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organic compounds
In the crystal structure of the title compound, C21H18, the T-shaped molecules adopt a packing arrangement which does not display any special intermolecular interactions.
Supporting information
 | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804000984/su6073sup1.cif |
 | Structure factor file (CIF format) https://doi.org/10.1107/S1600536804000984/su6073Isup2.hkl |
CCDC reference: 234898
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean
![[sigma]](//journals.iucr.org/logos/entities/sigma_rmgif.gif)
(C-C) = 0.003 Å - R factor = 0.041
- wR factor = 0.117
- Data-to-parameter ratio = 11.8
![[sigma]](http://journals.iucr.org/logos/entities/sigma_rmgif.gif){kind=small}
(C-C) = 0.003 ÅcheckCIF/PLATON results
No syntax errors found
Alert level C PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 49 Perc. PLAT166_ALERT_4_C S.U's Given on Coordinates for calc-flagged .... H21A PLAT166_ALERT_4_C S.U's Given on Coordinates for calc-flagged .... H21B PLAT166_ALERT_4_C S.U's Given on Coordinates for calc-flagged .... H21C
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 4 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion
Alert level C
Computing details top
Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: PLATON (Spek, 2003).
1,1-diphenyl-2-(4-methylphenyl)ethene top
Crystal data top
| C21H18 | F(000) = 576 |
| Mr = 270.35 | Dx = 1.133 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: -P 2ybc | Cell parameters from 25 reflections |
| a = 8.906 (1) Å | θ = 13–22° |
| b = 16.768 (3) Å | µ = 0.06 mm−1 |
| c = 10.628 (3) Å | T = 293 K |
| β = 93.39 (2)° | Fragment, colourless |
| V = 1584.4 (6) Å3 | 0.4 × 0.2 × 0.2 mm |
| Z = 4 |
Data collection top
| Enraf-Nonius MACH3 diffractometer | Rint = 0.051 |
| Radiation source: fine-focus sealed tube | θmax = 25.0°, θmin = 2.3° |
| Graphite monochromator | h = 0→10 |
| ω/2θ scans | k = −19→19 |
| 5826 measured reflections | l = −12→12 |
| 2787 independent reflections | 3 standard reflections every 60 reflections |
| 1355 reflections with I > 2σ(I) | intensity decay: 4% |
Refinement top
| 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)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.117 | Only H-atom coordinates refined |
| S = 0.95 | w = 1/[σ2(Fo2) + (0.0583P)2] where P = (Fo2 + 2Fc2)/3 |
| 2787 reflections | (Δ/σ)max < 0.001 |
| 237 parameters | Δρmax = 0.12 e Å−3 |
| 0 restraints | Δρmin = −0.13 e Å−3 |
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 | ||
| C15 | 0.2365 (2) | 0.72751 (11) | −0.02095 (19) | 0.0618 (5) | |
| C6 | −0.2223 (3) | 0.83693 (13) | 0.0576 (2) | 0.0728 (6) | |
| H6 | −0.238 (2) | 0.7875 (13) | 0.018 (2) | 0.087* | |
| C10 | −0.0620 (3) | 0.67991 (14) | 0.1829 (2) | 0.0743 (6) | |
| H10 | −0.034 (2) | 0.7224 (13) | 0.245 (2) | 0.089* | |
| C7 | 0.0583 (2) | 0.82992 (12) | 0.0406 (2) | 0.0669 (6) | |
| H7 | 0.139 (2) | 0.8689 (11) | 0.0209 (18) | 0.080* | |
| C14 | −0.0548 (2) | 0.62789 (12) | −0.0247 (2) | 0.0649 (5) | |
| H14 | −0.012 (2) | 0.6321 (11) | −0.108 (2) | 0.078* | |
| C9 | −0.0115 (2) | 0.68633 (11) | 0.06227 (19) | 0.0578 (5) | |
| C13 | −0.1450 (3) | 0.56555 (13) | 0.0070 (3) | 0.0758 (6) | |
| H13 | −0.169 (2) | 0.5234 (13) | −0.051 (2) | 0.091* | |
| C1 | −0.0798 (2) | 0.86907 (11) | 0.07730 (18) | 0.0643 (5) | |
| C16 | 0.3121 (2) | 0.66132 (13) | 0.0281 (2) | 0.0736 (6) | |
| H16 | 0.262 (2) | 0.6310 (12) | 0.094 (2) | 0.088* | |
| C2 | −0.0693 (3) | 0.94476 (12) | 0.1298 (2) | 0.0760 (6) | |
| H2 | 0.033 (3) | 0.9704 (12) | 0.141 (2) | 0.091* | |
| C8 | 0.0898 (2) | 0.75232 (11) | 0.02727 (18) | 0.0609 (5) | |
| C5 | −0.3479 (3) | 0.87780 (15) | 0.0919 (2) | 0.0808 (7) | |
| H5 | −0.440 (3) | 0.8527 (14) | 0.075 (2) | 0.097* | |
| C4 | −0.3342 (3) | 0.95357 (14) | 0.1470 (2) | 0.0811 (7) | |
| C11 | −0.1525 (3) | 0.61577 (17) | 0.2139 (3) | 0.0849 (7) | |
| H11 | −0.184 (3) | 0.6132 (13) | 0.295 (2) | 0.102* | |
| C17 | 0.4509 (3) | 0.63996 (15) | −0.0124 (3) | 0.0856 (7) | |
| H17 | 0.501 (3) | 0.5941 (15) | 0.027 (2) | 0.103* | |
| C12 | −0.1924 (3) | 0.55895 (16) | 0.1260 (3) | 0.0832 (7) | |
| H12 | −0.259 (3) | 0.5123 (13) | 0.147 (2) | 0.100* | |
| C18 | 0.5160 (3) | 0.68282 (15) | −0.1042 (3) | 0.0861 (7) | |
| H18 | 0.616 (3) | 0.6678 (13) | −0.134 (2) | 0.103* | |
| C3 | −0.1939 (4) | 0.98521 (14) | 0.1644 (2) | 0.0858 (7) | |
| H3 | −0.180 (3) | 1.0400 (14) | 0.203 (2) | 0.103* | |
| C20 | 0.3029 (3) | 0.76973 (14) | −0.1149 (2) | 0.0804 (7) | |
| H20 | 0.249 (3) | 0.8132 (13) | −0.151 (2) | 0.096* | |
| C19 | 0.4405 (3) | 0.74741 (16) | −0.1565 (3) | 0.0935 (8) | |
| H19 | 0.482 (3) | 0.7768 (15) | −0.223 (2) | 0.112* | |
| C21 | −0.4748 (3) | 0.99684 (16) | 0.1850 (3) | 0.1213 (11) | |
| H21A | −0.4749 (13) | 0.9991 (12) | 0.2754 (16) | 0.182* | |
| H21B | −0.5626 (16) | 0.9686 (9) | 0.1521 (19) | 0.182* | |
| H21C | −0.4756 (13) | 1.0501 (11) | 0.1515 (19) | 0.182* |
Atomic displacement parameters (Å2) top
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C15 | 0.0598 (12) | 0.0620 (11) | 0.0630 (12) | 0.0011 (10) | −0.0010 (10) | −0.0065 (10) |
| C6 | 0.0771 (16) | 0.0657 (13) | 0.0753 (15) | 0.0164 (12) | 0.0019 (12) | −0.0067 (11) |
| C10 | 0.0802 (15) | 0.0807 (16) | 0.0621 (15) | 0.0123 (13) | 0.0051 (13) | 0.0023 (11) |
| C7 | 0.0718 (14) | 0.0578 (12) | 0.0712 (14) | 0.0025 (11) | 0.0060 (11) | −0.0054 (10) |
| C14 | 0.0640 (13) | 0.0613 (12) | 0.0699 (14) | 0.0032 (11) | 0.0080 (11) | −0.0023 (11) |
| C9 | 0.0561 (11) | 0.0565 (11) | 0.0610 (13) | 0.0116 (9) | 0.0041 (10) | 0.0009 (9) |
| C13 | 0.0685 (14) | 0.0650 (14) | 0.0936 (18) | 0.0023 (12) | 0.0033 (13) | −0.0036 (13) |
| C1 | 0.0777 (14) | 0.0554 (12) | 0.0599 (12) | 0.0081 (11) | 0.0046 (10) | −0.0026 (9) |
| C16 | 0.0676 (14) | 0.0748 (14) | 0.0785 (15) | 0.0137 (12) | 0.0045 (12) | 0.0019 (12) |
| C2 | 0.1015 (17) | 0.0540 (13) | 0.0734 (14) | 0.0067 (12) | 0.0129 (13) | −0.0053 (11) |
| C8 | 0.0645 (13) | 0.0626 (13) | 0.0553 (11) | 0.0060 (10) | −0.0007 (9) | −0.0041 (10) |
| C5 | 0.0822 (16) | 0.0845 (17) | 0.0759 (15) | 0.0211 (13) | 0.0066 (13) | 0.0047 (12) |
| C4 | 0.109 (2) | 0.0762 (16) | 0.0597 (13) | 0.0397 (15) | 0.0228 (14) | 0.0103 (11) |
| C11 | 0.0815 (17) | 0.1030 (19) | 0.0716 (16) | 0.0160 (15) | 0.0153 (13) | 0.0225 (16) |
| C17 | 0.0782 (16) | 0.0894 (17) | 0.0886 (17) | 0.0219 (14) | 0.0010 (14) | −0.0013 (14) |
| C12 | 0.0676 (15) | 0.0780 (16) | 0.104 (2) | 0.0033 (12) | 0.0062 (15) | 0.0162 (16) |
| C18 | 0.0626 (14) | 0.0981 (18) | 0.098 (2) | 0.0111 (14) | 0.0072 (14) | −0.0152 (15) |
| C3 | 0.123 (2) | 0.0626 (14) | 0.0737 (15) | 0.0194 (16) | 0.0195 (15) | −0.0010 (12) |
| C20 | 0.0674 (15) | 0.0804 (16) | 0.0942 (18) | 0.0108 (12) | 0.0115 (13) | 0.0123 (13) |
| C19 | 0.0752 (17) | 0.1005 (19) | 0.106 (2) | 0.0048 (15) | 0.0199 (15) | 0.0124 (16) |
| C21 | 0.146 (3) | 0.114 (2) | 0.108 (2) | 0.0661 (19) | 0.0371 (18) | 0.0142 (17) |
Geometric parameters (Å, º) top
| C15—C16 | 1.384 (3) | C2—C3 | 1.369 (3) |
| C15—C20 | 1.385 (3) | C2—H2 | 1.01 (2) |
| C15—C8 | 1.491 (3) | C5—C4 | 1.401 (3) |
| C6—C5 | 1.379 (3) | C5—H5 | 0.93 (2) |
| C6—C1 | 1.383 (3) | C4—C3 | 1.360 (3) |
| C6—H6 | 0.94 (2) | C4—C21 | 1.522 (3) |
| C10—C9 | 1.388 (3) | C11—C12 | 1.367 (3) |
| C10—C11 | 1.395 (3) | C11—H11 | 0.92 (2) |
| C10—H10 | 1.00 (2) | C17—C18 | 1.368 (3) |
| C7—C8 | 1.341 (3) | C17—H17 | 0.97 (2) |
| C7—C1 | 1.467 (3) | C12—H12 | 1.02 (2) |
| C7—H7 | 1.00 (2) | C18—C19 | 1.375 (3) |
| C14—C13 | 1.372 (3) | C18—H18 | 1.00 (2) |
| C14—C9 | 1.386 (3) | C3—H3 | 1.01 (2) |
| C14—H14 | 0.98 (2) | C20—C19 | 1.379 (3) |
| C9—C8 | 1.489 (3) | C20—H20 | 0.94 (2) |
| C13—C12 | 1.361 (3) | C19—H19 | 0.95 (2) |
| C13—H13 | 0.96 (2) | C21—H21A | 0.9620 |
| C1—C2 | 1.387 (3) | C21—H21B | 0.9620 |
| C16—C17 | 1.379 (3) | C21—H21C | 0.9620 |
| C16—H16 | 0.99 (2) | ||
| C16—C15—C20 | 117.6 (2) | C6—C5—C4 | 120.6 (2) |
| C16—C15—C8 | 120.74 (19) | C6—C5—H5 | 116.3 (15) |
| C20—C15—C8 | 121.70 (18) | C4—C5—H5 | 123.1 (15) |
| C5—C6—C1 | 121.2 (2) | C3—C4—C5 | 117.8 (2) |
| C5—C6—H6 | 117.0 (14) | C3—C4—C21 | 122.8 (2) |
| C1—C6—H6 | 121.8 (13) | C5—C4—C21 | 119.4 (3) |
| C9—C10—C11 | 120.1 (2) | C12—C11—C10 | 120.4 (2) |
| C9—C10—H10 | 118.6 (13) | C12—C11—H11 | 121.6 (15) |
| C11—C10—H10 | 121.3 (12) | C10—C11—H11 | 118.0 (15) |
| C8—C7—C1 | 130.3 (2) | C18—C17—C16 | 120.7 (2) |
| C8—C7—H7 | 117.1 (11) | C18—C17—H17 | 121.2 (14) |
| C1—C7—H7 | 112.6 (11) | C16—C17—H17 | 118.1 (14) |
| C13—C14—C9 | 121.3 (2) | C13—C12—C11 | 119.7 (2) |
| C13—C14—H14 | 122.5 (11) | C13—C12—H12 | 119.3 (13) |
| C9—C14—H14 | 116.1 (11) | C11—C12—H12 | 121.0 (13) |
| C14—C9—C10 | 117.9 (2) | C17—C18—C19 | 119.0 (2) |
| C14—C9—C8 | 120.52 (19) | C17—C18—H18 | 121.2 (14) |
| C10—C9—C8 | 121.52 (19) | C19—C18—H18 | 119.8 (14) |
| C12—C13—C14 | 120.5 (2) | C4—C3—C2 | 121.5 (2) |
| C12—C13—H13 | 118.4 (13) | C4—C3—H3 | 119.9 (14) |
| C14—C13—H13 | 120.9 (13) | C2—C3—H3 | 118.6 (14) |
| C6—C1—C2 | 117.2 (2) | C19—C20—C15 | 121.2 (2) |
| C6—C1—C7 | 124.15 (18) | C19—C20—H20 | 121.2 (14) |
| C2—C1—C7 | 118.6 (2) | C15—C20—H20 | 117.6 (14) |
| C17—C16—C15 | 121.0 (2) | C18—C19—C20 | 120.4 (3) |
| C17—C16—H16 | 122.2 (12) | C18—C19—H19 | 120.5 (16) |
| C15—C16—H16 | 116.8 (12) | C20—C19—H19 | 119.1 (16) |
| C3—C2—C1 | 121.6 (3) | C4—C21—H21A | 109.5 |
| C3—C2—H2 | 120.0 (12) | C4—C21—H21B | 109.5 |
| C1—C2—H2 | 118.3 (12) | H21A—C21—H21B | 109.5 |
| C7—C8—C9 | 124.13 (18) | C4—C21—H21C | 109.5 |
| C7—C8—C15 | 120.05 (18) | H21A—C21—H21C | 109.5 |
| C9—C8—C15 | 115.78 (16) | H21B—C21—H21C | 109.5 |
