Poly[(μ5-5-amino­isophthalato)aqua­barium]

Wu, C.-Y.; Lin, C.-H.

doi:10.1107/S1600536811037962

Poly[(μ₅-5-aminoisophthalato)aquabarium]

In the title compound, [Ba(C₈H₅NO₄)(H₂O)]_n, the Ba^II ion is eight-coordinated by six O atoms and one N atom from five 5-aminoisophthalate ligands and one water molecule in a distorted dodecahedral geometry. The Ba^II ions are connected via the ligands into a layer parallel to (011). The layers are linked by N—H

O hydrogen bonds. The coordinated water molecule is involved in intralayer O—H

O hydrogen bonds.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536811037962/hy2470sup1.cif Contains datablocks I, global
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536811037962/hy2470Isup2.hkl Contains datablock I

CCDC reference: 850383

checkCIF report

Key indicators

Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.003 Å
R factor = 0.015
wR factor = 0.040
Data-to-parameter ratio = 16.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.2
PLAT417_ALERT_2_C Short Inter D-H..H-D       H1A    ..  H1WB    ..       2.14 Ang.
PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L=  0.600         17

Alert level G
PLAT004_ALERT_5_G Info: Polymeric Structure Found with Dimension .          1
PLAT005_ALERT_5_G No _iucr_refine_instructions_details in CIF ....          ?
PLAT153_ALERT_1_G The su's on the Cell Axes   are Equal ..........    0.00010 Ang.
PLAT154_ALERT_1_G The su's on the Cell Angles are Equal ..........    0.00100 Deg.
PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels ..........          2

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   3 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   5 ALERT level G = General information/check it is not something unexpected

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

Comment top

The increasingly rapid development of metal coordination polymers over the past two decades has attracted considerable attention due to their structural diversity and important applications (Kitagawa et al., 2004). 5-Aminoisophthalic acid has been successively reported as sodium (Zeng et al., 2007), zinc (Kongshaug & Fjellvåg, 2006) and magnesium complexes (Wu & Lin, 2010). In our continuous investigations in metal coordination polymers, we report here the structure of a new Ba(II) coordination polymer based on the 5-aminoisophthalate ligand.

In the title compound (Fig. 1), the Ba^II ion is eight-coordinated by six O atoms and one N atom from five 5-aminoisophthalate ligands and one water molecule in a distorted dodecahedral geometry. The Ba—O distances range from 2.6808 (16) to 2.8813 (17) Å. The Ba—N distance is 2.918 (2) Å. The BaO₇N dodecahedra are connected via the anionic ligands into a layer parallel to ( 0 1 1). The coordinated water molecule is involved in intralayer O—H···O hydrogen bonds (Table 1 , Fig. 2). These layers are linked by interlayer N—H···O hydrogen bonds (Fig. 3).

Related literature top

For general background to metal coordination polymers, see: Kitagawa et al. (2004). For related structures, see: Kongshaug & Fjellvåg (2006); Wu & Lin (2010); Zeng et al. (2007).

Experimental top

Solvothermal reactions were carried out at 423 K for 2 d in a Teflon-lined acid digestion bomb with an internal volume of 23 ml followed by slow cooling at 6 K h^-1 to room temperature. A single-phase product consisting of transparent crystals was obtained from a mixture of 5-aminoisophthalic acid (C₈H₇NO₄, 0.145 g, 0.8 mmol), Ba(NO₃)₂.4H₂O (0.105 g, 0.2 mmol), methanol (5.0 ml) and H₂O (1.0 ml).

Structure description top

For general background to metal coordination polymers, see: Kitagawa et al. (2004). For related structures, see: Kongshaug & Fjellvåg (2006); Wu & Lin (2010); Zeng et al. (2007).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The asymmetric unit of the title compound. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) -x, 1-y, 1-z; (ii) x, 1+y, z; (iii) -x, -y, 1-z; (iv) x, 1+y, -1+z.]
	Fig. 2. The layer structure of the title compound viewed along the a axis. Intralayer O—H···O hydrogen bonds are shown as pink dashed lines.
	Fig. 3. The crystal packing of the title compound viewed along the a axis. Interlayer N—H···O hydrogen bonds are shown as pink dashed lines.

Poly[(µ₅-5-aminoisophthalato)aquabarium] top

Crystal data top

[Ba(C₈H₅NO₄)(H₂O)]	Z = 2
M_r = 334.48	F(000) = 316
Triclinic, P1	D_x = 2.407 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.7621 (1) Å	Cell parameters from 120 reflections
b = 7.9652 (1) Å	θ = 2.6–31.8°
c = 8.3416 (1) Å	µ = 4.30 mm⁻¹
α = 79.618 (1)°	T = 295 K
β = 65.574 (1)°	Block, colourless
γ = 83.575 (1)°	0.50 × 0.30 × 0.30 mm
V = 461.48 (1) Å³

Data collection top

Bruker APEXII CCD diffractometer	2283 independent reflections
Radiation source: fine-focus sealed tube	2230 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.019
Detector resolution: 8.3333 pixels mm^-1	θ_max = 28.3°, θ_min = 2.6°
φ and ω scans	h = −10→10
Absorption correction: multi-scan (SADABS; Bruker, 2001)	k = −10→10
T_min = 0.232, T_max = 0.275	l = −11→10
7950 measured reflections

Refinement top

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)] = 0.015	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.040	H-atom parameters constrained
S = 1.12	w = 1/[σ²(F_o²) + (0.0203P)² + 0.2964P] where P = (F_o² + 2F_c²)/3
2283 reflections	(Δ/σ)_max = 0.001
136 parameters	Δρ_max = 0.48 e Å⁻³
0 restraints	Δρ_min = −0.79 e Å⁻³

Crystal data top

[Ba(C₈H₅NO₄)(H₂O)]	γ = 83.575 (1)°
M_r = 334.48	V = 461.48 (1) Å³
Triclinic, P1	Z = 2
a = 7.7621 (1) Å	Mo Kα radiation
b = 7.9652 (1) Å	µ = 4.30 mm⁻¹
c = 8.3416 (1) Å	T = 295 K
α = 79.618 (1)°	0.50 × 0.30 × 0.30 mm
β = 65.574 (1)°

Data collection top

Bruker APEXII CCD diffractometer	2283 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	2230 reflections with I > 2σ(I)
T_min = 0.232, T_max = 0.275	R_int = 0.019
7950 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.015	0 restraints
wR(F²) = 0.040	H-atom parameters constrained
S = 1.12	Δρ_max = 0.48 e Å⁻³
2283 reflections	Δρ_min = −0.79 e Å⁻³
136 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ba1	0.047838 (16)	0.597922 (13)	0.212249 (13)	0.01817 (5)
O1	0.1383 (2)	0.32074 (19)	0.4588 (2)	0.0281 (3)
O1W	−0.1803 (3)	0.8279 (2)	0.0982 (2)	0.0345 (4)
H1WA	−0.1919	0.9411	0.0794	0.052*
H1WB	−0.2053	0.7847	0.0267	0.052*
O2	0.2226 (3)	0.27828 (19)	0.18144 (19)	0.0286 (3)
O3	0.2563 (3)	−0.1752 (2)	0.8942 (2)	0.0293 (3)
O4	0.2032 (2)	−0.42403 (18)	0.84296 (19)	0.0243 (3)
N1	0.4296 (3)	−0.3479 (2)	0.1704 (2)	0.0222 (3)
H1A	0.5246	−0.2931	0.0622	0.027*
H1B	0.5405	−0.4208	0.1747	0.027*
C1	0.2029 (3)	0.2256 (2)	0.3391 (3)	0.0198 (4)
C2	0.2556 (3)	0.0420 (2)	0.3867 (3)	0.0184 (4)
C3	0.2367 (3)	−0.0217 (2)	0.5594 (3)	0.0204 (4)
H3	0.1983	0.0512	0.6446	0.025*
C4	0.2751 (3)	−0.1940 (2)	0.6051 (3)	0.0180 (4)
C5	0.3385 (3)	−0.3012 (2)	0.4757 (3)	0.0191 (4)
H5	0.3610	−0.4171	0.5071	0.023*
C6	0.3688 (3)	−0.2373 (2)	0.2996 (3)	0.0179 (4)
C7	0.3232 (3)	−0.0654 (3)	0.2571 (3)	0.0193 (4)
H7	0.3382	−0.0221	0.1411	0.023*
C8	0.2440 (3)	−0.2676 (3)	0.7936 (3)	0.0191 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ba1	0.02706 (8)	0.01489 (7)	0.01284 (7)	0.00289 (5)	−0.00903 (5)	−0.00259 (4)
O1	0.0457 (9)	0.0188 (7)	0.0174 (7)	0.0088 (6)	−0.0116 (7)	−0.0057 (6)
O1W	0.0527 (11)	0.0238 (8)	0.0411 (10)	0.0094 (7)	−0.0335 (9)	−0.0103 (7)
O2	0.0509 (10)	0.0182 (7)	0.0160 (7)	0.0084 (7)	−0.0156 (7)	−0.0020 (5)
O3	0.0511 (10)	0.0211 (7)	0.0205 (7)	−0.0045 (7)	−0.0190 (7)	−0.0013 (6)
O4	0.0381 (8)	0.0156 (7)	0.0187 (7)	−0.0021 (6)	−0.0125 (6)	0.0016 (5)
N1	0.0284 (9)	0.0191 (8)	0.0181 (8)	0.0046 (7)	−0.0081 (7)	−0.0065 (6)
C1	0.0266 (10)	0.0154 (9)	0.0153 (9)	0.0024 (7)	−0.0072 (8)	−0.0021 (7)
C2	0.0232 (9)	0.0162 (9)	0.0150 (9)	0.0025 (7)	−0.0078 (7)	−0.0018 (7)
C3	0.0298 (10)	0.0159 (9)	0.0145 (8)	0.0018 (7)	−0.0085 (8)	−0.0022 (7)
C4	0.0211 (9)	0.0177 (9)	0.0153 (8)	−0.0002 (7)	−0.0085 (7)	−0.0007 (7)
C5	0.0237 (9)	0.0145 (8)	0.0181 (9)	0.0023 (7)	−0.0090 (8)	−0.0005 (7)
C6	0.0193 (9)	0.0178 (9)	0.0165 (9)	0.0019 (7)	−0.0070 (7)	−0.0047 (7)
C7	0.0250 (9)	0.0173 (9)	0.0143 (8)	0.0022 (7)	−0.0078 (7)	−0.0012 (7)
C8	0.0244 (9)	0.0176 (9)	0.0149 (9)	0.0018 (7)	−0.0091 (7)	0.0001 (7)

Geometric parameters (Å, º) top

Ba1—O1ⁱ	2.6815 (15)	N1—C6	1.410 (2)
Ba1—O1W	2.7266 (16)	N1—H1A	0.9638
Ba1—O4ⁱⁱ	2.7392 (16)	N1—H1B	0.9930
Ba1—O2	2.7502 (15)	C1—C2	1.502 (3)
Ba1—O4ⁱⁱⁱ	2.8371 (15)	C2—C3	1.390 (3)
Ba1—O3ⁱⁱⁱ	2.8807 (16)	C2—C7	1.393 (3)
Ba1—N1^iv	2.9094 (19)	C3—C4	1.390 (3)
Ba1—O1	2.9675 (15)	C3—H3	0.9300
O1—C1	1.263 (2)	C4—C5	1.391 (3)
O1W—H1WA	0.8880	C4—C8	1.504 (3)
O1W—H1WB	0.8346	C5—C6	1.394 (3)
O2—C1	1.256 (2)	C5—H5	0.9300
O3—C8	1.249 (2)	C6—C7	1.395 (3)
O4—C8	1.272 (2)	C7—H7	0.9300

O1ⁱ—Ba1—O1W	89.50 (5)	O2—Ba1—Ba1^v	72.77 (3)
O1ⁱ—Ba1—O4ⁱⁱ	105.30 (5)	O4ⁱⁱⁱ—Ba1—Ba1^v	36.03 (3)
O1W—Ba1—O4ⁱⁱ	71.13 (5)	O3ⁱⁱⁱ—Ba1—Ba1^v	76.62 (3)
O1ⁱ—Ba1—O2	117.46 (4)	N1^iv—Ba1—Ba1^v	120.53 (3)
O1W—Ba1—O2	143.56 (5)	O1—Ba1—Ba1^v	112.75 (3)
O4ⁱⁱ—Ba1—O2	77.97 (5)	C8ⁱⁱⁱ—Ba1—Ba1^v	54.33 (4)
O1ⁱ—Ba1—O4ⁱⁱⁱ	167.63 (5)	C1—Ba1—Ba1^v	91.86 (4)
O1W—Ba1—O4ⁱⁱⁱ	78.43 (5)	C6^iv—Ba1—Ba1^v	143.55 (3)
O4ⁱⁱ—Ba1—O4ⁱⁱⁱ	73.57 (5)	C1—O1—Ba1ⁱ	157.18 (14)
O2—Ba1—O4ⁱⁱⁱ	74.63 (4)	C1—O1—Ba1	90.64 (12)
O1ⁱ—Ba1—O3ⁱⁱⁱ	126.70 (5)	Ba1ⁱ—O1—Ba1	106.97 (5)
O1W—Ba1—O3ⁱⁱⁱ	67.04 (5)	Ba1—O1W—H1WA	134.8
O4ⁱⁱ—Ba1—O3ⁱⁱⁱ	110.30 (4)	Ba1—O1W—H1WB	107.5
O2—Ba1—O3ⁱⁱⁱ	107.93 (5)	H1WA—O1W—H1WB	111.2
O4ⁱⁱⁱ—Ba1—O3ⁱⁱⁱ	45.63 (4)	C1—O2—Ba1	101.23 (12)
O1ⁱ—Ba1—N1^iv	97.88 (5)	C8—O3—Ba1^vi	93.35 (12)
O1W—Ba1—N1^iv	126.35 (5)	C8—O4—Ba1ⁱⁱ	129.23 (13)
O4ⁱⁱ—Ba1—N1^iv	151.39 (5)	C8—O4—Ba1^vi	94.88 (12)
O2—Ba1—N1^iv	76.55 (5)	Ba1ⁱⁱ—O4—Ba1^vi	106.43 (5)
O4ⁱⁱⁱ—Ba1—N1^iv	87.26 (5)	C6—N1—Ba1^vii	94.09 (12)
O3ⁱⁱⁱ—Ba1—N1^iv	66.27 (5)	C6—N1—H1A	108.9
O1ⁱ—Ba1—O1	73.03 (5)	Ba1^vii—N1—H1A	123.8
O1W—Ba1—O1	155.90 (5)	C6—N1—H1B	110.7
O4ⁱⁱ—Ba1—O1	97.10 (4)	Ba1^vii—N1—H1B	136.5
O2—Ba1—O1	45.23 (4)	H1A—N1—H1B	82.2
O4ⁱⁱⁱ—Ba1—O1	119.31 (4)	O2—C1—O1	122.41 (18)
O3ⁱⁱⁱ—Ba1—O1	136.85 (5)	O2—C1—C2	118.51 (17)
N1^iv—Ba1—O1	73.66 (5)	O1—C1—C2	119.08 (17)
O1ⁱ—Ba1—C8ⁱⁱⁱ	147.07 (5)	O2—C1—Ba1	56.41 (10)
O1W—Ba1—C8ⁱⁱⁱ	67.76 (5)	O1—C1—Ba1	66.40 (11)
O4ⁱⁱ—Ba1—C8ⁱⁱⁱ	90.03 (5)	C2—C1—Ba1	170.98 (14)
O2—Ba1—C8ⁱⁱⁱ	93.92 (5)	C3—C2—C7	119.75 (18)
O4ⁱⁱⁱ—Ba1—C8ⁱⁱⁱ	23.28 (5)	C3—C2—C1	120.48 (17)
O3ⁱⁱⁱ—Ba1—C8ⁱⁱⁱ	22.89 (5)	C7—C2—C1	119.77 (17)
N1^iv—Ba1—C8ⁱⁱⁱ	78.98 (5)	C4—C3—C2	120.14 (18)
O1—Ba1—C8ⁱⁱⁱ	134.77 (5)	C4—C3—H3	119.9
O1ⁱ—Ba1—C1	95.28 (5)	C2—C3—H3	119.9
O1W—Ba1—C1	156.97 (5)	C3—C4—C5	119.66 (17)
O4ⁱⁱ—Ba1—C1	85.89 (5)	C3—C4—C8	121.00 (17)
O2—Ba1—C1	22.36 (4)	C5—C4—C8	119.32 (17)
O4ⁱⁱⁱ—Ba1—C1	96.91 (5)	C4—C5—C6	120.87 (17)
O3ⁱⁱⁱ—Ba1—C1	125.09 (5)	C4—C5—H5	119.6
N1^iv—Ba1—C1	75.35 (5)	C6—C5—H5	119.6
O1—Ba1—C1	22.96 (4)	C5—C6—C7	118.75 (17)
C8ⁱⁱⁱ—Ba1—C1	115.07 (5)	C5—C6—N1	120.32 (17)
O1ⁱ—Ba1—C6^iv	74.74 (5)	C7—C6—N1	120.73 (18)
O1W—Ba1—C6^iv	115.84 (5)	C5—C6—Ba1^vii	107.12 (13)
O4ⁱⁱ—Ba1—C6^iv	172.98 (5)	C7—C6—Ba1^vii	97.58 (12)
O2—Ba1—C6^iv	95.71 (5)	N1—C6—Ba1^vii	60.87 (10)
O4ⁱⁱⁱ—Ba1—C6^iv	107.94 (5)	C2—C7—C6	120.68 (18)
O3ⁱⁱⁱ—Ba1—C6^iv	74.39 (5)	C2—C7—H7	119.7
N1^iv—Ba1—C6^iv	25.04 (4)	C6—C7—H7	119.7
O1—Ba1—C6^iv	76.13 (5)	O3—C8—O4	123.16 (18)
C8ⁱⁱⁱ—Ba1—C6^iv	93.49 (5)	O3—C8—C4	119.92 (18)
C1—Ba1—C6^iv	87.11 (5)	O4—C8—C4	116.91 (17)
O1ⁱ—Ba1—Ba1^v	141.47 (4)	O3—C8—Ba1^vi	63.76 (11)
O1W—Ba1—Ba1^v	70.99 (3)	O4—C8—Ba1^vi	61.84 (10)
O4ⁱⁱ—Ba1—Ba1^v	37.54 (3)	C4—C8—Ba1^vi	162.79 (14)

Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x, −y, −z+1; (iii) x, y+1, z−1; (iv) x, y+1, z; (v) −x, −y+1, −z; (vi) x, y−1, z+1; (vii) x, y−1, z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O3ⁱ	0.89	1.90	2.770 (2)	165
O1W—H1WB···O2^v	0.83	1.95	2.770 (2)	167
N1—H1A···O2^viii	0.96	2.16	3.067 (2)	157
N1—H1B···O4^ix	0.99	2.19	3.176 (2)	175

Symmetry codes: (i) −x, −y+1, −z+1; (v) −x, −y+1, −z; (viii) −x+1, −y, −z; (ix) −x+1, −y−1, −z+1.

Experimental details

Crystal data
Chemical formula	[Ba(C₈H₅NO₄)(H₂O)]
M_r	334.48
Crystal system, space group	Triclinic, P1
Temperature (K)	295
a, b, c (Å)	7.7621 (1), 7.9652 (1), 8.3416 (1)
α, β, γ (°)	79.618 (1), 65.574 (1), 83.575 (1)
V (Å³)	461.48 (1)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	4.30
Crystal size (mm)	0.50 × 0.30 × 0.30

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.232, 0.275
No. of measured, independent and observed [I > 2σ(I)] reflections	7950, 2283, 2230
R_int	0.019
(sin θ/λ)_max (Å⁻¹)	0.667

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.015, 0.040, 1.12
No. of reflections	2283
No. of parameters	136
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.48, −0.79

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 1999), SHELXTL (Sheldrick, 2008).