PMCCPMCCPMCC

Search tips
Search criteria 

Advanced

 
Logo of actaeInternational Union of Crystallographysearchopen accessarticle submissionjournal home pagethis article
 
Acta Crystallogr Sect E Struct Rep Online. 2010 October 1; 66(Pt 10): m1291–m1292.
Published online 2010 September 25. doi:  10.1107/S1600536810036421
PMCID: PMC2983370

Triimidazolium tris­(pyridine-2,6-di­carboxyl­ato)dysprosate(III) trihydrate

Abstract

The structure of the title compound, (C3N2H5)3[Dy(C7H3NO4)3]·3H2O, contains a mononuclear DyIII complex with the rare earth metal cation in a distorted tricapped trigonal–prismatic environment. The DyIII ion is in each case O,N,O′-chelated by three tridentate pyridine-2,6-dicarboxyl­ate anions. Three protonated imidazole mol­ecules act as counter-cations and three lattice water mol­ecules are also present. Numerous N—H(...)O and O—H(...)O hydrogen bonding inter­actions, some of which are bifurcated, help to stabilize the packing of the structure.

Related literature

For background to pyridine-2,6-dicarb­oxy­lic acid (H2pda) and structures of metal complexes with (pda2−) ligands, see: Ghosh & Bharadwaj (2005 [triangle]); Huang et al. (2008 [triangle]); Kjell et al. (1993 [triangle]); Song et al. (2005 [triangle]); Wu et al. (2008 [triangle]); Yue et al. (2005 [triangle]); Zhao et al. (2005 [triangle], 2007 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-m1291-scheme1.jpg

Experimental

Crystal data

  • (C3H5N2)3[Dy(C7H3NO4)3]·3H2O
  • M r = 919.13
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-m1291-efi1.jpg
  • a = 10.939 (2) Å
  • b = 12.099 (2) Å
  • c = 14.070 (3) Å
  • α = 88.57 (3)°
  • β = 85.64 (3)°
  • γ = 67.28 (3)°
  • V = 1712.7 (6) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 2.27 mm−1
  • T = 296 K
  • 0.35 × 0.25 × 0.25 mm

Data collection

  • Bruker APEXII CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2001 [triangle]) T min = 0.504, T max = 0.601
  • 27464 measured reflections
  • 7447 independent reflections
  • 7223 reflections with I > 2σ(I)
  • R int = 0.022

Refinement

  • R[F 2 > 2σ(F 2)] = 0.022
  • wR(F 2) = 0.060
  • S = 1.10
  • 7447 reflections
  • 505 parameters
  • 3 restraints
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 0.69 e Å−3
  • Δρmin = −0.77 e Å−3

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

Table 1
Selected bond lengths (Å)
Table 2
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810036421/wm2398sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810036421/wm2398Isup2.hkl

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

supplementary crystallographic information

Comment

In recent years, the interaction of pyridine-2,6-dicarboxylic acid (H2pdc) with several metal ions has been extensively studied due to its unique ability to form stable chelates in diverse coordination modes such as bidentate, meridian and bridging (Kjell et al., 1993). A considerable number of metal—pdc complexes have been synthesized and their structures determined over the past decade (Huang et al., 2008; Ghosh et al., 2005; Song et al., 2005; Wu et al., 2008; Yue et al., 2005; Zhao et al., 2005, 2007). Here we present the structure of the title compound (C3N2H5)3[Dy(C7H3NO4)3].(H2O)3, which includes pyridinedicarboxylate (pdc2-) anions and imidazolium (im) counter cations.

The crystal structure is composed of a mononuclear DyIII complex with the rare earth metal cation in a distorted tricapped trigonal-prismatic environment (Fig. 1, Table 1). The DyIII ion is in each case O,N,O-chelated by three tridentate pyridine-2,6-dicarboxylate (pda2-) ligands. Three imidazolium molecules act as counter cations. Moreover, three lattice water molecules are present. Numerous N—H···O, O—H···O and O—H···N hydrogen bonding interactions (Table 2), part of which are bifurcated, lead to a three-dimensional assembly of the structural building blocks.

Experimental

The title compound was synthesized under solvothermal conditions. A mixture of pyridine-2,6-dicarboxylic acid (0.0334 g, 0.2 mmol), Dy(NO3)3.6H2O (0.0245 g, 0.06 mmol), imidazole (0.0340 g, 0.5 mmol) and H2O / C2H5OH (v / v = 1: 1, 2.5 ml) was sealed in a 6 ml glass tube and heated to 393 K for 72 h. After cooling to room temperature, colorless block-like crystals were obtained.

Refinement

H atoms bound to C and N atoms were placed in calculated positions with C—H = 0.93 and N—H = 0.86 Å and refined in riding mode, with Uiso(H) = 1.2 Ueq(N, C). H atoms attached to water molecules were located in Fourier maps and refined with distance constraints of 0.85 Å and Uiso(H) = 1.5 Ueq(O).

Figures

Fig. 1.
The asymmetric unit of the title compound, showing displacement ellipsoids at the 50% probability level.

Crystal data

(C3H5N2)3[Dy(C7H3NO4)3]·3H2OZ = 2
Mr = 919.13F(000) = 918
Triclinic, P1Dx = 1.782 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.939 (2) ÅCell parameters from 125 reflections
b = 12.099 (2) Åθ = 7.5–15°
c = 14.070 (3) ŵ = 2.27 mm1
α = 88.57 (3)°T = 296 K
β = 85.64 (3)°Block, colourless
γ = 67.28 (3)°0.35 × 0.25 × 0.25 mm
V = 1712.7 (6) Å3

Data collection

Bruker APEXII CCD diffractometer7447 independent reflections
Radiation source: fine-focus sealed tube7223 reflections with I > 2σ(I)
graphiteRint = 0.022
[var phi] and ω scansθmax = 27.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2001)h = −13→13
Tmin = 0.504, Tmax = 0.601k = −13→15
27464 measured reflectionsl = −17→17

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.022Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.060H atoms treated by a mixture of independent and constrained refinement
S = 1.10w = 1/[σ2(Fo2) + (0.0314P)2 + 1.7104P] where P = (Fo2 + 2Fc2)/3
7447 reflections(Δ/σ)max = 0.001
505 parametersΔρmax = 0.69 e Å3
3 restraintsΔρmin = −0.77 e Å3

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Dy20.492045 (10)0.266222 (9)0.252168 (7)0.02219 (4)
N10.38988 (19)0.43970 (17)0.36385 (14)0.0243 (4)
O110.31544 (18)0.41655 (17)0.17113 (13)0.0338 (4)
N20.5350 (2)0.05867 (18)0.30655 (14)0.0257 (4)
O30.29744 (19)0.27164 (17)0.34879 (14)0.0345 (4)
O90.71488 (18)0.14570 (17)0.18726 (13)0.0344 (4)
O70.40575 (19)0.15338 (17)0.15780 (13)0.0348 (4)
O10.60328 (17)0.40305 (16)0.25167 (13)0.0304 (4)
O50.6077 (2)0.20866 (16)0.39291 (13)0.0350 (4)
N30.5446 (2)0.29826 (18)0.07972 (14)0.0265 (4)
O100.8795 (2)0.1004 (2)0.07273 (15)0.0456 (5)
C60.5682 (3)0.4965 (2)0.30392 (18)0.0288 (5)
C140.4159 (3)0.0481 (2)0.17445 (18)0.0298 (5)
C130.6477 (3)0.1058 (2)0.42917 (18)0.0300 (5)
C50.2800 (2)0.4523 (2)0.41906 (17)0.0269 (5)
C10.4427 (2)0.5216 (2)0.36810 (17)0.0268 (5)
O80.3703 (2)−0.01097 (19)0.12661 (15)0.0432 (5)
C150.6663 (2)0.2410 (2)0.03876 (18)0.0290 (5)
C80.6011 (2)0.0175 (2)0.38414 (17)0.0270 (5)
C210.3162 (3)0.4294 (3)0.0813 (2)0.0388 (6)
O60.7192 (2)0.07182 (19)0.49629 (16)0.0475 (5)
C110.5093 (3)−0.1261 (2)0.2908 (2)0.0368 (6)
H110.4774−0.17360.25760.044*
O40.1420 (2)0.34799 (19)0.46686 (15)0.0419 (5)
C120.4892 (2)−0.0110 (2)0.26079 (18)0.0286 (5)
C200.7622 (3)0.1555 (2)0.10429 (19)0.0313 (5)
C70.2347 (2)0.3501 (2)0.41110 (18)0.0282 (5)
O20.6264 (2)0.5655 (2)0.30446 (17)0.0466 (5)
C20.3867 (3)0.6207 (2)0.4278 (2)0.0363 (6)
H20.42600.67620.43060.044*
C90.6241 (3)−0.0961 (2)0.4192 (2)0.0349 (6)
H90.6695−0.12310.47390.042*
C40.2156 (3)0.5508 (2)0.4781 (2)0.0355 (6)
H40.13690.56010.51350.043*
C190.4500 (3)0.3706 (2)0.02714 (18)0.0305 (5)
C160.6994 (3)0.2573 (3)−0.0559 (2)0.0388 (6)
H160.78580.2185−0.08240.047*
C170.6007 (3)0.3327 (3)−0.1099 (2)0.0445 (7)
H170.61990.3450−0.17390.053*
C180.4737 (3)0.3896 (3)−0.0690 (2)0.0413 (6)
H180.40570.4393−0.10470.050*
C100.5776 (3)−0.1689 (2)0.3708 (2)0.0391 (6)
H100.5924−0.24600.39220.047*
O120.2182 (2)0.4833 (3)0.03738 (18)0.0843 (11)
C30.2725 (3)0.6355 (3)0.4827 (2)0.0418 (7)
H30.23320.70170.52290.050*
C300.2356 (3)0.1317 (3)0.9875 (2)0.0349 (6)
H300.27160.07731.03560.042*
C290.3007 (4)0.1858 (4)0.9312 (3)0.0565 (9)
H290.38930.17540.93320.068*
N90.2143 (4)0.2573 (4)0.8719 (3)0.0879 (12)
H9A0.23050.30220.82850.105*
C280.0964 (3)0.2459 (3)0.8928 (2)0.0409 (6)
H280.01840.28560.86280.049*
N80.1118 (4)0.1690 (4)0.9629 (3)0.0694 (9)
H8A0.044 (4)0.144 (4)0.990 (3)0.083*
N70.0067 (3)0.9748 (3)0.22123 (19)0.0460 (6)
H7A−0.032 (3)1.016 (3)0.172 (2)0.055*
C25−0.0575 (3)0.9456 (4)0.2928 (3)0.0577 (9)
H25−0.14680.95700.29590.069*
C260.1345 (3)0.9451 (3)0.2428 (2)0.0461 (7)
H260.20190.95610.20430.055*
N60.0242 (3)0.8977 (3)0.3600 (2)0.0556 (7)
H60.00430.87140.41380.067*
C270.1448 (4)0.8969 (3)0.3299 (3)0.0520 (8)
H270.22090.86820.36350.062*
C230.9146 (3)0.3939 (4)0.1412 (2)0.0529 (8)
H230.86540.44150.09370.063*
C240.8704 (3)0.3407 (3)0.2103 (2)0.0363 (6)
H240.78340.34550.22050.044*
C221.0765 (3)0.2936 (3)0.2290 (3)0.0520 (8)
H221.16000.26030.25290.062*
N51.0434 (3)0.3669 (4)0.1519 (3)0.0713 (10)
H51.09570.39120.11670.086*
O130.0930 (3)0.6349 (2)0.22816 (19)0.0625 (7)
H2W0.04690.61430.27100.094*
H1W0.16090.57400.20920.094*
O140.0736 (2)0.1513 (2)0.46679 (16)0.0482 (5)
H3W0.09360.21270.46520.072*
H4W0.14610.09040.45980.072*
O150.1116 (3)0.4098 (3)0.6635 (2)0.0794 (9)
H5W0.17820.42670.67290.119*
H6W0.11590.39820.60380.119*
N40.9700 (4)0.2789 (3)0.2631 (3)0.0758 (10)
H4A0.966 (5)0.231 (4)0.316 (3)0.091*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Dy20.02178 (6)0.02328 (6)0.02335 (7)−0.01066 (4)−0.00168 (4)−0.00032 (4)
N10.0258 (10)0.0247 (9)0.0244 (9)−0.0116 (8)−0.0031 (8)0.0020 (7)
O110.0279 (9)0.0380 (10)0.0295 (9)−0.0059 (7)−0.0021 (7)0.0010 (7)
N20.0259 (10)0.0265 (9)0.0266 (10)−0.0127 (8)−0.0001 (8)−0.0016 (8)
O30.0353 (10)0.0355 (9)0.0383 (10)−0.0213 (8)0.0089 (8)−0.0095 (8)
O90.0272 (9)0.0370 (10)0.0327 (10)−0.0062 (7)0.0007 (7)0.0046 (8)
O70.0442 (11)0.0354 (9)0.0324 (9)−0.0221 (8)−0.0110 (8)0.0018 (7)
O10.0286 (9)0.0306 (9)0.0349 (9)−0.0156 (7)0.0033 (7)−0.0038 (7)
O50.0469 (11)0.0284 (9)0.0335 (10)−0.0166 (8)−0.0143 (8)0.0015 (7)
N30.0265 (10)0.0279 (10)0.0261 (10)−0.0115 (8)−0.0020 (8)−0.0001 (8)
O100.0290 (10)0.0535 (13)0.0418 (11)−0.0038 (9)0.0053 (8)0.0010 (9)
C60.0294 (12)0.0286 (11)0.0321 (13)−0.0151 (10)−0.0045 (10)0.0031 (9)
C140.0282 (12)0.0353 (13)0.0298 (12)−0.0168 (10)0.0000 (10)−0.0045 (10)
C130.0334 (13)0.0297 (12)0.0282 (12)−0.0133 (10)−0.0045 (10)−0.0008 (9)
C50.0279 (12)0.0271 (11)0.0256 (11)−0.0108 (9)−0.0008 (9)0.0015 (9)
C10.0293 (12)0.0262 (11)0.0277 (12)−0.0133 (9)−0.0045 (9)0.0019 (9)
O80.0535 (12)0.0449 (11)0.0446 (11)−0.0312 (10)−0.0158 (10)−0.0016 (9)
C150.0276 (12)0.0324 (12)0.0278 (12)−0.0128 (10)−0.0004 (9)−0.0022 (9)
C80.0271 (12)0.0279 (11)0.0264 (12)−0.0111 (9)−0.0002 (9)−0.0005 (9)
C210.0306 (13)0.0470 (16)0.0327 (14)−0.0074 (12)−0.0071 (11)0.0016 (12)
O60.0633 (14)0.0397 (11)0.0435 (12)−0.0200 (10)−0.0295 (11)0.0068 (9)
C110.0399 (15)0.0316 (13)0.0454 (15)−0.0207 (11)−0.0034 (12)−0.0024 (11)
O40.0411 (11)0.0447 (11)0.0454 (12)−0.0255 (9)0.0149 (9)−0.0085 (9)
C120.0286 (12)0.0300 (12)0.0312 (12)−0.0158 (10)−0.0008 (10)−0.0025 (10)
C200.0256 (12)0.0313 (12)0.0350 (14)−0.0090 (10)−0.0001 (10)−0.0028 (10)
C70.0269 (12)0.0307 (12)0.0290 (12)−0.0136 (10)−0.0002 (9)0.0015 (9)
O20.0484 (12)0.0445 (11)0.0597 (14)−0.0336 (10)0.0092 (10)−0.0107 (10)
C20.0434 (15)0.0301 (12)0.0396 (15)−0.0191 (11)0.0000 (12)−0.0049 (11)
C90.0339 (13)0.0321 (13)0.0399 (14)−0.0138 (11)−0.0055 (11)0.0069 (11)
C40.0378 (14)0.0338 (13)0.0348 (14)−0.0154 (11)0.0080 (11)−0.0058 (11)
C190.0314 (13)0.0335 (12)0.0260 (12)−0.0118 (10)−0.0035 (10)0.0020 (10)
C160.0351 (14)0.0504 (16)0.0304 (13)−0.0170 (12)0.0055 (11)−0.0030 (12)
C170.0501 (18)0.0593 (19)0.0244 (13)−0.0221 (15)0.0007 (12)0.0048 (12)
C180.0438 (16)0.0486 (16)0.0296 (14)−0.0155 (13)−0.0068 (12)0.0077 (12)
C100.0413 (15)0.0291 (13)0.0514 (17)−0.0186 (11)−0.0044 (13)0.0082 (12)
O120.0377 (13)0.131 (3)0.0416 (14)0.0155 (15)−0.0127 (11)0.0054 (15)
C30.0505 (17)0.0311 (13)0.0430 (16)−0.0161 (12)0.0083 (13)−0.0122 (12)
C300.0391 (14)0.0399 (14)0.0301 (13)−0.0187 (12)−0.0093 (11)−0.0013 (11)
C290.0447 (18)0.069 (2)0.057 (2)−0.0227 (17)−0.0042 (16)0.0032 (17)
N90.097 (3)0.088 (3)0.072 (2)−0.031 (2)0.000 (2)0.019 (2)
C280.0372 (15)0.0498 (16)0.0341 (14)−0.0145 (13)−0.0077 (12)0.0051 (12)
N80.069 (2)0.079 (2)0.068 (2)−0.0367 (19)−0.0072 (17)−0.0045 (18)
N70.0380 (13)0.0514 (15)0.0421 (14)−0.0099 (11)−0.0052 (11)0.0048 (12)
C250.0390 (17)0.072 (2)0.056 (2)−0.0163 (16)0.0029 (15)0.0062 (18)
C260.0381 (15)0.0491 (17)0.0527 (18)−0.0185 (13)−0.0025 (13)−0.0035 (14)
N60.0671 (19)0.0552 (17)0.0408 (15)−0.0205 (15)0.0000 (13)0.0057 (12)
C270.0521 (19)0.0497 (18)0.056 (2)−0.0181 (15)−0.0202 (16)−0.0003 (15)
C230.0414 (17)0.073 (2)0.0451 (18)−0.0223 (16)−0.0081 (14)0.0018 (16)
C240.0236 (12)0.0502 (16)0.0407 (15)−0.0206 (11)0.0011 (10)−0.0094 (12)
C220.0242 (14)0.061 (2)0.064 (2)−0.0068 (13)−0.0130 (14)−0.0145 (17)
N50.0547 (19)0.094 (3)0.079 (2)−0.0465 (19)0.0196 (17)−0.026 (2)
O130.0524 (14)0.0571 (15)0.0597 (15)−0.0014 (12)−0.0012 (12)−0.0022 (12)
O140.0477 (12)0.0453 (12)0.0567 (14)−0.0235 (10)−0.0070 (10)0.0091 (10)
O150.090 (2)0.102 (2)0.0473 (15)−0.0424 (19)0.0164 (14)−0.0014 (15)
N40.093 (3)0.058 (2)0.071 (2)−0.023 (2)−0.009 (2)0.0016 (17)

Geometric parameters (Å, °)

Dy2—O52.3745 (19)C4—H40.9300
Dy2—O12.4032 (17)C19—C181.388 (4)
Dy2—O72.4072 (18)C16—C171.381 (4)
Dy2—O32.4167 (19)C16—H160.9300
Dy2—O112.420 (2)C17—C181.376 (4)
Dy2—O92.426 (2)C17—H170.9300
Dy2—N22.482 (2)C18—H180.9300
Dy2—N12.492 (2)C10—H100.9300
Dy2—N32.506 (2)C3—H30.9300
N1—C11.331 (3)C30—N81.322 (4)
N1—C51.339 (3)C30—C291.345 (5)
O11—C211.270 (3)C30—H300.9300
N2—C81.333 (3)C29—N91.339 (5)
N2—C121.334 (3)C29—H290.9300
O3—C71.260 (3)N9—C281.359 (5)
O9—C201.262 (3)N9—H9A0.8600
O7—C141.253 (3)C28—N81.313 (5)
O1—C61.277 (3)C28—H280.9300
O5—C131.258 (3)N8—H8A0.960 (19)
N3—C191.330 (3)N7—C251.304 (4)
N3—C151.333 (3)N7—C261.359 (4)
O10—C201.246 (3)N7—H7A0.873 (18)
C6—O21.230 (3)C25—N61.315 (5)
C6—C11.515 (4)C25—H250.9300
C14—O81.250 (3)C26—C271.338 (5)
C14—C121.514 (4)C26—H260.9300
C13—O61.232 (3)N6—C271.351 (5)
C13—C81.518 (3)N6—H60.8600
C5—C41.385 (4)C27—H270.9300
C5—C71.510 (3)C23—C241.317 (5)
C1—C21.387 (4)C23—N51.337 (5)
C15—C161.383 (4)C23—H230.9300
C15—C201.511 (4)C24—N41.328 (5)
C8—C91.384 (3)C24—H240.9300
C21—O121.223 (4)C22—N41.301 (5)
C21—C191.511 (4)C22—N51.362 (5)
C11—C101.375 (4)C22—H220.9300
C11—C121.383 (4)N5—H50.8600
C11—H110.9300O13—H2W0.8499
O4—C71.241 (3)O13—H1W0.8500
C2—C31.369 (4)O14—H3W0.8501
C2—H20.9300O14—H4W0.8500
C9—C101.388 (4)O15—H5W0.8500
C9—H90.9300O15—H6W0.8501
C4—C31.395 (4)N4—H4A0.937 (19)
O5—Dy2—O178.70 (7)O10—C20—O9125.6 (3)
O5—Dy2—O7129.04 (6)O10—C20—C15118.3 (2)
O1—Dy2—O7146.45 (6)O9—C20—C15116.1 (2)
O5—Dy2—O386.53 (7)O4—C7—O3125.3 (2)
O1—Dy2—O3128.79 (6)O4—C7—C5118.4 (2)
O7—Dy2—O377.27 (7)O3—C7—C5116.3 (2)
O5—Dy2—O11147.58 (7)C3—C2—C1119.0 (2)
O1—Dy2—O1188.66 (7)C3—C2—H2120.5
O7—Dy2—O1175.43 (7)C1—C2—H2120.5
O3—Dy2—O1178.34 (7)C8—C9—C10118.3 (3)
O5—Dy2—O978.53 (7)C8—C9—H9120.8
O1—Dy2—O977.03 (7)C10—C9—H9120.8
O7—Dy2—O989.53 (7)C5—C4—C3117.9 (3)
O3—Dy2—O9147.00 (7)C5—C4—H4121.1
O11—Dy2—O9127.78 (6)C3—C4—H4121.1
O5—Dy2—N264.77 (7)N3—C19—C18122.3 (3)
O1—Dy2—N2137.08 (6)N3—C19—C21114.1 (2)
O7—Dy2—N264.30 (7)C18—C19—C21123.6 (2)
O3—Dy2—N272.61 (7)C17—C16—C15118.2 (3)
O11—Dy2—N2134.24 (7)C17—C16—H16120.9
O9—Dy2—N274.41 (7)C15—C16—H16120.9
O5—Dy2—N174.09 (7)C18—C17—C16119.8 (3)
O1—Dy2—N164.41 (6)C18—C17—H17120.1
O7—Dy2—N1134.39 (7)C16—C17—H17120.1
O3—Dy2—N164.39 (7)C17—C18—C19118.2 (3)
O11—Dy2—N173.51 (7)C17—C18—H18120.9
O9—Dy2—N1136.03 (7)C19—C18—H18120.9
N2—Dy2—N1121.12 (7)C11—C10—C9119.5 (2)
O5—Dy2—N3137.66 (7)C11—C10—H10120.2
O1—Dy2—N374.77 (7)C9—C10—H10120.2
O7—Dy2—N371.72 (7)C2—C3—C4119.6 (3)
O3—Dy2—N3135.76 (7)C2—C3—H3120.2
O11—Dy2—N363.97 (7)C4—C3—H3120.2
O9—Dy2—N363.82 (7)N8—C30—C29108.5 (3)
N2—Dy2—N3118.21 (7)N8—C30—H30125.7
N1—Dy2—N3120.61 (7)C29—C30—H30125.7
C1—N1—C5119.4 (2)N9—C29—C30107.2 (3)
C1—N1—Dy2120.34 (16)N9—C29—H29126.4
C5—N1—Dy2120.26 (15)C30—C29—H29126.4
C21—O11—Dy2124.08 (17)C29—N9—C28107.4 (3)
C8—N2—C12119.5 (2)C29—N9—H9A126.3
C8—N2—Dy2119.67 (16)C28—N9—H9A126.3
C12—N2—Dy2120.78 (16)N8—C28—N9108.0 (3)
C7—O3—Dy2124.83 (16)N8—C28—H28126.0
C20—O9—Dy2125.16 (16)N9—C28—H28126.0
C14—O7—Dy2125.14 (16)C28—N8—C30108.8 (3)
C6—O1—Dy2125.57 (16)C28—N8—H8A124 (3)
C13—O5—Dy2125.83 (16)C30—N8—H8A127 (3)
C19—N3—C15119.0 (2)C25—N7—C26108.6 (3)
C19—N3—Dy2120.24 (17)C25—N7—H7A123 (3)
C15—N3—Dy2120.71 (16)C26—N7—H7A128 (3)
O2—C6—O1125.4 (2)N7—C25—N6109.0 (3)
O2—C6—C1119.6 (2)N7—C25—H25125.5
O1—C6—C1115.0 (2)N6—C25—H25125.5
O8—C14—O7125.7 (2)C27—C26—N7106.8 (3)
O8—C14—C12118.0 (2)C27—C26—H26126.6
O7—C14—C12116.3 (2)N7—C26—H26126.6
O6—C13—O5126.3 (2)C25—N6—C27108.3 (3)
O6—C13—C8118.5 (2)C25—N6—H6125.8
O5—C13—C8115.2 (2)C27—N6—H6125.8
N1—C5—C4122.2 (2)C26—C27—N6107.3 (3)
N1—C5—C7114.0 (2)C26—C27—H27126.4
C4—C5—C7123.8 (2)N6—C27—H27126.4
N1—C1—C2121.8 (2)C24—C23—N5107.4 (3)
N1—C1—C6114.6 (2)C24—C23—H23126.3
C2—C1—C6123.5 (2)N5—C23—H23126.3
N3—C15—C16122.4 (2)C23—C24—N4108.9 (3)
N3—C15—C20113.9 (2)C23—C24—H24125.5
C16—C15—C20123.7 (2)N4—C24—H24125.5
N2—C8—C9122.0 (2)N4—C22—N5107.5 (3)
N2—C8—C13114.1 (2)N4—C22—H22126.3
C9—C8—C13123.9 (2)N5—C22—H22126.3
O12—C21—O11125.0 (3)C23—N5—C22107.4 (3)
O12—C21—C19119.4 (3)C23—N5—H5126.3
O11—C21—C19115.6 (2)C22—N5—H5126.3
C10—C11—C12118.7 (2)H2W—O13—H1W109.8
C10—C11—H11120.6H3W—O14—H4W107.0
C12—C11—H11120.6H5W—O15—H6W105.4
N2—C12—C11121.9 (2)C22—N4—C24108.8 (3)
N2—C12—C14113.5 (2)C22—N4—H4A125 (3)
C11—C12—C14124.6 (2)C24—N4—H4A126 (3)
O5—Dy2—N1—C185.81 (18)N1—Dy2—N3—C15126.34 (18)
O1—Dy2—N1—C10.95 (16)Dy2—O1—C6—O2178.9 (2)
O7—Dy2—N1—C1−144.58 (16)Dy2—O1—C6—C1−2.1 (3)
O3—Dy2—N1—C1179.64 (19)Dy2—O7—C14—O8179.2 (2)
O11—Dy2—N1—C1−95.64 (18)Dy2—O7—C14—C12−0.3 (3)
O9—Dy2—N1—C132.2 (2)Dy2—O5—C13—O6172.1 (2)
N2—Dy2—N1—C1132.20 (17)Dy2—O5—C13—C8−8.0 (3)
N3—Dy2—N1—C1−50.61 (19)C1—N1—C5—C42.7 (4)
O5—Dy2—N1—C5−95.26 (18)Dy2—N1—C5—C4−176.21 (19)
O1—Dy2—N1—C5179.88 (19)C1—N1—C5—C7−177.0 (2)
O7—Dy2—N1—C534.4 (2)Dy2—N1—C5—C74.1 (3)
O3—Dy2—N1—C5−1.43 (16)C5—N1—C1—C2−0.4 (4)
O11—Dy2—N1—C583.29 (17)Dy2—N1—C1—C2178.49 (19)
O9—Dy2—N1—C5−148.86 (16)C5—N1—C1—C6178.8 (2)
N2—Dy2—N1—C5−48.87 (19)Dy2—N1—C1—C6−2.2 (3)
N3—Dy2—N1—C5128.32 (17)O2—C6—C1—N1−178.2 (2)
O5—Dy2—O11—C21153.0 (2)O1—C6—C1—N12.7 (3)
O1—Dy2—O11—C2186.7 (2)O2—C6—C1—C21.1 (4)
O7—Dy2—O11—C21−63.5 (2)O1—C6—C1—C2−178.0 (2)
O3—Dy2—O11—C21−143.2 (2)C19—N3—C15—C162.4 (4)
O9—Dy2—O11—C2114.3 (3)Dy2—N3—C15—C16−179.3 (2)
N2—Dy2—O11—C21−92.0 (2)C19—N3—C15—C20−176.2 (2)
N1—Dy2—O11—C21150.4 (2)Dy2—N3—C15—C202.1 (3)
N3—Dy2—O11—C2113.0 (2)C12—N2—C8—C90.0 (4)
O5—Dy2—N2—C8−1.01 (17)Dy2—N2—C8—C9177.92 (19)
O1—Dy2—N2—C833.4 (2)C12—N2—C8—C13−180.0 (2)
O7—Dy2—N2—C8−179.4 (2)Dy2—N2—C8—C13−2.1 (3)
O3—Dy2—N2—C8−95.45 (18)O6—C13—C8—N2−173.9 (2)
O11—Dy2—N2—C8−148.54 (16)O5—C13—C8—N26.2 (3)
O9—Dy2—N2—C883.44 (18)O6—C13—C8—C96.1 (4)
N1—Dy2—N2—C8−51.34 (19)O5—C13—C8—C9−173.8 (3)
N3—Dy2—N2—C8131.40 (17)Dy2—O11—C21—O12161.7 (3)
O5—Dy2—N2—C12176.9 (2)Dy2—O11—C21—C19−17.3 (4)
O1—Dy2—N2—C12−148.70 (17)C8—N2—C12—C11−0.7 (4)
O7—Dy2—N2—C12−1.49 (17)Dy2—N2—C12—C11−178.6 (2)
O3—Dy2—N2—C1282.45 (18)C8—N2—C12—C14179.8 (2)
O11—Dy2—N2—C1229.4 (2)Dy2—N2—C12—C141.9 (3)
O9—Dy2—N2—C12−98.66 (19)C10—C11—C12—N20.7 (4)
N1—Dy2—N2—C12126.56 (18)C10—C11—C12—C14−179.9 (3)
N3—Dy2—N2—C12−50.7 (2)O8—C14—C12—N2179.4 (2)
O5—Dy2—O3—C771.8 (2)O7—C14—C12—N2−1.0 (3)
O1—Dy2—O3—C7−0.7 (2)O8—C14—C12—C11−0.1 (4)
O7—Dy2—O3—C7−156.8 (2)O7—C14—C12—C11179.5 (3)
O11—Dy2—O3—C7−79.3 (2)Dy2—O9—C20—O10174.2 (2)
O9—Dy2—O3—C7134.5 (2)Dy2—O9—C20—C15−6.4 (3)
N2—Dy2—O3—C7136.5 (2)N3—C15—C20—O10−178.0 (2)
N1—Dy2—O3—C7−2.17 (19)C16—C15—C20—O103.3 (4)
N3—Dy2—O3—C7−110.7 (2)N3—C15—C20—O92.5 (3)
O5—Dy2—O9—C20−154.7 (2)C16—C15—C20—O9−176.1 (3)
O1—Dy2—O9—C20−73.8 (2)Dy2—O3—C7—O4−173.2 (2)
O7—Dy2—O9—C2075.2 (2)Dy2—O3—C7—C55.0 (3)
O3—Dy2—O9—C20140.5 (2)N1—C5—C7—O4172.6 (2)
O11—Dy2—O9—C204.1 (2)C4—C5—C7—O4−7.1 (4)
N2—Dy2—O9—C20138.6 (2)N1—C5—C7—O3−5.8 (3)
N1—Dy2—O9—C20−102.5 (2)C4—C5—C7—O3174.5 (3)
N3—Dy2—O9—C205.4 (2)N1—C1—C2—C3−1.1 (4)
O5—Dy2—O7—C14−1.0 (2)C6—C1—C2—C3179.7 (3)
O1—Dy2—O7—C14139.05 (19)N2—C8—C9—C100.7 (4)
O3—Dy2—O7—C14−75.7 (2)C13—C8—C9—C10−179.3 (3)
O11—Dy2—O7—C14−156.8 (2)N1—C5—C4—C3−3.3 (4)
O9—Dy2—O7—C1473.8 (2)C7—C5—C4—C3176.3 (3)
N2—Dy2—O7—C140.9 (2)C15—N3—C19—C18−0.6 (4)
N1—Dy2—O7—C14−108.4 (2)Dy2—N3—C19—C18−178.9 (2)
N3—Dy2—O7—C14136.3 (2)C15—N3—C19—C21179.4 (2)
O5—Dy2—O1—C6−76.9 (2)Dy2—N3—C19—C211.2 (3)
O7—Dy2—O1—C6133.71 (19)O12—C21—C19—N3−169.3 (3)
O3—Dy2—O1—C6−0.8 (2)O11—C21—C19—N39.8 (4)
O11—Dy2—O1—C673.1 (2)O12—C21—C19—C1810.8 (5)
O9—Dy2—O1—C6−157.6 (2)O11—C21—C19—C18−170.2 (3)
N2—Dy2—O1—C6−108.3 (2)N3—C15—C16—C17−2.3 (4)
N1—Dy2—O1—C60.76 (18)C20—C15—C16—C17176.2 (3)
N3—Dy2—O1—C6136.4 (2)C15—C16—C17—C180.4 (5)
O1—Dy2—O5—C13−151.7 (2)C16—C17—C18—C191.4 (5)
O7—Dy2—O5—C137.1 (3)N3—C19—C18—C17−1.3 (4)
O3—Dy2—O5—C1377.6 (2)C21—C19—C18—C17178.7 (3)
O11—Dy2—O5—C13139.3 (2)C12—C11—C10—C90.1 (4)
O9—Dy2—O5—C13−72.8 (2)C8—C9—C10—C11−0.8 (4)
N2—Dy2—O5—C135.2 (2)C1—C2—C3—C40.4 (5)
N1—Dy2—O5—C13141.9 (2)C5—C4—C3—C21.7 (4)
N3—Dy2—O5—C13−99.8 (2)N8—C30—C29—N90.2 (4)
O5—Dy2—N3—C19−155.57 (17)C30—C29—N9—C280.0 (5)
O1—Dy2—N3—C19−102.47 (19)C29—N9—C28—N8−0.2 (5)
O7—Dy2—N3—C1975.94 (19)N9—C28—N8—C300.4 (4)
O3—Dy2—N3—C1928.1 (2)C29—C30—N8—C28−0.4 (4)
O11—Dy2—N3—C19−6.39 (18)C26—N7—C25—N6−0.2 (4)
O9—Dy2—N3—C19174.7 (2)C25—N7—C26—C270.1 (4)
N2—Dy2—N3—C19121.87 (18)N7—C25—N6—C270.3 (4)
N1—Dy2—N3—C19−55.4 (2)N7—C26—C27—N60.1 (4)
O5—Dy2—N3—C1526.2 (2)C25—N6—C27—C26−0.2 (4)
O1—Dy2—N3—C1579.27 (18)N5—C23—C24—N4−1.1 (4)
O7—Dy2—N3—C15−102.32 (19)C24—C23—N5—C221.0 (4)
O3—Dy2—N3—C15−150.11 (17)N4—C22—N5—C23−0.6 (4)
O11—Dy2—N3—C15175.4 (2)N5—C22—N4—C24−0.1 (4)
O9—Dy2—N3—C15−3.53 (17)C23—C24—N4—C220.8 (4)
N2—Dy2—N3—C15−56.4 (2)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
N4—H4A···O14i0.94 (2)2.50 (3)3.286 (4)141 (4)
N5—H5···O12i0.862.273.121 (5)171
N8—H8A···O10ii0.96 (2)2.29 (2)3.241 (4)172 (4)
N7—H7A···O10iii0.87 (2)1.82 (2)2.695 (4)177 (4)
N7—H7A···O9iii0.87 (2)2.60 (3)3.127 (3)120 (3)
N6—H6···O14iv0.861.892.731 (4)167
O13—H2W···O15iv0.852.022.828 (4)159
O13—H1W···O110.852.052.896 (3)174
O13—H1W···O120.852.613.192 (4)127
O14—H3W···O40.851.912.756 (3)178
O14—H4W···O6v0.852.062.842 (3)153
O15—H5W···O2vi0.852.223.061 (4)169
O15—H6W···O40.852.002.845 (4)172

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WM2398).

References

  • Bruker (2001). SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
  • Bruker (2008). APEX2 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Ghosh, S. K. & Bharadwaj, P. K. (2005). Inorg. Chem.44, 3156–3161. [PubMed]
  • Huang, Y.-G., Yuan, D.-Q., Gong, Y.-Q., Jiang, F.-L. & Hong, M.-C. (2008). J. Mol. Struct.872, 99–104.
  • Kjell, H., Martin, L., Goran, S. & Jorgen, A. (1993). Acta Chem. Scand.47, 449–455.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Song, Y.-S., Yan, B. & Chen, Z.-X. (2005). J. Mol. Struct.750, 101–108.
  • Wu, J.-Y., Yin, J.-F., Tseng, T.-W. & Lu, K.-L. (2008). Inorg. Chem. Commun.11, 314–317.
  • Yue, Q., Yang, J., Li, G.-H., Xu, W., Chen, J.-S. & Wang, S.-N. (2005). Inorg. Chem.44, 5241–5246. [PubMed]
  • Zhao, B., Yi, L., Dai, Y., Chen, X.-Y., Cheng, F., Liao, D.-Z., Yan, S.-P. & Jiang, Z.-H. (2005). Inorg. Chem.44, 911–920. [PubMed]
  • Zhao, X.-Q., Zhao, B., Ma, Y., Shi, W., Cheng, P., Jiang, Z.-H., Liao, D.-Z. & Yan, S.-P. (2007). Inorg. Chem.46, 5832–5834. [PubMed]

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