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Acta Cryst. (2007). E63, m2222    [ doi:10.1107/S1600536807035830 ]

Potassium 4-chlorobenzenesulfonate

B. T. Gowda, K. S. Babitha, I. Svoboda and H. Fuess

Abstract top

The structure of the title compound (K4CBS), poly[[mu]4-4-chlorobenzenesulfonato-potassium(I)], [K(C6H4ClO3S)]n, resembles that of silver 4-chlorobenzenesulfonate with somewhat different geometric parameters. The supramolecular structure is constructed by Cl atoms bridging the K+ ions. Each K+ ion is heptacoordinated by two Cl ligands and four sulfonate groups, one of them in a monodentate and three in a bidentate fashion. Thus, each sulfonate group coordinates four K+ ions.

Comment top

As part of a study on the substituent effects on the solid state structures of chemically and biologically significant compounds (Gowda et al., 2003, Gowda, Jyothi et al., 2007; Gowda, Kozisek et al., 2007; Gowda, Nayak et al., 2007), in the present work, the structure of potassium 4-chloro-benzenesulfonate (K4CBS) has been determined. The structure of K4CBS (Fig. 1) resembles that of silver 4-chloro-benzenesulfonate (Ag4CBS) with somewhat different geometric parameters (Bernardinelli et al., 1991). K4CBS crystallizes in monoclinic P21/m space group compared to the monoclinic P21/c space group observed for Ag4CBS ((Bernardinelli et al., 1991). The potassium ion shows hepta coordination with two Chloro ligands and five sulfonato O atoms of four different 4-chloro-benzenesulfonato anions, one of them in a monodentate and three in a bidentate way (Fig. 2). This potassium coordination therefore results in a three dimensional supramolecular structure (Fig. 2). The benzene rings are disordered over two different conformations with site occupation factors of 0.5 each.

Related literature top

For related literature, see: Bernardinelli et al. (1991); Gowda et al. (2002, 2003); Gowda, Jyothi et al. (2007); Gowda, Kožíšek et al. (2007); Gowda, Nayak et al. (2007); Oae et al. (1981).

Experimental top

The title compound was prepared from 4-chloro-sulfonylchloride prepared as an intermediate compound in the preparation of 4-chloro-benzenesulfonamide (Gowda et al., 2002). 4-Chlorosulfonylchloride was hydrolysed by treating with aqueous KOH to obtain the title compound. The purity of the compound was checked by determining its melting point (Oae et al., 1981) and by recording its infrared spectra. Single crystals of the title compound were obtained from its aqueous solution and used for X-ray diffraction studies at room temperature.

Refinement top

H atoms of the benzene ring were positioned geometrically and refined using a riding model with C—H = 0.93Å and with Uiso(H) = 1.2 Ueq(C). No restraints were applied to non-hydrogen atoms.

Computing details top

Data collection: CrysAlis CCD (Oxford Diffraction, 2006); cell refinement: CrysAlis RED (Oxford Diffraction, 2006); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek 2003) and ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. Molecular structure of a monomeric unit of the title compound showing the atom labeling scheme. Displacement ellipsoids are drawn at the 50% probability level. H atoms are represented as small spheres of arbitrary radii.
[Figure 2] Fig. 2. Crystal structure of the title compound.
poly[µ4-4-chlorobenzenesulfonato-potassium(I)] top
Crystal data top
[K(C6H4ClO3S)]F(000) = 232
Mr = 230.70Dx = 1.874 Mg m−3
Monoclinic, P21/mMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2ybCell parameters from 3635 reflections
a = 6.1688 (6) Åθ = 2.1–27.4°
b = 6.813 (1) ŵ = 1.19 mm−1
c = 9.804 (1) ÅT = 303 K
β = 97.236 (8)°Prism, colourless
V = 408.76 (8) Å30.44 × 0.32 × 0.06 mm
Z = 2
Data collection top
Oxford Diffraction Xcalibur
diffractometer with Sapphire CCD detector		912 independent reflections
Radiation source: Enhance (Mo) X-ray Source799 reflections with I > 2σ(I)
graphiteRint = 0.031
Detector resolution: 8.4012 pixels mm-1θmax = 26.3°, θmin = 3.3°
Rotation method data acquisition using ω and φ scansh = −7→7
Absorption correction: multi-scan
(CrysAlis RED; Oxford Diffraction, 2006)		k = −8→8
Tmin = 0.623, Tmax = 0.932l = −12→12
6343 measured reflections
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) = 0.098H-atom parameters constrained
S = 1.09 w = 1/[σ2(Fo2) + (0.0419P)2 + 0.7009P]
where P = (Fo2 + 2Fc2)/3
912 reflections(Δ/σ)max = 0.003
73 parametersΔρmax = 0.55 e Å−3
0 restraintsΔρmin = −0.53 e Å−3
Crystal data top
[K(C6H4ClO3S)]V = 408.76 (8) Å3
Mr = 230.70Z = 2
Monoclinic, P21/mMo Kα radiation
a = 6.1688 (6) ŵ = 1.19 mm−1
b = 6.813 (1) ÅT = 303 K
c = 9.804 (1) Å0.44 × 0.32 × 0.06 mm
β = 97.236 (8)°
Data collection top
Oxford Diffraction Xcalibur
diffractometer with Sapphire CCD detector		912 independent reflections
Absorption correction: multi-scan
(CrysAlis RED; Oxford Diffraction, 2006)		799 reflections with I > 2σ(I)
Tmin = 0.623, Tmax = 0.932Rint = 0.031
6343 measured reflectionsθmax = 26.3°
Refinement top
R[F2 > 2σ(F2)] = 0.037H-atom parameters constrained
wR(F2) = 0.098Δρmax = 0.55 e Å−3
S = 1.09Δρmin = −0.53 e Å−3
912 reflectionsAbsolute structure: ?
73 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
K10.79613 (14)0.25001.00401 (9)0.0328 (3)
Cl10.27258 (19)0.25000.84491 (10)0.0466 (3)
S10.29017 (16)0.25000.20716 (9)0.0281 (3)
O10.1741 (4)0.4253 (3)0.15569 (19)0.0422 (5)
O30.5178 (5)0.25000.1871 (3)0.0492 (9)
C10.2845 (4)0.25000.38707 (19)0.0262 (8)
C20.4690 (4)0.1982 (4)0.4761 (3)0.0287 (15)0.50
H20.59460.15670.44110.034*0.50
C30.4658 (4)0.2084 (7)0.6175 (2)0.034 (2)0.50
H30.58920.17370.67700.041*0.50
C40.2781 (5)0.2704 (8)0.6697 (2)0.0252 (11)0.50
C50.0935 (4)0.3223 (7)0.5807 (3)0.0343 (13)0.50
H5−0.03210.36380.61570.041*0.50
C60.0968 (4)0.3120 (4)0.4394 (3)0.0304 (12)0.50
H6−0.02670.34670.37980.037*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
K10.0309 (5)0.0356 (5)0.0326 (5)0.0000.0069 (3)0.000
Cl10.0505 (6)0.0685 (8)0.0223 (5)0.0000.0102 (4)0.000
S10.0327 (5)0.0315 (5)0.0200 (4)0.0000.0031 (3)0.000
O10.0594 (13)0.0351 (12)0.0305 (10)0.0043 (10)0.0001 (9)0.0074 (9)
O30.0364 (16)0.083 (3)0.0302 (15)0.0000.0105 (13)0.000
C10.0314 (19)0.0275 (19)0.0198 (17)0.0000.0031 (14)0.000
C20.027 (2)0.033 (4)0.027 (2)0.0067 (18)0.0070 (18)−0.0005 (18)
C30.033 (2)0.040 (7)0.029 (2)0.008 (2)−0.0001 (18)0.003 (2)
C40.035 (2)0.019 (3)0.0221 (18)0.005 (3)0.0055 (15)0.006 (3)
C50.030 (2)0.043 (3)0.030 (3)0.002 (2)0.006 (2)−0.001 (2)
C60.028 (2)0.030 (3)0.032 (3)0.0013 (18)0.001 (2)−0.0009 (19)
Geometric parameters (Å, °) top
K1—O3i2.636 (3)O1—K1xiii2.864 (2)
K1—O1ii2.730 (2)O3—K1xiv2.636 (3)
K1—O1iii2.730 (2)C1—C21.3900
K1—O1iv2.864 (2)C1—C2xi1.3900 (15)
K1—O1v2.864 (2)C1—C6xi1.3900 (18)
K1—Cl13.4051 (14)C1—C61.3900
K1—S1iv3.4243 (13)C2—C31.3900
K1—Cl1vi3.4967 (14)C2—C3xi1.527 (4)
K1—Cl1vii3.7598 (7)C2—H20.9300
K1—Cl1viii3.7598 (7)C3—C4xi1.3320 (12)
K1—K1ix4.2411 (11)C3—C41.3900
K1—K1x4.2411 (11)C3—C2xi1.527 (3)
Cl1—C4xi1.728 (2)C3—H30.9300
Cl1—C41.728 (2)C4—C3xi1.3320 (11)
Cl1—K1xii3.4967 (14)C4—C51.3900
Cl1—K1vii3.7598 (7)C4—C5xi1.485 (4)
Cl1—K1viii3.7598 (7)C5—C61.3900
S1—O31.442 (3)C5—C4xi1.485 (4)
S1—O1xi1.450 (2)C5—C6xi1.663 (3)
S1—O11.450 (2)C5—H50.9300
S1—C11.769 (2)C6—C5xi1.663 (5)
S1—K1xiii3.4243 (13)C6—H60.9300
O1—K1iii2.730 (2)
O3i—K1—O1ii119.17 (6)O1xi—S1—C1106.03 (10)
O3i—K1—O1iii119.17 (5)O1—S1—C1106.03 (10)
O1ii—K1—O1iii108.27 (9)O3—S1—K1xiii137.00 (13)
O3i—K1—O1iv101.76 (8)O1xi—S1—K1xiii55.48 (9)
O1ii—K1—O1iv121.78 (5)O1—S1—K1xiii55.48 (9)
O1iii—K1—O1iv81.41 (6)C1—S1—K1xiii116.88 (10)
O3i—K1—O1v101.76 (8)S1—O1—K1iii143.24 (13)
O1ii—K1—O1v81.41 (6)S1—O1—K1xiii99.86 (11)
O1iii—K1—O1v121.78 (5)K1iii—O1—K1xiii98.59 (6)
O1iv—K1—O1v49.30 (9)S1—O3—K1xiv145.25 (18)
O3i—K1—Cl169.54 (7)C2—C1—C2xi29.4 (2)
O1ii—K1—Cl182.28 (5)C2—C1—C6xi110.21 (9)
O1iii—K1—Cl182.28 (5)C2xi—C1—C6xi120.00 (7)
O1iv—K1—Cl1154.30 (5)C2—C1—C6120.0
O1v—K1—Cl1154.30 (5)C2xi—C1—C6110.21 (10)
O3i—K1—S1iv102.25 (7)C6xi—C1—C635.4 (2)
O1ii—K1—S1iv102.38 (5)C2—C1—S1120.59 (16)
O1iii—K1—S1iv102.38 (5)C2xi—C1—S1120.59 (16)
O1iv—K1—S1iv24.66 (4)C6xi—C1—S1119.33 (16)
O1v—K1—S1iv24.66 (4)C6—C1—S1119.33 (15)
Cl1—K1—S1iv171.79 (4)C2xi—C2—C175.3
O3i—K1—Cl1vi163.75 (8)C2xi—C2—C387.1
O1ii—K1—Cl1vi67.86 (5)C1—C2—C3120.0
O1iii—K1—Cl1vi67.86 (5)C2xi—C2—C3xi65.4 (3)
O1iv—K1—Cl1vi63.67 (5)C1—C2—C3xi111.15 (16)
O1v—K1—Cl1vi63.67 (5)C3—C2—C3xi21.8 (3)
Cl1—K1—Cl1vi126.71 (4)C2xi—C2—H2107.7
S1iv—K1—Cl1vi61.51 (3)C1—C2—H2120.0
O3i—K1—Cl1vii67.43 (2)C3—C2—H2120.0
O1ii—K1—Cl1vii168.32 (5)C3xi—C2—H2124.6
O1iii—K1—Cl1vii60.71 (5)C3xi—C3—C4xi83.8 (5)
O1iv—K1—Cl1vii62.77 (5)C3xi—C3—C472.3
O1v—K1—Cl1vii107.35 (5)C4xi—C3—C411.5 (5)
Cl1—K1—Cl1vii91.89 (2)C3xi—C3—C292.9
S1iv—K1—Cl1vii84.67 (2)C4xi—C3—C2120.8
Cl1vi—K1—Cl1vii108.57 (2)C4—C3—C2120.0
O3i—K1—Cl1viii67.43 (2)C3xi—C3—C2xi65.4 (2)
O1ii—K1—Cl1viii60.71 (5)C4xi—C3—C2xi114.5 (3)
O1iii—K1—Cl1viii168.32 (5)C4—C3—C2xi108.33 (10)
O1iv—K1—Cl1viii107.35 (5)C2—C3—C2xi27.5 (2)
O1v—K1—Cl1viii62.77 (5)C3xi—C3—H3104.7
Cl1—K1—Cl1viii91.89 (2)C4xi—C3—H3117.9
S1iv—K1—Cl1viii84.67 (2)C4—C3—H3120.0
Cl1vi—K1—Cl1viii108.57 (2)C2—C3—H3120.0
Cl1vii—K1—Cl1viii129.93 (4)C2xi—C3—H3124.9
O3i—K1—K1ix116.83 (4)C4xi—C4—C3xi96.2 (4)
O1ii—K1—K1ix123.87 (6)C4xi—C4—C5104.7
O1iii—K1—K1ix41.89 (5)C3xi—C4—C5114.44 (14)
O1iv—K1—K1ix39.52 (4)C4xi—C4—C372.3
O1v—K1—K1ix84.18 (5)C3xi—C4—C323.9 (4)
Cl1—K1—K1ix121.47 (2)C5—C4—C3120.0
S1iv—K1—K1ix61.60 (2)C4xi—C4—C5xi64.8 (3)
Cl1vi—K1—K1ix57.17 (2)C3xi—C4—C5xi117.31 (19)
Cl1vii—K1—K1ix51.400 (19)C5—C4—C5xi39.9 (3)
Cl1viii—K1—K1ix146.26 (4)C3—C4—C5xi105.45 (15)
O3i—K1—K1x116.83 (4)C4xi—C4—Cl185.4 (3)
O1ii—K1—K1x41.89 (5)C3xi—C4—Cl1121.20 (18)
O1iii—K1—K1x123.87 (6)C5—C4—Cl1121.86 (18)
O1iv—K1—K1x84.18 (5)C3—C4—Cl1117.62 (19)
O1v—K1—K1x39.52 (4)C5xi—C4—Cl1116.1 (3)
Cl1—K1—K1x121.47 (2)C5xi—C5—C475.3
S1iv—K1—K1x61.60 (2)C5xi—C5—C687.1
Cl1vi—K1—K1x57.17 (2)C4—C5—C6120.0
Cl1vii—K1—K1x146.26 (4)C5xi—C5—C4xi64.8 (4)
Cl1viii—K1—K1x51.400 (19)C4—C5—C4xi10.5 (4)
K1ix—K1—K1x106.88 (4)C6—C5—C4xi117.29 (11)
C4xi—Cl1—C49.3 (3)C5xi—C5—C6xi56.61 (17)
C4xi—Cl1—K1108.62 (11)C4—C5—C6xi106.79 (9)
C4—Cl1—K1108.62 (11)C6—C5—C6xi30.52 (17)
C4xi—Cl1—K1xii124.49 (12)C4xi—C5—C6xi99.6 (3)
C4—Cl1—K1xii124.49 (11)C5xi—C5—H5107.7
K1—Cl1—K1xii126.71 (4)C4—C5—H5120.0
C4xi—Cl1—K1vii118.81 (18)C6—C5—H5120.0
C4—Cl1—K1vii109.62 (17)C4xi—C5—H5121.7
K1—Cl1—K1vii88.11 (2)C6xi—C5—H5124.9
K1xii—Cl1—K1vii71.43 (2)C6xi—C6—C592.9
C4xi—Cl1—K1viii109.62 (17)C6xi—C6—C172.3
C4—Cl1—K1viii118.81 (18)C5—C6—C1120.0
K1—Cl1—K1viii88.11 (2)C6xi—C6—C5xi56.6 (3)
K1xii—Cl1—K1viii71.43 (2)C5—C6—C5xi36.3 (3)
K1vii—Cl1—K1viii129.93 (4)C1—C6—C5xi103.76 (14)
O3—S1—O1xi113.52 (11)C6xi—C6—H6104.7
O3—S1—O1113.52 (11)C5—C6—H6120.0
O1xi—S1—O1110.91 (18)C1—C6—H6120.0
O3—S1—C1106.12 (15)C5xi—C6—H6124.6
O3i—K1—Cl1—C4xi−175.12 (19)S1—C1—C2—C3xi154.6 (2)
O1ii—K1—Cl1—C4xi−49.98 (19)C2xi—C2—C3—C3xi0.0
O1iii—K1—Cl1—C4xi59.75 (19)C1—C2—C3—C3xi−71.2
O1iv—K1—Cl1—C4xi110.8 (2)C2xi—C2—C3—C4xi84.5 (5)
O1v—K1—Cl1—C4xi−101.0 (2)C1—C2—C3—C4xi13.3 (5)
S1iv—K1—Cl1—C4xi−175.12 (19)C3xi—C2—C3—C4xi84.5 (5)
Cl1vi—K1—Cl1—C4xi4.88 (19)C2xi—C2—C3—C471.2
Cl1vii—K1—Cl1—C4xi119.85 (19)C1—C2—C3—C40.0
Cl1viii—K1—Cl1—C4xi−110.09 (19)C3xi—C2—C3—C471.2
K1ix—K1—Cl1—C4xi75.22 (19)C1—C2—C3—C2xi−71.2
K1x—K1—Cl1—C4xi−65.46 (19)C3xi—C2—C3—C2xi0.0
O3i—K1—Cl1—C4175.12 (18)C3xi—C3—C4—C4xi180.0
O1ii—K1—Cl1—C4−59.75 (19)C2—C3—C4—C4xi97.1
O1iii—K1—Cl1—C449.98 (19)C2xi—C3—C4—C4xi124.51 (19)
O1iv—K1—Cl1—C4101.0 (2)C4xi—C3—C4—C3xi180.0
O1v—K1—Cl1—C4−110.8 (2)C2—C3—C4—C3xi−82.9
S1iv—K1—Cl1—C4175.12 (18)C2xi—C3—C4—C3xi−55.49 (19)
Cl1vi—K1—Cl1—C4−4.88 (18)C3xi—C3—C4—C582.9
Cl1vii—K1—Cl1—C4110.09 (18)C4xi—C3—C4—C5−97.1
Cl1viii—K1—Cl1—C4−119.85 (18)C2—C3—C4—C50.0
K1ix—K1—Cl1—C465.46 (19)C2xi—C3—C4—C527.41 (19)
K1x—K1—Cl1—C4−75.22 (19)C3xi—C3—C4—C5xi123.5 (3)
O3i—K1—Cl1—K1xii0.0C4xi—C3—C4—C5xi−56.5 (3)
O1ii—K1—Cl1—K1xii125.13 (5)C2—C3—C4—C5xi40.6 (3)
O1iii—K1—Cl1—K1xii−125.13 (5)C2xi—C3—C4—C5xi68.0 (4)
O1iv—K1—Cl1—K1xii−74.13 (12)C3xi—C3—C4—Cl1−105.2 (3)
O1v—K1—Cl1—K1xii74.13 (12)C4xi—C3—C4—Cl174.8 (3)
S1iv—K1—Cl1—K1xii0.000 (1)C2—C3—C4—Cl1171.9 (3)
Cl1vi—K1—Cl1—K1xii180.0C2xi—C3—C4—Cl1−160.7 (4)
Cl1vii—K1—Cl1—K1xii−65.031 (18)K1—Cl1—C4—C4xi91.56 (15)
Cl1viii—K1—Cl1—K1xii65.031 (18)K1xii—Cl1—C4—C4xi−93.19 (18)
K1ix—K1—Cl1—K1xii−109.66 (3)K1vii—Cl1—C4—C4xi−173.67 (15)
K1x—K1—Cl1—K1xii109.66 (3)K1viii—Cl1—C4—C4xi−6.81 (15)
O3i—K1—Cl1—K1vii65.031 (18)C4xi—Cl1—C4—C3xi−94.5 (6)
O1ii—K1—Cl1—K1vii−169.83 (5)K1—Cl1—C4—C3xi−2.9 (6)
O1iii—K1—Cl1—K1vii−60.10 (5)K1xii—Cl1—C4—C3xi172.3 (5)
O1iv—K1—Cl1—K1vii−9.10 (11)K1vii—Cl1—C4—C3xi91.9 (6)
O1v—K1—Cl1—K1vii139.16 (12)K1viii—Cl1—C4—C3xi−101.3 (6)
S1iv—K1—Cl1—K1vii65.031 (19)C4xi—Cl1—C4—C5104.46 (18)
Cl1vi—K1—Cl1—K1vii−114.969 (18)K1—Cl1—C4—C5−163.98 (18)
Cl1vii—K1—Cl1—K1vii0.0K1xii—Cl1—C4—C511.3 (3)
Cl1viii—K1—Cl1—K1vii130.06 (4)K1vii—Cl1—C4—C5−69.2 (2)
K1ix—K1—Cl1—K1vii−44.63 (3)K1viii—Cl1—C4—C597.7 (2)
K1x—K1—Cl1—K1vii174.69 (4)C4xi—Cl1—C4—C3−67.25 (16)
O3i—K1—Cl1—K1viii−65.031 (18)K1—Cl1—C4—C324.3 (2)
O1ii—K1—Cl1—K1viii60.10 (5)K1xii—Cl1—C4—C3−160.44 (14)
O1iii—K1—Cl1—K1viii169.83 (5)K1vii—Cl1—C4—C3119.08 (18)
O1iv—K1—Cl1—K1viii−139.16 (12)K1viii—Cl1—C4—C3−74.1 (2)
O1v—K1—Cl1—K1viii9.10 (11)C4xi—Cl1—C4—C5xi59.0 (4)
S1iv—K1—Cl1—K1viii−65.031 (19)K1—Cl1—C4—C5xi150.6 (3)
Cl1vi—K1—Cl1—K1viii114.969 (18)K1xii—Cl1—C4—C5xi−34.2 (5)
Cl1vii—K1—Cl1—K1viii−130.06 (4)K1vii—Cl1—C4—C5xi−114.7 (4)
Cl1viii—K1—Cl1—K1viii0.0K1viii—Cl1—C4—C5xi52.2 (4)
K1ix—K1—Cl1—K1viii−174.69 (4)C4xi—C4—C5—C5xi0.0
K1x—K1—Cl1—K1viii44.63 (3)C3xi—C4—C5—C5xi104.0 (4)
O3—S1—O1—K1iii12.9 (3)C3—C4—C5—C5xi77.8
O1xi—S1—O1—K1iii−116.33 (19)Cl1—C4—C5—C5xi−93.7 (3)
C1—S1—O1—K1iii129.01 (19)C4xi—C4—C5—C6−77.8
K1xiii—S1—O1—K1iii−119.1 (2)C3xi—C4—C5—C626.2 (4)
O3—S1—O1—K1xiii131.96 (13)C3—C4—C5—C60.0
O1xi—S1—O1—K1xiii2.75 (18)C5xi—C4—C5—C6−77.8
C1—S1—O1—K1xiii−111.92 (10)Cl1—C4—C5—C6−171.5 (3)
O1xi—S1—O3—K1xiv63.94 (11)C3xi—C4—C5—C4xi104.0 (4)
O1—S1—O3—K1xiv−63.94 (11)C3—C4—C5—C4xi77.8
C1—S1—O3—K1xiv180.0C5xi—C4—C5—C4xi0.0
K1xiii—S1—O3—K1xiv0.0Cl1—C4—C5—C4xi−93.7 (3)
O3—S1—C1—C2−17.16 (15)C4xi—C4—C5—C6xi−47.66 (15)
O1xi—S1—C1—C2103.86 (19)C3xi—C4—C5—C6xi56.4 (5)
O1—S1—C1—C2−138.18 (18)C3—C4—C5—C6xi30.14 (15)
K1xiii—S1—C1—C2162.84 (15)C5xi—C4—C5—C6xi−47.66 (15)
O3—S1—C1—C2xi17.16 (13)Cl1—C4—C5—C6xi−141.4 (4)
O1xi—S1—C1—C2xi138.18 (16)C5xi—C5—C6—C6xi0.0
O1—S1—C1—C2xi−103.86 (17)C4—C5—C6—C6xi71.2
K1xiii—S1—C1—C2xi−162.84 (13)C4xi—C5—C6—C6xi59.7 (4)
O3—S1—C1—C6xi−159.59 (12)C5xi—C5—C6—C1−71.2
O1xi—S1—C1—C6xi−38.57 (16)C4—C5—C6—C10.0
O1—S1—C1—C6xi79.39 (15)C4xi—C5—C6—C1−11.5 (4)
K1xiii—S1—C1—C6xi20.41 (12)C6xi—C5—C6—C1−71.2
O3—S1—C1—C6159.59 (15)C4—C5—C6—C5xi71.2
O1xi—S1—C1—C6−79.39 (17)C4xi—C5—C6—C5xi59.7 (4)
O1—S1—C1—C638.57 (18)C6xi—C5—C6—C5xi0.0
K1xiii—S1—C1—C6−20.41 (15)C2—C1—C6—C6xi−82.9
C6xi—C1—C2—C2xi−115.6 (2)C2xi—C1—C6—C6xi−113.7 (2)
C6—C1—C2—C2xi−77.8S1—C1—C6—C6xi100.33 (14)
S1—C1—C2—C2xi98.93 (14)C2—C1—C6—C50.0
C2xi—C1—C2—C377.8C2xi—C1—C6—C5−30.8 (2)
C6xi—C1—C2—C3−37.8 (2)C6xi—C1—C6—C582.9
C6—C1—C2—C30.0S1—C1—C6—C5−176.76 (14)
S1—C1—C2—C3176.72 (14)C2—C1—C6—C5xi−35.2 (2)
C2xi—C1—C2—C3xi55.7 (3)C2xi—C1—C6—C5xi−66.0 (3)
C6xi—C1—C2—C3xi−59.9 (4)C6xi—C1—C6—C5xi47.7 (2)
C6—C1—C2—C3xi−22.1 (3)S1—C1—C6—C5xi148.04 (16)
Symmetry codes: (i) x, y, z+1; (ii) −x+1, y−1/2, −z+1; (iii) −x+1, −y+1, −z+1; (iv) x+1, y, z+1; (v) x+1, −y+1/2, z+1; (vi) x+1, y, z; (vii) −x+1, −y+1, −z+2; (viii) −x+1, −y, −z+2; (ix) −x+2, −y+1, −z+2; (x) −x+2, −y, −z+2; (xi) x, −y+1/2, z; (xii) x−1, y, z; (xiii) x−1, y, z−1; (xiv) x, y, z−1.
Acknowledgements top

BTG thanks the Alexander von Humboldt Foundation, Bonn, Germany, for extensions of his research fellowship.

references
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