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In the title coordination polymer, {[Ba(C8H5Cl2O3)2(H2O)]·H2O}n, each BaII atom is nine-coordinated by six carboxyl­ate O atoms and one ether O atom from five symmetry-related 2,4-dichloro­phenoxy­acetate ligands, and by two O atoms from water mol­ecules, thus defining a distorted tricapped trigonal prism. The BaII ions are bridged by bidentate water mol­ecules and by tridentate and tetra­dentate 2,4-dichloro­phenoxy­acetate groups, leading to a two-dimensional layer structure. The crystal structure is further stabilized by hydrogen-bonding inter­actions within each layer.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270106037565/fg3031sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270106037565/fg3031Isup2.hkl
Contains datablock I

CCDC reference: 628496

Comment top

The formation of metal-organic coordination polymers has received much attention in recent years (Plater et al., 1998). In this context, it is surprising to see the relatively small number of group II coordination polymers in the literature (Platers et al., 1997). In addition, the coordination number is not limited to six for the larger group II metals, where a higher coordination number may be expected. 2,4-Dichlorophenoxyacetic acid, which has been commonly used in herbicides and plant growth substances (Lv, 1998), has versatile bonding modes with metal ions (Liang et al., 2002) and, because of its versatile coordination modes, 2,4-dichlorophenoxyacetic acid may take part in hydrogen-bonding interactions by functioning as either a hydrogen-bond donor or an acceptor. We report here a novel two-dimensional coordination polymer, {[Ba(C8H5Cl2O3)2(H2O)]·H2O}n, (I), based on the group II metal BaII atom with the 2,4-dichlorophenoxyacetate dianion. Owing to metal–ligand interactions, the metal forms a two-dimensional layer pattern.

The structure of the title complex (Fig. 1) is built up from [Ba(C8H5O3Cl2)2(H2O)] polymeric units and solvent water molecules. Each BaII atom binds to nine O donor atoms, seven of which belong to six carboxylate groups and one ether group of five symmetry-related 2,4-dichlorophenoxyacetate ligands, and the remaining two to two water molecules. Thus, the coordination geometry around the BaII atom is a distorted tricapped trigonal prism, in which atoms O3, O5 and O2Wi [symmetry code: (i) −x, y + 1/2, −z + 3/2] form the bottom plane of the trigonal prism and the top plane is completed by atoms O2W, O5i, O2iii [symmetry code: (iii) −x, −y + 2, −z + 1]; the dihedral angle between the planes is 0.509 (5)°. Atoms O1, O4 and O1iii [symmetry code: (iii) −x, y − 1/2, −z + 3/2] cap each quadrilateral face of the trigonal prism (Fig. 2). The Ba—Ocarboxyl lengths (Table 1) range from 2.720 (5) to 3.050 (5) Å, a deviation caused by the asymmetric coordination mode of the 2,4-dichlorophenoxyacetate groups. The chelating modes of the two O atoms from the same 2,4-dichlorophenoxyacetate groups also cause bond-angle deviations from idealized tricapped trigonal prisms. In each ligand, the oxyacetate group and aromatic ring are not perfectly coplanar, the torsion angles being −166.0 (5) [C3—O3—C2—C1] and 168.8 (6)° [C11—O6—C10—C9].

Fig. 3 (omitting some aromatic rings and H atoms) shows the two-dimensional network of the title coordination polymer. The two types of 2,4-dichlorophenoxyacetate ligands are distinguished by two bridging modes; one adopts a tetradentate mode, and the another a tridentate mode. The water molecules and 2,4-dichlorophenoxyacetate ligands are linked to Ba atoms and give one five-membered chelate ring and seven four-membered rings. In such a way, the complex units are assembled into a two-dimensional infinite layer structure parallel to the (100) plane. Within each layer there are also hydrogen bonds involving the coordinated and solvent water molecules (Table 2).

Experimental top

2,4-Dichlorophenoxyacetic acid was synthesized according to a literature method (Wu et al., 1996). BaCl2·2H2O (2.40 g, 10 mmol) and 2,4-dichlorophenoxyacetic acid (4.42 g, 20 mmol) were dissolved in a 1:2 ethanol/water mixture and the pH of the solution was adjusted to 7 with 0.1 M sodium hydroxide. The reaction mixture was stirred for 30 min at room temperature and then filtered. Colorless crystals were formed in a few days in the solution left at room temperature. Analysis calculated for C16H14BaCl4O8: C 31.33, H 2.30%; found: C 31.29, H 2.31%.

Refinement top

H atoms attached to C atoms were placed in calculated positions and treated as riding, with C—H distances of 0.93 and 0.97 Å and Uiso(H) values of 1.2Ueq(C). H atoms of water molecule were located in a difference Fourier map and refined with an O—H distance restraint of 0.85 (1) Å, and Uiso(H) value of 1.5Ueq(O).

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: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), with displacement ellipsoids shown at the 30% probability level. C-bound H atoms have been omitted.
[Figure 2] Fig. 2. The coordination polyhedron of the Ba atom in (I) [symmetry codes: (i) −x, y + 1/2, −z + 3/2; (ii) −x, y − 1/2, −z + 3/2; (iii) −x, −y + 2, −z + 1].
[Figure 3] Fig. 3. Part of the two-dimensional layer structure of (I), with 2,4-dichlorophenoxy aromatic rings and H atoms of C atoms omitted.
Poly[[µ-aqua-bis(µ-2,4-dichlorophenoxyacetato)barium(II)] monohydrate] top
Crystal data top
[Ba(C8H5Cl2O3)2(H2O)]·H2OF(000) = 1192
Mr = 613.41Dx = 2.024 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 14172 reflections
a = 18.671 (4) Åθ = 3.0–25.0°
b = 7.7027 (15) ŵ = 2.55 mm1
c = 14.002 (3) ÅT = 295 K
β = 90.99 (3)°Prism, colorless
V = 2013.4 (7) Å30.36 × 0.25 × 0.18 mm
Z = 4
Data collection top
Rigaku R-AXIS RAPID
diffractometer
3541 independent reflections
Radiation source: fine-focus sealed tube3185 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.087
Detector resolution: 10 pixels mm-1θmax = 25.0°, θmin = 3.0°
ω scansh = 2222
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
k = 98
Tmin = 0.471, Tmax = 0.637l = 1616
14924 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)] = 0.049Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.123H atoms treated by a mixture of independent and constrained refinement
S = 1.08 w = 1/[σ2(Fo2) + (0.0081P)2 + 16.8794P]
where P = (Fo2 + 2Fc2)/3
3541 reflections(Δ/σ)max = 0.001
274 parametersΔρmax = 2.32 e Å3
6 restraintsΔρmin = 1.50 e Å3
Crystal data top
[Ba(C8H5Cl2O3)2(H2O)]·H2OV = 2013.4 (7) Å3
Mr = 613.41Z = 4
Monoclinic, P21/cMo Kα radiation
a = 18.671 (4) ŵ = 2.55 mm1
b = 7.7027 (15) ÅT = 295 K
c = 14.002 (3) Å0.36 × 0.25 × 0.18 mm
β = 90.99 (3)°
Data collection top
Rigaku R-AXIS RAPID
diffractometer
3541 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
3185 reflections with I > 2σ(I)
Tmin = 0.471, Tmax = 0.637Rint = 0.087
14924 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0496 restraints
wR(F2) = 0.123H atoms treated by a mixture of independent and constrained refinement
S = 1.08 w = 1/[σ2(Fo2) + (0.0081P)2 + 16.8794P]
where P = (Fo2 + 2Fc2)/3
3541 reflectionsΔρmax = 2.32 e Å3
274 parametersΔρmin = 1.50 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ba10.02667 (2)0.73040 (5)0.68705 (3)0.02252 (16)
Cl10.21027 (10)0.7739 (2)0.75017 (13)0.0371 (4)
Cl20.43640 (11)0.6487 (3)0.52774 (18)0.0577 (6)
Cl30.33276 (12)0.2678 (3)0.47834 (14)0.0473 (5)
Cl40.53371 (12)0.0288 (4)0.70151 (19)0.0648 (7)
O1W0.1776 (3)0.4641 (8)0.4433 (4)0.0464 (14)
O2W0.0546 (3)0.4275 (7)0.6431 (3)0.0335 (11)
O10.0355 (2)1.0906 (6)0.6440 (3)0.0279 (10)
O20.0144 (3)1.2253 (6)0.5039 (3)0.0290 (10)
O30.1450 (3)0.9176 (6)0.5804 (3)0.0311 (11)
O40.1287 (3)0.4743 (6)0.6235 (3)0.0350 (11)
O50.0918 (2)0.4185 (6)0.7698 (3)0.0303 (11)
O60.2456 (3)0.2688 (7)0.6474 (4)0.0351 (12)
C10.0498 (3)1.1258 (8)0.5590 (4)0.0235 (13)
C20.1148 (4)1.0435 (8)0.5149 (4)0.0264 (14)
C30.2122 (4)0.8572 (8)0.5628 (5)0.0268 (14)
C40.2497 (4)0.7800 (8)0.6393 (5)0.0274 (14)
C50.3168 (4)0.7121 (9)0.6278 (6)0.0382 (18)
C60.3497 (4)0.7239 (10)0.5415 (6)0.0388 (18)
C70.3146 (4)0.8028 (10)0.4647 (6)0.0409 (18)
C80.2462 (4)0.8679 (9)0.4761 (5)0.0329 (16)
C90.1351 (3)0.4004 (8)0.7015 (5)0.0255 (14)
C100.1985 (4)0.2840 (9)0.7263 (5)0.0326 (16)
C110.3106 (4)0.1936 (9)0.6653 (5)0.0307 (15)
C120.3586 (4)0.1880 (9)0.5893 (5)0.0306 (15)
C130.4264 (4)0.1197 (10)0.6003 (5)0.0370 (17)
C140.4465 (4)0.0540 (10)0.6889 (6)0.0384 (18)
C150.4014 (4)0.0525 (10)0.7619 (6)0.0399 (18)
C160.3330 (4)0.1210 (9)0.7511 (5)0.0334 (16)
H1W10.159 (4)0.458 (13)0.498 (3)0.070*
H1W20.2219 (14)0.488 (13)0.449 (5)0.070*
H2W10.0974 (15)0.449 (11)0.625 (5)0.050*
H2W20.031 (3)0.387 (11)0.597 (3)0.050*
H2A0.10130.98710.45530.032*
H2B0.15021.13200.50120.032*
H50.34010.65780.67880.046*
H70.33700.81190.40610.049*
H80.22260.91970.42440.039*
H10A0.22450.33190.78080.039*
H10B0.18130.16970.74380.039*
H130.45790.11770.54950.044*
H150.41600.00530.82020.048*
H160.30190.11800.80220.040*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ba10.0292 (2)0.0202 (2)0.0182 (2)0.00118 (15)0.00247 (15)0.00091 (14)
Cl10.0395 (10)0.0477 (10)0.0241 (9)0.0017 (8)0.0003 (7)0.0047 (7)
Cl20.0320 (11)0.0657 (14)0.0756 (16)0.0111 (10)0.0080 (10)0.0084 (12)
Cl30.0512 (12)0.0567 (12)0.0340 (10)0.0085 (10)0.0057 (9)0.0122 (9)
Cl40.0375 (12)0.0778 (17)0.0786 (17)0.0213 (11)0.0072 (11)0.0019 (13)
O1W0.043 (3)0.065 (4)0.031 (3)0.005 (3)0.003 (2)0.000 (3)
O2W0.038 (3)0.037 (3)0.026 (2)0.006 (2)0.003 (2)0.001 (2)
O10.037 (3)0.026 (2)0.021 (2)0.000 (2)0.007 (2)0.0038 (19)
O20.037 (3)0.029 (2)0.021 (2)0.003 (2)0.003 (2)0.0038 (19)
O30.031 (3)0.036 (3)0.026 (2)0.008 (2)0.004 (2)0.006 (2)
O40.039 (3)0.036 (3)0.030 (3)0.007 (2)0.006 (2)0.004 (2)
O50.030 (3)0.029 (2)0.032 (3)0.000 (2)0.007 (2)0.000 (2)
O60.029 (3)0.049 (3)0.028 (3)0.010 (2)0.003 (2)0.001 (2)
C10.028 (3)0.021 (3)0.021 (3)0.004 (3)0.002 (3)0.003 (3)
C20.033 (4)0.026 (3)0.021 (3)0.003 (3)0.003 (3)0.006 (3)
C30.026 (3)0.027 (3)0.028 (3)0.000 (3)0.004 (3)0.001 (3)
C40.031 (4)0.025 (3)0.025 (3)0.002 (3)0.000 (3)0.000 (3)
C50.030 (4)0.034 (4)0.050 (5)0.002 (3)0.005 (3)0.005 (3)
C60.029 (4)0.036 (4)0.051 (5)0.003 (3)0.005 (3)0.012 (4)
C70.040 (4)0.048 (5)0.035 (4)0.000 (4)0.012 (3)0.004 (4)
C80.042 (4)0.037 (4)0.020 (3)0.000 (3)0.003 (3)0.000 (3)
C90.026 (3)0.024 (3)0.027 (3)0.005 (3)0.003 (3)0.007 (3)
C100.036 (4)0.035 (4)0.027 (4)0.005 (3)0.004 (3)0.001 (3)
C110.031 (4)0.032 (4)0.030 (4)0.002 (3)0.001 (3)0.000 (3)
C120.034 (4)0.030 (3)0.027 (3)0.002 (3)0.002 (3)0.002 (3)
C130.029 (4)0.046 (4)0.036 (4)0.003 (3)0.007 (3)0.001 (3)
C140.029 (4)0.036 (4)0.050 (5)0.005 (3)0.004 (3)0.010 (4)
C150.038 (4)0.043 (4)0.038 (4)0.008 (3)0.013 (3)0.003 (3)
C160.032 (4)0.038 (4)0.029 (4)0.002 (3)0.001 (3)0.001 (3)
Geometric parameters (Å, º) top
Ba1—O12.844 (4)O5—Ba1i2.720 (5)
Ba1—O1i2.863 (4)O5—C91.270 (8)
Ba1—O2ii2.790 (5)O6—C111.364 (9)
Ba1—O33.050 (5)O6—C101.429 (8)
Ba1—O42.894 (5)C1—C21.512 (9)
Ba1—O52.922 (5)C2—H2A0.9700
Ba1—O5iii2.720 (5)C2—H2B0.9700
Ba1—O2W2.845 (5)C3—C41.402 (9)
Ba1—O2Wiii2.861 (5)C3—C81.381 (9)
Cl1—C41.730 (7)C4—C51.370 (10)
Cl2—C61.734 (8)C5—C61.368 (11)
O1—C11.255 (7)C5—H50.9300
O2—C11.264 (8)C6—C71.389 (12)
Ba1—Ba1iii4.3581 (8)C7—C81.384 (10)
Ba1—Cl13.541 (2)C7—H70.9300
Ba1—C93.254 (7)C8—H80.9300
Cl3—C121.732 (7)C9—C101.521 (9)
Cl4—C141.755 (7)C10—H10A0.9700
O1W—H1W10.85 (5)C10—H10B0.9700
O1W—H1W20.85 (4)C11—C161.384 (10)
O2W—Ba1i2.861 (5)C11—C121.403 (10)
O2W—H2W10.85 (4)C12—C131.377 (10)
O2W—H2W20.85 (5)C13—C141.385 (11)
O1—Ba1iii2.863 (4)C13—H130.9300
O2—Ba1ii2.790 (5)C14—C151.336 (11)
O3—C21.442 (8)C15—C161.387 (10)
O3—C31.366 (8)C15—H150.9300
O4—C91.236 (8)C16—H160.9300
O1—Ba1—O1i124.59 (11)O5—Ba1—Ba1iii131.49 (9)
O1—Ba1—O352.42 (12)O5iii—Ba1—Ba1iii41.15 (10)
O1i—Ba1—O3152.85 (13)O5—Ba1—Cl165.46 (10)
O1—Ba1—O4123.98 (13)O5iii—Ba1—Cl1132.93 (11)
O1i—Ba1—O4106.04 (13)O5iii—Ba1—C9155.44 (15)
O1—Ba1—O5149.37 (14)O5—Ba1—C922.94 (14)
O1i—Ba1—O562.29 (12)O5—C9—Ba163.7 (3)
O1—Ba1—O2W141.88 (14)O5—C9—C10113.4 (6)
O1—Ba1—O2Wiii69.39 (13)O6—C11—C12116.8 (6)
O2ii—Ba1—O1i136.83 (14)O6—C11—C16125.9 (6)
O2ii—Ba1—O172.16 (13)O6—C10—C9111.1 (6)
O2ii—Ba1—O370.24 (13)O6—C10—H10A109.4
O2ii—Ba1—O487.71 (14)O6—C10—H10B109.4
O2ii—Ba1—O5125.88 (13)O2W—Ba1—Ba1iii133.42 (10)
O2ii—Ba1—O2W75.91 (13)O2Wiii—Ba1—Ba1iii40.06 (10)
O2ii—Ba1—O2Wiii140.77 (14)O2W—Ba1—Cl1129.95 (11)
O4—Ba1—O371.66 (13)O2Wiii—Ba1—Cl165.20 (11)
O4—Ba1—O544.78 (13)O2W—Ba1—C972.65 (15)
O5iii—Ba1—O165.02 (13)O2Wiii—Ba1—C9104.98 (15)
O5iii—Ba1—O1i70.99 (13)C1—O1—Ba1115.2 (4)
O5iii—Ba1—O2ii86.38 (14)C1—O1—Ba1iii143.0 (4)
O5iii—Ba1—O3117.08 (13)C1—O2—Ba1ii142.2 (4)
O5—Ba1—O3106.45 (12)C1—C2—H2A109.8
O5iii—Ba1—O4166.80 (15)C1—C2—H2B109.8
O5iii—Ba1—O5133.14 (8)C2—O3—Ba1110.6 (4)
O5iii—Ba1—O2W92.99 (14)C3—O3—Ba1127.1 (4)
O5iii—Ba1—O2Wiii70.73 (15)C3—O3—C2117.6 (5)
O2W—Ba1—O1i69.36 (13)C3—C4—Cl1118.9 (5)
O2Wiii—Ba1—O1i65.41 (13)C3—C8—C7121.2 (7)
O2W—Ba1—O3132.07 (13)C3—C8—H8119.4
O2Wiii—Ba1—O391.88 (14)C4—Cl1—Ba1101.7 (2)
O2W—Ba1—O474.11 (15)C4—C5—H5119.9
O2Wiii—Ba1—O4120.38 (15)C5—C4—Cl1120.0 (6)
O2W—Ba1—O568.18 (14)C5—C4—C3121.1 (7)
O2Wiii—Ba1—O592.19 (14)C5—C6—Cl2120.7 (7)
O2W—Ba1—O2Wiii134.73 (9)C5—C6—C7120.0 (7)
Ba1—O1—Ba1iii99.57 (13)C6—C5—C4120.3 (7)
Ba1i—O5—Ba1101.07 (15)C6—C5—H5119.9
Ba1—O2W—Ba1i99.59 (15)C6—C7—H7120.2
Ba1—O2W—H2W1114 (6)C7—C6—Cl2119.3 (6)
Ba1i—O2W—H2W1121 (5)C7—C8—H8119.4
Ba1—O2W—H2W2101 (6)C8—C3—C4117.8 (6)
Ba1i—O2W—H2W2111 (5)C8—C7—C6119.5 (7)
Cl1—Ba1—Ba1iii92.43 (3)C8—C7—H7120.2
C11—O6—C10116.8 (5)C9—Ba1—Ba1iii144.25 (11)
O1i—Ba1—Ba1iii84.23 (9)C9—Ba1—Cl157.31 (12)
O1—Ba1—Ba1iii40.37 (9)C9—O4—Ba195.5 (4)
O1—Ba1—Cl184.33 (10)C9—O5—Ba1i129.7 (4)
O1i—Ba1—Cl1103.53 (10)C9—O5—Ba193.3 (4)
O1—Ba1—C9137.48 (15)C9—C10—H10A109.4
O1i—Ba1—C985.14 (15)C9—C10—H10B109.4
O1—C1—O2126.3 (6)C10—C9—Ba1163.0 (4)
O1—C1—C2118.8 (6)C11—C12—Cl3119.9 (5)
O2ii—Ba1—Ba1iii102.63 (9)C11—C16—C15120.8 (7)
O2ii—Ba1—Cl1118.45 (11)C11—C16—H16119.6
O2ii—Ba1—C9108.40 (15)C12—C13—C14118.3 (7)
O2—C1—C2114.9 (5)C12—C13—H13120.9
O3—Ba1—Ba1iii87.29 (9)C13—C12—C11121.6 (7)
O3—Ba1—Cl151.06 (9)C13—C12—Cl3118.5 (5)
O3—Ba1—C986.85 (14)C13—C14—Cl4117.4 (6)
O3—C2—C1109.2 (5)C14—C13—H13120.9
O3—C2—H2A109.8C14—C15—C16120.3 (7)
O3—C2—H2B109.8C14—C15—H15119.8
O3—C3—C4117.0 (6)C15—C14—C13121.6 (7)
O3—C3—C8125.1 (6)C15—C14—Cl4121.0 (6)
O4—Ba1—Ba1iii152.03 (10)C15—C16—H16119.6
O4—Ba1—Cl160.10 (11)C16—C11—C12117.3 (7)
O4—Ba1—C922.23 (14)C16—C15—H15119.8
O4—C9—Ba162.3 (3)H2A—C2—H2B108.3
O4—C9—O5124.2 (6)H10A—C10—H10B108.0
O4—C9—C10122.4 (6)
Ba1iii—Ba1—Cl1—C4116.3 (2)O3—C3—C8—C7179.9 (7)
Ba1iii—Ba1—O2W—Ba1i94.65 (15)O4—Ba1—Cl1—C458.1 (2)
Ba1iii—Ba1—O1—C1167.1 (5)O4—Ba1—O2W—Ba1i79.54 (15)
Ba1iii—Ba1—O3—C264.0 (4)O4—Ba1—O1—Ba1iii148.38 (14)
Ba1iii—Ba1—O3—C3141.1 (5)O4—Ba1—O1—C144.5 (5)
Ba1iii—Ba1—O4—C988.1 (4)O4—Ba1—O3—C2134.7 (4)
Ba1iii—Ba1—O5—Ba1i94.79 (14)O4—Ba1—O3—C320.2 (5)
Ba1iii—Ba1—O5—C9133.6 (3)O4—Ba1—O5—Ba1i123.7 (2)
Ba1iii—Ba1—C9—O4126.6 (4)O4—Ba1—O5—C97.9 (3)
Ba1iii—Ba1—C9—O568.1 (4)O4—Ba1—C9—O5165.2 (6)
Ba1iii—Ba1—C9—C1016.2 (16)O4—Ba1—C9—C10110.5 (16)
Ba1—Cl1—C4—C5147.6 (5)O4—C9—C10—O62.3 (9)
Ba1—Cl1—C4—C333.2 (6)O5iii—Ba1—Cl1—C4124.5 (3)
Ba1—O1—C1—O2126.7 (6)O5—Ba1—Cl1—C4108.5 (2)
Ba1iii—O1—C1—O231.8 (11)O5iii—Ba1—O2W—Ba1i103.31 (16)
Ba1—O1—C1—C252.8 (7)O5—Ba1—O2W—Ba1i32.47 (13)
Ba1iii—O1—C1—C2148.6 (5)O5—Ba1—O1—Ba1iii91.2 (2)
Ba1ii—O2—C1—O1145.9 (5)O5iii—Ba1—O1—Ba1iii42.74 (14)
Ba1ii—O2—C1—C233.7 (9)O5iii—Ba1—O1—C1124.3 (5)
Ba1—O3—C2—C136.4 (6)O5—Ba1—O1—C1101.7 (5)
Ba1—O3—C3—C446.0 (8)O5iii—Ba1—O3—C3170.5 (5)
Ba1—O3—C3—C8134.6 (6)O5iii—Ba1—O3—C234.6 (4)
Ba1—O4—C9—O516.0 (7)O5—Ba1—O3—C2163.3 (4)
Ba1—O4—C9—C10161.0 (5)O5—Ba1—O3—C38.4 (5)
Ba1i—O5—C9—Ba1107.4 (4)O5iii—Ba1—O4—C995.5 (7)
Ba1i—O5—C9—O491.5 (7)O5—Ba1—O4—C98.1 (4)
Ba1—O5—C9—O415.8 (7)O5iii—Ba1—O5—Ba1i38.08 (19)
Ba1i—O5—C9—C1091.2 (6)O5iii—Ba1—O5—C9169.6 (4)
Ba1—O5—C9—C10161.5 (5)O5iii—Ba1—C9—O4146.9 (4)
Ba1—C9—C10—O6103.2 (15)O5—Ba1—C9—O4165.2 (6)
Cl1—Ba1—O2W—Ba1i55.68 (18)O5iii—Ba1—C9—O518.4 (7)
Cl1—Ba1—O1—Ba1iii100.52 (12)O5iii—Ba1—C9—C10102.7 (15)
Cl1—Ba1—O1—C192.4 (4)O5—Ba1—C9—C1084.3 (15)
Cl1—Ba1—O3—C2159.3 (4)O5—C9—C10—O6179.7 (5)
Cl1—Ba1—O3—C345.7 (4)O6—C11—C12—C13178.1 (7)
Cl1—Ba1—O4—C976.1 (4)O6—C11—C12—Cl32.1 (9)
Cl1—Ba1—O5—C963.6 (4)O6—C11—C16—C15178.1 (7)
Cl1—Ba1—O5—Ba1i164.83 (16)O2W—Ba1—Cl1—C484.8 (3)
Cl1—Ba1—C9—O490.3 (4)O2Wiii—Ba1—Cl1—C4146.6 (3)
Cl1—Ba1—C9—O5104.5 (4)O2Wiii—Ba1—O2W—Ba1i37.7 (2)
Cl1—Ba1—C9—C1020.2 (15)O2W—Ba1—O1—Ba1iii102.7 (2)
C11—O6—C10—C9168.8 (6)O2Wiii—Ba1—O1—Ba1iii34.92 (14)
Cl1—C4—C5—C6176.9 (6)O2W—Ba1—O1—C164.4 (5)
Cl2—C6—C7—C8178.0 (6)O2Wiii—Ba1—O1—C1158.0 (5)
O1—Ba1—Cl1—C476.7 (2)O2W—Ba1—O3—C288.1 (4)
O1i—Ba1—Cl1—C4159.0 (2)O2Wiii—Ba1—O3—C2103.8 (4)
O1—Ba1—O2W—Ba1i155.10 (15)O2W—Ba1—O3—C366.8 (5)
O1i—Ba1—O2W—Ba1i34.92 (13)O2Wiii—Ba1—O3—C3101.3 (5)
O1i—Ba1—O1—C1165.1 (5)O2W—Ba1—O4—C982.9 (4)
O1—Ba1—O3—C241.8 (4)O2Wiii—Ba1—O4—C950.0 (4)
O1i—Ba1—O3—C2135.8 (4)O2W—Ba1—O5—Ba1i34.57 (14)
O1—Ba1—O3—C3163.3 (5)O2Wiii—Ba1—O5—Ba1i103.45 (16)
O1i—Ba1—O3—C369.3 (6)O2W—Ba1—O5—C997.0 (4)
O1—Ba1—O4—C9134.5 (4)O2Wiii—Ba1—O5—C9125.0 (4)
O1i—Ba1—O4—C920.5 (4)O2W—Ba1—C9—O490.4 (4)
O1—Ba1—O5—C973.8 (4)O2Wiii—Ba1—C9—O4136.8 (4)
O1—Ba1—O5—Ba1i154.62 (18)O2W—Ba1—C9—O574.9 (4)
O1i—Ba1—O5—Ba1i42.81 (13)O2Wiii—Ba1—C9—O557.9 (4)
O1i—Ba1—O5—C9174.4 (4)O2W—Ba1—C9—C10159.1 (15)
O1—Ba1—C9—O461.1 (5)O2Wiii—Ba1—C9—C1026.3 (15)
O1i—Ba1—C9—O4160.3 (4)C2—O3—C3—C4160.6 (6)
O1—Ba1—C9—O5133.6 (3)C2—O3—C3—C818.7 (9)
O1i—Ba1—C9—O55.0 (4)C3—O3—C2—C1166.0 (5)
O1—Ba1—C9—C1049.3 (16)C3—C4—C5—C62.3 (11)
O1i—Ba1—C9—C1089.3 (15)C4—C3—C8—C70.7 (10)
O1—C1—C2—O36.8 (8)C4—C5—C6—Cl2176.6 (6)
O2ii—Ba1—Cl1—C410.6 (3)C4—C5—C6—C70.9 (12)
O2ii—Ba1—O2W—Ba1i171.18 (17)C5—C6—C7—C80.5 (12)
O2ii—Ba1—O1—Ba1iii137.15 (17)C6—C7—C8—C30.6 (12)
O2ii—Ba1—O1—C129.9 (4)C8—C3—C4—Cl1177.0 (5)
O2ii—Ba1—O3—C240.4 (4)C8—C3—C4—C52.1 (10)
O2ii—Ba1—O3—C3114.5 (5)C9—Ba1—Cl1—C484.0 (3)
O2ii—Ba1—O4—C9158.9 (4)C9—Ba1—O2W—Ba1i56.38 (16)
O2ii—Ba1—O5—Ba1i86.74 (18)C9—Ba1—O1—Ba1iii124.83 (19)
O2ii—Ba1—O5—C944.8 (4)C9—Ba1—O1—C168.1 (5)
O2ii—Ba1—C9—O422.3 (4)C9—Ba1—O3—C2151.3 (4)
O2ii—Ba1—C9—O5143.0 (4)C9—Ba1—O3—C33.6 (5)
O2ii—Ba1—C9—C10132.7 (15)C9—Ba1—O5—Ba1i131.6 (4)
O2—C1—C2—O3172.9 (5)C10—O6—C11—C12176.3 (6)
O3—Ba1—Cl1—C431.8 (2)C10—O6—C11—C164.5 (10)
O3—Ba1—O2W—Ba1i125.30 (15)C11—C12—C13—C140.6 (11)
O3—Ba1—O1—Ba1iii144.4 (2)C12—C13—C14—Cl4178.9 (6)
O3—Ba1—O1—C148.5 (4)C12—C13—C14—C151.5 (12)
O3—Ba1—O4—C9131.2 (4)C12—C11—C16—C152.7 (11)
O3—Ba1—O5—Ba1i163.94 (13)Cl3—C12—C13—C14179.2 (6)
O3—Ba1—O5—C932.4 (4)C13—C14—C15—C161.4 (12)
O3—Ba1—C9—O445.7 (4)Cl4—C14—C15—C16179.0 (6)
O3—Ba1—C9—O5149.0 (4)C14—C15—C16—C110.8 (12)
O3—Ba1—C9—C1064.8 (15)C16—C11—C12—C132.7 (11)
O3—C3—C4—Cl12.4 (8)C16—C11—C12—Cl3177.2 (6)
O3—C3—C4—C5178.4 (6)
Symmetry codes: (i) x, y1/2, z+3/2; (ii) x, y+2, z+1; (iii) x, y+1/2, z+3/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···O40.85 (5)1.86 (6)2.699 (7)170 (4)
O1W—H1W2···Cl30.85 (4)2.70 (8)3.296 (6)128 (8)
O2W—H2W1···O1Wiv0.85 (4)1.89 (3)2.709 (7)163 (8)
O2W—H2W2···O2v0.85 (5)2.00 (7)2.824 (7)163 (8)
Symmetry codes: (iv) x, y+1, z+1; (v) x, y1, z.

Experimental details

Crystal data
Chemical formula[Ba(C8H5Cl2O3)2(H2O)]·H2O
Mr613.41
Crystal system, space groupMonoclinic, P21/c
Temperature (K)295
a, b, c (Å)18.671 (4), 7.7027 (15), 14.002 (3)
β (°) 90.99 (3)
V3)2013.4 (7)
Z4
Radiation typeMo Kα
µ (mm1)2.55
Crystal size (mm)0.36 × 0.25 × 0.18
Data collection
DiffractometerRigaku R-AXIS RAPID
diffractometer
Absorption correctionMulti-scan
(ABSCOR; Higashi, 1995)
Tmin, Tmax0.471, 0.637
No. of measured, independent and
observed [I > 2σ(I)] reflections
14924, 3541, 3185
Rint0.087
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.049, 0.123, 1.08
No. of reflections3541
No. of parameters274
No. of restraints6
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
w = 1/[σ2(Fo2) + (0.0081P)2 + 16.8794P]
where P = (Fo2 + 2Fc2)/3
Δρmax, Δρmin (e Å3)2.32, 1.50

Computer programs: RAPID-AUTO (Rigaku Corporation, 1998), RAPID-AUTO, CrystalStructure (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), SHELXL97.

Selected bond lengths (Å) top
Ba1—O12.844 (4)Ba1—O52.922 (5)
Ba1—O1i2.863 (4)Ba1—O5iii2.720 (5)
Ba1—O2ii2.790 (5)Ba1—O2W2.845 (5)
Ba1—O33.050 (5)Ba1—O2Wiii2.861 (5)
Ba1—O42.894 (5)
Symmetry codes: (i) x, y1/2, z+3/2; (ii) x, y+2, z+1; (iii) x, y+1/2, z+3/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···O40.85 (5)1.86 (6)2.699 (7)170 (4)
O1W—H1W2···Cl30.85 (4)2.70 (8)3.296 (6)128 (8)
O2W—H2W1···O1Wiv0.85 (4)1.89 (3)2.709 (7)163 (8)
O2W—H2W2···O2v0.85 (5)2.00 (7)2.824 (7)163 (8)
Symmetry codes: (iv) x, y+1, z+1; (v) x, y1, z.
 

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