The title molecule, C
26H
34O
4, shows a very short repulsive intramolecular C-H
H-C contact, with an H
H distance of only 1.71 Å. The flap angle
of the bicyclo[1.1.0]butane group is widened to 131.23 (8)°. Both methylene C atoms show tilt angles of 6.1°. Bond lengths in the fused cyclopropane rings range from 1.501 (1) to 1.542 (1) Å and are influenced by
interactions with the carboxylate substituents.
Supporting information
CCDC reference: 163919
Data collection: SMART (Siemens, 1995); cell refinement: SMART; data reduction: SAINT (Siemens, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL (Sheldrick, 1996); software used to prepare material for publication: CIF in SHELXL97.
Dimethyl dispiro[tricyclo[3.3.1.1
3,7]decan-1,2'-bicyclo[1.1.0]butan-4',1"-
tricyclo[3.3.1.1
3,7]decane]-1',3'-dicarboxylate
top
Crystal data top
C26H34O4 | Z = 2 |
Mr = 410.53 | F(000) = 444 |
Triclinic, P1 | Dx = 1.315 Mg m−3 |
a = 9.710 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.3412 (12) Å | Cell parameters from 154 reflections |
c = 11.051 (2) Å | θ = 3–23° |
α = 89.442 (11)° | µ = 0.09 mm−1 |
β = 82.317 (14)° | T = 143 K |
γ = 70.628 (8)° | Block, colorless |
V = 1036.7 (3) Å3 | 0.48 × 0.40 × 0.28 mm |
Data collection top
Siemens SMART diffractometer | 5993 independent reflections |
Radiation source: normal-focus sealed tube | 5005 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.039 |
ω scans | θmax = 31.0°, θmin = 1.9° |
Absorption correction: numerical using 7 indexed faces (SHELXTL; Sheldrick, 1996) | h = −13→13 |
Tmin = 0.952, Tmax = 0.979 | k = −15→14 |
18851 measured reflections | l = −14→15 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.040 | H-atom parameters constrained |
wR(F2) = 0.108 | w = 1/[σ2(Fo2) + (0.05P)2 + 0.3P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
5993 reflections | Δρmax = 0.37 e Å−3 |
274 parameters | Δρmin = −0.22 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.010 (2) |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O1 | 0.42055 (8) | 0.32625 (8) | 0.57659 (7) | 0.02072 (16) | |
O2 | 0.25334 (9) | 0.24662 (10) | 0.51236 (8) | 0.0295 (2) | |
O3 | 0.37319 (11) | 0.09580 (9) | 0.12022 (8) | 0.0303 (2) | |
O4 | 0.42088 (11) | 0.00529 (9) | 0.30046 (9) | 0.0345 (2) | |
C1 | 0.35946 (12) | 0.31470 (12) | 0.70090 (10) | 0.0227 (2) | |
H1A | 0.4143 | 0.3441 | 0.7570 | 0.036* | |
H1B | 0.3669 | 0.2191 | 0.7152 | 0.036* | |
H1C | 0.2557 | 0.3731 | 0.7150 | 0.036* | |
C2 | 0.35698 (10) | 0.28582 (10) | 0.49006 (9) | 0.01687 (19) | |
C3 | 0.43031 (10) | 0.30462 (10) | 0.36752 (9) | 0.01465 (18) | |
C4 | 0.45481 (10) | 0.22145 (10) | 0.24934 (9) | 0.01527 (18) | |
C5 | 0.41527 (11) | 0.09617 (10) | 0.23112 (10) | 0.0188 (2) | |
C6 | 0.32966 (17) | −0.01992 (14) | 0.09111 (13) | 0.0390 (3) | |
H6A | 0.2767 | 0.0001 | 0.0199 | 0.062* | |
H6B | 0.2652 | −0.0368 | 0.1611 | 0.062* | |
H6C | 0.4176 | −0.1014 | 0.0726 | 0.062* | |
C7 | 0.35160 (10) | 0.36726 (10) | 0.25817 (9) | 0.01417 (18) | |
C8 | 0.37632 (10) | 0.48833 (10) | 0.18828 (9) | 0.01560 (18) | |
H8 | 0.4838 | 0.4766 | 0.1765 | 0.019* | |
C9 | 0.28983 (12) | 0.62223 (10) | 0.26257 (10) | 0.0203 (2) | |
H9A | 0.3235 | 0.6183 | 0.3436 | 0.024* | |
H9B | 0.3081 | 0.7007 | 0.2197 | 0.024* | |
C10 | 0.12491 (12) | 0.64259 (11) | 0.27870 (10) | 0.0212 (2) | |
H10 | 0.0689 | 0.7296 | 0.3272 | 0.025* | |
C11 | 0.07358 (11) | 0.64998 (11) | 0.15280 (10) | 0.0230 (2) | |
H11A | −0.0335 | 0.6652 | 0.1625 | 0.028* | |
H11B | 0.0916 | 0.7279 | 0.1087 | 0.028* | |
C12 | 0.15783 (11) | 0.51578 (11) | 0.07917 (9) | 0.0204 (2) | |
H12 | 0.1237 | 0.5200 | −0.0027 | 0.025* | |
C13 | 0.13139 (11) | 0.39529 (11) | 0.14811 (10) | 0.0207 (2) | |
H13A | 0.1842 | 0.3089 | 0.0996 | 0.025* | |
H13B | 0.0248 | 0.4078 | 0.1597 | 0.025* | |
C14 | 0.18625 (10) | 0.38593 (10) | 0.27338 (9) | 0.01628 (19) | |
H14 | 0.1683 | 0.3071 | 0.3178 | 0.020* | |
C15 | 0.10014 (11) | 0.52073 (11) | 0.34696 (9) | 0.0199 (2) | |
H15A | −0.0063 | 0.5327 | 0.3595 | 0.024* | |
H15B | 0.1334 | 0.5169 | 0.4282 | 0.024* | |
C16 | 0.32288 (11) | 0.49341 (11) | 0.06308 (9) | 0.0192 (2) | |
H16A | 0.3429 | 0.5690 | 0.0165 | 0.023* | |
H16B | 0.3773 | 0.4063 | 0.0161 | 0.023* | |
C17 | 0.58552 (10) | 0.22727 (10) | 0.31183 (9) | 0.01446 (18) | |
C18 | 0.69998 (10) | 0.29134 (10) | 0.25623 (9) | 0.01571 (18) | |
H18 | 0.6490 | 0.3806 | 0.2200 | 0.019* | |
C19 | 0.78388 (11) | 0.31636 (10) | 0.35730 (10) | 0.01844 (19) | |
H19A | 0.8543 | 0.3623 | 0.3231 | 0.022* | |
H19B | 0.7134 | 0.3774 | 0.4227 | 0.022* | |
C20 | 0.86764 (11) | 0.18011 (11) | 0.41104 (10) | 0.0199 (2) | |
H20 | 0.9242 | 0.1972 | 0.4748 | 0.024* | |
C21 | 0.97368 (11) | 0.08379 (11) | 0.30920 (10) | 0.0210 (2) | |
H21A | 1.0462 | 0.1259 | 0.2715 | 0.025* | |
H21B | 1.0282 | −0.0040 | 0.3439 | 0.025* | |
C22 | 0.88707 (11) | 0.05673 (10) | 0.21186 (10) | 0.0189 (2) | |
H22 | 0.9563 | −0.0076 | 0.1465 | 0.023* | |
C23 | 0.77315 (11) | −0.00646 (10) | 0.27077 (10) | 0.0187 (2) | |
H23A | 0.8241 | −0.0948 | 0.3065 | 0.022* | |
H23B | 0.7177 | −0.0247 | 0.2078 | 0.022* | |
C24 | 0.66555 (10) | 0.09231 (10) | 0.37140 (9) | 0.01657 (19) | |
H24 | 0.5918 | 0.0504 | 0.4095 | 0.020* | |
C25 | 0.75475 (11) | 0.11592 (11) | 0.46857 (9) | 0.0197 (2) | |
H25A | 0.6875 | 0.1775 | 0.5353 | 0.024* | |
H25B | 0.8060 | 0.0274 | 0.5039 | 0.024* | |
C26 | 0.80737 (11) | 0.19318 (10) | 0.15616 (9) | 0.01813 (19) | |
H26A | 0.8803 | 0.2347 | 0.1182 | 0.022* | |
H26B | 0.7526 | 0.1768 | 0.0918 | 0.022* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0228 (4) | 0.0253 (4) | 0.0160 (3) | −0.0119 (3) | 0.0008 (3) | −0.0013 (3) |
O2 | 0.0273 (4) | 0.0459 (5) | 0.0245 (4) | −0.0233 (4) | −0.0077 (3) | 0.0145 (4) |
O3 | 0.0477 (5) | 0.0270 (4) | 0.0242 (4) | −0.0224 (4) | −0.0067 (4) | −0.0036 (3) |
O4 | 0.0429 (5) | 0.0250 (4) | 0.0464 (5) | −0.0212 (4) | −0.0192 (4) | 0.0140 (4) |
C1 | 0.0262 (5) | 0.0254 (5) | 0.0167 (5) | −0.0103 (4) | 0.0008 (4) | 0.0012 (4) |
C2 | 0.0157 (4) | 0.0148 (4) | 0.0193 (5) | −0.0036 (3) | −0.0038 (3) | 0.0053 (3) |
C3 | 0.0140 (4) | 0.0141 (4) | 0.0165 (4) | −0.0051 (3) | −0.0035 (3) | 0.0033 (3) |
C4 | 0.0149 (4) | 0.0139 (4) | 0.0178 (4) | −0.0054 (3) | −0.0033 (3) | 0.0021 (3) |
C5 | 0.0145 (4) | 0.0157 (4) | 0.0261 (5) | −0.0056 (3) | −0.0016 (4) | 0.0002 (4) |
C6 | 0.0529 (8) | 0.0343 (7) | 0.0393 (7) | −0.0273 (6) | −0.0047 (6) | −0.0125 (6) |
C7 | 0.0132 (4) | 0.0146 (4) | 0.0154 (4) | −0.0050 (3) | −0.0036 (3) | 0.0023 (3) |
C8 | 0.0137 (4) | 0.0167 (4) | 0.0169 (4) | −0.0052 (3) | −0.0035 (3) | 0.0049 (3) |
C9 | 0.0242 (5) | 0.0160 (5) | 0.0219 (5) | −0.0072 (4) | −0.0057 (4) | 0.0032 (4) |
C10 | 0.0211 (5) | 0.0173 (5) | 0.0204 (5) | −0.0009 (4) | −0.0012 (4) | 0.0020 (4) |
C11 | 0.0166 (4) | 0.0244 (5) | 0.0239 (5) | −0.0012 (4) | −0.0036 (4) | 0.0091 (4) |
C12 | 0.0173 (4) | 0.0285 (5) | 0.0161 (5) | −0.0070 (4) | −0.0060 (4) | 0.0058 (4) |
C13 | 0.0183 (4) | 0.0263 (5) | 0.0204 (5) | −0.0096 (4) | −0.0077 (4) | 0.0033 (4) |
C14 | 0.0133 (4) | 0.0190 (5) | 0.0176 (4) | −0.0063 (3) | −0.0034 (3) | 0.0042 (4) |
C15 | 0.0163 (4) | 0.0233 (5) | 0.0167 (5) | −0.0029 (4) | −0.0004 (4) | 0.0031 (4) |
C16 | 0.0168 (4) | 0.0243 (5) | 0.0152 (4) | −0.0052 (4) | −0.0021 (3) | 0.0046 (4) |
C17 | 0.0134 (4) | 0.0139 (4) | 0.0170 (4) | −0.0052 (3) | −0.0036 (3) | 0.0030 (3) |
C18 | 0.0139 (4) | 0.0152 (4) | 0.0192 (5) | −0.0059 (3) | −0.0038 (3) | 0.0044 (3) |
C19 | 0.0172 (4) | 0.0179 (5) | 0.0217 (5) | −0.0071 (4) | −0.0042 (4) | −0.0001 (4) |
C20 | 0.0183 (4) | 0.0226 (5) | 0.0204 (5) | −0.0072 (4) | −0.0078 (4) | 0.0026 (4) |
C21 | 0.0144 (4) | 0.0212 (5) | 0.0260 (5) | −0.0033 (4) | −0.0050 (4) | 0.0039 (4) |
C22 | 0.0169 (4) | 0.0177 (5) | 0.0203 (5) | −0.0040 (4) | −0.0012 (4) | 0.0002 (4) |
C23 | 0.0188 (4) | 0.0140 (4) | 0.0230 (5) | −0.0048 (4) | −0.0040 (4) | 0.0021 (4) |
C24 | 0.0156 (4) | 0.0146 (4) | 0.0193 (5) | −0.0042 (3) | −0.0040 (3) | 0.0050 (3) |
C25 | 0.0191 (4) | 0.0213 (5) | 0.0176 (5) | −0.0046 (4) | −0.0050 (4) | 0.0042 (4) |
C26 | 0.0177 (4) | 0.0208 (5) | 0.0173 (5) | −0.0082 (4) | −0.0026 (4) | 0.0029 (4) |
Geometric parameters (Å, º) top
O1—C2 | 1.3442 (13) | C10—C15 | 1.5326 (15) |
O1—C1 | 1.4420 (13) | C11—C12 | 1.5324 (16) |
O2—C2 | 1.2001 (13) | C12—C16 | 1.5272 (14) |
O3—C5 | 1.3431 (14) | C12—C13 | 1.5299 (15) |
O3—C6 | 1.4470 (14) | C13—C14 | 1.5394 (14) |
O4—C5 | 1.1986 (13) | C14—C15 | 1.5397 (15) |
C2—C3 | 1.4857 (14) | C17—C18 | 1.5329 (13) |
C3—C17 | 1.5006 (13) | C17—C24 | 1.5443 (13) |
C3—C4 | 1.5182 (14) | C18—C26 | 1.5337 (14) |
C3—C7 | 1.5387 (13) | C18—C19 | 1.5384 (14) |
C4—C5 | 1.4907 (13) | C19—C20 | 1.5336 (14) |
C4—C7 | 1.5039 (13) | C20—C25 | 1.5279 (15) |
C4—C17 | 1.5417 (13) | C20—C21 | 1.5332 (15) |
C7—C8 | 1.5338 (13) | C21—C22 | 1.5319 (15) |
C7—C14 | 1.5382 (13) | C22—C23 | 1.5340 (14) |
C8—C16 | 1.5360 (14) | C22—C26 | 1.5346 (14) |
C8—C9 | 1.5372 (14) | C23—C24 | 1.5412 (14) |
C9—C10 | 1.5301 (15) | C24—C25 | 1.5353 (14) |
C10—C11 | 1.5323 (15) | | |
| | | |
C2—O1—C1 | 115.45 (8) | C12—C11—C10 | 109.63 (8) |
C5—O3—C6 | 115.46 (10) | C16—C12—C13 | 108.24 (8) |
O2—C2—O1 | 123.42 (10) | C16—C12—C11 | 109.64 (9) |
O2—C2—C3 | 127.21 (10) | C13—C12—C11 | 109.70 (9) |
O1—C2—C3 | 109.30 (8) | C12—C13—C14 | 110.27 (8) |
C2—C3—C17 | 126.86 (8) | C7—C14—C13 | 110.73 (8) |
C2—C3—C4 | 129.16 (8) | C7—C14—C15 | 108.79 (8) |
C17—C3—C4 | 61.42 (6) | C13—C14—C15 | 108.19 (8) |
C2—C3—C7 | 125.72 (8) | C10—C15—C14 | 110.18 (8) |
C17—C3—C7 | 104.41 (8) | C12—C16—C8 | 110.23 (8) |
C4—C3—C7 | 58.93 (6) | C3—C17—C18 | 125.79 (8) |
C5—C4—C7 | 126.45 (8) | C3—C17—C4 | 59.85 (6) |
C5—C4—C3 | 127.32 (8) | C18—C17—C4 | 124.24 (8) |
C7—C4—C3 | 61.21 (6) | C3—C17—C24 | 116.95 (8) |
C5—C4—C17 | 125.54 (8) | C18—C17—C24 | 108.80 (8) |
C7—C4—C17 | 104.10 (7) | C4—C17—C24 | 113.76 (8) |
C3—C4—C17 | 58.73 (6) | C17—C18—C26 | 109.11 (8) |
O4—C5—O3 | 122.72 (10) | C17—C18—C19 | 109.05 (8) |
O4—C5—C4 | 127.59 (10) | C26—C18—C19 | 110.13 (8) |
O3—C5—C4 | 109.68 (9) | C20—C19—C18 | 110.41 (8) |
C4—C7—C8 | 126.51 (8) | C25—C20—C21 | 109.81 (9) |
C4—C7—C14 | 115.84 (8) | C25—C20—C19 | 108.00 (8) |
C8—C7—C14 | 108.62 (7) | C21—C20—C19 | 109.67 (8) |
C4—C7—C3 | 59.85 (6) | C22—C21—C20 | 109.86 (8) |
C8—C7—C3 | 123.88 (8) | C21—C22—C23 | 109.61 (9) |
C14—C7—C3 | 114.88 (8) | C21—C22—C26 | 108.96 (8) |
C7—C8—C16 | 109.60 (8) | C23—C22—C26 | 109.35 (8) |
C7—C8—C9 | 109.12 (8) | C22—C23—C24 | 109.99 (8) |
C16—C8—C9 | 109.81 (8) | C25—C24—C23 | 108.22 (8) |
C10—C9—C8 | 109.81 (8) | C25—C24—C17 | 111.68 (8) |
C9—C10—C11 | 109.27 (9) | C23—C24—C17 | 108.20 (8) |
C9—C10—C15 | 108.37 (8) | C20—C25—C24 | 109.88 (8) |
C11—C10—C15 | 110.22 (9) | C18—C26—C22 | 109.62 (8) |
| | | |
C1—O1—C2—O2 | 2.33 (14) | C3—C7—C14—C15 | 82.83 (10) |
C1—O1—C2—C3 | 179.55 (8) | C12—C13—C14—C7 | −58.93 (11) |
O2—C2—C3—C17 | −115.47 (12) | C12—C13—C14—C15 | 60.20 (10) |
O1—C2—C3—C17 | 67.45 (12) | C9—C10—C15—C14 | −60.14 (11) |
O2—C2—C3—C4 | −34.71 (16) | C11—C10—C15—C14 | 59.39 (11) |
O1—C2—C3—C4 | 148.21 (9) | C7—C14—C15—C10 | 60.88 (10) |
O2—C2—C3—C7 | 41.76 (16) | C13—C14—C15—C10 | −59.47 (10) |
O1—C2—C3—C7 | −135.33 (9) | C13—C12—C16—C8 | −60.88 (11) |
C2—C3—C4—C5 | −2.84 (16) | C11—C12—C16—C8 | 58.76 (11) |
C17—C3—C4—C5 | 113.09 (11) | C7—C8—C16—C12 | 61.76 (11) |
C7—C3—C4—C5 | −115.69 (11) | C9—C8—C16—C12 | −58.09 (11) |
C2—C3—C4—C7 | 112.85 (11) | C2—C3—C17—C18 | −128.09 (11) |
C17—C3—C4—C7 | −131.22 (8) | C4—C3—C17—C18 | 112.55 (10) |
C2—C3—C4—C17 | −115.93 (11) | C7—C3—C17—C18 | 70.85 (11) |
C7—C3—C4—C17 | 131.22 (8) | C2—C3—C17—C4 | 119.37 (11) |
C6—O3—C5—O4 | 2.11 (16) | C7—C3—C17—C4 | −41.70 (7) |
C6—O3—C5—C4 | −179.21 (10) | C2—C3—C17—C24 | 16.22 (14) |
C7—C4—C5—O4 | −115.56 (13) | C4—C3—C17—C24 | −103.15 (9) |
C3—C4—C5—O4 | −36.50 (17) | C7—C3—C17—C24 | −144.84 (8) |
C17—C4—C5—O4 | 38.57 (17) | C5—C4—C17—C3 | −115.96 (11) |
C7—C4—C5—O3 | 65.84 (13) | C7—C4—C17—C3 | 42.82 (7) |
C3—C4—C5—O3 | 144.90 (10) | C5—C4—C17—C18 | 129.03 (10) |
C17—C4—C5—O3 | −140.03 (10) | C7—C4—C17—C18 | −72.19 (11) |
C5—C4—C7—C8 | −131.14 (11) | C3—C4—C17—C18 | −115.01 (10) |
C3—C4—C7—C8 | 111.85 (10) | C5—C4—C17—C24 | −7.48 (13) |
C17—C4—C7—C8 | 70.34 (11) | C7—C4—C17—C24 | 151.30 (8) |
C5—C4—C7—C14 | 11.97 (14) | C3—C4—C17—C24 | 108.48 (9) |
C3—C4—C7—C14 | −105.03 (9) | C3—C17—C18—C26 | −151.18 (9) |
C17—C4—C7—C14 | −146.55 (8) | C4—C17—C18—C26 | −76.14 (11) |
C5—C4—C7—C3 | 117.00 (11) | C24—C17—C18—C26 | 62.15 (10) |
C17—C4—C7—C3 | −41.52 (7) | C3—C17—C18—C19 | 88.50 (11) |
C2—C3—C7—C4 | −118.35 (11) | C4—C17—C18—C19 | 163.53 (8) |
C17—C3—C7—C4 | 43.00 (7) | C24—C17—C18—C19 | −58.18 (10) |
C2—C3—C7—C8 | 125.63 (10) | C17—C18—C19—C20 | 62.27 (10) |
C17—C3—C7—C8 | −73.03 (11) | C26—C18—C19—C20 | −57.43 (10) |
C4—C3—C7—C8 | −116.02 (10) | C18—C19—C20—C25 | −62.07 (11) |
C2—C3—C7—C14 | −11.71 (13) | C18—C19—C20—C21 | 57.57 (10) |
C17—C3—C7—C14 | 149.63 (8) | C25—C20—C21—C22 | 58.85 (11) |
C4—C3—C7—C14 | 106.64 (9) | C19—C20—C21—C22 | −59.68 (11) |
C4—C7—C8—C16 | 86.22 (11) | C20—C21—C22—C23 | −58.47 (11) |
C14—C7—C8—C16 | −59.03 (10) | C20—C21—C22—C26 | 61.16 (11) |
C3—C7—C8—C16 | 161.41 (8) | C21—C22—C23—C24 | 59.82 (10) |
C4—C7—C8—C9 | −153.50 (9) | C26—C22—C23—C24 | −59.57 (11) |
C14—C7—C8—C9 | 61.25 (10) | C22—C23—C24—C25 | −60.47 (10) |
C3—C7—C8—C9 | −78.31 (11) | C22—C23—C24—C17 | 60.71 (10) |
C7—C8—C9—C10 | −61.50 (10) | C3—C17—C24—C25 | −92.73 (10) |
C16—C8—C9—C10 | 58.65 (10) | C18—C17—C24—C25 | 57.28 (10) |
C8—C9—C10—C11 | −59.94 (11) | C4—C17—C24—C25 | −159.67 (8) |
C8—C9—C10—C15 | 60.19 (11) | C3—C17—C24—C23 | 148.27 (8) |
C9—C10—C11—C12 | 60.61 (11) | C18—C17—C24—C23 | −61.72 (10) |
C15—C10—C11—C12 | −58.38 (11) | C4—C17—C24—C23 | 81.33 (10) |
C10—C11—C12—C16 | −60.01 (11) | C21—C20—C25—C24 | −60.37 (10) |
C10—C11—C12—C13 | 58.73 (11) | C19—C20—C25—C24 | 59.18 (11) |
C16—C12—C13—C14 | 59.16 (11) | C23—C24—C25—C20 | 60.66 (10) |
C11—C12—C13—C14 | −60.44 (11) | C17—C24—C25—C20 | −58.33 (11) |
C4—C7—C14—C13 | −91.39 (10) | C17—C18—C26—C22 | −60.80 (10) |
C8—C7—C14—C13 | 58.01 (10) | C19—C18—C26—C22 | 58.86 (10) |
C3—C7—C14—C13 | −158.41 (8) | C21—C22—C26—C18 | −60.59 (10) |
C4—C7—C14—C15 | 149.84 (8) | C23—C22—C26—C18 | 59.20 (10) |
C8—C7—C14—C15 | −60.76 (10) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1B···O4i | 0.98 | 2.53 | 3.288 (2) | 134 |
C13—H13A···O3 | 0.99 | 2.39 | 3.194 (2) | 138 |
C14—H14···O2 | 1.00 | 2.41 | 3.039 (2) | 120 |
C23—H23A···O2i | 0.99 | 2.71 | 3.482 (2) | 135 |
C24—H24···O4 | 1.00 | 2.34 | 3.000 (2) | 122 |
C25—H25A···O1 | 0.99 | 2.52 | 3.320 (2) | 138 |
Symmetry code: (i) −x+1, −y, −z+1. |