




Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270107005689/fa3062sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S0108270107005689/fa3062Isup2.hkl |
![]() | Tagged Image Format File (TIF) image https://doi.org/10.1107/S0108270107005689/fa3062sup3.tif |
![]() | Tagged Image Format File (TIF) image https://doi.org/10.1107/S0108270107005689/fa3062sup4.tif |
CCDC reference: 645569
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003) and ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).
C28H26N2O2 | F(000) = 896 |
Mr = 422.51 | Dx = 1.223 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2 ab | Cell parameters from 29494 reflections |
a = 9.4829 (4) Å | θ = 1.6–27.2° |
b = 9.5307 (4) Å | µ = 0.08 mm−1 |
c = 25.3955 (8) Å | T = 296 K |
V = 2295.21 (15) Å3 | Prismatic plate, yellow |
Z = 4 | 0.58 × 0.54 × 0.42 mm |
Stoe IPDS II diffractometer | 2922 independent reflections |
Radiation source: fine-focus sealed tube | 2186 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.089 |
Detector resolution: 6.67 pixels mm-1 | θmax = 27.2°, θmin = 1.6° |
ω scans | h = −12→12 |
Absorption correction: integration (X-AREA; Stoe & Cie, 2002) | k = −12→12 |
Tmin = 0.954, Tmax = 0.967 | l = −32→32 |
37222 measured reflections |
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.033 | w = 1/[σ2(Fo2) + (0.0589P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.082 | (Δ/σ)max = 0.001 |
S = 0.92 | Δρmax = 0.15 e Å−3 |
2922 reflections | Δρmin = −0.12 e Å−3 |
355 parameters | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
66 restraints | Extinction coefficient: 0.019 (2) |
Primary atom site location: structure-invariant direct methods | Absolute structure: known absolute configuration of starting material |
Secondary atom site location: difference Fourier map |
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 | 0.60950 (17) | 0.24858 (19) | 0.66126 (6) | 0.0689 (4) | |
H1A | 0.5666 | 0.1711 | 0.6416 | 0.083* | |
C2 | 0.75698 (19) | 0.2044 (2) | 0.67752 (9) | 0.0877 (5) | |
H2A | 0.7991 | 0.2778 | 0.6988 | 0.105* | |
H2B | 0.7513 | 0.1202 | 0.6989 | 0.105* | |
C3 | 0.8499 (2) | 0.1762 (3) | 0.63014 (10) | 0.1014 (7) | |
H3A | 0.9442 | 0.1525 | 0.6419 | 0.122* | |
H3B | 0.8128 | 0.0968 | 0.6106 | 0.122* | |
C4 | 0.8563 (2) | 0.3026 (2) | 0.59464 (10) | 0.0954 (6) | |
H4A | 0.9100 | 0.2796 | 0.5633 | 0.114* | |
H4B | 0.9045 | 0.3783 | 0.6127 | 0.114* | |
C5 | 0.7108 (2) | 0.3507 (2) | 0.57882 (8) | 0.0870 (5) | |
H5A | 0.6687 | 0.2801 | 0.5562 | 0.104* | |
H5B | 0.7191 | 0.4366 | 0.5586 | 0.104* | |
C6 | 0.61296 (18) | 0.37695 (19) | 0.62574 (7) | 0.0701 (4) | |
H6 | 0.6467 | 0.4582 | 0.6458 | 0.084* | |
C7 | 0.42520 (18) | 0.53221 (19) | 0.60198 (6) | 0.0659 (4) | |
C8 | 0.29757 (17) | 0.56628 (18) | 0.57405 (6) | 0.0638 (4) | |
C9 | 0.2259 (2) | 0.4591 (2) | 0.54718 (7) | 0.0753 (4) | |
C10 | 0.1069 (2) | 0.4942 (3) | 0.51527 (8) | 0.0869 (6) | |
C11 | 0.0633 (2) | 0.6273 (3) | 0.51089 (8) | 0.0889 (6) | |
C12 | 0.13112 (19) | 0.7395 (2) | 0.53717 (7) | 0.0733 (4) | |
C13 | 0.0838 (2) | 0.8795 (3) | 0.53194 (9) | 0.0889 (6) | |
C14 | 0.1485 (3) | 0.9863 (2) | 0.55696 (8) | 0.0913 (6) | |
C15 | 0.2616 (3) | 0.9568 (2) | 0.58986 (8) | 0.0852 (5) | |
C16 | 0.3095 (2) | 0.8226 (2) | 0.59711 (7) | 0.0735 (4) | |
C17 | 0.24853 (17) | 0.70844 (18) | 0.56997 (6) | 0.0634 (4) | |
C18 | 0.41053 (16) | 0.20335 (18) | 0.71872 (6) | 0.0640 (4) | |
C19 | 0.33074 (16) | 0.22021 (17) | 0.76514 (6) | 0.0628 (4) | |
C20 | 0.37906 (18) | 0.31459 (18) | 0.80435 (7) | 0.0698 (4) | |
C21 | 0.3015 (2) | 0.3235 (2) | 0.85245 (8) | 0.0814 (5) | |
C22 | 0.1813 (2) | 0.2515 (2) | 0.85941 (8) | 0.0852 (5) | |
C23 | 0.12500 (18) | 0.1608 (2) | 0.82012 (7) | 0.0758 (4) | |
C24 | −0.0038 (2) | 0.0905 (3) | 0.82695 (11) | 0.0972 (7) | |
C25 | −0.0563 (3) | 0.0028 (3) | 0.79015 (12) | 0.1054 (7) | |
C26 | 0.0186 (3) | −0.0185 (3) | 0.74428 (11) | 0.0997 (7) | |
C27 | 0.1447 (2) | 0.0483 (2) | 0.73585 (9) | 0.0831 (5) | |
C28 | 0.20119 (16) | 0.14157 (18) | 0.77278 (7) | 0.0666 (4) | |
N1 | 0.47146 (15) | 0.40571 (17) | 0.60523 (6) | 0.0738 (4) | |
N2 | 0.52373 (15) | 0.27492 (16) | 0.70789 (6) | 0.0692 (4) | |
O1 | 0.26563 (18) | 0.32743 (15) | 0.54900 (7) | 0.0992 (4) | |
O2 | 0.49034 (14) | 0.39085 (16) | 0.79822 (5) | 0.0872 (4) | |
H2 | 0.545 (3) | 0.346 (3) | 0.7394 (11) | 0.125 (9)* | |
H26 | −0.012 (3) | −0.088 (3) | 0.7209 (12) | 0.136 (10)* | |
H25 | −0.147 (3) | −0.043 (3) | 0.7967 (10) | 0.132 (9)* | |
H24 | −0.053 (3) | 0.109 (3) | 0.8588 (9) | 0.109 (7)* | |
H21 | 0.334 (2) | 0.387 (3) | 0.8784 (9) | 0.097 (6)* | |
H27 | 0.194 (2) | 0.029 (2) | 0.7027 (8) | 0.087 (6)* | |
H22 | 0.131 (3) | 0.252 (3) | 0.8935 (10) | 0.113 (7)* | |
H18 | 0.3819 (18) | 0.131 (2) | 0.6943 (7) | 0.071 (5)* | |
H7 | 0.480 (2) | 0.612 (2) | 0.6175 (7) | 0.076 (5)* | |
H14 | 0.119 (2) | 1.091 (3) | 0.5517 (9) | 0.109 (7)* | |
H15 | 0.306 (3) | 1.037 (3) | 0.6091 (9) | 0.110 (7)* | |
H16 | 0.390 (2) | 0.799 (2) | 0.6210 (8) | 0.082 (5)* | |
H11 | −0.022 (3) | 0.649 (3) | 0.4892 (11) | 0.136 (9)* | |
H13 | 0.002 (3) | 0.891 (3) | 0.5086 (10) | 0.110 (7)* | |
H10 | 0.058 (2) | 0.419 (2) | 0.4982 (9) | 0.102 (7)* | |
H1 | 0.368 (5) | 0.324 (4) | 0.5699 (14) | 0.195 (15)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0669 (8) | 0.0748 (10) | 0.0651 (9) | −0.0009 (8) | 0.0057 (7) | 0.0017 (8) |
C2 | 0.0721 (10) | 0.0982 (13) | 0.0927 (12) | 0.0098 (10) | 0.0032 (9) | 0.0176 (11) |
C3 | 0.0802 (11) | 0.1042 (15) | 0.1198 (17) | 0.0150 (12) | 0.0246 (12) | 0.0188 (13) |
C4 | 0.0802 (11) | 0.1005 (15) | 0.1055 (15) | −0.0035 (11) | 0.0256 (11) | 0.0066 (12) |
C5 | 0.0896 (12) | 0.0947 (13) | 0.0767 (11) | −0.0022 (11) | 0.0137 (10) | 0.0112 (10) |
C6 | 0.0676 (9) | 0.0735 (10) | 0.0691 (9) | −0.0034 (8) | −0.0013 (8) | 0.0041 (8) |
C7 | 0.0661 (9) | 0.0735 (10) | 0.0580 (8) | −0.0056 (8) | 0.0020 (7) | 0.0028 (7) |
C8 | 0.0641 (8) | 0.0731 (10) | 0.0541 (8) | −0.0093 (8) | 0.0016 (7) | 0.0001 (7) |
C9 | 0.0799 (11) | 0.0751 (11) | 0.0711 (10) | −0.0124 (9) | −0.0043 (9) | 0.0011 (8) |
C10 | 0.0862 (12) | 0.0948 (14) | 0.0796 (12) | −0.0191 (12) | −0.0177 (10) | −0.0014 (10) |
C11 | 0.0873 (12) | 0.1028 (15) | 0.0766 (11) | −0.0077 (11) | −0.0185 (10) | 0.0096 (11) |
C12 | 0.0745 (10) | 0.0866 (11) | 0.0587 (9) | −0.0013 (9) | −0.0029 (8) | 0.0073 (8) |
C13 | 0.0906 (13) | 0.0997 (15) | 0.0763 (11) | 0.0120 (12) | 0.0002 (11) | 0.0177 (11) |
C14 | 0.1094 (15) | 0.0829 (13) | 0.0816 (12) | 0.0113 (12) | 0.0096 (12) | 0.0047 (11) |
C15 | 0.0984 (14) | 0.0811 (12) | 0.0761 (11) | 0.0008 (11) | 0.0108 (11) | −0.0108 (10) |
C16 | 0.0751 (10) | 0.0818 (11) | 0.0637 (9) | −0.0014 (9) | 0.0044 (9) | −0.0079 (9) |
C17 | 0.0634 (8) | 0.0763 (10) | 0.0505 (7) | −0.0058 (8) | 0.0078 (6) | 0.0023 (7) |
C18 | 0.0617 (8) | 0.0689 (9) | 0.0613 (8) | 0.0018 (7) | −0.0039 (7) | 0.0049 (7) |
C19 | 0.0621 (8) | 0.0682 (9) | 0.0583 (8) | 0.0046 (7) | −0.0015 (6) | 0.0034 (7) |
C20 | 0.0710 (9) | 0.0705 (10) | 0.0679 (9) | 0.0070 (8) | −0.0041 (8) | 0.0012 (8) |
C21 | 0.0915 (13) | 0.0842 (12) | 0.0686 (10) | 0.0124 (11) | 0.0005 (10) | −0.0105 (9) |
C22 | 0.0901 (13) | 0.0916 (13) | 0.0738 (12) | 0.0169 (11) | 0.0168 (10) | −0.0030 (10) |
C23 | 0.0703 (9) | 0.0780 (10) | 0.0790 (11) | 0.0118 (9) | 0.0114 (9) | 0.0079 (9) |
C24 | 0.0766 (12) | 0.1065 (16) | 0.1083 (16) | 0.0043 (12) | 0.0269 (12) | 0.0135 (14) |
C25 | 0.0732 (12) | 0.1169 (18) | 0.1261 (19) | −0.0170 (12) | 0.0109 (13) | 0.0155 (16) |
C26 | 0.0830 (14) | 0.1065 (16) | 0.1098 (16) | −0.0214 (13) | −0.0078 (13) | 0.0000 (14) |
C27 | 0.0764 (11) | 0.0942 (13) | 0.0786 (12) | −0.0122 (10) | 0.0000 (10) | −0.0001 (10) |
C28 | 0.0628 (8) | 0.0696 (9) | 0.0673 (9) | 0.0049 (7) | 0.0013 (8) | 0.0065 (8) |
N1 | 0.0716 (8) | 0.0776 (9) | 0.0722 (9) | −0.0023 (8) | −0.0060 (7) | 0.0046 (7) |
N2 | 0.0671 (7) | 0.0775 (8) | 0.0632 (8) | −0.0028 (7) | 0.0025 (6) | 0.0022 (7) |
O1 | 0.1094 (10) | 0.0726 (8) | 0.1156 (11) | −0.0112 (8) | −0.0249 (10) | −0.0044 (7) |
O2 | 0.0860 (8) | 0.0937 (9) | 0.0819 (8) | −0.0166 (7) | −0.0046 (7) | −0.0105 (7) |
C1—N2 | 1.458 (2) | C13—C14 | 1.347 (3) |
C1—C2 | 1.518 (3) | C13—H13 | 0.98 (3) |
C1—C6 | 1.520 (2) | C14—C15 | 1.388 (3) |
C1—H1A | 0.9800 | C14—H14 | 1.05 (2) |
C2—C3 | 1.515 (3) | C15—C16 | 1.370 (3) |
C2—H2A | 0.9700 | C15—H15 | 1.00 (3) |
C2—H2B | 0.9700 | C16—C17 | 1.412 (2) |
C3—C4 | 1.506 (3) | C16—H16 | 1.00 (2) |
C3—H3A | 0.9700 | C18—N2 | 1.301 (2) |
C3—H3B | 0.9700 | C18—C19 | 1.410 (2) |
C4—C5 | 1.508 (3) | C18—H18 | 0.968 (19) |
C4—H4A | 0.9700 | C19—C20 | 1.418 (2) |
C4—H4B | 0.9700 | C19—C28 | 1.452 (2) |
C5—C6 | 1.531 (3) | C20—O2 | 1.291 (2) |
C5—H5A | 0.9700 | C20—C21 | 1.428 (2) |
C5—H5B | 0.9700 | C21—C22 | 1.342 (3) |
C6—N1 | 1.465 (2) | C21—H21 | 0.95 (2) |
C6—H6 | 0.9800 | C22—C23 | 1.424 (3) |
C7—N1 | 1.286 (2) | C22—H22 | 0.99 (2) |
C7—C8 | 1.440 (2) | C23—C24 | 1.404 (3) |
C7—H7 | 1.01 (2) | C23—C28 | 1.415 (2) |
C8—C9 | 1.404 (2) | C24—C25 | 1.349 (4) |
C8—C17 | 1.436 (2) | C24—H24 | 0.95 (2) |
C9—O1 | 1.311 (2) | C25—C26 | 1.379 (4) |
C9—C10 | 1.429 (3) | C25—H25 | 0.98 (3) |
C10—C11 | 1.338 (3) | C26—C27 | 1.372 (3) |
C10—H10 | 0.96 (2) | C26—H26 | 0.94 (3) |
C11—C12 | 1.416 (3) | C27—C28 | 1.399 (3) |
C11—H11 | 1.00 (3) | C27—H27 | 0.98 (2) |
C12—C13 | 1.414 (3) | N2—H2 | 1.07 (3) |
C12—C17 | 1.422 (2) | O1—H1 | 1.11 (4) |
N2—C1—C2 | 109.93 (14) | C14—C13—C12 | 121.6 (2) |
N2—C1—C6 | 110.81 (14) | C14—C13—H13 | 124.3 (16) |
C2—C1—C6 | 111.40 (14) | C12—C13—H13 | 114.1 (16) |
N2—C1—H1A | 108.2 | C13—C14—C15 | 118.9 (2) |
C2—C1—H1A | 108.2 | C13—C14—H14 | 122.8 (13) |
C6—C1—H1A | 108.2 | C15—C14—H14 | 118.2 (13) |
C3—C2—C1 | 111.65 (17) | C16—C15—C14 | 121.7 (2) |
C3—C2—H2A | 109.3 | C16—C15—H15 | 120.7 (14) |
C1—C2—H2A | 109.3 | C14—C15—H15 | 117.5 (14) |
C3—C2—H2B | 109.3 | C15—C16—C17 | 121.22 (19) |
C1—C2—H2B | 109.3 | C15—C16—H16 | 123.0 (12) |
H2A—C2—H2B | 108.0 | C17—C16—H16 | 115.8 (12) |
C4—C3—C2 | 110.90 (18) | C16—C17—C12 | 116.50 (17) |
C4—C3—H3A | 109.5 | C16—C17—C8 | 124.00 (15) |
C2—C3—H3A | 109.5 | C12—C17—C8 | 119.51 (15) |
C4—C3—H3B | 109.5 | N2—C18—C19 | 124.03 (16) |
C2—C3—H3B | 109.5 | N2—C18—H18 | 118.1 (10) |
H3A—C3—H3B | 108.0 | C19—C18—H18 | 117.8 (10) |
C3—C4—C5 | 111.46 (18) | C18—C19—C20 | 119.08 (15) |
C3—C4—H4A | 109.3 | C18—C19—C28 | 120.46 (15) |
C5—C4—H4A | 109.3 | C20—C19—C28 | 120.46 (14) |
C3—C4—H4B | 109.3 | O2—C20—C19 | 122.46 (15) |
C5—C4—H4B | 109.3 | O2—C20—C21 | 119.39 (17) |
H4A—C4—H4B | 108.0 | C19—C20—C21 | 118.15 (16) |
C4—C5—C6 | 113.39 (17) | C22—C21—C20 | 121.31 (19) |
C4—C5—H5A | 108.9 | C22—C21—H21 | 120.8 (14) |
C6—C5—H5A | 108.9 | C20—C21—H21 | 117.7 (14) |
C4—C5—H5B | 108.9 | C21—C22—C23 | 122.45 (18) |
C6—C5—H5B | 108.9 | C21—C22—H22 | 121.5 (15) |
H5A—C5—H5B | 107.7 | C23—C22—H22 | 115.8 (15) |
N1—C6—C1 | 109.98 (14) | C24—C23—C28 | 119.2 (2) |
N1—C6—C5 | 108.01 (14) | C24—C23—C22 | 121.96 (19) |
C1—C6—C5 | 110.07 (15) | C28—C23—C22 | 118.86 (17) |
N1—C6—H6 | 109.6 | C25—C24—C23 | 122.1 (2) |
C1—C6—H6 | 109.6 | C25—C24—H24 | 121.4 (15) |
C5—C6—H6 | 109.6 | C23—C24—H24 | 116.5 (15) |
N1—C7—C8 | 121.99 (16) | C24—C25—C26 | 119.1 (2) |
N1—C7—H7 | 120.7 (11) | C24—C25—H25 | 118.9 (16) |
C8—C7—H7 | 117.2 (11) | C26—C25—H25 | 122.0 (16) |
C9—C8—C17 | 119.63 (15) | C27—C26—C25 | 120.8 (3) |
C9—C8—C7 | 118.85 (16) | C27—C26—H26 | 120.2 (18) |
C17—C8—C7 | 121.36 (15) | C25—C26—H26 | 118.5 (18) |
O1—C9—C8 | 122.68 (17) | C26—C27—C28 | 121.6 (2) |
O1—C9—C10 | 118.10 (18) | C26—C27—H27 | 117.6 (12) |
C8—C9—C10 | 119.19 (18) | C28—C27—H27 | 120.8 (12) |
C11—C10—C9 | 120.9 (2) | C27—C28—C23 | 117.17 (16) |
C11—C10—H10 | 121.6 (13) | C27—C28—C19 | 124.22 (16) |
C9—C10—H10 | 117.5 (13) | C23—C28—C19 | 118.60 (15) |
C10—C11—C12 | 122.5 (2) | C7—N1—C6 | 120.71 (16) |
C10—C11—H11 | 119.5 (18) | C18—N2—C1 | 122.78 (16) |
C12—C11—H11 | 118.0 (18) | C18—N2—H2 | 109.3 (13) |
C13—C12—C11 | 121.67 (19) | C1—N2—H2 | 127.7 (13) |
C13—C12—C17 | 120.01 (18) | C9—O1—H1 | 107 (2) |
C11—C12—C17 | 118.32 (18) | ||
N2—C1—C2—C3 | −179.89 (17) | C9—C8—C17—C12 | −2.4 (2) |
C6—C1—C2—C3 | −56.7 (2) | C7—C8—C17—C12 | 172.94 (14) |
C1—C2—C3—C4 | 56.5 (3) | N2—C18—C19—C20 | −3.8 (2) |
C2—C3—C4—C5 | −54.5 (3) | N2—C18—C19—C28 | 176.51 (14) |
C3—C4—C5—C6 | 53.8 (3) | C18—C19—C20—O2 | 3.2 (2) |
N2—C1—C6—N1 | −64.68 (18) | C28—C19—C20—O2 | −177.02 (15) |
C2—C1—C6—N1 | 172.60 (16) | C18—C19—C20—C21 | −176.11 (15) |
N2—C1—C6—C5 | 176.43 (15) | C28—C19—C20—C21 | 3.6 (2) |
C2—C1—C6—C5 | 53.7 (2) | O2—C20—C21—C22 | 176.56 (18) |
C4—C5—C6—N1 | −173.06 (18) | C19—C20—C21—C22 | −4.1 (3) |
C4—C5—C6—C1 | −53.0 (2) | C20—C21—C22—C23 | 1.0 (3) |
N1—C7—C8—C9 | −3.6 (2) | C21—C22—C23—C24 | −177.3 (2) |
N1—C7—C8—C17 | −178.88 (16) | C21—C22—C23—C28 | 2.5 (3) |
C17—C8—C9—O1 | 179.60 (18) | C28—C23—C24—C25 | 1.3 (3) |
C7—C8—C9—O1 | 4.2 (3) | C22—C23—C24—C25 | −178.9 (2) |
C17—C8—C9—C10 | 1.3 (2) | C23—C24—C25—C26 | −0.1 (4) |
C7—C8—C9—C10 | −174.09 (16) | C24—C25—C26—C27 | −0.1 (4) |
O1—C9—C10—C11 | −178.5 (2) | C25—C26—C27—C28 | −0.9 (3) |
C8—C9—C10—C11 | −0.1 (3) | C26—C27—C28—C23 | 2.0 (3) |
C9—C10—C11—C12 | −0.1 (3) | C26—C27—C28—C19 | −177.11 (19) |
C10—C11—C12—C13 | 179.8 (2) | C24—C23—C28—C27 | −2.2 (3) |
C10—C11—C12—C17 | −1.0 (3) | C22—C23—C28—C27 | 178.04 (17) |
C11—C12—C13—C14 | −180.0 (2) | C24—C23—C28—C19 | 177.00 (17) |
C17—C12—C13—C14 | 0.8 (3) | C22—C23—C28—C19 | −2.8 (2) |
C12—C13—C14—C15 | −2.0 (3) | C18—C19—C28—C27 | −1.4 (2) |
C13—C14—C15—C16 | 0.5 (3) | C20—C19—C28—C27 | 178.85 (17) |
C14—C15—C16—C17 | 2.1 (3) | C18—C19—C28—C23 | 179.49 (15) |
C15—C16—C17—C12 | −3.1 (2) | C20—C19—C28—C23 | −0.2 (2) |
C15—C16—C17—C8 | 177.22 (17) | C8—C7—N1—C6 | 169.28 (14) |
C13—C12—C17—C16 | 1.7 (2) | C1—C6—N1—C7 | 139.10 (16) |
C11—C12—C17—C16 | −177.53 (17) | C5—C6—N1—C7 | −100.8 (2) |
C13—C12—C17—C8 | −178.61 (17) | C19—C18—N2—C1 | 175.69 (15) |
C11—C12—C17—C8 | 2.1 (2) | C2—C1—N2—C18 | −118.12 (18) |
C9—C8—C17—C16 | 177.30 (16) | C6—C1—N2—C18 | 118.30 (17) |
C7—C8—C17—C16 | −7.4 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···N1 | 1.11 (4) | 1.54 (4) | 2.531 (2) | 146 (3) |
N2+—H2···O2- | 1.07 (3) | 1.64 (3) | 2.566 (2) | 142 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
C16-H16···O2-i | 1.00 (2) | 2.50 (2) | 3.330 (2) | 140 (2) |
C18-H18···O2-ii | 0.97 (2) | 2.60 (2) | 3.153 (2) | 117 (1) |
C24-H24···Cg1iii | 0.95 (2) | 2.78 (2) | 3.711 (3) | 167 (2) |
Symmetry codes: (i) 1-x, 1/2+y, 3/2-z; (ii) 1-x, -1/2+y, 3/2-z; (iii) -x, -1/2+y, 3/2-z. |