The title complex, [Cu(H
2NCH
2CH
2NH
2)
2(CF
3COO)
2], possesses a crystallographically imposed centre of symmetry. The Cu(II) atom is coordinated by four N atoms [Cu—N 1.985 (2), 2.015 (2) Å] from two chelate ethylenediamine ligands and two O atoms [Cu—O 2.579 (2) Å] from two trifluoroacetate anions in a distorted octahedral geometry. The crystal packing is stabilized by weak intermolecular N—H
O hydrogen bonds.
Supporting information
CCDC reference: 640306
Key indicators
- Single-crystal X-ray study
- T = 153 K
- Mean (C-C) = 0.004 Å
- R factor = 0.047
- wR factor = 0.106
- Data-to-parameter ratio = 11.7
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT230_ALERT_2_C Hirshfeld Test Diff for C1 - C2 .. 5.52 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - N2 .. 5.30 su
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C3
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C4
PLAT420_ALERT_2_C D-H Without Acceptor N1 - H1B ... ?
PLAT480_ALERT_4_C Long H...A H-Bond Reported H1B .. O1 .. 2.68 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
5 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: Bruker SMART (Bruker, 2000); cell refinement: Bruker SMART; data reduction: WinGX (Farrugia, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg & Berndt, 1999); software used to prepare material for publication: WinGX (Farrugia, 1999).
trans-bis(ethylenediamine)bis(trifluoroacetate)copper(II)
top
Crystal data top
[Cu(C2H8N2)2(C2F3O2)2] | F(000) = 828 |
Mr = 409.79 | Dx = 1.875 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 300 reflections |
a = 16.865 (16) Å | θ = 18–24° |
b = 9.363 (8) Å | µ = 1.60 mm−1 |
c = 11.369 (9) Å | T = 153 K |
β = 126.06 (5)° | Block, violet |
V = 1451 (2) Å3 | 0.18 × 0.13 × 0.11 mm |
Z = 4 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 1345 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.021 |
Graphite monochromator | θmax = 26.0°, θmin = 2.6° |
Detector resolution: 0.1 pixels mm-1 | h = −12→20 |
φ and ω scans | k = 0→11 |
11410 measured reflections | l = −13→14 |
1424 independent reflections | |
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)] = 0.047 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.106 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | w = 1/[σ2(Fo2) + (0.096P)2] where P = (Fo2 + 2Fc2)/3 |
1424 reflections | (Δ/σ)max < 0.001 |
122 parameters | Δρmax = 0.42 e Å−3 |
0 restraints | Δρmin = −0.47 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.5000 | 0.0000 | 0.5000 | 0.0318 (2) | |
O1 | 0.7242 (1) | −0.1755 (2) | 0.6226 (1) | 0.0558 (4) | |
O2 | 0.61563 (9) | −0.0470 (2) | 0.4257 (1) | 0.0482 (3) | |
N1 | 0.5826 (1) | 0.1585 (2) | 0.6396 (2) | 0.0384 (4) | |
H1A | 0.584 (2) | 0.152 (3) | 0.718 (3) | 0.052 (6)* | |
H1B | 0.644 (2) | 0.147 (2) | 0.666 (2) | 0.043 (5)* | |
N2 | 0.4387 (1) | 0.1523 (2) | 0.3498 (2) | 0.0361 (3) | |
H2A | 0.4312 (17) | 0.118 (3) | 0.268 (3) | 0.053 (6)* | |
H2B | 0.381 (2) | 0.173 (3) | 0.329 (3) | 0.044 (6)* | |
F1 | 0.7932 (1) | 0.1214 (2) | 0.6040 (2) | 0.0915 (5) | |
F2 | 0.7652 (1) | 0.0236 (2) | 0.4133 (2) | 0.0784 (5) | |
F3 | 0.86830 (7) | −0.0654 (2) | 0.6209 (1) | 0.0625 (4) | |
C1 | 0.5398 (1) | 0.2952 (2) | 0.5645 (2) | 0.0428 (4) | |
H1C | 0.5897 | 0.3718 | 0.6123 | 0.051* | |
H1D | 0.4844 | 0.3214 | 0.5679 | 0.051* | |
C2 | 0.5046 (1) | 0.2773 (2) | 0.4088 (2) | 0.0438 (4) | |
H2C | 0.4690 | 0.3638 | 0.3516 | 0.053* | |
H2D | 0.5609 | 0.2614 | 0.4046 | 0.053* | |
C3 | 0.6982 (1) | −0.0856 (2) | 0.5275 (1) | 0.0343 (3) | |
C4 | 0.7821 (2) | −0.0031 (1) | 0.5403 (3) | 0.0465 (7) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0365 (3) | 0.0343 (3) | 0.0191 (3) | −0.00216 (7) | 0.0134 (2) | 0.00090 (6) |
O1 | 0.0548 (7) | 0.0715 (8) | 0.0476 (7) | 0.0086 (6) | 0.0338 (6) | 0.0185 (6) |
O2 | 0.0406 (6) | 0.0715 (8) | 0.0337 (6) | 0.0057 (6) | 0.0225 (5) | 0.0092 (7) |
N1 | 0.0451 (8) | 0.0416 (7) | 0.0243 (7) | −0.0061 (6) | 0.0181 (6) | −0.0047 (5) |
N2 | 0.0405 (7) | 0.0376 (7) | 0.0268 (7) | −0.0019 (5) | 0.0180 (6) | 0.0021 (5) |
F1 | 0.085 (1) | 0.0579 (7) | 0.111 (1) | −0.0230 (7) | 0.0463 (9) | −0.0345 (8) |
F2 | 0.0605 (9) | 0.123 (1) | 0.0519 (9) | −0.0123 (8) | 0.0330 (8) | 0.0289 (8) |
F3 | 0.0400 (5) | 0.092 (1) | 0.0535 (7) | 0.0062 (6) | 0.0262 (5) | 0.0123 (6) |
C1 | 0.0566 (9) | 0.0383 (7) | 0.0349 (8) | −0.0052 (6) | 0.0276 (7) | −0.0066 (6) |
C2 | 0.0520 (8) | 0.0410 (8) | 0.0363 (8) | −0.0050 (6) | 0.0248 (7) | 0.0026 (6) |
C3 | 0.0365 (7) | 0.0462 (7) | 0.0230 (6) | 0.0017 (5) | 0.0190 (6) | −0.0033 (5) |
C4 | 0.042 (1) | 0.048 (2) | 0.039 (1) | 0.0003 (5) | 0.0186 (11) | 0.0037 (5) |
Geometric parameters (Å, º) top
Cu1—N2i | 1.985 (2) | N2—H2A | 0.92 (3) |
Cu1—N2 | 1.985 (2) | N2—H2B | 0.88 (3) |
Cu1—N1 | 2.015 (2) | F1—C4 | 1.326 (3) |
Cu1—N1i | 2.015 (2) | F2—C4 | 1.321 (4) |
Cu1—O2 | 2.579 (3) | F3—C4 | 1.313 (3) |
Cu1—O2i | 2.579 (3) | C1—C2 | 1.509 (2) |
O1—C3 | 1.229 (2) | C1—H1C | 0.9900 |
O2—C3 | 1.229 (2) | C1—H1D | 0.9900 |
N1—C1 | 1.470 (3) | C2—H2C | 0.9900 |
N1—H1A | 0.88 (3) | C2—H2D | 0.9900 |
N1—H1B | 0.90 (2) | C3—C4 | 1.542 (3) |
N2—C2 | 1.475 (2) | | |
| | | |
N2i—Cu1—N2 | 180.0 | N1—C1—C2 | 107.72 (13) |
N2i—Cu1—N1 | 94.8 (1) | N1—C1—H1C | 110.2 |
N2—Cu1—N1 | 85.2 (1) | C2—C1—H1C | 110.2 |
N2i—Cu1—N1i | 85.2 (1) | N1—C1—H1D | 110.2 |
N2—Cu1—N1i | 94.8 (1) | C2—C1—H1D | 110.2 |
N1—Cu1—N1i | 180.00 (7) | H1C—C1—H1D | 108.5 |
O2—Cu1—N1 | 94.52 (9) | N2—C2—C1 | 107.00 (13) |
O2—Cu1—N1i | 85.48 (9) | N2—C2—H2C | 110.3 |
O2—Cu1—N2 | 87.29 (9) | C1—C2—H2C | 110.3 |
O2—Cu1—N2i | 92.71 (9) | N2—C2—H2D | 110.3 |
C1—N1—Cu1 | 108.0 (1) | C1—C2—H2D | 110.3 |
C1—N1—H1A | 111 (2) | H2C—C2—H2D | 108.6 |
Cu1—N1—H1A | 109.9 (17) | O2—C3—O1 | 130.48 (16) |
C1—N1—H1B | 111.9 (13) | O2—C3—C4 | 114.16 (17) |
Cu1—N1—H1B | 107.7 (14) | O1—C3—C4 | 115.32 (16) |
H1A—N1—H1B | 109 (2) | F3—C4—F2 | 106.6 (3) |
C2—N2—Cu1 | 107.87 (12) | F3—C4—F1 | 105.5 (2) |
C2—N2—H2A | 110.9 (15) | F2—C4—F1 | 107.50 (18) |
Cu1—N2—H2A | 108.0 (15) | F3—C4—C3 | 114.89 (17) |
C2—N2—H2B | 111.4 (16) | F2—C4—C3 | 113.4 (2) |
Cu1—N2—H2B | 109.1 (16) | F1—C4—C3 | 108.5 (2) |
H2A—N2—H2B | 110 (2) | | |
Symmetry code: (i) −x+1, −y, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O2ii | 0.88 (3) | 2.31 (3) | 3.137 (3) | 156 (2) |
N1—H1B···O1iii | 0.90 (2) | 2.68 (2) | 3.158 (4) | 114 (2) |
N2—H2A···O2iv | 0.92 (3) | 2.41 (3) | 3.280 (3) | 158 (2) |
N2—H2B···O1i | 0.88 (3) | 2.14 (3) | 2.949 (3) | 152 (2) |
Symmetry codes: (i) −x+1, −y, −z+1; (ii) x, −y, z+1/2; (iii) −x+3/2, y+1/2, −z+3/2; (iv) −x+1, y, −z+1/2. |