Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801019195/cf6127sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536801019195/cf6127Isup2.hkl |
CCDC reference: 177215
Key indicators
- Single-crystal X-ray study
- T = 120 K
- Mean (C-C) = 0.002 Å
- R factor = 0.038
- wR factor = 0.100
- Data-to-parameter ratio = 13.4
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
Data collection: COLLECT (Nonius, 1998); cell refinement: HKL, SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL, DENZO (Otwinowski & Minor, 1997) and SCALEPACK; program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Sheldrick, 1993) and CAMERON (Watkin et al., 1996); software used to prepare material for publication: SHELXL97.
C8H8 | Dx = 1.100 Mg m−3 |
Mr = 104.14 | Melting point: 242 K |
Orthorhombic, Pbcn | Mo Kα radiation, λ = 0.7107 Å |
a = 15.6898 (6) Å | Cell parameters from 4669 reflections |
b = 10.5854 (4) Å | θ = 1.0–27.5° |
c = 7.5745 (2) Å | µ = 0.06 mm−1 |
V = 1257.99 (8) Å3 | T = 120 K |
Z = 8 | Cylinder, colourless |
F(000) = 448 | 0.15 mm (radius) |
Nonius KappaCCD diffractometer | Rint = 0.020 |
Radiation source: fine-focus sealed tube | θmax = 27.4°, θmin = 3.6° |
Thin–slice ω and φ scans | h = −20→20 |
2559 measured reflections | k = −13→13 |
1411 independent reflections | l = −9→9 |
1111 reflections with I > 2σ(I) |
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)] = 0.038 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.100 | All H-atom parameters refined |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0488P)2 + 0.1803P] where P = (Fo2 + 2Fc2)/3 |
1411 reflections | (Δ/σ)max < 0.001 |
105 parameters | Δρmax = 0.14 e Å−3 |
0 restraints | Δρmin = −0.14 e Å−3 |
Experimental. Crystal grown in situ in a 0.3 mm Lindemann tube at ca 220 K. |
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 | 0.73539 (6) | 0.14843 (9) | −0.06363 (12) | 0.0279 (2) | |
C2 | 0.67816 (7) | 0.24001 (10) | −0.12281 (13) | 0.0319 (3) | |
H2 | 0.6993 (7) | 0.3088 (10) | −0.1979 (15) | 0.040 (3)* | |
C3 | 0.59281 (7) | 0.23632 (10) | −0.07546 (14) | 0.0342 (3) | |
H3 | 0.5524 (8) | 0.3035 (11) | −0.1194 (15) | 0.043 (3)* | |
C4 | 0.56301 (7) | 0.14089 (10) | 0.03352 (13) | 0.0349 (3) | |
H4 | 0.5009 (9) | 0.1370 (10) | 0.0649 (15) | 0.045 (3)* | |
C5 | 0.61904 (7) | 0.04872 (10) | 0.09343 (13) | 0.0339 (3) | |
H5 | 0.5988 (7) | −0.0204 (11) | 0.1713 (17) | 0.044 (3)* | |
C6 | 0.70412 (7) | 0.05179 (9) | 0.04508 (13) | 0.0306 (3) | |
H6 | 0.7441 (7) | −0.0152 (12) | 0.0879 (14) | 0.038 (3)* | |
C7 | 0.82548 (7) | 0.15667 (10) | −0.11697 (14) | 0.0356 (3) | |
H7 | 0.8381 (7) | 0.2230 (12) | −0.2019 (18) | 0.052 (3)* | |
C8 | 0.88888 (8) | 0.08554 (12) | −0.06109 (17) | 0.0443 (3) | |
H8A | 0.8807 (9) | 0.0176 (15) | 0.0296 (19) | 0.058 (4)* | |
H8B | 0.9479 (9) | 0.0991 (12) | −0.1040 (17) | 0.054 (4)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0310 (5) | 0.0302 (5) | 0.0226 (4) | −0.0044 (4) | −0.0010 (3) | −0.0032 (4) |
C2 | 0.0374 (6) | 0.0312 (5) | 0.0271 (5) | −0.0048 (4) | −0.0003 (4) | 0.0028 (4) |
C3 | 0.0345 (6) | 0.0355 (6) | 0.0325 (5) | 0.0015 (4) | −0.0047 (4) | −0.0037 (4) |
C4 | 0.0292 (6) | 0.0425 (6) | 0.0330 (5) | −0.0078 (4) | 0.0005 (4) | −0.0070 (4) |
C5 | 0.0383 (6) | 0.0345 (6) | 0.0289 (5) | −0.0120 (4) | 0.0005 (4) | 0.0008 (4) |
C6 | 0.0351 (6) | 0.0297 (5) | 0.0270 (5) | −0.0030 (4) | −0.0029 (4) | 0.0007 (4) |
C7 | 0.0345 (6) | 0.0394 (6) | 0.0329 (5) | −0.0065 (5) | 0.0036 (4) | 0.0005 (4) |
C8 | 0.0327 (6) | 0.0471 (7) | 0.0532 (7) | −0.0019 (5) | 0.0029 (5) | −0.0059 (6) |
C1—C2 | 1.3954 (14) | C4—H4 | 1.004 (14) |
C1—C6 | 1.4018 (14) | C5—C6 | 1.3845 (15) |
C1—C7 | 1.4727 (14) | C5—H5 | 0.992 (13) |
C2—C3 | 1.3868 (15) | C6—H6 | 1.000 (12) |
C2—H2 | 0.982 (12) | C7—C8 | 1.3175 (16) |
C3—C4 | 1.3858 (15) | C7—H7 | 0.973 (14) |
C3—H3 | 1.009 (12) | C8—H8A | 1.003 (16) |
C4—C5 | 1.3895 (16) | C8—H8B | 0.992 (14) |
C2—C1—C6 | 118.06 (9) | C6—C5—C4 | 120.47 (10) |
C2—C1—C7 | 119.23 (9) | C6—C5—H5 | 118.9 (7) |
C6—C1—C7 | 122.71 (9) | C4—C5—H5 | 120.6 (7) |
C3—C2—C1 | 121.24 (10) | C5—C6—C1 | 120.66 (10) |
C3—C2—H2 | 119.8 (6) | C5—C6—H6 | 120.1 (7) |
C1—C2—H2 | 119.0 (6) | C1—C6—H6 | 119.2 (7) |
C4—C3—C2 | 120.02 (10) | C8—C7—C1 | 127.06 (11) |
C4—C3—H3 | 119.9 (7) | C8—C7—H7 | 118.1 (7) |
C2—C3—H3 | 120.1 (7) | C1—C7—H7 | 114.8 (7) |
C3—C4—C5 | 119.54 (10) | C7—C8—H8A | 122.2 (8) |
C3—C4—H4 | 119.9 (7) | C7—C8—H8B | 121.2 (7) |
C5—C4—H4 | 120.5 (7) | H8A—C8—H8B | 116.6 (11) |
C6—C1—C2—C3 | 0.21 (14) | C4—C5—C6—C1 | 0.61 (15) |
C7—C1—C2—C3 | −179.77 (9) | C2—C1—C6—C5 | −0.72 (14) |
C1—C2—C3—C4 | 0.42 (15) | C7—C1—C6—C5 | 179.26 (9) |
C2—C3—C4—C5 | −0.54 (15) | C2—C1—C7—C8 | 173.49 (11) |
C3—C4—C5—C6 | 0.03 (15) | C6—C1—C7—C8 | −6.49 (17) |