Literature DB >> 22090847

Bis(O-n-butyl dithio-carbonato-κS,S')bis-(pyridine-κN)manganese(II).

Naveed Alam, Muhammad Ali Ehsan, Matthias Zeller, Muhammad Mazhar, Zainudin Arifin.

Abstract

The structure of the title manganese complex, [Mn(C(5)H(9)OS(2))(2)(C(5)H(5)N)(2)] or [Mn(S(2)CO-n-Bu)(2)(C(5)H(5)N)(2)], consists of discrete monomeric entities with Mn(2+) ions located on centres of inversion. The metal atom is coordinated by a six-coordinate trans-N(2)S(4) donor set with the pyridyl N atoms located in the apical positions. The observed slight deviations from octa-hedral geometry are caused by the bite angle of the bidentate κ(2)-S(2)CO-n-Bu ligands [69.48 (1)°]. The O(CH(2))(3)(CH(3)) chains of the O-n-butyl dithio-carbonate units are disordered over two sets of sites with an occupancy ratio of 0.589 (2):0.411 (2).

Entities: CellLine Chemical Disease Gene Species

Year: 2011 PMID： 22090847 PMCID： PMC3212145 DOI： 10.1107/S1600536811026523

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

Related literature

For general background to the title complex, see: Alam et al. (2008 ▶); Tahir et al. (2010 ▶); Klevtsova & Glinskaya (1997 ▶); Câmpian et al. (2010 ▶); Kirichenko et al. (1994 ▶).

Experimental

Crystal data

[Mn(C5H9OS2)2(C5H5N)2] M = 511.66 Monoclinic, a = 10.9189 (17) Å b = 6.0853 (9) Å c = 17.650 (3) Å β = 97.536 (3)° V = 1162.6 (3) Å3 Z = 2 Mo Kα radiation μ = 0.95 mm−1 T = 100 K 0.50 × 0.37 × 0.26 mm

Data collection

Bruker SMART APEX CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2003 ▶) T min = 0.630, T max = 0.782 11354 measured reflections 2871 independent reflections 2797 reflections with I > 2σ(I) R int = 0.028

Refinement

R[F 2 > 2σ(F 2)] = 0.025 wR(F 2) = 0.064 S = 1.12 2871 reflections 151 parameters 1 restraint H-atom parameters constrained Δρmax = 0.34 e Å−3 Δρmin = −0.50 e Å−3 Data collection: SMART (Bruker, 2002 ▶); cell refinement: SAINT-Plus (Bruker, 2002 ▶); data reduction: SAINT-Plus; 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: publCIF (Westrip, 2010 ▶). Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811026523/rk2277sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811026523/rk2277Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Mn(C₅H₉OS₂)₂(C₅H₅N)₂]	F(000) = 534
M_r = 511.66	D_x = 1.462 Mg m⁻³
Monoclinic, P2₁/c	Melting point: 368 K
Hall symbol: -P 2ybc	Mo Kα radiation, λ = 0.71073 Å
a = 10.9189 (17) Å	Cell parameters from 6031 reflections
b = 6.0853 (9) Å	θ = 2.8–30.7°
c = 17.650 (3) Å	µ = 0.95 mm⁻¹
β = 97.536 (3)°	T = 100 K
V = 1162.6 (3) Å³	Block, yellow
Z = 2	0.50 × 0.37 × 0.26 mm

Bruker SMART APEX CCD diffractometer	2871 independent reflections
Radiation source: fine-focus sealed tube	2797 reflections with I > 2σ(I)
graphite	R_int = 0.028
ω scans	θ_max = 28.3°, θ_min = 2.8°
Absorption correction: multi-scan (SADABS; Bruker, 2003)	h = −14→14
T_min = 0.630, T_max = 0.782	k = −8→8
11354 measured reflections	l = −23→23

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)] = 0.025	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.064	H-atom parameters constrained
S = 1.12	w = 1/[σ²(F_o²) + (0.0232P)² + 0.6054P] where P = (F_o² + 2F_c²)/3
2871 reflections	(Δ/σ)_max = 0.001
151 parameters	Δρ_max = 0.34 e Å⁻³
1 restraint	Δρ_min = −0.50 e Å⁻³

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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.

	x	y	z	U_iso*/U_eq	Occ. (<1)
C1	0.57264 (12)	0.6534 (2)	1.17119 (7)	0.0219 (3)
H1A	0.5302	0.7817	1.1516	0.026*
C2	0.61621 (13)	0.6439 (2)	1.24896 (7)	0.0261 (3)
H2A	0.6034	0.7634	1.2817	0.031*
C3	0.67842 (14)	0.4574 (3)	1.27770 (7)	0.0282 (3)
H3A	0.7083	0.4460	1.3306	0.034*
C4	0.69638 (13)	0.2874 (2)	1.22795 (8)	0.0271 (3)
H4A	0.7397	0.1585	1.2462	0.033*
C5	0.65016 (12)	0.3084 (2)	1.15104 (7)	0.0224 (3)
H5A	0.6627	0.1916	1.1172	0.027*
C6	0.72640 (11)	0.6918 (2)	0.95170 (6)	0.0183 (2)
O1	0.8259 (9)	0.7831 (13)	0.9285 (10)	0.0169 (10)	0.589 (2)
C7	0.9256 (16)	0.674 (3)	0.9020 (10)	0.0235 (7)	0.589 (2)
H7A	0.8944	0.5470	0.8700	0.028*	0.589 (2)
H7B	0.9824	0.6178	0.9460	0.028*	0.589 (2)
C8	0.9949 (2)	0.8301 (4)	0.85523 (13)	0.0212 (3)	0.589 (2)
H8A	1.0637	0.7495	0.8364	0.025*	0.589 (2)
H8B	0.9383	0.8804	0.8101	0.025*	0.589 (2)
C9	1.0467 (2)	1.0298 (4)	0.90058 (13)	0.0232 (4)	0.589 (2)
H9A	0.9792	1.1045	0.9228	0.028*	0.589 (2)
H9B	1.1088	0.9809	0.9432	0.028*	0.589 (2)
C10	1.1062 (15)	1.191 (2)	0.8511 (9)	0.0263 (14)	0.589 (2)
H10A	1.1392	1.3158	0.8823	0.039*	0.589 (2)
H10B	1.0444	1.2426	0.8097	0.039*	0.589 (2)
H10C	1.1736	1.1174	0.8294	0.039*	0.589 (2)
O1B	0.8163 (14)	0.819 (2)	0.9292 (15)	0.0169 (10)	0.411 (2)
C7B	0.920 (2)	0.683 (4)	0.9022 (14)	0.0235 (7)	0.411 (2)
H7BA	0.9431	0.5589	0.9372	0.028*	0.411 (2)
H7BB	0.8949	0.6257	0.8500	0.028*	0.411 (2)
C8B	1.0250 (3)	0.8474 (5)	0.90349 (19)	0.0212 (3)	0.411 (2)
H8BA	1.0947	0.7751	0.8827	0.025*	0.411 (2)
H8BB	1.0537	0.8874	0.9573	0.025*	0.411 (2)
C9B	0.9920 (3)	1.0572 (6)	0.85830 (19)	0.0232 (4)	0.411 (2)
H9BA	0.9239	1.1321	0.8798	0.028*	0.411 (2)
H9BB	0.9617	1.0177	0.8047	0.028*	0.411 (2)
C10B	1.102 (2)	1.219 (3)	0.8590 (13)	0.0263 (14)	0.411 (2)
H10D	1.0730	1.3545	0.8324	0.039*	0.411 (2)
H10E	1.1663	1.1515	0.8331	0.039*	0.411 (2)
H10F	1.1351	1.2532	0.9119	0.039*	0.411 (2)
Mn1	0.5000	0.5000	1.0000	0.01767 (8)
N1	0.58831 (10)	0.48802 (18)	1.12286 (6)	0.0197 (2)
S1	0.61548 (3)	0.86094 (5)	0.978244 (17)	0.01905 (8)
S2	0.71689 (3)	0.41428 (5)	0.953823 (19)	0.02316 (9)

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0267 (6)	0.0216 (6)	0.0180 (6)	−0.0082 (5)	0.0053 (5)	−0.0013 (5)
C2	0.0331 (7)	0.0287 (7)	0.0171 (6)	−0.0124 (6)	0.0062 (5)	−0.0053 (5)
C3	0.0327 (7)	0.0350 (7)	0.0159 (6)	−0.0152 (6)	−0.0006 (5)	0.0009 (5)
C4	0.0289 (7)	0.0272 (7)	0.0236 (6)	−0.0073 (6)	−0.0031 (5)	0.0034 (5)
C5	0.0248 (6)	0.0224 (6)	0.0200 (6)	−0.0068 (5)	0.0025 (5)	−0.0012 (5)
C6	0.0209 (6)	0.0196 (6)	0.0137 (5)	−0.0060 (5)	−0.0001 (4)	0.0020 (4)
O1	0.0140 (14)	0.005 (3)	0.0317 (5)	0.0019 (17)	0.0048 (12)	0.006 (2)
C7	0.0200 (14)	0.0205 (13)	0.0304 (7)	−0.0033 (11)	0.0055 (8)	0.0032 (8)
C8	0.0172 (8)	0.0231 (8)	0.0237 (8)	−0.0035 (7)	0.0040 (7)	0.0021 (8)
C9	0.0226 (9)	0.0233 (8)	0.0232 (9)	−0.0059 (7)	0.0008 (6)	0.0035 (7)
C10	0.0269 (13)	0.022 (3)	0.031 (3)	−0.007 (2)	0.0053 (16)	0.003 (2)
O1B	0.0140 (14)	0.005 (3)	0.0317 (5)	0.0019 (17)	0.0048 (12)	0.006 (2)
C7B	0.0200 (14)	0.0205 (13)	0.0304 (7)	−0.0033 (11)	0.0055 (8)	0.0032 (8)
C8B	0.0172 (8)	0.0231 (8)	0.0237 (8)	−0.0035 (7)	0.0040 (7)	0.0021 (8)
C9B	0.0226 (9)	0.0233 (8)	0.0232 (9)	−0.0059 (7)	0.0008 (6)	0.0035 (7)
C10B	0.0269 (13)	0.022 (3)	0.031 (3)	−0.007 (2)	0.0053 (16)	0.003 (2)
Mn1	0.02238 (14)	0.01829 (14)	0.01273 (12)	−0.00792 (10)	0.00374 (9)	−0.00022 (9)
N1	0.0229 (5)	0.0207 (5)	0.0157 (5)	−0.0079 (4)	0.0037 (4)	−0.0008 (4)
S1	0.02207 (16)	0.01559 (14)	0.01983 (15)	−0.00504 (11)	0.00407 (11)	0.00058 (11)
S2	0.02738 (17)	0.01555 (15)	0.02887 (17)	−0.00708 (12)	0.01235 (13)	−0.00299 (12)

C1—N1	1.3447 (17)	C9—H9B	0.9900
C1—C2	1.3937 (17)	C10—H10A	0.9800
C1—H1A	0.9500	C10—H10B	0.9800
C2—C3	1.384 (2)	C10—H10C	0.9800
C2—H2A	0.9500	O1B—C7B	1.52 (3)
C3—C4	1.387 (2)	C7B—C8B	1.52 (2)
C3—H3A	0.9500	C7B—H7BA	0.9900
C4—C5	1.3906 (18)	C7B—H7BB	0.9900
C4—H4A	0.9500	C8B—C9B	1.523 (5)
C5—N1	1.3454 (18)	C8B—H8BA	0.9900
C5—H5A	0.9500	C8B—H8BB	0.9900
C6—O1	1.332 (8)	C9B—C10B	1.55 (2)
C6—O1B	1.349 (11)	C9B—H9BA	0.9900
C6—S2	1.6925 (13)	C9B—H9BB	0.9900
C6—S1	1.7014 (13)	C10B—H10D	0.9800
O1—C7	1.41 (2)	C10B—H10E	0.9800
C7—C8	1.524 (16)	C10B—H10F	0.9800
C7—H7A	0.9900	Mn1—N1ⁱ	2.2558 (11)
C7—H7B	0.9900	Mn1—N1	2.2558 (11)
C8—C9	1.523 (3)	Mn1—S1	2.5863 (4)
C8—H8A	0.9900	Mn1—S1ⁱ	2.5863 (4)
C8—H8B	0.9900	Mn1—S2	2.6554 (5)
C9—C10	1.513 (16)	Mn1—S2ⁱ	2.6554 (5)
C9—H9A	0.9900

N1—C1—C2	122.57 (13)	O1B—C7B—H7BA	111.1
N1—C1—H1A	118.7	C8B—C7B—H7BB	111.1
C2—C1—H1A	118.7	O1B—C7B—H7BB	111.1
C3—C2—C1	118.86 (13)	H7BA—C7B—H7BB	109.1
C3—C2—H2A	120.6	C7B—C8B—C9B	114.6 (9)
C1—C2—H2A	120.6	C7B—C8B—H8BA	108.6
C2—C3—C4	118.85 (12)	C9B—C8B—H8BA	108.6
C2—C3—H3A	120.6	C7B—C8B—H8BB	108.6
C4—C3—H3A	120.6	C9B—C8B—H8BB	108.6
C3—C4—C5	119.09 (14)	H8BA—C8B—H8BB	107.6
C3—C4—H4A	120.5	C8B—C9B—C10B	113.5 (9)
C5—C4—H4A	120.5	C8B—C9B—H9BA	108.9
N1—C5—C4	122.39 (13)	C10B—C9B—H9BA	108.9
N1—C5—H5A	118.8	C8B—C9B—H9BB	108.9
C4—C5—H5A	118.8	C10B—C9B—H9BB	108.9
O1—C6—S2	118.6 (4)	H9BA—C9B—H9BB	107.7
O1B—C6—S2	128.8 (6)	C9B—C10B—H10D	109.5
O1—C6—S1	118.1 (4)	C9B—C10B—H10E	109.5
O1B—C6—S1	107.9 (6)	H10D—C10B—H10E	109.5
S2—C6—S1	123.34 (7)	C9B—C10B—H10F	109.5
C6—O1—C7	127.1 (9)	H10D—C10B—H10F	109.5
O1—C7—C8	110.3 (11)	H10E—C10B—H10F	109.5
O1—C7—H7A	109.6	N1ⁱ—Mn1—N1	180.0
C8—C7—H7A	109.6	N1ⁱ—Mn1—S1	89.15 (3)
O1—C7—H7B	109.6	N1—Mn1—S1	90.85 (3)
C8—C7—H7B	109.6	N1ⁱ—Mn1—S1ⁱ	90.86 (3)
H7A—C7—H7B	108.1	N1—Mn1—S1ⁱ	89.15 (3)
C9—C8—C7	112.9 (7)	S1—Mn1—S1ⁱ	180.0
C9—C8—H8A	109.0	N1ⁱ—Mn1—S2	89.85 (3)
C7—C8—H8A	109.0	N1—Mn1—S2	90.15 (3)
C9—C8—H8B	109.0	S1—Mn1—S2	69.478 (12)
C7—C8—H8B	109.0	S1ⁱ—Mn1—S2	110.523 (12)
H8A—C8—H8B	107.8	N1ⁱ—Mn1—S2ⁱ	90.16 (3)
C10—C9—C8	111.8 (5)	N1—Mn1—S2ⁱ	89.84 (3)
C10—C9—H9A	109.3	S1—Mn1—S2ⁱ	110.521 (12)
C8—C9—H9A	109.3	S1ⁱ—Mn1—S2ⁱ	69.477 (12)
C10—C9—H9B	109.3	S2—Mn1—S2ⁱ	180.0
C8—C9—H9B	109.3	C1—N1—C5	118.23 (11)
H9A—C9—H9B	107.9	C1—N1—Mn1	120.78 (9)
C6—O1B—C7B	112.4 (12)	C5—N1—Mn1	120.81 (8)
C8B—C7B—O1B	103.3 (16)	C6—S1—Mn1	84.58 (4)
C8B—C7B—H7BA	111.1	C6—S2—Mn1	82.56 (4)

N1—C1—C2—C3	0.2 (2)	S1ⁱ—Mn1—N1—C1	−121.11 (9)
C1—C2—C3—C4	0.7 (2)	S2—Mn1—N1—C1	128.36 (9)
C2—C3—C4—C5	−0.8 (2)	S2ⁱ—Mn1—N1—C1	−51.64 (9)
C3—C4—C5—N1	0.0 (2)	S1—Mn1—N1—C5	−126.13 (9)
O1B—C6—O1—C7	−171 (12)	S1ⁱ—Mn1—N1—C5	53.87 (9)
S2—C6—O1—C7	3(2)	S2—Mn1—N1—C5	−56.65 (9)
S1—C6—O1—C7	−177.8 (13)	S2ⁱ—Mn1—N1—C5	123.35 (9)
C6—O1—C7—C8	159.6 (13)	O1—C6—S1—Mn1	178.4 (9)
O1—C7—C8—C9	59.6 (13)	O1B—C6—S1—Mn1	177.2 (12)
C7—C8—C9—C10	−175.5 (10)	S2—C6—S1—Mn1	−1.95 (7)
O1—C6—O1B—C7B	7(9)	N1ⁱ—Mn1—S1—C6	−89.05 (5)
S2—C6—O1B—C7B	0(3)	N1—Mn1—S1—C6	90.95 (5)
S1—C6—O1B—C7B	−178.7 (15)	S2—Mn1—S1—C6	1.11 (4)
C6—O1B—C7B—C8B	−163.2 (16)	S2ⁱ—Mn1—S1—C6	−178.89 (4)
O1B—C7B—C8B—C9B	−54.0 (18)	O1—C6—S2—Mn1	−178.5 (9)
C7B—C8B—C9B—C10B	−178.7 (15)	O1B—C6—S2—Mn1	−177.1 (14)
C2—C1—N1—C5	−0.99 (19)	S1—C6—S2—Mn1	1.91 (7)
C2—C1—N1—Mn1	174.12 (10)	N1ⁱ—Mn1—S2—C6	88.03 (5)
C4—C5—N1—C1	0.90 (19)	N1—Mn1—S2—C6	−91.97 (5)
C4—C5—N1—Mn1	−174.21 (10)	S1—Mn1—S2—C6	−1.12 (4)
S1—Mn1—N1—C1	58.88 (9)	S1ⁱ—Mn1—S2—C6	178.88 (4)

1 in total

1. A short history of SHELX.

Authors: George M Sheldrick
Journal: Acta Crystallogr A Date: 2007-12-21 Impact factor: 2.290

1 in total

1. Crystal structure of bis-(3-bromo-pyridine-κN)bis-(O-ethyl di-thio-carbonato-κ(2) S,S')nickel(II).

Authors: Rajni Kant; Gurvinder Kour; Sumati Anthal; Renu Sachar
Journal: Acta Crystallogr E Crystallogr Commun Date: 2015-01-01

1 in total