catena-Poly[[[tetra-aqua-manganese(II)]-μ-4,4'-bipyridine] bis-(3-hydroxy-cinnamate) dihydrate].

The title compound, {[Mn(C(10)H(8)N(2))(H(2)O)(4)](C(9)H(7)O(3))(2)·2H(2)O}(n), was obtained by the hydro-thermal reaction of manganese chloride with mixed 3-hydroxy-lcinnamic acid (H(2)L) and 4,4'-bipyridine (4,4'-bipy) ligands. The structure contains [Mn(C(10)H(8)N(2))(H(2)O)(4)](2+) cations with the Mn(II) atoms lying on a centres of inversion and bridged into a linear chain along the a axis by 4,4'-bipy ligands, surrounded by HL(-) anions and uncoordinated water mol-ecules. Extensive O-H⋯O hydrogen-bonding and weak π-π inter-actions [centroid-centroid distance = 3.7572  (3) Å] between the constituents lead to the formation of a three-dimensional supra-molecular network.

Related literature

For potential applications of compounds with supramolecular architectures, see: Niu et al. (2008 ▶); Xue et al. (2007 ▶); Ye et al. (2005 ▶); Zhang et al. (2009 ▶). For the synthesis of supra­molecular coordination compounds containing 4-pyridyl and carboxyl­ate groups, see: Feng et al. (2008 ▶); He et al. (2007 ▶); Li et al. (2008 ▶).

Experimental

Crystal data

[Mn(C10H8N2)(H2O)4](C9H7O3)2·2H2O

M = 645.51

Monoclinic,

a = 11.6620 (12) Å

b = 11.2726 (13) Å

c = 11.6238 (13) Å

β = 96.520 (9)°

V = 1518.2 (3) Å3

Z = 2

Mo Kα radiation

μ = 0.50 mm−1

T = 296 K

0.21 × 0.14 × 0.07 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.92, T max = 0.97

13208 measured reflections

3513 independent reflections

2293 reflections with I > 2σ(I)

R int = 0.060

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.118

S = 1.04

3513 reflections

217 parameters

10 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.21 e Å−3

Δρmin = −0.31 e Å−3

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2006 ▶); data reduction: SAINT; 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/S1600536809028360/at2846sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809028360/at2846Isup2.hkl

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

[Mn(C10H8N2)(H2O)4](C9H7O3)2·2H2O	F(000) = 674
Mr = 645.51	Dx = 1.412 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1488 reflections
a = 11.6620 (12) Å	θ = 1.8–27.7°
b = 11.2726 (13) Å	µ = 0.50 mm−1
c = 11.6238 (13) Å	T = 296 K
β = 96.520 (9)°	Block, yellow
V = 1518.2 (3) Å3	0.21 × 0.14 × 0.07 mm
Z = 2

Bruker APEXII area-detector diffractometer	3513 independent reflections
Radiation source: fine-focus sealed tube	2293 reflections with I > 2σ(I)
graphite	Rint = 0.060
ω scans	θmax = 27.7°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −15→14
Tmin = 0.92, Tmax = 0.97	k = −14→14
13208 measured reflections	l = −15→15

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.118	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0535P)2 + 0.0147P] where P = (Fo2 + 2Fc2)/3
3513 reflections	(Δ/σ)max < 0.001
217 parameters	Δρmax = 0.21 e Å−3
10 restraints	Δρmin = −0.31 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	1.0000	0.5000	−0.5000	0.02932 (15)
C1	1.24961 (19)	0.5744 (2)	−0.5720 (2)	0.0384 (6)
H1A	1.2060	0.6305	−0.6164	0.046*
C2	1.36718 (19)	0.5795 (2)	−0.5695 (2)	0.0383 (6)
H2A	1.4008	0.6376	−0.6116	0.046*
C3	1.43615 (18)	0.4985 (2)	−0.50437 (18)	0.0316 (5)
C4	1.3781 (2)	0.4144 (3)	−0.4478 (3)	0.0657 (9)
H4A	1.4193	0.3561	−0.4042	0.079*
C5	1.2599 (2)	0.4158 (3)	−0.4553 (3)	0.0652 (9)
H5A	1.2239	0.3575	−0.4156	0.078*
C6	0.3636 (2)	0.6015 (2)	−0.1614 (2)	0.0479 (6)
C7	0.2912 (2)	0.6654 (3)	−0.2419 (2)	0.0529 (7)
H7A	0.2115	0.6598	−0.2423	0.063*
C8	0.3368 (2)	0.7364 (3)	−0.3205 (2)	0.0519 (7)
H8A	0.2881	0.7802	−0.3734	0.062*
C9	0.4546 (2)	0.7436 (2)	−0.3218 (2)	0.0479 (7)
H9A	0.4849	0.7928	−0.3751	0.057*
C10	0.5288 (2)	0.6779 (2)	−0.2439 (2)	0.0397 (6)
C11	0.4815 (2)	0.6072 (2)	−0.1637 (2)	0.0454 (6)
H11A	0.5299	0.5630	−0.1108	0.055*
C12	0.6538 (2)	0.6860 (2)	−0.2478 (2)	0.0403 (6)
H12A	0.6795	0.7441	−0.2956	0.048*
C13	0.7334 (2)	0.6189 (2)	−0.1900 (2)	0.0425 (6)
H13A	0.7098	0.5621	−0.1397	0.051*
C14	0.8572 (2)	0.6292 (2)	−0.20085 (19)	0.0377 (6)
N1	1.19366 (15)	0.49461 (16)	−0.51532 (16)	0.0353 (4)
O1	0.89468 (15)	0.71680 (16)	−0.25223 (15)	0.0487 (5)
O1W	1.02880 (17)	0.43379 (17)	−0.32434 (13)	0.0502 (5)
H1WA	1.049 (3)	0.3672 (17)	−0.298 (3)	0.075*
H1WB	1.004 (3)	0.472 (2)	−0.272 (2)	0.075*
O2	0.92237 (14)	0.54517 (16)	−0.15829 (14)	0.0443 (4)
O2W	0.98772 (18)	0.31913 (16)	−0.56349 (17)	0.0531 (5)
H2WA	0.955 (3)	0.260 (2)	−0.542 (3)	0.080*
H2WB	1.022 (3)	0.300 (3)	−0.620 (2)	0.080*
O3	0.32335 (17)	0.5320 (2)	−0.0786 (2)	0.0769 (7)
H3	0.2485 (18)	0.551 (3)	−0.074 (3)	0.092*
O3W	0.11487 (15)	0.61016 (17)	−0.01468 (16)	0.0480 (5)
H3WA	0.110 (2)	0.566 (2)	0.0420 (18)	0.072*
H3WB	0.058 (2)	0.593 (3)	−0.0630 (19)	0.072*

	U11	U22	U33	U12	U13	U23
Mn1	0.0232 (3)	0.0318 (3)	0.0335 (2)	0.0007 (2)	0.00570 (18)	0.0012 (2)
C1	0.0256 (13)	0.0441 (15)	0.0449 (13)	0.0012 (10)	0.0012 (10)	0.0104 (11)
C2	0.0261 (13)	0.0458 (15)	0.0431 (12)	−0.0034 (10)	0.0039 (10)	0.0140 (11)
C3	0.0237 (11)	0.0340 (12)	0.0377 (11)	0.0004 (10)	0.0063 (9)	0.0002 (10)
C4	0.0266 (15)	0.066 (2)	0.106 (2)	0.0109 (13)	0.0130 (14)	0.0522 (18)
C5	0.0276 (15)	0.064 (2)	0.106 (2)	0.0062 (13)	0.0183 (15)	0.0493 (18)
C6	0.0354 (15)	0.0512 (17)	0.0569 (15)	0.0013 (12)	0.0047 (12)	−0.0016 (13)
C7	0.0354 (15)	0.066 (2)	0.0553 (16)	0.0066 (13)	−0.0035 (12)	−0.0148 (14)
C8	0.0446 (17)	0.0655 (19)	0.0433 (14)	0.0151 (14)	−0.0059 (12)	−0.0087 (13)
C9	0.0500 (18)	0.0548 (17)	0.0384 (13)	0.0082 (13)	0.0030 (12)	−0.0054 (12)
C10	0.0356 (14)	0.0437 (15)	0.0393 (12)	0.0037 (11)	0.0018 (10)	−0.0100 (11)
C11	0.0318 (14)	0.0513 (16)	0.0526 (15)	0.0061 (12)	0.0019 (11)	0.0024 (12)
C12	0.0404 (15)	0.0417 (15)	0.0396 (12)	0.0002 (12)	0.0080 (11)	−0.0057 (11)
C13	0.0372 (14)	0.0433 (15)	0.0485 (14)	−0.0013 (11)	0.0106 (11)	0.0009 (12)
C14	0.0373 (14)	0.0422 (14)	0.0347 (12)	−0.0033 (11)	0.0082 (10)	−0.0094 (11)
N1	0.0240 (10)	0.0362 (11)	0.0467 (10)	0.0030 (9)	0.0089 (8)	0.0047 (9)
O1	0.0520 (11)	0.0422 (11)	0.0552 (10)	−0.0082 (9)	0.0199 (9)	−0.0059 (8)
O1W	0.0615 (13)	0.0542 (12)	0.0363 (9)	0.0249 (10)	0.0118 (8)	0.0075 (8)
O2	0.0343 (10)	0.0513 (11)	0.0481 (9)	0.0056 (8)	0.0079 (8)	−0.0013 (8)
O2W	0.0644 (13)	0.0367 (10)	0.0639 (12)	−0.0111 (9)	0.0321 (10)	−0.0091 (9)
O3	0.0394 (12)	0.0962 (17)	0.0977 (16)	0.0068 (12)	0.0190 (12)	0.0337 (14)
O3W	0.0375 (11)	0.0509 (12)	0.0554 (11)	−0.0055 (9)	0.0040 (8)	0.0011 (9)

Mn1—O1W	2.1641 (15)	C7—H7A	0.9300
Mn1—O1Wi	2.1641 (15)	C8—C9	1.378 (4)
Mn1—O2Wi	2.1675 (17)	C8—H8A	0.9300
Mn1—O2W	2.1675 (17)	C9—C10	1.393 (3)
Mn1—N1i	2.2863 (17)	C9—H9A	0.9300
Mn1—N1	2.2863 (17)	C10—C11	1.388 (3)
C1—N1	1.329 (3)	C10—C12	1.466 (3)
C1—C2	1.369 (3)	C11—H11A	0.9300
C1—H1A	0.9300	C12—C13	1.320 (3)
C2—C3	1.385 (3)	C12—H12A	0.9300
C2—H2A	0.9300	C13—C14	1.468 (3)
C3—C4	1.375 (3)	C13—H13A	0.9300
C3—C3ii	1.482 (4)	C14—O1	1.258 (3)
C4—C5	1.371 (3)	C14—O2	1.278 (3)
C4—H4A	0.9300	O1W—H1WA	0.833 (17)
C5—N1	1.323 (3)	O1W—H1WB	0.825 (16)
C5—H5A	0.9300	O2W—H2WA	0.815 (17)
C6—O3	1.364 (3)	O2W—H2WB	0.832 (16)
C6—C11	1.380 (3)	O3—H3	0.908 (18)
C6—C7	1.388 (4)	O3W—H3WA	0.832 (16)
C7—C8	1.368 (4)	O3W—H3WB	0.842 (16)
O1W—Mn1—O1Wi	180.00 (10)	C8—C7—H7A	120.0
O1W—Mn1—O2Wi	90.34 (8)	C6—C7—H7A	120.0
O1Wi—Mn1—O2Wi	89.66 (8)	C7—C8—C9	120.4 (3)
O1W—Mn1—O2W	89.66 (8)	C7—C8—H8A	119.8
O1Wi—Mn1—O2W	90.34 (8)	C9—C8—H8A	119.8
O2Wi—Mn1—O2W	180.00 (10)	C8—C9—C10	120.6 (3)
O1W—Mn1—N1i	89.11 (7)	C8—C9—H9A	119.7
O1Wi—Mn1—N1i	90.89 (7)	C10—C9—H9A	119.7
O2Wi—Mn1—N1i	88.63 (7)	C11—C10—C9	118.5 (2)
O2W—Mn1—N1i	91.37 (7)	C11—C10—C12	121.9 (2)
O1W—Mn1—N1	90.89 (7)	C9—C10—C12	119.6 (2)
O1Wi—Mn1—N1	89.11 (7)	C6—C11—C10	120.8 (2)
O2Wi—Mn1—N1	91.37 (7)	C6—C11—H11A	119.6
O2W—Mn1—N1	88.63 (7)	C10—C11—H11A	119.6
N1i—Mn1—N1	180.0	C13—C12—C10	126.4 (2)
N1—C1—C2	124.4 (2)	C13—C12—H12A	116.8
N1—C1—H1A	117.8	C10—C12—H12A	116.8
C2—C1—H1A	117.8	C12—C13—C14	123.6 (2)
C1—C2—C3	120.1 (2)	C12—C13—H13A	118.2
C1—C2—H2A	119.9	C14—C13—H13A	118.2
C3—C2—H2A	119.9	O1—C14—O2	122.8 (2)
C4—C3—C2	115.4 (2)	O1—C14—C13	120.0 (2)
C4—C3—C3ii	122.0 (3)	O2—C14—C13	117.1 (2)
C2—C3—C3ii	122.6 (2)	C5—N1—C1	115.2 (2)
C5—C4—C3	120.5 (2)	C5—N1—Mn1	119.98 (15)
C5—C4—H4A	119.7	C1—N1—Mn1	124.44 (15)
C3—C4—H4A	119.7	Mn1—O1W—H1WA	132 (2)
N1—C5—C4	124.3 (2)	Mn1—O1W—H1WB	119 (2)
N1—C5—H5A	117.8	H1WA—O1W—H1WB	108 (2)
C4—C5—H5A	117.8	Mn1—O2W—H2WA	133 (2)
O3—C6—C11	117.6 (2)	Mn1—O2W—H2WB	119 (2)
O3—C6—C7	122.8 (2)	H2WA—O2W—H2WB	108 (2)
C11—C6—C7	119.6 (3)	C6—O3—H3	108 (2)
C8—C7—C6	120.1 (3)	H3WA—O3W—H3WB	105 (2)
N1—C1—C2—C3	−0.3 (4)	C9—C10—C12—C13	−171.1 (2)
C1—C2—C3—C4	1.7 (4)	C10—C12—C13—C14	177.8 (2)
C1—C2—C3—C3ii	−178.3 (3)	C12—C13—C14—O1	11.9 (4)
C2—C3—C4—C5	−1.6 (4)	C12—C13—C14—O2	−166.8 (2)
C3ii—C3—C4—C5	178.3 (3)	C4—C5—N1—C1	1.2 (4)
C3—C4—C5—N1	0.2 (5)	C4—C5—N1—Mn1	−171.9 (3)
O3—C6—C7—C8	178.0 (3)	C2—C1—N1—C5	−1.2 (4)
C11—C6—C7—C8	−2.1 (4)	C2—C1—N1—Mn1	171.64 (19)
C6—C7—C8—C9	1.1 (4)	O1W—Mn1—N1—C5	29.3 (2)
C7—C8—C9—C10	0.6 (4)	O1Wi—Mn1—N1—C5	−150.7 (2)
C8—C9—C10—C11	−1.4 (3)	O2Wi—Mn1—N1—C5	119.6 (2)
C8—C9—C10—C12	179.3 (2)	O2W—Mn1—N1—C5	−60.4 (2)
O3—C6—C11—C10	−178.7 (2)	O1W—Mn1—N1—C1	−143.18 (19)
C7—C6—C11—C10	1.4 (4)	O1Wi—Mn1—N1—C1	36.82 (19)
C9—C10—C11—C6	0.4 (4)	O2Wi—Mn1—N1—C1	−52.81 (19)
C12—C10—C11—C6	179.6 (2)	O2W—Mn1—N1—C1	127.19 (19)
C11—C10—C12—C13	9.7 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O3W—H3WA···O2iii	0.83 (2)	1.91 (2)	2.738 (2)	171 (3)
O1W—H1WA···O1iv	0.83 (2)	1.89 (2)	2.719 (2)	174 (3)
O2W—H2WA···O3Wv	0.82 (2)	2.02 (2)	2.838 (3)	176 (3)
O3W—H3WB···O2vi	0.84 (2)	1.90 (2)	2.741 (2)	174 (3)
O2W—H2WB···O1i	0.83 (2)	1.88 (2)	2.702 (2)	171 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3W—H3WA⋯O2i	0.832 (16)	1.912 (18)	2.738 (2)	171 (3)
O1W—H1WA⋯O1ii	0.833 (17)	1.888 (17)	2.719 (2)	174 (3)
O2W—H2WA⋯O3Wiii	0.815 (17)	2.024 (17)	2.838 (3)	176 (3)
O3W—H3WB⋯O2iv	0.842 (16)	1.902 (18)	2.741 (2)	174 (3)
O2W—H2WB⋯O1v	0.832 (16)	1.878 (16)	2.702 (2)	171 (3)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .