Bis­(ethyl­enedi­amine-κ²N,N′)(thio­sulfato-κS)copper(II)

The title complex, [Cu(S₂O₃)(C₂H₈N₂)₂], exhibits a slightly distorted square-pyramidal geometry. The copper(II) atom is five-coordinated by four N atoms from two ethyl­enedi­amine mol­ecules, and one S-atom from the thio­sulfate anion. The crystal structure is stabilized by weak intermolecular Cu...S interactions and N—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.038
• wR factor = 0.099
• Data-to-parameter ratio = 14.9

checkCIF/PLATON results

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Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Cu1    -   S2      ..      48.24 su
PLAT242_ALERT_2_B Check Low    U(eq) as Compared to Neighbors  for         S1

Alert level C
PLAT420_ALERT_2_C D-H Without Acceptor       N1     -   H1A    ...          ?

   0 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
   1 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
   3 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
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Di(ethylendiamine-K2N,N^')(thiosulfato-KS) copper(II)

Crystal data

[Cu(S2O3)(C2H8N2)2]	F(000) = 612
Mr = 295.87	Dx = 1.803 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1942 reflections
a = 6.613 (2) Å	θ = 2.9–26.4°
b = 11.858 (4) Å	µ = 2.38 mm^−1
c = 13.936 (5) Å	T = 293 K
β = 94.216 (4)°	Block, blue
V = 1089.8 (6) Å^3	0.29 × 0.17 × 0.15 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	1893 independent reflections
Radiation source: fine-focus sealed tube	1356 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.034
φ and ο scans	θmax = 25.0°, θmin = 3.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −6→7
Tmin = 0.535, Tmax = 0.703	k = −11→14
5507 measured reflections	l = −16→16

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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.099	H-atom parameters constrained
S = 0.93	w = 1/[σ^2(Fo^2) + (0.0621P)^2] where P = (Fo^2 + 2Fc^2)/3
1893 reflections	(Δ/σ)max < 0.001
127 parameters	Δρmax = 0.56 e Å^−3
0 restraints	Δρmin = −0.76 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	0.23342 (6)	0.37955 (4)	0.25294 (3)	0.03270 (19)
N1	0.4436 (4)	0.3795 (2)	0.3655 (2)	0.0316 (7)
H1A	0.5159	0.3152	0.3664	0.038*
H1B	0.5292	0.4380	0.3609	0.038*
N2	0.0405 (4)	0.3327 (2)	0.35177 (19)	0.0301 (6)
H2A	−0.0506	0.3878	0.3590	0.036*
H2B	−0.0270	0.2701	0.3316	0.036*
N3	0.4317 (4)	0.4086 (2)	0.15242 (19)	0.0288 (6)
H3A	0.5062	0.4703	0.1682	0.035*
H3B	0.5163	0.3495	0.1491	0.035*
N4	0.0265 (4)	0.3659 (2)	0.1398 (2)	0.0321 (7)
H4A	−0.0556	0.3067	0.1481	0.039*
H4B	−0.0498	0.4287	0.1343	0.039*
O1	−0.2113 (4)	0.7270 (2)	0.2982 (2)	0.0639 (9)
O2	−0.2132 (4)	0.5309 (2)	0.3329 (2)	0.0553 (8)
O3	−0.2276 (5)	0.5910 (3)	0.1707 (2)	0.0784 (11)
S1	−0.14657 (12)	0.61659 (7)	0.26698 (6)	0.0256 (2)
S2	0.15847 (13)	0.61592 (7)	0.27158 (8)	0.0377 (3)
C1	0.3348 (5)	0.3892 (3)	0.4536 (2)	0.0339 (8)
H1C	0.2895	0.4662	0.4616	0.041*
H1D	0.4237	0.3688	0.5093	0.041*
C2	0.1548 (5)	0.3105 (3)	0.4441 (2)	0.0374 (9)
H2C	0.2006	0.2328	0.4466	0.045*
H2D	0.0688	0.3230	0.4966	0.045*
C3	0.3184 (5)	0.4255 (3)	0.0591 (2)	0.0371 (8)
H3C	0.4040	0.4080	0.0075	0.044*
H3D	0.2760	0.5036	0.0525	0.044*
C4	0.1363 (6)	0.3499 (3)	0.0531 (3)	0.0397 (9)
H4C	0.0487	0.3682	−0.0037	0.048*
H4D	0.1784	0.2718	0.0483	0.048*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0209 (3)	0.0508 (3)	0.0264 (3)	−0.00972 (19)	0.00164 (17)	0.00214 (19)
N1	0.0252 (15)	0.0331 (16)	0.0364 (16)	−0.0048 (12)	0.0012 (12)	0.0001 (12)
N2	0.0269 (15)	0.0287 (15)	0.0352 (16)	−0.0039 (13)	0.0048 (12)	0.0014 (13)
N3	0.0238 (15)	0.0284 (16)	0.0344 (16)	−0.0024 (12)	0.0031 (12)	0.0024 (12)
N4	0.0217 (15)	0.0388 (18)	0.0362 (16)	−0.0062 (12)	0.0043 (12)	0.0020 (12)
O1	0.0254 (13)	0.0318 (15)	0.135 (3)	0.0070 (12)	0.0084 (15)	−0.0178 (17)
O2	0.0358 (15)	0.0499 (17)	0.082 (2)	0.0017 (13)	0.0193 (14)	0.0256 (15)
O3	0.0515 (19)	0.143 (3)	0.0387 (17)	−0.002 (2)	−0.0122 (14)	−0.0069 (19)
S1	0.0210 (4)	0.0241 (5)	0.0318 (5)	0.0000 (3)	0.0025 (3)	−0.0004 (3)
S2	0.0215 (5)	0.0248 (5)	0.0678 (7)	0.0009 (4)	0.0090 (4)	0.0000 (4)
C1	0.035 (2)	0.038 (2)	0.0284 (18)	0.0002 (16)	−0.0002 (15)	−0.0002 (16)
C2	0.038 (2)	0.040 (2)	0.0336 (19)	−0.0044 (17)	0.0039 (15)	0.0096 (16)
C3	0.033 (2)	0.045 (2)	0.034 (2)	−0.0084 (17)	0.0056 (15)	0.0063 (17)
C4	0.036 (2)	0.050 (2)	0.033 (2)	−0.0082 (18)	−0.0006 (16)	−0.0027 (17)

Geometric parameters (Å, º)

Cu1—N4	2.016 (3)	N4—H4A	0.9000
Cu1—N1	2.017 (3)	N4—H4B	0.9000
Cu1—N3	2.018 (3)	O1—S1	1.454 (3)
Cu1—N2	2.023 (3)	O2—S1	1.459 (3)
Cu1—S2	2.8614 (13)	O3—S1	1.441 (3)
Cu1—S2^i	3.2304 (14)	S1—S2	2.0134 (13)
N1—C1	1.473 (4)	C1—C2	1.510 (5)
N1—H1A	0.9000	C1—H1C	0.9700
N1—H1B	0.9000	C1—H1D	0.9700
N2—C2	1.467 (4)	C2—H2C	0.9700
N2—H2A	0.9000	C2—H2D	0.9700
N2—H2B	0.9000	C3—C4	1.498 (5)
N3—C3	1.466 (4)	C3—H3C	0.9700
N3—H3A	0.9000	C3—H3D	0.9700
N3—H3B	0.9000	C4—H4C	0.9700
N4—C4	1.468 (4)	C4—H4D	0.9700
N4—Cu1—N1	175.32 (11)	Cu1—N4—H4A	110.1
N4—Cu1—N3	84.79 (11)	C4—N4—H4B	110.1
N1—Cu1—N3	95.39 (11)	Cu1—N4—H4B	110.1
N4—Cu1—N2	94.85 (11)	H4A—N4—H4B	108.5
N1—Cu1—N2	84.47 (11)	O3—S1—O1	111.8 (2)
N3—Cu1—N2	173.87 (11)	O3—S1—O2	109.3 (2)
N4—Cu1—S2	92.16 (8)	O1—S1—O2	109.21 (19)
N1—Cu1—S2	92.51 (8)	O3—S1—S2	109.39 (14)
N3—Cu1—S2	91.24 (8)	O1—S1—S2	108.09 (11)
N2—Cu1—S2	94.89 (9)	O2—S1—S2	109.00 (11)
N4—Cu1—S2^i	88.98 (8)	S1—S2—Cu1	100.42 (4)
N1—Cu1—S2^i	86.37 (8)	N1—C1—C2	108.0 (3)
N3—Cu1—S2^i	86.07 (8)	N1—C1—H1C	110.1
N2—Cu1—S2^i	87.80 (9)	C2—C1—H1C	110.1
S2—Cu1—S2^i	176.975 (16)	N1—C1—H1D	110.1
C1—N1—Cu1	107.3 (2)	C2—C1—H1D	110.1
C1—N1—H1A	110.3	H1C—C1—H1D	108.4
Cu1—N1—H1A	110.3	N2—C2—C1	108.6 (3)
C1—N1—H1B	110.3	N2—C2—H2C	110.0
Cu1—N1—H1B	110.3	C1—C2—H2C	110.0
H1A—N1—H1B	108.5	N2—C2—H2D	110.0
C2—N2—Cu1	109.7 (2)	C1—C2—H2D	110.0
C2—N2—H2A	109.7	H2C—C2—H2D	108.4
Cu1—N2—H2A	109.7	N3—C3—C4	108.9 (3)
C2—N2—H2B	109.7	N3—C3—H3C	109.9
Cu1—N2—H2B	109.7	C4—C3—H3C	109.9
H2A—N2—H2B	108.2	N3—C3—H3D	109.9
C3—N3—Cu1	108.9 (2)	C4—C3—H3D	109.9
C3—N3—H3A	109.9	H3C—C3—H3D	108.3
Cu1—N3—H3A	109.9	N4—C4—C3	108.7 (3)
C3—N3—H3B	109.9	N4—C4—H4C	110.0
Cu1—N3—H3B	109.9	C3—C4—H4C	110.0
H3A—N3—H3B	108.3	N4—C4—H4D	110.0
C4—N4—Cu1	107.8 (2)	C3—C4—H4D	110.0
C4—N4—H4A	110.1	H4C—C4—H4D	108.3
N1—C1—C2—N2	−51.3 (4)	N3—C3—C4—N4	50.9 (4)

Symmetry code: (i) −x+1/2, y−1/2, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···O2^ii	0.90	2.09	2.955 (4)	161
N2—H2A···O2	0.90	2.03	2.889 (4)	160
N2—H2B···O1^iii	0.90	2.46	3.164 (4)	135
N3—H3B···O1^i	0.90	2.04	2.888 (4)	156
N4—H4A···O1^iii	0.90	2.00	2.840 (4)	155
N4—H4B···O3	0.90	2.33	3.201 (5)	163

Symmetry codes: (i) −x+1/2, y−1/2, −z+1/2; (ii) x+1, y, z; (iii) −x−1/2, y−1/2, −z+1/2.