Bis{μ-2,2'-[ethane-1,2-diylbis(nitrilo-methyl-idyne)]diphenolato}bis-[(thio-cyanato)manganese(III)].

The reported structure is a monoclinic polymorph of the title compound, [Mn(2)(C(16)H(14)N(2)O(2))(2)(NCS)(2)], which has been characterized previously in an ortho-rhom-bic form. Each Mn(III) atom is chelated by a tetra-dentate 2,2'-[ethane-1,2-diylbis(nitrilo-methyl-idyne)]diphenolate ligand and by the N atom of a thio-cyanate anion, in a square-pyramidal arrangement. The complexes form centrosymmetric dimers, with an Mn-O contact of 2.557 (3) Å trans to each thio-cyanate anion, completing a distorted octa-hedral coordination geometry.

Related literature

For the ortho­rhom­bic polymorph, see: Mikuriya et al. (1992 ▶); Li et al. (1997 ▶).

Experimental

Crystal data

[Mn2(C16H14N2O2)2(NCS)2]

M = 758.62

Monoclinic,

a = 9.0026 (10) Å

b = 14.0629 (16) Å

c = 14.9884 (17) Å

β = 106.848 (1)°

V = 1816.1 (4) Å3

Z = 2

Mo Kα radiation

μ = 0.85 mm−1

T = 293 (2) K

0.43 × 0.28 × 0.22 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.710, T max = 0.834

13254 measured reflections

3296 independent reflections

2627 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.066

wR(F 2) = 0.231

S = 1.00

3296 reflections

193 parameters

H-atom parameters constrained

Δρmax = 1.47 e Å−3

Δρmin = −0.33 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808003577/bi2278sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808003577/bi2278Isup2.hkl

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

[Mn2(C16H14N2O2)2(NCS)2]	F000 = 776
Mr = 758.62	Dx = 1.387 Mg m−3
Monoclinic, P21/n	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 4497 reflections
a = 9.0026 (10) Å	θ = 2.4–24.4º
b = 14.0629 (16) Å	µ = 0.86 mm−1
c = 14.9884 (17) Å	T = 293 (2) K
β = 106.848 (1)º	Block, pink
V = 1816.1 (4) Å3	0.43 × 0.28 × 0.22 mm
Z = 2

Bruker APEXII CCD diffractometer	3296 independent reflections
Radiation source: fine-focus sealed tube	2627 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.023
T = 295(2) K	θmax = 25.3º
φ and ω scans	θmin = 2.4º
Absorption correction: multi-scan(SADABS; Bruker, 2001)	h = −10→10
Tmin = 0.710, Tmax = 0.834	k = −16→16
13254 measured reflections	l = −18→17

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)] = 0.066	H-atom parameters constrained
wR(F2) = 0.231	w = 1/[σ2(Fo2) + (0.147P)2 + 2.2875P] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max = 0.013
3296 reflections	Δρmax = 1.47 e Å−3
193 parameters	Δρmin = −0.33 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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.

	x	y	z	Uiso*/Ueq
Mn1	0.64485 (8)	0.01038 (5)	0.10349 (5)	0.0575 (3)
C1	0.8655 (4)	0.1314 (2)	0.0466 (3)	0.0705 (14)
C2	0.9625 (5)	0.1411 (3)	−0.0101 (3)	0.093 (2)
H2	0.9766	0.0902	−0.0465	0.112*
C3	1.0384 (5)	0.2267 (4)	−0.0124 (4)	0.124 (3)
H3	1.1033	0.2332	−0.0503	0.148*
C4	1.0173 (6)	0.3027 (3)	0.0420 (4)	0.146 (4)
H4	1.0681	0.3600	0.0404	0.175*
C5	0.9204 (6)	0.2931 (3)	0.0987 (4)	0.128 (3)
H5	0.9063	0.3439	0.1351	0.153*
C6	0.8445 (5)	0.2074 (3)	0.1010 (3)	0.0848 (17)
C7	0.9436 (7)	−0.0871 (3)	0.2500 (4)	0.0640 (12)
C8	0.7500 (9)	0.2027 (5)	0.1635 (4)	0.098 (2)
H8	0.7466	0.2568	0.1986	0.117*
C9	0.5841 (12)	0.1325 (5)	0.2457 (5)	0.117 (3)
H9A	0.5629	0.1977	0.2592	0.140*
H9B	0.6451	0.1027	0.3030	0.140*
C10	0.4299 (12)	0.0775 (6)	0.2049 (7)	0.125 (3)
H10A	0.3826	0.0616	0.2535	0.150*
H10B	0.3571	0.1147	0.1574	0.150*
C11	0.4148 (7)	−0.0916 (5)	0.1681 (4)	0.0801 (16)
H11	0.3420	−0.0952	0.2011	0.096*
C12	0.4489 (4)	−0.1778 (2)	0.1251 (2)	0.0686 (13)
C13	0.4001 (5)	−0.2635 (3)	0.1534 (3)	0.0921 (19)
H13	0.3496	−0.2641	0.1994	0.110*
C14	0.4266 (6)	−0.3482 (2)	0.1127 (3)	0.106 (2)
H14	0.3939	−0.4055	0.1316	0.128*
C15	0.5020 (5)	−0.34726 (18)	0.0439 (3)	0.0937 (19)
H15	0.5197	−0.4040	0.0167	0.112*
C16	0.5508 (4)	−0.2616 (2)	0.0156 (2)	0.0723 (14)
H16	0.6013	−0.2610	−0.0304	0.087*
C17	0.5243 (4)	−0.17685 (18)	0.0563 (2)	0.0592 (11)
N1	0.6693 (7)	0.1302 (3)	0.1756 (3)	0.0799 (13)
N2	0.4777 (6)	−0.0108 (3)	0.1639 (3)	0.0737 (12)
N3	0.8165 (6)	−0.0691 (4)	0.2100 (4)	0.0823 (13)
O1	0.7880 (4)	0.0494 (3)	0.0418 (3)	0.0692 (9)
O2	0.5682 (4)	−0.0941 (2)	0.0227 (2)	0.0574 (8)
S1	1.11942 (18)	−0.11754 (13)	0.30794 (13)	0.0894 (5)

	U11	U22	U33	U12	U13	U23
Mn1	0.0669 (5)	0.0504 (5)	0.0598 (5)	0.0061 (3)	0.0259 (4)	−0.0011 (3)
C1	0.057 (3)	0.066 (3)	0.080 (3)	−0.005 (2)	0.005 (2)	0.012 (3)
C2	0.061 (3)	0.089 (4)	0.127 (6)	−0.007 (3)	0.023 (3)	0.022 (4)
C3	0.076 (4)	0.120 (7)	0.159 (8)	−0.037 (4)	0.010 (4)	0.042 (6)
C4	0.117 (7)	0.112 (7)	0.162 (9)	−0.061 (6)	−0.034 (6)	0.028 (6)
C5	0.133 (7)	0.085 (5)	0.123 (6)	−0.041 (5)	−0.029 (5)	0.002 (4)
C6	0.091 (4)	0.068 (3)	0.075 (4)	−0.012 (3)	−0.009 (3)	−0.001 (3)
C7	0.080 (3)	0.051 (3)	0.066 (3)	0.006 (2)	0.029 (3)	0.010 (2)
C8	0.130 (6)	0.064 (4)	0.071 (4)	0.009 (4)	−0.015 (4)	−0.016 (3)
C9	0.190 (9)	0.082 (5)	0.090 (5)	0.030 (5)	0.058 (5)	−0.015 (4)
C10	0.169 (8)	0.110 (6)	0.130 (6)	0.039 (6)	0.098 (6)	−0.011 (5)
C11	0.079 (3)	0.105 (5)	0.067 (3)	0.013 (3)	0.037 (3)	0.023 (3)
C12	0.061 (3)	0.079 (3)	0.066 (3)	0.000 (2)	0.018 (2)	0.020 (3)
C13	0.090 (4)	0.102 (5)	0.084 (4)	−0.019 (4)	0.025 (3)	0.030 (4)
C14	0.111 (5)	0.073 (4)	0.124 (6)	−0.021 (4)	0.017 (5)	0.035 (4)
C15	0.090 (4)	0.058 (3)	0.126 (6)	0.000 (3)	0.021 (4)	0.010 (3)
C16	0.070 (3)	0.053 (3)	0.093 (4)	0.003 (2)	0.021 (3)	0.005 (2)
C17	0.055 (2)	0.054 (2)	0.068 (3)	0.001 (2)	0.017 (2)	0.006 (2)
N1	0.114 (4)	0.061 (3)	0.061 (3)	0.016 (3)	0.020 (2)	−0.006 (2)
N2	0.085 (3)	0.079 (3)	0.070 (3)	0.015 (2)	0.043 (2)	0.006 (2)
N3	0.085 (3)	0.078 (3)	0.082 (3)	0.016 (3)	0.020 (3)	0.011 (2)
O1	0.069 (2)	0.060 (2)	0.084 (2)	−0.0027 (16)	0.0313 (18)	−0.0004 (17)
O2	0.0661 (19)	0.0491 (16)	0.0641 (18)	0.0026 (14)	0.0302 (15)	0.0026 (14)
S1	0.0697 (9)	0.0979 (12)	0.1010 (12)	0.0079 (8)	0.0256 (8)	0.0270 (9)

Mn1—O1	1.874 (3)	C9—N1	1.469 (9)
Mn1—O2	1.902 (3)	C9—C10	1.552 (13)
Mn1—N1	1.979 (4)	C9—H9A	0.970
Mn1—N2	1.990 (5)	C9—H9B	0.970
Mn1—N3	2.181 (5)	C10—N2	1.503 (8)
Mn1—O2i	2.557 (3)	C10—H10A	0.970
C1—O1	1.339 (4)	C10—H10B	0.970
C1—C2	1.390	C11—N2	1.280 (8)
C1—C6	1.390	C11—C12	1.447 (7)
C2—C3	1.390	C11—H11	0.930
C2—H2	0.930	C12—C13	1.390
C3—C4	1.390	C12—C17	1.390
C3—H3	0.930	C13—C14	1.390
C4—C5	1.390	C13—H13	0.930
C4—H4	0.930	C14—C15	1.390
C5—C6	1.390	C14—H14	0.930
C5—H5	0.930	C15—C16	1.390
C6—C8	1.439 (9)	C15—H15	0.930
C7—N3	1.155 (7)	C16—C17	1.390
C7—S1	1.627 (6)	C16—H16	0.930
C8—N1	1.295 (9)	C17—O2	1.371 (4)
C8—H8	0.930
O1—Mn1—O2	94.95 (14)	N1—C9—H9B	110.2
O1—Mn1—N1	92.1 (2)	C10—C9—H9B	110.2
O1—Mn1—N2	170.90 (17)	H9A—C9—H9B	108.5
O1—Mn1—N3	93.94 (18)	N2—C10—C9	104.1 (6)
O1—Mn1—O2i	88.62 (15)	N2—C10—H10A	110.9
O2—Mn1—N1	165.40 (19)	C9—C10—H10A	110.9
O2—Mn1—N2	89.51 (17)	N2—C10—H10B	110.9
O2—Mn1—N3	96.85 (17)	C9—C10—H10B	110.9
O2—Mn1—O2i	80.14 (14)	H10A—C10—H10B	109.0
N1—Mn1—N2	81.9 (2)	N2—C11—C12	124.6 (5)
N1—Mn1—N3	95.4 (2)	N2—C11—H11	117.7
N1—Mn1—O2i	87.29 (16)	C12—C11—H11	117.7
N2—Mn1—N3	93.4 (2)	C13—C12—C17	120.0
N2—Mn1—O2i	84.35 (17)	C13—C12—C11	117.6 (3)
N3—Mn1—O2i	176.24 (17)	C17—C12—C11	122.3 (3)
O1—C1—C2	117.4 (3)	C12—C13—C14	120.0
O1—C1—C6	122.4 (3)	C12—C13—H13	120.0
C2—C1—C6	120.0	C14—C13—H13	120.0
C3—C2—C1	120.0	C13—C14—C15	120.0
C3—C2—H2	120.0	C13—C14—H14	120.0
C1—C2—H2	120.0	C15—C14—H14	120.0
C2—C3—C4	120.0	C14—C15—C16	120.0
C2—C3—H3	120.0	C14—C15—H15	120.0
C4—C3—H3	120.0	C16—C15—H15	120.0
C5—C4—C3	120.0	C17—C16—C15	120.0
C5—C4—H4	120.0	C17—C16—H16	120.0
C3—C4—H4	120.0	C15—C16—H16	120.0
C4—C5—C6	120.0	O2—C17—C16	117.5 (2)
C4—C5—H5	120.0	O2—C17—C12	122.4 (2)
C6—C5—H5	120.0	C16—C17—C12	120.0
C5—C6—C1	120.0	C8—N1—C9	120.8 (6)
C5—C6—C8	116.3 (4)	C8—N1—Mn1	124.9 (4)
C1—C6—C8	123.6 (4)	C9—N1—Mn1	114.2 (4)
N3—C7—S1	177.1 (5)	C11—N2—C10	122.0 (6)
N1—C8—C6	126.1 (5)	C11—N2—Mn1	124.0 (4)
N1—C8—H8	117.0	C10—N2—Mn1	114.0 (5)
C6—C8—H8	117.0	C7—N3—Mn1	151.3 (5)
N1—C9—C10	107.5 (6)	C1—O1—Mn1	130.4 (3)
N1—C9—H9A	110.2	C17—O2—Mn1	120.8 (2)
C10—C9—H9A	110.2

Mn1—O1	1.874 (3)
Mn1—O2	1.902 (3)
Mn1—N1	1.979 (4)
Mn1—N2	1.990 (5)
Mn1—N3	2.181 (5)
Mn1—O2i	2.557 (3)

O1—Mn1—O2	94.95 (14)
O1—Mn1—N1	92.1 (2)
O1—Mn1—N2	170.90 (17)
O1—Mn1—N3	93.94 (18)
O1—Mn1—O2i	88.62 (15)
O2—Mn1—N1	165.40 (19)
O2—Mn1—N2	89.51 (17)
O2—Mn1—N3	96.85 (17)
O2—Mn1—O2i	80.14 (14)
N1—Mn1—N2	81.9 (2)
N1—Mn1—N3	95.4 (2)
N1—Mn1—O2i	87.29 (16)
N2—Mn1—N3	93.4 (2)
N2—Mn1—O2i	84.35 (17)
N3—Mn1—O2i	176.24 (17)

Symmetry code: (i) .