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The asymmetric unit of the title compound, [Cu(C7H3NO4)(H2O)3], comprises a distorted tetragonally elongated octa­hedral copper(II) centre coordinated equatorially by a tridentate 2,6-pyridine­di­carboxyl­ate anion [Cu—N 1.9093 (14), and Cu—O 2.0368 (11) and 2.0397 (11) Å] and a strongly bound water mol­ecule [Cu—O 1.9047 (12) Å] and axially by two weakly bound water mol­ecules [Cu—O 2.3631 (12) and 2.4739 (12) Å]. The extended structure is based on a layered arrangement in which sheets of stacked molecular units are alternately linked by hydrogen-bonding and π–π stacking interactions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680102164X/om6073sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680102164X/om6073Isup2.hkl
Contains datablock I

CCDC reference: 180756

Key indicators

  • Single-crystal X-ray study
  • T = 150 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.021
  • wR factor = 0.061
  • Data-to-parameter ratio = 13.7

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


Yellow Alert Alert Level C:
REFLT_03 From the CIF: _diffrn_reflns_theta_max 28.76 From the CIF: _reflns_number_total 2308 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 2544 Completeness (_total/calc) 90.72% Alert C: < 95% complete PLAT_369 Alert C Long C(sp2)-C(sp2) Bond C2 - C7 = 1.53 Ang. PLAT_369 Alert C Long C(sp2)-C(sp2) Bond C6 - C8 = 1.53 Ang.
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
3 Alert Level C = Please check

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT and SHELXTL (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: CAMERON (Watkin et al., 1996); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2001).

(I) top
Crystal data top
[Cu(C7H3NO4)(H2O)3]Dx = 1.928 Mg m3
Mr = 282.69Melting point: unknown K
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 6.4111 (9) ÅCell parameters from 4778 reflections
b = 23.169 (3) Åθ = 2.7–28.8°
c = 6.8348 (9) ŵ = 2.26 mm1
β = 106.377 (2)°T = 150 K
V = 974.0 (2) Å3Block, blue
Z = 40.45 × 0.32 × 0.28 mm
F(000) = 572
Data collection top
Bruker SMART 1000 CCD area=detector
diffractometer
2308 independent reflections
Radiation source: fine-focus sealed tube2075 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.022
ω scansθmax = 28.8°, θmin = 3.2°
Absorption correction: multi-scan
(SADABS: Bruker, 2001)
h = 88
Tmin = 0.406, Tmax = 0.530k = 3027
6789 measured reflectionsl = 86
Refinement top
Refinement on F2Secondary atom site location: difference Fourier method
Least-squares matrix: fullHydrogen site location: aromatic H atoms geometrically placed; water H atoms located from ΔF
R[F2 > 2σ(F2)] = 0.021H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.061 w = 1/[σ2(Fo2) + (0.024P)2 + 0.603P]
where P = (Fo2 + 2Fc2)/3
S = 1.15(Δ/σ)max = 0.001
2248 reflectionsΔρmax = 0.40 e Å3
164 parametersΔρmin = 0.48 e Å3
9 restraintsExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: direct methodExtinction coefficient: 0.0465 (15)
Special details top

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 (Å2) top
xyzUiso*/Ueq
Cu0.00531 (3)0.185504 (7)0.26660 (3)0.01235 (10)
N10.00377 (17)0.10313 (6)0.25952 (17)0.0121 (3)
C20.1832 (2)0.07556 (6)0.3430 (2)0.0129 (3)
C30.1924 (2)0.01573 (7)0.3373 (2)0.0160 (3)
H30.32550.00430.39200.019*
C40.0005 (2)0.01411 (7)0.2486 (2)0.0171 (3)
H40.00060.05510.24470.020*
C50.1952 (2)0.01569 (7)0.1653 (2)0.0157 (3)
H50.32720.00440.10670.019*
C60.1894 (2)0.07558 (7)0.1711 (2)0.0130 (3)
C70.3675 (2)0.11741 (6)0.4402 (2)0.0137 (3)
O10.55342 (17)0.09934 (5)0.51778 (18)0.0193 (2)
O20.30812 (17)0.17066 (5)0.43291 (17)0.0157 (2)
C80.3753 (2)0.11753 (6)0.0816 (2)0.0134 (3)
O30.56128 (17)0.09975 (5)0.00236 (18)0.0187 (2)
O40.31722 (17)0.17102 (5)0.09691 (17)0.0155 (2)
O1W0.00441 (18)0.26771 (5)0.26412 (16)0.0193 (3)
H1WA0.051 (3)0.2864 (8)0.366 (2)0.029*
H1WB0.047 (3)0.2877 (8)0.163 (2)0.029*
O2W0.13958 (19)0.19273 (5)0.55411 (18)0.0184 (2)
H2WA0.229 (3)0.1678 (7)0.545 (3)0.028*
H2WB0.057 (3)0.1931 (9)0.6691 (18)0.028*
O3W0.12943 (18)0.19374 (5)0.03765 (18)0.0181 (2)
H3WA0.193 (3)0.2247 (5)0.019 (3)0.027*
H3WB0.221 (3)0.1685 (6)0.022 (3)0.027*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu0.01152 (12)0.00718 (12)0.01579 (13)0.00012 (6)0.00031 (8)0.00026 (6)
N10.0122 (6)0.0103 (6)0.0130 (6)0.0004 (4)0.0021 (5)0.0000 (4)
C20.0127 (6)0.0116 (7)0.0137 (7)0.0002 (5)0.0026 (5)0.0005 (5)
C30.0144 (7)0.0129 (7)0.0193 (7)0.0025 (5)0.0022 (6)0.0007 (6)
C40.0199 (8)0.0094 (7)0.0207 (8)0.0003 (5)0.0038 (6)0.0005 (5)
C50.0146 (7)0.0118 (7)0.0189 (7)0.0026 (5)0.0017 (6)0.0012 (5)
C60.0119 (6)0.0138 (7)0.0128 (7)0.0001 (5)0.0025 (5)0.0001 (5)
C70.0150 (7)0.0113 (7)0.0138 (7)0.0011 (5)0.0027 (5)0.0005 (5)
O10.0130 (5)0.0155 (6)0.0255 (6)0.0015 (4)0.0010 (4)0.0011 (4)
O20.0138 (5)0.0114 (5)0.0185 (5)0.0002 (4)0.0007 (4)0.0008 (4)
C80.0139 (6)0.0123 (7)0.0133 (7)0.0005 (5)0.0028 (5)0.0001 (5)
O30.0131 (5)0.0148 (5)0.0248 (6)0.0017 (4)0.0005 (4)0.0017 (4)
O40.0136 (5)0.0107 (5)0.0189 (5)0.0002 (4)0.0008 (4)0.0009 (4)
O1W0.0303 (7)0.0094 (6)0.0137 (5)0.0001 (4)0.0012 (5)0.0003 (4)
O2W0.0174 (5)0.0206 (6)0.0163 (6)0.0037 (4)0.0033 (4)0.0003 (4)
O3W0.0152 (5)0.0176 (6)0.0212 (6)0.0003 (4)0.0047 (5)0.0006 (4)
Geometric parameters (Å, º) top
Cu—N11.9093 (14)C7—O11.2333 (18)
Cu—O22.0397 (11)C7—O21.2880 (19)
Cu—O42.0368 (11)C8—O31.2332 (18)
Cu—O1W1.9047 (12)C8—O41.2897 (19)
Cu—O2W2.3631 (12)O1W—H1WA0.813 (9)
Cu—O3W2.4739 (12)O1W—H1WB0.813 (9)
N1—C61.3352 (18)O2W—H2WA0.804 (9)
N1—C21.3362 (18)O2W—H2WB0.815 (9)
C2—C31.388 (2)C3—H30.9500
C2—C71.528 (2)C4—H40.9500
C3—C41.397 (2)C5—H50.9500
C4—C51.399 (2)O3W—H3WA0.817 (9)
C5—C61.389 (2)O3W—H3WB0.815 (9)
C6—C81.526 (2)
N1—Cu—O280.46 (4)N1—C6—C8111.88 (13)
N1—Cu—O480.34 (4)C5—C6—C8127.84 (13)
N1—Cu—O1W177.86 (5)O1—C7—O2125.53 (14)
N1—Cu—O2W95.60 (4)O1—C7—C2120.44 (13)
N1—Cu—O3W92.88 (4)O2—C7—C2114.04 (12)
O2—Cu—O4160.79 (5)C7—O2—Cu114.65 (9)
O2—Cu—O1W99.71 (5)O3—C8—O4125.30 (14)
O2—Cu—O2W94.66 (4)O3—C8—C6120.84 (13)
O2—Cu—O3W87.64 (4)O4—C8—C6113.86 (12)
O4—Cu—O1W99.47 (4)C8—O4—Cu114.78 (9)
O4—Cu—O2W87.47 (4)Cu—O1W—H1WA121.8 (14)
O4—Cu—O3W93.07 (4)Cu—O1W—H1WB125.2 (14)
O1W—Cu—O2W86.52 (5)H1WA—O1W—H1WB113 (2)
O1W—Cu—O3W84.99 (4)Cu—O2W—H2WA107.6 (16)
O2W—Cu—O3W171.47 (4)Cu—O2W—H2WB120.8 (15)
C6—N1—C2122.86 (14)H2WA—O2W—H2WB109.9 (17)
C6—N1—Cu118.61 (10)C2—C3—H3121.1
C2—N1—Cu118.52 (10)C4—C3—H3121.1
N1—C2—C3120.34 (13)C3—C4—H4119.6
N1—C2—C7111.90 (13)C5—C4—H4119.6
C3—C2—C7127.75 (13)C6—C5—H5121.1
C2—C3—C4117.85 (14)C4—C5—H5121.1
C3—C4—C5120.74 (15)Cu—O3W—H3WA102.2 (15)
C6—C5—C4117.89 (14)Cu—O3W—H3WB104.2 (16)
N1—C6—C5120.26 (13)H3WA—O3W—H3WB107.4 (17)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O4i0.81 (1)1.85 (1)2.6627 (15)179 (2)
O1W—H1WB···O2ii0.81 (1)1.86 (1)2.6596 (15)170 (2)
O2W—H2WA···O1iii0.80 (1)2.09 (1)2.8883 (16)176 (2)
O2W—H2WB···O3Wiv0.82 (1)2.02 (1)2.8367 (19)176 (2)
O3W—H3WA···O2Wv0.82 (1)2.18 (1)2.9969 (19)176 (2)
O3W—H3WB···O3vi0.82 (1)2.09 (1)2.9056 (17)176 (2)
Symmetry codes: (i) x+1/2, y+1/2, z+1/2; (ii) x1/2, y+1/2, z1/2; (iii) x1, y, z; (iv) x, y, z+1; (v) x+1/2, y+1/2, z1/2; (vi) x+1, y, z.
Co-ordination distances (Cu—N and Cu—O, Å) for the [dipic]2- anion and the H2dipic molecule in [Cu(dipic)(OH2)n] (n = 2 or 3) and [Cu(dipic)(H2dipic)].nH2O (n = 1 or 3). top
CompoundCu—N(1)Cu—O(1)Cu—O(2)
anionic [dipic]2-
[Cu(dipic)(OH2)3]a1.9093 (14)2.0368 (11)2.0397 (11)
monoclinic-[Cu(dipic)(OH2)2]b1.898 (4)2.037 (3)2.050 (4)
triclinic-[Cu(dipic)(OH2)2]b1.901 (6)2.005 (6)2.018 (5)
[Cu(dipic)(H2dipic)].H2Oc1.911 (4)2.008 (3)2.008 (3)
[Cu(dipic)(H2dipic)].3H2Oc1.907 (7)2.027 (8)2.063 (8)
[Cu(dipic)(H2dipic)].3H2Oc1.901 (7)2.048 (7)2.056 (7)
molecular H2dipic
[Cu(dipic)(H2dipic)].H2Oc2.011 (4)2.425 (3)2.425 (3)
[Cu(dipic)(H2dipic)].3H2Oc2.003 (8)2.310 (8)2.465 (8)
[Cu(dipic)(H2dipic)].3H2Oc1.995 (8)2.302 (8)2.379 (8)
a This work; b Sarchet et al. (1973); c Sileo et al. (1996)
 

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