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

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 65| Part 3| March 2009| Pages m253-m254
doi:10.1107/S160053680804419X

Tetra-μ2-oxido-di-μ4-peroxido-tetra­kis[di­phenyl­anti­mony(V)] chloro­form disolvate

Richard Betz,a Christoph Lindner,a Peter Klüfersa* and Peter Mayera

aLudwig-Maximilians Universität, Department Chemie und Biochemie, Butenandtstrasse 5–13 (Haus D), 81377 München, Germany
*Correspondence e-mail: kluef@cup.uni-muenchen.de

(Received 22 December 2008; accepted 30 December 2008; online 6 February 2009)

The title compound, [Sb4(C6H5)8O4(O2)2]·2CHCl3, contains a tetranuclear antimony(V) core, bridged by oxide and peroxide ligands. Two cores form centrosymmetric dimers by intermolecular C—H⋯O contacts. These dimeric units are further connected by chloro­form solvent mol­ecules involved in C—H⋯O and C—H⋯Cl inter­actions into strands along [010]. The five-membered Sb2O3 rings in the Sb4O8 core invariably adopt envelope conformations.

Related literature

The title compound was unintentionally obtained upon the attempted synthesis of the cyclo­butane­carboxylic acid addition compound derived from triphen­ylstibane oxide. For preparation of carboxyl­ate derivatives of triphen­ylstibane oxide, see: Domagala et al. (1989[Domagala, M., Huber, F. & Preut, H. (1989). Z. Anorg. Allg. Chem. 574, 130-142.], 1990[Domagala, M., Huber, F. & Preut, H. (1990). Z. Anorg. Allg. Chem. 582, 37-50.]). For the crystal structure of the solvent-free tetra­nuclear cluster, see: Breunig et al. (2002[Breunig, H. J., Krüger, T. & Lork, E. (2002). J. Organomet. Chem. 648, 209-213.]); Sharutin et al. (2004[Sharutin, V. V., Pakusina, A. P., Smirnova, S. A., Sharutina, O. K., Platonova, T. P., Pushilin, M. A. & Gerasimenko, A. V. (2004). Russ. J. Coord. Chem. 30, 314-321.]). For details on graph-set analysis of hydrogen bonds, see: Etter et al. (1990[Etter, M. C., MacDonald, J. C. & Bernstein, J. (1990). Acta Cryst. B46, 256-262.]); Bernstein et al. (1995[Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.]). For details on puckering analysis, see: Cremer & Pople (1975[Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.]).

[Scheme 1]

Experimental

Crystal data

  • [Sb4(C6H5)8O4(O2)2]·2CHCl3

  • Mr = 1470.54

  • Monoclinic, C 2/c

  • a = 23.0764 (3) Å

  • b = 13.7353 (2) Å

  • c = 34.6597 (4) Å

  • β = 105.3795 (6)°

  • V = 10592.4 (2) Å3

  • Z = 8

  • Mo Kα radiation

  • μ = 2.37 mm−1

  • T = 200 (2) K

  • 0.21 × 0.19 × 0.16 mm
Data collection

  • Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2001[Sheldrick, G. M. (2001). SADABS. University of Göttingen, Germany.]) Tmin = 0.599, Tmax = 0.684

  • 71535 measured reflections

  • 12127 independent reflections

  • 8489 reflections with I > 2σ(I)

  • Rint = 0.059
Refinement

  • R[F2 > 2σ(F2)] = 0.037

  • wR(F2) = 0.082

  • S = 1.04

  • 12127 reflections

  • 614 parameters

  • H-atom parameters constrained

  • Δρmax = 0.98 e Å−3

  • Δρmin = −0.89 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
C74—H74⋯Cl95i 0.95 2.81 3.345 (6) 117
C98—H98⋯O231i 1.00 2.29 3.229 (6) 156
C99—H99⋯O122ii 1.00 2.27 3.275 (6) 177
C99—H99⋯O342ii 1.00 2.46 3.343 (6) 147
C23—H23⋯O412iii 0.95 2.60 3.482 (6) 154
Symmetry codes: (i) [-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (ii) [x+{\script{1\over 2}}, y-{\script{1\over 2}}, z]; (iii) [-x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z].

Data collection: COLLECT (Nonius, 2004[Nonius (2004). COLLECT. Nonius BV, Delft, The Netherlands.]); cell refinement: SCALEPACK (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.]); data reduction: DENZO (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.]) and SCALEPACK; program(s) used to solve structure: SIR97 (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: ORTEP-3 (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]) and Mercury (Macrae et al., 2006[Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.]); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003[Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.]).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053680804419X/gk2183sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053680804419X/gk2183Isup2.hkl

checkCIF report


Comment top

For a comprehensive study about the coordination behaviour of main group elements in their highest oxidation states toward carboxylato ligands, the synthesis of a derivative of antimony(V) was attempted. Instead of the expected mononuclear reaction product, a tetranuclear cluster was obtained.

In the molecule two bridging peroxido-groups and four oxido bridges connect the four Sb atoms in terms of annealed four-, five- and six-membered rings (Fig 1). According to a puckering analysis (Cremer & Pople, 1975), the five-membered rings invariably adopt envelope conformations:

Sb1–O121–Sb2–O232–O412 EO121 (Q2 = 0.720 (2) Å, ϕ2 = 36.53 (18)°), Sb1–O122–Sb2–O232–O412 O122E (Q2 = 1.205 (2) Å, ϕ2 = 215.88 (11)°), Sb1–O122–O342–Sb4–O411 O411E (Q2 = 0.696 (2) Å, ϕ2 = 145.08 (19)°), Sb1–O122–O342–Sb4–O412 EO412 (Q2 = 1.197 (2) Å, ϕ2 = 323.61 (11)°), Sb2–O122–O342–Sb3–O231 EO231 (Q2 = 0.740 (2) Å, ϕ2 = 324.46 (18)°), Sb2–O122–O342–Sb3–O232 O232E (Q2 = 1.190 (2) Å, ϕ2 = 143.72 (11)°), Sb3–O232–O412–Sb4–O341 341E (Q2 = 0.658 (2) Å, ϕ2 = 144.0 (2)°), Sb3–O232–O412–Sb4–O342 EO342 (Q2 = 1.210 (2) Å, ϕ2 = 323.96 (11)°).

Both peroxido groups together with two diametrically arranged Sb atoms are part of six-membered rings each which adopt twist-boat conformations. For Sb1–O122–O342–Sb3–O232–O412, the respective puckering parameters were found to be Q = 1.039 (3) Å, θ = 89.80 (11)° and ϕ = 89.61 (10)°. For Sb2–O122–O342–Sb4–O412–O232, the respective puckering parameters were found to be Q = 1.039 (3) Å, θ = 90.08 (11)° and ϕ = 270.20 (10)°.

In the crystal structure, two clusters form centrosymmetric dimers by weak C–H···O contacts stemming from an H atom in meta positon of one of the aromatic moieties and one of the peroxido O atoms (Fig. 2). The two solvent molecules do not show an identical behaviour in the crystal structure. While the first serves as a linker for the dimeric units upon the formation of C–H···Cl contacts as well as C–H···O contacts furnishing strands along [0 1 0] (Fig. 3), the second only participates in a finite, bifurcated C–H···O hydrogen bond (cf. Table 1). In terms of graph-set analysis, the unitary descriptor of these contacts is DDDDR22(12). A binary descriptor is C22(12).

The packing of the compound is shown in Figure 4.

Related literature top

The title compound was unintentionally obtained upon the attempted synthesis of the cyclobutanecarboxylic acid addition compound derived from triphenylstibane [stibine?] oxide. For preparation of carboxylate derivatives of triphenylstibane oxide, see: Domagala et al. (1989, 1990). For the crystal structure of the solvent-free tetranuclear cluster, see: Breunig et al. (2002); Sharutin et al. (2004). For details on graph-set analysis of hydrogen bonds, see: Etter et al. (1990); Bernstein et al. (1995). For details on puckering analysis, see: Cremer & Pople (1975).

Experimental top

The compound was unintentionally prepared in adoption of a published procedure (Domagala et al., 1989; Domagala et al., 1990) aimed at the synthesis of carboxylato derivatives of triphenylstibane oxide upon the reaction of cyclobutanecarboxylic acid and triphenylstibane oxide in chloroform. Crystals suitable for X-ray analysis were obtained upon free evaporation of the solvent.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C—H 0.95 Å for aromatic C atoms, C—H 1.00 Å for methine groups) and were included in the refinement in the riding model approximation, with U(H) set to 1.2Ueq(C).

Computing details top

Data collection: COLLECT (Nonius, 2004); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2003).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title compound, with atom labels and anisotropic displacement ellipsoids drawn at the 50% probability level.
[Figure 2] Fig. 2. Centrosymmetric dimers in the crystal structure of the title compound, formed by H23···O412 contacts (cf. Table 1).
[Figure 3] Fig. 3. Infinite strands formed in the crystal structure of the title compound, viewed along [1 0 0]. For details about contacts cf. Table 1.
[Figure 4] Fig. 4. The packing of the title compound, viewed along [0 1 0].
Tetra-µ2-oxido-di-µ4-peroxido-tetrakis[diphenylantimony(V)] chloroform disolvate top
Crystal data top
[Sb4(C6H5)8O4(O2)2]·2CHCl3F(000) = 5696
Mr = 1470.54Dx = 1.844 Mg m−3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 79731 reflections
a = 23.0764 (3) Åθ = 3.1–27.5°
b = 13.7353 (2) ŵ = 2.37 mm−1
c = 34.6597 (4) ÅT = 200 K
β = 105.3795 (6)°Block, colourless
V = 10592.4 (2) Å30.21 × 0.19 × 0.16 mm
Z = 8
Data collection top
Nonius KappaCCD
diffractometer		12127 independent reflections
Radiation source: rotating anode8489 reflections with I > 2σ(I)
MONTEL, graded multilayered X-ray optics monochromatorRint = 0.059
ϕ and ω scansθmax = 27.5°, θmin = 3.2°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2001)		h = −29→29
Tmin = 0.599, Tmax = 0.684k = −17→17
71535 measured reflectionsl = −45→45
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.037Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.082H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.0299P)2 + 28.2696P]
where P = (Fo2 + 2Fc2)/3
12127 reflections(Δ/σ)max = 0.001
614 parametersΔρmax = 0.98 e Å−3
0 restraintsΔρmin = −0.89 e Å−3
Crystal data top
[Sb4(C6H5)8O4(O2)2]·2CHCl3V = 10592.4 (2) Å3
Mr = 1470.54Z = 8
Monoclinic, C2/cMo Kα radiation
a = 23.0764 (3) ŵ = 2.37 mm−1
b = 13.7353 (2) ÅT = 200 K
c = 34.6597 (4) Å0.21 × 0.19 × 0.16 mm
β = 105.3795 (6)°
Data collection top
Nonius KappaCCD
diffractometer		12127 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2001)		8489 reflections with I > 2σ(I)
Tmin = 0.599, Tmax = 0.684Rint = 0.059
71535 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0370 restraints
wR(F2) = 0.082H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.0299P)2 + 28.2696P]
where P = (Fo2 + 2Fc2)/3
12127 reflectionsΔρmax = 0.98 e Å−3
614 parametersΔρmin = −0.89 e Å−3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sb10.088803 (12)0.71783 (2)0.039333 (8)0.02610 (7)
Sb20.127447 (13)0.902037 (19)0.099132 (8)0.02731 (8)
Sb30.207389 (12)0.75923 (2)0.167703 (8)0.02710 (8)
Sb40.167522 (12)0.57351 (2)0.107803 (8)0.02710 (8)
Cl940.29511 (10)0.49729 (15)0.23138 (6)0.1234 (9)
Cl950.37828 (10)0.60400 (13)0.29061 (6)0.1083 (8)
Cl960.42058 (14)0.4612 (2)0.24610 (8)0.1591 (11)
Cl970.50002 (9)0.06841 (13)0.16428 (8)0.1175 (8)
Cl980.41456 (10)0.1776 (2)0.10677 (6)0.1289 (9)
Cl990.47561 (9)0.26532 (14)0.18030 (6)0.0968 (6)
O1210.10064 (12)0.85900 (19)0.04311 (8)0.0296 (7)
O1220.08436 (12)0.75740 (18)0.10162 (8)0.0270 (6)
O2310.16180 (12)0.88177 (19)0.15700 (8)0.0299 (7)
O2320.20051 (12)0.79408 (18)0.10372 (7)0.0259 (6)
O3410.22559 (12)0.62582 (19)0.15499 (8)0.0306 (7)
O3420.12076 (12)0.69245 (19)0.13249 (8)0.0270 (6)
O4110.10091 (12)0.58347 (19)0.05934 (8)0.0296 (7)
O4120.18258 (12)0.71073 (18)0.07678 (7)0.0259 (6)
C11−0.00614 (19)0.7104 (3)0.02102 (12)0.0296 (10)
C12−0.0348 (2)0.6211 (3)0.01796 (14)0.0412 (12)
H12−0.01190.56350.02570.049*
C13−0.0970 (2)0.6153 (4)0.00367 (15)0.0470 (13)
H13−0.11640.55370.00130.056*
C14−0.1302 (2)0.6981 (4)−0.00691 (14)0.0468 (13)
H14−0.17280.6941−0.01630.056*
C15−0.1021 (2)0.7878 (4)−0.00396 (14)0.0449 (12)
H15−0.12540.8451−0.01140.054*
C16−0.0401 (2)0.7943 (3)0.00986 (13)0.0365 (11)
H16−0.02090.85590.01170.044*
C210.11666 (18)0.6999 (3)−0.01363 (11)0.0280 (9)
C220.1652 (2)0.7500 (4)−0.01982 (13)0.0405 (12)
H220.18760.79260.00020.049*
C230.1815 (2)0.7382 (4)−0.05526 (15)0.0475 (13)
H230.21470.7733−0.05950.057*
C240.1498 (2)0.6760 (4)−0.08433 (14)0.0493 (13)
H240.16140.6674−0.10840.059*
C250.1012 (2)0.6263 (4)−0.07828 (14)0.0507 (13)
H250.07900.5836−0.09840.061*
C260.0844 (2)0.6383 (3)−0.04323 (13)0.0414 (12)
H260.05070.6040−0.03940.050*
C310.04830 (19)0.9749 (3)0.10167 (13)0.0330 (10)
C320.0258 (2)0.9705 (4)0.13449 (15)0.0508 (13)
H320.04520.93120.15670.061*
C33−0.0254 (3)1.0235 (5)0.1354 (2)0.0733 (19)
H33−0.04081.01980.15820.088*
C34−0.0531 (3)1.0804 (4)0.1039 (2)0.073 (2)
H34−0.08751.11770.10480.088*
C35−0.0315 (3)1.0839 (4)0.0709 (2)0.0731 (19)
H35−0.05131.12250.04860.088*
C360.0187 (2)1.0317 (4)0.07003 (17)0.0563 (15)
H360.03331.03480.04690.068*
C410.1852 (2)1.0153 (3)0.09013 (13)0.0360 (11)
C420.1767 (2)1.1089 (3)0.10279 (13)0.0420 (12)
H420.14611.12150.11580.050*
C430.2134 (3)1.1841 (4)0.09620 (15)0.0534 (15)
H430.20751.24860.10440.064*
C440.2579 (3)1.1651 (4)0.07793 (17)0.0578 (16)
H440.28291.21650.07350.069*
C450.2666 (2)1.0719 (4)0.06597 (17)0.0590 (15)
H450.29811.05930.05370.071*
C460.2299 (2)0.9963 (4)0.07174 (15)0.0460 (12)
H460.23570.93220.06310.055*
C510.1913 (2)0.7331 (3)0.22389 (12)0.0328 (10)
C520.1375 (3)0.7048 (5)0.22814 (16)0.0693 (18)
H520.10480.69710.20500.083*
C530.1288 (3)0.6866 (5)0.26579 (18)0.083 (2)
H530.09080.66500.26820.099*
C540.1752 (3)0.7000 (4)0.29903 (16)0.0643 (17)
H540.16940.68970.32490.077*
C550.2293 (3)0.7280 (5)0.29511 (16)0.0740 (19)
H550.26190.73620.31830.089*
C560.2381 (2)0.7450 (4)0.25760 (14)0.0573 (15)
H560.27640.76480.25520.069*
C610.29731 (19)0.8100 (3)0.18132 (11)0.0316 (10)
C620.3107 (2)0.9081 (3)0.18207 (15)0.0466 (13)
H620.27940.95520.17720.056*
C630.3703 (2)0.9371 (4)0.18996 (17)0.0594 (15)
H630.37971.00450.19030.071*
C640.4154 (2)0.8702 (5)0.19728 (16)0.0592 (15)
H640.45600.89110.20290.071*
C650.4023 (2)0.7729 (4)0.19659 (17)0.0574 (15)
H650.43390.72640.20180.069*
C660.3434 (2)0.7420 (4)0.18832 (15)0.0461 (13)
H660.33440.67450.18740.055*
C710.12815 (19)0.4632 (3)0.13515 (13)0.0338 (10)
C720.0901 (2)0.3974 (3)0.11120 (17)0.0506 (13)
H720.08220.40180.08290.061*
C730.0633 (3)0.3247 (4)0.1281 (2)0.0724 (19)
H730.03780.27840.11150.087*
C740.0736 (3)0.3196 (4)0.1683 (2)0.072 (2)
H740.05410.27090.17980.087*
C750.1116 (3)0.3834 (5)0.19267 (18)0.0660 (17)
H750.11930.37820.22090.079*
C760.1390 (2)0.4560 (4)0.17595 (14)0.0449 (12)
H760.16540.50080.19280.054*
C810.23468 (18)0.5023 (3)0.08724 (13)0.0298 (10)
C820.2754 (2)0.4478 (3)0.11550 (14)0.0407 (11)
H820.26960.44030.14150.049*
C830.3241 (2)0.4043 (4)0.10675 (16)0.0507 (14)
H830.35140.36650.12640.061*
C840.3329 (2)0.4159 (4)0.06942 (17)0.0526 (14)
H840.36680.38710.06330.063*
C850.2925 (2)0.4692 (4)0.04080 (16)0.0568 (15)
H850.29840.47610.01480.068*
C860.2435 (2)0.5128 (3)0.04968 (14)0.0437 (12)
H860.21600.54990.02990.052*
C980.3629 (3)0.4924 (4)0.26670 (16)0.0632 (16)
H980.36030.44210.28700.076*
C990.4816 (2)0.1812 (4)0.14399 (18)0.0631 (16)
H990.51410.20330.13180.076*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sb10.02608 (15)0.02778 (15)0.02427 (14)−0.00118 (12)0.00635 (12)0.00146 (12)
Sb20.03027 (16)0.02492 (15)0.02629 (15)−0.00048 (12)0.00672 (12)0.00207 (12)
Sb30.02836 (16)0.02936 (15)0.02335 (14)0.00041 (12)0.00646 (12)0.00145 (12)
Sb40.02789 (16)0.02582 (15)0.02756 (15)0.00039 (12)0.00731 (12)0.00218 (12)
Cl940.1175 (17)0.0941 (14)0.1124 (16)−0.0115 (13)−0.0506 (14)0.0128 (12)
Cl950.1366 (18)0.0613 (11)0.0967 (14)−0.0019 (11)−0.0223 (13)0.0020 (10)
Cl960.180 (3)0.183 (3)0.152 (2)0.044 (2)0.110 (2)0.030 (2)
Cl970.0737 (13)0.0612 (11)0.208 (2)0.0023 (9)0.0206 (14)0.0333 (13)
Cl980.0982 (16)0.180 (2)0.0874 (14)0.0505 (16)−0.0120 (12)−0.0320 (15)
Cl990.0889 (13)0.0915 (13)0.1128 (15)−0.0045 (11)0.0315 (12)−0.0251 (12)
O1210.0348 (17)0.0282 (15)0.0239 (14)−0.0009 (13)0.0046 (13)0.0023 (12)
O1220.0288 (15)0.0262 (15)0.0245 (15)0.0018 (12)0.0045 (12)0.0065 (12)
O2310.0348 (17)0.0301 (15)0.0250 (14)0.0044 (13)0.0083 (13)−0.0010 (12)
O2320.0273 (15)0.0256 (14)0.0248 (14)−0.0030 (12)0.0069 (12)−0.0007 (12)
O3410.0316 (16)0.0308 (16)0.0261 (15)0.0036 (13)0.0016 (13)0.0013 (12)
O3420.0285 (15)0.0287 (15)0.0242 (14)0.0018 (12)0.0075 (12)0.0071 (12)
O4110.0307 (16)0.0258 (15)0.0311 (15)−0.0004 (13)0.0061 (13)0.0011 (12)
O4120.0310 (16)0.0240 (14)0.0228 (14)−0.0013 (12)0.0074 (12)−0.0029 (12)
C110.030 (2)0.034 (2)0.025 (2)−0.0013 (19)0.0076 (18)−0.0006 (19)
C120.037 (3)0.037 (3)0.048 (3)−0.002 (2)0.008 (2)−0.001 (2)
C130.037 (3)0.046 (3)0.055 (3)−0.008 (2)0.007 (2)−0.005 (3)
C140.031 (3)0.063 (3)0.044 (3)−0.002 (3)0.006 (2)−0.004 (3)
C150.036 (3)0.051 (3)0.042 (3)0.013 (2)0.000 (2)0.005 (2)
C160.038 (3)0.037 (3)0.034 (2)−0.003 (2)0.008 (2)0.006 (2)
C210.029 (2)0.032 (2)0.023 (2)0.0038 (19)0.0072 (18)0.0032 (18)
C220.033 (3)0.056 (3)0.034 (3)−0.005 (2)0.010 (2)−0.005 (2)
C230.035 (3)0.064 (3)0.046 (3)−0.003 (3)0.017 (2)0.004 (3)
C240.054 (3)0.063 (3)0.036 (3)0.012 (3)0.021 (2)0.002 (3)
C250.061 (4)0.059 (3)0.032 (3)−0.003 (3)0.012 (2)−0.013 (2)
C260.043 (3)0.043 (3)0.040 (3)−0.007 (2)0.014 (2)−0.004 (2)
C310.027 (2)0.030 (2)0.041 (3)−0.0007 (19)0.007 (2)−0.002 (2)
C320.038 (3)0.066 (4)0.046 (3)0.005 (3)0.007 (2)−0.003 (3)
C330.040 (3)0.102 (5)0.080 (4)0.003 (4)0.021 (3)−0.023 (4)
C340.038 (3)0.053 (4)0.124 (6)0.014 (3)0.016 (4)−0.010 (4)
C350.051 (4)0.051 (4)0.114 (6)0.020 (3)0.017 (4)0.033 (4)
C360.050 (3)0.050 (3)0.071 (4)0.019 (3)0.021 (3)0.025 (3)
C410.036 (3)0.035 (3)0.030 (2)−0.005 (2)−0.003 (2)0.005 (2)
C420.051 (3)0.037 (3)0.036 (3)−0.006 (2)0.007 (2)0.001 (2)
C430.063 (4)0.033 (3)0.050 (3)−0.018 (3)−0.009 (3)0.004 (2)
C440.051 (4)0.049 (3)0.065 (4)−0.022 (3)0.001 (3)0.016 (3)
C450.046 (3)0.060 (4)0.076 (4)−0.014 (3)0.024 (3)0.009 (3)
C460.041 (3)0.039 (3)0.059 (3)−0.003 (2)0.015 (3)0.000 (2)
C510.036 (3)0.037 (2)0.027 (2)0.000 (2)0.011 (2)0.0013 (19)
C520.052 (4)0.123 (6)0.037 (3)−0.019 (4)0.019 (3)0.002 (3)
C530.071 (4)0.135 (6)0.056 (4)−0.032 (4)0.040 (3)−0.001 (4)
C540.097 (5)0.067 (4)0.037 (3)−0.007 (4)0.031 (3)0.007 (3)
C550.076 (5)0.112 (5)0.030 (3)−0.001 (4)0.007 (3)0.008 (3)
C560.044 (3)0.093 (4)0.035 (3)−0.001 (3)0.011 (2)0.008 (3)
C610.030 (2)0.043 (3)0.020 (2)−0.004 (2)0.0040 (18)0.0016 (19)
C620.041 (3)0.040 (3)0.058 (3)−0.007 (2)0.012 (2)−0.006 (2)
C630.053 (4)0.046 (3)0.083 (4)−0.018 (3)0.024 (3)−0.012 (3)
C640.036 (3)0.078 (4)0.062 (4)−0.015 (3)0.011 (3)−0.007 (3)
C650.034 (3)0.069 (4)0.067 (4)0.007 (3)0.010 (3)0.008 (3)
C660.038 (3)0.045 (3)0.053 (3)−0.003 (2)0.008 (2)0.005 (2)
C710.032 (2)0.029 (2)0.043 (3)0.003 (2)0.013 (2)0.010 (2)
C720.054 (3)0.038 (3)0.061 (3)−0.010 (3)0.016 (3)0.009 (3)
C730.062 (4)0.050 (4)0.104 (5)−0.019 (3)0.022 (4)0.014 (4)
C740.055 (4)0.060 (4)0.110 (6)0.002 (3)0.034 (4)0.048 (4)
C750.063 (4)0.078 (4)0.063 (4)0.015 (3)0.026 (3)0.040 (3)
C760.040 (3)0.050 (3)0.047 (3)0.002 (2)0.015 (2)0.016 (2)
C810.029 (2)0.024 (2)0.037 (2)−0.0024 (18)0.0088 (19)−0.0043 (19)
C820.042 (3)0.040 (3)0.043 (3)0.010 (2)0.014 (2)0.001 (2)
C830.044 (3)0.047 (3)0.057 (3)0.011 (2)0.006 (3)−0.001 (3)
C840.037 (3)0.053 (3)0.070 (4)0.005 (3)0.018 (3)−0.012 (3)
C850.063 (4)0.066 (4)0.050 (3)0.009 (3)0.030 (3)−0.005 (3)
C860.044 (3)0.047 (3)0.039 (3)0.008 (2)0.010 (2)0.000 (2)
C980.075 (4)0.052 (3)0.055 (3)−0.010 (3)0.004 (3)0.013 (3)
C990.041 (3)0.071 (4)0.085 (4)0.003 (3)0.030 (3)0.012 (3)
Geometric parameters (Å, º) top
Sb1—O1211.958 (3)C33—H330.9500
Sb1—O4111.965 (3)C34—C351.363 (9)
Sb1—C212.114 (4)C34—H340.9500
Sb1—C112.116 (4)C35—C361.370 (7)
Sb1—O4122.211 (3)C35—H350.9500
Sb1—O1222.255 (3)C36—H360.9500
Sb1—Sb23.2422 (4)C41—C461.375 (6)
Sb1—Sb43.2519 (4)C41—C421.389 (6)
Sb2—O1211.966 (3)C42—C431.393 (7)
Sb2—O2311.971 (3)C42—H420.9500
Sb2—C312.105 (4)C43—C441.367 (8)
Sb2—C412.124 (4)C43—H430.9500
Sb2—O2322.219 (3)C44—C451.377 (8)
Sb2—O1222.233 (3)C44—H440.9500
Sb2—Sb33.2518 (4)C45—C461.388 (7)
Sb3—O3411.956 (3)C45—H450.9500
Sb3—O2311.967 (3)C46—H460.9500
Sb3—C512.108 (4)C51—C521.346 (7)
Sb3—C612.120 (4)C51—C561.374 (6)
Sb3—O2322.233 (3)C52—C531.394 (7)
Sb3—O3422.243 (3)C52—H520.9500
Sb3—Sb43.2635 (4)C53—C541.361 (8)
Sb4—O3411.956 (3)C53—H530.9500
Sb4—O4111.958 (3)C54—C551.349 (8)
Sb4—C812.110 (4)C54—H540.9500
Sb4—C712.115 (4)C55—C561.387 (7)
Sb4—O4122.242 (3)C55—H550.9500
Sb4—O3422.248 (3)C56—H560.9500
Cl94—C981.712 (6)C61—C621.380 (6)
Cl95—C981.734 (6)C61—C661.387 (6)
Cl96—C981.724 (7)C62—C631.388 (7)
Cl97—C991.708 (6)C62—H620.9500
Cl98—C991.732 (6)C63—C641.361 (7)
Cl99—C991.741 (6)C63—H630.9500
O122—O3421.473 (3)C64—C651.369 (7)
O232—O4121.466 (3)C64—H640.9500
C11—C121.385 (6)C65—C661.380 (7)
C11—C161.389 (6)C65—H650.9500
C12—C131.391 (6)C66—H660.9500
C12—H120.9500C71—C761.373 (6)
C13—C141.367 (7)C71—C721.375 (6)
C13—H130.9500C72—C731.385 (7)
C14—C151.383 (7)C72—H720.9500
C14—H140.9500C73—C741.352 (8)
C15—C161.387 (6)C73—H730.9500
C15—H150.9500C74—C751.363 (8)
C16—H160.9500C74—H740.9500
C21—C221.379 (6)C75—C761.386 (7)
C21—C261.385 (6)C75—H750.9500
C22—C231.386 (6)C76—H760.9500
C22—H220.9500C81—C861.378 (6)
C23—C241.375 (7)C81—C821.383 (6)
C23—H230.9500C82—C831.376 (6)
C24—C251.376 (7)C82—H820.9500
C24—H240.9500C83—C841.371 (7)
C25—C261.378 (6)C83—H830.9500
C25—H250.9500C84—C851.377 (7)
C26—H260.9500C84—H840.9500
C31—C321.371 (6)C85—C861.385 (7)
C31—C361.371 (6)C85—H850.9500
C32—C331.395 (7)C86—H860.9500
C32—H320.9500C98—H981.0000
C33—C341.358 (8)C99—H991.0000
O121—Sb1—O411154.46 (11)C16—C15—H15119.9
O121—Sb1—C2195.97 (14)C15—C16—C11119.8 (4)
O411—Sb1—C2198.61 (14)C15—C16—H16120.1
O121—Sb1—C11100.52 (14)C11—C16—H16120.1
O411—Sb1—C1195.73 (14)C22—C21—C26119.2 (4)
C21—Sb1—C11105.26 (15)C22—C21—Sb1121.6 (3)
O121—Sb1—O41284.66 (10)C26—C21—Sb1119.2 (3)
O411—Sb1—O41274.09 (10)C21—C22—C23120.2 (4)
C21—Sb1—O41291.66 (13)C21—C22—H22119.9
C11—Sb1—O412161.55 (13)C23—C22—H22119.9
O121—Sb1—O12274.82 (10)C24—C23—C22120.4 (5)
O411—Sb1—O12285.80 (10)C24—C23—H23119.8
C21—Sb1—O122163.92 (13)C22—C23—H23119.8
C11—Sb1—O12289.57 (13)C23—C24—C25119.6 (5)
O412—Sb1—O12274.60 (10)C23—C24—H24120.2
O121—Sb1—Sb234.36 (7)C25—C24—H24120.2
O411—Sb1—Sb2121.20 (8)C24—C25—C26120.4 (5)
C21—Sb1—Sb2123.39 (11)C24—C25—H25119.8
C11—Sb1—Sb2108.46 (11)C26—C25—H25119.8
O412—Sb1—Sb266.34 (7)C25—C26—C21120.3 (5)
O122—Sb1—Sb243.49 (7)C25—C26—H26119.8
O121—Sb1—Sb4120.93 (7)C21—C26—H26119.8
O411—Sb1—Sb433.94 (8)C32—C31—C36118.1 (5)
C21—Sb1—Sb4108.85 (11)C32—C31—Sb2122.5 (3)
C11—Sb1—Sb4121.56 (11)C36—C31—Sb2119.4 (4)
O412—Sb1—Sb443.47 (7)C31—C32—C33120.4 (5)
O122—Sb1—Sb466.84 (6)C31—C32—H32119.8
Sb2—Sb1—Sb490.199 (9)C33—C32—H32119.8
O121—Sb2—O231154.00 (11)C34—C33—C32120.3 (6)
O121—Sb2—C3197.76 (14)C34—C33—H33119.9
O231—Sb2—C3198.27 (15)C32—C33—H33119.9
O121—Sb2—C4196.92 (14)C33—C34—C35119.7 (6)
O231—Sb2—C4198.87 (14)C33—C34—H34120.2
C31—Sb2—C41104.04 (17)C35—C34—H34120.2
O121—Sb2—O23284.49 (10)C34—C35—C36120.0 (6)
O231—Sb2—O23274.92 (10)C34—C35—H35120.0
C31—Sb2—O232165.00 (14)C36—C35—H35120.0
C41—Sb2—O23290.34 (14)C35—C36—C31121.7 (6)
O121—Sb2—O12275.17 (10)C35—C36—H36119.2
O231—Sb2—O12284.15 (10)C31—C36—H36119.2
C31—Sb2—O12291.22 (13)C46—C41—C42120.6 (4)
C41—Sb2—O122163.76 (15)C46—C41—Sb2120.4 (3)
O232—Sb2—O12274.96 (10)C42—C41—Sb2119.0 (4)
O121—Sb2—Sb134.19 (8)C41—C42—C43119.5 (5)
O231—Sb2—Sb1120.56 (8)C41—C42—H42120.3
C31—Sb2—Sb1107.65 (11)C43—C42—H42120.3
C41—Sb2—Sb1123.68 (13)C44—C43—C42119.9 (5)
O232—Sb2—Sb166.38 (6)C44—C43—H43120.0
O122—Sb2—Sb144.01 (7)C42—C43—H43120.0
O121—Sb2—Sb3120.62 (8)C43—C44—C45120.4 (5)
O231—Sb2—Sb334.31 (8)C43—C44—H44119.8
C31—Sb2—Sb3125.92 (12)C45—C44—H44119.8
C41—Sb2—Sb3107.03 (11)C44—C45—C46120.6 (5)
O232—Sb2—Sb343.24 (7)C44—C45—H45119.7
O122—Sb2—Sb366.87 (6)C46—C45—H45119.7
Sb1—Sb2—Sb390.174 (9)C41—C46—C45119.2 (5)
O341—Sb3—O231153.51 (11)C41—C46—H46120.4
O341—Sb3—C5198.58 (14)C45—C46—H46120.4
O231—Sb3—C5195.96 (14)C52—C51—C56118.8 (5)
O341—Sb3—C6195.88 (15)C52—C51—Sb3122.9 (3)
O231—Sb3—C61101.72 (15)C56—C51—Sb3118.3 (4)
C51—Sb3—C61104.61 (16)C51—C52—C53121.3 (5)
O341—Sb3—O23286.57 (10)C51—C52—H52119.3
O231—Sb3—O23274.67 (10)C53—C52—H52119.3
C51—Sb3—O232166.08 (14)C54—C53—C52119.5 (6)
C61—Sb3—O23287.59 (13)C54—C53—H53120.3
O341—Sb3—O34273.03 (10)C52—C53—H53120.3
O231—Sb3—O34283.82 (10)C55—C54—C53119.7 (5)
C51—Sb3—O34294.77 (14)C55—C54—H54120.2
C61—Sb3—O342159.04 (13)C53—C54—H54120.2
O232—Sb3—O34274.27 (9)C54—C55—C56120.8 (5)
O341—Sb3—Sb2120.97 (7)C54—C55—H55119.6
O231—Sb3—Sb234.38 (8)C56—C55—H55119.6
C51—Sb3—Sb2124.99 (12)C51—C56—C55120.0 (5)
C61—Sb3—Sb2107.22 (11)C51—C56—H56120.0
O232—Sb3—Sb242.92 (7)C55—C56—H56120.0
O342—Sb3—Sb266.30 (6)C62—C61—C66119.8 (4)
O341—Sb3—Sb433.45 (7)C62—C61—Sb3121.7 (3)
O231—Sb3—Sb4120.15 (8)C66—C61—Sb3118.5 (3)
C51—Sb3—Sb4111.44 (12)C61—C62—C63119.3 (5)
C61—Sb3—Sb4119.53 (12)C61—C62—H62120.4
O232—Sb3—Sb466.54 (7)C63—C62—H62120.4
O342—Sb3—Sb443.46 (7)C64—C63—C62120.8 (5)
Sb2—Sb3—Sb489.826 (9)C64—C63—H63119.6
O341—Sb4—O411154.13 (11)C62—C63—H63119.6
O341—Sb4—C8192.93 (14)C63—C64—C65120.1 (5)
O411—Sb4—C81102.85 (14)C63—C64—H64119.9
O341—Sb4—C7199.71 (15)C65—C64—H64119.9
O411—Sb4—C7195.84 (14)C64—C65—C66120.3 (5)
C81—Sb4—C71105.11 (16)C64—C65—H65119.9
O341—Sb4—O41286.17 (10)C66—C65—H65119.9
O411—Sb4—O41273.51 (10)C65—C66—C61119.8 (5)
C81—Sb4—O41290.38 (13)C65—C66—H66120.1
C71—Sb4—O412163.01 (13)C61—C66—H66120.1
O341—Sb4—O34272.92 (10)C76—C71—C72119.1 (4)
O411—Sb4—O34285.92 (10)C76—C71—Sb4122.1 (3)
C81—Sb4—O342159.23 (13)C72—C71—Sb4118.8 (3)
C71—Sb4—O34292.48 (14)C71—C72—C73120.2 (5)
O412—Sb4—O34273.91 (10)C71—C72—H72119.9
O341—Sb4—Sb1120.84 (8)C73—C72—H72119.9
O411—Sb4—Sb134.09 (8)C74—C73—C72119.9 (6)
C81—Sb4—Sb1110.75 (11)C74—C73—H73120.1
C71—Sb4—Sb1122.70 (12)C72—C73—H73120.1
O412—Sb4—Sb142.72 (7)C73—C74—C75120.8 (5)
O342—Sb4—Sb166.62 (6)C73—C74—H74119.6
O341—Sb4—Sb333.46 (8)C75—C74—H74119.6
O411—Sb4—Sb3121.06 (8)C74—C75—C76119.6 (6)
C81—Sb4—Sb3117.96 (11)C74—C75—H75120.2
C71—Sb4—Sb3110.90 (12)C76—C75—H75120.2
O412—Sb4—Sb366.09 (6)C71—C76—C75120.3 (5)
O342—Sb4—Sb343.34 (7)C71—C76—H76119.9
Sb1—Sb4—Sb389.797 (9)C75—C76—H76119.9
Sb1—O121—Sb2111.45 (12)C86—C81—C82118.9 (4)
O342—O122—Sb2113.13 (17)C86—C81—Sb4125.2 (3)
O342—O122—Sb1112.80 (18)C82—C81—Sb4115.7 (3)
Sb2—O122—Sb192.50 (10)C83—C82—C81121.3 (5)
Sb3—O231—Sb2111.31 (13)C83—C82—H82119.3
O412—O232—Sb2113.29 (17)C81—C82—H82119.3
O412—O232—Sb3113.51 (17)C84—C83—C82119.4 (5)
Sb2—O232—Sb393.84 (10)C84—C83—H83120.3
Sb4—O341—Sb3113.08 (13)C82—C83—H83120.3
O122—O342—Sb3113.69 (18)C83—C84—C85120.0 (5)
O122—O342—Sb4113.73 (18)C83—C84—H84120.0
Sb3—O342—Sb493.20 (10)C85—C84—H84120.0
Sb4—O411—Sb1111.97 (13)C84—C85—C86120.4 (5)
O232—O412—Sb1113.98 (18)C84—C85—H85119.8
O232—O412—Sb4113.86 (17)C86—C85—H85119.8
Sb1—O412—Sb493.82 (10)C81—C86—C85119.9 (5)
C12—C11—C16119.4 (4)C81—C86—H86120.0
C12—C11—Sb1120.1 (3)C85—C86—H86120.0
C16—C11—Sb1120.4 (3)Cl94—C98—Cl96111.9 (4)
C11—C12—C13120.3 (4)Cl94—C98—Cl95109.9 (3)
C11—C12—H12119.8Cl96—C98—Cl95109.5 (3)
C13—C12—H12119.8Cl94—C98—H98108.5
C14—C13—C12120.0 (5)Cl96—C98—H98108.5
C14—C13—H13120.0Cl95—C98—H98108.5
C12—C13—H13120.0Cl97—C99—Cl98110.9 (3)
C13—C14—C15120.1 (4)Cl97—C99—Cl99111.3 (4)
C13—C14—H14119.9Cl98—C99—Cl99109.3 (3)
C15—C14—H14119.9Cl97—C99—H99108.4
C14—C15—C16120.3 (4)Cl98—C99—H99108.4
C14—C15—H15119.9Cl99—C99—H99108.4
O411—Sb1—Sb2—O121169.48 (17)O342—Sb3—O232—Sb271.92 (10)
C21—Sb1—Sb2—O12141.98 (19)Sb4—Sb3—O232—Sb2117.50 (9)
C11—Sb1—Sb2—O121−81.54 (19)O411—Sb4—O341—Sb312.7 (4)
O412—Sb1—Sb2—O121117.44 (16)C81—Sb4—O341—Sb3140.72 (17)
O122—Sb1—Sb2—O121−150.23 (18)C71—Sb4—O341—Sb3−113.41 (17)
Sb4—Sb1—Sb2—O121154.89 (15)O412—Sb4—O341—Sb350.53 (14)
O121—Sb1—Sb2—O231−171.18 (17)O342—Sb4—O341—Sb3−23.80 (13)
O411—Sb1—Sb2—O231−1.70 (14)Sb1—Sb4—O341—Sb324.37 (18)
C21—Sb1—Sb2—O231−129.20 (16)O231—Sb3—O341—Sb4−6.3 (3)
C11—Sb1—Sb2—O231107.27 (15)C51—Sb3—O341—Sb4116.23 (17)
O412—Sb1—Sb2—O231−53.74 (12)C61—Sb3—O341—Sb4−137.98 (16)
O122—Sb1—Sb2—O23138.59 (13)O232—Sb3—O341—Sb4−50.76 (14)
Sb4—Sb1—Sb2—O231−16.29 (10)O342—Sb3—O341—Sb423.84 (13)
O121—Sb1—Sb2—C3177.52 (19)Sb2—Sb3—O341—Sb4−23.84 (18)
O411—Sb1—Sb2—C31−113.00 (16)Sb2—O122—O342—Sb30.6 (2)
C21—Sb1—Sb2—C31119.50 (18)Sb1—O122—O342—Sb3103.95 (16)
C11—Sb1—Sb2—C31−4.02 (17)Sb2—O122—O342—Sb4−104.45 (16)
O412—Sb1—Sb2—C31−165.04 (15)Sb1—O122—O342—Sb4−1.1 (2)
O122—Sb1—Sb2—C31−72.71 (16)O341—Sb3—O342—O122−136.6 (2)
Sb4—Sb1—Sb2—C31−127.59 (13)O231—Sb3—O342—O12230.4 (2)
O121—Sb1—Sb2—C41−43.7 (2)C51—Sb3—O342—O122125.9 (2)
O411—Sb1—Sb2—C41125.80 (17)C61—Sb3—O342—O122−76.4 (4)
C21—Sb1—Sb2—C41−1.70 (19)O232—Sb3—O342—O122−45.39 (19)
C11—Sb1—Sb2—C41−125.22 (18)Sb2—Sb3—O342—O122−0.41 (17)
O412—Sb1—Sb2—C4173.76 (16)Sb4—Sb3—O342—O122−117.7 (2)
O122—Sb1—Sb2—C41166.09 (17)O341—Sb3—O342—Sb4−18.90 (10)
Sb4—Sb1—Sb2—C41111.21 (14)O231—Sb3—O342—Sb4148.07 (11)
O121—Sb1—Sb2—O232−117.20 (16)C51—Sb3—O342—Sb4−116.43 (14)
O411—Sb1—Sb2—O23252.28 (12)C61—Sb3—O342—Sb441.3 (4)
C21—Sb1—Sb2—O232−75.22 (15)O232—Sb3—O342—Sb472.30 (10)
C11—Sb1—Sb2—O232161.26 (14)Sb2—Sb3—O342—Sb4117.28 (9)
O412—Sb1—Sb2—O2320.24 (10)O341—Sb4—O342—O122136.6 (2)
O122—Sb1—Sb2—O23292.57 (12)O411—Sb4—O342—O122−28.3 (2)
Sb4—Sb1—Sb2—O23237.69 (7)C81—Sb4—O342—O12287.8 (4)
O121—Sb1—Sb2—O122150.23 (18)C71—Sb4—O342—O122−124.0 (2)
O411—Sb1—Sb2—O122−40.29 (14)O412—Sb4—O342—O12245.65 (18)
C21—Sb1—Sb2—O122−167.79 (16)Sb1—Sb4—O342—O1220.76 (16)
C11—Sb1—Sb2—O12268.68 (15)Sb3—Sb4—O342—O122117.7 (2)
O412—Sb1—Sb2—O122−92.33 (12)O341—Sb4—O342—Sb318.91 (10)
Sb4—Sb1—Sb2—O122−54.88 (10)O411—Sb4—O342—Sb3−146.00 (11)
O121—Sb1—Sb2—Sb3−154.41 (15)C81—Sb4—O342—Sb3−29.8 (4)
O411—Sb1—Sb2—Sb315.07 (10)C71—Sb4—O342—Sb3118.32 (14)
C21—Sb1—Sb2—Sb3−112.43 (13)O412—Sb4—O342—Sb3−72.00 (9)
C11—Sb1—Sb2—Sb3124.04 (12)Sb1—Sb4—O342—Sb3−116.90 (9)
O412—Sb1—Sb2—Sb3−36.97 (7)O341—Sb4—O411—Sb118.1 (4)
O122—Sb1—Sb2—Sb355.36 (10)C81—Sb4—O411—Sb1−108.14 (16)
Sb4—Sb1—Sb2—Sb30.478 (10)C71—Sb4—O411—Sb1144.89 (17)
O121—Sb2—Sb3—O341−3.98 (14)O412—Sb4—O411—Sb1−21.60 (12)
O231—Sb2—Sb3—O341166.25 (18)O342—Sb4—O411—Sb152.81 (14)
C31—Sb2—Sb3—O341124.52 (17)Sb3—Sb4—O411—Sb126.19 (17)
C41—Sb2—Sb3—O341−113.12 (17)O121—Sb1—O411—Sb4−13.0 (4)
O232—Sb2—Sb3—O341−41.58 (14)C21—Sb1—O411—Sb4111.12 (16)
O122—Sb2—Sb3—O34150.83 (13)C11—Sb1—O411—Sb4−142.46 (16)
Sb1—Sb2—Sb3—O34112.40 (10)O412—Sb1—O411—Sb421.86 (12)
O121—Sb2—Sb3—O231−170.23 (17)O122—Sb1—O411—Sb4−53.32 (14)
C31—Sb2—Sb3—O231−41.7 (2)Sb2—Sb1—O411—Sb4−26.81 (17)
C41—Sb2—Sb3—O23180.6 (2)Sb2—O232—O412—Sb10.5 (2)
O232—Sb2—Sb3—O231152.17 (18)Sb3—O232—O412—Sb1106.01 (16)
O122—Sb2—Sb3—O231−115.42 (17)Sb2—O232—O412—Sb4−105.51 (16)
Sb1—Sb2—Sb3—O231−153.85 (15)Sb3—O232—O412—Sb40.0 (2)
O121—Sb2—Sb3—C51−133.22 (17)O121—Sb1—O412—O23229.83 (19)
O231—Sb2—Sb3—C5137.0 (2)O411—Sb1—O412—O232−135.8 (2)
C31—Sb2—Sb3—C51−4.7 (2)C21—Sb1—O412—O232125.7 (2)
C41—Sb2—Sb3—C51117.6 (2)C11—Sb1—O412—O232−77.6 (5)
O232—Sb2—Sb3—C51−170.82 (17)O122—Sb1—O412—O232−45.87 (19)
O122—Sb2—Sb3—C51−78.40 (16)Sb2—Sb1—O412—O232−0.37 (16)
Sb1—Sb2—Sb3—C51−116.83 (14)Sb4—Sb1—O412—O232−118.3 (2)
O121—Sb2—Sb3—C61104.15 (15)O121—Sb1—O412—Sb4148.09 (11)
O231—Sb2—Sb3—C61−85.62 (19)O411—Sb1—O412—Sb4−17.59 (10)
C31—Sb2—Sb3—C61−127.34 (18)C21—Sb1—O412—Sb4−116.07 (13)
C41—Sb2—Sb3—C61−4.99 (18)C11—Sb1—O412—Sb440.7 (4)
O232—Sb2—Sb3—C6166.55 (15)O122—Sb1—O412—Sb472.39 (10)
O122—Sb2—Sb3—C61158.96 (14)Sb2—Sb1—O412—Sb4117.89 (9)
Sb1—Sb2—Sb3—C61120.53 (12)O341—Sb4—O412—O232−27.7 (2)
O121—Sb2—Sb3—O23237.60 (14)O411—Sb4—O412—O232136.1 (2)
O231—Sb2—Sb3—O232−152.17 (17)C81—Sb4—O412—O232−120.6 (2)
C31—Sb2—Sb3—O232166.11 (17)C71—Sb4—O412—O23283.4 (5)
C41—Sb2—Sb3—O232−71.54 (17)O342—Sb4—O412—O23245.59 (19)
O122—Sb2—Sb3—O23292.41 (12)Sb1—Sb4—O412—O232118.4 (2)
Sb1—Sb2—Sb3—O23253.98 (10)Sb3—Sb4—O412—O2320.03 (16)
O121—Sb2—Sb3—O342−54.54 (12)O341—Sb4—O412—Sb1−146.08 (11)
O231—Sb2—Sb3—O342115.69 (17)O411—Sb4—O412—Sb117.71 (10)
C31—Sb2—Sb3—O34273.96 (16)C81—Sb4—O412—Sb1121.00 (13)
C41—Sb2—Sb3—O342−163.68 (16)C71—Sb4—O412—Sb1−35.0 (5)
O232—Sb2—Sb3—O342−92.14 (12)O342—Sb4—O412—Sb1−72.76 (10)
O122—Sb2—Sb3—O3420.27 (11)Sb3—Sb4—O412—Sb1−118.33 (9)
Sb1—Sb2—Sb3—O342−38.16 (8)O121—Sb1—C11—C12−174.4 (3)
O121—Sb2—Sb3—Sb4−16.86 (10)O411—Sb1—C11—C12−14.2 (4)
O231—Sb2—Sb3—Sb4153.37 (15)C21—Sb1—C11—C1286.4 (4)
C31—Sb2—Sb3—Sb4111.65 (14)O412—Sb1—C11—C12−69.4 (6)
C41—Sb2—Sb3—Sb4−126.00 (14)O122—Sb1—C11—C12−99.9 (3)
O232—Sb2—Sb3—Sb4−54.46 (10)Sb2—Sb1—C11—C12−139.8 (3)
O122—Sb2—Sb3—Sb437.95 (8)Sb4—Sb1—C11—C12−37.7 (4)
Sb1—Sb2—Sb3—Sb4−0.477 (10)O121—Sb1—C11—C169.2 (4)
O121—Sb1—Sb4—O3412.58 (14)O411—Sb1—C11—C16169.4 (3)
O411—Sb1—Sb4—O341−170.93 (18)C21—Sb1—C11—C16−90.0 (4)
C21—Sb1—Sb4—O341112.01 (15)O412—Sb1—C11—C16114.1 (4)
C11—Sb1—Sb4—O341−125.58 (16)O122—Sb1—C11—C1683.7 (3)
O412—Sb1—Sb4—O34140.42 (14)Sb2—Sb1—C11—C1643.8 (4)
O122—Sb1—Sb4—O341−51.38 (12)Sb4—Sb1—C11—C16145.9 (3)
Sb2—Sb1—Sb4—O341−13.63 (10)C16—C11—C12—C130.3 (7)
O121—Sb1—Sb4—O411173.52 (18)Sb1—C11—C12—C13−176.2 (4)
C21—Sb1—Sb4—O411−77.05 (19)C11—C12—C13—C14−0.9 (7)
C11—Sb1—Sb4—O41145.4 (2)C12—C13—C14—C150.9 (8)
O412—Sb1—Sb4—O411−148.64 (18)C13—C14—C15—C16−0.2 (7)
O122—Sb1—Sb4—O411119.55 (17)C14—C15—C16—C11−0.4 (7)
Sb2—Sb1—Sb4—O411157.31 (15)C12—C11—C16—C150.3 (7)
O121—Sb1—Sb4—C81−104.27 (15)Sb1—C11—C16—C15176.8 (3)
O411—Sb1—Sb4—C8182.21 (19)O121—Sb1—C21—C2240.7 (4)
C21—Sb1—Sb4—C815.16 (17)O411—Sb1—C21—C22−118.3 (4)
C11—Sb1—Sb4—C81127.57 (17)C11—Sb1—C21—C22143.3 (4)
O412—Sb1—Sb4—C81−66.43 (15)O412—Sb1—C21—C22−44.1 (4)
O122—Sb1—Sb4—C81−158.24 (14)O122—Sb1—C21—C22−13.3 (7)
Sb2—Sb1—Sb4—C81−120.48 (11)Sb2—Sb1—C21—C2218.4 (4)
O121—Sb1—Sb4—C71130.67 (18)Sb4—Sb1—C21—C22−84.9 (4)
O411—Sb1—Sb4—C71−42.8 (2)O121—Sb1—C21—C26−137.7 (3)
C21—Sb1—Sb4—C71−119.90 (19)O411—Sb1—C21—C2663.3 (3)
C11—Sb1—Sb4—C712.5 (2)C11—Sb1—C21—C26−35.1 (4)
O412—Sb1—Sb4—C71168.51 (18)O412—Sb1—C21—C26137.5 (3)
O122—Sb1—Sb4—C7176.70 (16)O122—Sb1—C21—C26168.3 (3)
Sb2—Sb1—Sb4—C71114.46 (15)Sb2—Sb1—C21—C26−160.0 (3)
O121—Sb1—Sb4—O412−37.84 (14)Sb4—Sb1—C21—C2696.7 (3)
O411—Sb1—Sb4—O412148.64 (18)C26—C21—C22—C23−0.2 (7)
C21—Sb1—Sb4—O41271.59 (15)Sb1—C21—C22—C23−178.6 (3)
C11—Sb1—Sb4—O412−166.00 (16)C21—C22—C23—C24−0.6 (7)
O122—Sb1—Sb4—O412−91.81 (12)C22—C23—C24—C250.9 (8)
Sb2—Sb1—Sb4—O412−54.05 (10)C23—C24—C25—C26−0.4 (8)
O121—Sb1—Sb4—O34253.47 (12)C24—C25—C26—C21−0.4 (8)
O411—Sb1—Sb4—O342−120.04 (17)C22—C21—C26—C250.7 (7)
C21—Sb1—Sb4—O342162.91 (14)Sb1—C21—C26—C25179.1 (4)
C11—Sb1—Sb4—O342−74.68 (15)O121—Sb2—C31—C32140.5 (4)
O412—Sb1—Sb4—O34291.32 (12)O231—Sb2—C31—C32−19.0 (4)
O122—Sb1—Sb4—O342−0.49 (10)C41—Sb2—C31—C32−120.4 (4)
Sb2—Sb1—Sb4—O34237.26 (7)O232—Sb2—C31—C3242.7 (8)
O121—Sb1—Sb4—Sb315.73 (10)O122—Sb2—C31—C3265.3 (4)
O411—Sb1—Sb4—Sb3−157.78 (15)Sb1—Sb2—C31—C32106.8 (4)
C21—Sb1—Sb4—Sb3125.17 (12)Sb3—Sb2—C31—C323.3 (4)
C11—Sb1—Sb4—Sb3−112.42 (13)O121—Sb2—C31—C36−41.7 (4)
O412—Sb1—Sb4—Sb353.58 (10)O231—Sb2—C31—C36158.9 (4)
O122—Sb1—Sb4—Sb3−38.23 (7)C41—Sb2—C31—C3657.5 (4)
Sb2—Sb1—Sb4—Sb3−0.477 (10)O232—Sb2—C31—C36−139.4 (5)
O231—Sb3—Sb4—O341176.74 (18)O122—Sb2—C31—C36−116.9 (4)
C51—Sb3—Sb4—O341−72.3 (2)Sb1—Sb2—C31—C36−75.3 (4)
C61—Sb3—Sb4—O34149.9 (2)Sb3—Sb2—C31—C36−178.8 (3)
O232—Sb3—Sb4—O341122.57 (17)C36—C31—C32—C33−0.7 (8)
O342—Sb3—Sb4—O341−145.81 (18)Sb2—C31—C32—C33177.2 (4)
Sb2—Sb3—Sb4—O341159.72 (15)C31—C32—C33—C34−0.5 (9)
O341—Sb3—Sb4—O411−173.57 (18)C32—C33—C34—C351.5 (9)
O231—Sb3—Sb4—O4113.17 (13)C33—C34—C35—C36−1.3 (10)
C51—Sb3—Sb4—O411114.09 (16)C34—C35—C36—C310.2 (9)
C61—Sb3—Sb4—O411−123.64 (16)C32—C31—C36—C350.8 (8)
O232—Sb3—Sb4—O411−51.00 (12)Sb2—C31—C36—C35−177.1 (4)
O342—Sb3—Sb4—O41140.62 (14)O121—Sb2—C41—C46−54.5 (4)
Sb2—Sb3—Sb4—O411−13.85 (10)O231—Sb2—C41—C46104.8 (4)
O341—Sb3—Sb4—C81−45.7 (2)C31—Sb2—C41—C46−154.3 (4)
O231—Sb3—Sb4—C81131.02 (16)O232—Sb2—C41—C4630.0 (4)
C51—Sb3—Sb4—C81−118.06 (18)O122—Sb2—C41—C465.2 (7)
C61—Sb3—Sb4—C814.21 (18)Sb1—Sb2—C41—C46−31.4 (4)
O232—Sb3—Sb4—C8176.85 (15)Sb3—Sb2—C41—C4670.6 (4)
O342—Sb3—Sb4—C81168.47 (16)O121—Sb2—C41—C42125.0 (3)
Sb2—Sb3—Sb4—C81114.00 (13)O231—Sb2—C41—C42−75.7 (3)
O341—Sb3—Sb4—C7175.5 (2)C31—Sb2—C41—C4225.2 (4)
O231—Sb3—Sb4—C71−107.74 (15)O232—Sb2—C41—C42−150.5 (3)
C51—Sb3—Sb4—C713.18 (18)O122—Sb2—C41—C42−175.3 (3)
C61—Sb3—Sb4—C71125.44 (18)Sb1—Sb2—C41—C42148.0 (3)
O232—Sb3—Sb4—C71−161.92 (14)Sb3—Sb2—C41—C42−110.0 (3)
O342—Sb3—Sb4—C71−70.30 (15)C46—C41—C42—C430.9 (7)
Sb2—Sb3—Sb4—C71−124.76 (12)Sb2—C41—C42—C43−178.5 (3)
O341—Sb3—Sb4—O412−122.58 (17)C41—C42—C43—C44−1.0 (7)
O231—Sb3—Sb4—O41254.16 (12)C42—C43—C44—C450.1 (8)
C51—Sb3—Sb4—O412165.08 (15)C43—C44—C45—C460.9 (8)
C61—Sb3—Sb4—O412−72.65 (15)C42—C41—C46—C450.0 (7)
O232—Sb3—Sb4—O412−0.02 (10)Sb2—C41—C46—C45179.5 (4)
O342—Sb3—Sb4—O41291.61 (12)C44—C45—C46—C41−0.9 (8)
Sb2—Sb3—Sb4—O41237.14 (7)O341—Sb3—C51—C52−85.4 (5)
O341—Sb3—Sb4—O342145.81 (18)O231—Sb3—C51—C5272.4 (5)
O231—Sb3—Sb4—O342−37.45 (13)C61—Sb3—C51—C52176.2 (5)
C51—Sb3—Sb4—O34273.47 (16)O232—Sb3—C51—C5225.6 (9)
C61—Sb3—Sb4—O342−164.26 (16)O342—Sb3—C51—C52−11.8 (5)
O232—Sb3—Sb4—O342−91.62 (12)Sb2—Sb3—C51—C5252.4 (5)
Sb2—Sb3—Sb4—O342−54.47 (9)Sb4—Sb3—C51—C52−53.3 (5)
O341—Sb3—Sb4—Sb1−159.25 (15)O341—Sb3—C51—C5694.3 (4)
O231—Sb3—Sb4—Sb117.50 (10)O231—Sb3—C51—C56−107.9 (4)
C51—Sb3—Sb4—Sb1128.42 (13)C61—Sb3—C51—C56−4.1 (4)
C61—Sb3—Sb4—Sb1−109.32 (13)O232—Sb3—C51—C56−154.8 (5)
O232—Sb3—Sb4—Sb1−36.68 (7)O342—Sb3—C51—C56167.8 (4)
O342—Sb3—Sb4—Sb154.94 (9)Sb2—Sb3—C51—C56−127.9 (4)
Sb2—Sb3—Sb4—Sb10.475 (10)Sb4—Sb3—C51—C56126.4 (4)
O411—Sb1—O121—Sb2−21.2 (3)C56—C51—C52—C53−0.7 (9)
C21—Sb1—O121—Sb2−145.84 (16)Sb3—C51—C52—C53178.9 (5)
C11—Sb1—O121—Sb2107.39 (16)C51—C52—C53—C541.7 (11)
O412—Sb1—O121—Sb2−54.73 (13)C52—C53—C54—C55−1.9 (11)
O122—Sb1—O121—Sb220.74 (12)C53—C54—C55—C561.1 (11)
Sb4—Sb1—O121—Sb2−29.65 (17)C52—C51—C56—C55−0.1 (9)
O231—Sb2—O121—Sb117.5 (3)Sb3—C51—C56—C55−179.7 (5)
C31—Sb2—O121—Sb1−110.11 (17)C54—C55—C56—C51−0.1 (10)
C41—Sb2—O121—Sb1144.63 (17)O341—Sb3—C61—C62161.9 (4)
O232—Sb2—O121—Sb154.95 (13)O231—Sb3—C61—C621.8 (4)
O122—Sb2—O121—Sb1−20.91 (12)C51—Sb3—C61—C62−97.7 (4)
Sb3—Sb2—O121—Sb130.12 (17)O232—Sb3—C61—C6275.6 (4)
O121—Sb2—O122—O342132.9 (2)O342—Sb3—C61—C62105.3 (5)
O231—Sb2—O122—O342−31.2 (2)Sb2—Sb3—C61—C6236.9 (4)
C31—Sb2—O122—O342−129.4 (2)Sb4—Sb3—C61—C62136.8 (3)
C41—Sb2—O122—O34270.5 (5)O341—Sb3—C61—C66−16.0 (4)
O232—Sb2—O122—O34244.73 (19)O231—Sb3—C61—C66−176.1 (3)
Sb1—Sb2—O122—O342116.1 (2)C51—Sb3—C61—C6684.5 (4)
Sb3—Sb2—O122—O342−0.41 (17)O232—Sb3—C61—C66−102.3 (3)
O121—Sb2—O122—Sb116.78 (10)O342—Sb3—C61—C66−72.6 (5)
O231—Sb2—O122—Sb1−147.32 (11)Sb2—Sb3—C61—C66−141.0 (3)
C31—Sb2—O122—Sb1114.49 (14)Sb4—Sb3—C61—C66−41.1 (4)
C41—Sb2—O122—Sb1−45.6 (5)C66—C61—C62—C63−0.2 (7)
O232—Sb2—O122—Sb1−71.40 (10)Sb3—C61—C62—C63−178.0 (4)
Sb3—Sb2—O122—Sb1−116.54 (9)C61—C62—C63—C64−0.6 (8)
O121—Sb1—O122—O342−133.3 (2)C62—C63—C64—C650.5 (9)
O411—Sb1—O122—O34229.89 (19)C63—C64—C65—C660.3 (9)
C21—Sb1—O122—O342−76.8 (5)C64—C65—C66—C61−1.0 (8)
C11—Sb1—O122—O342125.7 (2)C62—C61—C66—C651.0 (7)
O412—Sb1—O122—O342−44.75 (18)Sb3—C61—C66—C65178.9 (4)
Sb2—Sb1—O122—O342−116.4 (2)O341—Sb4—C71—C7610.3 (4)
Sb4—Sb1—O122—O3420.75 (16)O411—Sb4—C71—C76−148.9 (4)
O121—Sb1—O122—Sb2−16.88 (10)C81—Sb4—C71—C76106.0 (4)
O411—Sb1—O122—Sb2146.31 (11)O412—Sb4—C71—C76−98.9 (5)
C21—Sb1—O122—Sb239.6 (5)O342—Sb4—C71—C76−62.8 (4)
C11—Sb1—O122—Sb2−117.91 (13)Sb1—Sb4—C71—C76−126.4 (3)
O412—Sb1—O122—Sb271.67 (10)Sb3—Sb4—C71—C76−22.5 (4)
Sb4—Sb1—O122—Sb2117.17 (9)O341—Sb4—C71—C72−170.2 (4)
O341—Sb3—O231—Sb2−27.2 (3)O411—Sb4—C71—C7230.5 (4)
C51—Sb3—O231—Sb2−150.27 (16)C81—Sb4—C71—C72−74.5 (4)
C61—Sb3—O231—Sb2103.43 (16)O412—Sb4—C71—C7280.6 (6)
O232—Sb3—O231—Sb219.25 (12)O342—Sb4—C71—C72116.7 (4)
O342—Sb3—O231—Sb2−56.10 (13)Sb1—Sb4—C71—C7253.0 (4)
Sb4—Sb3—O231—Sb2−31.22 (16)Sb3—Sb4—C71—C72157.0 (3)
O121—Sb2—O231—Sb319.5 (3)C76—C71—C72—C73−0.1 (8)
C31—Sb2—O231—Sb3147.00 (16)Sb4—C71—C72—C73−179.6 (4)
C41—Sb2—O231—Sb3−107.29 (18)C71—C72—C73—C741.4 (9)
O232—Sb2—O231—Sb3−19.34 (12)C72—C73—C74—C75−2.1 (10)
O122—Sb2—O231—Sb356.61 (14)C73—C74—C75—C761.6 (9)
Sb1—Sb2—O231—Sb330.79 (17)C72—C71—C76—C75−0.4 (7)
O121—Sb2—O232—O412−30.51 (19)Sb4—C71—C76—C75179.1 (4)
O231—Sb2—O232—O412133.5 (2)C74—C75—C76—C71−0.3 (8)
C31—Sb2—O232—O41268.9 (6)O341—Sb4—C81—C86−126.2 (4)
C41—Sb2—O232—O412−127.4 (2)O411—Sb4—C81—C8633.1 (4)
O122—Sb2—O232—O41245.58 (18)C71—Sb4—C81—C86132.9 (4)
Sb1—Sb2—O232—O412−0.37 (16)O412—Sb4—C81—C86−40.0 (4)
Sb3—Sb2—O232—O412117.7 (2)O342—Sb4—C81—C86−80.2 (5)
O121—Sb2—O232—Sb3−148.16 (11)Sb1—Sb4—C81—C86−1.6 (4)
O231—Sb2—O232—Sb315.82 (10)Sb3—Sb4—C81—C86−102.9 (4)
C31—Sb2—O232—Sb3−48.7 (5)O341—Sb4—C81—C8248.1 (3)
C41—Sb2—O232—Sb3114.91 (13)O411—Sb4—C81—C82−152.6 (3)
O122—Sb2—O232—Sb3−72.07 (10)C71—Sb4—C81—C82−52.8 (4)
Sb1—Sb2—O232—Sb3−118.02 (9)O412—Sb4—C81—C82134.3 (3)
O341—Sb3—O232—O41227.8 (2)O342—Sb4—C81—C8294.1 (5)
O231—Sb3—O232—O412−133.3 (2)Sb1—Sb4—C81—C82172.7 (3)
C51—Sb3—O232—O412−84.5 (6)Sb3—Sb4—C81—C8271.3 (3)
C61—Sb3—O232—O412123.8 (2)C86—C81—C82—C83−0.1 (7)
O342—Sb3—O232—O412−45.56 (19)Sb4—C81—C82—C83−174.7 (4)
Sb2—Sb3—O232—O412−117.5 (2)C81—C82—C83—C840.7 (8)
Sb4—Sb3—O232—O4120.03 (16)C82—C83—C84—C85−1.2 (8)
O341—Sb3—O232—Sb2145.24 (11)C83—C84—C85—C861.1 (8)
O231—Sb3—O232—Sb2−15.86 (10)C82—C81—C86—C850.0 (7)
C51—Sb3—O232—Sb232.9 (6)Sb4—C81—C86—C85174.1 (4)
C61—Sb3—O232—Sb2−118.71 (14)C84—C85—C86—C81−0.5 (8)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C74—H74···Cl95i0.952.813.345 (6)117
C98—H98···O231i1.002.293.229 (6)156
C99—H99···O122ii1.002.273.275 (6)177
C99—H99···O342ii1.002.463.343 (6)147
C23—H23···O412iii0.952.603.482 (6)154
Symmetry codes: (i) −x+1/2, y−1/2, −z+1/2; (ii) x+1/2, y−1/2, z; (iii) −x+1/2, −y+3/2, −z.

Experimental details

Crystal data
Chemical formula[Sb4(C6H5)8O4(O2)2]·2CHCl3
Mr1470.54
Crystal system, space groupMonoclinic, C2/c
Temperature (K)200
a, b, c (Å)23.0764 (3), 13.7353 (2), 34.6597 (4)
β (°) 105.3795 (6)
V (Å3)10592.4 (2)
Z8
Radiation typeMo Kα
µ (mm−1)2.37
Crystal size (mm)0.21 × 0.19 × 0.16
Data collection
DiffractometerNonius KappaCCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 2001)
Tmin, Tmax0.599, 0.684
No. of measured, independent and
observed [I > 2σ(I)] reflections		71535, 12127, 8489
Rint0.059
(sin θ/λ)max (Å−1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.037, 0.082, 1.04
No. of reflections12127
No. of parameters614
H-atom treatmentH-atom parameters constrained
w = 1/[σ2(Fo2) + (0.0299P)2 + 28.2696P]
where P = (Fo2 + 2Fc2)/3
Δρmax, Δρmin (e Å−3)0.98, −0.89

Computer programs: COLLECT (Nonius, 2004), DENZO and SCALEPACK (Otwinowski & Minor, 1997), SIR97 (Altomare et al., 1999), ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006), SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2003).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C74—H74···Cl95i0.952.813.345 (6)117
C98—H98···O231i1.002.293.229 (6)156
C99—H99···O122ii1.002.273.275 (6)177
C99—H99···O342ii1.002.463.343 (6)147
C23—H23···O412iii0.952.603.482 (6)154
Symmetry codes: (i) −x+1/2, y−1/2, −z+1/2; (ii) x+1/2, y−1/2, z; (iii) −x+1/2, −y+3/2, −z.
 

Acknowledgements

The authors thank Sandra Albrecht for professional support.

References

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ISSN: 2056-9890
Volume 65| Part 3| March 2009| Pages m253-m254
doi:10.1107/S160053680804419X
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