Crystal structure of strontium and barium acesulafame (6-methyl-4-oxo-4H-1,2,3-oxa­thia­zin-3-ide 2,2-dioxide)

Strontium and barium acesulfames crystallize in nearly identical isotypic forms, with barium–oxygen inter­atomic distances being longer due to the larger ionic radius of the barium(II) ion. The conformation of the acesulafame ions is a distorted envelope with an out-of-plane S atom. Metal and acesulfame ions are assembled in infinitive chains along the [100] axis. These chains are connected via hydrogen bonds into a three-dimensional network.

Key indicators

Structure: Sr

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.027
• wR factor = 0.062
• Data-to-parameter ratio = 25.9

Structure: Ba

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.032
• wR factor = 0.059
• Data-to-parameter ratio = 30.3

checkCIF/PLATON results

No syntax errors found



Datablock: Sr


Alert level C
PLAT975_ALERT_2_C Check Calcd Resid. Dens.  1.08A   From O6              0.46 eA-3
PLAT977_ALERT_2_C Check Negative Difference Density on H2               -0.31 eA-3

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          1 Info
PLAT395_ALERT_2_G Deviating  X-O-Y    Angle From 120 for O3             117.7 Degree
PLAT395_ALERT_2_G Deviating  X-O-Y    Angle From 120 for O7             117.0 Degree
PLAT764_ALERT_4_G Overcomplete CIF Bond List Detected (Rep/Expd) .       1.43 Ratio
PLAT774_ALERT_1_G Suspect X-Y Bond in CIF: Sr1      --Sr1       ..       4.28 Ang.
PLAT793_ALERT_4_G Model has Chirality at S1          (Centro SPGR)          S Verify
PLAT793_ALERT_4_G Model has Chirality at S2          (Centro SPGR)          S Verify
PLAT804_ALERT_5_G Number of ARU-Code Packing Problem(s) in PLATON           1 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          3 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         13 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          5 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   2 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  11 ALERT level G = General information/check it is not something unexpected

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   4 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check




Datablock: Ba


Alert level C
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      3.577 Check
PLAT975_ALERT_2_C Check Calcd Resid. Dens.  1.07A   From N1              0.55 eA-3

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          1 Info
PLAT380_ALERT_4_G Incorrectly? Oriented X(sp2)-Methyl Moiety .....         C8 Check
PLAT395_ALERT_2_G Deviating  X-O-Y    Angle From 120 for O3             118.2 Degree
PLAT395_ALERT_2_G Deviating  X-O-Y    Angle From 120 for O7             117.1 Degree
PLAT764_ALERT_4_G Overcomplete CIF Bond List Detected (Rep/Expd) .       1.10 Ratio
PLAT774_ALERT_1_G Suspect X-Y Bond in CIF: Ba1      --Ba1       ..       4.45 Ang.
PLAT793_ALERT_4_G Model has Chirality at S1          (Centro SPGR)          S Verify
PLAT793_ALERT_4_G Model has Chirality at S2          (Centro SPGR)          S Verify
PLAT804_ALERT_5_G Number of ARU-Code Packing Problem(s) in PLATON           1 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          3 Note
PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF ....          1 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          1 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   2 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  12 ALERT level G = General information/check it is not something unexpected

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   4 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

---

Computing details

For both structures, data collection: APEX2 (Bruker, 2013); cell refinement: SAINT (Bruker, 2013); data reduction: SAINT (Bruker, 2013). Program(s) used to solve structure: SHELXT (Sheldrick, 2015a) for Sr. Program(s) used to refine structure: SHELXLL2016 (Sheldrick, 2015b) for Sr; SHELXL97 (Sheldrick, 2008) for Ba. For both structures, molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

Poly[aquabis(µ₃-6-methyl-2,2-dioxo-1,2λ⁶,3-oxathiazin-4-olato)strontium(II)] (Sr)

Crystal data

[Sr(C4H4NO4S)2(H2O)]	F(000) = 856
Mr = 429.92	Dx = 2.017 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 7.9695 (3) Å	Cell parameters from 9082 reflections
b = 18.5217 (8) Å	θ = 3.1–33.3°
c = 9.7310 (4) Å	µ = 4.15 mm^−1
β = 99.651 (1)°	T = 173 K
V = 1416.05 (10) Å^3	Needle, colourless
Z = 4	0.55 × 0.13 × 0.07 mm

Data collection

Bruker PHOTON-100 CMOS diffractometer	4548 reflections with I > 2σ(I)
φ and ω scans	Rint = 0.043
Absorption correction: numerical (SADABS; Krause et al., 2015)	θmax = 33.2°, θmin = 3.1°
Tmin = 0.228, Tmax = 0.797	h = −12→12
54583 measured reflections	k = −28→28
5414 independent reflections	l = −14→14

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.027	Hydrogen site location: mixed
wR(F^2) = 0.062	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0247P)^2 + 1.3759P] where P = (Fo^2 + 2Fc^2)/3
5414 reflections	(Δ/σ)max = 0.001
209 parameters	Δρmax = 0.73 e Å^−3
0 restraints	Δρmin = −0.46 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.

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

	x	y	z	Uiso*/Ueq
Sr1	0.73894 (2)	0.46960 (2)	0.43922 (2)	0.01161 (4)
S1	0.07248 (5)	0.32528 (2)	0.53917 (4)	0.01432 (7)
S2	1.37055 (5)	0.52355 (2)	0.16245 (4)	0.01457 (8)
O1	0.69696 (19)	0.37734 (8)	0.23495 (15)	0.0236 (3)
H1A	0.703 (4)	0.3346 (16)	0.232 (3)	0.038 (8)*
H1B	0.656 (4)	0.3914 (17)	0.155 (3)	0.049 (9)*
O2	0.46642 (16)	0.41317 (7)	0.48048 (14)	0.0216 (3)
O3	0.04339 (16)	0.28794 (7)	0.38723 (14)	0.0207 (3)
O4	0.11859 (18)	0.26877 (7)	0.63821 (14)	0.0247 (3)
O5	−0.08823 (16)	0.35905 (7)	0.54351 (14)	0.0200 (2)
O6	1.00611 (16)	0.48946 (7)	0.33932 (13)	0.0185 (2)
O7	1.34454 (16)	0.44775 (8)	0.07948 (14)	0.0218 (3)
O8	1.31994 (17)	0.57900 (8)	0.06234 (13)	0.0223 (3)
O9	1.54716 (15)	0.52276 (7)	0.22320 (13)	0.0197 (2)
N1	0.21644 (18)	0.38308 (8)	0.53881 (15)	0.0159 (3)
N2	1.25495 (18)	0.51967 (8)	0.27867 (14)	0.0162 (3)
C1	0.3450 (2)	0.36951 (9)	0.46730 (17)	0.0149 (3)
C2	0.3318 (2)	0.30990 (10)	0.36758 (18)	0.0191 (3)
H2	0.4300	0.2956	0.3311	0.023*
C3	0.1853 (2)	0.27495 (10)	0.32641 (18)	0.0188 (3)
C4	0.1419 (3)	0.22384 (12)	0.2083 (2)	0.0310 (4)
H4A	0.0983	0.1789	0.2419	0.046*
H4B	0.2441	0.2135	0.1680	0.046*
H4C	0.0548	0.2454	0.1370	0.046*
C5	1.1042 (2)	0.48462 (9)	0.25133 (17)	0.0142 (3)
C6	1.0638 (2)	0.43825 (10)	0.12897 (17)	0.0175 (3)
H6	0.9511	0.4203	0.1040	0.021*
C7	1.1800 (2)	0.42032 (10)	0.05129 (17)	0.0186 (3)
C8	1.1604 (3)	0.36965 (12)	−0.0686 (2)	0.0312 (4)
H8A	1.1812	0.3954	−0.1521	0.047*
H8B	1.0446	0.3500	−0.0848	0.047*
H8C	1.2424	0.3301	−0.0480	0.047*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sr1	0.01046 (6)	0.01363 (7)	0.01116 (6)	−0.00146 (5)	0.00300 (4)	−0.00080 (5)
S1	0.01438 (17)	0.01221 (16)	0.01734 (18)	−0.00014 (13)	0.00547 (13)	−0.00002 (13)
S2	0.01118 (16)	0.0224 (2)	0.01036 (16)	−0.00041 (14)	0.00245 (12)	−0.00008 (14)
O1	0.0324 (7)	0.0183 (6)	0.0196 (6)	−0.0036 (5)	0.0034 (5)	−0.0044 (5)
O2	0.0156 (6)	0.0261 (7)	0.0230 (6)	−0.0074 (5)	0.0032 (5)	0.0018 (5)
O3	0.0161 (6)	0.0236 (6)	0.0235 (6)	−0.0044 (5)	0.0061 (5)	−0.0086 (5)
O4	0.0291 (7)	0.0179 (6)	0.0278 (7)	0.0027 (5)	0.0068 (5)	0.0079 (5)
O5	0.0156 (5)	0.0187 (6)	0.0280 (7)	0.0015 (5)	0.0101 (5)	0.0016 (5)
O6	0.0160 (5)	0.0223 (6)	0.0189 (6)	−0.0016 (5)	0.0085 (5)	−0.0008 (5)
O7	0.0185 (6)	0.0283 (7)	0.0202 (6)	−0.0013 (5)	0.0077 (5)	−0.0082 (5)
O8	0.0196 (6)	0.0301 (7)	0.0168 (6)	0.0013 (5)	0.0020 (5)	0.0068 (5)
O9	0.0113 (5)	0.0322 (7)	0.0153 (5)	−0.0004 (5)	0.0016 (4)	0.0019 (5)
N1	0.0139 (6)	0.0156 (6)	0.0190 (6)	−0.0005 (5)	0.0049 (5)	−0.0018 (5)
N2	0.0132 (6)	0.0233 (7)	0.0124 (6)	−0.0028 (5)	0.0029 (5)	−0.0021 (5)
C1	0.0129 (6)	0.0160 (7)	0.0155 (7)	0.0003 (5)	0.0014 (5)	0.0042 (5)
C2	0.0178 (7)	0.0211 (8)	0.0201 (8)	0.0020 (6)	0.0077 (6)	−0.0022 (6)
C3	0.0213 (8)	0.0174 (8)	0.0190 (8)	0.0012 (6)	0.0066 (6)	−0.0017 (6)
C4	0.0377 (11)	0.0292 (10)	0.0274 (10)	−0.0034 (9)	0.0092 (8)	−0.0135 (8)
C5	0.0120 (6)	0.0177 (7)	0.0130 (7)	0.0006 (5)	0.0024 (5)	0.0028 (5)
C6	0.0162 (7)	0.0220 (8)	0.0138 (7)	−0.0033 (6)	0.0008 (6)	−0.0008 (6)
C7	0.0217 (8)	0.0199 (8)	0.0137 (7)	−0.0022 (6)	0.0016 (6)	−0.0014 (6)
C8	0.0420 (12)	0.0308 (10)	0.0223 (9)	−0.0102 (9)	0.0099 (8)	−0.0113 (8)

Geometric parameters (Å, º)

Sr1—Sr1^i	4.2816 (3)	O5—Sr1^iv	2.5789 (13)
Sr1—O1	2.6000 (14)	O6—Sr1^i	2.8070 (13)
Sr1—O2^ii	2.9039 (14)	O6—C5	1.2556 (19)
Sr1—O2	2.5026 (12)	O7—C7	1.390 (2)
Sr1—O5^iii	2.5790 (13)	O9—Sr1^iii	2.5782 (12)
Sr1—O6	2.5116 (12)	N1—Sr1^ii	2.7553 (15)
Sr1—O6^i	2.8070 (13)	N1—C1	1.355 (2)
Sr1—O9^iv	2.5782 (12)	N2—Sr1^i	2.7448 (14)
Sr1—N1^ii	2.7553 (15)	N2—C5	1.352 (2)
Sr1—N2^i	2.7447 (14)	C1—Sr1^ii	3.2186 (17)
Sr1—C1^ii	3.2186 (17)	C1—C2	1.462 (2)
Sr1—C5^i	3.1761 (16)	C2—H2	0.9500
S1—O3	1.6134 (13)	C2—C3	1.336 (2)
S1—O4	1.4285 (13)	C3—C4	1.484 (3)
S1—O5	1.4323 (13)	C4—H4A	0.9800
S1—N1	1.5697 (15)	C4—H4B	0.9800
S2—O7	1.6156 (14)	C4—H4C	0.9800
S2—O8	1.4264 (13)	C5—Sr1^i	3.1762 (16)
S2—O9	1.4324 (13)	C5—C6	1.460 (2)
S2—N2	1.5755 (14)	C6—H6	0.9500
O1—H1A	0.79 (3)	C6—C7	1.332 (2)
O1—H1B	0.84 (3)	C7—C8	1.485 (3)
O2—Sr1^ii	2.9040 (14)	C8—H8A	0.9800
O2—C1	1.251 (2)	C8—H8B	0.9800
O3—C3	1.383 (2)	C8—H8C	0.9800
O1—Sr1—Sr1^i	112.25 (3)	O4—S1—O5	115.48 (8)
O1—Sr1—O2^ii	133.71 (4)	O4—S1—N1	113.32 (8)
O1—Sr1—O6^i	138.44 (4)	O5—S1—O3	102.85 (7)
O1—Sr1—N1^ii	135.12 (5)	O5—S1—N1	111.08 (8)
O1—Sr1—N2^i	142.25 (5)	N1—S1—O3	106.45 (7)
O1—Sr1—C1^ii	144.92 (5)	O8—S2—O7	106.65 (8)
O1—Sr1—C5^i	151.65 (5)	O8—S2—O9	115.79 (8)
O2—Sr1—Sr1^i	153.49 (3)	O8—S2—N2	113.00 (8)
O2^ii—Sr1—Sr1^i	107.12 (3)	O9—S2—O7	103.43 (8)
O2—Sr1—O1	81.04 (5)	O9—S2—N2	110.83 (8)
O2—Sr1—O2^ii	74.08 (5)	N2—S2—O7	106.12 (7)
O2—Sr1—O5^iii	91.48 (4)	Sr1—O1—H1A	133 (2)
O2—Sr1—O6	159.74 (4)	Sr1—O1—H1B	119 (2)
O2—Sr1—O6^i	121.71 (4)	H1A—O1—H1B	107 (3)
O2—Sr1—O9^iv	83.02 (4)	Sr1—O2—Sr1^ii	105.92 (5)
O2—Sr1—N1^ii	120.35 (4)	C1—O2—Sr1	158.55 (12)
O2—Sr1—N2^i	74.94 (4)	C1—O2—Sr1^ii	92.84 (10)
O2^ii—Sr1—C1^ii	22.85 (4)	C3—O3—S1	117.69 (11)
O2—Sr1—C1^ii	96.57 (4)	S1—O5—Sr1^iv	139.14 (7)
O2^ii—Sr1—C5^i	72.26 (4)	Sr1—O6—Sr1^i	107.09 (4)
O2—Sr1—C5^i	100.00 (4)	C5—O6—Sr1^i	95.14 (10)
O5^iii—Sr1—Sr1^i	70.73 (3)	C5—O6—Sr1	156.71 (12)
O5^iii—Sr1—O1	76.75 (5)	C7—O7—S2	117.00 (11)
O5^iii—Sr1—O2^ii	140.87 (4)	S2—O9—Sr1^iii	138.38 (8)
O5^iii—Sr1—O6^i	69.04 (4)	S1—N1—Sr1^ii	139.48 (8)
O5^iii—Sr1—N1^ii	134.61 (4)	C1—N1—Sr1^ii	97.17 (10)
O5^iii—Sr1—N2^i	75.24 (4)	C1—N1—S1	119.36 (12)
O5^iii—Sr1—C1^ii	138.28 (4)	S2—N2—Sr1^i	143.15 (8)
O5^iii—Sr1—C5^i	74.90 (4)	C5—N2—Sr1^i	95.61 (9)
O6^i—Sr1—Sr1^i	34.10 (2)	C5—N2—S2	119.20 (12)
O6—Sr1—Sr1^i	38.80 (3)	O2—C1—Sr1^ii	64.31 (9)
O6—Sr1—O1	79.00 (4)	O2—C1—N1	117.77 (16)
O6^i—Sr1—O2^ii	87.68 (4)	O2—C1—C2	121.63 (15)
O6—Sr1—O2^ii	123.18 (4)	N1—C1—Sr1^ii	58.14 (9)
O6—Sr1—O5^iii	80.62 (4)	N1—C1—C2	120.30 (15)
O6—Sr1—O6^i	72.91 (4)	C2—C1—Sr1^ii	153.07 (11)
O6—Sr1—O9^iv	93.08 (4)	C1—C2—H2	119.1
O6—Sr1—N1^ii	77.19 (4)	C3—C2—C1	121.80 (15)
O6—Sr1—N2^i	120.16 (4)	C3—C2—H2	119.1
O6^i—Sr1—C1^ii	71.99 (4)	O3—C3—C4	109.98 (16)
O6—Sr1—C1^ii	101.74 (4)	C2—C3—O3	121.56 (16)
O6—Sr1—C5^i	95.93 (4)	C2—C3—C4	128.27 (17)
O6^i—Sr1—C5^i	23.19 (4)	C3—C4—H4A	109.5
O9^iv—Sr1—Sr1^i	122.73 (3)	C3—C4—H4B	109.5
O9^iv—Sr1—O1	69.20 (5)	C3—C4—H4C	109.5
O9^iv—Sr1—O2^ii	69.51 (4)	H4A—C4—H4B	109.5
O9^iv—Sr1—O5^iii	145.95 (4)	H4A—C4—H4C	109.5
O9^iv—Sr1—O6^i	140.95 (4)	H4B—C4—H4C	109.5
O9^iv—Sr1—N1^ii	74.71 (4)	O6—C5—Sr1^i	61.67 (9)
O9^iv—Sr1—N2^i	134.15 (4)	O6—C5—N2	117.76 (15)
O9^iv—Sr1—C1^ii	75.76 (4)	O6—C5—C6	121.39 (15)
O9^iv—Sr1—C5^i	139.15 (4)	N2—C5—Sr1^i	59.32 (8)
N1^ii—Sr1—Sr1^i	67.12 (3)	N2—C5—C6	120.67 (14)
N1^ii—Sr1—O2^ii	46.36 (4)	C6—C5—Sr1^i	158.19 (11)
N1^ii—Sr1—O6^i	66.77 (4)	C5—C6—H6	119.0
N1^ii—Sr1—C1^ii	24.69 (4)	C7—C6—C5	122.03 (16)
N1^ii—Sr1—C5^i	68.71 (4)	C7—C6—H6	119.0
N2^i—Sr1—Sr1^i	81.44 (3)	O7—C7—C8	110.95 (16)
N2^i—Sr1—O2^ii	65.98 (4)	C6—C7—O7	121.31 (15)
N2^i—Sr1—O6^i	47.42 (4)	C6—C7—C8	127.71 (17)
N2^i—Sr1—N1^ii	82.54 (4)	C7—C8—H8A	109.5
N2^i—Sr1—C1^ii	67.66 (4)	C7—C8—H8B	109.5
N2^i—Sr1—C5^i	25.07 (4)	C7—C8—H8C	109.5
C1^ii—Sr1—Sr1^i	85.22 (3)	H8A—C8—H8B	109.5
C5^i—Sr1—Sr1^i	57.18 (3)	H8A—C8—H8C	109.5
C5^i—Sr1—C1^ii	63.40 (4)	H8B—C8—H8C	109.5
O4—S1—O3	106.58 (8)
Sr1—O2—C1—Sr1^ii	−151.3 (3)	O3—S1—N1—C1	−35.06 (15)
Sr1—O2—C1—N1	−175.1 (2)	O4—S1—O3—C3	−82.71 (14)
Sr1^ii—O2—C1—N1	−23.76 (15)	O4—S1—O5—Sr1^iv	170.15 (11)
Sr1—O2—C1—C2	−1.4 (4)	O4—S1—N1—Sr1^ii	−126.76 (12)
Sr1^ii—O2—C1—C2	149.95 (14)	O4—S1—N1—C1	81.76 (15)
Sr1—O6—C5—Sr1^i	−162.9 (3)	O5—S1—O3—C3	155.40 (13)
Sr1^i—O6—C5—N2	−20.16 (16)	O5—S1—N1—Sr1^ii	5.17 (15)
Sr1—O6—C5—N2	177.0 (2)	O5—S1—N1—C1	−146.30 (13)
Sr1—O6—C5—C6	−7.8 (4)	O6—C5—C6—C7	−165.34 (17)
Sr1^i—O6—C5—C6	155.04 (14)	O7—S2—O9—Sr1^iii	−82.06 (12)
Sr1^ii—N1—C1—O2	25.31 (16)	O7—S2—N2—Sr1^i	123.73 (13)
Sr1^ii—N1—C1—C2	−148.50 (13)	O7—S2—N2—C5	−35.08 (15)
Sr1^i—N2—C5—O6	20.65 (16)	O8—S2—O7—C7	−79.80 (14)
Sr1^i—N2—C5—C6	−154.58 (13)	O8—S2—O9—Sr1^iii	161.68 (10)
Sr1^ii—C1—C2—C3	−67.2 (3)	O8—S2—N2—Sr1^i	−119.74 (13)
Sr1^i—C5—C6—C7	−73.7 (4)	O8—S2—N2—C5	81.44 (15)
S1—O3—C3—C2	−19.8 (2)	O9—S2—O7—C7	157.64 (12)
S1—O3—C3—C4	164.84 (13)	O9—S2—N2—Sr1^i	12.10 (16)
S1—N1—C1—Sr1^ii	161.78 (14)	O9—S2—N2—C5	−146.71 (13)
S1—N1—C1—O2	−172.91 (13)	N1—S1—O3—C3	38.52 (15)
S1—N1—C1—C2	13.3 (2)	N1—S1—O5—Sr1^iv	39.33 (14)
S2—O7—C7—C6	−24.5 (2)	N1—C1—C2—C3	11.3 (3)
S2—O7—C7—C8	157.25 (14)	N2—S2—O7—C7	40.92 (14)
S2—N2—C5—Sr1^i	167.42 (14)	N2—S2—O9—Sr1^iii	31.28 (14)
S2—N2—C5—O6	−171.93 (13)	N2—C5—C6—C7	9.7 (3)
S2—N2—C5—C6	12.8 (2)	C1—C2—C3—O3	−7.2 (3)
O2—C1—C2—C3	−162.30 (17)	C1—C2—C3—C4	167.20 (19)
O3—S1—O5—Sr1^iv	−74.19 (13)	C5—C6—C7—O7	−3.0 (3)
O3—S1—N1—Sr1^ii	116.42 (12)	C5—C6—C7—C8	175.01 (18)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···O4^v	0.79 (3)	2.18 (3)	2.899 (2)	151 (3)
O1—H1B···O8^vi	0.83 (3)	2.22 (3)	2.9850 (19)	152 (3)
C4—H4B···O5^v	0.98	2.37	3.273 (3)	153
C6—H6···O8^vi	0.95	2.47	3.318 (2)	148

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

Aquabis(µ₃-6-methyl-2,2-dioxo-1,2λ⁶,3-oxathiazin-4-olato)barium(II) (Ba)

Crystal data

[Ba(C4H4NO4S)2(H2O)]	F(000) = 928
Mr = 479.64	Dx = 2.104 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 8.2086 (5) Å	Cell parameters from 9794 reflections
b = 18.8899 (11) Å	θ = 3.0–36.3°
c = 9.8999 (6) Å	µ = 2.94 mm^−1
β = 99.5197 (10)°	T = 173 K
V = 1513.93 (16) Å^3	Block, colourless
Z = 4	0.52 × 0.21 × 0.20 mm

Data collection

Bruker PHOTON-100 CMOS diffractometer	5218 reflections with I > 2σ(I)
Radiation source: sealedtube	Rint = 0.048
φ and ω scans	θmax = 34.3°, θmin = 3.0°
Absorption correction: numerical (SADABS; Krause et al., 2015)	h = −13→13
Tmin = 0.309, Tmax = 0.635	k = −29→29
41654 measured reflections	l = −15→15
6324 independent reflections

Refinement

Refinement on F^2	Primary atom site location: isomorphous structure methods
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.032	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.059	w = 1/[σ^2(Fo^2) + (0.0158P)^2 + 2.2204P] where P = (Fo^2 + 2Fc^2)/3
S = 1.09	(Δ/σ)max = 0.001
6324 reflections	Δρmax = 1.02 e Å^−3
209 parameters	Δρmin = −0.61 e Å^−3
0 restraints

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.

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

	x	y	z	Uiso*/Ueq
Ba1	0.73689 (2)	0.46819 (2)	0.43614 (2)	0.01376 (3)
S1	0.07538 (7)	0.32148 (3)	0.54490 (6)	0.01768 (10)
S2	1.36455 (6)	0.52303 (3)	0.15371 (6)	0.01847 (11)
O1	0.6927 (3)	0.37493 (12)	0.2222 (2)	0.0313 (4)
H1A	0.692 (5)	0.336 (2)	0.213 (4)	0.047 (12)*
H1B	0.664 (5)	0.389 (2)	0.153 (4)	0.041 (11)*
O2	0.4531 (2)	0.40981 (10)	0.48151 (19)	0.0255 (4)
O3	0.0469 (2)	0.28363 (10)	0.39659 (19)	0.0259 (4)
O4	0.1222 (3)	0.26718 (10)	0.6433 (2)	0.0314 (4)
O5	−0.0809 (2)	0.35404 (9)	0.5498 (2)	0.0260 (4)
O6	1.0152 (2)	0.48791 (10)	0.33283 (18)	0.0227 (4)
O7	1.3411 (2)	0.44828 (10)	0.07381 (19)	0.0270 (4)
O8	1.3107 (2)	0.57651 (11)	0.05494 (18)	0.0270 (4)
O9	1.5363 (2)	0.52380 (11)	0.21146 (18)	0.0257 (4)
N1	0.2129 (2)	0.37885 (10)	0.5425 (2)	0.0190 (4)
N2	1.2552 (2)	0.51888 (11)	0.27018 (19)	0.0190 (4)
C1	0.3361 (3)	0.36655 (12)	0.4691 (2)	0.0185 (4)
C2	0.3227 (3)	0.30894 (13)	0.3700 (3)	0.0240 (5)
H2	0.416716	0.296609	0.330515	0.029*
C3	0.1826 (3)	0.27297 (13)	0.3330 (3)	0.0233 (5)
C4	0.1416 (4)	0.22233 (17)	0.2179 (3)	0.0381 (7)
H4A	0.104320	0.177552	0.252407	0.057*
H4B	0.239932	0.213846	0.175937	0.057*
H4C	0.053596	0.242128	0.149386	0.057*
C5	1.1101 (3)	0.48350 (12)	0.2459 (2)	0.0169 (4)
C6	1.0711 (3)	0.43709 (13)	0.1272 (2)	0.0213 (4)
H6	0.962455	0.418511	0.104690	0.026*
C7	1.1828 (3)	0.41992 (14)	0.0493 (2)	0.0237 (5)
C8	1.1637 (5)	0.36907 (18)	−0.0670 (3)	0.0422 (8)
H8A	1.184568	0.393477	−0.149831	0.063*
H8B	1.051152	0.350013	−0.082391	0.063*
H8C	1.242929	0.330240	−0.045421	0.063*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ba1	0.01155 (5)	0.01638 (6)	0.01386 (6)	−0.00196 (5)	0.00359 (4)	−0.00155 (5)
S1	0.0171 (2)	0.0136 (2)	0.0238 (3)	0.00023 (19)	0.0076 (2)	0.0012 (2)
S2	0.0133 (2)	0.0298 (3)	0.0126 (2)	−0.0002 (2)	0.00297 (18)	0.0006 (2)
O1	0.0517 (13)	0.0203 (10)	0.0211 (10)	−0.0050 (9)	0.0039 (9)	−0.0042 (8)
O2	0.0182 (8)	0.0281 (9)	0.0304 (10)	−0.0065 (7)	0.0049 (7)	0.0006 (8)
O3	0.0212 (8)	0.0291 (9)	0.0286 (9)	−0.0067 (7)	0.0076 (7)	−0.0093 (8)
O4	0.0402 (11)	0.0195 (9)	0.0348 (11)	0.0034 (8)	0.0072 (9)	0.0098 (8)
O5	0.0188 (8)	0.0224 (8)	0.0397 (11)	0.0023 (7)	0.0135 (7)	0.0028 (8)
O6	0.0171 (7)	0.0319 (9)	0.0211 (8)	−0.0024 (7)	0.0093 (6)	−0.0025 (7)
O7	0.0230 (8)	0.0367 (10)	0.0232 (9)	0.0001 (7)	0.0098 (7)	−0.0092 (8)
O8	0.0237 (8)	0.0377 (11)	0.0195 (9)	0.0005 (8)	0.0026 (7)	0.0089 (8)
O9	0.0139 (7)	0.0438 (11)	0.0193 (8)	−0.0010 (7)	0.0023 (6)	0.0032 (8)
N1	0.0163 (8)	0.0172 (9)	0.0244 (10)	−0.0023 (7)	0.0065 (7)	−0.0016 (7)
N2	0.0154 (8)	0.0290 (11)	0.0131 (8)	−0.0037 (7)	0.0045 (7)	−0.0021 (7)
C1	0.0146 (9)	0.0190 (10)	0.0217 (11)	0.0016 (8)	0.0021 (8)	0.0032 (8)
C2	0.0227 (11)	0.0232 (12)	0.0282 (13)	0.0035 (9)	0.0109 (10)	−0.0014 (10)
C3	0.0263 (12)	0.0225 (11)	0.0220 (11)	0.0014 (9)	0.0072 (9)	−0.0030 (9)
C4	0.0475 (18)	0.0343 (15)	0.0342 (16)	−0.0044 (13)	0.0123 (14)	−0.0140 (13)
C5	0.0154 (9)	0.0202 (10)	0.0153 (10)	0.0007 (8)	0.0028 (8)	0.0020 (8)
C6	0.0197 (10)	0.0264 (12)	0.0172 (11)	−0.0047 (9)	0.0014 (8)	−0.0023 (9)
C7	0.0283 (12)	0.0256 (12)	0.0171 (11)	−0.0021 (10)	0.0036 (9)	−0.0017 (9)
C8	0.058 (2)	0.0421 (18)	0.0293 (15)	−0.0127 (15)	0.0151 (14)	−0.0172 (13)

Geometric parameters (Å, º)

Ba1—Ba1^i	4.4491 (3)	O1—H1B	0.74 (4)
Ba1—O1	2.732 (2)	O2—C1	1.252 (3)
Ba1—O2^i	2.9714 (19)	O3—C3	1.382 (3)
Ba1—O2	2.6812 (17)	O6—C5	1.256 (3)
Ba1—O5^ii	2.7560 (18)	O7—C7	1.389 (3)
Ba1—O6	2.6788 (16)	N1—C1	1.359 (3)
Ba1—O6^iii	2.9192 (18)	N2—C5	1.352 (3)
Ba1—O9^iv	2.7478 (18)	C1—C2	1.457 (3)
Ba1—N1^i	2.921 (2)	C2—H2	0.9500
Ba1—N2^iii	2.9077 (19)	C2—C3	1.334 (4)
Ba1—C1^i	3.342 (2)	C3—C4	1.483 (4)
Ba1—C5^iii	3.318 (2)	C4—H4A	0.9800
S1—O3	1.6149 (19)	C4—H4B	0.9800
S1—O4	1.4232 (19)	C4—H4C	0.9800
S1—O5	1.4309 (17)	C5—C6	1.459 (3)
S1—N1	1.568 (2)	C6—H6	0.9500
S2—O7	1.6143 (19)	C6—C7	1.332 (3)
S2—O8	1.4245 (19)	C7—C8	1.488 (4)
S2—O9	1.4313 (17)	C8—H8A	0.9800
S2—N2	1.5758 (19)	C8—H8B	0.9800
O1—H1A	0.75 (4)	C8—H8C	0.9800
O1—Ba1—Ba1^i	112.59 (5)	O4—S1—O5	115.39 (12)
O1—Ba1—O2^i	134.76 (6)	O4—S1—N1	113.25 (12)
O1—Ba1—O5^ii	78.79 (7)	O5—S1—O3	103.03 (11)
O1—Ba1—O6^iii	140.94 (6)	O5—S1—N1	110.81 (11)
O1—Ba1—O9^iv	68.53 (7)	N1—S1—O3	106.77 (10)
O1—Ba1—N1^i	133.85 (6)	O8—S2—O7	106.60 (11)
O1—Ba1—N2^iii	143.83 (6)	O8—S2—O9	116.14 (11)
O1—Ba1—C1^i	144.37 (7)	O8—S2—N2	112.82 (11)
O1—Ba1—C5^iii	153.32 (7)	O9—S2—O7	103.55 (11)
O2^i—Ba1—Ba1^i	35.84 (3)	O9—S2—N2	110.54 (10)
O2—Ba1—Ba1^i	40.45 (4)	N2—S2—O7	106.20 (10)
O2—Ba1—O1	81.78 (6)	Ba1—O1—H1A	137 (3)
O2—Ba1—O2^i	76.29 (6)	Ba1—O1—H1B	118 (3)
O2—Ba1—O5^ii	92.16 (5)	H1A—O1—H1B	105 (4)
O2—Ba1—O6^iii	119.87 (5)	Ba1—O2—Ba1^i	103.71 (6)
O2—Ba1—O9^iv	82.65 (5)	C1—O2—Ba1	157.81 (16)
O2—Ba1—N1^i	120.71 (5)	C1—O2—Ba1^i	95.98 (14)
O2—Ba1—N2^iii	75.13 (5)	C3—O3—S1	118.19 (16)
O2^i—Ba1—C1^i	21.87 (5)	S1—O5—Ba1^iv	138.72 (10)
O2—Ba1—C1^i	97.82 (6)	Ba1—O6—Ba1^iii	105.57 (5)
O2—Ba1—C5^iii	99.04 (5)	C5—O6—Ba1^iii	97.13 (14)
O2^i—Ba1—C5^iii	70.11 (5)	C5—O6—Ba1	156.59 (16)
O5^ii—Ba1—Ba1^i	122.42 (4)	C7—O7—S2	117.07 (15)
O5^ii—Ba1—O2^i	140.25 (5)	S2—O9—Ba1^ii	137.59 (10)
O5^ii—Ba1—O6^iii	68.99 (5)	S1—N1—Ba1^i	140.88 (10)
O5^ii—Ba1—N1^i	133.14 (6)	C1—N1—Ba1^i	95.70 (13)
O5^ii—Ba1—N2^iii	74.73 (6)	C1—N1—S1	119.41 (17)
O5^ii—Ba1—C1^i	136.60 (6)	S2—N2—Ba1^iii	143.73 (10)
O5^ii—Ba1—C5^iii	74.53 (6)	C5—N2—Ba1^iii	95.30 (13)
O6—Ba1—Ba1^i	155.73 (4)	C5—N2—S2	119.09 (16)
O6^iii—Ba1—Ba1^i	103.27 (3)	O2—C1—Ba1^i	62.15 (13)
O6—Ba1—O1	78.82 (6)	O2—C1—N1	117.5 (2)
O6^iii—Ba1—O2^i	83.93 (5)	O2—C1—C2	121.7 (2)
O6—Ba1—O2	160.13 (6)	N1—C1—Ba1^i	60.43 (12)
O6—Ba1—O2^i	121.09 (5)	N1—C1—C2	120.5 (2)
O6—Ba1—O5^ii	79.94 (5)	C2—C1—Ba1^i	152.82 (16)
O6—Ba1—O6^iii	74.43 (5)	C1—C2—H2	119.0
O6—Ba1—O9^iv	94.15 (5)	C3—C2—C1	122.1 (2)
O6^iii—Ba1—N1^i	65.83 (5)	C3—C2—H2	119.0
O6—Ba1—N1^i	76.77 (5)	O3—C3—C4	110.3 (2)
O6—Ba1—N2^iii	119.39 (5)	C2—C3—O3	121.6 (2)
O6^iii—Ba1—C1^i	69.44 (5)	C2—C3—C4	128.0 (2)
O6—Ba1—C1^i	100.43 (5)	C3—C4—H4A	109.5
O6—Ba1—C5^iii	96.38 (5)	C3—C4—H4B	109.5
O6^iii—Ba1—C5^iii	22.06 (5)	C3—C4—H4C	109.5
O9^iv—Ba1—Ba1^i	72.06 (4)	H4A—C4—H4B	109.5
O9^iv—Ba1—O2^i	69.77 (5)	H4A—C4—H4C	109.5
O9^iv—Ba1—O5^ii	147.31 (6)	H4B—C4—H4C	109.5
O9^iv—Ba1—O6^iii	140.57 (6)	O6—C5—Ba1^iii	60.81 (12)
O9^iv—Ba1—N1^i	74.86 (6)	O6—C5—N2	118.3 (2)
O9^iv—Ba1—N2^iii	133.52 (6)	O6—C5—C6	120.9 (2)
O9^iv—Ba1—C1^i	76.05 (6)	N2—C5—Ba1^iii	60.77 (11)
O9^iv—Ba1—C5^iii	138.14 (6)	N2—C5—C6	120.65 (19)
N1^i—Ba1—Ba1^i	80.31 (4)	C6—C5—Ba1^iii	158.10 (16)
N1^i—Ba1—O2^i	44.54 (5)	C5—C6—H6	118.9
N1^i—Ba1—C1^i	23.87 (5)	C7—C6—C5	122.1 (2)
N1^i—Ba1—C5^iii	68.44 (6)	C7—C6—H6	118.9
N2^iii—Ba1—Ba1^i	64.48 (4)	O7—C7—C8	111.1 (2)
N2^iii—Ba1—O2^i	65.57 (5)	C6—C7—O7	121.2 (2)
N2^iii—Ba1—O6^iii	45.20 (5)	C6—C7—C8	127.6 (3)
N2^iii—Ba1—N1^i	82.24 (6)	C7—C8—H8A	109.5
N2^iii—Ba1—C1^i	67.43 (6)	C7—C8—H8B	109.5
N2^iii—Ba1—C5^iii	23.94 (5)	C7—C8—H8C	109.5
C1^i—Ba1—Ba1^i	57.47 (4)	H8A—C8—H8B	109.5
C5^iii—Ba1—Ba1^i	82.39 (4)	H8A—C8—H8C	109.5
C5^iii—Ba1—C1^i	62.23 (6)	H8B—C8—H8C	109.5
O4—S1—O3	106.60 (11)
Ba1—O2—C1—Ba1^i	−152.6 (4)	O3—S1—N1—C1	−33.6 (2)
Ba1—O2—C1—N1	−177.7 (3)	O4—S1—O3—C3	−84.9 (2)
Ba1^i—O2—C1—N1	−25.2 (2)	O4—S1—O5—Ba1^iv	170.65 (15)
Ba1—O2—C1—C2	−3.7 (6)	O4—S1—N1—Ba1^i	−125.67 (17)
Ba1^i—O2—C1—C2	148.9 (2)	O4—S1—N1—C1	83.4 (2)
Ba1—O6—C5—Ba1^iii	−165.9 (4)	O5—S1—O3—C3	153.20 (18)
Ba1^iii—O6—C5—N2	−20.6 (2)	O5—S1—N1—Ba1^i	5.8 (2)
Ba1—O6—C5—N2	173.5 (3)	O5—S1—N1—C1	−145.06 (19)
Ba1—O6—C5—C6	−11.1 (5)	O6—C5—C6—C7	−165.8 (2)
Ba1^iii—O6—C5—C6	154.73 (19)	O7—S2—O9—Ba1^ii	−80.89 (17)
Ba1^i—N1—C1—O2	25.6 (2)	O7—S2—N2—Ba1^iii	124.24 (18)
Ba1^i—N1—C1—C2	−148.52 (19)	O7—S2—N2—C5	−35.3 (2)
Ba1^iii—N2—C5—O6	20.6 (2)	O8—S2—O7—C7	−79.77 (19)
Ba1^iii—N2—C5—C6	−154.73 (19)	O8—S2—O9—Ba1^ii	162.65 (14)
Ba1^i—C1—C2—C3	−74.1 (4)	O8—S2—N2—Ba1^iii	−119.34 (18)
Ba1^iii—C5—C6—C7	−77.8 (5)	O8—S2—N2—C5	81.1 (2)
S1—O3—C3—C2	−18.7 (3)	O9—S2—O7—C7	157.23 (18)
S1—O3—C3—C4	165.55 (19)	O9—S2—N2—Ba1^iii	12.6 (2)
S1—N1—C1—Ba1^i	162.0 (2)	O9—S2—N2—C5	−146.95 (19)
S1—N1—C1—O2	−172.35 (18)	N1—S1—O3—C3	36.4 (2)
S1—N1—C1—C2	13.5 (3)	N1—S1—O5—Ba1^iv	40.3 (2)
S2—O7—C7—C6	−24.1 (3)	N1—C1—C2—C3	9.8 (4)
S2—O7—C7—C8	157.7 (2)	N2—S2—O7—C7	40.8 (2)
S2—N2—C5—Ba1^iii	168.0 (2)	N2—S2—O9—Ba1^ii	32.5 (2)
S2—N2—C5—O6	−171.40 (18)	N2—C5—C6—C7	9.4 (4)
S2—N2—C5—C6	13.3 (3)	C1—C2—C3—O3	−6.5 (4)
O2—C1—C2—C3	−164.1 (2)	C1—C2—C3—C4	168.5 (3)
O3—S1—O5—Ba1^iv	−73.61 (18)	C5—C6—C7—O7	−3.1 (4)
O3—S1—N1—Ba1^i	117.32 (17)	C5—C6—C7—C8	174.7 (3)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···O4^v	0.74 (4)	2.12 (4)	2.829 (3)	162 (4)
O1—H1B···O8^vi	0.74 (4)	2.20 (4)	2.889 (3)	156 (4)
C4—H4B···O5^v	0.98	2.44	3.361 (4)	155
C6—H6···O8^vi	0.95	2.52	3.357 (3)	147

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