Issue contents
Download PDF of article
Download CIF
3D view
Navigation
Highlighting
Dictionary of Crystallography reference
IUPAC Gold Book reference
more ...
Download citation
FormatBIBTeX
EndNote
RefMan
Refer
Medline
CIF
SGML
Plain Text
share
Previous article
Next article
Previous article
Issue contents
Download PDF of article
Download CIF
3D view
Navigation
Highlighting
Dictionary of Crystallography reference
IUPAC Gold Book reference
more ...
Download citation
FormatBIBTeX
EndNote
RefMan
Refer
Medline
CIF
SGML
Plain Text
share
Next article

metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 66| Part 9| September 2010| Pages m1053-m1054
https://doi.org/10.1107/S1600536810030400

Tetra­kis(1,3-di­phenyl­propane-1,3-dionato)hafnium(IV)

J. Augustinus Viljoen,a* Hendrik G. Vissera and Andreas Roodta

aDepartment of Chemistry, University of the Free State, PO Box 339, Bloemfontein 9300, South Africa
*Correspondence e-mail: ViljoenJA@ufs.ac.za

(Received 3 June 2010; accepted 30 July 2010; online 4 August 2010)

In the title compound, [Hf(C15H11O2)4], the HfIV atom is coordinated by four 1,3-diphenyl­propane-1,3-dionato ligands with an average Hf—O distance of 2.17 (3) Å and O—Hf—O bite angles varying from 74.5 (1) to 75.02 (9)°. The coordination polyhedron shows a slightly distorted Archimedean square-anti­prismatic geometry. The crystal packing is stabilized by weak C—H⋯O inter­actions.

Related literature

For a monoclinic isomorph of the title compound, see: Fay et al. (1979[Fay, R. C., Chun, H. K. & Steffen, W. L. (1979). Inorg. Chem. 18, 2458-2465.]). For related literature on hafnium and zirconium diketonato complexes, see: Viljoen et al. (2008[Viljoen, J. A., Muller, A. & Roodt, A. (2008). Acta Cryst. E64, m838-m839.], 2009a[Viljoen, J. A., Visser, H. G., Roodt, A. & Steyn, M. (2009a). Acta Cryst. E65, m1514-m1515.],b[Viljoen, J. A., Visser, H. G., Roodt, A. & Steyn, M. (2009b). Acta Cryst. E65, m1367-m1368.], 2010[Viljoen, J. A., Visser, H. G. & Roodt, A. (2010). Acta Cryst. E66, m603-m604.]); Steyn et al. (2008[Steyn, M., Roodt, A. & Steyl, G. (2008). Acta Cryst. E64, m827.]); Lewis & Fay (1974[Lewis, D. F. & Fay, R. C. (1974). J. Chem. Soc. Chem. Commun. pp. 1046-1047.]); Demakopoulos et al. (1995[Demakopoulos, I., Klouras, N., Raptopoulou, C. P. & Terzis, A. (1995). Z. Anorg. Allg. Chem. 621, 1761-1766.]). For the use of acetyl­acetone in separation chemistry and homogenous catalysis, see: Van Aswegen et al. (1991[Van Aswegen, K. G., Leipoldt, J. G., Potgieter, I. M., Roodt, A. & Van Zyl, G. J. (1991). Transition Met. Chem. 16, 369-371.]); Steyn et al. (1992[Steyn, G. J. J., Roodt, A. & Leipoldt, J. G. (1992). Inorg. Chem. 31, 3477-3481.], 1997[Steyn, G. J. J., Roodt, A., Poletaeva, I. A. & Varshavsky, Y. S. (1997). J. Organomet. Chem. 536-537, 197-205.]); Otto et al. (1998[Otto, S., Roodt, A., Swarts, J. C. & Erasmus, J. C. (1998). Polyhedron, 17, 2447-2453.]); Roodt & Steyn (2000[Roodt, A. & Steyn, G. J. J. (2000). Recent Research Developments in Inorganic Chemistry, Vol. 2, pp. 1-23. Trivandrum, India: Transworld Research Network.]); Brink et al. (2010[Brink, A., Visser, H. G., Steyl, G. & Roodt, A. (2010). Dalton Trans. pp. 5572-5578.]). For a description of the Cambridge Structural Database, see: Allen (2002[Allen, F. H. (2002). Acta Cryst. B58, 380-388.]).

[Scheme 1]

Experimental

Crystal data

  • [Hf(C15H11O2)4]

  • Mr = 1071.44

  • Monoclinic, P 21 /c

  • a = 24.846 (2) Å

  • b = 10.2236 (8) Å

  • c = 19.3155 (13) Å

  • β = 101.618 (4)°

  • V = 4805.8 (6) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 2.23 mm−1

  • T = 100 K

  • 0.20 × 0.19 × 0.11 mm
Data collection

  • Bruker X8 APEXII 4K KappaCCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2004[Bruker (2004). SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.661, Tmax = 0.783

  • 39626 measured reflections

  • 11555 independent reflections

  • 9232 reflections with I > 2σ(I)

  • Rint = 0.036
Refinement

  • R[F2 > 2σ(F2)] = 0.037

  • wR(F2) = 0.122

  • S = 1.16

  • 11555 reflections

  • 623 parameters

  • H-atom parameters constrained

  • Δρmax = 1.17 e Å−3

  • Δρmin = −1.29 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
C43—H43⋯O6i 0.95 2.6 3.538 (5) 170
Symmetry code: (i) x, y+1, z.

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 2004[Bruker (2004). SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus; program(s) used to solve structure: SIR92 (Altomare et al., 1999[Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: DIAMOND (Brandenburg & Putz, 2005[Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536810030400/bg2349sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810030400/bg2349Isup2.hkl

checkCIF report


Comment top

Acetylacetone find applications as a ligand in the extraction and separation industry world-wide. However, it is also utilized in homogenous catalysis applications as a model precursor (Van Aswegen et al. (1991); Steyn et al. (1992, 1997); Otto et al. (1998); Roodt & Steyn, (2000); Brink et al. (2010)). This study forms part of ongoing research to investigate the reactions of O,O'- and N,O-bidentate ligands with hafnium(IV) and zirconium(IV) with possible applications in the mentioned industries (Steyn et al., (2008); Viljoen et al. (2008, 2009a, 2009b, 2010); Demakopoulos et al. (1995) and Lewis & Fay (1974)).

Colourless cubic-like crystals of the title compound crystallize in the monoclinic crystal system (P21/c, Z=4) (Figure 1). The Hf(IV) atom is eight coordinated and surrounded by four β-diketonate ligands, dibenzoylmethane (dbm-), adopting an Archimedean antiprismatic coordination geometry. The Hf—O bond lengths vary from 2.133 (2) Å to 2.200 (2) Å, with the average Hf—O distance being 2.169 (3) Å. This average Hf—O bond distance is somewhat larger than the average of 2.159 (5) Å obtained from the Cambridge Structural Database (Allen (2002)) (data extracted from 22 hits, yielding 60 observations ranging from 2.079 to 2.262 Å). The O—Hf—O bite angles vary between 74.5 (1) and 75.02 (9)°. The molecules of the title compound pack in horizontal layers along the bc-plane and are stabilized by weak C—H···O interactions (Table 1, Figure 2).

Related literature top

For a monoclinic polymorph of the title compound, see: Fay et al. (1979). For related literature on hafnium and zirconium diketonato complexes, see: Viljoen et al. (2008, 2009a,b, 2010); Steyn et al. (2008); Lewis & Fay (1974); Demakopoulos et al. (1995). For the use of acetylacetone in separation chemistry and homogenous catalysis, see: Van Aswegen et al. (1991); Steyn et al. (1992, 1997); Otto et al. (1998); Roodt & Steyn (2000); Brink et al. (2010). For a description of the Cambridge Structural Database, see: Allen (2002).

Experimental top

Chemicals were purchased from Sigma-Aldrich and used as received. HfCl4 (203 mg, 0.63 mmol) was dissolved in a minimal amount of DMF. While stirring this solution at room temperature, another solution of [C15H12O2] (568 mg, 2.5 mmol) was dissolved in a minimal amount of DMF and slowly added to the HfCl4 solution, resulting in the formation of a yellow solution, which was left to stand at 252 K for a few days after which colourless crystals, suitable for X-ray diffraction were obtained (Yield: 891 mg, 83%).

Refinement top

The aromatic, methine, and methyl H atoms were placed in geometrically idealized positions (C—H = 0.93–0.98) and constrained to ride on their parent atoms with Uiso(H) = 1.2Ueq(C) for aromatic and methine, and Uiso(H) = 1.5Ueq(C) for methyl protons. Torsion angles for methyl protons were refined from electron density. The highest residual electron density was located 0.7 Å from C314 and was essentially meaningless.

Structure description top

Acetylacetone find applications as a ligand in the extraction and separation industry world-wide. However, it is also utilized in homogenous catalysis applications as a model precursor (Van Aswegen et al. (1991); Steyn et al. (1992, 1997); Otto et al. (1998); Roodt & Steyn, (2000); Brink et al. (2010)). This study forms part of ongoing research to investigate the reactions of O,O'- and N,O-bidentate ligands with hafnium(IV) and zirconium(IV) with possible applications in the mentioned industries (Steyn et al., (2008); Viljoen et al. (2008, 2009a, 2009b, 2010); Demakopoulos et al. (1995) and Lewis & Fay (1974)).

Colourless cubic-like crystals of the title compound crystallize in the monoclinic crystal system (P21/c, Z=4) (Figure 1). The Hf(IV) atom is eight coordinated and surrounded by four β-diketonate ligands, dibenzoylmethane (dbm-), adopting an Archimedean antiprismatic coordination geometry. The Hf—O bond lengths vary from 2.133 (2) Å to 2.200 (2) Å, with the average Hf—O distance being 2.169 (3) Å. This average Hf—O bond distance is somewhat larger than the average of 2.159 (5) Å obtained from the Cambridge Structural Database (Allen (2002)) (data extracted from 22 hits, yielding 60 observations ranging from 2.079 to 2.262 Å). The O—Hf—O bite angles vary between 74.5 (1) and 75.02 (9)°. The molecules of the title compound pack in horizontal layers along the bc-plane and are stabilized by weak C—H···O interactions (Table 1, Figure 2).

For a monoclinic polymorph of the title compound, see: Fay et al. (1979). For related literature on hafnium and zirconium diketonato complexes, see: Viljoen et al. (2008, 2009a,b, 2010); Steyn et al. (2008); Lewis & Fay (1974); Demakopoulos et al. (1995). For the use of acetylacetone in separation chemistry and homogenous catalysis, see: Van Aswegen et al. (1991); Steyn et al. (1992, 1997); Otto et al. (1998); Roodt & Steyn (2000); Brink et al. (2010). For a description of the Cambridge Structural Database, see: Allen (2002).

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus (Bruker, 2004); program(s) used to solve structure: SIR92 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. Representation of the title compound (I), showing the numbering scheme and displacement ellipsoids (50% probability).
[Figure 2] Fig. 2. Graphical illustration of the title compound indicating the packing along the bc-plane (displacement ellipsoids at the 50% probability level. Non-interacting molecule portions and H atoms omitted for clarity). Symmetry code: (i) x, y + 1, z.
Tetrakis(1,3-diphenylpropane-1,3-dionato)hafnium(IV) top
Crystal data top
[Hf(C15H11O2)4]F(000) = 2160
Mr = 1071.44Dx = 1.481 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 9989 reflections
a = 24.846 (2) Åθ = 3.0–28.2°
b = 10.2236 (8) ŵ = 2.23 mm−1
c = 19.3155 (13) ÅT = 100 K
β = 101.618 (4)°Cuboid, colourless
V = 4805.8 (6) Å30.20 × 0.19 × 0.11 mm
Z = 4
Data collection top
Bruker X8 APEXII 4K KappaCCD
diffractometer		11555 independent reflections
Radiation source: fine-focus sealed tube9232 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.036
ω– and φ–scansθmax = 28°, θmin = 0.8°
Absorption correction: multi-scan
(SADABS; Bruker, 2004)		h = −23→32
Tmin = 0.661, Tmax = 0.783k = −11→13
39626 measured reflectionsl = −25→24
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.037H-atom parameters constrained
wR(F2) = 0.122 w = 1/[σ2(Fo2) + (0.0613P)2 + 3.4756P]
where P = (Fo2 + 2Fc2)/3
S = 1.16(Δ/σ)max = 0.001
11555 reflectionsΔρmax = 1.17 e Å−3
623 parametersΔρmin = −1.29 e Å−3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 2008)
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.00501 (19)
Crystal data top
[Hf(C15H11O2)4]V = 4805.8 (6) Å3
Mr = 1071.44Z = 4
Monoclinic, P21/cMo Kα radiation
a = 24.846 (2) ŵ = 2.23 mm−1
b = 10.2236 (8) ÅT = 100 K
c = 19.3155 (13) Å0.20 × 0.19 × 0.11 mm
β = 101.618 (4)°
Data collection top
Bruker X8 APEXII 4K KappaCCD
diffractometer		11555 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2004)		9232 reflections with I > 2σ(I)
Tmin = 0.661, Tmax = 0.783Rint = 0.036
39626 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0370 restraints
wR(F2) = 0.122H-atom parameters constrained
S = 1.16Δρmax = 1.17 e Å−3
11555 reflectionsΔρmin = −1.29 e Å−3
623 parameters
Special details top

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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
C10.24706 (16)0.4566 (4)0.08242 (19)0.0161 (8)
C1A0.30445 (16)0.4590 (4)0.0913 (2)0.0207 (8)
H1A0.32090.43140.05340.025*
C20.33800 (17)0.5007 (3)0.1542 (2)0.0197 (8)
C2A0.20819 (15)0.8200 (4)0.29205 (19)0.0187 (8)
H2A0.19540.89590.31210.022*
C30.17177 (15)0.7475 (3)0.24237 (18)0.0157 (7)
C3A0.28567 (17)0.5107 (4)0.4365 (2)0.0208 (9)
H3A0.29870.53680.48410.025*
C40.26320 (15)0.7829 (4)0.31278 (18)0.0142 (7)
C4A0.19232 (16)0.1980 (4)0.1584 (2)0.0228 (9)
H4A0.17790.1330.12460.027*
C50.23035 (18)0.5291 (4)0.4056 (2)0.0197 (8)
C60.32221 (16)0.4545 (4)0.3986 (2)0.0201 (8)
C70.24896 (16)0.2030 (4)0.18487 (19)0.0201 (8)
C80.15649 (16)0.2868 (4)0.1806 (2)0.0213 (8)
C110.21105 (16)0.4190 (4)0.01309 (19)0.0189 (8)
C120.15601 (17)0.4562 (4)−0.0013 (2)0.0238 (9)
H120.14170.50370.03330.029*
C130.12182 (18)0.4252 (4)−0.0650 (2)0.0301 (10)
H130.08450.4526−0.07460.036*
C140.14269 (18)0.3532 (4)−0.1150 (2)0.0268 (9)
H140.11950.3318−0.15890.032*
C150.19669 (18)0.3128 (4)−0.1011 (2)0.0283 (10)
H150.21040.2625−0.13510.034*
C160.23119 (17)0.3456 (4)−0.0375 (2)0.0243 (9)
H160.26850.3182−0.02830.029*
C210.39823 (16)0.5154 (4)0.1617 (2)0.0199 (8)
C220.42742 (17)0.4504 (5)0.1174 (2)0.0298 (10)
H220.40860.39420.08130.036*
C230.48370 (19)0.4676 (5)0.1259 (2)0.0387 (12)
H230.50340.42180.09610.046*
C240.51146 (18)0.5506 (6)0.1772 (2)0.0395 (12)
H240.54990.56420.18190.047*
C250.48275 (18)0.6137 (5)0.2215 (2)0.0325 (10)
H250.50170.67060.25720.039*
C260.42671 (16)0.5953 (4)0.2148 (2)0.0258 (9)
H260.40770.63740.24670.031*
C310.11385 (15)0.7921 (4)0.21507 (18)0.0170 (8)
C320.07438 (16)0.6976 (4)0.1882 (2)0.0242 (9)
H320.08450.60790.18930.029*
C330.02068 (17)0.7337 (4)0.1600 (2)0.0295 (10)
H33−0.00590.66870.14250.035*
C340.00591 (17)0.8638 (5)0.1573 (2)0.0290 (10)
H34−0.03080.88830.13730.035*
C350.04449 (18)0.9597 (4)0.1835 (2)0.0260 (9)
H350.03431.04940.18120.031*
C360.09820 (16)0.9229 (4)0.21317 (19)0.0208 (8)
H360.12440.98780.23230.025*
C410.30414 (15)0.8754 (4)0.35389 (18)0.0166 (8)
C420.29894 (17)1.0095 (4)0.3414 (2)0.0197 (8)
H420.26781.04250.30930.024*
C430.33883 (17)1.0947 (4)0.3756 (2)0.0241 (9)
H430.33611.18540.36490.029*
C440.38253 (16)1.0485 (4)0.4251 (2)0.0228 (9)
H440.40951.10740.44920.027*
C450.38700 (16)0.9157 (4)0.4397 (2)0.0242 (9)
H450.41630.8840.4750.029*
C460.34863 (16)0.8288 (4)0.4026 (2)0.0211 (8)
H460.3530.73740.41080.025*
C510.19077 (16)0.5727 (4)0.44986 (19)0.0209 (8)
C520.13972 (18)0.5118 (4)0.4416 (2)0.0240 (9)
H520.12950.4470.40620.029*
C530.10394 (18)0.5455 (4)0.4850 (2)0.0276 (9)
H530.06960.5020.48030.033*
C540.11806 (17)0.6423 (4)0.5350 (2)0.0275 (10)
H540.09330.66510.56460.033*
C550.16760 (18)0.7061 (4)0.5423 (2)0.0287 (10)
H550.17660.77370.57640.034*
C560.20449 (17)0.6720 (4)0.5000 (2)0.0261 (9)
H560.23880.71580.50520.031*
C610.37973 (16)0.4165 (4)0.4335 (2)0.0216 (8)
C620.39500 (18)0.3968 (4)0.5053 (2)0.0307 (10)
H620.36930.40940.53490.037*
C630.44867 (19)0.3583 (4)0.5339 (2)0.0345 (11)
H630.4590.34410.58340.041*
C640.48704 (19)0.3402 (4)0.4925 (2)0.0345 (11)
H640.52360.31510.5130.041*
C650.47105 (19)0.3596 (4)0.4190 (3)0.0337 (10)
H650.49670.34670.38910.04*
C660.41714 (16)0.3980 (4)0.3904 (2)0.0251 (9)
H660.40620.41150.34090.03*
C710.28609 (17)0.0940 (4)0.17170 (19)0.0218 (8)
C720.34175 (18)0.1171 (4)0.1818 (2)0.0270 (9)
H720.35560.20220.19460.032*
C730.3775 (2)0.0184 (5)0.1735 (2)0.0328 (11)
H730.41570.0360.17960.039*
C740.3580 (2)−0.1065 (5)0.1563 (2)0.0337 (11)
H740.3828−0.17470.15070.04*
C750.3029 (2)−0.1320 (4)0.1475 (2)0.0313 (10)
H750.2896−0.21820.13650.038*
C760.26652 (19)−0.0328 (4)0.1544 (2)0.0286 (10)
H760.2283−0.05060.14750.034*
C810.09616 (16)0.2845 (4)0.1502 (2)0.0203 (8)
C820.07572 (17)0.2409 (4)0.0814 (2)0.0258 (9)
H820.10030.20830.05360.031*
C830.02023 (18)0.2449 (4)0.0537 (2)0.0293 (10)
H830.00660.21580.00670.035*
C84−0.01538 (17)0.2907 (4)0.0934 (2)0.0273 (9)
H84−0.05360.29340.07380.033*
C850.00363 (17)0.3330 (4)0.1619 (2)0.0266 (9)
H85−0.02150.36280.18950.032*
C860.05943 (17)0.3319 (4)0.1901 (2)0.0239 (9)
H860.07270.36340.23670.029*
O10.22174 (11)0.4883 (2)0.13129 (13)0.0159 (6)
O30.18452 (10)0.6395 (2)0.21599 (12)0.0145 (5)
O40.28238 (10)0.6747 (2)0.29717 (12)0.0154 (5)
O50.20986 (12)0.5050 (2)0.34095 (14)0.0179 (6)
O60.30933 (10)0.4271 (3)0.33300 (12)0.0181 (5)
O70.27280 (10)0.2980 (2)0.22244 (12)0.0164 (5)
O80.17248 (10)0.3757 (3)0.22776 (12)0.0177 (6)
O20.31948 (11)0.5335 (3)0.20904 (13)0.0173 (5)
Hf10.245894 (6)0.493352 (14)0.247129 (7)0.01434 (8)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.021 (2)0.0103 (18)0.0170 (17)0.0021 (15)0.0036 (15)0.0021 (15)
C1A0.018 (2)0.025 (2)0.0190 (18)0.0002 (17)0.0037 (15)−0.0020 (17)
C20.018 (2)0.016 (2)0.024 (2)0.0030 (15)0.0039 (16)0.0017 (15)
C2A0.0167 (19)0.015 (2)0.0239 (19)0.0005 (15)0.0025 (15)−0.0046 (15)
C30.0178 (19)0.0123 (18)0.0174 (17)−0.0002 (14)0.0048 (14)0.0032 (14)
C3A0.022 (2)0.022 (2)0.0170 (18)−0.0039 (16)0.0015 (15)−0.0018 (15)
C40.0164 (18)0.0108 (18)0.0163 (16)−0.0025 (14)0.0055 (14)0.0010 (14)
C4A0.021 (2)0.021 (2)0.026 (2)−0.0054 (16)0.0040 (16)−0.0065 (17)
C50.026 (2)0.0120 (19)0.0212 (19)−0.0039 (16)0.0063 (16)0.0005 (15)
C60.021 (2)0.016 (2)0.0208 (18)−0.0045 (16)−0.0005 (15)0.0021 (16)
C70.025 (2)0.015 (2)0.0204 (18)−0.0040 (16)0.0061 (16)0.0031 (15)
C80.024 (2)0.018 (2)0.0233 (19)−0.0061 (16)0.0075 (16)−0.0003 (16)
C110.022 (2)0.0142 (19)0.0198 (18)−0.0030 (15)0.0027 (15)0.0016 (15)
C120.025 (2)0.023 (2)0.024 (2)−0.0009 (17)0.0044 (16)−0.0068 (17)
C130.025 (2)0.026 (2)0.035 (2)0.0007 (18)−0.0059 (18)0.0003 (19)
C140.038 (3)0.022 (2)0.0174 (18)−0.0104 (19)−0.0014 (17)−0.0024 (16)
C150.039 (3)0.025 (2)0.022 (2)−0.0079 (19)0.0099 (18)−0.0046 (17)
C160.026 (2)0.023 (2)0.025 (2)−0.0014 (17)0.0052 (16)−0.0019 (17)
C210.0156 (19)0.022 (2)0.0218 (19)0.0000 (15)0.0036 (15)0.0013 (15)
C220.021 (2)0.043 (3)0.025 (2)0.003 (2)0.0041 (17)−0.007 (2)
C230.020 (2)0.067 (3)0.031 (2)0.006 (2)0.0116 (19)−0.012 (2)
C240.014 (2)0.073 (4)0.032 (2)−0.006 (2)0.0043 (18)−0.003 (2)
C250.025 (2)0.045 (3)0.027 (2)−0.008 (2)0.0033 (17)−0.006 (2)
C260.021 (2)0.032 (2)0.0240 (19)0.0001 (18)0.0034 (16)−0.0010 (18)
C310.0157 (19)0.022 (2)0.0140 (16)0.0016 (15)0.0036 (14)0.0027 (15)
C320.022 (2)0.025 (2)0.025 (2)−0.0020 (17)0.0014 (16)−0.0002 (17)
C330.021 (2)0.033 (3)0.031 (2)−0.0063 (18)−0.0033 (17)−0.0020 (19)
C340.015 (2)0.043 (3)0.028 (2)0.0058 (19)0.0021 (16)0.012 (2)
C350.026 (2)0.024 (2)0.030 (2)0.0072 (18)0.0090 (18)0.0088 (18)
C360.0182 (19)0.022 (2)0.0228 (18)−0.0008 (16)0.0057 (15)0.0041 (16)
C410.0126 (18)0.019 (2)0.0191 (17)−0.0039 (15)0.0055 (14)−0.0040 (15)
C420.020 (2)0.017 (2)0.0212 (19)−0.0006 (15)0.0015 (15)0.0007 (15)
C430.027 (2)0.014 (2)0.032 (2)−0.0042 (17)0.0066 (17)−0.0036 (17)
C440.020 (2)0.020 (2)0.029 (2)−0.0085 (17)0.0050 (16)−0.0074 (17)
C450.018 (2)0.024 (2)0.029 (2)−0.0011 (17)0.0001 (16)−0.0006 (17)
C460.022 (2)0.0108 (19)0.030 (2)−0.0027 (15)0.0049 (16)−0.0007 (16)
C510.026 (2)0.021 (2)0.0166 (17)0.0013 (17)0.0044 (15)0.0007 (16)
C520.026 (2)0.019 (2)0.025 (2)0.0007 (16)−0.0006 (17)−0.0030 (16)
C530.023 (2)0.027 (2)0.033 (2)0.0009 (18)0.0058 (18)0.0056 (19)
C540.030 (2)0.037 (3)0.0166 (18)0.0130 (19)0.0052 (16)0.0044 (18)
C550.037 (3)0.027 (2)0.0186 (19)0.0100 (19)−0.0034 (17)−0.0061 (17)
C560.025 (2)0.029 (2)0.0233 (19)−0.0026 (18)0.0027 (16)0.0008 (17)
C610.023 (2)0.014 (2)0.0264 (19)−0.0051 (16)0.0013 (16)−0.0039 (16)
C620.033 (3)0.024 (2)0.032 (2)−0.0009 (19)−0.0030 (18)−0.0005 (18)
C630.032 (3)0.027 (3)0.037 (2)−0.005 (2)−0.010 (2)0.001 (2)
C640.023 (2)0.018 (2)0.057 (3)−0.0004 (18)−0.007 (2)−0.003 (2)
C650.030 (2)0.019 (2)0.053 (3)−0.0052 (18)0.010 (2)−0.005 (2)
C660.020 (2)0.022 (2)0.031 (2)−0.0027 (17)0.0019 (17)−0.0037 (17)
C710.028 (2)0.020 (2)0.0167 (18)0.0017 (17)0.0022 (15)−0.0021 (16)
C720.033 (2)0.024 (2)0.022 (2)0.0001 (18)−0.0002 (17)−0.0012 (17)
C730.025 (2)0.037 (3)0.032 (2)0.0027 (19)−0.0020 (19)0.001 (2)
C740.041 (3)0.028 (3)0.029 (2)0.015 (2)0.002 (2)−0.0039 (19)
C750.046 (3)0.017 (2)0.027 (2)−0.001 (2)−0.0010 (19)−0.0027 (18)
C760.030 (2)0.028 (2)0.026 (2)−0.0009 (19)0.0043 (18)−0.0005 (18)
C810.017 (2)0.016 (2)0.0268 (19)−0.0059 (15)0.0041 (15)−0.0020 (16)
C820.025 (2)0.028 (2)0.025 (2)−0.0074 (18)0.0082 (17)−0.0073 (17)
C830.029 (2)0.028 (2)0.028 (2)−0.0022 (19)−0.0019 (18)−0.0092 (18)
C840.019 (2)0.025 (2)0.033 (2)0.0022 (17)−0.0048 (17)−0.0047 (18)
C850.026 (2)0.020 (2)0.036 (2)0.0004 (17)0.0123 (18)−0.0032 (18)
C860.028 (2)0.023 (2)0.0186 (18)−0.0041 (17)0.0012 (16)−0.0050 (16)
O10.0136 (13)0.0162 (14)0.0177 (13)0.0015 (10)0.0029 (10)−0.0022 (10)
O30.0143 (13)0.0129 (13)0.0153 (12)0.0005 (10)0.0002 (10)−0.0022 (10)
O40.0126 (13)0.0136 (13)0.0191 (12)0.0007 (10)0.0014 (10)−0.0004 (10)
O50.0192 (14)0.0181 (15)0.0147 (12)−0.0031 (10)−0.0004 (11)−0.0013 (10)
O60.0188 (14)0.0159 (14)0.0183 (12)0.0020 (11)0.0003 (10)−0.0039 (11)
O70.0167 (13)0.0135 (13)0.0180 (12)−0.0011 (10)0.0014 (10)−0.0041 (10)
O80.0192 (14)0.0171 (14)0.0169 (12)−0.0052 (11)0.0038 (10)−0.0058 (10)
O20.0147 (13)0.0177 (14)0.0196 (13)−0.0003 (11)0.0036 (10)−0.0051 (11)
Hf10.01395 (10)0.01391 (11)0.01428 (10)−0.00034 (6)0.00073 (6)−0.00185 (6)
Geometric parameters (Å, º) top
C1—O11.277 (4)C41—C421.393 (5)
C1—C1A1.402 (5)C42—C431.383 (5)
C1—C111.503 (5)C42—H420.95
C1A—C21.396 (5)C43—C441.378 (6)
C1A—H1A0.95C43—H430.95
C2—O21.281 (5)C44—C451.386 (6)
C2—C211.482 (6)C44—H440.95
C2A—C31.393 (5)C45—C461.391 (5)
C2A—C41.397 (5)C45—H450.95
C2A—H2A0.95C46—H460.95
C3—O31.282 (4)C51—C521.393 (6)
C3—C311.501 (5)C51—C561.397 (5)
C3A—C51.397 (6)C52—C531.382 (6)
C3A—C61.399 (6)C52—H520.95
C3A—H3A0.95C53—C541.378 (6)
C4—O41.264 (4)C53—H530.95
C4—C411.495 (5)C54—C551.375 (6)
C4A—C71.398 (5)C54—H540.95
C4A—C81.399 (5)C55—C561.389 (6)
C4A—H4A0.95C55—H550.95
C5—O51.273 (5)C56—H560.95
C5—C511.496 (5)C61—C621.376 (5)
C6—O61.274 (4)C61—C661.379 (5)
C6—C611.503 (5)C62—C631.393 (6)
C7—O71.284 (4)C62—H620.95
C7—C711.500 (6)C63—C641.375 (6)
C8—O81.291 (4)C63—H630.95
C8—C811.496 (5)C64—C651.408 (6)
C11—C121.392 (5)C64—H640.95
C11—C161.402 (5)C65—C661.398 (6)
C12—C131.385 (5)C65—H650.95
C12—H120.95C66—H660.95
C13—C141.394 (6)C71—C721.378 (6)
C13—H130.95C71—C761.401 (6)
C14—C151.377 (6)C72—C731.375 (6)
C14—H140.95C72—H720.95
C15—C161.389 (5)C73—C741.382 (6)
C15—H150.95C73—H730.95
C16—H160.95C74—C751.370 (6)
C21—C261.389 (5)C74—H740.95
C21—C221.397 (6)C75—C761.382 (6)
C22—C231.386 (6)C75—H750.95
C22—H220.95C76—H760.95
C23—C241.380 (7)C81—C861.395 (5)
C23—H230.95C81—C821.397 (5)
C24—C251.380 (6)C82—C831.375 (6)
C24—H240.95C82—H820.95
C25—C261.385 (6)C83—C841.365 (6)
C25—H250.95C83—H830.95
C26—H260.95C84—C851.381 (6)
C31—C361.391 (5)C84—H840.95
C31—C321.400 (5)C85—C861.384 (6)
C32—C331.386 (6)C85—H850.95
C32—H320.95C86—H860.95
C33—C341.379 (6)O1—Hf12.197 (3)
C33—H330.95O3—Hf12.133 (2)
C34—C351.393 (6)O4—Hf12.200 (2)
C34—H340.95O5—Hf12.180 (3)
C35—C361.394 (5)O6—Hf12.154 (2)
C35—H350.95O7—Hf12.189 (2)
C36—H360.95O8—Hf12.154 (2)
C41—C461.384 (5)O2—Hf12.143 (3)
O1—C1—C1A123.1 (3)C52—C51—C56119.5 (4)
O1—C1—C11115.5 (3)C52—C51—C5119.3 (4)
C1A—C1—C11121.5 (3)C56—C51—C5121.1 (4)
C2—C1A—C1121.8 (4)C53—C52—C51120.1 (4)
C2—C1A—H1A119.1C53—C52—H52119.9
C1—C1A—H1A119.1C51—C52—H52119.9
O2—C2—C1A123.3 (4)C54—C53—C52120.0 (4)
O2—C2—C21114.6 (4)C54—C53—H53120
C1A—C2—C21122.0 (4)C52—C53—H53120
C3—C2A—C4121.0 (3)C55—C54—C53120.6 (4)
C3—C2A—H2A119.5C55—C54—H54119.7
C4—C2A—H2A119.5C53—C54—H54119.7
O3—C3—C2A123.7 (3)C54—C55—C56120.2 (4)
O3—C3—C31114.7 (3)C54—C55—H55119.9
C2A—C3—C31121.6 (3)C56—C55—H55119.9
C5—C3A—C6121.2 (4)C55—C56—C51119.5 (4)
C5—C3A—H3A119.4C55—C56—H56120.2
C6—C3A—H3A119.4C51—C56—H56120.2
O4—C4—C2A124.3 (3)C62—C61—C66120.3 (4)
O4—C4—C41115.6 (3)C62—C61—C6122.3 (4)
C2A—C4—C41120.1 (3)C66—C61—C6117.4 (3)
C7—C4A—C8121.3 (4)C61—C62—C63119.2 (4)
C7—C4A—H4A119.3C61—C62—H62120.4
C8—C4A—H4A119.3C63—C62—H62120.4
O5—C5—C3A123.9 (4)C64—C63—C62121.8 (4)
O5—C5—C51116.1 (4)C64—C63—H63119.1
C3A—C5—C51119.9 (4)C62—C63—H63119.1
O6—C6—C3A123.4 (4)C63—C64—C65118.6 (4)
O6—C6—C61114.5 (3)C63—C64—H64120.7
C3A—C6—C61122.0 (3)C65—C64—H64120.7
O7—C7—C4A123.4 (4)C66—C65—C64119.4 (4)
O7—C7—C71115.4 (3)C66—C65—H65120.3
C4A—C7—C71121.3 (4)C64—C65—H65120.3
O8—C8—C4A123.3 (4)C61—C66—C65120.6 (4)
O8—C8—C81115.5 (3)C61—C66—H66119.7
C4A—C8—C81121.2 (3)C65—C66—H66119.7
C12—C11—C16118.8 (3)C72—C71—C76118.8 (4)
C12—C11—C1119.5 (3)C72—C71—C7118.9 (4)
C16—C11—C1121.7 (3)C76—C71—C7122.1 (4)
C13—C12—C11121.1 (4)C73—C72—C71120.8 (4)
C13—C12—H12119.5C73—C72—H72119.6
C11—C12—H12119.5C71—C72—H72119.6
C12—C13—C14119.3 (4)C72—C73—C74120.2 (5)
C12—C13—H13120.3C72—C73—H73119.9
C14—C13—H13120.3C74—C73—H73119.9
C15—C14—C13120.4 (4)C75—C74—C73119.9 (4)
C15—C14—H14119.8C75—C74—H74120
C13—C14—H14119.8C73—C74—H74120
C14—C15—C16120.3 (4)C74—C75—C76120.3 (4)
C14—C15—H15119.9C74—C75—H75119.8
C16—C15—H15119.9C76—C75—H75119.8
C15—C16—C11120.1 (4)C75—C76—C71120.0 (4)
C15—C16—H16120C75—C76—H76120
C11—C16—H16120C71—C76—H76120
C26—C21—C22118.9 (4)C86—C81—C82118.9 (4)
C26—C21—C2119.0 (4)C86—C81—C8119.5 (3)
C22—C21—C2122.1 (4)C82—C81—C8121.5 (4)
C23—C22—C21120.2 (4)C83—C82—C81120.3 (4)
C23—C22—H22119.9C83—C82—H82119.9
C21—C22—H22119.9C81—C82—H82119.9
C24—C23—C22120.6 (4)C84—C83—C82120.3 (4)
C24—C23—H23119.7C84—C83—H83119.9
C22—C23—H23119.7C82—C83—H83119.9
C23—C24—C25119.2 (4)C83—C84—C85120.7 (4)
C23—C24—H24120.4C83—C84—H84119.7
C25—C24—H24120.4C85—C84—H84119.7
C24—C25—C26120.9 (4)C84—C85—C86119.8 (4)
C24—C25—H25119.5C84—C85—H85120.1
C26—C25—H25119.5C86—C85—H85120.1
C25—C26—C21120.1 (4)C85—C86—C81120.0 (4)
C25—C26—H26119.9C85—C86—H86120
C21—C26—H26119.9C81—C86—H86120
C36—C31—C32118.9 (4)C1—O1—Hf1133.2 (2)
C36—C31—C3123.0 (3)C3—O3—Hf1135.3 (2)
C32—C31—C3118.1 (3)C4—O4—Hf1134.4 (2)
C33—C32—C31120.6 (4)C5—O5—Hf1132.5 (3)
C33—C32—H32119.7C6—O6—Hf1134.0 (2)
C31—C32—H32119.7C7—O7—Hf1133.4 (2)
C34—C33—C32120.0 (4)C8—O8—Hf1130.2 (2)
C34—C33—H33120C2—O2—Hf1135.0 (2)
C32—C33—H33120O3—Hf1—O2112.32 (10)
C33—C34—C35120.5 (4)O3—Hf1—O879.05 (10)
C33—C34—H34119.8O2—Hf1—O8142.98 (9)
C35—C34—H34119.8O3—Hf1—O6143.90 (9)
C34—C35—C36119.5 (4)O2—Hf1—O677.42 (10)
C34—C35—H35120.3O8—Hf1—O6114.87 (10)
C36—C35—H35120.3O3—Hf1—O578.83 (9)
C31—C36—C35120.6 (4)O2—Hf1—O5142.78 (10)
C31—C36—H36119.7O8—Hf1—O572.53 (9)
C35—C36—H36119.7O6—Hf1—O574.71 (10)
C46—C41—C42119.3 (4)O3—Hf1—O7144.09 (9)
C46—C41—C4120.5 (3)O2—Hf1—O777.35 (10)
C42—C41—C4120.1 (3)O8—Hf1—O774.79 (9)
C43—C42—C41120.3 (4)O6—Hf1—O770.89 (9)
C43—C42—H42119.9O5—Hf1—O7115.18 (9)
C41—C42—H42119.9O3—Hf1—O172.31 (9)
C44—C43—C42120.3 (4)O2—Hf1—O174.45 (10)
C44—C43—H43119.9O8—Hf1—O176.23 (9)
C42—C43—H43119.9O6—Hf1—O1141.63 (9)
C43—C44—C45119.8 (4)O5—Hf1—O1140.72 (10)
C43—C44—H44120.1O7—Hf1—O177.85 (9)
C45—C44—H44120.1O3—Hf1—O475.02 (9)
C44—C45—C46120.2 (4)O2—Hf1—O471.63 (9)
C44—C45—H45119.9O8—Hf1—O4143.76 (9)
C46—C45—H45119.9O6—Hf1—O475.76 (9)
C41—C46—C45120.0 (4)O5—Hf1—O477.92 (9)
C41—C46—H46120O7—Hf1—O4138.39 (9)
C45—C46—H46120O1—Hf1—O4118.10 (9)
O1—C1—C1A—C2−2.1 (6)C76—C71—C72—C731.5 (6)
C11—C1—C1A—C2176.4 (4)C7—C71—C72—C73177.0 (4)
C1—C1A—C2—O23.5 (6)C71—C72—C73—C74−1.4 (6)
C1—C1A—C2—C21−174.1 (4)C72—C73—C74—C750.1 (7)
C4—C2A—C3—O34.6 (6)C73—C74—C75—C761.1 (7)
C4—C2A—C3—C31−174.8 (3)C74—C75—C76—C71−1.0 (6)
C3—C2A—C4—O4−10.5 (6)C72—C71—C76—C75−0.3 (6)
C3—C2A—C4—C41167.1 (3)C7—C71—C76—C75−175.6 (4)
C6—C3A—C5—O5−4.7 (6)O8—C8—C81—C86−26.4 (5)
C6—C3A—C5—C51171.9 (4)C4A—C8—C81—C86153.8 (4)
C5—C3A—C6—O66.2 (6)O8—C8—C81—C82150.9 (4)
C5—C3A—C6—C61−171.2 (4)C4A—C8—C81—C82−28.9 (6)
C8—C4A—C7—O7−10.5 (6)C86—C81—C82—C830.1 (6)
C8—C4A—C7—C71168.5 (4)C8—C81—C82—C83−177.2 (4)
C7—C4A—C8—O8−2.1 (6)C81—C82—C83—C84−0.5 (7)
C7—C4A—C8—C81177.7 (4)C82—C83—C84—C85−0.3 (7)
O1—C1—C11—C1218.8 (5)C83—C84—C85—C861.4 (7)
C1A—C1—C11—C12−159.8 (4)C84—C85—C86—C81−1.9 (6)
O1—C1—C11—C16−160.3 (4)C82—C81—C86—C851.1 (6)
C1A—C1—C11—C1621.1 (6)C8—C81—C86—C85178.5 (4)
C16—C11—C12—C13−1.9 (6)C1A—C1—O1—Hf1−23.4 (6)
C1—C11—C12—C13178.9 (4)C11—C1—O1—Hf1158.0 (2)
C11—C12—C13—C141.3 (7)C2A—C3—O3—Hf121.8 (5)
C12—C13—C14—C150.3 (6)C31—C3—O3—Hf1−158.7 (2)
C13—C14—C15—C16−1.2 (6)C2A—C4—O4—Hf1−8.3 (5)
C14—C15—C16—C110.5 (6)C41—C4—O4—Hf1174.0 (2)
C12—C11—C16—C151.0 (6)C3A—C5—O5—Hf1−23.4 (6)
C1—C11—C16—C15−179.9 (4)C51—C5—O5—Hf1159.9 (2)
O2—C2—C21—C26−18.7 (5)C3A—C6—O6—Hf120.9 (6)
C1A—C2—C21—C26159.1 (4)C61—C6—O6—Hf1−161.4 (2)
O2—C2—C21—C22160.7 (4)C4A—C7—O7—Hf1−11.6 (5)
C1A—C2—C21—C22−21.5 (6)C71—C7—O7—Hf1169.4 (2)
C26—C21—C22—C23−1.1 (7)C4A—C8—O8—Hf137.5 (5)
C2—C21—C22—C23179.5 (4)C81—C8—O8—Hf1−142.4 (3)
C21—C22—C23—C24−1.1 (8)C1A—C2—O2—Hf121.9 (6)
C22—C23—C24—C251.9 (8)C21—C2—O2—Hf1−160.4 (3)
C23—C24—C25—C26−0.4 (8)C3—O3—Hf1—O2−89.8 (3)
C24—C25—C26—C21−1.9 (7)C3—O3—Hf1—O8127.1 (3)
C22—C21—C26—C252.6 (6)C3—O3—Hf1—O69.6 (4)
C2—C21—C26—C25−178.0 (4)C3—O3—Hf1—O553.0 (3)
O3—C3—C31—C36−153.1 (3)C3—O3—Hf1—O7170.8 (3)
C2A—C3—C31—C3626.3 (5)C3—O3—Hf1—O1−154.0 (3)
O3—C3—C31—C3224.7 (5)C3—O3—Hf1—O4−27.3 (3)
C2A—C3—C31—C32−155.9 (3)C2—O2—Hf1—O3−93.3 (3)
C36—C31—C32—C330.2 (6)C2—O2—Hf1—O88.5 (4)
C3—C31—C32—C33−177.7 (3)C2—O2—Hf1—O6123.3 (3)
C31—C32—C33—C340.9 (6)C2—O2—Hf1—O5165.5 (3)
C32—C33—C34—C35−0.8 (6)C2—O2—Hf1—O750.4 (3)
C33—C34—C35—C36−0.5 (6)C2—O2—Hf1—O1−30.3 (3)
C32—C31—C36—C35−1.5 (5)C2—O2—Hf1—O4−157.8 (4)
C3—C31—C36—C35176.3 (3)C8—O8—Hf1—O3114.8 (3)
C34—C35—C36—C311.7 (6)C8—O8—Hf1—O22.1 (4)
O4—C4—C41—C46−33.8 (5)C8—O8—Hf1—O6−100.3 (3)
C2A—C4—C41—C46148.4 (4)C8—O8—Hf1—O5−163.6 (3)
O4—C4—C41—C42143.7 (4)C8—O8—Hf1—O7−40.3 (3)
C2A—C4—C41—C42−34.1 (5)C8—O8—Hf1—O140.6 (3)
C46—C41—C42—C432.2 (6)C8—O8—Hf1—O4159.6 (3)
C4—C41—C42—C43−175.3 (3)C6—O6—Hf1—O313.0 (4)
C41—C42—C43—C44−3.6 (6)C6—O6—Hf1—O2123.7 (4)
C42—C43—C44—C451.3 (6)C6—O6—Hf1—O8−93.3 (3)
C43—C44—C45—C462.3 (6)C6—O6—Hf1—O5−31.3 (3)
C42—C41—C46—C451.3 (6)C6—O6—Hf1—O7−155.5 (4)
C4—C41—C46—C45178.8 (3)C6—O6—Hf1—O1167.3 (3)
C44—C45—C46—C41−3.6 (6)C6—O6—Hf1—O449.8 (3)
O5—C5—C51—C5241.3 (5)C5—O5—Hf1—O3−123.0 (3)
C3A—C5—C51—C52−135.5 (4)C5—O5—Hf1—O2−10.6 (4)
O5—C5—C51—C56−139.7 (4)C5—O5—Hf1—O8155.1 (3)
C3A—C5—C51—C5643.4 (6)C5—O5—Hf1—O632.2 (3)
C56—C51—C52—C53−2.8 (6)C5—O5—Hf1—O792.0 (3)
C5—C51—C52—C53176.2 (4)C5—O5—Hf1—O1−166.0 (3)
C51—C52—C53—C542.0 (6)C5—O5—Hf1—O4−46.1 (3)
C52—C53—C54—C550.0 (6)C7—O7—Hf1—O3−16.6 (4)
C53—C54—C55—C56−1.1 (6)C7—O7—Hf1—O2−127.3 (3)
C54—C55—C56—C510.3 (6)C7—O7—Hf1—O828.0 (3)
C52—C51—C56—C551.7 (6)C7—O7—Hf1—O6151.8 (3)
C5—C51—C56—C55−177.3 (4)C7—O7—Hf1—O589.9 (3)
O6—C6—C61—C62−157.6 (4)C7—O7—Hf1—O1−50.8 (3)
C3A—C6—C61—C6220.1 (6)C7—O7—Hf1—O4−169.7 (3)
O6—C6—C61—C6620.7 (5)C1—O1—Hf1—O3151.1 (3)
C3A—C6—C61—C66−161.7 (4)C1—O1—Hf1—O230.9 (3)
C66—C61—C62—C630.1 (6)C1—O1—Hf1—O8−126.2 (3)
C6—C61—C62—C63178.3 (4)C1—O1—Hf1—O6−13.4 (4)
C61—C62—C63—C640.5 (7)C1—O1—Hf1—O5−164.2 (3)
C62—C63—C64—C65−0.9 (7)C1—O1—Hf1—O7−49.2 (3)
C63—C64—C65—C660.8 (6)C1—O1—Hf1—O489.6 (3)
C62—C61—C66—C65−0.2 (6)C4—O4—Hf1—O320.3 (3)
C6—C61—C66—C65−178.5 (4)C4—O4—Hf1—O2140.5 (3)
C64—C65—C66—C61−0.2 (6)C4—O4—Hf1—O8−25.4 (4)
O7—C7—C71—C72−18.1 (5)C4—O4—Hf1—O6−138.2 (3)
C4A—C7—C71—C72162.8 (4)C4—O4—Hf1—O5−61.2 (3)
O7—C7—C71—C76157.2 (4)C4—O4—Hf1—O7−175.6 (3)
C4A—C7—C71—C76−21.9 (6)C4—O4—Hf1—O180.4 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C43—H43···O6i0.952.63.538 (5)170
Symmetry code: (i) x, y+1, z.

Experimental details

Crystal data
Chemical formula[Hf(C15H11O2)4]
Mr1071.44
Crystal system, space groupMonoclinic, P21/c
Temperature (K)100
a, b, c (Å)24.846 (2), 10.2236 (8), 19.3155 (13)
β (°) 101.618 (4)
V (Å3)4805.8 (6)
Z4
Radiation typeMo Kα
µ (mm−1)2.23
Crystal size (mm)0.20 × 0.19 × 0.11
Data collection
DiffractometerBruker X8 APEXII 4K KappaCCD
Absorption correctionMulti-scan
(SADABS; Bruker, 2004)
Tmin, Tmax0.661, 0.783
No. of measured, independent and
observed [I > 2σ(I)] reflections		39626, 11555, 9232
Rint0.036
(sin θ/λ)max (Å−1)0.661
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.037, 0.122, 1.16
No. of reflections11555
No. of parameters623
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å−3)1.17, −1.29

Computer programs: APEX2 (Bruker, 2005), SAINT-Plus (Bruker, 2004), SIR92 (Altomare et al., 1999), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Putz, 2005), WinGX (Farrugia, 1999).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C43—H43···O6i0.952.63.538 (5)169.5
Symmetry code: (i) x, y+1, z.
 

Acknowledgements

Financial assistance from the Advanced Metals Initiative (AMI) and the Department of Science and Technology (DST) of South Africa, as well as the New Metals Development Network (NMDN) and the South African Nuclear Energy Corporation Limited (Necsa) is gratefully acknowledged. Financial assistance from the University of the Free State is gratefully acknowledged.

References

First citationAllen, F. H. (2002). Acta Cryst. B58, 380–388.  Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
 First citationAltomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115–119.  Web of Science CrossRef CAS IUCr Journals Google Scholar
 First citationBrandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.  Google Scholar
 First citationBrink, A., Visser, H. G., Steyl, G. & Roodt, A. (2010). Dalton Trans. pp. 5572–5578.  Web of Science CSD CrossRef Google Scholar
 First citationBruker (2004). SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
 First citationBruker (2005). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
 First citationDemakopoulos, I., Klouras, N., Raptopoulou, C. P. & Terzis, A. (1995). Z. Anorg. Allg. Chem. 621, 1761–1766.  CSD CrossRef CAS Web of Science Google Scholar
 First citationFarrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838.  CrossRef CAS IUCr Journals Google Scholar
 First citationFay, R. C., Chun, H. K. & Steffen, W. L. (1979). Inorg. Chem. 18, 2458–2465.  Google Scholar
 First citationLewis, D. F. & Fay, R. C. (1974). J. Chem. Soc. Chem. Commun. pp. 1046–1047.  CrossRef Web of Science Google Scholar
 First citationOtto, S., Roodt, A., Swarts, J. C. & Erasmus, J. C. (1998). Polyhedron, 17, 2447–2453.  Web of Science CSD CrossRef CAS Google Scholar
 First citationRoodt, A. & Steyn, G. J. J. (2000). Recent Research Developments in Inorganic Chemistry, Vol. 2, pp. 1–23. Trivandrum, India: Transworld Research Network.  Google Scholar
 First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
 First citationSteyn, G. J. J., Roodt, A. & Leipoldt, J. G. (1992). Inorg. Chem. 31, 3477–3481.  CSD CrossRef CAS Web of Science Google Scholar
 First citationSteyn, G. J. J., Roodt, A., Poletaeva, I. A. & Varshavsky, Y. S. (1997). J. Organomet. Chem. 536–537, 197–205.  CSD CrossRef Web of Science Google Scholar
 First citationSteyn, M., Roodt, A. & Steyl, G. (2008). Acta Cryst. E64, m827.  Web of Science CSD CrossRef IUCr Journals Google Scholar
 First citationVan Aswegen, K. G., Leipoldt, J. G., Potgieter, I. M., Roodt, A. & Van Zyl, G. J. (1991). Transition Met. Chem. 16, 369–371.  CSD CrossRef CAS Google Scholar
 First citationViljoen, J. A., Muller, A. & Roodt, A. (2008). Acta Cryst. E64, m838–m839.  Web of Science CSD CrossRef IUCr Journals Google Scholar
 First citationViljoen, J. A., Visser, H. G. & Roodt, A. (2010). Acta Cryst. E66, m603–m604.  Web of Science CSD CrossRef IUCr Journals Google Scholar
 First citationViljoen, J. A., Visser, H. G., Roodt, A. & Steyn, M. (2009a). Acta Cryst. E65, m1514–m1515.  Web of Science CSD CrossRef IUCr Journals Google Scholar
 First citationViljoen, J. A., Visser, H. G., Roodt, A. & Steyn, M. (2009b). Acta Cryst. E65, m1367–m1368.  Web of Science CrossRef IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 66| Part 9| September 2010| Pages m1053-m1054
https://doi.org/10.1107/S1600536810030400
Follow Acta Cryst. E
Sign up for e-alerts
E-alerts
Follow Acta Cryst. on Twitter
Twitter
Follow us on facebook
Facebook
Sign up for RSS feeds
RSS