4-(Methyl-sulfon-yl)benzaldehyde.

In the crystal of the title compound, C(8)H(8)O(3)S, the mol-ecules are linked into a three-dimensional array by inter-molecular C-H⋯O hydrogen bonds.

Related literature

For reference bond-length data, see: Allen et al. (1987 ▶). For a related structure, see: Ma (2008 ▶). For synthetic details, see: Rivett et al. (1979 ▶).

Experimental

Crystal data

C8H8O3S

M = 184.20

Monoclinic,

a = 6.1280 (12) Å

b = 8.0400 (16) Å

c = 16.734 (3) Å

β = 90.07 (3)°

V = 824.5 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.35 mm−1

T = 293 K

0.30 × 0.20 × 0.20 mm

Data collection

Enraf–Nonius CAD-4 diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.902, T max = 0.933

1643 measured reflections

1495 independent reflections

1310 reflections with I > 2σ(I)

R int = 0.013

3 standard reflections every 200 reflections intensity decay: 1%

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.126

S = 1.00

1495 reflections

110 parameters

H-atom parameters constrained

Δρmax = 0.22 e Å−3

Δρmin = −0.26 e Å−3

Data collection: CAD-4 Software (Enraf–Nonius 1989 ▶); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo,1995 ▶); 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.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809046406/wn2364sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809046406/wn2364Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

C8H8O3S	F(000) = 384
Mr = 184.20	Dx = 1.484 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 6.1280 (12) Å	Cell parameters from 25 reflections
b = 8.0400 (16) Å	θ = 9–13°
c = 16.734 (3) Å	µ = 0.35 mm−1
β = 90.07 (3)°	T = 293 K
V = 824.5 (3) Å3	Block, yellow
Z = 4	0.30 × 0.20 × 0.20 mm

Enraf–Nonius CAD-4 diffractometer	1310 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.013
graphite	θmax = 25.2°, θmin = 2.4°
ω/2θ scans	h = −7→0
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	k = −9→0
Tmin = 0.902, Tmax = 0.933	l = −20→20
1643 measured reflections	3 standard reflections every 200 reflections
1495 independent reflections	intensity decay: 1%

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.034	H-atom parameters constrained
wR(F2) = 0.126	w = 1/[σ2(Fo2) + (0.1P)2 + 0.095P] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max < 0.001
1495 reflections	Δρmax = 0.22 e Å−3
110 parameters	Δρmin = −0.26 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.028 (6)

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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
S	0.25890 (8)	0.43803 (6)	0.17148 (3)	0.0397 (3)
O1	0.1031 (3)	0.5283 (2)	0.21856 (10)	0.0647 (5)
O2	0.4429 (3)	0.5269 (2)	0.13956 (10)	0.0590 (5)
C1	0.3533 (4)	0.2698 (3)	0.22913 (12)	0.0479 (5)
H1B	0.4308	0.3111	0.2749	0.072*
H1C	0.4492	0.2022	0.1975	0.072*
H1D	0.2314	0.2041	0.2465	0.072*
C2	0.1206 (3)	0.3429 (2)	0.09056 (10)	0.0338 (4)
C3	−0.0839 (3)	0.2728 (3)	0.10317 (12)	0.0436 (5)
H3A	−0.1484	0.2768	0.1534	0.052*
O3	−0.3837 (3)	0.0537 (2)	−0.10080 (11)	0.0631 (5)
C4	−0.1897 (3)	0.1971 (3)	0.04005 (12)	0.0427 (5)
H4A	−0.3256	0.1482	0.0477	0.051*
C5	−0.0929 (3)	0.1941 (2)	−0.03484 (11)	0.0373 (5)
C6	0.1115 (4)	0.2644 (3)	−0.04627 (12)	0.0432 (5)
H6A	0.1757	0.2613	−0.0966	0.052*
C7	0.2200 (3)	0.3388 (2)	0.01639 (11)	0.0392 (5)
H7A	0.3575	0.3854	0.0090	0.047*
C8	−0.2049 (4)	0.1147 (3)	−0.10336 (13)	0.0504 (6)
H8A	−0.1315	0.1119	−0.1520	0.061*

	U11	U22	U33	U12	U13	U23
S	0.0415 (4)	0.0387 (4)	0.0387 (4)	−0.00006 (19)	−0.0065 (2)	−0.00429 (18)
O1	0.0675 (11)	0.0680 (11)	0.0586 (10)	0.0206 (9)	−0.0087 (9)	−0.0250 (8)
O2	0.0628 (10)	0.0582 (9)	0.0560 (9)	−0.0261 (8)	−0.0096 (8)	0.0025 (8)
C1	0.0512 (12)	0.0505 (12)	0.0421 (11)	0.0021 (10)	−0.0120 (9)	0.0027 (9)
C2	0.0330 (9)	0.0330 (9)	0.0352 (9)	0.0010 (7)	−0.0039 (7)	0.0013 (7)
C3	0.0365 (10)	0.0567 (12)	0.0374 (10)	−0.0024 (9)	0.0051 (8)	−0.0022 (9)
O3	0.0617 (11)	0.0626 (10)	0.0649 (11)	−0.0178 (8)	−0.0167 (8)	−0.0050 (8)
C4	0.0331 (10)	0.0461 (11)	0.0488 (11)	−0.0050 (8)	−0.0015 (8)	0.0001 (8)
C5	0.0398 (10)	0.0323 (9)	0.0396 (10)	0.0018 (8)	−0.0072 (8)	0.0008 (7)
C6	0.0472 (11)	0.0486 (11)	0.0338 (10)	−0.0028 (9)	0.0041 (8)	0.0009 (8)
C7	0.0352 (10)	0.0432 (10)	0.0391 (10)	−0.0045 (8)	0.0005 (8)	0.0030 (8)
C8	0.0595 (14)	0.0469 (12)	0.0448 (11)	−0.0042 (11)	−0.0090 (10)	−0.0014 (9)

S—O1	1.4355 (17)	C3—H3A	0.9300
S—O2	1.4385 (17)	O3—C8	1.201 (3)
S—C1	1.759 (2)	C4—C5	1.387 (3)
S—C2	1.7703 (18)	C4—H4A	0.9300
C1—H1B	0.9600	C5—C6	1.388 (3)
C1—H1C	0.9600	C5—C8	1.480 (3)
C1—H1D	0.9600	C6—C7	1.377 (3)
C2—C7	1.384 (3)	C6—H6A	0.9300
C2—C3	1.390 (3)	C7—H7A	0.9300
C3—C4	1.380 (3)	C8—H8A	0.9300
O1—S—O2	118.34 (12)	C2—C3—H3A	120.5
O1—S—C1	107.85 (11)	C3—C4—C5	119.86 (18)
O2—S—C1	109.17 (11)	C3—C4—H4A	120.1
O1—S—C2	108.66 (10)	C5—C4—H4A	120.1
O2—S—C2	107.77 (9)	C4—C5—C6	120.28 (18)
C1—S—C2	104.13 (9)	C4—C5—C8	120.61 (18)
S—C1—H1B	109.5	C6—C5—C8	119.11 (19)
S—C1—H1C	109.5	C7—C6—C5	120.46 (18)
H1B—C1—H1C	109.5	C7—C6—H6A	119.8
S—C1—H1D	109.5	C5—C6—H6A	119.8
H1B—C1—H1D	109.5	C6—C7—C2	118.71 (17)
H1C—C1—H1D	109.5	C6—C7—H7A	120.6
C7—C2—C3	121.62 (17)	C2—C7—H7A	120.6
C7—C2—S	119.04 (14)	O3—C8—C5	124.8 (2)
C3—C2—S	119.34 (14)	O3—C8—H8A	117.6
C4—C3—C2	119.05 (18)	C5—C8—H8A	117.6
C4—C3—H3A	120.5
O1—S—C2—C7	140.91 (17)	C3—C4—C5—C6	1.1 (3)
O2—S—C2—C7	11.52 (19)	C3—C4—C5—C8	−179.47 (18)
C1—S—C2—C7	−104.34 (17)	C4—C5—C6—C7	−0.4 (3)
O1—S—C2—C3	−39.78 (18)	C8—C5—C6—C7	−179.85 (18)
O2—S—C2—C3	−169.16 (16)	C5—C6—C7—C2	−0.4 (3)
C1—S—C2—C3	74.97 (17)	C3—C2—C7—C6	0.6 (3)
C7—C2—C3—C4	0.1 (3)	S—C2—C7—C6	179.91 (14)
S—C2—C3—C4	−179.23 (15)	C4—C5—C8—O3	2.4 (3)
C2—C3—C4—C5	−0.9 (3)	C6—C5—C8—O3	−178.2 (2)

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4A···O3i	0.93	2.57	3.457 (3)	159
C1—H1D···O1ii	0.96	2.56	3.518 (3)	176

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C4—H4A⋯O3i	0.93	2.57	3.457 (3)	159
C1—H1D⋯O1ii	0.96	2.56	3.518 (3)	176

Symmetry codes: (i) ; (ii) .