Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805018258/lh6443sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805018258/lh6443Isup2.hkl |
CCDC reference: 277720
Data collection: Picker Manual (Picker, 1967); cell refinement: Picker Manual; data reduction: DATRDN (Stewart, 1976); 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) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.
C13H18N2O3S | Z = 4 |
Mr = 282.35 | F(000) = 600 |
Triclinic, P1 | Dx = 1.268 Mg m−3 |
a = 10.114 (2) Å | Cu Kα radiation, λ = 1.54178 Å |
b = 10.260 (2) Å | Cell parameters from 32 reflections |
c = 15.126 (3) Å | θ = 16–38° |
α = 78.70 (3)° | µ = 2.00 mm−1 |
β = 73.88 (3)° | T = 294 K |
γ = 87.45 (3)° | Prism, colorless |
V = 1478.6 (6) Å3 | 0.31 × 0.11 × 0.09 mm |
Picker FACS-1 four-circle diffractometer | 2057 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.000 |
Ni filtered radiation monochromator | θmax = 50.0°, θmin = 3.1° |
θ/2θ scans | h = −10→0 |
Absorption correction: ψ scan (North et al., 1968) | k = −10→10 |
Tmin = 0.765, Tmax = 0.833 | l = −15→14 |
3030 measured reflections | 3 standard reflections every 100 reflections |
3030 independent reflections | intensity decay: 3.4% |
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)] = 0.077 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.188 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.063P)2 + 2.4793P] where P = (Fo2 + 2Fc2)/3 |
3030 reflections | (Δ/σ)max = 0.001 |
350 parameters | Δρmax = 0.34 e Å−3 |
0 restraints | Δρmin = −0.31 e Å−3 |
Experimental. No observed reflections above θ = 50° |
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 | ||
C1A | 0.8854 (8) | 0.3220 (8) | 1.0548 (7) | 0.090 (2) | |
H1A | 0.8612 | 0.3943 | 1.0149 | 0.121 (8)* | |
C2A | 0.9390 (11) | 0.3417 (11) | 1.1256 (9) | 0.117 (3) | |
H2A | 0.9521 | 0.4280 | 1.1323 | 0.121 (8)* | |
C3A | 0.9724 (10) | 0.2406 (16) | 1.1842 (7) | 0.117 (3) | |
H3A | 1.0059 | 0.2557 | 1.2327 | 0.121 (8)* | |
C4A | 0.9570 (9) | 0.1134 (12) | 1.1728 (7) | 0.109 (3) | |
H4A | 0.9822 | 0.0415 | 1.2125 | 0.121 (8)* | |
C5A | 0.9039 (7) | 0.0929 (8) | 1.1019 (6) | 0.081 (2) | |
H5A | 0.8928 | 0.0066 | 1.0942 | 0.121 (8)* | |
C6A | 0.8680 (6) | 0.1967 (7) | 1.0435 (5) | 0.0614 (18) | |
C7A | 0.8085 (7) | 0.1755 (8) | 0.9657 (6) | 0.085 (2) | |
H7A1 | 0.8222 | 0.0835 | 0.9585 | 0.082 (7)* | |
H7A2 | 0.7101 | 0.1903 | 0.9844 | 0.082 (7)* | |
N8A | 0.8668 (5) | 0.2597 (6) | 0.8766 (4) | 0.0766 (17) | |
H8A | 0.9545 | 0.2721 | 0.8590 | 0.121 (8)* | |
C9A | 0.7947 (7) | 0.3196 (6) | 0.8197 (5) | 0.0632 (18) | |
C10A | 0.8772 (6) | 0.3981 (7) | 0.7293 (4) | 0.0632 (18) | |
H10A | 0.9518 | 0.4423 | 0.7422 | 0.082 (7)* | |
N11A | 0.8005 (5) | 0.4981 (5) | 0.6867 (4) | 0.0703 (16) | |
H11A | 0.7144 | 0.4849 | 0.6942 | 0.121 (8)* | |
C12A | 0.8606 (9) | 0.6145 (8) | 0.6342 (5) | 0.079 (2) | |
C13A | 0.7693 (9) | 0.7113 (8) | 0.5931 (6) | 0.104 (3) | |
H13A | 0.8141 | 0.7445 | 0.5282 | 0.142 (10)* | |
H13B | 0.7503 | 0.7838 | 0.6262 | 0.142 (10)* | |
H13C | 0.6845 | 0.6678 | 0.5984 | 0.142 (10)* | |
O14A | 0.6685 (4) | 0.3083 (5) | 0.8372 (3) | 0.0811 (14) | |
S15A | 0.95709 (17) | 0.29148 (19) | 0.64263 (14) | 0.0762 (6) | |
O16A | 1.0413 (5) | 0.1942 (5) | 0.6871 (4) | 0.1002 (17) | |
C17A | 0.8100 (6) | 0.2014 (7) | 0.6422 (6) | 0.084 (2) | |
H17A | 0.7630 | 0.1585 | 0.7056 | 0.082 (7)* | |
H17B | 0.7464 | 0.2621 | 0.6180 | 0.082 (7)* | |
C18A | 0.8548 (8) | 0.0990 (8) | 0.5821 (6) | 0.108 (3) | |
H18A | 0.9053 | 0.1415 | 0.5202 | 0.142 (10)* | |
H18B | 0.7754 | 0.0544 | 0.5789 | 0.142 (10)* | |
H18C | 0.9126 | 0.0356 | 0.6088 | 0.142 (10)* | |
O19A | 0.9815 (6) | 0.6365 (6) | 0.6237 (4) | 0.115 (2) | |
C1B | 0.3840 (9) | 0.1414 (11) | 1.0628 (8) | 0.105 (3) | |
H1B | 0.3572 | 0.0895 | 1.0267 | 0.121 (8)* | |
C2B | 0.4428 (16) | 0.0841 (13) | 1.1310 (11) | 0.160 (6) | |
H2B | 0.4521 | −0.0078 | 1.1423 | 0.121 (8)* | |
C3B | 0.4875 (15) | 0.153 (2) | 1.1821 (9) | 0.181 (9) | |
H3B | 0.5269 | 0.1115 | 1.2288 | 0.121 (8)* | |
C4B | 0.4745 (11) | 0.2862 (16) | 1.1650 (8) | 0.129 (4) | |
H4B | 0.5078 | 0.3373 | 1.1987 | 0.121 (8)* | |
C5B | 0.4123 (8) | 0.3470 (8) | 1.0978 (6) | 0.091 (2) | |
H5B | 0.4026 | 0.4388 | 1.0864 | 0.121 (8)* | |
C6B | 0.3647 (6) | 0.2714 (8) | 1.0477 (5) | 0.0657 (19) | |
C7B | 0.2996 (8) | 0.3370 (10) | 0.9737 (6) | 0.108 (3) | |
H7B1 | 0.2039 | 0.3091 | 0.9920 | 0.082 (7)* | |
H7B2 | 0.3017 | 0.4324 | 0.9698 | 0.082 (7)* | |
N8B | 0.3653 (5) | 0.3079 (6) | 0.8821 (4) | 0.0818 (18) | |
H8B | 0.4537 | 0.3055 | 0.8645 | 0.121 (8)* | |
C9B | 0.2966 (7) | 0.2846 (6) | 0.8235 (5) | 0.0572 (17) | |
C10B | 0.3866 (6) | 0.2633 (6) | 0.7307 (4) | 0.0606 (17) | |
H10B | 0.4691 | 0.2167 | 0.7414 | 0.082 (7)* | |
N11B | 0.3201 (5) | 0.1823 (5) | 0.6873 (4) | 0.0675 (15) | |
H11B | 0.2322 | 0.1857 | 0.6968 | 0.121 (8)* | |
C12B | 0.3940 (8) | 0.1012 (7) | 0.6316 (5) | 0.0671 (19) | |
C13B | 0.3136 (7) | 0.0177 (7) | 0.5949 (6) | 0.090 (2) | |
H13D | 0.3549 | 0.0227 | 0.5290 | 0.142 (10)* | |
H13E | 0.2208 | 0.0492 | 0.6049 | 0.142 (10)* | |
H13F | 0.3131 | −0.0729 | 0.6270 | 0.142 (10)* | |
O14B | 0.1714 (4) | 0.2816 (5) | 0.8416 (3) | 0.0761 (14) | |
S15B | 0.44232 (18) | 0.42175 (19) | 0.64779 (15) | 0.0838 (7) | |
O16B | 0.5218 (5) | 0.4936 (5) | 0.6899 (5) | 0.133 (2) | |
C17B | 0.2847 (7) | 0.5059 (7) | 0.6527 (6) | 0.085 (2) | |
H17C | 0.2279 | 0.4590 | 0.6267 | 0.082 (7)* | |
H17D | 0.2359 | 0.5070 | 0.7175 | 0.082 (7)* | |
C18B | 0.3092 (8) | 0.6442 (9) | 0.5993 (7) | 0.121 (3) | |
H18D | 0.3665 | 0.6902 | 0.6245 | 0.142 (10)* | |
H18E | 0.2228 | 0.6890 | 0.6042 | 0.142 (10)* | |
H18F | 0.3542 | 0.6430 | 0.5346 | 0.142 (10)* | |
O19B | 0.5192 (5) | 0.0977 (5) | 0.6165 (4) | 0.0934 (17) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1A | 0.085 (6) | 0.074 (6) | 0.095 (7) | 0.009 (4) | −0.004 (5) | −0.013 (5) |
C2A | 0.131 (9) | 0.106 (8) | 0.100 (9) | −0.025 (7) | 0.003 (7) | −0.035 (7) |
C3A | 0.110 (7) | 0.177 (12) | 0.060 (7) | −0.035 (8) | −0.011 (5) | −0.028 (8) |
C4A | 0.096 (7) | 0.139 (10) | 0.082 (7) | 0.005 (6) | −0.031 (5) | 0.007 (6) |
C5A | 0.074 (5) | 0.079 (6) | 0.080 (6) | 0.007 (4) | −0.014 (5) | 0.000 (5) |
C6A | 0.043 (4) | 0.062 (5) | 0.071 (5) | −0.002 (3) | −0.010 (4) | 0.001 (4) |
C7A | 0.058 (4) | 0.099 (6) | 0.096 (7) | −0.005 (4) | −0.026 (5) | −0.002 (5) |
N8A | 0.046 (3) | 0.107 (5) | 0.072 (4) | −0.012 (3) | −0.018 (3) | 0.000 (4) |
C9A | 0.051 (5) | 0.072 (5) | 0.075 (5) | 0.004 (4) | −0.022 (4) | −0.028 (4) |
C10A | 0.044 (4) | 0.082 (5) | 0.061 (5) | −0.010 (4) | −0.007 (4) | −0.017 (4) |
N11A | 0.059 (3) | 0.062 (4) | 0.087 (4) | −0.003 (3) | −0.022 (3) | −0.004 (3) |
C12A | 0.080 (6) | 0.082 (6) | 0.075 (6) | 0.001 (5) | −0.021 (5) | −0.015 (5) |
C13A | 0.103 (6) | 0.087 (6) | 0.116 (7) | −0.006 (5) | −0.033 (6) | 0.001 (5) |
O14A | 0.032 (3) | 0.115 (4) | 0.094 (4) | −0.001 (2) | −0.016 (2) | −0.014 (3) |
S15A | 0.0471 (10) | 0.0989 (15) | 0.0872 (15) | −0.0006 (9) | −0.0152 (10) | −0.0327 (11) |
O16A | 0.064 (3) | 0.119 (4) | 0.146 (5) | 0.031 (3) | −0.060 (3) | −0.055 (4) |
C17A | 0.046 (4) | 0.114 (6) | 0.115 (6) | 0.009 (4) | −0.035 (4) | −0.054 (5) |
C18A | 0.075 (5) | 0.116 (7) | 0.161 (9) | 0.014 (5) | −0.048 (6) | −0.076 (7) |
O19A | 0.069 (4) | 0.138 (5) | 0.129 (5) | −0.037 (3) | −0.026 (3) | 0.004 (4) |
C1B | 0.110 (7) | 0.082 (7) | 0.120 (9) | −0.028 (5) | −0.012 (6) | −0.030 (6) |
C2B | 0.204 (15) | 0.104 (9) | 0.116 (12) | 0.024 (9) | 0.011 (10) | 0.030 (9) |
C3B | 0.162 (12) | 0.30 (2) | 0.063 (8) | 0.086 (15) | −0.035 (8) | −0.001 (12) |
C4B | 0.099 (8) | 0.210 (13) | 0.092 (9) | −0.020 (8) | −0.031 (6) | −0.051 (9) |
C5B | 0.097 (6) | 0.089 (6) | 0.095 (7) | −0.003 (5) | −0.028 (5) | −0.028 (5) |
C6B | 0.048 (4) | 0.080 (6) | 0.081 (5) | 0.005 (4) | −0.021 (4) | −0.040 (5) |
C7B | 0.069 (5) | 0.170 (9) | 0.111 (7) | 0.046 (5) | −0.039 (5) | −0.077 (7) |
N8B | 0.044 (3) | 0.133 (5) | 0.080 (4) | 0.012 (3) | −0.019 (3) | −0.046 (4) |
C9B | 0.042 (4) | 0.071 (4) | 0.064 (5) | −0.003 (3) | −0.019 (4) | −0.017 (3) |
C10B | 0.051 (4) | 0.068 (4) | 0.059 (5) | 0.005 (3) | −0.010 (4) | −0.011 (4) |
N11B | 0.053 (3) | 0.078 (4) | 0.080 (4) | 0.004 (3) | −0.019 (3) | −0.033 (3) |
C12B | 0.067 (5) | 0.072 (5) | 0.072 (5) | 0.006 (4) | −0.032 (4) | −0.019 (4) |
C13B | 0.084 (5) | 0.090 (5) | 0.113 (7) | 0.016 (4) | −0.037 (5) | −0.049 (5) |
O14B | 0.030 (3) | 0.117 (4) | 0.085 (3) | −0.003 (2) | −0.015 (2) | −0.030 (3) |
S15B | 0.0497 (11) | 0.0825 (14) | 0.1080 (17) | 0.0001 (9) | −0.0115 (10) | −0.0063 (11) |
O16B | 0.085 (4) | 0.103 (4) | 0.225 (7) | −0.020 (3) | −0.089 (5) | 0.008 (4) |
C17B | 0.051 (4) | 0.079 (5) | 0.118 (7) | 0.004 (4) | −0.026 (4) | 0.002 (5) |
C18B | 0.074 (5) | 0.109 (7) | 0.160 (9) | 0.015 (5) | −0.026 (6) | 0.011 (7) |
O19B | 0.052 (3) | 0.126 (4) | 0.111 (4) | 0.012 (3) | −0.017 (3) | −0.054 (3) |
C1A—C6A | 1.354 (10) | C1B—C6B | 1.323 (11) |
C1A—C2A | 1.379 (12) | C1B—C2B | 1.356 (15) |
C1A—H1A | 0.9300 | C1B—H1B | 0.9300 |
C2A—C3A | 1.323 (13) | C2B—C3B | 1.327 (18) |
C2A—H2A | 0.9300 | C2B—H2B | 0.9300 |
C3A—C4A | 1.372 (13) | C3B—C4B | 1.338 (18) |
C3A—H3A | 0.9300 | C3B—H3B | 0.9300 |
C4A—C5A | 1.379 (11) | C4B—C5B | 1.375 (13) |
C4A—H4A | 0.9300 | C4B—H4B | 0.9300 |
C5A—C6A | 1.349 (9) | C5B—C6B | 1.368 (10) |
C5A—H5A | 0.9300 | C5B—H5B | 0.9300 |
C6A—C7A | 1.516 (9) | C6B—C7B | 1.488 (10) |
C7A—N8A | 1.436 (8) | C7B—N8B | 1.443 (9) |
C7A—H7A1 | 0.9700 | C7B—H7B1 | 0.9700 |
C7A—H7A2 | 0.9700 | C7B—H7B2 | 0.9700 |
N8A—C9A | 1.324 (8) | N8B—C9B | 1.328 (7) |
N8A—H8A | 0.8600 | N8B—H8B | 0.8600 |
C9A—O14A | 1.236 (7) | C9B—O14B | 1.219 (7) |
C9A—C10A | 1.485 (9) | C9B—C10B | 1.497 (8) |
C10A—N11A | 1.421 (8) | C10B—N11B | 1.444 (8) |
C10A—S15A | 1.860 (6) | C10B—S15B | 1.850 (6) |
C10A—H10A | 0.9800 | C10B—H10B | 0.9800 |
N11A—C12A | 1.359 (9) | N11B—C12B | 1.352 (8) |
N11A—H11A | 0.8600 | N11B—H11B | 0.8600 |
C12A—O19A | 1.214 (8) | C12B—O19B | 1.223 (7) |
C12A—C13A | 1.492 (10) | C12B—C13B | 1.486 (9) |
C13A—H13A | 0.9600 | C13B—H13D | 0.9600 |
C13A—H13B | 0.9600 | C13B—H13E | 0.9600 |
C13A—H13C | 0.9600 | C13B—H13F | 0.9600 |
S15A—O16A | 1.467 (5) | S15B—O16B | 1.455 (6) |
S15A—C17A | 1.788 (6) | S15B—C17B | 1.769 (6) |
C17A—C18A | 1.495 (9) | C17B—C18B | 1.484 (10) |
C17A—H17A | 0.9700 | C17B—H17C | 0.9700 |
C17A—H17B | 0.9700 | C17B—H17D | 0.9700 |
C18A—H18A | 0.9600 | C18B—H18D | 0.9600 |
C18A—H18B | 0.9600 | C18B—H18E | 0.9600 |
C18A—H18C | 0.9600 | C18B—H18F | 0.9600 |
C6A—C1A—C2A | 119.8 (8) | C6B—C1B—C2B | 119.9 (10) |
C6A—C1A—H1A | 120.1 | C6B—C1B—H1B | 120.1 |
C2A—C1A—H1A | 120.1 | C2B—C1B—H1B | 120.1 |
C3A—C2A—C1A | 121.4 (10) | C3B—C2B—C1B | 122.4 (14) |
C3A—C2A—H2A | 119.3 | C3B—C2B—H2B | 118.8 |
C1A—C2A—H2A | 119.3 | C1B—C2B—H2B | 118.8 |
C2A—C3A—C4A | 119.4 (10) | C4B—C3B—C2B | 118.6 (14) |
C2A—C3A—H3A | 120.3 | C4B—C3B—H3B | 120.7 |
C4A—C3A—H3A | 120.3 | C2B—C3B—H3B | 120.7 |
C3A—C4A—C5A | 119.5 (9) | C3B—C4B—C5B | 120.3 (12) |
C3A—C4A—H4A | 120.3 | C3B—C4B—H4B | 119.9 |
C5A—C4A—H4A | 120.3 | C5B—C4B—H4B | 119.9 |
C6A—C5A—C4A | 120.6 (8) | C4B—C5B—C6B | 119.6 (9) |
C6A—C5A—H5A | 119.7 | C4B—C5B—H5B | 120.2 |
C4A—C5A—H5A | 119.7 | C6B—C5B—H5B | 120.2 |
C5A—C6A—C1A | 119.3 (8) | C1B—C6B—C5B | 119.2 (8) |
C5A—C6A—C7A | 121.1 (7) | C1B—C6B—C7B | 120.9 (8) |
C1A—C6A—C7A | 119.5 (7) | C5B—C6B—C7B | 119.8 (8) |
N8A—C7A—C6A | 114.6 (6) | N8B—C7B—C6B | 113.9 (6) |
N8A—C7A—H7A1 | 108.6 | N8B—C7B—H7B1 | 108.8 |
C6A—C7A—H7A1 | 108.6 | C6B—C7B—H7B1 | 108.8 |
N8A—C7A—H7A2 | 108.6 | N8B—C7B—H7B2 | 108.8 |
C6A—C7A—H7A2 | 108.6 | C6B—C7B—H7B2 | 108.8 |
H7A1—C7A—H7A2 | 107.6 | H7B1—C7B—H7B2 | 107.7 |
C9A—N8A—C7A | 124.5 (6) | C9B—N8B—C7B | 123.5 (6) |
C9A—N8A—H8A | 117.8 | C9B—N8B—H8B | 118.3 |
C7A—N8A—H8A | 117.8 | C7B—N8B—H8B | 118.3 |
O14A—C9A—N8A | 123.4 (7) | O14B—C9B—N8B | 124.3 (6) |
O14A—C9A—C10A | 121.3 (6) | O14B—C9B—C10B | 121.6 (6) |
N8A—C9A—C10A | 115.2 (6) | N8B—C9B—C10B | 114.0 (6) |
N11A—C10A—C9A | 113.4 (5) | N11B—C10B—C9B | 112.3 (5) |
N11A—C10A—S15A | 108.1 (4) | N11B—C10B—S15B | 108.5 (4) |
C9A—C10A—S15A | 112.4 (5) | C9B—C10B—S15B | 112.3 (4) |
N11A—C10A—H10A | 107.6 | N11B—C10B—H10B | 107.9 |
C9A—C10A—H10A | 107.6 | C9B—C10B—H10B | 107.9 |
S15A—C10A—H10A | 107.6 | S15B—C10B—H10B | 107.9 |
C12A—N11A—C10A | 121.3 (6) | C12B—N11B—C10B | 120.9 (5) |
C12A—N11A—H11A | 119.3 | C12B—N11B—H11B | 119.5 |
C10A—N11A—H11A | 119.3 | C10B—N11B—H11B | 119.5 |
O19A—C12A—N11A | 120.7 (7) | O19B—C12B—N11B | 119.8 (6) |
O19A—C12A—C13A | 123.1 (8) | O19B—C12B—C13B | 124.2 (7) |
N11A—C12A—C13A | 116.2 (7) | N11B—C12B—C13B | 116.0 (6) |
C12A—C13A—H13A | 109.5 | C12B—C13B—H13D | 109.5 |
C12A—C13A—H13B | 109.5 | C12B—C13B—H13E | 109.5 |
H13A—C13A—H13B | 109.5 | H13D—C13B—H13E | 109.5 |
C12A—C13A—H13C | 109.5 | C12B—C13B—H13F | 109.5 |
H13A—C13A—H13C | 109.5 | H13D—C13B—H13F | 109.5 |
H13B—C13A—H13C | 109.5 | H13E—C13B—H13F | 109.5 |
O16A—S15A—C17A | 105.9 (3) | O16B—S15B—C17B | 107.3 (4) |
O16A—S15A—C10A | 106.5 (3) | O16B—S15B—C10B | 106.7 (3) |
C17A—S15A—C10A | 101.0 (3) | C17B—S15B—C10B | 102.3 (3) |
C18A—C17A—S15A | 109.5 (5) | C18B—C17B—S15B | 110.7 (5) |
C18A—C17A—H17A | 109.8 | C18B—C17B—H17C | 109.5 |
S15A—C17A—H17A | 109.8 | S15B—C17B—H17C | 109.5 |
C18A—C17A—H17B | 109.8 | C18B—C17B—H17D | 109.5 |
S15A—C17A—H17B | 109.8 | S15B—C17B—H17D | 109.5 |
H17A—C17A—H17B | 108.2 | H17C—C17B—H17D | 108.1 |
C17A—C18A—H18A | 109.5 | C17B—C18B—H18D | 109.5 |
C17A—C18A—H18B | 109.5 | C17B—C18B—H18E | 109.5 |
H18A—C18A—H18B | 109.5 | H18D—C18B—H18E | 109.5 |
C17A—C18A—H18C | 109.5 | C17B—C18B—H18F | 109.5 |
H18A—C18A—H18C | 109.5 | H18D—C18B—H18F | 109.5 |
H18B—C18A—H18C | 109.5 | H18E—C18B—H18F | 109.5 |
C6A—C1A—C2A—C3A | −1.0 (14) | C6B—C1B—C2B—C3B | −2.6 (19) |
C1A—C2A—C3A—C4A | 1.8 (15) | C1B—C2B—C3B—C4B | 0 (2) |
C2A—C3A—C4A—C5A | −1.5 (14) | C2B—C3B—C4B—C5B | 2 (2) |
C3A—C4A—C5A—C6A | 0.4 (12) | C3B—C4B—C5B—C6B | −0.3 (16) |
C4A—C5A—C6A—C1A | 0.4 (10) | C2B—C1B—C6B—C5B | 3.8 (13) |
C4A—C5A—C6A—C7A | −179.5 (7) | C2B—C1B—C6B—C7B | −179.6 (9) |
C2A—C1A—C6A—C5A | −0.1 (11) | C4B—C5B—C6B—C1B | −2.4 (12) |
C2A—C1A—C6A—C7A | 179.7 (7) | C4B—C5B—C6B—C7B | −179.1 (8) |
C5A—C6A—C7A—N8A | −134.4 (7) | C1B—C6B—C7B—N8B | −53.9 (11) |
C1A—C6A—C7A—N8A | 45.7 (9) | C5B—C6B—C7B—N8B | 122.7 (8) |
C6A—C7A—N8A—C9A | −137.7 (7) | C6B—C7B—N8B—C9B | 139.6 (7) |
C7A—N8A—C9A—O14A | −0.6 (11) | C7B—N8B—C9B—O14B | −2.1 (11) |
C7A—N8A—C9A—C10A | −177.7 (6) | C7B—N8B—C9B—C10B | 177.3 (7) |
O14A—C9A—C10A—N11A | 25.2 (9) | O14B—C9B—C10B—N11B | −26.9 (8) |
N8A—C9A—C10A—N11A | −157.6 (6) | N8B—C9B—C10B—N11B | 153.6 (6) |
O14A—C9A—C10A—S15A | −97.7 (6) | O14B—C9B—C10B—S15B | 95.6 (6) |
N8A—C9A—C10A—S15A | 79.5 (6) | N8B—C9B—C10B—S15B | −83.8 (6) |
C9A—C10A—N11A—C12A | 147.9 (6) | C9B—C10B—N11B—C12B | −148.5 (6) |
S15A—C10A—N11A—C12A | −86.9 (7) | S15B—C10B—N11B—C12B | 86.9 (6) |
C10A—N11A—C12A—O19A | −1.2 (11) | C10B—N11B—C12B—O19B | −1.1 (10) |
C10A—N11A—C12A—C13A | 179.8 (6) | C10B—N11B—C12B—C13B | 176.8 (6) |
N11A—C10A—S15A—O16A | 176.9 (4) | N11B—C10B—S15B—O16B | −173.8 (4) |
C9A—C10A—S15A—O16A | −57.2 (5) | C9B—C10B—S15B—O16B | 61.6 (5) |
N11A—C10A—S15A—C17A | −72.7 (5) | N11B—C10B—S15B—C17B | 73.7 (5) |
C9A—C10A—S15A—C17A | 53.2 (6) | C9B—C10B—S15B—C17B | −50.9 (6) |
O16A—S15A—C17A—C18A | −63.9 (7) | O16B—S15B—C17B—C18B | 60.7 (7) |
C10A—S15A—C17A—C18A | −174.7 (6) | C10B—S15B—C17B—C18B | 172.8 (6) |
D—H···A | D—H | H···A | D···A | D—H···A |
N8A—H8A···O14Bi | 0.86 | 2.14 | 2.988 (7) | 169 |
N8B—H8B···O14A | 0.86 | 2.10 | 2.952 (7) | 173 |
N11A—H11A···O16B | 0.86 | 1.96 | 2.808 (7) | 167 |
N11B—H11B···O16Aii | 0.86 | 1.97 | 2.818 (7) | 167 |
C4A—H4A···O16Aiii | 0.93 | 2.57 | 3.442 (12) | 156 |
C4B—H4B···O16Biv | 0.93 | 2.60 | 3.453 (14) | 153 |
C10A—H10A···O19A | 0.98 | 2.37 | 2.723 (8) | 100 |
C13A—H13C···O16B | 0.96 | 2.42 | 3.252 (10) | 145 |
C13B—H13E···O16Aii | 0.96 | 2.51 | 3.351 (8) | 147 |
C18A—H18B···O19B | 0.96 | 2.53 | 3.289 (9) | 136 |
C18B—H18E···O19Aii | 0.96 | 2.45 | 3.235 (10) | 139 |
C7B—H7B1···O14B | 0.97 | 2.46 | 2.819 (9) | 102 |
C7A—H7A2···O14A | 0.97 | 2.45 | 2.821 (9) | 102 |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z; (iii) −x+2, −y, −z+2; (iv) −x+1, −y+1, −z+2. |