Skip to main content
Acta Crystallographica Section E: Structure Reports Online logoLink to Acta Crystallographica Section E: Structure Reports Online
. 2011 Apr 29;67(Pt 5):m632. doi: 10.1107/S1600536811014474

(Benzyl phenyl sulfoxide-κO)dichloridodiphenyl­tin(IV)

Guo-Xia Tan a,*, Chang-Fa Zhang b, Xi-Cheng Liu c
PMCID: PMC3089264  PMID: 21754340

Abstract

The SnIV atom in the title compound, [Sn(C6H5)2Cl2(C13H12OS)], displays a distorted C2Cl2O trigonal–bipyramidal coordination environment, with a mean Sn—C distance of 2.121 (9) Å and with Sn—O = 2.331 (2) Å. The SnIV atom is displaced by 0.169 (2) Å from the equatorial C2Cl plane towards the direction of the second axially bonded Cl atom.

Related literature

For background to organotin compounds, see: Davies et al. (2008); Tian et al. (2005). For related structures, see: Sadiq-ur-Rehman et al. (2007); Ng & Rheingold (1989); Bao et al. (1995); Dang (2009); Sousa et al. (2009); Yu et al. (1992).graphic file with name e-67-0m632-scheme1.jpg

Experimental

Crystal data

  • [Sn(C6H5)2Cl2(C13H12OS)]

  • M r = 560.08

  • Triclinic, Inline graphic

  • a = 9.979 (5) Å

  • b = 10.577 (6) Å

  • c = 12.104 (4) Å

  • α = 87.728 (5)°

  • β = 81.196 (3)°

  • γ = 69.995 (5)°

  • V = 1186.2 (10) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 1.41 mm−1

  • T = 295 K

  • 0.31 × 0.24 × 0.20 mm

Data collection

  • Bruker P4 diffractometer

  • Absorption correction: ψ scan (XSCANS; Bruker, 1996) T min = 0.670, T max = 0.766

  • 4959 measured reflections

  • 4170 independent reflections

  • 3546 reflections with I > 2σ(I)

  • R int = 0.020

  • 3 standard reflections every 97 reflections intensity decay: 1.9%

Refinement

  • R[F 2 > 2σ(F 2)] = 0.025

  • wR(F 2) = 0.056

  • S = 1.01

  • 4170 reflections

  • 272 parameters

  • H-atom parameters constrained

  • Δρmax = 0.26 e Å−3

  • Δρmin = −0.34 e Å−3

Data collection: XSCANS (Bruker, 1996); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811014474/wm2481sup1.cif

e-67-0m632-sup1.cif (19KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811014474/wm2481Isup2.hkl

e-67-0m632-Isup2.hkl (200.2KB, hkl)

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

Acknowledgments

This work was supported by Shandong Provincial Natural Science Foundation, China (grant No. ZR2010BL012).

supplementary crystallographic information

Comment

Organotin compounds have received considerable attention due to their structural diversity and an increase in terms of industrial, agricultural and biological applications (Davies et al., 2008; Tian et al., 2005).

Several structures of organotin sulfoxide complexes, such as dichloridobis(dimethylsulfoxide-κO)diphenyltin (Sadiq-ur-Rehman et al., 2007), dichloridodimethyl(dibenzylsulfoxide-κO)tin (Ng & Rheingold, 1989), [bis(phenylsulfinyl)ethane-κO,O']dichloridodiphenyltin (Bao et al., 1995), bis(benzylphenylsulfoxide-κO)dichloridodiphenyltin (Dang, 2009) or dibutyldichloro(2-phenyl-1,3-dithiane-1,3-dioxide-κO)tin (Sousa et al., 2009), have been reported. As a continuation of these studies, the structure of the title compound, (I), is described here.

The coordination environment of the SnIV atom in (I) can be described as a distorted trigonal bipyramid with two phenyl groups and the Cl1 atom occupying the equatorial positions whereas the axial positions are occupied by the Cl2 atom and the sulfoxide O1 atom (Fig. 1). The Sn atom is slightly displaced from the equatorial plane defined by the C2Cl set and is located 0.169 (2) Å in the direction of the axial Cl2 atom. The Sn—C and Sn—Cl bond lengths are similar to these found in [1,2-bis(phenylsulfinyl)ethane-κO,O]bis(dichloridodiphenyltin) (Yu et al., 1992). However, the Sn—O bond length (2.331 (2) Å) is shorter than that in the previously mentioned structure (2.417 (2) Å). The dihedral angle between the two phenyl rings bound to the Sn atom is 55.9 (2)°; the dihedral angle between the phenyl rings in the sulfoxide ligand is 34.7 (2)°.

Experimental

Benzylphenylsulfoxide (0.865 g, 4 mmol) and diphenyltin dichloride (1.374 g, 4 mmol) were refluxed in methanol (40 ml) for 1 h, and then the colorless solution was concentrated under reduce pressure and cooled. The solid product obtained was filtered off and recrystallised from ethanol. Colourless crystals suitable for X-ray analysis were obtained from the solvent by slow evaporation (yield 80%; m.p. 378–379 K).

Refinement

H atoms were placed at calculated positions (C—H = 0.97 Å for methylene and C—H = 0.93 Å for aromatic H atoms) and refined as riding with Uiso(H) = 1.2Ueq(C).

Figures

Fig. 1.

Fig. 1.

The molecular structure of (I) with displacement ellipsoids drawn at the 30% probability level.

Crystal data

[Sn(C6H5)2Cl2(C13H12OS)] Z = 2
Mr = 560.08 F(000) = 560
Triclinic, P1 Dx = 1.568 Mg m3
Hall symbol: -P 1 Mo Kα radiation, λ = 0.71069 Å
a = 9.979 (5) Å Cell parameters from 28 reflections
b = 10.577 (6) Å θ = 5.4–12.5°
c = 12.104 (4) Å µ = 1.41 mm1
α = 87.728 (5)° T = 295 K
β = 81.196 (3)° Block, colourless
γ = 69.995 (5)° 0.31 × 0.24 × 0.20 mm
V = 1186.2 (10) Å3

Data collection

Bruker P4 diffractometer 3546 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube Rint = 0.020
graphite θmax = 25.0°, θmin = 2.1°
ω scans h = −11→1
Absorption correction: ψ scan (XSCANS; Bruker, 1996) k = −12→12
Tmin = 0.670, Tmax = 0.766 l = −14→14
4959 measured reflections 3 standard reflections every 97 reflections
4170 independent reflections intensity decay: 1.9%

Refinement

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)] = 0.025 H-atom parameters constrained
wR(F2) = 0.056 w = 1/[σ2(Fo2) + (0.0246P)2 + 0.1469P] where P = (Fo2 + 2Fc2)/3
S = 1.01 (Δ/σ)max = 0.001
4170 reflections Δρmax = 0.26 e Å3
272 parameters Δρmin = −0.34 e Å3
0 restraints Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods Extinction coefficient: 0.0111 (5)

Special details

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)

x y z Uiso*/Ueq
C1 0.7386 (3) 0.1721 (3) 1.0500 (2) 0.0430 (7)
H1A 0.8239 0.1008 1.0298 0.052*
C2 0.7161 (3) 0.2382 (3) 1.1502 (3) 0.0522 (8)
H2A 0.7858 0.2109 1.1974 0.063*
C3 0.5907 (3) 0.3446 (3) 1.1814 (3) 0.0495 (8)
H3A 0.5759 0.3890 1.2493 0.059*
C4 0.4878 (3) 0.3847 (3) 1.1118 (3) 0.0503 (8)
H4A 0.4032 0.4567 1.1325 0.060*
C5 0.5097 (3) 0.3183 (3) 1.0111 (2) 0.0442 (7)
H5A 0.4394 0.3459 0.9644 0.053*
C6 0.6355 (3) 0.2108 (3) 0.9784 (2) 0.0358 (6)
C7 0.7105 (3) 0.1817 (3) 0.6623 (2) 0.0398 (6)
C8 0.7903 (3) 0.0972 (3) 0.5733 (3) 0.0545 (8)
H8A 0.8277 0.0049 0.5841 0.065*
C9 0.8148 (4) 0.1490 (5) 0.4686 (3) 0.0718 (11)
H9A 0.8674 0.0916 0.4091 0.086*
C10 0.7618 (4) 0.2846 (5) 0.4527 (3) 0.0731 (11)
H10A 0.7797 0.3194 0.3824 0.088*
C11 0.6830 (5) 0.3691 (4) 0.5390 (3) 0.0814 (12)
H11A 0.6472 0.4614 0.5277 0.098*
C12 0.6561 (4) 0.3176 (3) 0.6440 (3) 0.0619 (9)
H12A 0.6007 0.3755 0.7025 0.074*
C13 0.2765 (3) 0.0805 (3) 0.7273 (3) 0.0526 (8)
H13A 0.3563 −0.0034 0.7113 0.063*
H13B 0.1895 0.0584 0.7488 0.063*
C14 0.2623 (3) 0.1608 (3) 0.6234 (3) 0.0473 (7)
C15 0.3841 (4) 0.1643 (4) 0.5531 (3) 0.0602 (9)
H15A 0.4750 0.1160 0.5710 0.072*
C16 0.3713 (5) 0.2394 (4) 0.4561 (3) 0.0794 (12)
H16A 0.4535 0.2421 0.4095 0.095*
C17 0.2376 (6) 0.3093 (4) 0.4293 (4) 0.0875 (13)
H17A 0.2291 0.3590 0.3640 0.105*
C18 0.1176 (5) 0.3065 (4) 0.4974 (4) 0.0804 (12)
H18A 0.0272 0.3550 0.4788 0.096*
C19 0.1282 (4) 0.2322 (3) 0.5946 (3) 0.0607 (9)
H19A 0.0451 0.2303 0.6404 0.073*
C20 0.1536 (3) 0.3141 (3) 0.8516 (2) 0.0427 (7)
C21 0.1612 (3) 0.4285 (3) 0.7968 (3) 0.0536 (8)
H21A 0.2477 0.4298 0.7561 0.064*
C22 0.0383 (4) 0.5415 (3) 0.8031 (3) 0.0615 (9)
H22A 0.0424 0.6201 0.7677 0.074*
C23 −0.0899 (4) 0.5380 (3) 0.8615 (3) 0.0599 (9)
H23A −0.1727 0.6136 0.8648 0.072*
C24 −0.0951 (3) 0.4224 (4) 0.9152 (3) 0.0598 (9)
H24A −0.1821 0.4206 0.9545 0.072*
C25 0.0255 (3) 0.3099 (3) 0.9117 (3) 0.0537 (8)
H25A 0.0215 0.2323 0.9489 0.064*
Cl1 0.61881 (10) −0.09242 (8) 0.83415 (8) 0.0626 (2)
Cl2 0.93145 (8) −0.02330 (10) 0.82750 (7) 0.0661 (3)
O1 0.43433 (19) 0.20989 (19) 0.80186 (16) 0.0443 (5)
S1 0.30677 (8) 0.16446 (8) 0.84580 (6) 0.04423 (19)
Sn1 0.67532 (2) 0.10548 (2) 0.824114 (16) 0.03808 (9)

Atomic displacement parameters (Å2)

U11 U22 U33 U12 U13 U23
C1 0.0342 (16) 0.0413 (16) 0.0478 (17) −0.0049 (13) −0.0073 (13) 0.0003 (13)
C2 0.0475 (19) 0.0552 (19) 0.0500 (18) −0.0069 (16) −0.0201 (15) −0.0006 (15)
C3 0.054 (2) 0.0461 (18) 0.0476 (18) −0.0138 (16) −0.0096 (15) −0.0060 (14)
C4 0.0411 (18) 0.0449 (18) 0.0565 (19) −0.0040 (14) −0.0056 (15) −0.0063 (14)
C5 0.0358 (16) 0.0427 (17) 0.0503 (17) −0.0068 (13) −0.0109 (14) 0.0014 (13)
C6 0.0322 (15) 0.0379 (15) 0.0371 (14) −0.0128 (12) −0.0038 (12) 0.0041 (12)
C7 0.0388 (16) 0.0450 (16) 0.0362 (15) −0.0150 (13) −0.0053 (12) −0.0022 (12)
C8 0.0489 (19) 0.057 (2) 0.0492 (19) −0.0089 (16) −0.0008 (15) −0.0081 (15)
C9 0.069 (3) 0.104 (3) 0.0415 (19) −0.030 (2) 0.0020 (18) −0.014 (2)
C10 0.082 (3) 0.110 (3) 0.045 (2) −0.056 (3) −0.0114 (19) 0.017 (2)
C11 0.115 (4) 0.062 (2) 0.075 (3) −0.038 (2) −0.024 (3) 0.025 (2)
C12 0.075 (2) 0.050 (2) 0.053 (2) −0.0143 (18) −0.0022 (18) −0.0014 (16)
C13 0.0453 (18) 0.0452 (18) 0.070 (2) −0.0173 (15) −0.0125 (16) −0.0030 (15)
C14 0.0482 (19) 0.0409 (17) 0.0559 (19) −0.0146 (15) −0.0163 (15) −0.0074 (14)
C15 0.053 (2) 0.066 (2) 0.061 (2) −0.0161 (18) −0.0111 (17) −0.0123 (18)
C16 0.093 (3) 0.097 (3) 0.058 (2) −0.046 (3) −0.010 (2) −0.001 (2)
C17 0.123 (4) 0.090 (3) 0.064 (3) −0.048 (3) −0.035 (3) 0.013 (2)
C18 0.086 (3) 0.072 (3) 0.086 (3) −0.014 (2) −0.048 (3) 0.000 (2)
C19 0.051 (2) 0.064 (2) 0.070 (2) −0.0184 (18) −0.0192 (18) −0.0073 (18)
C20 0.0330 (16) 0.0493 (17) 0.0436 (16) −0.0112 (14) −0.0061 (13) 0.0009 (13)
C21 0.0438 (18) 0.054 (2) 0.061 (2) −0.0180 (16) 0.0014 (15) 0.0038 (16)
C22 0.055 (2) 0.049 (2) 0.073 (2) −0.0116 (17) −0.0039 (18) 0.0097 (17)
C23 0.0437 (19) 0.053 (2) 0.070 (2) −0.0004 (16) −0.0088 (17) −0.0004 (17)
C24 0.0327 (17) 0.073 (2) 0.068 (2) −0.0128 (17) −0.0013 (15) 0.0051 (18)
C25 0.0412 (18) 0.061 (2) 0.0567 (19) −0.0175 (16) −0.0034 (15) 0.0114 (16)
Cl1 0.0650 (6) 0.0415 (4) 0.0815 (6) −0.0173 (4) −0.0152 (5) 0.0066 (4)
Cl2 0.0340 (4) 0.0797 (6) 0.0649 (5) 0.0063 (4) −0.0071 (4) −0.0047 (4)
O1 0.0304 (10) 0.0503 (12) 0.0515 (12) −0.0122 (9) −0.0082 (9) 0.0028 (9)
S1 0.0355 (4) 0.0484 (4) 0.0464 (4) −0.0117 (3) −0.0062 (3) 0.0047 (3)
Sn1 0.03092 (12) 0.04049 (12) 0.03830 (12) −0.00709 (8) −0.00347 (8) 0.00064 (8)

Geometric parameters (Å, °)

C1—C2 1.373 (4) C14—C19 1.383 (4)
C1—C6 1.391 (4) C14—C15 1.383 (4)
C1—H1A 0.9300 C15—C16 1.389 (5)
C2—C3 1.378 (4) C15—H15A 0.9300
C2—H2A 0.9300 C16—C17 1.368 (6)
C3—C4 1.372 (4) C16—H16A 0.9300
C3—H3A 0.9300 C17—C18 1.355 (6)
C4—C5 1.382 (4) C17—H17A 0.9300
C4—H4A 0.9300 C18—C19 1.386 (5)
C5—C6 1.390 (4) C18—H18A 0.9300
C5—H5A 0.9300 C19—H19A 0.9300
C6—Sn1 2.127 (3) C20—C21 1.376 (4)
C7—C12 1.373 (4) C20—C25 1.385 (4)
C7—C8 1.386 (4) C20—S1 1.780 (3)
C7—Sn1 2.114 (3) C21—C22 1.384 (4)
C8—C9 1.380 (5) C21—H21A 0.9300
C8—H8A 0.9300 C22—C23 1.376 (4)
C9—C10 1.365 (5) C22—H22A 0.9300
C9—H9A 0.9300 C23—C24 1.375 (5)
C10—C11 1.360 (5) C23—H23A 0.9300
C10—H10A 0.9300 C24—C25 1.370 (4)
C11—C12 1.387 (5) C24—H24A 0.9300
C11—H11A 0.9300 C25—H25A 0.9300
C12—H12A 0.9300 Cl1—Sn1 2.3410 (13)
C13—C14 1.487 (4) Cl2—Sn1 2.4567 (14)
C13—S1 1.831 (3) O1—S1 1.525 (2)
C13—H13A 0.9700 O1—Sn1 2.331 (2)
C13—H13B 0.9700
C2—C1—C6 120.8 (3) C14—C15—H15A 119.8
C2—C1—H1A 119.6 C16—C15—H15A 119.8
C6—C1—H1A 119.6 C17—C16—C15 119.8 (4)
C1—C2—C3 120.4 (3) C17—C16—H16A 120.1
C1—C2—H2A 119.8 C15—C16—H16A 120.1
C3—C2—H2A 119.8 C18—C17—C16 120.3 (4)
C4—C3—C2 119.8 (3) C18—C17—H17A 119.9
C4—C3—H3A 120.1 C16—C17—H17A 119.9
C2—C3—H3A 120.1 C17—C18—C19 120.7 (4)
C3—C4—C5 120.0 (3) C17—C18—H18A 119.6
C3—C4—H4A 120.0 C19—C18—H18A 119.6
C5—C4—H4A 120.0 C14—C19—C18 120.0 (4)
C4—C5—C6 120.9 (3) C14—C19—H19A 120.0
C4—C5—H5A 119.5 C18—C19—H19A 120.0
C6—C5—H5A 119.5 C21—C20—C25 121.3 (3)
C5—C6—C1 118.1 (3) C21—C20—S1 121.5 (2)
C5—C6—Sn1 122.5 (2) C25—C20—S1 117.2 (2)
C1—C6—Sn1 119.4 (2) C20—C21—C22 119.0 (3)
C12—C7—C8 118.6 (3) C20—C21—H21A 120.5
C12—C7—Sn1 120.1 (2) C22—C21—H21A 120.5
C8—C7—Sn1 121.3 (2) C23—C22—C21 120.2 (3)
C9—C8—C7 120.5 (3) C23—C22—H22A 119.9
C9—C8—H8A 119.8 C21—C22—H22A 119.9
C7—C8—H8A 119.8 C24—C23—C22 119.8 (3)
C10—C9—C8 119.9 (3) C24—C23—H23A 120.1
C10—C9—H9A 120.0 C22—C23—H23A 120.1
C8—C9—H9A 120.0 C25—C24—C23 121.2 (3)
C11—C10—C9 120.4 (3) C25—C24—H24A 119.4
C11—C10—H10A 119.8 C23—C24—H24A 119.4
C9—C10—H10A 119.8 C24—C25—C20 118.5 (3)
C10—C11—C12 120.0 (4) C24—C25—H25A 120.7
C10—C11—H11A 120.0 C20—C25—H25A 120.7
C12—C11—H11A 120.0 S1—O1—Sn1 127.97 (11)
C7—C12—C11 120.5 (3) O1—S1—C20 104.46 (13)
C7—C12—H12A 119.7 O1—S1—C13 105.54 (13)
C11—C12—H12A 119.7 C20—S1—C13 98.91 (14)
C14—C13—S1 114.6 (2) C7—Sn1—C6 126.64 (11)
C14—C13—H13A 108.6 C7—Sn1—O1 82.35 (9)
S1—C13—H13A 108.6 C6—Sn1—O1 89.84 (9)
C14—C13—H13B 108.6 C7—Sn1—Cl1 116.24 (8)
S1—C13—H13B 108.6 C6—Sn1—Cl1 115.33 (8)
H13A—C13—H13B 107.6 O1—Sn1—Cl1 84.46 (6)
C19—C14—C15 118.8 (3) C7—Sn1—Cl2 94.39 (8)
C19—C14—C13 121.0 (3) C6—Sn1—Cl2 97.34 (8)
C15—C14—C13 120.2 (3) O1—Sn1—Cl2 172.69 (5)
C14—C15—C16 120.4 (3) Cl1—Sn1—Cl2 91.18 (4)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WM2481).

References

  1. Bao, J. C., Shao, P. X., Wang, R. J., Wang, H. G. & Yao, X. K. (1995). Polyhedron, 14, 927–933.
  2. Bruker (1996). XSCANS Bruker AXS Inc., Madison, Wisconsin, USA.
  3. Dang, Y.-Q. (2009). Acta Cryst. E65, m1306. [DOI] [PMC free article] [PubMed]
  4. Davies, A. G., Gielen, M., Pannell, K. H. & Tiekink, E. R. T. (2008). In Tin Chemistry: Fundamentals, Frontiers and Applications Chichester: John Wiley & Sons.
  5. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
  6. Ng, S. W. & Rheingold, A. L. (1989). J. Organomet. Chem. 378, 339–345.
  7. Sadiq-ur-Rehman, Saeed, S., Ali, S., Shahzadi, S. & Helliwell, M. (2007). Acta Cryst. E63, m1788.
  8. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [DOI] [PubMed]
  9. Sousa, G. F., Ellena, J., Malta, V. R. S. & Ardisson, J. D. (2009). J. Braz. Chem. Soc. 20, 1441–1447.
  10. Tian, L., Sun, Y., Li, H., Zheng, X., Cheng, Y., Liu, X. & Qian, B. (2005). J. Inorg. Biochem. 99, 1646–1652. [DOI] [PubMed]
  11. Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925.
  12. Yu, X.-L., Bao, J.-C., Shao, P.-X., Yao, X.-K., Wang, H.-G. & Wang, R.-J. (1992). Chin. J. Struct. Chem. 11, 373–376.

Associated Data

This section collects any data citations, data availability statements, or supplementary materials included in this article.

Supplementary Materials

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811014474/wm2481sup1.cif

e-67-0m632-sup1.cif (19KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811014474/wm2481Isup2.hkl

e-67-0m632-Isup2.hkl (200.2KB, hkl)

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


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

RESOURCES