catena-Poly[[[bis-(methanol-κO)bis-(seleno-cyanato-κN)manganese(II)]-μ-1,2-bis-(pyridin-4-yl)ethane-κ(2) N:N'] 1,2-bis-(pyridin-4-yl)ethane monosolvate].

The reaction of manganese seleno-cyanate with 1,2-bis-(pyridin-4-yl)ethane (bpa) leads to the title compound, {[Mn(NCSe)2(C12H12N2)(CH3OH)2]·C12H12N2} n . The Mn(II) cation is coordinated by two N-bonded seleno-cyanate anions, two bpa ligands and two O-bonded methanol mol-ecules, within a slightly distorted octa-hedral geometry. The Mn(II) cations and the non-coordinating N-donor ligands are located on centers of inversion while the coordinating N-donor co-ligands are located on a twofold rotation axis. In the crystal, the Mn(II) cations are linked into chains along the c-axis direction by the bpa ligands. The chains are further connected via a non-coordinating bpa ligand into layers parallel to (3-10) via O-H⋯N hydrogen-bonding inter-actions.

Related literature

For background to this work and the structures of related compounds, see: Boeckmann & Näther (2010 ▶, 2012 ▶), Wöhlert et al. (2012 ▶), Wöhlert & Näther (2012a ▶,b ▶).

Experimental

Crystal data

[Mn(NCSe)2(C12H12N2)(CH4O)2]·C12H12N2

M = 697.46

Monoclinic,

a = 19.184 (1) Å

b = 9.7854 (4) Å

c = 17.3468 (9) Å

β = 108.624 (4)°

V = 3085.9 (3) Å3

Z = 4

Mo Kα radiation

μ = 2.82 mm−1

T = 293 K

0.14 × 0.11 × 0.06 mm

Data collection

Stoe IPDS-2 diffractometer

Absorption correction: numerical (X-SHAPE and X-RED32; Stoe & Cie, 2008 ▶) T min = 0.493, T max = 0.748

10827 measured reflections

2998 independent reflections

2556 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.042

wR(F 2) = 0.094

S = 1.06

2998 reflections

179 parameters

H-atom parameters constrained

Δρmax = 0.56 e Å−3

Δρmin = −0.58 e Å−3

Data collection: X-AREA (Stoe & Cie, 2008 ▶); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶) and DIAMOND (Brandenburg, 2011 ▶); software used to prepare material for publication: XCIF in SHELXTL.

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813007150/bt6898sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813007150/bt6898Isup2.hkl

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

[Mn(NCSe)2(C12H12N2)(CH4O)2]·C12H12N2	F(000) = 1404
Mr = 697.46	Dx = 1.501 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 10827 reflections
a = 19.184 (1) Å	θ = 2.2–26.0°
b = 9.7854 (4) Å	µ = 2.82 mm−1
c = 17.3468 (9) Å	T = 293 K
β = 108.624 (4)°	Block, light-red
V = 3085.9 (3) Å3	0.14 × 0.11 × 0.06 mm
Z = 4

Stoe IPDS-2 diffractometer	2998 independent reflections
Radiation source: fine-focus sealed tube	2556 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.032
ω scan	θmax = 26.0°, θmin = 2.2°
Absorption correction: numerical (X-SHAPE and X-RED32; Stoe & Cie, 2008)	h = −23→23
Tmin = 0.493, Tmax = 0.748	k = −12→10
10827 measured reflections	l = −21→21

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)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.094	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.0346P)2 + 5.6439P] where P = (Fo2 + 2Fc2)/3
2998 reflections	(Δ/σ)max = 0.001
179 parameters	Δρmax = 0.56 e Å−3
0 restraints	Δρmin = −0.58 e Å−3

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	0.5000	1.0000	0.5000	0.04285 (17)
N1	0.58695 (16)	0.8976 (3)	0.59516 (18)	0.0613 (7)
C1	0.63537 (18)	0.8574 (3)	0.64832 (19)	0.0490 (7)
Se1	0.71095 (2)	0.79679 (6)	0.72941 (2)	0.07953 (18)
N10	0.51948 (13)	1.1948 (3)	0.58050 (15)	0.0456 (6)
C10	0.48071 (18)	1.3084 (3)	0.55279 (19)	0.0519 (7)
H10	0.4496	1.3092	0.4992	0.062*
C11	0.48422 (19)	1.4238 (3)	0.59895 (19)	0.0538 (7)
H11	0.4558	1.4997	0.5765	0.065*
C12	0.52999 (17)	1.4274 (3)	0.67895 (18)	0.0479 (7)
C13	0.57134 (18)	1.3113 (3)	0.70726 (19)	0.0506 (7)
H13	0.6036	1.3087	0.7602	0.061*
C14	0.56489 (18)	1.1998 (3)	0.65745 (18)	0.0503 (7)
H14	0.5936	1.1235	0.6782	0.060*
C15	0.5318 (2)	1.5500 (3)	0.7320 (2)	0.0579 (8)
H15B	0.5292	1.6324	0.7002	0.070*
H15A	0.5782	1.5512	0.7761	0.070*
N20	0.34138 (14)	0.6923 (3)	0.51881 (16)	0.0499 (6)
C20	0.31374 (17)	0.6393 (3)	0.57385 (19)	0.0504 (7)
H20	0.3201	0.6876	0.6218	0.060*
C21	0.27652 (18)	0.5175 (3)	0.5634 (2)	0.0525 (8)
H21	0.2592	0.4845	0.6042	0.063*
C22	0.26479 (16)	0.4436 (3)	0.49260 (19)	0.0484 (7)
C23	0.29261 (19)	0.4991 (4)	0.4349 (2)	0.0556 (8)
H23	0.2864	0.4537	0.3861	0.067*
C24	0.32931 (18)	0.6210 (4)	0.4504 (2)	0.0556 (8)
H24	0.3470	0.6565	0.4105	0.067*
C25	0.22544 (19)	0.3082 (3)	0.4790 (2)	0.0594 (8)
H25B	0.2067	0.2898	0.4211	0.071*
H25A	0.1838	0.3135	0.4991	0.071*
O1	0.41951 (12)	0.9297 (2)	0.55852 (13)	0.0569 (6)
H1O1	0.3981	0.8571	0.5437	0.085*
C2	0.4253 (2)	0.9473 (4)	0.6411 (2)	0.0733 (11)
H2A	0.4674	0.8985	0.6747	0.110*
H2B	0.3817	0.9126	0.6502	0.110*
H2C	0.4305	1.0427	0.6546	0.110*

	U11	U22	U33	U12	U13	U23
Mn1	0.0432 (3)	0.0442 (3)	0.0405 (3)	−0.0021 (3)	0.0125 (3)	−0.0006 (3)
N1	0.0589 (17)	0.0628 (18)	0.0552 (16)	0.0070 (14)	0.0083 (14)	0.0008 (14)
C1	0.0547 (18)	0.0482 (17)	0.0464 (17)	−0.0017 (14)	0.0194 (15)	−0.0048 (13)
Se1	0.0631 (2)	0.1235 (4)	0.0473 (2)	0.0165 (2)	0.01114 (17)	0.0192 (2)
N10	0.0458 (13)	0.0472 (14)	0.0446 (13)	−0.0059 (11)	0.0153 (11)	−0.0015 (11)
C10	0.0552 (18)	0.0522 (18)	0.0444 (16)	0.0001 (15)	0.0105 (14)	−0.0015 (14)
C11	0.0618 (19)	0.0460 (18)	0.0528 (18)	0.0041 (15)	0.0171 (15)	0.0027 (14)
C12	0.0551 (17)	0.0460 (17)	0.0474 (16)	−0.0100 (14)	0.0231 (14)	−0.0007 (13)
C13	0.0529 (17)	0.0551 (19)	0.0411 (15)	−0.0065 (15)	0.0113 (13)	0.0002 (14)
C14	0.0531 (17)	0.0491 (17)	0.0471 (17)	0.0008 (14)	0.0139 (14)	0.0028 (14)
C15	0.078 (2)	0.0452 (17)	0.0534 (18)	−0.0115 (16)	0.0252 (17)	−0.0031 (15)
N20	0.0517 (14)	0.0441 (14)	0.0524 (15)	−0.0061 (12)	0.0144 (12)	0.0033 (11)
C20	0.0539 (18)	0.0471 (17)	0.0509 (17)	−0.0018 (14)	0.0179 (15)	−0.0029 (14)
C21	0.0586 (18)	0.0501 (19)	0.0542 (18)	−0.0050 (15)	0.0258 (15)	0.0060 (14)
C22	0.0445 (16)	0.0423 (15)	0.0574 (18)	−0.0046 (13)	0.0150 (14)	0.0021 (14)
C23	0.064 (2)	0.0557 (18)	0.0476 (17)	−0.0113 (17)	0.0184 (15)	−0.0044 (15)
C24	0.0605 (19)	0.058 (2)	0.0504 (17)	−0.0138 (16)	0.0208 (15)	0.0050 (15)
C25	0.0547 (19)	0.0495 (19)	0.073 (2)	−0.0122 (15)	0.0186 (17)	−0.0020 (16)
O1	0.0645 (14)	0.0578 (13)	0.0537 (12)	−0.0239 (11)	0.0262 (11)	−0.0092 (11)
C2	0.088 (3)	0.083 (3)	0.056 (2)	−0.030 (2)	0.032 (2)	−0.0117 (19)

Mn1—N1i	2.180 (3)	C15—H15A	0.9700
Mn1—N1	2.180 (3)	N20—C24	1.331 (4)
Mn1—O1i	2.211 (2)	N20—C20	1.336 (4)
Mn1—O1	2.211 (2)	C20—C21	1.372 (4)
Mn1—N10i	2.322 (2)	C20—H20	0.9300
Mn1—N10	2.322 (2)	C21—C22	1.380 (5)
N1—C1	1.149 (4)	C21—H21	0.9300
C1—Se1	1.769 (3)	C22—C23	1.386 (4)
N10—C10	1.338 (4)	C22—C25	1.506 (4)
N10—C14	1.342 (4)	C23—C24	1.368 (5)
C10—C11	1.374 (4)	C23—H23	0.9300
C10—H10	0.9300	C24—H24	0.9300
C11—C12	1.386 (4)	C25—C25iii	1.509 (7)
C11—H11	0.9300	C25—H25B	0.9700
C12—C13	1.383 (5)	C25—H25A	0.9700
C12—C15	1.506 (4)	O1—C2	1.412 (4)
C13—C14	1.372 (4)	O1—H1O1	0.8200
C13—H13	0.9300	C2—H2A	0.9600
C14—H14	0.9300	C2—H2B	0.9600
C15—C15ii	1.538 (7)	C2—H2C	0.9600
C15—H15B	0.9700
N1i—Mn1—N1	180.000 (1)	C12—C15—H15B	109.1
N1i—Mn1—O1i	89.25 (10)	C15ii—C15—H15B	109.1
N1—Mn1—O1i	90.75 (10)	C12—C15—H15A	109.1
N1i—Mn1—O1	90.75 (10)	C15ii—C15—H15A	109.1
N1—Mn1—O1	89.25 (10)	H15B—C15—H15A	107.9
O1i—Mn1—O1	180.0	C24—N20—C20	116.0 (3)
N1i—Mn1—N10i	89.13 (10)	N20—C20—C21	123.5 (3)
N1—Mn1—N10i	90.87 (10)	N20—C20—H20	118.3
O1i—Mn1—N10i	88.92 (8)	C21—C20—H20	118.3
O1—Mn1—N10i	91.08 (8)	C20—C21—C22	120.2 (3)
N1i—Mn1—N10	90.87 (10)	C20—C21—H21	119.9
N1—Mn1—N10	89.13 (10)	C22—C21—H21	119.9
O1i—Mn1—N10	91.08 (8)	C21—C22—C23	116.5 (3)
O1—Mn1—N10	88.92 (8)	C21—C22—C25	122.1 (3)
N10i—Mn1—N10	180.0	C23—C22—C25	121.4 (3)
C1—N1—Mn1	172.7 (3)	C24—C23—C22	119.5 (3)
N1—C1—Se1	179.0 (3)	C24—C23—H23	120.2
C10—N10—C14	115.9 (3)	C22—C23—H23	120.2
C10—N10—Mn1	120.1 (2)	N20—C24—C23	124.3 (3)
C14—N10—Mn1	123.9 (2)	N20—C24—H24	117.8
N10—C10—C11	123.7 (3)	C23—C24—H24	117.8
N10—C10—H10	118.1	C22—C25—C25iii	112.6 (3)
C11—C10—H10	118.1	C22—C25—H25B	109.1
C10—C11—C12	120.1 (3)	C25iii—C25—H25B	109.1
C10—C11—H11	119.9	C22—C25—H25A	109.1
C12—C11—H11	119.9	C25iii—C25—H25A	109.1
C13—C12—C11	116.3 (3)	H25B—C25—H25A	107.8
C13—C12—C15	122.6 (3)	C2—O1—Mn1	126.0 (2)
C11—C12—C15	121.1 (3)	C2—O1—H1O1	107.0
C14—C13—C12	120.2 (3)	Mn1—O1—H1O1	118.7
C14—C13—H13	119.9	O1—C2—H2A	109.5
C12—C13—H13	119.9	O1—C2—H2B	109.5
N10—C14—C13	123.7 (3)	H2A—C2—H2B	109.5
N10—C14—H14	118.1	O1—C2—H2C	109.5
C13—C14—H14	118.1	H2A—C2—H2C	109.5
C12—C15—C15ii	112.4 (2)	H2B—C2—H2C	109.5

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1O1···N20	0.82	1.92	2.731 (3)	173

Table 1

Selected bond lengths (Å)

Mn1—N1	2.180 (3)
Mn1—O1	2.211 (2)
Mn1—N10	2.322 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1O1⋯N20	0.82	1.92	2.731 (3)	173