The title molecule, [Cu
2(H
2N
2O
2)
4(H
2O)
2], possesses a center of symmetry and contains two almost planar eight-membered central rings which are nearly normal to each other. Molecules are linked by O—H
O hydrogen bonds to form a three-dimensional network.
Supporting information
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (N-N) = 0.007 Å
- R factor = 0.051
- wR factor = 0.110
- Data-to-parameter ratio = 16.2
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Alert Level C:
REFLT_03
From the CIF: _diffrn_reflns_theta_max 28.29
From the CIF: _reflns_number_total 1624
TEST2: Reflns within _diffrn_reflns_theta_max
Count of symmetry unique reflns 1736
Completeness (_total/calc) 93.55%
Alert C: < 95% complete
PLAT_420 Alert C D-H Without Acceptor N2 - H20 ... ?
PLAT_420 Alert C D-H Without Acceptor N2 - H21 ... ?
PLAT_420 Alert C D-H Without Acceptor N4 - H40 ... ?
PLAT_420 Alert C D-H Without Acceptor N4 - H41 ... ?
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
5 Alert Level C = Please check
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens,1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: PARST (Nardelli, 1995) and WinGX publication routines (Farrugia, 1999).
Tetra-µ-nitroamine-bis[aquacopper(II)]
top
Crystal data top
[Cu2(H2N2O2)4(H2O)2] | F(000) = 824 |
Mr = 409.26 | Dx = 1.952 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 2792 reflections |
a = 13.1677 (18) Å | θ = 5.8–56.5° |
b = 8.5716 (12) Å | µ = 3.12 mm−1 |
c = 13.8499 (19) Å | T = 293 K |
β = 117.024 (2)° | Slab, blue |
V = 1392.5 (3) Å3 | 0.36 × 0.28 × 0.22 mm |
Z = 4 | |
Data collection top
Siemens SMART CCD area-detector diffractometer | 1624 independent reflections |
Radiation source: fine-focus sealed tube | 1391 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.030 |
Detector resolution: 8.33 pixels mm-1 | θmax = 28.3°, θmin = 3.0° |
ω scans | h = −17→17 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −11→11 |
Tmin = 0.368, Tmax = 0.504 | l = −14→18 |
3874 measured reflections | |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.051 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.110 | w = 1/[σ2(Fo2) + (0.0377P)2 + 5.3609P] where P = (Fo2 + 2Fc2)/3 |
S = 1.29 | (Δ/σ)max < 0.001 |
1624 reflections | Δρmax = 0.55 e Å−3 |
100 parameters | Δρmin = −0.63 e Å−3 |
0 restraints | Extinction correction: SHELXL97, FC*=KFC[1+0.001XFC2Λ3/SIN(2Θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0022 (5) |
Special details top
Geometry. Bond distances, angles etc. have been calculated using the rounded
fractional coordinates. All e.s.d.'s are estimated from the variances of the
(full) variance-covariance matrix. The cell e.s.d.'s are taken into account in
the estimation of distances, angles and torsion angles |
Refinement. Refinement on F2 for ALL reflections except those flagged by the user
for potential systematic errors. Weighted R-factors wR
and all goodnesses of fit S are based on F2,
conventional R-factors R are based on F, with F
set to zero for negative F2. The observed criterion of F2 >
σ(F2) is used only for calculating -R-factor-obs
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.04995 (4) | 0.58403 (6) | 0.45508 (4) | 0.0158 (2) | |
O1 | 0.0954 (3) | 0.3795 (4) | 0.4257 (3) | 0.0275 (10) | |
O2 | −0.0080 (3) | 0.7644 (4) | 0.4998 (3) | 0.0297 (10) | |
O3 | 0.1837 (2) | 0.5889 (4) | 0.6004 (2) | 0.0252 (8) | |
O4 | −0.1004 (2) | 0.5600 (4) | 0.3244 (2) | 0.0249 (9) | |
O5 | 0.1246 (3) | 0.7082 (5) | 0.3673 (3) | 0.0335 (11) | |
N1 | 0.0670 (3) | 0.2525 (6) | 0.4494 (3) | 0.0350 (14) | |
N2 | 0.1035 (4) | 0.1046 (6) | 0.4155 (4) | 0.0487 (17) | |
N3 | 0.1828 (3) | 0.5214 (5) | 0.6807 (3) | 0.0293 (11) | |
N4 | 0.2837 (4) | 0.5355 (7) | 0.7875 (4) | 0.0517 (16) | |
H20 | 0.14320 | 0.10910 | 0.38050 | 0.0590* | |
H21 | 0.08470 | 0.01560 | 0.43120 | 0.0590* | |
H40 | 0.34160 | 0.58920 | 0.79400 | 0.0620* | |
H41 | 0.28440 | 0.49010 | 0.84320 | 0.0620* | |
H50 | 0.179 (5) | 0.762 (8) | 0.381 (5) | 0.041 (17)* | |
H51 | 0.109 (4) | 0.676 (7) | 0.314 (4) | 0.022 (14)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0122 (2) | 0.0191 (3) | 0.0157 (3) | −0.0014 (2) | 0.0059 (2) | −0.0004 (2) |
O1 | 0.0274 (15) | 0.0230 (17) | 0.0369 (18) | −0.0002 (12) | 0.0187 (14) | −0.0054 (13) |
O2 | 0.0306 (16) | 0.0233 (17) | 0.0387 (17) | 0.0036 (13) | 0.0188 (15) | −0.0044 (14) |
O3 | 0.0187 (13) | 0.0344 (16) | 0.0215 (14) | −0.0020 (13) | 0.0083 (11) | −0.0016 (13) |
O4 | 0.0167 (13) | 0.0323 (18) | 0.0205 (14) | −0.0061 (12) | 0.0038 (11) | 0.0031 (12) |
O5 | 0.040 (2) | 0.042 (2) | 0.0277 (18) | −0.0204 (17) | 0.0235 (16) | −0.0115 (16) |
N1 | 0.0223 (19) | 0.043 (3) | 0.038 (2) | 0.0016 (17) | 0.0122 (17) | −0.0062 (19) |
N2 | 0.053 (3) | 0.038 (3) | 0.061 (3) | 0.006 (2) | 0.031 (3) | −0.017 (2) |
N3 | 0.0239 (18) | 0.032 (2) | 0.030 (2) | 0.0026 (16) | 0.0106 (16) | −0.0009 (17) |
N4 | 0.037 (2) | 0.070 (4) | 0.036 (2) | −0.018 (2) | 0.006 (2) | 0.005 (2) |
Geometric parameters (Å, º) top
Cu1—O1 | 1.954 (4) | O5—H51 | 0.72 (5) |
Cu1—O2 | 1.946 (4) | O5—H50 | 0.80 (7) |
Cu1—O3 | 1.983 (3) | N1—N2 | 1.505 (7) |
Cu1—O4 | 1.995 (3) | N3—N4 | 1.477 (6) |
Cu1—O5 | 2.159 (4) | N2—H20 | 0.8602 |
O1—N1 | 1.243 (6) | N2—H21 | 0.8599 |
O2—N1i | 1.271 (6) | N4—H40 | 0.8596 |
O3—N3 | 1.258 (5) | N4—H41 | 0.8603 |
O4—N3i | 1.265 (5) | | |
| | | |
O1—Cu1—O2 | 168.72 (17) | Cu1—O5—H50 | 138 (4) |
O1—Cu1—O3 | 90.88 (15) | Cu1—O5—H51 | 113 (5) |
O1—Cu1—O4 | 89.43 (15) | O2i—N1—N2 | 116.0 (4) |
O1—Cu1—O5 | 93.68 (17) | O1—N1—O2i | 125.4 (5) |
O2—Cu1—O3 | 87.48 (15) | O1—N1—N2 | 118.6 (4) |
O2—Cu1—O4 | 89.99 (15) | O3—N3—O4i | 123.8 (4) |
O2—Cu1—O5 | 97.60 (16) | O4i—N3—N4 | 117.4 (4) |
O3—Cu1—O4 | 168.61 (12) | O3—N3—N4 | 118.8 (4) |
O3—Cu1—O5 | 98.02 (14) | N1—N2—H20 | 120.01 |
O4—Cu1—O5 | 93.33 (14) | N1—N2—H21 | 119.94 |
Cu1—O1—N1 | 125.0 (4) | H20—N2—H21 | 120.05 |
Cu1—O2—N1i | 120.8 (3) | N3—N4—H40 | 120.01 |
Cu1—O3—N3 | 121.8 (3) | N3—N4—H41 | 119.95 |
Cu1—O4—N3i | 125.5 (2) | H40—N4—H41 | 120.04 |
H50—O5—H51 | 106 (6) | | |
| | | |
O3—Cu1—O1—N1 | 88.4 (4) | O5—Cu1—O4—N3i | 172.0 (4) |
O4—Cu1—O1—N1 | −80.2 (4) | Cu1—O1—N1—N2 | 176.5 (3) |
O5—Cu1—O1—N1 | −173.5 (4) | Cu1—O1—N1—Cu1i | −2.0 (3) |
O3—Cu1—O2—N1i | −86.5 (4) | Cu1—O1—N1—O2i | −3.0 (6) |
O4—Cu1—O2—N1i | 82.4 (4) | Cu1—O2—N1i—N2i | 177.9 (3) |
O5—Cu1—O2—N1i | 175.8 (3) | Cu1—O2—N1i—O1i | −1.7 (6) |
O1—Cu1—O3—N3 | −82.6 (3) | Cu1—O3—N3—N4 | −177.4 (3) |
O2—Cu1—O3—N3 | 86.3 (3) | Cu1—O3—N3—Cu1i | 0.0 (3) |
O5—Cu1—O3—N3 | −176.4 (3) | Cu1—O3—N3—O4i | 3.2 (6) |
O1—Cu1—O4—N3i | 78.3 (4) | Cu1—O4—N3i—O3i | 5.9 (6) |
O2—Cu1—O4—N3i | −90.4 (4) | Cu1—O4—N3i—N4i | −174.8 (3) |
Symmetry code: (i) −x, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H50···O3ii | 0.80 (7) | 2.13 (7) | 2.928 (5) | 174 (6) |
O5—H51···O4iii | 0.72 (5) | 2.12 (5) | 2.828 (5) | 167 (6) |
Symmetry codes: (ii) −x+1/2, −y+3/2, −z+1; (iii) −x, y, −z+1/2. |