Bis(μ₂-N-5-formysalicylideneglycinato-κ⁴O,N,O′:O′)bis­[aqua­copper(II)]

In the title controsymmetric dimeric copper(II) compound, [Cu₂(C₁₀H₇NO₄)₂(H₂O)₂], the Cu^II ion is five-coordinated in a square-pyramidal configuration, with one imine N atom, one phenolate O atom, one carboxylate O atom of the Schiff base and one O atom of a coordinated water mol­ecule defining the basal plane, and the phenolate O atom of another Schiff base occupying the apical position. The Cu^II atoms are bridged by two phenolic O atoms, with a Cu...Cu distance of 3.250 (4) Å. In the crystal structure, the mol­ecules are linked through inter­molecular O—H...O hydrogen bonds, forming chains running along the b axis.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.046
• wR factor = 0.125
• Data-to-parameter ratio = 13.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       2.00 Ratio
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.97
PLAT150_ALERT_1_C Volume as Calculated Differs from that Given ...    1028.00 Ang-3
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.24
PLAT711_ALERT_1_C BOND    Unknown or Inconsistent Label ..........        O1A
                    CU1    O1A

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   7 ALERT level C = Check and explain
   2 ALERT level G = General alerts; check

   7 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 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: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Bis(µ₂-N-5-formysalicylideneglycinato-κ⁴O,N,O':O')bis[aquacopper(II)]

Crystal data

[Cu2(C10H7NO4)2(H2O)2]	F(000) = 580
Mr = 573.44	Dx = 1.853 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 793 reflections
a = 9.281 (16) Å	θ = 2.8–27.1°
b = 9.060 (15) Å	µ = 2.13 mm^−1
c = 12.62 (2) Å	T = 293 K
β = 104.495 (19)°	Block, green
V = 1028 (3) Å^3	0.30 × 0.20 × 0.20 mm
Z = 2

Data collection

Bruker SMART CCD area-detector diffractometer	2221 independent reflections
Radiation source: fine-focus sealed tube	1877 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.058
φ and ω scans	θmax = 27.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.567, Tmax = 0.675	k = −9→11
4900 measured reflections	l = −13→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)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.125	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0852P)^2] where P = (Fo^2 + 2Fc^2)/3
2221 reflections	(Δ/σ)max = 0.002
162 parameters	Δρmax = 1.02 e Å^−3
3 restraints	Δρmin = −0.84 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	0.60266 (4)	1.11853 (4)	0.45568 (3)	0.02830 (17)
N1	0.7242 (2)	0.9568 (3)	0.43132 (18)	0.0281 (5)
O1	0.6214 (2)	1.0592 (2)	0.60471 (16)	0.0294 (5)
O2	1.1528 (3)	0.7860 (3)	0.97281 (18)	0.0480 (6)
O3	0.5766 (3)	1.1540 (3)	0.29877 (17)	0.0348 (5)
O4	0.5791 (3)	1.0311 (2)	0.14774 (16)	0.0406 (6)
O5	0.4793 (2)	1.2843 (2)	0.47669 (17)	0.0338 (5)
C1	0.8241 (4)	0.8921 (3)	0.5048 (3)	0.0333 (7)
H1	0.8872	0.8259	0.4823	0.040*
C2	0.8447 (3)	0.9158 (4)	0.6205 (2)	0.0301 (6)
C3	0.9708 (3)	0.8548 (4)	0.6918 (3)	0.0332 (7)
H3	1.0397	0.8043	0.6631	0.040*
C4	0.9950 (3)	0.8682 (3)	0.8044 (3)	0.0325 (7)
C5	0.8892 (3)	0.9435 (4)	0.8472 (2)	0.0327 (7)
H5	0.9038	0.9515	0.9226	0.039*
C6	0.7661 (3)	1.0046 (3)	0.7797 (2)	0.0319 (6)
H6	0.6981	1.0542	0.8099	0.038*
C7	0.7395 (3)	0.9941 (3)	0.6645 (2)	0.0274 (6)
C8	1.1274 (3)	0.8006 (4)	0.8745 (3)	0.0368 (7)
H8	1.1990	0.7656	0.8406	0.044*
C9	0.6961 (4)	0.9192 (4)	0.3162 (2)	0.0341 (7)
H9A	0.6386	0.8287	0.3016	0.041*
H9B	0.7896	0.9037	0.2966	0.041*
C10	0.6109 (3)	1.0443 (3)	0.2492 (2)	0.0304 (6)
H5B	0.451 (4)	1.349 (3)	0.428 (2)	0.042 (10)*
H5A	0.485 (4)	1.320 (4)	0.5362 (16)	0.048 (11)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0321 (2)	0.0299 (3)	0.0185 (2)	0.00479 (13)	−0.00185 (16)	0.00197 (12)
N1	0.0296 (11)	0.0327 (14)	0.0183 (11)	0.0021 (10)	−0.0009 (9)	0.0009 (9)
O1	0.0250 (10)	0.0384 (12)	0.0205 (10)	0.0054 (9)	−0.0022 (7)	0.0037 (9)
O2	0.0457 (13)	0.0592 (17)	0.0307 (13)	0.0093 (12)	−0.0061 (10)	0.0094 (11)
O3	0.0458 (12)	0.0324 (11)	0.0209 (10)	0.0012 (10)	−0.0012 (9)	0.0027 (9)
O4	0.0619 (15)	0.0355 (13)	0.0183 (10)	−0.0043 (11)	−0.0016 (9)	−0.0001 (9)
O5	0.0429 (12)	0.0302 (12)	0.0228 (11)	0.0051 (9)	−0.0022 (9)	0.0009 (9)
C1	0.0329 (15)	0.0378 (18)	0.0256 (15)	0.0062 (12)	0.0004 (12)	−0.0003 (12)
C2	0.0263 (13)	0.0370 (16)	0.0221 (14)	0.0022 (12)	−0.0031 (11)	0.0002 (12)
C3	0.0283 (14)	0.0379 (17)	0.0288 (15)	0.0061 (12)	−0.0012 (12)	0.0035 (12)
C4	0.0285 (14)	0.0361 (17)	0.0264 (15)	0.0002 (12)	−0.0055 (11)	0.0042 (12)
C5	0.0319 (14)	0.0412 (18)	0.0190 (13)	−0.0028 (13)	−0.0047 (11)	0.0009 (12)
C6	0.0323 (14)	0.0364 (17)	0.0242 (14)	0.0038 (12)	0.0019 (11)	−0.0008 (12)
C7	0.0244 (12)	0.0305 (15)	0.0219 (13)	−0.0018 (11)	−0.0041 (10)	0.0037 (11)
C8	0.0315 (15)	0.0404 (18)	0.0314 (16)	0.0026 (13)	−0.0056 (12)	0.0026 (13)
C9	0.0412 (16)	0.0360 (16)	0.0208 (14)	0.0019 (13)	−0.0001 (12)	−0.0042 (12)
C10	0.0336 (14)	0.0308 (16)	0.0228 (14)	−0.0072 (12)	−0.0005 (11)	0.0019 (11)

Geometric parameters (Å, º)

Cu1—N1	1.920 (3)	C2—C3	1.399 (4)
Cu1—O1	1.922 (4)	C2—C7	1.427 (4)
Cu1—O1A	2.589 (4)	C3—C4	1.388 (5)
Cu1—O3	1.961 (4)	C3—H3	0.9300
Cu1—O5	1.946 (3)	C4—C5	1.410 (5)
N1—C1	1.279 (4)	C4—C8	1.457 (4)
N1—C9	1.451 (4)	C5—C6	1.360 (4)
O1—C7	1.306 (3)	C5—H5	0.9300
O2—C8	1.212 (4)	C6—C7	1.416 (5)
O3—C10	1.257 (4)	C6—H6	0.9300
O4—C10	1.246 (4)	C8—H8	0.9300
O5—H5B	0.842 (18)	C9—C10	1.513 (4)
O5—H5A	0.808 (18)	C9—H9A	0.9700
C1—C2	1.441 (5)	C9—H9B	0.9700
C1—H1	0.9300
N1—Cu1—O1	91.75 (11)	C3—C4—C8	118.8 (3)
N1—Cu1—O5	178.55 (9)	C5—C4—C8	122.2 (3)
O1—Cu1—O5	89.69 (11)	C6—C5—C4	120.9 (3)
N1—Cu1—O3	83.81 (11)	C6—C5—H5	119.5
O1—Cu1—O3	172.98 (9)	C4—C5—H5	119.5
O5—Cu1—O3	94.77 (10)	C5—C6—C7	121.3 (3)
C1—N1—C9	122.3 (3)	C5—C6—H6	119.4
C1—N1—Cu1	125.6 (2)	C7—C6—H6	119.4
C9—N1—Cu1	111.98 (18)	O1—C7—C6	118.0 (3)
C7—O1—Cu1	123.33 (19)	O1—C7—C2	123.8 (3)
C10—O3—Cu1	113.0 (2)	C6—C7—C2	118.2 (2)
Cu1—O5—H5B	122 (2)	O2—C8—C4	125.9 (3)
Cu1—O5—H5A	122 (3)	O2—C8—H8	117.1
H5B—O5—H5A	110 (3)	C4—C8—H8	117.1
N1—C1—C2	123.7 (3)	N1—C9—C10	108.7 (3)
N1—C1—H1	118.1	N1—C9—H9A	109.9
C2—C1—H1	118.1	C10—C9—H9A	109.9
C3—C2—C7	119.3 (3)	N1—C9—H9B	109.9
C3—C2—C1	118.0 (3)	C10—C9—H9B	109.9
C7—C2—C1	122.6 (3)	H9A—C9—H9B	108.3
C4—C3—C2	121.3 (3)	O4—C10—O3	124.3 (3)
C4—C3—H3	119.4	O4—C10—C9	117.3 (3)
C2—C3—H3	119.4	O3—C10—C9	118.4 (3)
C3—C4—C5	119.0 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O4^i	0.81 (2)	1.99 (3)	2.705 (4)	148 (4)
O5—H5B···O4^ii	0.84 (2)	1.89 (2)	2.708 (4)	163 (3)

Symmetry codes: (i) x, −y+5/2, z+1/2; (ii) −x+1, y+1/2, −z+1/2.