electronic papers (metal-organic compounds)
The title compound, [Cu(O2CCH=CHCH3)2(C5H5N)2(H2O)], crystallizes as a monomer, with the copper ion in a pentacoordinated square-pyramidal environment, bisected by a twofold axis passing through the metal atom and the apex. The molecules organise in chains connected by hydrogen bonds running along the unique b axis.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270100013937/qa0401sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270100013937/qa0401Isup2.hkl |
CCDC reference: 153935
Computing details top
Data collection: P3/P4-PC (Siemens, 1991); cell refinement: P3/P4-PC; data reduction: XDISK in SHELXTL/PC (Sheldrick, 1994); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: CIFTAB (Sheldrick, 1993) and PARST (Nardelli, 1983).
Aqua-bis(trans-2-butenoate)- bis(pyridine)copper(II) top
Crystal data top
[Cu(C4H5O2)2(C5H5N)2(H2O)] | F(000) = 852 |
Mr = 409.92 | Dx = 1.398 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.922 (2) Å | Cell parameters from 25 reflections |
b = 5.7331 (8) Å | θ = 7.5–12.5° |
c = 21.341 (3) Å | µ = 1.15 mm−1 |
β = 91.097 (11)° | T = 293 K |
V = 1947.6 (5) Å3 | Plates, blue |
Z = 4 | 0.36 × 0.16 × 0.08 mm |
Data collection top
Siemens R3m diffractometer | 1476 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.026 |
Graphite monochromator | θmax = 25.0°, θmin = 1.9° |
ω/2θ scans | h = 0→18 |
Absorption correction: ψ scan (XEMP in SHELXTL/PC; Sheldrick, 1994) | k = 0→6 |
Tmin = 0.50, Tmax = 0.73 | l = −25→25 |
1866 measured reflections | 2 standard reflections every 98 reflections |
1699 independent reflections | intensity decay: <2% |
Refinement top
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)] = 0.031 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.082 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | w = 1/[σ2(Fo2) + (0.04P)2 + 2P] where P = (Fo2 + 2Fc2)/3 |
1699 reflections | (Δ/σ)max = 0.002 |
123 parameters | Δρmax = 0.29 e Å−3 |
0 restraints | Δρmin = −0.28 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Cu | 0.0000 | 0.38067 (8) | 0.2500 | 0.02892 (16) | |
N1 | 0.10999 (12) | 0.4139 (4) | 0.20392 (9) | 0.0329 (5) | |
C2 | 0.16242 (17) | 0.5918 (5) | 0.21513 (13) | 0.0420 (6) | |
H2A | 0.1464 | 0.7078 | 0.2429 | 0.050* | |
C3 | 0.23942 (18) | 0.6096 (6) | 0.18688 (15) | 0.0503 (7) | |
H3A | 0.2744 | 0.7361 | 0.1953 | 0.060* | |
C4 | 0.26358 (19) | 0.4389 (6) | 0.14639 (15) | 0.0541 (9) | |
H4A | 0.3153 | 0.4469 | 0.1270 | 0.065* | |
C5 | 0.2103 (2) | 0.2561 (6) | 0.13483 (16) | 0.0564 (9) | |
H5A | 0.2258 | 0.1366 | 0.1079 | 0.068* | |
C6 | 0.13350 (18) | 0.2505 (5) | 0.16343 (14) | 0.0451 (7) | |
H6A | 0.0968 | 0.1285 | 0.1542 | 0.054* | |
O7 | −0.03881 (15) | 0.7474 (4) | 0.14482 (10) | 0.0583 (6) | |
O8 | −0.05988 (11) | 0.3752 (4) | 0.17009 (8) | 0.0407 (4) | |
C9 | −0.05941 (16) | 0.5459 (5) | 0.13186 (12) | 0.0370 (6) | |
C10 | −0.0859 (2) | 0.4903 (6) | 0.06611 (13) | 0.0489 (7) | |
H10A | −0.0988 | 0.6138 | 0.0394 | 0.059* | |
C11 | −0.0920 (2) | 0.2790 (6) | 0.04387 (14) | 0.0518 (8) | |
H11A | −0.0801 | 0.1568 | 0.0713 | 0.062* | |
C12 | −0.1166 (3) | 0.2168 (9) | −0.02215 (17) | 0.0879 (14) | |
H12A | −0.1159 | 0.0503 | −0.0269 | 0.132* | |
H12B | −0.0776 | 0.2857 | −0.0505 | 0.132* | |
H12C | −0.1721 | 0.2745 | −0.0313 | 0.132* | |
O1W | 0.0000 | −0.0050 (6) | 0.2500 | 0.0499 (8) | |
H1W | −0.011 (2) | −0.089 (6) | 0.2228 (14) | 0.052 (10)* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu | 0.0280 (2) | 0.0293 (3) | 0.0294 (2) | 0.000 | 0.00047 (15) | 0.000 |
N1 | 0.0295 (11) | 0.0351 (12) | 0.0341 (11) | −0.0002 (9) | 0.0000 (8) | 0.0006 (9) |
C2 | 0.0392 (14) | 0.0396 (16) | 0.0473 (15) | −0.0020 (13) | 0.0011 (12) | −0.0036 (13) |
C3 | 0.0362 (14) | 0.0516 (18) | 0.0632 (19) | −0.0115 (15) | −0.0023 (13) | 0.0060 (17) |
C4 | 0.0342 (15) | 0.066 (2) | 0.0623 (19) | 0.0035 (15) | 0.0128 (14) | 0.0119 (17) |
C5 | 0.059 (2) | 0.053 (2) | 0.0578 (19) | 0.0032 (16) | 0.0235 (16) | −0.0103 (16) |
C6 | 0.0454 (16) | 0.0422 (17) | 0.0480 (16) | −0.0051 (13) | 0.0084 (13) | −0.0092 (14) |
O7 | 0.0891 (17) | 0.0386 (13) | 0.0470 (12) | 0.0084 (12) | −0.0068 (11) | −0.0065 (10) |
O8 | 0.0386 (10) | 0.0495 (11) | 0.0338 (9) | −0.0076 (9) | −0.0041 (7) | 0.0067 (9) |
C9 | 0.0343 (14) | 0.0415 (17) | 0.0352 (14) | 0.0084 (12) | 0.0024 (11) | −0.0020 (12) |
C10 | 0.0568 (19) | 0.0529 (19) | 0.0367 (15) | 0.0057 (16) | −0.0045 (13) | 0.0069 (15) |
C11 | 0.0584 (19) | 0.059 (2) | 0.0385 (16) | −0.0125 (16) | 0.0033 (13) | −0.0027 (15) |
C12 | 0.102 (3) | 0.108 (4) | 0.053 (2) | −0.028 (3) | −0.005 (2) | −0.026 (2) |
O1W | 0.082 (2) | 0.0271 (16) | 0.0405 (17) | 0.000 | −0.0059 (16) | 0.000 |
Geometric parameters (Å, º) top
Cu—O8i | 1.9381 (17) | C3—C4 | 1.365 (5) |
Cu—O8 | 1.9381 (17) | C4—C5 | 1.368 (5) |
Cu—N1 | 2.034 (2) | C5—C6 | 1.378 (4) |
Cu—N1i | 2.034 (2) | O7—C9 | 1.231 (4) |
Cu—O1W | 2.211 (3) | O8—C9 | 1.274 (3) |
N1—C6 | 1.333 (3) | C9—C10 | 1.492 (4) |
N1—C2 | 1.337 (3) | C10—C11 | 1.304 (5) |
C2—C3 | 1.380 (4) | C11—C12 | 1.498 (4) |
O8i—Cu—O8 | 178.13 (12) | C2—N1—Cu | 121.69 (18) |
O8i—Cu—N1 | 90.77 (8) | N1—C2—C3 | 122.3 (3) |
O8—Cu—N1 | 89.41 (8) | C4—C3—C2 | 119.1 (3) |
O8i—Cu—N1i | 89.41 (8) | C3—C4—C5 | 118.8 (3) |
O8—Cu—N1i | 90.77 (8) | C4—C5—C6 | 119.4 (3) |
N1—Cu—N1i | 169.26 (12) | N1—C6—C5 | 122.3 (3) |
O8i—Cu—O1W | 89.07 (6) | C9—O8—Cu | 122.82 (18) |
O8—Cu—O1W | 89.07 (6) | O7—C9—O8 | 125.6 (3) |
N1—Cu—O1W | 95.37 (6) | O7—C9—C10 | 118.8 (3) |
N1i—Cu—O1W | 95.37 (6) | O8—C9—C10 | 115.7 (3) |
C6—N1—C2 | 118.0 (2) | C11—C10—C9 | 124.0 (3) |
C6—N1—Cu | 120.19 (18) | C10—C11—C12 | 125.4 (3) |
Symmetry code: (i) −x, y, −z+1/2. |