catena-Poly[[[tripyridine­copper(II)]-μ-m-phenyl­enedioxy­diacetato] monohydrate]

In the title compound, [Cu(C₁₀H₈O₆)(C₅H₅N)₃]·H₂O, the coordination geometry around the Cu^II atom is distorted square-pyramidal, and the Cu—N bond at the apical position lies on a twofold axis. The m-phenyl­enedioxy­diacetate ligand also has twofold symetry and acts as bridge to link Cu atoms to form infinite chains along the c axis. The solvent water mol­ecule connects two adjacent carboxyl­ate groups of the m-phenyl­enedioxy­diacetates on the same chain via hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.051
• wR factor = 0.132
• Data-to-parameter ratio = 14.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.13 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

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 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

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Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

catena-Poly[[[tripyridinecopper(II)]-µ-m-phenylenedioxydiacetato] monohydrate]

Crystal data

[Cu(C10H8O6)(C5H5N)3]·H2O	F(000) = 1124
Mr = 543.02	Dx = 1.449 Mg m^−3
Orthorhombic, Pnna	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2a 2bc	Cell parameters from 645 reflections
a = 20.843 (3) Å	θ = 2.6–19.6°
b = 11.964 (1) Å	µ = 0.93 mm^−1
c = 9.983 (1) Å	T = 293 K
V = 2489.4 (5) Å^3	Prism, blue
Z = 4	0.3 × 0.2 × 0.2 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer	2454 independent reflections
Radiation source: sealed tube	1392 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.026
φ and ω scans	θmax = 26.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −24→25
Tmin = 0.802, Tmax = 0.833	k = −13→14
12469 measured reflections	l = −12→10

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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.132	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.06P)^2] where P = (Fo^2 + 2Fc^2)/3
2454 reflections	(Δ/σ)max < 0.001
166 parameters	Δρmax = 0.84 e Å^−3
0 restraints	Δρmin = −0.71 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	Occ. (<1)
O1W	0.95062 (17)	−0.2500	0.7500	0.0574 (10)
H1WB	0.9614	−0.3126	0.7166	0.086*	0.50
H1WA	0.9830	−0.2204	0.7879	0.086*	0.50
Cu1	0.88349 (3)	0.2500	0.2500	0.0516 (3)
C1	0.93721 (19)	0.0342 (3)	0.3383 (4)	0.0558 (10)
H1	0.9669	0.0481	0.2708	0.067*
C2	0.94308 (18)	−0.0629 (3)	0.4119 (4)	0.0563 (10)
H2	0.9764	−0.1128	0.3958	0.068*
C3	0.89831 (18)	−0.0836 (3)	0.5096 (4)	0.0565 (10)
H3	0.9005	−0.1486	0.5605	0.068*
C4	0.85101 (19)	−0.0086 (3)	0.5310 (4)	0.0564 (10)
H4	0.8201	−0.0218	0.5962	0.068*
C5	0.84902 (19)	0.0878 (3)	0.4551 (4)	0.0559 (10)
H5	0.8169	0.1399	0.4719	0.067*
C6	0.7421 (2)	0.3230 (3)	0.3206 (4)	0.0578 (10)
H6	0.7645	0.3747	0.3721	0.069*
C7	0.6759 (2)	0.3263 (3)	0.3219 (4)	0.0589 (10)
H7	0.6539	0.3799	0.3712	0.071*
C8	0.6447 (3)	0.2500	0.2500	0.0588 (14)
H8	0.6001	0.2500	0.2500	0.071*
C9	0.9317 (2)	0.3565 (3)	0.4921 (4)	0.0550 (10)
C10	0.91475 (18)	0.4292 (3)	0.6132 (4)	0.0554 (10)
H10A	0.9378	0.4011	0.6906	0.066*
H10B	0.9297	0.5047	0.5964	0.066*
C11	0.8200 (2)	0.3392 (3)	0.6954 (4)	0.0546 (10)
C12	0.75386 (19)	0.3391 (3)	0.6954 (3)	0.0551 (10)
H12	0.7313	0.3988	0.6588	0.066*
C13	0.7217 (3)	0.2500	0.7500	0.0553 (14)
H13	0.6771	0.2500	0.7500	0.066*
C14	0.8535 (3)	0.2500	0.7500	0.0543 (13)
H14	0.8981	0.2500	0.7500	0.065*
N1	0.89112 (15)	0.1085 (3)	0.3594 (3)	0.0550 (8)
N2	0.7749 (2)	0.2500	0.2500	0.0564 (12)
O1	0.88499 (12)	0.3397 (2)	0.4133 (2)	0.0554 (7)
O2	0.98679 (13)	0.3257 (2)	0.4776 (2)	0.0571 (7)
O3	0.84843 (12)	0.43311 (19)	0.6442 (2)	0.0553 (7)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1W	0.068 (3)	0.062 (2)	0.042 (2)	0.000	0.000	−0.0020 (18)
Cu1	0.0569 (5)	0.0577 (4)	0.0402 (4)	0.000	0.000	−0.0003 (3)
C1	0.067 (3)	0.058 (2)	0.042 (2)	−0.003 (2)	0.002 (2)	−0.001 (2)
C2	0.068 (3)	0.058 (2)	0.042 (2)	−0.004 (2)	0.002 (2)	−0.001 (2)
C3	0.070 (3)	0.058 (2)	0.041 (2)	−0.002 (2)	0.001 (2)	−0.001 (2)
C4	0.070 (3)	0.059 (2)	0.040 (2)	−0.003 (2)	0.003 (2)	0.000 (2)
C5	0.069 (3)	0.058 (2)	0.041 (2)	−0.003 (2)	0.003 (2)	0.0000 (19)
C6	0.068 (3)	0.063 (3)	0.042 (2)	−0.005 (2)	0.003 (2)	−0.001 (2)
C7	0.071 (3)	0.062 (3)	0.043 (2)	−0.006 (2)	0.004 (2)	−0.001 (2)
C8	0.069 (4)	0.063 (4)	0.044 (3)	0.000	0.000	−0.002 (3)
C9	0.067 (3)	0.057 (2)	0.041 (2)	−0.002 (2)	0.003 (2)	−0.001 (2)
C10	0.068 (3)	0.057 (2)	0.041 (2)	−0.003 (2)	0.002 (2)	−0.0003 (19)
C11	0.067 (3)	0.057 (3)	0.040 (2)	−0.003 (2)	0.0027 (19)	0.001 (2)
C12	0.067 (3)	0.057 (2)	0.041 (2)	−0.004 (2)	0.0021 (19)	0.0008 (19)
C13	0.066 (4)	0.058 (3)	0.042 (3)	0.000	0.000	0.001 (3)
C14	0.066 (4)	0.057 (3)	0.040 (3)	0.000	0.000	0.000 (3)
N1	0.067 (2)	0.058 (2)	0.0401 (19)	−0.0030 (17)	0.0023 (17)	−0.0003 (16)
N2	0.068 (3)	0.061 (3)	0.041 (2)	0.000	0.000	0.000 (3)
O1	0.0677 (17)	0.0584 (16)	0.0401 (15)	−0.0035 (13)	0.0027 (14)	0.0001 (13)
O2	0.0673 (18)	0.0604 (16)	0.0435 (15)	−0.0036 (14)	0.0026 (14)	0.0008 (13)
O3	0.0680 (18)	0.0570 (16)	0.0410 (15)	−0.0035 (14)	0.0029 (13)	−0.0001 (13)

Geometric parameters (Å, º)

O1W—H1WB	0.8500	C7—C8	1.330 (5)
O1W—H1WA	0.8500	C7—H7	0.9300
Cu1—O1	1.952 (2)	C8—C7^i	1.330 (5)
Cu1—O1^i	1.952 (2)	C8—H8	0.9300
Cu1—N1	2.021 (3)	C9—O2	1.216 (4)
Cu1—N1^i	2.021 (3)	C9—O1	1.267 (4)
Cu1—N2	2.263 (5)	C9—C10	1.530 (5)
C1—N1	1.326 (4)	C10—O3	1.417 (4)
C1—C2	1.379 (5)	C10—H10A	0.9700
C1—H1	0.9300	C10—H10B	0.9700
C2—C3	1.372 (5)	C11—O3	1.369 (4)
C2—H2	0.9300	C11—C12	1.378 (5)
C3—C4	1.350 (5)	C11—C14	1.388 (5)
C3—H3	0.9300	C12—C13	1.372 (4)
C4—C5	1.380 (5)	C12—H12	0.9300
C4—H4	0.9300	C13—C12^ii	1.372 (4)
C5—N1	1.320 (4)	C13—H13	0.9300
C5—H5	0.9300	C14—C11^ii	1.388 (5)
C6—N2	1.314 (4)	C14—H14	0.9300
C6—C7	1.381 (5)	N2—C6^i	1.314 (4)
C6—H6	0.9300
H1WB—O1W—H1WA	109.5	C7—C8—C7^i	121.5 (6)
O1—Cu1—O1^i	178.16 (15)	C7—C8—H8	119.2
O1—Cu1—N1	90.46 (11)	C7^i—C8—H8	119.2
O1^i—Cu1—N1	89.40 (11)	O2—C9—O1	127.2 (4)
O1—Cu1—N1^i	89.40 (11)	O2—C9—C10	118.9 (4)
O1^i—Cu1—N1^i	90.46 (11)	O1—C9—C10	113.8 (4)
N1—Cu1—N1^i	170.97 (18)	O3—C10—C9	114.6 (3)
O1—Cu1—N2	90.92 (7)	O3—C10—H10A	108.6
O1^i—Cu1—N2	90.92 (7)	C9—C10—H10A	108.6
N1—Cu1—N2	94.51 (9)	O3—C10—H10B	108.6
N1^i—Cu1—N2	94.51 (9)	C9—C10—H10B	108.6
N1—C1—C2	123.0 (4)	H10A—C10—H10B	107.6
N1—C1—H1	118.5	O3—C11—C12	115.7 (3)
C2—C1—H1	118.5	O3—C11—C14	124.0 (4)
C3—C2—C1	118.0 (4)	C12—C11—C14	120.2 (4)
C3—C2—H2	121.0	C13—C12—C11	119.3 (4)
C1—C2—H2	121.0	C13—C12—H12	120.4
C4—C3—C2	119.3 (4)	C11—C12—H12	120.4
C4—C3—H3	120.4	C12—C13—C12^ii	121.5 (6)
C2—C3—H3	120.4	C12—C13—H13	119.2
C3—C4—C5	119.4 (4)	C12^ii—C13—H13	119.2
C3—C4—H4	120.3	C11^ii—C14—C11	119.5 (6)
C5—C4—H4	120.3	C11^ii—C14—H14	120.3
N1—C5—C4	122.3 (4)	C11—C14—H14	120.3
N1—C5—H5	118.9	C5—N1—C1	118.0 (3)
C4—C5—H5	118.9	C5—N1—Cu1	119.8 (3)
N2—C6—C7	123.0 (4)	C1—N1—Cu1	122.2 (3)
N2—C6—H6	118.5	C6^i—N2—C6	117.3 (5)
C7—C6—H6	118.5	C6^i—N2—Cu1	121.4 (3)
C8—C7—C6	117.6 (4)	C6—N2—Cu1	121.4 (3)
C8—C7—H7	121.2	C9—O1—Cu1	128.2 (2)
C6—C7—H7	121.2	C11—O3—C10	118.5 (3)

Symmetry codes: (i) x, −y+1/2, −z+1/2; (ii) x, −y+1/2, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O2^iii	0.85	2.07	2.772 (3)	139
O1W—H1WB···O2^iv	0.85	2.23	2.772 (4)	122

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