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Acta Crystallogr Sect E Struct Rep Online. 2010 July 1; 66(Pt 7): m749.
Published online 2010 June 5. doi:  10.1107/S1600536810020659
PMCID: PMC3006794

Poly[bis­(μ3-dodecyl sulfato)­calcium]

Abstract

In the title compound [Ca(C12H25O4S)2]n, the unique CaII ion lies on an inversion center and is coordinated in a slightly distorted octa­hedral environment by six O atoms from dodecyl sulfate anions. The crystal structure is based on hydro­carbon (dodecyl sulfate) layers which sandwich the CaII ions. Within the layers, the hydro­carbon zigzag chains are parallel to one another and inter­act via van der Waals forces.

Related literature

For studies of the title compound using atomic force microscopy, see: Rodriguez et al. (2002 [triangle]). For the Krafft point of the title compound, see: Hato & Shinoda (1973 [triangle]).

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Object name is e-66-0m749-scheme1.jpg

Experimental

Crystal data

  • [Ca(C12H25O4S)2]
  • M r = 570.84
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m749-efi1.jpg
  • a = 5.3888 (3) Å
  • b = 5.3834 (3) Å
  • c = 29.1922 (16) Å
  • α = 93.4321 (19)°
  • β = 90.099 (4)°
  • γ = 118.393 (5)°
  • V = 743.22 (7) Å3
  • Z = 1
  • Mo Kα radiation
  • μ = 0.39 mm−1
  • T = 93 K
  • 0.50 × 0.10 × 0.10 mm

Data collection

  • Rigaku R-AXIS IV diffractometer
  • 4361 measured reflections
  • 2500 independent reflections
  • 2396 reflections with I > 2σ(I)
  • R int = 0.031

Refinement

  • R[F 2 > 2σ(F 2)] = 0.031
  • wR(F 2) = 0.088
  • S = 1.08
  • 2500 reflections
  • 235 parameters
  • All H-atom parameters refined
  • Δρmax = 0.39 e Å−3
  • Δρmin = −0.43 e Å−3

Data collection: PROCESS-AUTO (Rigaku, 1998 [triangle]); cell refinement: PROCESS-AUTO; data reduction: Yadokari-XG 2009 (Kabuto et al., 2009 [triangle]); program(s) used to solve structure: SIR2004 (Burla et al., 2005 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: Yadokari-XG 2009 and VESTA (Momma et al., 2008 [triangle]); software used to prepare material for publication: Yadokari-XG 2009.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810020659/lh5055sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810020659/lh5055Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

This work was supported by matching fund subsidy for private universities from MEXT (Ministry of Education, Culture, Sports, Science and Technology, Japan).

supplementary crystallographic information

Comment

The crystal of the title compound, (I) (Fig. 1), is mechanically flexible because (I) is a two-dimensional layered compound which is characterized by strong covalent bonds and coordination bonds within the layers and weak van der Waals forces between the layers (Fig. 2).

Experimental

The title compound was prepared by the addition of CaCl2 to sodium dodecyl sulfate (SDS) in a water-ethanol mixed solvent. A crystal suitable for single-crystal X-ray diffraction was selected directly from the prepared sample.

Refinement

All H atoms were located in a difference map as peaks of density and refined with isotropic thermal parameters; the range of C—H bond lengths is 0.94 (2)-1.03 (3) Å.

Figures

Fig. 1.
The asymmetric unit of (I) with atom labels and 50% probability displacement ellipsoids for non-H atoms. H atoms are shown as spheres of arbitary radius.
Fig. 2.
The packing of (I), viewed along the b axis, showing hydrocarbon (dodecyl sulfate) layers which sandwich Ca atoms.

Crystal data

[Ca(C12H25O4S)2]Z = 1
Mr = 570.84F(000) = 310
Triclinic, P1Dx = 1.275 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71069 Å
a = 5.3888 (3) ÅCell parameters from 3581 reflections
b = 5.3834 (3) Åθ = 1.4–25.5°
c = 29.1922 (16) ŵ = 0.39 mm1
α = 93.4321 (19)°T = 93 K
β = 90.099 (4)°Needle, colourless
γ = 118.393 (5)°0.50 × 0.10 × 0.10 mm
V = 743.22 (7) Å3

Data collection

Rigaku R-AXIS IV diffractometer2396 reflections with I > 2σ(I)
Radiation source: rotating-anode X-rayRint = 0.031
Graphite Monochromatorθmax = 25.5°, θmin = 1.4°
Detector resolution: 10.0 pixels mm-1h = −5→5
ω scansk = −6→6
4361 measured reflectionsl = −35→35
2500 independent reflections

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.031Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.088All H-atom parameters refined
S = 1.08w = 1/[σ2(Fo2) + (0.0512P)2 + 0.4436P] where P = (Fo2 + 2Fc2)/3
2500 reflections(Δ/σ)max = 0.001
235 parametersΔρmax = 0.39 e Å3
0 restraintsΔρmin = −0.43 e Å3

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. 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)

xyzUiso*/Ueq
Ca1−1.0000−0.50000.50000.00470 (14)
S1−0.37678 (7)−0.17886 (7)0.442177 (11)0.00452 (13)
O1−0.2874 (2)−0.2127 (2)0.39188 (3)0.0088 (3)
O2−0.6786 (2)−0.3652 (2)0.44018 (3)0.0082 (2)
O3−0.3024 (2)0.1177 (2)0.45120 (3)0.0086 (2)
O4−0.2238 (2)−0.2644 (2)0.47274 (3)0.0106 (3)
C10.0057 (3)−0.0139 (3)0.38163 (5)0.0099 (3)
C20.0898 (3)−0.1473 (3)0.34179 (5)0.0098 (3)
C30.3718 (4)0.0621 (3)0.32332 (5)0.0106 (3)
C40.4633 (4)−0.0705 (3)0.28353 (5)0.0110 (3)
C50.7364 (4)0.1365 (3)0.26211 (5)0.0108 (3)
C60.8242 (4)0.0010 (3)0.22225 (5)0.0113 (3)
C71.0951 (4)0.2073 (3)0.20023 (5)0.0121 (3)
C81.1836 (4)0.0689 (3)0.16093 (5)0.0121 (3)
C91.4510 (4)0.2760 (4)0.13817 (5)0.0135 (4)
C101.5462 (4)0.1376 (4)0.09979 (5)0.0141 (4)
C111.8122 (4)0.3468 (4)0.07713 (6)0.0202 (4)
C121.9121 (5)0.2066 (5)0.03986 (6)0.0248 (4)
H1−0.004 (5)0.149 (5)0.3738 (8)0.030*
H20.129 (5)0.029 (5)0.4080 (8)0.030*
H3−0.066 (5)−0.220 (5)0.3174 (8)0.030*
H40.095 (5)−0.318 (5)0.3516 (8)0.030*
H50.352 (5)0.218 (5)0.3138 (8)0.030*
H60.512 (5)0.139 (5)0.3479 (8)0.030*
H70.302 (5)−0.159 (5)0.2590 (8)0.030*
H80.484 (5)−0.230 (5)0.2944 (8)0.030*
H90.708 (5)0.296 (5)0.2513 (7)0.030*
H100.886 (5)0.224 (5)0.2861 (8)0.030*
H110.670 (5)−0.078 (5)0.1986 (8)0.030*
H120.850 (5)−0.157 (5)0.2328 (8)0.030*
H131.065 (5)0.367 (5)0.1885 (8)0.030*
H141.251 (5)0.302 (5)0.2243 (8)0.030*
H151.032 (5)−0.013 (5)0.1384 (8)0.030*
H161.216 (5)−0.082 (5)0.1722 (8)0.030*
H171.415 (5)0.426 (5)0.1260 (8)0.030*
H181.606 (5)0.369 (5)0.1619 (8)0.030*
H191.399 (5)0.041 (5)0.0767 (8)0.030*
H201.580 (5)−0.007 (5)0.1123 (8)0.030*
H211.773 (5)0.488 (5)0.0641 (8)0.030*
H221.955 (5)0.437 (5)0.1011 (8)0.030*
H231.771 (6)0.110 (5)0.0152 (9)0.037*
H241.940 (6)0.050 (5)0.0518 (8)0.037*
H252.097 (6)0.344 (5)0.0273 (8)0.037*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Ca10.0033 (2)0.0043 (2)0.0060 (2)0.00128 (17)0.00087 (15)0.00124 (15)
S10.0037 (2)0.0044 (2)0.00495 (19)0.00141 (16)0.00119 (13)0.00066 (13)
O10.0050 (6)0.0096 (6)0.0069 (5)−0.0003 (4)0.0035 (4)−0.0005 (4)
O20.0053 (6)0.0081 (5)0.0079 (5)0.0005 (4)0.0019 (4)0.0005 (4)
O30.0090 (6)0.0064 (5)0.0099 (5)0.0034 (4)0.0004 (4)−0.0006 (4)
O40.0099 (6)0.0116 (5)0.0120 (5)0.0061 (5)−0.0008 (4)0.0036 (4)
C10.0061 (8)0.0096 (8)0.0106 (7)0.0008 (6)0.0044 (6)0.0015 (6)
C20.0083 (8)0.0110 (8)0.0091 (7)0.0039 (6)0.0033 (6)0.0005 (6)
C30.0091 (9)0.0122 (8)0.0099 (7)0.0045 (6)0.0036 (6)0.0023 (6)
C40.0096 (8)0.0130 (8)0.0107 (7)0.0057 (6)0.0037 (6)0.0015 (6)
C50.0094 (9)0.0127 (8)0.0103 (7)0.0051 (7)0.0043 (6)0.0026 (6)
C60.0096 (9)0.0149 (8)0.0106 (7)0.0066 (7)0.0033 (6)0.0019 (6)
C70.0094 (8)0.0145 (8)0.0116 (7)0.0050 (7)0.0050 (6)0.0016 (6)
C80.0110 (9)0.0150 (8)0.0110 (7)0.0066 (7)0.0038 (6)0.0019 (6)
C90.0117 (9)0.0168 (9)0.0128 (7)0.0075 (7)0.0064 (6)0.0024 (6)
C100.0130 (9)0.0187 (9)0.0119 (7)0.0087 (7)0.0042 (6)0.0009 (6)
C110.0215 (10)0.0244 (10)0.0181 (8)0.0131 (8)0.0113 (7)0.0060 (7)
C120.0256 (11)0.0392 (12)0.0179 (9)0.0216 (9)0.0116 (7)0.0067 (8)

Geometric parameters (Å, °)

Ca1—O4i2.2955 (11)C4—H80.99 (2)
Ca1—O4ii2.2956 (11)C5—C61.529 (2)
Ca1—O3iii2.3177 (10)C5—H91.01 (2)
Ca1—O3iv2.3178 (11)C5—H100.98 (2)
Ca1—O22.3544 (10)C6—C71.524 (2)
Ca1—O2v2.3544 (10)C6—H110.99 (2)
Ca1—S1v3.4589 (4)C6—H120.99 (2)
Ca1—S13.4589 (4)C7—C81.528 (2)
S1—O41.4474 (11)C7—H131.03 (2)
S1—O21.4476 (11)C7—H141.00 (2)
S1—O31.4558 (11)C8—C91.525 (2)
S1—O11.5732 (10)C8—H150.96 (2)
O1—C11.4703 (18)C8—H160.98 (2)
O3—Ca1vi2.3177 (10)C9—C101.530 (2)
O4—Ca1vii2.2956 (11)C9—H171.00 (2)
C1—C21.512 (2)C9—H180.99 (2)
C1—H10.94 (2)C10—C111.522 (2)
C1—H20.96 (2)C10—H190.96 (2)
C2—C31.522 (2)C10—H200.97 (2)
C2—H31.01 (2)C11—C121.528 (2)
C2—H40.99 (2)C11—H210.98 (2)
C3—C41.529 (2)C11—H220.96 (2)
C3—H50.95 (2)C12—H230.97 (3)
C3—H60.96 (2)C12—H241.00 (3)
C4—C51.525 (2)C12—H251.00 (3)
C4—H71.03 (2)
O4i—Ca1—O4ii179.997 (1)C2—C3—H6109.6 (14)
O4i—Ca1—O3iii86.81 (4)C4—C3—H6111.4 (15)
O4ii—Ca1—O3iii93.19 (4)H5—C3—H6105.4 (19)
O4i—Ca1—O3iv93.19 (4)C5—C4—C3114.00 (13)
O4ii—Ca1—O3iv86.81 (4)C5—C4—H7110.0 (13)
O3iii—Ca1—O3iv179.997 (1)C3—C4—H7108.4 (14)
O4i—Ca1—O292.58 (4)C5—C4—H8109.4 (14)
O4ii—Ca1—O287.43 (4)C3—C4—H8109.1 (13)
O3iii—Ca1—O287.11 (4)H7—C4—H8105.6 (19)
O3iv—Ca1—O292.90 (4)C4—C5—C6113.36 (13)
O4i—Ca1—O2v87.43 (4)C4—C5—H9107.5 (14)
O4ii—Ca1—O2v92.57 (4)C6—C5—H9110.2 (13)
O3iii—Ca1—O2v92.89 (4)C4—C5—H10109.0 (14)
O3iv—Ca1—O2v87.10 (4)C6—C5—H10111.1 (15)
O2—Ca1—O2v179.998 (2)H9—C5—H10105.3 (19)
O4i—Ca1—S1v80.30 (3)C7—C6—C5113.72 (13)
O4ii—Ca1—S1v99.70 (3)C7—C6—H11108.4 (13)
O3iii—Ca1—S1v75.13 (3)C5—C6—H11107.9 (14)
O3iv—Ca1—S1v104.86 (3)C7—C6—H12108.5 (14)
O2—Ca1—S1v161.13 (3)C5—C6—H12110.0 (13)
O2v—Ca1—S1v18.87 (3)H11—C6—H12108.1 (19)
O4i—Ca1—S199.70 (3)C6—C7—C8113.32 (13)
O4ii—Ca1—S180.30 (3)C6—C7—H13108.1 (14)
O3iii—Ca1—S1104.86 (3)C8—C7—H13109.9 (13)
O3iv—Ca1—S175.14 (3)C6—C7—H14109.6 (13)
O2—Ca1—S118.87 (3)C8—C7—H14110.4 (14)
O2v—Ca1—S1161.13 (3)H13—C7—H14105.1 (18)
S1v—Ca1—S1180.0C9—C8—C7113.44 (13)
O4—S1—O2113.59 (6)C9—C8—H15108.9 (14)
O4—S1—O3111.92 (6)C7—C8—H15107.6 (15)
O2—S1—O3112.94 (6)C9—C8—H16108.1 (15)
O4—S1—O1107.44 (6)C7—C8—H16110.0 (13)
O2—S1—O1103.17 (6)H15—C8—H16108.7 (19)
O3—S1—O1107.04 (6)C8—C9—C10113.78 (14)
O4—S1—Ca194.37 (5)C8—C9—H17107.8 (14)
O2—S1—Ca131.74 (4)C10—C9—H17110.3 (13)
O3—S1—Ca1100.49 (5)C8—C9—H18108.8 (13)
O1—S1—Ca1134.58 (4)C10—C9—H18108.4 (14)
C1—O1—S1115.39 (9)H17—C9—H18107.7 (18)
S1—O2—Ca1129.39 (6)C11—C10—C9113.27 (14)
S1—O3—Ca1vi138.18 (7)C11—C10—H19108.9 (14)
S1—O4—Ca1vii160.70 (7)C9—C10—H19110.8 (15)
O1—C1—C2107.53 (12)C11—C10—H20109.1 (15)
O1—C1—H1103.4 (15)C9—C10—H20108.9 (14)
C2—C1—H1112.3 (14)H19—C10—H20105.6 (19)
O1—C1—H2111.0 (14)C10—C11—C12113.14 (16)
C2—C1—H2111.6 (15)C10—C11—H21107.9 (15)
H1—C1—H2111 (2)C12—C11—H21110.1 (13)
C1—C2—C3111.44 (13)C10—C11—H22106.5 (14)
C1—C2—H3107.7 (14)C12—C11—H22109.9 (15)
C3—C2—H3111.5 (13)H21—C11—H22109.1 (19)
C1—C2—H4109.4 (13)C11—C12—H23112.2 (16)
C3—C2—H4111.2 (14)C11—C12—H24111.7 (14)
H3—C2—H4105.3 (19)H23—C12—H24103 (2)
C2—C3—C4112.23 (13)C11—C12—H25112.3 (14)
C2—C3—H5107.4 (15)H23—C12—H25111 (2)
C4—C3—H5110.6 (14)H24—C12—H25107 (2)
O4i—Ca1—S1—O4161.30 (7)Ca1—S1—O1—C1176.64 (8)
O4ii—Ca1—S1—O4−18.69 (7)O4—S1—O2—Ca156.79 (10)
O3iii—Ca1—S1—O4−109.44 (5)O3—S1—O2—Ca1−72.04 (9)
O3iv—Ca1—S1—O470.56 (5)O1—S1—O2—Ca1172.76 (7)
O2—Ca1—S1—O4−129.73 (10)O4i—Ca1—O2—S1112.94 (8)
O2v—Ca1—S1—O450.26 (10)O4ii—Ca1—O2—S1−67.06 (8)
S1v—Ca1—S1—O4−136 (16)O3iii—Ca1—O2—S1−160.39 (9)
O4i—Ca1—S1—O2−68.96 (9)O3iv—Ca1—O2—S119.61 (9)
O4ii—Ca1—S1—O2111.04 (9)O2v—Ca1—O2—S1−17 (11)
O3iii—Ca1—S1—O220.30 (9)S1v—Ca1—O2—S1180.0
O3iv—Ca1—S1—O2−159.71 (9)O4—S1—O3—Ca1vi1.53 (12)
O2v—Ca1—S1—O2179.998 (2)O2—S1—O3—Ca1vi131.22 (9)
S1v—Ca1—S1—O2−6(16)O1—S1—O3—Ca1vi−115.93 (9)
O4i—Ca1—S1—O348.05 (5)Ca1—S1—O3—Ca1vi100.63 (9)
O4ii—Ca1—S1—O3−131.95 (5)O2—S1—O4—Ca1vii80.8 (2)
O3iii—Ca1—S1—O3137.31 (7)O3—S1—O4—Ca1vii−149.8 (2)
O3iv—Ca1—S1—O3−42.70 (7)O1—S1—O4—Ca1vii−32.6 (2)
O2—Ca1—S1—O3117.01 (9)Ca1—S1—O4—Ca1vii107.0 (2)
O2v—Ca1—S1—O3−62.99 (9)S1—O1—C1—C2156.54 (11)
S1v—Ca1—S1—O3111 (16)O1—C1—C2—C3170.34 (13)
O4i—Ca1—S1—O1−78.87 (7)C1—C2—C3—C4178.97 (14)
O4ii—Ca1—S1—O1101.13 (7)C2—C3—C4—C5176.61 (13)
O3iii—Ca1—S1—O110.38 (7)C3—C4—C5—C6−179.75 (13)
O3iv—Ca1—S1—O1−169.62 (7)C4—C5—C6—C7179.24 (13)
O2—Ca1—S1—O1−9.91 (10)C5—C6—C7—C8179.09 (13)
O2v—Ca1—S1—O1170.08 (10)C6—C7—C8—C9178.78 (14)
S1v—Ca1—S1—O1−16 (16)C7—C8—C9—C10178.20 (14)
O4—S1—O1—C1−68.41 (11)C8—C9—C10—C11179.60 (15)
O2—S1—O1—C1171.31 (11)C9—C10—C11—C12178.15 (15)
O3—S1—O1—C151.95 (12)

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5055).

References

  • Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst.38, 381–388.
  • Hato, M. & Shinoda, K. (1973). Bull. Chem. Soc. Jpn, 46, 3889–3890.
  • Kabuto, C., Akine, S., Nemoto, T. & Kwon, E. (2009). J. Cryst. Soc. Jpn, 51, 218–224.
  • Momma, K. & Izumi, F. (2008). J. Appl. Cryst.41, 653–658.
  • Rigaku (1998). PROCESS-AUTO Rigaku Corporation, Tokyo, Japan.
  • Rodriguez, C. H., Yuan, W.-L., Scamehorn, J. F. & O’Rear, E. A. (2002). J. Surfact. Deterg.5, 269–280.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography