Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807015723/ez2070sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807015723/ez2070Isup2.hkl |
CCDC reference: 647190
Data collection: CrystalClear (Rigaku/MSC, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); 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 (Farrugia, 1999).
C13H13N5S2 | Z = 4 |
Mr = 303.42 | F(000) = 632 |
Triclinic, P1 | Dx = 1.428 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.2739 (2) Å | Cell parameters from 6496 reflections |
b = 13.4818 (2) Å | θ = 2.3–30.5° |
c = 14.7373 (4) Å | µ = 0.37 mm−1 |
α = 78.488 (4)° | T = 294 K |
β = 87.707 (5)° | Rod-shaped, orange |
γ = 85.551 (5)° | 0.35 × 0.20 × 0.15 mm |
V = 1411.43 (6) Å3 |
Rigaku R-AXIS RAPID-S diffractometer | 4852 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.090 |
Graphite monochromator | θmax = 30.6°, θmin = 2.3° |
ω scans | h = −9→10 |
40820 measured reflections | k = −19→19 |
8574 independent reflections | l = −21→21 |
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)] = 0.074 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.198 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.073P)2 + 0.2984P] where P = (Fo2 + 2Fc2)/3 |
8574 reflections | (Δ/σ)max < 0.001 |
367 parameters | Δρmax = 0.44 e Å−3 |
0 restraints | Δρmin = −0.32 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 | ||
S1 | 1.17923 (11) | −0.17537 (6) | 0.51896 (5) | 0.0551 (2) | |
S2 | 1.09473 (13) | −0.38734 (6) | 0.49101 (6) | 0.0670 (2) | |
N1 | 1.3678 (3) | 0.25000 (18) | 0.56512 (16) | 0.0535 (6) | |
N2 | 1.2706 (3) | 0.02785 (18) | 0.49223 (17) | 0.0538 (6) | |
N3 | 1.2485 (3) | 0.01002 (18) | 0.41008 (17) | 0.0567 (6) | |
N4 | 1.1797 (4) | −0.1240 (2) | 0.34098 (18) | 0.0678 (7) | |
N5 | 1.1372 (4) | −0.2248 (2) | 0.36225 (18) | 0.0671 (7) | |
C1 | 1.3811 (4) | 0.2884 (2) | 0.47030 (19) | 0.0485 (6) | |
C2 | 1.4220 (4) | 0.3845 (2) | 0.4240 (2) | 0.0580 (7) | |
H2 | 1.4386 | 0.4357 | 0.4562 | 0.070* | |
C3 | 1.4373 (5) | 0.4017 (2) | 0.3290 (2) | 0.0656 (8) | |
H3 | 1.4656 | 0.4653 | 0.2962 | 0.079* | |
C4 | 1.4108 (5) | 0.3250 (3) | 0.2818 (2) | 0.0685 (9) | |
H4 | 1.4246 | 0.3380 | 0.2176 | 0.082* | |
C5 | 1.3646 (4) | 0.2295 (2) | 0.3269 (2) | 0.0597 (8) | |
H5 | 1.3441 | 0.1796 | 0.2938 | 0.072* | |
C6 | 1.3495 (4) | 0.2102 (2) | 0.42350 (18) | 0.0477 (6) | |
C7 | 1.3147 (4) | 0.1233 (2) | 0.49461 (19) | 0.0484 (6) | |
C8 | 1.3296 (4) | 0.1511 (2) | 0.5805 (2) | 0.0531 (7) | |
C9 | 1.3858 (5) | 0.3108 (3) | 0.6361 (2) | 0.0711 (9) | |
H9A | 1.2781 | 0.3565 | 0.6368 | 0.107* | |
H9B | 1.4930 | 0.3489 | 0.6222 | 0.107* | |
H9C | 1.3980 | 0.2666 | 0.6956 | 0.107* | |
C10 | 1.3124 (5) | 0.0876 (3) | 0.6741 (2) | 0.0689 (9) | |
H10A | 1.4181 | 0.0933 | 0.7092 | 0.103* | |
H10B | 1.3052 | 0.0181 | 0.6692 | 0.103* | |
H10C | 1.2028 | 0.1102 | 0.7048 | 0.103* | |
C11 | 1.2035 (4) | −0.0893 (2) | 0.4159 (2) | 0.0550 (7) | |
C12 | 1.1334 (4) | −0.2605 (2) | 0.4507 (2) | 0.0535 (7) | |
C13 | 1.0722 (5) | −0.3962 (3) | 0.6133 (2) | 0.0714 (9) | |
H13A | 1.1878 | −0.3842 | 0.6370 | 0.107* | |
H13B | 1.0377 | −0.4627 | 0.6421 | 0.107* | |
H13C | 0.9791 | −0.3463 | 0.6267 | 0.107* | |
S1' | 0.62784 (11) | 0.66795 (6) | −0.01644 (5) | 0.0571 (2) | |
S2' | 0.46922 (13) | 0.87745 (6) | 0.01533 (6) | 0.0678 (3) | |
N1' | 0.9622 (3) | 0.24570 (18) | −0.06669 (15) | 0.0527 (6) | |
N2' | 0.7788 (3) | 0.46619 (18) | 0.00804 (17) | 0.0570 (6) | |
N3' | 0.7404 (4) | 0.48210 (18) | 0.09035 (17) | 0.0594 (6) | |
N4' | 0.6201 (4) | 0.6144 (2) | 0.16144 (18) | 0.0667 (7) | |
N5' | 0.5498 (4) | 0.7144 (2) | 0.14185 (18) | 0.0672 (7) | |
C1' | 0.9679 (4) | 0.2070 (2) | 0.02806 (19) | 0.0516 (7) | |
C2' | 1.0311 (4) | 0.1109 (2) | 0.0742 (2) | 0.0573 (7) | |
H2' | 1.0752 | 0.0610 | 0.0419 | 0.069* | |
C3' | 1.0257 (5) | 0.0927 (2) | 0.1696 (2) | 0.0634 (8) | |
H3' | 1.0670 | 0.0291 | 0.2025 | 0.076* | |
C4' | 0.9596 (5) | 0.1674 (3) | 0.2176 (2) | 0.0676 (9) | |
H4' | 0.9575 | 0.1528 | 0.2820 | 0.081* | |
C5' | 0.8970 (4) | 0.2630 (2) | 0.1719 (2) | 0.0588 (7) | |
H5' | 0.8535 | 0.3125 | 0.2048 | 0.071* | |
C6' | 0.9005 (4) | 0.2839 (2) | 0.07464 (19) | 0.0512 (6) | |
C7' | 0.8528 (4) | 0.3712 (2) | 0.0037 (2) | 0.0522 (7) | |
C8' | 0.8935 (4) | 0.3445 (2) | −0.08153 (19) | 0.0532 (7) | |
C9' | 1.0097 (5) | 0.1864 (2) | −0.1379 (2) | 0.0683 (9) | |
H9D | 0.9122 | 0.1434 | −0.1417 | 0.102* | |
H9E | 1.1221 | 0.1454 | −0.1223 | 0.102* | |
H9F | 1.0259 | 0.2313 | −0.1965 | 0.102* | |
C10' | 0.8718 (5) | 0.4072 (3) | −0.1759 (2) | 0.0687 (9) | |
H10D | 0.9898 | 0.4110 | −0.2076 | 0.103* | |
H10E | 0.8225 | 0.4742 | −0.1715 | 0.103* | |
H10F | 0.7892 | 0.3769 | −0.2098 | 0.103* | |
C11' | 0.6660 (4) | 0.5808 (2) | 0.0863 (2) | 0.0559 (7) | |
C12' | 0.5461 (4) | 0.7510 (2) | 0.0537 (2) | 0.0564 (7) | |
C13' | 0.4764 (5) | 0.8906 (3) | −0.1085 (2) | 0.0725 (9) | |
H13D | 0.6006 | 0.8762 | −0.1292 | 0.109* | |
H13E | 0.4348 | 0.9587 | −0.1366 | 0.109* | |
H13F | 0.3977 | 0.8439 | −0.1258 | 0.109* |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1 | 0.0642 (5) | 0.0502 (4) | 0.0526 (4) | −0.0033 (3) | −0.0017 (3) | −0.0146 (3) |
S2 | 0.0842 (6) | 0.0507 (4) | 0.0686 (5) | −0.0111 (4) | −0.0019 (4) | −0.0154 (4) |
N1 | 0.0653 (15) | 0.0519 (13) | 0.0445 (13) | −0.0016 (11) | 0.0003 (11) | −0.0136 (10) |
N2 | 0.0502 (14) | 0.0535 (14) | 0.0582 (15) | 0.0002 (11) | −0.0014 (11) | −0.0139 (11) |
N3 | 0.0669 (16) | 0.0480 (13) | 0.0561 (15) | −0.0015 (11) | −0.0064 (12) | −0.0127 (11) |
N4 | 0.095 (2) | 0.0564 (15) | 0.0544 (15) | −0.0094 (14) | −0.0096 (14) | −0.0136 (12) |
N5 | 0.092 (2) | 0.0558 (15) | 0.0556 (16) | −0.0091 (14) | −0.0096 (14) | −0.0134 (12) |
C1 | 0.0501 (16) | 0.0507 (15) | 0.0444 (14) | 0.0011 (12) | −0.0030 (12) | −0.0096 (12) |
C2 | 0.0661 (19) | 0.0503 (16) | 0.0591 (18) | −0.0055 (14) | −0.0086 (14) | −0.0125 (14) |
C3 | 0.076 (2) | 0.0565 (18) | 0.060 (2) | −0.0108 (16) | −0.0036 (16) | 0.0009 (15) |
C4 | 0.085 (2) | 0.074 (2) | 0.0428 (16) | −0.0097 (18) | −0.0003 (15) | −0.0009 (15) |
C5 | 0.068 (2) | 0.067 (2) | 0.0460 (16) | −0.0026 (15) | −0.0002 (14) | −0.0168 (14) |
C6 | 0.0513 (15) | 0.0489 (15) | 0.0428 (14) | −0.0006 (12) | −0.0029 (11) | −0.0096 (12) |
C7 | 0.0509 (16) | 0.0467 (15) | 0.0487 (15) | −0.0022 (12) | −0.0028 (12) | −0.0124 (12) |
C8 | 0.0531 (16) | 0.0562 (17) | 0.0484 (16) | 0.0010 (13) | 0.0029 (12) | −0.0095 (13) |
C9 | 0.092 (2) | 0.074 (2) | 0.0534 (19) | −0.0048 (19) | −0.0016 (17) | −0.0277 (16) |
C10 | 0.083 (2) | 0.072 (2) | 0.0476 (17) | −0.0041 (18) | 0.0032 (16) | −0.0041 (15) |
C11 | 0.0575 (17) | 0.0514 (16) | 0.0561 (18) | 0.0003 (13) | −0.0037 (13) | −0.0119 (13) |
C12 | 0.0578 (17) | 0.0498 (15) | 0.0549 (17) | −0.0017 (13) | −0.0041 (13) | −0.0152 (13) |
C13 | 0.077 (2) | 0.067 (2) | 0.067 (2) | −0.0053 (17) | 0.0000 (17) | −0.0043 (17) |
S1' | 0.0710 (5) | 0.0545 (4) | 0.0479 (4) | −0.0061 (4) | 0.0007 (3) | −0.0146 (3) |
S2' | 0.0880 (6) | 0.0512 (4) | 0.0642 (5) | 0.0000 (4) | −0.0047 (4) | −0.0128 (4) |
N1' | 0.0665 (15) | 0.0517 (13) | 0.0413 (12) | −0.0061 (11) | 0.0000 (10) | −0.0121 (10) |
N2' | 0.0659 (16) | 0.0514 (14) | 0.0548 (15) | −0.0092 (12) | 0.0021 (12) | −0.0116 (11) |
N3' | 0.0756 (17) | 0.0503 (14) | 0.0532 (15) | −0.0073 (12) | 0.0025 (12) | −0.0118 (11) |
N4' | 0.093 (2) | 0.0568 (15) | 0.0506 (15) | −0.0018 (14) | 0.0019 (13) | −0.0124 (12) |
N5' | 0.095 (2) | 0.0573 (15) | 0.0498 (15) | −0.0001 (14) | 0.0029 (13) | −0.0141 (12) |
C1' | 0.0595 (17) | 0.0523 (16) | 0.0437 (15) | −0.0080 (13) | −0.0023 (12) | −0.0097 (12) |
C2' | 0.0661 (19) | 0.0502 (16) | 0.0568 (18) | −0.0042 (14) | −0.0003 (14) | −0.0134 (13) |
C3' | 0.075 (2) | 0.0567 (18) | 0.0538 (18) | −0.0072 (15) | −0.0074 (15) | 0.0017 (14) |
C4' | 0.076 (2) | 0.080 (2) | 0.0446 (17) | −0.0133 (18) | −0.0028 (15) | −0.0041 (16) |
C5' | 0.070 (2) | 0.0646 (19) | 0.0435 (16) | −0.0079 (15) | 0.0010 (14) | −0.0140 (14) |
C6' | 0.0578 (17) | 0.0492 (15) | 0.0479 (15) | −0.0115 (13) | −0.0005 (12) | −0.0099 (12) |
C7' | 0.0601 (17) | 0.0470 (15) | 0.0499 (16) | −0.0066 (13) | 0.0023 (13) | −0.0104 (12) |
C8' | 0.0619 (18) | 0.0516 (16) | 0.0453 (15) | −0.0095 (13) | −0.0006 (13) | −0.0060 (12) |
C9' | 0.091 (2) | 0.064 (2) | 0.0528 (18) | −0.0022 (17) | 0.0016 (16) | −0.0215 (15) |
C10' | 0.084 (2) | 0.069 (2) | 0.0493 (18) | −0.0011 (17) | −0.0056 (16) | −0.0017 (15) |
C11' | 0.0694 (19) | 0.0498 (16) | 0.0495 (16) | −0.0089 (14) | −0.0001 (14) | −0.0106 (13) |
C12' | 0.0702 (19) | 0.0509 (16) | 0.0517 (17) | −0.0105 (14) | 0.0000 (14) | −0.0165 (13) |
C13' | 0.083 (2) | 0.071 (2) | 0.060 (2) | −0.0106 (18) | −0.0119 (17) | −0.0012 (17) |
S1—C11 | 1.730 (3) | S1'—C11' | 1.738 (3) |
S1—C12 | 1.728 (3) | S1'—C12' | 1.728 (3) |
S2—C12 | 1.736 (3) | S2'—C12' | 1.740 (3) |
S2—C13 | 1.785 (3) | S2'—C13' | 1.797 (3) |
N1—C1 | 1.392 (3) | N1'—C1' | 1.391 (3) |
N1—C8 | 1.356 (4) | N1'—C8' | 1.364 (4) |
N1—C9 | 1.467 (4) | N1'—C9' | 1.457 (4) |
N2—N3 | 1.299 (3) | N2'—N3' | 1.290 (3) |
N2—C7 | 1.357 (4) | N2'—C7' | 1.362 (4) |
N3—C11 | 1.388 (4) | N3'—C11' | 1.388 (4) |
N4—C11 | 1.305 (4) | N4'—C11' | 1.301 (4) |
N5—N4 | 1.388 (3) | N5'—N4' | 1.383 (4) |
N5—C12 | 1.296 (4) | N5'—C12' | 1.295 (4) |
C1—C2 | 1.387 (4) | C1'—C2' | 1.391 (4) |
C1—C6 | 1.407 (4) | C1'—C6' | 1.401 (4) |
C2—H2 | 0.9300 | C2'—C3' | 1.378 (4) |
C3—C2 | 1.373 (4) | C2'—H2' | 0.9300 |
C3—C4 | 1.386 (4) | C3'—C4' | 1.389 (5) |
C3—H3 | 0.9300 | C3'—H3' | 0.9300 |
C4—H4 | 0.9300 | C4'—H4' | 0.9300 |
C5—C4 | 1.386 (4) | C5'—C4' | 1.382 (4) |
C5—C6 | 1.396 (4) | C5'—H5' | 0.9300 |
C5—H5 | 0.9300 | C6'—C5' | 1.404 (4) |
C7—C8 | 1.400 (4) | C7'—C6' | 1.440 (4) |
C7—C6 | 1.439 (4) | C8'—C7' | 1.390 (4) |
C8—C10 | 1.478 (4) | C8'—C10' | 1.484 (4) |
C9—H9A | 0.9600 | C9'—H9D | 0.9600 |
C9—H9B | 0.9600 | C9'—H9E | 0.9600 |
C9—H9C | 0.9600 | C9'—H9F | 0.9600 |
C10—H10A | 0.9600 | C10'—H10D | 0.9600 |
C10—H10B | 0.9600 | C10'—H10E | 0.9600 |
C10—H10C | 0.9600 | C10'—H10F | 0.9600 |
C13—H13A | 0.9600 | C13'—H13D | 0.9600 |
C13—H13B | 0.9600 | C13'—H13E | 0.9600 |
C13—H13C | 0.9600 | C13'—H13F | 0.9600 |
C12—S1—C11 | 85.78 (15) | C12'—S1'—C11' | 85.57 (15) |
C12—S2—C13 | 102.90 (15) | C12'—S2'—C13' | 102.97 (15) |
C8—N1—C1 | 109.9 (2) | C8'—N1'—C1' | 109.4 (2) |
C8—N1—C9 | 126.2 (3) | C8'—N1'—C9' | 126.0 (2) |
C1—N1—C9 | 123.8 (3) | C1'—N1'—C9' | 124.5 (2) |
N3—N2—C7 | 115.3 (2) | N3'—N2'—C7' | 115.3 (3) |
N2—N3—C11 | 110.4 (2) | N2'—N3'—C11' | 110.3 (2) |
C11—N4—N5 | 111.2 (3) | C11'—N4'—N5' | 111.6 (2) |
C12—N5—N4 | 112.4 (2) | C12'—N5'—N4' | 112.3 (3) |
C2—C1—N1 | 129.3 (3) | C2'—C1'—N1' | 128.9 (3) |
C2—C1—C6 | 122.5 (3) | C2'—C1'—C6' | 122.7 (3) |
N1—C1—C6 | 108.2 (2) | N1'—C1'—C6' | 108.3 (2) |
C3—C2—C1 | 117.9 (3) | C3'—C2'—C1' | 117.3 (3) |
C3—C2—H2 | 121.0 | C3'—C2'—H2' | 121.3 |
C1—C2—H2 | 121.0 | C1'—C2'—H2' | 121.3 |
C2—C3—C4 | 120.5 (3) | C2'—C3'—C4' | 121.2 (3) |
C2—C3—H3 | 119.8 | C2'—C3'—H3' | 119.4 |
C4—C3—H3 | 119.8 | C4'—C3'—H3' | 119.4 |
C3—C4—C5 | 122.3 (3) | C5'—C4'—C3' | 121.6 (3) |
C3—C4—H4 | 118.9 | C5'—C4'—H4' | 119.2 |
C5—C4—H4 | 118.9 | C3'—C4'—H4' | 119.2 |
C4—C5—C6 | 118.2 (3) | C4'—C5'—C6' | 118.6 (3) |
C4—C5—H5 | 120.9 | C4'—C5'—H5' | 120.7 |
C6—C5—H5 | 120.9 | C6'—C5'—H5' | 120.7 |
C5—C6—C1 | 118.7 (3) | C1'—C6'—C5' | 118.6 (3) |
C5—C6—C7 | 135.5 (3) | C1'—C6'—C7' | 106.0 (2) |
C1—C6—C7 | 105.8 (2) | C5'—C6'—C7' | 135.4 (3) |
N2—C7—C8 | 119.1 (3) | N2'—C7'—C8' | 120.3 (3) |
N2—C7—C6 | 133.0 (3) | N2'—C7'—C6' | 132.1 (3) |
C8—C7—C6 | 107.8 (2) | C8'—C7'—C6' | 107.6 (3) |
N1—C8—C7 | 108.3 (2) | N1'—C8'—C7' | 108.6 (2) |
N1—C8—C10 | 123.2 (3) | N1'—C8'—C10' | 122.3 (3) |
C7—C8—C10 | 128.5 (3) | C7'—C8'—C10' | 129.1 (3) |
N1—C9—H9A | 109.5 | N1'—C9'—H9D | 109.5 |
N1—C9—H9B | 109.5 | N1'—C9'—H9E | 109.5 |
H9A—C9—H9B | 109.5 | H9D—C9'—H9E | 109.5 |
N1—C9—H9C | 109.5 | N1'—C9'—H9F | 109.5 |
H9A—C9—H9C | 109.5 | H9D—C9'—H9F | 109.5 |
H9B—C9—H9C | 109.5 | H9E—C9'—H9F | 109.5 |
C8—C10—H10A | 109.5 | C8'—C10'—H10D | 109.5 |
C8—C10—H10B | 109.5 | C8'—C10'—H10E | 109.5 |
H10A—C10—H10B | 109.5 | H10D—C10'—H10E | 109.5 |
C8—C10—H10C | 109.5 | C8'—C10'—H10F | 109.5 |
H10A—C10—H10C | 109.5 | H10D—C10'—H10F | 109.5 |
H10B—C10—H10C | 109.5 | H10E—C10'—H10F | 109.5 |
N4—C11—N3 | 120.5 (3) | N4'—C11'—N3' | 121.0 (3) |
N4—C11—S1 | 115.4 (2) | N4'—C11'—S1' | 115.2 (2) |
N3—C11—S1 | 124.0 (2) | N3'—C11'—S1' | 123.9 (2) |
N5—C12—S1 | 115.2 (2) | N5'—C12'—S1' | 115.3 (2) |
N5—C12—S2 | 119.3 (2) | N5'—C12'—S2' | 119.1 (2) |
S1—C12—S2 | 125.42 (18) | S1'—C12'—S2' | 125.49 (18) |
S2—C13—H13A | 109.5 | S2'—C13'—H13D | 109.5 |
S2—C13—H13B | 109.5 | S2'—C13'—H13E | 109.5 |
H13A—C13—H13B | 109.5 | H13D—C13'—H13E | 109.5 |
S2—C13—H13C | 109.5 | S2'—C13'—H13F | 109.5 |
H13A—C13—H13C | 109.5 | H13D—C13'—H13F | 109.5 |
H13B—C13—H13C | 109.5 | H13E—C13'—H13F | 109.5 |
C12—S1—C11—N4 | −0.3 (3) | C12'—S1'—C11'—N4' | 0.1 (3) |
C12—S1—C11—N3 | −179.2 (3) | C12'—S1'—C11'—N3' | −179.7 (3) |
C11—S1—C12—N5 | −0.2 (3) | C11'—S1'—C12'—N5' | −0.1 (3) |
C11—S1—C12—S2 | 176.8 (2) | C11'—S1'—C12'—S2' | 177.7 (2) |
C13—S2—C12—N5 | −172.8 (3) | C13'—S2'—C12'—N5' | −176.9 (3) |
C13—S2—C12—S1 | 10.3 (3) | C13'—S2'—C12'—S1' | 5.5 (3) |
C8—N1—C1—C2 | −178.3 (3) | C8'—N1'—C1'—C2' | −178.6 (3) |
C9—N1—C1—C2 | 3.9 (5) | C9'—N1'—C1'—C2' | 5.7 (5) |
C8—N1—C1—C6 | 0.1 (3) | C8'—N1'—C1'—C6' | 0.0 (3) |
C9—N1—C1—C6 | −177.6 (3) | C9'—N1'—C1'—C6' | −175.7 (3) |
C1—N1—C8—C7 | −0.8 (3) | C1'—N1'—C8'—C7' | −0.2 (3) |
C9—N1—C8—C7 | 176.9 (3) | C9'—N1'—C8'—C7' | 175.4 (3) |
C1—N1—C8—C10 | 178.1 (3) | C1'—N1'—C8'—C10' | 179.5 (3) |
C9—N1—C8—C10 | −4.2 (5) | C9'—N1'—C8'—C10' | −4.9 (5) |
C7—N2—N3—C11 | −179.8 (2) | C7'—N2'—N3'—C11' | −180.0 (2) |
N3—N2—C7—C8 | 176.0 (2) | N3'—N2'—C7'—C8' | 177.7 (3) |
N3—N2—C7—C6 | −2.7 (5) | N3'—N2'—C7'—C6' | −1.3 (5) |
N2—N3—C11—N4 | −178.3 (3) | N2'—N3'—C11'—N4' | −178.7 (3) |
N2—N3—C11—S1 | 0.5 (4) | N2'—N3'—C11'—S1' | 1.1 (4) |
N5—N4—C11—N3 | 179.5 (3) | N5'—N4'—C11'—N3' | 179.7 (3) |
N5—N4—C11—S1 | 0.6 (4) | N5'—N4'—C11'—S1' | −0.1 (4) |
C12—N5—N4—C11 | −0.7 (4) | C12'—N5'—N4'—C11' | 0.0 (4) |
N4—N5—C12—S1 | 0.5 (4) | N4'—N5'—C12'—S1' | 0.0 (4) |
N4—N5—C12—S2 | −176.6 (2) | N4'—N5'—C12'—S2' | −177.9 (2) |
N1—C1—C2—C3 | 176.3 (3) | C2'—C1'—C6'—C5' | 0.1 (4) |
C6—C1—C2—C3 | −2.0 (4) | N1'—C1'—C6'—C5' | −178.6 (2) |
C2—C1—C6—C5 | 1.7 (4) | C2'—C1'—C6'—C7' | 178.9 (3) |
N1—C1—C6—C5 | −176.9 (2) | N1'—C1'—C6'—C7' | 0.2 (3) |
C2—C1—C6—C7 | 179.2 (3) | N1'—C1'—C2'—C3' | 178.4 (3) |
N1—C1—C6—C7 | 0.6 (3) | C6'—C1'—C2'—C3' | 0.0 (5) |
C4—C3—C2—C1 | 0.5 (5) | C1'—C2'—C3'—C4' | 0.0 (5) |
C2—C3—C4—C5 | 1.4 (5) | C2'—C3'—C4'—C5' | −0.1 (5) |
C6—C5—C4—C3 | −1.8 (5) | C6'—C5'—C4'—C3' | 0.2 (5) |
C4—C5—C6—C1 | 0.2 (4) | C1'—C6'—C5'—C4' | −0.2 (4) |
C4—C5—C6—C7 | −176.3 (3) | C7'—C6'—C5'—C4' | −178.5 (3) |
N2—C7—C6—C5 | −5.4 (6) | N2'—C7'—C6'—C1' | 178.8 (3) |
C8—C7—C6—C5 | 175.8 (3) | C8'—C7'—C6'—C1' | −0.3 (3) |
N2—C7—C6—C1 | 177.7 (3) | N2'—C7'—C6'—C5' | −2.8 (6) |
C8—C7—C6—C1 | −1.1 (3) | C8'—C7'—C6'—C5' | 178.1 (3) |
N2—C7—C8—N1 | −177.8 (2) | N1'—C8'—C7'—N2' | −178.9 (3) |
C6—C7—C8—N1 | 1.2 (3) | C10'—C8'—C7'—N2' | 1.5 (5) |
N2—C7—C8—C10 | 3.3 (5) | N1'—C8'—C7'—C6' | 0.3 (3) |
C6—C7—C8—C10 | −177.7 (3) | C10'—C8'—C7'—C6' | −179.3 (3) |