Hexaaqua­magnesium(II) bis­[4-(3-eth­oxy-2-hydroxy­benzyl­ideneamino)-3-methyl­benzene­sulfonate]

Tai, X.-S.; Zhang, F.-G.

doi:10.1107/S1600536810009748

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 4| April 2010| Page m422

doi:10.1107/S1600536810009748

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Hexaaquamagnesium(II) bis[4-(3-ethoxy-2-hydroxybenzylideneamino)-3-methylbenzenesulfonate]

Xi-Shi Tai ^a ^* and Fu-Gong Zhang ^b

^aDepartment of Chemistry, Weifang University, Weifang 261061, People's Republic of China, and ^bDepartment of Physics, Weifang University, Weifang 261061, People's Republic of China
^*Correspondence e-mail: taixishi@lzu.edu.cn

(Received 7 March 2010; accepted 15 March 2010; online 20 March 2010)

In the title compound, [Mg(H₂O)₆](C₁₆H₁₆NO₅S)₂, the Mg²⁺ ion (site symmetry 2) adopts an almost regular octahedral coordination geometry. The anion is stabilized by an intramolecular O—H⋯N hydrogen bond, generating an S(6) ring, and the dihedral angle between the aromatic rings is 41.02 (7)°. In the crystal, the cations and anions are linked by O—H⋯O hydrogen bonds, generating sheets lying parallel to (100).

Related literature

For background to the properties of Schiff bases, see: Qiu et al. (2008 ); Tai et al. (2003 ).

Experimental

Crystal data

[Mg(H₂O)₆](C₁₆H₁₆NO₅S)
M_r = 801.12
Monoclinic, C 2/c
a = 38.710 (11) Å
b = 7.531 (2) Å
c = 13.087 (3) Å
β = 104.986 (4)°
V = 3685.6 (17) Å³
Z = 4
Mo Kα radiation
μ = 0.24 mm⁻¹
T = 293 K
0.19 × 0.16 × 0.12 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2000 ) T_min = 0.956, T_max = 0.972
9339 measured reflections
3253 independent reflections
2924 reflections with I > 2σ(I)
R_int = 0.024

Refinement

R[F² > 2σ(F²)] = 0.032
wR(F²) = 0.088
S = 1.07
3253 reflections
241 parameters
H-atom parameters constrained
Δρ_max = 0.21 e Å⁻³
Δρ_min = −0.48 e Å⁻³

Table 1
Selected bond lengths (Å)

Mg1—O6	2.0510 (11)
Mg1—O8	2.0605 (12)
Mg1—O7	2.0638 (12)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4⋯N1	0.82	1.91	2.6355 (18)	146
O6—H15⋯O2ⁱ	0.85	2.04	2.8744 (16)	168
O6—H16⋯O1ⁱⁱ	0.85	2.01	2.8416 (16)	165
O7—H17⋯O1ⁱⁱⁱ	0.85	2.00	2.8349 (17)	166
O7—H18⋯O3ⁱⁱ	0.85	2.02	2.8528 (16)	166
O8—H19⋯O3ⁱ	0.85	2.02	2.8563 (16)	168
O8—H20⋯O2ⁱⁱⁱ	0.85	2.08	2.8895 (17)	159
Symmetry codes: (i) -x, -y+2, -z+1; (ii) -x, -y+1, -z+1; (iii) $[-x, y, -z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810009748/hb5354sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536810009748/hb5354Isup2.hkl

checkCIF report

Comment top

Schiff bases play an important role in the field of bioinorganic chemistry because they have remarkable wide biological and pharmacological activities, such as antitumor, antidiabetic, antitubercular activities [Tai, et al., 2003; Qiu, et al., 2008]. Therefore, investigating the synthesis and proper ties of hydrazone of these compounds seems to be a very interesting problem. as one part of our systematic work, In this paper, we report on the synthesis and crystal structure of the title compound, (I), (Scheme I).

The bond distances of Mg—O are in the range of 2.0510 (11)-2.0638 (12). The bond distances of C8—N1(1.282 (2)), S1—O2 (1.4588 (11)) and S1—O3 (1.4590 (11)) are consistent with the carbon-nitrogen and sulphur-oxygen double-bond lengths, respectively. In the crystal packing, the molecules form a one-dimensional chain structure by hydrogen bonds.

Related literature top

For background to the properties of Schiff bases, see: Qiu et al. (2008); Tai et al. (2003).

Experimental top

A solution of 1.0 mmol 3-ethoxysalicylaldehyde was added to a solution of 1.0 mmol 4-amino-3-methyl-benzenesulfonic acid in 5 ml 95% ethanol at room temperature. The mixture was refluxed for 4 h with stirring, then the resulting precipitate was filtered, washed, and dried in vacuo over P₄O₁₀ for 48 h. Colourless blocks of (I) were obtained by slowly evaporating from methanol at room temperature.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure of (I) showing 30% displacement ellipsoids.

Hexaaquamagnesium(II) bis[4-(3-ethoxy-2-hydroxybenzylideneamino)-3-methylbenzenesulfonate] top

Crystal data top

[Mg(H₂O)₆](C₁₆H₁₆NO₅S)	F(000) = 1688
M_r = 801.12	D_x = 1.444 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 5727 reflections
a = 38.710 (11) Å	θ = 3.1–28.3°
b = 7.531 (2) Å	µ = 0.24 mm⁻¹
c = 13.087 (3) Å	T = 293 K
β = 104.986 (4)°	Block, colourless
V = 3685.6 (17) Å³	0.19 × 0.16 × 0.12 mm
Z = 4

Data collection top

Bruker SMART CCD diffractometer	3253 independent reflections
Radiation source: fine-focus sealed tube	2924 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.024
ω scans	θ_max = 25.1°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −46→41
T_min = 0.956, T_max = 0.972	k = −8→8
9339 measured reflections	l = −15→15

Refinement top

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.088	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.0466P)² + 2.1281P] where P = (F_o² + 2F_c²)/3
3253 reflections	(Δ/σ)_max < 0.001
241 parameters	Δρ_max = 0.21 e Å⁻³
0 restraints	Δρ_min = −0.48 e Å⁻³

Crystal data top

[Mg(H₂O)₆](C₁₆H₁₆NO₅S)	V = 3685.6 (17) Å³
M_r = 801.12	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 38.710 (11) Å	µ = 0.24 mm⁻¹
b = 7.531 (2) Å	T = 293 K
c = 13.087 (3) Å	0.19 × 0.16 × 0.12 mm
β = 104.986 (4)°

Data collection top

Bruker SMART CCD diffractometer	3253 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2000)	2924 reflections with I > 2σ(I)
T_min = 0.956, T_max = 0.972	R_int = 0.024
9339 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.032	0 restraints
wR(F²) = 0.088	H-atom parameters constrained
S = 1.07	Δρ_max = 0.21 e Å⁻³
3253 reflections	Δρ_min = −0.48 e Å⁻³
241 parameters

Special details top

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 > 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	U_iso*/U_eq
Mg1	0.0000	0.76200 (8)	0.7500	0.02561 (17)
S1	0.053241 (9)	0.73171 (5)	0.12108 (3)	0.02690 (12)
N1	0.21154 (3)	0.64726 (18)	0.21861 (10)	0.0358 (3)
O1	0.03738 (3)	0.57836 (14)	0.05783 (8)	0.0372 (3)
O2	0.04508 (3)	0.89760 (14)	0.06222 (8)	0.0357 (3)
O3	0.04451 (3)	0.73756 (14)	0.22300 (8)	0.0352 (3)
O4	0.27591 (3)	0.69109 (17)	0.34589 (8)	0.0414 (3)
H4	0.2540	0.6876	0.3293	0.062*
O5	0.34554 (3)	0.68788 (17)	0.37345 (9)	0.0426 (3)
O6	−0.03010 (3)	0.76330 (14)	0.85798 (9)	0.0404 (3)
H15	−0.0333	0.8568	0.8908	0.061*
H16	−0.0320	0.6714	0.8938	0.061*
O7	−0.03189 (3)	0.56722 (15)	0.66233 (8)	0.0409 (3)
H17	−0.0329	0.5509	0.5974	0.061*
H18	−0.0353	0.4662	0.6870	0.061*
O8	−0.03191 (3)	0.95651 (15)	0.66277 (8)	0.0458 (3)
H19	−0.0368	1.0546	0.6880	0.069*
H20	−0.0359	0.9680	0.5961	0.069*
C1	0.10021 (4)	0.70263 (19)	0.14849 (11)	0.0280 (3)
C2	0.11930 (4)	0.63608 (19)	0.24591 (11)	0.0309 (3)
H2	0.1071	0.6055	0.2960	0.037*
C3	0.15615 (4)	0.6144 (2)	0.26994 (11)	0.0320 (3)
C4	0.17378 (4)	0.6597 (2)	0.19257 (12)	0.0318 (3)
C5	0.15439 (4)	0.7242 (2)	0.09457 (12)	0.0356 (4)
H5	0.1663	0.7536	0.0437	0.043*
C6	0.11778 (4)	0.7452 (2)	0.07202 (12)	0.0340 (4)
H6	0.1051	0.7875	0.0063	0.041*
C7	0.17670 (4)	0.5461 (2)	0.37649 (12)	0.0431 (4)
H7A	0.1902	0.4432	0.3672	0.065*
H7B	0.1603	0.5148	0.4174	0.065*
H7C	0.1927	0.6367	0.4127	0.065*
C8	0.22688 (4)	0.5956 (2)	0.14795 (13)	0.0380 (4)
H8	0.2127	0.5609	0.0823	0.046*
C9	0.26537 (4)	0.5886 (2)	0.16581 (12)	0.0353 (3)
C10	0.28823 (4)	0.6380 (2)	0.26306 (12)	0.0327 (3)
C11	0.32543 (4)	0.6332 (2)	0.27646 (12)	0.0343 (3)
C12	0.33903 (4)	0.5734 (2)	0.19455 (13)	0.0387 (4)
H12	0.3636	0.5698	0.2035	0.046*
C13	0.31630 (5)	0.5186 (2)	0.09917 (13)	0.0417 (4)
H13	0.3258	0.4756	0.0455	0.050*
C14	0.27993 (5)	0.5279 (2)	0.08417 (13)	0.0414 (4)
H14	0.2648	0.4939	0.0197	0.050*
C15	0.38322 (4)	0.7012 (2)	0.38726 (13)	0.0384 (4)
H15A	0.3885	0.7889	0.3392	0.046*
H15B	0.3929	0.5878	0.3729	0.046*
C16	0.39945 (5)	0.7556 (2)	0.49975 (15)	0.0470 (4)
H16A	0.3908	0.8712	0.5118	0.070*
H16B	0.4250	0.7590	0.5129	0.070*
H16C	0.3929	0.6714	0.5466	0.070*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mg1	0.0316 (4)	0.0244 (3)	0.0216 (3)	0.000	0.0083 (3)	0.000
S1	0.0321 (2)	0.0256 (2)	0.0227 (2)	−0.00147 (13)	0.00662 (15)	−0.00049 (13)
N1	0.0347 (7)	0.0373 (7)	0.0357 (7)	−0.0021 (6)	0.0095 (6)	−0.0026 (6)
O1	0.0446 (6)	0.0337 (6)	0.0315 (6)	−0.0093 (5)	0.0067 (5)	−0.0049 (5)
O2	0.0427 (6)	0.0314 (6)	0.0324 (6)	0.0033 (5)	0.0087 (5)	0.0052 (4)
O3	0.0422 (6)	0.0378 (6)	0.0285 (6)	0.0008 (5)	0.0143 (5)	−0.0002 (4)
O4	0.0356 (6)	0.0564 (7)	0.0342 (6)	0.0017 (6)	0.0126 (5)	−0.0072 (5)
O5	0.0323 (6)	0.0569 (7)	0.0391 (6)	0.0010 (5)	0.0098 (5)	−0.0048 (6)
O6	0.0551 (7)	0.0334 (6)	0.0411 (7)	0.0028 (5)	0.0277 (6)	0.0015 (5)
O7	0.0572 (7)	0.0356 (6)	0.0294 (5)	−0.0140 (5)	0.0103 (5)	−0.0040 (5)
O8	0.0668 (8)	0.0374 (6)	0.0299 (6)	0.0180 (6)	0.0067 (5)	0.0026 (5)
C1	0.0334 (8)	0.0251 (7)	0.0251 (7)	−0.0015 (6)	0.0066 (6)	−0.0025 (6)
C2	0.0373 (8)	0.0315 (8)	0.0251 (7)	−0.0013 (6)	0.0099 (6)	0.0006 (6)
C3	0.0380 (8)	0.0291 (8)	0.0274 (7)	0.0004 (6)	0.0059 (6)	−0.0010 (6)
C4	0.0343 (8)	0.0284 (8)	0.0329 (8)	−0.0009 (6)	0.0088 (6)	−0.0038 (6)
C5	0.0412 (9)	0.0383 (9)	0.0309 (8)	0.0005 (7)	0.0158 (7)	0.0031 (6)
C6	0.0415 (9)	0.0346 (8)	0.0258 (8)	0.0037 (6)	0.0084 (6)	0.0035 (6)
C7	0.0425 (9)	0.0536 (11)	0.0316 (8)	0.0066 (8)	0.0067 (7)	0.0057 (8)
C8	0.0399 (9)	0.0393 (9)	0.0337 (8)	−0.0004 (7)	0.0077 (7)	−0.0044 (7)
C9	0.0383 (8)	0.0344 (8)	0.0346 (8)	0.0009 (7)	0.0119 (6)	−0.0007 (7)
C10	0.0380 (8)	0.0298 (8)	0.0328 (8)	0.0012 (6)	0.0138 (6)	0.0011 (6)
C11	0.0363 (8)	0.0323 (8)	0.0355 (8)	0.0033 (6)	0.0116 (6)	0.0042 (6)
C12	0.0398 (9)	0.0378 (9)	0.0425 (9)	0.0054 (7)	0.0178 (7)	0.0057 (7)
C13	0.0528 (10)	0.0403 (9)	0.0388 (9)	0.0064 (8)	0.0241 (8)	0.0011 (7)
C14	0.0491 (10)	0.0440 (10)	0.0326 (8)	0.0011 (8)	0.0132 (7)	−0.0031 (7)
C15	0.0335 (8)	0.0371 (9)	0.0458 (9)	0.0024 (7)	0.0124 (7)	0.0042 (7)
C16	0.0405 (10)	0.0506 (11)	0.0481 (11)	−0.0012 (7)	0.0083 (8)	−0.0010 (8)

Geometric parameters (Å, º) top

Mg1—O6ⁱ	2.0510 (11)	C3—C4	1.402 (2)
Mg1—O6	2.0510 (11)	C3—C7	1.506 (2)
Mg1—O8ⁱ	2.0605 (12)	C4—C5	1.395 (2)
Mg1—O8	2.0605 (12)	C5—C6	1.380 (2)
Mg1—O7	2.0638 (12)	C5—H5	0.9300
Mg1—O7ⁱ	2.0638 (12)	C6—H6	0.9300
S1—O2	1.4588 (11)	C7—H7A	0.9600
S1—O3	1.4590 (11)	C7—H7B	0.9600
S1—O1	1.4605 (11)	C7—H7C	0.9600
S1—C1	1.7735 (16)	C8—C9	1.448 (2)
N1—C8	1.282 (2)	C8—H8	0.9300
N1—C4	1.416 (2)	C9—C10	1.399 (2)
O4—C10	1.3526 (18)	C9—C14	1.407 (2)
O4—H4	0.8200	C10—C11	1.405 (2)
O5—C11	1.3695 (19)	C11—C12	1.386 (2)
O5—C15	1.4262 (19)	C12—C13	1.391 (2)
O6—H15	0.8499	C12—H12	0.9300
O6—H16	0.8499	C13—C14	1.372 (2)
O7—H17	0.8500	C13—H13	0.9300
O7—H18	0.8500	C14—H14	0.9300
O8—H19	0.8497	C15—C16	1.500 (2)
O8—H20	0.8498	C15—H15A	0.9700
C1—C6	1.385 (2)	C15—H15B	0.9700
C1—C2	1.391 (2)	C16—H16A	0.9600
C2—C3	1.389 (2)	C16—H16B	0.9600
C2—H2	0.9300	C16—H16C	0.9600

O6ⁱ—Mg1—O6	179.45 (7)	C6—C5—C4	121.00 (14)
O6ⁱ—Mg1—O8ⁱ	90.71 (5)	C6—C5—H5	119.5
O6—Mg1—O8ⁱ	88.90 (5)	C4—C5—H5	119.5
O6ⁱ—Mg1—O8	88.90 (5)	C5—C6—C1	119.21 (14)
O6—Mg1—O8	90.71 (5)	C5—C6—H6	120.4
O8ⁱ—Mg1—O8	89.38 (7)	C1—C6—H6	120.4
O6ⁱ—Mg1—O7	89.14 (5)	C3—C7—H7A	109.5
O6—Mg1—O7	91.25 (5)	C3—C7—H7B	109.5
O8ⁱ—Mg1—O7	179.85 (5)	H7A—C7—H7B	109.5
O8—Mg1—O7	90.61 (5)	C3—C7—H7C	109.5
O6ⁱ—Mg1—O7ⁱ	91.25 (5)	H7A—C7—H7C	109.5
O6—Mg1—O7ⁱ	89.14 (5)	H7B—C7—H7C	109.5
O8ⁱ—Mg1—O7ⁱ	90.61 (5)	N1—C8—C9	122.93 (15)
O8—Mg1—O7ⁱ	179.85 (5)	N1—C8—H8	118.5
O7—Mg1—O7ⁱ	89.40 (7)	C9—C8—H8	118.5
O2—S1—O3	112.78 (6)	C10—C9—C14	119.59 (15)
O2—S1—O1	112.09 (7)	C10—C9—C8	121.29 (14)
O3—S1—O1	112.28 (6)	C14—C9—C8	119.11 (14)
O2—S1—C1	106.45 (7)	O4—C10—C9	122.43 (14)
O3—S1—C1	106.66 (7)	O4—C10—C11	118.02 (13)
O1—S1—C1	106.00 (7)	C9—C10—C11	119.55 (14)
C8—N1—C4	119.24 (13)	O5—C11—C12	125.18 (14)
C10—O4—H4	109.5	O5—C11—C10	115.24 (13)
C11—O5—C15	117.14 (12)	C12—C11—C10	119.57 (14)
Mg1—O6—H15	122.3	C11—C12—C13	120.80 (15)
Mg1—O6—H16	121.5	C11—C12—H12	119.6
H15—O6—H16	110.6	C13—C12—H12	119.6
Mg1—O7—H17	121.6	C14—C13—C12	120.05 (15)
Mg1—O7—H18	123.7	C14—C13—H13	120.0
H17—O7—H18	106.2	C12—C13—H13	120.0
Mg1—O8—H19	124.4	C13—C14—C9	120.37 (15)
Mg1—O8—H20	124.3	C13—C14—H14	119.8
H19—O8—H20	108.1	C9—C14—H14	119.8
C6—C1—C2	120.12 (14)	O5—C15—C16	107.37 (14)
C6—C1—S1	119.63 (11)	O5—C15—H15A	110.2
C2—C1—S1	120.24 (11)	C16—C15—H15A	110.2
C3—C2—C1	121.40 (14)	O5—C15—H15B	110.2
C3—C2—H2	119.3	C16—C15—H15B	110.2
C1—C2—H2	119.3	H15A—C15—H15B	108.5
C2—C3—C4	118.12 (13)	C15—C16—H16A	109.5
C2—C3—C7	121.04 (14)	C15—C16—H16B	109.5
C4—C3—C7	120.84 (14)	H16A—C16—H16B	109.5
C5—C4—C3	120.14 (14)	C15—C16—H16C	109.5
C5—C4—N1	121.40 (14)	H16A—C16—H16C	109.5
C3—C4—N1	118.38 (13)	H16B—C16—H16C	109.5

O2—S1—C1—C6	−39.83 (13)	C4—N1—C8—C9	176.38 (14)
O3—S1—C1—C6	−160.48 (12)	N1—C8—C9—C10	0.3 (3)
O1—S1—C1—C6	79.69 (13)	N1—C8—C9—C14	179.19 (16)
O2—S1—C1—C2	140.68 (12)	C14—C9—C10—O4	−177.47 (15)
O3—S1—C1—C2	20.03 (14)	C8—C9—C10—O4	1.4 (2)
O1—S1—C1—C2	−99.81 (13)	C14—C9—C10—C11	2.6 (2)
C6—C1—C2—C3	1.4 (2)	C8—C9—C10—C11	−178.57 (14)
S1—C1—C2—C3	−179.08 (11)	C15—O5—C11—C12	6.7 (2)
C1—C2—C3—C4	−0.7 (2)	C15—O5—C11—C10	−174.24 (13)
C1—C2—C3—C7	178.62 (15)	O4—C10—C11—O5	−1.4 (2)
C2—C3—C4—C5	−0.1 (2)	C9—C10—C11—O5	178.52 (14)
C7—C3—C4—C5	−179.45 (15)	O4—C10—C11—C12	177.67 (14)
C2—C3—C4—N1	176.55 (13)	C9—C10—C11—C12	−2.4 (2)
C7—C3—C4—N1	−2.8 (2)	O5—C11—C12—C13	179.20 (15)
C8—N1—C4—C5	−39.8 (2)	C10—C11—C12—C13	0.2 (2)
C8—N1—C4—C3	143.58 (16)	C11—C12—C13—C14	1.8 (3)
C3—C4—C5—C6	0.2 (2)	C12—C13—C14—C9	−1.6 (3)
N1—C4—C5—C6	−176.35 (14)	C10—C9—C14—C13	−0.6 (2)
C4—C5—C6—C1	0.5 (2)	C8—C9—C14—C13	−179.48 (15)
C2—C1—C6—C5	−1.3 (2)	C11—O5—C15—C16	−177.74 (14)
S1—C1—C6—C5	179.20 (11)

Symmetry code: (i) −x, y, −z+3/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···N1	0.82	1.91	2.6355 (18)	146
O6—H15···O2ⁱⁱ	0.85	2.04	2.8744 (16)	168
O6—H16···O1ⁱⁱⁱ	0.85	2.01	2.8416 (16)	165
O7—H17···O1^iv	0.85	2.00	2.8349 (17)	166
O7—H18···O3ⁱⁱⁱ	0.85	2.02	2.8528 (16)	166
O8—H19···O3ⁱⁱ	0.85	2.02	2.8563 (16)	168
O8—H20···O2^iv	0.85	2.08	2.8895 (17)	159

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

Experimental details

Crystal data
Chemical formula	[Mg(H₂O)₆](C₁₆H₁₆NO₅S)
M_r	801.12
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	293
a, b, c (Å)	38.710 (11), 7.531 (2), 13.087 (3)
β (°)	104.986 (4)
V (Å³)	3685.6 (17)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.24
Crystal size (mm)	0.19 × 0.16 × 0.12

Data collection
Diffractometer	Bruker SMART CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2000)
T_min, T_max	0.956, 0.972
No. of measured, independent and observed [I > 2σ(I)] reflections	9339, 3253, 2924
R_int	0.024
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.032, 0.088, 1.07
No. of reflections	3253
No. of parameters	241
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.21, −0.48

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Mg1—O6	2.0510 (11)	Mg1—O7	2.0638 (12)
Mg1—O8	2.0605 (12)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···N1	0.82	1.91	2.6355 (18)	146
O6—H15···O2ⁱ	0.85	2.04	2.8744 (16)	168
O6—H16···O1ⁱⁱ	0.85	2.01	2.8416 (16)	165
O7—H17···O1ⁱⁱⁱ	0.85	2.00	2.8349 (17)	166
O7—H18···O3ⁱⁱ	0.85	2.02	2.8528 (16)	166
O8—H19···O3ⁱ	0.85	2.02	2.8563 (16)	168
O8—H20···O2ⁱⁱⁱ	0.85	2.08	2.8895 (17)	159

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

Acknowledgements

The authors would like to thank the Natural Science Foundation of Shandong (Y2007B60) for a research grant.

References

Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Qiu, X. Y., Luo, Z. G., Liu, W. S. & Zhu, H. L. (2008). Chin. J. Struct. Chem. 27, 707–711. CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Tai, X. S., Yin, X. H. & Tan, M. Y. (2003). Pol. J. Chem. 77, 411–414. CAS Google Scholar

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