Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806012323/at2024sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806012323/at20242sup2.hkl |
CCDC reference: 608359
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2003).
C23H19N7S2 | Z = 4 |
Mr = 457.57 | F(000) = 952 |
Triclinic, P1 | Dx = 1.365 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.6469 (7) Å | Cell parameters from 29144 reflections |
b = 10.8127 (7) Å | θ = 1.9–28.0° |
c = 21.9501 (13) Å | µ = 0.27 mm−1 |
α = 89.500 (5)° | T = 296 K |
β = 89.496 (5)° | Prism, colorless |
γ = 61.774 (5)° | 0.62 × 0.48 × 0.26 mm |
V = 2226.3 (2) Å3 |
Stoe IPDS-2 diffractometer | 10510 independent reflections |
Radiation source: fine-focus sealed tube | 6295 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.094 |
Detector resolution: 6.67 pixels mm-1 | θmax = 28.0°, θmin = 1.9° |
rotation method scans | h = −13→14 |
Absorption correction: integration (X-RED32; Stoe & Cie, 2002) | k = −13→14 |
Tmin = 0.853, Tmax = 0.934 | l = −28→28 |
32857 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)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.093 | H-atom parameters constrained |
S = 0.90 | w = 1/[σ2(Fo2) + (0.0353P)2] where P = (Fo2 + 2Fc2)/3 |
10510 reflections | (Δ/σ)max = 0.001 |
578 parameters | Δρmax = 0.18 e Å−3 |
0 restraints | Δρmin = −0.26 e Å−3 |
Experimental. 13C NMR (100 MHz, DMSO-d6): δ 169.80. |
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 | 0.35877 (19) | 0.03279 (18) | 0.21759 (7) | 0.0491 (4) | |
C2 | 0.51356 (17) | 0.00064 (17) | 0.29095 (7) | 0.0423 (4) | |
C3 | 0.57809 (17) | −0.00332 (18) | 0.35081 (7) | 0.0439 (4) | |
C4 | 0.70576 (18) | −0.1208 (2) | 0.36462 (9) | 0.0568 (5) | |
H4 | 0.7505 | −0.1931 | 0.3367 | 0.068* | |
C5 | 0.76405 (19) | −0.1272 (2) | 0.42085 (10) | 0.0666 (6) | |
H5 | 0.8491 | −0.2050 | 0.4317 | 0.080* | |
C6 | 0.69643 (19) | −0.0183 (2) | 0.46096 (9) | 0.0600 (5) | |
H6 | 0.7338 | −0.0212 | 0.4994 | 0.072* | |
C7 | 0.57071 (17) | 0.09596 (18) | 0.44240 (7) | 0.0450 (4) | |
C8 | 0.49855 (17) | 0.21275 (17) | 0.48505 (7) | 0.0438 (4) | |
C9 | 0.37558 (18) | 0.42663 (18) | 0.52355 (7) | 0.0457 (4) | |
C10 | 0.38788 (17) | 0.41883 (18) | 0.41026 (7) | 0.0433 (4) | |
H10A | 0.4650 | 0.3595 | 0.3831 | 0.052* | |
H10B | 0.3894 | 0.5075 | 0.4137 | 0.052* | |
C11 | 0.24954 (17) | 0.44588 (16) | 0.38198 (7) | 0.0432 (4) | |
C12 | 0.2372 (2) | 0.4640 (2) | 0.31953 (9) | 0.0605 (5) | |
H12 | 0.3155 | 0.4545 | 0.2969 | 0.073* | |
C13 | 0.1125 (3) | 0.4955 (2) | 0.28994 (11) | 0.0783 (7) | |
H13 | 0.1068 | 0.5067 | 0.2478 | 0.094* | |
C14 | −0.0025 (2) | 0.5102 (2) | 0.32275 (13) | 0.0781 (7) | |
H14 | −0.0879 | 0.5338 | 0.3031 | 0.094* | |
C15 | 0.0064 (2) | 0.4906 (2) | 0.38477 (12) | 0.0750 (6) | |
H15 | −0.0723 | 0.4988 | 0.4068 | 0.090* | |
C16 | 0.13397 (19) | 0.4580 (2) | 0.41493 (9) | 0.0600 (5) | |
H16 | 0.1403 | 0.4447 | 0.4569 | 0.072* | |
C17 | 0.24705 (17) | 0.13548 (17) | 0.31686 (7) | 0.0445 (4) | |
H17A | 0.1699 | 0.2075 | 0.2934 | 0.053* | |
H17B | 0.2711 | 0.1819 | 0.3488 | 0.053* | |
C18 | 0.19561 (16) | 0.04174 (18) | 0.34558 (8) | 0.0456 (4) | |
C19 | 0.2500 (2) | −0.0972 (2) | 0.33189 (11) | 0.0682 (6) | |
H19 | 0.3221 | −0.1369 | 0.3028 | 0.082* | |
C20 | 0.2004 (3) | −0.1794 (3) | 0.36014 (18) | 0.1104 (12) | |
H20 | 0.2383 | −0.2739 | 0.3504 | 0.132* | |
C21 | 0.0933 (3) | −0.1197 (4) | 0.40330 (19) | 0.1317 (16) | |
H21 | 0.0610 | −0.1750 | 0.4239 | 0.158* | |
C22 | 0.0357 (3) | 0.0178 (4) | 0.41559 (16) | 0.1181 (13) | |
H22 | −0.0394 | 0.0579 | 0.4433 | 0.142* | |
C23 | 0.0859 (2) | 0.0999 (3) | 0.38791 (10) | 0.0735 (6) | |
H23 | 0.0464 | 0.1946 | 0.3975 | 0.088* | |
C24 | 0.32903 (17) | 0.54370 (18) | 0.72197 (7) | 0.0468 (4) | |
C25 | 0.24611 (17) | 0.75879 (17) | 0.75844 (7) | 0.0451 (4) | |
C26 | 0.20098 (17) | 0.87892 (18) | 0.79925 (7) | 0.0458 (4) | |
C27 | 0.09363 (19) | 1.0083 (2) | 0.78098 (8) | 0.0587 (5) | |
H27 | 0.0493 | 1.0197 | 0.7435 | 0.070* | |
C28 | 0.0544 (2) | 1.1193 (2) | 0.81971 (10) | 0.0724 (6) | |
H28 | −0.0163 | 1.2081 | 0.8084 | 0.087* | |
C29 | 0.1200 (2) | 1.09905 (19) | 0.87536 (9) | 0.0626 (5) | |
H29 | 0.0943 | 1.1730 | 0.9024 | 0.075* | |
C30 | 0.22570 (17) | 0.96500 (17) | 0.88987 (7) | 0.0458 (4) | |
C31 | 0.29220 (17) | 0.93889 (17) | 0.95018 (7) | 0.0441 (4) | |
C32 | 0.45115 (18) | 0.86880 (17) | 1.02453 (7) | 0.0454 (4) | |
C33 | 0.55313 (17) | 0.78742 (17) | 0.91998 (7) | 0.0445 (4) | |
H33A | 0.6350 | 0.7928 | 0.9360 | 0.053* | |
H33B | 0.5268 | 0.8404 | 0.8821 | 0.053* | |
C34 | 0.59719 (15) | 0.63681 (16) | 0.90597 (7) | 0.0403 (3) | |
C35 | 0.6178 (2) | 0.53950 (19) | 0.95148 (8) | 0.0566 (5) | |
H35 | 0.5998 | 0.5681 | 0.9919 | 0.068* | |
C36 | 0.6646 (2) | 0.4007 (2) | 0.93725 (10) | 0.0656 (5) | |
H36 | 0.6782 | 0.3366 | 0.9683 | 0.079* | |
C37 | 0.69145 (19) | 0.3554 (2) | 0.87834 (9) | 0.0577 (5) | |
H37 | 0.7225 | 0.2615 | 0.8692 | 0.069* | |
C38 | 0.67191 (19) | 0.4504 (2) | 0.83298 (9) | 0.0583 (5) | |
H38 | 0.6902 | 0.4208 | 0.7927 | 0.070* | |
C39 | 0.62514 (18) | 0.58994 (19) | 0.84665 (8) | 0.0504 (4) | |
H39 | 0.6123 | 0.6533 | 0.8153 | 0.061* | |
C40 | 0.32098 (16) | 0.55541 (17) | 0.83610 (7) | 0.0437 (4) | |
H40A | 0.3632 | 0.5977 | 0.8622 | 0.052* | |
H40B | 0.3880 | 0.4562 | 0.8330 | 0.052* | |
C41 | 0.18665 (16) | 0.57132 (17) | 0.86572 (7) | 0.0441 (4) | |
C42 | 0.1254 (2) | 0.4897 (2) | 0.84851 (9) | 0.0612 (5) | |
H42 | 0.1626 | 0.4295 | 0.8155 | 0.073* | |
C43 | 0.0088 (2) | 0.4964 (3) | 0.87995 (12) | 0.0778 (7) | |
H43 | −0.0320 | 0.4411 | 0.8680 | 0.093* | |
C44 | −0.0460 (2) | 0.5846 (3) | 0.92857 (12) | 0.0769 (7) | |
H44 | −0.1238 | 0.5886 | 0.9498 | 0.092* | |
C45 | 0.0118 (2) | 0.6655 (3) | 0.94580 (11) | 0.0785 (7) | |
H45 | −0.0263 | 0.7256 | 0.9788 | 0.094* | |
C46 | 0.1282 (2) | 0.6597 (2) | 0.91451 (9) | 0.0605 (5) | |
H46 | 0.1672 | 0.7163 | 0.9267 | 0.073* | |
N1 | 0.49485 (15) | −0.04313 (15) | 0.19934 (6) | 0.0522 (4) | |
H1 | 0.5188 | −0.0756 | 0.1630 | 0.063* | |
N2 | 0.59129 (15) | −0.06378 (15) | 0.24393 (6) | 0.0505 (3) | |
N3 | 0.37021 (14) | 0.06330 (14) | 0.27718 (6) | 0.0428 (3) | |
N4 | 0.51030 (13) | 0.10436 (14) | 0.38826 (6) | 0.0428 (3) | |
N5 | 0.51151 (16) | 0.19550 (16) | 0.54390 (6) | 0.0545 (4) | |
N6 | 0.43463 (16) | 0.32697 (15) | 0.56643 (6) | 0.0548 (4) | |
H666 | 0.4247 | 0.3447 | 0.6048 | 0.066* | |
N7 | 0.41479 (13) | 0.35217 (14) | 0.47038 (6) | 0.0414 (3) | |
N8 | 0.30061 (13) | 0.61953 (14) | 0.77463 (6) | 0.0417 (3) | |
N9 | 0.28925 (16) | 0.64183 (16) | 0.67807 (6) | 0.0556 (4) | |
H9 | 0.2953 | 0.6224 | 0.6399 | 0.067* | |
N10 | 0.23853 (17) | 0.77471 (16) | 0.69928 (7) | 0.0574 (4) | |
N11 | 0.26771 (14) | 0.85655 (14) | 0.85265 (6) | 0.0434 (3) | |
N12 | 0.21938 (15) | 0.99817 (15) | 0.99905 (7) | 0.0524 (4) | |
N13 | 0.31870 (15) | 0.95331 (15) | 1.04415 (6) | 0.0529 (4) | |
H13A | 0.2981 | 0.9771 | 1.0817 | 0.063* | |
N14 | 0.43467 (13) | 0.85537 (13) | 0.96327 (6) | 0.0413 (3) | |
S1 | 0.27793 (5) | 0.60008 (5) | 0.53146 (2) | 0.05506 (12) | |
S2 | 0.60232 (5) | 0.79721 (5) | 1.06476 (2) | 0.05801 (13) | |
S3 | 0.39910 (6) | 0.37041 (5) | 0.71413 (2) | 0.06286 (14) | |
S4 | 0.20956 (6) | 0.08270 (7) | 0.17815 (2) | 0.07435 (17) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0634 (10) | 0.0505 (10) | 0.0328 (8) | −0.0265 (8) | 0.0039 (7) | −0.0041 (7) |
C2 | 0.0512 (9) | 0.0434 (9) | 0.0367 (8) | −0.0259 (7) | 0.0058 (7) | −0.0086 (7) |
C3 | 0.0472 (9) | 0.0483 (10) | 0.0406 (9) | −0.0261 (8) | 0.0051 (7) | −0.0099 (7) |
C4 | 0.0475 (9) | 0.0561 (11) | 0.0606 (11) | −0.0190 (8) | 0.0024 (8) | −0.0176 (9) |
C5 | 0.0473 (10) | 0.0610 (12) | 0.0770 (14) | −0.0132 (9) | −0.0106 (9) | −0.0141 (10) |
C6 | 0.0550 (10) | 0.0646 (12) | 0.0555 (11) | −0.0239 (9) | −0.0121 (8) | −0.0081 (9) |
C7 | 0.0481 (9) | 0.0503 (10) | 0.0399 (8) | −0.0258 (8) | −0.0003 (7) | −0.0065 (7) |
C8 | 0.0496 (9) | 0.0492 (10) | 0.0350 (8) | −0.0252 (8) | −0.0044 (7) | −0.0038 (7) |
C9 | 0.0565 (9) | 0.0546 (10) | 0.0323 (8) | −0.0312 (8) | −0.0028 (7) | −0.0058 (7) |
C10 | 0.0528 (9) | 0.0547 (10) | 0.0290 (7) | −0.0308 (8) | −0.0008 (6) | −0.0006 (7) |
C11 | 0.0505 (9) | 0.0392 (9) | 0.0408 (8) | −0.0218 (7) | −0.0033 (7) | −0.0039 (7) |
C12 | 0.0742 (12) | 0.0722 (13) | 0.0452 (10) | −0.0429 (10) | −0.0127 (9) | 0.0112 (9) |
C13 | 0.0871 (16) | 0.0864 (17) | 0.0663 (14) | −0.0449 (13) | −0.0333 (12) | 0.0218 (12) |
C14 | 0.0615 (13) | 0.0631 (14) | 0.0988 (19) | −0.0199 (10) | −0.0309 (13) | −0.0013 (12) |
C15 | 0.0476 (11) | 0.0744 (15) | 0.0985 (19) | −0.0248 (10) | 0.0066 (11) | −0.0250 (12) |
C16 | 0.0576 (11) | 0.0732 (13) | 0.0529 (11) | −0.0339 (10) | 0.0090 (8) | −0.0176 (9) |
C17 | 0.0486 (9) | 0.0423 (9) | 0.0405 (9) | −0.0195 (7) | 0.0041 (7) | −0.0105 (7) |
C18 | 0.0416 (8) | 0.0513 (10) | 0.0428 (9) | −0.0211 (7) | −0.0071 (7) | 0.0059 (7) |
C19 | 0.0621 (12) | 0.0543 (13) | 0.0892 (16) | −0.0285 (10) | −0.0042 (11) | 0.0119 (11) |
C20 | 0.0837 (18) | 0.0724 (17) | 0.186 (3) | −0.0464 (15) | −0.024 (2) | 0.051 (2) |
C21 | 0.0777 (19) | 0.135 (3) | 0.192 (4) | −0.060 (2) | −0.017 (2) | 0.098 (3) |
C22 | 0.0724 (16) | 0.149 (3) | 0.124 (3) | −0.0461 (18) | 0.0171 (16) | 0.055 (2) |
C23 | 0.0625 (12) | 0.0827 (15) | 0.0681 (14) | −0.0287 (11) | 0.0129 (10) | 0.0075 (11) |
C24 | 0.0499 (9) | 0.0559 (11) | 0.0336 (8) | −0.0242 (8) | −0.0009 (7) | −0.0083 (7) |
C25 | 0.0509 (9) | 0.0484 (10) | 0.0346 (8) | −0.0223 (8) | −0.0041 (7) | −0.0060 (7) |
C26 | 0.0489 (9) | 0.0488 (10) | 0.0379 (8) | −0.0214 (8) | −0.0037 (7) | −0.0048 (7) |
C27 | 0.0571 (10) | 0.0580 (12) | 0.0464 (10) | −0.0149 (9) | −0.0132 (8) | −0.0031 (8) |
C28 | 0.0677 (12) | 0.0543 (12) | 0.0634 (13) | −0.0024 (10) | −0.0163 (10) | −0.0077 (10) |
C29 | 0.0672 (11) | 0.0452 (11) | 0.0553 (11) | −0.0098 (9) | −0.0071 (9) | −0.0148 (8) |
C30 | 0.0504 (9) | 0.0458 (10) | 0.0401 (9) | −0.0217 (8) | −0.0021 (7) | −0.0080 (7) |
C31 | 0.0522 (9) | 0.0395 (9) | 0.0406 (9) | −0.0215 (7) | −0.0017 (7) | −0.0079 (7) |
C32 | 0.0615 (10) | 0.0435 (9) | 0.0353 (8) | −0.0280 (8) | −0.0018 (7) | −0.0055 (7) |
C33 | 0.0520 (9) | 0.0476 (10) | 0.0393 (8) | −0.0279 (8) | 0.0027 (7) | −0.0024 (7) |
C34 | 0.0392 (8) | 0.0436 (9) | 0.0391 (8) | −0.0206 (7) | 0.0014 (6) | −0.0039 (7) |
C35 | 0.0801 (12) | 0.0528 (11) | 0.0413 (9) | −0.0349 (10) | 0.0017 (9) | −0.0010 (8) |
C36 | 0.0880 (14) | 0.0507 (12) | 0.0600 (12) | −0.0345 (10) | 0.0000 (10) | 0.0057 (9) |
C37 | 0.0563 (10) | 0.0461 (11) | 0.0680 (13) | −0.0221 (8) | 0.0090 (9) | −0.0114 (9) |
C38 | 0.0620 (11) | 0.0595 (12) | 0.0510 (11) | −0.0267 (9) | 0.0153 (8) | −0.0166 (9) |
C39 | 0.0557 (10) | 0.0521 (11) | 0.0432 (9) | −0.0253 (8) | 0.0088 (7) | −0.0043 (8) |
C40 | 0.0466 (8) | 0.0479 (10) | 0.0329 (8) | −0.0193 (7) | −0.0069 (6) | −0.0014 (7) |
C41 | 0.0458 (8) | 0.0446 (9) | 0.0358 (8) | −0.0164 (7) | −0.0077 (7) | 0.0039 (7) |
C42 | 0.0655 (11) | 0.0730 (13) | 0.0513 (11) | −0.0376 (10) | −0.0112 (9) | −0.0025 (9) |
C43 | 0.0701 (13) | 0.0999 (18) | 0.0810 (17) | −0.0547 (13) | −0.0189 (12) | 0.0185 (14) |
C44 | 0.0531 (12) | 0.0915 (18) | 0.0769 (16) | −0.0268 (12) | −0.0038 (11) | 0.0223 (14) |
C45 | 0.0776 (14) | 0.0749 (15) | 0.0637 (14) | −0.0206 (12) | 0.0231 (11) | −0.0035 (11) |
C46 | 0.0742 (12) | 0.0589 (12) | 0.0487 (11) | −0.0318 (10) | 0.0109 (9) | −0.0099 (9) |
N1 | 0.0668 (9) | 0.0596 (9) | 0.0312 (7) | −0.0308 (8) | 0.0055 (6) | −0.0090 (6) |
N2 | 0.0573 (8) | 0.0572 (9) | 0.0399 (8) | −0.0296 (7) | 0.0070 (6) | −0.0114 (6) |
N3 | 0.0482 (7) | 0.0458 (8) | 0.0350 (7) | −0.0226 (6) | 0.0027 (5) | −0.0060 (6) |
N4 | 0.0470 (7) | 0.0478 (8) | 0.0360 (7) | −0.0243 (6) | 0.0010 (5) | −0.0077 (6) |
N5 | 0.0734 (9) | 0.0523 (9) | 0.0352 (7) | −0.0273 (7) | −0.0057 (7) | −0.0050 (6) |
N6 | 0.0784 (10) | 0.0541 (9) | 0.0303 (7) | −0.0299 (8) | −0.0018 (7) | −0.0075 (6) |
N7 | 0.0501 (7) | 0.0492 (8) | 0.0291 (6) | −0.0268 (6) | −0.0010 (5) | −0.0046 (5) |
N8 | 0.0462 (7) | 0.0466 (8) | 0.0290 (6) | −0.0192 (6) | −0.0024 (5) | −0.0060 (5) |
N9 | 0.0782 (10) | 0.0570 (9) | 0.0300 (7) | −0.0306 (8) | 0.0004 (7) | −0.0099 (6) |
N10 | 0.0808 (10) | 0.0542 (9) | 0.0368 (8) | −0.0315 (8) | −0.0039 (7) | −0.0060 (6) |
N11 | 0.0496 (7) | 0.0434 (8) | 0.0358 (7) | −0.0207 (6) | −0.0023 (6) | −0.0075 (6) |
N12 | 0.0563 (8) | 0.0547 (9) | 0.0417 (8) | −0.0223 (7) | 0.0001 (6) | −0.0138 (6) |
N13 | 0.0631 (9) | 0.0581 (9) | 0.0346 (7) | −0.0262 (7) | −0.0011 (6) | −0.0113 (6) |
N14 | 0.0504 (7) | 0.0404 (7) | 0.0342 (7) | −0.0222 (6) | −0.0014 (5) | −0.0055 (5) |
S1 | 0.0724 (3) | 0.0522 (3) | 0.0391 (2) | −0.0280 (2) | −0.0015 (2) | −0.00893 (18) |
S2 | 0.0660 (3) | 0.0629 (3) | 0.0430 (2) | −0.0284 (2) | −0.0111 (2) | −0.0063 (2) |
S3 | 0.0793 (3) | 0.0493 (3) | 0.0429 (2) | −0.0162 (2) | −0.0030 (2) | −0.01385 (19) |
S4 | 0.0663 (3) | 0.0988 (4) | 0.0402 (2) | −0.0242 (3) | −0.0078 (2) | −0.0103 (2) |
C1—N1 | 1.343 (2) | C25—N8 | 1.378 (2) |
C1—N3 | 1.372 (2) | C25—C26 | 1.464 (2) |
C1—S4 | 1.6641 (18) | C26—N11 | 1.336 (2) |
C2—N2 | 1.299 (2) | C26—C27 | 1.382 (2) |
C2—N3 | 1.381 (2) | C27—C28 | 1.369 (3) |
C2—C3 | 1.479 (2) | C27—H27 | 0.9300 |
C3—N4 | 1.328 (2) | C28—C29 | 1.376 (3) |
C3—C4 | 1.386 (2) | C28—H28 | 0.9300 |
C4—C5 | 1.373 (3) | C29—C30 | 1.387 (2) |
C4—H4 | 0.9300 | C29—H29 | 0.9300 |
C5—C6 | 1.373 (3) | C30—N11 | 1.325 (2) |
C5—H5 | 0.9300 | C30—C31 | 1.468 (2) |
C6—C7 | 1.386 (2) | C31—N12 | 1.300 (2) |
C6—H6 | 0.9300 | C31—N14 | 1.381 (2) |
C7—N4 | 1.338 (2) | C32—N13 | 1.337 (2) |
C7—C8 | 1.467 (2) | C32—N14 | 1.375 (2) |
C8—N5 | 1.303 (2) | C32—S2 | 1.6746 (17) |
C8—N7 | 1.377 (2) | C33—N14 | 1.466 (2) |
C9—N6 | 1.339 (2) | C33—C34 | 1.500 (2) |
C9—N7 | 1.369 (2) | C33—H33A | 0.9700 |
C9—S1 | 1.6693 (18) | C33—H33B | 0.9700 |
C10—N7 | 1.4621 (18) | C34—C39 | 1.379 (2) |
C10—C11 | 1.498 (2) | C34—C35 | 1.386 (2) |
C10—H10A | 0.9700 | C35—C36 | 1.377 (3) |
C10—H10B | 0.9700 | C35—H35 | 0.9300 |
C11—C16 | 1.374 (2) | C36—C37 | 1.366 (3) |
C11—C12 | 1.382 (2) | C36—H36 | 0.9300 |
C12—C13 | 1.372 (3) | C37—C38 | 1.369 (3) |
C12—H12 | 0.9300 | C37—H37 | 0.9300 |
C13—C14 | 1.359 (3) | C38—C39 | 1.382 (3) |
C13—H13 | 0.9300 | C38—H38 | 0.9300 |
C14—C15 | 1.373 (3) | C39—H39 | 0.9300 |
C14—H14 | 0.9300 | C40—N8 | 1.4816 (19) |
C15—C16 | 1.403 (3) | C40—C41 | 1.500 (2) |
C15—H15 | 0.9300 | C40—H40A | 0.9700 |
C16—H16 | 0.9300 | C40—H40B | 0.9700 |
C17—N3 | 1.453 (2) | C41—C46 | 1.375 (2) |
C17—C18 | 1.494 (2) | C41—C42 | 1.379 (3) |
C17—H17A | 0.9700 | C42—C43 | 1.386 (3) |
C17—H17B | 0.9700 | C42—H42 | 0.9300 |
C18—C19 | 1.365 (3) | C43—C44 | 1.367 (4) |
C18—C23 | 1.385 (3) | C43—H43 | 0.9300 |
C19—C20 | 1.372 (3) | C44—C45 | 1.345 (4) |
C19—H19 | 0.9300 | C44—H44 | 0.9300 |
C20—C21 | 1.382 (5) | C45—C46 | 1.386 (3) |
C20—H20 | 0.9300 | C45—H45 | 0.9300 |
C21—C22 | 1.342 (5) | C46—H46 | 0.9300 |
C21—H21 | 0.9300 | N1—N2 | 1.3635 (19) |
C22—C23 | 1.370 (4) | N1—H1 | 0.8600 |
C22—H22 | 0.9300 | N5—N6 | 1.356 (2) |
C23—H23 | 0.9300 | N6—H666 | 0.8600 |
C24—N9 | 1.341 (2) | N9—N10 | 1.359 (2) |
C24—N8 | 1.369 (2) | N9—H9 | 0.8600 |
C24—S3 | 1.6668 (18) | N12—N13 | 1.3632 (19) |
C25—N10 | 1.307 (2) | N13—H13A | 0.8600 |
N1—C1—N3 | 103.62 (14) | C28—C29—C30 | 117.96 (18) |
N1—C1—S4 | 129.19 (13) | C28—C29—H29 | 121.0 |
N3—C1—S4 | 127.19 (13) | C30—C29—H29 | 121.0 |
N2—C2—N3 | 111.17 (14) | N11—C30—C29 | 123.41 (16) |
N2—C2—C3 | 121.54 (15) | N11—C30—C31 | 117.48 (14) |
N3—C2—C3 | 127.22 (14) | C29—C30—C31 | 119.07 (16) |
N4—C3—C4 | 123.92 (16) | N12—C31—N14 | 111.23 (14) |
N4—C3—C2 | 118.50 (14) | N12—C31—C30 | 121.99 (15) |
C4—C3—C2 | 117.58 (15) | N14—C31—C30 | 126.76 (15) |
C5—C4—C3 | 117.90 (17) | N13—C32—N14 | 103.80 (13) |
C5—C4—H4 | 121.1 | N13—C32—S2 | 128.24 (13) |
C3—C4—H4 | 121.1 | N14—C32—S2 | 127.95 (13) |
C6—C5—C4 | 119.82 (17) | N14—C33—C34 | 115.72 (13) |
C6—C5—H5 | 120.1 | N14—C33—H33A | 108.4 |
C4—C5—H5 | 120.1 | C34—C33—H33A | 108.4 |
C5—C6—C7 | 117.93 (17) | N14—C33—H33B | 108.4 |
C5—C6—H6 | 121.0 | C34—C33—H33B | 108.4 |
C7—C6—H6 | 121.0 | H33A—C33—H33B | 107.4 |
N4—C7—C6 | 123.63 (16) | C39—C34—C35 | 117.93 (16) |
N4—C7—C8 | 118.30 (14) | C39—C34—C33 | 120.09 (15) |
C6—C7—C8 | 118.06 (15) | C35—C34—C33 | 121.91 (15) |
N5—C8—N7 | 110.77 (15) | C36—C35—C34 | 120.41 (17) |
N5—C8—C7 | 122.37 (15) | C36—C35—H35 | 119.8 |
N7—C8—C7 | 126.82 (14) | C34—C35—H35 | 119.8 |
N6—C9—N7 | 103.21 (14) | C37—C36—C35 | 121.23 (18) |
N6—C9—S1 | 129.34 (13) | C37—C36—H36 | 119.4 |
N7—C9—S1 | 127.44 (12) | C35—C36—H36 | 119.4 |
N7—C10—C11 | 114.87 (13) | C36—C37—C38 | 118.93 (18) |
N7—C10—H10A | 108.5 | C36—C37—H37 | 120.5 |
C11—C10—H10A | 108.5 | C38—C37—H37 | 120.5 |
N7—C10—H10B | 108.5 | C37—C38—C39 | 120.43 (18) |
C11—C10—H10B | 108.5 | C37—C38—H38 | 119.8 |
H10A—C10—H10B | 107.5 | C39—C38—H38 | 119.8 |
C16—C11—C12 | 118.71 (16) | C34—C39—C38 | 121.07 (17) |
C16—C11—C10 | 123.59 (15) | C34—C39—H39 | 119.5 |
C12—C11—C10 | 117.67 (15) | C38—C39—H39 | 119.5 |
C13—C12—C11 | 121.8 (2) | N8—C40—C41 | 114.36 (12) |
C13—C12—H12 | 119.1 | N8—C40—H40A | 108.7 |
C11—C12—H12 | 119.1 | C41—C40—H40A | 108.7 |
C14—C13—C12 | 119.4 (2) | N8—C40—H40B | 108.7 |
C14—C13—H13 | 120.3 | C41—C40—H40B | 108.7 |
C12—C13—H13 | 120.3 | H40A—C40—H40B | 107.6 |
C13—C14—C15 | 120.52 (19) | C46—C41—C42 | 118.04 (17) |
C13—C14—H14 | 119.7 | C46—C41—C40 | 120.41 (16) |
C15—C14—H14 | 119.7 | C42—C41—C40 | 121.31 (16) |
C14—C15—C16 | 120.0 (2) | C41—C42—C43 | 120.7 (2) |
C14—C15—H15 | 120.0 | C41—C42—H42 | 119.7 |
C16—C15—H15 | 120.0 | C43—C42—H42 | 119.7 |
C11—C16—C15 | 119.55 (19) | C44—C43—C42 | 119.8 (2) |
C11—C16—H16 | 120.2 | C44—C43—H43 | 120.1 |
C15—C16—H16 | 120.2 | C42—C43—H43 | 120.1 |
N3—C17—C18 | 114.13 (14) | C45—C44—C43 | 120.4 (2) |
N3—C17—H17A | 108.7 | C45—C44—H44 | 119.8 |
C18—C17—H17A | 108.7 | C43—C44—H44 | 119.8 |
N3—C17—H17B | 108.7 | C44—C45—C46 | 120.2 (2) |
C18—C17—H17B | 108.7 | C44—C45—H45 | 119.9 |
H17A—C17—H17B | 107.6 | C46—C45—H45 | 119.9 |
C19—C18—C23 | 118.56 (19) | C41—C46—C45 | 120.9 (2) |
C19—C18—C17 | 123.52 (16) | C41—C46—H46 | 119.5 |
C23—C18—C17 | 117.92 (17) | C45—C46—H46 | 119.5 |
C18—C19—C20 | 121.3 (2) | C1—N1—N2 | 113.48 (14) |
C18—C19—H19 | 119.4 | C1—N1—H1 | 123.3 |
C20—C19—H19 | 119.4 | N2—N1—H1 | 123.3 |
C19—C20—C21 | 119.1 (3) | C2—N2—N1 | 104.27 (13) |
C19—C20—H20 | 120.5 | C1—N3—C2 | 107.44 (13) |
C21—C20—H20 | 120.5 | C1—N3—C17 | 122.62 (13) |
C22—C21—C20 | 120.1 (3) | C2—N3—C17 | 129.58 (13) |
C22—C21—H21 | 119.9 | C3—N4—C7 | 116.78 (14) |
C20—C21—H21 | 119.9 | C8—N5—N6 | 104.16 (13) |
C21—C22—C23 | 120.9 (3) | C9—N6—N5 | 113.97 (13) |
C21—C22—H22 | 119.5 | C9—N6—H666 | 123.0 |
C23—C22—H22 | 119.5 | N5—N6—H666 | 123.0 |
C22—C23—C18 | 120.0 (3) | C9—N7—C8 | 107.86 (13) |
C22—C23—H23 | 120.0 | C9—N7—C10 | 123.05 (14) |
C18—C23—H23 | 120.0 | C8—N7—C10 | 128.39 (14) |
N9—C24—N8 | 103.53 (14) | C24—N8—C25 | 107.48 (13) |
N9—C24—S3 | 128.13 (13) | C24—N8—C40 | 123.17 (14) |
N8—C24—S3 | 128.33 (13) | C25—N8—C40 | 129.28 (13) |
N10—C25—N8 | 111.23 (15) | C24—N9—N10 | 113.99 (14) |
N10—C25—C26 | 121.46 (15) | C24—N9—H9 | 123.0 |
N8—C25—C26 | 127.31 (14) | N10—N9—H9 | 123.0 |
N11—C26—C27 | 123.49 (16) | C25—N10—N9 | 103.76 (14) |
N11—C26—C25 | 117.33 (14) | C30—N11—C26 | 117.30 (14) |
C27—C26—C25 | 119.18 (15) | C31—N12—N13 | 104.17 (13) |
C28—C27—C26 | 118.03 (17) | C32—N13—N12 | 113.61 (14) |
C28—C27—H27 | 121.0 | C32—N13—H13A | 123.2 |
C26—C27—H27 | 121.0 | N12—N13—H13A | 123.2 |
C27—C28—C29 | 119.78 (17) | C32—N14—C31 | 107.12 (13) |
C27—C28—H28 | 120.1 | C32—N14—C33 | 124.23 (13) |
C29—C28—H28 | 120.1 | C31—N14—C33 | 127.57 (13) |
D—H···A | D—H | H···A | D···A | D—H···A |
C17—H17B···N4 | 0.97 | 2.44 | 3.099 (2) | 125 |
C40—H40A···N11 | 0.97 | 2.49 | 3.054 (2) | 117 |