Bis(μ-2-amino­ethanesulfonato)-κ³N,O:O′;κ³O′:N,O-bis­[(bi­pyridine-κ²N,N′)(perchlorato-κO)copper(II)]

The dimeric mol­ecule of the hydro­thermally synthesized binuclear complex [Cu₂(C₂H₆NO₃S)₂(ClO₄)₂(C₁₀H₈N₂)₂], a tauride complex, occupies a special position on an inversion centre. The Cu atom has a severely distorted octahedral coordination, with four short and two substantially longer bonds. The four short bonds involve two bi­pyridine and one taurine N atoms [Cu—N_bipyridine = 1.990 (3) and 2.025 (3) Å, Cu—N_taurine = 1.992 (3) Å] as well as one of the taurine O atoms [Cu—O = 1.964 (3) Å]. The second taurine O atom belonging to the second bridging mol­ecule forms a much longer Cu—O bond [2.363 (4) Å], and the perchlorate O atom participates in the longest Cu—O bond [2.675 (3) Å]. The mol­ecules are linked via N—H...O bonds into infinite chains running along the a axis of the crystal structure.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.038
• wR factor = 0.166
• Data-to-parameter ratio = 15.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT220_ALERT_2_B Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       4.09 Ratio
PLAT241_ALERT_2_B Check High   U(eq) as Compared to Neighbors  for         O4

Alert level C
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors  for        Cl1
PLAT432_ALERT_2_C Short Inter X...Y Contact  O1     ..  C11     ..       2.93 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2

   0 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
   3 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
   4 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

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Computing details

Data collection: XSCANS (Siemens, 1994); cell refinement: XSCANS; data reduction: SHELXTL (Siemens, 1994); program(s) used to solve structure: SHELXS97 (Sheldrick, 1996); program(s) used to refine structure: SHELXS97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Bis(µ-2-aminoethanesulfonato)-κ³N,O:O';κ³O':N,O;-bis[(bipyridine- κ²N,N')(perchlorate-κO)copper(II)]

Crystal data

[Cu2(C2H6NO3S)2(ClO4)2(C10H8N2)2]	F(000) = 900
Mr = 886.65	Dx = 1.855 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 105 reflections
a = 6.741 (3) Å	θ = 1.9–27.5°
b = 15.58 (3) Å	µ = 1.72 mm^−1
c = 15.126 (6) Å	T = 293 K
β = 91.401 (12)°	Prism, blue
V = 1588 (3) Å^3	0.34 × 0.10 × 0.05 mm
Z = 2

Data collection

Siemens P4 diffractometer	3601 independent reflections
Radiation source: fine-focus sealed tube	3102 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
ω scans	θmax = 27.5°, θmin = 1.9°
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996)	h = −7→8
Tmin = 0.814, Tmax = 0.918	k = −20→20
12077 measured reflections	l = −19→19

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) = 0.166	H-atom parameters constrained
S = 1.13	w = 1/[σ^2(Fo^2) + (0.1151P)^2] where P = (Fo^2 + 2Fc^2)/3
3601 reflections	(Δ/σ)max < 0.001
226 parameters	Δρmax = 0.78 e Å^−3
0 restraints	Δρmin = −0.86 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	0.01450 (6)	0.39221 (3)	0.61644 (3)	0.01268 (18)
S1	−0.26593 (12)	0.41771 (5)	0.44523 (5)	0.0123 (2)
Cl1	−0.16206 (14)	0.16356 (6)	0.60864 (6)	0.0205 (2)
O1	−0.4671 (4)	0.38616 (16)	0.44447 (19)	0.0202 (6)
O2	−0.2361 (4)	0.49032 (15)	0.38650 (17)	0.0162 (5)
O3	−0.1923 (4)	0.43816 (16)	0.53586 (16)	0.0170 (5)
O4	−0.2154 (6)	0.2523 (2)	0.6162 (3)	0.0524 (11)
O5	−0.3145 (7)	0.1186 (3)	0.5610 (3)	0.0663 (15)
O6	−0.1387 (6)	0.1279 (3)	0.6943 (2)	0.0446 (9)
O7	0.0215 (4)	0.15787 (17)	0.56111 (18)	0.0253 (6)
N1	−0.1351 (4)	0.43951 (19)	0.7172 (2)	0.0152 (6)
N2	0.1918 (5)	0.34938 (19)	0.7170 (2)	0.0161 (6)
N3	0.1637 (4)	0.33620 (18)	0.52007 (19)	0.0131 (6)
H1N3	0.2923	0.3508	0.5274	0.016*
H2N3	0.1560	0.2791	0.5282	0.016*
C1	−0.3087 (5)	0.4823 (2)	0.7113 (2)	0.0154 (7)
H1	−0.3698	0.4897	0.6561	0.019*
C2	−0.3987 (6)	0.5155 (2)	0.7855 (3)	0.0187 (7)
H2	−0.5172	0.5458	0.7798	0.022*
C3	−0.3101 (6)	0.5029 (2)	0.8674 (3)	0.0221 (8)
H3	−0.3681	0.5245	0.9180	0.027*
C4	−0.1328 (6)	0.4575 (2)	0.8736 (2)	0.0185 (7)
H4	−0.0715	0.4477	0.9284	0.022*
C5	−0.0495 (5)	0.4273 (2)	0.7981 (2)	0.0139 (7)
C6	0.1399 (5)	0.3791 (2)	0.7969 (2)	0.0144 (7)
C7	0.2567 (6)	0.3643 (2)	0.8724 (2)	0.0169 (7)
H7	0.2195	0.3858	0.9269	0.020*
C8	0.4305 (6)	0.3166 (2)	0.8649 (3)	0.0209 (8)
H8	0.5110	0.3060	0.9145	0.025*
C9	0.4820 (6)	0.2854 (3)	0.7836 (3)	0.0228 (8)
H9	0.5962	0.2525	0.7776	0.027*
C10	0.3602 (6)	0.3038 (3)	0.7104 (3)	0.0214 (8)
H10	0.3964	0.2839	0.6551	0.026*
C11	0.1055 (5)	0.3541 (2)	0.4264 (2)	0.0128 (7)
H11A	0.1867	0.3199	0.3877	0.015*
H11B	0.1295	0.4141	0.4134	0.015*
C12	−0.1121 (5)	0.3336 (2)	0.4082 (2)	0.0145 (7)
H12A	−0.1463	0.2807	0.4381	0.017*
H12B	−0.1346	0.3251	0.3452	0.017*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0105 (3)	0.0142 (3)	0.0132 (3)	0.00315 (14)	−0.00084 (18)	0.00093 (14)
S1	0.0078 (4)	0.0143 (4)	0.0147 (4)	−0.0005 (3)	−0.0009 (3)	0.0008 (3)
Cl1	0.0245 (5)	0.0190 (5)	0.0181 (4)	−0.0050 (3)	0.0037 (4)	0.0020 (3)
O1	0.0101 (13)	0.0241 (14)	0.0263 (14)	−0.0037 (10)	−0.0003 (11)	0.0021 (10)
O2	0.0148 (12)	0.0143 (12)	0.0193 (12)	−0.0003 (10)	−0.0005 (10)	0.0027 (9)
O3	0.0155 (13)	0.0202 (13)	0.0153 (12)	0.0073 (10)	−0.0034 (10)	−0.0026 (9)
O4	0.046 (2)	0.0276 (18)	0.085 (3)	0.0100 (16)	0.043 (2)	0.0155 (18)
O5	0.053 (3)	0.111 (4)	0.035 (2)	−0.052 (3)	0.0099 (19)	−0.022 (2)
O6	0.053 (2)	0.061 (2)	0.0202 (16)	0.0133 (19)	0.0100 (16)	0.0168 (15)
O7	0.0301 (16)	0.0216 (14)	0.0249 (14)	−0.0002 (12)	0.0173 (12)	−0.0006 (11)
N1	0.0131 (15)	0.0136 (14)	0.0187 (14)	0.0000 (11)	−0.0015 (12)	0.0029 (11)
N2	0.0150 (15)	0.0162 (14)	0.0172 (14)	0.0029 (12)	0.0012 (12)	0.0051 (11)
N3	0.0087 (13)	0.0132 (14)	0.0173 (14)	0.0011 (11)	−0.0020 (11)	0.0019 (10)
C1	0.0111 (16)	0.0184 (17)	0.0171 (16)	0.0023 (13)	0.0039 (14)	0.0024 (13)
C2	0.0131 (17)	0.0180 (17)	0.0254 (19)	0.0033 (14)	0.0062 (15)	0.0029 (14)
C3	0.025 (2)	0.0198 (18)	0.0214 (18)	0.0030 (16)	0.0009 (16)	−0.0039 (14)
C4	0.0201 (19)	0.0182 (17)	0.0172 (17)	−0.0018 (14)	−0.0013 (15)	0.0003 (13)
C5	0.0127 (17)	0.0123 (15)	0.0168 (16)	0.0013 (13)	−0.0003 (13)	0.0021 (12)
C6	0.0123 (17)	0.0140 (16)	0.0168 (16)	−0.0009 (13)	0.0016 (14)	0.0036 (12)
C7	0.0170 (18)	0.0214 (18)	0.0125 (16)	−0.0025 (14)	0.0011 (14)	0.0036 (13)
C8	0.0176 (18)	0.0238 (19)	0.0211 (18)	−0.0019 (15)	−0.0041 (15)	0.0097 (15)
C9	0.0159 (19)	0.0241 (19)	0.028 (2)	0.0065 (15)	−0.0014 (16)	0.0070 (15)
C10	0.0183 (19)	0.0224 (19)	0.0234 (19)	0.0054 (15)	−0.0047 (15)	0.0043 (14)
C11	0.0095 (16)	0.0189 (16)	0.0102 (15)	0.0030 (13)	0.0043 (12)	−0.0011 (12)
C12	0.0117 (16)	0.0143 (16)	0.0172 (16)	−0.0001 (13)	−0.0023 (13)	−0.0027 (12)

Geometric parameters (Å, º)

Cu1—O2^i	2.363 (3)	C1—H1	0.9300
Cu1—O3	1.964 (3)	C2—C3	1.377 (5)
Cu1—O4	2.675 (3)	C2—H2	0.9300
Cu1—N1	1.990 (3)	C3—C4	1.390 (5)
Cu1—N2	2.025 (3)	C3—H3	0.9300
Cu1—N3	1.992 (3)	C4—C5	1.368 (5)
S1—O1	1.442 (3)	C4—H4	0.9300
S1—O2	1.455 (3)	C5—C6	1.482 (5)
S1—O3	1.481 (2)	C6—C7	1.391 (5)
S1—C12	1.771 (4)	C7—C8	1.394 (6)
Cl1—O6	1.415 (3)	C7—H7	0.9300
Cl1—O5	1.425 (4)	C8—C9	1.375 (6)
Cl1—O4	1.434 (4)	C8—H8	0.9300
Cl1—O7	1.449 (3)	C9—C10	1.392 (5)
N1—C1	1.347 (5)	C9—H9	0.9300
N1—C5	1.353 (4)	C10—H10	0.9300
N2—C10	1.344 (5)	C11—C12	1.520 (5)
N2—C6	1.347 (5)	C11—H11A	0.9700
N3—C11	1.487 (4)	C11—H11B	0.9700
N3—H1N3	0.9000	C12—H12A	0.9700
N3—H2N3	0.9000	C12—H12B	0.9700
C1—C2	1.388 (5)
O3—Cu1—N1	88.58 (12)	C2—C1—H1	119.1
O3—Cu1—N3	93.95 (12)	C3—C2—C1	119.1 (3)
N1—Cu1—N3	175.65 (12)	C3—C2—H2	120.5
O3—Cu1—N2	169.53 (12)	C1—C2—H2	120.5
N1—Cu1—N2	81.21 (13)	C2—C3—C4	119.1 (4)
N3—Cu1—N2	96.09 (13)	C2—C3—H3	120.5
O3—Cu1—O2^i	98.37 (12)	C4—C3—H3	120.5
O4—Cu1—O2^i	175.97 (12)	C5—C4—C3	119.3 (3)
N1—Cu1—O2^i	93.45 (12)	C5—C4—H4	120.4
N3—Cu1—O2^i	89.69 (13)	C3—C4—H4	120.4
N2—Cu1—O2^i	84.68 (12)	N1—C5—C4	122.1 (3)
O1—S1—O2	113.82 (16)	N1—C5—C6	114.1 (3)
O1—S1—O3	112.00 (16)	C4—C5—C6	123.8 (3)
O2—S1—O3	110.47 (17)	N2—C6—C7	121.7 (3)
O1—S1—C12	107.64 (18)	N2—C6—C5	115.3 (3)
O2—S1—C12	106.95 (18)	C7—C6—C5	123.0 (3)
O3—S1—C12	105.44 (15)	C6—C7—C8	118.8 (3)
O6—Cl1—O5	109.4 (3)	C6—C7—H7	120.6
O6—Cl1—O4	109.2 (3)	C8—C7—H7	120.6
O5—Cl1—O4	109.6 (3)	C9—C8—C7	119.5 (3)
O6—Cl1—O7	110.7 (2)	C9—C8—H8	120.2
O5—Cl1—O7	109.4 (2)	C7—C8—H8	120.2
O4—Cl1—O7	108.51 (19)	C8—C9—C10	118.7 (4)
S1—O2—Cu1^i	135.24 (16)	C8—C9—H9	120.6
S1—O3—Cu1	135.46 (16)	C10—C9—H9	120.6
C1—N1—C5	118.7 (3)	N2—C10—C9	122.2 (4)
C1—N1—Cu1	126.0 (2)	N2—C10—H10	118.9
C5—N1—Cu1	115.3 (2)	C9—C10—H10	118.9
C10—N2—C6	119.1 (3)	N3—C11—C12	111.4 (3)
C10—N2—Cu1	127.0 (3)	N3—C11—H11A	109.4
C6—N2—Cu1	113.5 (2)	C12—C11—H11A	109.4
C11—N3—Cu1	119.2 (2)	N3—C11—H11B	109.4
C11—N3—H1N3	107.5	C12—C11—H11B	109.4
Cu1—N3—H1N3	107.5	H11A—C11—H11B	108.0
C11—N3—H2N3	107.5	C11—C12—S1	110.9 (2)
Cu1—N3—H2N3	107.5	C11—C12—H12A	109.5
Cu1—O4—Cl1	129.8 (3)	S1—C12—H12A	109.5
H1N3—N3—H2N3	107.0	C11—C12—H12B	109.5
N1—C1—C2	121.8 (3)	S1—C12—H12B	109.5
N1—C1—H1	119.1	H12A—C12—H12B	108.0

Symmetry code: (i) −x, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H1N3···O1^ii	0.90	2.15	2.872 (7)	137
N3—H2N3···O7	0.90	2.16	3.009 (7)	157

Symmetry code: (ii) x+1, y, z.