Poly[[aqua-[μ(3)-(2,6-H(2))-isonicotinato-κN:O:O'][μ(2)-(2,6-H(2))-isonicotinato-κN:O]manganese(II)] ethanol solvate].

In the title compound, {[Mn(C(6)H(2)D(2)NO(2))(2)(H(2)O)]·C(2)H(6)O}(n), the Mn(II) metal centre displays a slightly distorted octa-hedral coordination geometry, provided by three O and two N atoms of five isonicotinate ligands and one O atom of a water mol-ecule. There are two types of isonicotinate anions, one acting as a bridging tridentate group and the other in a bridging bidentate fashion, to form a polymeric three-dimensional network. The structure is stabilized by intra- and inter-molecular O-H⋯O and C-H⋯O hydrogen-bond inter-actions.

Related literature

For related literature, see: Akutagawa et al. (2004 ▶); Cova et al. (2001 ▶); Pavlik & Laohhasurayotin (2005 ▶); Sekiya & Nishikiori (2001 ▶).

Experimental

Crystal data

[Mn(C6H2D2NO2)2(H2O)]·C2H6O

M = 367.24

Monoclinic,

a = 10.903 (2) Å

b = 12.180 (2) Å

c = 13.015 (3) Å

β = 110.02 (3)°

V = 1623.9 (6) Å3

Z = 4

Mo Kα radiation

μ = 0.84 mm−1

T = 293 (2) K

0.20 × 0.20 × 0.20 mm

Data collection

Rigaku Mercury2 diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.795, T max = 0.841

16339 measured reflections

3701 independent reflections

3087 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.142

S = 1.06

3701 reflections

248 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.52 e Å−3

Δρmin = −0.52 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; 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: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808016206/rz2216sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808016206/rz2216Isup2.hkl

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

[Mn(C6H2D2NO2)2(H2O)]·C2H6O	F000 = 748
Mr = 367.24	Dx = 1.502 Mg m−3
Monoclinic, P21/n	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 19580 reflections
a = 10.903 (2) Å	θ = 3.0–27.5º
b = 12.180 (2) Å	µ = 0.84 mm−1
c = 13.015 (3) Å	T = 293 (2) K
β = 110.02 (3)º	Block, yellow
V = 1623.9 (6) Å3	0.20 × 0.20 × 0.20 mm
Z = 4

Rigaku Mercury2 (2x2 bin mode) diffractometer	3701 independent reflections
Radiation source: fine-focus sealed tube	3087 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.042
Detector resolution: 13.6612 pixels mm-1	θmax = 27.5º
T = 293(2) K	θmin = 3.0º
CCD profile fitting scans	h = −14→14
Absorption correction: multi-scan(CrystalClear; Rigaku, 2005)	k = −15→15
Tmin = 0.795, Tmax = 0.841	l = −16→16
16339 measured reflections

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)] = 0.040	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.142	w = 1/[σ2(Fo2) + (0.1P)2] where P = (Fo2 + 2Fc2)/3
S = 1.06	(Δ/σ)max < 0.001
3701 reflections	Δρmax = 0.52 e Å−3
248 parameters	Δρmin = −0.52 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	0.93671 (3)	0.50175 (2)	0.16410 (2)	0.02182 (15)
O5	0.87201 (17)	0.38008 (13)	0.03681 (14)	0.0391 (4)
O4	0.79806 (18)	0.41661 (16)	0.22877 (17)	0.0411 (4)
N1	0.77113 (19)	0.61593 (15)	0.06381 (16)	0.0334 (4)
C7	0.7734 (2)	0.27522 (17)	−0.12181 (17)	0.0260 (4)
C12	0.8682 (2)	0.36318 (16)	−0.05830 (18)	0.0268 (4)
C11	0.6930 (3)	0.2208 (2)	−0.0751 (2)	0.0395 (6)
C5	0.7818 (2)	0.72543 (19)	0.0584 (2)	0.0376 (5)
C8	0.7617 (2)	0.2480 (2)	−0.2283 (2)	0.0353 (5)
C1	0.6582 (2)	0.5717 (2)	0.0011 (2)	0.0404 (6)
C2	0.5536 (2)	0.63237 (19)	−0.0664 (2)	0.0395 (6)
C3	0.5668 (2)	0.74530 (17)	−0.07336 (16)	0.0273 (4)
C4	0.6847 (2)	0.79184 (19)	−0.00909 (19)	0.0358 (5)
C6	0.4577 (2)	0.81308 (17)	−0.15183 (17)	0.0274 (4)
O3	0.34326 (15)	0.77890 (14)	−0.17448 (14)	0.0386 (4)
O2	0.49329 (16)	0.89829 (13)	−0.18801 (14)	0.0385 (4)
O1	0.9325 (2)	0.40991 (17)	−0.10687 (17)	0.0554 (5)
C10	0.6056 (3)	0.1433 (2)	−0.1362 (2)	0.0409 (6)
C9	0.6720 (2)	0.1688 (2)	−0.2837 (2)	0.0355 (5)
N2	0.59483 (18)	0.11618 (15)	−0.23923 (15)	0.0311 (4)
O6	0.6716 (3)	0.5555 (2)	0.3174 (4)	0.1366 (18)
H6A	0.7151 (3)	0.6101 (2)	0.3078 (4)	0.205*
C14	0.5578 (4)	0.5893 (4)	0.3214 (6)	0.118 (2)
H14A	0.5176 (4)	0.6222 (4)	0.2618 (6)	0.142*
H14B	0.5716 (4)	0.6358 (4)	0.3729 (6)	0.142*
C13	0.4751 (7)	0.5076 (5)	0.3359 (7)	0.132 (3)
H13A	0.3950 (7)	0.5394 (5)	0.3370 (7)	0.197*
H13B	0.4566 (7)	0.4556 (5)	0.2771 (7)	0.197*
H13C	0.5183 (7)	0.4711 (5)	0.4041 (7)	0.197*
H8A	0.804 (3)	0.287 (2)	−0.269 (2)	0.038 (7)*
D3	0.662 (2)	0.1472 (19)	−0.355 (2)	0.028 (6)*
D1	0.648 (4)	0.495 (3)	0.008 (3)	0.063 (12)*
D4	0.549 (3)	0.109 (2)	−0.105 (3)	0.044 (7)*
H4A	0.701 (3)	0.872 (2)	−0.015 (2)	0.044 (7)*
D2	0.864 (3)	0.758 (2)	0.109 (2)	0.044 (7)*
H11A	0.708 (3)	0.236 (3)	0.002 (3)	0.065 (10)*
H2A	0.472 (3)	0.591 (3)	−0.105 (3)	0.066 (10)*
H1W	0.758 (4)	0.351 (3)	0.202 (3)	0.069 (10)*
H2W	0.751 (4)	0.450 (3)	0.252 (3)	0.066 (11)*

	U11	U22	U33	U12	U13	U23
Mn1	0.0206 (2)	0.0197 (2)	0.0215 (2)	−0.00130 (10)	0.00247 (15)	−0.00019 (10)
O5	0.0464 (10)	0.0376 (9)	0.0314 (9)	−0.0144 (7)	0.0108 (7)	−0.0118 (7)
O4	0.0420 (10)	0.0345 (9)	0.0554 (11)	−0.0090 (8)	0.0275 (9)	−0.0037 (8)
N1	0.0309 (10)	0.0305 (9)	0.0331 (10)	0.0022 (8)	0.0037 (8)	0.0083 (7)
C7	0.0240 (10)	0.0263 (10)	0.0262 (10)	−0.0052 (8)	0.0067 (8)	−0.0016 (8)
C12	0.0233 (10)	0.0227 (10)	0.0313 (11)	−0.0033 (8)	0.0054 (8)	−0.0014 (8)
C11	0.0475 (14)	0.0470 (13)	0.0266 (12)	−0.0224 (11)	0.0159 (10)	−0.0072 (10)
C5	0.0368 (13)	0.0316 (11)	0.0339 (12)	−0.0019 (10)	−0.0014 (10)	0.0003 (9)
C8	0.0331 (12)	0.0427 (14)	0.0344 (12)	−0.0145 (10)	0.0173 (10)	−0.0070 (10)
C1	0.0309 (12)	0.0290 (12)	0.0532 (15)	−0.0014 (9)	0.0042 (10)	0.0125 (10)
C2	0.0299 (12)	0.0307 (12)	0.0488 (15)	−0.0029 (9)	0.0018 (10)	0.0105 (10)
C3	0.0280 (10)	0.0297 (11)	0.0237 (10)	0.0024 (8)	0.0083 (8)	0.0076 (8)
C4	0.0389 (13)	0.0268 (11)	0.0337 (12)	−0.0038 (10)	0.0022 (10)	0.0015 (9)
C6	0.0308 (11)	0.0272 (10)	0.0228 (10)	0.0021 (8)	0.0074 (8)	0.0046 (8)
O3	0.0279 (8)	0.0365 (9)	0.0472 (10)	0.0006 (7)	0.0074 (7)	0.0112 (7)
O2	0.0381 (9)	0.0329 (8)	0.0362 (9)	−0.0031 (7)	0.0021 (7)	0.0171 (7)
O1	0.0586 (12)	0.0619 (12)	0.0511 (12)	−0.0404 (10)	0.0255 (10)	−0.0110 (9)
C10	0.0474 (14)	0.0483 (14)	0.0303 (12)	−0.0261 (12)	0.0175 (11)	−0.0060 (10)
C9	0.0390 (13)	0.0431 (13)	0.0277 (12)	−0.0136 (10)	0.0157 (10)	−0.0124 (9)
N2	0.0320 (10)	0.0329 (10)	0.0261 (9)	−0.0122 (8)	0.0071 (7)	−0.0055 (7)
O6	0.103 (2)	0.0659 (18)	0.295 (5)	−0.0334 (17)	0.138 (3)	−0.077 (3)
C14	0.064 (3)	0.085 (3)	0.216 (7)	−0.019 (2)	0.062 (3)	−0.044 (3)
C13	0.098 (5)	0.143 (6)	0.184 (8)	−0.016 (3)	0.087 (5)	0.011 (4)

Mn1—O1i	2.1151 (18)	C2—H2A	1.00 (3)
Mn1—O5	2.1537 (16)	C2—C3	1.389 (3)
Mn1—O2ii	2.1806 (16)	C3—C4	1.392 (3)
Mn1—O4	2.2228 (18)	C3—C6	1.519 (3)
Mn1—N2iii	2.2656 (18)	C4—H4A	1.00 (3)
Mn1—N1	2.2987 (19)	C6—O3	1.251 (3)
O5—C12	1.242 (3)	C6—O2	1.255 (3)
O4—H2W	0.79 (4)	O2—Mn1iv	2.1806 (16)
O4—H1W	0.92 (4)	O1—Mn1i	2.1151 (18)
N1—C1	1.336 (3)	C10—N2	1.346 (3)
N1—C5	1.343 (3)	C10—D4	0.95 (3)
C7—C8	1.388 (3)	C9—N2	1.336 (3)
C7—C11	1.393 (3)	C9—D3	0.93 (3)
C7—C12	1.521 (3)	N2—Mn1v	2.2656 (18)
C12—O1	1.232 (3)	O6—H6A	0.8499
C11—H11A	0.98 (4)	O6—C14	1.325 (5)
C11—C10	1.384 (3)	C14—H14A	0.8499
C5—C4	1.382 (3)	C14—H14B	0.8500
C5—D2	0.99 (3)	C14—C13	1.397 (7)
C8—H8A	0.95 (3)	C13—H13A	0.9599
C8—C9	1.387 (3)	C13—H13C	0.9600
C1—C2	1.390 (3)	C13—H13B	0.9602
C1—D1	0.94 (3)
O1i—Mn1—O5	99.32 (7)	N1—C1—D1	117 (2)
O1i—Mn1—O2ii	90.33 (8)	C2—C1—D1	119 (2)
O5—Mn1—O2ii	169.24 (7)	H2A—C2—C3	124.0 (19)
O1i—Mn1—O4	177.07 (8)	H2A—C2—C1	117 (2)
O5—Mn1—O4	83.34 (7)	C3—C2—C1	119.1 (2)
O2ii—Mn1—O4	87.12 (8)	C2—C3—C4	117.3 (2)
O1i—Mn1—N2iii	92.38 (8)	C2—C3—C6	120.46 (19)
O5—Mn1—N2iii	88.71 (7)	C4—C3—C6	122.16 (19)
O2ii—Mn1—N2iii	86.11 (7)	H4A—C4—C5	120.1 (17)
O4—Mn1—N2iii	88.90 (7)	H4A—C4—C3	120.4 (17)
O1i—Mn1—N1	89.17 (8)	C5—C4—C3	119.5 (2)
O5—Mn1—N1	89.58 (7)	O3—C6—O2	126.75 (19)
O2ii—Mn1—N1	95.35 (7)	O3—C6—C3	117.77 (18)
O4—Mn1—N1	89.63 (7)	O2—C6—C3	115.47 (18)
N2iii—Mn1—N1	177.87 (6)	C6—O2—Mn1iv	139.70 (15)
C12—O5—Mn1	140.47 (14)	C12—O1—Mn1i	170.48 (18)
H2W—O4—H1W	107 (3)	N2—C10—C11	123.2 (2)
H2W—O4—Mn1	122 (3)	N2—C10—D4	118.4 (18)
H1W—O4—Mn1	124 (2)	C11—C10—D4	118.4 (18)
C1—N1—C5	116.52 (19)	N2—C9—C8	123.0 (2)
C1—N1—Mn1	118.92 (15)	N2—C9—D3	114.5 (15)
C5—N1—Mn1	124.44 (15)	C8—C9—D3	122.4 (15)
C8—C7—C11	117.73 (19)	C9—N2—C10	117.39 (19)
C8—C7—C12	121.61 (18)	C9—N2—Mn1v	122.39 (15)
C11—C7—C12	120.64 (19)	C10—N2—Mn1v	119.92 (14)
O1—C12—O5	127.2 (2)	H6A—O6—C14	110
O1—C12—C7	116.5 (2)	H14A—C14—H14B	107.5
O5—C12—C7	116.30 (18)	H14A—C14—O6	108
H11A—C11—C10	124 (2)	H14B—C14—O6	109
H11A—C11—C7	117 (2)	H14A—C14—C13	108
C10—C11—C7	119.1 (2)	H14B—C14—C13	108
N1—C5—C4	123.6 (2)	O6—C14—C13	116.1 (5)
N1—C5—D2	115.9 (16)	H13A—C13—H13C	109.5
C4—C5—D2	120.4 (16)	H13A—C13—H13B	109.5
H8A—C8—C9	116.9 (16)	H13C—C13—H13B	109.5
H8A—C8—C7	123.2 (16)	H13A—C13—C14	110
C9—C8—C7	119.5 (2)	H13C—C13—C14	109
N1—C1—C2	123.9 (2)	H13B—C13—C14	109

D—H···A	D—H	H···A	D···A	D—H···A
C11—H11A···O5	0.98 (4)	2.44 (3)	2.784 (3)	100 (2)
O4—H2W···O6	0.79 (4)	1.90 (4)	2.680 (5)	166 (4)
O6—H6A···O3ii	0.85	1.90	2.729 (3)	165
C11—H11A···O3vi	0.98 (4)	2.50 (4)	3.404 (4)	153 (3)
O4—H1W···O3vi	0.92 (4)	1.89 (4)	2.793 (3)	166 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C11—H11A⋯O5	0.98 (4)	2.44 (3)	2.784 (3)	100 (2)
O4—H2W⋯O6	0.79 (4)	1.90 (4)	2.680 (5)	166 (4)
O6—H6A⋯O3i	0.85	1.90	2.729 (3)	165
C11—H11A⋯O3ii	0.98 (4)	2.50 (4)	3.404 (4)	153 (3)
O4—H1W⋯O3ii	0.92 (4)	1.89 (4)	2.793 (3)	166 (3)

Symmetry codes: (i) ; (ii) .