metal-organic compounds
The title compound, [Cu(C6H2Br3O)2(NH3)2], a monomeric centrosymmetric CuII complex, crystallizes in the monoclinic system. The CuO2N2 coordination sphere is trans planar, [Cu-O 1.943 (5) Å and Cu-N 1.977 (6) Å], with the fifth and sixth coordination sites occupied by Br atoms from the phenoxide ions [Cu-Br 3.129 (1) Å], resulting in an elongated distorted octahedral structure for the CuO2N2Br2 coordination. Each of the NH3 groups forms two hydrogen bonds with the Br and O atoms of the CuO2N2Br2 moiety of a neighbouring molecule. This arrangement constitutes a one-dimensional chain along the x axis of the unit cell.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270100003966/sk1366sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270100003966/sk1366Isup2.hkl |
CCDC reference: 146047
Computing details top
Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1993); cell refinement: CAD-4 EXPRESS; data reduction: MolEN (Fair, 1990); program(s) used to solve structure: MolEN; program(s) used to refine structure: MolEN; molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: MolEN and PLATON99 (Spek, 1990).
(I) top
Crystal data top
[Cu(C6H2Br3O)2(NH3)2] | Z = 2 |
Mr = 757.2 | Dx = 2.573 Mg m−3 |
Monoclinic, P21/n | Cu Kα radiation, λ = 1.54184 Å |
Hall symbol: -P 2yn | Cell parameters from 25 reflections |
a = 4.8249 (5) Å | θ = 12.9–42.9° |
b = 13.0267 (16) Å | µ = 16.02 mm−1 |
c = 15.5518 (11) Å | T = 295 K |
β = 90.766 (7)° | Prismatic, dark brown |
V = 977.4 (1) Å3 | 0.10 × 0.10 × 0.08 mm |
Data collection top
Enraf-Nonius CAD-4 diffractometer | Rint = 0.030 |
ω/2θ scans | θmax = 74.3° |
Absorption correction: empirical (using intensity measurements) via ψ scans (fair, 1990) | h = 0→6 |
Tmin = 0.239, Tmax = 0.301 | k = −16→0 |
2330 measured reflections | l = −19→19 |
1979 independent reflections | 3 standard reflections every 120 min |
1662 reflections with I > 2σ(I) | intensity decay: 0.1% |
Refinement top
Refinement on F | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.045 | Calculated w = 1/[σ2(F) + (0.02*F)2 + 0.64] |
wR(F2) = 0.057 | (Δ/σ)max < 0.001 |
S = 1.00 | Δρmax = 0.57 e Å−3 |
1662 reflections | Δρmin = −1.25 e Å−3 |
106 parameters |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Cu | 0 | 0 | 0 | 0.0353 (7) | |
O | −0.190 (1) | 0.0171 (5) | 0.1084 (3) | 0.039 (2) | |
N | −0.285 (1) | 0.0869 (5) | −0.0563 (4) | 0.043 (3) | |
Br1 | −0.3444 (2) | −0.12947 (8) | 0.25300 (6) | 0.0630 (5) | |
Br2 | 0.3506 (3) | 0.13249 (9) | 0.44724 (6) | 0.1253 (9) | |
Br3 | 0.2163 (2) | 0.19955 (6) | 0.09062 (5) | 0.0632 (5) | |
C1 | −0.064 (2) | 0.0410 (6) | 0.1815 (4) | 0.041 (3) | |
C2 | −0.109 (2) | −0.0136 (6) | 0.2575 (5) | 0.051 (4) | |
C3 | 0.008 (2) | 0.0129 (6) | 0.3367 (5) | 0.071 (5) | |
C4 | 0.189 (2) | 0.0944 (7) | 0.3396 (5) | 0.075 (5) | |
C5 | 0.255 (2) | 0.1484 (6) | 0.2671 (5) | 0.062 (4) | |
C6 | 0.128 (2) | 0.1209 (6) | 0.1902 (5) | 0.044 (4) | |
H3 | −0.037 | −0.024 | 0.387 | 0.0583* | |
H5 | 0.382 | 0.204 | 0.270 | 0.0519* | |
H11 | −0.423 | 0.043 | −0.081 | 0.0557* | |
H12 | −0.208 | 0.121 | −0.094 | 0.0557* | |
H13 | −0.367 | 0.129 | −0.023 | 0.0557* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu | 0.0353 (7) | 0.0350 (7) | 0.0229 (6) | −0.0016 (6) | −0.0013 (5) | −0.0016 (6) |
O | 0.039 (2) | 0.058 (3) | 0.025 (2) | −0.002 (2) | 0.000 (2) | −0.002 (2) |
N | 0.043 (3) | 0.044 (3) | 0.033 (3) | 0.003 (3) | −0.004 (3) | 0.000 (3) |
Br1 | 0.0630 (5) | 0.0541 (5) | 0.0530 (5) | −0.0137 (4) | −0.0038 (4) | 0.0136 (4) |
Br2 | 0.1253 (9) | 0.0643 (6) | 0.0361 (4) | −0.0043 (6) | −0.0290 (5) | −0.0056 (4) |
Br3 | 0.0632 (5) | 0.0399 (4) | 0.0322 (3) | −0.0017 (4) | 0.0053 (3) | 0.0029 (3) |
C1 | 0.041 (3) | 0.042 (4) | 0.021 (3) | 0.007 (3) | 0.003 (3) | 0.000 (3) |
C2 | 0.051 (4) | 0.039 (4) | 0.029 (3) | 0.007 (3) | −0.000 (3) | 0.004 (3) |
C3 | 0.071 (5) | 0.044 (4) | 0.023 (3) | 0.006 (4) | 0.003 (3) | −0.002 (3) |
C4 | 0.075 (5) | 0.047 (4) | 0.026 (3) | 0.007 (4) | −0.012 (3) | −0.005 (3) |
C5 | 0.062 (4) | 0.035 (4) | 0.033 (3) | −0.002 (4) | −0.006 (3) | −0.005 (3) |
C6 | 0.044 (4) | 0.040 (4) | 0.031 (3) | 0.004 (3) | 0.001 (3) | −0.002 (3) |
Geometric parameters (Å, º) top
Cu—O | 1.943 (5) | N—H13 | 0.851 |
Cu—N | 1.977 (6) | C1—C2 | 1.40 (1) |
Cu—Br3 | 3.129 (1) | C1—C6 | 1.40 (1) |
Br1—C2 | 1.888 (8) | C2—C3 | 1.39 (1) |
Br2—C4 | 1.903 (8) | C3—C4 | 1.38 (1) |
Br3—C6 | 1.909 (7) | C3—H3 | 0.95 |
O—C1 | 1.322 (8) | C4—C5 | 1.37 (1) |
N—H11 | 0.956 | C5—C6 | 1.38 (1) |
N—H12 | 0.822 | C5—H5 | 0.95 |
N—Cu—O | 89.1 (2) | Br1—C2—C3 | 117.9 (6) |
N—Cu—Oi | 90.9 (2) | C1—C2—C3 | 123.7 (7) |
Br3—Cu—N | 87.1 (2) | C2—C3—C4 | 118.1 (7) |
Br3—Cu—O | 70.9 (2) | C2—C3—H3 | 121.1 |
Cu—O—C1 | 123.7 (4) | C4—C3—H3 | 120.8 |
Cu—N—H11 | 108.2 | Br2—C4—C3 | 118.9 (6) |
Cu—N—H12 | 107.5 | Br2—C4—C5 | 119.5 (7) |
Cu—N—H13 | 115.2 | C3—C4—C5 | 121.6 (7) |
H11—N—H12 | 110.7 | C4—C5—C6 | 118.3 (8) |
H11—N—H13 | 107.8 | C4—C5—H5 | 120.8 |
H12—N—H13 | 107.4 | C6—C5—H5 | 120.9 |
O—C1—C2 | 122.1 (7) | Br3—C6—C1 | 118.4 (5) |
O—C1—C6 | 123.8 (6) | Br3—C6—C5 | 117.5 (6) |
C2—C1—C6 | 114.1 (6) | C1—C6—C5 | 124.1 (7) |
Br1—C2—C1 | 118.5 (5) | ||
N—Cu—O—C1 | −132.9 (6) | C2—C1—C6—Br3 | 178.6 (6) |
O—Cu—N—H11 | −95.7 | Br1—C2—C3—C4 | 177.1 (7) |
O—Cu—N—H12 | 144.7 | C1—C2—C3—H3 | 176.5 |
O—Cu—N—H13 | 25.0 | C2—C3—C4—Br2 | 179.8 (6) |
Cu—O—C1—C2 | −130.9 (6) | H3—C3—C4—C5 | −179.9 |
Cu—O—C1—C6 | 48.5 (1) | Br2—C4—C5—C6 | −178.1 (6) |
O—C1—C2—C3 | −176.1 (7) | C3—C4—C5—H5 | −179.4 |
C6—C1—C2—Br1 | −175.7 (6) | C4—C5—C6—Br3 | 178.4 (6) |
O—C1—C6—C5 | 177.9 (7) | H5—C5—C6—C1 | −179.0 (8) |
Symmetry code: (i) −x, −y, −z. |