trans-Bis(ethyl­enediamine)bis­(trifluoro­acetato)copper(II)

The title complex, [Cu(H₂NCH₂CH₂NH₂)₂(CF₃COO)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.

Key indicators

• Single-crystal X-ray study
• T = 153 K
• Mean [sigma](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

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Computing details

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)

Crystal data

[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) Å^3	0.18 × 0.13 × 0.11 mm
Z = 4

Data collection

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

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.047	Hydrogen site location: difference Fourier map
wR(F^2) = 0.106	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ^2(Fo^2) + (0.096P)^2] where P = (Fo^2 + 2Fc^2)/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

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 (Ų)

	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 (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

Cu1—N2^i	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—N1^i	2.015 (2)	F2—C4	1.321 (4)
Cu1—O2	2.579 (3)	F3—C4	1.313 (3)
Cu1—O2^i	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)
N2^i—Cu1—N2	180.0	N1—C1—C2	107.72 (13)
N2^i—Cu1—N1	94.8 (1)	N1—C1—H1C	110.2
N2—Cu1—N1	85.2 (1)	C2—C1—H1C	110.2
N2^i—Cu1—N1^i	85.2 (1)	N1—C1—H1D	110.2
N2—Cu1—N1^i	94.8 (1)	C2—C1—H1D	110.2
N1—Cu1—N1^i	180.00 (7)	H1C—C1—H1D	108.5
O2—Cu1—N1	94.52 (9)	N2—C2—C1	107.00 (13)
O2—Cu1—N1^i	85.48 (9)	N2—C2—H2C	110.3
O2—Cu1—N2	87.29 (9)	C1—C2—H2C	110.3
O2—Cu1—N2^i	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)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O2^ii	0.88 (3)	2.31 (3)	3.137 (3)	156 (2)
N1—H1B···O1^iii	0.90 (2)	2.68 (2)	3.158 (4)	114 (2)
N2—H2A···O2^iv	0.92 (3)	2.41 (3)	3.280 (3)	158 (2)
N2—H2B···O1^i	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.