Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803020294/cv6235sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803020294/cv6235Isup2.hkl |
CCDC reference: 226943
Data collection: SMART (Bruker, 1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
C23H21ClN4O2S | F(000) = 1888 |
Mr = 452.95 | Dx = 1.386 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 1009 reflections |
a = 22.308 (8) Å | θ = 3.0–26.2° |
b = 13.224 (5) Å | µ = 0.30 mm−1 |
c = 15.054 (6) Å | T = 293 K |
β = 102.250 (8)° | Block, colorless |
V = 4340 (3) Å3 | 0.40 × 0.22 × 0.20 mm |
Z = 8 |
Bruker CCD area-detector diffractometer | 4454 independent reflections |
Radiation source: fine-focus sealed tube | 2952 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.054 |
φ and ω scans | θmax = 26.4°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | h = −27→27 |
Tmin = 0.769, Tmax = 0.942 | k = −15→16 |
17147 measured reflections | l = −18→18 |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.061 | w = 1/[σ2(Fo2) + (0.084P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.170 | (Δ/σ)max < 0.001 |
S = 1.04 | Δρmax = 0.57 e Å−3 |
4454 reflections | Δρmin = −0.57 e Å−3 |
275 parameters |
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 | ||
S1 | 0.92436 (3) | 1.00085 (6) | 0.11501 (5) | 0.0414 (2) | |
N1 | 0.86884 (10) | 0.86053 (19) | 0.00837 (15) | 0.0354 (6) | |
N2 | 0.97669 (11) | 0.8677 (2) | 0.02480 (16) | 0.0402 (6) | |
N3 | 0.91916 (12) | 0.8833 (2) | 0.32828 (17) | 0.0448 (6) | |
H3 | 0.9485 | 0.8876 | 0.3755 | 0.054* | |
N4 | 0.77441 (11) | 0.9509 (2) | 0.20924 (17) | 0.0449 (7) | |
O1 | 0.76825 (9) | 0.8898 (2) | 0.00441 (15) | 0.0530 (6) | |
O2 | 0.89043 (12) | 1.04861 (18) | 0.31823 (15) | 0.0572 (6) | |
C1 | 0.84450 (12) | 0.9771 (2) | 0.11740 (18) | 0.0364 (7) | |
C2 | 0.82171 (13) | 0.9059 (2) | 0.03716 (19) | 0.0375 (7) | |
C3 | 0.92688 (12) | 0.8976 (2) | 0.04217 (18) | 0.0330 (6) | |
C4 | 0.97239 (16) | 0.7853 (3) | −0.0417 (2) | 0.0524 (9) | |
H4A | 1.0098 | 0.7457 | −0.0280 | 0.063* | |
H4B | 0.9688 | 0.8139 | −0.1019 | 0.063* | |
C5 | 0.91828 (17) | 0.7165 (3) | −0.0418 (2) | 0.0550 (9) | |
H5A | 0.9153 | 0.6673 | −0.0903 | 0.066* | |
H5B | 0.9247 | 0.6801 | 0.0154 | 0.066* | |
C6 | 0.85940 (15) | 0.7752 (2) | −0.0547 (2) | 0.0436 (8) | |
H6A | 0.8478 | 0.7994 | −0.1168 | 0.052* | |
H6B | 0.8268 | 0.7322 | −0.0428 | 0.052* | |
C9 | 0.83694 (13) | 0.9223 (2) | 0.20719 (19) | 0.0374 (7) | |
C10 | 0.88566 (14) | 0.9621 (3) | 0.2909 (2) | 0.0397 (7) | |
C11 | 0.90123 (14) | 0.7934 (2) | 0.2821 (2) | 0.0408 (7) | |
C12 | 0.92650 (16) | 0.6996 (3) | 0.3000 (2) | 0.0547 (9) | |
H12 | 0.9605 | 0.6894 | 0.3468 | 0.066* | |
C13 | 0.89966 (19) | 0.6205 (3) | 0.2460 (3) | 0.0610 (10) | |
H13 | 0.9164 | 0.5560 | 0.2559 | 0.073* | |
C14 | 0.84856 (18) | 0.6351 (3) | 0.1778 (2) | 0.0570 (9) | |
H14 | 0.8309 | 0.5805 | 0.1429 | 0.068* | |
C15 | 0.82349 (15) | 0.7300 (3) | 0.1610 (2) | 0.0459 (8) | |
H15 | 0.7886 | 0.7395 | 0.1154 | 0.055* | |
C16 | 0.85038 (13) | 0.8109 (2) | 0.21217 (19) | 0.0381 (7) | |
Cl1 | 0.93615 (9) | 1.45584 (10) | 0.06370 (14) | 0.1360 (8) | |
C7 | 0.80147 (14) | 1.0720 (3) | 0.1092 (2) | 0.0457 (8) | |
H7A | 0.7705 | 1.0634 | 0.0528 | 0.055* | |
C8 | 0.76794 (10) | 1.05771 (16) | 0.18746 (14) | 0.0517 (9) | |
H8A | 0.7866 | 1.0986 | 0.2395 | 0.062* | |
H8B | 0.7250 | 1.0761 | 0.1686 | 0.062* | |
C17 | 0.83205 (10) | 1.17300 (16) | 0.10139 (14) | 0.0492 (8) | |
C18 | 0.86922 (10) | 1.21977 (16) | 0.17585 (14) | 0.0672 (11) | |
H18A | 0.8738 | 1.1916 | 0.2335 | 0.081* | |
C19 | 0.8995 (2) | 1.3087 (3) | 0.1637 (3) | 0.0827 (14) | |
H19A | 0.9237 | 1.3408 | 0.2136 | 0.099* | |
C20 | 0.8940 (3) | 1.3489 (3) | 0.0796 (4) | 0.0810 (15) | |
C21 | 0.8574 (2) | 1.3052 (4) | 0.0067 (4) | 0.0864 (16) | |
H21A | 0.8529 | 1.3345 | −0.0505 | 0.104* | |
C22 | 0.82659 (19) | 1.2165 (4) | 0.0174 (3) | 0.0722 (12) | |
H22A | 0.8019 | 1.1860 | −0.0331 | 0.087* | |
C23 | 0.75339 (19) | 0.9209 (3) | 0.2909 (3) | 0.0687 (11) | |
H23A | 0.7617 | 0.8503 | 0.3025 | 0.103* | |
H23B | 0.7101 | 0.9327 | 0.2821 | 0.103* | |
H23C | 0.7746 | 0.9599 | 0.3417 | 0.103* |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1 | 0.0349 (4) | 0.0502 (5) | 0.0403 (4) | −0.0035 (3) | 0.0112 (3) | −0.0127 (4) |
N1 | 0.0360 (12) | 0.0459 (15) | 0.0249 (12) | −0.0034 (11) | 0.0078 (10) | −0.0048 (10) |
N2 | 0.0369 (13) | 0.0506 (16) | 0.0330 (13) | 0.0063 (12) | 0.0074 (10) | −0.0012 (12) |
N3 | 0.0423 (14) | 0.0539 (17) | 0.0331 (14) | 0.0022 (13) | −0.0036 (11) | −0.0059 (13) |
N4 | 0.0382 (13) | 0.0630 (18) | 0.0380 (14) | 0.0065 (13) | 0.0179 (11) | 0.0028 (13) |
O1 | 0.0342 (12) | 0.0855 (18) | 0.0369 (12) | −0.0029 (11) | 0.0025 (9) | −0.0111 (12) |
O2 | 0.0771 (17) | 0.0472 (15) | 0.0432 (13) | 0.0027 (12) | 0.0032 (12) | −0.0115 (12) |
C1 | 0.0301 (14) | 0.0528 (19) | 0.0267 (14) | 0.0016 (12) | 0.0067 (11) | −0.0019 (13) |
C2 | 0.0342 (15) | 0.054 (2) | 0.0244 (14) | 0.0003 (13) | 0.0074 (12) | −0.0001 (13) |
C3 | 0.0342 (14) | 0.0420 (17) | 0.0228 (14) | 0.0030 (12) | 0.0059 (11) | 0.0016 (12) |
C4 | 0.0527 (19) | 0.060 (2) | 0.0448 (19) | 0.0163 (17) | 0.0116 (15) | −0.0104 (17) |
C5 | 0.074 (2) | 0.043 (2) | 0.048 (2) | 0.0038 (18) | 0.0117 (17) | −0.0095 (16) |
C6 | 0.0533 (19) | 0.050 (2) | 0.0282 (16) | −0.0083 (15) | 0.0094 (13) | −0.0080 (14) |
C9 | 0.0339 (15) | 0.0511 (19) | 0.0284 (15) | 0.0017 (13) | 0.0090 (11) | −0.0059 (13) |
C10 | 0.0425 (16) | 0.0478 (19) | 0.0306 (15) | 0.0003 (14) | 0.0114 (12) | −0.0053 (14) |
C11 | 0.0390 (16) | 0.0490 (19) | 0.0345 (16) | −0.0015 (14) | 0.0083 (12) | −0.0055 (14) |
C12 | 0.054 (2) | 0.059 (2) | 0.049 (2) | 0.0090 (17) | 0.0068 (16) | −0.0003 (18) |
C13 | 0.080 (3) | 0.047 (2) | 0.059 (2) | 0.0043 (19) | 0.022 (2) | −0.0007 (18) |
C14 | 0.074 (2) | 0.051 (2) | 0.050 (2) | −0.0181 (19) | 0.0240 (19) | −0.0112 (17) |
C15 | 0.0449 (17) | 0.061 (2) | 0.0331 (17) | −0.0154 (16) | 0.0111 (13) | −0.0058 (15) |
C16 | 0.0370 (15) | 0.0499 (19) | 0.0294 (15) | −0.0048 (13) | 0.0119 (12) | −0.0019 (13) |
Cl1 | 0.2024 (18) | 0.0528 (7) | 0.1972 (18) | 0.0060 (9) | 0.1421 (15) | 0.0108 (9) |
C7 | 0.0415 (17) | 0.064 (2) | 0.0315 (16) | 0.0133 (15) | 0.0075 (13) | −0.0003 (15) |
C8 | 0.0455 (18) | 0.067 (2) | 0.0467 (19) | 0.0159 (17) | 0.0198 (15) | −0.0007 (17) |
C17 | 0.0558 (19) | 0.055 (2) | 0.0427 (19) | 0.0208 (17) | 0.0240 (15) | 0.0044 (16) |
C18 | 0.106 (3) | 0.053 (2) | 0.051 (2) | 0.002 (2) | 0.035 (2) | −0.0022 (18) |
C19 | 0.126 (4) | 0.055 (3) | 0.083 (3) | −0.003 (3) | 0.056 (3) | −0.011 (2) |
C20 | 0.109 (4) | 0.046 (2) | 0.109 (4) | 0.025 (2) | 0.071 (3) | 0.011 (3) |
C21 | 0.093 (3) | 0.091 (4) | 0.089 (4) | 0.036 (3) | 0.050 (3) | 0.049 (3) |
C22 | 0.069 (3) | 0.096 (3) | 0.055 (2) | 0.026 (2) | 0.021 (2) | 0.022 (2) |
C23 | 0.071 (2) | 0.086 (3) | 0.061 (2) | 0.010 (2) | 0.041 (2) | 0.007 (2) |
S1—C3 | 1.760 (3) | C11—C16 | 1.393 (4) |
S1—C1 | 1.817 (3) | C12—C13 | 1.381 (5) |
N1—C2 | 1.359 (4) | C12—H12 | 0.9300 |
N1—C3 | 1.377 (4) | C13—C14 | 1.376 (5) |
N1—C6 | 1.461 (4) | C13—H13 | 0.9300 |
N2—C3 | 1.258 (4) | C14—C15 | 1.375 (5) |
N2—C4 | 1.470 (4) | C14—H14 | 0.9300 |
N3—C10 | 1.334 (4) | C15—C16 | 1.379 (4) |
N3—C11 | 1.392 (4) | C15—H15 | 0.9300 |
N3—H3 | 0.8600 | Cl1—C20 | 1.743 (5) |
N4—C8 | 1.450 (4) | C7—C17 | 1.515 (4) |
N4—C9 | 1.452 (4) | C7—C8 | 1.536 (4) |
N4—C23 | 1.460 (4) | C7—H7A | 0.9800 |
O1—C2 | 1.209 (3) | C8—H8A | 0.9700 |
O2—C10 | 1.213 (4) | C8—H8B | 0.9700 |
C1—C2 | 1.531 (4) | C17—C22 | 1.371 (4) |
C1—C7 | 1.569 (4) | C17—C18 | 1.3900 |
C1—C9 | 1.574 (4) | C18—C19 | 1.387 (5) |
C4—C5 | 1.511 (5) | C18—H18A | 0.9300 |
C4—H4A | 0.9700 | C19—C20 | 1.355 (7) |
C4—H4B | 0.9700 | C19—H19A | 0.9300 |
C5—C6 | 1.502 (5) | C20—C21 | 1.351 (7) |
C5—H5A | 0.9700 | C21—C22 | 1.386 (7) |
C5—H5B | 0.9700 | C21—H21A | 0.9300 |
C6—H6A | 0.9700 | C22—H22A | 0.9300 |
C6—H6B | 0.9700 | C23—H23A | 0.9600 |
C9—C16 | 1.503 (4) | C23—H23B | 0.9600 |
C9—C10 | 1.570 (4) | C23—H23C | 0.9600 |
C11—C12 | 1.365 (5) | ||
C3—S1—C1 | 92.26 (13) | N3—C11—C16 | 109.7 (3) |
C2—N1—C3 | 117.1 (2) | C11—C12—C13 | 117.6 (3) |
C2—N1—C6 | 122.3 (2) | C11—C12—H12 | 121.2 |
C3—N1—C6 | 120.6 (2) | C13—C12—H12 | 121.2 |
C3—N2—C4 | 116.2 (3) | C14—C13—C12 | 121.3 (4) |
C10—N3—C11 | 112.3 (2) | C14—C13—H13 | 119.4 |
C10—N3—H3 | 123.8 | C12—C13—H13 | 119.4 |
C11—N3—H3 | 123.8 | C15—C14—C13 | 120.4 (3) |
C8—N4—C9 | 107.4 (2) | C15—C14—H14 | 119.8 |
C8—N4—C23 | 114.9 (3) | C13—C14—H14 | 119.8 |
C9—N4—C23 | 115.4 (3) | C14—C15—C16 | 119.5 (3) |
C2—C1—C7 | 109.5 (2) | C14—C15—H15 | 120.2 |
C2—C1—C9 | 108.5 (2) | C16—C15—H15 | 120.2 |
C7—C1—C9 | 105.1 (2) | C15—C16—C11 | 118.8 (3) |
C2—C1—S1 | 104.69 (18) | C15—C16—C9 | 132.4 (3) |
C7—C1—S1 | 116.5 (2) | C11—C16—C9 | 108.8 (3) |
C9—C1—S1 | 112.38 (19) | C17—C7—C8 | 117.9 (2) |
O1—C2—N1 | 123.7 (3) | C17—C7—C1 | 115.7 (2) |
O1—C2—C1 | 124.3 (3) | C8—C7—C1 | 103.3 (2) |
N1—C2—C1 | 111.9 (2) | C17—C7—H7A | 106.4 |
N2—C3—N1 | 127.9 (3) | C8—C7—H7A | 106.4 |
N2—C3—S1 | 121.3 (2) | C1—C7—H7A | 106.4 |
N1—C3—S1 | 110.8 (2) | N4—C8—C7 | 104.6 (2) |
N2—C4—C5 | 112.6 (3) | N4—C8—H8A | 110.8 |
N2—C4—H4A | 109.1 | C7—C8—H8A | 110.8 |
C5—C4—H4A | 109.1 | N4—C8—H8B | 110.8 |
N2—C4—H4B | 109.1 | C7—C8—H8B | 110.8 |
C5—C4—H4B | 109.1 | H8A—C8—H8B | 108.9 |
H4A—C4—H4B | 107.8 | C22—C17—C18 | 118.6 (2) |
C6—C5—C4 | 111.5 (3) | C22—C17—C7 | 119.2 (3) |
C6—C5—H5A | 109.3 | C18—C17—C7 | 122.09 (14) |
C4—C5—H5A | 109.3 | C19—C18—C17 | 119.6 (2) |
C6—C5—H5B | 109.3 | C19—C18—H18A | 120.2 |
C4—C5—H5B | 109.3 | C17—C18—H18A | 120.2 |
H5A—C5—H5B | 108.0 | C20—C19—C18 | 120.4 (5) |
N1—C6—C5 | 108.3 (2) | C20—C19—H19A | 119.8 |
N1—C6—H6A | 110.0 | C18—C19—H19A | 119.8 |
C5—C6—H6A | 110.0 | C21—C20—C19 | 120.7 (5) |
N1—C6—H6B | 110.0 | C21—C20—Cl1 | 119.1 (4) |
C5—C6—H6B | 110.0 | C19—C20—Cl1 | 120.1 (5) |
H6A—C6—H6B | 108.4 | C20—C21—C22 | 119.8 (4) |
N4—C9—C16 | 115.9 (3) | C20—C21—H21A | 120.1 |
N4—C9—C10 | 113.6 (2) | C22—C21—H21A | 120.1 |
C16—C9—C10 | 101.0 (2) | C17—C22—C21 | 120.9 (4) |
N4—C9—C1 | 100.2 (2) | C17—C22—H22A | 119.6 |
C16—C9—C1 | 115.9 (2) | C21—C22—H22A | 119.6 |
C10—C9—C1 | 110.7 (2) | N4—C23—H23A | 109.5 |
O2—C10—N3 | 126.3 (3) | N4—C23—H23B | 109.5 |
O2—C10—C9 | 125.7 (3) | H23A—C23—H23B | 109.5 |
N3—C10—C9 | 107.9 (3) | N4—C23—H23C | 109.5 |
C12—C11—N3 | 127.9 (3) | H23A—C23—H23C | 109.5 |
C12—C11—C16 | 122.4 (3) | H23B—C23—H23C | 109.5 |
C3—S1—C1—C2 | −15.9 (2) | N4—C9—C10—N3 | 127.1 (3) |
C3—S1—C1—C7 | −137.0 (2) | C16—C9—C10—N3 | 2.3 (3) |
C3—S1—C1—C9 | 101.6 (2) | C1—C9—C10—N3 | −121.1 (3) |
C3—N1—C2—O1 | 170.1 (3) | C10—N3—C11—C12 | 178.0 (3) |
C6—N1—C2—O1 | −10.6 (5) | C10—N3—C11—C16 | −3.5 (4) |
C3—N1—C2—C1 | −11.5 (4) | N3—C11—C12—C13 | 178.2 (3) |
C6—N1—C2—C1 | 167.7 (3) | C16—C11—C12—C13 | −0.2 (5) |
C7—C1—C2—O1 | −37.9 (4) | C11—C12—C13—C14 | −1.3 (5) |
C9—C1—C2—O1 | 76.3 (4) | C12—C13—C14—C15 | 1.0 (6) |
S1—C1—C2—O1 | −163.5 (3) | C13—C14—C15—C16 | 0.9 (5) |
C7—C1—C2—N1 | 143.7 (3) | C14—C15—C16—C11 | −2.3 (4) |
C9—C1—C2—N1 | −102.0 (3) | C14—C15—C16—C9 | 175.7 (3) |
S1—C1—C2—N1 | 18.1 (3) | C12—C11—C16—C15 | 2.0 (5) |
C4—N2—C3—N1 | 2.0 (5) | N3—C11—C16—C15 | −176.7 (3) |
C4—N2—C3—S1 | −176.0 (2) | C12—C11—C16—C9 | −176.4 (3) |
C2—N1—C3—N2 | −179.7 (3) | N3—C11—C16—C9 | 4.9 (3) |
C6—N1—C3—N2 | 1.1 (5) | N4—C9—C16—C15 | 54.4 (4) |
C2—N1—C3—S1 | −1.5 (3) | C10—C9—C16—C15 | 177.6 (3) |
C6—N1—C3—S1 | 179.3 (2) | C1—C9—C16—C15 | −62.7 (4) |
C1—S1—C3—N2 | −170.7 (3) | N4—C9—C16—C11 | −127.5 (3) |
C1—S1—C3—N1 | 10.9 (2) | C10—C9—C16—C11 | −4.3 (3) |
C3—N2—C4—C5 | −29.5 (4) | C1—C9—C16—C11 | 115.4 (3) |
N2—C4—C5—C6 | 53.9 (4) | C2—C1—C7—C17 | −119.3 (3) |
C2—N1—C6—C5 | −156.1 (3) | C9—C1—C7—C17 | 124.3 (2) |
C3—N1—C6—C5 | 23.1 (4) | S1—C1—C7—C17 | −0.8 (3) |
C4—C5—C6—N1 | −48.6 (4) | C2—C1—C7—C8 | 110.3 (2) |
C8—N4—C9—C16 | −169.9 (2) | C9—C1—C7—C8 | −6.0 (3) |
C23—N4—C9—C16 | 60.6 (4) | S1—C1—C7—C8 | −131.2 (2) |
C8—N4—C9—C10 | 73.7 (3) | C9—N4—C8—C7 | 42.0 (3) |
C23—N4—C9—C10 | −55.8 (4) | C23—N4—C8—C7 | 171.8 (3) |
C8—N4—C9—C1 | −44.4 (3) | C17—C7—C8—N4 | −149.0 (2) |
C23—N4—C9—C1 | −173.9 (3) | C1—C7—C8—N4 | −20.0 (3) |
C2—C1—C9—N4 | −87.6 (3) | C8—C7—C17—C22 | −137.5 (3) |
C7—C1—C9—N4 | 29.5 (3) | C1—C7—C17—C22 | 99.5 (3) |
S1—C1—C9—N4 | 157.2 (2) | C8—C7—C17—C18 | 47.2 (3) |
C2—C1—C9—C16 | 37.9 (3) | C1—C7—C17—C18 | −75.7 (2) |
C7—C1—C9—C16 | 155.0 (2) | C22—C17—C18—C19 | 0.2 (3) |
S1—C1—C9—C16 | −77.3 (3) | C7—C17—C18—C19 | 175.5 (3) |
C2—C1—C9—C10 | 152.2 (2) | C17—C18—C19—C20 | −1.3 (5) |
C7—C1—C9—C10 | −90.7 (3) | C18—C19—C20—C21 | 2.2 (7) |
S1—C1—C9—C10 | 37.0 (3) | C18—C19—C20—Cl1 | −175.7 (3) |
C11—N3—C10—O2 | 178.3 (3) | C19—C20—C21—C22 | −2.0 (7) |
C11—N3—C10—C9 | 0.5 (3) | Cl1—C20—C21—C22 | 175.9 (3) |
N4—C9—C10—O2 | −50.7 (4) | C18—C17—C22—C21 | 0.0 (4) |
C16—C9—C10—O2 | −175.5 (3) | C7—C17—C22—C21 | −175.5 (3) |
C1—C9—C10—O2 | 61.1 (4) | C20—C21—C22—C17 | 0.9 (6) |