Download citation
Download citation
link to html
In the title one-dimensional coordination polymer {systematic name: catena-poly­[[[aqua(1,10-phenanthroline-κ2N,N′)­copper(II)]-μ-phenyl­enebis­(oxy­acetato)-κ2O:O′] dihydrate]}, {[Cu(C10H8O6)(C12H8N2)(H2O)]·2H2O}n, the CuII atom has a distorted square-pyramidal coordination geometry, defined by two carboxyl O-atom donors from two benzene-1,3-dioxy­acetate groups, two N-atom donors from the 1,10-phenanthroline ligand and one water mol­ecule. The CuII ions are bridged by benzene-1,3-dioxy­acetate dianions (1,3-BDOA2−), resulting in a one-dimensional chain structure. The intrachain Cu...Cu separation is 9.769 (4) Å. The chains are linked into a three-dimensional supramolecular network via hydrogen bonds and π–π stacking interactions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804027758/rn6028sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804027758/rn6028Isup2.hkl
Contains datablock I

CCDC reference: 258640

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.040
  • wR factor = 0.105
  • Data-to-parameter ratio = 15.6

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT417_ALERT_2_C Short Inter D-H..H-D H1W1 .. H3W2 .. 2.14 Ang. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 6
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: RAPID-AUTO (Rigaku Corporation, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: ORTEPII (Johnson, 1976); molecular graphics: SHELXL97.

catena-poly[[[aqua(1,10-phenanthroline-κ2N,N')copper(II)]- µ-phenylenebis(oxyacetato)-κ2O:O'] dihydrate] top
Crystal data top
[Cu(C10H8O6)(C12H8N2)(H2O)]·2H2OF(000) = 1076
Mr = 521.97Dx = 1.555 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 20290 reflections
a = 9.0034 (10) Åθ = 3.4–27.5°
b = 19.4609 (19) ŵ = 1.04 mm1
c = 12.7448 (13) ÅT = 293 K
β = 93.005 (5)°Prism, blue
V = 2230.0 (4) Å30.38 × 0.24 × 0.18 mm
Z = 4
Data collection top
Rigaku R-AXIS RAPID
diffractometer
5070 independent reflections
Radiation source: fine-focus sealed tube4250 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.030
Detector resolution: 10 pixels mm-1θmax = 27.4°, θmin = 3.0°
ω scanh = 1111
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
k = 2325
Tmin = 0.694, Tmax = 0.835l = 1616
21197 measured 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)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.105H atoms treated by a mixture of independent and constrained refinement
S = 1.04 w = 1/[σ2(Fo2) + (0.0597P)2 + 0.6427P]
where P = (Fo2 + 2Fc2)/3
5070 reflections(Δ/σ)max = 0.002
325 parametersΔρmax = 0.48 e Å3
9 restraintsΔρmin = 0.35 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cu10.32504 (3)0.605672 (13)0.675324 (18)0.04435 (10)
N10.25537 (19)0.52915 (9)0.57837 (14)0.0480 (4)
N20.42594 (18)0.63643 (9)0.54539 (13)0.0440 (4)
O10.40951 (17)0.68322 (8)0.75566 (11)0.0530 (3)
O20.5641 (2)0.62619 (9)0.86637 (16)0.0768 (5)
O30.51529 (18)0.80641 (8)0.82761 (12)0.0566 (4)
O40.62290 (19)0.94901 (8)0.55068 (12)0.0604 (4)
O50.76771 (19)0.94720 (8)0.29524 (13)0.0588 (4)
O60.5966 (2)0.87958 (9)0.36149 (14)0.0641 (4)
O1W0.10426 (18)0.66723 (9)0.65568 (14)0.0602 (4)
O2W0.8364 (2)0.64805 (12)0.97327 (16)0.0776 (5)
O3W0.24009 (18)0.79518 (10)0.65305 (15)0.0647 (4)
C10.1642 (3)0.47703 (12)0.5960 (2)0.0612 (6)
C20.1268 (3)0.42765 (13)0.5200 (3)0.0730 (7)
C30.1856 (3)0.43103 (13)0.4247 (2)0.0699 (7)
C40.2841 (3)0.48478 (11)0.40259 (19)0.0560 (5)
C50.3564 (3)0.49284 (14)0.30633 (19)0.0668 (7)
C60.4476 (3)0.54595 (15)0.29117 (18)0.0652 (7)
C70.4740 (2)0.59800 (12)0.36936 (17)0.0526 (5)
C80.5621 (3)0.65678 (14)0.35777 (19)0.0622 (6)
C90.5774 (3)0.70328 (13)0.4369 (2)0.0619 (6)
C100.5093 (2)0.69147 (12)0.53067 (18)0.0520 (5)
C110.4072 (2)0.59065 (11)0.46552 (16)0.0445 (4)
C120.3124 (2)0.53321 (10)0.48275 (16)0.0460 (4)
C130.5043 (2)0.67913 (11)0.83265 (16)0.0507 (5)
C140.5398 (3)0.74633 (11)0.89005 (17)0.0560 (5)
C150.6133 (2)0.81880 (11)0.75044 (16)0.0490 (5)
C160.7370 (2)0.77859 (12)0.73300 (19)0.0559 (5)
C170.8236 (3)0.79661 (14)0.6510 (2)0.0611 (6)
C180.7915 (2)0.85208 (13)0.58719 (18)0.0571 (5)
C190.6677 (2)0.89199 (11)0.60575 (17)0.0493 (5)
C200.5789 (2)0.87477 (11)0.68733 (16)0.0491 (5)
C210.7082 (3)0.97081 (12)0.46584 (18)0.0580 (6)
C220.6863 (2)0.92737 (11)0.36723 (17)0.0503 (5)
H10.12390.47350.66150.073*
H20.06150.39240.53490.088*
H30.16120.39800.37390.084*
H50.34000.46060.25310.080*
H60.49490.54910.22820.078*
H80.61000.66380.29580.075*
H90.63330.74290.42840.074*
H100.52270.72320.58490.062*
H14A0.47930.74920.95070.067*
H14B0.64320.74550.91560.067*
H160.76090.74080.77520.067*
H170.90690.77020.63850.073*
H180.85170.86280.53240.068*
H200.49550.90120.69960.059*
H21A0.81270.97000.48870.070*
H21B0.68221.01800.44860.070*
H1W10.143 (3)0.7068 (9)0.651 (2)0.090*
H1W20.083 (3)0.6604 (14)0.7195 (11)0.090*
H2W10.763 (2)0.636 (2)0.932 (2)0.116*
H2W20.916 (2)0.6322 (19)0.950 (3)0.116*
H3W10.273 (3)0.8172 (16)0.6016 (17)0.097*
H3W20.313 (2)0.7805 (16)0.692 (2)0.097*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.04480 (15)0.04835 (16)0.04016 (15)0.00322 (10)0.00490 (10)0.00039 (10)
N10.0471 (9)0.0454 (9)0.0514 (10)0.0020 (7)0.0011 (7)0.0038 (7)
N20.0440 (8)0.0451 (9)0.0428 (8)0.0037 (7)0.0027 (7)0.0007 (7)
O10.0567 (8)0.0573 (9)0.0442 (8)0.0006 (7)0.0046 (6)0.0014 (6)
O20.0845 (12)0.0568 (10)0.0854 (13)0.0150 (9)0.0324 (10)0.0128 (9)
O30.0698 (9)0.0519 (8)0.0490 (8)0.0052 (7)0.0120 (7)0.0013 (7)
O40.0730 (10)0.0590 (9)0.0508 (9)0.0131 (8)0.0191 (7)0.0040 (7)
O50.0676 (9)0.0588 (9)0.0518 (9)0.0082 (8)0.0202 (7)0.0047 (7)
O60.0660 (10)0.0689 (10)0.0590 (10)0.0143 (8)0.0176 (8)0.0077 (8)
O1W0.0522 (9)0.0623 (10)0.0654 (10)0.0061 (7)0.0040 (8)0.0003 (8)
O2W0.0550 (10)0.1023 (15)0.0750 (12)0.0125 (10)0.0027 (9)0.0266 (11)
O3W0.0519 (9)0.0778 (12)0.0652 (11)0.0076 (8)0.0097 (7)0.0115 (9)
C10.0593 (13)0.0552 (13)0.0692 (15)0.0025 (11)0.0026 (11)0.0107 (11)
C20.0723 (16)0.0507 (14)0.094 (2)0.0110 (12)0.0118 (15)0.0055 (13)
C30.0738 (16)0.0493 (13)0.0838 (19)0.0038 (12)0.0225 (14)0.0104 (12)
C40.0581 (12)0.0493 (12)0.0587 (13)0.0132 (10)0.0134 (10)0.0086 (10)
C50.0776 (16)0.0703 (16)0.0507 (13)0.0218 (14)0.0134 (11)0.0175 (11)
C60.0719 (15)0.0833 (18)0.0402 (11)0.0236 (14)0.0010 (10)0.0046 (11)
C70.0521 (11)0.0660 (14)0.0397 (10)0.0152 (10)0.0020 (9)0.0030 (9)
C80.0583 (13)0.0793 (16)0.0499 (12)0.0086 (12)0.0124 (10)0.0152 (12)
C90.0557 (12)0.0642 (14)0.0666 (15)0.0044 (11)0.0098 (11)0.0139 (12)
C100.0519 (11)0.0513 (12)0.0528 (12)0.0005 (9)0.0040 (9)0.0018 (9)
C110.0426 (10)0.0486 (11)0.0423 (10)0.0112 (8)0.0006 (8)0.0004 (8)
C120.0456 (10)0.0450 (10)0.0466 (11)0.0100 (8)0.0042 (8)0.0014 (8)
C130.0542 (11)0.0551 (12)0.0425 (10)0.0046 (10)0.0000 (9)0.0049 (9)
C140.0738 (14)0.0530 (12)0.0408 (11)0.0010 (11)0.0002 (10)0.0010 (9)
C150.0526 (11)0.0505 (11)0.0434 (10)0.0013 (9)0.0005 (8)0.0064 (9)
C160.0537 (12)0.0579 (13)0.0554 (13)0.0060 (10)0.0047 (10)0.0004 (10)
C170.0488 (11)0.0683 (15)0.0659 (14)0.0129 (10)0.0010 (10)0.0041 (12)
C180.0516 (11)0.0674 (14)0.0527 (12)0.0035 (10)0.0078 (10)0.0060 (11)
C190.0539 (11)0.0523 (12)0.0415 (10)0.0016 (9)0.0010 (9)0.0058 (8)
C200.0504 (11)0.0513 (11)0.0459 (11)0.0040 (9)0.0050 (9)0.0062 (9)
C210.0722 (14)0.0529 (12)0.0502 (12)0.0030 (11)0.0167 (11)0.0010 (10)
C220.0527 (11)0.0496 (12)0.0493 (11)0.0049 (9)0.0092 (9)0.0018 (9)
Geometric parameters (Å, º) top
Cu1—N12.014 (2)C4—C51.427 (4)
Cu1—N22.021 (2)C4—C121.403 (3)
Cu1—O11.955 (2)C5—C61.340 (4)
Cu1—O5i1.935 (2)C5—H50.9300
Cu1—O1W2.323 (2)C6—C71.432 (3)
O1—C131.269 (3)C6—H60.9300
O2—C131.229 (3)C7—C81.404 (4)
O5—C221.264 (3)C7—C111.401 (3)
O6—C221.231 (3)C8—C91.356 (4)
N1—C11.331 (3)C8—H80.9300
N1—C121.349 (3)C9—C101.391 (3)
N2—C101.327 (3)C9—H90.9300
N2—C111.357 (3)C10—H100.9300
O3—C141.425 (3)C11—C121.430 (3)
O3—C151.376 (3)C13—C141.524 (3)
O4—C191.363 (3)C14—H14A0.9700
O4—C211.423 (3)C14—H14B0.9700
O5—Cu1ii1.935 (2)C15—C161.389 (3)
O1W—H1W10.85 (3)C15—C201.380 (3)
O1W—H1W20.85 (3)C16—C171.381 (3)
O2W—H2W10.85 (3)C16—H160.9300
O2W—H2W20.85 (3)C17—C181.373 (3)
O3W—H3W10.85 (3)C17—H170.9300
O3W—H3W20.85 (3)C18—C191.389 (3)
C1—C21.393 (4)C18—H180.9300
C1—H10.9300C19—C201.386 (3)
C2—C31.352 (4)C20—H200.9300
C2—H20.9300C21—C221.519 (3)
C3—C41.409 (4)C21—H21A0.9700
C3—H30.9300C21—H21B0.9700
N1—Cu1—N281.67 (7)C5—C6—H6119.1
N1—Cu1—O1W94.47 (6)C6—C5—C4121.3 (2)
N2—Cu1—O1W100.24 (6)C6—C5—H5119.4
O1—Cu1—N1172.78 (7)C7—C6—H6119.1
O1—Cu1—N291.22 (7)C8—C7—C6125.3 (2)
O1—Cu1—O1W88.02 (6)C9—C8—C7120.1 (2)
O5i—Cu1—N190.23 (7)C9—C8—H8120.0
O5i—Cu1—N2162.71 (7)C7—C8—H8120.0
O5i—Cu1—O196.28 (7)C7—C11—C12120.1 (2)
O5i—Cu1—O1W95.58 (7)C8—C9—C10119.8 (2)
Cu1—O1W—H1W197 (2)C8—C9—H9120.1
Cu1—O1W—H1W293 (2)C9—C10—H10118.9
N1—C1—C2122.5 (3)C10—N2—Cu1129.6 (2)
N1—C1—H1118.8C10—N2—C11118.2 (2)
N1—C12—C4123.7 (2)C10—C9—H9120.1
N1—C12—C11116.3 (2)C11—N2—Cu1112.1 (1)
N2—C10—C9122.2 (2)C11—C7—C6118.2 (2)
N2—C10—H10118.9C11—C7—C8116.5 (2)
N2—C11—C7123.2 (2)C12—N1—Cu1113.0 (1)
N2—C11—C12116.7 (2)C12—C4—C3116.4 (2)
O1—C13—C14115.7 (2)C12—C4—C5118.6 (2)
O2—C13—O1126.0 (2)C13—O1—Cu1125.7 (1)
O2—C13—C14118.3 (2)C13—C14—H14A108.7
O3—C14—C13114.4 (2)C13—C14—H14B108.7
O3—C14—H14A108.7C15—O3—C14117.2 (2)
O3—C14—H14B108.7C15—C16—H16121.1
O3—C15—C20115.0 (2)C16—C17—H17118.7
O3—C15—C16124.4 (2)C17—C16—C15117.9 (2)
O4—C19—C20114.6 (2)C17—C16—H16121.1
O4—C19—C18125.9 (2)C17—C18—C19119.0 (2)
O4—C21—C22114.3 (2)C17—C18—H18120.5
O4—C21—H21A108.7C18—C17—C16122.5 (2)
O4—C21—H21B108.7C18—C17—H17118.7
O5—C22—C21112.0 (2)C19—O4—C21118.5 (2)
O6—C22—O5126.2 (2)C19—C18—H18120.5
O6—C22—C21121.7 (2)C20—C15—C16120.6 (2)
C1—N1—Cu1129.4 (2)C20—C19—C18119.5 (2)
C1—N1—C12117.6 (2)C15—C20—C19120.5 (2)
C1—C2—H2120.0C15—C20—H20119.7
C2—C1—H1118.8C19—C20—H20119.7
C2—C3—C4119.7 (2)C22—O5—Cu1ii126.9 (2)
C2—C3—H3120.1C22—C21—H21A108.7
C3—C2—C1120.0 (3)C22—C21—H21B108.7
C3—C2—H2120.0H1W1—O1W—H1W2109 (2)
C3—C4—C5125.0 (2)H2W1—O2W—H2W2109 (2)
C4—C3—H3120.1H3W1—O3W—H3W2109 (2)
C4—C5—H5119.4H14A—C14—H14B107.6
C4—C12—C11120.0 (2)H21A—C21—H21B107.6
C5—C6—C7121.7 (2)
Cu1—N1—C1—C2179.79 (18)C1—C2—C3—C40.3 (4)
Cu1—N1—C12—C4178.02 (15)C2—C3—C4—C5178.2 (2)
Cu1—N1—C12—C111.6 (2)C2—C3—C4—C121.4 (3)
Cu1—N2—C10—C9176.56 (16)C3—C4—C5—C6179.3 (2)
Cu1—N2—C11—C7175.88 (15)C3—C4—C12—N12.5 (3)
Cu1—N2—C11—C124.9 (2)C3—C4—C12—C11177.94 (19)
Cu1—O1—C13—O23.7 (3)C4—C5—C6—C71.6 (4)
Cu1—O1—C13—C14173.36 (15)C5—C4—C12—N1177.09 (19)
Cu1ii—O5—C22—O621.3 (3)C5—C4—C12—C112.5 (3)
Cu1ii—O5—C22—C21159.77 (16)C5—C6—C7—C8176.9 (2)
N1—Cu1—N2—C10178.72 (19)C5—C6—C7—C112.9 (3)
N1—Cu1—N2—C114.40 (13)C6—C7—C8—C9179.0 (2)
N1—C1—C2—C31.0 (4)C6—C7—C11—N2179.28 (19)
N2—Cu1—N1—C1177.0 (2)C6—C7—C11—C121.5 (3)
N2—Cu1—N1—C123.25 (13)C7—C8—C9—C102.0 (4)
N2—Cu1—O1—C13113.74 (18)C7—C11—C12—N1178.47 (18)
N2—C11—C12—N12.3 (3)C7—C11—C12—C41.1 (3)
N2—C11—C12—C4178.11 (17)C8—C7—C11—N20.9 (3)
O5i—Cu1—N1—C118.38 (19)C8—C7—C11—C12178.30 (19)
O5i—Cu1—N1—C12161.42 (14)C8—C9—C10—N21.5 (4)
O5i—Cu1—N2—C10118.4 (3)C10—N2—C11—C71.4 (3)
O5i—Cu1—N2—C1158.4 (3)C10—N2—C11—C12177.84 (18)
O5i—Cu1—O1—C1350.65 (18)C11—N2—C10—C90.2 (3)
O1—Cu1—N2—C102.56 (18)C11—C7—C8—C90.8 (3)
O1—Cu1—N2—C11174.31 (13)C12—N1—C1—C20.0 (3)
O1—C13—C14—O325.5 (3)C12—C4—C5—C61.2 (3)
O2—C13—C14—O3157.2 (2)C14—O3—C15—C163.1 (3)
O3—C15—C16—C17178.7 (2)C14—O3—C15—C20175.60 (19)
O3—C15—C20—C19179.02 (19)C15—O3—C14—C1371.6 (3)
O4—C19—C20—C15178.93 (19)C15—C16—C17—C180.1 (4)
O4—C21—C22—O5177.85 (19)C16—C15—C20—C190.3 (3)
O4—C21—C22—O63.1 (3)C16—C17—C18—C190.3 (4)
O1W—Cu1—N1—C177.23 (19)C17—C18—C19—O4178.8 (2)
O1W—Cu1—N1—C12102.97 (14)C17—C18—C19—C200.5 (3)
O1W—Cu1—N2—C1085.65 (18)C18—C19—C20—C150.5 (3)
O1W—Cu1—N2—C1197.48 (13)C19—O4—C21—C2275.5 (3)
O1W—Cu1—O1—C13146.05 (18)C20—C15—C16—C170.1 (3)
C1—N1—C12—C41.8 (3)C21—O4—C19—C180.2 (3)
C1—N1—C12—C11178.59 (18)C21—O4—C19—C20179.6 (2)
Symmetry codes: (i) x1/2, y+3/2, z+1/2; (ii) x+1/2, y+3/2, z1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···O3W0.85 (3)1.93 (3)2.775 (3)175 (3)
O1W—H1W2···O6i0.85 (3)1.97 (3)2.781 (2)158 (3)
O2W—H2W1···O20.85 (3)1.95 (3)2.774 (3)162 (3)
O2W—H2W2···O6iii0.85 (3)2.04 (3)2.856 (2)161 (4)
O3W—H3W1···O2Wiv0.85 (3)1.89 (3)2.726 (3)170 (3)
O3W—H3W2···O10.85 (3)2.22 (2)2.928 (2)141 (3)
O3W—H3W2···O30.85 (3)2.49 (2)3.249 (2)148 (3)
Symmetry codes: (i) x1/2, y+3/2, z+1/2; (iii) x+1/2, y+3/2, z+1/2; (iv) x1/2, y+3/2, z1/2.
 

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