Bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)pentasulfane: an occupancy modulated structure
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768104010699/ck5003sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768104010699/ck5003IV-asup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768104010699/ck5003IV-bsup3.hkl |
CCDC reference: 248459
For both compounds, data collection: COLLECT (Nonius, 2000); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SIR92 (Altomare et al., 1994). Program(s) used to refine structure: SHELXL97 (Sheldrick, 1997) for IV-a; RAELS00 (Rae, 2000) for IV-b. Molecular graphics: ORTEPII (Johnson, 1976) for IV-a; PLATON (Spek, 2003) for IV-b. Software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003) for IV-a; RAELS00 and manual editing for IV-b.
C16H24Cl2O2S5 | F(000) = 1000 |
Mr = 479.57 | Dx = 1.428 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 11.6666 (1) Å | Cell parameters from 39932 reflections |
b = 8.1343 (1) Å | θ = 2.0–30.0° |
c = 23.8366 (2) Å | µ = 0.77 mm−1 |
β = 99.6985 (6)° | T = 160 K |
V = 2229.75 (4) Å3 | Prism, colourless |
Z = 4 | 0.25 × 0.22 × 0.17 mm |
Nonius KappaCCD area-detector diffractometer | 6525 independent reflections |
Radiation source: Nonius FR590 sealed tube generator | 4992 reflections with I > 2σ(I) |
Horizontally mounted graphite crystal monochromator | Rint = 0.053 |
Detector resolution: 9 pixels mm-1 | θmax = 30.0°, θmin = 2.7° |
ω scans with κ offsets | h = −16→16 |
Absorption correction: multi-scan (Blessing, 1995) | k = −11→11 |
Tmin = 0.811, Tmax = 0.880 | l = −33→33 |
53514 measured reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.033 | H-atom parameters constrained |
wR(F2) = 0.086 | w = 1/[σ2(Fo2) + (0.0396P)2 + 0.5412P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max = 0.001 |
6523 reflections | Δρmax = 0.31 e Å−3 |
298 parameters | Δρmin = −0.29 e Å−3 |
0 restraints |
C16H24Cl2O2S5 | V = 2229.75 (4) Å3 |
Mr = 479.57 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 11.6666 (1) Å | µ = 0.77 mm−1 |
b = 8.1343 (1) Å | T = 160 K |
c = 23.8366 (2) Å | 0.25 × 0.22 × 0.17 mm |
β = 99.6985 (6)° |
Nonius KappaCCD area-detector diffractometer | 6525 independent reflections |
Absorption correction: multi-scan (Blessing, 1995) | 4992 reflections with I > 2σ(I) |
Tmin = 0.811, Tmax = 0.880 | Rint = 0.053 |
53514 measured reflections |
R[F2 > 2σ(F2)] = 0.033 | 0 restraints |
wR(F2) = 0.086 | H-atom parameters constrained |
S = 1.04 | Δρmax = 0.31 e Å−3 |
6523 reflections | Δρmin = −0.29 e Å−3 |
298 parameters |
Experimental. Solvent used: hexane Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (°.): 0.440 (1) Frames collected: 629 Seconds exposure per frame: 26 Degrees rotation per frame: 1.3 Crystal-Detector distance (mm): 37.0 |
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 | Occ. (<1) | |
Cl1A | 0.33632 (5) | 1.03916 (8) | 0.10305 (3) | 0.03214 (13) | 0.8537 (10) |
Cl2A | 0.75370 (6) | 1.24679 (9) | 0.30670 (3) | 0.03523 (15) | 0.8537 (10) |
S1A | 0.29062 (5) | 0.78998 (8) | 0.18470 (3) | 0.02642 (12) | 0.8537 (10) |
S2A | 0.33802 (4) | 0.96808 (6) | 0.244104 (17) | 0.03399 (12) | 0.8537 (10) |
S3A | 0.50805 (5) | 1.02907 (8) | 0.24015 (2) | 0.03531 (14) | 0.8537 (10) |
S4A | 0.60827 (4) | 0.88265 (5) | 0.299657 (17) | 0.02906 (11) | 0.8537 (10) |
S5A | 0.64206 (6) | 1.01331 (9) | 0.37350 (3) | 0.02420 (13) | 0.8537 (10) |
O1 | −0.04528 (8) | 0.86186 (14) | 0.05261 (5) | 0.0389 (3) | |
C1 | 0.22528 (11) | 0.90502 (16) | 0.12333 (5) | 0.0234 (3) | |
C2 | 0.10502 (11) | 0.99627 (17) | 0.12484 (6) | 0.0249 (3) | |
C3 | 0.05230 (11) | 0.87918 (17) | 0.07755 (6) | 0.0256 (3) | |
C4 | 0.16556 (11) | 0.79051 (17) | 0.07283 (5) | 0.0228 (3) | |
C5 | 0.09905 (14) | 1.17574 (19) | 0.10552 (7) | 0.0357 (3) | |
H51 | 0.1282 | 1.1851 | 0.0694 | 0.054* | |
H52 | 0.1469 | 1.2435 | 0.1344 | 0.054* | |
H53 | 0.0182 | 1.2137 | 0.1003 | 0.054* | |
C6 | 0.05086 (14) | 0.9757 (2) | 0.17847 (7) | 0.0392 (4) | |
H61 | −0.0309 | 1.0093 | 0.1705 | 0.059* | |
H62 | 0.0928 | 1.0443 | 0.2090 | 0.059* | |
H63 | 0.0559 | 0.8602 | 0.1903 | 0.059* | |
C7 | 0.20316 (13) | 0.8211 (2) | 0.01533 (6) | 0.0349 (3) | |
H71 | 0.1536 | 0.7573 | −0.0142 | 0.052* | |
H72 | 0.2843 | 0.7871 | 0.0172 | 0.052* | |
H73 | 0.1957 | 0.9383 | 0.0060 | 0.052* | |
C8 | 0.16229 (13) | 0.60658 (17) | 0.08510 (7) | 0.0327 (3) | |
H81 | 0.1329 | 0.5890 | 0.1208 | 0.049* | |
H82 | 0.2409 | 0.5610 | 0.0884 | 0.049* | |
H83 | 0.1110 | 0.5517 | 0.0539 | 0.049* | |
Cl2B | 0.6560 (4) | 0.9719 (5) | 0.39170 (17) | 0.0343 (9) | 0.1463 (10) |
Cl1B | 0.2475 (3) | 0.7590 (5) | 0.19091 (15) | 0.0347 (8) | 0.1463 (10) |
S5B | 0.7081 (3) | 1.2243 (4) | 0.31238 (15) | 0.0280 (7) | 0.1463 (10) |
S4B | 0.6507 (2) | 1.0538 (4) | 0.25178 (10) | 0.0358 (7) | 0.1463 (10) |
S3B | 0.4812 (3) | 0.9944 (5) | 0.25876 (16) | 0.0405 (9) | 0.1463 (10) |
S2B | 0.3774 (2) | 1.1335 (3) | 0.19852 (11) | 0.0342 (7) | 0.1463 (10) |
S1B | 0.3510 (3) | 1.0016 (5) | 0.12447 (15) | 0.0281 (7) | 0.1463 (10) |
O2 | 1.04804 (9) | 1.12079 (15) | 0.43930 (5) | 0.0425 (3) | |
C9 | 0.77769 (11) | 1.10972 (17) | 0.36784 (5) | 0.0232 (3) | |
C10 | 0.83894 (11) | 1.20318 (17) | 0.42319 (5) | 0.0244 (3) | |
C11 | 0.94877 (11) | 1.10965 (18) | 0.41590 (6) | 0.0269 (3) | |
C12 | 0.89018 (12) | 1.00020 (17) | 0.36748 (6) | 0.0262 (3) | |
C13 | 0.84895 (14) | 1.38945 (19) | 0.42016 (7) | 0.0384 (4) | |
H131 | 0.8980 | 1.4300 | 0.4549 | 0.058* | |
H132 | 0.7714 | 1.4386 | 0.4167 | 0.058* | |
H133 | 0.8839 | 1.4196 | 0.3870 | 0.058* | |
C14 | 0.79614 (13) | 1.1516 (2) | 0.47797 (6) | 0.0337 (3) | |
H141 | 0.7948 | 1.0313 | 0.4804 | 0.051* | |
H142 | 0.7176 | 1.1947 | 0.4776 | 0.051* | |
H143 | 0.8487 | 1.1957 | 0.5109 | 0.051* | |
C15 | 0.94744 (15) | 1.0034 (2) | 0.31442 (7) | 0.0428 (4) | |
H151 | 0.9593 | 1.1176 | 0.3037 | 0.064* | |
H152 | 0.8971 | 0.9475 | 0.2831 | 0.064* | |
H153 | 1.0227 | 0.9470 | 0.3224 | 0.064* | |
C16 | 0.88098 (14) | 0.82255 (19) | 0.38789 (7) | 0.0377 (4) | |
H161 | 0.9589 | 0.7745 | 0.3969 | 0.057* | |
H162 | 0.8337 | 0.7580 | 0.3578 | 0.057* | |
H163 | 0.8444 | 0.8217 | 0.4220 | 0.057* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cl1A | 0.0277 (3) | 0.0339 (3) | 0.0352 (3) | −0.0101 (2) | 0.0065 (2) | 0.0033 (2) |
Cl2A | 0.0358 (3) | 0.0400 (3) | 0.0278 (2) | −0.0058 (3) | −0.0009 (2) | 0.01356 (19) |
S1A | 0.0267 (3) | 0.0267 (3) | 0.0232 (2) | 0.0007 (2) | −0.0033 (2) | 0.00277 (19) |
S2A | 0.0303 (2) | 0.0463 (3) | 0.0234 (2) | 0.00314 (19) | −0.00119 (16) | −0.00881 (18) |
S3A | 0.0348 (3) | 0.0419 (3) | 0.0253 (3) | −0.0082 (2) | −0.0061 (2) | −0.0003 (2) |
S4A | 0.0281 (2) | 0.0307 (2) | 0.0266 (2) | −0.00383 (17) | −0.00066 (15) | −0.00619 (16) |
S5A | 0.0196 (2) | 0.0325 (3) | 0.0202 (3) | −0.0048 (2) | 0.0028 (2) | −0.0017 (2) |
O1 | 0.0201 (5) | 0.0417 (7) | 0.0511 (6) | 0.0001 (5) | −0.0045 (4) | −0.0002 (5) |
C1 | 0.0201 (6) | 0.0233 (7) | 0.0253 (6) | −0.0002 (5) | 0.0000 (5) | −0.0003 (5) |
C2 | 0.0222 (6) | 0.0252 (7) | 0.0270 (6) | 0.0035 (5) | 0.0030 (5) | 0.0003 (5) |
C3 | 0.0212 (6) | 0.0247 (7) | 0.0299 (7) | 0.0005 (5) | 0.0014 (5) | 0.0036 (5) |
C4 | 0.0194 (6) | 0.0241 (7) | 0.0233 (6) | 0.0006 (5) | −0.0011 (5) | −0.0018 (5) |
C5 | 0.0403 (9) | 0.0262 (8) | 0.0397 (8) | 0.0058 (6) | 0.0043 (7) | 0.0005 (6) |
C6 | 0.0345 (8) | 0.0516 (10) | 0.0342 (8) | 0.0071 (7) | 0.0135 (7) | 0.0033 (7) |
C7 | 0.0329 (8) | 0.0471 (10) | 0.0237 (7) | 0.0079 (7) | 0.0019 (6) | 0.0026 (6) |
C8 | 0.0319 (8) | 0.0243 (7) | 0.0398 (8) | 0.0005 (6) | 0.0002 (6) | −0.0042 (6) |
Cl2B | 0.0269 (17) | 0.039 (2) | 0.037 (2) | −0.0126 (14) | 0.0065 (16) | 0.0016 (15) |
Cl1B | 0.040 (2) | 0.0341 (18) | 0.0275 (14) | −0.0052 (15) | −0.0029 (14) | 0.0123 (11) |
S5B | 0.0350 (19) | 0.0193 (14) | 0.0256 (14) | 0.0021 (14) | −0.0071 (14) | −0.0006 (10) |
S4B | 0.0336 (14) | 0.0474 (17) | 0.0240 (12) | 0.0026 (12) | −0.0020 (10) | −0.0099 (11) |
S3B | 0.041 (2) | 0.046 (2) | 0.0297 (19) | −0.0080 (15) | −0.0070 (14) | −0.0032 (15) |
S2B | 0.0322 (13) | 0.0325 (14) | 0.0344 (13) | −0.0038 (11) | −0.0048 (10) | −0.0059 (10) |
S1B | 0.0215 (14) | 0.0350 (19) | 0.0282 (18) | −0.0071 (12) | 0.0052 (13) | −0.0001 (13) |
O2 | 0.0211 (5) | 0.0507 (7) | 0.0513 (7) | 0.0005 (5) | −0.0066 (5) | −0.0012 (6) |
C9 | 0.0214 (6) | 0.0245 (7) | 0.0223 (6) | −0.0010 (5) | −0.0005 (5) | 0.0023 (5) |
C10 | 0.0212 (6) | 0.0256 (7) | 0.0241 (6) | −0.0003 (5) | −0.0027 (5) | −0.0025 (5) |
C11 | 0.0215 (6) | 0.0277 (7) | 0.0304 (7) | −0.0011 (5) | 0.0008 (5) | 0.0031 (6) |
C12 | 0.0218 (6) | 0.0267 (7) | 0.0307 (7) | 0.0008 (5) | 0.0063 (5) | −0.0012 (5) |
C13 | 0.0383 (8) | 0.0263 (8) | 0.0485 (9) | −0.0039 (7) | 0.0012 (7) | −0.0069 (7) |
C14 | 0.0331 (8) | 0.0443 (9) | 0.0221 (6) | 0.0064 (7) | 0.0001 (6) | −0.0007 (6) |
C15 | 0.0356 (8) | 0.0571 (11) | 0.0395 (9) | −0.0042 (8) | 0.0168 (7) | −0.0077 (8) |
C16 | 0.0351 (8) | 0.0263 (8) | 0.0520 (9) | 0.0057 (6) | 0.0081 (7) | 0.0020 (7) |
Cl1A—C1 | 1.8204 (14) | C8—H82 | 0.9800 |
Cl2A—C9 | 1.8188 (14) | C8—H83 | 0.9800 |
S1A—C1 | 1.7946 (14) | Cl2B—C9 | 1.966 (4) |
S1A—S2A | 2.0361 (7) | S5B—C9 | 1.707 (4) |
S2A—S3A | 2.0623 (8) | S5B—S4B | 2.033 (4) |
S3A—S4A | 2.0589 (8) | S4B—S3B | 2.070 (5) |
S4A—S5A | 2.0370 (8) | S3B—S2B | 2.054 (5) |
S5A—C9 | 1.7914 (15) | S2B—S1B | 2.044 (4) |
O1—C3 | 1.2004 (16) | O2—C11 | 1.2012 (16) |
C1—C4 | 1.5873 (18) | C9—C10 | 1.5847 (18) |
C1—C2 | 1.5930 (18) | C9—C12 | 1.5874 (18) |
C1—S1B | 1.660 (4) | C10—C13 | 1.522 (2) |
C1—Cl1B | 1.983 (4) | C10—C11 | 1.5251 (19) |
C2—C3 | 1.5240 (19) | C10—C14 | 1.5331 (19) |
C2—C6 | 1.528 (2) | C11—C12 | 1.5251 (19) |
C2—C5 | 1.529 (2) | C12—C15 | 1.527 (2) |
C3—C4 | 1.5261 (18) | C12—C16 | 1.534 (2) |
C4—C8 | 1.5262 (19) | C13—H131 | 0.9800 |
C4—C7 | 1.5282 (18) | C13—H132 | 0.9800 |
C5—H51 | 0.9800 | C13—H133 | 0.9800 |
C5—H52 | 0.9800 | C14—H141 | 0.9800 |
C5—H53 | 0.9800 | C14—H142 | 0.9800 |
C6—H61 | 0.9800 | C14—H143 | 0.9800 |
C6—H62 | 0.9800 | C15—H151 | 0.9800 |
C6—H63 | 0.9800 | C15—H152 | 0.9800 |
C7—H71 | 0.9800 | C15—H153 | 0.9800 |
C7—H72 | 0.9800 | C16—H161 | 0.9800 |
C7—H73 | 0.9800 | C16—H162 | 0.9800 |
C8—H81 | 0.9800 | C16—H163 | 0.9800 |
C1—S1A—S2A | 102.95 (5) | C9—S5B—S4B | 103.56 (19) |
S1A—S2A—S3A | 106.86 (3) | S5B—S4B—S3B | 107.85 (19) |
S4A—S3A—S2A | 105.56 (3) | S2B—S3B—S4B | 105.9 (2) |
S5A—S4A—S3A | 107.35 (3) | S1B—S2B—S3B | 107.46 (19) |
C9—S5A—S4A | 102.02 (5) | C1—S1B—S2B | 105.5 (2) |
C4—C1—C2 | 90.85 (9) | C10—C9—C12 | 90.94 (9) |
C4—C1—S1B | 124.33 (15) | C10—C9—S5B | 118.15 (15) |
C2—C1—S1B | 123.92 (17) | C12—C9—S5B | 126.02 (16) |
C4—C1—S1A | 112.59 (9) | C10—C9—S5A | 115.31 (9) |
C2—C1—S1A | 118.64 (9) | C12—C9—S5A | 119.75 (10) |
C4—C1—Cl1A | 113.04 (9) | C10—C9—Cl2A | 111.10 (9) |
C2—C1—Cl1A | 113.30 (9) | C12—C9—Cl2A | 110.82 (9) |
S1A—C1—Cl1A | 107.79 (7) | S5A—C9—Cl2A | 108.06 (7) |
C4—C1—Cl1B | 104.20 (14) | C10—C9—Cl2B | 106.19 (15) |
C2—C1—Cl1B | 104.83 (14) | C12—C9—Cl2B | 108.63 (16) |
S1B—C1—Cl1B | 106.02 (17) | S5B—C9—Cl2B | 105.24 (18) |
C3—C2—C6 | 112.21 (12) | C13—C10—C11 | 114.74 (12) |
C3—C2—C5 | 112.44 (11) | C13—C10—C14 | 110.58 (12) |
C6—C2—C5 | 110.64 (12) | C11—C10—C14 | 111.16 (11) |
C3—C2—C1 | 86.53 (9) | C13—C10—C9 | 117.74 (11) |
C6—C2—C1 | 117.25 (11) | C11—C10—C9 | 86.31 (10) |
C5—C2—C1 | 115.70 (12) | C14—C10—C9 | 114.32 (11) |
O1—C3—C2 | 132.11 (13) | O2—C11—C10 | 132.24 (13) |
O1—C3—C4 | 131.96 (13) | O2—C11—C12 | 132.04 (14) |
C2—C3—C4 | 95.93 (10) | C10—C11—C12 | 95.70 (10) |
C3—C4—C8 | 113.53 (11) | C11—C12—C15 | 114.47 (12) |
C3—C4—C7 | 111.85 (11) | C11—C12—C16 | 110.87 (12) |
C8—C4—C7 | 110.57 (12) | C15—C12—C16 | 110.02 (13) |
C3—C4—C1 | 86.66 (9) | C11—C12—C9 | 86.21 (10) |
C8—C4—C1 | 116.86 (11) | C15—C12—C9 | 118.19 (12) |
C7—C4—C1 | 115.42 (11) | C16—C12—C9 | 115.14 (11) |
C2—C5—H51 | 109.5 | C10—C13—H131 | 109.5 |
C2—C5—H52 | 109.5 | C10—C13—H132 | 109.5 |
H51—C5—H52 | 109.5 | H131—C13—H132 | 109.5 |
C2—C5—H53 | 109.5 | C10—C13—H133 | 109.5 |
H51—C5—H53 | 109.5 | H131—C13—H133 | 109.5 |
H52—C5—H53 | 109.5 | H132—C13—H133 | 109.5 |
C2—C6—H61 | 109.5 | C10—C14—H141 | 109.5 |
C2—C6—H62 | 109.5 | C10—C14—H142 | 109.5 |
H61—C6—H62 | 109.5 | H141—C14—H142 | 109.5 |
C2—C6—H63 | 109.5 | C10—C14—H143 | 109.5 |
H61—C6—H63 | 109.5 | H141—C14—H143 | 109.5 |
H62—C6—H63 | 109.5 | H142—C14—H143 | 109.5 |
C4—C7—H71 | 109.5 | C12—C15—H151 | 109.5 |
C4—C7—H72 | 109.5 | C12—C15—H152 | 109.5 |
H71—C7—H72 | 109.5 | H151—C15—H152 | 109.5 |
C4—C7—H73 | 109.5 | C12—C15—H153 | 109.5 |
H71—C7—H73 | 109.5 | H151—C15—H153 | 109.5 |
H72—C7—H73 | 109.5 | H152—C15—H153 | 109.5 |
C4—C8—H81 | 109.5 | C12—C16—H161 | 109.5 |
C4—C8—H82 | 109.5 | C12—C16—H162 | 109.5 |
H81—C8—H82 | 109.5 | H161—C16—H162 | 109.5 |
C4—C8—H83 | 109.5 | C12—C16—H163 | 109.5 |
H81—C8—H83 | 109.5 | H161—C16—H163 | 109.5 |
H82—C8—H83 | 109.5 | H162—C16—H163 | 109.5 |
C1—S1A—S2A—S3A | −93.20 (5) | C4—C1—S1B—S2B | 178.09 (13) |
S1A—S2A—S3A—S4A | −92.85 (4) | C2—C1—S1B—S2B | 59.4 (2) |
S2A—S3A—S4A—S5A | −93.34 (4) | Cl1B—C1—S1B—S2B | −61.6 (2) |
S3A—S4A—S5A—C9 | −92.40 (6) | S3B—S2B—S1B—C1 | 95.3 (2) |
S2A—S1A—C1—C4 | −172.41 (8) | S4B—S5B—C9—C10 | 177.81 (14) |
S2A—S1A—C1—C2 | −68.21 (10) | S4B—S5B—C9—C12 | 63.5 (2) |
S2A—S1A—C1—Cl1A | 62.23 (7) | S4B—S5B—C9—Cl2B | −63.9 (2) |
C4—C1—C2—C3 | 1.55 (9) | S4A—S5A—C9—C10 | −171.78 (8) |
S1B—C1—C2—C3 | 135.15 (18) | S4A—S5A—C9—C12 | −64.84 (10) |
S1A—C1—C2—C3 | −114.92 (10) | S4A—S5A—C9—Cl2A | 63.26 (7) |
Cl1A—C1—C2—C3 | 117.18 (9) | C12—C9—C10—C13 | 122.89 (13) |
Cl1B—C1—C2—C3 | −103.39 (14) | S5B—C9—C10—C13 | −9.6 (2) |
C4—C1—C2—C6 | 114.80 (13) | S5A—C9—C10—C13 | −113.27 (13) |
S1B—C1—C2—C6 | −111.6 (2) | Cl2A—C9—C10—C13 | 10.09 (15) |
S1A—C1—C2—C6 | −1.67 (17) | Cl2B—C9—C10—C13 | −127.39 (18) |
Cl1A—C1—C2—C6 | −129.57 (12) | C12—C9—C10—C11 | 6.80 (10) |
Cl1B—C1—C2—C6 | 9.87 (18) | S5B—C9—C10—C11 | −125.72 (18) |
C4—C1—C2—C5 | −111.73 (12) | S5A—C9—C10—C11 | 130.63 (10) |
S1B—C1—C2—C5 | 21.9 (2) | Cl2A—C9—C10—C11 | −106.00 (10) |
S1A—C1—C2—C5 | 131.80 (11) | Cl2B—C9—C10—C11 | 116.52 (16) |
Cl1A—C1—C2—C5 | 3.90 (15) | C12—C9—C10—C14 | −104.78 (12) |
Cl1B—C1—C2—C5 | 143.34 (15) | S5B—C9—C10—C14 | 122.71 (19) |
C6—C2—C3—O1 | 60.0 (2) | S5A—C9—C10—C14 | 19.06 (15) |
C5—C2—C3—O1 | −65.5 (2) | Cl2A—C9—C10—C14 | 142.43 (10) |
C1—C2—C3—O1 | 178.07 (16) | Cl2B—C9—C10—C14 | 4.95 (19) |
C6—C2—C3—C4 | −119.69 (12) | C13—C10—C11—O2 | 52.4 (2) |
C5—C2—C3—C4 | 114.81 (12) | C14—C10—C11—O2 | −74.0 (2) |
C1—C2—C3—C4 | −1.62 (10) | C9—C10—C11—O2 | 171.35 (17) |
O1—C3—C4—C8 | −60.1 (2) | C13—C10—C11—C12 | −126.04 (13) |
C2—C3—C4—C8 | 119.54 (12) | C14—C10—C11—C12 | 107.57 (12) |
O1—C3—C4—C7 | 65.8 (2) | C9—C10—C11—C12 | −7.11 (10) |
C2—C3—C4—C7 | −114.47 (12) | O2—C11—C12—C15 | −52.0 (2) |
O1—C3—C4—C1 | −178.07 (16) | C10—C11—C12—C15 | 126.44 (13) |
C2—C3—C4—C1 | 1.62 (10) | O2—C11—C12—C16 | 73.1 (2) |
C2—C1—C4—C3 | −1.54 (9) | C10—C11—C12—C16 | −108.39 (12) |
S1B—C1—C4—C3 | −134.86 (19) | O2—C11—C12—C9 | −171.37 (17) |
S1A—C1—C4—C3 | 120.14 (9) | C10—C11—C12—C9 | 7.10 (10) |
Cl1A—C1—C4—C3 | −117.41 (10) | C10—C9—C12—C11 | −6.80 (10) |
Cl1B—C1—C4—C3 | 103.98 (14) | S5B—C9—C12—C11 | 119.74 (18) |
C2—C1—C4—C8 | −116.30 (12) | S5A—C9—C12—C11 | −126.92 (10) |
S1B—C1—C4—C8 | 110.4 (2) | Cl2A—C9—C12—C11 | 106.25 (10) |
S1A—C1—C4—C8 | 5.39 (15) | Cl2B—C9—C12—C11 | −114.25 (16) |
Cl1A—C1—C4—C8 | 127.83 (11) | C10—C9—C12—C15 | −122.61 (13) |
Cl1B—C1—C4—C8 | −10.77 (18) | S5B—C9—C12—C15 | 3.9 (2) |
C2—C1—C4—C7 | 111.10 (12) | S5A—C9—C12—C15 | 117.27 (13) |
S1B—C1—C4—C7 | −22.2 (2) | Cl2A—C9—C12—C15 | −9.57 (16) |
S1A—C1—C4—C7 | −127.21 (11) | Cl2B—C9—C12—C15 | 129.94 (17) |
Cl1A—C1—C4—C7 | −4.76 (14) | C10—C9—C12—C16 | 104.50 (13) |
Cl1B—C1—C4—C7 | −143.37 (16) | S5B—C9—C12—C16 | −128.96 (19) |
C9—S5B—S4B—S3B | 94.6 (2) | S5A—C9—C12—C16 | −15.62 (16) |
S5B—S4B—S3B—S2B | 97.6 (2) | Cl2A—C9—C12—C16 | −142.46 (11) |
S4B—S3B—S2B—S1B | 88.6 (2) | Cl2B—C9—C12—C16 | −2.9 (2) |
C16H24Cl2O2S5 | F(000) = 1000 |
Mr = 479.57 | Dx = 1.428 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 11.6666 (1) Å | Cell parameters from 39932 reflections |
b = 8.1343 (1) Å | θ = 2.0–30.0° |
c = 23.8366 (2) Å | µ = 0.77 mm−1 |
β = 99.6985 (6)° | T = 160 K |
V = 2229.75 (4) Å3 | Prism, colourless |
Z = 4 | 0.25 × 0.22 × 0.17 mm |
Nonius KappaCCD area-detector diffractometer | 6524 independent reflections |
Radiation source: Nonius FR590 sealed tube generator | 4595 reflections with I > 3σ(I) |
Horizontally mounted graphite crystal monochromator | Rint = 0.053 |
Detector resolution: 9 pixels mm-1 | θmax = 30.0°, θmin = 2.7° |
ω scans with κ offsets | h = −16→16 |
Absorption correction: multi-scan (Blessing, 1995) | k = −11→11 |
Tmin = 0.811, Tmax = 0.880 | l = −33→33 |
53514 measured reflections |
Refinement on F | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.039 | H-atom parameters constrained |
wR(F2) = 0.059 | w = 1/[σ2(Fo) + (0.03Fo)2] |
S = 1.42 | (Δ/σ)max = 0.05 |
4595 reflections | Δρmax = 0.51 e Å−3 |
188 parameters | Δρmin = −0.78 e Å−3 |
C16H24Cl2O2S5 | V = 2229.75 (4) Å3 |
Mr = 479.57 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 11.6666 (1) Å | µ = 0.77 mm−1 |
b = 8.1343 (1) Å | T = 160 K |
c = 23.8366 (2) Å | 0.25 × 0.22 × 0.17 mm |
β = 99.6985 (6)° |
Nonius KappaCCD area-detector diffractometer | 6524 independent reflections |
Absorption correction: multi-scan (Blessing, 1995) | 4595 reflections with I > 3σ(I) |
Tmin = 0.811, Tmax = 0.880 | Rint = 0.053 |
53514 measured reflections |
R[F2 > 2σ(F2)] = 0.039 | 188 parameters |
wR(F2) = 0.059 | H-atom parameters constrained |
S = 1.42 | Δρmax = 0.51 e Å−3 |
4595 reflections | Δρmin = −0.78 e Å−3 |
Experimental. Solvent used: hexane Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (°.): 0.440 (1) Frames collected: 629 Seconds exposure per frame: 26 Degrees rotation per frame: 1.3 Crystal-Detector distance (mm): 37.0 |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
CL1 | 0.3358 (1) | 0.5403 (1) | 0.1026 (1) | 0.0322 (2) | 0.732 (1) |
CL2 | 0.7529 (1) | 0.7474 (1) | 0.3062 (1) | 0.0345 (2) | 0.732 (1) |
S1 | 0.2893 (1) | 0.2919 (1) | 0.1845 (1) | 0.0261 (1) | 0.732 (1) |
S2 | 0.3362 (1) | 0.4715 (1) | 0.2435 (1) | 0.0321 (2) | 0.732 (1) |
S3 | 0.5063 (1) | 0.5328 (1) | 0.2400 (1) | 0.0335 (2) | 0.732 (1) |
S4 | 0.6059 (1) | 0.3850 (1) | 0.2993 (1) | 0.0279 (2) | 0.732 (1) |
S5 | 0.6411 (1) | 0.5150 (1) | 0.3734 (1) | 0.0232 (1) | 0.732 (1) |
O1 | −0.0447 (1) | 0.3611 (2) | 0.0512 (1) | 0.035 (1) | 0.732 (1) |
O2 | 1.0484 (1) | 0.6168 (2) | 0.4383 (1) | 0.035 (1) | 0.732 (1) |
C1 | 0.2254 (2) | 0.4079 (3) | 0.1218 (1) | 0.020 (1) | 0.732 (1) |
C2 | 0.1046 (2) | 0.4969 (3) | 0.1232 (1) | 0.022 (1) | 0.732 (1) |
C3 | 0.0524 (2) | 0.3790 (3) | 0.0762 (1) | 0.023 (1) | 0.732 (1) |
C4 | 0.1660 (2) | 0.2897 (3) | 0.0723 (1) | 0.021 (1) | 0.732 (1) |
C5 | 0.0975 (2) | 0.6771 (3) | 0.1040 (1) | 0.032 (1) | 0.732 (1) |
C6 | 0.0505 (2) | 0.4746 (3) | 0.1772 (1) | 0.036 (1) | 0.732 (1) |
C7 | 0.2029 (2) | 0.3180 (3) | 0.0144 (1) | 0.028 (1) | 0.732 (1) |
C8 | 0.1627 (2) | 0.1069 (3) | 0.0861 (1) | 0.031 (1) | 0.732 (1) |
C9 | 0.7779 (2) | 0.6115 (3) | 0.3666 (1) | 0.020 (1) | 0.732 (1) |
C10 | 0.8890 (2) | 0.4985 (3) | 0.3665 (1) | 0.022 (1) | 0.732 (1) |
C11 | 0.9487 (2) | 0.6068 (3) | 0.4148 (1) | 0.023 (1) | 0.732 (1) |
C12 | 0.8399 (2) | 0.7024 (3) | 0.4224 (1) | 0.021 (1) | 0.732 (1) |
C13 | 0.8771 (2) | 0.3210 (3) | 0.3872 (1) | 0.032 (1) | 0.732 (1) |
C14 | 0.9471 (2) | 0.4991 (3) | 0.3138 (1) | 0.036 (1) | 0.732 (1) |
C15 | 0.7957 (2) | 0.6491 (3) | 0.4770 (1) | 0.028 (1) | 0.732 (1) |
C16 | 0.8513 (2) | 0.8889 (3) | 0.4204 (1) | 0.031 (1) | 0.732 (1) |
CL11 | 0.3385 (2) | 0.5317 (2) | 0.1059 (1) | 0.0322 (2) | 0.134 (1) |
CL21 | 0.7548 (2) | 0.7406 (3) | 0.3096 (1) | 0.0345 (2) | 0.134 (1) |
S11 | 0.2969 (1) | 0.2767 (2) | 0.1865 (1) | 0.0261 (1) | 0.134 (1) |
S21 | 0.3494 (2) | 0.4467 (4) | 0.2482 (1) | 0.0321 (2) | 0.134 (1) |
S31 | 0.5180 (2) | 0.5064 (5) | 0.2410 (2) | 0.0335 (2) | 0.134 (1) |
S41 | 0.6222 (3) | 0.3688 (3) | 0.3019 (1) | 0.0279 (2) | 0.134 (1) |
S51 | 0.6475 (2) | 0.5002 (3) | 0.3758 (1) | 0.0232 (1) | 0.134 (1) |
O11 | −0.0396 (2) | 0.3425 (4) | 0.0545 (1) | 0.035 (1) | 0.134 (1) |
O21 | 1.0537 (2) | 0.6123 (4) | 0.4401 (1) | 0.035 (1) | 0.134 (1) |
C011 | 0.2304 (2) | 0.3943 (3) | 0.1247 (1) | 0.020 (1) | 0.134 (1) |
C021 | 0.1085 (2) | 0.4789 (4) | 0.1270 (1) | 0.022 (1) | 0.134 (1) |
C031 | 0.0575 (2) | 0.3622 (4) | 0.0794 (1) | 0.023 (1) | 0.134 (1) |
C041 | 0.1722 (2) | 0.2772 (4) | 0.0746 (1) | 0.021 (1) | 0.134 (1) |
C051 | 0.0985 (3) | 0.6601 (4) | 0.1088 (1) | 0.032 (1) | 0.134 (1) |
C061 | 0.0555 (3) | 0.4514 (4) | 0.1810 (1) | 0.036 (1) | 0.134 (1) |
C071 | 0.2079 (3) | 0.3103 (4) | 0.0167 (1) | 0.028 (1) | 0.134 (1) |
C081 | 0.1719 (3) | 0.0934 (4) | 0.0873 (1) | 0.031 (1) | 0.134 (1) |
C091 | 0.7826 (3) | 0.6019 (4) | 0.3691 (1) | 0.020 (1) | 0.134 (1) |
C101 | 0.8952 (3) | 0.4929 (4) | 0.3680 (1) | 0.022 (1) | 0.134 (1) |
C111 | 0.9539 (3) | 0.6002 (4) | 0.4168 (1) | 0.023 (1) | 0.134 (1) |
C121 | 0.8440 (3) | 0.6915 (4) | 0.4253 (1) | 0.021 (1) | 0.134 (1) |
C131 | 0.8862 (3) | 0.3138 (4) | 0.3877 (1) | 0.032 (1) | 0.134 (1) |
C141 | 0.9524 (3) | 0.4987 (5) | 0.3151 (1) | 0.036 (1) | 0.134 (1) |
C151 | 0.8014 (3) | 0.6334 (4) | 0.4799 (1) | 0.028 (1) | 0.134 (1) |
C161 | 0.8526 (3) | 0.8785 (4) | 0.4245 (1) | 0.031 (1) | 0.134 (1) |
CL12 | 0.3385 (2) | 0.5317 (2) | 0.6059 (1) | 0.0322 (2) | 0.134 (1) |
CL22 | 0.7548 (2) | 0.7406 (3) | 0.8096 (1) | 0.0345 (2) | 0.134 (1) |
S12 | 0.2969 (1) | 0.2767 (2) | 0.6865 (1) | 0.0261 (1) | 0.134 (1) |
S22 | 0.3494 (2) | 0.4467 (4) | 0.7482 (1) | 0.0321 (2) | 0.134 (1) |
S32 | 0.5180 (2) | 0.5064 (5) | 0.7410 (2) | 0.0335 (2) | 0.134 (1) |
S42 | 0.6222 (3) | 0.3688 (3) | 0.8019 (1) | 0.0279 (2) | 0.134 (1) |
S52 | 0.6475 (2) | 0.5002 (3) | 0.8758 (1) | 0.0232 (1) | 0.134 (1) |
O12 | −0.0396 (2) | 0.3425 (4) | 0.5545 (1) | 0.035 (1) | 0.134 (1) |
O22 | 1.0537 (2) | 0.6123 (4) | 0.9401 (1) | 0.035 (1) | 0.134 (1) |
C012 | 0.2304 (2) | 0.3943 (3) | 0.6247 (1) | 0.020 (1) | 0.134 (1) |
C022 | 0.1085 (2) | 0.4789 (4) | 0.6270 (1) | 0.022 (1) | 0.134 (1) |
C032 | 0.0575 (2) | 0.3622 (4) | 0.5794 (1) | 0.023 (1) | 0.134 (1) |
C042 | 0.1722 (2) | 0.2772 (4) | 0.5746 (1) | 0.021 (1) | 0.134 (1) |
C052 | 0.0985 (3) | 0.6601 (4) | 0.6088 (1) | 0.032 (1) | 0.134 (1) |
C062 | 0.0555 (3) | 0.4514 (4) | 0.6810 (1) | 0.036 (1) | 0.134 (1) |
C072 | 0.2079 (3) | 0.3103 (4) | 0.5167 (1) | 0.028 (1) | 0.134 (1) |
C082 | 0.1719 (3) | 0.0934 (4) | 0.5873 (1) | 0.031 (1) | 0.134 (1) |
C092 | 0.7826 (3) | 0.6019 (4) | 0.8691 (1) | 0.020 (1) | 0.134 (1) |
C102 | 0.8952 (3) | 0.4929 (4) | 0.8680 (1) | 0.022 (1) | 0.134 (1) |
C112 | 0.9539 (3) | 0.6002 (4) | 0.9168 (1) | 0.023 (1) | 0.134 (1) |
C122 | 0.8440 (3) | 0.6915 (4) | 0.9253 (1) | 0.021 (1) | 0.134 (1) |
C132 | 0.8862 (3) | 0.3138 (4) | 0.8877 (1) | 0.032 (1) | 0.134 (1) |
C142 | 0.9524 (3) | 0.4987 (5) | 0.8151 (1) | 0.036 (1) | 0.134 (1) |
C152 | 0.8014 (3) | 0.6334 (4) | 0.9799 (1) | 0.028 (1) | 0.134 (1) |
C162 | 0.8526 (3) | 0.8785 (4) | 0.9245 (1) | 0.031 (1) | 0.134 (1) |
H51 | 0.1331 | 0.6890 | 0.0688 | 0.032 | 0.732 |
H52 | 0.0142 | 0.7122 | 0.0956 | 0.032 | 0.732 |
H53 | 0.1405 | 0.7478 | 0.1349 | 0.032 | 0.732 |
H61 | 0.0559 | 0.3565 | 0.1890 | 0.036 | 0.732 |
H62 | 0.0933 | 0.5442 | 0.2084 | 0.036 | 0.732 |
H63 | −0.0331 | 0.5086 | 0.1692 | 0.036 | 0.732 |
H71 | 0.2043 | 0.4386 | 0.0065 | 0.028 | 0.732 |
H72 | 0.2823 | 0.2710 | 0.0149 | 0.028 | 0.732 |
H73 | 0.1464 | 0.2628 | −0.0160 | 0.028 | 0.732 |
H81 | 0.1384 | 0.0921 | 0.1241 | 0.031 | 0.732 |
H82 | 0.1059 | 0.0502 | 0.0563 | 0.031 | 0.732 |
H83 | 0.2418 | 0.0584 | 0.0871 | 0.031 | 0.732 |
H131 | 0.8389 | 0.3220 | 0.4217 | 0.032 | 0.732 |
H132 | 0.8286 | 0.2558 | 0.3564 | 0.032 | 0.732 |
H133 | 0.9559 | 0.2701 | 0.3968 | 0.032 | 0.732 |
H141 | 0.9544 | 0.6148 | 0.3007 | 0.036 | 0.732 |
H142 | 1.0261 | 0.4485 | 0.3232 | 0.036 | 0.732 |
H143 | 0.8988 | 0.4342 | 0.2828 | 0.036 | 0.732 |
H151 | 0.7887 | 0.5267 | 0.4777 | 0.028 | 0.732 |
H152 | 0.8519 | 0.6864 | 0.5110 | 0.028 | 0.732 |
H153 | 0.7179 | 0.6998 | 0.4778 | 0.028 | 0.732 |
H161 | 0.8801 | 0.9215 | 0.3848 | 0.031 | 0.732 |
H162 | 0.7737 | 0.9405 | 0.4209 | 0.031 | 0.732 |
H163 | 0.9077 | 0.9271 | 0.4542 | 0.031 | 0.732 |
H511 | 0.1334 | 0.6753 | 0.0736 | 0.032 | 0.134 |
H521 | 0.0147 | 0.6927 | 0.1009 | 0.032 | 0.134 |
H531 | 0.1409 | 0.7302 | 0.1400 | 0.032 | 0.134 |
H611 | 0.0629 | 0.3329 | 0.1921 | 0.036 | 0.134 |
H621 | 0.0977 | 0.5206 | 0.2126 | 0.036 | 0.134 |
H631 | −0.0285 | 0.4830 | 0.1735 | 0.036 | 0.134 |
H711 | 0.2073 | 0.4314 | 0.0095 | 0.028 | 0.134 |
H721 | 0.2878 | 0.2660 | 0.0166 | 0.028 | 0.134 |
H731 | 0.1518 | 0.2550 | −0.0139 | 0.028 | 0.134 |
H811 | 0.1483 | 0.0755 | 0.1253 | 0.031 | 0.134 |
H821 | 0.1155 | 0.0367 | 0.0573 | 0.031 | 0.134 |
H831 | 0.2516 | 0.0477 | 0.0877 | 0.031 | 0.134 |
H1311 | 0.8486 | 0.3113 | 0.4224 | 0.032 | 0.134 |
H1321 | 0.8383 | 0.2488 | 0.3566 | 0.032 | 0.134 |
H1331 | 0.9658 | 0.2650 | 0.3968 | 0.032 | 0.134 |
H1411 | 0.9579 | 0.6155 | 0.3026 | 0.036 | 0.134 |
H1421 | 1.0322 | 0.4503 | 0.3240 | 0.036 | 0.134 |
H1431 | 0.9047 | 0.4342 | 0.2839 | 0.036 | 0.134 |
H1511 | 0.7962 | 0.5106 | 0.4798 | 0.028 | 0.134 |
H1521 | 0.8574 | 0.6704 | 0.5140 | 0.028 | 0.134 |
H1531 | 0.7229 | 0.6813 | 0.4812 | 0.028 | 0.134 |
H1611 | 0.8803 | 0.9142 | 0.3889 | 0.031 | 0.134 |
H1621 | 0.7743 | 0.9273 | 0.4256 | 0.031 | 0.134 |
H1631 | 0.9088 | 0.9165 | 0.4584 | 0.031 | 0.134 |
H512 | 0.1334 | 0.6753 | 0.5736 | 0.032 | 0.134 |
H522 | 0.0147 | 0.6927 | 0.6009 | 0.032 | 0.134 |
H532 | 0.1409 | 0.7302 | 0.6400 | 0.032 | 0.134 |
H612 | 0.0629 | 0.3329 | 0.6921 | 0.036 | 0.134 |
H622 | 0.0977 | 0.5206 | 0.7126 | 0.036 | 0.134 |
H632 | −0.0285 | 0.4830 | 0.6735 | 0.036 | 0.134 |
H712 | 0.2073 | 0.4314 | 0.5095 | 0.028 | 0.134 |
H722 | 0.2878 | 0.2660 | 0.5166 | 0.028 | 0.134 |
H732 | 0.1518 | 0.2550 | 0.4861 | 0.028 | 0.134 |
H812 | 0.1483 | 0.0755 | 0.6253 | 0.031 | 0.134 |
H822 | 0.1155 | 0.0367 | 0.5573 | 0.031 | 0.134 |
H832 | 0.2516 | 0.0477 | 0.5877 | 0.031 | 0.134 |
H1312 | 0.8486 | 0.3113 | 0.9224 | 0.032 | 0.134 |
H1322 | 0.8383 | 0.2488 | 0.8566 | 0.032 | 0.134 |
H1332 | 0.9658 | 0.2650 | 0.8968 | 0.032 | 0.134 |
H1412 | 0.9579 | 0.6155 | 0.8026 | 0.036 | 0.134 |
H1422 | 1.0322 | 0.4503 | 0.8240 | 0.036 | 0.134 |
H1432 | 0.9047 | 0.4342 | 0.7839 | 0.036 | 0.134 |
H1512 | 0.7962 | 0.5106 | 0.9798 | 0.028 | 0.134 |
H1522 | 0.8574 | 0.6704 | 1.0140 | 0.028 | 0.134 |
H1532 | 0.7229 | 0.6813 | 0.9812 | 0.028 | 0.134 |
H1612 | 0.8803 | 0.9142 | 0.8889 | 0.031 | 0.134 |
H1622 | 0.7743 | 0.9273 | 0.9256 | 0.031 | 0.134 |
H1632 | 0.9088 | 0.9165 | 0.9584 | 0.031 | 0.134 |
U11 | U22 | U33 | U12 | U13 | U23 | |
CL1 | 0.0278 (3) | 0.0336 (3) | 0.0352 (3) | −0.0097 (2) | 0.0053 (2) | 0.0042 (2) |
CL2 | 0.0367 (3) | 0.0387 (4) | 0.0261 (3) | −0.0044 (3) | −0.0008 (2) | 0.0135 (2) |
S1 | 0.0263 (3) | 0.0257 (3) | 0.0234 (3) | 0.0027 (2) | −0.0042 (2) | 0.0029 (2) |
S2 | 0.0283 (3) | 0.0427 (4) | 0.0226 (3) | 0.0070 (3) | −0.0033 (2) | −0.0061 (3) |
S3 | 0.0335 (4) | 0.0370 (4) | 0.0260 (3) | −0.0050 (3) | −0.0065 (3) | 0.0002 (3) |
S4 | 0.0247 (3) | 0.0296 (4) | 0.0272 (3) | −0.0006 (3) | −0.0019 (2) | −0.0050 (2) |
S5 | 0.0177 (3) | 0.0309 (3) | 0.0205 (3) | −0.0035 (2) | 0.0017 (2) | −0.0014 (2) |
O1 | 0.019 (1) | 0.036 (1) | 0.048 (1) | 0.004 (1) | −0.003 (1) | −0.005 (1) |
O2 | 0.019 (1) | 0.036 (1) | 0.048 (1) | 0.004 (1) | −0.003 (1) | −0.005 (1) |
C1 | 0.019 (1) | 0.021 (1) | 0.019 (1) | 0.000 (1) | 0.002 (1) | 0.004 (1) |
C2 | 0.022 (1) | 0.021 (1) | 0.025 (1) | 0.002 (1) | 0.004 (1) | −0.003 (1) |
C3 | 0.020 (1) | 0.019 (1) | 0.028 (1) | 0.002 (1) | 0.002 (1) | 0.002 (1) |
C4 | 0.017 (1) | 0.021 (1) | 0.023 (1) | 0.004 (1) | −0.001 (1) | −0.002 (1) |
C5 | 0.032 (1) | 0.021 (1) | 0.043 (1) | 0.003 (1) | 0.004 (1) | 0.000 (1) |
C6 | 0.036 (1) | 0.041 (1) | 0.034 (1) | 0.003 (1) | 0.016 (1) | −0.005 (1) |
C7 | 0.033 (1) | 0.031 (1) | 0.020 (1) | 0.011 (1) | 0.001 (1) | −0.002 (1) |
C8 | 0.028 (1) | 0.020 (1) | 0.040 (1) | 0.002 (1) | −0.005 (1) | −0.002 (1) |
C9 | 0.019 (1) | 0.021 (1) | 0.019 (1) | 0.000 (1) | 0.002 (1) | 0.004 (1) |
C10 | 0.022 (1) | 0.021 (1) | 0.025 (1) | 0.002 (1) | 0.004 (1) | −0.003 (1) |
C11 | 0.020 (1) | 0.019 (1) | 0.028 (1) | 0.002 (1) | 0.002 (1) | 0.002 (1) |
C12 | 0.017 (1) | 0.021 (1) | 0.023 (1) | 0.004 (1) | −0.001 (1) | −0.002 (1) |
C13 | 0.032 (1) | 0.021 (1) | 0.043 (1) | 0.003 (1) | 0.004 (1) | 0.000 (1) |
C14 | 0.036 (1) | 0.041 (1) | 0.034 (1) | 0.003 (1) | 0.016 (1) | −0.005 (1) |
C15 | 0.033 (1) | 0.031 (1) | 0.020 (1) | 0.011 (1) | 0.001 (1) | −0.002 (1) |
C16 | 0.028 (1) | 0.020 (1) | 0.040 (1) | 0.002 (1) | −0.005 (1) | −0.002 (1) |
CL11 | 0.0278 (3) | 0.0336 (3) | 0.0352 (3) | −0.0097 (2) | 0.0053 (2) | 0.0042 (2) |
CL21 | 0.0367 (3) | 0.0387 (4) | 0.0261 (3) | −0.0044 (3) | −0.0008 (2) | 0.0135 (2) |
S11 | 0.0263 (3) | 0.0257 (3) | 0.0234 (3) | 0.0027 (2) | −0.0042 (2) | 0.0029 (2) |
S21 | 0.0283 (3) | 0.0427 (4) | 0.0226 (3) | 0.0070 (3) | −0.0033 (2) | −0.0061 (3) |
S31 | 0.0335 (4) | 0.0370 (4) | 0.0260 (3) | −0.0050 (3) | −0.0065 (3) | 0.0002 (3) |
S41 | 0.0247 (3) | 0.0296 (4) | 0.0272 (3) | −0.0006 (3) | −0.0019 (2) | −0.0050 (2) |
S51 | 0.0177 (3) | 0.0309 (3) | 0.0205 (3) | −0.0035 (2) | 0.0017 (2) | −0.0014 (2) |
O11 | 0.019 (1) | 0.036 (1) | 0.048 (1) | 0.004 (1) | −0.003 (1) | −0.005 (1) |
O21 | 0.019 (1) | 0.036 (1) | 0.048 (1) | 0.004 (1) | −0.003 (1) | −0.005 (1) |
C011 | 0.019 (1) | 0.021 (1) | 0.019 (1) | 0.000 (1) | 0.002 (1) | 0.004 (1) |
C021 | 0.022 (1) | 0.021 (1) | 0.025 (1) | 0.002 (1) | 0.004 (1) | −0.003 (1) |
C031 | 0.020 (1) | 0.019 (1) | 0.028 (1) | 0.002 (1) | 0.002 (1) | 0.002 (1) |
C041 | 0.017 (1) | 0.021 (1) | 0.023 (1) | 0.004 (1) | −0.001 (1) | −0.002 (1) |
C051 | 0.032 (1) | 0.021 (1) | 0.043 (1) | 0.003 (1) | 0.004 (1) | 0.000 (1) |
C061 | 0.036 (1) | 0.041 (1) | 0.034 (1) | 0.003 (1) | 0.016 (1) | −0.005 (1) |
C071 | 0.033 (1) | 0.031 (1) | 0.020 (1) | 0.011 (1) | 0.001 (1) | −0.002 (1) |
C081 | 0.028 (1) | 0.020 (1) | 0.040 (1) | 0.002 (1) | −0.005 (1) | −0.002 (1) |
C091 | 0.019 (1) | 0.021 (1) | 0.019 (1) | 0.000 (1) | 0.002 (1) | 0.004 (1) |
C101 | 0.022 (1) | 0.021 (1) | 0.025 (1) | 0.002 (1) | 0.004 (1) | −0.003 (1) |
C111 | 0.020 (1) | 0.019 (1) | 0.028 (1) | 0.002 (1) | 0.002 (1) | 0.002 (1) |
C121 | 0.017 (1) | 0.021 (1) | 0.023 (1) | 0.004 (1) | −0.001 (1) | −0.002 (1) |
C131 | 0.032 (1) | 0.021 (1) | 0.043 (1) | 0.003 (1) | 0.004 (1) | 0.000 (1) |
C141 | 0.036 (1) | 0.041 (1) | 0.034 (1) | 0.003 (1) | 0.016 (1) | −0.005 (1) |
C151 | 0.033 (1) | 0.031 (1) | 0.020 (1) | 0.011 (1) | 0.001 (1) | −0.002 (1) |
C161 | 0.028 (1) | 0.020 (1) | 0.040 (1) | 0.002 (1) | −0.005 (1) | −0.002 (1) |
CL12 | 0.0278 (3) | 0.0336 (3) | 0.0352 (3) | −0.0097 (2) | 0.0053 (2) | 0.0042 (2) |
CL22 | 0.0367 (3) | 0.0387 (4) | 0.0261 (3) | −0.0044 (3) | −0.0008 (2) | 0.0135 (2) |
S12 | 0.0263 (3) | 0.0257 (3) | 0.0234 (3) | 0.0027 (2) | −0.0042 (2) | 0.0029 (2) |
S22 | 0.0283 (3) | 0.0427 (4) | 0.0226 (3) | 0.0070 (3) | −0.0033 (2) | −0.0061 (3) |
S32 | 0.0335 (4) | 0.0370 (4) | 0.0260 (3) | −0.0050 (3) | −0.0065 (3) | 0.0002 (3) |
S42 | 0.0247 (3) | 0.0296 (4) | 0.0272 (3) | −0.0006 (3) | −0.0019 (2) | −0.0050 (2) |
S52 | 0.0177 (3) | 0.0309 (3) | 0.0205 (3) | −0.0035 (2) | 0.0017 (2) | −0.0014 (2) |
O12 | 0.019 (1) | 0.036 (1) | 0.048 (1) | 0.004 (1) | −0.003 (1) | −0.005 (1) |
O22 | 0.019 (1) | 0.036 (1) | 0.048 (1) | 0.004 (1) | −0.003 (1) | −0.005 (1) |
C012 | 0.019 (1) | 0.021 (1) | 0.019 (1) | 0.000 (1) | 0.002 (1) | 0.004 (1) |
C022 | 0.022 (1) | 0.021 (1) | 0.025 (1) | 0.002 (1) | 0.004 (1) | −0.003 (1) |
C032 | 0.020 (1) | 0.019 (1) | 0.028 (1) | 0.002 (1) | 0.002 (1) | 0.002 (1) |
C042 | 0.017 (1) | 0.021 (1) | 0.023 (1) | 0.004 (1) | −0.001 (1) | −0.002 (1) |
C052 | 0.032 (1) | 0.021 (1) | 0.043 (1) | 0.003 (1) | 0.004 (1) | 0.000 (1) |
C062 | 0.036 (1) | 0.041 (1) | 0.034 (1) | 0.003 (1) | 0.016 (1) | −0.005 (1) |
C072 | 0.033 (1) | 0.031 (1) | 0.020 (1) | 0.011 (1) | 0.001 (1) | −0.002 (1) |
C082 | 0.028 (1) | 0.020 (1) | 0.040 (1) | 0.002 (1) | −0.005 (1) | −0.002 (1) |
C092 | 0.019 (1) | 0.021 (1) | 0.019 (1) | 0.000 (1) | 0.002 (1) | 0.004 (1) |
C102 | 0.022 (1) | 0.021 (1) | 0.025 (1) | 0.002 (1) | 0.004 (1) | −0.003 (1) |
C112 | 0.020 (1) | 0.019 (1) | 0.028 (1) | 0.002 (1) | 0.002 (1) | 0.002 (1) |
C122 | 0.017 (1) | 0.021 (1) | 0.023 (1) | 0.004 (1) | −0.001 (1) | −0.002 (1) |
C132 | 0.032 (1) | 0.021 (1) | 0.043 (1) | 0.003 (1) | 0.004 (1) | 0.000 (1) |
C142 | 0.036 (1) | 0.041 (1) | 0.034 (1) | 0.003 (1) | 0.016 (1) | −0.005 (1) |
C152 | 0.033 (1) | 0.031 (1) | 0.020 (1) | 0.011 (1) | 0.001 (1) | −0.002 (1) |
C162 | 0.028 (1) | 0.020 (1) | 0.040 (1) | 0.002 (1) | −0.005 (1) | −0.002 (1) |
H51 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H52 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H53 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H61 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H62 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H63 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H71 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H72 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H73 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H81 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H82 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H83 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H131 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H132 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H133 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H141 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H142 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H143 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H151 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H152 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H153 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H161 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H162 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H163 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H511 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H521 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H531 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H611 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H621 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H631 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H711 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H721 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H731 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H811 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H821 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H831 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H1311 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H1321 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H1331 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H1411 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H1421 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H1431 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H1511 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H1521 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H1531 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H1611 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H1621 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H1631 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H512 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H522 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H532 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H612 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H622 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H632 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H712 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H722 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H732 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H812 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H822 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H832 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H1312 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H1322 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H1332 | 0.032 | 0.021 | 0.043 | 0.003 | 0.004 | 0.000 |
H1412 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H1422 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H1432 | 0.036 | 0.041 | 0.034 | 0.003 | 0.016 | −0.005 |
H1512 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H1522 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H1532 | 0.033 | 0.031 | 0.020 | 0.011 | 0.001 | −0.002 |
H1612 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H1622 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
H1632 | 0.028 | 0.020 | 0.040 | 0.002 | −0.005 | −0.002 |
S1—S2 | 2.038 (1) | C3—C4 | 1.527 (3) |
S4—S5 | 2.040 (1) | C10—C11 | 1.522 (3) |
S2—S3 | 2.061 (1) | C11—C12 | 1.525 (3) |
S3—S4 | 2.059 (1) | C2—C5 | 1.535 (3) |
S1—C1 | 1.817 (2) | C2—C6 | 1.536 (3) |
S5—C9 | 1.811 (2) | C4—C7 | 1.531 (3) |
CL1—C1 | 1.797 (2) | C4—C8 | 1.525 (3) |
CL2—C9 | 1.799 (2) | C10—C13 | 1.539 (3) |
C1—C2 | 1.589 (3) | C10—C14 | 1.525 (3) |
C1—C4 | 1.588 (3) | C12—C15 | 1.542 (3) |
C9—C10 | 1.589 (3) | C12—C16 | 1.524 (3) |
C9—C12 | 1.586 (3) | S11—S21 | 2.038 (1) |
O1—C3 | 1.197 (2) | S41—S51 | 2.040 (1) |
O2—C11 | 1.206 (2) | S21—S31 | 2.061 (1) |
C2—C3 | 1.522 (3) | S31—S41 | 2.059 (1) |
CL1—C1—S1 | 108.0 (1) | C1—C4—C7 | 115.2 (2) |
CL2—C9—S5 | 108.2 (1) | C9—C12—C16 | 117.9 (2) |
CL1—C1—C2 | 114.1 (1) | C1—C4—C8 | 117.0 (2) |
CL2—C9—C10 | 112.2 (1) | C9—C12—C15 | 114.0 (2) |
CL1—C1—C4 | 114.5 (1) | C3—C4—C7 | 111.3 (2) |
CL2—C9—C12 | 112.0 (1) | C11—C12—C16 | 115.2 (2) |
S1—C1—C2 | 117.5 (1) | C3—C4—C8 | 113.4 (2) |
S5—C9—C10 | 118.7 (1) | C11—C12—C15 | 111.1 (2) |
S1—C1—C4 | 111.3 (1) | C7—C4—C8 | 111.2 (2) |
S5—C9—C12 | 114.3 (1) | C15—C12—C16 | 110.4 (2) |
C2—C1—C4 | 90.8 (1) | O1—C3—C2 | 132.2 (2) |
C10—C9—C12 | 90.8 (1) | O2—C11—C10 | 132.4 (2) |
C1—C2—C3 | 86.8 (1) | O1—C3—C4 | 132.1 (2) |
C9—C10—C11 | 86.2 (1) | O2—C11—C12 | 131.9 (2) |
C1—C4—C3 | 86.7 (1) | C2—C3—C4 | 95.8 (2) |
C9—C12—C11 | 86.2 (1) | C10—C11—C12 | 95.8 (2) |
C1—C2—C5 | 115.6 (2) | S2—S1—C1 | 102.7 (1) |
C9—C10—C14 | 118.3 (2) | S4—S5—C9 | 101.5 (1) |
C1—C2—C6 | 117.1 (2) | S1—S2—S3 | 107.1 (1) |
C9—C10—C13 | 115.1 (2) | S3—S4—S5 | 107.4 (1) |
C3—C2—C5 | 112.8 (2) | S2—S3—S4 | 105.5 (1) |
C11—C10—C14 | 114.3 (2) | S21—S11—C011 | 105.3 (1) |
C3—C2—C6 | 111.9 (2) | S41—S51—C091 | 99.5 (1) |
C11—C10—C13 | 110.8 (2) | S11—S21—S31 | 105.9 (2) |
C5—C2—C6 | 110.7 (2) | S31—S41—S51 | 107.8 (2) |
C13—C10—C14 | 110.1 (2) | S21—S31—S41 | 105.8 (2) |
C1—S1—S2—S3 | −92.6 (1) | C9—C10—C11—C12 | 7.8 (2) |
C9—S5—S4—S3 | −91.8 (1) | C2—C3—C4—C1 | 0.6 (2) |
S1—S2—S3—S4 | −91.9 (1) | C10—C11—C12—C9 | −7.8 (2) |
S5—S4—S3—S2 | −94.1 (1) | C3—C4—C1—C2 | −0.6 (1) |
CL1—C1—S1—S2 | 61.6 (1) | C11—C12—C9—C10 | 7.4 (1) |
CL2—C9—S5—S4 | 63.3 (1) | C4—C1—C2—C3 | 0.6 (1) |
C2—C1—S1—S2 | −69.3 (2) | C12—C9—C10—C11 | −7.4 (1) |
C10—C9—S5—S4 | −65.9 (1) | O1—C3—C2—C1 | 178.8 (3) |
C4—C1—S1—S2 | −171.9 (1) | O2—C11—C10—C9 | −170.7 (2) |
C12—C9—S5—S4 | −171.2 (1) | O1—C3—C4—C1 | −178.8 (2) |
C3—C2—C1—CL1 | 118.0 (1) | O2—C11—C12—C9 | 170.7 (2) |
C11—C10—C9—CL2 | 106.7 (1) | O1—C3—C2—C5 | −64.7 (3) |
C5—C2—C1—CL1 | 4.2 (2) | O2—C11—C10—C14 | −51.2 (3) |
C13—C10—C9—CL2 | −142.0 (2) | O1—C3—C4—C7 | 65.4 (3) |
C6—C2—C1—CL1 | −129.0 (2) | O2—C11—C12—C16 | 51.5 (3) |
C14—C10—C9—CL2 | −8.9 (2) | O1—C3—C2—C6 | 60.9 (3) |
C3—C2—C1—S1 | −114.1 (2) | O2—C11—C10—C13 | 73.9 (3) |
C11—C10—C9—S5 | −125.9 (1) | O1—C3—C4—C8 | −60.8 (3) |
C5—C2—C1—S1 | 132.1 (2) | O2—C11—C12—C15 | −75.0 (3) |
C13—C10—C9—S5 | −14.6 (2) | C011—S11—S21—S31 | −91.1 (2) |
C6—C2—C1—S1 | −1.1 (3) | C091—S51—S41—S31 | −93.6 (2) |
C14—C10—C9—S5 | 118.5 (2) | S11—S21—S31—S41 | −98.4 (2) |
C3—C4—C1—CL1 | −117.7 (2) | S51—S41—S31—S21 | −88.1 (2) |
C11—C12—C9—CL2 | −106.9 (1) | CL11—C011—S11—S21 | 59.8 (1) |
C7—C4—C1—CL1 | −5.7 (2) | CL21—C091—S51—S41 | 65.8 (1) |
C15—C12—C9—CL2 | 141.6 (2) | C021—C011—S11—S21 | −71.0 (2) |
C8—C4—C1—CL1 | 127.7 (2) | C101—C091—S51—S41 | −63.5 (2) |
C16—C12—C9—CL2 | 9.6 (2) | C041—C011—S11—S21 | −173.7 (1) |
C1—C2—C3—C4 | −0.6 (2) | C121—C091—S51—S41 | −168.8 (2) |
Experimental details
(IV-a) | (IV-b) | |
Crystal data | ||
Chemical formula | C16H24Cl2O2S5 | C16H24Cl2O2S5 |
Mr | 479.57 | 479.57 |
Crystal system, space group | Monoclinic, P21/n | Monoclinic, P21/n |
Temperature (K) | 160 | 160 |
a, b, c (Å) | 11.6666 (1), 8.1343 (1), 23.8366 (2) | 11.6666 (1), 8.1343 (1), 23.8366 (2) |
β (°) | 99.6985 (6) | 99.6985 (6) |
V (Å3) | 2229.75 (4) | 2229.75 (4) |
Z | 4 | 4 |
Radiation type | Mo Kα | Mo Kα |
µ (mm−1) | 0.77 | 0.77 |
Crystal size (mm) | 0.25 × 0.22 × 0.17 | 0.25 × 0.22 × 0.17 |
Data collection | ||
Diffractometer | Nonius KappaCCD area-detector diffractometer | Nonius KappaCCD area-detector diffractometer |
Absorption correction | Multi-scan (Blessing, 1995) | Multi-scan (Blessing, 1995) |
Tmin, Tmax | 0.811, 0.880 | 0.811, 0.880 |
No. of measured, independent and observed reflections | 53514, 6525, 4992 [I > 2σ(I)] | 53514, 6524, 4595 [I > 3σ(I)] |
Rint | 0.053 | 0.053 |
(sin θ/λ)max (Å−1) | 0.704 | 0.704 |
Refinement | ||
R[F2 > 2σ(F2)], wR(F2), S | 0.033, 0.086, 1.04 | 0.039, 0.059, 1.42 |
No. of reflections | 6523 | 4595 |
No. of parameters | 298 | 188 |
No. of restraints | 0 | ? |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.31, −0.29 | 0.51, −0.78 |
Computer programs: COLLECT (Nonius, 2000), DENZO-SMN (Otwinowski & Minor, 1997), DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997), SIR92 (Altomare et al., 1994), SHELXL97 (Sheldrick, 1997), RAELS00 (Rae, 2000), ORTEPII (Johnson, 1976), SHELXL97 and PLATON (Spek, 2003), RAELS00 and manual editing.