Literature DB >> 21577734

Bis(2-methoxy-phenolato-κO,O')copper(II).

Guo-Zhu Mao, Xiu-Lian Nong, Shu Hua Zhang.

Abstract

In the title compound, [Cu(C(7)H(7)O(2))(2)], the asymmetric unit contains one and a half molecules with the central Cu(II) atoms situated on a general position and on a centre of inversion, respectively. Both Cu(II) atoms show a similar slightly distorted square-planar coordination, resulting from four O atoms of two 2-methoxyphenolate anions.

Entities: CellLine Chemical Disease Gene

Year: 2009 PMID： 21577734 PMCID： PMC2970257 DOI： 10.1107/S160053680903582X

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

Related literature

For 2-methoxy-phenol compounds, see: Campello et al. (1997 ▶); Floriani et al. (1988 ▶); Minhas et al. (1993 ▶); Kuo et al. (1999 ▶); Schumann et al. (1996 ▶); Sobota et al. (2001 ▶).

Experimental

Crystal data

[Cu(C7H7O2)2] M = 333.82 Triclinic, a = 9.5190 (19) Å b = 11.540 (2) Å c = 12.488 (3) Å α = 102.83 (3)° β = 103.93 (3)° γ = 111.20 (3)° V = 1166.7 (6) Å3 Z = 3 Mo Kα radiation μ = 1.42 mm−1 T = 293 K 0.23 × 0.12 × 0.08 mm

Data collection

Bruker P4 diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.656, T max = 0.857 6930 measured reflections 4164 independent reflections 3466 reflections with I > 2σ(I) R int = 0.037

Refinement

R[F 2 > 2σ(F 2)] = 0.051 wR(F 2) = 0.129 S = 0.93 4164 reflections 289 parameters 4 restraints H-atom parameters constrained Δρmax = 0.70 e Å−3 Δρmin = −0.63 e Å−3 Data collection: XSCANS (Bruker, 1997 ▶); cell refinement: XSCANS; data reduction: SHELXTL (Sheldrick, 2008 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL. Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680903582X/gw2068sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S160053680903582X/gw2068Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cu(C₇H₇O₂)₂]	Z = 3
M_r = 333.82	F(000) = 513
Triclinic, P1	D_x = 1.425 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.5190 (19) Å	Cell parameters from 4216 reflections
b = 11.540 (2) Å	θ = 3.1–25.3°
c = 12.488 (3) Å	µ = 1.42 mm⁻¹
α = 102.83 (3)°	T = 293 K
β = 103.93 (3)°	Block, blue
γ = 111.20 (3)°	0.23 × 0.12 × 0.08 mm
V = 1166.7 (6) Å³

Bruker P4 diffractometer	4164 independent reflections
Radiation source: fine-focus sealed tube	3466 reflections with I > 2σ(I)
graphite	R_int = 0.037
ω scans	θ_max = 25.3°, θ_min = 3.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
T_min = 0.656, T_max = 0.857	k = −13→13
6930 measured reflections	l = −14→12

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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.129	H-atom parameters constrained
S = 0.93	w = 1/[σ²(F_o²) + (0.0653P)² + 1.5P] where P = (F_o² + 2F_c²)/3
4164 reflections	(Δ/σ)_max = 0.001
289 parameters	Δρ_max = 0.70 e Å⁻³
4 restraints	Δρ_min = −0.63 e Å⁻³

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.

	x	y	z	U_iso*/U_eq
Cu1	0.52201 (5)	0.70662 (4)	0.76824 (4)	0.03605 (16)
Cu2	0.5000	1.0000	0.5000	0.03477 (19)
C1	0.1962 (4)	0.5274 (4)	0.7391 (3)	0.0393 (9)
C2	0.0931 (5)	0.4117 (4)	0.7551 (4)	0.0544 (11)
H2	0.1388	0.3665	0.7934	0.065*
C3	−0.0719 (6)	0.3655 (5)	0.7154 (5)	0.0700 (14)
H3	−0.1355	0.2901	0.7273	0.084*
C4	−0.1437 (6)	0.4304 (6)	0.6579 (5)	0.0746 (15)
H4	−0.2552	0.3979	0.6298	0.090*
C5	−0.0486 (5)	0.5435 (5)	0.6426 (4)	0.0628 (13)
H5	−0.0982	0.5867	0.6046	0.075*
C6	0.1233 (4)	0.5970 (4)	0.6827 (3)	0.0418 (9)
C7	0.2162 (4)	0.7193 (4)	0.6650 (3)	0.0419 (9)
C8	0.1304 (5)	0.7895 (5)	0.6067 (4)	0.0573 (12)
H8A	0.2086	0.8694	0.6053	0.086*
H8B	0.0672	0.8107	0.6502	0.086*
H8C	0.0613	0.7328	0.5278	0.086*
C9	0.8449 (4)	0.8867 (4)	0.7933 (4)	0.0414 (9)
C10	0.9435 (5)	1.0056 (4)	0.7786 (4)	0.0559 (11)
H10	0.8951	1.0450	0.7342	0.067*
C11	1.1084 (6)	1.0620 (5)	0.8293 (5)	0.0699 (14)
H11	1.1699	1.1386	0.8180	0.084*
C12	1.1844 (5)	1.0075 (5)	0.8966 (5)	0.0727 (15)
H12	1.2960	1.0477	0.9315	0.087*
C13	1.0938 (5)	0.8930 (5)	0.9118 (4)	0.0605 (12)
H13	1.1464	0.8563	0.9565	0.073*
C14	0.9226 (4)	0.8284 (4)	0.8617 (3)	0.0410 (9)
C15	0.8344 (4)	0.7091 (4)	0.8844 (3)	0.0425 (9)
C16	0.9244 (6)	0.6458 (5)	0.9492 (5)	0.0648 (13)
H16A	0.8485	0.5657	0.9520	0.097*
H16B	0.9902	0.7058	1.0277	0.097*
H16C	0.9915	0.6259	0.9089	0.097*
C17	0.4664 (4)	0.8676 (4)	0.2612 (3)	0.0362 (8)
C18	0.4051 (5)	0.8508 (4)	0.1408 (3)	0.0453 (9)
H18	0.3634	0.9074	0.1197	0.054*
C19	0.4051 (5)	0.7535 (4)	0.0537 (4)	0.0472 (10)
H19	0.3619	0.7437	−0.0247	0.057*
C20	0.4707 (5)	0.6694 (4)	0.0840 (4)	0.0465 (10)
H20	0.4724	0.6042	0.0259	0.056*
C21	0.5329 (4)	0.6839 (4)	0.2007 (4)	0.0423 (9)
H21	0.5776	0.6283	0.2197	0.051*
C22	0.5311 (4)	0.7810 (3)	0.2934 (3)	0.0336 (8)
C23	0.5920 (4)	0.7872 (4)	0.4156 (3)	0.0378 (8)
C24	0.6642 (7)	0.6950 (5)	0.4440 (4)	0.0690 (14)
H24A	0.6945	0.7098	0.5267	0.104*
H24B	0.7576	0.7121	0.4218	0.104*
H24C	0.5861	0.6049	0.4013	0.104*
O1	0.3522 (3)	0.5619 (2)	0.7790 (2)	0.0421 (6)
O2	0.3737 (4)	0.7706 (3)	0.6987 (3)	0.0619 (8)
O3	0.6876 (3)	0.8377 (3)	0.7402 (3)	0.0506 (7)
O4	0.6767 (4)	0.6530 (3)	0.8491 (3)	0.0633 (9)
O5	0.4601 (4)	0.9650 (3)	0.3363 (2)	0.0488 (7)
O6	0.5830 (4)	0.8684 (3)	0.5029 (3)	0.0571 (8)

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.0312 (3)	0.0370 (3)	0.0406 (3)	0.0157 (2)	0.0112 (2)	0.0147 (2)
Cu2	0.0444 (4)	0.0352 (3)	0.0314 (4)	0.0241 (3)	0.0137 (3)	0.0117 (3)
C1	0.038 (2)	0.039 (2)	0.039 (2)	0.0164 (16)	0.0172 (17)	0.0062 (17)
C2	0.051 (2)	0.046 (2)	0.066 (3)	0.017 (2)	0.027 (2)	0.020 (2)
C3	0.049 (3)	0.062 (3)	0.087 (4)	0.007 (2)	0.034 (3)	0.021 (3)
C4	0.034 (2)	0.080 (4)	0.093 (4)	0.011 (2)	0.020 (2)	0.026 (3)
C5	0.038 (2)	0.078 (3)	0.064 (3)	0.023 (2)	0.012 (2)	0.021 (3)
C6	0.0350 (19)	0.048 (2)	0.039 (2)	0.0179 (17)	0.0128 (17)	0.0089 (18)
C7	0.0368 (18)	0.053 (2)	0.037 (2)	0.0237 (18)	0.0122 (16)	0.0116 (19)
C8	0.052 (2)	0.070 (3)	0.061 (3)	0.037 (2)	0.016 (2)	0.027 (3)
C9	0.036 (2)	0.043 (2)	0.043 (2)	0.0142 (17)	0.0169 (17)	0.0146 (19)
C10	0.052 (3)	0.050 (3)	0.066 (3)	0.017 (2)	0.023 (2)	0.027 (2)
C11	0.056 (3)	0.056 (3)	0.079 (4)	0.003 (2)	0.029 (3)	0.022 (3)
C12	0.035 (2)	0.073 (3)	0.084 (4)	0.003 (2)	0.016 (2)	0.020 (3)
C13	0.037 (2)	0.078 (3)	0.057 (3)	0.021 (2)	0.008 (2)	0.023 (3)
C14	0.0334 (19)	0.047 (2)	0.038 (2)	0.0156 (17)	0.0107 (16)	0.0122 (18)
C15	0.037 (2)	0.055 (2)	0.037 (2)	0.0239 (18)	0.0115 (17)	0.0163 (19)
C16	0.057 (3)	0.081 (3)	0.066 (3)	0.038 (3)	0.014 (2)	0.040 (3)
C17	0.0349 (18)	0.0349 (19)	0.035 (2)	0.0156 (16)	0.0097 (16)	0.0073 (17)
C18	0.048 (2)	0.050 (2)	0.038 (2)	0.0260 (19)	0.0090 (18)	0.0129 (19)
C19	0.052 (2)	0.049 (2)	0.031 (2)	0.0178 (19)	0.0122 (18)	0.0062 (19)
C20	0.054 (2)	0.039 (2)	0.041 (2)	0.0181 (18)	0.0202 (19)	0.0031 (18)
C21	0.043 (2)	0.034 (2)	0.052 (3)	0.0194 (17)	0.0206 (19)	0.0093 (18)
C22	0.0306 (17)	0.0305 (18)	0.039 (2)	0.0132 (14)	0.0133 (15)	0.0089 (16)
C23	0.0389 (19)	0.0342 (19)	0.046 (2)	0.0214 (16)	0.0170 (17)	0.0123 (17)
C24	0.100 (4)	0.081 (3)	0.055 (3)	0.071 (3)	0.024 (3)	0.023 (3)
O1	0.0376 (14)	0.0390 (14)	0.0541 (17)	0.0187 (11)	0.0173 (12)	0.0189 (13)
O2	0.0529 (17)	0.065 (2)	0.074 (2)	0.0300 (15)	0.0214 (16)	0.0286 (18)
O3	0.0351 (14)	0.0563 (17)	0.065 (2)	0.0183 (13)	0.0134 (13)	0.0364 (16)
O4	0.0519 (18)	0.065 (2)	0.079 (2)	0.0271 (16)	0.0203 (16)	0.0362 (18)
O5	0.079 (2)	0.0494 (16)	0.0350 (15)	0.0463 (15)	0.0201 (14)	0.0154 (13)
O6	0.0668 (19)	0.0625 (19)	0.0566 (19)	0.0401 (16)	0.0235 (16)	0.0246 (16)

Cu1—O1	1.916 (3)	C11—C12	1.378 (7)
Cu1—O3	1.916 (3)	C11—H11	0.9300
Cu1—O2	1.934 (3)	C12—C13	1.375 (7)
Cu1—O4	1.947 (3)	C12—H12	0.9300
Cu2—O5ⁱ	1.906 (3)	C13—C14	1.423 (5)
Cu2—O5	1.906 (3)	C13—H13	0.9300
Cu2—O6ⁱ	1.952 (3)	C14—C15	1.460 (6)
Cu2—O6	1.952 (3)	C15—O4	1.311 (5)
C1—O1	1.319 (4)	C15—C16	1.518 (5)
C1—C6	1.430 (5)	C16—H16A	0.9600
C1—C2	1.432 (6)	C16—H16B	0.9600
C2—C3	1.379 (6)	C16—H16C	0.9600
C2—H2	0.9300	C17—O5	1.325 (4)
C3—C4	1.384 (7)	C17—C18	1.417 (5)
C3—H3	0.9300	C17—C22	1.429 (5)
C4—C5	1.378 (7)	C18—C19	1.380 (6)
C4—H4	0.9300	C18—H18	0.9300
C5—C6	1.431 (5)	C19—C20	1.401 (6)
C5—H5	0.9300	C19—H19	0.9300
C6—C7	1.467 (6)	C20—C21	1.380 (6)
C7—O2	1.311 (5)	C20—H20	0.9300
C7—C8	1.519 (5)	C21—C22	1.430 (5)
C8—H8A	0.9600	C21—H21	0.9300
C8—H8B	0.9600	C22—C23	1.471 (5)
C8—H8C	0.9600	C23—O6	1.313 (5)
C9—O3	1.321 (4)	C23—C24	1.520 (5)
C9—C14	1.428 (5)	C24—H24A	0.9600
C9—C10	1.436 (6)	C24—H24B	0.9600
C10—C11	1.374 (7)	C24—H24C	0.9600
C10—H10	0.9300

O1—Cu1—O3	173.38 (12)	C13—C12—H12	120.3
O1—Cu1—O2	91.92 (12)	C12—C13—C14	122.6 (4)
O3—Cu1—O2	88.35 (12)	C12—C13—H13	118.7
O1—Cu1—O4	89.17 (12)	C14—C13—H13	118.7
O3—Cu1—O4	91.05 (12)	C13—C14—C9	117.6 (4)
O2—Cu1—O4	175.72 (15)	C13—C14—C15	119.4 (4)
O5ⁱ—Cu2—O5	180.000 (1)	C9—C14—C15	123.0 (3)
O5ⁱ—Cu2—O6ⁱ	92.29 (12)	O4—C15—C14	121.6 (3)
O5—Cu2—O6ⁱ	87.71 (12)	O4—C15—C16	118.1 (4)
O5ⁱ—Cu2—O6	87.71 (12)	C14—C15—C16	120.3 (3)
O5—Cu2—O6	92.29 (12)	C15—C16—H16A	109.5
O6ⁱ—Cu2—O6	180.000 (1)	C15—C16—H16B	109.5
O1—C1—C6	125.1 (3)	H16A—C16—H16B	109.5
O1—C1—C2	116.9 (4)	C15—C16—H16C	109.5
C6—C1—C2	118.0 (3)	H16A—C16—H16C	109.5
C3—C2—C1	121.9 (4)	H16B—C16—H16C	109.5
C3—C2—H2	119.1	O5—C17—C18	116.4 (3)
C1—C2—H2	119.1	O5—C17—C22	124.8 (3)
C2—C3—C4	120.5 (5)	C18—C17—C22	118.8 (3)
C2—C3—H3	119.8	C19—C18—C17	122.2 (4)
C4—C3—H3	119.8	C19—C18—H18	118.9
C3—C4—C5	119.5 (4)	C17—C18—H18	118.9
C3—C4—H4	120.3	C18—C19—C20	119.6 (4)
C5—C4—H4	120.3	C18—C19—H19	120.2
C4—C5—C6	122.7 (5)	C20—C19—H19	120.2
C4—C5—H5	118.7	C21—C20—C19	119.7 (4)
C6—C5—H5	118.7	C21—C20—H20	120.2
C1—C6—C5	117.5 (4)	C19—C20—H20	120.2
C1—C6—C7	123.1 (3)	C20—C21—C22	122.5 (4)
C5—C6—C7	119.4 (4)	C20—C21—H21	118.7
O2—C7—C6	121.4 (3)	C22—C21—H21	118.7
O2—C7—C8	118.5 (4)	C17—C22—C21	117.2 (3)
C6—C7—C8	120.1 (3)	C17—C22—C23	122.9 (3)
C7—C8—H8A	109.5	C21—C22—C23	119.9 (3)
C7—C8—H8B	109.5	O6—C23—C22	122.3 (3)
H8A—C8—H8B	109.5	O6—C23—C24	117.6 (4)
C7—C8—H8C	109.5	C22—C23—C24	120.1 (3)
H8A—C8—H8C	109.5	C23—C24—H24A	109.5
H8B—C8—H8C	109.5	C23—C24—H24B	109.5
O3—C9—C14	124.7 (3)	H24A—C24—H24B	109.5
O3—C9—C10	117.0 (4)	C23—C24—H24C	109.5
C14—C9—C10	118.3 (4)	H24A—C24—H24C	109.5
C11—C10—C9	120.8 (4)	H24B—C24—H24C	109.5
C11—C10—H10	119.6	C1—O1—Cu1	127.9 (2)
C9—C10—H10	119.6	C7—O2—Cu1	130.4 (3)
C10—C11—C12	121.3 (4)	C9—O3—Cu1	127.4 (2)
C10—C11—H11	119.3	C15—O4—Cu1	130.0 (3)
C12—C11—H11	119.3	C17—O5—Cu2	127.9 (2)
C11—C12—C13	119.4 (4)	C23—O6—Cu2	129.0 (3)
C11—C12—H12	120.3

2 in total

1. A short history of SHELX.

Authors: George M Sheldrick
Journal: Acta Crystallogr A Date: 2007-12-21 Impact factor: 2.290

2. Syntheses, structure, and reactivity of chiral titanium compounds: procatalysts for olefin polymerization.

Authors: P Sobota; K Przybylak; J Utko; L B Jerzykiewicz; A J Pombeiro; M F Guedes da Silva; K Szczegot
Journal: Chemistry Date: 2001-03-02 Impact factor: 5.236

2 in total