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The molecule of the title compound, C18H18O4, lies on crystallographic center of symmetry. The benzaldehyde group makes a dihedral angle of 62.82 (16)° with the four C atoms in the central chain. The two aromatic ring are parallel to each other by symmetry.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680503905X/at6057sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680503905X/at6057Isup2.hkl
Contains datablock I

CCDC reference: 293819

Key indicators

  • Single-crystal X-ray study
  • T = 294 K
  • Mean [sigma](C-C)= 0.002 Å
  • R factor = 0.039
  • wR factor = 0.118
  • Data-to-parameter ratio = 15.3

checkCIF/PLATON results

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Computing details top

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

4-[4-(4-Formylphenoxy)butoxy]benzaldehyde top
Crystal data top
C18H18O4F(000) = 316
Mr = 298.32Dx = 1.313 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 1332 reflections
a = 7.988 (2) Åθ = 2.9–26.5°
b = 6.6635 (16) ŵ = 0.09 mm1
c = 14.260 (4) ÅT = 294 K
β = 96.354 (4)°Block, colorless
V = 754.4 (3) Å30.30 × 0.26 × 0.18 mm
Z = 2
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer
1547 independent reflections
Radiation source: fine-focus sealed tube1034 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.027
φ and ω scansθmax = 26.5°, θmin = 2.6°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 610
Tmin = 0.960, Tmax = 0.984k = 88
4120 measured reflectionsl = 1716
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.039H-atom parameters constrained
wR(F2) = 0.118 w = 1/[σ2(Fo2) + (0.0611P)2 + 0.0823P]
where P = (Fo2 + 2Fc2)/3
S = 1.00(Δ/σ)max < 0.001
1547 reflectionsΔρmax = 0.16 e Å3
101 parametersΔρmin = 0.14 e Å3
0 restraintsExtinction correction: SHELXL97, Fc*=3DkFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.053 (7)
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 > 2σ(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
xyzUiso*/Ueq
O10.96911 (15)0.5594 (2)0.22503 (9)0.0679 (4)
O20.28261 (12)0.17200 (15)0.04352 (8)0.0479 (4)
C10.8247 (2)0.6180 (3)0.21598 (11)0.0494 (4)
H10.80440.74640.23770.059*
C20.68015 (19)0.5032 (2)0.17366 (10)0.0395 (4)
C30.69980 (19)0.3054 (2)0.14486 (11)0.0417 (4)
H30.80490.24430.15510.050*
C40.56526 (18)0.2003 (2)0.10155 (11)0.0414 (4)
H40.57980.06900.08180.050*
C50.40675 (18)0.2895 (2)0.08698 (10)0.0369 (4)
C60.38422 (19)0.4844 (2)0.11758 (11)0.0423 (4)
H60.27820.54370.10970.051*
C70.52146 (18)0.5890 (2)0.15986 (11)0.0427 (4)
H70.50700.72030.17960.051*
C80.11617 (17)0.2537 (2)0.02442 (11)0.0409 (4)
H8A0.11850.37410.01370.049*
H8B0.07190.28830.08300.049*
C90.00722 (19)0.0962 (2)0.02776 (11)0.0440 (4)
H9A0.05330.06450.08610.053*
H9B0.10470.15110.04400.053*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O10.0444 (8)0.0688 (9)0.0861 (10)0.0105 (6)0.0123 (7)0.0053 (7)
O20.0301 (6)0.0414 (7)0.0706 (8)0.0003 (5)0.0016 (5)0.0114 (5)
C10.0499 (10)0.0511 (10)0.0460 (9)0.0085 (8)0.0001 (8)0.0038 (8)
C20.0394 (9)0.0439 (9)0.0351 (8)0.0052 (7)0.0040 (7)0.0009 (7)
C30.0294 (7)0.0474 (9)0.0478 (9)0.0022 (7)0.0021 (7)0.0001 (7)
C40.0352 (8)0.0366 (8)0.0522 (9)0.0025 (7)0.0040 (7)0.0057 (7)
C50.0315 (8)0.0378 (8)0.0415 (8)0.0031 (6)0.0041 (6)0.0019 (6)
C60.0345 (8)0.0396 (9)0.0528 (10)0.0053 (7)0.0042 (7)0.0018 (7)
C70.0454 (9)0.0356 (8)0.0472 (9)0.0012 (7)0.0055 (7)0.0055 (7)
C80.0303 (8)0.0430 (9)0.0482 (9)0.0023 (7)0.0009 (7)0.0001 (7)
C90.0343 (8)0.0475 (9)0.0482 (9)0.0010 (7)0.0046 (7)0.0028 (7)
Geometric parameters (Å, º) top
O1—C11.2110 (19)C5—C61.388 (2)
O2—C51.3582 (17)C6—C71.380 (2)
O2—C81.4346 (17)C6—H60.9300
C1—C21.459 (2)C7—H70.9300
C1—H10.9300C8—C91.506 (2)
C2—C71.385 (2)C8—H8A0.9700
C2—C31.395 (2)C8—H8B0.9700
C3—C41.371 (2)C9—C9i1.518 (3)
C3—H30.9300C9—H9A0.9700
C4—C51.393 (2)C9—H9B0.9700
C4—H40.9300
C5—O2—C8118.84 (11)C7—C6—H6120.5
O1—C1—C2125.16 (17)C5—C6—H6120.5
O1—C1—H1117.4C6—C7—C2121.60 (15)
C2—C1—H1117.4C6—C7—H7119.2
C7—C2—C3118.65 (14)C2—C7—H7119.2
C7—C2—C1120.83 (15)O2—C8—C9107.58 (12)
C3—C2—C1120.51 (15)O2—C8—H8A110.2
C4—C3—C2120.49 (14)C9—C8—H8A110.2
C4—C3—H3119.8O2—C8—H8B110.2
C2—C3—H3119.8C9—C8—H8B110.2
C3—C4—C5120.20 (14)H8A—C8—H8B108.5
C3—C4—H4119.9C8—C9—C9i113.82 (16)
C5—C4—H4119.9C8—C9—H9A108.8
O2—C5—C6124.70 (13)C9i—C9—H9A108.8
O2—C5—C4115.31 (13)C8—C9—H9B108.8
C6—C5—C4119.98 (14)C9i—C9—H9B108.8
C7—C6—C5119.04 (14)H9A—C9—H9B107.7
O1—C1—C2—C7174.99 (16)C3—C4—C5—C60.9 (2)
O1—C1—C2—C34.0 (2)O2—C5—C6—C7179.22 (14)
C7—C2—C3—C41.7 (2)C4—C5—C6—C71.8 (2)
C1—C2—C3—C4177.30 (14)C5—C6—C7—C21.0 (2)
C2—C3—C4—C50.8 (2)C3—C2—C7—C60.8 (2)
C8—O2—C5—C62.0 (2)C1—C2—C7—C6178.20 (14)
C8—O2—C5—C4178.96 (12)C5—O2—C8—C9177.31 (12)
C3—C4—C5—O2180.00 (13)O2—C8—C9—C9i61.3 (2)
Symmetry code: (i) x, y, z.
 

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