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
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.003 Å
- R factor = 0.038
- wR factor = 0.093
- Data-to-parameter ratio = 18.2
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.98 PLAT063_ALERT_3_C Crystal Probably too Large for Beam Size ....... 0.62 mm PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.11 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.04 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for S4 - C1 .. 6.05 su PLAT230_ALERT_2_C Hirshfeld Test Diff for S3 - C24 .. 6.41 su PLAT230_ALERT_2_C Hirshfeld Test Diff for C44 - C45 .. 5.16 su PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C21 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C22 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C18
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 11 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 7 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
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 |
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