7,7-Di­chloro-1,6-di­methyl-2-oxa-5-thia­bi­cyclo­[4.1.0]­heptane 5,5-dioxide and 6-chloro-2,3-di­hydro-7-methyl-5-methyl­ene-2H,3H,5H-1,4-dithiepine 1,1,4,4-tetraoxide

The structures of a 2-oxa-5-thia­bi­cyclo­[4.1.0]­heptane derivative, C₇H₁₀Cl₂O₃S, (I), and a 2H,3H,5H-1,4-dithiepine derivative, C₇H₉ClO₄S₂, (II), are reported. The six-membered ring in (I) has an envelope conformation and the seven-membered ring in (II) adopts a chair conformation. There are no untoward intermolecular interactions in (I), but two Cl atoms make a short intermolecular contact across an inversion centre in (II), with a Cl...Cl distance of 3.2784 (9) Å, some 0.22 Å less than the sum of the van der Waals radii.

S1. Comment

The reaction of dichlorocarbene with a 2,3-dihydro-1,4-oxathiin gives rise to a 2-oxa-5-thiabicyclo[4.1.0]heptane, a heterocyclic system whose structure has not been described previously. By contrast, the same reaction with a 2,3-dihydro-1,4-dithiin gives a 2H,3H,5H-1,4-dithiepine, a system not previously made by the ring-expansion of a six-membered heterocycle (Brewer & Znotins, 1996). In view of the novelty of the above bicycloheptane system, and the fact that no X-ray analysis of a 2H,3H,5H-1,4-dithiepine has yet been published, it was felt worthwhile to examine the structure of suitably crystalline examples of each type of compound. Details of the structures of the title compounds, the 5,5-dioxide, (I), and 1,1,4,4-tetraoxide, (II), are provided here.

The six-membered ring in (I) has an envelope conformation with C3 at the flap and the seven-membered ring in (II) adopts a chair conformation. In both compounds, molecular dimensions are normal. There are no untoward intermolecular interactions in (I), but two Cl atoms make a short intermolecular contact across an inversion centre in (II with Cl6···Cl6ⁱ [symmetry code: (i) 2 - x, 2 - y, 1 - z] 3.2784 (9) Å, some 0.22 Å less than the sum of the van der Waals radii.

S2. Experimental

The syntheses of 7,7-dichloro-1,6-dimethyl-2-oxa-5-thiabicyclo[4.1.0]heptane and 6-chloro-2,3-dihydro-7-methyl-5-methylene-2H,3H,5H-1,4-dithiepine have been described previously (Brewer & Znotins, 1996). Both compounds are somewhat unstable oils; however, oxidation with 40% peracetic acid gave the corresponding 5,5-dioxide, (I), and 1,1,4,4-tetraoxide, (II), derivatives, which are both stable crystalline solids suitable for X-ray analyses. The bicycloheptane (I) was recrystallized from ethanol to give white crystalline plates (m.p. 406–420 K); the dithiepine tetraoxide (II) was recrystallized from ethyl acetate giving chunky white needles from which a suitable crystal was cut (m.p. 439–447 K).

S3. Refinement

Molecule (I) crystallized in the monoclinic system; space group P2₁/a from the systematic absences. Molecule (II) crystallized in the triclinic system; space group P1 assumed and confirmed by the analysis. H atoms in both (I) and (II) were allowed for as riding atoms (C—H 0.93–0.97 Å). In (II), it was clear from difference maps that the methyl H atoms on C71 were disordered unequally over two orientations (in each case one C—C—H group was oriented almost normal to the associated ring plane). Refinement of tied occupancy parameters for the two orientations led to values 0.62 (3) and 0.38 (3). In (I), difference maps showed that there was no disorder of any methyl H atoms.

Computing details

For both compounds, data collection: CAD-4-PC Software (Enraf-Nonius, 1992); cell refinement: SET4 & CELDIM in CAD-4-PC Software (Enraf-Nonius, 1992); data reduction: DATRD2 in NRCVAX96 (Gabe et al., 1989); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997). Molecular graphics: NRCVAX96, ORTEPII (Johnson, 1976) and PLATON (Spek, 2000) for (2). Software used to prepare material for publication: NRCVAX96, SHELXL97, PLATON (Spek, 2000) and WORDPERFECT macro PREP8 (Ferguson, 1998) for (1); NRCVAX96, SHELXL97 and WORDPERFECT macro PREP8 (Ferguson, 1998) for (2).

(1) 7,7-Dichloro-1,6-dimethyl-2-oxa-5-thiabicyclo[4.1.0]heptane 5,5-dioxide

Crystal data

C7H10Cl2O3S	? #Insert any comments here.
Mr = 245.11	Dx = 1.633 Mg m^−3
Monoclinic, P21/a	Mo Kα radiation, λ = 0.71073 Å
a = 11.2341 (17) Å	Cell parameters from 25 reflections
b = 6.8536 (11) Å	θ = 9.5–15.8°
c = 13.0566 (12) Å	µ = 0.83 mm^−1
β = 97.307 (9)°	T = 294 K
V = 997.1 (2) Å^3	Plate, white
Z = 4	0.35 × 0.35 × 0.08 mm
F(000) = 504

Data collection

Enraf-Nonius CAD-4 diffractometer	1718 reflections with I > 2σ(I)
Radiation source: X-ray tube	Rint = 0.008
Graphite monochromator	θmax = 27.0°, θmin = 3.2°
θ/2θ scans	h = −14→14
Absorption correction: empirical (using intensity measurements) (North et al., 1968)	k = 0→8
Tmin = 0.762, Tmax = 0.931	l = 0→16
2267 measured reflections	3 standard reflections every 120 min
2166 independent reflections	intensity decay: no decay, variation 1.3%

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.075	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0354P)^2 + 0.314P] where P = (Fo^2 + 2Fc^2)/3
2166 reflections	(Δ/σ)max < 0.001
120 parameters	Δρmax = 0.30 e Å^−3
0 restraints	Δρmin = −0.25 e Å^−3

Special details

Experimental. ? #Insert any special details here.

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

	x	y	z	Uiso*/Ueq
C1	0.78475 (15)	0.4669 (3)	0.31075 (12)	0.0282 (4)
C11	0.90023 (17)	0.3928 (3)	0.36724 (16)	0.0428 (5)
H11A	0.8852	0.2762	0.4042	0.064*
H11B	0.9343	0.4903	0.4151	0.064*
H11C	0.9552	0.3645	0.3187	0.064*
O2	0.79899 (12)	0.64577 (18)	0.26284 (9)	0.0366 (3)
C3	0.7938 (2)	0.6358 (3)	0.15283 (15)	0.0452 (5)
H3A	0.8423	0.5277	0.1340	0.054*
H3B	0.8257	0.7552	0.1271	0.054*
C4	0.6653 (2)	0.6083 (3)	0.10517 (16)	0.0498 (5)
H4A	0.6596	0.6239	0.0309	0.060*
H4B	0.6150	0.7065	0.1316	0.060*
S5	0.61460 (4)	0.37282 (8)	0.13479 (3)	0.03993 (14)
O51	0.66289 (16)	0.2379 (3)	0.06725 (11)	0.0632 (5)
O52	0.48735 (13)	0.3710 (3)	0.13761 (12)	0.0579 (5)
C6	0.69069 (15)	0.3203 (3)	0.26106 (13)	0.0280 (4)
C61	0.7149 (2)	0.1032 (3)	0.27185 (18)	0.0460 (5)
H61A	0.7811	0.0692	0.2355	0.069*
H61B	0.6449	0.0321	0.2433	0.069*
H61C	0.7342	0.0708	0.3436	0.069*
C7	0.66683 (15)	0.4430 (3)	0.35355 (12)	0.0276 (4)
Cl71	0.56164 (4)	0.63113 (7)	0.33907 (4)	0.04246 (14)
Cl72	0.66578 (5)	0.32905 (8)	0.47344 (3)	0.04365 (15)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0298 (9)	0.0300 (9)	0.0250 (8)	−0.0026 (7)	0.0042 (7)	−0.0018 (7)
C11	0.0284 (9)	0.0541 (13)	0.0447 (11)	0.0016 (9)	−0.0008 (8)	−0.0001 (10)
O2	0.0452 (8)	0.0347 (7)	0.0304 (6)	−0.0091 (6)	0.0072 (6)	0.0016 (5)
C3	0.0537 (12)	0.0529 (13)	0.0308 (9)	−0.0110 (10)	0.0123 (9)	0.0070 (9)
C4	0.0574 (13)	0.0621 (14)	0.0290 (10)	−0.0012 (11)	0.0022 (9)	0.0129 (10)
S5	0.0388 (3)	0.0564 (3)	0.0237 (2)	−0.0055 (2)	0.00078 (18)	−0.0065 (2)
O51	0.0757 (12)	0.0783 (12)	0.0370 (8)	−0.0074 (10)	0.0122 (8)	−0.0258 (8)
O52	0.0369 (8)	0.0938 (13)	0.0402 (8)	−0.0088 (8)	−0.0061 (6)	−0.0002 (8)
C6	0.0289 (8)	0.0292 (9)	0.0259 (8)	−0.0002 (7)	0.0039 (7)	−0.0024 (7)
C61	0.0530 (13)	0.0299 (10)	0.0551 (13)	0.0011 (9)	0.0071 (10)	−0.0075 (9)
C7	0.0293 (9)	0.0295 (9)	0.0242 (8)	0.0013 (7)	0.0049 (6)	0.0009 (7)
Cl71	0.0417 (3)	0.0421 (3)	0.0451 (3)	0.0131 (2)	0.0117 (2)	−0.0038 (2)
Cl72	0.0501 (3)	0.0541 (3)	0.0271 (2)	−0.0100 (2)	0.00634 (19)	0.0076 (2)

Geometric parameters (Å, º)

C1—O2	1.394 (2)	C4—H4A	0.9700
C1—C6	1.540 (2)	C4—H4B	0.9700
C1—C7	1.511 (2)	S5—O51	1.4313 (16)
C1—C11	1.497 (2)	S5—O52	1.4347 (16)
C11—H11A	0.9600	S5—C6	1.7943 (17)
C11—H11B	0.9600	C6—C61	1.516 (3)
C11—H11C	0.9600	C6—C7	1.523 (2)
O2—C3	1.432 (2)	C61—H61A	0.9600
C3—C4	1.510 (3)	C61—H61B	0.9600
C3—H3A	0.9700	C61—H61C	0.9600
C3—H3B	0.9700	C7—Cl71	1.7428 (18)
C4—S5	1.770 (2)	C7—Cl72	1.7509 (17)
O2—C1—C11	112.18 (15)	O51—S5—O52	117.84 (10)
O2—C1—C7	114.66 (14)	O51—S5—C4	107.26 (11)
C11—C1—C7	121.77 (15)	O51—S5—C6	105.25 (9)
O2—C1—C6	119.74 (14)	O52—S5—C4	111.28 (11)
C11—C1—C6	119.43 (15)	O52—S5—C6	109.54 (9)
C7—C1—C6	59.88 (11)	C4—S5—C6	104.75 (9)
C1—C11—H11A	109.5	C61—C6—C7	121.05 (16)
C1—C11—H11B	109.5	C61—C6—C1	119.70 (16)
H11A—C11—H11B	109.5	C7—C6—C1	59.10 (11)
C1—C11—H11C	109.5	C61—C6—S5	109.94 (13)
H11A—C11—H11C	109.5	C7—C6—S5	120.44 (12)
H11B—C11—H11C	109.5	C1—C6—S5	118.52 (12)
C1—O2—C3	114.58 (14)	C6—C61—H61A	109.5
O2—C3—C4	109.52 (16)	C6—C61—H61B	109.5
O2—C3—H3A	109.8	H61A—C61—H61B	109.5
C4—C3—H3A	109.8	C6—C61—H61C	109.5
O2—C3—H3B	109.8	H61A—C61—H61C	109.5
C4—C3—H3B	109.8	H61B—C61—H61C	109.5
H3A—C3—H3B	108.2	C1—C7—C6	61.02 (11)
C3—C4—S5	109.96 (15)	C1—C7—Cl71	119.61 (13)
C3—C4—H4A	109.7	C6—C7—Cl71	120.51 (12)
S5—C4—H4A	109.7	C1—C7—Cl72	119.01 (12)
C3—C4—H4B	109.7	C6—C7—Cl72	118.98 (13)
S5—C4—H4B	109.7	Cl71—C7—Cl72	110.21 (9)
H4A—C4—H4B	108.2
C11—C1—O2—C3	106.79 (18)	C4—S5—C6—C7	64.04 (16)
C7—C1—O2—C3	−108.83 (17)	O51—S5—C6—C1	107.99 (14)
C6—C1—O2—C3	−40.8 (2)	O52—S5—C6—C1	−124.39 (14)
C1—O2—C3—C4	75.0 (2)	C4—S5—C6—C1	−4.95 (16)
O2—C3—C4—S5	−69.0 (2)	O2—C1—C7—C6	111.39 (16)
C3—C4—S5—O51	−78.17 (17)	C11—C1—C7—C6	−107.99 (19)
C3—C4—S5—O52	151.60 (15)	O2—C1—C7—Cl71	0.7 (2)
C3—C4—S5—C6	33.33 (17)	C11—C1—C7—Cl71	141.36 (15)
O2—C1—C6—C61	146.52 (17)	C6—C1—C7—Cl71	−110.66 (15)
C11—C1—C6—C61	1.3 (2)	O2—C1—C7—Cl72	−139.58 (13)
C7—C1—C6—C61	−110.53 (19)	C11—C1—C7—Cl72	1.0 (2)
O2—C1—C6—C7	−102.95 (17)	C6—C1—C7—Cl72	109.03 (15)
C11—C1—C6—C7	111.82 (17)	C61—C6—C7—C1	108.28 (19)
O2—C1—C6—S5	7.3 (2)	S5—C6—C7—C1	−107.08 (15)
C11—C1—C6—S5	−137.90 (15)	C61—C6—C7—Cl71	−142.50 (16)
C7—C1—C6—S5	110.28 (14)	C1—C6—C7—Cl71	109.22 (15)
O51—S5—C6—C61	−34.86 (16)	S5—C6—C7—Cl71	2.1 (2)
O52—S5—C6—C61	92.76 (16)	C61—C6—C7—Cl72	−0.8 (2)
C4—S5—C6—C61	−147.79 (15)	C1—C6—C7—Cl72	−109.09 (14)
O51—S5—C6—C7	176.97 (14)	S5—C6—C7—Cl72	143.83 (11)
O52—S5—C6—C7	−55.41 (16)

(2) 6-chloro-2,3-dihydro-7-methyl-5-methylene-2H,3H,5H-1,4-dithiepine 1,1,4,4-tetraoxide

Crystal data

C7H9ClO4S2	F(000) = 264
Mr = 256.71	? #Insert any comments here.
Triclinic, P1	Dx = 1.661 Mg m^−3
a = 8.0689 (8) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.1209 (10) Å	Cell parameters from 25 reflections
c = 9.9329 (14) Å	θ = 9.9–15.1°
α = 92.010 (11)°	µ = 0.76 mm^−1
β = 110.855 (11)°	T = 294 K
γ = 119.210 (11)°	Needle, white
V = 513.19 (11) Å^3	0.39 × 0.25 × 0.19 mm
Z = 2

Data collection

Enraf-Nonius CAD-4 diffractometer	2060 reflections with I > 2σ(I)
Radiation source: X-ray tube	Rint = 0.0
Graphite monochromator	θmax = 27.0°, θmin = 2.3°
θ/2θ scans	h = −10→8
Absorption correction: empirical (using intensity measurements) (North et al., 1968)	k = 0→10
Tmin = 0.745, Tmax = 0.867	l = −12→12
2234 measured reflections	3 standard reflections every 120 min
2234 independent reflections	intensity decay: no decay, variation 0.6%

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.029	H-atom parameters constrained
wR(F^2) = 0.076	w = 1/[σ^2(Fo^2) + (0.0357P)^2 + 0.2955P] where P = (Fo^2 + 2Fc^2)/3
S = 1.07	(Δ/σ)max < 0.001
2234 reflections	Δρmax = 0.54 e Å^−3
130 parameters	Δρmin = −0.35 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.017 (3)

Special details

Experimental. ? #Insert any special details here.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
S1	0.23091 (6)	0.29836 (6)	0.09555 (4)	0.03117 (13)
O11	0.0526 (2)	0.3128 (2)	0.01927 (18)	0.0544 (4)
O12	0.2784 (2)	0.1951 (2)	0.01103 (14)	0.0456 (3)
C2	0.1938 (3)	0.1869 (2)	0.24237 (19)	0.0318 (3)
H2A	0.2311	0.2844	0.3253	0.038*
H2B	0.0463	0.0868	0.2078	0.038*
C3	0.3227 (3)	0.0960 (2)	0.2968 (2)	0.0364 (4)
H3A	0.3034	0.0163	0.2109	0.044*
H3B	0.2676	0.0099	0.3558	0.044*
S4	0.59547 (7)	0.26222 (6)	0.40482 (4)	0.03245 (13)
O41	0.6886 (2)	0.1481 (2)	0.43410 (18)	0.0524 (4)
O42	0.6258 (2)	0.3888 (2)	0.52726 (14)	0.0446 (3)
C5	0.6900 (3)	0.4122 (3)	0.29062 (18)	0.0324 (4)
C51	0.8222 (4)	0.3991 (4)	0.2497 (3)	0.0548 (6)
H51A	0.8904	0.4889	0.2029	0.066*
H51B	0.8476	0.3001	0.2677	0.066*
C6	0.6375 (2)	0.5634 (2)	0.26788 (18)	0.0302 (3)
Cl6	0.85062 (8)	0.79698 (7)	0.36719 (6)	0.05183 (16)
C7	0.4526 (3)	0.5406 (2)	0.18693 (17)	0.0289 (3)
C71	0.4110 (3)	0.7005 (3)	0.1692 (2)	0.0404 (4)
H71A	0.2668	0.6503	0.1482	0.061*	0.62 (3)
H71B	0.4387	0.7507	0.0885	0.061*	0.62 (3)
H71C	0.5006	0.8033	0.2596	0.061*	0.62 (3)
H71D	0.5373	0.8192	0.1826	0.061*	0.38 (3)
H71E	0.3653	0.7188	0.2424	0.061*	0.38 (3)
H71F	0.3034	0.6662	0.0712	0.061*	0.38 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
S1	0.0252 (2)	0.0285 (2)	0.0252 (2)	0.00999 (16)	0.00263 (15)	0.00581 (15)
O11	0.0301 (7)	0.0506 (8)	0.0586 (9)	0.0184 (6)	−0.0005 (6)	0.0199 (7)
O12	0.0495 (8)	0.0397 (7)	0.0308 (7)	0.0151 (6)	0.0143 (6)	−0.0011 (5)
C2	0.0271 (8)	0.0302 (8)	0.0316 (8)	0.0116 (7)	0.0116 (7)	0.0088 (7)
C3	0.0345 (9)	0.0280 (8)	0.0368 (9)	0.0134 (7)	0.0102 (7)	0.0112 (7)
S4	0.0327 (2)	0.0347 (2)	0.0278 (2)	0.01993 (18)	0.00790 (17)	0.00985 (16)
O41	0.0530 (9)	0.0548 (9)	0.0573 (9)	0.0398 (8)	0.0148 (7)	0.0221 (7)
O42	0.0507 (8)	0.0484 (8)	0.0276 (6)	0.0237 (7)	0.0140 (6)	0.0065 (6)
C5	0.0269 (8)	0.0385 (9)	0.0271 (8)	0.0164 (7)	0.0085 (6)	0.0080 (7)
C51	0.0503 (12)	0.0756 (16)	0.0578 (13)	0.0415 (12)	0.0304 (11)	0.0242 (12)
C6	0.0259 (8)	0.0262 (7)	0.0265 (7)	0.0071 (6)	0.0093 (6)	0.0056 (6)
Cl6	0.0345 (3)	0.0335 (2)	0.0494 (3)	0.00058 (19)	0.0065 (2)	0.0023 (2)
C7	0.0294 (8)	0.0248 (7)	0.0264 (7)	0.0114 (6)	0.0104 (6)	0.0070 (6)
C71	0.0471 (11)	0.0346 (9)	0.0420 (10)	0.0245 (8)	0.0173 (8)	0.0140 (8)

Geometric parameters (Å, º)

S1—O11	1.4323 (14)	C5—C51	1.316 (3)
S1—O12	1.4310 (14)	C5—C6	1.481 (2)
S1—C2	1.7817 (17)	C51—H51A	0.93
S1—C7	1.7829 (16)	C51—H51B	0.93
C2—C3	1.515 (2)	C6—C7	1.332 (2)
C2—H2A	0.97	C6—Cl6	1.7338 (17)
C2—H2B	0.97	C7—C71	1.493 (2)
C3—S4	1.7704 (19)	C71—H71A	0.96
C3—H3A	0.97	C71—H71B	0.96
C3—H3B	0.97	C71—H71C	0.96
S4—O41	1.4320 (14)	C71—H71D	0.96
S4—O42	1.4322 (14)	C71—H71E	0.96
S4—C5	1.7773 (18)	C71—H71F	0.96
O11—S1—O12	118.22 (10)	S4—C5—C6	116.44 (12)
O11—S1—C2	107.38 (9)	S4—C5—C51	118.18 (16)
O11—S1—C7	107.22 (9)	C6—C5—C51	124.72 (18)
O12—S1—C2	108.41 (8)	C5—C51—H51A	120.0
O12—S1—C7	109.86 (8)	C5—C51—H51B	120.0
C2—S1—C7	104.94 (8)	H51A—C51—H51B	120.0
S1—C2—C3	113.35 (12)	Cl6—C6—C5	112.90 (12)
S1—C2—H2A	108.9	Cl6—C6—C7	118.35 (13)
S1—C2—H2B	108.9	C5—C6—C7	128.72 (15)
C3—C2—H2A	108.9	S1—C7—C6	117.96 (13)
C3—C2—H2B	108.9	S1—C7—C71	116.16 (13)
H2A—C2—H2B	107.7	C6—C7—C71	125.85 (16)
S4—C3—C2	115.66 (12)	C7—C71—H71A	109.5
S4—C3—H3A	108.4	C7—C71—H71B	109.5
S4—C3—H3B	108.4	C7—C71—H71C	109.5
C2—C3—H3A	108.4	C7—C71—H71D	109.5
C2—C3—H3B	108.4	C7—C71—H71E	109.5
H3A—C3—H3B	107.4	C7—C71—H71F	109.5
O41—S4—O42	119.29 (9)	H71A—C71—H71B	109.5
O41—S4—C3	106.53 (9)	H71A—C71—H71C	109.5
O42—S4—C3	108.93 (9)	H71B—C71—H71C	109.5
O41—S4—C5	108.62 (9)	H71D—C71—H71E	109.5
O42—S4—C5	106.21 (8)	H71D—C71—H71F	109.5
C3—S4—C5	106.64 (8)	H71E—C71—H71F	109.5
O12—S1—C2—C3	30.38 (15)	S4—C5—C6—C7	−72.0 (2)
O11—S1—C2—C3	159.16 (13)	C51—C5—C6—Cl6	−64.5 (2)
C7—S1—C2—C3	−86.97 (13)	S4—C5—C6—Cl6	106.01 (12)
S1—C2—C3—S4	73.26 (15)	C5—C6—C7—C71	179.86 (16)
C2—C3—S4—O41	−175.47 (13)	Cl6—C6—C7—C71	2.0 (2)
C2—C3—S4—O42	54.64 (15)	C5—C6—C7—S1	2.1 (2)
C2—C3—S4—C5	−59.60 (15)	Cl6—C6—C7—S1	−175.79 (8)
O41—S4—C5—C51	0.47 (19)	O12—S1—C7—C6	−51.45 (15)
O42—S4—C5—C51	129.94 (17)	O11—S1—C7—C6	178.89 (14)
C3—S4—C5—C51	−113.99 (18)	C2—S1—C7—C6	64.91 (15)
O41—S4—C5—C6	−170.68 (13)	O12—S1—C7—C71	130.59 (14)
O42—S4—C5—C6	−41.22 (14)	O11—S1—C7—C71	0.92 (16)
C3—S4—C5—C6	74.86 (14)	C2—S1—C7—C71	−113.06 (14)
C51—C5—C6—C7	117.5 (2)