organic compounds
1,3-Bis(3,5-dimethylphenyl)-5-methylbenzene
aState Key Laboratory Base of Novel Functional Materials and Preparation Science, Institute of Solid Materials Chemistry, Faculty of Materials Science and Chemical Engineering, Ningbo University, Ningbo 315211, People's Republic of China
*Correspondence e-mail: leikeweipublic@hotmail.com
In the title compound, C23H24, the dihedral angles formed by the central benzene ring with the peripheral benzene rings are 29.90 (5) and 34.95 (5)°. The crystal packing is stabilized by π–π stacking interactions with centroid–centroid distances of 3.815 (4) Å.
Related literature
For the role of terphenyls in organic synthesis, see: Wright & Vinod (2003). For conformational studies on terphenyls, see: Amorim da Costa et al. (1997).
Experimental
Crystal data
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Data collection: APEX2 (Bruker, 2007); cell SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536810024013/rz2458sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536810024013/rz2458Isup2.hkl
1,3-Dibromo-5-methylbenzene (88.1 mmol, 22.02 g), 3,5-dimethylphenylboronic acid (211.6 mmol, 31.73 g) and triphenylphosphine (17.62 mmol, 4.62 g) were dissolved in 1,2-dimethoxyethane (120 ml), the 240 ml of a 2M K2CO3 (480 mmol) aqueous solution were added and the mixture was purged with nitrogen. Palladium acetate (0.988 g, 0.025 eq.) was added and the mixture was refluxed for 18 h. The two phases were then separated and the aqueous phase was extracted with ethyl acetate (3 x 250 ml). The combined organic phases were washed with water (250 ml) and dried over MgSO4. After evaporation of the solvent, the oily residue was purified by bulb-to-bulb distillation to afford the crude title compound. Recrystallization from ethyl acetate gave colourless crystal after 3 days. Yield: 78.9%. Calcd. for C23H24: C, 92.01%; H, 7.99%; Found: C, 91.87%; H, 8.08%.
All H atoms were placed in geometrically idealized positions and treated as riding on their parent atoms, with C—H = 0.93-0.96 Å, and with Uiso(H) = 1.2Ueq(C) or 1.5Ueq(C) for methyl H atoms.
Data collection: APEX2 (Bruker, 2007); cell
SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).Fig. 1. The structure of the title compound, showing 30% probability displacement ellipsoids and the atom-numbering scheme. | |
Fig. 2. Crystal packing of the title compound viewed along the b axis. |
C23H24 | F(000) = 648 |
Mr = 300.42 | Dx = 1.131 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 4929 reflections |
a = 14.955 (2) Å | θ = 2.6–27.5° |
b = 7.6081 (12) Å | µ = 0.06 mm−1 |
c = 16.207 (2) Å | T = 296 K |
β = 106.839 (2)° | Block, colourless |
V = 1765.0 (5) Å3 | 0.48 × 0.42 × 0.37 mm |
Z = 4 |
Bruker SMART APEXII diffractometer | 3087 independent reflections |
Radiation source: fine-focus sealed tube | 2485 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.030 |
phi and ω scans | θmax = 25.0°, θmin = 2.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2000) | h = −17→15 |
Tmin = 0.970, Tmax = 0.977 | k = −9→9 |
12155 measured reflections | l = −19→19 |
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)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.133 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0676P)2 + 0.6595P] where P = (Fo2 + 2Fc2)/3 |
3087 reflections | (Δ/σ)max < 0.001 |
213 parameters | Δρmax = 0.26 e Å−3 |
0 restraints | Δρmin = −0.19 e Å−3 |
C23H24 | V = 1765.0 (5) Å3 |
Mr = 300.42 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 14.955 (2) Å | µ = 0.06 mm−1 |
b = 7.6081 (12) Å | T = 296 K |
c = 16.207 (2) Å | 0.48 × 0.42 × 0.37 mm |
β = 106.839 (2)° |
Bruker SMART APEXII diffractometer | 3087 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2000) | 2485 reflections with I > 2σ(I) |
Tmin = 0.970, Tmax = 0.977 | Rint = 0.030 |
12155 measured reflections |
R[F2 > 2σ(F2)] = 0.044 | 0 restraints |
wR(F2) = 0.133 | H-atom parameters constrained |
S = 1.04 | Δρmax = 0.26 e Å−3 |
3087 reflections | Δρmin = −0.19 e Å−3 |
213 parameters |
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 | 0.28892 (13) | 0.9286 (3) | −0.18056 (11) | 0.0430 (5) | |
H1A | 0.3479 | 0.9757 | −0.1822 | 0.064* | |
H1B | 0.2406 | 1.0136 | −0.2032 | 0.064* | |
H1C | 0.2756 | 0.8235 | −0.2147 | 0.064* | |
C2 | 0.29293 (12) | 0.8859 (2) | −0.08860 (10) | 0.0323 (4) | |
C3 | 0.21125 (11) | 0.8739 (2) | −0.06402 (10) | 0.0317 (4) | |
H3A | 0.1544 | 0.9012 | −0.1039 | 0.038* | |
C4 | 0.21242 (11) | 0.8221 (2) | 0.01890 (10) | 0.0293 (4) | |
C5 | 0.29861 (11) | 0.7810 (2) | 0.07781 (10) | 0.0289 (4) | |
H5A | 0.3004 | 0.7432 | 0.1328 | 0.035* | |
C6 | 0.38219 (11) | 0.7953 (2) | 0.05594 (10) | 0.0292 (4) | |
C7 | 0.37750 (11) | 0.8499 (2) | −0.02774 (10) | 0.0325 (4) | |
H7A | 0.4326 | 0.8623 | −0.0429 | 0.039* | |
C8 | 0.12366 (11) | 0.8067 (2) | 0.04287 (10) | 0.0290 (4) | |
C9 | 0.04176 (11) | 0.7501 (2) | −0.01771 (10) | 0.0332 (4) | |
H9A | 0.0432 | 0.7229 | −0.0733 | 0.040* | |
C10 | −0.04181 (11) | 0.7333 (2) | 0.00311 (11) | 0.0357 (4) | |
C11 | −0.04208 (11) | 0.7735 (2) | 0.08674 (11) | 0.0357 (4) | |
H11A | −0.0972 | 0.7609 | 0.1017 | 0.043* | |
C12 | 0.03733 (11) | 0.8317 (2) | 0.14839 (11) | 0.0329 (4) | |
C13 | 0.12016 (11) | 0.8473 (2) | 0.12570 (10) | 0.0300 (4) | |
H13A | 0.1740 | 0.8856 | 0.1667 | 0.036* | |
C14 | −0.12950 (12) | 0.6743 (3) | −0.06379 (13) | 0.0489 (5) | |
H14A | −0.1131 | 0.6047 | −0.1066 | 0.073* | |
H14B | −0.1645 | 0.7753 | −0.0906 | 0.073* | |
H14C | −0.1668 | 0.6052 | −0.0367 | 0.073* | |
C15 | 0.03426 (13) | 0.8813 (3) | 0.23773 (12) | 0.0474 (5) | |
H15A | 0.0840 | 0.8231 | 0.2798 | 0.071* | |
H15B | −0.0246 | 0.8462 | 0.2451 | 0.071* | |
H15C | 0.0414 | 1.0063 | 0.2451 | 0.071* | |
C16 | 0.47339 (11) | 0.7497 (2) | 0.11903 (10) | 0.0286 (4) | |
C17 | 0.48839 (11) | 0.7751 (2) | 0.20766 (10) | 0.0294 (4) | |
H17A | 0.4406 | 0.8217 | 0.2270 | 0.035* | |
C18 | 0.57282 (11) | 0.7322 (2) | 0.26727 (10) | 0.0302 (4) | |
C19 | 0.64405 (11) | 0.6637 (2) | 0.23696 (11) | 0.0321 (4) | |
H19A | 0.7006 | 0.6331 | 0.2763 | 0.039* | |
C20 | 0.63239 (11) | 0.6404 (2) | 0.14940 (11) | 0.0318 (4) | |
C21 | 0.54670 (11) | 0.6821 (2) | 0.09147 (10) | 0.0310 (4) | |
H21A | 0.5379 | 0.6646 | 0.0329 | 0.037* | |
C22 | 0.58804 (12) | 0.7640 (3) | 0.36219 (11) | 0.0404 (4) | |
H22A | 0.5334 | 0.8179 | 0.3708 | 0.061* | |
H22B | 0.6408 | 0.8403 | 0.3837 | 0.061* | |
H22C | 0.5996 | 0.6541 | 0.3925 | 0.061* | |
C23 | 0.71275 (12) | 0.5809 (3) | 0.11702 (12) | 0.0437 (5) | |
H23A | 0.7562 | 0.5144 | 0.1612 | 0.066* | |
H23B | 0.7437 | 0.6818 | 0.1026 | 0.066* | |
H23C | 0.6893 | 0.5088 | 0.0668 | 0.066* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0487 (11) | 0.0466 (11) | 0.0349 (9) | −0.0097 (9) | 0.0141 (8) | 0.0031 (8) |
C2 | 0.0378 (9) | 0.0300 (8) | 0.0302 (8) | −0.0042 (7) | 0.0115 (7) | −0.0003 (7) |
C3 | 0.0308 (9) | 0.0306 (8) | 0.0315 (8) | −0.0005 (7) | 0.0057 (7) | 0.0018 (7) |
C4 | 0.0273 (8) | 0.0286 (8) | 0.0319 (8) | −0.0007 (6) | 0.0086 (7) | −0.0009 (7) |
C5 | 0.0276 (8) | 0.0325 (8) | 0.0279 (8) | −0.0004 (7) | 0.0097 (7) | 0.0009 (6) |
C6 | 0.0283 (8) | 0.0296 (8) | 0.0311 (8) | −0.0014 (6) | 0.0107 (7) | −0.0030 (7) |
C7 | 0.0313 (9) | 0.0340 (9) | 0.0355 (9) | −0.0052 (7) | 0.0150 (7) | −0.0025 (7) |
C8 | 0.0249 (8) | 0.0290 (8) | 0.0321 (8) | 0.0024 (6) | 0.0065 (7) | 0.0045 (6) |
C9 | 0.0288 (9) | 0.0364 (9) | 0.0321 (9) | 0.0005 (7) | 0.0054 (7) | 0.0021 (7) |
C10 | 0.0264 (9) | 0.0331 (9) | 0.0432 (10) | 0.0004 (7) | 0.0033 (7) | 0.0064 (7) |
C11 | 0.0237 (8) | 0.0372 (9) | 0.0482 (10) | 0.0023 (7) | 0.0135 (7) | 0.0081 (8) |
C12 | 0.0286 (8) | 0.0336 (9) | 0.0381 (9) | 0.0046 (7) | 0.0121 (7) | 0.0058 (7) |
C13 | 0.0236 (8) | 0.0322 (9) | 0.0324 (8) | 0.0005 (6) | 0.0054 (6) | 0.0022 (7) |
C14 | 0.0313 (10) | 0.0518 (12) | 0.0549 (12) | −0.0053 (8) | −0.0013 (8) | 0.0052 (9) |
C15 | 0.0397 (10) | 0.0610 (13) | 0.0465 (11) | 0.0018 (9) | 0.0208 (9) | −0.0012 (9) |
C16 | 0.0245 (8) | 0.0300 (8) | 0.0333 (8) | −0.0033 (6) | 0.0118 (7) | −0.0002 (7) |
C17 | 0.0253 (8) | 0.0317 (8) | 0.0349 (9) | −0.0007 (6) | 0.0148 (7) | 0.0000 (7) |
C18 | 0.0274 (8) | 0.0311 (8) | 0.0336 (9) | −0.0031 (6) | 0.0110 (7) | 0.0016 (7) |
C19 | 0.0244 (8) | 0.0316 (9) | 0.0398 (9) | −0.0001 (6) | 0.0084 (7) | 0.0040 (7) |
C20 | 0.0263 (8) | 0.0280 (8) | 0.0445 (10) | −0.0019 (6) | 0.0155 (7) | −0.0024 (7) |
C21 | 0.0289 (8) | 0.0340 (9) | 0.0331 (8) | −0.0042 (7) | 0.0138 (7) | −0.0043 (7) |
C22 | 0.0355 (10) | 0.0521 (11) | 0.0337 (9) | 0.0029 (8) | 0.0104 (8) | 0.0038 (8) |
C23 | 0.0314 (9) | 0.0490 (11) | 0.0554 (11) | 0.0032 (8) | 0.0198 (8) | −0.0073 (9) |
C1—C2 | 1.509 (2) | C13—H13A | 0.9300 |
C1—H1A | 0.9600 | C14—H14A | 0.9600 |
C1—H1B | 0.9600 | C14—H14B | 0.9600 |
C1—H1C | 0.9600 | C14—H14C | 0.9600 |
C2—C7 | 1.387 (2) | C15—H15A | 0.9600 |
C2—C3 | 1.393 (2) | C15—H15B | 0.9600 |
C3—C4 | 1.396 (2) | C15—H15C | 0.9600 |
C3—H3A | 0.9300 | C16—C21 | 1.397 (2) |
C4—C5 | 1.399 (2) | C16—C17 | 1.401 (2) |
C4—C8 | 1.492 (2) | C17—C18 | 1.388 (2) |
C5—C6 | 1.399 (2) | C17—H17A | 0.9300 |
C5—H5A | 0.9300 | C18—C19 | 1.397 (2) |
C6—C7 | 1.401 (2) | C18—C22 | 1.508 (2) |
C6—C16 | 1.489 (2) | C19—C20 | 1.390 (2) |
C7—H7A | 0.9300 | C19—H19A | 0.9300 |
C8—C13 | 1.393 (2) | C20—C21 | 1.388 (2) |
C8—C9 | 1.398 (2) | C20—C23 | 1.513 (2) |
C9—C10 | 1.392 (2) | C21—H21A | 0.9300 |
C9—H9A | 0.9300 | C22—H22A | 0.9600 |
C10—C11 | 1.391 (2) | C22—H22B | 0.9600 |
C10—C14 | 1.508 (2) | C22—H22C | 0.9600 |
C11—C12 | 1.385 (2) | C23—H23A | 0.9600 |
C11—H11A | 0.9300 | C23—H23B | 0.9600 |
C12—C13 | 1.396 (2) | C23—H23C | 0.9600 |
C12—C15 | 1.510 (2) | ||
C2—C1—H1A | 109.5 | C10—C14—H14A | 109.5 |
C2—C1—H1B | 109.5 | C10—C14—H14B | 109.5 |
H1A—C1—H1B | 109.5 | H14A—C14—H14B | 109.5 |
C2—C1—H1C | 109.5 | C10—C14—H14C | 109.5 |
H1A—C1—H1C | 109.5 | H14A—C14—H14C | 109.5 |
H1B—C1—H1C | 109.5 | H14B—C14—H14C | 109.5 |
C7—C2—C3 | 118.56 (14) | C12—C15—H15A | 109.5 |
C7—C2—C1 | 120.78 (15) | C12—C15—H15B | 109.5 |
C3—C2—C1 | 120.60 (15) | H15A—C15—H15B | 109.5 |
C2—C3—C4 | 121.76 (15) | C12—C15—H15C | 109.5 |
C2—C3—H3A | 119.1 | H15A—C15—H15C | 109.5 |
C4—C3—H3A | 119.1 | H15B—C15—H15C | 109.5 |
C3—C4—C5 | 118.18 (14) | C21—C16—C17 | 118.10 (14) |
C3—C4—C8 | 120.59 (14) | C21—C16—C6 | 120.92 (14) |
C5—C4—C8 | 121.21 (14) | C17—C16—C6 | 120.97 (14) |
C6—C5—C4 | 121.59 (14) | C18—C17—C16 | 121.62 (14) |
C6—C5—H5A | 119.2 | C18—C17—H17A | 119.2 |
C4—C5—H5A | 119.2 | C16—C17—H17A | 119.2 |
C5—C6—C7 | 118.08 (14) | C17—C18—C19 | 118.39 (15) |
C5—C6—C16 | 121.04 (14) | C17—C18—C22 | 120.69 (14) |
C7—C6—C16 | 120.86 (14) | C19—C18—C22 | 120.90 (15) |
C2—C7—C6 | 121.78 (14) | C20—C19—C18 | 121.59 (15) |
C2—C7—H7A | 119.1 | C20—C19—H19A | 119.2 |
C6—C7—H7A | 119.1 | C18—C19—H19A | 119.2 |
C13—C8—C9 | 118.38 (14) | C21—C20—C19 | 118.64 (14) |
C13—C8—C4 | 121.21 (14) | C21—C20—C23 | 120.27 (15) |
C9—C8—C4 | 120.41 (14) | C19—C20—C23 | 121.00 (15) |
C10—C9—C8 | 121.59 (15) | C20—C21—C16 | 121.63 (15) |
C10—C9—H9A | 119.2 | C20—C21—H21A | 119.2 |
C8—C9—H9A | 119.2 | C16—C21—H21A | 119.2 |
C11—C10—C9 | 118.20 (15) | C18—C22—H22A | 109.5 |
C11—C10—C14 | 121.26 (16) | C18—C22—H22B | 109.5 |
C9—C10—C14 | 120.54 (16) | H22A—C22—H22B | 109.5 |
C12—C11—C10 | 121.97 (15) | C18—C22—H22C | 109.5 |
C12—C11—H11A | 119.0 | H22A—C22—H22C | 109.5 |
C10—C11—H11A | 119.0 | H22B—C22—H22C | 109.5 |
C11—C12—C13 | 118.58 (15) | C20—C23—H23A | 109.5 |
C11—C12—C15 | 120.93 (15) | C20—C23—H23B | 109.5 |
C13—C12—C15 | 120.48 (15) | H23A—C23—H23B | 109.5 |
C8—C13—C12 | 121.27 (15) | C20—C23—H23C | 109.5 |
C8—C13—H13A | 119.4 | H23A—C23—H23C | 109.5 |
C12—C13—H13A | 119.4 | H23B—C23—H23C | 109.5 |
C7—C2—C3—C4 | −1.9 (2) | C10—C11—C12—C13 | −1.1 (2) |
C1—C2—C3—C4 | 175.21 (15) | C10—C11—C12—C15 | 177.55 (17) |
C2—C3—C4—C5 | −0.3 (2) | C9—C8—C13—C12 | 0.2 (2) |
C2—C3—C4—C8 | −178.69 (15) | C4—C8—C13—C12 | −179.50 (15) |
C3—C4—C5—C6 | 1.7 (2) | C11—C12—C13—C8 | 0.4 (2) |
C8—C4—C5—C6 | −179.86 (14) | C15—C12—C13—C8 | −178.23 (16) |
C4—C5—C6—C7 | −1.0 (2) | C5—C6—C16—C21 | 148.88 (16) |
C4—C5—C6—C16 | −179.49 (14) | C7—C6—C16—C21 | −29.6 (2) |
C3—C2—C7—C6 | 2.6 (2) | C5—C6—C16—C17 | −31.8 (2) |
C1—C2—C7—C6 | −174.43 (15) | C7—C6—C16—C17 | 149.78 (15) |
C5—C6—C7—C2 | −1.3 (2) | C21—C16—C17—C18 | −1.0 (2) |
C16—C6—C7—C2 | 177.26 (15) | C6—C16—C17—C18 | 179.61 (14) |
C3—C4—C8—C13 | −145.64 (16) | C16—C17—C18—C19 | 0.6 (2) |
C5—C4—C8—C13 | 36.0 (2) | C16—C17—C18—C22 | 178.76 (15) |
C3—C4—C8—C9 | 34.7 (2) | C17—C18—C19—C20 | 0.8 (2) |
C5—C4—C8—C9 | −143.73 (16) | C22—C18—C19—C20 | −177.33 (15) |
C13—C8—C9—C10 | −0.2 (2) | C18—C19—C20—C21 | −1.8 (2) |
C4—C8—C9—C10 | 179.53 (15) | C18—C19—C20—C23 | 174.69 (16) |
C8—C9—C10—C11 | −0.5 (2) | C19—C20—C21—C16 | 1.3 (2) |
C8—C9—C10—C14 | 179.17 (16) | C23—C20—C21—C16 | −175.17 (16) |
C9—C10—C11—C12 | 1.1 (2) | C17—C16—C21—C20 | 0.0 (2) |
C14—C10—C11—C12 | −178.51 (16) | C6—C16—C21—C20 | 179.43 (15) |
Experimental details
Crystal data | |
Chemical formula | C23H24 |
Mr | 300.42 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 296 |
a, b, c (Å) | 14.955 (2), 7.6081 (12), 16.207 (2) |
β (°) | 106.839 (2) |
V (Å3) | 1765.0 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.06 |
Crystal size (mm) | 0.48 × 0.42 × 0.37 |
Data collection | |
Diffractometer | Bruker SMART APEXII diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 2000) |
Tmin, Tmax | 0.970, 0.977 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 12155, 3087, 2485 |
Rint | 0.030 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.044, 0.133, 1.04 |
No. of reflections | 3087 |
No. of parameters | 213 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.26, −0.19 |
Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Acknowledgements
This project was supported by the Talent Fund of Ningbo University (grant No. 2008087) and sponsored by the K. C. Wong Magna Fund in Ningbo University.
References
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Terphenyl compounds play an important role in organic synthesis and as heat exchanger, due to the possibility of a methyl group on the terphenyl core to be oxidized to carboxylic acid (Wright & Vinod, 2003).The conformation of m-terphenyls has been studied under a variety of conditions; because these molecules are formed by three phenyl rings connected by two C—C bonds, characteristic conformational changes occur with the rotations around the C—C bonds (Amorim da Costa et al., 1997). Herein we report the synthesis and crystal structure of a new terphenyl compound.
The molecular structure of the title compound is illustrated in Fig. 1. Bond lengths and bond angles are within normal ranges.The dihedral angle formed by the peripheral C8–C13 and C16–C21 benzene rings with the central C2–C7 benzene ring are 34.95 (5) and 29.90 (5)° respectively. In the crystal packing,the centroid-to centroid distance of 3.815 (4)Å between the planes of adjacent C8–C13 benzene rings suggests that the molecules are engaged in offset face-to-face π-π stacking interactions (Fig. 2).