Tetra­kis(1-allyl-1H-imidazole-κN3)bis­(thio­cyanato-κN)manganese(II)

Zhao, J.; Jin, Y.-L.

doi:10.1107/S1600536811051282

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 1| January 2012| Page m9

doi:10.1107/S1600536811051282

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Tetrakis(1-allyl-1H-imidazole-κN³)bis(thiocyanato-κN)manganese(II)

Juan Zhao ^a ^* and Yan-Ling Jin ^b

^aCollege of Mechanical Engineering, Qingdao Technological University, Qingdao 266033, People's Republic of China, and ^bKey Laboratory of Advanced Materials, Qingdao University of Science and Technology, Qingdao 266042, People's Republic of China
^*Correspondence e-mail: zhaojuanqd@163.com

(Received 19 November 2011; accepted 29 November 2011; online 3 December 2011)

The structure of the title compound, [Mn(NCS)₂(C₆H₈N₂)₄], consists of isolated molecules of [Mn(NCS)₂(Aim)₄] (Aim = 1-allylimidazole), which contain a compressed octahedral MnN₆ chromophore (site symmetry $[\overline1]$ ). The NCS⁻ anions are trans and four N atoms from the Aim ligands define the equatorial plane. The mean Mn—N(Aim) and Mn—N(NCS) distances are 2.270 and 2.229 Å, respectively. Weak C—H⋯N interactions contribute to the crystal packing stability.

Related literature

In the corresponding manganese compound [Mn(NCS)₂(1-ethylimidazole)₄] (Liu, et al., 2008 ), the Mn^II ions have a distorted octahedral environment.

Experimental

Crystal data

[Mn(NCS)₂(C₆H₈N₂)₄]
M_r = 603.70
Monoclinic, C 2/c
a = 24.564 (5) Å
b = 7.2200 (14) Å
c = 21.287 (4) Å
β = 125.04 (3)°
V = 3091.0 (15) Å³
Z = 4
Mo Kα radiation
μ = 0.60 mm⁻¹
T = 293 K
0.20 × 0.10 × 0.10 mm

Data collection

Bruker SMART 1K CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.890, T_max = 0.943
2885 measured reflections
2814 independent reflections
1750 reflections with I > 2σ(I)
R_int = 0.033

Refinement

R[F² > 2σ(F²)] = 0.059
wR(F²) = 0.162
S = 1.01
2814 reflections
178 parameters
H-atom parameters constrained
Δρ_max = 0.31 e Å⁻³
Δρ_min = −0.34 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C7—H7A⋯N3	0.93	2.54	2.857 (9)	101
C6—H6A⋯N4	0.93	2.88	3.355 (8)	113
C5—H5B⋯N4ⁱ	0.93	2.82	3.298 (7)	113
C12—H12A⋯N5ⁱ	0.93	2.72	3.224 (6)	115
Symmetry code: (i) $[-x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z]$ .

Data collection: SMART (Bruker, 2001 ); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and local programs.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811051282/hg5141sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811051282/hg5141Isup2.hkl

Supporting information file. DOI: 10.1107/S1600536811051282/hg5141Isup3.cdx

checkCIF report

Comment top

The molecular structure of (I) is shown in Fig. 1. The Mn atom displays an octahedral coordination geometry, with six N atoms from two thiocyanate anions and four 1-allylimidazole ligands. The equatorial plane of the complex is formed by four Mn—N(1-allylimadazole) bonds with lengths of 2.269 (3) and 2.271 (3) Å, and the axial positions are occupied by two N-bonded NCS groups [Mn—N(NCS) = 2.229 (4) Å]. These values agree well with those observed in [Mn(NCS)₂(1-ethylimidazole)₄] (Liu et al., 2008). The values of the bond angles around manganese are close to those expected for a regular octahedral geometry, the N—Mn—N angles range from 88.32 (13) to 91.68 (13) °, and the thiocyanate ligands are almost linear. Weak C—H···N interactions contribute to the crystal packing stability.

In the corresponding manganese compound [Mn(NCS)₂(1-ethylimidazole)₄] (Liu, et al., 2008), the Mn^II ions have a distorted octahedral environment.

Related literature top

In the corresponding manganese compound [Mn(NCS)₂(1-ethylimidazole)₄] (Liu, et al., 2008), the Mn^II ions have a distorted octahedral environment.

Experimental top

The title compound was prepared by the reaction of 1-allylimidazole (1.21 g, 20 mmol) with MnCl₂.4H₂O(0.99 g, 5 mmol) and potassium thiocyanate (0.98 g, 10 mmol) by means of hydrothermal synthesis in stainless-steel reactor with Teflon liner at 383 K for 24 h. Analysis, calculated for C₂₆H₃₂MnN₁₀S₂: C 51.73, H 5.34, N 23.20%; found: C 51.97, H 5.29, N 23.01%. Single crystals suitable for X-ray measurements were obtained by recrystallization from methanol at room temperature.

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and local programs.

Figures top

	Fig. 1. The structure of the title compound, showing 50% probability displacement ellipsoids and the atom-numbering scheme.
	Fig. 2. The packing of (I), viewed down the b axis.

Tetrakis(1-allyl-1H-imidazole-κN³)bis(thiocyanato- κN)manganese(II) top

Crystal data top

[Mn(NCS)₂(C₆H₈N₂)₄]	F(000) = 1260
M_r = 603.70	D_x = 1.297 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 25 reflections
a = 24.564 (5) Å	θ = 9–12°
b = 7.2200 (14) Å	µ = 0.60 mm⁻¹
c = 21.287 (4) Å	T = 293 K
β = 125.04 (3)°	Block, colorless
V = 3091.0 (15) Å³	0.20 × 0.10 × 0.10 mm
Z = 4

Data collection top

Bruker SMART 1K CCD area-detector diffractometer	2814 independent reflections
Radiation source: fine-focus sealed tube	1750 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.033
thin–slice ω scans	θ_max = 25.3°, θ_min = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = 0→29
T_min = 0.890, T_max = 0.943	k = 0→8
2885 measured reflections	l = −25→20

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)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.162	H-atom parameters constrained
S = 1.01	w = 1/[σ²(F_o²) + (0.075P)²] where P = (F_o² + 2F_c²)/3
2814 reflections	(Δ/σ)_max < 0.001
178 parameters	Δρ_max = 0.31 e Å⁻³
0 restraints	Δρ_min = −0.34 e Å⁻³

Crystal data top

[Mn(NCS)₂(C₆H₈N₂)₄]	V = 3091.0 (15) Å³
M_r = 603.70	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 24.564 (5) Å	µ = 0.60 mm⁻¹
b = 7.2200 (14) Å	T = 293 K
c = 21.287 (4) Å	0.20 × 0.10 × 0.10 mm
β = 125.04 (3)°

Data collection top

Bruker SMART 1K CCD area-detector diffractometer	2814 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	1750 reflections with I > 2σ(I)
T_min = 0.890, T_max = 0.943	R_int = 0.033
2885 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.059	0 restraints
wR(F²) = 0.162	H-atom parameters constrained
S = 1.01	Δρ_max = 0.31 e Å⁻³
2814 reflections	Δρ_min = −0.34 e Å⁻³
178 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
Mn	0.2500	0.7500	0.0000	0.0393 (3)
S	0.38490 (7)	1.1290 (2)	0.23301 (7)	0.0754 (5)
N1	0.20466 (18)	0.4508 (6)	0.1457 (2)	0.0542 (10)
N2	0.21204 (16)	0.6197 (5)	0.06496 (19)	0.0447 (9)
N3	0.41287 (16)	0.3410 (5)	0.0976 (2)	0.0457 (9)
N4	0.34393 (16)	0.5759 (5)	0.06687 (19)	0.0448 (9)
N5	0.29713 (18)	0.9709 (5)	0.0893 (2)	0.0543 (10)
C1	0.1320 (3)	0.1161 (10)	0.1924 (4)	0.116 (3)
H1A	0.1358	0.1802	0.2327	0.139*
H1B	0.1016	0.0196	0.1686	0.139*
C2	0.1692 (3)	0.1613 (9)	0.1695 (3)	0.0911 (19)
H2A	0.1640	0.0938	0.1291	0.109*
C3	0.2181 (3)	0.3078 (8)	0.2018 (3)	0.0725 (16)
H3A	0.2616	0.2548	0.2227	0.087*
H3B	0.2191	0.3649	0.2437	0.087*
C4	0.1559 (2)	0.5784 (7)	0.1165 (3)	0.0570 (13)
H4A	0.1250	0.5921	0.1281	0.068*
C5	0.1607 (2)	0.6819 (7)	0.0675 (3)	0.0540 (12)
H5B	0.1332	0.7812	0.0394	0.065*
C6	0.2375 (2)	0.4801 (7)	0.1133 (3)	0.0533 (12)
H6A	0.2736	0.4103	0.1238	0.064*
C7	0.4849 (3)	0.2836 (9)	0.0313 (3)	0.0841 (18)
H7A	0.4652	0.3981	0.0257	0.101*
H7B	0.5106	0.2656	0.0126	0.101*
C8	0.4765 (2)	0.1509 (8)	0.0647 (3)	0.0626 (14)
H8A	0.4972	0.0392	0.0689	0.075*
C9	0.4373 (2)	0.1569 (7)	0.0974 (3)	0.0577 (13)
H9A	0.3996	0.0740	0.0683	0.069*
H9B	0.4647	0.1113	0.1497	0.069*
C10	0.4487 (2)	0.4823 (7)	0.1465 (3)	0.0584 (13)
H10A	0.4939	0.4811	0.1855	0.070*
C11	0.4066 (2)	0.6240 (7)	0.1280 (3)	0.0556 (12)
H11A	0.4182	0.7378	0.1530	0.067*
C12	0.3500 (2)	0.4037 (7)	0.0506 (2)	0.0470 (11)
H12A	0.3150	0.3340	0.0114	0.056*
C13	0.3337 (2)	1.0360 (6)	0.1494 (3)	0.0467 (11)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mn	0.0374 (5)	0.0426 (5)	0.0373 (5)	0.0014 (5)	0.0210 (4)	0.0017 (5)
S	0.0671 (9)	0.1062 (13)	0.0473 (8)	−0.0215 (8)	0.0295 (7)	−0.0212 (8)
N1	0.048 (2)	0.070 (3)	0.047 (2)	−0.002 (2)	0.0289 (19)	0.012 (2)
N2	0.047 (2)	0.049 (2)	0.042 (2)	0.0012 (18)	0.0277 (17)	0.0060 (19)
N3	0.0365 (19)	0.052 (2)	0.047 (2)	0.0070 (18)	0.0229 (17)	0.0047 (19)
N4	0.040 (2)	0.050 (2)	0.041 (2)	0.0055 (18)	0.0210 (17)	0.0058 (18)
N5	0.056 (2)	0.052 (2)	0.053 (2)	−0.010 (2)	0.030 (2)	−0.011 (2)
C1	0.107 (5)	0.108 (6)	0.130 (6)	−0.023 (5)	0.067 (5)	0.032 (5)
C2	0.116 (5)	0.065 (4)	0.073 (4)	−0.007 (4)	0.043 (4)	0.011 (3)
C3	0.069 (3)	0.081 (4)	0.064 (3)	−0.003 (3)	0.036 (3)	0.023 (3)
C4	0.055 (3)	0.072 (3)	0.056 (3)	−0.001 (3)	0.039 (2)	0.002 (3)
C5	0.059 (3)	0.052 (3)	0.056 (3)	0.004 (2)	0.036 (3)	0.003 (2)
C6	0.049 (3)	0.060 (3)	0.051 (3)	0.007 (2)	0.029 (2)	0.010 (3)
C7	0.093 (4)	0.094 (5)	0.094 (4)	0.008 (4)	0.070 (4)	0.001 (4)
C8	0.057 (3)	0.062 (3)	0.073 (3)	0.008 (3)	0.040 (3)	−0.007 (3)
C9	0.051 (3)	0.052 (3)	0.067 (3)	0.009 (2)	0.032 (3)	0.007 (3)
C10	0.041 (3)	0.070 (4)	0.052 (3)	0.005 (3)	0.020 (2)	−0.006 (3)
C11	0.049 (3)	0.056 (3)	0.054 (3)	−0.001 (2)	0.025 (2)	−0.010 (3)
C12	0.039 (2)	0.055 (3)	0.044 (2)	0.002 (2)	0.022 (2)	0.002 (2)
C13	0.046 (3)	0.048 (3)	0.054 (3)	0.003 (2)	0.033 (2)	0.003 (2)

Geometric parameters (Å, º) top

Mn—N5ⁱ	2.229 (4)	C1—H1B	0.9300
Mn—N5	2.229 (4)	C2—C3	1.444 (7)
Mn—N2	2.269 (3)	C2—H2A	0.9300
Mn—N2ⁱ	2.269 (3)	C3—H3A	0.9700
Mn—N4ⁱ	2.271 (3)	C3—H3B	0.9700
Mn—N4	2.271 (3)	C4—C5	1.342 (6)
S—C13	1.621 (5)	C4—H4A	0.9300
N1—C6	1.345 (5)	C5—H5B	0.9300
N1—C4	1.346 (6)	C6—H6A	0.9300
N1—C3	1.465 (6)	C7—C8	1.279 (7)
N2—C6	1.315 (5)	C7—H7A	0.9300
N2—C5	1.368 (5)	C7—H7B	0.9300
N3—C12	1.348 (5)	C8—C9	1.477 (6)
N3—C10	1.358 (6)	C8—H8A	0.9300
N3—C9	1.460 (6)	C9—H9A	0.9700
N4—C12	1.322 (5)	C9—H9B	0.9700
N4—C11	1.373 (5)	C10—C11	1.342 (6)
N5—C13	1.160 (5)	C10—H10A	0.9300
C1—C2	1.301 (8)	C11—H11A	0.9300
C1—H1A	0.9300	C12—H12A	0.9300

N5ⁱ—Mn—N5	180.0 (2)	N1—C3—H3A	109.0
N5ⁱ—Mn—N2	91.68 (13)	C2—C3—H3B	109.0
N5—Mn—N2	88.32 (13)	N1—C3—H3B	109.0
N5ⁱ—Mn—N2ⁱ	88.32 (13)	H3A—C3—H3B	107.8
N5—Mn—N2ⁱ	91.68 (13)	C5—C4—N1	106.8 (4)
N2—Mn—N2ⁱ	180.00 (19)	C5—C4—H4A	126.6
N5ⁱ—Mn—N4ⁱ	91.04 (14)	N1—C4—H4A	126.6
N5—Mn—N4ⁱ	88.96 (14)	C4—C5—N2	110.0 (4)
N2—Mn—N4ⁱ	89.22 (12)	C4—C5—H5B	125.0
N2ⁱ—Mn—N4ⁱ	90.78 (12)	N2—C5—H5B	125.0
N5ⁱ—Mn—N4	88.96 (14)	N2—C6—N1	111.5 (4)
N5—Mn—N4	91.04 (14)	N2—C6—H6A	124.2
N2—Mn—N4	90.78 (12)	N1—C6—H6A	124.2
N2ⁱ—Mn—N4	89.22 (12)	C8—C7—H7A	120.0
N4ⁱ—Mn—N4	180.0	C8—C7—H7B	120.0
C6—N1—C4	106.9 (4)	H7A—C7—H7B	120.0
C6—N1—C3	127.5 (4)	C7—C8—C9	126.7 (5)
C4—N1—C3	125.6 (4)	C7—C8—H8A	116.7
C6—N2—C5	104.8 (4)	C9—C8—H8A	116.7
C6—N2—Mn	128.2 (3)	N3—C9—C8	114.1 (4)
C5—N2—Mn	126.8 (3)	N3—C9—H9A	108.7
C12—N3—C10	106.2 (4)	C8—C9—H9A	108.7
C12—N3—C9	127.0 (4)	N3—C9—H9B	108.7
C10—N3—C9	126.9 (4)	C8—C9—H9B	108.7
C12—N4—C11	104.6 (4)	H9A—C9—H9B	107.6
C12—N4—Mn	125.7 (3)	C11—C10—N3	107.3 (4)
C11—N4—Mn	129.6 (3)	C11—C10—H10A	126.4
C13—N5—Mn	157.6 (4)	N3—C10—H10A	126.4
C2—C1—H1A	120.0	C10—C11—N4	109.9 (4)
C2—C1—H1B	120.0	C10—C11—H11A	125.0
H1A—C1—H1B	120.0	N4—C11—H11A	125.0
C1—C2—C3	125.2 (7)	N4—C12—N3	112.0 (4)
C1—C2—H2A	117.4	N4—C12—H12A	124.0
C3—C2—H2A	117.4	N3—C12—H12A	124.0
C2—C3—N1	113.1 (4)	N5—C13—S	179.4 (5)
C2—C3—H3A	109.0

N5ⁱ—Mn—N2—C6	81.3 (4)	C4—N1—C3—C2	72.8 (7)
N5—Mn—N2—C6	−98.7 (4)	C6—N1—C4—C5	−0.2 (5)
N4ⁱ—Mn—N2—C6	172.3 (4)	C3—N1—C4—C5	−179.9 (4)
N4—Mn—N2—C6	−7.7 (4)	N1—C4—C5—N2	0.5 (6)
N5ⁱ—Mn—N2—C5	−105.3 (4)	C6—N2—C5—C4	−0.5 (5)
N5—Mn—N2—C5	74.7 (4)	Mn—N2—C5—C4	−175.1 (3)
N4ⁱ—Mn—N2—C5	−14.3 (4)	C5—N2—C6—N1	0.3 (5)
N4—Mn—N2—C5	165.7 (4)	Mn—N2—C6—N1	174.8 (3)
N5ⁱ—Mn—N4—C12	−8.1 (3)	C4—N1—C6—N2	−0.1 (5)
N5—Mn—N4—C12	171.9 (3)	C3—N1—C6—N2	179.6 (4)
N2—Mn—N4—C12	83.6 (3)	C12—N3—C9—C8	105.3 (5)
N2ⁱ—Mn—N4—C12	−96.4 (3)	C10—N3—C9—C8	−76.3 (6)
N5ⁱ—Mn—N4—C11	167.3 (4)	C7—C8—C9—N3	−7.1 (8)
N5—Mn—N4—C11	−12.7 (4)	C12—N3—C10—C11	0.5 (5)
N2—Mn—N4—C11	−101.0 (4)	C9—N3—C10—C11	−178.2 (4)
N2ⁱ—Mn—N4—C11	79.0 (4)	N3—C10—C11—N4	−0.7 (6)
N2—Mn—N5—C13	67.0 (9)	C12—N4—C11—C10	0.7 (5)
N2ⁱ—Mn—N5—C13	−113.0 (9)	Mn—N4—C11—C10	−175.4 (3)
N4ⁱ—Mn—N5—C13	156.3 (9)	C11—N4—C12—N3	−0.4 (5)
N4—Mn—N5—C13	−23.7 (9)	Mn—N4—C12—N3	175.9 (3)
C1—C2—C3—N1	−120.3 (7)	C10—N3—C12—N4	−0.1 (5)
C6—N1—C3—C2	−106.9 (6)	C9—N3—C12—N4	178.6 (4)

Symmetry code: (i) −x+1/2, −y+3/2, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C7—H7A···N3	0.93	2.54	2.857 (9)	101
C6—H6A···N4	0.93	2.88	3.355 (8)	113
C5—H5B···N4ⁱ	0.93	2.82	3.298 (7)	113
C12—H12A···N5ⁱ	0.93	2.72	3.224 (6)	115

Symmetry code: (i) −x+1/2, −y+3/2, −z.

Experimental details

Crystal data
Chemical formula	[Mn(NCS)₂(C₆H₈N₂)₄]
M_r	603.70
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	293
a, b, c (Å)	24.564 (5), 7.2200 (14), 21.287 (4)
β (°)	125.04 (3)
V (Å³)	3091.0 (15)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.60
Crystal size (mm)	0.20 × 0.10 × 0.10

Data collection
Diffractometer	Bruker SMART 1K CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.890, 0.943
No. of measured, independent and observed [I > 2σ(I)] reflections	2885, 2814, 1750
R_int	0.033
(sin θ/λ)_max (Å⁻¹)	0.601

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.059, 0.162, 1.01
No. of reflections	2814
No. of parameters	178
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.31, −0.34

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXTL (Sheldrick, 2008) and local programs.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C7—H7A···N3	0.93	2.537	2.857 (9)	100.57
C6—H6A···N4	0.93	2.878	3.355 (8)	113.26
C5—H5B···N4ⁱ	0.93	2.821	3.298 (7)	113.07
C12—H12A···N5ⁱ	0.93	2.718	3.224 (6)	115.03

Symmetry code: (i) −x+1/2, −y+3/2, −z.

Acknowledgements

This work was supported by the NSF of China (No. 20871072) and the Doctoral Science Foundation of Shandong Province (No. 2007BS04023).

References

Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Liu, F. Q., Li, R. X. & Li, S. X. (2008). Chin. J. Inorg. Chem. 24, 141–144. Google Scholar
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 68| Part 1| January 2012| Page m9

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