metal-organic compounds
Poly[(μ5-5-aminoisophthalato)aquabarium]
aDepartment of Chemistry, Chung-Yuan Christian University, Chung-Li 320, Taiwan
*Correspondence e-mail: chiaher@cycu.edu.tw
In the title compound, [Ba(C8H5NO4)(H2O)]n, the BaII 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 BaII 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.
Related literature
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
Crystal data
|
Refinement
|
Data collection: APEX2 (Bruker, 2007); cell SAINT (Bruker, 2007); data reduction: SAINT; 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).
Supporting information
https://doi.org/10.1107/S1600536811037962/hy2470sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536811037962/hy2470Isup2.hkl
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).
H atoms bound to C atoms were positioned geometrically, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C). H atoms bound to N and O atoms were located in a difference Fourier map and fixed in refinements, with Uiso(H) = 1.5Ueq(O) or 1.2Ueq(N).
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 BaII 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).
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).
Data collection: APEX2 (Bruker, 2007); cell
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).[Ba(C8H5NO4)(H2O)] | Z = 2 |
Mr = 334.48 | F(000) = 316 |
Triclinic, P1 | Dx = 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 |
Bruker APEXII CCD diffractometer | 2283 independent reflections |
Radiation source: fine-focus sealed tube | 2230 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
Detector resolution: 8.3333 pixels mm-1 | θmax = 28.3°, θmin = 2.6° |
φ and ω scans | h = −10→10 |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | k = −10→10 |
Tmin = 0.232, Tmax = 0.275 | l = −11→10 |
7950 measured reflections |
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(Fo2) + (0.0203P)2 + 0.2964P] where P = (Fo2 + 2Fc2)/3 |
2283 reflections | (Δ/σ)max = 0.001 |
136 parameters | Δρmax = 0.48 e Å−3 |
0 restraints | Δρmin = −0.79 e Å−3 |
[Ba(C8H5NO4)(H2O)] | γ = 83.575 (1)° |
Mr = 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)° |
Bruker APEXII CCD diffractometer | 2283 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 2230 reflections with I > 2σ(I) |
Tmin = 0.232, Tmax = 0.275 | Rint = 0.019 |
7950 measured reflections |
R[F2 > 2σ(F2)] = 0.015 | 0 restraints |
wR(F2) = 0.040 | H-atom parameters constrained |
S = 1.12 | Δρmax = 0.48 e Å−3 |
2283 reflections | Δρmin = −0.79 e Å−3 |
136 parameters |
x | y | z | Uiso*/Ueq | ||
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) |
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) |
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—N1iv | 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—Ba1v | 72.77 (3) |
O1i—Ba1—O4ii | 105.30 (5) | O4iii—Ba1—Ba1v | 36.03 (3) |
O1W—Ba1—O4ii | 71.13 (5) | O3iii—Ba1—Ba1v | 76.62 (3) |
O1i—Ba1—O2 | 117.46 (4) | N1iv—Ba1—Ba1v | 120.53 (3) |
O1W—Ba1—O2 | 143.56 (5) | O1—Ba1—Ba1v | 112.75 (3) |
O4ii—Ba1—O2 | 77.97 (5) | C8iii—Ba1—Ba1v | 54.33 (4) |
O1i—Ba1—O4iii | 167.63 (5) | C1—Ba1—Ba1v | 91.86 (4) |
O1W—Ba1—O4iii | 78.43 (5) | C6iv—Ba1—Ba1v | 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—N1iv | 97.88 (5) | C8—O3—Ba1vi | 93.35 (12) |
O1W—Ba1—N1iv | 126.35 (5) | C8—O4—Ba1ii | 129.23 (13) |
O4ii—Ba1—N1iv | 151.39 (5) | C8—O4—Ba1vi | 94.88 (12) |
O2—Ba1—N1iv | 76.55 (5) | Ba1ii—O4—Ba1vi | 106.43 (5) |
O4iii—Ba1—N1iv | 87.26 (5) | C6—N1—Ba1vii | 94.09 (12) |
O3iii—Ba1—N1iv | 66.27 (5) | C6—N1—H1A | 108.9 |
O1i—Ba1—O1 | 73.03 (5) | Ba1vii—N1—H1A | 123.8 |
O1W—Ba1—O1 | 155.90 (5) | C6—N1—H1B | 110.7 |
O4ii—Ba1—O1 | 97.10 (4) | Ba1vii—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) |
N1iv—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) |
N1iv—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 |
N1iv—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—C6iv | 74.74 (5) | C7—C6—N1 | 120.73 (18) |
O1W—Ba1—C6iv | 115.84 (5) | C5—C6—Ba1vii | 107.12 (13) |
O4ii—Ba1—C6iv | 172.98 (5) | C7—C6—Ba1vii | 97.58 (12) |
O2—Ba1—C6iv | 95.71 (5) | N1—C6—Ba1vii | 60.87 (10) |
O4iii—Ba1—C6iv | 107.94 (5) | C2—C7—C6 | 120.68 (18) |
O3iii—Ba1—C6iv | 74.39 (5) | C2—C7—H7 | 119.7 |
N1iv—Ba1—C6iv | 25.04 (4) | C6—C7—H7 | 119.7 |
O1—Ba1—C6iv | 76.13 (5) | O3—C8—O4 | 123.16 (18) |
C8iii—Ba1—C6iv | 93.49 (5) | O3—C8—C4 | 119.92 (18) |
C1—Ba1—C6iv | 87.11 (5) | O4—C8—C4 | 116.91 (17) |
O1i—Ba1—Ba1v | 141.47 (4) | O3—C8—Ba1vi | 63.76 (11) |
O1W—Ba1—Ba1v | 70.99 (3) | O4—C8—Ba1vi | 61.84 (10) |
O4ii—Ba1—Ba1v | 37.54 (3) | C4—C8—Ba1vi | 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. |
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···O2v | 0.83 | 1.95 | 2.770 (2) | 167 |
N1—H1A···O2viii | 0.96 | 2.16 | 3.067 (2) | 157 |
N1—H1B···O4ix | 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)] |
Mr | 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) |
Tmin, Tmax | 0.232, 0.275 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7950, 2283, 2230 |
Rint | 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 |
Δρmax, Δρmin (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).
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···O2ii | 0.83 | 1.95 | 2.770 (2) | 167 |
N1—H1A···O2iii | 0.96 | 2.16 | 3.067 (2) | 157 |
N1—H1B···O4iv | 0.99 | 2.19 | 3.176 (2) | 175 |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x, −y+1, −z; (iii) −x+1, −y, −z; (iv) −x+1, −y−1, −z+1. |
Acknowledgements
This research was supported by National Science Council, Taiwan (NSC99–2113-M-033–005-MY2).
References
Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Kitagawa, S., Kitaura, R. & Noro, S. (2004). Angew. Chem. Int. Ed. 43, 2334–2375. Web of Science CrossRef CAS Google Scholar
Kongshaug, K. O. & Fjellvåg, H. (2006). Inorg. Chem. 45, 2424–2429. Web of Science CSD CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Wu, C.-Y. & Lin, C.-H. (2010). Acta Cryst. E66, m1437. Web of Science CSD CrossRef IUCr Journals Google Scholar
Zeng, R.-H., Fang, Z.-Q., Sun, F., Jiang, L.-S. & Tang, Y.-W. (2007). Acta Cryst. E63, m1813–m1814. Web of Science CSD CrossRef IUCr Journals Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
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 BaII 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).