4-Eth-oxy-3-meth-oxy-benzaldehyde.

In the title compound, C10H12O3, all non-H atoms are approximately coplanar, with an r.m.s. deviation of 0.046 Å. In the crystal, very weak C-H⋯O inter-actions link the mol-ecules into sheets parallel to (101).

Related literature

For the bioactivity of de­hydro­zingerone derivatives and their role in the synthesis of heterocycles, see: Tatsuzaki et al. (2006 ▶); Kubra et al. (2013 ▶); Panda & Chowdary (2008 ▶); Mostahar et al. (2007 ▶). For related crystal structures, see: Matos Beja et al. (1997 ▶); Velavan et al. (1995 ▶).

Experimental

Crystal data

C10H12O3

M = 180.20

Monoclinic,

a = 11.5314 (16) Å

b = 8.7905 (11) Å

c = 9.3363 (13) Å

β = 97.339 (14)°

V = 938.6 (2) Å3

Z = 4

Cu Kα radiation

μ = 0.78 mm−1

T = 293 K

0.39 × 0.17 × 0.14 mm

Data collection

Agilent Gemini S diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013 ▶) T min = 0.933, T max = 1.000

6035 measured reflections

1848 independent reflections

1299 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.047

wR(F 2) = 0.148

S = 1.04

1848 reflections

120 parameters

H-atom parameters constrained

Δρmax = 0.12 e Å−3

Δρmin = −0.17 e Å−3

Data collection: CrysAlis PRO (Agilent, 2013 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶) and Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶), PLATON (Spek, 2009 ▶) and PARST (Nardelli, 1995 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681302761X/zq2209sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681302761X/zq2209Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S160053681302761X/zq2209Isup3.cml

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

C10H12O3	F(000) = 384
Mr = 180.20	Dx = 1.275 Mg m−3
Monoclinic, P21/c	Cu Kα radiation, λ = 1.54180 Å
Hall symbol: -P 2ybc	Cell parameters from 1676 reflections
a = 11.5314 (16) Å	θ = 3.9–71.1°
b = 8.7905 (11) Å	µ = 0.78 mm−1
c = 9.3363 (13) Å	T = 293 K
β = 97.339 (14)°	Needle, white
V = 938.6 (2) Å3	0.39 × 0.17 × 0.14 mm
Z = 4

Agilent Gemini S diffractometer	1848 independent reflections
Radiation source: Enhance (Cu) X-ray Source	1299 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
Detector resolution: 16.3280 pixels mm-1	θmax = 73.2°, θmin = 3.9°
ω scans	h = −14→14
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013)	k = −10→8
Tmin = 0.933, Tmax = 1.000	l = −11→9
6035 measured reflections

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.148	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0746P)2 + 0.0716P] where P = (Fo2 + 2Fc2)/3
1848 reflections	(Δ/σ)max < 0.001
120 parameters	Δρmax = 0.12 e Å−3
0 restraints	Δρmin = −0.17 e Å−3

Experimental. Absorption correction: empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm (CrysAlis PRO; Agilent, 2013)

	x	y	z	Uiso*/Ueq
O1	−0.01326 (13)	−0.00997 (18)	0.78722 (16)	0.0954 (5)
O2	0.27667 (11)	0.22381 (13)	0.46226 (14)	0.0818 (4)
O3	0.37383 (11)	−0.00811 (13)	0.35924 (13)	0.0780 (4)
C1	0.03443 (17)	−0.1075 (2)	0.7257 (2)	0.0824 (5)
H1	0.0130	−0.2076	0.7411	0.099*
C2	0.12260 (15)	−0.0833 (2)	0.62934 (18)	0.0683 (5)
C3	0.15663 (15)	0.0635 (2)	0.59500 (18)	0.0675 (5)
H3	0.1230	0.1470	0.6348	0.081*
C4	0.23881 (14)	0.08576 (18)	0.50352 (17)	0.0642 (4)
C5	0.29161 (15)	−0.0414 (2)	0.44602 (18)	0.0665 (5)
C6	0.25783 (15)	−0.1856 (2)	0.47925 (19)	0.0768 (5)
H6	0.2918	−0.2696	0.4406	0.092*
C7	0.17310 (17)	−0.2063 (2)	0.5703 (2)	0.0793 (6)
H7	0.1502	−0.3043	0.5917	0.095*
C8	0.22711 (16)	0.3550 (2)	0.5194 (2)	0.0889 (6)
H8A	0.1438	0.3535	0.4938	0.133*
H8B	0.2588	0.4447	0.4804	0.133*
H8C	0.2453	0.3554	0.6227	0.133*
C9	0.43966 (16)	−0.1315 (2)	0.3099 (2)	0.0812 (6)
H9A	0.3872	−0.2051	0.2583	0.097*
H9B	0.4838	−0.1823	0.3916	0.097*
C10	0.52047 (17)	−0.0694 (3)	0.2129 (2)	0.0930 (7)
H10A	0.4761	−0.0211	0.1314	0.140*
H10B	0.5659	−0.1507	0.1799	0.140*
H10C	0.5717	0.0037	0.2645	0.140*

	U11	U22	U33	U12	U13	U23
O1	0.0975 (10)	0.0929 (10)	0.1040 (11)	−0.0069 (8)	0.0448 (9)	−0.0036 (8)
O2	0.0900 (8)	0.0605 (7)	0.1034 (9)	0.0055 (6)	0.0452 (7)	0.0059 (6)
O3	0.0846 (8)	0.0715 (8)	0.0838 (8)	0.0123 (6)	0.0332 (7)	0.0019 (6)
C1	0.0844 (12)	0.0782 (12)	0.0887 (13)	−0.0103 (10)	0.0265 (10)	0.0006 (10)
C2	0.0694 (10)	0.0658 (11)	0.0714 (10)	−0.0022 (8)	0.0152 (8)	0.0024 (8)
C3	0.0679 (10)	0.0652 (10)	0.0715 (10)	0.0047 (8)	0.0170 (8)	−0.0022 (8)
C4	0.0661 (9)	0.0578 (10)	0.0706 (10)	0.0041 (7)	0.0162 (8)	0.0045 (7)
C5	0.0675 (9)	0.0694 (11)	0.0643 (9)	0.0050 (8)	0.0153 (8)	0.0017 (8)
C6	0.0872 (12)	0.0633 (11)	0.0834 (12)	0.0063 (9)	0.0239 (10)	−0.0036 (9)
C7	0.0920 (13)	0.0600 (11)	0.0887 (12)	−0.0049 (9)	0.0224 (10)	0.0028 (9)
C8	0.0965 (14)	0.0606 (11)	0.1171 (16)	0.0027 (9)	0.0431 (12)	−0.0010 (10)
C9	0.0803 (12)	0.0827 (12)	0.0839 (12)	0.0139 (10)	0.0235 (10)	−0.0118 (10)
C10	0.0837 (13)	0.1090 (17)	0.0911 (14)	0.0149 (11)	0.0294 (11)	−0.0087 (12)

O1—C1	1.204 (2)	C6—C7	1.387 (2)
O2—C4	1.3618 (18)	C6—H6	0.9300
O2—C8	1.421 (2)	C7—H7	0.9300
O3—C5	1.355 (2)	C8—H8A	0.9600
O3—C9	1.433 (2)	C8—H8B	0.9600
C1—C2	1.457 (2)	C8—H8C	0.9600
C1—H1	0.9300	C9—C10	1.484 (3)
C2—C7	1.376 (2)	C9—H9A	0.9700
C2—C3	1.398 (2)	C9—H9B	0.9700
C3—C4	1.368 (2)	C10—H10A	0.9600
C3—H3	0.9300	C10—H10B	0.9600
C4—C5	1.411 (2)	C10—H10C	0.9600
C5—C6	1.374 (2)
C4—O2—C8	117.27 (13)	C2—C7—H7	119.7
C5—O3—C9	117.93 (14)	C6—C7—H7	119.7
O1—C1—C2	126.0 (2)	O2—C8—H8A	109.5
O1—C1—H1	117.0	O2—C8—H8B	109.5
C2—C1—H1	117.0	H8A—C8—H8B	109.5
C7—C2—C3	119.20 (16)	O2—C8—H8C	109.5
C7—C2—C1	119.78 (17)	H8A—C8—H8C	109.5
C3—C2—C1	121.02 (17)	H8B—C8—H8C	109.5
C4—C3—C2	120.83 (16)	O3—C9—C10	108.51 (16)
C4—C3—H3	119.6	O3—C9—H9A	110.0
C2—C3—H3	119.6	C10—C9—H9A	110.0
O2—C4—C3	125.22 (15)	O3—C9—H9B	110.0
O2—C4—C5	115.38 (14)	C10—C9—H9B	110.0
C3—C4—C5	119.40 (15)	H9A—C9—H9B	108.4
O3—C5—C6	125.06 (16)	C9—C10—H10A	109.5
O3—C5—C4	115.17 (15)	C9—C10—H10B	109.5
C6—C5—C4	119.77 (16)	H10A—C10—H10B	109.5
C5—C6—C7	120.13 (17)	C9—C10—H10C	109.5
C5—C6—H6	119.9	H10A—C10—H10C	109.5
C7—C6—H6	119.9	H10B—C10—H10C	109.5
C2—C7—C6	120.65 (17)
O1—C1—C2—C7	177.57 (19)	O2—C4—C5—O3	0.8 (2)
O1—C1—C2—C3	−2.7 (3)	C3—C4—C5—O3	−178.53 (14)
C7—C2—C3—C4	0.2 (3)	O2—C4—C5—C6	−178.87 (16)
C1—C2—C3—C4	−179.46 (15)	C3—C4—C5—C6	1.7 (3)
C8—O2—C4—C3	0.3 (3)	O3—C5—C6—C7	179.56 (16)
C8—O2—C4—C5	−179.05 (16)	C4—C5—C6—C7	−0.8 (3)
C2—C3—C4—O2	179.20 (15)	C3—C2—C7—C6	0.8 (3)
C2—C3—C4—C5	−1.5 (3)	C1—C2—C7—C6	−179.51 (17)
C9—O3—C5—C6	−6.9 (3)	C5—C6—C7—C2	−0.5 (3)
C9—O3—C5—C4	173.41 (14)	C5—O3—C9—C10	177.85 (15)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1···O1i	0.93	2.67	3.547 (3)	157
C10—H10B···O2ii	0.96	2.62	3.525 (2)	156

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1⋯O1i	0.93	2.67	3.547 (3)	157
C10—H10B⋯O2ii	0.96	2.62	3.525 (2)	156

Symmetry codes: (i) ; (ii) .