Poly[triaqua-μ(4)-pyridine-3,5-dicarboxyl-ato-barium(II)].

The reaction of the proton-transfer compound (pdaH(2))(py-3,5-dc)·H(2)O (pda = propane-1,3-diamine and py-3,5-dcH(2) = pyridine-3,5-dicarboxylic acid) with Ba(NO(3))(2) leads to the formation of the title polymeric compound, [Ba(C(7)H(3)NO(4))(H(2)O)(3)](n). The Ba(II) atom is nine-coordinated by six carboxyl-ate O atoms from the (py-3,5-dc)(2-) ligands, and three O atoms from the coordinated water mol-ecules. The coordination polyhedron around the Ba(II) atom is best described as tricapped trigonal-prismatic. In the crystal structure, inter-molecular inter-actions, such as X-H⋯O hydrogen bonds (X = O and C) and π-π stacking [centroid-centroid distances between pyridine rings of 3.6191 (13) and 3.6192 (13) Å] play an important role in stabilizing the supramolecular structure.

Related literature

For related literature, see: Aghabozorg et al. (2006 ▶, 2007 ▶, 2008 ▶); Dorazco-Gonzalez et al. (2006 ▶); Starosta et al. (2002a ▶,b ▶).

Experimental

Crystal data

[Ba(C7H3NO4)(H2O)3]

M = 356.49

Monoclinic,

a = 7.5922 (4) Å

b = 18.5576 (10) Å

c = 7.1832 (4) Å

β = 90.499 (5)°

V = 1012.02 (9) Å3

Z = 4

Mo Kα radiation

μ = 3.95 mm−1

T = 100 (2) K

0.25 × 0.25 × 0.20 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (APEX2; Bruker, 2005 ▶) T min = 0.386, T max = 0.455

10713 measured reflections

2664 independent reflections

2575 reflections with I > 2/s(I)

R int = 0.035

Refinement

R[F 2 > 2σ(F 2)] = 0.019

wR(F 2) = 0.048

S = 1.00

2664 reflections

146 parameters

H-atom parameters constrained

Δρmax = 1.18 e Å−3

Δρmin = −0.66 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: APEX2; data reduction: APEX2; 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: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808001323/su2029sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808001323/su2029Isup2.hkl

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

[Ba(C7H3NO4)(H2O1)3]	F000 = 680
Mr = 356.49	Dx = 2.340 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 523 reflections
a = 7.5922 (4) Å	θ = 3–30º
b = 18.5576 (10) Å	µ = 3.95 mm−1
c = 7.1832 (4) Å	T = 100 (2) K
β = 90.499 (5)º	Prism, colourless
V = 1012.02 (9) Å3	0.25 × 0.25 × 0.20 mm
Z = 4

Bruker SMART APEX2 CCD area-detector diffractometer	2664 independent reflections
Radiation source: fine-focus sealed tube	2575 reflections with I > 2/s(I)
Monochromator: graphite	Rint = 0.035
Detector resolution: 0 pixels mm-1	θmax = 29.0º
T = 100(2) K	θmin = 2.7º
φ and ω scans	h = −10→10
Absorption correction: multi-scan(APEX2; Bruker, 2005)	k = −25→25
Tmin = 0.386, Tmax = 0.455	l = −9→9
10713 measured reflections

Refinement on F2	Hydrogen site location: mixed
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.019	w = 1/[σ2(Fo2) + (0.0132P)2 + 2.3675P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.048	(Δ/σ)max = 0.003
S = 1.00	Δρmax = 1.18 e Å−3
2664 reflections	Δρmin = −0.66 e Å−3
146 parameters	Extinction correction: SHELXTL (Sheldrick, 1998), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0155 (5)
Secondary atom site location: difference Fourier map

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
Ba1	0.246077 (15)	0.566051 (6)	0.470978 (17)	0.00707 (6)
O1	0.4431 (2)	0.58907 (9)	0.1397 (2)	0.0115 (3)
O2	0.3179 (2)	0.68921 (8)	0.2430 (2)	0.0125 (3)
O3	0.8918 (2)	0.92324 (9)	0.0350 (3)	0.0153 (3)
O4	0.6006 (2)	0.92670 (8)	0.0586 (3)	0.0120 (3)
N1	0.8720 (3)	0.70081 (10)	−0.0669 (3)	0.0109 (3)
C1	0.7279 (3)	0.66597 (12)	−0.0073 (3)	0.0106 (4)
H1	0.7236	0.6162	−0.0206	0.013*
C2	0.5847 (3)	0.70043 (12)	0.0734 (3)	0.0083 (4)
C3	0.5887 (3)	0.77518 (11)	0.0851 (3)	0.0085 (4)
H3	0.4940	0.7999	0.1356	0.010*
C4	0.7341 (3)	0.81285 (12)	0.0214 (3)	0.0098 (4)
C5	0.8739 (3)	0.77268 (12)	−0.0512 (3)	0.0099 (4)
H5	0.9735	0.7973	−0.0908	0.012*
C6	0.4364 (3)	0.65684 (12)	0.1556 (3)	0.0090 (4)
C7	0.7438 (3)	0.89332 (12)	0.0389 (3)	0.0091 (4)
O1W	0.2873 (2)	0.50776 (9)	0.8310 (2)	0.0135 (3)
H1WA	0.3062	0.5376	0.9167	0.016*
H1WB	0.3736	0.4798	0.8421	0.016*
O2W	0.1920 (2)	0.67121 (9)	0.7367 (2)	0.0149 (3)
H2WA	0.2290	0.7117	0.7494	0.018*
H2WB	0.0948	0.6718	0.7890	0.018*
O3W	0.0471 (3)	0.56144 (11)	0.1471 (3)	0.0259 (4)
H3WA	0.0302	0.6021	0.0954	0.031*
H3WB	−0.0540	0.5424	0.1327	0.031*

	U11	U22	U33	U12	U13	U23
Ba1	0.00503 (8)	0.00616 (8)	0.01003 (9)	0.00006 (4)	−0.00019 (4)	0.00054 (4)
O1	0.0118 (8)	0.0072 (7)	0.0154 (8)	−0.0009 (6)	0.0004 (6)	−0.0004 (6)
O2	0.0120 (8)	0.0075 (7)	0.0179 (8)	0.0002 (6)	0.0034 (6)	0.0013 (6)
O3	0.0073 (8)	0.0101 (7)	0.0286 (10)	−0.0015 (6)	−0.0001 (7)	0.0019 (7)
O4	0.0078 (8)	0.0099 (7)	0.0182 (8)	0.0009 (6)	−0.0008 (6)	0.0001 (6)
N1	0.0102 (9)	0.0111 (8)	0.0114 (8)	0.0005 (7)	−0.0003 (7)	−0.0005 (7)
C1	0.0114 (10)	0.0101 (10)	0.0104 (9)	−0.0003 (8)	−0.0002 (8)	0.0000 (8)
C2	0.0087 (9)	0.0090 (9)	0.0072 (9)	−0.0017 (7)	−0.0019 (7)	0.0017 (7)
C3	0.0077 (9)	0.0088 (9)	0.0090 (9)	0.0012 (7)	−0.0017 (7)	0.0002 (7)
C4	0.0106 (10)	0.0071 (9)	0.0116 (10)	0.0012 (7)	−0.0031 (8)	0.0013 (7)
C5	0.0071 (9)	0.0120 (10)	0.0107 (9)	−0.0008 (7)	−0.0004 (7)	0.0008 (7)
C6	0.0088 (9)	0.0092 (9)	0.0087 (9)	−0.0014 (7)	−0.0026 (7)	0.0020 (7)
C7	0.0083 (10)	0.0084 (9)	0.0107 (9)	−0.0006 (7)	−0.0014 (7)	0.0017 (7)
O1W	0.0138 (8)	0.0129 (8)	0.0137 (8)	0.0029 (6)	−0.0017 (6)	−0.0005 (6)
O2W	0.0115 (8)	0.0094 (7)	0.0237 (9)	−0.0008 (6)	0.0048 (6)	−0.0048 (6)
O3W	0.0181 (10)	0.0359 (12)	0.0236 (10)	−0.0038 (8)	−0.0046 (8)	0.0020 (8)

Ba1—O3i	2.7399 (18)	N1—C1	1.344 (3)
Ba1—O4ii	2.7621 (17)	C1—C2	1.392 (3)
Ba1—O2W	2.7631 (17)	C1—H1	0.9300
Ba1—O3W	2.764 (2)	C2—C3	1.390 (3)
Ba1—O1W	2.8184 (17)	C2—C6	1.510 (3)
Ba1—O4iii	2.8447 (16)	C3—C4	1.388 (3)
Ba1—O3iii	2.8496 (17)	C3—H3	0.9300
Ba1—O1	2.8540 (17)	C4—C5	1.402 (3)
Ba1—O2	2.8669 (16)	C4—C7	1.500 (3)
Ba1—C6	3.181 (2)	C5—H5	0.9300
Ba1—C7iii	3.207 (2)	C7—Ba1v	3.207 (2)
Ba1—Ba1iv	4.4914 (3)	O1W—H1WA	0.8399
O1—C6	1.264 (3)	O1W—H1WB	0.8385
O2—C6	1.255 (3)	O2W—H2WA	0.8061
O3—C7	1.254 (3)	O2W—H2WB	0.8314
O4—C7	1.260 (3)	O3W—H3WA	0.8500
N1—C5	1.338 (3)	O3W—H3WB	0.8508
O3i—Ba1—O4ii	156.10 (5)	O4ii—Ba1—Ba1iv	144.61 (3)
O3i—Ba1—O2W	71.39 (5)	O2W—Ba1—Ba1iv	101.11 (4)
O4ii—Ba1—O2W	87.61 (5)	O3W—Ba1—Ba1iv	67.19 (4)
O3i—Ba1—O3W	67.27 (6)	O1W—Ba1—Ba1iv	77.95 (4)
O4ii—Ba1—O3W	135.86 (6)	O4iii—Ba1—Ba1iv	81.49 (3)
O2W—Ba1—O3W	121.34 (6)	O3iii—Ba1—Ba1iv	35.71 (4)
O3i—Ba1—O1W	88.58 (5)	O1—Ba1—Ba1iv	126.99 (3)
O4ii—Ba1—O1W	73.10 (5)	O2—Ba1—Ba1iv	130.60 (3)
O2W—Ba1—O1W	69.70 (5)	C6—Ba1—Ba1iv	137.63 (4)
O3W—Ba1—O1W	144.69 (6)	C7iii—Ba1—Ba1iv	58.45 (4)
O3i—Ba1—O4iii	118.78 (5)	C6—O1—Ba1	92.98 (13)
O4ii—Ba1—O4iii	70.29 (5)	C6—O2—Ba1	92.58 (13)
O2W—Ba1—O4iii	139.20 (5)	C7—O3—Ba1vi	156.50 (16)
O3W—Ba1—O4iii	97.46 (6)	C7—O3—Ba1v	94.76 (14)
O1W—Ba1—O4iii	71.18 (5)	Ba1vi—O3—Ba1v	106.92 (6)
O3i—Ba1—O3iii	73.08 (6)	C7—O4—Ba1vii	146.93 (14)
O4ii—Ba1—O3iii	113.94 (5)	C7—O4—Ba1v	94.85 (13)
O2W—Ba1—O3iii	127.63 (5)	Ba1vii—O4—Ba1v	109.71 (5)
O3W—Ba1—O3iii	76.14 (6)	C5—N1—C1	117.4 (2)
O1W—Ba1—O3iii	72.23 (5)	N1—C1—C2	123.5 (2)
O4iii—Ba1—O3iii	45.89 (5)	N1—C1—H1	118.2
O3i—Ba1—O1	130.66 (5)	C2—C1—H1	118.2
O4ii—Ba1—O1	70.49 (5)	C3—C2—C1	117.8 (2)
O2W—Ba1—O1	123.54 (5)	C3—C2—C6	121.8 (2)
O3W—Ba1—O1	65.75 (6)	C1—C2—C6	120.27 (19)
O1W—Ba1—O1	140.15 (5)	C4—C3—C2	120.0 (2)
O4iii—Ba1—O1	81.72 (5)	C4—C3—H3	120.0
O3iii—Ba1—O1	108.77 (5)	C2—C3—H3	120.0
O3i—Ba1—O2	103.30 (5)	C3—C4—C5	117.5 (2)
O4ii—Ba1—O2	84.35 (5)	C3—C4—C7	120.8 (2)
O2W—Ba1—O2	82.06 (5)	C5—C4—C7	121.6 (2)
O3W—Ba1—O2	69.46 (6)	N1—C5—C4	123.6 (2)
O1W—Ba1—O2	144.10 (5)	N1—C5—H5	118.2
O4iii—Ba1—O2	127.01 (5)	C4—C5—H5	118.2
O3iii—Ba1—O2	143.56 (5)	O2—C6—O1	123.4 (2)
O1—Ba1—O2	45.62 (5)	O2—C6—C2	118.63 (19)
O3i—Ba1—C6	122.28 (5)	O1—C6—C2	117.9 (2)
O4ii—Ba1—C6	71.86 (5)	O2—C6—Ba1	64.21 (11)
O2W—Ba1—C6	100.90 (5)	O1—C6—Ba1	63.64 (12)
O3W—Ba1—C6	70.44 (6)	C2—C6—Ba1	155.07 (14)
O1W—Ba1—C6	144.04 (5)	O3—C7—O4	124.0 (2)
O4iii—Ba1—C6	103.86 (5)	O3—C7—C4	118.8 (2)
O3iii—Ba1—C6	130.61 (6)	O4—C7—C4	117.20 (19)
O1—Ba1—C6	23.38 (5)	O3—C7—Ba1v	62.31 (12)
O2—Ba1—C6	23.21 (5)	O4—C7—Ba1v	62.10 (12)
O3i—Ba1—C7iii	95.74 (5)	C4—C7—Ba1v	173.78 (14)
O4ii—Ba1—C7iii	91.73 (5)	Ba1—O1W—H1WA	115.9
O2W—Ba1—C7iii	136.46 (5)	Ba1—O1W—H1WB	113.9
O3W—Ba1—C7iii	87.91 (6)	H1WA—O1W—H1WB	102.1
O1W—Ba1—C7iii	68.54 (5)	Ba1—O2W—H2WA	133.0
O4iii—Ba1—C7iii	23.05 (5)	Ba1—O2W—H2WB	117.3
O3iii—Ba1—C7iii	22.94 (5)	H2WA—O2W—H2WB	104.3
O1—Ba1—C7iii	96.79 (5)	Ba1—O3W—H3WA	114.8
O2—Ba1—C7iii	141.21 (5)	Ba1—O3W—H3WB	127.0
C6—Ba1—C7iii	120.17 (6)	H3WA—O3W—H3WB	100.5
O3i—Ba1—Ba1iv	37.37 (3)
O3i—Ba1—O1—C6	77.70 (14)	O3W—Ba1—C6—O2	83.32 (13)
O4ii—Ba1—O1—C6	−89.28 (13)	O1W—Ba1—C6—O2	−106.62 (14)
O2W—Ba1—O1—C6	−16.01 (14)	O4iii—Ba1—C6—O2	176.43 (12)
O3W—Ba1—O1—C6	96.69 (13)	O3iii—Ba1—C6—O2	133.56 (12)
O1W—Ba1—O1—C6	−114.31 (13)	O1—Ba1—C6—O2	157.3 (2)
O4iii—Ba1—O1—C6	−161.22 (13)	C7iii—Ba1—C6—O2	158.77 (12)
O3iii—Ba1—O1—C6	161.19 (12)	Ba1iv—Ba1—C6—O2	83.90 (13)
O2—Ba1—O1—C6	12.30 (12)	O3i—Ba1—C6—O1	−118.76 (12)
C7iii—Ba1—O1—C6	−178.70 (13)	O4ii—Ba1—C6—O1	82.65 (13)
Ba1iv—Ba1—O1—C6	126.05 (12)	O2W—Ba1—C6—O1	166.46 (12)
O3i—Ba1—O2—C6	−147.25 (13)	O3W—Ba1—C6—O1	−73.95 (13)
O4ii—Ba1—O2—C6	55.73 (13)	O1W—Ba1—C6—O1	96.11 (14)
O2W—Ba1—O2—C6	144.10 (13)	O4iii—Ba1—C6—O1	19.16 (13)
O3W—Ba1—O2—C6	−88.09 (13)	O3iii—Ba1—C6—O1	−23.71 (15)
O1W—Ba1—O2—C6	106.31 (14)	O2—Ba1—C6—O1	−157.3 (2)
O4iii—Ba1—O2—C6	−4.34 (15)	C7iii—Ba1—C6—O1	1.49 (14)
O3iii—Ba1—O2—C6	−67.82 (15)	Ba1iv—Ba1—C6—O1	−73.38 (14)
O1—Ba1—O2—C6	−12.38 (12)	O3i—Ba1—C6—C2	141.4 (3)
C7iii—Ba1—O2—C6	−29.99 (16)	O4ii—Ba1—C6—C2	−17.2 (3)
Ba1iv—Ba1—O2—C6	−118.05 (12)	O2W—Ba1—C6—C2	66.6 (4)
C5—N1—C1—C2	−1.8 (3)	O3W—Ba1—C6—C2	−173.8 (4)
N1—C1—C2—C3	2.9 (3)	O1W—Ba1—C6—C2	−3.7 (4)
N1—C1—C2—C6	−173.38 (19)	O4iii—Ba1—C6—C2	−80.7 (3)
C1—C2—C3—C4	−1.5 (3)	O3iii—Ba1—C6—C2	−123.6 (3)
C6—C2—C3—C4	174.74 (19)	O1—Ba1—C6—C2	−99.8 (4)
C2—C3—C4—C5	−0.8 (3)	O2—Ba1—C6—C2	102.9 (4)
C2—C3—C4—C7	−177.84 (19)	C7iii—Ba1—C6—C2	−98.3 (3)
C1—N1—C5—C4	−0.7 (3)	Ba1iv—Ba1—C6—C2	−173.2 (3)
C3—C4—C5—N1	2.0 (3)	Ba1vi—O3—C7—O4	−165.2 (3)
C7—C4—C5—N1	179.0 (2)	Ba1v—O3—C7—O4	−7.7 (2)
Ba1—O2—C6—O1	24.5 (2)	Ba1vi—O3—C7—C4	15.6 (5)
Ba1—O2—C6—C2	−152.08 (16)	Ba1v—O3—C7—C4	173.06 (17)
Ba1—O1—C6—O2	−24.6 (2)	Ba1vi—O3—C7—Ba1v	−157.5 (4)
Ba1—O1—C6—C2	151.98 (16)	Ba1vii—O4—C7—O3	146.4 (2)
C3—C2—C6—O2	−2.9 (3)	Ba1v—O4—C7—O3	7.7 (2)
C1—C2—C6—O2	173.2 (2)	Ba1vii—O4—C7—C4	−34.4 (4)
C3—C2—C6—O1	−179.68 (19)	Ba1v—O4—C7—C4	−173.03 (16)
C1—C2—C6—O1	−3.6 (3)	Ba1vii—O4—C7—Ba1v	138.6 (3)
C3—C2—C6—Ba1	−92.8 (4)	C3—C4—C7—O3	158.3 (2)
C1—C2—C6—Ba1	83.3 (4)	C5—C4—C7—O3	−18.7 (3)
O3i—Ba1—C6—O2	38.51 (14)	C3—C4—C7—O4	−21.0 (3)
O4ii—Ba1—C6—O2	−120.08 (13)	C5—C4—C7—O4	162.1 (2)
O2W—Ba1—C6—O2	−36.26 (13)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O1viii	0.84	2.13	2.924 (2)	158
O1W—H1WB···O1ix	0.84	1.89	2.730 (2)	176
O2W—H2WA···O2ii	0.81	1.96	2.761 (2)	172
O2W—H2WB···N1x	0.83	2.06	2.873 (3)	165
O3W—H3WA···N1xi	0.85	2.48	3.284 (3)	159
O3W—H3WB···O1Wiv	0.85	2.02	2.851 (3)	165
C3—H3···O2Wvii	0.93	2.47	3.362 (3)	161

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O1i	0.84	2.13	2.924 (2)	158
O1W—H1WB⋯O1ii	0.84	1.89	2.730 (2)	176
O2W—H2WA⋯O2iii	0.81	1.96	2.761 (2)	172
O2W—H2WB⋯N1iv	0.83	2.06	2.873 (3)	165
O3W—H3WA⋯N1v	0.85	2.48	3.284 (3)	159
O3W—H3WB⋯O1Wvi	0.85	2.02	2.851 (3)	165
C3—H3⋯O2Wvii	0.93	2.47	3.362 (3)	161

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