Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804026236/bt6532sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804026236/bt6532Isup2.hkl |
CCDC reference: 255925
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS90 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX publication routines (Farrugia, 1999).
C16H15N3S | F(000) = 1184 |
Mr = 281.37 | Dx = 1.332 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 11.7771 (8) Å | Cell parameters from 14170 reflections |
b = 22.6876 (12) Å | θ = 1.8–27.1° |
c = 11.7725 (9) Å | µ = 0.22 mm−1 |
β = 116.822 (5)° | T = 293 K |
V = 2807.1 (3) Å3 | Plate, orange |
Z = 8 | 0.66 × 0.37 × 0.11 mm |
Stoe IPDS-2 diffractometer | 4662 independent reflections |
Radiation source: fine-focus sealed tube | 2653 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.050 |
Detector resolution: 6.67 pixels mm-1 | θmax = 25.0°, θmin = 1.8° |
rotation method scans | h = −14→13 |
Absorption correction: integration (X-RED32; Stoe & Cie, 2002) | k = −26→26 |
Tmin = 0.899, Tmax = 0.979 | l = −13→13 |
17481 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)] = 0.035 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.076 | H-atom parameters constrained |
S = 0.81 | w = 1/[σ2(Fo2) + (0.0358P)2] where P = (Fo2 + 2Fc2)/3 |
4662 reflections | (Δ/σ)max = 0.010 |
365 parameters | Δρmax = 0.21 e Å−3 |
0 restraints | Δρmin = −0.21 e Å−3 |
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 | ||
C1 | 0.4724 (2) | 0.19599 (9) | 0.6255 (2) | 0.0460 (5) | |
C2 | 0.3916 (2) | 0.23861 (10) | 0.6339 (2) | 0.0550 (6) | |
H2 | 0.3066 | 0.2400 | 0.5737 | 0.066* | |
C3 | 0.4383 (2) | 0.27850 (10) | 0.7316 (2) | 0.0599 (7) | |
H3 | 0.3848 | 0.3074 | 0.7366 | 0.072* | |
C4 | 0.5641 (2) | 0.27646 (10) | 0.8231 (2) | 0.0620 (7) | |
H4 | 0.5940 | 0.3040 | 0.8887 | 0.074* | |
C5 | 0.6449 (2) | 0.23427 (11) | 0.8179 (2) | 0.0629 (7) | |
H5 | 0.7292 | 0.2327 | 0.8798 | 0.075* | |
C6 | 0.5989 (2) | 0.19405 (9) | 0.7188 (2) | 0.0505 (6) | |
C7 | 0.5383 (2) | 0.12156 (9) | 0.5504 (2) | 0.0507 (6) | |
C8 | 0.4602 (2) | 0.06873 (9) | 0.3652 (2) | 0.0520 (6) | |
H8 | 0.3896 | 0.0934 | 0.3369 | 0.062* | |
C9 | 0.4651 (2) | 0.02333 (9) | 0.2806 (2) | 0.0463 (5) | |
C10 | 0.5647 (2) | −0.01741 (10) | 0.3210 (2) | 0.0518 (6) | |
H10 | 0.6285 | −0.0160 | 0.4045 | 0.062* | |
C11 | 0.5698 (2) | −0.05915 (10) | 0.2400 (2) | 0.0550 (6) | |
H11 | 0.6367 | −0.0860 | 0.2696 | 0.066* | |
C12 | 0.4766 (2) | −0.06244 (9) | 0.1131 (2) | 0.0488 (6) | |
C13 | 0.3771 (2) | −0.02110 (10) | 0.0739 (2) | 0.0526 (6) | |
H13 | 0.3131 | −0.0220 | −0.0095 | 0.063* | |
C14 | 0.3726 (2) | 0.02022 (10) | 0.1554 (2) | 0.0517 (6) | |
H14 | 0.3057 | 0.0470 | 0.1262 | 0.062* | |
C15 | 0.5866 (3) | −0.14482 (12) | 0.0714 (3) | 0.0928 (10) | |
H15A | 0.6617 | −0.1238 | 0.0825 | 0.139* | |
H15B | 0.5672 | −0.1745 | 0.0073 | 0.139* | |
H15C | 0.6010 | −0.1631 | 0.1504 | 0.139* | |
C16 | 0.3909 (3) | −0.10423 (12) | −0.1008 (2) | 0.0787 (8) | |
H16A | 0.3062 | −0.1072 | −0.1091 | 0.118* | |
H16B | 0.4073 | −0.1372 | −0.1425 | 0.118* | |
H16C | 0.3991 | −0.0683 | −0.1394 | 0.118* | |
C17 | 0.0819 (2) | 0.19480 (9) | 1.1825 (2) | 0.0454 (5) | |
C18 | 0.1517 (2) | 0.23661 (10) | 1.2742 (2) | 0.0571 (6) | |
H18 | 0.2386 | 0.2409 | 1.3007 | 0.068* | |
C19 | 0.0905 (2) | 0.27139 (10) | 1.3249 (2) | 0.0581 (6) | |
H19 | 0.1364 | 0.2996 | 1.3857 | 0.070* | |
C20 | −0.0375 (2) | 0.26508 (11) | 1.2870 (2) | 0.0651 (7) | |
H20 | −0.0771 | 0.2893 | 1.3221 | 0.078* | |
C21 | −0.1079 (2) | 0.22367 (11) | 1.1982 (2) | 0.0675 (7) | |
H21 | −0.1945 | 0.2194 | 1.1733 | 0.081* | |
C22 | −0.0470 (2) | 0.18833 (9) | 1.1465 (2) | 0.0483 (6) | |
C23 | 0.04248 (19) | 0.12523 (9) | 1.03786 (19) | 0.0432 (5) | |
C24 | −0.0235 (2) | 0.05282 (9) | 0.88438 (19) | 0.0463 (6) | |
H24 | −0.0993 | 0.0520 | 0.8909 | 0.056* | |
C25 | −0.0118 (2) | 0.01506 (9) | 0.7927 (2) | 0.0450 (5) | |
C26 | −0.1091 (2) | −0.02473 (9) | 0.7219 (2) | 0.0512 (6) | |
H26 | −0.1824 | −0.0252 | 0.7332 | 0.061* | |
C27 | −0.0996 (2) | −0.06284 (10) | 0.6369 (2) | 0.0557 (6) | |
H27 | −0.1661 | −0.0887 | 0.5917 | 0.067* | |
C28 | 0.0093 (2) | −0.06354 (9) | 0.6167 (2) | 0.0507 (6) | |
C29 | 0.1044 (2) | −0.02154 (10) | 0.6839 (2) | 0.0539 (6) | |
H29 | 0.1759 | −0.0192 | 0.6698 | 0.065* | |
C30 | 0.0934 (2) | 0.01561 (10) | 0.7690 (2) | 0.0514 (6) | |
H30 | 0.1586 | 0.0423 | 0.8128 | 0.062* | |
C31 | −0.0759 (3) | −0.14438 (12) | 0.4642 (3) | 0.0880 (9) | |
H31A | −0.0975 | −0.1667 | 0.5210 | 0.132* | |
H31B | −0.0462 | −0.1706 | 0.4194 | 0.132* | |
H31C | −0.1497 | −0.1236 | 0.4043 | 0.132* | |
C32 | 0.1363 (3) | −0.10326 (13) | 0.5171 (3) | 0.0854 (9) | |
H32A | 0.1466 | −0.0655 | 0.4861 | 0.128* | |
H32B | 0.1281 | −0.1331 | 0.4561 | 0.128* | |
H32C | 0.2093 | −0.1116 | 0.5964 | 0.128* | |
N1 | 0.43897 (17) | 0.15387 (8) | 0.52883 (16) | 0.0515 (5) | |
N2 | 0.54966 (18) | 0.07569 (8) | 0.47674 (18) | 0.0548 (5) | |
N3 | 0.4816 (2) | −0.10437 (9) | 0.03266 (19) | 0.0663 (6) | |
N4 | 0.13106 (16) | 0.15870 (8) | 1.11979 (16) | 0.0483 (5) | |
N5 | 0.06540 (16) | 0.08792 (7) | 0.95841 (16) | 0.0479 (5) | |
N6 | 0.0227 (2) | −0.10267 (9) | 0.53628 (19) | 0.0658 (6) | |
S1 | 0.67699 (6) | 0.13715 (3) | 0.68563 (6) | 0.0630 (2) | |
S2 | −0.10981 (5) | 0.13386 (3) | 1.03141 (6) | 0.05742 (18) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0487 (13) | 0.0424 (12) | 0.0506 (13) | −0.0022 (10) | 0.0256 (12) | 0.0060 (10) |
C2 | 0.0467 (13) | 0.0526 (14) | 0.0637 (15) | 0.0032 (11) | 0.0231 (12) | 0.0083 (12) |
C3 | 0.0610 (16) | 0.0484 (14) | 0.0845 (18) | 0.0071 (12) | 0.0452 (15) | 0.0018 (13) |
C4 | 0.0636 (16) | 0.0546 (15) | 0.0717 (16) | −0.0034 (12) | 0.0341 (15) | −0.0164 (13) |
C5 | 0.0509 (14) | 0.0655 (16) | 0.0654 (16) | 0.0031 (12) | 0.0203 (13) | −0.0145 (13) |
C6 | 0.0492 (14) | 0.0493 (13) | 0.0573 (14) | 0.0036 (10) | 0.0279 (12) | −0.0041 (11) |
C7 | 0.0630 (15) | 0.0432 (13) | 0.0559 (14) | 0.0029 (11) | 0.0357 (13) | 0.0030 (11) |
C8 | 0.0491 (14) | 0.0489 (14) | 0.0625 (16) | −0.0067 (11) | 0.0293 (13) | 0.0040 (12) |
C9 | 0.0523 (14) | 0.0415 (12) | 0.0537 (14) | −0.0047 (10) | 0.0314 (12) | −0.0001 (11) |
C10 | 0.0558 (14) | 0.0533 (14) | 0.0453 (13) | −0.0041 (11) | 0.0218 (12) | 0.0012 (11) |
C11 | 0.0588 (15) | 0.0512 (14) | 0.0560 (15) | 0.0097 (11) | 0.0268 (13) | 0.0071 (12) |
C12 | 0.0604 (14) | 0.0431 (12) | 0.0494 (14) | −0.0038 (11) | 0.0305 (12) | −0.0007 (10) |
C13 | 0.0525 (14) | 0.0572 (14) | 0.0457 (13) | −0.0036 (11) | 0.0200 (11) | 0.0003 (11) |
C14 | 0.0493 (14) | 0.0473 (13) | 0.0599 (15) | 0.0010 (10) | 0.0260 (13) | 0.0020 (11) |
C15 | 0.131 (3) | 0.0687 (19) | 0.086 (2) | 0.0313 (18) | 0.055 (2) | −0.0046 (16) |
C16 | 0.0820 (19) | 0.094 (2) | 0.0683 (18) | −0.0216 (15) | 0.0414 (17) | −0.0292 (15) |
C17 | 0.0462 (13) | 0.0453 (13) | 0.0480 (13) | 0.0004 (10) | 0.0242 (11) | 0.0015 (11) |
C18 | 0.0486 (13) | 0.0648 (15) | 0.0591 (15) | −0.0079 (12) | 0.0255 (13) | −0.0110 (12) |
C19 | 0.0568 (15) | 0.0603 (16) | 0.0546 (14) | −0.0018 (12) | 0.0228 (13) | −0.0110 (12) |
C20 | 0.0605 (16) | 0.0693 (17) | 0.0662 (16) | 0.0065 (13) | 0.0292 (14) | −0.0169 (14) |
C21 | 0.0454 (14) | 0.0808 (19) | 0.0787 (18) | 0.0004 (13) | 0.0301 (14) | −0.0185 (15) |
C22 | 0.0450 (13) | 0.0487 (13) | 0.0517 (13) | 0.0009 (10) | 0.0223 (12) | −0.0027 (11) |
C23 | 0.0439 (12) | 0.0437 (13) | 0.0425 (12) | 0.0043 (10) | 0.0199 (11) | 0.0060 (10) |
C24 | 0.0465 (13) | 0.0460 (13) | 0.0485 (13) | 0.0032 (10) | 0.0233 (12) | 0.0059 (11) |
C25 | 0.0434 (13) | 0.0447 (12) | 0.0450 (12) | 0.0029 (10) | 0.0184 (11) | 0.0035 (10) |
C26 | 0.0460 (13) | 0.0553 (14) | 0.0559 (14) | −0.0038 (11) | 0.0262 (12) | −0.0020 (12) |
C27 | 0.0563 (15) | 0.0541 (15) | 0.0520 (14) | −0.0057 (11) | 0.0204 (13) | −0.0028 (12) |
C28 | 0.0620 (16) | 0.0455 (13) | 0.0442 (13) | 0.0081 (11) | 0.0236 (13) | 0.0048 (10) |
C29 | 0.0501 (14) | 0.0605 (15) | 0.0584 (14) | 0.0024 (12) | 0.0309 (12) | 0.0016 (13) |
C30 | 0.0488 (14) | 0.0524 (14) | 0.0529 (14) | −0.0048 (11) | 0.0228 (12) | −0.0001 (11) |
C31 | 0.108 (2) | 0.0735 (19) | 0.0775 (18) | −0.0069 (17) | 0.0374 (18) | −0.0232 (16) |
C32 | 0.097 (2) | 0.095 (2) | 0.0753 (19) | 0.0201 (17) | 0.0482 (18) | −0.0087 (16) |
N1 | 0.0577 (12) | 0.0502 (11) | 0.0464 (10) | −0.0075 (9) | 0.0234 (10) | 0.0015 (9) |
N2 | 0.0554 (12) | 0.0559 (12) | 0.0551 (12) | −0.0029 (9) | 0.0268 (11) | −0.0015 (10) |
N3 | 0.0895 (16) | 0.0579 (13) | 0.0548 (13) | 0.0060 (11) | 0.0355 (12) | −0.0052 (10) |
N4 | 0.0437 (10) | 0.0525 (11) | 0.0500 (11) | −0.0027 (9) | 0.0222 (10) | −0.0045 (9) |
N5 | 0.0481 (11) | 0.0474 (11) | 0.0493 (11) | 0.0023 (8) | 0.0231 (10) | −0.0015 (9) |
N6 | 0.0818 (16) | 0.0580 (13) | 0.0648 (14) | 0.0026 (11) | 0.0393 (13) | −0.0084 (11) |
S1 | 0.0540 (4) | 0.0626 (4) | 0.0689 (4) | 0.0076 (3) | 0.0246 (3) | −0.0144 (3) |
S2 | 0.0435 (3) | 0.0624 (4) | 0.0661 (4) | −0.0047 (3) | 0.0245 (3) | −0.0146 (3) |
C1—C2 | 1.390 (3) | C17—C22 | 1.387 (3) |
C1—C6 | 1.397 (3) | C17—N4 | 1.391 (3) |
C1—N1 | 1.400 (3) | C17—C18 | 1.393 (3) |
C2—C3 | 1.369 (3) | C18—C19 | 1.374 (3) |
C2—H2 | 0.9300 | C18—H18 | 0.9300 |
C3—C4 | 1.384 (3) | C19—C20 | 1.373 (3) |
C3—H3 | 0.9300 | C19—H19 | 0.9300 |
C4—C5 | 1.371 (3) | C20—C21 | 1.371 (3) |
C4—H4 | 0.9300 | C20—H20 | 0.9300 |
C5—C6 | 1.384 (3) | C21—C22 | 1.387 (3) |
C5—H5 | 0.9300 | C21—H21 | 0.9300 |
C6—S1 | 1.729 (2) | C22—S2 | 1.733 (2) |
C7—N1 | 1.305 (3) | C23—N4 | 1.299 (2) |
C7—N2 | 1.399 (3) | C23—N5 | 1.376 (3) |
C7—S1 | 1.726 (2) | C23—S2 | 1.771 (2) |
C8—N2 | 1.269 (2) | C24—N5 | 1.291 (2) |
C8—C9 | 1.452 (3) | C24—C25 | 1.432 (3) |
C8—H8 | 0.9300 | C24—H24 | 0.9300 |
C9—C14 | 1.384 (3) | C25—C30 | 1.387 (3) |
C9—C10 | 1.398 (3) | C25—C26 | 1.401 (3) |
C10—C11 | 1.365 (3) | C26—C27 | 1.365 (3) |
C10—H10 | 0.9300 | C26—H26 | 0.9300 |
C11—C12 | 1.401 (3) | C27—C28 | 1.405 (3) |
C11—H11 | 0.9300 | C27—H27 | 0.9300 |
C12—N3 | 1.362 (3) | C28—N6 | 1.358 (3) |
C12—C13 | 1.406 (3) | C28—C29 | 1.411 (3) |
C13—C14 | 1.359 (3) | C29—C30 | 1.360 (3) |
C13—H13 | 0.9300 | C29—H29 | 0.9300 |
C14—H14 | 0.9300 | C30—H30 | 0.9300 |
C15—N3 | 1.439 (3) | C31—N6 | 1.441 (3) |
C15—H15A | 0.9600 | C31—H31A | 0.9600 |
C15—H15B | 0.9600 | C31—H31B | 0.9600 |
C15—H15C | 0.9600 | C31—H31C | 0.9600 |
C16—N3 | 1.448 (3) | C32—N6 | 1.454 (3) |
C16—H16A | 0.9600 | C32—H32A | 0.9600 |
C16—H16B | 0.9600 | C32—H32B | 0.9600 |
C16—H16C | 0.9600 | C32—H32C | 0.9600 |
C2—C1—C6 | 119.2 (2) | C20—C19—C18 | 120.9 (2) |
C2—C1—N1 | 125.6 (2) | C20—C19—H19 | 119.5 |
C6—C1—N1 | 115.2 (2) | C18—C19—H19 | 119.5 |
C3—C2—C1 | 119.4 (2) | C21—C20—C19 | 121.1 (2) |
C3—C2—H2 | 120.3 | C21—C20—H20 | 119.4 |
C1—C2—H2 | 120.3 | C19—C20—H20 | 119.4 |
C2—C3—C4 | 121.0 (2) | C20—C21—C22 | 118.4 (2) |
C2—C3—H3 | 119.5 | C20—C21—H21 | 120.8 |
C4—C3—H3 | 119.5 | C22—C21—H21 | 120.8 |
C5—C4—C3 | 120.6 (2) | C17—C22—C21 | 121.1 (2) |
C5—C4—H4 | 119.7 | C17—C22—S2 | 109.68 (17) |
C3—C4—H4 | 119.7 | C21—C22—S2 | 129.23 (18) |
C4—C5—C6 | 118.8 (2) | N4—C23—N5 | 121.8 (2) |
C4—C5—H5 | 120.6 | N4—C23—S2 | 115.19 (16) |
C6—C5—H5 | 120.6 | N5—C23—S2 | 122.99 (16) |
C5—C6—C1 | 121.0 (2) | N5—C24—C25 | 123.6 (2) |
C5—C6—S1 | 129.54 (17) | N5—C24—H24 | 118.2 |
C1—C6—S1 | 109.48 (16) | C25—C24—H24 | 118.2 |
N1—C7—N2 | 128.7 (2) | C30—C25—C26 | 116.9 (2) |
N1—C7—S1 | 117.18 (17) | C30—C25—C24 | 123.0 (2) |
N2—C7—S1 | 114.13 (17) | C26—C25—C24 | 120.2 (2) |
N2—C8—C9 | 121.8 (2) | C27—C26—C25 | 121.9 (2) |
N2—C8—H8 | 119.1 | C27—C26—H26 | 119.1 |
C9—C8—H8 | 119.1 | C25—C26—H26 | 119.1 |
C14—C9—C10 | 117.7 (2) | C26—C27—C28 | 121.0 (2) |
C14—C9—C8 | 120.7 (2) | C26—C27—H27 | 119.5 |
C10—C9—C8 | 121.5 (2) | C28—C27—H27 | 119.5 |
C11—C10—C9 | 121.1 (2) | N6—C28—C27 | 121.8 (2) |
C11—C10—H10 | 119.5 | N6—C28—C29 | 121.3 (2) |
C9—C10—H10 | 119.5 | C27—C28—C29 | 116.8 (2) |
C10—C11—C12 | 121.4 (2) | C30—C29—C28 | 121.1 (2) |
C10—C11—H11 | 119.3 | C30—C29—H29 | 119.4 |
C12—C11—H11 | 119.3 | C28—C29—H29 | 119.4 |
N3—C12—C11 | 121.3 (2) | C29—C30—C25 | 122.2 (2) |
N3—C12—C13 | 121.9 (2) | C29—C30—H30 | 118.9 |
C11—C12—C13 | 116.8 (2) | C25—C30—H30 | 118.9 |
C14—C13—C12 | 121.4 (2) | N6—C31—H31A | 109.5 |
C14—C13—H13 | 119.3 | N6—C31—H31B | 109.5 |
C12—C13—H13 | 119.3 | H31A—C31—H31B | 109.5 |
C13—C14—C9 | 121.6 (2) | N6—C31—H31C | 109.5 |
C13—C14—H14 | 119.2 | H31A—C31—H31C | 109.5 |
C9—C14—H14 | 119.2 | H31B—C31—H31C | 109.5 |
N3—C15—H15A | 109.5 | N6—C32—H32A | 109.5 |
N3—C15—H15B | 109.5 | N6—C32—H32B | 109.5 |
H15A—C15—H15B | 109.5 | H32A—C32—H32B | 109.5 |
N3—C15—H15C | 109.5 | N6—C32—H32C | 109.5 |
H15A—C15—H15C | 109.5 | H32A—C32—H32C | 109.5 |
H15B—C15—H15C | 109.5 | H32B—C32—H32C | 109.5 |
N3—C16—H16A | 109.5 | C7—N1—C1 | 109.08 (18) |
N3—C16—H16B | 109.5 | C8—N2—C7 | 117.8 (2) |
H16A—C16—H16B | 109.5 | C12—N3—C15 | 121.7 (2) |
N3—C16—H16C | 109.5 | C12—N3—C16 | 120.7 (2) |
H16A—C16—H16C | 109.5 | C15—N3—C16 | 116.9 (2) |
H16B—C16—H16C | 109.5 | C23—N4—C17 | 110.53 (18) |
C22—C17—N4 | 115.82 (19) | C24—N5—C23 | 119.38 (19) |
C22—C17—C18 | 119.4 (2) | C28—N6—C31 | 121.5 (2) |
N4—C17—C18 | 124.8 (2) | C28—N6—C32 | 121.3 (2) |
C19—C18—C17 | 119.1 (2) | C31—N6—C32 | 117.2 (2) |
C19—C18—H18 | 120.5 | C7—S1—C6 | 89.02 (11) |
C17—C18—H18 | 120.5 | C22—S2—C23 | 88.76 (11) |
C6—C1—C2—C3 | 1.4 (3) | C25—C26—C27—C28 | −0.1 (3) |
N1—C1—C2—C3 | −177.7 (2) | C26—C27—C28—N6 | 177.3 (2) |
C1—C2—C3—C4 | −1.0 (4) | C26—C27—C28—C29 | −2.7 (3) |
C2—C3—C4—C5 | 0.0 (4) | N6—C28—C29—C30 | −176.7 (2) |
C3—C4—C5—C6 | 0.6 (4) | C27—C28—C29—C30 | 3.3 (3) |
C4—C5—C6—C1 | −0.2 (4) | C28—C29—C30—C25 | −1.1 (3) |
C4—C5—C6—S1 | 179.1 (2) | C26—C25—C30—C29 | −1.7 (3) |
C2—C1—C6—C5 | −0.8 (3) | C24—C25—C30—C29 | 178.3 (2) |
N1—C1—C6—C5 | 178.3 (2) | N2—C7—N1—C1 | −177.8 (2) |
C2—C1—C6—S1 | 179.80 (18) | S1—C7—N1—C1 | 0.8 (3) |
N1—C1—C6—S1 | −1.0 (2) | C2—C1—N1—C7 | 179.3 (2) |
N2—C8—C9—C14 | −173.6 (2) | C6—C1—N1—C7 | 0.2 (3) |
N2—C8—C9—C10 | 4.3 (3) | C9—C8—N2—C7 | 178.4 (2) |
C14—C9—C10—C11 | −0.6 (3) | N1—C7—N2—C8 | 11.5 (4) |
C8—C9—C10—C11 | −178.6 (2) | S1—C7—N2—C8 | −167.18 (16) |
C9—C10—C11—C12 | 0.7 (4) | C11—C12—N3—C15 | −4.0 (4) |
C10—C11—C12—N3 | −179.6 (2) | C13—C12—N3—C15 | 177.0 (2) |
C10—C11—C12—C13 | −0.6 (3) | C11—C12—N3—C16 | −174.7 (2) |
N3—C12—C13—C14 | 179.4 (2) | C13—C12—N3—C16 | 6.3 (4) |
C11—C12—C13—C14 | 0.4 (3) | N5—C23—N4—C17 | 176.17 (18) |
C12—C13—C14—C9 | −0.3 (4) | S2—C23—N4—C17 | −1.0 (2) |
C10—C9—C14—C13 | 0.4 (3) | C22—C17—N4—C23 | −0.1 (3) |
C8—C9—C14—C13 | 178.4 (2) | C18—C17—N4—C23 | −178.6 (2) |
C22—C17—C18—C19 | −1.4 (3) | C25—C24—N5—C23 | 175.93 (18) |
N4—C17—C18—C19 | 177.1 (2) | N4—C23—N5—C24 | 175.59 (19) |
C17—C18—C19—C20 | 0.5 (4) | S2—C23—N5—C24 | −7.5 (3) |
C18—C19—C20—C21 | 0.5 (4) | C27—C28—N6—C31 | 2.0 (3) |
C19—C20—C21—C22 | −0.5 (4) | C29—C28—N6—C31 | −177.9 (2) |
N4—C17—C22—C21 | −177.2 (2) | C27—C28—N6—C32 | −179.5 (2) |
C18—C17—C22—C21 | 1.4 (3) | C29—C28—N6—C32 | 0.6 (3) |
N4—C17—C22—S2 | 1.2 (2) | N1—C7—S1—C6 | −1.2 (2) |
C18—C17—C22—S2 | 179.76 (17) | N2—C7—S1—C6 | 177.59 (18) |
C20—C21—C22—C17 | −0.5 (4) | C5—C6—S1—C7 | −178.1 (2) |
C20—C21—C22—S2 | −178.5 (2) | C1—C6—S1—C7 | 1.18 (18) |
N5—C24—C25—C30 | −4.5 (3) | C17—C22—S2—C23 | −1.37 (17) |
N5—C24—C25—C26 | 175.60 (19) | C21—C22—S2—C23 | 176.8 (2) |
C30—C25—C26—C27 | 2.4 (3) | N4—C23—S2—C22 | 1.43 (17) |
C24—C25—C26—C27 | −177.70 (19) | N5—C23—S2—C22 | −175.71 (18) |
D—H···A | D—H | H···A | D···A | D—H···A |
C8—H8···N1 | 0.93 | 2.48 | 2.818 (3) | 102 |
C24—H24···S2 | 0.93 | 2.53 | 3.000 (2) | 112 |