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The title complex, [Cu2(C6H13NO2)4Cl2]Cl2·4H2O, has a centrosymmetric, dimeric and dicationic tetracarboxylatodicopper(II) core with apical positions occupied by chloride. The positive charge is balanced by two non-coordinating chlorides that, together with four uncoordinated water mol­ecules per dimeric unit, are involved in extensive hydrogen bonding, leading to a cohesive crystal structure.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805009992/tk6218sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805009992/tk6218Isup2.hkl
Contains datablock I

CCDC reference: 272121

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.036
  • wR factor = 0.083
  • Data-to-parameter ratio = 17.9

checkCIF/PLATON results

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Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT230_ALERT_2_C Hirshfeld Test Diff for O11 - C11 .. 6.22 su
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 3 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 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO AND SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).

tetrakis(µ-6-ammoniohexanoato-1kO:2κO')bis[chlorocopper(II)] dichloride tetrahydrate top
Crystal data top
[Cu2(C6H13NO2)4Cl2]Cl2·4H2OF(000) = 908
Mr = 865.64Dx = 1.479 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 9.4122 (1) ÅCell parameters from 4519 reflections
b = 12.1852 (2) Åθ = 2.9–27.5°
c = 17.5851 (2) ŵ = 1.43 mm1
β = 105.4399 (6)°T = 293 K
V = 1944.04 (4) Å3Block, green
Z = 20.20 × 0.15 × 0.15 mm
Data collection top
Nonius KappaCCD
diffractometer
3225 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.035
Graphite monochromatorθmax = 27.5°, θmin = 3.3°
Detector resolution: 0 pixels mm-1h = 1212
ω scans at κ = 55°k = 1515
8512 measured reflectionsl = 2222
4436 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.083H atoms treated by a mixture of independent and constrained refinement
S = 1.02 w = 1/[σ2(Fo2) + (0.0375P)2 + 0.5397P]
where P = (Fo2 + 2Fc2)/3
4436 reflections(Δ/σ)max = 0.001
248 parametersΔρmax = 0.39 e Å3
0 restraintsΔρmin = 0.39 e Å3
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
Cu10.36327 (3)0.02012 (2)0.957903 (15)0.02735 (10)
O110.35680 (17)0.14031 (13)0.94941 (10)0.0378 (4)
O120.58750 (19)0.17651 (13)1.01883 (10)0.0428 (4)
C110.4603 (3)0.20533 (19)0.97798 (14)0.0338 (5)
C120.4326 (3)0.3255 (2)0.96105 (16)0.0431 (6)
H12A0.46110.36631.01010.052*
H12B0.32810.33730.93780.052*
C130.5179 (3)0.3682 (2)0.90555 (18)0.0557 (8)
H13A0.48110.44060.88770.067*
H13B0.62040.37610.93480.067*
C140.5107 (3)0.2976 (3)0.83412 (17)0.0534 (7)
H14A0.55520.22730.85240.064*
H14B0.57140.33180.80400.064*
C150.3599 (3)0.2759 (2)0.77833 (16)0.0446 (6)
H15A0.29540.24420.80720.054*
H15B0.31660.34430.75500.054*
C160.3755 (3)0.1982 (2)0.71455 (16)0.0510 (7)
H16A0.45160.22540.69160.061*
H16B0.40710.12720.73800.061*
N10.2377 (3)0.1842 (3)0.65137 (17)0.0558 (7)
O210.45598 (18)0.03233 (15)0.87037 (9)0.0432 (4)
O220.68680 (18)0.00188 (13)0.94075 (9)0.0367 (4)
C210.5920 (3)0.02652 (19)0.87833 (13)0.0310 (5)
C220.6504 (3)0.0567 (2)0.80849 (14)0.0428 (6)
H22A0.68080.00990.78710.051*
H22B0.73720.10230.82710.051*
C230.5420 (3)0.1166 (2)0.74314 (14)0.0374 (6)
H23A0.46820.06500.71490.045*
H23B0.49220.17210.76610.045*
C240.6131 (3)0.1713 (2)0.68497 (13)0.0352 (5)
H24A0.68300.22600.71230.042*
H24B0.66680.11680.66350.042*
C250.4991 (3)0.2258 (2)0.61785 (14)0.0348 (5)
H25A0.43990.27530.63990.042*
H25B0.43410.16980.58830.042*
C260.5654 (3)0.2892 (2)0.56213 (13)0.0351 (5)
H26A0.62860.24130.54150.042*
H26B0.62520.34870.59030.042*
N20.4478 (3)0.3343 (2)0.49609 (14)0.0394 (5)
Cl10.10246 (6)0.04283 (5)0.88041 (3)0.03567 (15)
Cl20.19047 (8)0.37992 (7)1.09967 (5)0.0589 (2)
O40.3512 (3)0.0496 (2)0.55206 (17)0.0668 (7)
O30.0192 (3)0.1005 (2)0.71545 (18)0.0609 (6)
H1A0.248 (4)0.146 (3)0.617 (2)0.067 (12)*
H1B0.166 (4)0.160 (3)0.671 (2)0.081 (12)*
H1C0.215 (4)0.245 (3)0.627 (2)0.069 (11)*
H2A0.400 (3)0.374 (2)0.5144 (15)0.041 (8)*
H2B0.484 (3)0.372 (3)0.4641 (19)0.069 (10)*
H2C0.390 (3)0.275 (3)0.4654 (18)0.069 (10)*
H4A0.337 (4)0.006 (3)0.517 (2)0.067 (12)*
H4B0.432 (5)0.060 (4)0.563 (3)0.100 (17)*
H3A0.034 (5)0.064 (4)0.749 (3)0.11 (2)*
H3B0.059 (4)0.102 (3)0.691 (2)0.080 (15)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.02819 (15)0.02825 (16)0.02585 (16)0.00001 (12)0.00759 (11)0.00364 (11)
O110.0372 (9)0.0281 (9)0.0457 (10)0.0012 (8)0.0067 (8)0.0007 (8)
O120.0423 (10)0.0266 (9)0.0524 (11)0.0004 (8)0.0004 (8)0.0037 (8)
C110.0417 (14)0.0302 (13)0.0318 (13)0.0046 (11)0.0140 (11)0.0020 (10)
C120.0473 (15)0.0273 (13)0.0537 (16)0.0035 (11)0.0120 (13)0.0017 (11)
C130.0466 (16)0.0438 (16)0.070 (2)0.0109 (13)0.0039 (15)0.0101 (15)
C140.0422 (16)0.0614 (19)0.0598 (19)0.0038 (14)0.0193 (14)0.0153 (15)
C150.0395 (14)0.0487 (16)0.0494 (16)0.0064 (12)0.0184 (13)0.0141 (13)
C160.0454 (16)0.0532 (17)0.0522 (17)0.0111 (13)0.0092 (14)0.0108 (14)
N10.0588 (18)0.0636 (19)0.0435 (16)0.0106 (15)0.0110 (14)0.0143 (15)
O210.0313 (9)0.0694 (13)0.0297 (9)0.0021 (9)0.0097 (7)0.0111 (8)
O220.0377 (9)0.0476 (10)0.0265 (9)0.0078 (8)0.0113 (7)0.0075 (7)
C210.0367 (13)0.0312 (12)0.0266 (12)0.0013 (11)0.0110 (10)0.0012 (10)
C220.0353 (13)0.0634 (17)0.0312 (13)0.0064 (12)0.0118 (11)0.0130 (12)
C230.0354 (13)0.0457 (15)0.0323 (13)0.0002 (11)0.0111 (11)0.0089 (11)
C240.0336 (12)0.0409 (14)0.0328 (13)0.0023 (11)0.0119 (10)0.0045 (11)
C250.0326 (13)0.0386 (14)0.0347 (13)0.0011 (11)0.0118 (10)0.0052 (11)
C260.0351 (13)0.0370 (13)0.0344 (13)0.0012 (11)0.0113 (11)0.0053 (11)
N20.0463 (13)0.0379 (13)0.0379 (13)0.0089 (12)0.0180 (11)0.0095 (11)
Cl10.0308 (3)0.0457 (4)0.0292 (3)0.0041 (3)0.0055 (2)0.0003 (2)
Cl20.0528 (4)0.0616 (5)0.0575 (5)0.0043 (4)0.0060 (3)0.0066 (4)
O40.0561 (16)0.0749 (17)0.0685 (17)0.0039 (13)0.0151 (13)0.0113 (14)
O30.0591 (16)0.0642 (16)0.0564 (16)0.0029 (12)0.0103 (13)0.0050 (13)
Geometric parameters (Å, º) top
Cu1—O111.9602 (16)N1—H1C0.85 (4)
Cu1—O12i1.9780 (16)O21—C211.252 (3)
Cu1—O211.9667 (16)O22—C211.265 (3)
Cu1—O22i1.9736 (15)C21—C221.518 (3)
Cu1—Cl12.4857 (6)C22—C231.507 (3)
Cu1—Cu1i2.6510 (5)C22—H22A0.9700
O11—C111.252 (3)C22—H22B0.9700
O12—C111.271 (3)C23—C241.517 (3)
C11—C121.503 (3)C23—H23A0.9700
C12—C131.512 (4)C23—H23B0.9700
C12—H12A0.9700C24—C251.520 (3)
C12—H12B0.9700C24—H24A0.9700
C13—C141.509 (4)C24—H24B0.9700
C13—H13A0.9700C25—C261.507 (3)
C13—H13B0.9700C25—H25A0.9700
C14—C151.519 (4)C25—H25B0.9700
C14—H14A0.9700C26—N21.480 (3)
C14—H14B0.9700C26—H26A0.9700
C15—C161.505 (4)C26—H26B0.9700
C15—H15A0.9700N2—H2A0.79 (3)
C15—H15B0.9700N2—H2B0.87 (3)
C16—N11.476 (4)N2—H2C0.97 (4)
C16—H16A0.9700O4—H4A0.80 (4)
C16—H16B0.9700O4—H4B0.74 (4)
N1—H1A0.79 (3)O3—H3A0.73 (5)
N1—H1B0.90 (4)O3—H3B0.75 (4)
O11—Cu1—O2191.55 (7)C16—N1—H1A112 (3)
O11—Cu1—O22i86.93 (7)C16—N1—H1B110 (2)
O11—Cu1—O12i167.77 (7)H1A—N1—H1B112 (4)
O11—Cu1—Cl193.62 (5)C16—N1—H1C109 (2)
O12i—Cu1—Cl198.56 (5)H1A—N1—H1C100 (3)
O21—Cu1—O12i87.75 (8)H1B—N1—H1C112 (3)
O21—Cu1—O22i167.86 (7)C21—O21—Cu1124.17 (15)
O21—Cu1—Cl198.15 (5)C21—O22—Cu1i122.12 (14)
O22i—Cu1—O12i91.19 (7)O21—C21—O22125.2 (2)
O22i—Cu1—Cl193.97 (5)O21—C21—C22118.4 (2)
O11—Cu1—Cu1i82.18 (5)O22—C21—C22116.4 (2)
O21—Cu1—Cu1i83.34 (5)C23—C22—C21114.6 (2)
O22i—Cu1—Cu1i84.53 (5)C23—C22—H22A108.6
O12i—Cu1—Cu1i85.62 (5)C21—C22—H22A108.6
Cl1—Cu1—Cu1i175.60 (2)C23—C22—H22B108.6
C11—O11—Cu1126.54 (15)C21—C22—H22B108.6
C11—O12—Cu1i121.11 (15)H22A—C22—H22B107.6
O11—C11—O12124.5 (2)C22—C23—C24113.36 (19)
O11—C11—C12117.5 (2)C22—C23—H23A108.9
O12—C11—C12117.9 (2)C24—C23—H23A108.9
C11—C12—C13111.7 (2)C22—C23—H23B108.9
C11—C12—H12A109.3C24—C23—H23B108.9
C13—C12—H12A109.3H23A—C23—H23B107.7
C11—C12—H12B109.3C23—C24—C25111.65 (19)
C13—C12—H12B109.3C23—C24—H24A109.3
H12A—C12—H12B108.0C25—C24—H24A109.3
C14—C13—C12115.3 (2)C23—C24—H24B109.3
C14—C13—H13A108.4C25—C24—H24B109.3
C12—C13—H13A108.4H24A—C24—H24B108.0
C14—C13—H13B108.4C26—C25—C24113.59 (19)
C12—C13—H13B108.4C26—C25—H25A108.8
H13A—C13—H13B107.5C24—C25—H25A108.8
C13—C14—C15117.6 (2)C26—C25—H25B108.8
C13—C14—H14A107.9C24—C25—H25B108.8
C15—C14—H14A107.9H25A—C25—H25B107.7
C13—C14—H14B107.9N2—C26—C25110.4 (2)
C15—C14—H14B107.9N2—C26—H26A109.6
H14A—C14—H14B107.2C25—C26—H26A109.6
C16—C15—C14109.3 (2)N2—C26—H26B109.6
C16—C15—H15A109.8C25—C26—H26B109.6
C14—C15—H15A109.8H26A—C26—H26B108.1
C16—C15—H15B109.8C26—N2—H2A107.4 (19)
C14—C15—H15B109.8C26—N2—H2B111 (2)
H15A—C15—H15B108.3H2A—N2—H2B108 (3)
N1—C16—C15113.2 (2)C26—N2—H2C110.7 (18)
N1—C16—H16A108.9H2A—N2—H2C113 (3)
C15—C16—H16A108.9H2B—N2—H2C107 (3)
N1—C16—H16B108.9H4A—O4—H4B105 (4)
C15—C16—H16B108.9H3A—O3—H3B116 (5)
H16A—C16—H16B107.8
Symmetry code: (i) x+1, y, z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1A···O40.79 (3)2.05 (4)2.806 (4)160 (3)
N1—H1B···O30.90 (4)1.89 (4)2.787 (4)177 (3)
N1—H1C···O12ii0.85 (4)2.18 (4)2.926 (3)146 (3)
N2—H2A···O22iii0.79 (3)2.59 (3)3.144 (3)128 (2)
N2—H2A···Cl1iv0.79 (3)2.77 (3)3.456 (3)147 (2)
N2—H2B···Cl1v0.87 (3)2.31 (4)3.174 (3)173 (3)
N2—H2C···Cl2iv0.97 (4)2.24 (4)3.190 (3)166 (3)
O4—H4A···Cl2iv0.80 (4)2.52 (4)3.315 (3)175 (3)
O4—H4B···Cl2vi0.74 (4)2.46 (4)3.196 (3)173 (5)
O3—H3A···Cl10.73 (5)2.58 (5)3.297 (3)173 (5)
O3—H3B···Cl2ii0.75 (4)2.48 (4)3.228 (3)174 (4)
Symmetry codes: (ii) x1/2, y+1/2, z1/2; (iii) x1/2, y1/2, z1/2; (iv) x+1/2, y1/2, z+3/2; (v) x+1/2, y1/2, z1/2; (vi) x+1/2, y+1/2, z1/2.
 

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