metal-organic compounds
Bis{μ-2,2′-[o-phenylenebis(nitrilomethylidyne)]diphenolato}dicopper(II) N,N′-dimethylformamide disolvate
aDepartment of Chemistry, Xiaogan University, Xiaogan, Hubei 432000, People's Republic of China
*Correspondence e-mail: dy9802@126.com
The title compound, [Cu2(C20H14N2O2)2]·2C3H7NO, consists of a centrosymmetric dimer composed of two copper(II) ions and two tetradentate salphen ligands {H2salphen is 2,2′-[o-phenylenebis(nitrilomethylidyne)]diphenol}, and two dimethylformamide solvent molecules. The CuII atom is bonded to two N imino atoms and three phenolate O atoms of salphen. One deprotonated phenol group of each ligand bridges two Cu atoms, forming the dimer. The geometry about the five-coordinate Cu atom can best be described as slightly distorted rectangular pyramidal. The is stabilized by π–π interactions [centroid-centroid distance 3.779 (2) Å] and C—H⋯O hydrogen bonds.
Experimental
Crystal data
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Refinement
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Data collection: SMART (Bruker, 2001); cell SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; 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.
Supporting information
10.1107/S1600536808005394/br2066sup1.cif
contains datablocks I, global, New_Global_Publ_Block_1. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808005394/br2066Isup2.hkl
[Cu(C20H14N2O2)]2 .2DMF was prepared as followings: to a solution of H2salphen 0.158 mg(0.5 mmol) in methanol (20 mL) and DMF(20 mL) was added Cu(OAc)2˙2H2O(0.113 g, 0.5 mmol). After the mixture was stirred for half an hour, the solution was filtered. The filtrate was kept for several days at ambient temperature, and green-black block crystals were obtained.
The H atoms bonded to C atoms were introduced at calculated positions and refined using a riding model, with Uiso(H) = 1.2Ueq(C) and Uiso(H) = 1.5Ueq(C), and C–H distances of 0.93–0.96 Å.
Data collection: SMART (Bruker, 2001); cell
SMART (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); 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 (Sheldrick, 2008).Fig. 1. The molecular structure of (I), showing ellipsoids at the 50% probability level. | |
Fig. 2. The molecular packing diagram of (I). |
[Cu2(C20H14N2O2)2]·2C3H7NO | F(000) = 932 |
Mr = 901.94 | Dx = 1.461 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 3178 reflections |
a = 8.1864 (5) Å | θ = 2.8–23.0° |
b = 14.792 (1) Å | µ = 1.10 mm−1 |
c = 16.9584 (11) Å | T = 294 K |
β = 93.252 (1)° | Block, black |
V = 2050.2 (2) Å3 | 0.20 × 0.10 × 0.10 mm |
Z = 2 |
Bruker SMART CCD area-detector diffractometer | 4468 independent reflections |
Radiation source: fine-focus sealed tube | 3126 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.083 |
ϕ and ω scans | θmax = 27.0°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2001) | h = −10→10 |
Tmin = 0.811, Tmax = 0.898 | k = −14→18 |
13976 measured reflections | l = −20→21 |
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 = 0.98 | w = 1/[σ2(Fo2) + (0.0609P)2] where P = (Fo2 + 2Fc2)/3 |
4468 reflections | (Δ/σ)max < 0.001 |
273 parameters | Δρmax = 0.52 e Å−3 |
0 restraints | Δρmin = −0.36 e Å−3 |
[Cu2(C20H14N2O2)2]·2C3H7NO | V = 2050.2 (2) Å3 |
Mr = 901.94 | Z = 2 |
Monoclinic, P21/n | Mo Kα radiation |
a = 8.1864 (5) Å | µ = 1.10 mm−1 |
b = 14.792 (1) Å | T = 294 K |
c = 16.9584 (11) Å | 0.20 × 0.10 × 0.10 mm |
β = 93.252 (1)° |
Bruker SMART CCD area-detector diffractometer | 4468 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2001) | 3126 reflections with I > 2σ(I) |
Tmin = 0.811, Tmax = 0.898 | Rint = 0.083 |
13976 measured reflections |
R[F2 > 2σ(F2)] = 0.051 | 0 restraints |
wR(F2) = 0.129 | H-atom parameters constrained |
S = 0.98 | Δρmax = 0.52 e Å−3 |
4468 reflections | Δρmin = −0.36 e Å−3 |
273 parameters |
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 | Uiso*/Ueq | ||
Cu1 | 0.87999 (4) | 0.02801 (2) | 0.07623 (2) | 0.03962 (15) | |
C1 | 0.7432 (3) | 0.2022 (2) | 0.05569 (18) | 0.0394 (7) | |
C2 | 0.6560 (4) | 0.2775 (2) | 0.0271 (2) | 0.0506 (8) | |
H2 | 0.5941 | 0.2742 | −0.0205 | 0.061* | |
C3 | 0.6622 (5) | 0.3569 (2) | 0.0699 (2) | 0.0614 (10) | |
H3 | 0.6053 | 0.4075 | 0.0508 | 0.074* | |
C4 | 0.7528 (5) | 0.3612 (2) | 0.1410 (3) | 0.0688 (11) | |
H4 | 0.7547 | 0.4146 | 0.1700 | 0.083* | |
C5 | 0.8397 (4) | 0.2880 (2) | 0.1695 (2) | 0.0546 (9) | |
H5 | 0.9014 | 0.2921 | 0.2171 | 0.065* | |
C6 | 0.8359 (3) | 0.2075 (2) | 0.12719 (18) | 0.0392 (7) | |
C7 | 0.6479 (4) | 0.0977 (2) | −0.04292 (18) | 0.0399 (7) | |
H7 | 0.5858 | 0.1452 | −0.0647 | 0.048* | |
C8 | 0.6304 (4) | 0.0124 (2) | −0.08095 (17) | 0.0412 (7) | |
C9 | 0.7215 (4) | −0.0655 (2) | −0.05630 (19) | 0.0419 (7) | |
C10 | 0.6853 (4) | −0.1464 (2) | −0.0970 (2) | 0.0509 (8) | |
H10 | 0.7399 | −0.1991 | −0.0812 | 0.061* | |
C11 | 0.5710 (4) | −0.1499 (3) | −0.1597 (2) | 0.0585 (10) | |
H11 | 0.5500 | −0.2046 | −0.1853 | 0.070* | |
C12 | 0.4865 (4) | −0.0729 (3) | −0.1852 (2) | 0.0566 (9) | |
H12 | 0.4112 | −0.0753 | −0.2283 | 0.068* | |
C13 | 0.5161 (4) | 0.0058 (2) | −0.1460 (2) | 0.0495 (9) | |
H13 | 0.4588 | 0.0573 | −0.1627 | 0.059* | |
C14 | 0.9997 (4) | 0.1198 (2) | 0.21836 (19) | 0.0473 (8) | |
H14 | 1.0089 | 0.1718 | 0.2492 | 0.057* | |
C15 | 1.0785 (4) | 0.0411 (2) | 0.2491 (2) | 0.0478 (8) | |
C16 | 1.0733 (4) | −0.0430 (2) | 0.2097 (2) | 0.0483 (9) | |
C17 | 1.1600 (5) | −0.1157 (3) | 0.2469 (2) | 0.0654 (11) | |
H17 | 1.1591 | −0.1720 | 0.2226 | 0.078* | |
C18 | 1.2455 (5) | −0.1043 (3) | 0.3184 (3) | 0.0746 (12) | |
H18 | 1.3026 | −0.1529 | 0.3411 | 0.090* | |
C19 | 1.2486 (5) | −0.0225 (3) | 0.3570 (2) | 0.0787 (14) | |
H19 | 1.3061 | −0.0159 | 0.4055 | 0.094* | |
C20 | 1.1659 (5) | 0.0486 (3) | 0.3230 (2) | 0.0652 (11) | |
H20 | 1.1671 | 0.1038 | 0.3493 | 0.078* | |
C21 | 0.7335 (6) | 0.1052 (3) | 0.4145 (3) | 0.0950 (15) | |
H21A | 0.8299 | 0.0998 | 0.3852 | 0.142* | |
H21B | 0.6512 | 0.0643 | 0.3932 | 0.142* | |
H21C | 0.7597 | 0.0905 | 0.4689 | 0.142* | |
C22 | 0.5134 (5) | 0.2143 (3) | 0.4363 (3) | 0.0993 (17) | |
H22A | 0.4918 | 0.2780 | 0.4326 | 0.149* | |
H22B | 0.5093 | 0.1953 | 0.4902 | 0.149* | |
H22C | 0.4325 | 0.1820 | 0.4042 | 0.149* | |
C23 | 0.7679 (5) | 0.2604 (3) | 0.3829 (2) | 0.0601 (10) | |
H23 | 0.7243 | 0.3184 | 0.3800 | 0.072* | |
N1 | 0.7417 (3) | 0.11587 (16) | 0.01899 (14) | 0.0367 (6) | |
N2 | 0.9162 (3) | 0.12659 (17) | 0.15158 (14) | 0.0384 (6) | |
N3 | 0.6731 (4) | 0.1958 (2) | 0.40887 (18) | 0.0592 (8) | |
O1 | 0.8363 (3) | −0.06591 (14) | 0.00094 (13) | 0.0492 (6) | |
O2 | 0.9963 (3) | −0.05820 (15) | 0.14172 (14) | 0.0524 (6) | |
O3 | 0.9070 (3) | 0.25103 (17) | 0.36246 (15) | 0.0639 (7) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0424 (2) | 0.0340 (2) | 0.0420 (2) | 0.00078 (17) | −0.00157 (16) | 0.00026 (17) |
C1 | 0.0368 (16) | 0.0327 (17) | 0.0494 (18) | −0.0021 (13) | 0.0080 (13) | 0.0017 (14) |
C2 | 0.052 (2) | 0.0390 (19) | 0.060 (2) | −0.0029 (16) | −0.0039 (16) | 0.0066 (17) |
C3 | 0.069 (2) | 0.035 (2) | 0.080 (3) | 0.0043 (17) | −0.001 (2) | 0.0036 (19) |
C4 | 0.094 (3) | 0.033 (2) | 0.080 (3) | −0.002 (2) | 0.004 (2) | −0.011 (2) |
C5 | 0.067 (2) | 0.044 (2) | 0.052 (2) | −0.0055 (17) | −0.0006 (17) | −0.0067 (17) |
C6 | 0.0384 (16) | 0.0331 (18) | 0.0468 (18) | −0.0044 (13) | 0.0090 (13) | −0.0004 (14) |
C7 | 0.0396 (16) | 0.0368 (18) | 0.0431 (17) | 0.0010 (14) | 0.0015 (13) | 0.0054 (14) |
C8 | 0.0402 (17) | 0.0428 (19) | 0.0410 (18) | −0.0072 (14) | 0.0065 (13) | −0.0002 (15) |
C9 | 0.0402 (17) | 0.0417 (19) | 0.0445 (18) | −0.0069 (15) | 0.0090 (14) | −0.0039 (15) |
C10 | 0.054 (2) | 0.043 (2) | 0.057 (2) | −0.0049 (16) | 0.0113 (17) | −0.0072 (17) |
C11 | 0.059 (2) | 0.060 (3) | 0.058 (2) | −0.0212 (19) | 0.0127 (18) | −0.0195 (19) |
C12 | 0.048 (2) | 0.072 (3) | 0.049 (2) | −0.0140 (19) | 0.0005 (16) | −0.012 (2) |
C13 | 0.0421 (19) | 0.057 (2) | 0.049 (2) | −0.0032 (16) | 0.0006 (15) | 0.0002 (17) |
C14 | 0.0434 (18) | 0.054 (2) | 0.0449 (19) | −0.0027 (16) | 0.0038 (15) | −0.0066 (16) |
C15 | 0.0367 (17) | 0.060 (2) | 0.0468 (19) | −0.0023 (15) | 0.0010 (14) | 0.0082 (17) |
C16 | 0.0377 (17) | 0.056 (2) | 0.051 (2) | −0.0013 (15) | 0.0059 (15) | 0.0180 (17) |
C17 | 0.067 (2) | 0.060 (3) | 0.068 (3) | 0.004 (2) | 0.001 (2) | 0.024 (2) |
C18 | 0.068 (3) | 0.080 (3) | 0.075 (3) | 0.003 (2) | −0.006 (2) | 0.039 (3) |
C19 | 0.071 (3) | 0.108 (4) | 0.055 (2) | −0.005 (3) | −0.016 (2) | 0.026 (3) |
C20 | 0.062 (2) | 0.083 (3) | 0.049 (2) | −0.005 (2) | −0.0043 (18) | 0.007 (2) |
C21 | 0.113 (4) | 0.057 (3) | 0.119 (4) | 0.005 (3) | 0.038 (3) | 0.011 (3) |
C22 | 0.066 (3) | 0.095 (4) | 0.140 (5) | −0.001 (3) | 0.032 (3) | −0.015 (3) |
C23 | 0.073 (3) | 0.047 (2) | 0.060 (2) | 0.001 (2) | 0.002 (2) | −0.0103 (19) |
N1 | 0.0376 (13) | 0.0332 (14) | 0.0393 (14) | −0.0014 (11) | 0.0030 (11) | 0.0017 (11) |
N2 | 0.0356 (13) | 0.0390 (15) | 0.0405 (14) | −0.0020 (11) | 0.0026 (11) | −0.0006 (12) |
N3 | 0.0649 (19) | 0.0447 (19) | 0.070 (2) | 0.0021 (15) | 0.0183 (16) | −0.0075 (16) |
O1 | 0.0563 (14) | 0.0337 (12) | 0.0564 (14) | 0.0036 (11) | −0.0077 (11) | −0.0049 (11) |
O2 | 0.0599 (15) | 0.0405 (13) | 0.0557 (14) | 0.0052 (11) | −0.0063 (11) | 0.0072 (11) |
O3 | 0.0575 (16) | 0.0729 (18) | 0.0617 (16) | −0.0080 (14) | 0.0076 (13) | −0.0121 (14) |
Cu1—O1 | 1.907 (2) | C12—C13 | 1.355 (5) |
Cu1—O2 | 1.909 (2) | C12—H12 | 0.9300 |
Cu1—N1 | 1.946 (2) | C13—H13 | 0.9300 |
Cu1—N2 | 1.950 (2) | C14—N2 | 1.293 (4) |
Cu1—O1i | 2.783 (11) | C14—C15 | 1.416 (4) |
C1—C2 | 1.395 (4) | C14—H14 | 0.9300 |
C1—C6 | 1.396 (4) | C15—C20 | 1.411 (5) |
C1—N1 | 1.420 (4) | C15—C16 | 1.412 (5) |
C2—C3 | 1.380 (5) | C16—O2 | 1.302 (4) |
C2—H2 | 0.9300 | C16—C17 | 1.416 (4) |
C3—C4 | 1.381 (6) | C17—C18 | 1.375 (6) |
C3—H3 | 0.9300 | C17—H17 | 0.9300 |
C4—C5 | 1.369 (5) | C18—C19 | 1.375 (6) |
C4—H4 | 0.9300 | C18—H18 | 0.9300 |
C5—C6 | 1.389 (4) | C19—C20 | 1.360 (6) |
C5—H5 | 0.9300 | C19—H19 | 0.9300 |
C6—N2 | 1.416 (4) | C20—H20 | 0.9300 |
C7—N1 | 1.294 (4) | C21—N3 | 1.431 (5) |
C7—C8 | 1.421 (4) | C21—H21A | 0.9600 |
C7—H7 | 0.9300 | C21—H21B | 0.9600 |
C8—C13 | 1.409 (4) | C21—H21C | 0.9600 |
C8—C9 | 1.423 (5) | C22—N3 | 1.438 (5) |
C9—O1 | 1.312 (4) | C22—H22A | 0.9600 |
C9—C10 | 1.405 (4) | C22—H22B | 0.9600 |
C10—C11 | 1.376 (5) | C22—H22C | 0.9600 |
C10—H10 | 0.9300 | C23—O3 | 1.216 (4) |
C11—C12 | 1.389 (5) | C23—N3 | 1.321 (5) |
C11—H11 | 0.9300 | C23—H23 | 0.9300 |
O1—Cu1—O2 | 88.35 (10) | N2—C14—H14 | 116.8 |
O1—Cu1—N1 | 94.06 (10) | C15—C14—H14 | 116.8 |
O2—Cu1—N1 | 173.09 (10) | C20—C15—C16 | 119.3 (3) |
O1—Cu1—N2 | 177.59 (9) | C20—C15—C14 | 117.4 (4) |
O2—Cu1—N2 | 93.78 (10) | C16—C15—C14 | 123.3 (3) |
N1—Cu1—N2 | 83.69 (10) | O2—C16—C15 | 124.8 (3) |
C2—C1—C6 | 119.9 (3) | O2—C16—C17 | 118.0 (3) |
C2—C1—N1 | 125.1 (3) | C15—C16—C17 | 117.2 (3) |
C6—C1—N1 | 115.0 (3) | C18—C17—C16 | 121.1 (4) |
C3—C2—C1 | 119.6 (3) | C18—C17—H17 | 119.4 |
C3—C2—H2 | 120.2 | C16—C17—H17 | 119.4 |
C1—C2—H2 | 120.2 | C17—C18—C19 | 121.5 (4) |
C2—C3—C4 | 120.0 (3) | C17—C18—H18 | 119.3 |
C2—C3—H3 | 120.0 | C19—C18—H18 | 119.3 |
C4—C3—H3 | 120.0 | C20—C19—C18 | 118.8 (4) |
C5—C4—C3 | 120.9 (4) | C20—C19—H19 | 120.6 |
C5—C4—H4 | 119.5 | C18—C19—H19 | 120.6 |
C3—C4—H4 | 119.5 | C19—C20—C15 | 122.1 (4) |
C4—C5—C6 | 120.0 (3) | C19—C20—H20 | 119.0 |
C4—C5—H5 | 120.0 | C15—C20—H20 | 119.0 |
C6—C5—H5 | 120.0 | N3—C21—H21A | 109.5 |
C5—C6—C1 | 119.5 (3) | N3—C21—H21B | 109.5 |
C5—C6—N2 | 125.2 (3) | H21A—C21—H21B | 109.5 |
C1—C6—N2 | 115.2 (3) | N3—C21—H21C | 109.5 |
N1—C7—C8 | 126.3 (3) | H21A—C21—H21C | 109.5 |
N1—C7—H7 | 116.8 | H21B—C21—H21C | 109.5 |
C8—C7—H7 | 116.8 | N3—C22—H22A | 109.5 |
C13—C8—C7 | 117.5 (3) | N3—C22—H22B | 109.5 |
C13—C8—C9 | 119.2 (3) | H22A—C22—H22B | 109.5 |
C7—C8—C9 | 123.3 (3) | N3—C22—H22C | 109.5 |
O1—C9—C10 | 118.9 (3) | H22A—C22—H22C | 109.5 |
O1—C9—C8 | 124.2 (3) | H22B—C22—H22C | 109.5 |
C10—C9—C8 | 116.9 (3) | O3—C23—N3 | 126.1 (4) |
C11—C10—C9 | 121.8 (3) | O3—C23—H23 | 116.9 |
C11—C10—H10 | 119.1 | N3—C23—H23 | 116.9 |
C9—C10—H10 | 119.1 | C7—N1—C1 | 122.1 (3) |
C10—C11—C12 | 121.0 (3) | C7—N1—Cu1 | 124.6 (2) |
C10—C11—H11 | 119.5 | C1—N1—Cu1 | 113.06 (19) |
C12—C11—H11 | 119.5 | C14—N2—C6 | 122.3 (3) |
C13—C12—C11 | 118.6 (3) | C14—N2—Cu1 | 124.7 (2) |
C13—C12—H12 | 120.7 | C6—N2—Cu1 | 112.94 (19) |
C11—C12—H12 | 120.7 | C23—N3—C21 | 119.5 (3) |
C12—C13—C8 | 122.4 (4) | C23—N3—C22 | 122.2 (3) |
C12—C13—H13 | 118.8 | C21—N3—C22 | 118.3 (3) |
C8—C13—H13 | 118.8 | C9—O1—Cu1 | 126.3 (2) |
N2—C14—C15 | 126.4 (3) | C16—O2—Cu1 | 126.9 (2) |
Symmetry code: (i) −x−3, −y, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
C14—H14···O3 | 0.93 | 2.44 | 3.244 (4) | 145 |
C5—H5···O3 | 0.93 | 2.54 | 3.333 (4) | 144 |
C23—H23···O2ii | 0.93 | 2.58 | 3.457 (5) | 158 |
C7—H7···O3iii | 0.93 | 2.41 | 3.333 (4) | 170 |
C2—H2···O3iii | 0.93 | 2.47 | 3.389 (4) | 172 |
C21—H21A···O3 | 0.96 | 2.36 | 2.756 (5) | 104 |
Symmetry codes: (ii) −x+3/2, y+1/2, −z+1/2; (iii) x−1/2, −y+1/2, z−1/2. |
Experimental details
Crystal data | |
Chemical formula | [Cu2(C20H14N2O2)2]·2C3H7NO |
Mr | 901.94 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 294 |
a, b, c (Å) | 8.1864 (5), 14.792 (1), 16.9584 (11) |
β (°) | 93.252 (1) |
V (Å3) | 2050.2 (2) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.10 |
Crystal size (mm) | 0.20 × 0.10 × 0.10 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 2001) |
Tmin, Tmax | 0.811, 0.898 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 13976, 4468, 3126 |
Rint | 0.083 |
(sin θ/λ)max (Å−1) | 0.639 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.051, 0.129, 0.98 |
No. of reflections | 4468 |
No. of parameters | 273 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.52, −0.36 |
Computer programs: SMART (Bruker, 2001), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Cu1—O1 | 1.907 (2) | Cu1—N2 | 1.950 (2) |
Cu1—O2 | 1.909 (2) | Cu1—O1i | 2.783 (11) |
Cu1—N1 | 1.946 (2) |
Symmetry code: (i) −x−3, −y, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
C14—H14···O3 | 0.93 | 2.44 | 3.244 (4) | 145.1 |
C5—H5···O3 | 0.93 | 2.54 | 3.333 (4) | 143.9 |
C23—H23···O2ii | 0.93 | 2.58 | 3.457 (5) | 157.6 |
C7—H7···O3iii | 0.93 | 2.41 | 3.333 (4) | 170.0 |
C2—H2···O3iii | 0.93 | 2.47 | 3.389 (4) | 171.8 |
C21—H21A···O3 | 0.96 | 2.36 | 2.756 (5) | 104.0 |
Symmetry codes: (ii) −x+3/2, y+1/2, −z+1/2; (iii) x−1/2, −y+1/2, z−1/2. |
Acknowledgements
This work was supported by the Natural Science Foundation of Xiaogan University (Z2008012).
References
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The stucture of the title compound, [Cu(salphen)]2˙2DMF, (DMF= N,N'-dimethylformamide), (I), is shown in Fig.1.
The salphen derivatives and their manganese complexes have been synthesized and characterized(Suzuki et al.,1997).
Herein, we report the crystal structure of such a compound. As shown in Fig.1, the molecular structure of the title compound is constructed of a centrosymmetric dimer in which the copper(II) atoms are linked by µ-phenoxo bridges from one of the phenolic oxygen atoms of each salphen ligand to the opposite metal center. The distance of Cu1···Cu1(2 - x,-y,-z) separation and the angles of Cu1–O1–Cu1(2 - x,-y,-z)are 3.436 Å, and 92.19°, respectively. Two nitrogen atoms and two oxygen atoms from salphen ligands occupy the coordination sites about each copper. The apical Cu–O (phenoxo) and Cu–N (imine) (see Table 2) bond distances are somewhat shorter than the long equatorial Cu1—O1 distance. The basal atoms about the two copper atoms are coplanar; consequently, the environment around each copper atom can be described as a distorted triangular pyramid.
The centroid-centroid distance between the C8—C13 benzene ring (centroid Cg1) belonging to one salicylaldehyde ring system in one dimer and the C15—C20 benzene ring (centroid Cg2) of the salicylaldehyde ring system from the neighboring dimer at (2 - x, -y, -z) is 3.779 (2), and the dihedral angles (between planes Cg1 and Cg2) and (between planes Cg1- Cg2 vector and the normal to the C8—C13 ring) are 10.82 and 16.52°, respectively; these values indicate the existence of significant π-π stacking interactions between adjacent rings, as shown in Fig.2, which stabilizes the crystal structure together with the hydrogen bonds.