catena-Poly[[copper(II)-bis­(μ-3-carboxy­pyridine-2-carboxyl­ato)-κ³N,O²:O³;κ³O³:N,O²] methanol disolvate]

The title compound, {[Cu(C₇H₄O₄)₂]·2CH₃OH}_n, forms a square-planar complex through two N,O-chelating pyridine-2,3-dicarboxyl­ate ligands. Axial inter­actions between Cu^II and O atoms of the CO₂H groups in the meta-positions of adjacent ligands form one-dimensional chains. Incorporation of methanol into the structure results in O—H...O hydrogen-bond inter­actions, which cross-link the chains into a three-dimensional network.

Key indicators

• Single-crystal X-ray study
• T = 123 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.034
• wR factor = 0.081
• Data-to-parameter ratio = 10.1

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT027_ALERT_3_B _diffrn_reflns_theta_full (too) Low ............      24.99 Deg.
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low .......       0.95

Alert level C
REFLT03_ALERT_3_C  Reflection count < 95% complete
           From the CIF: _diffrn_reflns_theta_max           24.99
           From the CIF: _diffrn_reflns_theta_full          24.99
           From the CIF: _reflns_number_total               1440
           TEST2: Reflns within _diffrn_reflns_theta_max
           Count of symmetry unique reflns         1518
           Completeness (_total/calc)             94.86%
PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low ....       0.95
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT417_ALERT_2_C Short Inter D-H..H-D       H4O    ..  H5O     ..       2.13 Ang.

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

   1 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
   4 ALERT type 3 Indicator that the structure quality may be low
   0 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, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 1999); software used to prepare material for publication: SHELXL97.

Poly[[copper(II)-bis(µ-3-carboxypyridine-2-carboxylato- κ³N,O²:O³)copper(II)] methanol disolvate]

Crystal data

[Cu(C7H4O4)2]·2CH4O	F(000) = 470
Mr = 459.85	Dx = 1.765 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1660 reflections
a = 6.6850 (8) Å	θ = 2.6–27.7°
b = 9.7739 (12) Å	µ = 1.33 mm^−1
c = 13.2657 (18) Å	T = 123 K
β = 93.136 (7)°	Block, blue
V = 865.46 (19) Å^3	0.26 × 0.14 × 0.10 mm
Z = 2

Data collection

Bruker X8 APEX-II CCD diffractometer	1440 independent reflections
Radiation source: fine-focus sealed tube	1274 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
φ and ω scans	θmax = 25.0°, θmin = 2.6°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −7→7
Tmin = 0.724, Tmax = 0.879	k = −11→9
4342 measured reflections	l = −15→15

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.081	H atoms treated by a mixture of independent and constrained refinement
S = 1.10	w = 1/[σ^2(Fo^2) + (0.2P)^2] where P = (Fo^2 + 2Fc^2)/3
1440 reflections	(Δ/σ)max = 0.017
142 parameters	Δρmax = 0.33 e Å^−3
0 restraints	Δρmin = −0.33 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	0.0000	0.5000	0.0000	0.01786 (18)
N1	0.1973 (3)	0.3830 (2)	−0.06592 (18)	0.0167 (5)
C6	0.3392 (4)	0.4058 (3)	0.1040 (2)	0.0187 (7)
C3	0.4984 (4)	0.2174 (3)	−0.1308 (2)	0.0209 (7)
H3	0.6033	0.1619	−0.1538	0.025*
C1	0.3523 (4)	0.3478 (3)	−0.0012 (2)	0.0172 (6)
C4	0.3374 (4)	0.2517 (3)	−0.1955 (2)	0.0220 (7)
H4	0.3291	0.2193	−0.2631	0.026*
C2	0.5059 (4)	0.2645 (3)	−0.0317 (2)	0.0174 (6)
C5	0.1877 (4)	0.3346 (3)	−0.1599 (2)	0.0185 (6)
H5	0.0756	0.3574	−0.2038	0.022*
O1	0.1851 (3)	0.47737 (19)	0.11924 (15)	0.0188 (5)
O2	0.4752 (3)	0.3780 (2)	0.16772 (15)	0.0235 (5)
O4	0.6606 (3)	0.1008 (2)	0.07634 (16)	0.0239 (5)
O3	0.8345 (3)	0.2911 (2)	0.04683 (16)	0.0221 (5)
C7	0.6831 (4)	0.2231 (3)	0.0365 (2)	0.0182 (6)
O5	0.5060 (3)	0.5005 (2)	0.34997 (18)	0.0253 (5)
C8	0.3363 (5)	0.5855 (3)	0.3596 (3)	0.0300 (8)
H8A	0.3733	0.6810	0.3478	0.045*
H8B	0.2882	0.5763	0.4277	0.045*
H8C	0.2300	0.5581	0.3098	0.045*
H5O	0.503 (5)	0.467 (4)	0.299 (3)	0.030 (11)*
H4O	0.779 (6)	0.070 (4)	0.106 (3)	0.064 (13)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0174 (3)	0.0204 (3)	0.0152 (3)	0.0025 (2)	−0.0041 (2)	0.0001 (2)
N1	0.0139 (13)	0.0182 (13)	0.0177 (13)	−0.0020 (10)	−0.0025 (10)	0.0006 (10)
C6	0.0222 (17)	0.0150 (15)	0.0185 (15)	−0.0053 (12)	−0.0035 (13)	0.0011 (12)
C3	0.0213 (17)	0.0210 (16)	0.0201 (16)	0.0012 (12)	−0.0004 (13)	−0.0004 (12)
C1	0.0187 (16)	0.0153 (15)	0.0175 (15)	−0.0045 (11)	−0.0016 (12)	0.0032 (11)
C4	0.0245 (17)	0.0262 (17)	0.0152 (15)	−0.0034 (13)	−0.0004 (12)	0.0005 (12)
C2	0.0175 (16)	0.0158 (15)	0.0187 (15)	−0.0027 (12)	−0.0008 (12)	0.0032 (11)
C5	0.0166 (16)	0.0205 (16)	0.0180 (15)	−0.0014 (12)	−0.0029 (12)	0.0035 (12)
O1	0.0170 (11)	0.0190 (11)	0.0201 (11)	0.0045 (8)	−0.0003 (8)	−0.0015 (8)
O2	0.0215 (11)	0.0300 (12)	0.0180 (11)	0.0063 (9)	−0.0077 (9)	−0.0034 (9)
O4	0.0217 (12)	0.0227 (12)	0.0263 (12)	−0.0028 (9)	−0.0067 (9)	0.0076 (9)
O3	0.0177 (11)	0.0213 (11)	0.0268 (12)	−0.0011 (9)	−0.0043 (9)	0.0038 (9)
C7	0.0197 (16)	0.0203 (16)	0.0146 (15)	0.0021 (13)	0.0000 (12)	−0.0004 (12)
O5	0.0270 (13)	0.0273 (12)	0.0212 (12)	0.0039 (10)	−0.0025 (9)	−0.0098 (10)
C8	0.0229 (18)	0.0305 (19)	0.037 (2)	−0.0022 (14)	0.0058 (15)	−0.0110 (15)

Geometric parameters (Å, º)

Cu1—O1^i	1.9669 (18)	C1—C2	1.387 (4)
Cu1—O1	1.9669 (18)	C4—C5	1.391 (4)
Cu1—N1^i	1.985 (2)	C4—H4	0.950
Cu1—N1	1.985 (2)	C2—C7	1.506 (4)
Cu1—O3^ii	2.419 (2)	C5—H5	0.950
Cu1—O3^iii	2.419 (2)	O4—C7	1.318 (3)
N1—C5	1.332 (4)	O4—H4O	0.92 (4)
N1—C1	1.353 (3)	O3—C7	1.213 (3)
C6—O2	1.237 (3)	O3—Cu1^iv	2.419 (2)
C6—O1	1.270 (3)	O5—C8	1.417 (4)
C6—C1	1.513 (4)	O5—H5O	0.75 (4)
C3—C4	1.381 (4)	C8—H8A	0.980
C3—C2	1.392 (4)	C8—H8B	0.980
C3—H3	0.950	C8—H8C	0.980
O1^i—Cu1—O1	180.00 (13)	N1—C1—C6	114.1 (3)
O1^i—Cu1—N1^i	83.42 (8)	C2—C1—C6	124.7 (2)
O1—Cu1—N1^i	96.58 (8)	C3—C4—C5	118.8 (3)
O1^i—Cu1—N1	96.58 (8)	C3—C4—H4	120.6
O1—Cu1—N1	83.42 (8)	C5—C4—H4	120.6
N1^i—Cu1—N1	180.0	C1—C2—C3	118.7 (3)
O1^i—Cu1—O3^ii	88.57 (7)	C1—C2—C7	123.6 (3)
O1—Cu1—O3^ii	91.43 (7)	C3—C2—C7	117.7 (3)
N1^i—Cu1—O3^ii	87.20 (8)	N1—C5—C4	121.8 (3)
N1—Cu1—O3^ii	92.80 (8)	N1—C5—H5	119.1
O1^i—Cu1—O3^iii	91.43 (7)	C4—C5—H5	119.1
O1—Cu1—O3^iii	88.57 (7)	C6—O1—Cu1	114.44 (17)
N1^i—Cu1—O3^iii	92.80 (8)	C7—O4—H4O	111 (3)
N1—Cu1—O3^iii	87.20 (8)	C7—O3—Cu1^iv	145.54 (18)
O3^ii—Cu1—O3^iii	180.0	O3—C7—O4	124.4 (3)
C5—N1—C1	120.0 (3)	O3—C7—C2	123.0 (3)
C5—N1—Cu1	128.16 (19)	O4—C7—C2	112.4 (2)
C1—N1—Cu1	111.8 (2)	C8—O5—H5O	111 (3)
O2—C6—O1	125.7 (3)	O5—C8—H8A	109.5
O2—C6—C1	118.0 (3)	O5—C8—H8B	109.5
O1—C6—C1	116.2 (2)	H8A—C8—H8B	109.5
C4—C3—C2	119.6 (3)	O5—C8—H8C	109.5
C4—C3—H3	120.2	H8A—C8—H8C	109.5
C2—C3—H3	120.2	H8B—C8—H8C	109.5
N1—C1—C2	121.1 (3)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5O···O2	0.75 (4)	1.95 (4)	2.696 (3)	176 (4)
O4—H4O···O5^v	0.92 (4)	1.67 (4)	2.578 (3)	174 (4)

Symmetry code: (v) −x+3/2, y−1/2, −z+1/2.