Download citation
Download citation
link to html
In the title compound, C15H14O2, the dihedral angle between the two aromatic rings is 52.75 (7)°.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680600780X/rz6178sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680600780X/rz6178Isup2.hkl
Contains datablock I

CCDC reference: 234099

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.051
  • wR factor = 0.145
  • Data-to-parameter ratio = 12.1

checkCIF/PLATON results

No syntax errors found



Alert level A PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.93
Author Response: ...We have collected data on kappa IP diffractometer and processed using Denzo; and as we know that the DENZO image processing package is known to have problems with certain strong reflections. They are often excluded from the data set leading to a lower value for the above parameter.

Alert level C PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low .... 0.90
1 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 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 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
checkCIF publication errors
Alert level A PUBL024_ALERT_1_A The number of authors is greater than 5. Please specify the role of each of the co-authors for your paper.
Author Response: ... All the authors have been approved and each author has a genuine role for the contribution to this paper.

1 ALERT level A = Data missing that is essential or data in wrong format 0 ALERT level G = General alerts. Data that may be required is missing

Computing details top

Data collection: XPRESS (MacScience, 2002); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: SCALEPACK and DENZO (Otwinowski and Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003) and ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

(2-Hydroxy-5-methylphenyl)(4-methylphenyl)methanone top
Crystal data top
C15H14O2Z = 2
Mr = 226.26F(000) = 240
Triclinic, P1Dx = 1.248 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 7.4270 (5) ÅCell parameters from 3046 reflections
b = 7.4840 (9) Åθ = 2.8–25.0°
c = 10.9400 (13) ŵ = 0.08 mm1
α = 88.155 (3)°T = 295 K
β = 86.638 (7)°Block, white
γ = 82.765 (8)°0.25 × 0.2 × 0.2 mm
V = 602.02 (11) Å3
Data collection top
MacScience DIPLabo 32001
diffractometer
1666 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.027
Graphite monochromatorθmax = 25.0°, θmin = 2.8°
Detector resolution: 10.0 pixels mm-1h = 88
ω scansk = 88
3046 measured reflectionsl = 1212
1905 independent reflections
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)] = 0.051H-atom parameters constrained
wR(F2) = 0.145 w = 1/[σ2(Fo2) + (0.0809P)2 + 0.0862P]
where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max < 0.001
1905 reflectionsΔρmax = 0.17 e Å3
157 parametersΔρmin = 0.19 e Å3
0 restraintsExtinction correction: SHELXL97
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.27 (3)
Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All e.s.d.'s are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F^2 for All reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2, conventional R-factors R are based on F, with F set to zero for negative F^2. The observed criterion of F^2 > σ(F^2) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2 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
O150.22985 (16)0.19497 (17)0.49289 (12)0.0681 (5)
O160.06188 (17)0.22443 (18)0.28141 (11)0.0706 (5)
C10.2344 (2)0.33782 (19)0.64240 (13)0.0517 (5)
C20.0782 (3)0.3049 (2)0.71379 (14)0.0610 (6)
C30.0724 (2)0.2563 (2)0.66342 (15)0.0620 (6)
C40.0750 (2)0.2365 (2)0.53842 (15)0.0520 (5)
C50.0823 (2)0.25895 (18)0.46406 (13)0.0464 (5)
C60.2325 (2)0.31146 (19)0.51877 (13)0.0478 (5)
C70.0820 (2)0.2334 (2)0.33100 (14)0.0507 (5)
C80.2541 (2)0.21779 (19)0.25287 (13)0.0485 (5)
C90.2534 (2)0.3055 (2)0.13913 (14)0.0584 (6)
C100.4075 (3)0.2908 (2)0.06170 (14)0.0631 (6)
C110.5658 (2)0.1847 (2)0.09308 (14)0.0562 (5)
C120.5639 (2)0.0938 (2)0.20591 (14)0.0538 (5)
C130.4119 (2)0.11068 (19)0.28521 (13)0.0499 (5)
C140.3953 (3)0.3991 (3)0.69801 (15)0.0667 (6)
C170.7336 (3)0.1691 (3)0.00878 (18)0.0787 (8)
H20.076900.316400.798200.0730*
H30.173700.236400.713700.0740*
H60.335300.329200.469400.0570*
H90.148100.374800.114900.0700*
H100.405200.353300.013200.0760*
H120.667600.019900.228400.0650*
H130.414800.050100.360800.0600*
H14A0.486500.417800.634600.1000*
H14B0.444300.308800.755500.1000*
H14C0.358100.509800.739500.1000*
H150.215600.186600.418300.1020*
H17A0.735000.067100.042400.1180*
H17B0.839400.153800.056300.1180*
H17C0.733900.276600.041500.1180*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O150.0509 (8)0.0782 (8)0.0764 (8)0.0171 (6)0.0072 (6)0.0036 (6)
O160.0545 (9)0.0955 (10)0.0650 (8)0.0172 (6)0.0056 (6)0.0162 (6)
C10.0593 (11)0.0474 (8)0.0465 (8)0.0004 (6)0.0008 (6)0.0003 (6)
C20.0713 (12)0.0647 (10)0.0423 (8)0.0038 (8)0.0068 (7)0.0029 (7)
C30.0595 (12)0.0653 (10)0.0573 (10)0.0034 (8)0.0163 (8)0.0073 (7)
C40.0507 (10)0.0446 (8)0.0589 (9)0.0035 (6)0.0060 (7)0.0023 (6)
C50.0495 (9)0.0410 (7)0.0480 (8)0.0058 (6)0.0041 (6)0.0014 (6)
C60.0523 (10)0.0445 (8)0.0459 (8)0.0071 (6)0.0052 (6)0.0011 (6)
C70.0523 (10)0.0485 (8)0.0523 (9)0.0100 (6)0.0010 (7)0.0064 (6)
C80.0569 (10)0.0476 (8)0.0426 (8)0.0119 (6)0.0008 (6)0.0076 (6)
C90.0651 (11)0.0638 (10)0.0460 (8)0.0057 (8)0.0046 (7)0.0018 (7)
C100.0787 (13)0.0720 (11)0.0402 (8)0.0177 (9)0.0005 (7)0.0001 (7)
C110.0651 (11)0.0604 (9)0.0463 (8)0.0217 (8)0.0079 (7)0.0144 (7)
C120.0533 (10)0.0523 (9)0.0564 (9)0.0084 (7)0.0014 (7)0.0101 (7)
C130.0572 (10)0.0479 (8)0.0452 (8)0.0101 (6)0.0001 (6)0.0015 (6)
C140.0765 (13)0.0728 (11)0.0518 (9)0.0088 (9)0.0091 (8)0.0077 (8)
C170.0775 (14)0.0981 (14)0.0627 (11)0.0260 (11)0.0207 (9)0.0195 (10)
Geometric parameters (Å, º) top
O15—C41.354 (2)C11—C171.501 (3)
O16—C71.237 (2)C11—C121.390 (2)
O15—H150.8201C12—C131.378 (2)
C1—C21.404 (3)C2—H20.9296
C1—C141.500 (3)C3—H30.9302
C1—C61.374 (2)C6—H60.9300
C2—C31.369 (3)C9—H90.9296
C3—C41.382 (2)C10—H100.9303
C4—C51.409 (2)C12—H120.9305
C5—C71.474 (2)C13—H130.9302
C5—C61.400 (2)C14—H14A0.9603
C7—C81.490 (2)C14—H14B0.9603
C8—C131.391 (2)C14—H14C0.9595
C8—C91.388 (2)C17—H17A0.9598
C9—C101.378 (3)C17—H17B0.9603
C10—C111.388 (2)C17—H17C0.9600
O15···O162.5798 (18)H6···C82.6630
O16···C12i3.220 (2)H6···C132.6272
O16···O152.5798 (18)H6···H132.4269
O15···H13ii2.8285H6···H14A2.3388
O15···H14Ai2.9191H9···O162.6446
O16···H92.6446H10···H14Bvii2.5577
O16···H12i2.7721H10···H17C2.4403
O16···H151.8654H12···O16iv2.7721
O16···H17Bi2.6972H12···H17B2.4690
O16···H14Ciii2.7886H12···C1v3.0135
C2···C7iii3.538 (2)H12···C2v2.9594
C4···C6iii3.487 (2)H13···C52.9380
C6···C133.147 (2)H13···C62.8146
C6···C4iii3.487 (2)H13···H62.4269
C7···C2iii3.538 (2)H13···O15ii2.8285
C12···O16iv3.220 (2)H14A···O15iv2.9191
C13···C63.147 (2)H14A···H62.3388
C1···H12v3.0135H14B···H10viii2.5577
C2···H12v2.9594H14B···C12v3.0367
C5···H132.9380H14C···O16iii2.7886
C6···H132.8146H15···O161.8654
C7···H152.4179H15···C72.4179
C8···H62.6630H15···C12i3.0659
C9···H17Avi3.0037H17A···C9vi3.0037
C10···H17Avi3.0192H17A···C10vi3.0192
C12···H15iv3.0659H17B···O16iv2.6972
C12···H14Bv3.0367H17B···H122.4690
C13···H62.6272H17C···H102.4403
C4—O15—H15109.47C1—C2—H2118.90
C2—C1—C14121.76 (14)C3—C2—H2118.83
C6—C1—C14121.59 (14)C2—C3—H3119.78
C2—C1—C6116.64 (14)C4—C3—H3119.74
C1—C2—C3122.28 (14)C1—C6—H6118.61
C2—C3—C4120.49 (15)C5—C6—H6118.64
O15—C4—C3118.06 (14)C8—C9—H9119.74
O15—C4—C5122.84 (14)C10—C9—H9119.66
C3—C4—C5119.10 (14)C9—C10—H10119.26
C4—C5—C6118.61 (13)C11—C10—H10119.34
C4—C5—C7119.38 (13)C11—C12—H12119.26
C6—C5—C7121.97 (13)C13—C12—H12119.25
C1—C6—C5122.75 (14)C8—C13—H13119.79
O16—C7—C8118.28 (14)C12—C13—H13119.83
C5—C7—C8121.11 (13)C1—C14—H14A109.46
O16—C7—C5120.61 (14)C1—C14—H14B109.47
C7—C8—C13123.10 (13)C1—C14—H14C109.46
C9—C8—C13118.50 (13)H14A—C14—H14B109.48
C7—C8—C9118.28 (13)H14A—C14—H14C109.49
C8—C9—C10120.60 (14)H14B—C14—H14C109.47
C9—C10—C11121.40 (14)C11—C17—H17A109.54
C10—C11—C12117.60 (14)C11—C17—H17B109.48
C10—C11—C17121.34 (15)C11—C17—H17C109.47
C12—C11—C17121.06 (15)H17A—C17—H17B109.48
C11—C12—C13121.49 (14)H17A—C17—H17C109.44
C8—C13—C12120.38 (13)H17B—C17—H17C109.42
C2—C1—C6—C51.6 (2)C6—C5—C7—O16164.75 (15)
C14—C1—C6—C5178.26 (15)C5—C7—C8—C9138.87 (14)
C6—C1—C2—C32.7 (2)C5—C7—C8—C1345.2 (2)
C14—C1—C2—C3177.18 (16)O16—C7—C8—C13134.77 (16)
C1—C2—C3—C40.5 (2)O16—C7—C8—C941.1 (2)
C2—C3—C4—O15177.52 (14)C7—C8—C13—C12176.32 (14)
C2—C3—C4—C52.9 (2)C7—C8—C9—C10177.97 (14)
O15—C4—C5—C6176.57 (14)C13—C8—C9—C101.9 (2)
C3—C4—C5—C7178.43 (13)C9—C8—C13—C120.5 (2)
O15—C4—C5—C71.2 (2)C8—C9—C10—C111.8 (2)
C3—C4—C5—C63.8 (2)C9—C10—C11—C17179.88 (16)
C4—C5—C6—C11.6 (2)C9—C10—C11—C120.2 (2)
C4—C5—C7—C8167.12 (13)C10—C11—C12—C131.3 (2)
C7—C5—C6—C1179.26 (14)C17—C11—C12—C13178.42 (16)
C4—C5—C7—O1612.9 (2)C11—C12—C13—C81.1 (2)
C6—C5—C7—C815.2 (2)
Symmetry codes: (i) x1, y, z; (ii) x, y, z+1; (iii) x, y+1, z+1; (iv) x+1, y, z; (v) x+1, y, z+1; (vi) x+1, y, z; (vii) x, y, z1; (viii) x, y, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O15—H15···O160.821.872.5798 (18)145
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds