Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804017490/fl6109sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804017490/fl6109Isup2.hkl |
CCDC reference: 248847
Data collection: CrysAlis CCD (Oxford Diffraction, 2004); cell refinement: CrysAlis RED (Oxford Diffraction, 2004); data reduction: CrysAlis RED; 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).
C10H10N6 | Dx = 1.347 Mg m−3 |
Mr = 214.24 | Melting point = 98–102 K |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 13354 reflections |
a = 10.7882 (5) Å | θ = 2.1–24.7° |
b = 15.3791 (9) Å | µ = 0.09 mm−1 |
c = 25.4634 (13) Å | T = 293 K |
V = 4224.7 (4) Å3 | Prism, colorless |
Z = 16 | 0.24 × 0.10 × 0.05 mm |
F(000) = 1792 |
Oxford Diffraction Xcalibur3 diffractometer equipped with a CCD detector | 8376 independent reflections |
Radiation source: Enhance (Mo) X-ray Source | 6743 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.056 |
φ and ω scans | θmax = 33.5°, θmin = 4.0° |
Absorption correction: numerical (Clark & Reid, 1995) | h = −16→9 |
Tmin = 0.979, Tmax = 0.992 | k = −21→22 |
42106 measured reflections | l = −37→38 |
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)] = 0.061 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.126 | H-atom parameters constrained |
S = 1.13 | w = 1/[σ2(Fo2) + (0.0568P)2] where P = (Fo2 + 2Fc2)/3 |
8376 reflections | (Δ/σ)max = 0.002 |
578 parameters | Δρmax = 0.23 e Å−3 |
0 restraints | Δρmin = −0.25 e Å−3 |
Experimental. Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R·C. Clark & J·S. Reid. (Clark & Reid, 1995) |
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 | 0.7300 (3) | 0.52965 (18) | 0.61569 (10) | 0.0324 (6) | |
H1 | 0.6844 | 0.5369 | 0.6464 | 0.039* | |
C2 | 0.8545 (3) | 0.55353 (17) | 0.61024 (9) | 0.0279 (5) | |
H2 | 0.9057 | 0.5779 | 0.6357 | 0.034* | |
C3 | 0.8848 (2) | 0.53350 (16) | 0.55963 (9) | 0.0231 (5) | |
H3 | 0.9614 | 0.5415 | 0.5436 | 0.028* | |
C4 | 0.7843 (3) | 0.22750 (16) | 0.48362 (11) | 0.0316 (6) | |
H4 | 0.7546 | 0.1732 | 0.4737 | 0.038* | |
C5 | 0.8937 (3) | 0.24015 (16) | 0.51210 (9) | 0.0292 (5) | |
H5 | 0.9480 | 0.1978 | 0.5244 | 0.035* | |
C6 | 0.9035 (2) | 0.32812 (16) | 0.51788 (9) | 0.0255 (5) | |
H6 | 0.9666 | 0.3581 | 0.5349 | 0.031* | |
C7 | 0.9712 (2) | 0.54328 (16) | 0.39708 (9) | 0.0243 (5) | |
H7 | 1.0494 | 0.5562 | 0.3839 | 0.029* | |
C8 | 0.8610 (2) | 0.56567 (17) | 0.37178 (9) | 0.0258 (5) | |
H8 | 0.8517 | 0.5951 | 0.3401 | 0.031* | |
C9 | 0.7699 (2) | 0.53479 (16) | 0.40394 (9) | 0.0237 (5) | |
H9 | 0.6848 | 0.5390 | 0.3984 | 0.028* | |
C10 | 0.7650 (2) | 0.45353 (14) | 0.48825 (8) | 0.0185 (4) | |
H10 | 0.6761 | 0.4537 | 0.4803 | 0.022* | |
N1 | 0.78127 (17) | 0.49954 (13) | 0.53714 (7) | 0.0195 (4) | |
N2 | 0.80255 (18) | 0.36345 (12) | 0.49380 (7) | 0.0204 (4) | |
N3 | 0.82675 (17) | 0.49689 (13) | 0.44532 (7) | 0.0194 (4) | |
N4 | 0.68452 (19) | 0.49534 (15) | 0.57179 (8) | 0.0281 (5) | |
N5 | 0.7276 (2) | 0.30178 (13) | 0.47238 (8) | 0.0278 (5) | |
N6 | 0.95247 (18) | 0.50148 (13) | 0.44211 (8) | 0.0220 (4) | |
C11 | 0.3789 (2) | 0.47271 (17) | 0.60152 (9) | 0.0253 (5) | |
H11 | 0.4638 | 0.4683 | 0.6071 | 0.030* | |
C12 | 0.2876 (2) | 0.44507 (18) | 0.63425 (10) | 0.0305 (6) | |
H12 | 0.2968 | 0.4183 | 0.6668 | 0.037* | |
C13 | 0.1772 (2) | 0.46545 (17) | 0.60867 (9) | 0.0256 (5) | |
H13 | 0.0991 | 0.4533 | 0.6222 | 0.031* | |
C14 | 0.4251 (2) | 0.45125 (16) | 0.39254 (9) | 0.0274 (5) | |
H14 | 0.4735 | 0.4364 | 0.3637 | 0.033* | |
C15 | 0.2980 (2) | 0.43522 (16) | 0.39602 (9) | 0.0265 (5) | |
H15 | 0.2475 | 0.4093 | 0.3709 | 0.032* | |
C16 | 0.2636 (2) | 0.46573 (16) | 0.44427 (9) | 0.0226 (5) | |
H16 | 0.1844 | 0.4647 | 0.4586 | 0.027* | |
C17 | 0.3538 (3) | 0.77339 (17) | 0.51839 (10) | 0.0296 (6) | |
H17 | 0.3825 | 0.8285 | 0.5272 | 0.035* | |
C18 | 0.2384 (3) | 0.75757 (17) | 0.49567 (10) | 0.0300 (5) | |
H18 | 0.1780 | 0.7981 | 0.4867 | 0.036* | |
C19 | 0.2335 (2) | 0.66985 (16) | 0.48959 (11) | 0.0278 (5) | |
H19 | 0.1678 | 0.6381 | 0.4758 | 0.033* | |
C20 | 0.3826 (2) | 0.54810 (14) | 0.51464 (8) | 0.0187 (4) | |
H20 | 0.4715 | 0.5496 | 0.5226 | 0.022* | |
N7 | 0.32170 (18) | 0.50803 (12) | 0.55892 (7) | 0.0197 (4) | |
N8 | 0.36759 (17) | 0.49790 (12) | 0.46720 (7) | 0.0197 (4) | |
N9 | 0.34254 (18) | 0.63741 (12) | 0.50750 (8) | 0.0212 (4) | |
N10 | 0.19617 (19) | 0.50426 (14) | 0.56274 (8) | 0.0238 (4) | |
N11 | 0.46899 (19) | 0.49059 (13) | 0.43564 (8) | 0.0237 (4) | |
N12 | 0.4181 (2) | 0.70088 (13) | 0.52599 (8) | 0.0265 (4) | |
C21 | 0.6121 (2) | 0.78445 (16) | 0.36613 (10) | 0.0282 (5) | |
H21 | 0.6395 | 0.8304 | 0.3868 | 0.034* | |
C22 | 0.5265 (2) | 0.72244 (17) | 0.38285 (10) | 0.0290 (5) | |
H22 | 0.4881 | 0.7187 | 0.4155 | 0.035* | |
C23 | 0.5115 (2) | 0.66830 (16) | 0.34080 (9) | 0.0248 (5) | |
H23 | 0.4592 | 0.6203 | 0.3389 | 0.030* | |
C24 | 0.6584 (2) | 0.44646 (16) | 0.25922 (10) | 0.0258 (5) | |
H24 | 0.7100 | 0.3993 | 0.2660 | 0.031* | |
C25 | 0.5318 (2) | 0.43913 (15) | 0.24952 (9) | 0.0234 (5) | |
H25 | 0.4849 | 0.3884 | 0.2484 | 0.028* | |
C26 | 0.4916 (2) | 0.52197 (15) | 0.24202 (9) | 0.0217 (5) | |
H26 | 0.4107 | 0.5394 | 0.2351 | 0.026* | |
C27 | 0.3327 (2) | 0.74192 (15) | 0.18673 (9) | 0.0238 (5) | |
H27 | 0.2479 | 0.7523 | 0.1848 | 0.029* | |
C28 | 0.4144 (2) | 0.75632 (16) | 0.14507 (9) | 0.0261 (5) | |
H28 | 0.3957 | 0.7769 | 0.1117 | 0.031* | |
C29 | 0.5277 (2) | 0.73341 (16) | 0.16436 (9) | 0.0238 (5) | |
H29 | 0.6028 | 0.7353 | 0.1464 | 0.029* | |
C30 | 0.6011 (2) | 0.66790 (14) | 0.24892 (8) | 0.0175 (4) | |
H30 | 0.6836 | 0.6849 | 0.2366 | 0.021* | |
N13 | 0.58726 (18) | 0.69784 (12) | 0.30244 (7) | 0.0186 (4) | |
N14 | 0.59259 (18) | 0.57447 (12) | 0.24662 (7) | 0.0174 (4) | |
N15 | 0.51022 (17) | 0.70734 (12) | 0.21465 (7) | 0.0178 (4) | |
N16 | 0.64993 (19) | 0.77025 (13) | 0.31725 (8) | 0.0235 (4) | |
N17 | 0.69718 (18) | 0.52859 (13) | 0.25774 (8) | 0.0228 (4) | |
N18 | 0.38888 (18) | 0.71191 (13) | 0.22925 (7) | 0.0213 (4) | |
C31 | 1.1634 (2) | 0.78246 (16) | 0.31750 (9) | 0.0234 (5) | |
H31 | 1.2479 | 0.7712 | 0.3201 | 0.028* | |
C32 | 1.0798 (2) | 0.77189 (17) | 0.35898 (10) | 0.0290 (5) | |
H32 | 1.0970 | 0.7533 | 0.3930 | 0.035* | |
C33 | 0.9674 (2) | 0.79490 (16) | 0.33862 (9) | 0.0250 (5) | |
H33 | 0.8920 | 0.7951 | 0.3563 | 0.030* | |
C34 | 0.8920 (3) | 0.72006 (17) | 0.13925 (10) | 0.0281 (5) | |
H34 | 0.8644 | 0.6725 | 0.1200 | 0.034* | |
C35 | 0.9831 (3) | 0.77753 (18) | 0.12198 (9) | 0.0297 (6) | |
H35 | 1.0258 | 0.7760 | 0.0903 | 0.036* | |
C36 | 0.9963 (2) | 0.83655 (16) | 0.16155 (9) | 0.0242 (5) | |
H36 | 1.0511 | 0.8832 | 0.1625 | 0.029* | |
C37 | 0.8365 (2) | 1.06942 (16) | 0.22678 (9) | 0.0243 (5) | |
H37 | 0.7855 | 1.1143 | 0.2153 | 0.029* | |
C38 | 0.9594 (2) | 1.08100 (15) | 0.24297 (9) | 0.0240 (5) | |
H38 | 1.0037 | 1.1328 | 0.2444 | 0.029* | |
C39 | 1.0004 (2) | 0.99954 (15) | 0.25617 (9) | 0.0208 (4) | |
H39 | 1.0790 | 0.9846 | 0.2681 | 0.025* | |
C40 | 0.8970 (2) | 0.85091 (13) | 0.25108 (8) | 0.0169 (4) | |
H40 | 0.8141 | 0.8349 | 0.2636 | 0.020* | |
N19 | 0.98645 (18) | 0.81728 (12) | 0.28783 (7) | 0.0194 (4) | |
N20 | 0.91376 (17) | 0.81376 (12) | 0.19926 (7) | 0.0180 (4) | |
N21 | 0.90344 (18) | 0.94506 (12) | 0.24829 (7) | 0.0181 (4) | |
N22 | 1.10807 (18) | 0.81046 (12) | 0.27395 (7) | 0.0216 (4) | |
N23 | 0.84894 (19) | 0.74124 (13) | 0.18657 (8) | 0.0233 (4) | |
N24 | 0.80120 (19) | 0.98695 (13) | 0.22979 (8) | 0.0232 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0370 (16) | 0.0379 (14) | 0.0223 (11) | −0.0042 (12) | 0.0090 (10) | −0.0089 (10) |
C2 | 0.0329 (14) | 0.0282 (12) | 0.0227 (11) | −0.0014 (11) | −0.0030 (10) | −0.0078 (9) |
C3 | 0.0199 (12) | 0.0278 (12) | 0.0215 (10) | −0.0016 (10) | 0.0006 (9) | −0.0024 (9) |
C4 | 0.0393 (16) | 0.0212 (12) | 0.0344 (14) | −0.0036 (11) | −0.0026 (12) | −0.0012 (10) |
C5 | 0.0391 (15) | 0.0242 (11) | 0.0242 (11) | 0.0065 (11) | −0.0007 (11) | 0.0039 (9) |
C6 | 0.0228 (12) | 0.0274 (12) | 0.0264 (11) | −0.0016 (10) | −0.0076 (10) | −0.0008 (9) |
C7 | 0.0244 (13) | 0.0272 (12) | 0.0214 (10) | −0.0024 (10) | 0.0049 (9) | −0.0002 (9) |
C8 | 0.0280 (14) | 0.0295 (12) | 0.0200 (10) | 0.0004 (10) | −0.0003 (9) | 0.0054 (9) |
C9 | 0.0199 (12) | 0.0275 (12) | 0.0238 (11) | 0.0007 (10) | −0.0045 (9) | 0.0019 (9) |
C10 | 0.0181 (11) | 0.0201 (10) | 0.0174 (9) | 0.0003 (8) | 0.0006 (8) | 0.0002 (8) |
N1 | 0.0157 (10) | 0.0238 (9) | 0.0192 (8) | −0.0027 (8) | 0.0021 (7) | −0.0022 (7) |
N2 | 0.0227 (10) | 0.0189 (9) | 0.0195 (8) | −0.0007 (7) | −0.0017 (8) | −0.0006 (7) |
N3 | 0.0172 (10) | 0.0227 (9) | 0.0184 (8) | −0.0008 (8) | 0.0008 (7) | 0.0011 (7) |
N4 | 0.0217 (11) | 0.0351 (12) | 0.0274 (10) | −0.0057 (9) | 0.0064 (8) | −0.0081 (9) |
N5 | 0.0291 (12) | 0.0232 (10) | 0.0311 (11) | −0.0054 (9) | −0.0058 (9) | −0.0022 (8) |
N6 | 0.0168 (10) | 0.0273 (10) | 0.0218 (9) | 0.0015 (8) | 0.0020 (7) | −0.0010 (8) |
C11 | 0.0208 (12) | 0.0314 (12) | 0.0236 (11) | 0.0000 (10) | −0.0063 (9) | 0.0054 (9) |
C12 | 0.0319 (15) | 0.0389 (14) | 0.0208 (11) | −0.0047 (11) | −0.0010 (10) | 0.0083 (10) |
C13 | 0.0250 (13) | 0.0288 (12) | 0.0230 (11) | −0.0020 (10) | 0.0049 (9) | 0.0019 (9) |
C14 | 0.0360 (15) | 0.0256 (12) | 0.0205 (10) | −0.0010 (10) | 0.0065 (10) | −0.0005 (9) |
C15 | 0.0302 (14) | 0.0257 (12) | 0.0236 (11) | −0.0018 (10) | −0.0055 (10) | −0.0027 (9) |
C16 | 0.0177 (11) | 0.0258 (11) | 0.0243 (11) | −0.0007 (9) | −0.0027 (9) | −0.0003 (9) |
C17 | 0.0368 (15) | 0.0235 (12) | 0.0284 (12) | −0.0006 (10) | −0.0012 (11) | −0.0033 (9) |
C18 | 0.0358 (15) | 0.0264 (12) | 0.0278 (12) | 0.0062 (11) | −0.0054 (11) | 0.0005 (10) |
C19 | 0.0243 (13) | 0.0248 (12) | 0.0344 (12) | 0.0025 (10) | −0.0086 (10) | −0.0009 (10) |
C20 | 0.0192 (11) | 0.0199 (10) | 0.0171 (9) | −0.0012 (8) | −0.0012 (8) | 0.0006 (8) |
N7 | 0.0185 (10) | 0.0228 (9) | 0.0179 (8) | −0.0001 (8) | 0.0014 (7) | 0.0021 (7) |
N8 | 0.0178 (10) | 0.0225 (9) | 0.0188 (8) | 0.0003 (8) | 0.0040 (7) | −0.0026 (7) |
N9 | 0.0222 (10) | 0.0211 (9) | 0.0202 (9) | 0.0007 (8) | −0.0015 (8) | −0.0015 (7) |
N10 | 0.0175 (10) | 0.0290 (10) | 0.0248 (9) | 0.0026 (8) | 0.0024 (8) | 0.0040 (8) |
N11 | 0.0224 (11) | 0.0254 (10) | 0.0231 (9) | 0.0012 (8) | 0.0049 (8) | 0.0003 (8) |
N12 | 0.0297 (12) | 0.0251 (10) | 0.0248 (10) | −0.0019 (9) | −0.0032 (8) | −0.0043 (8) |
C21 | 0.0339 (15) | 0.0251 (12) | 0.0256 (11) | 0.0004 (11) | −0.0009 (10) | −0.0062 (9) |
C22 | 0.0302 (14) | 0.0353 (14) | 0.0213 (11) | 0.0007 (11) | 0.0049 (10) | −0.0008 (9) |
C23 | 0.0246 (13) | 0.0269 (12) | 0.0229 (11) | −0.0046 (10) | 0.0045 (9) | 0.0051 (9) |
C24 | 0.0273 (14) | 0.0209 (11) | 0.0292 (12) | 0.0046 (10) | 0.0043 (10) | 0.0037 (9) |
C25 | 0.0261 (14) | 0.0184 (10) | 0.0256 (11) | −0.0024 (9) | 0.0041 (10) | −0.0024 (8) |
C26 | 0.0167 (11) | 0.0232 (11) | 0.0251 (10) | −0.0028 (9) | −0.0008 (9) | −0.0023 (8) |
C27 | 0.0207 (12) | 0.0219 (11) | 0.0287 (11) | 0.0006 (9) | −0.0053 (10) | −0.0008 (9) |
C28 | 0.0313 (14) | 0.0252 (11) | 0.0218 (10) | −0.0021 (10) | −0.0079 (10) | 0.0021 (9) |
C29 | 0.0266 (13) | 0.0253 (11) | 0.0195 (10) | −0.0041 (10) | 0.0027 (9) | 0.0014 (8) |
C30 | 0.0171 (11) | 0.0181 (9) | 0.0173 (9) | 0.0003 (8) | −0.0019 (8) | 0.0006 (7) |
N13 | 0.0195 (10) | 0.0177 (8) | 0.0186 (8) | −0.0022 (7) | 0.0002 (7) | −0.0008 (7) |
N14 | 0.0139 (9) | 0.0169 (8) | 0.0215 (8) | 0.0007 (7) | −0.0017 (7) | 0.0011 (7) |
N15 | 0.0136 (9) | 0.0196 (9) | 0.0203 (8) | −0.0003 (7) | 0.0002 (7) | 0.0025 (7) |
N16 | 0.0235 (11) | 0.0219 (10) | 0.0251 (10) | −0.0047 (8) | −0.0022 (8) | −0.0025 (7) |
N17 | 0.0170 (10) | 0.0218 (9) | 0.0297 (10) | 0.0037 (8) | −0.0006 (8) | 0.0014 (8) |
N18 | 0.0163 (10) | 0.0232 (9) | 0.0244 (9) | 0.0038 (8) | 0.0012 (8) | 0.0022 (7) |
C31 | 0.0217 (12) | 0.0235 (11) | 0.0250 (11) | 0.0012 (9) | −0.0056 (9) | −0.0016 (9) |
C32 | 0.0316 (14) | 0.0344 (13) | 0.0210 (11) | 0.0005 (11) | −0.0045 (10) | 0.0039 (9) |
C33 | 0.0269 (13) | 0.0304 (12) | 0.0176 (10) | −0.0032 (10) | 0.0026 (9) | 0.0020 (9) |
C34 | 0.0310 (14) | 0.0259 (12) | 0.0274 (11) | 0.0023 (10) | 0.0010 (11) | −0.0081 (9) |
C35 | 0.0297 (14) | 0.0384 (14) | 0.0210 (11) | 0.0018 (11) | 0.0037 (10) | 0.0007 (10) |
C36 | 0.0232 (13) | 0.0282 (12) | 0.0213 (10) | −0.0031 (10) | 0.0031 (9) | 0.0027 (9) |
C37 | 0.0268 (13) | 0.0217 (11) | 0.0244 (11) | 0.0051 (9) | 0.0025 (10) | 0.0019 (9) |
C38 | 0.0270 (14) | 0.0191 (10) | 0.0258 (11) | −0.0014 (9) | 0.0066 (10) | −0.0025 (8) |
C39 | 0.0164 (11) | 0.0246 (11) | 0.0215 (10) | −0.0037 (9) | 0.0008 (8) | −0.0022 (8) |
C40 | 0.0165 (11) | 0.0177 (9) | 0.0166 (9) | −0.0003 (8) | −0.0001 (8) | 0.0013 (7) |
N19 | 0.0187 (10) | 0.0208 (9) | 0.0188 (8) | 0.0010 (7) | 0.0010 (7) | 0.0021 (7) |
N20 | 0.0156 (9) | 0.0197 (9) | 0.0187 (8) | −0.0016 (7) | 0.0017 (7) | −0.0001 (7) |
N21 | 0.0169 (9) | 0.0169 (8) | 0.0204 (8) | 0.0012 (7) | −0.0002 (7) | 0.0009 (7) |
N22 | 0.0183 (10) | 0.0230 (9) | 0.0237 (9) | 0.0019 (8) | 0.0004 (8) | 0.0016 (7) |
N23 | 0.0243 (11) | 0.0207 (10) | 0.0250 (9) | −0.0032 (8) | 0.0011 (8) | −0.0044 (7) |
N24 | 0.0195 (10) | 0.0229 (10) | 0.0273 (9) | 0.0037 (8) | −0.0023 (8) | 0.0016 (8) |
C1—N4 | 1.330 (3) | C21—N16 | 1.328 (3) |
C1—C2 | 1.400 (4) | C21—C22 | 1.394 (4) |
C1—H1 | 0.9300 | C21—H21 | 0.9300 |
C2—C3 | 1.365 (3) | C22—C23 | 1.366 (3) |
C2—H2 | 0.9300 | C22—H22 | 0.9300 |
C3—N1 | 1.359 (3) | C23—N13 | 1.352 (3) |
C3—H3 | 0.9300 | C23—H23 | 0.9300 |
C4—N5 | 1.327 (3) | C24—N17 | 1.331 (3) |
C4—C5 | 1.399 (4) | C24—C25 | 1.392 (3) |
C4—H4 | 0.9300 | C24—H24 | 0.9300 |
C5—C6 | 1.365 (3) | C25—C26 | 1.359 (3) |
C5—H5 | 0.9300 | C25—H25 | 0.9300 |
C6—N2 | 1.362 (3) | C26—N14 | 1.361 (3) |
C6—H6 | 0.9300 | C26—H26 | 0.9300 |
C7—N6 | 1.330 (3) | C27—N18 | 1.324 (3) |
C7—C8 | 1.396 (3) | C27—C28 | 1.397 (3) |
C7—H7 | 0.9300 | C27—H27 | 0.9300 |
C8—C9 | 1.365 (3) | C28—C29 | 1.364 (4) |
C8—H8 | 0.9300 | C28—H28 | 0.9300 |
C9—N3 | 1.352 (3) | C29—N15 | 1.355 (3) |
C9—H9 | 0.9300 | C29—H29 | 0.9300 |
C10—N1 | 1.443 (3) | C30—N14 | 1.441 (3) |
C10—N3 | 1.444 (3) | C30—N15 | 1.446 (3) |
C10—N2 | 1.450 (3) | C30—N13 | 1.446 (3) |
C10—H10 | 0.9800 | C30—H30 | 0.9800 |
N1—N4 | 1.368 (3) | N13—N16 | 1.356 (3) |
N2—N5 | 1.360 (3) | N14—N17 | 1.361 (3) |
N3—N6 | 1.361 (3) | N15—N18 | 1.363 (3) |
C11—C12 | 1.358 (3) | C31—N22 | 1.331 (3) |
C11—N7 | 1.361 (3) | C31—C32 | 1.398 (4) |
C11—H11 | 0.9300 | C31—H31 | 0.9300 |
C12—C13 | 1.393 (4) | C32—C33 | 1.365 (4) |
C12—H12 | 0.9300 | C32—H32 | 0.9300 |
C13—N10 | 1.329 (3) | C33—N19 | 1.354 (3) |
C13—H13 | 0.9300 | C33—H33 | 0.9300 |
C14—N11 | 1.340 (3) | C34—N23 | 1.332 (3) |
C14—C15 | 1.396 (4) | C34—C35 | 1.393 (4) |
C14—H14 | 0.9300 | C34—H34 | 0.9300 |
C15—C16 | 1.367 (3) | C35—C36 | 1.364 (3) |
C15—H15 | 0.9300 | C35—H35 | 0.9300 |
C16—N8 | 1.358 (3) | C36—N20 | 1.356 (3) |
C16—H16 | 0.9300 | C36—H36 | 0.9300 |
C17—N12 | 1.328 (3) | C37—N24 | 1.326 (3) |
C17—C18 | 1.394 (4) | C37—C38 | 1.400 (4) |
C17—H17 | 0.9300 | C37—H37 | 0.9300 |
C18—C19 | 1.359 (4) | C38—C39 | 1.371 (3) |
C18—H18 | 0.9300 | C38—H38 | 0.9300 |
C19—N9 | 1.357 (3) | C39—N21 | 1.355 (3) |
C19—H19 | 0.9300 | C39—H39 | 0.9300 |
C20—N8 | 1.443 (3) | C40—N19 | 1.441 (3) |
C20—N7 | 1.443 (3) | C40—N20 | 1.449 (3) |
C20—N9 | 1.451 (3) | C40—N21 | 1.451 (3) |
C20—H20 | 0.9800 | C40—H40 | 0.9800 |
N7—N10 | 1.359 (3) | N19—N22 | 1.363 (3) |
N8—N11 | 1.362 (3) | N20—N23 | 1.355 (3) |
N9—N12 | 1.356 (3) | N21—N24 | 1.361 (3) |
N4—C1—C2 | 112.0 (2) | N16—C21—C22 | 112.2 (2) |
N4—C1—H1 | 124.0 | N16—C21—H21 | 123.9 |
C2—C1—H1 | 124.0 | C22—C21—H21 | 123.9 |
C3—C2—C1 | 105.3 (2) | C23—C22—C21 | 104.8 (2) |
C3—C2—H2 | 127.3 | C23—C22—H22 | 127.6 |
C1—C2—H2 | 127.3 | C21—C22—H22 | 127.6 |
N1—C3—C2 | 106.7 (2) | N13—C23—C22 | 106.8 (2) |
N1—C3—H3 | 126.6 | N13—C23—H23 | 126.6 |
C2—C3—H3 | 126.6 | C22—C23—H23 | 126.6 |
N5—C4—C5 | 112.4 (2) | N17—C24—C25 | 112.3 (2) |
N5—C4—H4 | 123.8 | N17—C24—H24 | 123.8 |
C5—C4—H4 | 123.8 | C25—C24—H24 | 123.8 |
C6—C5—C4 | 105.0 (2) | C26—C25—C24 | 105.2 (2) |
C6—C5—H5 | 127.5 | C26—C25—H25 | 127.4 |
C4—C5—H5 | 127.5 | C24—C25—H25 | 127.4 |
N2—C6—C5 | 106.6 (2) | C25—C26—N14 | 106.8 (2) |
N2—C6—H6 | 126.7 | C25—C26—H26 | 126.6 |
C5—C6—H6 | 126.7 | N14—C26—H26 | 126.6 |
N6—C7—C8 | 112.8 (2) | N18—C27—C28 | 112.8 (2) |
N6—C7—H7 | 123.6 | N18—C27—H27 | 123.6 |
C8—C7—H7 | 123.6 | C28—C27—H27 | 123.6 |
C9—C8—C7 | 104.5 (2) | C29—C28—C27 | 104.6 (2) |
C9—C8—H8 | 127.7 | C29—C28—H28 | 127.7 |
C7—C8—H8 | 127.7 | C27—C28—H28 | 127.7 |
N3—C9—C8 | 106.9 (2) | N15—C29—C28 | 107.0 (2) |
N3—C9—H9 | 126.5 | N15—C29—H29 | 126.5 |
C8—C9—H9 | 126.5 | C28—C29—H29 | 126.5 |
N1—C10—N3 | 111.75 (18) | N14—C30—N15 | 110.52 (18) |
N1—C10—N2 | 110.51 (17) | N14—C30—N13 | 110.44 (17) |
N3—C10—N2 | 112.71 (18) | N15—C30—N13 | 111.44 (18) |
N1—C10—H10 | 107.2 | N14—C30—H30 | 108.1 |
N3—C10—H10 | 107.2 | N15—C30—H30 | 108.1 |
N2—C10—H10 | 107.2 | N13—C30—H30 | 108.1 |
C3—N1—N4 | 111.90 (18) | C23—N13—N16 | 112.10 (19) |
C3—N1—C10 | 130.70 (19) | C23—N13—C30 | 129.5 (2) |
N4—N1—C10 | 116.13 (18) | N16—N13—C30 | 118.17 (18) |
N5—N2—C6 | 112.16 (19) | N17—N14—C26 | 111.97 (18) |
N5—N2—C10 | 117.44 (18) | N17—N14—C30 | 117.13 (19) |
C6—N2—C10 | 130.40 (19) | C26—N14—C30 | 130.2 (2) |
C9—N3—N6 | 112.55 (19) | C29—N15—N18 | 112.11 (18) |
C9—N3—C10 | 125.4 (2) | C29—N15—C30 | 126.88 (19) |
N6—N3—C10 | 121.98 (18) | N18—N15—C30 | 120.55 (17) |
C1—N4—N1 | 104.0 (2) | C21—N16—N13 | 104.02 (19) |
C4—N5—N2 | 103.9 (2) | C24—N17—N14 | 103.72 (19) |
C7—N6—N3 | 103.20 (19) | C27—N18—N15 | 103.58 (19) |
C12—C11—N7 | 106.6 (2) | N22—C31—C32 | 112.2 (2) |
C12—C11—H11 | 126.7 | N22—C31—H31 | 123.9 |
N7—C11—H11 | 126.7 | C32—C31—H31 | 123.9 |
C11—C12—C13 | 105.2 (2) | C33—C32—C31 | 104.8 (2) |
C11—C12—H12 | 127.4 | C33—C32—H32 | 127.6 |
C13—C12—H12 | 127.4 | C31—C32—H32 | 127.6 |
N10—C13—C12 | 112.4 (2) | N19—C33—C32 | 107.1 (2) |
N10—C13—H13 | 123.8 | N19—C33—H33 | 126.4 |
C12—C13—H13 | 123.8 | C32—C33—H33 | 126.4 |
N11—C14—C15 | 112.0 (2) | N23—C34—C35 | 112.1 (2) |
N11—C14—H14 | 124.0 | N23—C34—H34 | 123.9 |
C15—C14—H14 | 124.0 | C35—C34—H34 | 123.9 |
C16—C15—C14 | 105.2 (2) | C36—C35—C34 | 105.2 (2) |
C16—C15—H15 | 127.4 | C36—C35—H35 | 127.4 |
C14—C15—H15 | 127.4 | C34—C35—H35 | 127.4 |
N8—C16—C15 | 106.7 (2) | N20—C36—C35 | 106.4 (2) |
N8—C16—H16 | 126.6 | N20—C36—H36 | 126.8 |
C15—C16—H16 | 126.6 | C35—C36—H36 | 126.8 |
N12—C17—C18 | 112.4 (2) | N24—C37—C38 | 112.1 (2) |
N12—C17—H17 | 123.8 | N24—C37—H37 | 123.9 |
C18—C17—H17 | 123.8 | C38—C37—H37 | 123.9 |
C19—C18—C17 | 104.8 (2) | C39—C38—C37 | 105.2 (2) |
C19—C18—H18 | 127.6 | C39—C38—H38 | 127.4 |
C17—C18—H18 | 127.6 | C37—C38—H38 | 127.4 |
N9—C19—C18 | 107.0 (2) | N21—C39—C38 | 106.2 (2) |
N9—C19—H19 | 126.5 | N21—C39—H39 | 126.9 |
C18—C19—H19 | 126.5 | C38—C39—H39 | 126.9 |
N8—C20—N7 | 111.98 (17) | N19—C40—N20 | 111.48 (18) |
N8—C20—N9 | 111.58 (17) | N19—C40—N21 | 110.96 (18) |
N7—C20—N9 | 111.47 (18) | N20—C40—N21 | 110.04 (16) |
N8—C20—H20 | 107.2 | N19—C40—H40 | 108.1 |
N7—C20—H20 | 107.2 | N20—C40—H40 | 108.1 |
N9—C20—H20 | 107.2 | N21—C40—H40 | 108.1 |
N10—N7—C11 | 112.19 (19) | C33—N19—N22 | 111.96 (19) |
N10—N7—C20 | 121.87 (18) | C33—N19—C40 | 127.6 (2) |
C11—N7—C20 | 125.9 (2) | N22—N19—C40 | 120.29 (18) |
C16—N8—N11 | 112.31 (19) | N23—N20—C36 | 112.51 (19) |
C16—N8—C20 | 130.39 (19) | N23—N20—C40 | 118.48 (18) |
N11—N8—C20 | 116.60 (18) | C36—N20—C40 | 128.69 (19) |
N12—N9—C19 | 111.91 (19) | C39—N21—N24 | 112.58 (18) |
N12—N9—C20 | 117.29 (18) | C39—N21—C40 | 130.3 (2) |
C19—N9—C20 | 130.4 (2) | N24—N21—C40 | 116.74 (19) |
C13—N10—N7 | 103.60 (19) | C31—N22—N19 | 103.94 (19) |
C14—N11—N8 | 103.69 (19) | C34—N23—N20 | 103.7 (2) |
C17—N12—N9 | 103.9 (2) | C37—N24—N21 | 103.88 (19) |
N4—C1—C2—C3 | 1.0 (3) | N16—C21—C22—C23 | −0.7 (3) |
C1—C2—C3—N1 | 0.0 (3) | C21—C22—C23—N13 | 1.1 (3) |
N5—C4—C5—C6 | −0.5 (3) | N17—C24—C25—C26 | −0.3 (3) |
C4—C5—C6—N2 | 0.4 (3) | C24—C25—C26—N14 | 0.8 (3) |
N6—C7—C8—C9 | −0.2 (3) | N18—C27—C28—C29 | −0.2 (3) |
C7—C8—C9—N3 | 0.0 (3) | C27—C28—C29—N15 | 0.0 (3) |
C2—C3—N1—N4 | −1.0 (3) | C22—C23—N13—N16 | −1.1 (3) |
C2—C3—N1—C10 | −167.4 (2) | C22—C23—N13—C30 | −175.4 (2) |
N3—C10—N1—C3 | −47.1 (3) | N14—C30—N13—C23 | −38.5 (3) |
N2—C10—N1—C3 | 79.3 (3) | N15—C30—N13—C23 | 84.8 (3) |
N3—C10—N1—N4 | 147.0 (2) | N14—C30—N13—N16 | 147.52 (19) |
N2—C10—N1—N4 | −86.6 (2) | N15—C30—N13—N16 | −89.2 (2) |
C5—C6—N2—N5 | −0.2 (3) | C25—C26—N14—N17 | −1.0 (3) |
C5—C6—N2—C10 | 179.4 (2) | C25—C26—N14—C30 | −171.1 (2) |
N1—C10—N2—N5 | 136.1 (2) | N15—C30—N14—N17 | 153.45 (18) |
N3—C10—N2—N5 | −98.1 (2) | N13—C30—N14—N17 | −82.8 (2) |
N1—C10—N2—C6 | −43.5 (3) | N15—C30—N14—C26 | −36.8 (3) |
N3—C10—N2—C6 | 82.3 (3) | N13—C30—N14—C26 | 86.9 (3) |
C8—C9—N3—N6 | 0.2 (3) | C28—C29—N15—N18 | 0.2 (3) |
C8—C9—N3—C10 | −178.2 (2) | C28—C29—N15—C30 | 172.4 (2) |
N1—C10—N3—C9 | −113.5 (2) | N14—C30—N15—C29 | −94.2 (3) |
N2—C10—N3—C9 | 121.4 (2) | N13—C30—N15—C29 | 142.6 (2) |
N1—C10—N3—N6 | 68.3 (3) | N14—C30—N15—N18 | 77.4 (2) |
N2—C10—N3—N6 | −56.9 (3) | N13—C30—N15—N18 | −45.9 (3) |
C2—C1—N4—N1 | −1.6 (3) | C22—C21—N16—N13 | 0.1 (3) |
C3—N1—N4—C1 | 1.6 (3) | C23—N13—N16—C21 | 0.6 (3) |
C10—N1—N4—C1 | 170.2 (2) | C30—N13—N16—C21 | 175.7 (2) |
C5—C4—N5—N2 | 0.4 (3) | C25—C24—N17—N14 | −0.2 (3) |
C6—N2—N5—C4 | −0.1 (3) | C26—N14—N17—C24 | 0.8 (2) |
C10—N2—N5—C4 | −179.8 (2) | C30—N14—N17—C24 | 172.31 (19) |
C8—C7—N6—N3 | 0.3 (3) | C28—C27—N18—N15 | 0.3 (3) |
C9—N3—N6—C7 | −0.3 (3) | C29—N15—N18—C27 | −0.3 (2) |
C10—N3—N6—C7 | 178.15 (19) | C30—N15—N18—C27 | −173.08 (19) |
N7—C11—C12—C13 | 0.3 (3) | N22—C31—C32—C33 | 0.2 (3) |
C11—C12—C13—N10 | −0.5 (3) | C31—C32—C33—N19 | 0.2 (3) |
N11—C14—C15—C16 | −0.7 (3) | N23—C34—C35—C36 | 0.5 (3) |
C14—C15—C16—N8 | 0.0 (3) | C34—C35—C36—N20 | −1.0 (3) |
N12—C17—C18—C19 | 0.3 (3) | N24—C37—C38—C39 | 0.5 (3) |
C17—C18—C19—N9 | −0.8 (3) | C37—C38—C39—N21 | −0.8 (2) |
C12—C11—N7—N10 | −0.1 (3) | C32—C33—N19—N22 | −0.4 (3) |
C12—C11—N7—C20 | 178.0 (2) | C32—C33—N19—C40 | −176.1 (2) |
N8—C20—N7—N10 | −69.7 (3) | N20—C40—N19—C33 | −140.0 (2) |
N9—C20—N7—N10 | 56.1 (3) | N21—C40—N19—C33 | 96.9 (3) |
N8—C20—N7—C11 | 112.3 (2) | N20—C40—N19—N22 | 44.7 (3) |
N9—C20—N7—C11 | −121.9 (2) | N21—C40—N19—N22 | −78.4 (2) |
C15—C16—N8—N11 | 0.7 (3) | C35—C36—N20—N23 | 1.3 (3) |
C15—C16—N8—C20 | 170.6 (2) | C35—C36—N20—C40 | 174.6 (2) |
N7—C20—N8—C16 | 51.6 (3) | N19—C40—N20—N23 | 92.1 (2) |
N9—C20—N8—C16 | −74.1 (3) | N21—C40—N20—N23 | −144.3 (2) |
N7—C20—N8—N11 | −138.81 (19) | N19—C40—N20—C36 | −80.8 (3) |
N9—C20—N8—N11 | 95.4 (2) | N21—C40—N20—C36 | 42.8 (3) |
C18—C19—N9—N12 | 1.0 (3) | C38—C39—N21—N24 | 0.9 (2) |
C18—C19—N9—C20 | 173.8 (2) | C38—C39—N21—C40 | 173.5 (2) |
N8—C20—N9—N12 | −134.1 (2) | N19—C40—N21—C39 | 29.0 (3) |
N7—C20—N9—N12 | 99.9 (2) | N20—C40—N21—C39 | −94.8 (3) |
N8—C20—N9—C19 | 53.5 (3) | N19—C40—N21—N24 | −158.64 (18) |
N7—C20—N9—C19 | −72.5 (3) | N20—C40—N21—N24 | 77.5 (2) |
C12—C13—N10—N7 | 0.4 (3) | C32—C31—N22—N19 | −0.4 (3) |
C11—N7—N10—C13 | −0.2 (3) | C33—N19—N22—C31 | 0.5 (3) |
C20—N7—N10—C13 | −178.4 (2) | C40—N19—N22—C31 | 176.53 (19) |
C15—C14—N11—N8 | 1.1 (3) | C35—C34—N23—N20 | 0.3 (3) |
C16—N8—N11—C14 | −1.1 (3) | C36—N20—N23—C34 | −1.0 (3) |
C20—N8—N11—C14 | −172.51 (19) | C40—N20—N23—C34 | −175.1 (2) |
C18—C17—N12—N9 | 0.3 (3) | C38—C37—N24—N21 | 0.0 (3) |
C19—N9—N12—C17 | −0.8 (3) | C39—N21—N24—C37 | −0.6 (2) |
C20—N9—N12—C17 | −174.6 (2) | C40—N21—N24—C37 | −174.26 (19) |