8944 (3) 0.9227 (3) 1.07818 (15) 0.0356 (7)
O27 0.6333 (5) 0.8394 (5) 1.2044 (3) 0.0940 (17)
O28 0.4968 (4) 0.6564 (5) 1.1708 (3) 0.1001 (18)
O29 0.2978 (4) 0.4560 (4) 0.9244 (3) 0.1094 (19)
O30 0.3993 (4) 0.4974 (4) 0.8651 (3) 0.0892 (16)
O31 0.9693 (3) 0.8182 (3) 0.88109 (16) 0.0375 (8)
O32 1.0418 (3) 0.9103 (2) 0.99178 (15) 0.0361 (7)
O33 1.2835 (4) 0.8154 (4) 1.1331 (2) 0.0831 (15)
O34 1.3600 (5) 0.7397 (6) 1.0878 (3) 0.119 (2)
O35 1.2544 (5) 0.6112 (5) 0.8471 (3) 0.113 (2)
O36 1.1658 (5) 0.6658 (4) 0.7884 (2) 0.0875 (15)
O37 0.5604 (3) 0.8033 (3) 0.6161 (2) 0.0531 (10)
O38 0.3792 (3) 0.5956 (3) 0.62754 (17) 0.0437 (8)
O39 0.9244 (3) 1.1215 (3) 0.87207 (16) 0.0384 (8)
O40 0.7093 (3) 0.9428 (3) 0.8785 (2) 0.0616 (11)
N1 1.2541 (4) 0.9173 (4) 0.8036 (3) 0.0634 (14)
N2 0.9755 (5) 0.6729 (4) 0.5663 (3) 0.0619 (14)
N3 0.8461 (4) 0.5189 (5) 0.9216 (3) 0.0644 (14)
N4 0.5960 (5) 0.2655 (4) 0.6810 (3) 0.0672 (14)
N5 0.8163 (5) 0.8577 (5) 0.3180 (3) 0.0695 (15)
N6 0.9404 (5) 1.1072 (4) 0.5513 (3) 0.0687 (15)
N7 0.0741 (4) 0.5967 (5) 0.2959 (3) 0.0649 (14)
N8 0.2656 (5) 0.8066 (5) 0.5436 (3) 0.0751 (17)
N9 0.5690 (5) 0.7395 (6) 1.1622 (3) 0.0690 (15)
N10 0.3889 (4) 0.5138 (4) 0.9179 (3) 0.0620 (14)
N11 1.2961 (5) 0.7739 (5) 1.0839 (3) 0.0664 (14)
N12 1.2013 (5) 0.6556 (4) 0.8403 (3) 0.0648 (14)
C1 0.8600 (4) 0.8476 (4) 0.7262 (2) 0.0290 (10)
C2 0.9502 (4) 0.8311 (4) 0.7113 (2) 0.0287 (10)
C3 1.0585 (4) 0.8819 (4) 0.7636 (2) 0.0375 (11)
H3 1.0760 0.9255 0.8076 0.045*
C4 1.1393 (4) 0.8657 (4) 0.7484 (3) 0.0440 (12)
C5 1.1166 (5) 0.8000 (5) 0.6848 (3) 0.0518 (14)
H5 1.1720 0.7897 0.6759 0.062*
C6 1.0079 (5) 0.7498 (4) 0.6346 (3) 0.0445 (12)
C7 0.9246 (4) 0.7658 (4) 0.6467 (2) 0.0377 (11)
H7 0.8528 0.7328 0.6116 0.045*
C8 0.6579 (4) 0.6469 (4) 0.7738 (2) 0.0291 (10)
C9 0.6745 (4) 0.5549 (4) 0.7839 (2) 0.0293 (10)
C10 0.7461 (4) 0.5751 (4) 0.8466 (2) 0.0374 (11)
H10 0.7787 0.6426 0.8836 0.045*
C11 0.7690 (4) 0.4947 (4) 0.8543 (3) 0.0418 (12)
C12 0.7234 (5) 0.3931 (5) 0.8011 (3) 0.0486 (13)
H12 0.7422 0.3411 0.8064 0.058*
C13 0.6491 (4) 0.3738 (4) 0.7402 (3) 0.0414 (12)
C14 0.6235 (4) 0.4514 (4) 0.7301 (2) 0.0382 (11)
H14 0.5726 0.4347 0.6877 0.046*
C15 0.6482 (4) 0.6822 (4) 0.4706 (2) 0.0308 (10)
C16 0.7287 (4) 0.7881 (4) 0.4581 (2) 0.0332 (10)
C17 0.7315 (4) 0.7759 (4) 0.3945 (2) 0.0374 (11)
H17 0.6838 0.7034 0.3593 0.045*
C18 0.8052 (5) 0.8720 (4) 0.3839 (3) 0.0461 (13)
C19 0.8742 (4) 0.9825 (4) 0.4340 (3) 0.0504 (14)
H19 0.9218 1.0475 0.4259 0.060*
C20 0.8684 (4) 0.9905 (4) 0.4967 (3) 0.0451 (13)
C21 0.7980 (4) 0.8956 (4) 0.5091 (3) 0.0388 (11)
H21 0.7974 0.9041 0.5522 0.047*
C22 0.3370 (4) 0.5223 (4) 0.4346 (2) 0.0326 (10)
C23 0.1498 (4) 0.6191 (5) 0.3641 (3) 0.0438 (12)
C24 0.2013 (4) 0.5593 (4) 0.3675 (2) 0.0389 (11)
H24 0.1871 0.5055 0.3283 0.047*
C25 0.2745 (4) 0.5814 (4) 0.4306 (2) 0.0318 (10)
C26 0.2942 (4) 0.6602 (4) 0.4889 (2) 0.0392 (11)
H26 0.3415 0.6738 0.5316 0.047*
C27 0.2412 (5) 0.7180 (4) 0.4818 (3) 0.0477 (13)
C28 0.1679 (5) 0.6989 (5) 0.4202 (3) 0.0510 (14)
H28 0.1324 0.7382 0.4168 0.061*
C29 0.8052 (4) 0.8515 (4) 1.0240 (2) 0.0327 (10)
C30 0.6926 (4) 0.7723 (4) 1.0308 (2) 0.0318 (10)
C31 0.6830 (4) 0.7907 (4) 1.0925 (3) 0.0404 (12)
H31 0.7472 0.8518 1.1315 0.048*
C32 0.5784 (5) 0.7186 (5) 1.0962 (3) 0.0473 (13)
C33 0.4809 (4) 0.6260 (5) 1.0400 (3) 0.0508 (14)
H33 0.4110 0.5765 1.0435 0.061*
C34 0.4913 (4) 0.6103 (4) 0.9793 (3) 0.0455 (13)
C35 0.5951 (4) 0.6810 (4) 0.9731 (2) 0.0395 (11)
H35 0.5997 0.6678 0.9309 0.047*
C36 1.0328 (4) 0.8443 (4) 0.9396 (2) 0.0324 (10)
C37 1.1041 (4) 0.7946 (4) 0.9482 (2) 0.0337 (10)
C38 1.1634 (4) 0.8043 (4) 1.0115 (2) 0.0388 (11)
H38 1.1580 0.8395 1.0499 0.047*
C39 1.2309 (5) 0.7606 (4) 1.0166 (3) 0.0447 (13)
C40 1.2424 (5) 0.7093 (5) 0.9612 (3) 0.0489 (14)
H40 1.2882 0.6806 0.9654 0.059*
C41 1.1835 (5) 0.7026 (4) 0.8998 (3) 0.0476 (13)
C42 1.1140 (4) 0.7429 (4) 0.8916 (2) 0.0386 (11)
H42 1.0742 0.7356 0.8487 0.046*
C43 0.5956 (7) 0.9690 (6) 0.5743 (4) 0.097 (3)
H43A 0.5727 0.9250 0.5277 0.146* 0.926 (3)
H43B 0.6514 1.0496 0.5848 0.146* 0.926 (3)
H43C 0.5277 0.9582 0.5814 0.146* 0.926 (3)
H43D 0.5649 0.9076 0.5319 0.146* 0.074 (3)
H43E 0.6789 1.0218 0.5889 0.146* 0.074 (3)
H43F 0.5594 1.0095 0.5685 0.146* 0.074 (3)
C44 0.6918 (7) 1.0145 (6) 0.7068 (4) 0.111 (3)
H44A 0.7284 0.9993 0.7424 0.167* 0.926 (3)
H44B 0.6205 1.0021 0.7090 0.167* 0.926 (3)
H44C 0.7441 1.0934 0.7122 0.167* 0.926 (3)
H44D 0.7491 1.0668 0.6933 0.167* 0.074 (3)
H44E 0.7217 0.9782 0.7291 0.167* 0.074 (3)
H44F 0.6755 1.0568 0.7374 0.167* 0.074 (3)
C45 0.1736 (5) 0.5297 (6) 0.6256 (3) 0.0753 (19)
H45A 0.1441 0.5307 0.5818 0.113* 0.926 (3)
H45B 0.2120 0.6050 0.6601 0.113* 0.926 (3)
H45C 0.1096 0.4736 0.6337 0.113* 0.926 (3)
H45D 0.1654 0.5422 0.5839 0.113* 0.074 (3)
H45E 0.1418 0.5613 0.6501 0.113* 0.074 (3)
H45F 0.1320 0.4481 0.6158 0.113* 0.074 (3)
C46 0.3100 (7) 0.4971 (6) 0.7116 (3) 0.084 (2)
H46A 0.3666 0.4791 0.7224 0.126* 0.926 (3)
H46B 0.2401 0.4416 0.7155 0.126* 0.926 (3)
H46C 0.3419 0.5733 0.7426 0.126* 0.926 (3)
H46D 0.2297 0.4312 0.6912 0.126* 0.074 (3)
H46E 0.3329 0.5311 0.7597 0.126* 0.074 (3)
H46F 0.3592 0.4730 0.7035 0.126* 0.074 (3)
C47 0.9983 (5) 1.3264 (5) 0.8680 (3) 0.0576 (15)
H47A 0.9886 1.3561 0.9077 0.086*
H47B 0.9263 1.2869 0.8288 0.086*
H47C 1.0597 1.3893 0.8621 0.086*
C48 1.0478 (6) 1.1914 (5) 0.7987 (3) 0.0693 (18)
H48A 1.0681 1.1367 0.7951 0.104*
H48B 1.1076 1.2602 0.7960 0.104*
H48C 0.9741 1.1579 0.7622 0.104*
C49 0.5422 (6) 0.9107 (7) 0.9170 (4) 0.115 (3)
H49A 0.5828 0.9249 0.9631 0.173*
H49B 0.4592 0.8597 0.9040 0.173*
H49C 0.5611 0.9827 0.9131 0.173*
C50 0.4992 (6) 0.8331 (7) 0.7853 (4) 0.113 (3)
H50A 0.5109 0.7972 0.7486 0.169*
H50B 0.5212 0.9088 0.7872 0.169*
H50C 0.4180 0.7865 0.7782 0.169*
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Atomic displacement parameters (Å2)

U11 U22 U33 U12 U13 U23
Ce1 0.02805 (14) 0.02672 (14) 0.02143 (14) 0.01626 (12) 0.00806 (11) 0.00719 (11)
Ce2 0.02582 (14) 0.02641 (14) 0.02261 (14) 0.01464 (11) 0.00890 (11) 0.00577 (11)
S1 0.0554 (10) 0.0356 (8) 0.0907 (14) 0.0271 (8) 0.0314 (9) 0.0240 (8)
S2 0.0449 (9) 0.0527 (9) 0.0509 (10) 0.0269 (8) 0.0280 (7) 0.0157 (7)
S1' 0.0554 (10) 0.0356 (8) 0.0907 (14) 0.0271 (8) 0.0314 (9) 0.0240 (8)
S2' 0.0449 (9) 0.0527 (9) 0.0509 (10) 0.0269 (8) 0.0280 (7) 0.0157 (7)
S3 0.0472 (8) 0.0394 (7) 0.0475 (8) 0.0233 (6) 0.0206 (6) 0.0199 (6)
S4 0.0393 (8) 0.0551 (9) 0.1187 (15) 0.0258 (8) 0.0290 (9) 0.0321 (10)
O1 0.0277 (17) 0.0409 (18) 0.0308 (18) 0.0150 (15) 0.0068 (15) 0.0026 (15)
O2 0.0374 (18) 0.0415 (18) 0.0220 (17) 0.0206 (16) 0.0087 (14) 0.0033 (15)
O3 0.053 (3) 0.080 (3) 0.064 (3) 0.034 (2) 0.009 (2) 0.027 (3)
O4 0.054 (3) 0.146 (5) 0.119 (5) 0.069 (3) 0.023 (3) 0.023 (4)
O5 0.107 (4) 0.155 (5) 0.111 (5) 0.094 (4) 0.044 (4) −0.012 (4)
O6 0.088 (4) 0.108 (4) 0.048 (3) 0.053 (3) 0.026 (3) −0.006 (3)
O7 0.0425 (19) 0.0360 (17) 0.0228 (17) 0.0192 (16) 0.0079 (15) 0.0094 (14)
O8 0.046 (2) 0.0228 (16) 0.036 (2) 0.0125 (15) 0.0066 (16) 0.0015 (15)
O9 0.171 (6) 0.128 (5) 0.045 (3) 0.111 (5) 0.004 (3) 0.020 (3)
O10 0.134 (5) 0.127 (5) 0.108 (5) 0.102 (4) −0.001 (4) 0.038 (4)
O11 0.178 (6) 0.080 (3) 0.103 (4) 0.103 (4) 0.043 (4) 0.020 (3)
O12 0.114 (4) 0.069 (3) 0.051 (3) 0.053 (3) 0.004 (3) −0.006 (2)
O13 0.044 (2) 0.0359 (18) 0.0288 (19) 0.0125 (16) 0.0154 (16) 0.0113 (15)
O14 0.0347 (18) 0.0266 (16) 0.0330 (19) 0.0112 (15) 0.0122 (15) 0.0091 (15)
O15 0.127 (4) 0.078 (3) 0.066 (3) 0.054 (3) 0.065 (3) 0.038 (3)
O16 0.147 (5) 0.084 (3) 0.115 (4) 0.053 (3) 0.098 (4) 0.069 (3)
O17 0.066 (3) 0.035 (2) 0.160 (5) 0.016 (2) 0.037 (3) 0.027 (3)
O18 0.122 (5) 0.045 (3) 0.084 (4) 0.026 (3) 0.030 (4) −0.006 (3)
O19 0.0353 (18) 0.051 (2) 0.0305 (19) 0.0279 (17) 0.0079 (15) 0.0152 (16)
O20 0.0408 (19) 0.0450 (19) 0.0301 (19) 0.0296 (17) 0.0106 (15) 0.0104 (16)
O21 0.098 (4) 0.140 (4) 0.048 (3) 0.091 (4) 0.026 (3) 0.037 (3)
O22 0.155 (5) 0.182 (6) 0.080 (4) 0.150 (5) 0.031 (3) 0.054 (4)
O23 0.173 (6) 0.121 (4) 0.102 (4) 0.130 (5) 0.019 (4) 0.000 (3)
O24 0.107 (4) 0.127 (4) 0.054 (3) 0.094 (4) 0.014 (3) −0.005 (3)
O25 0.040 (2) 0.048 (2) 0.033 (2) 0.0081 (17) 0.0180 (16) 0.0110 (16)
O26 0.0278 (17) 0.0361 (17) 0.0325 (19) 0.0127 (15) 0.0111 (15) 0.0110 (15)
O27 0.133 (5) 0.115 (4) 0.066 (3) 0.079 (4) 0.065 (3) 0.041 (3)
O28 0.092 (4) 0.147 (5) 0.111 (4) 0.068 (4) 0.080 (3) 0.091 (4)
O29 0.038 (3) 0.080 (3) 0.134 (5) −0.005 (3) 0.014 (3) 0.036 (3)
O30 0.068 (3) 0.070 (3) 0.066 (3) 0.020 (3) 0.000 (3) −0.003 (3)
O31 0.0426 (19) 0.0351 (17) 0.0297 (19) 0.0241 (16) 0.0112 (16) 0.0021 (14)
O32 0.049 (2) 0.0336 (17) 0.0320 (18) 0.0275 (16) 0.0200 (16) 0.0076 (14)
O33 0.129 (4) 0.115 (4) 0.048 (3) 0.099 (4) 0.028 (3) 0.035 (3)
O34 0.152 (5) 0.212 (6) 0.094 (4) 0.162 (5) 0.051 (4) 0.076 (4)
O35 0.176 (5) 0.178 (5) 0.100 (4) 0.162 (5) 0.080 (4) 0.061 (4)
O36 0.152 (5) 0.112 (4) 0.064 (3) 0.104 (4) 0.069 (3) 0.042 (3)
O37 0.047 (2) 0.0344 (19) 0.076 (3) 0.0262 (17) 0.0195 (19) 0.0157 (18)
O38 0.0404 (19) 0.052 (2) 0.046 (2) 0.0280 (18) 0.0226 (17) 0.0205 (17)
O39 0.0429 (19) 0.0369 (18) 0.043 (2) 0.0237 (16) 0.0222 (16) 0.0192 (16)
O40 0.0302 (19) 0.039 (2) 0.108 (3) 0.0208 (17) 0.021 (2) 0.018 (2)
N1 0.043 (3) 0.066 (3) 0.081 (4) 0.035 (3) 0.016 (3) 0.030 (3)
N2 0.064 (3) 0.063 (3) 0.057 (3) 0.036 (3) 0.037 (3) 0.009 (3)
N3 0.062 (3) 0.071 (4) 0.060 (4) 0.041 (3) 0.009 (3) 0.033 (3)
N4 0.098 (4) 0.042 (3) 0.064 (4) 0.042 (3) 0.034 (3) 0.017 (3)
N5 0.095 (4) 0.074 (4) 0.078 (4) 0.052 (4) 0.061 (4) 0.055 (3)
N6 0.057 (3) 0.036 (3) 0.092 (5) 0.024 (3) 0.013 (3) 0.012 (3)
N7 0.071 (3) 0.102 (4) 0.061 (4) 0.070 (3) 0.025 (3) 0.047 (3)
N8 0.077 (4) 0.088 (4) 0.063 (4) 0.067 (4) 0.012 (3) −0.001 (3)
N9 0.073 (4) 0.110 (5) 0.072 (4) 0.064 (4) 0.050 (3) 0.059 (4)
N10 0.032 (3) 0.043 (3) 0.081 (4) 0.013 (2) 0.005 (3) 0.017 (3)
N11 0.085 (4) 0.091 (4) 0.058 (4) 0.070 (4) 0.027 (3) 0.038 (3)
N12 0.092 (4) 0.075 (4) 0.066 (4) 0.065 (3) 0.048 (3) 0.029 (3)
C1 0.035 (3) 0.032 (2) 0.029 (3) 0.020 (2) 0.019 (2) 0.016 (2)
C2 0.028 (2) 0.029 (2) 0.028 (2) 0.015 (2) 0.013 (2) 0.0097 (19)
C3 0.037 (3) 0.043 (3) 0.037 (3) 0.023 (2) 0.016 (2) 0.019 (2)
C4 0.034 (3) 0.044 (3) 0.054 (3) 0.022 (2) 0.016 (3) 0.023 (3)
C5 0.053 (3) 0.057 (3) 0.069 (4) 0.040 (3) 0.037 (3) 0.028 (3)
C6 0.049 (3) 0.042 (3) 0.045 (3) 0.026 (3) 0.025 (3) 0.014 (2)
C7 0.039 (3) 0.033 (3) 0.041 (3) 0.017 (2) 0.023 (2) 0.013 (2)
C8 0.027 (2) 0.032 (2) 0.029 (3) 0.013 (2) 0.019 (2) 0.014 (2)
C9 0.033 (2) 0.026 (2) 0.027 (2) 0.014 (2) 0.013 (2) 0.0116 (19)
C10 0.035 (3) 0.037 (3) 0.039 (3) 0.019 (2) 0.015 (2) 0.018 (2)
C11 0.043 (3) 0.047 (3) 0.041 (3) 0.026 (3) 0.019 (2) 0.025 (3)
C12 0.053 (3) 0.054 (3) 0.061 (4) 0.038 (3) 0.030 (3) 0.032 (3)
C13 0.054 (3) 0.036 (3) 0.049 (3) 0.029 (3) 0.032 (3) 0.019 (2)
C14 0.043 (3) 0.036 (3) 0.035 (3) 0.019 (2) 0.021 (2) 0.017 (2)
C15 0.032 (2) 0.034 (3) 0.027 (3) 0.017 (2) 0.014 (2) 0.014 (2)
C16 0.038 (3) 0.030 (2) 0.037 (3) 0.021 (2) 0.020 (2) 0.015 (2)
C17 0.040 (3) 0.033 (3) 0.042 (3) 0.019 (2) 0.022 (2) 0.017 (2)
C18 0.050 (3) 0.047 (3) 0.059 (4) 0.030 (3) 0.032 (3) 0.032 (3)
C19 0.041 (3) 0.041 (3) 0.085 (4) 0.024 (3) 0.037 (3) 0.037 (3)
C20 0.033 (3) 0.028 (3) 0.069 (4) 0.016 (2) 0.018 (3) 0.014 (3)
C21 0.041 (3) 0.034 (3) 0.043 (3) 0.023 (2) 0.018 (2) 0.013 (2)
C22 0.027 (2) 0.028 (2) 0.038 (3) 0.015 (2) 0.010 (2) 0.013 (2)
C23 0.044 (3) 0.060 (3) 0.045 (3) 0.037 (3) 0.019 (3) 0.030 (3)
C24 0.044 (3) 0.045 (3) 0.035 (3) 0.030 (3) 0.017 (2) 0.014 (2)
C25 0.030 (2) 0.034 (2) 0.029 (3) 0.018 (2) 0.011 (2) 0.010 (2)
C26 0.036 (3) 0.045 (3) 0.039 (3) 0.027 (2) 0.013 (2) 0.013 (2)
C27 0.053 (3) 0.047 (3) 0.043 (3) 0.034 (3) 0.016 (3) 0.005 (3)
C28 0.058 (3) 0.058 (3) 0.060 (4) 0.049 (3) 0.024 (3) 0.022 (3)
C29 0.029 (3) 0.032 (2) 0.031 (3) 0.014 (2) 0.012 (2) 0.011 (2)
C30 0.029 (2) 0.033 (2) 0.033 (3) 0.016 (2) 0.014 (2) 0.015 (2)
C31 0.035 (3) 0.041 (3) 0.041 (3) 0.018 (2) 0.017 (2) 0.016 (2)
C32 0.052 (3) 0.062 (4) 0.056 (4) 0.038 (3) 0.038 (3) 0.037 (3)
C33 0.036 (3) 0.049 (3) 0.085 (5) 0.026 (3) 0.033 (3) 0.041 (3)
C34 0.026 (3) 0.037 (3) 0.062 (4) 0.014 (2) 0.009 (3) 0.020 (3)
C35 0.038 (3) 0.035 (3) 0.038 (3) 0.019 (2) 0.012 (2) 0.011 (2)
C36 0.032 (3) 0.029 (2) 0.038 (3) 0.019 (2) 0.014 (2) 0.013 (2)
C37 0.037 (3) 0.031 (2) 0.032 (3) 0.021 (2) 0.014 (2) 0.008 (2)
C38 0.055 (3) 0.040 (3) 0.042 (3) 0.036 (3) 0.024 (2) 0.021 (2)
C39 0.053 (3) 0.049 (3) 0.046 (3) 0.037 (3) 0.019 (3) 0.023 (3)
C40 0.059 (3) 0.062 (3) 0.063 (4) 0.051 (3) 0.036 (3) 0.032 (3)
C41 0.064 (4) 0.051 (3) 0.050 (3) 0.043 (3) 0.032 (3) 0.020 (3)
C42 0.050 (3) 0.037 (3) 0.034 (3) 0.029 (2) 0.015 (2) 0.011 (2)
C43 0.119 (7) 0.080 (5) 0.094 (6) 0.054 (5) 0.035 (5) 0.050 (5)
C44 0.137 (7) 0.065 (5) 0.085 (6) 0.053 (5) 0.007 (5) 0.003 (4)
C45 0.065 (4) 0.103 (5) 0.078 (5) 0.057 (4) 0.042 (4) 0.029 (4)
C46 0.118 (6) 0.092 (5) 0.078 (5) 0.064 (5) 0.067 (5) 0.052 (4)
C47 0.065 (4) 0.048 (3) 0.064 (4) 0.034 (3) 0.023 (3) 0.030 (3)
C48 0.080 (5) 0.075 (4) 0.069 (4) 0.041 (4) 0.054 (4) 0.035 (4)
C49 0.069 (5) 0.127 (7) 0.125 (8) 0.042 (5) 0.057 (5) 0.024 (6)
C50 0.079 (5) 0.131 (7) 0.094 (6) 0.066 (6) 0.006 (5) 0.002 (5)
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Geometric parameters (Å, °)

Ce1—O1 2.489 (3) C3—H3 0.9300
Ce1—O7 2.423 (3) C4—C5 1.371 (7)
Ce1—O13 2.493 (3) C5—C6 1.379 (7)
Ce1—O14i 2.512 (3) C5—H5 0.9300
Ce1—O19 2.434 (3) C6—C7 1.392 (6)
Ce1—O20i 2.552 (3) C7—H7 0.9300
Ce1—O37 2.509 (3) C8—C9 1.503 (6)
Ce1—O38 2.545 (3) C9—C10 1.377 (6)
Ce2—O2 2.418 (3) C9—C14 1.390 (6)
Ce2—O8 2.496 (3) C10—C11 1.379 (6)
Ce2—O25 2.493 (3) C10—H10 0.9300
Ce2—O26ii 2.535 (3) C11—C12 1.383 (7)
Ce2—O31 2.582 (3) C12—C13 1.368 (7)
Ce2—O32ii 2.479 (3) C12—H12 0.9300
Ce2—O39 2.535 (3) C13—C14 1.377 (6)
Ce2—O40 2.499 (3) C14—H14 0.9300
S1—O37 1.491 (4) C15—C16 1.517 (6)
S1—C44 1.749 (7) C16—C21 1.366 (6)
S1—C43 1.775 (7) C16—C17 1.381 (6)
S1—H43E 1.7691 C17—C18 1.371 (6)
S1—H44D 1.8212 C17—H17 0.9300
S2—O38 1.497 (3) C18—C19 1.385 (7)
S2—C46 1.752 (6) C19—C20 1.380 (8)
S2—C45 1.786 (6) C19—H19 0.9300
S2—H45F 1.7546 C20—C21 1.368 (6)
S1'—O37 1.468 (9) C21—H21 0.9300
S1'—C44 1.724 (11) C22—C25 1.508 (6)
S1'—C43 1.760 (11) C23—C28 1.368 (7)
S2'—O38 1.458 (9) C23—C24 1.385 (6)
S2'—C46 1.750 (11) C24—C25 1.384 (6)
S2'—C45 1.782 (10) C24—H24 0.9300
S3—O39 1.517 (3) C25—C26 1.383 (6)
S3—C48 1.781 (5) C26—C27 1.383 (6)
S3—C47 1.784 (5) C26—H26 0.9300
S4—O40 1.501 (4) C27—C28 1.375 (7)
S4—C50 1.761 (8) C28—H28 0.9300
S4—C49 1.783 (7) C29—C30 1.511 (6)
O1—C1 1.249 (5) C30—C31 1.376 (6)
O2—C1 1.240 (5) C30—C35 1.391 (6)
O3—N1 1.218 (6) C31—C32 1.369 (7)
O4—N1 1.217 (6) C31—H31 0.9300
O5—N2 1.199 (6) C32—C33 1.382 (7)
O6—N2 1.194 (6) C33—C34 1.359 (7)
O7—C8 1.260 (5) C33—H33 0.9300
O8—C8 1.229 (5) C34—C35 1.383 (7)
O9—N3 1.201 (6) C35—H35 0.9300
O10—N3 1.200 (6) C36—C37 1.508 (6)
O11—N4 1.222 (6) C37—C42 1.385 (6)
O12—N4 1.192 (6) C37—C38 1.382 (6)
O13—C15 1.251 (5) C38—C39 1.386 (6)
O14—C15 1.250 (5) C38—H38 0.9300
O14—Ce1i 2.512 (3) C39—C40 1.374 (7)
O15—N5 1.220 (6) C40—C41 1.364 (7)
O16—N5 1.218 (6) C40—H40 0.9300
O17—N6 1.213 (7) C41—C42 1.373 (7)
O18—N6 1.194 (7) C42—H42 0.9300
O19—C22 1.257 (5) C43—H43A 0.9600
O20—C22 1.245 (5) C43—H43B 0.9600
O20—Ce1i 2.552 (3) C43—H43C 0.9600
O21—N7 1.209 (6) C43—H43D 0.9600
O22—N7 1.219 (6) C43—H43E 0.9600
O23—N8 1.204 (6) C43—H43F 0.9600
O24—N8 1.206 (6) C44—H44A 0.9600
O25—C29 1.240 (5) C44—H44B 0.9600
O26—C29 1.255 (5) C44—H44C 0.9600
O26—Ce2ii 2.535 (3) C44—H44D 0.9600
O27—N9 1.227 (7) C44—H44E 0.9599
O28—N9 1.221 (7) C44—H44F 0.9599
O29—N10 1.215 (6) C45—H45A 0.9600
O30—N10 1.192 (6) C45—H45B 0.9600
O31—C36 1.234 (5) C45—H45C 0.9600
O32—C36 1.261 (5) C45—H45D 0.9600
O32—Ce2ii 2.479 (3) C45—H45E 0.9598
O33—N11 1.217 (6) C45—H45F 0.9600
O34—N11 1.228 (6) C46—H46A 0.9600
O35—N12 1.214 (6) C46—H46B 0.9600
O36—N12 1.202 (6) C46—H46C 0.9600
N1—C4 1.482 (7) C46—H46D 0.9599
N2—C6 1.471 (7) C46—H46E 0.9598
N3—C11 1.467 (7) C46—H46F 0.9600
N4—C13 1.489 (6) C47—H47A 0.9600
N5—C18 1.473 (7) C47—H47B 0.9600
N6—C20 1.479 (7) C47—H47C 0.9600
N7—C23 1.482 (6) C48—H48A 0.9600
N8—C27 1.484 (7) C48—H48B 0.9600
N9—C32 1.468 (7) C48—H48C 0.9600
N10—C34 1.472 (7) C49—H49A 0.9600
N11—C39 1.462 (7) C49—H49B 0.9600
N12—C41 1.479 (7) C49—H49C 0.9600
C1—C2 1.517 (6) C50—H50A 0.9600
C2—C7 1.373 (6) C50—H50B 0.9600
C2—C3 1.393 (6) C50—H50C 0.9600
C3—C4 1.385 (6)
O7—Ce1—O19 143.08 (11) C13—C12—C11 116.0 (5)
O7—Ce1—O1 75.32 (10) C13—C12—H12 122.0
O19—Ce1—O1 139.62 (11) C11—C12—H12 122.0
O7—Ce1—O13 145.04 (11) C12—C13—C14 123.3 (5)
O19—Ce1—O13 71.83 (10) C12—C13—N4 118.7 (5)
O1—Ce1—O13 71.68 (10) C14—C13—N4 117.9 (5)
O7—Ce1—O37 103.30 (12) C13—C14—C9 119.3 (5)
O19—Ce1—O37 83.09 (11) C13—C14—H14 120.4
O1—Ce1—O37 72.82 (11) C9—C14—H14 120.4
O13—Ce1—O37 77.73 (12) O14—C15—O13 126.8 (4)
O7—Ce1—O14i 77.27 (10) O14—C15—C16 117.4 (4)
O19—Ce1—O14i 76.32 (10) O13—C15—C16 115.7 (4)
O1—Ce1—O14i 140.00 (10) C21—C16—C17 119.7 (4)
O13—Ce1—O14i 123.16 (10) C21—C16—C15 120.6 (4)
O37—Ce1—O14i 142.52 (11) C17—C16—C15 119.7 (4)
O7—Ce1—O38 71.87 (11) C18—C17—C16 119.3 (5)
O19—Ce1—O38 76.24 (11) C18—C17—H17 120.4
O1—Ce1—O38 122.96 (10) C16—C17—H17 120.4
O13—Ce1—O38 137.47 (11) C17—C18—C19 122.4 (5)
O37—Ce1—O38 71.14 (11) C17—C18—N5 119.3 (5)
O14i—Ce1—O38 73.69 (10) C19—C18—N5 118.3 (5)
O7—Ce1—O20i 77.85 (10) C20—C19—C18 116.3 (5)
O19—Ce1—O20i 118.05 (10) C20—C19—H19 121.9
O1—Ce1—O20i 72.54 (10) C18—C19—H19 121.9
O13—Ce1—O20i 81.56 (11) C21—C20—C19 122.4 (5)
O37—Ce1—O20i 143.73 (11) C21—C20—N6 119.9 (5)
O14i—Ce1—O20i 73.63 (10) C19—C20—N6 117.7 (5)
O38—Ce1—O20i 139.33 (10) C16—C21—C20 119.9 (5)
O2—Ce2—O32ii 144.49 (10) C16—C21—H21 120.0
O2—Ce2—O25 143.39 (11) C20—C21—H21 120.0
O32ii—Ce2—O25 71.96 (10) O20—C22—O19 124.9 (4)
O2—Ce2—O8 74.83 (11) O20—C22—C25 117.4 (4)
O32ii—Ce2—O8 137.53 (11) O19—C22—C25 117.7 (4)
O25—Ce2—O8 69.52 (11) C28—C23—C24 123.0 (5)
O2—Ce2—O40 101.42 (13) C28—C23—N7 119.2 (5)
O32ii—Ce2—O40 81.26 (12) C24—C23—N7 117.8 (5)
O25—Ce2—O40 76.00 (13) C23—C24—C25 118.4 (5)
O8—Ce2—O40 72.80 (11) C23—C24—H24 120.8
O2—Ce2—O39 72.02 (10) C25—C24—H24 120.8
O32ii—Ce2—O39 75.57 (10) C26—C25—C24 120.7 (4)
O25—Ce2—O39 136.63 (11) C26—C25—C22 120.4 (4)
O8—Ce2—O39 124.05 (10) C24—C25—C22 118.8 (4)
O40—Ce2—O39 71.28 (11) C25—C26—C27 117.9 (5)
O2—Ce2—O26ii 77.55 (10) C25—C26—H26 121.0
O32ii—Ce2—O26ii 79.01 (10) C27—C26—H26 121.0
O25—Ce2—O26ii 127.03 (10) C28—C27—C26 123.4 (5)
O8—Ce2—O26ii 140.06 (10) C28—C27—N8 118.0 (5)
O40—Ce2—O26ii 141.57 (11) C26—C27—N8 118.6 (5)
O39—Ce2—O26ii 72.02 (10) C23—C28—C27 116.5 (4)
O2—Ce2—O31 76.18 (10) C23—C28—H28 121.7
O32ii—Ce2—O31 120.76 (10) C27—C28—H28 121.7
O25—Ce2—O31 85.94 (11) O25—C29—O26 126.9 (4)
O8—Ce2—O31 73.60 (10) O25—C29—C30 116.4 (4)
O40—Ce2—O31 145.67 (11) O26—C29—C30 116.7 (4)
O39—Ce2—O31 136.10 (10) C31—C30—C35 119.2 (4)
O26ii—Ce2—O31 72.17 (10) C31—C30—C29 121.5 (4)
O32ii—Ce2—O32 74.92 (10) C35—C30—C29 119.3 (4)
O8—Ce2—O32 103.40 (9) C32—C31—C30 119.6 (5)
O26ii—Ce2—O32 65.48 (9) C32—C31—H31 120.2
O37—S1—C44 106.9 (3) C30—C31—H31 120.2
O37—S1—C43 104.5 (3) C31—C32—C33 122.4 (5)
C44—S1—C43 99.1 (4) C31—C32—N9 119.2 (5)
O38—S2—C46 108.0 (3) C33—C32—N9 118.4 (5)
O38—S2—C45 103.9 (3) C34—C33—C32 117.1 (5)
O37—S1'—C44 109.3 (7) C34—C33—H33 121.4
O37—S1'—C43 106.3 (7) C32—C33—H33 121.4
C44—S1'—C43 100.6 (6) C33—C34—C35 122.4 (5)
O38—S2'—C46 110.0 (7) C33—C34—N10 118.9 (5)
O38—S2'—C45 105.8 (6) C35—C34—N10 118.7 (5)
C46—S2'—C45 98.0 (6) C34—C35—C30 119.2 (5)
O39—S3—C48 106.0 (2) C34—C35—H35 120.4
O39—S3—C47 104.9 (2) C30—C35—H35 120.4
C48—S3—C47 97.9 (3) O31—C36—O32 123.8 (4)
O40—S4—C50 105.5 (4) O31—C36—C37 117.4 (4)
O40—S4—C49 103.3 (3) O32—C36—C37 118.8 (4)
C50—S4—C49 97.5 (4) C42—C37—C38 119.9 (4)
C1—O1—Ce1 156.6 (3) C42—C37—C36 118.8 (4)
C1—O2—Ce2 147.1 (3) C38—C37—C36 121.3 (4)
C8—O7—Ce1 144.0 (3) C37—C38—C39 118.8 (5)
C8—O8—Ce2 157.4 (3) C37—C38—H38 120.6
C15—O13—Ce1 144.5 (3) C39—C38—H38 120.6
C15—O14—Ce1i 139.1 (3) C40—C39—C38 122.3 (5)
C22—O19—Ce1 172.9 (3) C40—C39—N11 119.0 (5)
C22—O20—Ce1i 113.0 (3) C38—C39—N11 118.6 (5)
C29—O25—Ce2 143.0 (3) C41—C40—C39 117.0 (5)
C29—O26—Ce2ii 133.4 (3) C41—C40—H40 121.5
C36—O31—Ce2 104.2 (3) C39—C40—H40 121.5
C36—O32—Ce2ii 165.7 (3) C40—C41—C42 123.2 (5)
Ce2ii—O32—Ce2 105.08 (10) C40—C41—N12 117.9 (5)
S1'—O37—S1 53.8 (5) C42—C41—N12 118.8 (5)
S1'—O37—Ce1 169.4 (5) C41—C42—C37 118.8 (5)
S1—O37—Ce1 128.79 (19) C41—C42—H42 120.6
S2'—O38—S2 55.1 (5) C37—C42—H42 120.6
S2'—O38—Ce1 149.0 (4) S1—C43—H43A 109.5
S2—O38—Ce1 131.60 (19) S1—C43—H43B 109.5
S3—O39—Ce2 130.77 (18) H43A—C43—H43B 109.5
S4—O40—Ce2 129.94 (19) S1—C43—H43C 109.5
O4—N1—O3 124.5 (5) H43A—C43—H43C 109.5
O4—N1—C4 117.3 (6) H43B—C43—H43C 109.5
O3—N1—C4 118.2 (5) S1'—C43—H43D 109.3
O6—N2—O5 122.7 (6) S1'—C43—H43E 109.6
O6—N2—C6 118.6 (5) H43D—C43—H43E 109.5
O5—N2—C6 118.6 (6) S1'—C43—H43F 109.5
O9—N3—O10 123.1 (6) H43D—C43—H43F 109.5
O9—N3—C11 118.3 (5) H43E—C43—H43F 109.5
O10—N3—C11 118.6 (6) S1—C44—H44A 109.5
O12—N4—O11 123.6 (6) S1—C44—H44B 109.5
O12—N4—C13 119.9 (5) H44A—C44—H44B 109.5
O11—N4—C13 116.4 (6) S1—C44—H44C 109.5
O15—N5—O16 124.2 (6) H44A—C44—H44C 109.5
O15—N5—C18 118.0 (5) H44B—C44—H44C 109.5
O16—N5—C18 117.9 (6) S1'—C44—H44D 109.1
O18—N6—O17 124.4 (6) S1'—C44—H44E 109.4
O18—N6—C20 117.3 (6) H44D—C44—H44E 109.5
O17—N6—C20 118.3 (6) S1'—C44—H44F 109.8
O21—N7—O22 123.8 (5) H44D—C44—H44F 109.5
O21—N7—C23 119.0 (5) H44E—C44—H44F 109.5
O22—N7—C23 117.2 (5) S2—C45—H45A 109.5
O24—N8—O23 124.3 (6) S2—C45—H45B 109.5
O24—N8—C27 117.9 (5) H45A—C45—H45B 109.5
O23—N8—C27 117.8 (6) S2—C45—H45C 109.5
O28—N9—O27 124.9 (6) H45A—C45—H45C 109.5
O28—N9—C32 117.6 (6) H45B—C45—H45C 109.5
O27—N9—C32 117.5 (5) S2'—C45—H45D 109.4
O30—N10—O29 123.9 (6) S2'—C45—H45E 109.6
O30—N10—C34 118.9 (5) H45D—C45—H45E 109.5
O29—N10—C34 117.2 (6) S2'—C45—H45F 109.4
O33—N11—O34 122.9 (5) H45D—C45—H45F 109.5
O33—N11—C39 119.6 (5) H45E—C45—H45F 109.5
O34—N11—C39 117.6 (5) S2—C46—H46A 109.5
O36—N12—O35 123.0 (5) S2—C46—H46B 109.5
O36—N12—C41 119.0 (5) H46A—C46—H46B 109.5
O35—N12—C41 117.9 (5) S2—C46—H46C 109.5
O2—C1—O1 125.6 (4) H46A—C46—H46C 109.5
O2—C1—C2 117.4 (4) H46B—C46—H46C 109.5
O1—C1—C2 117.0 (4) S2'—C46—H46D 109.5
C7—C2—C3 120.5 (4) S2'—C46—H46E 109.5
C7—C2—C1 120.0 (4) H46D—C46—H46E 109.5
C3—C2—C1 119.5 (4) S2'—C46—H46F 109.4
C4—C3—C2 118.2 (5) H46D—C46—H46F 109.5
C4—C3—H3 120.9 H46E—C46—H46F 109.5
C2—C3—H3 120.9 S3—C47—H47A 109.5
C5—C4—C3 123.1 (5) S3—C47—H47B 109.5
C5—C4—N1 117.8 (5) H47A—C47—H47B 109.5
C3—C4—N1 119.0 (5) S3—C47—H47C 109.5
C4—C5—C6 116.9 (5) H47A—C47—H47C 109.5
C4—C5—H5 121.5 H47B—C47—H47C 109.5
C6—C5—H5 121.5 S3—C48—H48A 109.5
C5—C6—C7 122.3 (5) S3—C48—H48B 109.5
C5—C6—N2 119.7 (5) H48A—C48—H48B 109.5
C7—C6—N2 117.9 (5) S3—C48—H48C 109.5
C2—C7—C6 118.9 (5) H48A—C48—H48C 109.5
C2—C7—H7 120.6 H48B—C48—H48C 109.5
C6—C7—H7 120.6 S4—C49—H49A 109.5
O8—C8—O7 125.4 (4) S4—C49—H49B 109.5
O8—C8—C9 118.1 (4) H49A—C49—H49B 109.5
O7—C8—C9 116.5 (4) S4—C49—H49C 109.5
C10—C9—C14 118.9 (4) H49A—C49—H49C 109.5
C10—C9—C8 119.8 (4) H49B—C49—H49C 109.5
C14—C9—C8 121.2 (4) S4—C50—H50A 109.5
C9—C10—C11 119.7 (5) S4—C50—H50B 109.5
C9—C10—H10 120.1 H50A—C50—H50B 109.5
C11—C10—H10 120.1 S4—C50—H50C 109.5
C10—C11—C12 122.7 (5) H50A—C50—H50C 109.5
C10—C11—N3 118.5 (5) H50B—C50—H50C 109.5
C12—C11—N3 118.8 (5)
O7—Ce1—O1—C1 37.3 (7) O9—N3—C11—C10 13.7 (8)
O19—Ce1—O1—C1 −157.4 (7) O10—N3—C11—C10 −165.0 (6)
O13—Ce1—O1—C1 −131.0 (7) O9—N3—C11—C12 −166.9 (6)
O37—Ce1—O1—C1 146.5 (7) O10—N3—C11—C12 14.4 (8)
O14i—Ce1—O1—C1 −10.9 (8) C10—C11—C12—C13 −2.8 (8)
O38—Ce1—O1—C1 93.7 (7) N3—C11—C12—C13 177.8 (5)
O20i—Ce1—O1—C1 −44.4 (7) C11—C12—C13—C14 2.8 (8)
O32ii—Ce2—O2—C1 179.2 (5) C11—C12—C13—N4 −179.4 (5)
O25—Ce2—O2—C1 −8.1 (6) O12—N4—C13—C12 173.0 (6)
O8—Ce2—O2—C1 −21.5 (5) O11—N4—C13—C12 −11.6 (8)
O40—Ce2—O2—C1 −89.9 (5) O12—N4—C13—C14 −9.1 (8)
O39—Ce2—O2—C1 −155.7 (6) O11—N4—C13—C14 166.3 (5)
O26ii—Ce2—O2—C1 129.4 (5) C12—C13—C14—C9 −0.3 (7)
O31—Ce2—O2—C1 55.0 (5) N4—C13—C14—C9 −178.1 (4)
O19—Ce1—O7—C8 169.2 (4) C10—C9—C14—C13 −2.3 (7)
O1—Ce1—O7—C8 −26.7 (5) C8—C9—C14—C13 174.4 (4)
O13—Ce1—O7—C8 −7.0 (6) Ce1i—O14—C15—O13 −12.9 (8)
O37—Ce1—O7—C8 −94.6 (5) Ce1i—O14—C15—C16 168.1 (3)
O14i—Ce1—O7—C8 123.9 (5) Ce1—O13—C15—O14 −22.0 (8)
O38—Ce1—O7—C8 −159.3 (5) Ce1—O13—C15—C16 157.0 (4)
O20i—Ce1—O7—C8 48.2 (5) O14—C15—C16—C21 173.0 (4)
O2—Ce2—O8—C8 31.2 (8) O13—C15—C16—C21 −6.1 (6)
O32ii—Ce2—O8—C8 −166.5 (7) O14—C15—C16—C17 −6.7 (6)
O25—Ce2—O8—C8 −140.3 (8) O13—C15—C16—C17 174.2 (4)
O40—Ce2—O8—C8 138.6 (8) C21—C16—C17—C18 0.8 (7)
O39—Ce2—O8—C8 86.5 (8) C15—C16—C17—C18 −179.4 (4)
O26ii—Ce2—O8—C8 −16.6 (9) C16—C17—C18—C19 −2.6 (8)
O31—Ce2—O8—C8 −48.6 (8) C16—C17—C18—N5 174.4 (5)
O7—Ce1—O13—C15 155.5 (5) O15—N5—C18—C17 −1.6 (8)
O19—Ce1—O13—C15 −22.1 (5) O16—N5—C18—C17 178.2 (6)
O1—Ce1—O13—C15 175.5 (5) O15—N5—C18—C19 175.5 (5)
O37—Ce1—O13—C15 −108.8 (5) O16—N5—C18—C19 −4.7 (8)
O14i—Ce1—O13—C15 37.1 (6) C17—C18—C19—C20 2.4 (8)
O38—Ce1—O13—C15 −65.4 (6) N5—C18—C19—C20 −174.6 (5)
O20i—Ce1—O13—C15 101.2 (5) C18—C19—C20—C21 −0.5 (8)
O2—Ce2—O25—C29 172.1 (5) C18—C19—C20—N6 −179.6 (4)
O32ii—Ce2—O25—C29 −12.4 (5) O18—N6—C20—C21 −5.9 (8)
O8—Ce2—O25—C29 −174.1 (6) O17—N6—C20—C21 174.4 (5)
O40—Ce2—O25—C29 −97.6 (5) O18—N6—C20—C19 173.1 (6)
O39—Ce2—O25—C29 −55.8 (6) O17—N6—C20—C19 −6.5 (8)
O26ii—Ce2—O25—C29 47.8 (6) C17—C16—C21—C20 1.0 (7)
O31—Ce2—O25—C29 111.9 (5) C15—C16—C21—C20 −178.7 (4)
O2—Ce2—O31—C36 151.1 (3) C19—C20—C21—C16 −1.1 (7)
O32ii—Ce2—O31—C36 5.1 (3) N6—C20—C21—C16 177.9 (4)
O25—Ce2—O31—C36 −61.1 (3) Ce1i—O20—C22—O19 −5.1 (6)
O8—Ce2—O31—C36 −130.9 (3) Ce1i—O20—C22—C25 174.2 (3)
O40—Ce2—O31—C36 −118.8 (3) O21—N7—C23—C28 171.8 (6)
O39—Ce2—O31—C36 106.7 (3) O22—N7—C23—C28 −7.6 (8)
O26ii—Ce2—O31—C36 70.0 (3) O21—N7—C23—C24 −6.8 (8)
O32ii—Ce2—O32—C36 −170.3 (3) O22—N7—C23—C24 173.9 (6)
O8—Ce2—O32—C36 53.6 (3) C28—C23—C24—C25 −0.1 (8)
O26ii—Ce2—O32—C36 −85.7 (3) N7—C23—C24—C25 178.5 (4)
O2—Ce2—O32—Ce2ii 144.15 (10) C23—C24—C25—C26 1.0 (7)
O32ii—Ce2—O32—Ce2ii 0.0 C23—C24—C25—C22 −176.2 (4)
O25—Ce2—O32—Ce2ii −76.85 (12) O20—C22—C25—C26 179.8 (4)
O8—Ce2—O32—Ce2ii −136.15 (11) O19—C22—C25—C26 −0.9 (6)
O40—Ce2—O32—Ce2ii −57.08 (18) O20—C22—C25—C24 −3.0 (6)
O39—Ce2—O32—Ce2ii 54.11 (16) O19—C22—C25—C24 176.3 (4)
O26ii—Ce2—O32—Ce2ii 84.59 (12) C24—C25—C26—C27 −1.8 (7)
O31—Ce2—O32—Ce2ii 172.95 (18) C22—C25—C26—C27 175.3 (4)
C44—S1—O37—Ce1 −116.4 (4) C25—C26—C27—C28 1.8 (8)
C43—S1—O37—Ce1 139.2 (3) C25—C26—C27—N8 −177.3 (5)
O7—Ce1—O37—S1 98.3 (3) O24—N8—C27—C28 167.5 (6)
O19—Ce1—O37—S1 −118.6 (3) O23—N8—C27—C28 −13.9 (9)
O1—Ce1—O37—S1 28.6 (3) O24—N8—C27—C26 −13.3 (9)
O13—Ce1—O37—S1 −45.8 (3) O23—N8—C27—C26 165.3 (6)
O14i—Ce1—O37—S1 −175.3 (2) C24—C23—C28—C27 0.1 (8)
O38—Ce1—O37—S1 163.6 (3) N7—C23—C28—C27 −178.4 (5)
O20i—Ce1—O37—S1 10.8 (4) C26—C27—C28—C23 −1.0 (8)
C46—S2—O38—Ce1 91.7 (3) N8—C27—C28—C23 178.2 (5)
C45—S2—O38—Ce1 −165.1 (3) Ce2—O25—C29—O26 −29.4 (9)
O7—Ce1—O38—S2' 14.8 (9) Ce2—O25—C29—C30 151.1 (4)
O19—Ce1—O38—S2' 175.9 (10) Ce2ii—O26—C29—O25 −10.2 (7)
O1—Ce1—O38—S2' −43.2 (10) Ce2ii—O26—C29—C30 169.4 (3)
O13—Ce1—O38—S2' −142.0 (9) O25—C29—C30—C31 −169.1 (4)
O37—Ce1—O38—S2' −96.8 (10) O26—C29—C30—C31 11.3 (6)
O14i—Ce1—O38—S2' 96.4 (10) O25—C29—C30—C35 8.6 (6)
O20i—Ce1—O38—S2' 58.7 (10) O26—C29—C30—C35 −171.0 (4)
O7—Ce1—O38—S2 −74.8 (3) C35—C30—C31—C32 0.6 (7)
O19—Ce1—O38—S2 86.4 (3) C29—C30—C31—C32 178.3 (4)
O1—Ce1—O38—S2 −132.8 (2) C30—C31—C32—C33 0.7 (8)
O13—Ce1—O38—S2 128.5 (2) C30—C31—C32—N9 −179.6 (5)
O37—Ce1—O38—S2 173.6 (3) O28—N9—C32—C31 −152.9 (5)
O14i—Ce1—O38—S2 6.8 (2) O27—N9—C32—C31 27.8 (8)
O20i—Ce1—O38—S2 −30.9 (3) O28—N9—C32—C33 26.8 (8)
C48—S3—O39—Ce2 87.1 (3) O27—N9—C32—C33 −152.4 (6)
C47—S3—O39—Ce2 −170.0 (3) C31—C32—C33—C34 −1.7 (8)
O2—Ce2—O39—S3 −81.3 (2) N9—C32—C33—C34 178.5 (5)
O32ii—Ce2—O39—S3 84.0 (2) C32—C33—C34—C35 1.6 (8)
O25—Ce2—O39—S3 126.4 (2) C32—C33—C34—N10 −179.0 (4)
O8—Ce2—O39—S3 −137.8 (2) O30—N10—C34—C33 −177.2 (6)
O40—Ce2—O39—S3 169.5 (3) O29—N10—C34—C33 3.4 (8)
O26ii—Ce2—O39—S3 1.1 (2) O30—N10—C34—C35 2.2 (8)
O31—Ce2—O39—S3 −35.6 (3) O29—N10—C34—C35 −177.2 (5)
C50—S4—O40—Ce2 −121.1 (4) C33—C34—C35—C30 −0.4 (7)
C49—S4—O40—Ce2 137.1 (4) N10—C34—C35—C30 −179.8 (4)
O2—Ce2—O40—S4 95.7 (3) C31—C30—C35—C34 −0.7 (7)
O32ii—Ce2—O40—S4 −120.2 (3) C29—C30—C35—C34 −178.5 (4)
O25—Ce2—O40—S4 −46.8 (3) Ce2—O31—C36—O32 5.7 (5)
O8—Ce2—O40—S4 25.7 (3) Ce2—O31—C36—C37 −173.6 (3)
O39—Ce2—O40—S4 162.1 (4) Ce2ii—O32—C36—O31 −143.5 (9)
O26ii—Ce2—O40—S4 −180.0 (2) Ce2ii—O32—C36—C37 35.8 (14)
O31—Ce2—O40—S4 13.6 (5) O31—C36—C37—C42 12.9 (6)
Ce2—O2—C1—O1 79.9 (7) O32—C36—C37—C42 −166.5 (4)
Ce2—O2—C1—C2 −102.5 (5) O31—C36—C37—C38 −170.0 (4)
Ce1—O1—C1—O2 −98.1 (8) O32—C36—C37—C38 10.7 (7)
Ce1—O1—C1—C2 84.3 (8) C42—C37—C38—C39 −0.6 (7)
O2—C1—C2—C7 −172.6 (4) C36—C37—C38—C39 −177.7 (4)
O1—C1—C2—C7 5.2 (6) C37—C38—C39—C40 0.9 (8)
O2—C1—C2—C3 7.9 (6) C37—C38—C39—N11 178.3 (5)
O1—C1—C2—C3 −174.3 (4) O33—N11—C39—C40 −177.4 (6)
C7—C2—C3—C4 0.7 (7) O34—N11—C39—C40 1.0 (9)
C1—C2—C3—C4 −179.7 (4) O33—N11—C39—C38 5.1 (8)
C2—C3—C4—C5 −1.6 (7) O34—N11—C39—C38 −176.5 (6)
C2—C3—C4—N1 −178.9 (4) C38—C39—C40—C41 −0.2 (8)
O4—N1—C4—C5 11.9 (8) N11—C39—C40—C41 −177.6 (5)
O3—N1—C4—C5 −168.8 (5) C39—C40—C41—C42 −0.8 (8)
O4—N1—C4—C3 −170.6 (5) C39—C40—C41—N12 175.6 (5)
O3—N1—C4—C3 8.6 (7) O36—N12—C41—C40 −168.2 (6)
C3—C4—C5—C6 0.7 (8) O35—N12—C41—C40 9.7 (8)
N1—C4—C5—C6 178.0 (5) O36—N12—C41—C42 8.3 (8)
C4—C5—C6—C7 1.1 (8) O35—N12—C41—C42 −173.7 (6)
C4—C5—C6—N2 −176.6 (5) C40—C41—C42—C37 1.0 (8)
O6—N2—C6—C5 179.7 (6) N12—C41—C42—C37 −175.4 (5)
O5—N2—C6—C5 2.3 (8) C38—C37—C42—C41 −0.3 (7)
O6—N2—C6—C7 1.9 (8) C36—C37—C42—C41 176.9 (4)
O5—N2—C6—C7 −175.5 (6) O37—S1'—C43—S1 −52.5 (5)
C3—C2—C7—C6 0.9 (7) C44—S1'—C43—S1 61.4 (5)
C1—C2—C7—C6 −178.6 (4) O37—S1—C43—S1' 50.8 (5)
C5—C6—C7—C2 −1.9 (7) C44—S1—C43—S1' −59.4 (4)
N2—C6—C7—C2 175.8 (4) O37—S1'—C44—S1 50.2 (6)
Ce2—O8—C8—O7 −96.2 (8) C43—S1'—C44—S1 −61.4 (5)
Ce2—O8—C8—C9 85.4 (8) O37—S1—C44—S1' −48.3 (5)
Ce1—O7—C8—O8 86.0 (6) C43—S1—C44—S1' 60.0 (5)
Ce1—O7—C8—C9 −95.6 (5) O38—S2'—C45—S2 52.3 (5)
O8—C8—C9—C10 5.2 (6) C46—S2'—C45—S2 −61.1 (4)
O7—C8—C9—C10 −173.4 (4) O38—S2—C45—S2' −49.9 (4)
O8—C8—C9—C14 −171.6 (4) C46—S2—C45—S2' 60.9 (4)
O7—C8—C9—C14 9.9 (6) O38—S2'—C46—S2 −48.6 (5)
C14—C9—C10—C11 2.3 (7) C45—S2'—C46—S2 61.5 (4)
C8—C9—C10—C11 −174.5 (4) O38—S2—C46—S2' 46.2 (4)
C9—C10—C11—C12 0.4 (7) C45—S2—C46—S2' −61.2 (4)
C9—C10—C11—N3 179.7 (4)
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Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+2, −y+2, −z+2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG5026).

References

  1. Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.
  2. Bruker (2005). APEX2 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  3. Niu, D.-Z., Mu, L.-L., Lu, Z.-S., Wang, Y.-C. & Chen, J.-T. (2001). Chin. J. Struct. Chem. 20, 473–477.
  4. Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  5. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [DOI] [PubMed]
  6. Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925.

Associated Data

This section collects any data citations, data availability statements, or supplementary materials included in this article.

Supplementary Materials

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811015947/hg5026sup1.cif

e-67-0m673-sup1.cif (51.3KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811015947/hg5026Isup2.hkl

e-67-0m673-Isup2.hkl (608.9KB, hkl)

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

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography

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