metal-organic compounds
{2-[(2-Acetylhydrazin-1-ylidene)methyl-κ2N1,O]-6-methoxyphenolato-κO1}(nitrato-κO)copper(II) monohydrate
aDépartement de Chimie, Faculté des Sciences et Techniques, Université Cheikh Anta Diop, Dakar, Senegal, bICSN-CNRS, Laboratoire de Cristallochimie, 1 Avenue de la Terasse, 91198 Gif-sur-Yvette, France, and cANBioPhi FRE 3207 CNRS, Université de Paris 13, 74 Rue Marcel Cachin, 93017 Bobigny, France
*Correspondence e-mail: mlgayeastou@yahoo.fr
In the title complex, [Cu(C10H11N2O3)(NO3)]·H2O, prepared from the Schiff base N′-(3-methoxy-2-oxidobenzylidene)acetohydrazide, the CuII atom is coordinated by two O atoms and one N atom from the ligand and one O atom from a nitrate group in a distorted square-planar geometry. The CuII atom has a weak interaction with another O atom of the nitrate group. The two O atoms of the tridentate Schiff base ligand are in a trans arrangement. O—H⋯O and N—H⋯O hydrogen bonds involving the uncoordinated water molecule are observed.
Related literature
For related structures, see: Ainscough et al. (1998); Koh et al. (1998); Tamboura et al. (2009); You & Zhu (2004).
Experimental
Crystal data
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Refinement
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Data collection: COLLECT (Nonius, 1998); cell DENZO/SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO/SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97.
Supporting information
https://doi.org/10.1107/S1600536810000632/hy2267sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810000632/hy2267Isup2.hkl
All purchased chemicals and solvents were reagent grade and used without further purification. The solid-state IR spectra were recorded from KBr discs on a Nicolet spectrophotometer. To a mixture of the ligand (0.211 g, 1.0 mmol) and 20 ml of ethanol was added dropwise a solution of copper nitrate dihydrate (0.242 g, 2.0 mmol) in 10 ml of ethanol. The resulting mixture was stirred under reflux for 2 h. After cooling the solution was filtered and the filtrate was left for slow evaporation. Green crystals of the title compound were obtained in good yield (0.290 g, 82.7%). IR (cm-1): 3403, 1604, 1578, 1445, 1291, 1248, 1082, 1004, 331, 273. Melting point 196±1°C. Analysis, calculated for C10H13CuN3O7: C 34.24, H 3.74, N 11.98%; found: C 34.26, H 3.73, N 16.15%. Single crystals suitable for X-ray analysis were obtained from slow evaporation of a methanol solution of the product.
Water H atoms and amine H atoms of the Schiff base ligand were located from a difference Fourier map and refined as riding atoms with Uiso(H) = 1.2Ueq(N,O). Other H atoms were placed geometrically and refined with a riding model, with C—H = 0.93 (CH) and 0.96 (CH3) Å and with Uiso(H) = 1.2(1.5 for methyl)Ueq(C).
In the title complex, the CuII ion adopts a four-coordinated geometry with the Schiff base coordinated to the metal ion as a uninegative charged tridentate ligand via the carbonyl O atom, the azomethine N atom and the phenolate O atom. The fourth coordination position is occupied by an O atom of the nitrate group. The CuII ion has a weak interaction with another O atom (O6) of the nitrate (Table 1). The bond distances of Cu—N and Cu—O are similar to the other Cu analogue with the same tridentate ligand (Ainscough et al., 1998). The Cu—O(NO3) distance is similar to the observed value for the complex [Cu(L)NO3] [L = 1-(pyridin-2-ylmethyliminomethyl)naphtalen-2-olato] (You & Zhu, 2004). The two O donor atoms of the ligand are in a trans arrangement with an O—Cu—O angle of 173.76 (6)°. The angles around Cu are in a range of 81.49 (7)–173.76 (6)° and sum of the angles at Cu is 360.4°, suggesting that the geometry around the Cu atom is distorted square-planar (Fig. 1).
For related structures, see: Ainscough et al. (1998); Koh et al. (1998); Tamboura et al. (2009); You & Zhu (2004).
Data collection: COLLECT (Nonius, 1998); cell
DENZO/SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO/SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).Fig. 1. Molecular structure of the title compound. Displacement ellipsoids are drawn at the 50% probability level. |
[Cu(C10H11N2O3)(NO3)]·H2O | F(000) = 716 |
Mr = 350.77 | Dx = 1.758 Mg m−3 |
Monoclinic, P21/c | Melting point: 469 K |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71070 Å |
a = 9.274 (2) Å | Cell parameters from 12725 reflections |
b = 10.455 (4) Å | θ = 1.0–27.5° |
c = 13.726 (4) Å | µ = 1.69 mm−1 |
β = 95.16 (5)° | T = 293 K |
V = 1325.5 (7) Å3 | Prism, green |
Z = 4 | 0.40 × 0.28 × 0.20 mm |
Nonius KappaCCD diffractometer | 3046 independent reflections |
Radiation source: fine-focus sealed tube | 2493 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
φ and ω scans | θmax = 27.5°, θmin = 2.5° |
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997) | h = −12→12 |
Tmin = 0.56, Tmax = 0.72 | k = −13→12 |
5500 measured reflections | l = −17→17 |
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)] = 0.033 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.090 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0515P)2 + 0.2512P] where P = (Fo2 + 2Fc2)/3 |
3046 reflections | (Δ/σ)max = 0.001 |
192 parameters | Δρmax = 0.33 e Å−3 |
0 restraints | Δρmin = −0.44 e Å−3 |
[Cu(C10H11N2O3)(NO3)]·H2O | V = 1325.5 (7) Å3 |
Mr = 350.77 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 9.274 (2) Å | µ = 1.69 mm−1 |
b = 10.455 (4) Å | T = 293 K |
c = 13.726 (4) Å | 0.40 × 0.28 × 0.20 mm |
β = 95.16 (5)° |
Nonius KappaCCD diffractometer | 3046 independent reflections |
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997) | 2493 reflections with I > 2σ(I) |
Tmin = 0.56, Tmax = 0.72 | Rint = 0.021 |
5500 measured reflections |
R[F2 > 2σ(F2)] = 0.033 | 0 restraints |
wR(F2) = 0.090 | H-atom parameters constrained |
S = 1.05 | Δρmax = 0.33 e Å−3 |
3046 reflections | Δρmin = −0.44 e Å−3 |
192 parameters |
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.09934 (3) | 0.23847 (2) | 0.104081 (19) | 0.03448 (11) | |
O1 | 0.20916 (16) | 0.08774 (13) | 0.10007 (12) | 0.0391 (3) | |
O2 | 0.39441 (16) | −0.09065 (15) | 0.07532 (13) | 0.0489 (4) | |
O3 | −0.02563 (16) | 0.38826 (14) | 0.12039 (12) | 0.0417 (4) | |
O4 | 0.25659 (17) | 0.34556 (16) | 0.06197 (12) | 0.0464 (4) | |
O5 | 0.40681 (19) | 0.48337 (19) | 0.13003 (19) | 0.0784 (7) | |
O6 | 0.2791 (2) | 0.3648 (2) | 0.21931 (14) | 0.0662 (5) | |
O7 | −0.45344 (19) | 0.13264 (18) | 0.18452 (13) | 0.0589 (5) | |
H1O | −0.5371 | 0.1148 | 0.1455 | 0.071* | |
H2O | −0.4318 | 0.0772 | 0.2358 | 0.071* | |
N1 | −0.07247 (18) | 0.14998 (17) | 0.13266 (12) | 0.0321 (4) | |
N2 | −0.1848 (2) | 0.23436 (17) | 0.14647 (14) | 0.0362 (4) | |
H2N | −0.2694 | 0.2092 | 0.1591 | 0.043* | |
N3 | 0.31622 (19) | 0.39954 (18) | 0.13960 (18) | 0.0477 (5) | |
C1 | 0.1588 (2) | −0.02931 (19) | 0.10347 (14) | 0.0323 (4) | |
C2 | 0.0145 (2) | −0.0638 (2) | 0.11923 (14) | 0.0336 (4) | |
C3 | −0.0258 (3) | −0.1947 (2) | 0.11989 (16) | 0.0404 (5) | |
H3 | −0.1210 | −0.2163 | 0.1288 | 0.048* | |
C4 | 0.0720 (3) | −0.2894 (2) | 0.10779 (16) | 0.0435 (5) | |
H4 | 0.0438 | −0.3747 | 0.1087 | 0.052* | |
C5 | 0.2160 (3) | −0.2570 (2) | 0.09391 (17) | 0.0405 (5) | |
H5 | 0.2833 | −0.3214 | 0.0865 | 0.049* | |
C6 | 0.2581 (2) | −0.1313 (2) | 0.09123 (15) | 0.0351 (4) | |
C7 | −0.0955 (2) | 0.0287 (2) | 0.13384 (15) | 0.0360 (5) | |
H7 | −0.1876 | −0.0002 | 0.1447 | 0.043* | |
C8 | 0.5026 (3) | −0.1853 (3) | 0.0650 (2) | 0.0549 (6) | |
H8A | 0.5203 | −0.2318 | 0.1251 | 0.082* | |
H8B | 0.5904 | −0.1446 | 0.0494 | 0.082* | |
H8C | 0.4699 | −0.2432 | 0.0134 | 0.082* | |
C9 | −0.1505 (2) | 0.3575 (2) | 0.13847 (15) | 0.0371 (5) | |
C10 | −0.2645 (3) | 0.4550 (2) | 0.14953 (19) | 0.0504 (6) | |
H10A | −0.2274 | 0.5200 | 0.1944 | 0.076* | |
H10B | −0.3470 | 0.4149 | 0.1742 | 0.076* | |
H10C | −0.2929 | 0.4931 | 0.0871 | 0.076* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.03077 (17) | 0.02852 (15) | 0.04481 (18) | −0.00120 (9) | 0.00701 (11) | −0.00130 (10) |
O1 | 0.0317 (8) | 0.0291 (7) | 0.0572 (9) | −0.0018 (6) | 0.0082 (7) | −0.0017 (6) |
O2 | 0.0358 (9) | 0.0386 (9) | 0.0730 (11) | 0.0047 (7) | 0.0088 (8) | −0.0013 (8) |
O3 | 0.0378 (8) | 0.0344 (8) | 0.0534 (9) | 0.0008 (6) | 0.0068 (7) | −0.0025 (7) |
O4 | 0.0435 (9) | 0.0413 (9) | 0.0556 (10) | −0.0083 (7) | 0.0114 (7) | −0.0026 (7) |
O5 | 0.0368 (10) | 0.0432 (11) | 0.154 (2) | −0.0105 (8) | 0.0007 (12) | −0.0053 (12) |
O6 | 0.0606 (12) | 0.0783 (14) | 0.0591 (12) | 0.0034 (10) | 0.0021 (10) | −0.0132 (10) |
O7 | 0.0467 (10) | 0.0621 (12) | 0.0672 (12) | −0.0145 (8) | 0.0010 (9) | 0.0066 (9) |
N1 | 0.0288 (8) | 0.0329 (9) | 0.0349 (9) | 0.0014 (7) | 0.0042 (7) | −0.0006 (7) |
N2 | 0.0283 (9) | 0.0406 (10) | 0.0404 (10) | 0.0032 (7) | 0.0065 (8) | −0.0008 (7) |
N3 | 0.0280 (9) | 0.0326 (10) | 0.0819 (16) | 0.0059 (8) | 0.0016 (10) | −0.0071 (10) |
C1 | 0.0359 (11) | 0.0303 (10) | 0.0300 (10) | −0.0017 (8) | −0.0009 (8) | 0.0011 (8) |
C2 | 0.0366 (11) | 0.0336 (10) | 0.0304 (10) | −0.0023 (8) | 0.0030 (8) | 0.0009 (8) |
C3 | 0.0422 (13) | 0.0352 (12) | 0.0439 (12) | −0.0087 (9) | 0.0051 (10) | 0.0011 (10) |
C4 | 0.0575 (15) | 0.0283 (10) | 0.0442 (12) | −0.0059 (10) | 0.0011 (11) | 0.0021 (9) |
C5 | 0.0499 (14) | 0.0320 (11) | 0.0386 (12) | 0.0059 (9) | −0.0008 (10) | 0.0000 (8) |
C6 | 0.0358 (11) | 0.0354 (11) | 0.0335 (10) | 0.0018 (9) | 0.0011 (8) | −0.0005 (8) |
C7 | 0.0315 (11) | 0.0403 (12) | 0.0364 (11) | −0.0064 (8) | 0.0033 (9) | 0.0012 (9) |
C8 | 0.0411 (13) | 0.0506 (15) | 0.0730 (17) | 0.0135 (11) | 0.0048 (12) | −0.0068 (13) |
C9 | 0.0374 (12) | 0.0396 (11) | 0.0337 (11) | 0.0045 (9) | −0.0007 (8) | −0.0009 (9) |
C10 | 0.0473 (14) | 0.0481 (14) | 0.0555 (14) | 0.0140 (11) | 0.0023 (11) | 0.0005 (11) |
Cu1—N1 | 1.9134 (18) | C1—C2 | 1.422 (3) |
Cu1—O1 | 1.8798 (15) | C1—C6 | 1.428 (3) |
Cu1—O3 | 1.9730 (16) | C2—C3 | 1.419 (3) |
Cu1—O4 | 1.9663 (16) | C2—C7 | 1.433 (3) |
Cu1—O6 | 2.559 (2) | C3—C4 | 1.363 (4) |
O1—C1 | 1.312 (2) | C3—H3 | 0.9300 |
O2—C6 | 1.370 (3) | C4—C5 | 1.407 (3) |
O2—C8 | 1.425 (3) | C4—H4 | 0.9300 |
O3—C9 | 1.248 (3) | C5—C6 | 1.373 (3) |
O4—N3 | 1.286 (3) | C5—H5 | 0.9300 |
O5—N3 | 1.229 (3) | C7—H7 | 0.9300 |
O6—N3 | 1.231 (3) | C8—H8A | 0.9600 |
O7—H1O | 0.92 | C8—H8B | 0.9600 |
O7—H2O | 0.92 | C8—H8C | 0.9600 |
N1—C7 | 1.286 (3) | C9—C10 | 1.486 (3) |
N1—N2 | 1.391 (2) | C10—H10A | 0.9600 |
N2—C9 | 1.333 (3) | C10—H10B | 0.9600 |
N2—H2N | 0.8600 | C10—H10C | 0.9600 |
O1—Cu1—N1 | 93.67 (7) | C4—C3—C2 | 121.4 (2) |
O1—Cu1—O4 | 92.90 (7) | C4—C3—H3 | 119.3 |
N1—Cu1—O4 | 171.47 (7) | C2—C3—H3 | 119.3 |
O1—Cu1—O3 | 173.76 (6) | C3—C4—C5 | 119.5 (2) |
N1—Cu1—O3 | 81.49 (7) | C3—C4—H4 | 120.3 |
O4—Cu1—O3 | 92.30 (7) | C5—C4—H4 | 120.3 |
O1—Cu1—O6 | 97.25 (7) | C6—C5—C4 | 120.7 (2) |
O3—Cu1—O6 | 82.93 (7) | C6—C5—H5 | 119.7 |
O4—Cu1—O6 | 55.16 (7) | C4—C5—H5 | 119.7 |
N1—Cu1—O6 | 129.12 (7) | O2—C6—C5 | 124.8 (2) |
C1—O1—Cu1 | 125.84 (13) | O2—C6—C1 | 113.64 (18) |
C6—O2—C8 | 117.93 (18) | C5—C6—C1 | 121.6 (2) |
C9—O3—Cu1 | 112.53 (14) | N1—C7—C2 | 122.85 (19) |
N3—O4—Cu1 | 106.34 (13) | N1—C7—H7 | 118.6 |
H1O—O7—H2O | 115.6 | C2—C7—H7 | 118.6 |
C7—N1—N2 | 119.75 (18) | O2—C8—H8A | 109.5 |
C7—N1—Cu1 | 128.43 (15) | O2—C8—H8B | 109.5 |
N2—N1—Cu1 | 111.66 (13) | H8A—C8—H8B | 109.5 |
C9—N2—N1 | 114.45 (17) | O2—C8—H8C | 109.5 |
C9—N2—H2N | 122.8 | H8A—C8—H8C | 109.5 |
N1—N2—H2N | 122.8 | H8B—C8—H8C | 109.5 |
O5—N3—O6 | 123.6 (2) | O3—C9—N2 | 119.85 (19) |
O5—N3—O4 | 118.1 (2) | O3—C9—C10 | 121.7 (2) |
O6—N3—O4 | 118.24 (19) | N2—C9—C10 | 118.4 (2) |
O1—C1—C2 | 125.80 (19) | C9—C10—H10A | 109.5 |
O1—C1—C6 | 117.19 (18) | C9—C10—H10B | 109.5 |
C2—C1—C6 | 117.01 (18) | H10A—C10—H10B | 109.5 |
C3—C2—C1 | 119.86 (19) | C9—C10—H10C | 109.5 |
C3—C2—C7 | 117.3 (2) | H10A—C10—H10C | 109.5 |
C1—C2—C7 | 122.82 (19) | H10B—C10—H10C | 109.5 |
N1—Cu1—O1—C1 | 7.99 (17) | C1—C2—C3—C4 | 1.5 (3) |
O4—Cu1—O1—C1 | −166.57 (17) | C7—C2—C3—C4 | −179.2 (2) |
N1—Cu1—O3—C9 | −1.29 (15) | C2—C3—C4—C5 | −0.3 (3) |
O4—Cu1—O3—C9 | 172.83 (15) | C3—C4—C5—C6 | −0.8 (4) |
O1—Cu1—O4—N3 | −101.08 (13) | C8—O2—C6—C5 | −2.9 (3) |
O3—Cu1—O4—N3 | 75.48 (14) | C8—O2—C6—C1 | 178.26 (19) |
O1—Cu1—N1—C7 | −7.63 (19) | C4—C5—C6—O2 | −178.0 (2) |
O3—Cu1—N1—C7 | 176.33 (18) | C4—C5—C6—C1 | 0.7 (3) |
O1—Cu1—N1—N2 | 177.15 (13) | O1—C1—C6—O2 | −1.3 (3) |
O3—Cu1—N1—N2 | 1.11 (13) | C2—C1—C6—O2 | 179.32 (18) |
C7—N1—N2—C9 | −176.51 (19) | O1—C1—C6—C5 | 179.8 (2) |
Cu1—N1—N2—C9 | −0.8 (2) | C2—C1—C6—C5 | 0.4 (3) |
Cu1—O4—N3—O5 | −171.45 (16) | N2—N1—C7—C2 | 179.38 (18) |
Cu1—O4—N3—O6 | 8.3 (2) | Cu1—N1—C7—C2 | 4.5 (3) |
Cu1—O1—C1—C2 | −5.8 (3) | C3—C2—C7—N1 | −178.50 (19) |
Cu1—O1—C1—C6 | 174.91 (14) | C1—C2—C7—N1 | 0.8 (3) |
O1—C1—C2—C3 | 179.18 (19) | Cu1—O3—C9—N2 | 1.2 (3) |
C6—C1—C2—C3 | −1.5 (3) | Cu1—O3—C9—C10 | −177.50 (16) |
O1—C1—C2—C7 | −0.1 (3) | N1—N2—C9—O3 | −0.3 (3) |
C6—C1—C2—C7 | 179.19 (18) | N1—N2—C9—C10 | 178.48 (18) |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2N···O7 | 0.86 | 1.95 | 2.801 (3) | 174 |
O7—H1O···O1i | 0.92 | 2.40 | 3.271 (3) | 159 |
O7—H1O···O2i | 0.92 | 2.42 | 3.050 (3) | 126 |
O7—H2O···O5ii | 0.92 | 2.08 | 2.984 (3) | 167 |
Symmetry codes: (i) x−1, y, z; (ii) −x, y−1/2, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Cu(C10H11N2O3)(NO3)]·H2O |
Mr | 350.77 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 9.274 (2), 10.455 (4), 13.726 (4) |
β (°) | 95.16 (5) |
V (Å3) | 1325.5 (7) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.69 |
Crystal size (mm) | 0.40 × 0.28 × 0.20 |
Data collection | |
Diffractometer | Nonius KappaCCD |
Absorption correction | Multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997) |
Tmin, Tmax | 0.56, 0.72 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 5500, 3046, 2493 |
Rint | 0.021 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.033, 0.090, 1.05 |
No. of reflections | 3046 |
No. of parameters | 192 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.33, −0.44 |
Computer programs: COLLECT (Nonius, 1998), DENZO/SCALEPACK (Otwinowski & Minor, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009).
Cu1—N1 | 1.9134 (18) | Cu1—O4 | 1.9663 (16) |
Cu1—O1 | 1.8798 (15) | Cu1—O6 | 2.559 (2) |
Cu1—O3 | 1.9730 (16) |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2N···O7 | 0.86 | 1.95 | 2.801 (3) | 174 |
O7—H1O···O1i | 0.92 | 2.40 | 3.271 (3) | 159 |
O7—H1O···O2i | 0.92 | 2.42 | 3.050 (3) | 126 |
O7—H2O···O5ii | 0.92 | 2.08 | 2.984 (3) | 167 |
Symmetry codes: (i) x−1, y, z; (ii) −x, y−1/2, −z+1/2. |
Acknowledgements
The authors thank the Agence Universitaire de la Francophonie for financial support (AUF-PSCI No. 6314PS804).
References
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In the title complex, the CuII ion adopts a four-coordinated geometry with the Schiff base coordinated to the metal ion as a uninegative charged tridentate ligand via the carbonyl O atom, the azomethine N atom and the phenolate O atom. The fourth coordination position is occupied by an O atom of the nitrate group. The CuII ion has a weak interaction with another O atom (O6) of the nitrate (Table 1). The bond distances of Cu—N and Cu—O are similar to the other Cu analogue with the same tridentate ligand (Ainscough et al., 1998). The Cu—O(NO3) distance is similar to the observed value for the complex [Cu(L)NO3] [L = 1-(pyridin-2-ylmethyliminomethyl)naphtalen-2-olato] (You & Zhu, 2004). The two O donor atoms of the ligand are in a trans arrangement with an O—Cu—O angle of 173.76 (6)°. The angles around Cu are in a range of 81.49 (7)–173.76 (6)° and sum of the angles at Cu is 360.4°, suggesting that the geometry around the Cu atom is distorted square-planar (Fig. 1).