Hexaaqua-magnesium(II) bis-(d-camphor-10-sulfonate).

The structure of the title complex, [Mg(H(2)O)(6)](C(10)H(15)O(4)S)(2), consists of regular octa-hedral [Mg(H(2)O)(6)](2+) cations and d-camphor-10-sulfonate anions. A three-dimensional supra-molecular architecture is formed via hydrogen-bond inter-actions [O-H⋯O = 2.723 (2)-2.833 (2) Å] to give alternating layers of [Mg(H(2)O)(6)](2+) cations and d-camphor-10-sulfonate anions. The title compound is isomorphous with the zinc, copper, cadmium and nickel analogues.

Related literature

For related literature, see: Baldacci (1938 ▶); Couldwell et al. (1978 ▶); Henderson & Nicholson (1995 ▶); Schepke et al. (2007 ▶); Zhou et al. (2003 ▶).

Experimental

Crystal data

[Mg(H2O)6](C10H15O4S)2

M = 594.97

Monoclinic,

a = 11.75456 (10) Å

b = 7.05950 (8) Å

c = 17.22794 (15) Å

β = 93.1811 (8)°

V = 1427.39 (2) Å3

Z = 2

Mo Kα radiation

μ = 0.27 mm−1

T = 130 (2) K

0.5 × 0.2 × 0.2 mm

Data collection

Oxford Diffraction Xcalibur CCD diffractometer

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2008 ▶) T min = 0.917, T max = 1.000 (expected range = 0.869–0.947)

40278 measured reflections

8136 independent reflections

7028 reflections with I > 2σ(I)

R int = 0.025

Refinement

R[F 2 > 2σ(F 2)] = 0.028

wR(F 2) = 0.069

S = 0.99

8136 reflections

386 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.37 e Å−3

Δρmin = −0.36 e Å−3

Absolute structure: Flack (1983 ▶), 3459 Friedel pairs

Flack parameter: 0.03 (4)

Data collection: CrysAlis CCD (Oxford Diffraction, 2008 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2008 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808018047/pk2103sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808018047/pk2103Isup2.hkl

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

[Mg(H2O)6](C10H15O4S)2	F000 = 636
Mr = 594.97	Dx = 1.384 Mg m−3
Monoclinic, P21	Mo Kα radiation λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 21884 reflections
a = 11.75456 (10) Å	θ = 2.9–32.2º
b = 7.05950 (8) Å	µ = 0.27 mm−1
c = 17.22794 (15) Å	T = 130 (2) K
β = 93.1811 (8)º	Prism, colourless
V = 1427.39 (2) Å3	0.5 × 0.2 × 0.2 mm
Z = 2

Oxford Diffraction Xcalibur CCD diffractometer	8136 independent reflections
Monochromator: graphite	7028 reflections with I > 2σ(I)
Detector resolution: 16.356 pixels mm-1	Rint = 0.025
T = 130(2) K	θmax = 30.5º
ω and φ scans	θmin = 2.9º
Absorption correction: multi-scan(CrysAlis RED; Oxford Diffraction, 2008)	h = −16→16
Tmin = 0.918, Tmax = 1	k = −9→10
40278 measured reflections	l = −24→24

Refinement on F2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.028	w = 1/[σ2(Fo2) + (0.0437P)2] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.069	(Δ/σ)max = 0.001
S = 0.99	Δρmax = 0.37 e Å−3
8136 reflections	Δρmin = −0.36 e Å−3
386 parameters	Extinction correction: none
1 restraint	Absolute structure: Flack (1983), 3459 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.03 (4)
Secondary atom site location: difference Fourier map

Experimental. CrysAlis RED: Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

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.

	x	y	z	Uiso*/Ueq
Mg1	0.25718 (3)	0.53807 (10)	0.005258 (19)	0.01645 (8)
S1	0.91451 (2)	0.53891 (6)	0.154547 (14)	0.01601 (6)
S2	0.42218 (2)	0.03871 (6)	0.169663 (14)	0.01538 (6)
O1	0.39380 (8)	0.5349 (3)	0.08377 (6)	0.0314 (2)
O2	0.17955 (11)	0.32080 (18)	0.06080 (7)	0.0233 (3)
O3	0.11878 (8)	0.5400 (2)	−0.07079 (6)	0.0329 (2)
O4	0.33376 (10)	0.75739 (18)	−0.05030 (7)	0.0230 (2)
O5	0.33458 (11)	0.33056 (18)	−0.05722 (7)	0.0237 (3)
O6	0.18050 (11)	0.74588 (18)	0.06692 (7)	0.0270 (3)
O7	0.96709 (11)	0.29196 (18)	0.38660 (7)	0.0356 (3)
O8	0.79319 (6)	0.5401 (2)	0.13121 (5)	0.02163 (17)
O9	0.97210 (9)	0.71014 (15)	0.13082 (7)	0.0206 (2)
O10	0.97185 (9)	0.36782 (15)	0.13013 (7)	0.0214 (2)
O11	0.38282 (9)	0.10715 (19)	0.42956 (6)	0.0408 (3)
O12	0.30410 (6)	0.03885 (19)	0.13849 (4)	0.02073 (16)
O13	0.48094 (9)	−0.13891 (15)	0.15552 (6)	0.0196 (2)
O14	0.48500 (9)	0.20329 (15)	0.14446 (7)	0.0210 (2)
C1	1.03414 (13)	0.4160 (2)	0.37454 (8)	0.0252 (3)
C2	1.13297 (14)	0.4805 (2)	0.42881 (9)	0.0325 (4)
H2C	1.1889	0.3773	0.4389	0.039*
H2D	1.1061	0.5268	0.4789	0.039*
C3	1.18376 (12)	0.6419 (2)	0.38198 (8)	0.0242 (3)
H3C	1.2325	0.7326	0.4136	0.029*
C4	1.24354 (10)	0.5464 (3)	0.31519 (7)	0.0265 (3)
H4C	1.2927	0.4407	0.3346	0.032*
H4D	1.2904	0.6384	0.2876	0.032*
C5	1.14265 (11)	0.4728 (2)	0.26156 (8)	0.0212 (3)
H5C	1.1441	0.3329	0.2578	0.025*
H5D	1.1451	0.5272	0.2087	0.025*
C6	1.03495 (9)	0.5416 (3)	0.30208 (6)	0.0176 (2)
C7	1.07629 (11)	0.7315 (2)	0.34042 (7)	0.0199 (3)
C8	0.99319 (13)	0.8131 (3)	0.39685 (9)	0.0284 (3)
H8A	1.0328	0.9063	0.4308	0.043*
H8B	0.9639	0.7107	0.4285	0.043*
H8C	0.9297	0.8746	0.3674	0.043*
C9	1.10418 (12)	0.8870 (2)	0.28336 (8)	0.0248 (3)
H9A	1.1558	0.8371	0.2456	0.037*
H9B	1.1409	0.9929	0.3117	0.037*
H9C	1.0338	0.9313	0.2561	0.037*
C10	0.91934 (9)	0.5356 (3)	0.25743 (6)	0.0198 (2)
H10A	0.8744	0.6449	0.2747	0.024*
H10B	0.8797	0.4195	0.2735	0.024*
C11	0.47837 (11)	0.0789 (2)	0.40963 (7)	0.0255 (3)
C12	0.58803 (12)	0.0905 (2)	0.46036 (8)	0.0299 (4)
H12A	0.5875	0.001	0.5046	0.036*
H12B	0.6016	0.2205	0.4804	0.036*
C13	0.67642 (10)	0.0338 (3)	0.40264 (6)	0.0242 (2)
H13	0.7563	0.0716	0.4186	0.029*
C14	0.66032 (12)	−0.1789 (2)	0.38768 (8)	0.0251 (3)
H14A	0.6564	−0.2497	0.4371	0.03*
H14B	0.7231	−0.2309	0.3581	0.03*
C15	0.54503 (11)	−0.1880 (2)	0.33913 (8)	0.0208 (3)
H15A	0.487	−0.2573	0.3675	0.025*
H15B	0.5542	−0.2506	0.2884	0.025*
C16	0.51133 (9)	0.0242 (2)	0.32789 (6)	0.0178 (2)
C17	0.62946 (10)	0.1228 (2)	0.32492 (8)	0.0195 (3)
C18	0.62088 (13)	0.3390 (2)	0.32693 (10)	0.0313 (3)
H18A	0.5667	0.3768	0.3653	0.047*
H18B	0.5946	0.3858	0.2755	0.047*
H18C	0.6959	0.3929	0.3414	0.047*
C19	0.70229 (10)	0.0660 (2)	0.25786 (7)	0.0237 (3)
H19A	0.695	−0.0705	0.2486	0.036*
H19B	0.7822	0.0973	0.2712	0.036*
H19C	0.6763	0.1349	0.2108	0.036*
C20	0.41039 (10)	0.0635 (2)	0.27123 (6)	0.0181 (3)
H20A	0.3855	0.1951	0.2806	0.022*
H20B	0.3476	−0.0204	0.2859	0.022*
H1A	0.4206 (19)	0.618 (3)	0.1021 (13)	0.038 (7)*
H1B	0.422 (2)	0.433 (4)	0.1065 (15)	0.053 (7)*
H2A	0.224 (2)	0.225 (4)	0.0849 (14)	0.057 (7)*
H2B	0.129 (2)	0.330 (4)	0.0758 (14)	0.043 (7)*
H3A	0.084 (3)	0.436 (4)	−0.0930 (17)	0.078 (9)*
H3B	0.0917 (15)	0.625 (3)	−0.0876 (11)	0.016 (5)*
H4A	0.3031 (16)	0.840 (3)	−0.0697 (11)	0.024 (5)*
H4B	0.3943 (18)	0.738 (3)	−0.0788 (12)	0.032 (5)*
H5A	0.379 (2)	0.345 (4)	−0.0771 (14)	0.046 (8)*
H5B	0.289 (2)	0.237 (4)	−0.0783 (15)	0.058 (7)*
H6A	0.1136 (17)	0.735 (3)	0.0861 (11)	0.028 (5)*
H6B	0.2102 (15)	0.842 (3)	0.0867 (10)	0.021 (5)*

	U11	U22	U33	U12	U13	U23
Mg1	0.01617 (16)	0.01541 (19)	0.01764 (16)	−0.0001 (2)	−0.00021 (12)	−0.0004 (2)
S1	0.01318 (10)	0.01544 (14)	0.01919 (11)	−0.00033 (17)	−0.00115 (8)	−0.00051 (18)
S2	0.01383 (11)	0.01487 (14)	0.01727 (11)	0.00042 (17)	−0.00063 (8)	−0.00043 (17)
O1	0.0348 (5)	0.0163 (5)	0.0407 (5)	−0.0004 (7)	−0.0202 (4)	−0.0014 (7)
O2	0.0194 (6)	0.0218 (7)	0.0290 (6)	0.0016 (5)	0.0047 (5)	0.0055 (5)
O3	0.0357 (5)	0.0154 (5)	0.0448 (5)	0.0009 (7)	−0.0222 (4)	0.0015 (7)
O4	0.0206 (6)	0.0205 (7)	0.0284 (6)	0.0041 (5)	0.0054 (5)	0.0046 (5)
O5	0.0222 (6)	0.0205 (7)	0.0293 (6)	−0.0030 (5)	0.0089 (5)	−0.0061 (5)
O6	0.0208 (6)	0.0243 (7)	0.0368 (7)	−0.0046 (5)	0.0091 (5)	−0.0110 (5)
O7	0.0463 (7)	0.0282 (7)	0.0319 (6)	−0.0108 (6)	−0.0003 (5)	0.0084 (5)
O8	0.0143 (3)	0.0222 (5)	0.0279 (4)	−0.0002 (6)	−0.0038 (3)	−0.0001 (6)
O9	0.0179 (5)	0.0171 (6)	0.0268 (5)	−0.0005 (4)	0.0010 (4)	0.0031 (4)
O10	0.0185 (5)	0.0189 (6)	0.0262 (5)	0.0010 (4)	−0.0024 (4)	−0.0050 (5)
O11	0.0286 (5)	0.0685 (10)	0.0260 (5)	0.0044 (5)	0.0075 (4)	−0.0109 (5)
O12	0.0154 (3)	0.0219 (5)	0.0242 (4)	−0.0005 (6)	−0.0048 (3)	0.0001 (6)
O13	0.0198 (5)	0.0178 (6)	0.0210 (5)	0.0023 (4)	−0.0013 (4)	−0.0032 (4)
O14	0.0198 (5)	0.0173 (6)	0.0259 (5)	−0.0012 (4)	0.0019 (4)	0.0040 (4)
C1	0.0293 (7)	0.0242 (8)	0.0216 (6)	0.0004 (6)	−0.0017 (5)	0.0019 (5)
C2	0.0360 (8)	0.0352 (10)	0.0252 (6)	−0.0009 (6)	−0.0085 (6)	0.0052 (6)
C3	0.0232 (6)	0.0257 (8)	0.0229 (6)	−0.0010 (6)	−0.0060 (5)	−0.0031 (5)
C4	0.0174 (5)	0.0306 (7)	0.0310 (6)	0.0049 (8)	−0.0046 (4)	−0.0059 (8)
C5	0.0176 (6)	0.0218 (7)	0.0239 (6)	0.0012 (5)	−0.0016 (5)	−0.0041 (5)
C6	0.0168 (4)	0.0174 (6)	0.0182 (4)	−0.0024 (7)	−0.0014 (3)	−0.0004 (7)
C7	0.0173 (6)	0.0210 (8)	0.0213 (6)	−0.0008 (5)	0.0010 (5)	−0.0042 (5)
C8	0.0253 (7)	0.0312 (9)	0.0293 (8)	−0.0015 (7)	0.0074 (6)	−0.0085 (7)
C9	0.0231 (6)	0.0207 (8)	0.0306 (7)	−0.0037 (6)	0.0010 (5)	−0.0004 (6)
C10	0.0154 (4)	0.0253 (6)	0.0187 (4)	−0.0024 (7)	0.0012 (4)	0.0009 (7)
C11	0.0255 (6)	0.0321 (10)	0.0192 (5)	0.0005 (6)	0.0027 (5)	−0.0044 (5)
C12	0.0301 (7)	0.0402 (11)	0.0189 (6)	0.0002 (6)	−0.0021 (5)	−0.0070 (5)
C13	0.0209 (5)	0.0309 (7)	0.0204 (5)	−0.0021 (8)	−0.0039 (4)	−0.0012 (8)
C14	0.0240 (6)	0.0263 (8)	0.0244 (6)	0.0026 (6)	−0.0034 (5)	0.0044 (6)
C15	0.0222 (6)	0.0188 (7)	0.0211 (6)	0.0003 (5)	−0.0011 (5)	0.0035 (5)
C16	0.0170 (5)	0.0194 (7)	0.0171 (4)	−0.0018 (6)	0.0000 (4)	0.0003 (6)
C17	0.0156 (6)	0.0195 (7)	0.0232 (6)	−0.0027 (5)	−0.0012 (4)	−0.0003 (5)
C18	0.0312 (7)	0.0220 (9)	0.0399 (8)	−0.0050 (6)	−0.0041 (6)	−0.0022 (6)
C19	0.0169 (5)	0.0306 (9)	0.0237 (5)	−0.0004 (6)	0.0021 (4)	0.0038 (6)
C20	0.0140 (4)	0.0215 (8)	0.0191 (5)	0.0014 (5)	0.0014 (4)	−0.0013 (5)

Mg1—O3	2.0315 (9)	C5—H5C	0.99
Mg1—O1	2.0415 (10)	C5—H5D	0.99
Mg1—O2	2.0489 (14)	C6—C10	1.5245 (14)
Mg1—O6	2.0492 (14)	C6—C7	1.560 (2)
Mg1—O4	2.0541 (14)	C7—C9	1.522 (2)
Mg1—O5	2.0594 (14)	C7—C8	1.5286 (19)
S1—O9	1.4551 (12)	C8—H8A	0.98
S1—O10	1.4565 (11)	C8—H8B	0.98
S1—O8	1.4600 (7)	C8—H8C	0.98
S1—C10	1.7704 (11)	C9—H9A	0.98
S2—O14	1.4558 (11)	C9—H9B	0.98
S2—O13	1.4586 (11)	C9—H9C	0.98
S2—O12	1.4602 (7)	C10—H10A	0.99
S2—C20	1.7715 (11)	C10—H10B	0.99
O1—H1A	0.73 (2)	C11—C12	1.5190 (19)
O1—H1B	0.87 (3)	C11—C16	1.5308 (17)
O2—H2A	0.94 (3)	C12—C13	1.5309 (19)
O2—H2B	0.66 (2)	C12—H12A	0.99
O3—H3A	0.92 (3)	C12—H12B	0.99
O3—H3B	0.734 (19)	C13—C14	1.534 (3)
O4—H4A	0.75 (2)	C13—C17	1.5524 (18)
O4—H4B	0.90 (2)	C13—H13	1
O5—H5A	0.65 (3)	C14—C15	1.5538 (17)
O5—H5B	0.91 (3)	C14—H14A	0.99
O6—H6A	0.87 (2)	C14—H14B	0.99
O6—H6B	0.829 (19)	C15—C16	1.559 (2)
O7—C1	1.2038 (19)	C15—H15A	0.99
O11—C11	1.2092 (17)	C15—H15B	0.99
C1—C2	1.520 (2)	C16—C20	1.5195 (15)
C1—C6	1.5317 (19)	C16—C17	1.5568 (18)
C2—C3	1.536 (2)	C17—C19	1.5290 (18)
C2—H2C	0.99	C17—C18	1.530 (2)
C2—H2D	0.99	C18—H18A	0.98
C3—C4	1.5368 (19)	C18—H18B	0.98
C3—C7	1.5520 (19)	C18—H18C	0.98
C3—H3C	1	C19—H19A	0.98
C4—C5	1.5518 (17)	C19—H19B	0.98
C4—H4C	0.99	C19—H19C	0.98
C4—H4D	0.99	C20—H20A	0.99
C5—C6	1.5568 (17)	C20—H20B	0.99
O3—Mg1—O1	178.64 (5)	C8—C7—C3	113.12 (12)
O3—Mg1—O2	86.83 (6)	C9—C7—C6	114.83 (11)
O1—Mg1—O2	92.10 (6)	C8—C7—C6	113.46 (11)
O3—Mg1—O6	88.28 (6)	C3—C7—C6	94.10 (11)
O1—Mg1—O6	90.97 (6)	C7—C8—H8A	109.5
O2—Mg1—O6	94.23 (4)	C7—C8—H8B	109.5
O3—Mg1—O4	92.89 (6)	H8A—C8—H8B	109.5
O1—Mg1—O4	88.17 (6)	C7—C8—H8C	109.5
O2—Mg1—O4	179.49 (6)	H8A—C8—H8C	109.5
O6—Mg1—O4	85.34 (6)	H8B—C8—H8C	109.5
O3—Mg1—O5	91.65 (6)	C7—C9—H9A	109.5
O1—Mg1—O5	89.11 (6)	C7—C9—H9B	109.5
O2—Mg1—O5	86.14 (6)	H9A—C9—H9B	109.5
O6—Mg1—O5	179.62 (7)	C7—C9—H9C	109.5
O4—Mg1—O5	94.30 (4)	H9A—C9—H9C	109.5
O9—S1—O10	112.20 (5)	H9B—C9—H9C	109.5
O9—S1—O8	112.36 (7)	C6—C10—S1	118.88 (7)
O10—S1—O8	112.69 (7)	C6—C10—H10A	107.6
O9—S1—C10	107.62 (8)	S1—C10—H10A	107.6
O10—S1—C10	106.77 (8)	C6—C10—H10B	107.6
O8—S1—C10	104.62 (5)	S1—C10—H10B	107.6
O14—S2—O13	112.56 (5)	H10A—C10—H10B	107
O14—S2—O12	112.17 (7)	O11—C11—C12	126.85 (12)
O13—S2—O12	112.85 (7)	O11—C11—C16	126.12 (12)
O14—S2—C20	106.54 (7)	C12—C11—C16	107.04 (10)
O13—S2—C20	108.27 (7)	C11—C12—C13	101.36 (10)
O12—S2—C20	103.79 (5)	C11—C12—H12A	111.5
Mg1—O1—H1A	125.6 (18)	C13—C12—H12A	111.5
Mg1—O1—H1B	124.8 (16)	C11—C12—H12B	111.5
H1A—O1—H1B	108.9 (18)	C13—C12—H12B	111.5
Mg1—O2—H2A	119.9 (14)	H12A—C12—H12B	109.3
Mg1—O2—H2B	123 (2)	C12—C13—C14	106.47 (13)
H2A—O2—H2B	113 (3)	C12—C13—C17	103.46 (11)
Mg1—O3—H3A	126.0 (18)	C14—C13—C17	102.52 (10)
Mg1—O3—H3B	125.1 (14)	C12—C13—H13	114.4
H3A—O3—H3B	108.7 (18)	C14—C13—H13	114.4
Mg1—O4—H4A	125.3 (14)	C17—C13—H13	114.4
Mg1—O4—H4B	121.2 (13)	C13—C14—C15	103.09 (10)
H4A—O4—H4B	104.6 (19)	C13—C14—H14A	111.1
Mg1—O5—H5A	124 (2)	C15—C14—H14A	111.1
Mg1—O5—H5B	117.1 (15)	C13—C14—H14B	111.1
H5A—O5—H5B	112 (3)	C15—C14—H14B	111.1
Mg1—O6—H6A	124.5 (13)	H14A—C14—H14B	109.1
Mg1—O6—H6B	127.8 (12)	C14—C15—C16	103.62 (11)
H6A—O6—H6B	106.4 (17)	C14—C15—H15A	111
O7—C1—C2	126.67 (13)	C16—C15—H15A	111
O7—C1—C6	126.55 (13)	C14—C15—H15B	111
C2—C1—C6	106.77 (12)	C16—C15—H15B	111
C1—C2—C3	101.85 (11)	H15A—C15—H15B	109
C1—C2—H2C	111.4	C20—C16—C11	108.45 (10)
C3—C2—H2C	111.4	C20—C16—C17	124.28 (12)
C1—C2—H2D	111.4	C11—C16—C17	100.90 (10)
C3—C2—H2D	111.4	C20—C16—C15	116.06 (12)
H2C—C2—H2D	109.3	C11—C16—C15	101.75 (11)
C2—C3—C4	105.97 (13)	C17—C16—C15	102.29 (10)
C2—C3—C7	102.39 (11)	C19—C17—C18	108.60 (13)
C4—C3—C7	103.17 (10)	C19—C17—C13	111.01 (11)
C2—C3—H3C	114.6	C18—C17—C13	113.88 (13)
C4—C3—H3C	114.6	C19—C17—C16	116.45 (11)
C7—C3—H3C	114.6	C18—C17—C16	112.67 (12)
C3—C4—C5	103.09 (10)	C13—C17—C16	93.77 (10)
C3—C4—H4C	111.1	C17—C18—H18A	109.5
C5—C4—H4C	111.1	C17—C18—H18B	109.5
C3—C4—H4D	111.1	H18A—C18—H18B	109.5
C5—C4—H4D	111.1	C17—C18—H18C	109.5
H4C—C4—H4D	109.1	H18A—C18—H18C	109.5
C4—C5—C6	104.03 (10)	H18B—C18—H18C	109.5
C4—C5—H5C	111	C17—C19—H19A	109.5
C6—C5—H5C	111	C17—C19—H19B	109.5
C4—C5—H5D	111	H19A—C19—H19B	109.5
C6—C5—H5D	111	C17—C19—H19C	109.5
H5C—C5—H5D	109	H19A—C19—H19C	109.5
C10—C6—C1	110.45 (11)	H19B—C19—H19C	109.5
C10—C6—C5	119.30 (10)	C16—C20—S2	121.03 (8)
C1—C6—C5	103.12 (12)	C16—C20—H20A	107.1
C10—C6—C7	119.05 (14)	S2—C20—H20A	107.1
C1—C6—C7	99.69 (10)	C16—C20—H20B	107.1
C5—C6—C7	102.46 (10)	S2—C20—H20B	107.1
C9—C7—C8	107.88 (13)	H20A—C20—H20B	106.8
C9—C7—C3	113.15 (11)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5OA···O6i	0.89 (3)	1.87 (3)	2.7329 (18)	163 (3)
O1—H1A···O13ii	0.73 (2)	2.06 (2)	2.782 (2)	175 (2)
O1—H1B···O14	0.88 (3)	1.89 (3)	2.757 (2)	174 (2)
O2—H2A···O12	0.94 (3)	1.84 (3)	2.7711 (17)	176 (2)
O2—H2B···O10iii	0.66 (2)	2.13 (2)	2.7966 (17)	176 (2)
O3—H3A···O9iv	0.91 (3)	1.83 (3)	2.7406 (17)	173 (3)
O3—H3B···O10v	0.73 (2)	1.99 (2)	2.7230 (17)	175.6 (18)
O4—H4A···O8v	0.75 (2)	2.07 (2)	2.8146 (17)	173 (2)
O4—H4B···O14v	0.90 (2)	1.88 (2)	2.7748 (16)	176.1 (19)
O5—H5A···O13v	0.65 (2)	2.19 (2)	2.8327 (16)	172 (3)
O5—H5B···O8iv	0.91 (3)	1.90 (3)	2.8058 (17)	173 (2)
O6—H6A···O9iii	0.87 (2)	1.88 (2)	2.7524 (17)	178 (2)
O6—H6B···O12ii	0.83 (2)	1.959 (19)	2.7767 (17)	169.5 (18)
C10—H10B···O7	0.99	2.33	2.844 (2)	111