Di-μ-methoxo-bis­{[bis­(methoxy­carbimido)aminato]copper(II)}

In the centrosymmetric dinuclear title complex, [Cu₂(CH₃O)₂(C₄H₈N₃O₂)₂], the two Cu^II ions are linked by a pair of methoxide bridges, with a non-bonding Cu...Cu distance of 3.048 (1) Å. Each Cu^II center adopts a CuO₂N₂ square-planar geometry, coordinated by the bidentate bis­(methoxy­carbimido)aminate and two methoxide ligands.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](N-C) = 0.005 Å
• R factor = 0.045
• wR factor = 0.117
• Data-to-parameter ratio = 13.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.14
PLAT420_ALERT_2_C D-H Without Acceptor       N1     -   H1A    ...          ?
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.15 Ratio

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   4 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
   2 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
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: APEX-II (Bruker, 2003); cell refinement: APEX-II and SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.

Di-µ-methoxo-bis{[bis(methoxycarbimido)aminato]copper(II)}

Crystal data

[Cu2(C4H8N3O2)2(CH3O)2]	Z = 1
Mr = 449.42	F(000) = 230
Triclinic, P1	Dx = 1.771 Mg m^−3
a = 3.8897 (11) Å	Mo Kα radiation, λ = 0.71073 Å
b = 7.621 (2) Å	Cell parameters from 1235 reflections
c = 14.520 (4) Å	θ = 2.7–26.5°
α = 99.309 (3)°	µ = 2.56 mm^−1
β = 92.020 (3)°	T = 298 K
γ = 96.588 (4)°	Needle, purple
V = 421.3 (2) Å^3	0.22 × 0.08 × 0.06 mm

Data collection

Bruker APEX-II CCD area-detector diffractometer	1480 independent reflections
Radiation source: fine-focus sealed tube	1134 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.026
φ and ω scans	θmax = 25.0°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −3→4
Tmin = 0.614, Tmax = 0.861	k = −8→9
2281 measured reflections	l = −17→17

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)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.117	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0689P)^2] where P = (Fo^2 + 2Fc^2)/3
1480 reflections	(Δ/σ)max < 0.001
112 parameters	Δρmax = 0.56 e Å^−3
0 restraints	Δρmin = −0.59 e Å^−3

Special details

Experimental. IR (KBr pellet, cm^-1): 3369 (s), 2951 (w), 1616 (vs), 1539 (s), 1470 (s), 1381 (s), 1197 (s), 1057 (vs), 936 (s), 684 (s).

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	0.61983 (17)	0.41138 (7)	0.40690 (4)	0.0417 (3)
O1	0.6311 (9)	0.4124 (4)	0.1246 (2)	0.0480 (9)
O2	0.9793 (10)	−0.0347 (4)	0.2662 (2)	0.0516 (9)
O3	0.5975 (10)	0.3836 (4)	0.5370 (2)	0.0519 (9)
N1	0.6040 (11)	0.4582 (5)	0.2809 (3)	0.0468 (11)
H1A	0.5389	0.5454	0.2626	0.056*
N2	0.7983 (10)	0.1933 (5)	0.2009 (2)	0.0362 (9)
N3	0.8296 (12)	0.1982 (5)	0.3646 (3)	0.0480 (11)
H3D	0.9193	0.1376	0.4014	0.058*
C1	0.6817 (12)	0.3522 (6)	0.2065 (3)	0.0376 (11)
C2	0.8634 (12)	0.1279 (6)	0.2781 (3)	0.0389 (11)
C3	0.7144 (16)	0.3026 (8)	0.0406 (3)	0.0570 (15)
H3A	0.9568	0.2894	0.0435	0.085*
H3B	0.6613	0.3580	−0.0122	0.085*
H3C	0.5808	0.1869	0.0342	0.085*
C4	1.0395 (14)	−0.1202 (7)	0.1739 (3)	0.0495 (13)
H4A	0.8280	−0.1375	0.1357	0.074*
H4B	1.1181	−0.2342	0.1768	0.074*
H4C	1.2128	−0.0462	0.1474	0.074*
C5	0.6879 (14)	0.2418 (6)	0.5789 (3)	0.0457 (12)
H5A	0.5071	0.1429	0.5652	0.068*
H5B	0.7188	0.2795	0.6453	0.068*
H5C	0.9001	0.2052	0.5549	0.068*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0632 (5)	0.0343 (4)	0.0301 (3)	0.0159 (3)	0.0079 (3)	0.0045 (2)
O1	0.073 (2)	0.046 (2)	0.0283 (17)	0.0191 (18)	0.0036 (16)	0.0071 (14)
O2	0.079 (3)	0.042 (2)	0.0392 (18)	0.0286 (18)	0.0131 (17)	0.0072 (15)
O3	0.090 (3)	0.041 (2)	0.0326 (17)	0.0315 (19)	0.0138 (17)	0.0099 (15)
N1	0.074 (3)	0.037 (2)	0.033 (2)	0.025 (2)	0.0073 (19)	0.0059 (17)
N2	0.044 (2)	0.033 (2)	0.0302 (19)	0.0062 (18)	0.0041 (16)	0.0012 (16)
N3	0.072 (3)	0.043 (2)	0.034 (2)	0.022 (2)	0.008 (2)	0.0092 (18)
C1	0.038 (3)	0.044 (3)	0.029 (2)	0.001 (2)	0.0011 (19)	0.002 (2)
C2	0.046 (3)	0.033 (3)	0.038 (3)	0.008 (2)	0.005 (2)	0.004 (2)
C3	0.078 (4)	0.067 (4)	0.031 (3)	0.028 (3)	0.005 (2)	0.008 (2)
C4	0.061 (3)	0.042 (3)	0.044 (3)	0.015 (3)	0.008 (2)	−0.005 (2)
C5	0.061 (3)	0.040 (3)	0.040 (3)	0.015 (2)	0.009 (2)	0.010 (2)

Geometric parameters (Å, º)

Cu1—N1	1.920 (4)	N2—C2	1.327 (6)
Cu1—N3	1.924 (4)	N2—C1	1.332 (6)
Cu1—O3^i	1.938 (3)	N3—C2	1.301 (6)
Cu1—O3	1.939 (3)	N3—H3D	0.8506
Cu1—Cu1^i	3.0476 (12)	C3—H3A	0.9600
O1—C1	1.358 (5)	C3—H3B	0.9600
O1—C3	1.433 (6)	C3—H3C	0.9600
O2—C2	1.354 (5)	C4—H4A	0.9600
O2—C4	1.431 (5)	C4—H4B	0.9600
O3—C5	1.395 (5)	C4—H4C	0.9600
O3—Cu1^i	1.938 (3)	C5—H5A	0.9600
N1—C1	1.307 (6)	C5—H5B	0.9600
N1—H1A	0.8169	C5—H5C	0.9600
N1—Cu1—N3	89.17 (16)	N1—C1—O1	115.0 (4)
N1—Cu1—O3^i	97.28 (14)	N2—C1—O1	116.5 (4)
N3—Cu1—O3^i	173.44 (14)	N3—C2—N2	128.9 (4)
N1—Cu1—O3	173.41 (15)	N3—C2—O2	114.8 (4)
N3—Cu1—O3	97.14 (14)	N2—C2—O2	116.3 (4)
O3^i—Cu1—O3	76.37 (14)	O1—C3—H3A	109.5
N1—Cu1—Cu1^i	135.45 (12)	O1—C3—H3B	109.5
N3—Cu1—Cu1^i	135.31 (12)	H3A—C3—H3B	109.5
O3^i—Cu1—Cu1^i	38.19 (9)	O1—C3—H3C	109.5
O3—Cu1—Cu1^i	38.18 (9)	H3A—C3—H3C	109.5
C1—O1—C3	117.6 (4)	H3B—C3—H3C	109.5
C2—O2—C4	119.2 (4)	O2—C4—H4A	109.5
C5—O3—Cu1^i	127.9 (3)	O2—C4—H4B	109.5
C5—O3—Cu1	128.2 (3)	H4A—C4—H4B	109.5
Cu1^i—O3—Cu1	103.63 (14)	O2—C4—H4C	109.5
C1—N1—Cu1	126.5 (3)	H4A—C4—H4C	109.5
C1—N1—H1A	106.3	H4B—C4—H4C	109.5
Cu1—N1—H1A	127.2	O3—C5—H5A	109.5
C2—N2—C1	120.0 (4)	O3—C5—H5B	109.5
C2—N3—Cu1	126.2 (3)	H5A—C5—H5B	109.5
C2—N3—H3D	110.3	O3—C5—H5C	109.5
Cu1—N3—H3D	123.4	H5A—C5—H5C	109.5
N1—C1—N2	128.5 (4)	H5B—C5—H5C	109.5
N3—Cu1—O3—C5	−4.1 (5)	Cu1—N1—C1—O1	176.6 (3)
O3^i—Cu1—O3—C5	174.9 (5)	C2—N2—C1—N1	−2.9 (8)
Cu1^i—Cu1—O3—C5	174.9 (5)	C2—N2—C1—O1	178.1 (4)
N3—Cu1—O3—Cu1^i	−179.00 (18)	C3—O1—C1—N1	179.5 (5)
O3^i—Cu1—O3—Cu1^i	0.0	C3—O1—C1—N2	−1.4 (6)
N3—Cu1—N1—C1	6.9 (4)	Cu1—N3—C2—N2	7.8 (8)
O3^i—Cu1—N1—C1	−171.9 (4)	Cu1—N3—C2—O2	−171.8 (3)
Cu1^i—Cu1—N1—C1	−170.3 (3)	C1—N2—C2—N3	0.0 (8)
N1—Cu1—N3—C2	−9.3 (4)	C1—N2—C2—O2	179.6 (4)
O3—Cu1—N3—C2	168.8 (4)	C4—O2—C2—N3	−177.4 (4)
Cu1^i—Cu1—N3—C2	167.9 (3)	C4—O2—C2—N2	3.0 (7)
Cu1—N1—C1—N2	−2.4 (8)

Symmetry code: (i) −x+1, −y+1, −z+1.