(1-Oxo-2,6,7-trioxa-1-phosphabicyclo­[2.2.2]octan-4-yl)methyl 4-methyl­benzene­sulfonate

Hou, X.-F.; Yan, J.-L.

doi:10.1107/S1600536812016674

organic compounds

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ISSN: 2056-9890

Volume 68| Part 5| May 2012| Page o1473

doi:10.1107/S1600536812016674

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(1-Oxo-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octan-4-yl)methyl 4-methylbenzenesulfonate

Xu-Feng Hou ^a ^* and Jin-Long Yan ^b

^aSchool of Chemistry and Chemical Engineering, Xuchang University, Xuchang, Henan Province, 461000, People's Republic of China, and ^bDepartment of Biology and Chemistry, Jiaozuo Teachers' College, Jiaozuo, Henan Province, 454000, People's Republic of China
^*Correspondence e-mail: hxfst@yahoo.com.cn

(Received 13 April 2012; accepted 17 April 2012; online 21 April 2012)

In the title compound, C₁₂H₁₅O₇PS, the P atom has a distorted tetrahedral environment. The P—O—C—C torsion angles deviate significantly from zero [average = 12.0 (3)°], indicating that the bicyclic OP(OCH₂)₃C cage is strained. In the crystal, weak C—H⋯O interactions consolidate the packing.

Related literature

For related structures, see: Miu et al. (1991 ); Sheng & He (2006 ); Guo & Zang (2007 ). For applications of caged bicyclic phosphates and p-toluenesulfonates, see: Li et al. (2000 ); Yachi et al. (1989 ); Spungin et al. (1992 ).

Experimental

Crystal data

C₁₂H₁₅O₇PS
M_r = 334.27
Monoclinic, P 2₁ /c
a = 5.8884 (17) Å
b = 19.440 (5) Å
c = 12.469 (4) Å
β = 100.614 (4)°
V = 1402.8 (7) Å³
Z = 4
Mo Kα radiation
μ = 0.38 mm⁻¹
T = 113 K
0.20 × 0.18 × 0.12 mm

Data collection

Rigaku Saturn CCD area-detector diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005 ) T_min = 0.929, T_max = 0.956
17318 measured reflections
3353 independent reflections
2808 reflections with I > 2σ(I)
R_int = 0.042

Refinement

R[F² > 2σ(F²)] = 0.034
wR(F²) = 0.095
S = 1.03
3353 reflections
191 parameters
H-atom parameters constrained
Δρ_max = 0.41 e Å⁻³
Δρ_min = −0.36 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C7—H7A⋯O5ⁱ	0.98	2.59	3.288 (2)	128
C8—H8A⋯O1ⁱⁱ	0.99	2.38	3.180 (2)	138
C10—H10A⋯O7ⁱⁱⁱ	0.99	2.27	3.211 (2)	158
C10—H10B⋯O2^iv	0.99	2.44	3.348 (2)	152
Symmetry codes: (i) x, y, z+1; (ii) x-1, y, z; (iii) $[x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (iv) -x+1, -y+1, -z+1.

Data collection: CrystalClear (Rigaku/MSC, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalStructure (Rigaku/MSC, 2005); software used to prepare material for publication: CrystalStructure.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536812016674/cv5286sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812016674/cv5286Isup2.hkl

Supporting information file. DOI: 10.1107/S1600536812016674/cv5286Isup3.cml

checkCIF report

Comment top

Caged bicyclic phosphates are widely used as flame retardants or pesticides (Li et al., 2000). They have been studied in the context of hydrogen-bond patterns (Guo & Zang, 2007). p-Toluenesulfonates are also used in monitoring the merging of lipids (Yachi et al., 1989), studying membrane fusion during acrosome reaction (Spungin et al., 1992). We report here the crystal structure of the title compound (I).

In (I) (Fig. 1), all bond lengths and angles are normal and correspond to those observed in the related compounds (Miu et al., 1991; Sheng & He, 2006; Guo & Zang, 2007). The P—O—C—C torsion angles deviate significantly from zero [averaged -12.0 (3)°] indicating that bicyclic OP(OCH₂)₃C cage is strained. In the crystal, weak C—H···O interactions (Table 1) consolidate the packing.

Related literature top

For related structures, see: Miu et al. (1991); Sheng & He (2006); Guo & Zang (2007). For applications of caged bicyclic phosphates and p-toluenesulfonates, see: Li et al. (2000); Yachi et al. (1989); Spungin et al. (1992).

Experimental top

The title compound was obtained in the reaction of 4-(hydroxymethyl)-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane 1-oxide (5 mmol) and 4-toluenesulfonyl chloride(4.7 mmol) in refluxing acetonitrile (50 ml). The solvent was evaporated in vacuo. The title compound was recrystallized from ethanol and single crystals of (I) were obtained by slow evaporation.

Computing details top

Data collection: CrystalClear (Rigaku/MSC, 2005); cell refinement: CrystalClear (Rigaku/MSC, 2005); data reduction: CrystalClear (Rigaku/MSC, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalStructure (Rigaku/MSC, 2005); software used to prepare material for publication: CrystalStructure (Rigaku/MSC, 2005).

Figures top

Fig. 1. The molecular structure of (I) showing the atomic numbering and 30% probability displacement ellipsoids.

(1-Oxo-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octan-4-yl)methyl 4-methylbenzenesulfonate top

Crystal data top

C₁₂H₁₅O₇PS	F(000) = 696
M_r = 334.27	D_x = 1.583 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
a = 5.8884 (17) Å	Cell parameters from 4690 reflections
b = 19.440 (5) Å	θ = 1.0–27.9°
c = 12.469 (4) Å	µ = 0.38 mm⁻¹
β = 100.614 (4)°	T = 113 K
V = 1402.8 (7) Å³	Prism, colorless
Z = 4	0.20 × 0.18 × 0.12 mm

Data collection top

Rigaku Saturn CCD area-detector diffractometer	3353 independent reflections
Radiation source: rotating anode	2808 reflections with I > 2σ(I)
Multilayer monochromator	R_int = 0.042
Detector resolution: 14.63 pixels mm^-1	θ_max = 27.9°, θ_min = 2.0°
ω and ϕ scans	h = −7→7
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005)	k = −25→25
T_min = 0.929, T_max = 0.956	l = −16→16
17318 measured reflections

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.095	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.056P)² + 0.0836P] where P = (F_o² + 2F_c²)/3
3353 reflections	(Δ/σ)_max = 0.001
191 parameters	Δρ_max = 0.41 e Å⁻³
0 restraints	Δρ_min = −0.36 e Å⁻³

Crystal data top

C₁₂H₁₅O₇PS	V = 1402.8 (7) Å³
M_r = 334.27	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 5.8884 (17) Å	µ = 0.38 mm⁻¹
b = 19.440 (5) Å	T = 113 K
c = 12.469 (4) Å	0.20 × 0.18 × 0.12 mm
β = 100.614 (4)°

Data collection top

Rigaku Saturn CCD area-detector diffractometer	3353 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005)	2808 reflections with I > 2σ(I)
T_min = 0.929, T_max = 0.956	R_int = 0.042
17318 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.034	0 restraints
wR(F²) = 0.095	H-atom parameters constrained
S = 1.03	Δρ_max = 0.41 e Å⁻³
3353 reflections	Δρ_min = −0.36 e Å⁻³
191 parameters

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	U_iso*/U_eq
S1	0.99063 (6)	0.451050 (18)	0.67038 (3)	0.01842 (11)
P1	0.39289 (8)	0.28254 (2)	0.29030 (3)	0.02821 (13)
O1	1.22894 (17)	0.45267 (5)	0.66257 (9)	0.0236 (2)
O2	0.84692 (19)	0.50895 (5)	0.63399 (9)	0.0278 (3)
O3	0.89302 (16)	0.38603 (5)	0.60079 (8)	0.0214 (2)
O4	0.20805 (18)	0.29396 (5)	0.36462 (8)	0.0237 (3)
O5	0.50318 (19)	0.35557 (6)	0.28262 (8)	0.0312 (3)
O6	0.5883 (2)	0.23944 (6)	0.36336 (10)	0.0380 (3)
O7	0.3039 (2)	0.25143 (8)	0.18528 (10)	0.0495 (4)
C1	0.9609 (2)	0.43084 (7)	0.80401 (11)	0.0181 (3)
C2	0.7696 (3)	0.45395 (8)	0.84399 (13)	0.0244 (3)
H2	0.6535	0.4805	0.7994	0.029*
C3	0.7513 (3)	0.43764 (8)	0.95002 (13)	0.0263 (3)
H3	0.6201	0.4530	0.9776	0.032*
C4	0.9193 (3)	0.39949 (8)	1.01712 (12)	0.0237 (3)
C5	1.1086 (3)	0.37578 (8)	0.97464 (13)	0.0261 (3)
H5	1.2237	0.3488	1.0191	0.031*
C6	1.1302 (3)	0.39112 (8)	0.86861 (12)	0.0229 (3)
H6	1.2591	0.3748	0.8401	0.028*
C7	0.8998 (3)	0.38445 (10)	1.13373 (13)	0.0340 (4)
H7A	0.7525	0.4022	1.1480	0.051*
H7B	1.0276	0.4067	1.1830	0.051*
H7C	0.9068	0.3346	1.1460	0.051*
C8	0.6458 (2)	0.37224 (9)	0.58979 (12)	0.0258 (4)
H8A	0.5611	0.4157	0.5953	0.031*
H8B	0.6176	0.3411	0.6488	0.031*
C9	0.5622 (2)	0.33904 (7)	0.47941 (11)	0.0170 (3)
C10	0.2981 (2)	0.33360 (8)	0.46400 (11)	0.0186 (3)
H10A	0.2546	0.3106	0.5281	0.022*
H10B	0.2294	0.3802	0.4580	0.022*
C11	0.6235 (3)	0.38303 (8)	0.38722 (12)	0.0224 (3)
H11A	0.5763	0.4313	0.3957	0.027*
H11B	0.7925	0.3821	0.3898	0.027*
C12	0.6632 (3)	0.26691 (8)	0.47338 (13)	0.0255 (3)
H12A	0.8340	0.2690	0.4908	0.031*
H12B	0.6096	0.2364	0.5273	0.031*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
S1	0.0172 (2)	0.0208 (2)	0.01733 (19)	0.00029 (14)	0.00335 (14)	0.00003 (13)
P1	0.0281 (2)	0.0345 (3)	0.0219 (2)	0.00056 (18)	0.00434 (18)	−0.01078 (18)
O1	0.0179 (6)	0.0302 (6)	0.0238 (6)	−0.0038 (4)	0.0065 (4)	0.0001 (4)
O2	0.0312 (6)	0.0268 (6)	0.0249 (6)	0.0084 (5)	0.0036 (5)	0.0044 (5)
O3	0.0144 (5)	0.0287 (6)	0.0210 (5)	−0.0011 (4)	0.0032 (4)	−0.0062 (4)
O4	0.0219 (6)	0.0286 (6)	0.0199 (5)	−0.0056 (4)	0.0022 (4)	−0.0036 (4)
O5	0.0316 (6)	0.0469 (8)	0.0159 (5)	−0.0085 (5)	0.0063 (5)	0.0038 (5)
O6	0.0359 (7)	0.0306 (7)	0.0440 (7)	0.0096 (5)	−0.0019 (6)	−0.0168 (6)
O7	0.0439 (8)	0.0701 (10)	0.0329 (7)	−0.0012 (7)	0.0026 (6)	−0.0301 (7)
C1	0.0176 (7)	0.0202 (7)	0.0164 (7)	−0.0015 (6)	0.0029 (6)	−0.0019 (6)
C2	0.0186 (8)	0.0310 (9)	0.0234 (8)	0.0028 (6)	0.0032 (6)	−0.0026 (6)
C3	0.0214 (8)	0.0332 (9)	0.0267 (8)	−0.0017 (6)	0.0105 (7)	−0.0058 (7)
C4	0.0277 (8)	0.0230 (8)	0.0212 (8)	−0.0085 (6)	0.0064 (6)	−0.0037 (6)
C5	0.0294 (8)	0.0260 (8)	0.0225 (8)	0.0035 (7)	0.0040 (6)	0.0037 (6)
C6	0.0207 (7)	0.0259 (8)	0.0227 (8)	0.0041 (6)	0.0053 (6)	−0.0003 (6)
C7	0.0434 (11)	0.0379 (10)	0.0231 (8)	−0.0095 (8)	0.0128 (8)	−0.0014 (7)
C8	0.0160 (7)	0.0417 (10)	0.0204 (8)	−0.0065 (6)	0.0051 (6)	−0.0080 (7)
C9	0.0167 (7)	0.0192 (7)	0.0158 (7)	−0.0011 (5)	0.0044 (5)	0.0004 (5)
C10	0.0179 (7)	0.0240 (7)	0.0143 (7)	−0.0017 (6)	0.0036 (5)	−0.0009 (6)
C11	0.0227 (8)	0.0244 (8)	0.0212 (7)	−0.0049 (6)	0.0072 (6)	0.0018 (6)
C12	0.0226 (8)	0.0227 (8)	0.0297 (8)	0.0029 (6)	0.0006 (7)	0.0013 (6)

Geometric parameters (Å, º) top

S1—O1	1.4248 (11)	C4—C7	1.508 (2)
S1—O2	1.4309 (11)	C5—C6	1.384 (2)
S1—O3	1.5803 (11)	C5—H5	0.9500
S1—C1	1.7518 (15)	C6—H6	0.9500
P1—O7	1.4499 (13)	C7—H7A	0.9800
P1—O4	1.5698 (11)	C7—H7B	0.9800
P1—O5	1.5714 (13)	C7—H7C	0.9800
P1—O6	1.5717 (13)	C8—C9	1.5177 (19)
O3—C8	1.4617 (17)	C8—H8A	0.9900
O4—C10	1.4724 (16)	C8—H8B	0.9900
O5—C11	1.4654 (18)	C9—C11	1.528 (2)
O6—C12	1.4623 (19)	C9—C12	1.530 (2)
C1—C2	1.387 (2)	C9—C10	1.5352 (19)
C1—C6	1.394 (2)	C10—H10A	0.9900
C2—C3	1.383 (2)	C10—H10B	0.9900
C2—H2	0.9500	C11—H11A	0.9900
C3—C4	1.387 (2)	C11—H11B	0.9900
C3—H3	0.9500	C12—H12A	0.9900
C4—C5	1.397 (2)	C12—H12B	0.9900

O1—S1—O2	119.56 (7)	C4—C7—H7B	109.5
O1—S1—O3	104.08 (6)	H7A—C7—H7B	109.5
O2—S1—O3	108.73 (7)	C4—C7—H7C	109.5
O1—S1—C1	110.02 (7)	H7A—C7—H7C	109.5
O2—S1—C1	108.73 (7)	H7B—C7—H7C	109.5
O3—S1—C1	104.64 (7)	O3—C8—C9	108.30 (11)
O7—P1—O4	114.69 (7)	O3—C8—H8A	110.0
O7—P1—O5	113.99 (8)	C9—C8—H8A	110.0
O4—P1—O5	104.33 (6)	O3—C8—H8B	110.0
O7—P1—O6	113.91 (8)	C9—C8—H8B	110.0
O4—P1—O6	104.27 (7)	H8A—C8—H8B	108.4
O5—P1—O6	104.49 (7)	C8—C9—C11	111.23 (12)
C8—O3—S1	116.97 (9)	C8—C9—C12	111.73 (12)
C10—O4—P1	112.92 (8)	C11—C9—C12	109.15 (12)
C11—O5—P1	114.35 (9)	C8—C9—C10	107.13 (11)
C12—O6—P1	114.27 (9)	C11—C9—C10	108.58 (12)
C2—C1—C6	120.88 (14)	C12—C9—C10	108.94 (12)
C2—C1—S1	119.94 (11)	O4—C10—C9	109.93 (11)
C6—C1—S1	119.18 (11)	O4—C10—H10A	109.7
C3—C2—C1	118.73 (14)	C9—C10—H10A	109.7
C3—C2—H2	120.6	O4—C10—H10B	109.7
C1—C2—H2	120.6	C9—C10—H10B	109.7
C2—C3—C4	121.78 (15)	H10A—C10—H10B	108.2
C2—C3—H3	119.1	O5—C11—C9	108.85 (12)
C4—C3—H3	119.1	O5—C11—H11A	109.9
C3—C4—C5	118.54 (14)	C9—C11—H11A	109.9
C3—C4—C7	120.85 (15)	O5—C11—H11B	109.9
C5—C4—C7	120.60 (15)	C9—C11—H11B	109.9
C6—C5—C4	120.75 (15)	H11A—C11—H11B	108.3
C6—C5—H5	119.6	O6—C12—C9	109.14 (12)
C4—C5—H5	119.6	O6—C12—H12A	109.9
C5—C6—C1	119.30 (14)	C9—C12—H12A	109.9
C5—C6—H6	120.4	O6—C12—H12B	109.9
C1—C6—H6	120.4	C9—C12—H12B	109.9
C4—C7—H7A	109.5	H12A—C12—H12B	108.3

O1—S1—O3—C8	−177.65 (10)	C2—C3—C4—C7	177.82 (15)
O2—S1—O3—C8	−49.18 (12)	C3—C4—C5—C6	1.2 (2)
C1—S1—O3—C8	66.86 (11)	C7—C4—C5—C6	−178.19 (15)
O7—P1—O4—C10	−172.57 (10)	C4—C5—C6—C1	0.1 (2)
O5—P1—O4—C10	−47.17 (10)	C2—C1—C6—C5	−1.2 (2)
O6—P1—O4—C10	62.18 (11)	S1—C1—C6—C5	179.22 (12)
O7—P1—O5—C11	−171.46 (10)	S1—O3—C8—C9	148.31 (10)
O4—P1—O5—C11	62.71 (11)	O3—C8—C9—C11	−54.43 (17)
O6—P1—O5—C11	−46.49 (11)	O3—C8—C9—C12	67.82 (16)
O7—P1—O6—C12	−174.29 (11)	O3—C8—C9—C10	−172.94 (12)
O4—P1—O6—C12	−48.55 (12)	P1—O4—C10—C9	−12.41 (14)
O5—P1—O6—C12	60.69 (12)	C8—C9—C10—O4	−172.94 (12)
O1—S1—C1—C2	152.36 (12)	C11—C9—C10—O4	66.84 (15)
O2—S1—C1—C2	19.67 (15)	C12—C9—C10—O4	−51.92 (15)
O3—S1—C1—C2	−96.37 (13)	P1—O5—C11—C9	−12.39 (15)
O1—S1—C1—C6	−28.07 (14)	C8—C9—C11—O5	−169.66 (12)
O2—S1—C1—C6	−160.76 (12)	C12—C9—C11—O5	66.61 (15)
O3—S1—C1—C6	83.21 (13)	C10—C9—C11—O5	−52.01 (15)
C6—C1—C2—C3	0.9 (2)	P1—O6—C12—C9	−11.31 (16)
S1—C1—C2—C3	−179.56 (12)	C8—C9—C12—O6	−176.46 (12)
C1—C2—C3—C4	0.6 (2)	C11—C9—C12—O6	−53.03 (16)
C2—C3—C4—C5	−1.6 (2)	C10—C9—C12—O6	65.37 (15)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C7—H7A···O5ⁱ	0.98	2.59	3.288 (2)	128
C8—H8A···O1ⁱⁱ	0.99	2.38	3.180 (2)	138
C10—H10A···O7ⁱⁱⁱ	0.99	2.27	3.211 (2)	158
C10—H10B···O2^iv	0.99	2.44	3.348 (2)	152

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

Experimental details

Crystal data
Chemical formula	C₁₂H₁₅O₇PS
M_r	334.27
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	113
a, b, c (Å)	5.8884 (17), 19.440 (5), 12.469 (4)
β (°)	100.614 (4)
V (Å³)	1402.8 (7)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.38
Crystal size (mm)	0.20 × 0.18 × 0.12

Data collection
Diffractometer	Rigaku Saturn CCD area-detector diffractometer
Absorption correction	Multi-scan (CrystalClear; Rigaku/MSC, 2005)
T_min, T_max	0.929, 0.956
No. of measured, independent and observed [I > 2σ(I)] reflections	17318, 3353, 2808
R_int	0.042
(sin θ/λ)_max (Å⁻¹)	0.657

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.034, 0.095, 1.03
No. of reflections	3353
No. of parameters	191
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.41, −0.36

Computer programs: CrystalClear (Rigaku/MSC, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), CrystalStructure (Rigaku/MSC, 2005).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C7—H7A···O5ⁱ	0.98	2.59	3.288 (2)	128
C8—H8A···O1ⁱⁱ	0.99	2.38	3.180 (2)	138
C10—H10A···O7ⁱⁱⁱ	0.99	2.27	3.211 (2)	158
C10—H10B···O2^iv	0.99	2.44	3.348 (2)	152

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

Acknowledgements

This work was supported by the Natural Science Foundation of Henan Province, China (grant No. 082300420110) and the Natural Science Foundation of Henan Province Education Department, China (grant No. 2007150036).

References

Guo, M.-L. & Zang, H.-J. (2007). Acta Cryst. E63, o1967–o1968. Web of Science CSD CrossRef IUCr Journals Google Scholar
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Rigaku/MSC (2005). CrystalClear and CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA. Google Scholar
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Volume 68| Part 5| May 2012| Page o1473

doi:10.1107/S1600536812016674

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organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

(1-Oxo-2,6,7-trioxa-1-phosphabi­cyclo­[2.2.2]octan-4-yl)methyl 4-methyl­benzene­sulfonate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

organic compounds

(1-Oxo-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octan-4-yl)methyl 4-methylbenzenesulfonate