Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804022056/sj6004sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804022056/sj60041sup2.hkl |
CCDC reference: 252987
Data collection: SMART (Bruker, 1999); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Sheldrick, 2001); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
C10H17N3O2)·0.5H2O | Z = 4 |
Mr = 220.27 | F(000) = 476 |
Triclinic, P1 | Dx = 1.266 Mg m−3 |
Hall symbol: -P 1 | Melting point: 540 K |
a = 9.250 (3) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.701 (3) Å | Cell parameters from 4571 reflections |
c = 12.135 (4) Å | θ = 4.4–54.8° |
α = 74.918 (4)° | µ = 0.09 mm−1 |
β = 89.738 (4)° | T = 163 K |
γ = 85.213 (4)° | Block, colourless |
V = 1155.6 (6) Å3 | 0.55 × 0.55 × 0.30 mm |
SMART/CCD diffractometer | 4935 independent reflections |
Radiation source: fine-focus sealed tube | 4326 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.025 |
Detector resolution: 8.192 pixels mm-1 | θmax = 27.6°, θmin = 2.0° |
φ and ω scans | h = −11→11 |
Absorption correction: multi-scan (SADABS; Bruker 1999) | k = −7→13 |
Tmin = 0.831, Tmax = 0.970 | l = −15→15 |
15159 measured reflections |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.035 | Only H-atom coordinates refined |
wR(F2) = 0.098 | w = 1/[σ2(Fo2) + (0.0536P)2 + 0.2578P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max < 0.001 |
4935 reflections | Δρmax = 0.38 e Å−3 |
389 parameters | Δρmin = −0.20 e Å−3 |
0 restraints | Extinction correction: SHELXTL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.009 (2) |
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 | ||
N1 | 0.00554 (10) | 0.81612 (8) | 0.53760 (8) | 0.0208 (2) | |
C2 | 0.00485 (11) | 0.69611 (10) | 0.51921 (9) | 0.0189 (2) | |
O2 | 0.01859 (9) | 0.67839 (7) | 0.42266 (6) | 0.02467 (19) | |
N3 | −0.01371 (10) | 0.58958 (9) | 0.61086 (8) | 0.0205 (2) | |
H3A | −0.0110 (15) | 0.5174 (15) | 0.5961 (12) | 0.025* | |
C4 | −0.01299 (11) | 0.58916 (10) | 0.72365 (9) | 0.0192 (2) | |
O4 | −0.01198 (9) | 0.48676 (7) | 0.79759 (7) | 0.02521 (19) | |
C5 | −0.01079 (11) | 0.71981 (10) | 0.75258 (9) | 0.0187 (2) | |
C6 | −0.00660 (11) | 0.8299 (1) | 0.64323 (9) | 0.0192 (2) | |
N6 | −0.01352 (11) | 0.94946 (9) | 0.65409 (9) | 0.0252 (2) | |
H6A | −0.0128 (16) | 1.0201 (15) | 0.5910 (13) | 0.030* | |
H6B | −0.0274 (16) | 0.9674 (14) | 0.7207 (13) | 0.030* | |
C7 | −0.15282 (12) | 0.74542 (11) | 0.81900 (9) | 0.0217 (2) | |
H7A | −0.1440 (14) | 0.8322 (14) | 0.8346 (11) | 0.026* | |
C8 | −0.28918 (13) | 0.75798 (13) | 0.74385 (12) | 0.0300 (3) | |
H8A | −0.2830 (18) | 0.8251 (16) | 0.6689 (15) | 0.045* | |
H8B | −0.3064 (18) | 0.6779 (17) | 0.7249 (14) | 0.045* | |
H8C | −0.3777 (19) | 0.7863 (16) | 0.7829 (14) | 0.045* | |
C9 | −0.16860 (15) | 0.64494 (12) | 0.93349 (10) | 0.0286 (3) | |
H9A | −0.2576 (18) | 0.6732 (16) | 0.9666 (14) | 0.043* | |
H9B | −0.0860 (18) | 0.6404 (16) | 0.9854 (14) | 0.043* | |
H9C | −0.1775 (17) | 0.5592 (17) | 0.9232 (14) | 0.043* | |
C10 | 0.13345 (12) | 0.70888 (11) | 0.82623 (10) | 0.0241 (2) | |
H10A | 0.1292 (15) | 0.6263 (14) | 0.8840 (12) | 0.029* | |
C11 | 0.14602 (14) | 0.81543 (13) | 0.88744 (12) | 0.0310 (3) | |
H11A | 0.1657 (18) | 0.8973 (17) | 0.8321 (15) | 0.047* | |
H11B | 0.0594 (19) | 0.8317 (16) | 0.9310 (15) | 0.047* | |
H11C | 0.2251 (19) | 0.7899 (16) | 0.9404 (15) | 0.047* | |
C12 | 0.26821 (14) | 0.69924 (14) | 0.75349 (13) | 0.0348 (3) | |
H12A | 0.2677 (19) | 0.6293 (18) | 0.7141 (15) | 0.052* | |
H12B | 0.2732 (19) | 0.7829 (18) | 0.6930 (16) | 0.052* | |
H12C | 0.355 (2) | 0.6830 (17) | 0.8037 (15) | 0.052* | |
N1' | 0.37593 (10) | 0.09988 (9) | 0.90323 (8) | 0.0215 (2) | |
C2' | 0.24161 (11) | 0.16475 (10) | 0.88339 (9) | 0.0197 (2) | |
O2' | 0.13627 (8) | 0.12470 (8) | 0.94087 (7) | 0.02445 (18) | |
N3' | 0.22224 (10) | 0.28059 (9) | 0.79793 (8) | 0.0221 (2) | |
H3D | 0.1373 (16) | 0.3266 (14) | 0.7929 (12) | 0.027* | |
C4' | 0.32388 (11) | 0.32965 (10) | 0.71876 (9) | 0.0201 (2) | |
O4' | 0.29308 (9) | 0.42773 (8) | 0.64291 (7) | 0.0280 (2) | |
C5' | 0.47409 (11) | 0.25418 (10) | 0.72880 (9) | 0.0184 (2) | |
C6' | 0.48614 (12) | 0.14075 (10) | 0.83628 (9) | 0.0196 (2) | |
N6' | 0.61479 (11) | 0.07686 (10) | 0.86652 (9) | 0.0249 (2) | |
H6D | 0.6224 (15) | 0.0192 (14) | 0.9337 (13) | 0.030* | |
H6E | 0.6956 (16) | 0.1018 (14) | 0.8291 (12) | 0.030* | |
C7' | 0.59307 (12) | 0.34718 (11) | 0.73968 (9) | 0.0225 (2) | |
H7D | 0.6870 (15) | 0.2926 (13) | 0.7510 (11) | 0.027* | |
C8' | 0.60928 (14) | 0.46030 (12) | 0.63429 (11) | 0.0304 (3) | |
H8D | 0.5284 (19) | 0.5285 (17) | 0.6229 (14) | 0.046* | |
H8E | 0.6988 (19) | 0.5023 (16) | 0.6439 (14) | 0.046* | |
H8F | 0.6213 (18) | 0.4348 (16) | 0.5609 (15) | 0.046* | |
C9' | 0.56709 (16) | 0.39654 (13) | 0.84659 (11) | 0.0327 (3) | |
H9D | 0.5583 (19) | 0.3255 (17) | 0.9181 (15) | 0.049* | |
H9E | 0.6455 (19) | 0.4474 (17) | 0.8600 (15) | 0.049* | |
H9F | 0.479 (2) | 0.4534 (17) | 0.8378 (15) | 0.049* | |
C10' | 0.48575 (12) | 0.20476 (11) | 0.61727 (9) | 0.0227 (2) | |
H10D | 0.4599 (15) | 0.2830 (14) | 0.5537 (12) | 0.027* | |
C11' | 0.37372 (15) | 0.10666 (14) | 0.61668 (12) | 0.0334 (3) | |
H11D | 0.274 (2) | 0.1392 (17) | 0.6283 (15) | 0.050* | |
H11E | 0.3743 (18) | 0.0822 (17) | 0.5435 (15) | 0.050* | |
H11F | 0.3958 (19) | 0.0254 (17) | 0.6809 (15) | 0.050* | |
C12' | 0.63778 (14) | 0.14950 (14) | 0.59452 (11) | 0.0320 (3) | |
H12D | 0.7143 (19) | 0.2085 (17) | 0.5947 (14) | 0.048* | |
H12E | 0.6676 (18) | 0.0651 (17) | 0.6534 (15) | 0.048* | |
H12F | 0.6339 (18) | 0.1324 (16) | 0.5175 (15) | 0.048* | |
O100 | 0.91104 (9) | 0.12935 (8) | 0.78618 (8) | 0.02512 (18) | |
H101 | 0.9659 (18) | 0.1317 (15) | 0.8420 (14) | 0.038* | |
H102 | 0.9367 (17) | 0.1908 (16) | 0.7249 (14) | 0.038* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0262 (5) | 0.0159 (4) | 0.0198 (4) | −0.0023 (3) | 0.0033 (4) | −0.0035 (3) |
C2 | 0.0185 (5) | 0.0174 (5) | 0.0201 (5) | −0.0016 (4) | 0.0026 (4) | −0.0038 (4) |
O2 | 0.0341 (4) | 0.0212 (4) | 0.0200 (4) | −0.0045 (3) | 0.0040 (3) | −0.0069 (3) |
N3 | 0.0283 (5) | 0.0133 (4) | 0.0207 (5) | −0.0024 (3) | 0.0028 (4) | −0.0054 (3) |
C4 | 0.0195 (5) | 0.0171 (5) | 0.0203 (5) | −0.0009 (4) | 0.0024 (4) | −0.0039 (4) |
O4 | 0.0354 (5) | 0.0161 (4) | 0.0224 (4) | −0.0011 (3) | 0.0043 (3) | −0.0023 (3) |
C5 | 0.0221 (5) | 0.0154 (5) | 0.0183 (5) | −0.0016 (4) | 0.0021 (4) | −0.0041 (4) |
C6 | 0.0192 (5) | 0.0166 (5) | 0.0211 (5) | −0.0017 (4) | 0.0025 (4) | −0.0033 (4) |
N6 | 0.0399 (6) | 0.0154 (5) | 0.0204 (5) | −0.0029 (4) | 0.0046 (4) | −0.0046 (4) |
C7 | 0.0240 (5) | 0.0193 (5) | 0.0237 (5) | −0.0037 (4) | 0.0060 (4) | −0.0087 (4) |
C8 | 0.0243 (6) | 0.0295 (6) | 0.0368 (7) | −0.0013 (5) | 0.0014 (5) | −0.0100 (5) |
C9 | 0.0365 (7) | 0.0274 (6) | 0.0238 (6) | −0.0097 (5) | 0.0099 (5) | −0.0079 (5) |
C10 | 0.0243 (6) | 0.0213 (5) | 0.0254 (6) | −0.0019 (4) | −0.0029 (4) | −0.0040 (4) |
C11 | 0.0295 (6) | 0.0346 (7) | 0.0327 (6) | −0.0041 (5) | −0.0040 (5) | −0.0148 (5) |
C12 | 0.0230 (6) | 0.0351 (7) | 0.0501 (8) | 0.0007 (5) | 0.0013 (6) | −0.0186 (6) |
N1' | 0.0197 (4) | 0.0199 (4) | 0.0216 (4) | −0.0018 (3) | 0.0016 (3) | 0.0003 (3) |
C2' | 0.0211 (5) | 0.0197 (5) | 0.0188 (5) | −0.0029 (4) | 0.0009 (4) | −0.0056 (4) |
O2' | 0.0207 (4) | 0.0270 (4) | 0.0242 (4) | −0.0043 (3) | 0.0047 (3) | −0.0034 (3) |
N3' | 0.0183 (5) | 0.0206 (5) | 0.0246 (5) | 0.0023 (4) | 0.0027 (4) | −0.0020 (4) |
C4' | 0.0210 (5) | 0.0185 (5) | 0.0205 (5) | −0.0015 (4) | 0.0001 (4) | −0.0043 (4) |
O4' | 0.0263 (4) | 0.0223 (4) | 0.0290 (4) | 0.0020 (3) | 0.0018 (3) | 0.0034 (3) |
C5' | 0.0188 (5) | 0.0165 (5) | 0.0187 (5) | −0.0020 (4) | 0.0015 (4) | −0.0021 (4) |
C6' | 0.0212 (5) | 0.0171 (5) | 0.0198 (5) | −0.0019 (4) | 0.0014 (4) | −0.0037 (4) |
N6' | 0.0197 (5) | 0.0240 (5) | 0.0251 (5) | 0.0011 (4) | 0.0033 (4) | 0.0033 (4) |
C7' | 0.0210 (5) | 0.0195 (5) | 0.0258 (6) | −0.0042 (4) | −0.0009 (4) | −0.0029 (4) |
C8' | 0.0315 (6) | 0.0242 (6) | 0.0326 (7) | −0.0103 (5) | 0.0013 (5) | 0.0003 (5) |
C9' | 0.0411 (7) | 0.0282 (6) | 0.0310 (7) | −0.0069 (5) | −0.0053 (5) | −0.0101 (5) |
C10' | 0.0255 (6) | 0.0227 (5) | 0.0197 (5) | −0.0013 (4) | 0.0010 (4) | −0.0055 (4) |
C11' | 0.0349 (7) | 0.0355 (7) | 0.0352 (7) | −0.0095 (5) | 0.0002 (5) | −0.0169 (6) |
C12' | 0.0303 (6) | 0.0374 (7) | 0.0310 (6) | 0.0011 (5) | 0.0060 (5) | −0.0150 (6) |
O100 | 0.0237 (4) | 0.0271 (4) | 0.0248 (4) | −0.0049 (3) | 0.0012 (3) | −0.0065 (3) |
N1—C6 | 1.3309 (14) | N1'—C2' | 1.3621 (14) |
N1—C2 | 1.3600 (14) | C2'—O2' | 1.2360 (14) |
C2—O2 | 1.2390 (14) | C2'—N3' | 1.3928 (14) |
C2—N3 | 1.3917 (14) | N3'—C4' | 1.3764 (14) |
N3—C4 | 1.3675 (14) | N3'—H3D | 0.885 (15) |
N3—H3A | 0.835 (15) | C4'—O4' | 1.2164 (13) |
C4—O4 | 1.2217 (13) | C4'—C5' | 1.5365 (15) |
C4—C5 | 1.5293 (15) | C5'—C6' | 1.5303 (14) |
C5—C6 | 1.5310 (14) | C5'—C7' | 1.5721 (15) |
C5—C7 | 1.5798 (15) | C5'—C10' | 1.5763 (15) |
C5—C10 | 1.5884 (15) | C6'—N6' | 1.3252 (15) |
C6—N6 | 1.3162 (15) | N6'—H6D | 0.884 (15) |
N6—H6A | 0.925 (15) | N6'—H6E | 0.897 (15) |
N6—H6B | 0.885 (16) | C7'—C8' | 1.5317 (16) |
C7—C9 | 1.5344 (16) | C7'—C9' | 1.5337 (17) |
C7—C8 | 1.5360 (17) | C7'—H7D | 0.995 (14) |
C7—H7A | 1.004 (14) | C8'—H8D | 0.984 (18) |
C8—H8A | 1.006 (17) | C8'—H8E | 0.995 (18) |
C8—H8B | 0.969 (18) | C8'—H8F | 1.000 (18) |
C8—H8C | 1.008 (17) | C9'—H9D | 1.002 (18) |
C9—H9A | 0.974 (17) | C9'—H9E | 0.981 (19) |
C9—H9B | 0.982 (17) | C9'—H9F | 0.964 (18) |
C9—H9C | 0.967 (18) | C10'—C12' | 1.5318 (17) |
C10—C11 | 1.5261 (17) | C10'—C11' | 1.5367 (17) |
C10—C12 | 1.5362 (18) | C10'—H10D | 0.993 (14) |
C10—H10A | 0.978 (14) | C11'—H11D | 0.977 (18) |
C11—H11A | 0.985 (18) | C11'—H11E | 0.989 (18) |
C11—H11B | 0.986 (18) | C11'—H11F | 1.012 (18) |
C11—H11C | 0.950 (17) | C12'—H12D | 0.988 (18) |
C12—H12A | 0.987 (19) | C12'—H12E | 1.013 (17) |
C12—H12B | 1.004 (19) | C12'—H12F | 0.999 (18) |
C12—H12C | 0.987 (18) | O100—H101 | 0.855 (18) |
N1'—C6' | 1.3314 (14) | O100—H102 | 0.901 (17) |
C6—N1—C2 | 119.80 (9) | O2'—C2'—N1' | 121.64 (10) |
O2—C2—N1 | 122.01 (9) | O2'—C2'—N3' | 118.81 (10) |
O2—C2—N3 | 118.54 (10) | N1'—C2'—N3' | 119.53 (9) |
N1—C2—N3 | 119.44 (9) | C4'—N3'—C2' | 125.48 (9) |
C4—N3—C2 | 125.95 (9) | C4'—N3'—H3D | 116.6 (9) |
C4—N3—H3A | 116.9 (9) | C2'—N3'—H3D | 117.9 (9) |
C2—N3—H3A | 116.3 (9) | O4'—C4'—N3' | 120.37 (10) |
O4—C4—N3 | 120.24 (10) | O4'—C4'—C5' | 122.13 (10) |
O4—C4—C5 | 122.04 (10) | N3'—C4'—C5' | 117.48 (9) |
N3—C4—C5 | 117.72 (9) | C6'—C5'—C4' | 110.97 (8) |
C4—C5—C6 | 110.32 (9) | C6'—C5'—C7' | 107.23 (8) |
C4—C5—C7 | 109.40 (8) | C4'—C5'—C7' | 109.05 (9) |
C6—C5—C7 | 108.45 (8) | C6'—C5'—C10' | 111.38 (9) |
C4—C5—C10 | 105.51 (8) | C4'—C5'—C10' | 104.40 (8) |
C6—C5—C10 | 110.08 (9) | C7'—C5'—C10' | 113.83 (9) |
C7—C5—C10 | 113.06 (9) | N6'—C6'—N1' | 116.42 (10) |
N6—C6—N1 | 116.56 (10) | N6'—C6'—C5' | 118.69 (9) |
N6—C6—C5 | 117.38 (9) | N1'—C6'—C5' | 124.89 (9) |
N1—C6—C5 | 126.06 (9) | C6'—N6'—H6D | 117.5 (9) |
C6—N6—H6A | 121.3 (9) | C6'—N6'—H6E | 122.0 (9) |
C6—N6—H6B | 122.2 (9) | H6D—N6'—H6E | 119.2 (13) |
H6A—N6—H6B | 116.2 (13) | C8'—C7'—C9' | 110.91 (10) |
C9—C7—C8 | 110.35 (10) | C8'—C7'—C5' | 115.28 (9) |
C9—C7—C5 | 114.26 (9) | C9'—C7'—C5' | 109.92 (9) |
C8—C7—C5 | 111.25 (9) | C8'—C7'—H7D | 106.8 (8) |
C9—C7—H7A | 108.2 (8) | C9'—C7'—H7D | 107.6 (8) |
C8—C7—H7A | 107.5 (8) | C5'—C7'—H7D | 105.9 (8) |
C5—C7—H7A | 104.9 (8) | C7'—C8'—H8D | 113.4 (10) |
C7—C8—H8A | 112.1 (9) | C7'—C8'—H8E | 108.8 (9) |
C7—C8—H8B | 113 (1) | H8D—C8'—H8E | 106.6 (14) |
H8A—C8—H8B | 106.0 (14) | C7'—C8'—H8F | 114.8 (10) |
C7—C8—H8C | 110.6 (9) | H8D—C8'—H8F | 107.2 (13) |
H8A—C8—H8C | 106.5 (13) | H8E—C8'—H8F | 105.4 (14) |
H8B—C8—H8C | 108.3 (14) | C7'—C9'—H9D | 113.7 (10) |
C7—C9—H9A | 106.1 (9) | C7'—C9'—H9E | 111.7 (10) |
C7—C9—H9B | 111.7 (10) | H9D—C9'—H9E | 107.0 (14) |
H9A—C9—H9B | 109.8 (14) | C7'—C9'—H9F | 110.4 (10) |
C7—C9—H9C | 111.6 (10) | H9D—C9'—H9F | 107.2 (14) |
H9A—C9—H9C | 108.8 (14) | H9E—C9'—H9F | 106.5 (14) |
H9B—C9—H9C | 108.7 (13) | C12'—C10'—C11' | 110.62 (10) |
C11—C10—C12 | 109.66 (10) | C12'—C10'—C5' | 114.67 (9) |
C11—C10—C5 | 115.90 (9) | C11'—C10'—C5' | 110.96 (9) |
C12—C10—C5 | 110.78 (10) | C12'—C10'—H10D | 107.4 (8) |
C11—C10—H10A | 108.2 (8) | C11'—C10'—H10D | 107.7 (8) |
C12—C10—H10A | 108.6 (8) | C5'—C10'—H10D | 105.0 (8) |
C5—C10—H10A | 103.3 (8) | C10'—C11'—H11D | 113.4 (10) |
C10—C11—H11A | 110.1 (10) | C10'—C11'—H11E | 111 (1) |
C10—C11—H11B | 114 (1) | H11D—C11'—H11E | 107.3 (14) |
H11A—C11—H11B | 108.7 (14) | C10'—C11'—H11F | 110.2 (10) |
C10—C11—H11C | 108.5 (10) | H11D—C11'—H11F | 106.0 (14) |
H11A—C11—H11C | 108.4 (14) | H11E—C11'—H11F | 108.7 (14) |
H11B—C11—H11C | 107.0 (14) | C10'—C12'—H12D | 114 (1) |
C10—C12—H12A | 113.2 (10) | C10'—C12'—H12E | 111.3 (10) |
C10—C12—H12B | 109.5 (10) | H12D—C12'—H12E | 107.0 (13) |
H12A—C12—H12B | 107.1 (14) | C10'—C12'—H12F | 107 (1) |
C10—C12—H12C | 108.5 (10) | H12D—C12'—H12F | 108.5 (14) |
H12A—C12—H12C | 108.8 (14) | H12E—C12'—H12F | 109.0 (14) |
H12B—C12—H12C | 109.7 (15) | H101—O100—H102 | 107.2 (15) |
C6'—N1'—C2' | 120.65 (9) | ||
C6—N1—C2—O2 | −178.63 (10) | C6'—N1'—C2'—O2' | 176.24 (10) |
C6—N1—C2—N3 | 2.24 (15) | C6'—N1'—C2'—N3' | −5.13 (15) |
O2—C2—N3—C4 | 171.64 (10) | O2'—C2'—N3'—C4' | −172.04 (10) |
N1—C2—N3—C4 | −9.20 (16) | N1'—C2'—N3'—C4' | 9.29 (16) |
C2—N3—C4—O4 | −170.72 (10) | C2'—N3'—C4'—O4' | 175.3 (1) |
C2—N3—C4—C5 | 8.22 (15) | C2'—N3'—C4'—C5' | −3.26 (16) |
O4—C4—C5—C6 | 177.75 (10) | O4'—C4'—C5'—C6' | 176.09 (10) |
N3—C4—C5—C6 | −1.17 (13) | N3'—C4'—C5'—C6' | −5.38 (13) |
O4—C4—C5—C7 | −63.03 (13) | O4'—C4'—C5'—C7' | 58.19 (13) |
N3—C4—C5—C7 | 118.05 (10) | N3'—C4'—C5'—C7' | −123.28 (10) |
O4—C4—C5—C10 | 58.89 (13) | O4'—C4'—C5'—C10' | −63.81 (13) |
N3—C4—C5—C10 | −120.03 (10) | N3'—C4'—C5'—C10' | 114.72 (10) |
C2—N1—C6—N6 | −176.22 (10) | C2'—N1'—C6'—N6' | 175.62 (10) |
C2—N1—C6—C5 | 4.81 (16) | C2'—N1'—C6'—C5' | −4.50 (16) |
C4—C5—C6—N6 | 175.85 (9) | C4'—C5'—C6'—N6' | −170.6 (1) |
C7—C5—C6—N6 | 56.05 (12) | C7'—C5'—C6'—N6' | −51.60 (13) |
C10—C5—C6—N6 | −68.11 (12) | C10'—C5'—C6'—N6' | 73.55 (12) |
C4—C5—C6—N1 | −5.20 (14) | C4'—C5'—C6'—N1' | 9.53 (14) |
C7—C5—C6—N1 | −125.00 (11) | C7'—C5'—C6'—N1' | 128.53 (11) |
C10—C5—C6—N1 | 110.84 (12) | C10'—C5'—C6'—N1' | −106.32 (12) |
C4—C5—C7—C9 | 61.90 (12) | C6'—C5'—C7'—C8' | 173.94 (9) |
C6—C5—C7—C9 | −177.73 (9) | C4'—C5'—C7'—C8' | −65.83 (12) |
C10—C5—C7—C9 | −55.36 (12) | C10'—C5'—C7'—C8' | 50.28 (13) |
C4—C5—C7—C8 | −63.87 (11) | C6'—C5'—C7'—C9' | −59.84 (12) |
C6—C5—C7—C8 | 56.50 (12) | C4'—C5'—C7'—C9' | 60.40 (11) |
C10—C5—C7—C8 | 178.87 (9) | C10'—C5'—C7'—C9' | 176.51 (9) |
C4—C5—C10—C11 | −167.48 (10) | C6'—C5'—C10'—C12' | −71.85 (12) |
C6—C5—C10—C11 | 73.50 (12) | C4'—C5'—C10'—C12' | 168.33 (10) |
C7—C5—C10—C11 | −47.95 (13) | C7'—C5'—C10'—C12' | 49.53 (13) |
C4—C5—C10—C12 | 66.76 (11) | C6'—C5'—C10'—C11' | 54.38 (12) |
C6—C5—C10—C12 | −52.26 (12) | C4'—C5'—C10'—C11' | −65.45 (12) |
C7—C5—C10—C12 | −173.71 (10) | C7'—C5'—C10'—C11' | 175.75 (9) |
D—H···A | D—H | H···A | D···A | D—H···A |
N3—H3A···O2i | 0.835 (15) | 2.172 (16) | 3.0031 (15) | 172.8 (13) |
N6—H6A···N1ii | 0.925 (15) | 2.027 (16) | 2.9498 (15) | 174.9 (13) |
N6—H6B···O100iii | 0.885 (16) | 2.123 (15) | 2.8519 (14) | 139.2 (13) |
N3′—H3D···O4 | 0.885 (15) | 2.122 (15) | 2.9595 (14) | 157.6 (13) |
N6′—H6D···N1′iv | 0.884 (15) | 2.055 (16) | 2.9353 (16) | 173.3 (13) |
N6′—H6E···O100 | 0.897 (15) | 2.082 (16) | 2.9535 (16) | 163.6 (13) |
O100—H102···O2v | 0.901 (17) | 2.030 (17) | 2.9281 (14) | 174.2 (15) |
O100—H101···O2′vi | 0.855 (18) | 1.970 (18) | 2.7995 (14) | 163.3 (15) |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x, −y+2, −z+1; (iii) x−1, y+1, z; (iv) −x+1, −y, −z+2; (v) −x+1, −y+1, −z+1; (vi) x+1, y, z. |