New barium, strontium and strontium-doped barium squarates: synthesis, crystal structures and DNA/BSA binding, anti­oxidant and in vitro cytotoxicity studies

A new set of differently hydrated barium and strontium squarates, namely poly[[tri­aqua­(μ-1,2-dioxo­cyclo­but-3-ene-1,2-diolato)barium] monohydrate], {[Ba(C₄O₄)(H₂O)₃]·H₂O}_n (1), poly[[di­aqua­(μ-1,2-dioxo­cyclo­but-3-ene-1,2-diolato)strontium] monohydrate], {[Sr(C₄O₄)(H₂O)₂]·H₂O}_n (2), and poly[[tri­aqua­(μ-1,2-dioxo­cyclo­but-3-ene-1,2-diolato)barium/strontium(0.85/0.15)] monohydrate], {[Ba_0.85Sr_0.15(C₄O₄)(H₂O)₃]·H₂O}_n (3), is reported. The study of their crystal structures indicates that all the com­plexes crystallize in the triclinic space group P. Com­plexes 1 and 3 have a rare combination of squarate units coordinated through monodentate O atoms to two different metal atoms and through two bidentate O atoms to three different metal atoms. Furthermore, they have three coordinated water mol­ecules to give a coordination number of nine. The squarate ligands in com­plex 2 exhibit two different coordination modes: (i) monodentate O atoms coordinated to four different Sr atoms and (ii) two monodentate O atoms coordinated to two different metal atoms with the other two O atoms bidentate to four different Sr atoms. All the com­pounds decompose to give the respective carbonates when heated to 800 °C, as evidenced by thermogravimetry/differential thermal analysis (TG-DTA), which are clusters of nanoparticles. Com­plexes 1 and 3 show additional endothermic peaks at 811 and 820 °C, respectively, indicating the phase transition of BaCO₃ from an ortho­rhom­bic (α-Pmcn) to a trigonal phase (β-R3m). All three com­plexes have significant DNA-binding constants, ranging from 2.45 × 10⁴ to 9.41 × 10⁴ M⁻¹ against EB-CT (ethidium bromide–calf thymus) DNA and protein binding constants ranging from 1.1 × 10⁵ to 8.6 × 10⁵ with bovine serum albumin. The in vitro cytotoxicity of the com­plexes is indicated by the IC₅₀ values, which range from 128.8 to 261.3 µg ml⁻¹. Com­plex 3 shows better BSA binding, anti­oxidant activity against the DPPH radical and cytotoxicity than com­plexes 1 and 2.

Computing details

Data collection: APEX2 (Bruker, 2004) for BSANEW30-4, SRSANEW30-4; APEX3 (Bruker, 2016) for BSMS. Cell refinement: APEX2 and SAINT (Bruker, 2004) for BSANEW30-4, SRSANEW30-4; APEX3 and SAINT (Bruker, 2016) for BSMS. Data reduction: SAINT and XPREP (Bruker, 2004) for BSANEW30-4, SRSANEW30-4; SAINT and XPREP (Bruker, 2016) for BSMS. For all structures, program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: ORTEP-3 (Farrugia, 2012) and Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015b).

Poly[[triaqua(µ-1,2-dioxocyclobut-3-ene-1,2-diolato)barium] monohydrate] (BSANEW30-4)

Crystal data

[Ba(C4O4)(H2O)3]·H2O	Z = 2
Mr = 321.44	F(000) = 304
Triclinic, P1	Dx = 2.436 Mg m^−3
a = 6.8216 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.1815 (1) Å	Cell parameters from 9964 reflections
c = 8.8083 (1) Å	θ = 2.6–34.8°
α = 95.146 (8)°	µ = 4.55 mm^−1
β = 106.652 (8)°	T = 296 K
γ = 108.317 (7)°	BLOCK, colourless
V = 438.30 (3) Å^3	0.10 × 0.10 × 0.05 mm

Data collection

Bruker Kappa APEXII CCD diffractometer	3008 independent reflections
Radiation source: fine-focus sealed tube	2693 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.047
ω and φ scan	θmax = 32.0°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −9→10
Tmin = 0.547, Tmax = 0.745	k = −12→12
17140 measured reflections	l = −13→13

Refinement

Refinement on F^2	12 restraints
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.025	All H-atom parameters refined
wR(F^2) = 0.049	w = 1/[σ^2(Fo^2) + (0.0145P)^2 + 0.3502P] where P = (Fo^2 + 2Fc^2)/3
S = 1.14	(Δ/σ)max = 0.001
3008 reflections	Δρmax = 1.10 e Å^−3
150 parameters	Δρmin = −0.86 e Å^−3

Special details

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. Single crystal X-ray analysis was carried out using an Enraf (bruker) Nonius CAD4-MV31 single crystal X-ray diffractometer at 296 K using graphite monochromated Mo K_α radiation at the wave length of 0.71073 ?. Data collections were controlled by APEX 3 (Bruker, 2016) software with cell refinement and data reduction performed using SAINT (Bruker, 2016). Multi-scan absorption corrections were applied using SADABS (Bruker, 2016). The structures were all solved with SHELXT (Sheldrick, 2014) and refined by full-matrix least-squares on F2 using SHELXL (Sheldrick, 2014).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.3837 (4)	−0.0634 (3)	0.6404 (3)	0.0139 (4)
C2	0.3793 (4)	−0.2423 (3)	0.6071 (3)	0.0150 (5)
C3	0.6168 (4)	−0.1778 (3)	0.6543 (3)	0.0150 (5)
C4	0.6245 (4)	0.0030 (3)	0.6912 (3)	0.0137 (4)
Ba1	0.13547 (2)	0.29336 (2)	0.63490 (2)	0.01391 (5)
O1	0.2349 (3)	−0.0009 (2)	0.6159 (2)	0.0210 (4)
O2	0.2253 (3)	−0.3865 (2)	0.5476 (3)	0.0223 (4)
O3	0.7560 (3)	−0.2488 (3)	0.6517 (2)	0.0215 (4)
O4	0.7730 (3)	0.1521 (2)	0.7355 (2)	0.0202 (4)
O5	0.6009 (3)	0.4236 (3)	0.7515 (3)	0.0260 (4)
O6	0.2632 (5)	0.5636 (3)	0.9029 (3)	0.0402 (6)
O7	0.2694 (4)	0.2102 (3)	0.9467 (3)	0.0346 (5)
O8	1.1200 (4)	−0.1578 (3)	0.9193 (3)	0.0325 (5)
H7B	0.239 (5)	0.102 (2)	0.938 (4)	0.036 (11)*
H7A	0.402 (3)	0.261 (4)	0.996 (4)	0.033 (10)*
H8A	1.076 (7)	−0.169 (7)	0.998 (3)	0.076 (17)*
H8B	1.010 (5)	−0.178 (5)	0.836 (3)	0.049 (12)*
H5A	0.648 (7)	0.506 (4)	0.707 (5)	0.072 (16)*
H5B	0.649 (7)	0.344 (4)	0.735 (5)	0.056 (13)*
H6A	0.214 (8)	0.648 (5)	0.903 (5)	0.074 (16)*
H6B	0.281 (7)	0.538 (5)	0.995 (3)	0.057 (14)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0128 (10)	0.0149 (11)	0.0144 (11)	0.0041 (9)	0.0056 (9)	0.0050 (9)
C2	0.0141 (11)	0.0149 (11)	0.0171 (12)	0.0055 (9)	0.0053 (9)	0.0066 (9)
C3	0.0151 (11)	0.0156 (12)	0.0151 (12)	0.0058 (9)	0.0050 (9)	0.0058 (9)
C4	0.0133 (10)	0.0146 (11)	0.0128 (11)	0.0042 (9)	0.0044 (9)	0.0027 (9)
Ba1	0.01250 (7)	0.01207 (7)	0.01781 (8)	0.00464 (5)	0.00548 (5)	0.00364 (5)
O1	0.0175 (9)	0.0192 (9)	0.0300 (11)	0.0103 (7)	0.0089 (8)	0.0054 (8)
O2	0.0158 (9)	0.0123 (9)	0.0330 (11)	0.0012 (7)	0.0034 (8)	0.0051 (8)
O3	0.0172 (9)	0.0232 (10)	0.0282 (11)	0.0114 (8)	0.0086 (8)	0.0063 (8)
O4	0.0173 (9)	0.0142 (9)	0.0236 (10)	−0.0002 (7)	0.0057 (8)	0.0018 (7)
O5	0.0254 (10)	0.0236 (11)	0.0339 (12)	0.0105 (9)	0.0142 (9)	0.0087 (9)
O6	0.0645 (18)	0.0351 (14)	0.0261 (13)	0.0290 (13)	0.0109 (12)	0.0048 (11)
O7	0.0380 (14)	0.0303 (13)	0.0299 (13)	0.0104 (11)	0.0045 (11)	0.0078 (10)
O8	0.0336 (12)	0.0383 (13)	0.0241 (12)	0.0132 (10)	0.0067 (10)	0.0081 (10)

Geometric parameters (Å, º)

C1—O1	1.248 (3)	Ba1—O1^i	3.007 (2)
C1—C2	1.457 (3)	Ba1—C2^i	3.417 (2)
C1—C4	1.472 (3)	Ba1—Ba1^i	4.6868 (5)
C2—O2	1.251 (3)	Ba1—Ba1^v	4.8320 (4)
C2—C3	1.454 (3)	O1—Ba1^i	3.007 (2)
C2—Ba1^i	3.417 (2)	O2—Ba1^vi	2.7295 (18)
C3—O3	1.263 (3)	O2—Ba1^i	2.8901 (19)
C3—C4	1.467 (3)	O3—Ba1^iv	2.851 (2)
C4—O4	1.256 (3)	O4—Ba1^vii	2.8068 (18)
Ba1—O1	2.7024 (18)	O5—H5A	0.835 (18)
Ba1—O2^ii	2.7295 (18)	O5—H5B	0.831 (18)
Ba1—O4^iii	2.8067 (19)	O6—H6A	0.853 (18)
Ba1—O6	2.809 (2)	O6—H6B	0.842 (18)
Ba1—O5	2.843 (2)	O7—H7B	0.833 (17)
Ba1—O7	2.851 (2)	O7—H7A	0.827 (17)
Ba1—O3^iv	2.851 (2)	O8—H8A	0.836 (18)
Ba1—O2^i	2.8901 (19)	O8—H8B	0.846 (18)
O1—C1—C2	132.1 (2)	O2^i—Ba1—O1^i	64.18 (5)
O1—C1—C4	137.5 (2)	O1—Ba1—C2^i	114.36 (6)
C2—C1—C4	89.98 (19)	O2^ii—Ba1—C2^i	81.14 (6)
O2—C2—C3	137.0 (2)	O4^iii—Ba1—C2^i	59.48 (6)
O2—C2—C1	132.3 (2)	O6—Ba1—C2^i	108.47 (7)
C3—C2—C1	90.41 (19)	O5—Ba1—C2^i	157.52 (6)
O2—C2—Ba1^i	55.11 (13)	O7—Ba1—C2^i	128.87 (7)
C3—C2—Ba1^i	154.29 (16)	O3^iv—Ba1—C2^i	87.80 (6)
C1—C2—Ba1^i	79.79 (13)	O2^i—Ba1—C2^i	20.79 (5)
O3—C3—C2	134.2 (2)	O1^i—Ba1—C2^i	44.72 (5)
O3—C3—C4	135.3 (2)	O1—Ba1—Ba1^i	37.02 (4)
C2—C3—C4	90.30 (19)	O2^ii—Ba1—Ba1^i	135.96 (5)
O4—C4—C3	135.1 (2)	O4^iii—Ba1—Ba1^i	78.90 (4)
O4—C4—C1	135.4 (2)	O6—Ba1—Ba1^i	154.69 (5)
C3—C4—C1	89.29 (19)	O5—Ba1—Ba1^i	110.38 (5)
O1—Ba1—O2^ii	141.89 (6)	O7—Ba1—Ba1^i	93.65 (5)
O1—Ba1—O4^iii	95.94 (6)	O3^iv—Ba1—Ba1^i	66.69 (4)
O2^ii—Ba1—O4^iii	121.08 (6)	O2^i—Ba1—Ba1^i	96.85 (4)
O1—Ba1—O6	129.34 (7)	O1^i—Ba1—Ba1^i	32.75 (3)
O2^ii—Ba1—O6	69.05 (7)	C2^i—Ba1—Ba1^i	77.40 (4)
O4^iii—Ba1—O6	83.19 (7)	O1—Ba1—Ba1^v	149.10 (4)
O1—Ba1—O5	76.59 (6)	O2^ii—Ba1—Ba1^v	31.69 (4)
O2^ii—Ba1—O5	79.00 (6)	O4^iii—Ba1—Ba1^v	95.15 (4)
O4^iii—Ba1—O5	141.56 (6)	O6—Ba1—Ba1^v	80.62 (5)
O6—Ba1—O5	73.90 (8)	O5—Ba1—Ba1^v	110.62 (4)
O1—Ba1—O7	69.27 (7)	O7—Ba1—Ba1^v	141.52 (5)
O2^ii—Ba1—O7	129.30 (7)	O3^iv—Ba1—Ba1^v	80.58 (4)
O4^iii—Ba1—O7	69.39 (7)	O2^i—Ba1—Ba1^v	29.74 (4)
O6—Ba1—O7	63.13 (7)	O1^i—Ba1—Ba1^v	88.45 (3)
O5—Ba1—O7	72.77 (7)	C2^i—Ba1—Ba1^v	49.75 (4)
O1—Ba1—O3^iv	71.72 (6)	Ba1^i—Ba1—Ba1^v	118.514 (8)
O2^ii—Ba1—O3^iv	74.54 (6)	C1—O1—Ba1	146.27 (17)
O4^iii—Ba1—O3^iv	137.18 (6)	C1—O1—Ba1^i	101.01 (16)
O6—Ba1—O3^iv	136.67 (7)	Ba1—O1—Ba1^i	110.23 (6)
O5—Ba1—O3^iv	76.87 (6)	C2—O2—Ba1^vi	133.18 (16)
O7—Ba1—O3^iv	134.83 (6)	C2—O2—Ba1^i	104.10 (15)
O1—Ba1—O2^i	133.75 (6)	Ba1^vi—O2—Ba1^i	118.57 (6)
O2^ii—Ba1—O2^i	61.43 (6)	C3—O3—Ba1^iv	119.53 (16)
O4^iii—Ba1—O2^i	70.28 (5)	C4—O4—Ba1^vii	130.53 (17)
O6—Ba1—O2^i	93.74 (7)	Ba1—O5—H5A	110 (3)
O5—Ba1—O2^i	140.28 (6)	Ba1—O5—H5B	111 (3)
O7—Ba1—O2^i	135.28 (7)	H5A—O5—H5B	111 (3)
O3^iv—Ba1—O2^i	88.76 (6)	Ba1—O6—H6A	124 (3)
O1—Ba1—O1^i	69.77 (6)	Ba1—O6—H6B	118 (3)
O2^ii—Ba1—O1^i	114.41 (6)	H6A—O6—H6B	107 (3)
O4^iii—Ba1—O1^i	66.86 (5)	Ba1—O7—H7B	110 (3)
O6—Ba1—O1^i	147.06 (7)	Ba1—O7—H7A	113 (3)
O5—Ba1—O1^i	138.71 (6)	H7B—O7—H7A	109 (2)
O7—Ba1—O1^i	114.66 (6)	H8A—O8—H8B	108 (3)
O3^iv—Ba1—O1^i	70.43 (5)
O1—C1—C2—O2	−1.9 (5)	C2—C1—C4—O4	176.1 (3)
C4—C1—C2—O2	−175.4 (3)	O1—C1—C4—C3	−171.9 (3)
O1—C1—C2—C3	172.5 (3)	C2—C1—C4—C3	0.93 (19)
C4—C1—C2—C3	−0.94 (19)	C2—C1—O1—Ba1	−176.6 (2)
O1—C1—C2—Ba1^i	16.4 (3)	C4—C1—O1—Ba1	−6.3 (6)
C4—C1—C2—Ba1^i	−157.04 (15)	C2—C1—O1—Ba1^i	−18.8 (3)
O2—C2—C3—O3	−0.3 (5)	C4—C1—O1—Ba1^i	151.5 (3)
C1—C2—C3—O3	−174.3 (3)	C3—C2—O2—Ba1^vi	54.5 (4)
Ba1^i—C2—C3—O3	−107.4 (4)	C1—C2—O2—Ba1^vi	−133.6 (2)
O2—C2—C3—C4	175.0 (3)	Ba1^i—C2—O2—Ba1^vi	−155.8 (3)
C1—C2—C3—C4	0.95 (19)	C3—C2—O2—Ba1^i	−149.7 (3)
Ba1^i—C2—C3—C4	67.8 (4)	C1—C2—O2—Ba1^i	22.2 (3)
O3—C3—C4—O4	−1.1 (5)	C2—C3—O3—Ba1^iv	85.9 (3)
C2—C3—C4—O4	−176.2 (3)	C4—C3—O3—Ba1^iv	−87.3 (3)
O3—C3—C4—C1	174.2 (3)	C3—C4—O4—Ba1^vii	41.8 (4)
C2—C3—C4—C1	−0.94 (19)	C1—C4—O4—Ba1^vii	−131.4 (3)
O1—C1—C4—O4	3.3 (5)

Symmetry codes: (i) −x, −y, −z+1; (ii) x, y+1, z; (iii) x−1, y, z; (iv) −x+1, −y, −z+1; (v) −x, −y+1, −z+1; (vi) x, y−1, z; (vii) x+1, y, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7B···O8^iii	0.83 (2)	2.00 (2)	2.821 (3)	171 (3)
O7—H7A···O6^viii	0.83 (2)	2.15 (2)	2.963 (4)	168 (3)
O8—H8A···O4^ix	0.84 (2)	2.25 (3)	2.909 (3)	136 (4)
O8—H8A···O7^x	0.84 (2)	2.46 (3)	3.131 (4)	138 (4)
O8—H8B···O3	0.85 (2)	1.89 (2)	2.729 (3)	174 (4)
O5—H5A···O3^ii	0.84 (2)	2.06 (2)	2.872 (3)	163 (4)
O5—H5B···O4	0.83 (2)	2.01 (2)	2.831 (3)	171 (4)
O6—H6A···O8^xi	0.85 (2)	1.90 (2)	2.756 (3)	175 (5)
O6—H6B···O5^viii	0.84 (2)	2.10 (3)	2.899 (3)	158 (4)

Symmetry codes: (ii) x, y+1, z; (iii) x−1, y, z; (viii) −x+1, −y+1, −z+2; (ix) −x+2, −y, −z+2; (x) −x+1, −y, −z+2; (xi) x−1, y+1, z.

Poly[[diaqua(µ-1,2-dioxocyclobut-3-ene-1,2-diolato)strontium] monohydrate] (SRSANEW30-4)

Crystal data

[Sr(C4O4)(H2O)2]·H2O	Z = 2
Mr = 253.71	F(000) = 248
Triclinic, P1	Dx = 2.318 Mg m^−3
a = 6.0313 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 7.7677 (3) Å	Cell parameters from 9995 reflections
c = 8.6375 (3) Å	θ = 2.9–36.1°
α = 101.270 (2)°	µ = 7.42 mm^−1
β = 94.952 (2)°	T = 296 K
γ = 111.578 (2)°	Block, colourless
V = 363.45 (2) Å^3	0.15 × 0.10 × 0.05 mm

Data collection

Bruker Kappa APEXII CCD diffractometer	2604 independent reflections
Radiation source: fine-focus sealed tube	2440 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.046
ω and φ scan	θmax = 32.5°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −9→9
Tmin = 0.499, Tmax = 0.748	k = −11→11
14971 measured reflections	l = −13→13

Refinement

Refinement on F^2	Hydrogen site location: difference Fourier map
Least-squares matrix: full	All H-atom parameters refined
R[F^2 > 2σ(F^2)] = 0.018	w = 1/[σ^2(Fo^2) + (0.0179P)^2 + 0.0871P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.043	(Δ/σ)max = 0.004
S = 1.07	Δρmax = 0.49 e Å^−3
2604 reflections	Δρmin = −0.40 e Å^−3
134 parameters	Extinction correction: SHELXL2014 (Sheldrick, 2015b), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
9 restraints	Extinction coefficient: 0.068 (2)

Special details

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. Single crystal X-ray analysis was carried out using an Enraf (bruker) Nonius CAD4-MV31 single crystal X-ray diffractometer at 296 K using graphite monochromated Mo K_α radiation at the wave length of 0.71073 ?. Data collections were controlled by APEX 3 (Bruker, 2016) software with cell refinement and data reduction performed using SAINT (Bruker, 2016). Multi-scan absorption corrections were applied using SADABS (Bruker, 2016). The structures were all solved with SHELXT (Sheldrick, 2014) and refined by full-matrix least-squares on F2 using SHELXL (Sheldrick, 2014).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.1578 (2)	0.54759 (18)	0.95276 (16)	0.0134 (2)
C2	0.0077 (2)	0.36680 (18)	0.98712 (16)	0.0123 (2)
C3	0.9671 (2)	0.5975 (2)	0.58485 (16)	0.0144 (2)
C4	0.8169 (2)	0.41558 (19)	0.47211 (16)	0.0141 (2)
O1	0.34677 (19)	0.60251 (15)	0.89426 (14)	0.0205 (2)
O2	0.01996 (18)	0.20651 (13)	0.97124 (12)	0.01593 (19)
O3	0.9315 (2)	0.71817 (16)	0.68708 (13)	0.0225 (2)
O4	0.59549 (19)	0.31063 (16)	0.43699 (13)	0.0216 (2)
O5	0.36036 (19)	1.01521 (15)	0.85078 (13)	0.01772 (19)
O7	0.3353 (2)	1.27545 (17)	0.68587 (16)	0.0274 (3)
Sr1	0.68523 (2)	0.87328 (2)	0.83645 (2)	0.01111 (5)
O6	0.8202 (3)	1.0739 (2)	0.62887 (18)	0.0379 (3)
H6A	0.966 (3)	1.135 (4)	0.632 (4)	0.063 (9)*
H5B	0.232 (3)	0.920 (2)	0.804 (3)	0.035 (6)*
H5A	0.364 (4)	1.098 (3)	0.800 (3)	0.038 (6)*
H7B	0.360 (5)	1.377 (3)	0.754 (3)	0.055 (8)*
H7A	0.406 (4)	1.303 (3)	0.611 (2)	0.046 (7)*
H6B	0.733 (6)	1.074 (7)	0.556 (4)	0.15 (2)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0140 (6)	0.0110 (5)	0.0156 (6)	0.0045 (4)	0.0043 (5)	0.0040 (4)
C2	0.0129 (5)	0.0102 (5)	0.0140 (6)	0.0040 (4)	0.0033 (4)	0.0036 (4)
C3	0.0132 (6)	0.0181 (6)	0.0123 (6)	0.0081 (5)	0.0015 (4)	0.0009 (5)
C4	0.0133 (6)	0.0169 (6)	0.0122 (6)	0.0067 (5)	0.0021 (4)	0.0022 (5)
O1	0.0174 (5)	0.0161 (5)	0.0291 (6)	0.0050 (4)	0.0125 (4)	0.0074 (4)
O2	0.0187 (5)	0.0100 (4)	0.0198 (5)	0.0065 (4)	0.0034 (4)	0.0033 (4)
O3	0.0194 (5)	0.0252 (5)	0.0205 (5)	0.0125 (4)	0.0017 (4)	−0.0066 (4)
O4	0.0120 (5)	0.0255 (5)	0.0194 (5)	0.0021 (4)	0.0024 (4)	−0.0016 (4)
O5	0.0169 (5)	0.0165 (5)	0.0209 (5)	0.0084 (4)	0.0021 (4)	0.0041 (4)
O7	0.0377 (7)	0.0219 (5)	0.0278 (6)	0.0135 (5)	0.0169 (5)	0.0090 (5)
Sr1	0.00949 (6)	0.01009 (6)	0.01363 (7)	0.00395 (4)	0.00293 (4)	0.00206 (4)
O6	0.0391 (8)	0.0349 (7)	0.0314 (7)	0.0011 (6)	0.0044 (6)	0.0175 (6)

Geometric parameters (Å, º)

C1—O1	1.2499 (16)	O5—Sr1^vi	2.7410 (11)
C1—C2^i	1.4664 (18)	O5—H5B	0.848 (15)
C1—C2	1.4678 (17)	O5—H5A	0.841 (15)
C2—O2	1.2560 (15)	O7—H7B	0.842 (16)
C2—C1^i	1.4664 (18)	O7—H7A	0.826 (16)
C3—O3	1.2494 (16)	Sr1—O4^v	2.5879 (11)
C3—C4	1.4610 (19)	Sr1—O2^vii	2.5892 (10)
C3—C4^ii	1.4621 (18)	Sr1—O6	2.5916 (13)
C4—O4	1.2541 (17)	Sr1—O2^iv	2.6473 (10)
C4—C3^ii	1.4621 (18)	Sr1—O5^vi	2.7410 (11)
O1—Sr1	2.5037 (10)	Sr1—Sr1^viii	4.0928 (3)
O2—Sr1^iii	2.5892 (10)	Sr1—Sr1^vi	4.3592 (3)
O2—Sr1^iv	2.6473 (10)	Sr1—H5B	2.88 (2)
O3—Sr1	2.5223 (10)	O6—H6A	0.825 (17)
O4—Sr1^v	2.5879 (11)	O6—H6B	0.786 (18)
O5—Sr1	2.5783 (10)
O1—C1—C2^i	135.64 (12)	O5—Sr1—O2^iv	139.76 (3)
O1—C1—C2	134.36 (12)	O4^v—Sr1—O2^iv	133.52 (3)
C2^i—C1—C2	89.99 (10)	O2^vii—Sr1—O2^iv	77.19 (3)
O2—C2—C1^i	135.75 (12)	O6—Sr1—O2^iv	124.58 (4)
O2—C2—C1	134.24 (12)	O1—Sr1—O5^vi	72.71 (4)
C1^i—C2—C1	90.01 (10)	O3—Sr1—O5^vi	136.99 (3)
O3—C3—C4	136.13 (13)	O5—Sr1—O5^vi	69.97 (4)
O3—C3—C4^ii	133.92 (13)	O4^v—Sr1—O5^vi	137.92 (3)
C4—C3—C4^ii	89.94 (10)	O2^vii—Sr1—O5^vi	69.86 (3)
O4—C4—C3	135.94 (13)	O6—Sr1—O5^vi	130.06 (5)
O4—C4—C3^ii	134.00 (13)	O2^iv—Sr1—O5^vi	69.82 (3)
C3—C4—C3^ii	90.06 (10)	O1—Sr1—Sr1^viii	117.69 (3)
C1—O1—Sr1	148.28 (9)	O3—Sr1—Sr1^viii	81.92 (3)
C2—O2—Sr1^iii	128.17 (9)	O5—Sr1—Sr1^viii	119.89 (3)
C2—O2—Sr1^iv	124.95 (9)	O4^v—Sr1—Sr1^viii	157.83 (2)
Sr1^iii—O2—Sr1^iv	102.81 (3)	O2^vii—Sr1—Sr1^viii	39.10 (2)
C3—O3—Sr1	156.36 (10)	O6—Sr1—Sr1^viii	97.87 (4)
C4—O4—Sr1^v	131.61 (9)	O2^iv—Sr1—Sr1^viii	38.09 (2)
Sr1—O5—Sr1^vi	110.03 (4)	O5^vi—Sr1—Sr1^viii	63.83 (2)
Sr1—O5—H5B	102.5 (15)	O1—Sr1—Sr1^vi	73.25 (2)
Sr1^vi—O5—H5B	108.2 (16)	O3—Sr1—Sr1^vi	170.71 (3)
Sr1—O5—H5A	119.7 (16)	O5—Sr1—Sr1^vi	36.21 (2)
Sr1^vi—O5—H5A	111.6 (16)	O4^v—Sr1—Sr1^vi	110.74 (2)
H5B—O5—H5A	103.7 (18)	O2^vii—Sr1—Sr1^vi	77.75 (2)
H7B—O7—H7A	109 (2)	O6—Sr1—Sr1^vi	109.88 (4)
O1—Sr1—O3	104.70 (4)	O2^iv—Sr1—Sr1^vi	103.56 (2)
O1—Sr1—O5	80.15 (4)	O5^vi—Sr1—Sr1^vi	33.76 (2)
O3—Sr1—O5	153.03 (4)	Sr1^viii—Sr1—Sr1^vi	91.001 (5)
O1—Sr1—O4^v	74.56 (4)	O1—Sr1—H5B	67.6 (4)
O3—Sr1—O4^v	76.88 (3)	O3—Sr1—H5B	142.7 (4)
O5—Sr1—O4^v	79.03 (4)	O5—Sr1—H5B	16.7 (3)
O1—Sr1—O2^vii	142.38 (4)	O4^v—Sr1—H5B	65.8 (4)
O3—Sr1—O2^vii	100.05 (3)	O2^vii—Sr1—H5B	107.1 (3)
O5—Sr1—O2^vii	90.42 (3)	O6—Sr1—H5B	89.1 (4)
O4^v—Sr1—O2^vii	139.45 (4)	O2^iv—Sr1—H5B	143.4 (5)
O1—Sr1—O6	144.39 (5)	O5^vi—Sr1—H5B	77.6 (5)
O3—Sr1—O6	77.22 (5)	Sr1^viii—Sr1—H5B	134.8 (4)
O5—Sr1—O6	83.73 (5)	Sr1^vi—Sr1—H5B	45.5 (4)
O4^v—Sr1—O6	71.30 (4)	Sr1—O6—H6A	119 (2)
O2^vii—Sr1—O6	68.67 (4)	Sr1—O6—H6B	124 (3)
O1—Sr1—O2^iv	86.78 (3)	H6A—O6—H6B	116 (3)
O3—Sr1—O2^iv	67.17 (3)
O1—C1—C2—O2	1.1 (3)	C2—C1—O1—Sr1	−170.03 (12)
C2^i—C1—C2—O2	−179.7 (2)	C1^i—C2—O2—Sr1^iii	50.8 (2)
O1—C1—C2—C1^i	−179.2 (2)	C1—C2—O2—Sr1^iii	−129.65 (14)
C2^i—C1—C2—C1^i	0.000 (1)	C1^i—C2—O2—Sr1^iv	−102.56 (17)
O3—C3—C4—O4	−1.1 (3)	C1—C2—O2—Sr1^iv	77.04 (18)
C4^ii—C3—C4—O4	179.6 (2)	C4—C3—O3—Sr1	−9.2 (4)
O3—C3—C4—C3^ii	179.3 (2)	C4^ii—C3—O3—Sr1	169.77 (16)
C4^ii—C3—C4—C3^ii	0.000 (1)	C3—C4—O4—Sr1^v	137.14 (14)
C2^i—C1—O1—Sr1	11.1 (3)	C3^ii—C4—O4—Sr1^v	−43.4 (2)

Symmetry codes: (i) −x, −y+1, −z+2; (ii) −x+2, −y+1, −z+1; (iii) x−1, y−1, z; (iv) −x+1, −y+1, −z+2; (v) −x+1, −y+1, −z+1; (vi) −x+1, −y+2, −z+2; (vii) x+1, y+1, z; (viii) −x+2, −y+2, −z+2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O7^ix	0.83 (2)	2.05 (2)	2.864 (2)	168 (3)
O5—H5B···O3^x	0.85 (2)	1.93 (2)	2.7779 (16)	175 (2)
O5—H5A···O7	0.84 (2)	1.89 (2)	2.7296 (16)	174 (2)
O7—H7B···O1^xi	0.84 (2)	1.96 (2)	2.7860 (16)	168 (3)
O7—H7A···O4^xi	0.83 (2)	1.96 (2)	2.7666 (16)	165 (2)

Symmetry codes: (ix) x+1, y, z; (x) x−1, y, z; (xi) x, y+1, z.

Poly[[triaqua(µ-1,2-dioxocyclobut-3-ene-1,2-diolato)barium/strontium(0.85/0.15)] monohydrate] (BSMS)

Crystal data

[Ba0.85Sr0.15(C4O4)(H2O)3]·H2O	Z = 2
Mr = 313.99	F(000) = 299
Triclinic, P1	Dx = 2.372 Mg m^−3
a = 6.8271 (7) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.1878 (9) Å	Cell parameters from 9936 reflections
c = 8.8227 (9) Å	θ = 3.3–33.3°
α = 95.18 (4)°	µ = 4.77 mm^−1
β = 106.64 (5)°	T = 296 K
γ = 108.33 (4)°	Block, colourless
V = 439.66 (16) Å^3	0.20 × 0.15 × 0.10 mm

Data collection

Bruker Kappa APEX3 CMOS diffractometer	2451 independent reflections
Radiation source: fine-focus sealed tube	2345 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.046
ω and φ scan	θmax = 29.5°, θmin = 3.3°
Absorption correction: multi-scan (SADABS; Bruker, 2016)	h = −9→9
Tmin = 0.558, Tmax = 0.746	k = −11→11
15596 measured reflections	l = −12→12

Refinement

Refinement on F^2	13 restraints
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.023	Only H-atom coordinates refined
wR(F^2) = 0.060	w = 1/[σ^2(Fo^2) + (0.0291P)^2 + 0.6593P] where P = (Fo^2 + 2Fc^2)/3
S = 1.13	(Δ/σ)max = 0.001
2451 reflections	Δρmax = 1.51 e Å^−3
153 parameters	Δρmin = −1.58 e Å^−3

Special details

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. Single crystal X-ray analysis was carried out using an Enraf (bruker) Nonius CAD4-MV31 single crystal X-ray diffractometer at 296 K using graphite monochromated Mo K_α radiation at the wave length of 0.71073 ?. Data collections were controlled by APEX 3 (Bruker, 2016) software with cell refinement and data reduction performed using SAINT (Bruker, 2016). Multi-scan absorption corrections were applied using SADABS (Bruker, 2016). The structures were all solved with SHELXT (Sheldrick, 2014) and refined by full-matrix least-squares on F2 using SHELXL (Sheldrick, 2014).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
C1	0.3834 (4)	0.4374 (3)	0.6401 (3)	0.0162 (5)
C2	0.6250 (4)	0.5030 (4)	0.6913 (3)	0.0164 (5)
C3	0.6178 (4)	0.3223 (4)	0.6546 (3)	0.0167 (5)
C4	0.3797 (4)	0.2583 (3)	0.6074 (3)	0.0161 (5)
O1	0.2346 (4)	0.4994 (3)	0.6157 (3)	0.0230 (4)
O2	0.2245 (3)	0.1134 (3)	0.5482 (3)	0.0246 (4)
O3	0.7560 (4)	0.2510 (3)	0.6514 (3)	0.0237 (4)
O4	0.7727 (3)	0.6518 (3)	0.7349 (3)	0.0227 (4)
O5	0.6009 (4)	0.9233 (3)	0.7512 (3)	0.0285 (5)
O7	0.2702 (5)	0.7107 (4)	0.9459 (3)	0.0379 (6)
O8	1.1212 (5)	0.3430 (4)	0.9194 (3)	0.0350 (6)
Ba1	0.1365 (2)	0.79377 (17)	0.63652 (10)	0.01297 (10)	0.85
Sr1	0.126 (2)	0.7912 (17)	0.6177 (11)	0.01297 (10)	0.15
O6	0.2630 (6)	1.0633 (4)	0.9025 (3)	0.0441 (7)
H6B	0.306 (8)	1.036 (7)	0.996 (4)	0.053*
H6A	0.190 (8)	1.128 (6)	0.918 (6)	0.053*
H5B	0.655 (10)	0.845 (6)	0.740 (8)	0.08 (2)*
H5A	0.661 (8)	1.011 (4)	0.713 (6)	0.048 (14)*
H8A	1.005 (5)	0.314 (7)	0.837 (4)	0.052 (15)*
H7A	0.404 (5)	0.771 (6)	1.005 (7)	0.08 (2)*
H7B	0.268 (9)	0.603 (3)	0.933 (7)	0.07 (2)*
H8B	1.082 (9)	0.337 (11)	1.003 (4)	0.10 (3)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0145 (11)	0.0158 (11)	0.0179 (12)	0.0031 (9)	0.0068 (9)	0.0052 (9)
C2	0.0149 (11)	0.0183 (12)	0.0161 (11)	0.0050 (9)	0.0061 (9)	0.0045 (9)
C3	0.0138 (11)	0.0174 (12)	0.0184 (12)	0.0044 (9)	0.0055 (9)	0.0058 (9)
C4	0.0144 (11)	0.0144 (11)	0.0210 (12)	0.0050 (9)	0.0069 (9)	0.0071 (9)
O1	0.0193 (10)	0.0216 (10)	0.0323 (11)	0.0102 (8)	0.0111 (8)	0.0073 (9)
O2	0.0162 (10)	0.0153 (9)	0.0365 (12)	0.0009 (8)	0.0050 (9)	0.0068 (8)
O3	0.0174 (9)	0.0247 (10)	0.0330 (12)	0.0112 (8)	0.0096 (8)	0.0078 (9)
O4	0.0177 (9)	0.0187 (10)	0.0261 (11)	−0.0004 (8)	0.0073 (8)	0.0025 (8)
O5	0.0258 (11)	0.0267 (12)	0.0372 (13)	0.0095 (9)	0.0158 (10)	0.0089 (10)
O7	0.0395 (15)	0.0347 (14)	0.0350 (14)	0.0111 (12)	0.0075 (12)	0.0099 (11)
O8	0.0352 (14)	0.0403 (14)	0.0273 (12)	0.0128 (11)	0.0074 (11)	0.0081 (11)
Ba1	0.01035 (17)	0.01177 (10)	0.0166 (3)	0.00299 (11)	0.0050 (2)	0.0037 (2)
Sr1	0.01035 (17)	0.01177 (10)	0.0166 (3)	0.00299 (11)	0.0050 (2)	0.0037 (2)
O6	0.066 (2)	0.0383 (15)	0.0315 (14)	0.0276 (15)	0.0119 (13)	0.0072 (12)

Geometric parameters (Å, º)

C1—O1	1.247 (3)	O5—H5A	0.854 (19)
C1—C4	1.459 (4)	O7—Ba1	2.837 (3)
C1—C2	1.478 (4)	O7—Sr1	2.985 (10)
C1—Sr1^i	3.372 (12)	O7—H7A	0.86 (2)
C2—O4	1.253 (3)	O7—H7B	0.870 (19)
C2—C3	1.468 (4)	O8—H8A	0.857 (19)
C3—O3	1.261 (3)	O8—H8B	0.85 (2)
C3—C4	1.459 (4)	Ba1—O2^v	2.732 (3)
C4—O2	1.259 (3)	Ba1—O6	2.798 (3)
C4—Sr1^i	3.325 (12)	Ba1—O4^vi	2.806 (3)
C4—Ba1^i	3.432 (3)	Ba1—O3^iii	2.863 (3)
O1—Ba1	2.701 (3)	Ba1—O2^i	2.900 (3)
O1—Sr1	2.717 (14)	Ba1—O1^i	3.019 (3)
O1—Sr1^i	2.913 (12)	Ba1—C4^i	3.432 (4)
O1—Ba1^i	3.019 (3)	Ba1—Ba1^i	4.703 (3)
O2—Sr1^ii	2.683 (13)	Sr1—O2^v	2.683 (13)
O2—Ba1^ii	2.732 (3)	Sr1—O3^iii	2.746 (12)
O2—Sr1^i	2.800 (12)	Sr1—O2^i	2.800 (12)
O2—Ba1^i	2.900 (3)	Sr1—O4^vi	2.843 (13)
O3—Sr1^iii	2.746 (12)	Sr1—O6	2.912 (12)
O3—Ba1^iii	2.863 (3)	Sr1—O1^i	2.913 (12)
O4—Ba1^iv	2.806 (3)	Sr1—C4^i	3.325 (12)
O4—Sr1^iv	2.843 (13)	Sr1—C1^i	3.372 (12)
O5—Ba1	2.838 (3)	Sr1—Sr1^i	4.59 (3)
O5—Sr1	2.909 (12)	O6—H6B	0.869 (19)
O5—H5B	0.846 (19)	O6—H6A	0.859 (19)
O1—C1—C4	132.2 (3)	O4^vi—Ba1—C4^i	59.33 (7)
O1—C1—C2	137.9 (3)	O7—Ba1—C4^i	129.12 (10)
C4—C1—C2	89.6 (2)	O5—Ba1—C4^i	157.24 (8)
O1—C1—Sr1^i	58.1 (3)	O3^iii—Ba1—C4^i	87.37 (8)
C4—C1—Sr1^i	75.7 (3)	O2^i—Ba1—C4^i	20.83 (6)
C2—C1—Sr1^i	154.5 (3)	O1^i—Ba1—C4^i	44.55 (7)
O4—C2—C3	135.1 (3)	O1—Ba1—Ba1^i	36.97 (6)
O4—C2—C1	135.0 (3)	O2^v—Ba1—Ba1^i	135.48 (6)
C3—C2—C1	89.7 (2)	O6—Ba1—Ba1^i	155.07 (8)
O3—C3—C4	134.2 (3)	O4^vi—Ba1—Ba1^i	78.78 (7)
O3—C3—C2	135.6 (3)	O7—Ba1—Ba1^i	93.87 (9)
C4—C3—C2	89.9 (2)	O5—Ba1—Ba1^i	110.32 (9)
O2—C4—C1	132.0 (3)	O3^iii—Ba1—Ba1^i	66.46 (6)
O2—C4—C3	136.9 (3)	O2^i—Ba1—Ba1^i	96.45 (7)
C1—C4—C3	90.8 (2)	O1^i—Ba1—Ba1^i	32.56 (5)
O2—C4—Sr1^i	55.0 (3)	C4^i—Ba1—Ba1^i	77.05 (7)
C1—C4—Sr1^i	79.2 (3)	O2^v—Sr1—O1	143.9 (5)
C3—C4—Sr1^i	155.8 (3)	O2^v—Sr1—O3^iii	77.1 (3)
O2—C4—Ba1^i	55.03 (15)	O1—Sr1—O3^iii	73.2 (3)
C1—C4—Ba1^i	79.71 (16)	O2^v—Sr1—O2^i	63.0 (3)
C3—C4—Ba1^i	154.25 (18)	O1—Sr1—O2^i	137.5 (4)
C1—O1—Ba1	145.98 (19)	O3^iii—Sr1—O2^i	92.6 (3)
C1—O1—Sr1	147.3 (3)	O2^v—Sr1—O4^vi	121.3 (5)
C1—O1—Sr1^i	100.5 (3)	O1—Sr1—O4^vi	94.7 (4)
Sr1—O1—Sr1^i	109.0 (3)	O3^iii—Sr1—O4^vi	141.0 (4)
C1—O1—Ba1^i	101.09 (18)	O2^i—Sr1—O4^vi	71.3 (3)
Ba1—O1—Ba1^i	110.47 (8)	O2^v—Sr1—O5	78.7 (3)
C4—O2—Sr1^ii	135.8 (3)	O1—Sr1—O5	75.2 (3)
C4—O2—Ba1^ii	133.02 (19)	O3^iii—Sr1—O5	77.5 (3)
C4—O2—Sr1^i	103.4 (3)	O2^i—Sr1—O5	141.7 (5)
Sr1^ii—O2—Sr1^i	117.0 (3)	O4^vi—Sr1—O5	136.3 (4)
C4—O2—Ba1^i	104.13 (18)	O2^v—Sr1—O6	68.0 (3)
Ba1^ii—O2—Ba1^i	118.93 (8)	O1—Sr1—O6	124.4 (4)
C3—O3—Sr1^iii	121.4 (3)	O3^iii—Sr1—O6	136.8 (5)
C3—O3—Ba1^iii	119.47 (19)	O2^i—Sr1—O6	93.6 (4)
C2—O4—Ba1^iv	130.86 (19)	O4^vi—Sr1—O6	80.8 (3)
C2—O4—Sr1^iv	129.1 (3)	O5—Sr1—O6	71.5 (3)
Ba1—O5—H5B	113 (5)	O2^v—Sr1—O1^i	119.1 (4)
Sr1—O5—H5B	113 (5)	O1—Sr1—O1^i	71.0 (3)
Ba1—O5—H5A	115 (4)	O3^iii—Sr1—O1^i	73.3 (3)
Sr1—O5—H5A	113 (4)	O2^i—Sr1—O1^i	66.6 (2)
H5B—O5—H5A	110 (3)	O4^vi—Sr1—O1^i	67.7 (3)
Ba1—O7—H7A	115 (4)	O5—Sr1—O1^i	140.3 (5)
Sr1—O7—H7A	116 (4)	O6—Sr1—O1^i	146.6 (5)
Ba1—O7—H7B	108 (4)	O2^v—Sr1—O7	125.4 (4)
Sr1—O7—H7B	107 (4)	O1—Sr1—O7	67.0 (3)
H7A—O7—H7B	104 (3)	O3^iii—Sr1—O7	133.3 (5)
H8A—O8—H8B	107 (3)	O2^i—Sr1—O7	133.4 (5)
O1—Ba1—O2^v	141.84 (9)	O4^vi—Sr1—O7	67.2 (3)
O1—Ba1—O6	129.81 (9)	O5—Sr1—O7	69.8 (2)
O2^v—Ba1—O6	69.09 (9)	O6—Sr1—O7	60.2 (2)
O1—Ba1—O4^vi	95.95 (8)	O1^i—Sr1—O7	113.5 (4)
O2^v—Ba1—O4^vi	120.90 (9)	O2^v—Sr1—C4^i	83.6 (3)
O6—Ba1—O4^vi	83.48 (10)	O1—Sr1—C4^i	116.9 (4)
O1—Ba1—O7	69.45 (9)	O3^iii—Sr1—C4^i	91.5 (3)
O2^v—Ba1—O7	129.60 (10)	O2^i—Sr1—C4^i	21.61 (11)
O6—Ba1—O7	63.37 (9)	O4^vi—Sr1—C4^i	60.5 (2)
O4^vi—Ba1—O7	69.79 (9)	O5—Sr1—C4^i	160.9 (4)
O1—Ba1—O5	76.65 (9)	O6—Sr1—C4^i	108.6 (4)
O2^v—Ba1—O5	79.21 (9)	O1^i—Sr1—C4^i	46.17 (17)
O6—Ba1—O5	74.23 (11)	O7—Sr1—C4^i	127.7 (4)
O4^vi—Ba1—O5	142.15 (8)	O2^v—Sr1—C1^i	105.0 (3)
O7—Ba1—O5	72.92 (10)	O1—Sr1—C1^i	91.7 (3)
O1—Ba1—O3^iii	71.60 (8)	O3^iii—Sr1—C1^i	83.6 (3)
O2^v—Ba1—O3^iii	74.41 (8)	O2^i—Sr1—C1^i	46.33 (18)
O6—Ba1—O3^iii	136.67 (10)	O4^vi—Sr1—C1^i	59.3 (2)
O4^vi—Ba1—O3^iii	136.70 (9)	O5—Sr1—C1^i	159.4 (4)
O7—Ba1—O3^iii	134.88 (9)	O6—Sr1—C1^i	128.9 (5)
O5—Ba1—O3^iii	76.77 (9)	O1^i—Sr1—C1^i	21.33 (10)
O1—Ba1—O2^i	133.28 (9)	O7—Sr1—C1^i	120.1 (4)
O2^v—Ba1—O2^i	61.07 (8)	C4^i—Sr1—C1^i	25.15 (10)
O6—Ba1—O2^i	93.88 (10)	O2^v—Sr1—Sr1^i	142.0 (4)
O4^vi—Ba1—O2^i	70.33 (7)	O1—Sr1—Sr1^i	36.9 (2)
O7—Ba1—O2^i	135.78 (10)	O3^iii—Sr1—Sr1^i	69.3 (3)
O5—Ba1—O2^i	140.07 (8)	O2^i—Sr1—Sr1^i	100.7 (4)
O3^iii—Ba1—O2^i	88.17 (8)	O4^vi—Sr1—Sr1^i	78.9 (4)
O1—Ba1—O1^i	69.53 (8)	O5—Sr1—Sr1^i	109.7 (5)
O2^v—Ba1—O1^i	114.02 (8)	O6—Sr1—Sr1^i	149.9 (5)
O6—Ba1—O1^i	147.10 (10)	O1^i—Sr1—Sr1^i	34.07 (16)
O4^vi—Ba1—O1^i	66.68 (7)	O7—Sr1—Sr1^i	91.3 (4)
O7—Ba1—O1^i	114.79 (9)	C4^i—Sr1—Sr1^i	80.1 (3)
O5—Ba1—O1^i	138.38 (9)	C1^i—Sr1—Sr1^i	55.0 (2)
O3^iii—Ba1—O1^i	70.15 (7)	Ba1—O6—H6B	115 (3)
O2^i—Ba1—O1^i	64.00 (7)	Sr1—O6—H6B	118 (3)
O1—Ba1—C4^i	113.96 (9)	Ba1—O6—H6A	126 (4)
O2^v—Ba1—C4^i	80.87 (8)	Sr1—O6—H6A	125 (4)
O6—Ba1—C4^i	108.56 (11)	H6B—O6—H6A	103 (3)
O1—C1—C2—O4	2.7 (6)	C4—C1—O1—Ba1	−177.3 (2)
C4—C1—C2—O4	175.9 (3)	C2—C1—O1—Ba1	−6.5 (6)
Sr1^i—C1—C2—O4	122.1 (6)	C4—C1—O1—Sr1	−171.8 (5)
O1—C1—C2—C3	−172.1 (4)	C2—C1—O1—Sr1	−1.0 (7)
C4—C1—C2—C3	1.1 (2)	Sr1^i—C1—O1—Sr1	−154.7 (4)
Sr1^i—C1—C2—C3	−52.7 (7)	C4—C1—O1—Sr1^i	−17.1 (4)
O4—C2—C3—O3	−1.0 (6)	C2—C1—O1—Sr1^i	153.8 (4)
C1—C2—C3—O3	173.8 (3)	C4—C1—O1—Ba1^i	−19.3 (4)
O4—C2—C3—C4	−175.9 (3)	C2—C1—O1—Ba1^i	151.6 (3)
C1—C2—C3—C4	−1.1 (2)	C1—C4—O2—Sr1^ii	−136.0 (5)
O1—C1—C4—O2	−1.8 (6)	C3—C4—O2—Sr1^ii	51.9 (6)
C2—C1—C4—O2	−175.8 (3)	Sr1^i—C4—O2—Sr1^ii	−156.2 (4)
Sr1^i—C1—C4—O2	−16.8 (4)	C1—C4—O2—Ba1^ii	−133.9 (3)
O1—C1—C4—C3	172.8 (3)	C3—C4—O2—Ba1^ii	54.0 (5)
C2—C1—C4—C3	−1.1 (2)	Ba1^i—C4—O2—Ba1^ii	−156.5 (3)
Sr1^i—C1—C4—C3	157.9 (3)	C1—C4—O2—Sr1^i	20.3 (4)
O1—C1—C4—Sr1^i	14.9 (4)	C3—C4—O2—Sr1^i	−151.9 (4)
C2—C1—C4—Sr1^i	−159.0 (3)	C1—C4—O2—Ba1^i	22.7 (4)
O1—C1—C4—Ba1^i	16.9 (3)	C3—C4—O2—Ba1^i	−149.5 (3)
C2—C1—C4—Ba1^i	−157.03 (16)	C4—C3—O3—Sr1^iii	87.0 (5)
O3—C3—C4—O2	0.3 (6)	C2—C3—O3—Sr1^iii	−85.9 (5)
C2—C3—C4—O2	175.3 (4)	C4—C3—O3—Ba1^iii	85.8 (4)
O3—C3—C4—C1	−173.9 (3)	C2—C3—O3—Ba1^iii	−87.1 (4)
C2—C3—C4—C1	1.1 (2)	C3—C2—O4—Ba1^iv	41.1 (5)
O3—C3—C4—Sr1^i	−109.1 (7)	C1—C2—O4—Ba1^iv	−131.5 (3)
C2—C3—C4—Sr1^i	65.9 (7)	C3—C2—O4—Sr1^iv	44.4 (5)
O3—C3—C4—Ba1^i	−106.3 (5)	C1—C2—O4—Sr1^iv	−128.2 (4)
C2—C3—C4—Ba1^i	68.7 (5)

Symmetry codes: (i) −x, −y+1, −z+1; (ii) x, y−1, z; (iii) −x+1, −y+1, −z+1; (iv) x+1, y, z; (v) x, y+1, z; (vi) x−1, y, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5B···O4	0.85 (2)	1.99 (2)	2.832 (3)	174 (6)
O5—H5A···O3^v	0.85 (2)	2.05 (2)	2.875 (3)	164 (5)
O8—H8A···O3	0.86 (2)	1.88 (2)	2.738 (4)	177 (5)
O7—H7A···O6^vii	0.86 (2)	2.11 (2)	2.962 (5)	166 (6)
O7—H7B···O8^vi	0.87 (2)	2.03 (3)	2.822 (4)	152 (5)
O8—H8B···O4^viii	0.85 (2)	2.22 (4)	2.919 (4)	139 (5)
O8—H8B···O7^ix	0.85 (2)	2.49 (5)	3.149 (4)	135 (5)
O6—H6B···O5^vii	0.87 (2)	2.10 (3)	2.909 (4)	155 (4)
O6—H6A···O8^x	0.86 (2)	1.96 (3)	2.761 (4)	155 (5)

Symmetry codes: (v) x, y+1, z; (vi) x−1, y, z; (vii) −x+1, −y+2, −z+2; (viii) −x+2, −y+1, −z+2; (ix) −x+1, −y+1, −z+2; (x) x−1, y+1, z.