Triaqua-chlorido(18-crown-6)barium chloride.

In the title compound, [BaCl(C(12)H(24)O(6))(H(2)O)(3)]Cl, the Ba(II) atom, the coordinating and free Cl(-) anions, one coordinating water mol-ecule and two O atoms of an 18-crown-6 mol-ecule lie on a mirror plane. The environment of the ten-coordinate Ba(2+) ion is defined by one Cl atom, three water mol-ecules and six O atoms from the macrocyclic ether. The macrocycle adopts a conformation with an approximate D(3d) symmetry. In the crystal, O-H⋯Cl hydrogen bonds link the complex cations and Cl(-) anions into a two-dimensional network parallel to (010). An intra-molecular O-H⋯Cl hydrogen bond is also present.

Related literature

For the properties and structures of related compounds, see: Fu et al. (2007 ▶, 2008 ▶, 2009 ▶); Fu & Xiong (2008 ▶). For the ferroelectric properties of related derivatives, see: Fu et al. (2011a ▶,b ▶); Fu, Zhang, Cai, Ge et al. (2011 ▶).

Experimental

Crystal data

[BaCl(C12H24O6)(H2O)3]Cl

M = 526.59

Orthorhombic,

a = 14.962 (3) Å

b = 13.416 (3) Å

c = 10.347 (2) Å

V = 2077.0 (7) Å3

Z = 4

Mo Kα radiation

μ = 2.21 mm−1

T = 293 K

0.30 × 0.25 × 0.15 mm

Data collection

Rigaku Mercury2 CCD diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.90, T max = 1.00

20436 measured reflections

2478 independent reflections

2284 reflections with I > 2σ(I)

R int = 0.038

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.047

S = 1.20

2478 reflections

118 parameters

4 restraints

H-atom parameters constrained

Δρmax = 0.49 e Å−3

Δρmin = −0.80 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: XP in SHELXTL and DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812004990/hy2512sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812004990/hy2512Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[BaCl(C12H24O6)(H2O)3]Cl	F(000) = 1056
Mr = 526.59	Dx = 1.684 Mg m−3
Orthorhombic, Pnma	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2n	Cell parameters from 2478 reflections
a = 14.962 (3) Å	θ = 3.0–27.5°
b = 13.416 (3) Å	µ = 2.21 mm−1
c = 10.347 (2) Å	T = 293 K
V = 2077.0 (7) Å3	Block, colourless
Z = 4	0.30 × 0.25 × 0.15 mm

Rigaku Mercury2 CCD diffractometer	2478 independent reflections
Radiation source: fine-focus sealed tube	2284 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.038
Detector resolution: 13.6612 pixels mm-1	θmax = 27.5°, θmin = 3.0°
ω scans	h = −19→19
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −17→17
Tmin = 0.90, Tmax = 1.00	l = −13→13
20436 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.047	H-atom parameters constrained
S = 1.20	w = 1/[σ2(Fo2) + (0.0112P)2 + 1.2653P] where P = (Fo2 + 2Fc2)/3
2478 reflections	(Δ/σ)max < 0.001
118 parameters	Δρmax = 0.49 e Å−3
4 restraints	Δρmin = −0.80 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.

	x	y	z	Uiso*/Ueq
Ba1	0.330565 (12)	0.2500	0.419354 (17)	0.02669 (6)
Cl2	0.17702 (6)	0.2500	0.19266 (9)	0.0506 (2)
Cl1	0.07097 (6)	0.2500	0.68085 (10)	0.0498 (2)
O2	0.35766 (12)	0.07191 (13)	0.56515 (16)	0.0417 (4)
O3	0.38055 (12)	0.06918 (14)	0.29713 (17)	0.0443 (4)
C1	0.33416 (19)	0.1618 (2)	0.7592 (2)	0.0520 (7)
H1A	0.3012	0.1635	0.8398	0.062*
H1B	0.3974	0.1581	0.7792	0.062*
C5	0.4373 (2)	0.0747 (3)	0.1869 (3)	0.0627 (9)
H5A	0.4323	0.0140	0.1365	0.075*
H5B	0.4990	0.0819	0.2142	0.075*
C3	0.3403 (2)	−0.01562 (19)	0.4902 (3)	0.0542 (7)
H3A	0.2785	−0.0162	0.4621	0.065*
H3B	0.3510	−0.0747	0.5419	0.065*
C2	0.30708 (19)	0.0729 (2)	0.6825 (3)	0.0516 (7)
H2A	0.3185	0.0126	0.7315	0.062*
H2B	0.2437	0.0760	0.6631	0.062*
C4	0.4007 (2)	−0.0152 (2)	0.3759 (3)	0.0574 (8)
H4A	0.4625	−0.0120	0.4042	0.069*
H4B	0.3926	−0.0760	0.3266	0.069*
C6	0.4108 (2)	0.1612 (3)	0.1076 (3)	0.0597 (9)
H6A	0.4462	0.1633	0.0291	0.072*
H6B	0.3483	0.1556	0.0836	0.072*
O1W	0.50755 (16)	0.2500	0.4986 (3)	0.0530 (7)
H1WA	0.5090	0.2500	0.5778	0.079*
H1WB	0.5557	0.2500	0.4606	0.079*
O4	0.42471 (17)	0.2500	0.1809 (2)	0.0472 (7)
O1	0.31620 (16)	0.2500	0.6863 (2)	0.0402 (6)
O2W	0.16525 (13)	0.13030 (15)	0.45333 (19)	0.0556 (5)
H2WA	0.1351	0.1514	0.5136	0.083*
H2WB	0.1453	0.1510	0.3846	0.083*

	U11	U22	U33	U12	U13	U23
Ba1	0.02774 (10)	0.02935 (10)	0.02298 (9)	0.000	−0.00053 (8)	0.000
Cl2	0.0459 (5)	0.0653 (6)	0.0405 (5)	0.000	−0.0125 (4)	0.000
Cl1	0.0445 (5)	0.0589 (6)	0.0461 (5)	0.000	0.0038 (4)	0.000
O2	0.0435 (9)	0.0375 (10)	0.0443 (10)	−0.0053 (8)	−0.0036 (8)	0.0071 (8)
O3	0.0418 (10)	0.0440 (10)	0.0473 (11)	0.0074 (9)	−0.0011 (8)	−0.0128 (9)
C1	0.0523 (16)	0.075 (2)	0.0287 (12)	−0.0107 (16)	−0.0043 (13)	0.0145 (14)
C5	0.0509 (17)	0.074 (2)	0.063 (2)	0.0052 (16)	0.0121 (15)	−0.0312 (18)
C3	0.0643 (19)	0.0293 (13)	0.0690 (19)	−0.0036 (14)	−0.0141 (17)	0.0033 (13)
C2	0.0533 (16)	0.0567 (18)	0.0450 (16)	−0.0140 (14)	−0.0026 (13)	0.0209 (14)
C4	0.0602 (19)	0.0411 (16)	0.071 (2)	0.0181 (14)	−0.0164 (16)	−0.0152 (15)
C6	0.0512 (17)	0.094 (3)	0.0336 (15)	−0.0055 (17)	0.0081 (13)	−0.0204 (16)
O1W	0.0313 (13)	0.079 (2)	0.0484 (15)	0.000	0.0028 (12)	0.000
O4	0.0467 (15)	0.0683 (18)	0.0267 (13)	0.000	0.0027 (11)	0.000
O1	0.0423 (14)	0.0581 (16)	0.0203 (11)	0.000	−0.0024 (10)	0.000
O2W	0.0542 (12)	0.0543 (12)	0.0582 (12)	0.0080 (10)	0.0028 (10)	0.0049 (10)

Ba1—O1	2.770 (2)	C5—H5A	0.9700
Ba1—O1W	2.772 (3)	C5—H5B	0.9700
Ba1—O3	2.8360 (18)	C3—C4	1.488 (4)
Ba1—O3i	2.8360 (18)	C3—H3A	0.9700
Ba1—O4	2.841 (2)	C3—H3B	0.9700
Ba1—O2i	2.8545 (17)	C2—H2A	0.9700
Ba1—O2	2.8545 (17)	C2—H2B	0.9700
Ba1—O2W	2.970 (2)	C4—H4A	0.9700
Ba1—O2Wi	2.970 (2)	C4—H4B	0.9700
Ba1—Cl2	3.2831 (10)	C6—O4	1.427 (3)
O2—C2	1.431 (3)	C6—H6A	0.9700
O2—C3	1.431 (3)	C6—H6B	0.9700
O3—C5	1.424 (3)	O1W—H1WA	0.8201
O3—C4	1.427 (3)	O1W—H1WB	0.8201
C1—O1	1.429 (3)	O4—C6i	1.427 (3)
C1—C2	1.488 (4)	O1—C1i	1.429 (3)
C1—H1A	0.9700	O2W—H2WA	0.8200
C1—H1B	0.9700	O2W—H2WB	0.8200
C5—C6	1.476 (4)
O1—Ba1—O1W	77.25 (7)	C4—O3—Ba1	118.64 (15)
O1—Ba1—O3	117.71 (4)	O1—C1—C2	109.3 (2)
O1W—Ba1—O3	83.10 (5)	O1—C1—H1A	109.8
O1—Ba1—O3i	117.71 (4)	C2—C1—H1A	109.8
O1W—Ba1—O3i	83.10 (5)	O1—C1—H1B	109.8
O3—Ba1—O3i	117.60 (8)	C2—C1—H1B	109.8
O1—Ba1—O4	154.72 (7)	H1A—C1—H1B	108.3
O1W—Ba1—O4	77.47 (8)	O3—C5—C6	109.0 (2)
O3—Ba1—O4	58.80 (4)	O3—C5—H5A	109.9
O3i—Ba1—O4	58.80 (4)	C6—C5—H5A	109.9
O1—Ba1—O2i	58.95 (4)	O3—C5—H5B	109.9
O1W—Ba1—O2i	73.03 (4)	C6—C5—H5B	109.9
O3—Ba1—O2i	156.08 (5)	H5A—C5—H5B	108.3
O3i—Ba1—O2i	58.82 (5)	O2—C3—C4	108.5 (2)
O4—Ba1—O2i	112.86 (4)	O2—C3—H3A	110.0
O1—Ba1—O2	58.95 (4)	C4—C3—H3A	110.0
O1W—Ba1—O2	73.03 (4)	O2—C3—H3B	110.0
O3—Ba1—O2	58.82 (5)	C4—C3—H3B	110.0
O3i—Ba1—O2	156.08 (5)	H3A—C3—H3B	108.4
O4—Ba1—O2	112.86 (4)	O2—C2—C1	108.4 (2)
O2i—Ba1—O2	113.65 (7)	O2—C2—H2A	110.0
O1—Ba1—O2W	79.48 (6)	C1—C2—H2A	110.0
O1W—Ba1—O2W	139.52 (5)	O2—C2—H2B	110.0
O3—Ba1—O2W	79.04 (5)	C1—C2—H2B	110.0
O3i—Ba1—O2W	137.30 (5)	H2A—C2—H2B	108.4
O4—Ba1—O2W	121.05 (6)	O3—C4—C3	109.2 (2)
O2i—Ba1—O2W	120.55 (5)	O3—C4—H4A	109.8
O2—Ba1—O2W	66.62 (5)	C3—C4—H4A	109.8
O1—Ba1—O2Wi	79.48 (5)	O3—C4—H4B	109.8
O1W—Ba1—O2Wi	139.52 (5)	C3—C4—H4B	109.8
O3—Ba1—O2Wi	137.30 (5)	H4A—C4—H4B	108.3
O3i—Ba1—O2Wi	79.04 (5)	O4—C6—C5	108.7 (2)
O4—Ba1—O2Wi	121.05 (6)	O4—C6—H6A	109.9
O2i—Ba1—O2Wi	66.62 (5)	C5—C6—H6A	109.9
O2—Ba1—O2Wi	120.55 (5)	O4—C6—H6B	109.9
O2W—Ba1—O2Wi	65.46 (8)	C5—C6—H6B	109.9
O1—Ba1—Cl2	131.15 (5)	H6A—C6—H6B	108.3
O1W—Ba1—Cl2	151.60 (6)	Ba1—O1W—H1WA	108.7
O3—Ba1—Cl2	82.30 (4)	Ba1—O1W—H1WB	134.1
O3i—Ba1—Cl2	82.30 (4)	H1WA—O1W—H1WB	117.1
O4—Ba1—Cl2	74.13 (6)	C6—O4—C6i	113.1 (3)
O2i—Ba1—Cl2	118.48 (4)	C6—O4—Ba1	112.90 (16)
O2—Ba1—Cl2	118.48 (4)	C6i—O4—Ba1	112.90 (16)
O2W—Ba1—Cl2	60.12 (4)	C1i—O1—C1	111.9 (3)
O2Wi—Ba1—Cl2	60.12 (4)	C1i—O1—Ba1	120.76 (14)
C2—O2—C3	111.8 (2)	C1—O1—Ba1	120.76 (14)
C2—O2—Ba1	111.42 (15)	Ba1—O2W—H2WA	111.2
C3—O2—Ba1	112.00 (14)	Ba1—O2W—H2WB	91.0
C5—O3—C4	111.9 (2)	H2WA—O2W—H2WB	110.1
C5—O3—Ba1	118.02 (17)
O1—Ba1—O2—C2	28.83 (15)	Ba1—O3—C4—C3	36.3 (3)
O1W—Ba1—O2—C2	113.93 (16)	O2—C3—C4—O3	−63.0 (3)
O3—Ba1—O2—C2	−153.90 (17)	O3—C5—C6—O4	63.5 (3)
O3i—Ba1—O2—C2	117.76 (18)	C5—C6—O4—C6i	173.19 (18)
O4—Ba1—O2—C2	−178.09 (15)	C5—C6—O4—Ba1	−57.1 (3)
O2i—Ba1—O2—C2	51.76 (17)	O1—Ba1—O4—C6	115.07 (19)
O2W—Ba1—O2—C2	−62.78 (15)	O1W—Ba1—O4—C6	115.07 (19)
O2Wi—Ba1—O2—C2	−24.09 (16)	O3—Ba1—O4—C6	25.60 (18)
Cl2—Ba1—O2—C2	−94.34 (15)	O3i—Ba1—O4—C6	−155.5 (2)
O1—Ba1—O2—C3	154.96 (19)	O2i—Ba1—O4—C6	−179.65 (18)
O1W—Ba1—O2—C3	−119.95 (18)	O2—Ba1—O4—C6	49.8 (2)
O3—Ba1—O2—C3	−27.77 (16)	O2W—Ba1—O4—C6	−25.8 (2)
O3i—Ba1—O2—C3	−116.12 (19)	O2Wi—Ba1—O4—C6	−104.06 (19)
O4—Ba1—O2—C3	−51.96 (18)	Cl2—Ba1—O4—C6	−64.93 (19)
O2i—Ba1—O2—C3	177.88 (14)	O1—Ba1—O4—C6i	−115.07 (19)
O2W—Ba1—O2—C3	63.35 (17)	O1W—Ba1—O4—C6i	−115.07 (19)
O2Wi—Ba1—O2—C3	102.04 (17)	O3—Ba1—O4—C6i	155.5 (2)
Cl2—Ba1—O2—C3	31.79 (18)	O3i—Ba1—O4—C6i	−25.60 (18)
O1—Ba1—O3—C5	−143.25 (18)	O2i—Ba1—O4—C6i	−49.8 (2)
O1W—Ba1—O3—C5	−71.58 (18)	O2—Ba1—O4—C6i	179.65 (18)
O3i—Ba1—O3—C5	6.9 (2)	O2W—Ba1—O4—C6i	104.06 (19)
O4—Ba1—O3—C5	7.92 (18)	O2Wi—Ba1—O4—C6i	25.8 (2)
O2i—Ba1—O3—C5	−67.9 (2)	Cl2—Ba1—O4—C6i	64.93 (19)
O2—Ba1—O3—C5	−145.89 (19)	C2—C1—O1—C1i	175.28 (16)
O2W—Ba1—O3—C5	144.92 (18)	C2—C1—O1—Ba1	−33.0 (3)
O2Wi—Ba1—O3—C5	111.38 (18)	O1W—Ba1—O1—C1i	74.58 (19)
Cl2—Ba1—O3—C5	83.99 (18)	O3—Ba1—O1—C1i	149.64 (18)
O1—Ba1—O3—C4	−2.7 (2)	O3i—Ba1—O1—C1i	−0.5 (2)
O1W—Ba1—O3—C4	68.92 (19)	O4—Ba1—O1—C1i	74.58 (19)
O3i—Ba1—O3—C4	147.40 (16)	O2i—Ba1—O1—C1i	−3.11 (18)
O4—Ba1—O3—C4	148.4 (2)	O2—Ba1—O1—C1i	152.3 (2)
O2i—Ba1—O3—C4	72.6 (2)	O2W—Ba1—O1—C1i	−138.8 (2)
O2—Ba1—O3—C4	−5.39 (17)	O2Wi—Ba1—O1—C1i	−72.05 (19)
O2W—Ba1—O3—C4	−74.58 (18)	Cl2—Ba1—O1—C1i	−105.42 (19)
O2Wi—Ba1—O3—C4	−108.12 (18)	O1W—Ba1—O1—C1	−74.58 (19)
Cl2—Ba1—O3—C4	−135.51 (18)	O3—Ba1—O1—C1	0.5 (2)
C4—O3—C5—C6	178.0 (2)	O3i—Ba1—O1—C1	−149.64 (18)
Ba1—O3—C5—C6	−39.0 (3)	O4—Ba1—O1—C1	−74.58 (19)
C2—O2—C3—C4	−175.3 (2)	O2i—Ba1—O1—C1	−152.3 (2)
Ba1—O2—C3—C4	58.8 (2)	O2—Ba1—O1—C1	3.11 (18)
C3—O2—C2—C1	175.6 (2)	O2W—Ba1—O1—C1	72.05 (19)
Ba1—O2—C2—C1	−58.2 (2)	O2Wi—Ba1—O1—C1	138.8 (2)
O1—C1—C2—O2	60.2 (3)	Cl2—Ba1—O1—C1	105.42 (19)
C5—O3—C4—C3	179.0 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···Cl1ii	0.82	2.66	3.450 (3)	161
O1W—H1WB···Cl2iii	0.82	2.41	3.216 (3)	168
O2W—H2WA···Cl1	0.82	2.38	3.180 (2)	165
O2W—H2WB···Cl2	0.82	2.44	3.144 (2)	145

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯Cl1i	0.82	2.66	3.450 (3)	161
O1W—H1WB⋯Cl2ii	0.82	2.41	3.216 (3)	168
O2W—H2WA⋯Cl1	0.82	2.38	3.180 (2)	165
O2W—H2WB⋯Cl2	0.82	2.44	3.144 (2)	145

Symmetry codes: (i) ; (ii) .