Methyl 2-{4-chloro-2-[5-chloro-2-(2-meth­oxy-2-oxoeth­oxy)benz­yl]phen­oxy}acetate

Pojarová, M.; Dušek, M.; Sedláková, Z.; Makrlík, E.

doi:10.1107/S160053681202555X

organic compounds

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ISSN: 2056-9890

Volume 68| Part 7| July 2012| Page o2066

https://doi.org/10.1107/S160053681202555X

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Methyl 2-{4-chloro-2-[5-chloro-2-(2-methoxy-2-oxoethoxy)benzyl]phenoxy}acetate

Michaela Pojarová,^a ^* Michal Dušek,^a Zdeňka Sedláková ^b and Emanuel Makrlík ^c

^aInstitute of Physics, AS CR, v.v.i., Na Slovance 2, 182 21 Praha 8, Czech Republic, ^bInstitute of Macromolecular Chemistry, AS CR v.v.i., Heyrovského nám. 2, 16206 Prague 6, Czech Republic, and ^cFaculty of Environmental Sciences, Czech University of Life Sciences, Prague, Kamýcká 129, 165 21 Prague 6, Czech Republic
^*Correspondence e-mail: pojarova@fzu.cz

(Received 7 May 2012; accepted 5 June 2012; online 13 June 2012)

In the crystal structure of the title compound, C₁₉H₁₈Cl₂O₆, molecules are connected via weak C—H⋯π interactions into closely packed dimers.

Related literature

For the synthesis, see: Ertul et al. (2009 ).

Experimental

Crystal data

C₁₉H₁₈Cl₂O₆
M_r = 413.23
Triclinic, $[P \overline 1]$
a = 7.4727 (6) Å
b = 10.4704 (8) Å
c = 12.2796 (8) Å
α = 90.384 (6)°
β = 100.716 (6)°
γ = 94.365 (6)°
V = 941.08 (12) Å³
Z = 2
Cu Kα radiation
μ = 3.41 mm⁻¹
T = 120 K
0.45 × 0.09 × 0.04 mm

Data collection

Agilent Xcalibur Atlas Gemini ultra diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010 ) T_min = 0.258, T_max = 1.000
8465 measured reflections
3319 independent reflections
2606 reflections with I > 2σ(I)
R_int = 0.085

Refinement

R[F² > 2σ(F²)] = 0.080
wR(F²) = 0.239
S = 1.02
3319 reflections
244 parameters
H-atom parameters constrained
Δρ_max = 0.92 e Å⁻³
Δρ_min = −0.64 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 and Cg2 are the centroids of the C1–C6 and C8–C13 aromatic rings, respectively.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12⋯Cg1ⁱ	0.93	2.72	3.500 (3)	142
C17—H17A⋯Cg2ⁱ	0.97	2.67	3.450 (3)	138
Symmetry code: (i) -x+1, -y+1, -z+2.

Data collection: CrysAlis PRO (Agilent, 2010); 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: Mercury (Macrae et al., 2006 ) and ORTEP-3 (Farrugia, 1997 ); software used to prepare material for publication: publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S160053681202555X/vm2175sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S160053681202555X/vm2175Isup2.hkl

Supporting information file. DOI: https://doi.org/10.1107/S160053681202555X/vm2175Isup3.cml

checkCIF report

Comment top

The title compound is an intermediate in the synthesis of cyclic lactams (Ertul et al., 2009). The molecule consists of two phenyl rings substituted with a chlorine atom in para position (Fig. 1). The dihedral angle between the planes of the two aromatic rings is 72.40 (14)°. The arrangement of the molecules is influenced by C—H···π interactions between two neighbouring molecules leading to the formation of closely packed dimers (Table 1, Fig. 2). Due to the presence of aromatic rings, the molecules are also connected via system of π–π interactions (Cg1···Cg2ⁱ: 4.7735 (17) Å; Cg1 and Cg2 are the centroids of rings C1-C6 and C8-C13, respectively; symmetry code: (i) 1 -x, 1 - y, 2 - z).

Related literature top

For the synthesis, see: Ertul et al. (2009).

Experimental top

All chemicals used were purchased from Fluka and used without further purification. The title compound was synthesized by means of the method published by Ertul et al. (2009). Crystals were prepared by sublimation (mp. 125 °C, elemental analysis for C₁₉H₁₈Cl₂O: calculated C 55.22, H 4.39; found C 55.20, H 4.41).

Structure description top

For the synthesis, see: Ertul et al. (2009).

Computing details top

Data collection: CrysAlis PRO (Agilent, 2010); cell refinement: CrysAlis PRO (Agilent, 2010); data reduction: CrysAlis PRO (Agilent, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2006) and ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures top

	Fig. 1. View of the title compound, together with atom-labelling scheme. Displacement ellipsoids are shown at the 50% probability level.
	Fig. 2. Projection along the c axis with highlighted C—H···π interactions.

Methyl 2-{4-chloro-2-[5-chloro-2-(2-methoxy-2-oxoethoxy)benzyl]phenoxy}acetate top

Crystal data top

C₁₉H₁₈Cl₂O₆	Z = 2
M_r = 413.23	F(000) = 428
Triclinic, P1	D_x = 1.458 Mg m⁻³
Hall symbol: -P 1	Cu Kα radiation, λ = 1.5418 Å
a = 7.4727 (6) Å	Cell parameters from 5088 reflections
b = 10.4704 (8) Å	θ = 3.7–66.8°
c = 12.2796 (8) Å	µ = 3.41 mm⁻¹
α = 90.384 (6)°	T = 120 K
β = 100.716 (6)°	Needle, colourless
γ = 94.365 (6)°	0.45 × 0.09 × 0.04 mm
V = 941.08 (12) Å³

Data collection top

Agilent Xcalibur Atlas Gemini ultra diffractometer	3319 independent reflections
Radiation source: Enhance Ultra (Cu) X-ray Source	2606 reflections with I > 2σ(I)
Mirror monochromator	R_int = 0.085
Detector resolution: 10.3784 pixels mm^-1	θ_max = 66.9°, θ_min = 3.7°
Rotation method data acquisition using ω scans	h = −8→8
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010)	k = −11→12
T_min = 0.258, T_max = 1.000	l = −14→13
8465 measured reflections

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)] = 0.080	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.239	H-atom parameters constrained
S = 1.02	w = 1/[σ²(F_o²) + (0.184P)²] where P = (F_o² + 2F_c²)/3
3319 reflections	(Δ/σ)_max < 0.001
244 parameters	Δρ_max = 0.92 e Å⁻³
0 restraints	Δρ_min = −0.64 e Å⁻³

Crystal data top

C₁₉H₁₈Cl₂O₆	γ = 94.365 (6)°
M_r = 413.23	V = 941.08 (12) Å³
Triclinic, P1	Z = 2
a = 7.4727 (6) Å	Cu Kα radiation
b = 10.4704 (8) Å	µ = 3.41 mm⁻¹
c = 12.2796 (8) Å	T = 120 K
α = 90.384 (6)°	0.45 × 0.09 × 0.04 mm
β = 100.716 (6)°

Data collection top

Agilent Xcalibur Atlas Gemini ultra diffractometer	3319 independent reflections
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010)	2606 reflections with I > 2σ(I)
T_min = 0.258, T_max = 1.000	R_int = 0.085
8465 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.080	0 restraints
wR(F²) = 0.239	H-atom parameters constrained
S = 1.02	Δρ_max = 0.92 e Å⁻³
3319 reflections	Δρ_min = −0.64 e Å⁻³
244 parameters

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. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The distance between C and H atoms depends on the carbon atom type and are in a range of 0.93–0.97 Å. The isotropic temperature parameters of hydrogen atoms were calculated as 1.2*U_eq of the parent atom. Unfortunately, the quality of prepared crystals was very low, which lead to the higher R factors.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C16	0.2502 (6)	1.0126 (5)	1.4550 (4)	0.0432 (11)
H16A	0.1571	1.0210	1.4984	0.065*
H16B	0.3059	1.0958	1.4435	0.065*
H16C	0.3413	0.9607	1.4935	0.065*
Cl1	0.07945 (13)	0.74416 (9)	0.62990 (8)	0.0353 (4)
Cl2	0.79884 (14)	0.69660 (9)	1.38850 (8)	0.0377 (4)
O1	0.3117 (3)	0.8580 (2)	1.1050 (2)	0.0248 (6)
O4	0.6604 (3)	0.6107 (2)	0.9064 (2)	0.0238 (6)
O5	0.6164 (4)	0.5956 (3)	0.6838 (2)	0.0384 (7)
O6	0.7106 (4)	0.3966 (3)	0.6938 (2)	0.0343 (7)
O3	0.4473 (4)	0.9652 (3)	1.3038 (3)	0.0395 (7)
O2	0.1699 (4)	0.9529 (3)	1.3497 (2)	0.0361 (7)
C1	0.2473 (5)	0.8278 (3)	0.9956 (3)	0.0218 (7)
C13	0.6939 (5)	0.6230 (3)	1.0194 (3)	0.0215 (7)
C5	0.3291 (5)	0.7943 (3)	0.8183 (3)	0.0254 (8)
H5	0.4164	0.7883	0.7739	0.030*
C8	0.6565 (4)	0.7415 (3)	1.0613 (3)	0.0227 (8)
C4	0.1439 (5)	0.7769 (3)	0.7713 (3)	0.0258 (8)
C15	0.2866 (5)	0.9364 (3)	1.2822 (3)	0.0281 (8)
C6	0.3832 (5)	0.8203 (3)	0.9305 (3)	0.0224 (8)
C17	0.7040 (5)	0.4958 (3)	0.8609 (3)	0.0247 (8)
H17A	0.6289	0.4241	0.8823	0.030*
H17B	0.8311	0.4818	0.8885	0.030*
C7	0.5825 (5)	0.8440 (3)	0.9824 (3)	0.0223 (8)
H7A	0.6003	0.9256	1.0223	0.027*
H7B	0.6533	0.8509	0.9237	0.027*
C3	0.0112 (5)	0.7825 (3)	0.8353 (3)	0.0255 (8)
H3	−0.1118	0.7694	0.8031	0.031*
C2	0.0634 (5)	0.8080 (3)	0.9482 (3)	0.0234 (8)
H2	−0.0249	0.8118	0.9922	0.028*
C18	0.6699 (5)	0.5054 (3)	0.7362 (3)	0.0275 (8)
C10	0.7594 (5)	0.6685 (4)	1.2466 (3)	0.0279 (8)
C14	0.1824 (5)	0.8784 (3)	1.1734 (3)	0.0256 (8)
H14A	0.1171	0.7979	1.1860	0.031*
H14B	0.0945	0.9360	1.1381	0.031*
C11	0.7946 (5)	0.5516 (3)	1.2058 (3)	0.0275 (8)
H11	0.8394	0.4887	1.2543	0.033*
C12	0.7631 (5)	0.5283 (3)	1.0930 (3)	0.0251 (8)
H12	0.7876	0.4499	1.0654	0.030*
C9	0.6897 (5)	0.7628 (3)	1.1747 (3)	0.0239 (8)
H9	0.6654	0.8408	1.2033	0.029*
C19	0.6900 (7)	0.3897 (5)	0.5742 (4)	0.0423 (10)
H19A	0.7222	0.3076	0.5522	0.063*
H19B	0.7688	0.4560	0.5501	0.063*
H19C	0.5655	0.4008	0.5410	0.063*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C16	0.045 (2)	0.054 (3)	0.033 (2)	0.005 (2)	0.0143 (19)	−0.012 (2)
Cl1	0.0456 (6)	0.0380 (6)	0.0222 (6)	0.0074 (4)	0.0048 (4)	−0.0001 (4)
Cl2	0.0541 (7)	0.0351 (6)	0.0231 (6)	0.0083 (4)	0.0034 (4)	−0.0029 (4)
O1	0.0295 (13)	0.0248 (13)	0.0223 (14)	0.0046 (10)	0.0094 (10)	−0.0002 (10)
O4	0.0349 (13)	0.0184 (12)	0.0202 (13)	0.0044 (10)	0.0096 (10)	0.0001 (10)
O5	0.0581 (18)	0.0313 (15)	0.0285 (16)	0.0131 (13)	0.0108 (13)	0.0047 (12)
O6	0.0534 (17)	0.0296 (14)	0.0231 (15)	0.0105 (12)	0.0127 (12)	−0.0013 (11)
O3	0.0335 (16)	0.0513 (18)	0.0335 (17)	−0.0050 (13)	0.0101 (12)	−0.0115 (14)
O2	0.0357 (14)	0.0468 (16)	0.0280 (16)	0.0029 (12)	0.0123 (11)	−0.0084 (12)
C1	0.0345 (18)	0.0108 (15)	0.0220 (18)	0.0019 (13)	0.0098 (14)	0.0007 (13)
C13	0.0274 (16)	0.0176 (16)	0.0218 (18)	0.0018 (13)	0.0104 (13)	0.0025 (13)
C5	0.0326 (19)	0.0175 (16)	0.028 (2)	0.0039 (14)	0.0109 (15)	0.0040 (14)
C8	0.0233 (16)	0.0169 (16)	0.030 (2)	0.0003 (13)	0.0097 (14)	0.0040 (14)
C4	0.040 (2)	0.0153 (16)	0.0232 (19)	0.0047 (14)	0.0062 (15)	0.0002 (14)
C15	0.038 (2)	0.0222 (18)	0.027 (2)	0.0056 (15)	0.0122 (16)	0.0025 (15)
C6	0.0305 (17)	0.0118 (15)	0.0266 (19)	0.0029 (13)	0.0092 (14)	0.0021 (13)
C17	0.0327 (18)	0.0186 (16)	0.024 (2)	0.0036 (14)	0.0083 (15)	−0.0041 (14)
C7	0.0289 (18)	0.0148 (15)	0.0255 (19)	0.0025 (13)	0.0104 (14)	0.0029 (14)
C3	0.0328 (18)	0.0183 (16)	0.026 (2)	0.0039 (14)	0.0069 (15)	0.0003 (14)
C2	0.0288 (17)	0.0184 (16)	0.0246 (19)	0.0006 (13)	0.0095 (14)	−0.0005 (14)
C18	0.0324 (19)	0.0209 (18)	0.031 (2)	−0.0004 (14)	0.0111 (15)	−0.0014 (15)
C10	0.0318 (18)	0.0253 (18)	0.027 (2)	0.0013 (15)	0.0075 (15)	−0.0006 (15)
C14	0.0319 (18)	0.0243 (18)	0.0230 (19)	0.0023 (14)	0.0116 (14)	−0.0010 (14)
C11	0.0350 (19)	0.0246 (18)	0.024 (2)	0.0042 (15)	0.0068 (15)	0.0039 (15)
C12	0.0323 (18)	0.0172 (16)	0.027 (2)	0.0026 (14)	0.0091 (15)	0.0004 (14)
C9	0.0261 (17)	0.0204 (16)	0.0256 (19)	0.0001 (13)	0.0070 (14)	−0.0020 (14)
C19	0.065 (3)	0.042 (2)	0.023 (2)	0.010 (2)	0.0153 (19)	−0.0062 (18)

Geometric parameters (Å, º) top

C16—O2	1.437 (6)	C8—C7	1.517 (5)
C16—H16A	0.9600	C4—C3	1.380 (5)
C16—H16B	0.9600	C15—C14	1.513 (6)
C16—H16C	0.9600	C6—C7	1.508 (5)
Cl1—C4	1.738 (4)	C17—C18	1.510 (5)
Cl2—C10	1.732 (4)	C17—H17A	0.9700
O1—C1	1.367 (4)	C17—H17B	0.9700
O1—C14	1.419 (4)	C7—H7A	0.9700
O4—C13	1.368 (4)	C7—H7B	0.9700
O4—C17	1.409 (4)	C3—C2	1.386 (5)
O5—C18	1.198 (5)	C3—H3	0.9300
O6—C18	1.328 (5)	C2—H2	0.9300
O6—C19	1.449 (5)	C10—C11	1.382 (5)
O3—C15	1.196 (5)	C10—C9	1.394 (5)
O2—C15	1.330 (5)	C14—H14A	0.9700
C1—C2	1.388 (5)	C14—H14B	0.9700
C1—C6	1.411 (5)	C11—C12	1.377 (5)
C13—C8	1.406 (5)	C11—H11	0.9300
C13—C12	1.409 (5)	C12—H12	0.9300
C5—C6	1.381 (5)	C9—H9	0.9300
C5—C4	1.394 (6)	C19—H19A	0.9600
C5—H5	0.9300	C19—H19B	0.9600
C8—C9	1.382 (5)	C19—H19C	0.9600

O2—C16—H16A	109.5	C6—C7—H7A	108.6
O2—C16—H16B	109.5	C8—C7—H7A	108.6
H16A—C16—H16B	109.5	C6—C7—H7B	108.6
O2—C16—H16C	109.5	C8—C7—H7B	108.6
H16A—C16—H16C	109.5	H7A—C7—H7B	107.6
H16B—C16—H16C	109.5	C4—C3—C2	119.2 (3)
C1—O1—C14	117.9 (3)	C4—C3—H3	120.4
C13—O4—C17	117.0 (3)	C2—C3—H3	120.4
C18—O6—C19	116.1 (3)	C3—C2—C1	120.1 (3)
C15—O2—C16	114.8 (3)	C3—C2—H2	119.9
O1—C1—C2	124.3 (3)	C1—C2—H2	119.9
O1—C1—C6	114.9 (3)	O5—C18—O6	125.4 (4)
C2—C1—C6	120.8 (3)	O5—C18—C17	126.2 (3)
O4—C13—C8	115.2 (3)	O6—C18—C17	108.4 (3)
O4—C13—C12	124.9 (3)	C11—C10—C9	120.6 (4)
C8—C13—C12	119.9 (3)	C11—C10—Cl2	119.4 (3)
C6—C5—C4	120.2 (3)	C9—C10—Cl2	119.9 (3)
C6—C5—H5	119.9	O1—C14—C15	107.4 (3)
C4—C5—H5	119.9	O1—C14—H14A	110.2
C9—C8—C13	119.0 (3)	C15—C14—H14A	110.2
C9—C8—C7	120.9 (3)	O1—C14—H14B	110.2
C13—C8—C7	120.1 (3)	C15—C14—H14B	110.2
C3—C4—C5	121.3 (4)	H14A—C14—H14B	108.5
C3—C4—Cl1	119.4 (3)	C12—C11—C10	119.8 (3)
C5—C4—Cl1	119.3 (3)	C12—C11—H11	120.1
O3—C15—O2	125.2 (4)	C10—C11—H11	120.1
O3—C15—C14	125.8 (3)	C11—C12—C13	120.2 (3)
O2—C15—C14	109.0 (3)	C11—C12—H12	119.9
C5—C6—C1	118.4 (3)	C13—C12—H12	119.9
C5—C6—C7	121.1 (3)	C8—C9—C10	120.6 (3)
C1—C6—C7	120.4 (3)	C8—C9—H9	119.7
O4—C17—C18	108.6 (3)	C10—C9—H9	119.7
O4—C17—H17A	110.0	O6—C19—H19A	109.5
C18—C17—H17A	110.0	O6—C19—H19B	109.5
O4—C17—H17B	110.0	H19A—C19—H19B	109.5
C18—C17—H17B	110.0	O6—C19—H19C	109.5
H17A—C17—H17B	108.3	H19A—C19—H19C	109.5
C6—C7—C8	114.7 (3)	H19B—C19—H19C	109.5

Hydrogen-bond geometry (Å, º) top

Cg1 and Cg2 are the centroids of the C1–C6 and C8–C13 aromatic rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12···Cg1ⁱ	0.93	2.72	3.500 (3)	142
C17—H17A···Cg2ⁱ	0.97	2.67	3.450 (3)	138

Symmetry code: (i) −x+1, −y+1, −z+2.

Experimental details

Crystal data
Chemical formula	C₁₉H₁₈Cl₂O₆
M_r	413.23
Crystal system, space group	Triclinic, P1
Temperature (K)	120
a, b, c (Å)	7.4727 (6), 10.4704 (8), 12.2796 (8)
α, β, γ (°)	90.384 (6), 100.716 (6), 94.365 (6)
V (Å³)	941.08 (12)
Z	2
Radiation type	Cu Kα
µ (mm⁻¹)	3.41
Crystal size (mm)	0.45 × 0.09 × 0.04

Data collection
Diffractometer	Agilent Xcalibur Atlas Gemini ultra
Absorption correction	Multi-scan (CrysAlis PRO; Agilent, 2010)
T_min, T_max	0.258, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections	8465, 3319, 2606
R_int	0.085
(sin θ/λ)_max (Å⁻¹)	0.597

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.080, 0.239, 1.02
No. of reflections	3319
No. of parameters	244
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.92, −0.64

Computer programs: CrysAlis PRO (Agilent, 2010), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), Mercury (Macrae et al., 2006) and ORTEP-3 (Farrugia, 1997), publCIF (Westrip, 2010).

Hydrogen-bond geometry (Å, º) top

Cg1 and Cg2 are the centroids of the C1–C6 and C8–C13 aromatic rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12···Cg1ⁱ	0.93	2.72	3.500 (3)	142
C17—H17A···Cg2ⁱ	0.97	2.67	3.450 (3)	138

Symmetry code: (i) −x+1, −y+1, −z+2.

Acknowledgements

This study was supported financially by the Praemium Academiae project of the Academy of Science of the Czech Republic, by the Grant Agency of the Faculty of Environmental Sciences, Czech University of Life Sciences, Prague (project No. 42900/1312/3114 "Environmental Aspects of Sustainable Development of Society") and by the Czech Ministry of Education, Youth and Sports (project ME09058).

References

Agilent (2010). CrysAlis PRO. Agilent Technologies, Yarnton, England. Google Scholar
Ertul, S., Tombak, A. H., Bayrakci, M. & Merter, O. (2009). Acta Chim. Slov. 56, 878–884. CAS Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453–457. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar

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organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Methyl 2-{4-chloro-2-[5-chloro-2-(2-meth­­oxy-2-oxoeth­­oxy)benz­yl]phen­­oxy}acetate

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Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

organic compounds

Methyl 2-{4-chloro-2-[5-chloro-2-(2-methoxy-2-oxoethoxy)benzyl]phenoxy}acetate