Download citation
Download citation
link to html
In the title compound, [Cu(C9H8NO4)2(H2O)4]·4H2O, the Cu atom lies on an inversion centre. It has a distorted octa­hedral coordination, formed by two O atoms of two monodentate monoanionic 2,6-dimethyl­pyridinium-3,5-dicarboxyl­ate ligands and four water mol­ecules. The extensive system of hydrogen bonding, which involves pyridinium NH groups and both coordinated and uncoordinated water mol­ecules, links all residues into an infinite three-dimensional network.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807000669/ya2038sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807000669/ya2038Isup2.hkl
Contains datablock I

CCDC reference: 636845

Key indicators

  • Single-crystal X-ray study
  • T = 291 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.029
  • wR factor = 0.102
  • Data-to-parameter ratio = 16.0

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Cu1 - O5 .. 10.57 su
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.99 PLAT150_ALERT_1_C Volume as Calculated Differs from that Given ... 623.60 Ang-3 PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 3000 Deg. PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.59
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 3 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 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); 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: SHELXL97.

trans-Tetraaquabis(2,6-dimethylpyridinium-3,5-dicarboxylato)copper(II) tetrahydrate top
Crystal data top
[Cu(C9H8NO4)2(H2O)4]·4H2OZ = 1
Mr = 596.01F(000) = 311
Triclinic, P1Dx = 1.587 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 6.867 (5) ÅCell parameters from 5849 reflections
b = 9.203 (6) Åθ = 3.1–27.5°
c = 11.108 (8) ŵ = 0.96 mm1
α = 111.22 (3)°T = 291 K
β = 102.55 (3)°Block, blue
γ = 96.83 (3)°0.36 × 0.33 × 0.24 mm
V = 623.6 (8) Å3
Data collection top
Rigaku R-AXIS RAPID
diffractometer
2823 independent reflections
Radiation source: fine-focus sealed tube2653 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.024
ω scansθmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
h = 88
Tmin = 0.728, Tmax = 0.806k = 911
6158 measured reflectionsl = 1414
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.029H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.102 w = 1/[σ2(Fo2) + (0.0565P)2 + 0.2023P]
where P = (Fo2 + 2Fc2)/3
S = 1.20(Δ/σ)max < 0.001
2823 reflectionsΔρmax = 0.38 e Å3
176 parametersΔρmin = 0.41 e Å3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 1997a), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.068 (7)
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
C10.7026 (3)0.0160 (2)0.18538 (18)0.0226 (4)
C20.7113 (3)0.0844 (2)0.11700 (17)0.0201 (3)
C30.7557 (3)0.0149 (2)0.02240 (17)0.0204 (3)
H10.76340.08070.06930.024*
C40.7890 (3)0.1489 (2)0.09460 (16)0.0198 (3)
C50.7716 (3)0.2461 (2)0.02373 (18)0.0229 (4)
C60.6676 (3)0.2656 (2)0.18583 (18)0.0238 (4)
C70.8415 (3)0.2121 (2)0.24715 (17)0.0226 (4)
C80.6694 (4)0.0314 (2)0.33322 (19)0.0338 (5)
H30.68860.06270.35160.051*
H40.53290.09310.38050.051*
H50.76550.09410.36250.051*
C90.7902 (4)0.4225 (2)0.0801 (2)0.0355 (5)
H60.92820.47450.13360.053*
H70.69900.44960.13510.053*
H80.75540.45690.00770.053*
Cu11.00000.50000.50000.02310 (14)
H20.721 (4)0.238 (3)0.155 (3)0.030 (6)*
N10.7305 (3)0.17435 (19)0.11146 (15)0.0235 (3)
O10.5859 (2)0.32736 (17)0.31041 (14)0.0317 (3)
O20.7127 (3)0.33730 (18)0.11309 (16)0.0450 (5)
O30.9165 (2)0.35907 (16)0.30890 (13)0.0293 (3)
O40.8096 (3)0.11446 (18)0.29722 (14)0.0387 (4)
O51.1192 (3)0.71981 (19)0.43339 (15)0.0375 (4)
H91.16300.78790.51440.056*
H101.01550.73920.38910.056*
O60.7361 (2)0.56077 (18)0.47725 (14)0.0319 (3)
H110.64040.48370.41950.048*
H120.70010.59980.54890.048*
O70.3578 (3)0.65353 (17)0.26093 (15)0.0354 (4)
H130.33890.55420.21370.053*
H140.30280.66550.32450.053*
O80.7843 (4)0.8023 (3)0.3060 (3)0.0780 (8)
H150.66990.76230.31120.117*
H160.78290.89500.30720.117*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0275 (9)0.0185 (8)0.0177 (8)0.0032 (7)0.0058 (7)0.0035 (7)
C20.0231 (8)0.0157 (8)0.0169 (8)0.0025 (6)0.0047 (6)0.0023 (6)
C30.0236 (8)0.0180 (8)0.0163 (8)0.0032 (6)0.0045 (6)0.0042 (6)
C40.0232 (8)0.0181 (8)0.0139 (7)0.0033 (6)0.0036 (6)0.0028 (6)
C50.0280 (9)0.0169 (8)0.0181 (8)0.0035 (7)0.0048 (7)0.0020 (6)
C60.0301 (9)0.0157 (8)0.0210 (8)0.0038 (7)0.0091 (7)0.0015 (7)
C70.0261 (8)0.0207 (8)0.0153 (8)0.0053 (7)0.0040 (7)0.0019 (6)
C80.0586 (14)0.0235 (10)0.0164 (9)0.0060 (9)0.0101 (9)0.0061 (7)
C90.0600 (14)0.0157 (9)0.0261 (9)0.0080 (9)0.0095 (9)0.0048 (7)
Cu10.0287 (2)0.01893 (19)0.01262 (18)0.00041 (12)0.00377 (12)0.00118 (12)
N10.0339 (8)0.0176 (7)0.0173 (7)0.0046 (6)0.0060 (6)0.0061 (6)
O10.0406 (8)0.0218 (7)0.0193 (7)0.0003 (6)0.0039 (6)0.0024 (5)
O20.0841 (13)0.0178 (7)0.0275 (8)0.0091 (7)0.0088 (8)0.0072 (6)
O30.0415 (8)0.0213 (7)0.0147 (6)0.0010 (6)0.0047 (6)0.0001 (5)
O40.0694 (11)0.0234 (7)0.0189 (7)0.0050 (7)0.0087 (7)0.0074 (6)
O50.0499 (9)0.0329 (8)0.0251 (7)0.0045 (7)0.0116 (7)0.0074 (6)
O60.0313 (7)0.0318 (8)0.0205 (6)0.0031 (6)0.0047 (6)0.0004 (6)
O70.0556 (10)0.0219 (7)0.0323 (8)0.0098 (6)0.0148 (7)0.0131 (6)
O80.0619 (13)0.0559 (14)0.126 (2)0.0135 (11)0.0115 (14)0.0556 (15)
Geometric parameters (Å, º) top
C1—N11.354 (3)C9—H60.9600
C1—C21.391 (3)C9—H70.9600
C1—C81.495 (3)C9—H80.9600
C2—C31.390 (3)Cu1—O31.9540 (19)
C2—C61.521 (3)Cu1—O3i1.9540 (19)
C3—C41.389 (3)Cu1—O52.503 (2)
C3—H10.9300Cu1—O5i2.503 (2)
C4—C51.389 (3)Cu1—O6i1.951 (2)
C4—C71.520 (3)Cu1—O61.951 (2)
C5—N11.351 (3)N1—H20.88 (3)
C5—C91.491 (3)O5—H90.8501
C6—O21.229 (3)O5—H100.8500
C6—O11.253 (3)O6—H110.8500
C7—O41.238 (3)O6—H120.8500
C7—O31.255 (2)O7—H130.8500
C8—H30.9600O7—H140.8500
C8—H40.9600O8—H150.8500
C8—H50.9600O8—H160.8500
N1—C1—C2117.47 (17)C5—C9—H8109.5
N1—C1—C8115.55 (17)H6—C9—H8109.5
C2—C1—C8126.97 (17)H7—C9—H8109.5
C3—C2—C1117.87 (17)O6i—Cu1—O6180.0
C3—C2—C6118.09 (16)O6i—Cu1—O390.78 (7)
C1—C2—C6124.00 (16)O6—Cu1—O389.22 (7)
C4—C3—C2122.71 (17)O6i—Cu1—O3i89.22 (7)
C4—C3—H1118.6O6—Cu1—O3i90.78 (7)
C2—C3—H1118.6O3—Cu1—O3i180.000 (1)
C5—C4—C3118.36 (16)O6i—Cu1—O593.58 (7)
C5—C4—C7123.43 (16)O6—Cu1—O586.42 (7)
C3—C4—C7118.20 (16)O3—Cu1—O587.26 (8)
N1—C5—C4117.15 (17)O3i—Cu1—O592.74 (8)
N1—C5—C9115.65 (17)O6i—Cu1—O5i86.42 (7)
C4—C5—C9127.20 (17)O6—Cu1—O5i93.58 (7)
O2—C6—O1126.35 (18)O3—Cu1—O5i92.74 (8)
O2—C6—C2116.60 (17)O3i—Cu1—O5i87.26 (8)
O1—C6—C2117.04 (17)O5—Cu1—O5i180.0
O4—C7—O3127.02 (17)C5—N1—C1126.36 (16)
O4—C7—C4117.36 (17)C5—N1—H2116.0 (17)
O3—C7—C4115.61 (16)C1—N1—H2117.6 (17)
C1—C8—H3109.5C7—O3—Cu1132.29 (13)
C1—C8—H4109.5Cu1—O5—H993.0
H3—C8—H4109.5Cu1—O5—H10108.6
C1—C8—H5109.5H9—O5—H10112.3
H3—C8—H5109.5Cu1—O6—H11112.1
H4—C8—H5109.5Cu1—O6—H12115.5
C5—C9—H6109.5H11—O6—H12108.5
C5—C9—H7109.5H13—O7—H14108.6
H6—C9—H7109.5H15—O8—H16109.4
Symmetry code: (i) x+2, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O8—H16···O4ii0.852.052.896 (3)172
O8—H15···O70.852.112.935 (4)162
O7—H14···O5iii0.851.922.735 (3)161
O7—H13···O2iv0.851.852.695 (3)178
O6—H12···O1v0.851.852.690 (3)172
O6—H11···O1iv0.851.832.673 (3)172
O5—H10···O80.851.922.765 (3)174
O5—H9···O4i0.851.912.721 (3)159
N1—H2···O7vi0.88 (3)1.84 (3)2.707 (3)167 (2)
Symmetry codes: (i) x+2, y+1, z+1; (ii) x, y+1, z; (iii) x1, y, z; (iv) x+1, y, z; (v) x, y+1, z+1; (vi) x+1, y+1, z.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds