metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 8| August 2011| Pages m1107-m1108

Poly[aqua­[μ5-5-(isonicotinamido)­isophthalato][μ4-5-(isonicotinamido)­isophthalato]cerium(III)silver(I)]

aDepartment of Chemistry and Materials Science, Hengyang, Hunan 421008, People's Republic of China
*Correspondence e-mail: xuehuanie@126.com

(Received 22 June 2011; accepted 11 July 2011; online 23 July 2011)

The 4d–4f heteronuclear title complex, [AgCe(C14H8N2O5)2(H2O)]n, has a three-dimensional framework structure, generated by the carboxyl­ate and pyridyl groups of the 5-(isonicotinamido)­isophthalate (INAIP) ligands bridging the metal ions. The CeIII atom is coordinated by eight O atoms from six INAIP ligands and a water mol­ecule in a distorted tricapped trigonal–prismatic geometry, while the AgI atom has a distorted trigonal–planar AgN2O geometry. O—H⋯O and N—H⋯O hydrogen bonds and ππ inter­actions between the pyridine and benzene rings [centroid–centroid distances = 3.642 (4) and 3.624 (3) Å] stabilize the crystal structure.

Related literature

For background to coordination polymers, see: Abourahma et al. (2002[Abourahma, H., Moulton, B., Kravtsov, V. & Zaworotko, M. J. (2002). J. Am. Chem. Soc. 124, 9990-9991.]); Costes et al. (2004[Costes, J. P., Dahan, F., Donnadieu, B., Douton, M. J. R., Garcia, M. I. F., Bousseksou, A. & Tuchagues, J. P. (2004). Inorg. Chem. 43, 2736-2744.]); Kapoor et al. (2002[Kapoor, P., Pathak, A., Kapoor, R., Venugopalan, P., Corbella, M., Rodrmguez, M., Robles, J. & Llobet, A. (2002). Inorg. Chem. 41, 6153-6160.]). For background to lanthanide and transition metal heterometallic compounds, see: Chen et al. (2010[Chen, M.-S., Su, Z., Chen, M., Chen, S.-S., Li, Y.-Z. & Sun, W.-Y. (2010). CrystEngComm, 12, 3267-3276.]); Cheng et al. (2006[Cheng, J.-W., Zhang, J., Zheng, S.-T., Zhang, M.-B. & Yang, G.-Y. (2006). Angew. Chem. Int. Ed. 45, 73-77.]); Lin et al. (2009[Lin, X.-M., Ying, Y., Chen, L., Fang, H.-C., Zhou, Z.-Y., Zhan, Q.-G. & Cai, Y.-P. (2009). Inorg. Chem. Commun. 12, 316-320.]); Zhang et al. (2005[Zhang, M.-B., Zhang, J., Zheng, S.-T. & Yang, G.-Y. (2005). Angew. Chem. Int. Ed. 44, 1385-1388.]).

[Scheme 1]

Experimental

Crystal data
  • [AgCe(C14H8N2O5)2(H2O)]

  • Mr = 834.45

  • Triclinic, [P \overline 1]

  • a = 10.4869 (14) Å

  • b = 11.1540 (15) Å

  • c = 13.7276 (18) Å

  • α = 107.853 (1)°

  • β = 106.778 (2)°

  • γ = 102.885 (2)°

  • V = 1375.2 (3) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 2.42 mm−1

  • T = 293 K

  • 0.20 × 0.14 × 0.10 mm

Data collection
  • Bruker APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2001[Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.643, Tmax = 0.794

  • 6903 measured reflections

  • 4777 independent reflections

  • 4178 reflections with I > 2σ(I)

  • Rint = 0.053

Refinement
  • R[F2 > 2σ(F2)] = 0.035

  • wR(F2) = 0.081

  • S = 0.97

  • 4777 reflections

  • 406 parameters

  • H-atom parameters constrained

  • Δρmax = 1.40 e Å−3

  • Δρmin = −1.44 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
O1W—H1WA⋯O5i 0.85 2.08 2.836 (5) 147
O1W—H1WB⋯O4ii 0.85 2.01 2.691 (6) 137
N2—H2⋯O10iii 0.86 2.01 2.788 (7) 149
N4—H4⋯O4i 0.86 2.08 2.926 (6) 167
Symmetry codes: (i) -x+1, -y+1, -z+2; (ii) x+1, y, z; (iii) x, y+1, z.

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

In recent years, coordination polymeric frameworks have attracted great attention because of their potential applications and intriguing structure topologies (Abourahma et al., 2002; Costes et al., 2004; Kapoor et al., 2002). To obtain d-f coordination polymers is more important. In general, multidentate ligands containing both N- and O-donor atoms are usually employed in the construction of lanthanide (Ln) and transition metal (M) heterometallic structures, in keeping with the typical coordination behaviors of Ln and M ions under different reaction conditions (Cheng et al., 2006; Lin et al., 2009; Zhang et al., 2005). Compared with other N-heterocyclic acids, 5-(isonicotinamido)isophthalic acid (H2INAIP) shows richer coordination modes due to its two carboxylate groups and one pyridyl group, and accordingly it is an excellent candidate for the construction of metal-organic frameworks (Chen et al., 2010). In this paper, we report the synthesis and structure of the title complex (Fig. 1), a 4d-4f heterometallic coordination polymer.

It is interesting that two INAIP ligands exhibit different coordination modes: one coordinated to three CeIII atoms and two AgI atoms while the other coordinated to three CeIII atoms and one AgI atom, originated from the different coordination modes of the carboxylate groups. If the Ag—N and Ag—O connections are neglected, a two-dimensional (4, 4) bilayer network is formed by the CeIII–carboxylate coordination. The (4, 4) nets are linked together by Ag—N and Ag—O coordination interactions, forming a complicated three-dimensional coordination net (Fig. 2).

Related literature top

For background to coordination polymers, see: Abourahma et al. (2002); Costes et al. (2004); Kapoor et al. (2002). For background to lanthanide and transition metal heterometallic compounds, see: Chen et al. (2010); Cheng et al. (2006); Lin et al. (2009); Zhang et al. (2005).

Experimental top

A mixture of Ce(NO3)3.6H2O (22.0 mg, 0.05 mmol), H2INAIP (28.6 mg, 0.1 mmol), AgNO3 (8.5 mg, 0.05 mmol), NaOH (6.0 mg, 0.15 mmol) and H2O (10 ml) was heated in a 16 ml Teflon-lined reaction vessel at 453 K for 4 d. The reaction mixture was cooled to room temperature over a period of 40 h. The product was collected by filtration, washed with H2O and air dried.

Refinement top

H atoms bonded to C and N atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 and N—H = 0.86 Å and Uiso(H) = 1.2Ueq(C, N). The water H atoms were found from a difference Fourier maps and refined as riding, with O—H = 0.85 Å and with Uiso(H) = 1.2Ueq(O). The highest residual electron density was found at 0.93 Å from Ag1 atom and the deepest hole at 0.86 Å from Ag1 atom.

Computing details top

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

Figures top
[Figure 1] Fig. 1. The asymmetric unit of the title compound. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (A) 1-x, 1-y, 1-z; (B) 1+x, y, z; (C) 1-x, -y, 1-z; (D) x, 1+y, z; (E) x, y, 1+z; (F) 2-x, 1-y, 3-z.]
[Figure 2] Fig. 2. A view of the three-dimensional framework of the title compound.
Poly[aqua[µ5-5-(isonicotinamido)isophthalato][µ4-5- (isonicotinamido)isophthalato]cerium(III)silver(I)] top
Crystal data top
[AgCe(C14H8N2O5)2(H2O)]Z = 2
Mr = 834.45F(000) = 814
Triclinic, P1Dx = 2.015 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.4869 (14) ÅCell parameters from 4777 reflections
b = 11.1540 (15) Åθ = 2.0–25.0°
c = 13.7276 (18) ŵ = 2.42 mm1
α = 107.853 (1)°T = 293 K
β = 106.778 (2)°Block, colorless
γ = 102.885 (2)°0.20 × 0.14 × 0.10 mm
V = 1375.2 (3) Å3
Data collection top
Bruker APEX CCD
diffractometer
4777 independent reflections
Radiation source: fine-focus sealed tube4178 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.053
ϕ and ω scansθmax = 25.0°, θmin = 2.0°
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
h = 1212
Tmin = 0.643, Tmax = 0.794k = 1113
6903 measured reflectionsl = 1612
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.035Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.081H-atom parameters constrained
S = 0.97 w = 1/[σ2(Fo2) + (0.0347P)2]
where P = (Fo2 + 2Fc2)/3
4777 reflections(Δ/σ)max = 0.001
406 parametersΔρmax = 1.40 e Å3
0 restraintsΔρmin = 1.44 e Å3
Crystal data top
[AgCe(C14H8N2O5)2(H2O)]γ = 102.885 (2)°
Mr = 834.45V = 1375.2 (3) Å3
Triclinic, P1Z = 2
a = 10.4869 (14) ÅMo Kα radiation
b = 11.1540 (15) ŵ = 2.42 mm1
c = 13.7276 (18) ÅT = 293 K
α = 107.853 (1)°0.20 × 0.14 × 0.10 mm
β = 106.778 (2)°
Data collection top
Bruker APEX CCD
diffractometer
4777 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
4178 reflections with I > 2σ(I)
Tmin = 0.643, Tmax = 0.794Rint = 0.053
6903 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0350 restraints
wR(F2) = 0.081H-atom parameters constrained
S = 0.97Δρmax = 1.40 e Å3
4777 reflectionsΔρmin = 1.44 e Å3
406 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ag10.88225 (5)0.23184 (7)1.55049 (4)0.06266 (18)
Ce10.63603 (3)0.45288 (2)0.61285 (2)0.01607 (9)
C10.3260 (5)0.5683 (4)0.5961 (4)0.0200 (10)
C20.2981 (5)0.5843 (4)0.7000 (4)0.0202 (10)
C30.1600 (5)0.5553 (4)0.6961 (4)0.0222 (10)
H30.08370.52400.62880.027*
C40.1376 (5)0.5735 (5)0.7933 (4)0.0234 (10)
C50.2530 (5)0.6195 (5)0.8932 (4)0.0247 (11)
H50.23780.63120.95840.030*
C60.3879 (5)0.6476 (4)0.8964 (4)0.0209 (10)
C70.4116 (5)0.6312 (4)0.8000 (4)0.0223 (10)
H70.50370.65170.80230.027*
C80.0077 (5)0.5580 (5)0.7942 (4)0.0240 (11)
C90.5223 (5)0.6542 (5)1.0769 (4)0.0236 (11)
C100.6688 (5)0.7096 (5)1.1656 (4)0.0260 (11)
C110.6840 (6)0.7319 (6)1.2735 (4)0.0398 (14)
H110.60520.71991.29250.048*
C120.8176 (6)0.7723 (7)1.3521 (4)0.0469 (16)
H120.82720.79041.42520.056*
C130.9185 (6)0.7691 (7)1.2276 (5)0.0481 (16)
H130.99930.78281.21120.058*
C140.7895 (6)0.7313 (6)1.1433 (4)0.0418 (14)
H140.78400.72051.07210.050*
C150.6561 (5)0.2158 (5)0.6570 (4)0.0240 (11)
C160.6919 (5)0.1164 (4)0.7036 (4)0.0217 (10)
C170.7361 (5)0.1512 (5)0.8175 (4)0.0258 (11)
H170.74310.23530.86380.031*
C180.7693 (5)0.0620 (5)0.8619 (4)0.0252 (11)
C190.7550 (5)0.0648 (5)0.7921 (4)0.0241 (11)
H190.77730.12550.82190.029*
C200.7076 (5)0.1014 (4)0.6784 (4)0.0215 (10)
C210.6768 (5)0.0101 (4)0.6344 (4)0.0223 (10)
H210.64600.03400.55820.027*
C220.6810 (5)0.2419 (5)0.6031 (4)0.0212 (10)
C230.7450 (6)0.0246 (5)1.0210 (4)0.0356 (13)
C240.7834 (6)0.0781 (5)1.1428 (4)0.0318 (12)
C250.6756 (6)0.0579 (6)1.1812 (5)0.0428 (14)
H250.58190.01511.13120.051*
C260.7064 (7)0.1008 (6)1.2925 (5)0.0437 (14)
H260.63210.08651.31650.052*
C270.9447 (6)0.1839 (6)1.3330 (5)0.0452 (15)
H271.03750.22701.38460.054*
C280.9196 (6)0.1435 (6)1.2209 (4)0.0384 (14)
H280.99500.16081.19850.046*
N10.9338 (5)0.7871 (5)1.3303 (4)0.0409 (12)
N20.5085 (4)0.6990 (4)0.9965 (3)0.0249 (9)
H20.57870.76471.00610.030*
N30.8395 (5)0.1627 (5)1.3687 (4)0.0401 (12)
N40.8112 (5)0.0994 (4)0.9783 (3)0.0285 (10)
H40.88100.17211.02260.034*
O10.4458 (3)0.5621 (3)0.5960 (2)0.0233 (7)
O20.2324 (4)0.5616 (4)0.5135 (3)0.0329 (9)
O30.1121 (3)0.4777 (3)0.7074 (3)0.0280 (8)
O40.0163 (4)0.6309 (4)0.8809 (3)0.0341 (9)
O50.4260 (4)0.5710 (3)1.0791 (3)0.0316 (8)
O60.6166 (4)0.3009 (3)0.7118 (3)0.0280 (8)
O70.6661 (4)0.2109 (3)0.5664 (2)0.0241 (7)
O80.6024 (4)0.2802 (3)0.5023 (3)0.0270 (8)
O90.7369 (3)0.3125 (3)0.6448 (3)0.0259 (8)
O100.6548 (5)0.0862 (4)0.9625 (3)0.0639 (14)
O1W0.7032 (3)0.5815 (3)0.8217 (3)0.0266 (8)
H1WB0.77780.57040.85680.032*
H1WA0.63720.54460.83830.032*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ag10.0349 (3)0.1311 (5)0.0321 (3)0.0401 (3)0.0142 (2)0.0360 (3)
Ce10.01710 (15)0.01732 (14)0.01439 (14)0.00767 (11)0.00504 (11)0.00675 (10)
C10.022 (3)0.018 (2)0.019 (2)0.006 (2)0.008 (2)0.005 (2)
C20.020 (3)0.025 (2)0.020 (2)0.012 (2)0.009 (2)0.011 (2)
C30.020 (3)0.025 (2)0.017 (2)0.008 (2)0.003 (2)0.007 (2)
C40.022 (3)0.027 (3)0.021 (3)0.009 (2)0.008 (2)0.009 (2)
C50.026 (3)0.033 (3)0.015 (2)0.015 (2)0.006 (2)0.009 (2)
C60.021 (3)0.021 (2)0.018 (2)0.007 (2)0.004 (2)0.008 (2)
C70.019 (3)0.027 (3)0.024 (3)0.010 (2)0.009 (2)0.012 (2)
C80.022 (3)0.030 (3)0.020 (3)0.009 (2)0.006 (2)0.013 (2)
C90.024 (3)0.026 (3)0.015 (2)0.006 (2)0.005 (2)0.005 (2)
C100.028 (3)0.027 (3)0.025 (3)0.011 (2)0.008 (2)0.013 (2)
C110.026 (3)0.072 (4)0.025 (3)0.019 (3)0.011 (2)0.021 (3)
C120.035 (4)0.081 (5)0.023 (3)0.024 (3)0.006 (3)0.020 (3)
C130.025 (3)0.082 (5)0.040 (4)0.017 (3)0.011 (3)0.030 (3)
C140.032 (3)0.070 (4)0.022 (3)0.011 (3)0.011 (3)0.021 (3)
C150.021 (3)0.024 (3)0.029 (3)0.010 (2)0.008 (2)0.015 (2)
C160.022 (3)0.019 (2)0.026 (3)0.008 (2)0.008 (2)0.012 (2)
C170.034 (3)0.020 (2)0.024 (3)0.010 (2)0.012 (2)0.008 (2)
C180.029 (3)0.024 (3)0.019 (2)0.006 (2)0.009 (2)0.008 (2)
C190.027 (3)0.023 (2)0.024 (3)0.011 (2)0.005 (2)0.013 (2)
C200.023 (3)0.018 (2)0.024 (3)0.007 (2)0.008 (2)0.010 (2)
C210.023 (3)0.023 (2)0.020 (2)0.008 (2)0.006 (2)0.010 (2)
C220.017 (3)0.026 (2)0.022 (3)0.006 (2)0.009 (2)0.011 (2)
C230.041 (3)0.029 (3)0.030 (3)0.007 (3)0.009 (3)0.011 (3)
C240.040 (3)0.030 (3)0.028 (3)0.011 (3)0.013 (3)0.015 (2)
C250.034 (3)0.048 (3)0.032 (3)0.006 (3)0.005 (3)0.011 (3)
C260.041 (4)0.063 (4)0.035 (3)0.020 (3)0.020 (3)0.024 (3)
C270.035 (4)0.076 (4)0.033 (3)0.026 (3)0.013 (3)0.028 (3)
C280.041 (4)0.058 (4)0.028 (3)0.023 (3)0.018 (3)0.024 (3)
N10.026 (3)0.064 (3)0.028 (3)0.016 (2)0.004 (2)0.018 (2)
N20.019 (2)0.030 (2)0.020 (2)0.0024 (18)0.0017 (18)0.0124 (18)
N30.043 (3)0.061 (3)0.030 (3)0.029 (3)0.018 (2)0.023 (2)
N40.036 (3)0.023 (2)0.018 (2)0.0039 (19)0.0031 (19)0.0088 (18)
O10.0193 (18)0.0286 (18)0.0219 (17)0.0091 (15)0.0082 (15)0.0089 (15)
O20.028 (2)0.060 (2)0.0197 (18)0.0253 (19)0.0103 (16)0.0198 (18)
O30.0173 (18)0.038 (2)0.0197 (18)0.0067 (16)0.0035 (15)0.0058 (16)
O40.0186 (19)0.049 (2)0.0256 (19)0.0095 (17)0.0089 (16)0.0045 (17)
O50.025 (2)0.042 (2)0.0259 (19)0.0067 (17)0.0073 (16)0.0177 (17)
O60.043 (2)0.0247 (18)0.0283 (19)0.0201 (17)0.0185 (17)0.0148 (16)
O70.032 (2)0.0250 (17)0.0207 (18)0.0128 (15)0.0115 (15)0.0124 (15)
O80.031 (2)0.0209 (17)0.0209 (18)0.0057 (15)0.0036 (16)0.0054 (15)
O90.0257 (19)0.0216 (17)0.0313 (19)0.0120 (15)0.0069 (16)0.0128 (15)
O100.083 (4)0.044 (2)0.033 (2)0.021 (2)0.020 (2)0.007 (2)
O1W0.0233 (19)0.0369 (19)0.0245 (18)0.0140 (16)0.0117 (15)0.0134 (16)
Geometric parameters (Å, º) top
Ag1—N1i2.239 (4)C13—N11.318 (7)
Ag1—N32.246 (4)C13—C141.374 (8)
Ag1—O7ii2.306 (3)C13—H130.9300
Ce1—O9iii2.439 (3)C14—H140.9300
Ce1—O8iv2.483 (3)C15—O61.247 (5)
Ce1—O62.485 (3)C15—O71.264 (5)
Ce1—O3v2.493 (3)C15—C161.503 (6)
Ce1—O2vi2.499 (3)C16—C211.383 (6)
Ce1—O12.551 (3)C16—C171.393 (6)
Ce1—O1W2.576 (3)C17—C181.374 (6)
Ce1—O1vi2.685 (3)C17—H170.9300
Ce1—O72.690 (3)C18—C191.390 (6)
C1—O21.237 (5)C18—N41.423 (6)
C1—O11.274 (5)C19—C201.386 (6)
C1—C21.503 (6)C19—H190.9300
C2—C71.383 (6)C20—C211.385 (6)
C2—C31.393 (6)C20—C221.499 (6)
C3—C41.384 (6)C21—H210.9300
C3—H30.9300C22—O91.256 (5)
C4—C51.394 (6)C22—O81.265 (5)
C4—C81.498 (6)C23—O101.224 (6)
C5—C61.364 (6)C23—N41.341 (6)
C5—H50.9300C23—C241.485 (7)
C6—C71.382 (6)C24—C281.376 (8)
C6—N21.416 (6)C24—C251.382 (8)
C7—H70.9300C25—C261.365 (7)
C8—O31.255 (6)C25—H250.9300
C8—O41.260 (5)C26—N31.343 (8)
C9—O51.225 (6)C26—H260.9300
C9—N21.329 (6)C27—N31.335 (7)
C9—C101.503 (7)C27—C281.388 (7)
C10—C141.374 (7)C27—H270.9300
C10—C111.378 (7)C28—H280.9300
C11—C121.371 (7)N2—H20.8600
C11—H110.9300N4—H40.8600
C12—N11.324 (7)O1W—H1WB0.8500
C12—H120.9300O1W—H1WA0.8500
N1i—Ag1—N3121.79 (16)O5—C9—C10121.0 (4)
N1i—Ag1—O7ii124.05 (14)N2—C9—C10115.1 (4)
N3—Ag1—O7ii106.74 (14)C14—C10—C11117.8 (5)
O9iii—Ce1—O8iv133.09 (10)C14—C10—C9122.9 (4)
O9iii—Ce1—O6142.14 (11)C11—C10—C9119.1 (5)
O8iv—Ce1—O676.29 (11)C12—C11—C10118.6 (5)
O9iii—Ce1—O3v83.67 (11)C12—C11—H11120.7
O8iv—Ce1—O3v141.72 (10)C10—C11—H11120.7
O6—Ce1—O3v77.23 (11)N1—C12—C11123.9 (5)
O9iii—Ce1—O2vi77.92 (11)N1—C12—H12118.0
O8iv—Ce1—O2vi105.14 (11)C11—C12—H12118.0
O6—Ce1—O2vi122.35 (10)N1—C13—C14123.5 (5)
O3v—Ce1—O2vi67.59 (10)N1—C13—H13118.2
O9iii—Ce1—O169.33 (10)C14—C13—H13118.2
O8iv—Ce1—O169.60 (10)C10—C14—C13119.1 (5)
O6—Ce1—O1113.51 (10)C10—C14—H14120.4
O3v—Ce1—O1147.60 (10)C13—C14—H14120.4
O2vi—Ce1—O1120.84 (10)O6—C15—O7122.8 (4)
O9iii—Ce1—O1W75.72 (10)O6—C15—C16116.8 (4)
O8iv—Ce1—O1W119.75 (11)O7—C15—C16120.4 (4)
O6—Ce1—O1W67.66 (10)C21—C16—C17119.9 (4)
O3v—Ce1—O1W73.47 (10)C21—C16—C15120.7 (4)
O2vi—Ce1—O1W134.75 (11)C17—C16—C15119.4 (4)
O1—Ce1—O1W82.50 (10)C18—C17—C16120.4 (4)
O9iii—Ce1—O1vi79.04 (10)C18—C17—H17119.8
O8iv—Ce1—O1vi69.80 (10)C16—C17—H17119.8
O6—Ce1—O1vi138.81 (10)C17—C18—C19119.6 (4)
O3v—Ce1—O1vi117.28 (10)C17—C18—N4119.0 (4)
O2vi—Ce1—O1vi49.96 (10)C19—C18—N4121.3 (4)
O1—Ce1—O1vi75.80 (10)C20—C19—C18120.4 (4)
O1W—Ce1—O1vi151.22 (9)C20—C19—H19119.8
O9iii—Ce1—O7147.39 (10)C18—C19—H19119.8
O8iv—Ce1—O772.15 (10)C21—C20—C19119.7 (4)
O6—Ce1—O750.26 (9)C21—C20—C22120.2 (4)
O3v—Ce1—O769.70 (10)C19—C20—C22120.0 (4)
O2vi—Ce1—O774.76 (10)C16—C21—C20120.0 (4)
O1—Ce1—O7141.32 (10)C16—C21—H21120.0
O1W—Ce1—O7112.36 (9)C20—C21—H21120.0
O1vi—Ce1—O796.35 (9)O9—C22—O8125.2 (4)
O9iii—Ce1—C1vi77.77 (11)O9—C22—C20117.9 (4)
O8iv—Ce1—C1vi87.39 (12)O8—C22—C20116.9 (4)
O6—Ce1—C1vi134.58 (11)O10—C23—N4121.8 (5)
O3v—Ce1—C1vi91.94 (12)O10—C23—C24119.4 (5)
O2vi—Ce1—C1vi24.43 (11)N4—C23—C24118.8 (5)
O1—Ce1—C1vi99.20 (11)C28—C24—C25117.2 (5)
O1W—Ce1—C1vi150.89 (12)C28—C24—C23124.7 (5)
O1vi—Ce1—C1vi25.54 (11)C25—C24—C23118.1 (5)
O7—Ce1—C1vi84.49 (10)C26—C25—C24120.1 (6)
O9iii—Ce1—Ce1vi70.04 (7)C26—C25—H25119.9
O8iv—Ce1—Ce1vi63.92 (7)C24—C25—H25119.9
O6—Ce1—Ce1vi137.33 (8)N3—C26—C25122.7 (6)
O3v—Ce1—Ce1vi144.99 (8)N3—C26—H26118.6
O2vi—Ce1—Ce1vi84.17 (7)C25—C26—H26118.6
O1—Ce1—Ce1vi39.05 (7)N3—C27—C28121.9 (6)
O1W—Ce1—Ce1vi119.27 (7)N3—C27—H27119.1
O1vi—Ce1—Ce1vi36.76 (6)C28—C27—H27119.1
O7—Ce1—Ce1vi123.63 (7)C24—C28—C27120.2 (5)
C1vi—Ce1—Ce1vi60.81 (9)C24—C28—H28119.9
O2—C1—O1122.0 (4)C27—C28—H28119.9
O2—C1—C2119.2 (4)C13—N1—C12116.9 (5)
O1—C1—C2118.8 (4)C13—N1—Ag1i123.5 (4)
O2—C1—Ce1vi56.7 (2)C12—N1—Ag1i116.1 (3)
O1—C1—Ce1vi65.3 (2)C9—N2—C6125.4 (4)
C2—C1—Ce1vi175.4 (3)C9—N2—H2117.3
C7—C2—C3120.4 (4)C6—N2—H2117.3
C7—C2—C1119.1 (4)C27—N3—C26117.9 (5)
C3—C2—C1120.4 (4)C27—N3—Ag1121.3 (4)
C4—C3—C2119.2 (4)C26—N3—Ag1120.8 (4)
C4—C3—H3120.4C23—N4—C18122.0 (4)
C2—C3—H3120.4C23—N4—H4119.0
C3—C4—C5119.6 (4)C18—N4—H4119.0
C3—C4—C8120.7 (4)C1—O1—Ce1152.6 (3)
C5—C4—C8119.5 (4)C1—O1—Ce1vi89.1 (3)
C6—C5—C4120.9 (4)Ce1—O1—Ce1vi104.20 (10)
C6—C5—H5119.6C1—O2—Ce1vi98.9 (3)
C4—C5—H5119.6C8—O3—Ce1vii137.7 (3)
C5—C6—C7120.0 (4)C15—O6—Ce197.7 (3)
C5—C6—N2122.7 (4)C15—O7—Ag1viii119.3 (3)
C7—C6—N2117.2 (4)C15—O7—Ce187.7 (2)
C6—C7—C2119.9 (4)Ag1viii—O7—Ce1107.58 (12)
C6—C7—H7120.1C22—O8—Ce1iv131.5 (3)
C2—C7—H7120.1C22—O9—Ce1ix129.5 (3)
O3—C8—O4124.5 (4)Ce1—O1W—H1WB108.0
O3—C8—C4118.0 (4)Ce1—O1W—H1WA107.2
O4—C8—C4117.4 (4)H1WB—O1W—H1WA107.1
O5—C9—N2123.9 (4)
O2—C1—C2—C7160.8 (4)N1i—Ag1—N3—C26140.5 (4)
O1—C1—C2—C719.1 (6)O7ii—Ag1—N3—C2610.4 (5)
O2—C1—C2—C317.6 (7)O10—C23—N4—C187.5 (8)
O1—C1—C2—C3162.4 (4)C24—C23—N4—C18172.8 (4)
C7—C2—C3—C40.3 (7)C17—C18—N4—C23124.9 (5)
C1—C2—C3—C4178.7 (4)C19—C18—N4—C2352.0 (7)
C2—C3—C4—C50.5 (7)O2—C1—O1—Ce1118.1 (6)
C2—C3—C4—C8173.2 (4)C2—C1—O1—Ce162.0 (8)
C3—C4—C5—C60.5 (7)Ce1vi—C1—O1—Ce1120.2 (6)
C8—C4—C5—C6173.3 (4)O2—C1—O1—Ce1vi2.1 (4)
C4—C5—C6—C70.3 (7)C2—C1—O1—Ce1vi177.8 (4)
C4—C5—C6—N2177.7 (4)O9iii—Ce1—O1—C1159.6 (6)
C5—C6—C7—C21.0 (7)O8iv—Ce1—O1—C143.6 (6)
N2—C6—C7—C2178.6 (4)O6—Ce1—O1—C120.4 (6)
C3—C2—C7—C61.0 (7)O3v—Ce1—O1—C1124.1 (6)
C1—C2—C7—C6179.4 (4)O2vi—Ce1—O1—C1139.5 (6)
C3—C4—C8—O329.7 (7)O1W—Ce1—O1—C182.1 (6)
C5—C4—C8—O3156.5 (4)O1vi—Ce1—O1—C1117.0 (7)
C3—C4—C8—O4147.4 (4)O7—Ce1—O1—C134.7 (7)
C5—C4—C8—O426.3 (6)C1vi—Ce1—O1—C1127.3 (6)
O5—C9—C10—C14139.0 (5)Ce1vi—Ce1—O1—C1117.0 (7)
N2—C9—C10—C1438.8 (7)O9iii—Ce1—O1—Ce1vi83.44 (12)
O5—C9—C10—C1136.7 (7)O8iv—Ce1—O1—Ce1vi73.38 (11)
N2—C9—C10—C11145.5 (5)O6—Ce1—O1—Ce1vi137.43 (11)
C14—C10—C11—C121.0 (8)O3v—Ce1—O1—Ce1vi118.93 (17)
C9—C10—C11—C12174.9 (5)O2vi—Ce1—O1—Ce1vi22.50 (16)
C10—C11—C12—N12.4 (10)O1W—Ce1—O1—Ce1vi160.95 (12)
C11—C10—C14—C132.4 (8)O1vi—Ce1—O1—Ce1vi0.0
C9—C10—C14—C13173.4 (5)O7—Ce1—O1—Ce1vi82.34 (16)
N1—C13—C14—C100.5 (10)C1vi—Ce1—O1—Ce1vi10.33 (13)
O6—C15—C16—C21151.8 (5)O1—C1—O2—Ce1vi2.3 (5)
O7—C15—C16—C2128.0 (7)C2—C1—O2—Ce1vi177.6 (3)
O6—C15—C16—C1726.0 (7)O4—C8—O3—Ce1vii26.3 (8)
O7—C15—C16—C17154.2 (5)C4—C8—O3—Ce1vii150.6 (3)
C21—C16—C17—C182.2 (7)O7—C15—O6—Ce113.1 (5)
C15—C16—C17—C18180.0 (4)C16—C15—O6—Ce1167.0 (4)
C16—C17—C18—C191.7 (8)O9iii—Ce1—O6—C15129.0 (3)
C16—C17—C18—N4178.7 (4)O8iv—Ce1—O6—C1584.7 (3)
C17—C18—C19—C200.0 (7)O3v—Ce1—O6—C1567.4 (3)
N4—C18—C19—C20176.9 (5)O2vi—Ce1—O6—C1514.7 (3)
C18—C19—C20—C211.2 (7)O1—Ce1—O6—C15144.9 (3)
C18—C19—C20—C22175.0 (4)O1W—Ce1—O6—C15144.5 (3)
C17—C16—C21—C201.0 (7)O1vi—Ce1—O6—C1549.7 (4)
C15—C16—C21—C20178.7 (4)O7—Ce1—O6—C156.7 (3)
C19—C20—C21—C160.7 (7)C1vi—Ce1—O6—C1512.6 (4)
C22—C20—C21—C16175.4 (4)Ce1vi—Ce1—O6—C15105.9 (3)
C21—C20—C22—O9165.3 (4)O6—C15—O7—Ag1viii121.0 (4)
C19—C20—C22—O918.5 (6)C16—C15—O7—Ag1viii59.2 (5)
C21—C20—C22—O815.4 (7)O6—C15—O7—Ce112.0 (5)
C19—C20—C22—O8160.8 (4)C16—C15—O7—Ce1168.1 (4)
O10—C23—C24—C28137.3 (6)O9iii—Ce1—O7—C15120.7 (3)
N4—C23—C24—C2842.4 (8)O8iv—Ce1—O7—C1593.3 (3)
O10—C23—C24—C2540.9 (8)O6—Ce1—O7—C156.6 (3)
N4—C23—C24—C25139.4 (5)O3v—Ce1—O7—C1583.5 (3)
C28—C24—C25—C260.8 (8)O2vi—Ce1—O7—C15154.8 (3)
C23—C24—C25—C26177.5 (5)O1—Ce1—O7—C1584.5 (3)
C24—C25—C26—N30.3 (9)O1W—Ce1—O7—C1522.2 (3)
C25—C24—C28—C271.4 (8)O1vi—Ce1—O7—C15159.7 (3)
C23—C24—C28—C27176.8 (5)C1vi—Ce1—O7—C15177.6 (3)
N3—C27—C28—C240.9 (9)Ce1vi—Ce1—O7—C15133.1 (3)
C14—C13—N1—C122.7 (10)O9iii—Ce1—O7—Ag1viii0.7 (2)
C14—C13—N1—Ag1i154.9 (5)O8iv—Ce1—O7—Ag1viii146.62 (14)
C11—C12—N1—C134.2 (10)O6—Ce1—O7—Ag1viii126.60 (18)
C11—C12—N1—Ag1i155.1 (5)O3v—Ce1—O7—Ag1viii36.53 (12)
O5—C9—N2—C67.6 (7)O2vi—Ce1—O7—Ag1viii34.77 (12)
C10—C9—N2—C6170.2 (4)O1—Ce1—O7—Ag1viii155.43 (12)
C5—C6—N2—C945.2 (7)O1W—Ce1—O7—Ag1viii97.83 (13)
C7—C6—N2—C9137.3 (5)O1vi—Ce1—O7—Ag1viii80.25 (12)
C28—C27—N3—C260.2 (8)C1vi—Ce1—O7—Ag1viii57.59 (13)
C28—C27—N3—Ag1179.0 (4)Ce1vi—Ce1—O7—Ag1viii106.86 (10)
C25—C26—N3—C270.8 (9)O9—C22—O8—Ce1iv65.6 (6)
C25—C26—N3—Ag1179.6 (4)C20—C22—O8—Ce1iv113.6 (4)
N1i—Ag1—N3—C2740.7 (5)O8—C22—O9—Ce1ix41.8 (6)
O7ii—Ag1—N3—C27168.3 (4)C20—C22—O9—Ce1ix137.4 (3)
Symmetry codes: (i) x+2, y+1, z+3; (ii) x, y, z+1; (iii) x, y+1, z; (iv) x+1, y, z+1; (v) x+1, y, z; (vi) x+1, y+1, z+1; (vii) x1, y, z; (viii) x, y, z1; (ix) x, y1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O5x0.852.082.836 (5)147
O1W—H1WB···O4v0.852.012.691 (6)137
N2—H2···O10iii0.862.012.788 (7)149
N4—H4···O4x0.862.082.926 (6)167
Symmetry codes: (iii) x, y+1, z; (v) x+1, y, z; (x) x+1, y+1, z+2.

Experimental details

Crystal data
Chemical formula[AgCe(C14H8N2O5)2(H2O)]
Mr834.45
Crystal system, space groupTriclinic, P1
Temperature (K)293
a, b, c (Å)10.4869 (14), 11.1540 (15), 13.7276 (18)
α, β, γ (°)107.853 (1), 106.778 (2), 102.885 (2)
V3)1375.2 (3)
Z2
Radiation typeMo Kα
µ (mm1)2.42
Crystal size (mm)0.20 × 0.14 × 0.10
Data collection
DiffractometerBruker APEX CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2001)
Tmin, Tmax0.643, 0.794
No. of measured, independent and
observed [I > 2σ(I)] reflections
6903, 4777, 4178
Rint0.053
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.035, 0.081, 0.97
No. of reflections4777
No. of parameters406
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.40, 1.44

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O5i0.852.082.836 (5)147
O1W—H1WB···O4ii0.852.012.691 (6)137
N2—H2···O10iii0.862.012.788 (7)149
N4—H4···O4i0.862.082.926 (6)167
Symmetry codes: (i) x+1, y+1, z+2; (ii) x+1, y, z; (iii) x, y+1, z.
 

Acknowledgements

This work was supported by the Hengyang Bureau of Science & Technology (grant No. 2009 K J28).

References

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Volume 67| Part 8| August 2011| Pages m1107-m1108
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