supplementary materials


Acta Cryst. (2007). E63, m1806    [ doi:10.1107/S1600536807025275 ]

(2-Amino-3,5-dimethylbenzenesulfonato-[kappa]N)bis(3-methylisoquinoline-[kappa]N)silver(I)

Y.-J. Li, S.-P. Shangguan and X.-W. Dong

Abstract top

The title compound, [Ag(C8H10NO3S)(C10H9N)2], has a mononuclear structure in which the Ag+ cation is three-coordinated by two N atoms from two different 3-methylisoquinoline molecules and one N atom from a 2-amino-3,5-dimethylbenzenesulfonate anion in a highly distorted trigonal-planar AgN3 arrangement.

Comment top

In this paper, the structure of the title compound, (I) (Fig. 1), containing two 3-methylisoquinoline molecules and 2-amino-3,5-dimethylbenzenesulfonate (L) anion is described.

In (I), two 3-methylisoquinoline molecules and one L anion are coordinated to the metal, resulting in a highly distorted trigonal planar coordination geometry for Ag (Table 1). Atoms Ag1, N1, N2 and N3 are almost coplanar and the bond-angle sum about Ag is 359.36°. The Ag—NL distances are longer than the Ag—N3-methylisoquinoline distance. The distances are similar to the equivalent values in related compounds (Liu et al., 2006). In (I), the coordination ability of the amine group of L is evidently stronger than that of sulfonate group and the latter group does not coordinate to the Ag ion. The dihedral angle between the two quinoline rings of the different two coordinated 3-methylisoquinoline molecules is 96.3°.

Related literature top

For the structure of the related compound, Ag(L)(bipy), where L = 2-amino-3,5-dimethylbenzenesulfonate and bipy = 2,2'-bipyridine, see Liu et al. (2006).

Experimental top

An aqueous solution (10 ml) of 2-amino-3,5-dimethylbenzenesulfonic acid (0.101 g, 0.5 mmol) was added to solid Ag2CO3 (0.069 g, 0.25 mmol) and stirred for several minutes until no further CO2 was given off; 3-methylisoquinoline (0.0715 g, 0.5 mmol) in methanol (5 ml) was then added and a white precipitate formed. The precipitate was dissolved by dropwise addition of an aqueous solution of NH3 (14 M). Colourless prisms of (I) were obtained by evaporation of the solution for several days at room temperature.

Refinement top

All H atoms on C atoms were positioned geometrically and refined as riding, with C—H = 0.93 Å and Uiso(H)= 1.2Ueq(C) or 1.5Ueq(methyl C).

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), with atom labels and 30% probability displacement ellipsoids. All H atoms are omitted for clarty.
(2-Amino-3,5-dimethylbenzenesulfonato-κN)bis(3-methylisoquinoline- κN)silver(I) top
Crystal data top
[Ag(C8H10NO3S)(C10H9N)2]F000 = 1216
Mr = 594.47Dx = 1.518 Mg m3
Monoclinic, P21/nMo Kα radiation
λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 9129 reflections
a = 11.910 (2) Åθ = 2.0–27.5º
b = 11.199 (2) ŵ = 0.89 mm1
c = 19.507 (4) ÅT = 292 (2) K
β = 92.05 (3)ºPrism, colorless
V = 2600.4 (9) Å30.24 × 0.23 × 0.11 mm
Z = 4
Data collection top
Rigaku R-AXIS RAPID CCD
diffractometer
5336 independent reflections
Radiation source: fine-focus sealed tube2764 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.050
Detector resolution: 10.0 pixels mm-1θmax = 27.5º
T = 292(2) Kθmin = 2.0º
ω scansh = 15→15
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
k = 13→14
Tmin = 0.884, Tmax = 0.908l = 25→25
20026 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.036H-atom parameters constrained
wR(F2) = 0.116  w = 1/[σ2(Fo2) + (0.0638P)2]
where P = (Fo2 + 2Fc2)/3
S = 0.91(Δ/σ)max < 0.001
5336 reflectionsΔρmax = 0.42 e Å3
329 parametersΔρmin = 0.82 e Å3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
[Ag(C8H10NO3S)(C10H9N)2]V = 2600.4 (9) Å3
Mr = 594.47Z = 4
Monoclinic, P21/nMo Kα
a = 11.910 (2) ŵ = 0.89 mm1
b = 11.199 (2) ÅT = 292 (2) K
c = 19.507 (4) Å0.24 × 0.23 × 0.11 mm
β = 92.05 (3)º
Data collection top
Rigaku R-AXIS RAPID CCD
diffractometer
5336 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
2764 reflections with I > 2σ(I)
Tmin = 0.884, Tmax = 0.908Rint = 0.050
20026 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.036329 parameters
wR(F2) = 0.116H-atom parameters constrained
S = 0.91Δρmax = 0.42 e Å3
5336 reflectionsΔρmin = 0.82 e Å3
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
xyzUiso*/Ueq
Ag10.42331 (3)0.17081 (3)0.26819 (2)0.07452 (17)
C10.3582 (3)0.5198 (3)0.24067 (18)0.0391 (8)
C20.3483 (3)0.4187 (3)0.1985 (2)0.0414 (9)
C30.3905 (3)0.4228 (3)0.1326 (2)0.0461 (9)
C40.4351 (3)0.5290 (3)0.1093 (2)0.0520 (10)
H40.46120.53200.06500.062*
C50.4422 (3)0.6309 (3)0.1495 (2)0.0511 (10)
C60.4057 (3)0.6233 (3)0.2151 (2)0.0470 (9)
H60.41290.68960.24360.056*
C70.3857 (4)0.3133 (3)0.0872 (2)0.0614 (11)
H7A0.42350.24820.11020.092*
H7B0.42200.33010.04510.092*
H7C0.30880.29200.07730.092*
C80.4894 (4)0.7462 (4)0.1215 (3)0.0763 (14)
H8A0.44120.77480.08460.114*
H8B0.56310.73180.10490.114*
H8C0.49390.80500.15740.114*
C90.6794 (5)0.2767 (5)0.2884 (3)0.1042 (19)
H9A0.64240.24120.32630.156*
H9B0.63830.34600.27300.156*
H9C0.75430.29970.30270.156*
C100.6844 (4)0.1878 (4)0.2307 (2)0.0629 (12)
C110.7789 (4)0.1545 (4)0.2013 (3)0.0698 (13)
H110.84740.18080.22000.084*
C120.7782 (4)0.0813 (4)0.1434 (3)0.0643 (12)
C130.8747 (4)0.0459 (5)0.1080 (4)0.0984 (19)
H130.94570.06950.12410.118*
C140.8638 (6)0.0210 (6)0.0518 (4)0.126 (3)
H140.92850.04470.03020.151*
C150.7613 (7)0.0569 (5)0.0239 (3)0.109 (2)
H150.75740.10140.01630.130*
C160.6657 (4)0.0263 (4)0.0560 (3)0.0763 (14)
H160.59600.05020.03800.092*
C170.6731 (3)0.0414 (3)0.1164 (2)0.0523 (10)
C180.5794 (3)0.0753 (3)0.1530 (2)0.0537 (10)
H180.50980.04590.13790.064*
C200.4270 (3)0.0291 (3)0.3849 (2)0.0481 (9)
C210.4904 (4)0.0917 (4)0.3305 (2)0.0635 (12)
H21A0.44940.08550.28740.095*
H21B0.49950.17430.34250.095*
H21C0.56290.05530.32670.095*
C220.3471 (4)0.1490 (3)0.4187 (2)0.0559 (11)
H220.33200.22920.41030.067*
C230.3106 (3)0.0997 (3)0.4802 (2)0.0498 (10)
C240.2469 (4)0.1652 (4)0.5271 (2)0.0677 (12)
H240.23170.24560.51910.081*
C250.2085 (4)0.1114 (5)0.5832 (3)0.0791 (14)
H250.16540.15430.61350.095*
C260.2328 (4)0.0089 (5)0.5963 (2)0.0806 (15)
H260.20620.04450.63560.097*
C270.2939 (4)0.0739 (4)0.5532 (2)0.0705 (13)
H270.30920.15360.56310.085*
C280.3351 (3)0.0214 (3)0.4927 (2)0.0515 (10)
C190.3956 (3)0.0829 (3)0.4434 (2)0.0550 (11)
H290.41450.16250.45100.066*
N10.4015 (3)0.0891 (3)0.37210 (18)0.0530 (8)
N20.5818 (3)0.1448 (3)0.20680 (19)0.0561 (9)
N30.3002 (3)0.3120 (2)0.22318 (17)0.0499 (8)
H3A0.25990.27810.18850.060*
H3B0.25190.33160.25580.060*
O20.3372 (2)0.6325 (2)0.35541 (14)0.0552 (7)
O10.1868 (2)0.5006 (3)0.31586 (15)0.0659 (8)
O30.3625 (3)0.4186 (2)0.35988 (15)0.0671 (8)
S10.30740 (8)0.51752 (8)0.32519 (5)0.0474 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ag10.0839 (3)0.0711 (3)0.0698 (3)0.01131 (19)0.01920 (19)0.02028 (19)
C10.039 (2)0.0351 (19)0.043 (2)0.0060 (17)0.0023 (16)0.0016 (16)
C20.0348 (19)0.037 (2)0.052 (3)0.0032 (17)0.0011 (17)0.0043 (17)
C30.045 (2)0.046 (2)0.047 (2)0.0069 (18)0.0003 (18)0.0002 (18)
C40.054 (2)0.053 (2)0.050 (3)0.005 (2)0.0113 (19)0.0100 (19)
C50.055 (2)0.041 (2)0.058 (3)0.0003 (19)0.011 (2)0.0087 (18)
C60.048 (2)0.0374 (19)0.056 (3)0.0028 (18)0.0034 (19)0.0006 (17)
C70.079 (3)0.052 (2)0.053 (3)0.007 (2)0.007 (2)0.005 (2)
C80.091 (3)0.055 (3)0.085 (4)0.013 (3)0.027 (3)0.015 (2)
C90.146 (5)0.103 (4)0.063 (4)0.022 (4)0.003 (4)0.013 (3)
C100.078 (3)0.066 (3)0.045 (3)0.010 (2)0.004 (2)0.013 (2)
C110.058 (3)0.079 (3)0.071 (4)0.016 (2)0.013 (3)0.016 (3)
C120.053 (3)0.063 (3)0.078 (4)0.002 (2)0.014 (2)0.022 (2)
C130.068 (4)0.089 (4)0.140 (6)0.005 (3)0.036 (4)0.020 (4)
C140.119 (6)0.099 (5)0.167 (8)0.009 (4)0.098 (6)0.004 (5)
C150.153 (6)0.077 (4)0.100 (5)0.026 (4)0.068 (5)0.014 (3)
C160.097 (4)0.062 (3)0.072 (4)0.018 (3)0.019 (3)0.003 (2)
C170.056 (3)0.047 (2)0.054 (3)0.006 (2)0.008 (2)0.0132 (19)
C180.050 (2)0.050 (2)0.061 (3)0.007 (2)0.001 (2)0.014 (2)
C200.049 (2)0.042 (2)0.052 (3)0.0017 (18)0.0103 (19)0.0013 (18)
C210.069 (3)0.057 (3)0.065 (3)0.004 (2)0.004 (2)0.010 (2)
C220.068 (3)0.037 (2)0.062 (3)0.003 (2)0.002 (2)0.0028 (19)
C230.058 (2)0.044 (2)0.048 (3)0.0058 (19)0.004 (2)0.0032 (18)
C240.082 (3)0.060 (3)0.061 (3)0.002 (2)0.002 (3)0.016 (2)
C250.082 (3)0.097 (4)0.058 (3)0.011 (3)0.010 (3)0.026 (3)
C260.095 (4)0.099 (4)0.048 (3)0.031 (3)0.012 (3)0.007 (3)
C270.088 (3)0.066 (3)0.056 (3)0.019 (3)0.003 (3)0.012 (2)
C280.056 (2)0.050 (2)0.048 (3)0.011 (2)0.009 (2)0.0019 (19)
C190.065 (3)0.038 (2)0.061 (3)0.001 (2)0.009 (2)0.0051 (19)
N10.059 (2)0.0428 (19)0.057 (2)0.0004 (16)0.0009 (17)0.0055 (16)
N20.061 (2)0.055 (2)0.052 (2)0.0063 (17)0.0078 (18)0.0112 (17)
N30.0541 (19)0.0354 (17)0.061 (2)0.0047 (15)0.0097 (16)0.0041 (14)
O20.0776 (18)0.0400 (13)0.0480 (17)0.0021 (13)0.0024 (14)0.0054 (12)
O10.0560 (18)0.0773 (19)0.065 (2)0.0087 (15)0.0135 (14)0.0032 (16)
O30.101 (2)0.0428 (15)0.0568 (19)0.0097 (15)0.0058 (17)0.0105 (13)
S10.0577 (6)0.0395 (5)0.0451 (6)0.0009 (5)0.0034 (5)0.0025 (4)
Geometric parameters (Å, °) top
Ag1—N12.248 (3)C14—H140.9300
Ag1—N22.290 (3)C15—C161.363 (7)
Ag1—N32.308 (3)C15—H150.9300
C1—C61.390 (5)C16—C171.401 (6)
C1—C21.402 (5)C16—H160.9300
C1—S11.777 (4)C17—C181.398 (5)
C2—C31.397 (5)C18—N21.306 (5)
C2—N31.417 (4)C18—H180.9300
C3—C41.386 (5)C20—C191.354 (5)
C3—C71.513 (5)C20—N11.378 (5)
C4—C51.385 (5)C20—C211.500 (5)
C4—H40.9300C21—H21A0.9600
C5—C61.369 (5)C21—H21B0.9600
C5—C81.518 (5)C21—H21C0.9600
C6—H60.9300C22—N11.318 (5)
C7—H7A0.9600C22—C231.404 (5)
C7—H7B0.9600C22—H220.9300
C7—H7C0.9600C23—C281.406 (5)
C8—H8A0.9600C23—C241.414 (6)
C8—H8B0.9600C24—C251.344 (6)
C8—H8C0.9600C24—H240.9300
C9—C101.505 (6)C25—C261.399 (7)
C9—H9A0.9600C25—H250.9300
C9—H9B0.9600C26—C271.346 (6)
C9—H9C0.9600C26—H260.9300
C10—C111.336 (6)C27—C281.422 (6)
C10—N21.379 (5)C27—H270.9300
C11—C121.396 (7)C28—C191.403 (6)
C11—H110.9300C19—H290.9300
C12—C171.413 (6)N3—H3A0.9000
C12—C131.418 (7)N3—H3B0.9000
C13—C141.331 (9)O2—S11.455 (3)
C13—H130.9300O1—S11.454 (3)
C14—C151.378 (9)O3—S11.443 (3)
N1—Ag1—N2122.95 (12)C17—C16—H16120.2
N1—Ag1—N3121.97 (12)C18—C17—C16123.3 (4)
N2—Ag1—N3114.36 (11)C18—C17—C12115.9 (4)
C6—C1—C2119.3 (3)C16—C17—C12120.8 (4)
C6—C1—S1120.1 (3)N2—C18—C17125.2 (4)
C2—C1—S1120.6 (3)N2—C18—H18117.4
C3—C2—C1119.2 (3)C17—C18—H18117.4
C3—C2—N3120.3 (3)C19—C20—N1121.0 (4)
C1—C2—N3120.5 (3)C19—C20—C21123.4 (4)
C4—C3—C2119.0 (3)N1—C20—C21115.7 (4)
C4—C3—C7120.7 (4)C20—C21—H21A109.5
C2—C3—C7120.3 (3)C20—C21—H21B109.5
C5—C4—C3122.5 (4)H21A—C21—H21B109.5
C5—C4—H4118.7C20—C21—H21C109.5
C3—C4—H4118.7H21A—C21—H21C109.5
C6—C5—C4117.5 (4)H21B—C21—H21C109.5
C6—C5—C8121.6 (4)N1—C22—C23124.3 (3)
C4—C5—C8120.9 (4)N1—C22—H22117.8
C5—C6—C1122.3 (4)C23—C22—H22117.8
C5—C6—H6118.8C22—C23—C28117.3 (4)
C1—C6—H6118.8C22—C23—C24122.6 (4)
C3—C7—H7A109.5C28—C23—C24120.1 (4)
C3—C7—H7B109.5C25—C24—C23120.0 (4)
H7A—C7—H7B109.5C25—C24—H24120.0
C3—C7—H7C109.5C23—C24—H24120.0
H7A—C7—H7C109.5C24—C25—C26120.4 (4)
H7B—C7—H7C109.5C24—C25—H25119.8
C5—C8—H8A109.5C26—C25—H25119.8
C5—C8—H8B109.5C27—C26—C25121.3 (5)
H8A—C8—H8B109.5C27—C26—H26119.3
C5—C8—H8C109.5C25—C26—H26119.3
H8A—C8—H8C109.5C26—C27—C28120.4 (4)
H8B—C8—H8C109.5C26—C27—H27119.8
C10—C9—H9A109.5C28—C27—H27119.8
C10—C9—H9B109.5C19—C28—C23117.6 (4)
H9A—C9—H9B109.5C19—C28—C27124.6 (4)
C10—C9—H9C109.5C23—C28—C27117.8 (4)
H9A—C9—H9C109.5C20—C19—C28121.6 (4)
H9B—C9—H9C109.5C20—C19—H29119.2
C11—C10—N2120.5 (4)C28—C19—H29119.2
C11—C10—C9124.3 (5)C22—N1—C20118.3 (3)
N2—C10—C9115.2 (5)C22—N1—Ag1119.3 (3)
C10—C11—C12122.1 (4)C20—N1—Ag1121.5 (3)
C10—C11—H11118.9C18—N2—C10118.3 (4)
C12—C11—H11118.9C18—N2—Ag1120.1 (3)
C11—C12—C17117.8 (4)C10—N2—Ag1121.0 (3)
C11—C12—C13125.2 (5)C2—N3—Ag1116.6 (2)
C17—C12—C13117.0 (5)C2—N3—H3A108.1
C14—C13—C12120.1 (6)Ag1—N3—H3A108.1
C14—C13—H13119.9C2—N3—H3B108.1
C12—C13—H13119.9Ag1—N3—H3B108.1
C13—C14—C15123.2 (6)H3A—N3—H3B107.3
C13—C14—H14118.4O3—S1—O1112.91 (18)
C15—C14—H14118.4O3—S1—O2112.90 (17)
C16—C15—C14119.3 (6)O1—S1—O2113.05 (17)
C16—C15—H15120.4O3—S1—C1106.36 (17)
C14—C15—H15120.4O1—S1—C1104.68 (17)
C15—C16—C17119.6 (5)O2—S1—C1106.09 (16)
C15—C16—H16120.2
C6—C1—C2—C32.5 (5)C22—C23—C28—C191.0 (5)
S1—C1—C2—C3179.1 (3)C24—C23—C28—C19178.1 (4)
C6—C1—C2—N3180.0 (3)C22—C23—C28—C27177.0 (4)
S1—C1—C2—N31.6 (4)C24—C23—C28—C270.1 (6)
C1—C2—C3—C43.8 (5)C26—C27—C28—C19177.4 (4)
N3—C2—C3—C4178.7 (3)C26—C27—C28—C230.5 (6)
C1—C2—C3—C7177.3 (3)N1—C20—C19—C280.6 (6)
N3—C2—C3—C70.3 (5)C21—C20—C19—C28179.3 (4)
C2—C3—C4—C51.8 (6)C23—C28—C19—C201.6 (6)
C7—C3—C4—C5179.3 (4)C27—C28—C19—C20176.2 (4)
C3—C4—C5—C61.5 (6)C23—C22—N1—C201.7 (6)
C3—C4—C5—C8178.8 (4)C23—C22—N1—Ag1167.9 (3)
C4—C5—C6—C12.9 (6)C19—C20—N1—C221.0 (6)
C8—C5—C6—C1177.4 (4)C21—C20—N1—C22179.1 (4)
C2—C1—C6—C50.9 (6)C19—C20—N1—Ag1168.4 (3)
S1—C1—C6—C5177.5 (3)C21—C20—N1—Ag111.5 (4)
N2—C10—C11—C123.8 (7)N2—Ag1—N1—C22144.2 (3)
C9—C10—C11—C12173.2 (4)N3—Ag1—N1—C2225.6 (3)
C10—C11—C12—C170.6 (7)N2—Ag1—N1—C2046.5 (3)
C10—C11—C12—C13177.6 (5)N3—Ag1—N1—C20143.7 (3)
C11—C12—C13—C14177.7 (5)C17—C18—N2—C101.0 (6)
C17—C12—C13—C140.5 (8)C17—C18—N2—Ag1172.1 (3)
C12—C13—C14—C151.6 (10)C11—C10—N2—C183.0 (6)
C13—C14—C15—C162.1 (10)C9—C10—N2—C18174.2 (4)
C14—C15—C16—C170.3 (8)C11—C10—N2—Ag1168.0 (3)
C15—C16—C17—C18179.1 (4)C9—C10—N2—Ag114.7 (5)
C15—C16—C17—C121.8 (7)N1—Ag1—N2—C18106.7 (3)
C11—C12—C17—C183.0 (6)N3—Ag1—N2—C1882.8 (3)
C13—C12—C17—C18178.7 (4)N1—Ag1—N2—C1064.1 (3)
C11—C12—C17—C16176.1 (4)N3—Ag1—N2—C10106.4 (3)
C13—C12—C17—C162.2 (6)C3—C2—N3—Ag182.7 (4)
C16—C17—C18—N2175.2 (4)C1—C2—N3—Ag194.8 (3)
C12—C17—C18—N23.9 (6)N1—Ag1—N3—C2128.7 (3)
N1—C22—C23—C280.7 (6)N2—Ag1—N3—C241.9 (3)
N1—C22—C23—C24176.3 (4)C6—C1—S1—O3125.5 (3)
C22—C23—C24—C25176.0 (4)C2—C1—S1—O356.1 (3)
C28—C23—C24—C250.9 (6)C6—C1—S1—O1114.7 (3)
C23—C24—C25—C261.2 (7)C2—C1—S1—O163.7 (3)
C24—C25—C26—C270.7 (8)C6—C1—S1—O25.1 (3)
C25—C26—C27—C280.2 (7)C2—C1—S1—O2176.5 (3)
Table 1
Selected geometric parameters (Å, °)
top
Ag1—N12.248 (3)Ag1—N32.308 (3)
Ag1—N22.290 (3)
N1—Ag1—N2122.95 (12)N2—Ag1—N3114.36 (11)
N1—Ag1—N3121.97 (12)
Acknowledgements top

We thank the Jilin Agriculture Science and Technology College (China) for support.

references
References top

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Liu, H.-Y., Wu, H. & Ma, J.-F. (2006). Acta Cryst. E62, m325–m326.

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Sheldrick, G. M. (1990). SHELXTL-Plus. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.

Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.