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

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890

Poly[bis­­(μ3-do­decyl sulfato)­calcium]

aDepartment of Chemistry, Okayama University of Science, Ridai-cho, Okayama 700-0005, Japan
*Correspondence e-mail: gsakane@chem.ous.ac.jp

(Received 20 May 2010; accepted 31 May 2010; online 5 June 2010)

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[Rodriguez, C. H., Yuan, W.-L., Scamehorn, J. F. & O'Rear, E. A. (2002). J. Surfact. Deterg. 5, 269-280.]). For the Krafft point of the title compound, see: Hato & Shinoda (1973[Hato, M. & Shinoda, K. (1973). Bull. Chem. Soc. Jpn, 46, 3889-3890.]).

[Scheme 1]

Experimental

Crystal data
  • [Ca(C12H25O4S)2]

  • Mr = 570.84

  • Triclinic, [P \overline 1]

  • 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)

  • Rint = 0.031

Refinement
  • R[F2 > 2σ(F2)] = 0.031

  • wR(F2) = 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[Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.]); cell refinement: PROCESS-AUTO; data reduction: Yadokari-XG 2009 (Kabuto et al., 2009[Kabuto, C., Akine, S., Nemoto, T. & Kwon, E. (2009). J. Cryst. Soc. Jpn, 51, 218-224.]); program(s) used to solve structure: SIR2004 (Burla et al., 2005[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.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: Yadokari-XG 2009 and VESTA (Momma et al., 2008[Momma, K. & Izumi, F. (2008). J. Appl. Cryst. 41, 653-658.]); software used to prepare material for publication: Yadokari-XG 2009.

Supporting information


Comment top

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).

Related literature top

For the atomic force microscopy of the title compound, see: Rodriguez et al. (2002). For the krafft point of the title compound, see: Hato et al. (1973).

Experimental top

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 top

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.

Computing details top

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

Figures top
[Figure 1] 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.
[Figure 2] Fig. 2. The packing of (I), viewed along the b axis, showing hydrocarbon (dodecyl sulfate) layers which sandwich Ca atoms.
Poly[bis(µ3-dodecyl sulfato)calcium] top
Crystal data top
[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 top
Rigaku R-AXIS IV
diffractometer
2396 reflections with I > 2σ(I)
Radiation source: rotating-anode X-rayRint = 0.031
Graphite Monochromator monochromatorθmax = 25.5°, θmin = 1.4°
Detector resolution: 10.0 pixels mm-1h = 55
ω scansk = 66
4361 measured reflectionsl = 3535
2500 independent reflections
Refinement top
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 = 1.08 w = 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
Crystal data top
[Ca(C12H25O4S)2]γ = 118.393 (5)°
Mr = 570.84V = 743.22 (7) Å3
Triclinic, P1Z = 1
a = 5.3888 (3) ÅMo Kα radiation
b = 5.3834 (3) ŵ = 0.39 mm1
c = 29.1922 (16) ÅT = 93 K
α = 93.4321 (19)°0.50 × 0.10 × 0.10 mm
β = 90.099 (4)°
Data collection top
Rigaku R-AXIS IV
diffractometer
2396 reflections with I > 2σ(I)
4361 measured reflectionsRint = 0.031
2500 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0310 restraints
wR(F2) = 0.088All H-atom parameters refined
S = 1.08Δρmax = 0.39 e Å3
2500 reflectionsΔρmin = 0.43 e Å3
235 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
xyzUiso*/Ueq
Ca11.00000.50000.50000.00470 (14)
S10.37678 (7)0.17886 (7)0.442177 (11)0.00452 (13)
O10.2874 (2)0.2127 (2)0.39188 (3)0.0088 (3)
O20.6786 (2)0.3652 (2)0.44018 (3)0.0082 (2)
O30.3024 (2)0.1177 (2)0.45120 (3)0.0086 (2)
O40.2238 (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)
H10.004 (5)0.149 (5)0.3738 (8)0.030*
H20.129 (5)0.029 (5)0.4080 (8)0.030*
H30.066 (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) top
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, º) top
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—O418.69 (7)O4—S1—O2—Ca156.79 (10)
O3iii—Ca1—S1—O4109.44 (5)O3—S1—O2—Ca172.04 (9)
O3iv—Ca1—S1—O470.56 (5)O1—S1—O2—Ca1172.76 (7)
O2—Ca1—S1—O4129.73 (10)O4i—Ca1—O2—S1112.94 (8)
O2v—Ca1—S1—O450.26 (10)O4ii—Ca1—O2—S167.06 (8)
S1v—Ca1—S1—O4136 (16)O3iii—Ca1—O2—S1160.39 (9)
O4i—Ca1—S1—O268.96 (9)O3iv—Ca1—O2—S119.61 (9)
O4ii—Ca1—S1—O2111.04 (9)O2v—Ca1—O2—S117 (11)
O3iii—Ca1—S1—O220.30 (9)S1v—Ca1—O2—S1180.0
O3iv—Ca1—S1—O2159.71 (9)O4—S1—O3—Ca1vi1.53 (12)
O2v—Ca1—S1—O2179.998 (2)O2—S1—O3—Ca1vi131.22 (9)
S1v—Ca1—S1—O26 (16)O1—S1—O3—Ca1vi115.93 (9)
O4i—Ca1—S1—O348.05 (5)Ca1—S1—O3—Ca1vi100.63 (9)
O4ii—Ca1—S1—O3131.95 (5)O2—S1—O4—Ca1vii80.8 (2)
O3iii—Ca1—S1—O3137.31 (7)O3—S1—O4—Ca1vii149.8 (2)
O3iv—Ca1—S1—O342.70 (7)O1—S1—O4—Ca1vii32.6 (2)
O2—Ca1—S1—O3117.01 (9)Ca1—S1—O4—Ca1vii107.0 (2)
O2v—Ca1—S1—O362.99 (9)S1—O1—C1—C2156.54 (11)
S1v—Ca1—S1—O3111 (16)O1—C1—C2—C3170.34 (13)
O4i—Ca1—S1—O178.87 (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—C6179.75 (13)
O3iv—Ca1—S1—O1169.62 (7)C4—C5—C6—C7179.24 (13)
O2—Ca1—S1—O19.91 (10)C5—C6—C7—C8179.09 (13)
O2v—Ca1—S1—O1170.08 (10)C6—C7—C8—C9178.78 (14)
S1v—Ca1—S1—O116 (16)C7—C8—C9—C10178.20 (14)
O4—S1—O1—C168.41 (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) x1, y, z; (ii) x1, y1, z+1; (iii) x1, y1, z; (iv) x1, y, z+1; (v) x2, y1, z+1; (vi) x+1, y+1, z; (vii) x+1, y, z.

Experimental details

Crystal data
Chemical formula[Ca(C12H25O4S)2]
Mr570.84
Crystal system, space groupTriclinic, P1
Temperature (K)93
a, b, c (Å)5.3888 (3), 5.3834 (3), 29.1922 (16)
α, β, γ (°)93.4321 (19), 90.099 (4), 118.393 (5)
V3)743.22 (7)
Z1
Radiation typeMo Kα
µ (mm1)0.39
Crystal size (mm)0.50 × 0.10 × 0.10
Data collection
DiffractometerRigaku R-AXIS IV
diffractometer
Absorption correction
No. of measured, independent and
observed [I > 2σ(I)] reflections
4361, 2500, 2396
Rint0.031
(sin θ/λ)max1)0.606
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.031, 0.088, 1.08
No. of reflections2500
No. of parameters235
H-atom treatmentAll H-atom parameters refined
Δρmax, Δρmin (e Å3)0.39, 0.43

Computer programs: PROCESS-AUTO (Rigaku, 1998), SIR2004 (Burla et al., 2005), SHELXL97 (Sheldrick, 2008), Yadokari-XG 2009 (Kabuto et al., 2009) and VESTA (Momma et al., 2008), Yadokari-XG 2009.

 

Acknowledgements

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

References

First citationBurla, 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.  Web of Science CrossRef CAS IUCr Journals
First citationHato, M. & Shinoda, K. (1973). Bull. Chem. Soc. Jpn, 46, 3889–3890.  CrossRef CAS Web of Science
First citationKabuto, C., Akine, S., Nemoto, T. & Kwon, E. (2009). J. Cryst. Soc. Jpn, 51, 218–224.  CrossRef
First citationMomma, K. & Izumi, F. (2008). J. Appl. Cryst. 41, 653–658.  Web of Science CrossRef CAS IUCr Journals
First citationRigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
First citationRodriguez, C. H., Yuan, W.-L., Scamehorn, J. F. & O'Rear, E. A. (2002). J. Surfact. Deterg. 5, 269–280.  Web of Science CrossRef CAS
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds