The title compound, Na+·C3H6ClO4S-·0.5H2O, was synthesized from sodium hydrogen sulfite and 2-(chloromethyl)oxirane in aqueous solution. The Na+ ion is coordinated by six O atoms in a distorted octahedral manner.
Supporting information
CCDC reference: 638524
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.040
- wR factor = 0.105
- Data-to-parameter ratio = 17.7
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT222_ALERT_3_B Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.17 Ratio
Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.90
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 5
O5 -NA1 -O1 -S1 73.50 0.60 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 29
O1 -NA1 -O5 -NA1 -92.30 0.60 1.555 1.555 1.555 2.555
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.50 Ratio
Alert level G
FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and _chemical_formula_moiety. This is
usually due to the moiety formula being in the wrong format.
Atom count from _chemical_formula_sum: C3 H7 Cl1 Na1 O4.5 S1
Atom count from _chemical_formula_moiety:C3 H7 Cl1 Na2 O4.5 S1
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
7 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: CrystalClear (Rigaku/MSC, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: CrystalStructure (Rigaku/MSC, 2005).
Sodium 2-chloro-2-hydroxyethanesulfonate hemihydrate
top
Crystal data top
Na+·C3H6ClNaO4S−·0.5H2O | F(000) = 840 |
Mr = 205.59 | Dx = 1.728 Mg m−3 |
Monoclinic, C2/c | Melting point: 533K K |
Hall symbol: -C2yc | Mo Kα radiation, λ = 0.71073 Å |
a = 28.523 (6) Å | Cell parameters from 2428 reflections |
b = 5.2756 (11) Å | θ = 1.9–27.9° |
c = 10.722 (2) Å | µ = 0.77 mm−1 |
β = 101.67 (3)° | T = 293 K |
V = 1580.1 (6) Å3 | Block, colorless |
Z = 8 | 0.26 × 0.20 × 0.18 mm |
Data collection top
Rigaku Saturn diffractometer | 1860 independent reflections |
Radiation source: Rotating anode | 1583 reflections with I > 2/s(I) |
Confocal monochromator | Rint = 0.036 |
Detector resolution: 7.31 pixels mm-1 | θmax = 27.9°, θmin = 2.9° |
ω scans | h = −37→37 |
Absorption correction: multi-scan (Jacobson, 1998) | k = −6→6 |
Tmin = 0.737, Tmax = 0.873 | l = −14→13 |
8844 measured reflections | |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.040 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.105 | w = 1/[σ2(Fo2) + (0.0564P)2 + 1.454P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max = 0.001 |
1860 reflections | Δρmax = 0.64 e Å−3 |
105 parameters | Δρmin = −0.72 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0057 (17) |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 >
σ(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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Na1 | 0.04324 (3) | −0.38452 (14) | 0.13147 (7) | 0.0268 (2) | |
Cl1 | 0.21619 (3) | 0.3365 (2) | 0.35278 (8) | 0.0888 (4) | |
S1 | 0.073971 (16) | 0.11717 (8) | −0.05974 (4) | 0.02227 (18) | |
O1 | 0.07721 (6) | −0.1347 (3) | −0.00417 (15) | 0.0354 (4) | |
O2 | 0.07025 (6) | 0.1040 (3) | −0.19796 (13) | 0.0352 (4) | |
O3 | 0.03640 (5) | 0.2725 (3) | −0.02573 (13) | 0.0315 (4) | |
O4 | 0.11063 (5) | 0.3325 (3) | 0.21177 (14) | 0.0327 (4) | |
C1 | 0.12932 (7) | 0.2699 (4) | 0.00120 (19) | 0.0299 (4) | |
H1A | 0.1537 | 0.2004 | −0.0403 | 0.036* | |
H1B | 0.1262 | 0.4491 | −0.0191 | 0.036* | |
C2 | 0.14554 (7) | 0.2386 (4) | 0.14615 (19) | 0.0327 (5) | |
H2 | 0.1516 | 0.0591 | 0.1668 | 0.039* | |
C3 | 0.19114 (9) | 0.3884 (7) | 0.1884 (3) | 0.0589 (8) | |
H3A | 0.1844 | 0.5675 | 0.1743 | 0.071* | |
H3B | 0.2142 | 0.3390 | 0.1377 | 0.071* | |
O5 | 0.0000 | −0.6449 (4) | 0.2500 | 0.0387 (5) | |
H4 | 0.0982 (11) | 0.205 (6) | 0.250 (3) | 0.055 (8)* | |
H5A | 0.0190 (18) | −0.742 (10) | 0.297 (5) | 0.15 (2)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Na1 | 0.0319 (4) | 0.0260 (4) | 0.0233 (4) | 0.0014 (3) | 0.0073 (3) | 0.0004 (3) |
Cl1 | 0.0482 (4) | 0.1541 (10) | 0.0530 (5) | 0.0246 (5) | −0.0162 (3) | −0.0250 (5) |
S1 | 0.0288 (3) | 0.0188 (3) | 0.0198 (3) | 0.00104 (16) | 0.00645 (17) | −0.00043 (16) |
O1 | 0.0494 (9) | 0.0217 (8) | 0.0383 (9) | 0.0000 (6) | 0.0160 (7) | 0.0066 (6) |
O2 | 0.0534 (9) | 0.0332 (9) | 0.0189 (7) | 0.0041 (7) | 0.0070 (6) | −0.0014 (6) |
O3 | 0.0278 (7) | 0.0327 (8) | 0.0335 (8) | 0.0052 (6) | 0.0051 (6) | −0.0078 (6) |
O4 | 0.0335 (8) | 0.0372 (9) | 0.0281 (8) | 0.0022 (6) | 0.0083 (6) | 0.0016 (6) |
C1 | 0.0274 (9) | 0.0333 (11) | 0.0306 (11) | −0.0022 (8) | 0.0099 (8) | 0.0002 (8) |
C2 | 0.0293 (10) | 0.0362 (12) | 0.0321 (11) | 0.0060 (9) | 0.0048 (8) | −0.0007 (9) |
C3 | 0.0315 (12) | 0.092 (2) | 0.0496 (15) | −0.0087 (13) | 0.0005 (11) | −0.0109 (15) |
O5 | 0.0435 (13) | 0.0259 (11) | 0.0516 (15) | 0.000 | 0.0209 (11) | 0.000 |
Geometric parameters (Å, º) top
Na1—O1 | 2.3152 (17) | O3—Na1ii | 2.3986 (17) |
Na1—O2i | 2.3575 (17) | O3—Na1vii | 2.4536 (16) |
Na1—O5 | 2.3785 (15) | O4—C2 | 1.420 (2) |
Na1—O3ii | 2.3986 (17) | O4—Na1vii | 2.4486 (18) |
Na1—O4iii | 2.4486 (18) | O4—H4 | 0.90 (3) |
Na1—O3iii | 2.4536 (16) | C1—C2 | 1.538 (3) |
Na1—Na1iv | 3.5642 (19) | C1—H1A | 0.9700 |
Na1—Na1v | 3.8834 (18) | C1—H1B | 0.9700 |
Cl1—C3 | 1.784 (3) | C2—C3 | 1.511 (3) |
S1—O1 | 1.4518 (15) | C2—H2 | 0.9800 |
S1—O3 | 1.4528 (14) | C3—H3A | 0.9700 |
S1—O2 | 1.4659 (15) | C3—H3B | 0.9700 |
S1—C1 | 1.775 (2) | O5—Na1v | 2.3785 (15) |
O2—Na1vi | 2.3575 (17) | O5—H5A | 0.84 (5) |
| | | |
O1—Na1—O2i | 91.00 (6) | O3—S1—C1 | 107.33 (9) |
O1—Na1—O5 | 172.96 (5) | O2—S1—C1 | 105.71 (10) |
O2i—Na1—O5 | 94.10 (6) | S1—O1—Na1 | 141.16 (10) |
O1—Na1—O3ii | 92.26 (6) | S1—O2—Na1vi | 134.43 (9) |
O2i—Na1—O3ii | 109.98 (6) | S1—O3—Na1ii | 134.14 (9) |
O5—Na1—O3ii | 81.43 (5) | S1—O3—Na1vii | 128.91 (8) |
O1—Na1—O4iii | 99.75 (6) | Na1ii—O3—Na1vii | 94.53 (6) |
O2i—Na1—O4iii | 89.98 (6) | C2—O4—Na1vii | 128.16 (12) |
O5—Na1—O4iii | 85.13 (6) | C2—O4—H4 | 110 (2) |
O3ii—Na1—O4iii | 156.57 (6) | Na1vii—O4—H4 | 105.3 (19) |
O1—Na1—O3iii | 88.48 (6) | C2—C1—S1 | 112.75 (14) |
O2i—Na1—O3iii | 164.55 (6) | C2—C1—H1A | 109.0 |
O5—Na1—O3iii | 87.90 (6) | S1—C1—H1A | 109.0 |
O3ii—Na1—O3iii | 85.47 (6) | C2—C1—H1B | 109.0 |
O4iii—Na1—O3iii | 74.91 (6) | S1—C1—H1B | 109.0 |
O1—Na1—Na1iv | 90.48 (5) | H1A—C1—H1B | 107.8 |
O2i—Na1—Na1iv | 153.32 (6) | O4—C2—C3 | 108.45 (19) |
O5—Na1—Na1iv | 82.79 (3) | O4—C2—C1 | 111.44 (16) |
O3ii—Na1—Na1iv | 43.33 (4) | C3—C2—C1 | 108.18 (19) |
O4iii—Na1—Na1iv | 115.99 (5) | O4—C2—H2 | 109.6 |
O3iii—Na1—Na1iv | 42.13 (4) | C3—C2—H2 | 109.6 |
O1—Na1—Na1v | 144.40 (4) | C1—C2—H2 | 109.6 |
O2i—Na1—Na1v | 69.11 (4) | C2—C3—Cl1 | 111.4 (2) |
O5—Na1—Na1v | 35.28 (5) | C2—C3—H3A | 109.3 |
O3ii—Na1—Na1v | 69.09 (5) | Cl1—C3—H3A | 109.3 |
O4iii—Na1—Na1v | 109.10 (5) | C2—C3—H3B | 109.3 |
O3iii—Na1—Na1v | 118.48 (4) | Cl1—C3—H3B | 109.3 |
Na1iv—Na1—Na1v | 95.06 (4) | H3A—C3—H3B | 108.0 |
O1—S1—O3 | 113.72 (9) | Na1v—O5—Na1 | 109.45 (10) |
O1—S1—O2 | 110.93 (9) | Na1v—O5—H5A | 112 (4) |
O3—S1—O2 | 111.98 (9) | Na1—O5—H5A | 109 (4) |
O1—S1—C1 | 106.64 (10) | | |
| | | |
O3—S1—O1—Na1 | −2.66 (18) | O2—S1—O3—Na1vii | −131.04 (11) |
O2—S1—O1—Na1 | −129.93 (15) | C1—S1—O3—Na1vii | −15.46 (14) |
C1—S1—O1—Na1 | 115.43 (15) | O1—S1—C1—C2 | −46.82 (17) |
O2i—Na1—O1—S1 | −62.86 (16) | O3—S1—C1—C2 | 75.40 (17) |
O5—Na1—O1—S1 | 73.5 (6) | O2—S1—C1—C2 | −164.94 (14) |
O3ii—Na1—O1—S1 | 47.19 (16) | Na1vii—O4—C2—C3 | 102.2 (2) |
O4iii—Na1—O1—S1 | −153.01 (15) | Na1vii—O4—C2—C1 | −16.7 (2) |
O3iii—Na1—O1—S1 | 132.59 (16) | S1—C1—C2—O4 | −57.5 (2) |
Na1iv—Na1—O1—S1 | 90.50 (16) | S1—C1—C2—C3 | −176.61 (17) |
Na1v—Na1—O1—S1 | −8.9 (2) | O4—C2—C3—Cl1 | 65.2 (2) |
O1—S1—O2—Na1vi | 159.96 (12) | C1—C2—C3—Cl1 | −173.78 (17) |
O3—S1—O2—Na1vi | 31.73 (16) | O1—Na1—O5—Na1v | −92.3 (6) |
C1—S1—O2—Na1vi | −84.83 (15) | O2i—Na1—O5—Na1v | 43.93 (4) |
O1—S1—O3—Na1ii | −100.08 (13) | O3ii—Na1—O5—Na1v | −65.68 (4) |
O2—S1—O3—Na1ii | 26.65 (16) | O4iii—Na1—O5—Na1v | 133.57 (5) |
C1—S1—O3—Na1ii | 142.22 (12) | O3iii—Na1—O5—Na1v | −151.41 (4) |
O1—S1—O3—Na1vii | 102.23 (12) | Na1iv—Na1—O5—Na1v | −109.43 (3) |
Symmetry codes: (i) x, −y, z+1/2; (ii) −x, −y, −z; (iii) x, y−1, z; (iv) −x, −y−1, −z; (v) −x, y, −z+1/2; (vi) x, −y, z−1/2; (vii) x, y+1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O1viii | 0.84 (5) | 2.51 (4) | 3.286 (2) | 155 (5) |
O5—H5A···O2viii | 0.84 (5) | 2.40 (5) | 3.121 (2) | 145 (5) |
O4—H4···O2i | 0.90 (3) | 1.94 (3) | 2.832 (2) | 169 (3) |
Symmetry codes: (i) x, −y, z+1/2; (viii) x, −y−1, z+1/2. |