Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805016867/rz6086sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805016867/rz6086Isup2.hkl |
CCDC reference: 277764
Key indicators
- Single-crystal X-ray study
- T = 110 K
- Mean (C-C) = 0.002 Å
- R factor = 0.047
- wR factor = 0.134
- Data-to-parameter ratio = 16.0
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT355_ALERT_3_C Long O-H Bond (0.82A) O49 - H49 ... 1.06 Ang. PLAT355_ALERT_3_C Long O-H Bond (0.82A) O53 - H53 ... 1.03 Ang. PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2 C2 H4 O2 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 3 C2 H4 O2 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 4 C2 H4 O2
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 6 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 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: Collect (Nonius, 1999); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: DENZO; program(s) used to solve structure: SIR97 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and Mercury (Bruno et al., 2002); software used to prepare material for publication: SHELXL97.
C40H26N8·3C2H4O2 | Z = 2 |
Mr = 798.84 | F(000) = 836 |
Triclinic, P1 | Dx = 1.381 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.4672 (2) Å | Cell parameters from 6720 reflections |
b = 11.2549 (2) Å | θ = 2.0–27.5° |
c = 17.1109 (4) Å | µ = 0.09 mm−1 |
α = 92.2350 (12)° | T = 110 K |
β = 106.5621 (10)° | Chunk, violet |
γ = 94.8600 (12)° | 0.40 × 0.35 × 0.20 mm |
V = 1921.00 (7) Å3 |
Nonius KappaCCD diffractometer | 6790 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.027 |
Graphite monochromator | θmax = 27.5°, θmin = 2.0° |
Detector resolution: 56 pixels mm-1 | h = −13→13 |
1° φ and ω scans | k = −14→14 |
20904 measured reflections | l = −22→21 |
8806 independent 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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.134 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0724P)2 + 0.4868P] where P = (Fo2 + 2Fc2)/3 |
8806 reflections | (Δ/σ)max = 0.041 |
549 parameters | Δρmax = 0.28 e Å−3 |
0 restraints | Δρmin = −0.33 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 | 1.04504 (14) | 0.17707 (12) | 0.63322 (9) | 0.0194 (3) | |
C2 | 1.14417 (15) | 0.24737 (13) | 0.69775 (9) | 0.0218 (3) | |
H2 | 1.1661 | 0.2342 | 0.7543 | 0.026* | |
C3 | 1.20074 (15) | 0.33592 (13) | 0.66321 (9) | 0.0217 (3) | |
H3 | 1.2704 | 0.3953 | 0.6913 | 0.026* | |
C4 | 1.13707 (14) | 0.32416 (12) | 0.57674 (9) | 0.0196 (3) | |
C5 | 1.16583 (14) | 0.39973 (12) | 0.51946 (9) | 0.0192 (3) | |
C6 | 1.08984 (14) | 0.39780 (12) | 0.43662 (9) | 0.0190 (3) | |
C7 | 1.11663 (15) | 0.47875 (13) | 0.37821 (9) | 0.0216 (3) | |
H7 | 1.1908 | 0.5378 | 0.3876 | 0.026* | |
C8 | 1.01741 (15) | 0.45500 (13) | 0.30833 (10) | 0.0224 (3) | |
H8 | 1.0070 | 0.4948 | 0.2593 | 0.027* | |
C9 | 0.92902 (14) | 0.35681 (12) | 0.32215 (9) | 0.0195 (3) | |
C10 | 0.80912 (14) | 0.30917 (13) | 0.26436 (9) | 0.0200 (3) | |
C11 | 0.72122 (15) | 0.21401 (13) | 0.27506 (9) | 0.0203 (3) | |
C12 | 0.59879 (15) | 0.16597 (13) | 0.21638 (10) | 0.0234 (3) | |
H12 | 0.5600 | 0.1953 | 0.1645 | 0.028* | |
C13 | 0.54822 (15) | 0.07064 (13) | 0.24847 (9) | 0.0226 (3) | |
H13 | 0.4673 | 0.0217 | 0.2231 | 0.027* | |
C14 | 0.63861 (14) | 0.05698 (12) | 0.32733 (9) | 0.0194 (3) | |
C15 | 0.62511 (14) | −0.03164 (12) | 0.38098 (9) | 0.0186 (3) | |
C16 | 0.70927 (14) | −0.03720 (12) | 0.46074 (9) | 0.0196 (3) | |
C17 | 0.69695 (15) | −0.13102 (12) | 0.51440 (9) | 0.0210 (3) | |
H17 | 0.6338 | −0.1999 | 0.5014 | 0.025* | |
C18 | 0.79168 (15) | −0.10257 (12) | 0.58628 (9) | 0.0209 (3) | |
H18 | 0.8083 | −0.1477 | 0.6333 | 0.025* | |
C19 | 0.86329 (14) | 0.01021 (12) | 0.57807 (9) | 0.0196 (3) | |
C20 | 0.96562 (14) | 0.07407 (12) | 0.64173 (9) | 0.0195 (3) | |
N21 | 1.04089 (12) | 0.22811 (10) | 0.56105 (8) | 0.0195 (3) | |
H21 | 0.9802 | 0.2053 | 0.5056 | 0.050* | |
N22 | 0.97654 (12) | 0.32284 (10) | 0.40033 (8) | 0.0198 (3) | |
N23 | 0.74181 (12) | 0.14645 (10) | 0.34195 (7) | 0.0194 (3) | |
H23 | 0.8228 | 0.1598 | 0.3893 | 0.050* | |
N24 | 0.81335 (12) | 0.04672 (10) | 0.50079 (7) | 0.0202 (3) | |
C25 | 1.28839 (14) | 0.48695 (12) | 0.54834 (9) | 0.0196 (3) | |
C26 | 1.28498 (15) | 0.60944 (13) | 0.53914 (9) | 0.0218 (3) | |
H26 | 1.2023 | 0.6413 | 0.5160 | 0.026* | |
C27 | 1.40371 (16) | 0.68399 (13) | 0.56418 (10) | 0.0240 (3) | |
H27 | 1.3991 | 0.7668 | 0.5565 | 0.029* | |
N28 | 1.52389 (13) | 0.64752 (11) | 0.59835 (8) | 0.0269 (3) | |
C29 | 1.52552 (16) | 0.53023 (14) | 0.60905 (10) | 0.0267 (3) | |
H29 | 1.6091 | 0.5016 | 0.6347 | 0.032* | |
C30 | 1.41306 (15) | 0.44825 (13) | 0.58510 (9) | 0.0223 (3) | |
H30 | 1.4209 | 0.3660 | 0.5937 | 0.027* | |
C31 | 0.77163 (15) | 0.36474 (13) | 0.18429 (9) | 0.0214 (3) | |
C32 | 0.84752 (15) | 0.35626 (13) | 0.12991 (9) | 0.0235 (3) | |
H32 | 0.9241 | 0.3129 | 0.1428 | 0.028* | |
C33 | 0.81133 (16) | 0.41098 (14) | 0.05716 (10) | 0.0262 (3) | |
H33 | 0.8645 | 0.4043 | 0.0208 | 0.031* | |
N34 | 0.70439 (13) | 0.47324 (12) | 0.03548 (8) | 0.0266 (3) | |
C35 | 0.63162 (16) | 0.48222 (14) | 0.08809 (10) | 0.0264 (3) | |
H35 | 0.5565 | 0.5272 | 0.0739 | 0.032* | |
C36 | 0.66025 (15) | 0.42940 (13) | 0.16195 (9) | 0.0236 (3) | |
H36 | 0.6049 | 0.4370 | 0.1969 | 0.028* | |
C37 | 0.50894 (14) | −0.12531 (12) | 0.34997 (9) | 0.0198 (3) | |
C38 | 0.49447 (16) | −0.19876 (13) | 0.27965 (9) | 0.0236 (3) | |
H38 | 0.5583 | −0.1901 | 0.2499 | 0.028* | |
C39 | 0.38511 (17) | −0.28466 (14) | 0.25394 (10) | 0.0291 (4) | |
H39 | 0.3767 | −0.3337 | 0.2059 | 0.035* | |
N40 | 0.29070 (14) | −0.30289 (12) | 0.29235 (9) | 0.0292 (3) | |
C41 | 0.30553 (15) | −0.23131 (13) | 0.35940 (10) | 0.0255 (3) | |
H41 | 0.2400 | −0.2418 | 0.3878 | 0.031* | |
C42 | 0.41105 (15) | −0.14261 (13) | 0.38984 (10) | 0.0223 (3) | |
H42 | 0.4162 | −0.0942 | 0.4376 | 0.027* | |
C43 | 0.98915 (15) | 0.03021 (12) | 0.72523 (9) | 0.0204 (3) | |
C44 | 0.88414 (16) | 0.01206 (13) | 0.76040 (10) | 0.0237 (3) | |
H44 | 0.7964 | 0.0292 | 0.7316 | 0.028* | |
C45 | 0.90891 (16) | −0.03093 (13) | 0.83744 (10) | 0.0252 (3) | |
H45 | 0.8365 | −0.0428 | 0.8603 | 0.030* | |
N46 | 1.03012 (14) | −0.05665 (11) | 0.88122 (8) | 0.0262 (3) | |
C47 | 1.13159 (16) | −0.03645 (13) | 0.84863 (10) | 0.0248 (3) | |
H47 | 1.2186 | −0.0524 | 0.8796 | 0.030* | |
C48 | 1.11569 (15) | 0.00647 (13) | 0.77213 (9) | 0.0222 (3) | |
H48 | 1.1907 | 0.0197 | 0.7517 | 0.027* | |
O49 | 1.06478 (12) | −0.17504 (10) | 0.01588 (7) | 0.0305 (3) | |
H49 | 1.0476 | −0.1262 | −0.0371 | 0.050* | |
O50 | 0.84392 (12) | −0.17495 (11) | −0.01175 (7) | 0.0335 (3) | |
C51 | 0.94991 (17) | −0.20741 (14) | 0.02965 (10) | 0.0273 (3) | |
C52 | 0.96124 (19) | −0.28598 (15) | 0.09937 (11) | 0.0344 (4) | |
H52A | 0.8746 | −0.2975 | 0.1108 | 0.052* | |
H52B | 1.0292 | −0.2483 | 0.1479 | 0.052* | |
H52C | 0.9873 | −0.3636 | 0.0850 | 0.052* | |
O53 | 0.65793 (12) | −0.42488 (12) | −0.10719 (8) | 0.0370 (3) | |
H53 | 0.6837 | −0.4714 | −0.0555 | 0.050* | |
O54 | 0.87344 (13) | −0.43933 (12) | −0.09452 (8) | 0.0400 (3) | |
C55 | 0.76760 (16) | −0.40384 (14) | −0.13013 (10) | 0.0271 (3) | |
C56 | 0.74695 (19) | −0.33141 (17) | −0.20318 (11) | 0.0373 (4) | |
H56A | 0.7716 | −0.2467 | −0.1854 | 0.056* | |
H56B | 0.6526 | −0.3433 | −0.2356 | 0.056* | |
H56C | 0.8031 | −0.3567 | −0.2366 | 0.056* | |
O57 | 0.59433 (13) | −0.16264 (12) | −0.00994 (8) | 0.0399 (3) | |
H57 | 0.6838 | −0.1936 | −0.0020 | 0.050* | |
O58 | 0.62972 (13) | −0.21511 (13) | 0.11815 (8) | 0.0417 (3) | |
C59 | 0.55699 (17) | −0.18052 (14) | 0.05699 (10) | 0.0287 (4) | |
C60 | 0.41659 (18) | −0.15168 (17) | 0.04738 (12) | 0.0371 (4) | |
H60A | 0.3869 | −0.1811 | 0.0931 | 0.056* | |
H60B | 0.3574 | −0.1901 | −0.0041 | 0.056* | |
H60C | 0.4135 | −0.0649 | 0.0468 | 0.056* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0183 (7) | 0.0202 (7) | 0.0208 (7) | 0.0013 (5) | 0.0077 (6) | 0.0021 (6) |
C2 | 0.0214 (7) | 0.0238 (7) | 0.0196 (7) | −0.0001 (6) | 0.0058 (6) | 0.0017 (6) |
C3 | 0.0205 (7) | 0.0233 (7) | 0.0203 (7) | −0.0013 (5) | 0.0055 (6) | −0.0001 (6) |
C4 | 0.0189 (7) | 0.0179 (6) | 0.0226 (7) | 0.0013 (5) | 0.0070 (6) | 0.0011 (6) |
C5 | 0.0183 (7) | 0.0188 (6) | 0.0213 (7) | 0.0016 (5) | 0.0071 (6) | 0.0010 (6) |
C6 | 0.0166 (7) | 0.0188 (6) | 0.0228 (7) | 0.0016 (5) | 0.0075 (6) | 0.0016 (6) |
C7 | 0.0200 (7) | 0.0212 (7) | 0.0237 (8) | −0.0015 (5) | 0.0072 (6) | 0.0036 (6) |
C8 | 0.0214 (7) | 0.0226 (7) | 0.0235 (8) | −0.0006 (6) | 0.0072 (6) | 0.0048 (6) |
C9 | 0.0177 (7) | 0.0202 (7) | 0.0212 (7) | 0.0020 (5) | 0.0061 (6) | 0.0046 (6) |
C10 | 0.0180 (7) | 0.0216 (7) | 0.0211 (7) | 0.0016 (5) | 0.0070 (6) | 0.0024 (6) |
C11 | 0.0205 (7) | 0.0214 (7) | 0.0197 (7) | 0.0009 (5) | 0.0071 (6) | 0.0027 (6) |
C12 | 0.0214 (8) | 0.0257 (7) | 0.0218 (8) | −0.0005 (6) | 0.0045 (6) | 0.0044 (6) |
C13 | 0.0187 (7) | 0.0242 (7) | 0.0227 (8) | −0.0031 (5) | 0.0037 (6) | 0.0019 (6) |
C14 | 0.0179 (7) | 0.0202 (7) | 0.0201 (7) | −0.0011 (5) | 0.0064 (6) | −0.0002 (6) |
C15 | 0.0180 (7) | 0.0183 (6) | 0.0203 (7) | 0.0001 (5) | 0.0076 (6) | 0.0004 (5) |
C16 | 0.0202 (7) | 0.0184 (7) | 0.0210 (7) | 0.0016 (5) | 0.0079 (6) | 0.0008 (6) |
C17 | 0.0222 (7) | 0.0168 (6) | 0.0242 (8) | −0.0003 (5) | 0.0076 (6) | 0.0016 (6) |
C18 | 0.0221 (7) | 0.0187 (7) | 0.0222 (7) | 0.0000 (5) | 0.0074 (6) | 0.0028 (6) |
C19 | 0.0194 (7) | 0.0203 (7) | 0.0199 (7) | 0.0015 (5) | 0.0071 (6) | 0.0023 (6) |
C20 | 0.0190 (7) | 0.0204 (7) | 0.0196 (7) | 0.0017 (5) | 0.0062 (6) | 0.0026 (6) |
N21 | 0.0193 (6) | 0.0195 (6) | 0.0201 (6) | −0.0004 (5) | 0.0067 (5) | 0.0031 (5) |
N22 | 0.0171 (6) | 0.0201 (6) | 0.0210 (6) | 0.0003 (4) | 0.0043 (5) | 0.0019 (5) |
N23 | 0.0186 (6) | 0.0201 (6) | 0.0193 (6) | −0.0020 (4) | 0.0059 (5) | 0.0020 (5) |
N24 | 0.0191 (6) | 0.0215 (6) | 0.0195 (6) | 0.0000 (5) | 0.0054 (5) | 0.0009 (5) |
C25 | 0.0204 (7) | 0.0214 (7) | 0.0179 (7) | −0.0015 (5) | 0.0079 (6) | 0.0002 (6) |
C26 | 0.0224 (8) | 0.0219 (7) | 0.0222 (7) | 0.0019 (6) | 0.0082 (6) | 0.0011 (6) |
C27 | 0.0290 (8) | 0.0182 (7) | 0.0267 (8) | −0.0008 (6) | 0.0125 (7) | −0.0005 (6) |
N28 | 0.0263 (7) | 0.0242 (6) | 0.0291 (7) | −0.0035 (5) | 0.0086 (6) | −0.0013 (5) |
C29 | 0.0215 (8) | 0.0261 (8) | 0.0313 (9) | −0.0003 (6) | 0.0069 (7) | −0.0008 (7) |
C30 | 0.0222 (8) | 0.0197 (7) | 0.0241 (8) | 0.0002 (5) | 0.0061 (6) | 0.0002 (6) |
C31 | 0.0208 (7) | 0.0203 (7) | 0.0207 (7) | −0.0037 (5) | 0.0037 (6) | 0.0022 (6) |
C32 | 0.0222 (8) | 0.0245 (7) | 0.0242 (8) | 0.0009 (6) | 0.0075 (6) | 0.0045 (6) |
C33 | 0.0261 (8) | 0.0284 (8) | 0.0247 (8) | −0.0002 (6) | 0.0092 (7) | 0.0040 (6) |
N34 | 0.0237 (7) | 0.0309 (7) | 0.0245 (7) | −0.0009 (5) | 0.0061 (6) | 0.0083 (6) |
C35 | 0.0211 (8) | 0.0293 (8) | 0.0277 (8) | 0.0021 (6) | 0.0048 (6) | 0.0063 (6) |
C36 | 0.0196 (7) | 0.0271 (7) | 0.0235 (8) | 0.0004 (6) | 0.0055 (6) | 0.0036 (6) |
C37 | 0.0194 (7) | 0.0171 (6) | 0.0217 (7) | 0.0009 (5) | 0.0041 (6) | 0.0040 (6) |
C38 | 0.0257 (8) | 0.0229 (7) | 0.0217 (8) | −0.0006 (6) | 0.0068 (6) | 0.0029 (6) |
C39 | 0.0328 (9) | 0.0252 (8) | 0.0250 (8) | −0.0035 (6) | 0.0035 (7) | 0.0000 (6) |
N40 | 0.0257 (7) | 0.0251 (7) | 0.0324 (8) | −0.0025 (5) | 0.0022 (6) | 0.0059 (6) |
C41 | 0.0212 (8) | 0.0229 (7) | 0.0326 (9) | 0.0013 (6) | 0.0074 (7) | 0.0081 (6) |
C42 | 0.0224 (8) | 0.0193 (7) | 0.0255 (8) | 0.0024 (5) | 0.0071 (6) | 0.0044 (6) |
C43 | 0.0254 (8) | 0.0161 (6) | 0.0201 (7) | −0.0003 (5) | 0.0080 (6) | 0.0007 (5) |
C44 | 0.0243 (8) | 0.0229 (7) | 0.0246 (8) | 0.0003 (6) | 0.0086 (6) | 0.0021 (6) |
C45 | 0.0275 (8) | 0.0253 (7) | 0.0248 (8) | −0.0011 (6) | 0.0118 (7) | 0.0011 (6) |
N46 | 0.0325 (8) | 0.0241 (6) | 0.0223 (7) | −0.0003 (5) | 0.0094 (6) | 0.0024 (5) |
C47 | 0.0260 (8) | 0.0250 (7) | 0.0219 (8) | 0.0030 (6) | 0.0041 (6) | 0.0023 (6) |
C48 | 0.0220 (8) | 0.0225 (7) | 0.0231 (8) | 0.0011 (6) | 0.0083 (6) | 0.0013 (6) |
O49 | 0.0334 (7) | 0.0343 (6) | 0.0258 (6) | 0.0016 (5) | 0.0117 (5) | 0.0069 (5) |
O50 | 0.0334 (7) | 0.0375 (7) | 0.0309 (6) | 0.0022 (5) | 0.0121 (5) | 0.0018 (5) |
C51 | 0.0333 (9) | 0.0261 (8) | 0.0236 (8) | −0.0009 (6) | 0.0115 (7) | −0.0033 (6) |
C52 | 0.0437 (10) | 0.0326 (9) | 0.0280 (9) | −0.0041 (7) | 0.0144 (8) | 0.0018 (7) |
O53 | 0.0230 (6) | 0.0563 (8) | 0.0325 (7) | 0.0034 (5) | 0.0074 (5) | 0.0195 (6) |
O54 | 0.0307 (7) | 0.0502 (8) | 0.0430 (8) | 0.0104 (6) | 0.0135 (6) | 0.0136 (6) |
C55 | 0.0271 (8) | 0.0286 (8) | 0.0242 (8) | −0.0010 (6) | 0.0064 (7) | 0.0013 (6) |
C56 | 0.0382 (10) | 0.0465 (10) | 0.0268 (9) | −0.0013 (8) | 0.0094 (8) | 0.0083 (8) |
O57 | 0.0374 (7) | 0.0562 (8) | 0.0289 (7) | 0.0125 (6) | 0.0106 (6) | 0.0100 (6) |
O58 | 0.0366 (7) | 0.0603 (8) | 0.0297 (7) | 0.0109 (6) | 0.0087 (6) | 0.0122 (6) |
C59 | 0.0330 (9) | 0.0260 (8) | 0.0253 (8) | −0.0003 (6) | 0.0064 (7) | 0.0009 (6) |
C60 | 0.0320 (10) | 0.0430 (10) | 0.0356 (10) | 0.0030 (7) | 0.0085 (8) | 0.0060 (8) |
C1—N21 | 1.3733 (19) | C31—C32 | 1.391 (2) |
C1—C20 | 1.405 (2) | C31—C36 | 1.395 (2) |
C1—C2 | 1.436 (2) | C32—C33 | 1.379 (2) |
C2—C3 | 1.356 (2) | C32—H32 | 0.9500 |
C2—H2 | 0.9500 | C33—N34 | 1.341 (2) |
C3—C4 | 1.435 (2) | C33—H33 | 0.9500 |
C3—H3 | 0.9500 | N34—C35 | 1.341 (2) |
C4—N21 | 1.3760 (18) | C35—C36 | 1.383 (2) |
C4—C5 | 1.402 (2) | C35—H35 | 0.9500 |
C5—C6 | 1.412 (2) | C36—H36 | 0.9500 |
C5—C25 | 1.4969 (19) | C37—C42 | 1.389 (2) |
C6—N22 | 1.3687 (18) | C37—C38 | 1.397 (2) |
C6—C7 | 1.448 (2) | C38—C39 | 1.390 (2) |
C7—C8 | 1.342 (2) | C38—H38 | 0.9500 |
C7—H7 | 0.9500 | C39—N40 | 1.341 (2) |
C8—C9 | 1.451 (2) | C39—H39 | 0.9500 |
C8—H8 | 0.9500 | N40—C41 | 1.340 (2) |
C9—N22 | 1.3697 (19) | C41—C42 | 1.390 (2) |
C9—C10 | 1.406 (2) | C41—H41 | 0.9500 |
C10—C11 | 1.404 (2) | C42—H42 | 0.9500 |
C10—C31 | 1.491 (2) | C43—C48 | 1.393 (2) |
C11—N23 | 1.3746 (19) | C43—C44 | 1.400 (2) |
C11—C12 | 1.432 (2) | C44—C45 | 1.384 (2) |
C12—C13 | 1.360 (2) | C44—H44 | 0.9500 |
C12—H12 | 0.9500 | C45—N46 | 1.339 (2) |
C13—C14 | 1.433 (2) | C45—H45 | 0.9500 |
C13—H13 | 0.9500 | N46—C47 | 1.341 (2) |
C14—N23 | 1.3731 (18) | C47—C48 | 1.383 (2) |
C14—C15 | 1.407 (2) | C47—H47 | 0.9500 |
C15—C16 | 1.405 (2) | C48—H48 | 0.9500 |
C15—C37 | 1.4976 (19) | O49—C51 | 1.315 (2) |
C16—N24 | 1.3778 (18) | O49—H49 | 1.0569 |
C16—C17 | 1.447 (2) | O50—C51 | 1.228 (2) |
C17—C18 | 1.349 (2) | C51—C52 | 1.496 (2) |
C17—H17 | 0.9500 | C52—H52A | 0.9800 |
C18—C19 | 1.4511 (19) | C52—H52B | 0.9800 |
C18—H18 | 0.9500 | C52—H52C | 0.9800 |
C19—N24 | 1.3693 (19) | O53—C55 | 1.321 (2) |
C19—C20 | 1.412 (2) | O53—H53 | 1.0264 |
C20—C43 | 1.490 (2) | O54—C55 | 1.211 (2) |
N21—H21 | 0.9903 | C55—C56 | 1.493 (2) |
N23—H23 | 0.9872 | C56—H56A | 0.9800 |
C25—C30 | 1.392 (2) | C56—H56B | 0.9800 |
C25—C26 | 1.396 (2) | C56—H56C | 0.9800 |
C26—C27 | 1.387 (2) | O57—C59 | 1.328 (2) |
C26—H26 | 0.9500 | O57—H57 | 1.0020 |
C27—N28 | 1.334 (2) | O58—C59 | 1.206 (2) |
C27—H27 | 0.9500 | C59—C60 | 1.496 (2) |
N28—C29 | 1.341 (2) | C60—H60A | 0.9800 |
C29—C30 | 1.384 (2) | C60—H60B | 0.9800 |
C29—H29 | 0.9500 | C60—H60C | 0.9800 |
C30—H30 | 0.9500 | ||
N21—C1—C20 | 125.59 (13) | C29—C30—C25 | 119.68 (14) |
N21—C1—C2 | 108.00 (12) | C29—C30—H30 | 120.2 |
C20—C1—C2 | 126.40 (14) | C25—C30—H30 | 120.2 |
C3—C2—C1 | 107.54 (13) | C32—C31—C36 | 117.51 (14) |
C3—C2—H2 | 126.2 | C32—C31—C10 | 121.45 (13) |
C1—C2—H2 | 126.2 | C36—C31—C10 | 121.03 (13) |
C2—C3—C4 | 108.06 (13) | C33—C32—C31 | 119.80 (14) |
C2—C3—H3 | 126.0 | C33—C32—H32 | 120.1 |
C4—C3—H3 | 126.0 | C31—C32—H32 | 120.1 |
N21—C4—C5 | 126.60 (14) | N34—C33—C32 | 122.88 (14) |
N21—C4—C3 | 107.68 (12) | N34—C33—H33 | 118.6 |
C5—C4—C3 | 125.70 (13) | C32—C33—H33 | 118.6 |
C4—C5—C6 | 124.98 (13) | C35—N34—C33 | 117.41 (14) |
C4—C5—C25 | 117.12 (13) | N34—C35—C36 | 123.43 (15) |
C6—C5—C25 | 117.88 (13) | N34—C35—H35 | 118.3 |
N22—C6—C5 | 125.25 (13) | C36—C35—H35 | 118.3 |
N22—C6—C7 | 109.70 (13) | C35—C36—C31 | 118.96 (14) |
C5—C6—C7 | 124.98 (13) | C35—C36—H36 | 120.5 |
C8—C7—C6 | 107.33 (13) | C31—C36—H36 | 120.5 |
C8—C7—H7 | 126.3 | C42—C37—C38 | 117.25 (13) |
C6—C7—H7 | 126.3 | C42—C37—C15 | 121.38 (13) |
C7—C8—C9 | 106.76 (13) | C38—C37—C15 | 121.37 (13) |
C7—C8—H8 | 126.6 | C39—C38—C37 | 118.90 (14) |
C9—C8—H8 | 126.6 | C39—C38—H38 | 120.5 |
N22—C9—C10 | 125.86 (13) | C37—C38—H38 | 120.5 |
N22—C9—C8 | 109.88 (12) | N40—C39—C38 | 124.36 (15) |
C10—C9—C8 | 124.19 (14) | N40—C39—H39 | 117.8 |
C11—C10—C9 | 126.01 (14) | C38—C39—H39 | 117.8 |
C11—C10—C31 | 116.89 (13) | C41—N40—C39 | 116.03 (13) |
C9—C10—C31 | 117.10 (13) | N40—C41—C42 | 123.93 (15) |
N23—C11—C10 | 125.76 (14) | N40—C41—H41 | 118.0 |
N23—C11—C12 | 108.14 (12) | C42—C41—H41 | 118.0 |
C10—C11—C12 | 126.00 (14) | C37—C42—C41 | 119.52 (14) |
C13—C12—C11 | 107.49 (14) | C37—C42—H42 | 120.2 |
C13—C12—H12 | 126.3 | C41—C42—H42 | 120.2 |
C11—C12—H12 | 126.3 | C48—C43—C44 | 116.92 (14) |
C12—C13—C14 | 107.92 (13) | C48—C43—C20 | 122.01 (13) |
C12—C13—H13 | 126.0 | C44—C43—C20 | 121.06 (14) |
C14—C13—H13 | 126.0 | C45—C44—C43 | 119.60 (15) |
N23—C14—C15 | 125.54 (13) | C45—C44—H44 | 120.2 |
N23—C14—C13 | 107.88 (12) | C43—C44—H44 | 120.2 |
C15—C14—C13 | 126.58 (13) | N46—C45—C44 | 123.10 (14) |
C16—C15—C14 | 125.39 (13) | N46—C45—H45 | 118.4 |
C16—C15—C37 | 118.26 (13) | C44—C45—H45 | 118.4 |
C14—C15—C37 | 116.34 (13) | C45—N46—C47 | 117.45 (14) |
N24—C16—C15 | 125.61 (13) | N46—C47—C48 | 123.18 (15) |
N24—C16—C17 | 109.52 (13) | N46—C47—H47 | 118.4 |
C15—C16—C17 | 124.85 (13) | C48—C47—H47 | 118.4 |
C18—C17—C16 | 107.30 (13) | C47—C48—C43 | 119.70 (14) |
C18—C17—H17 | 126.4 | C47—C48—H48 | 120.2 |
C16—C17—H17 | 126.4 | C43—C48—H48 | 120.2 |
C17—C18—C19 | 106.86 (13) | C51—O49—H49 | 109.4 |
C17—C18—H18 | 126.6 | O50—C51—O49 | 122.01 (15) |
C19—C18—H18 | 126.6 | O50—C51—C52 | 123.98 (15) |
N24—C19—C20 | 125.57 (13) | O49—C51—C52 | 114.01 (15) |
N24—C19—C18 | 109.86 (13) | C51—C52—H52A | 109.5 |
C20—C19—C18 | 124.53 (14) | C51—C52—H52B | 109.5 |
C1—C20—C19 | 125.43 (14) | H52A—C52—H52B | 109.5 |
C1—C20—C43 | 117.30 (13) | C51—C52—H52C | 109.5 |
C19—C20—C43 | 117.25 (13) | H52A—C52—H52C | 109.5 |
C1—N21—C4 | 108.66 (12) | H52B—C52—H52C | 109.5 |
C1—N21—H21 | 129.0 | C55—O53—H53 | 106.8 |
C4—N21—H21 | 122.3 | O54—C55—O53 | 122.81 (15) |
C6—N22—C9 | 106.29 (12) | O54—C55—C56 | 124.22 (16) |
C14—N23—C11 | 108.55 (12) | O53—C55—C56 | 112.96 (15) |
C14—N23—H23 | 128.3 | C55—C56—H56A | 109.5 |
C11—N23—H23 | 123.0 | C55—C56—H56B | 109.5 |
C19—N24—C16 | 106.42 (12) | H56A—C56—H56B | 109.5 |
C30—C25—C26 | 116.64 (13) | C55—C56—H56C | 109.5 |
C30—C25—C5 | 120.78 (13) | H56A—C56—H56C | 109.5 |
C26—C25—C5 | 122.57 (13) | H56B—C56—H56C | 109.5 |
C27—C26—C25 | 119.20 (14) | C59—O57—H57 | 108.0 |
C27—C26—H26 | 120.4 | O58—C59—O57 | 123.03 (16) |
C25—C26—H26 | 120.4 | O58—C59—C60 | 124.74 (16) |
N28—C27—C26 | 124.58 (14) | O57—C59—C60 | 112.23 (15) |
N28—C27—H27 | 117.7 | C59—C60—H60A | 109.5 |
C26—C27—H27 | 117.7 | C59—C60—H60B | 109.5 |
C27—N28—C29 | 115.72 (13) | H60A—C60—H60B | 109.5 |
N28—C29—C30 | 124.14 (15) | C59—C60—H60C | 109.5 |
N28—C29—H29 | 117.9 | H60A—C60—H60C | 109.5 |
C30—C29—H29 | 117.9 | H60B—C60—H60C | 109.5 |
N21—C1—C2—C3 | −2.20 (16) | C10—C9—N22—C6 | −175.58 (14) |
C20—C1—C2—C3 | 177.84 (14) | C8—C9—N22—C6 | 1.30 (15) |
C1—C2—C3—C4 | 0.88 (16) | C15—C14—N23—C11 | 179.03 (13) |
C2—C3—C4—N21 | 0.74 (16) | C13—C14—N23—C11 | −1.14 (15) |
C2—C3—C4—C5 | 179.01 (14) | C10—C11—N23—C14 | −175.74 (14) |
N21—C4—C5—C6 | 7.6 (2) | C12—C11—N23—C14 | 0.88 (16) |
C3—C4—C5—C6 | −170.32 (14) | C20—C19—N24—C16 | −175.69 (13) |
N21—C4—C5—C25 | −170.92 (13) | C18—C19—N24—C16 | 2.09 (15) |
C3—C4—C5—C25 | 11.1 (2) | C15—C16—N24—C19 | 176.53 (13) |
C4—C5—C6—N22 | 0.6 (2) | C17—C16—N24—C19 | −1.80 (15) |
C25—C5—C6—N22 | 179.16 (12) | C4—C5—C25—C30 | 54.85 (18) |
C4—C5—C6—C7 | 177.57 (13) | C6—C5—C25—C30 | −123.79 (15) |
C25—C5—C6—C7 | −3.9 (2) | C4—C5—C25—C26 | −126.11 (15) |
N22—C6—C7—C8 | 2.07 (16) | C6—C5—C25—C26 | 55.26 (19) |
C5—C6—C7—C8 | −175.26 (14) | C30—C25—C26—C27 | 1.9 (2) |
C6—C7—C8—C9 | −1.20 (16) | C5—C25—C26—C27 | −177.15 (13) |
C7—C8—C9—N22 | −0.03 (17) | C25—C26—C27—N28 | −1.0 (2) |
C7—C8—C9—C10 | 176.92 (14) | C26—C27—N28—C29 | −0.8 (2) |
N22—C9—C10—C11 | −3.9 (2) | C27—N28—C29—C30 | 1.8 (2) |
C8—C9—C10—C11 | 179.64 (14) | N28—C29—C30—C25 | −0.9 (2) |
N22—C9—C10—C31 | 176.06 (13) | C26—C25—C30—C29 | −1.1 (2) |
C8—C9—C10—C31 | −0.4 (2) | C5—C25—C30—C29 | 178.05 (14) |
C9—C10—C11—N23 | −4.4 (2) | C11—C10—C31—C32 | −113.70 (16) |
C31—C10—C11—N23 | 175.68 (13) | C9—C10—C31—C32 | 66.32 (18) |
C9—C10—C11—C12 | 179.62 (14) | C11—C10—C31—C36 | 67.61 (18) |
C31—C10—C11—C12 | −0.3 (2) | C9—C10—C31—C36 | −112.36 (16) |
N23—C11—C12—C13 | −0.25 (17) | C36—C31—C32—C33 | 0.1 (2) |
C10—C11—C12—C13 | 176.35 (14) | C10—C31—C32—C33 | −178.62 (13) |
C11—C12—C13—C14 | −0.44 (17) | C31—C32—C33—N34 | −0.1 (2) |
C12—C13—C14—N23 | 0.99 (17) | C32—C33—N34—C35 | 0.5 (2) |
C12—C13—C14—C15 | −179.19 (14) | C33—N34—C35—C36 | −1.0 (2) |
N23—C14—C15—C16 | 5.4 (2) | N34—C35—C36—C31 | 1.1 (2) |
C13—C14—C15—C16 | −174.40 (14) | C32—C31—C36—C35 | −0.6 (2) |
N23—C14—C15—C37 | −176.07 (13) | C10—C31—C36—C35 | 178.16 (13) |
C13—C14—C15—C37 | 4.1 (2) | C16—C15—C37—C42 | 58.34 (19) |
C14—C15—C16—N24 | 4.1 (2) | C14—C15—C37—C42 | −120.30 (15) |
C37—C15—C16—N24 | −174.45 (13) | C16—C15—C37—C38 | −121.78 (15) |
C14—C15—C16—C17 | −177.87 (13) | C14—C15—C37—C38 | 59.58 (19) |
C37—C15—C16—C17 | 3.6 (2) | C42—C37—C38—C39 | −0.5 (2) |
N24—C16—C17—C18 | 0.82 (16) | C15—C37—C38—C39 | 179.63 (14) |
C15—C16—C17—C18 | −177.52 (13) | C37—C38—C39—N40 | −0.1 (3) |
C16—C17—C18—C19 | 0.46 (16) | C38—C39—N40—C41 | 0.5 (2) |
C17—C18—C19—N24 | −1.61 (16) | C39—N40—C41—C42 | −0.3 (2) |
C17—C18—C19—C20 | 176.19 (14) | C38—C37—C42—C41 | 0.7 (2) |
N21—C1—C20—C19 | −3.8 (2) | C15—C37—C42—C41 | −179.41 (13) |
C2—C1—C20—C19 | 176.13 (14) | N40—C41—C42—C37 | −0.3 (2) |
N21—C1—C20—C43 | 177.70 (13) | C1—C20—C43—C48 | −54.04 (19) |
C2—C1—C20—C43 | −2.4 (2) | C19—C20—C43—C48 | 127.35 (15) |
N24—C19—C20—C1 | −9.1 (2) | C1—C20—C43—C44 | 125.35 (15) |
C18—C19—C20—C1 | 173.43 (14) | C19—C20—C43—C44 | −53.26 (19) |
N24—C19—C20—C43 | 169.38 (13) | C48—C43—C44—C45 | −1.8 (2) |
C18—C19—C20—C43 | −8.1 (2) | C20—C43—C44—C45 | 178.76 (13) |
C20—C1—N21—C4 | −177.37 (13) | C43—C44—C45—N46 | 0.0 (2) |
C2—C1—N21—C4 | 2.68 (15) | C44—C45—N46—C47 | 1.6 (2) |
C5—C4—N21—C1 | 179.62 (13) | C45—N46—C47—C48 | −1.5 (2) |
C3—C4—N21—C1 | −2.14 (15) | N46—C47—C48—C43 | −0.3 (2) |
C5—C6—N22—C9 | 175.29 (13) | C44—C43—C48—C47 | 1.9 (2) |
C7—C6—N22—C9 | −2.04 (15) | C20—C43—C48—C47 | −178.67 (13) |
D—H···A | D—H | H···A | D···A | D—H···A |
O49—H49···N46i | 1.06 | 1.60 | 2.6572 (17) | 176 |
O53—H53···N34ii | 1.03 | 1.66 | 2.6733 (18) | 167 |
O57—H57···O50 | 1.00 | 1.73 | 2.6367 (18) | 149 |
Symmetry codes: (i) x, y, z−1; (ii) x, y−1, z. |
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