(4-Methoxy­phen­yl)(2-methyl­phen­yl)methanone

In the title compound, C₁₅H₁₄O₂, the dihedral angle between the two benzene rings is 56.34 (7)°.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C)= 0.002 Å
• R factor = 0.048
• wR factor = 0.143
• Data-to-parameter ratio = 13.5

checkCIF/PLATON results

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Computing details

Data collection: XPRESS (MacScience, 2002); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO (Otwinowski and Minor, 1997) and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); 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.

(I)

Crystal data

C15H14O2	F(000) = 480
Mr = 226.26	Dx = 1.239 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4020 reflections
a = 7.592 (4) Å	θ = 2.3–25.0°
b = 14.147 (7) Å	µ = 0.08 mm^−1
c = 11.342 (7) Å	T = 295 K
β = 95.231 (2)°	Block, colourless
V = 1213.1 (12) Å^3	0.3 × 0.2 × 0.2 mm
Z = 4

Data collection

MacScience DIPLabo 32001 diffractometer	1882 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.019
Graphite monochromator	θmax = 25.0°, θmin = 2.3°
Detector resolution: 10.0 pixels mm^-1	h = −9→9
ω scans	k = −16→16
4020 measured reflections	l = −13→13
2123 independent reflections

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.048	H-atom parameters constrained
wR(F^2) = 0.143	w = 1/[σ^2(Fo^2) + (0.0795P)^2 + 0.1331P] where P = (Fo^2 + 2Fc^2)/3
S = 1.19	(Δ/σ)max = 0.001
2123 reflections	Δρmax = 0.41 e Å^−3
157 parameters	Δρmin = −0.37 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.22 (2)

Special details

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 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 (Ų)

	x	y	z	Uiso*/Ueq
O17	0.36706 (15)	0.10452 (7)	0.94637 (10)	0.0587 (4)
C4	0.26855 (18)	0.39251 (10)	0.96424 (12)	0.0453 (4)
C1	0.33803 (18)	0.19934 (10)	0.94589 (12)	0.0458 (4)
C8	0.24024 (19)	0.49513 (10)	0.98311 (13)	0.0490 (4)
C9	0.20172 (18)	0.56091 (10)	0.88073 (13)	0.0461 (4)
C2	0.25393 (19)	0.23400 (10)	1.04091 (13)	0.0501 (4)
H2	0.2182	0.1914	1.1001	0.060*
C6	0.38615 (19)	0.26117 (11)	0.85936 (12)	0.0499 (4)
H6	0.4441	0.2373	0.7937	0.060*
C5	0.34971 (19)	0.35656 (10)	0.86891 (12)	0.0479 (4)
H5	0.3817	0.3982	0.8076	0.058*
C10	0.24350 (18)	0.65607 (10)	0.89759 (13)	0.0500 (4)
H10	0.3070	0.6763	0.9703	0.060*
C3	0.22151 (19)	0.32911 (11)	1.05064 (12)	0.0490 (4)
H3	0.1658	0.3520	1.1178	0.059*
O16	0.24448 (19)	0.52616 (8)	1.08362 (10)	0.0749 (4)
C14	0.11188 (19)	0.53244 (11)	0.77437 (14)	0.0539 (4)
H14	0.0845	0.4668	0.7616	0.065*
C11	0.19742 (19)	0.72333 (11)	0.81108 (14)	0.0542 (4)
C12	0.1069 (2)	0.69302 (13)	0.70616 (15)	0.0632 (5)
H12	0.0722	0.7374	0.6444	0.076*
C13	0.0641 (2)	0.59906 (13)	0.68804 (14)	0.0626 (5)
H13	0.0006	0.5802	0.6147	0.075*
C7	0.4530 (3)	0.06452 (12)	0.85195 (17)	0.0709 (5)
H7A	0.4758	−0.0012	0.8677	0.106*
H7B	0.5627	0.0968	0.8450	0.106*
H7C	0.3784	0.0709	0.7794	0.106*
C15	0.2407 (3)	0.82610 (12)	0.83278 (19)	0.0736 (5)
H15A	0.2383	0.8587	0.7584	0.110*
H15B	0.3565	0.8315	0.8740	0.110*
H15C	0.1551	0.8536	0.8798	0.110*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O17	0.0704 (7)	0.0439 (6)	0.0613 (7)	0.0045 (5)	0.0041 (5)	0.0042 (5)
C4	0.0450 (7)	0.0472 (8)	0.0428 (7)	−0.0025 (5)	−0.0002 (6)	0.0033 (6)
C1	0.0447 (7)	0.0447 (8)	0.0464 (8)	−0.0014 (5)	−0.0043 (6)	0.0024 (6)
C8	0.0535 (8)	0.0475 (8)	0.0460 (8)	−0.0041 (6)	0.0040 (6)	−0.0010 (6)
C9	0.0421 (7)	0.0470 (8)	0.0491 (8)	0.0007 (6)	0.0039 (6)	0.0028 (6)
C2	0.0560 (8)	0.0495 (8)	0.0448 (8)	−0.0045 (6)	0.0032 (6)	0.0095 (6)
C6	0.0522 (8)	0.0528 (8)	0.0453 (8)	0.0021 (6)	0.0070 (6)	0.0007 (6)
C5	0.0523 (8)	0.0481 (8)	0.0437 (8)	−0.0021 (6)	0.0068 (6)	0.0063 (6)
C10	0.0467 (8)	0.0492 (8)	0.0535 (8)	−0.0004 (6)	0.0008 (6)	0.0027 (6)
C3	0.0527 (8)	0.0537 (8)	0.0411 (7)	−0.0014 (6)	0.0065 (6)	0.0018 (6)
O16	0.1252 (12)	0.0527 (7)	0.0467 (7)	−0.0029 (6)	0.0080 (6)	−0.0034 (5)
C14	0.0484 (8)	0.0565 (9)	0.0558 (9)	−0.0020 (6)	−0.0005 (6)	−0.0018 (7)
C11	0.0457 (8)	0.0522 (9)	0.0647 (10)	0.0032 (6)	0.0052 (7)	0.0111 (7)
C12	0.0542 (9)	0.0709 (11)	0.0633 (10)	0.0075 (7)	−0.0013 (7)	0.0192 (8)
C13	0.0548 (9)	0.0765 (11)	0.0540 (9)	0.0024 (8)	−0.0096 (7)	0.0032 (8)
C7	0.0875 (12)	0.0510 (9)	0.0746 (11)	0.0102 (8)	0.0098 (9)	−0.0055 (8)
C15	0.0782 (12)	0.0522 (10)	0.0897 (13)	0.0021 (8)	0.0039 (10)	0.0160 (9)

Geometric parameters (Å, º)

O17—C1	1.3593 (17)	C10—C11	1.389 (2)
O17—C7	1.421 (2)	C10—H10	0.96
C4—C5	1.389 (2)	C3—H3	0.96
C4—C3	1.399 (2)	C14—C13	1.383 (2)
C4—C8	1.486 (2)	C14—H14	0.96
C1—C6	1.388 (2)	C11—C12	1.387 (2)
C1—C2	1.391 (2)	C11—C15	1.506 (2)
C8—O16	1.2192 (18)	C12—C13	1.379 (3)
C8—C9	1.496 (2)	C12—H12	0.96
C9—C14	1.390 (2)	C13—H13	0.96
C9—C10	1.392 (2)	C7—H7A	0.96
C2—C3	1.374 (2)	C7—H7B	0.96
C2—H2	0.96	C7—H7C	0.96
C6—C5	1.384 (2)	C15—H15A	0.96
C6—H6	0.96	C15—H15B	0.96
C5—H5	0.96	C15—H15C	0.96
C1—O17—C7	118.38 (12)	C2—C3—H3	119.3
C5—C4—C3	118.06 (13)	C4—C3—H3	119.9
C5—C4—C8	123.38 (12)	C13—C14—C9	119.55 (15)
C3—C4—C8	118.43 (13)	C13—C14—H14	120.9
O17—C1—C6	124.86 (13)	C9—C14—H14	119.6
O17—C1—C2	115.50 (12)	C12—C11—C10	117.88 (15)
C6—C1—C2	119.64 (13)	C12—C11—C15	121.51 (14)
O16—C8—C4	119.64 (13)	C10—C11—C15	120.59 (15)
O16—C8—C9	119.24 (13)	C13—C12—C11	121.16 (15)
C4—C8—C9	121.10 (12)	C13—C12—H12	118.5
C14—C9—C10	119.14 (13)	C11—C12—H12	120.4
C14—C9—C8	122.62 (13)	C12—C13—C14	120.53 (15)
C10—C9—C8	117.96 (13)	C12—C13—H13	119.3
C3—C2—C1	120.37 (13)	C14—C13—H13	120.2
C3—C2—H2	119.7	O17—C7—H7A	109.5
C1—C2—H2	120.0	O17—C7—H7B	109.5
C5—C6—C1	119.45 (13)	H7A—C7—H7B	109.5
C5—C6—H6	120.8	O17—C7—H7C	109.5
C1—C6—H6	119.7	H7A—C7—H7C	109.5
C6—C5—C4	121.61 (13)	H7B—C7—H7C	109.5
C6—C5—H5	118.5	C11—C15—H15A	109.5
C4—C5—H5	119.9	C11—C15—H15B	109.5
C11—C10—C9	121.74 (14)	H15A—C15—H15B	109.5
C11—C10—H10	118.5	C11—C15—H15C	109.5
C9—C10—H10	119.8	H15A—C15—H15C	109.5
C2—C3—C4	120.84 (14)	H15B—C15—H15C	109.5

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C15—H15A···O16^i	0.96	2.57	3.517 (3)	169

Symmetry code: (i) x, −y+3/2, z−1/2.