Poly[[(μ2-acetato-κ3O,O′:O′)aqua­bis­(μ3-isonicotinato-κ3O:O′:N)samarium(III)silver(I)] perchlorate]

Zhu, L.-C.; Zhu, S.-M.

doi:10.1107/S1600536811026134

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 8| August 2011| Pages m1054-m1055

doi:10.1107/S1600536811026134

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Poly[[(μ₂-acetato-κ³O,O′:O′)aquabis(μ₃-isonicotinato-κ³O:O′:N)samarium(III)silver(I)] perchlorate]

Li-Cai Zhu ^a and Si-Ming Zhu ^b ^*

^aSchool of Chemistry and Environment, South China Normal University, Guangzhou 510631, People's Republic of China, and ^bSchool of Light Industry and Food Science, South China University of Technology, Guangzhou 510641, People's Republic of China
^*Correspondence e-mail: simingzhu76@yahoo.com.cn

(Received 7 June 2011; accepted 1 July 2011; online 9 July 2011)

The title compound, {[AgSm(C₆H₄NO₂)₂(CH₃CO₂)(H₂O)]ClO₄}_n, is a three-dimensional heterobimetallic complex constructed from a repeating dimeric unit. Only half of the dimeric moiety is found in the asymmetric unit; the unit cell is completed by crystallographic inversion symmetry. The Sm^III ion is eight-coordinated by four O atoms of four different isonicotinate ligands, three O atoms of two different acetate ligands, and one O atom of a water molecule. The two-coordinate Ag^I ion is bonded to two N atoms of two different isonicotinate anions, thereby connecting the disamarium units. In addition, the isonicotinate ligands also act as bridging ligands, generating a three-dimensional network. The coordinated water molecules link the carboxylate group and acetate ligands by O—H⋯O hydrogen bonding. Another O—H⋯O hydrogen bond is observed in the crystal structure. The perchlorate ion is disordered over two sites with site-occupancy factors of 0.560 (11) and 0.440 (11), whereas the methyl group of the acetate ligand is disordered over two sites with site-occupancy factors of 0.53 (5) and 0.47 (5).

Related literature

For background to lanthanide–transition metal heterometallic complexes, see: Cheng et al. (2006 ); Kuang et al. (2007 ); Peng et al. (2008 ); Zhu et al. (2009 ).

Experimental

Crystal data

[AgSm(C₆H₄NO₂)₂(C₂H₃O₂)(H₂O)]ClO₄
M_r = 678.94
Monoclinic, P 2₁ /c
a = 16.1703 (15) Å
b = 15.1042 (14) Å
c = 7.9858 (7) Å
β = 92.845 (1)°
V = 1948.0 (3) Å³
Z = 4
Mo Kα radiation
μ = 4.19 mm⁻¹
T = 296 K
0.22 × 0.20 × 0.19 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.414, T_max = 0.451
9927 measured reflections
3512 independent reflections
2957 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.026
wR(F²) = 0.064
S = 1.07
3512 reflections
320 parameters
158 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.85 e Å⁻³
Δρ_min = −0.59 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H2W⋯O6ⁱ	0.81 (4)	1.98 (4)	2.785 (4)	171 (6)
O1W—H1W⋯O2ⁱⁱ	0.81 (4)	2.22 (3)	2.921 (5)	146 (5)
Symmetry codes: (i) $[-x+2, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) $[x, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT (Bruker, 2004); 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811026134/im2297sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811026134/im2297Isup2.hkl

checkCIF report

Comment top

In the past few years, lanthanide-transition metal heterometallic complexes with bridging multifunctional organic ligands are of increasing interest not only because of their impressive topological structures, but also due to their versatile applications in ion exchange, magnetism, bimetallic catalysis and as luminescent probes (Cheng et al., 2006; Kuang et al., 2007; Peng et al., 2008; Zhu et al., 2009). As an extension of this research, the structure of the title compound, a new heterobimetallic coordination polymer, (I), has been determined which is presented in this artcle.

The polymer of the title compound displays a three-dimensional heterometallic coordination framework constructed from the repeating dimeric unit. Only half of the dimeric unit is found in the asymmetric unit whose center is a crystallographic center of inversion (Fig. 1). The asymmetric unit of the title compound, contains one of the Sm^III and Ag^I ions each, two halves of the acetate ligands, two isonicotinate ligands and one coordinated water molecule. The Sm^III ion is eight-coordinated by four O atoms of four different isonicotinate ligands, three O atoms of two different acetate ligands and one O atom of a water molecule. The Sm center can therefore be described as adopting a bicapped trigonal prismatic coordination geometry. The two-coordinate Ag^I ion is bonded to two N atoms of two different isonicotinate anions. The Ag^I ion shows an almost linear coordination with N1—Ag1—N2 being 166.2 (2) °. These metal coordination units are additionally connected by bridging isonicotinate and acetate ligands, generating a three-dimensional network (Fig. 2).The coordinated water molecules link the carboxylate group and acetate ligand by O—H···O hydrogen bonding (Table 1). Another O–H···O hydrogen bond is observed in the crystal structure.

Related literature top

For background to lanthanide–transition metal heterometallic complexes, see: Cheng et al. (2006); Kuang et al. (2007); Peng et al. (2008); Zhu et al. (2009).

Experimental top

A mixture of AgNO₃(0.057 g, 0.33 mmol), Sm₂O₃(0.116 g, 0.33 mmol), isonicotinic acid (0.164 g, 1.33 mmol), CH₃COONa (0.057 g, 0.7 mmol), H₂O (7 ml), and HClO₄(0.257 mmol, pH 2) was sealed in a 20 ml Teflon-lined reaction vessel at 443 K for 6 days then slowly cooled to room temperature. The product was collected by filtration, washed with water and air-dried(yield: 45% based on Sm). Yellow block shaped crystals suitable for X-ray analysis were obtained.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. Molecular structure showing displacement ellipsoids drawn at the 30% probability level. Hydrogen atoms are omitted for clarity. Symmetry codes: (A) 1 - x, 1/2 + y, 2.5 - z; (B) x, 1.5 - y, 1/2 + z; (C) 2 - x, 2 - y, 2 - z.
	Fig. 2. A view of the three-dimensional structure of the title compound. Hydrogen atoms are omitted for clarity.

Poly[[(µ₂-acetato-κ³O,O':O')aquabis(µ₃- isonicotinato-κ³O:O':N)samarium(III)silver(I)] perchlorate] top

Crystal data top

[AgSm(C₆H₄NO₂)₂(C₂H₃O₂)(H₂O)]ClO₄	F(000) = 1300
M_r = 678.94	D_x = 2.315 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3844 reflections
a = 16.1703 (15) Å	θ = 2.5–27.3°
b = 15.1042 (14) Å	µ = 4.19 mm⁻¹
c = 7.9858 (7) Å	T = 296 K
β = 92.845 (1)°	Block, yellow
V = 1948.0 (3) Å³	0.22 × 0.20 × 0.19 mm
Z = 4

Data collection top

Bruker APEXII area-detector diffractometer	3512 independent reflections
Radiation source: fine-focus sealed tube	2957 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
ϕ and ω scan	θ_max = 25.2°, θ_min = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −17→19
T_min = 0.414, T_max = 0.451	k = −17→18
9927 measured reflections	l = −7→9

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.064	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ²(F_o²) + (0.0316P)² + 0.0621P] where P = (F_o² + 2F_c²)/3
3512 reflections	(Δ/σ)_max = 0.001
320 parameters	Δρ_max = 0.85 e Å⁻³
158 restraints	Δρ_min = −0.59 e Å⁻³

Crystal data top

[AgSm(C₆H₄NO₂)₂(C₂H₃O₂)(H₂O)]ClO₄	V = 1948.0 (3) Å³
M_r = 678.94	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 16.1703 (15) Å	µ = 4.19 mm⁻¹
b = 15.1042 (14) Å	T = 296 K
c = 7.9858 (7) Å	0.22 × 0.20 × 0.19 mm
β = 92.845 (1)°

Data collection top

Bruker APEXII area-detector diffractometer	3512 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2957 reflections with I > 2σ(I)
T_min = 0.414, T_max = 0.451	R_int = 0.030
9927 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.026	158 restraints
wR(F²) = 0.064	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	Δρ_max = 0.85 e Å⁻³
3512 reflections	Δρ_min = −0.59 e Å⁻³
320 parameters

Special details top

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.

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
Sm1	0.952467 (14)	0.883640 (13)	1.04772 (3)	0.02097 (9)
Ag1	0.52807 (3)	1.23823 (4)	1.39951 (7)	0.06436 (17)
C1	0.8319 (3)	0.7509 (3)	0.7966 (5)	0.0243 (10)
C2	0.7476 (3)	0.7501 (3)	0.8658 (6)	0.0255 (10)
C3	0.7080 (3)	0.6710 (3)	0.8907 (6)	0.0357 (12)
H3	0.7332	0.6178	0.8639	0.043*
C4	0.6304 (3)	0.6710 (3)	0.9558 (7)	0.0465 (14)
H4	0.6042	0.6171	0.9726	0.056*
C5	0.6303 (3)	0.8222 (3)	0.9692 (6)	0.0388 (12)
H5	0.6037	0.8747	0.9948	0.047*
C6	0.7077 (3)	0.8270 (3)	0.9062 (6)	0.0331 (11)
H6	0.7328	0.8816	0.8911	0.040*
C7	0.8665 (3)	1.0831 (3)	1.1375 (7)	0.0367 (12)
C8	0.7883 (3)	1.1243 (3)	1.1940 (6)	0.0310 (11)
C9	0.7177 (3)	1.0739 (3)	1.2021 (7)	0.0414 (13)
H9	0.7186	1.0143	1.1728	0.050*
C10	0.6466 (4)	1.1114 (4)	1.2534 (8)	0.0529 (16)
H10	0.5991	1.0767	1.2566	0.064*
C11	0.7115 (3)	1.2455 (3)	1.2903 (8)	0.0475 (15)
H11	0.7096	1.3048	1.3216	0.057*
C12	0.7843 (3)	1.2127 (3)	1.2376 (7)	0.0431 (14)
H12	0.8304	1.2490	1.2310	0.052*
O1	0.8543 (2)	0.68433 (19)	0.7172 (4)	0.0336 (8)
O2	0.87650 (19)	0.81870 (18)	0.8220 (4)	0.0288 (7)
O3	0.8699 (2)	1.0005 (2)	1.1391 (5)	0.0493 (11)
O4	0.9236 (2)	1.1345 (2)	1.0941 (5)	0.0472 (11)
O5	0.9496 (2)	0.99873 (19)	0.8377 (4)	0.0375 (8)
O6	0.9636 (2)	1.1151 (2)	0.6844 (4)	0.0400 (9)
N1	0.5915 (3)	0.7460 (3)	0.9955 (6)	0.0420 (11)
N2	0.6427 (3)	1.1970 (3)	1.2995 (6)	0.0467 (12)
O1W	0.9949 (3)	0.72899 (19)	1.0725 (4)	0.0411 (9)
H2W	1.012 (3)	0.698 (2)	0.999 (5)	0.062*
H1W	0.974 (3)	0.696 (2)	1.138 (5)	0.062*
C13	0.9284 (3)	1.0421 (3)	0.7094 (6)	0.0305 (11)
C14	0.8508 (14)	1.0157 (19)	0.608 (3)	0.048 (4)	0.47 (5)
H14A	0.8496	0.9525	0.5953	0.071*	0.47 (5)
H14B	0.8506	1.0432	0.5000	0.071*	0.47 (5)
H14C	0.8031	1.0345	0.6656	0.071*	0.47 (5)
C14'	0.8691 (14)	1.0029 (16)	0.577 (3)	0.048 (4)	0.53 (5)
H14D	0.8380	1.0496	0.5221	0.071*	0.53 (5)
H14E	0.8318	0.9631	0.6293	0.071*	0.53 (5)
H14F	0.8997	0.9712	0.4966	0.071*	0.53 (5)
Cl1	0.58196 (10)	0.45830 (10)	0.2449 (2)	0.0586 (4)	0.440 (11)
O7	0.5413 (12)	0.5414 (9)	0.242 (2)	0.091 (8)	0.440 (11)
O8	0.6274 (10)	0.4512 (9)	0.3969 (14)	0.107 (6)	0.440 (11)
O9	0.5293 (9)	0.3894 (8)	0.216 (2)	0.123 (6)	0.440 (11)
O10	0.6425 (9)	0.4616 (9)	0.1148 (18)	0.124 (6)	0.440 (11)
Cl1'	0.58196 (10)	0.45830 (10)	0.2449 (2)	0.0586 (4)	0.560 (11)
O7'	0.5434 (8)	0.5371 (7)	0.201 (2)	0.080 (5)	0.560 (11)
O8'	0.6654 (5)	0.4696 (6)	0.2946 (18)	0.101 (4)	0.560 (11)
O9'	0.5408 (9)	0.4196 (8)	0.3857 (15)	0.139 (6)	0.560 (11)
O10'	0.5760 (8)	0.3951 (8)	0.1174 (13)	0.116 (5)	0.560 (11)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sm1	0.02057 (14)	0.01549 (13)	0.02745 (14)	−0.00121 (9)	0.00717 (9)	−0.00001 (9)
Ag1	0.0295 (3)	0.0884 (4)	0.0776 (4)	0.0140 (2)	0.0260 (2)	−0.0008 (3)
C1	0.023 (3)	0.024 (2)	0.026 (2)	−0.0023 (19)	0.0013 (19)	0.0000 (19)
C2	0.023 (3)	0.026 (2)	0.028 (3)	−0.0038 (19)	0.0054 (19)	−0.0029 (19)
C3	0.031 (3)	0.028 (3)	0.049 (3)	−0.004 (2)	0.013 (2)	−0.005 (2)
C4	0.034 (3)	0.041 (3)	0.066 (4)	−0.010 (3)	0.011 (3)	0.002 (3)
C5	0.026 (3)	0.040 (3)	0.051 (3)	0.008 (2)	0.012 (2)	0.002 (2)
C6	0.029 (3)	0.024 (2)	0.047 (3)	0.002 (2)	0.014 (2)	0.001 (2)
C7	0.031 (3)	0.025 (2)	0.056 (3)	0.001 (2)	0.019 (2)	0.002 (2)
C8	0.027 (3)	0.030 (2)	0.037 (3)	0.005 (2)	0.013 (2)	0.003 (2)
C9	0.034 (3)	0.028 (3)	0.063 (4)	−0.005 (2)	0.017 (3)	−0.004 (3)
C10	0.031 (3)	0.047 (3)	0.083 (5)	−0.009 (3)	0.019 (3)	0.005 (3)
C11	0.035 (3)	0.034 (3)	0.075 (4)	0.006 (2)	0.021 (3)	−0.009 (3)
C12	0.029 (3)	0.028 (3)	0.073 (4)	0.000 (2)	0.017 (3)	−0.003 (3)
O1	0.0282 (19)	0.0250 (16)	0.049 (2)	−0.0004 (14)	0.0150 (15)	−0.0096 (15)
O2	0.0237 (18)	0.0259 (16)	0.0371 (19)	−0.0067 (14)	0.0060 (14)	−0.0072 (14)
O3	0.044 (2)	0.0207 (17)	0.086 (3)	0.0039 (16)	0.038 (2)	0.0031 (17)
O4	0.039 (2)	0.0222 (17)	0.083 (3)	0.0019 (15)	0.036 (2)	0.0050 (17)
O5	0.050 (2)	0.0264 (16)	0.0346 (19)	−0.0114 (16)	−0.0101 (16)	0.0089 (15)
O6	0.053 (3)	0.0338 (18)	0.033 (2)	−0.0138 (17)	−0.0029 (16)	0.0100 (15)
N1	0.026 (3)	0.048 (3)	0.054 (3)	−0.004 (2)	0.014 (2)	0.002 (2)
N2	0.028 (3)	0.046 (3)	0.067 (3)	0.011 (2)	0.017 (2)	0.003 (2)
O1W	0.065 (3)	0.0229 (17)	0.037 (2)	0.0084 (18)	0.0223 (19)	0.0043 (15)
C13	0.035 (3)	0.030 (2)	0.026 (3)	−0.005 (2)	0.001 (2)	0.001 (2)
C14	0.047 (6)	0.048 (6)	0.048 (6)	−0.008 (5)	−0.007 (5)	0.003 (4)
C14'	0.047 (6)	0.048 (6)	0.048 (6)	−0.008 (5)	−0.007 (5)	0.003 (4)
Cl1	0.0610 (11)	0.0449 (8)	0.0692 (11)	0.0000 (8)	−0.0030 (8)	−0.0018 (8)
O7	0.097 (11)	0.085 (10)	0.090 (10)	0.023 (8)	0.000 (7)	−0.016 (7)
O8	0.130 (10)	0.104 (8)	0.083 (8)	0.032 (8)	−0.039 (7)	−0.001 (7)
O9	0.129 (10)	0.092 (8)	0.143 (11)	−0.067 (7)	−0.032 (8)	0.025 (7)
O10	0.130 (10)	0.120 (9)	0.125 (10)	0.036 (8)	0.045 (8)	0.001 (7)
Cl1'	0.0610 (11)	0.0449 (8)	0.0692 (11)	0.0000 (8)	−0.0030 (8)	−0.0018 (8)
O7'	0.071 (7)	0.071 (7)	0.100 (8)	0.030 (5)	0.024 (6)	0.043 (6)
O8'	0.065 (6)	0.079 (6)	0.158 (9)	−0.003 (5)	−0.016 (6)	−0.012 (6)
O9'	0.164 (10)	0.131 (8)	0.128 (8)	−0.020 (7)	0.068 (7)	0.039 (7)
O10'	0.127 (9)	0.122 (8)	0.097 (7)	0.022 (7)	−0.017 (6)	−0.058 (6)

Geometric parameters (Å, º) top

Sm1—O2	2.345 (3)	C9—C10	1.364 (7)
Sm1—O3	2.352 (3)	C9—H9	0.9300
Sm1—O4ⁱ	2.367 (3)	C10—N2	1.346 (6)
Sm1—O1ⁱⁱ	2.371 (3)	C10—H10	0.9300
Sm1—O5	2.414 (3)	C11—N2	1.337 (7)
Sm1—O1W	2.440 (3)	C11—C12	1.364 (7)
Sm1—O6ⁱ	2.476 (3)	C11—H11	0.9300
Sm1—O5ⁱ	2.521 (3)	C12—H12	0.9300
Sm1—C13ⁱ	2.892 (5)	O1—Sm1^iv	2.371 (3)
Sm1—Sm1ⁱ	3.9263 (5)	O4—Sm1ⁱ	2.367 (3)
Ag1—N2	2.148 (4)	O5—C13	1.249 (5)
Ag1—N1ⁱⁱⁱ	2.149 (4)	O5—Sm1ⁱ	2.521 (3)
C1—O1	1.252 (5)	O6—C13	1.262 (5)
C1—O2	1.264 (5)	O6—Sm1ⁱ	2.476 (3)
C1—C2	1.495 (6)	N1—Ag1^v	2.149 (4)
C2—C3	1.375 (6)	O1W—H2W	0.81 (4)
C2—C6	1.375 (6)	O1W—H1W	0.81 (4)
C3—C4	1.382 (7)	C13—C14	1.511 (10)
C3—H3	0.9300	C13—C14'	1.511 (9)
C4—N1	1.341 (6)	C13—Sm1ⁱ	2.892 (5)
C4—H4	0.9300	C14—H14A	0.9600
C5—N1	1.333 (6)	C14—H14B	0.9600
C5—C6	1.373 (6)	C14—H14C	0.9600
C5—H5	0.9300	C14'—H14D	0.9600
C6—H6	0.9300	C14'—H14E	0.9600
C7—O3	1.248 (5)	C14'—H14F	0.9600
C7—O4	1.267 (6)	Cl1—O9	1.357 (9)
C7—C8	1.500 (6)	Cl1—O8	1.391 (9)
C8—C9	1.376 (7)	Cl1—O7	1.417 (10)
C8—C12	1.381 (6)	Cl1—O10	1.464 (9)

O2—Sm1—O3	105.57 (13)	C5—C6—H6	120.4
O2—Sm1—O4ⁱ	90.42 (12)	C2—C6—H6	120.4
O3—Sm1—O4ⁱ	137.99 (11)	O3—C7—O4	125.7 (4)
O2—Sm1—O1ⁱⁱ	85.29 (11)	O3—C7—C8	116.7 (4)
O3—Sm1—O1ⁱⁱ	75.00 (10)	O4—C7—C8	117.6 (4)
O4ⁱ—Sm1—O1ⁱⁱ	146.13 (10)	C9—C8—C12	118.3 (4)
O2—Sm1—O5	77.05 (10)	C9—C8—C7	119.9 (4)
O3—Sm1—O5	71.54 (12)	C12—C8—C7	121.8 (4)
O4ⁱ—Sm1—O5	74.83 (12)	C10—C9—C8	119.9 (5)
O1ⁱⁱ—Sm1—O5	135.91 (12)	C10—C9—H9	120.1
O2—Sm1—O1W	78.25 (13)	C8—C9—H9	120.1
O3—Sm1—O1W	148.79 (11)	N2—C10—C9	122.1 (5)
O4ⁱ—Sm1—O1W	71.75 (11)	N2—C10—H10	118.9
O1ⁱⁱ—Sm1—O1W	74.48 (11)	C9—C10—H10	118.9
O5—Sm1—O1W	137.85 (11)	N2—C11—C12	123.4 (5)
O2—Sm1—O6ⁱ	155.64 (10)	N2—C11—H11	118.3
O3—Sm1—O6ⁱ	91.24 (14)	C12—C11—H11	118.3
O4ⁱ—Sm1—O6ⁱ	88.48 (14)	C11—C12—C8	118.8 (5)
O1ⁱⁱ—Sm1—O6ⁱ	82.17 (11)	C11—C12—H12	120.6
O5—Sm1—O6ⁱ	125.83 (10)	C8—C12—H12	120.6
O1W—Sm1—O6ⁱ	78.31 (12)	C1—O1—Sm1^iv	148.9 (3)
O2—Sm1—O5ⁱ	150.36 (10)	C1—O2—Sm1	137.3 (3)
O3—Sm1—O5ⁱ	73.42 (13)	C7—O3—Sm1	140.5 (3)
O4ⁱ—Sm1—O5ⁱ	73.96 (12)	C7—O4—Sm1ⁱ	134.8 (3)
O1ⁱⁱ—Sm1—O5ⁱ	121.62 (11)	C13—O5—Sm1	160.4 (3)
O5—Sm1—O5ⁱ	74.62 (12)	C13—O5—Sm1ⁱ	94.0 (3)
O1W—Sm1—O5ⁱ	118.44 (13)	Sm1—O5—Sm1ⁱ	105.38 (12)
O6ⁱ—Sm1—O5ⁱ	51.22 (10)	C13—O6—Sm1ⁱ	95.9 (3)
O2—Sm1—C13ⁱ	169.71 (12)	C5—N1—C4	117.6 (4)
O3—Sm1—C13ⁱ	82.55 (14)	C5—N1—Ag1^v	123.2 (3)
O4ⁱ—Sm1—C13ⁱ	79.29 (14)	C4—N1—Ag1^v	119.2 (3)
O1ⁱⁱ—Sm1—C13ⁱ	103.16 (12)	C11—N2—C10	117.5 (4)
O5—Sm1—C13ⁱ	100.12 (12)	C11—N2—Ag1	126.6 (4)
O1W—Sm1—C13ⁱ	98.16 (14)	C10—N2—Ag1	115.6 (4)
O6ⁱ—Sm1—C13ⁱ	25.73 (11)	Sm1—O1W—H2W	127 (3)
O5ⁱ—Sm1—C13ⁱ	25.53 (11)	Sm1—O1W—H1W	121 (3)
O2—Sm1—Sm1ⁱ	114.86 (7)	H2W—O1W—H1W	106 (4)
O3—Sm1—Sm1ⁱ	67.80 (8)	O5—C13—O6	118.7 (4)
O4ⁱ—Sm1—Sm1ⁱ	70.22 (7)	O5—C13—C14	119.1 (11)
O1ⁱⁱ—Sm1—Sm1ⁱ	141.10 (7)	O6—C13—C14	121.0 (11)
O5—Sm1—Sm1ⁱ	38.26 (8)	O5—C13—C14'	120.4 (10)
O1W—Sm1—Sm1ⁱ	139.62 (10)	O6—C13—C14'	120.5 (10)
O6ⁱ—Sm1—Sm1ⁱ	87.58 (7)	C14—C13—C14'	16.7 (16)
O5ⁱ—Sm1—Sm1ⁱ	36.36 (7)	O5—C13—Sm1ⁱ	60.4 (2)
C13ⁱ—Sm1—Sm1ⁱ	61.87 (9)	O6—C13—Sm1ⁱ	58.4 (2)
N2—Ag1—N1ⁱⁱⁱ	166.24 (17)	C14—C13—Sm1ⁱ	165.6 (14)
O1—C1—O2	123.7 (4)	C14'—C13—Sm1ⁱ	177.6 (12)
O1—C1—C2	118.2 (4)	C13—C14—H14A	109.5
O2—C1—C2	118.1 (4)	C13—C14—H14B	109.5
C3—C2—C6	118.2 (4)	C13—C14—H14C	109.5
C3—C2—C1	120.0 (4)	C13—C14'—H14D	109.5
C6—C2—C1	121.8 (4)	C13—C14'—H14E	109.5
C2—C3—C4	119.6 (4)	H14D—C14'—H14E	109.5
C2—C3—H3	120.2	C13—C14'—H14F	109.5
C4—C3—H3	120.2	H14D—C14'—H14F	109.5
N1—C4—C3	122.2 (5)	H14E—C14'—H14F	109.5
N1—C4—H4	118.9	O9—Cl1—O8	112.8 (7)
C3—C4—H4	118.9	O9—Cl1—O7	113.0 (9)
N1—C5—C6	123.2 (4)	O8—Cl1—O7	108.0 (8)
N1—C5—H5	118.4	O9—Cl1—O10	110.1 (8)
C6—C5—H5	118.4	O8—Cl1—O10	106.2 (8)
C5—C6—C2	119.3 (4)	O7—Cl1—O10	106.5 (8)

Symmetry codes: (i) −x+2, −y+2, −z+2; (ii) x, −y+3/2, z+1/2; (iii) −x+1, y+1/2, −z+5/2; (iv) x, −y+3/2, z−1/2; (v) −x+1, y−1/2, −z+5/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H2W···O6^vi	0.81 (4)	1.98 (4)	2.785 (4)	171 (6)
O1W—H1W···O2ⁱⁱ	0.81 (4)	2.22 (3)	2.921 (5)	146 (5)

Symmetry codes: (ii) x, −y+3/2, z+1/2; (vi) −x+2, y−1/2, −z+3/2.

Experimental details

Crystal data
Chemical formula	[AgSm(C₆H₄NO₂)₂(C₂H₃O₂)(H₂O)]ClO₄
M_r	678.94
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	296
a, b, c (Å)	16.1703 (15), 15.1042 (14), 7.9858 (7)
β (°)	92.845 (1)
V (Å³)	1948.0 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	4.19
Crystal size (mm)	0.22 × 0.20 × 0.19

Data collection
Diffractometer	Bruker APEXII area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.414, 0.451
No. of measured, independent and observed [I > 2σ(I)] reflections	9927, 3512, 2957
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.599

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.026, 0.064, 1.07
No. of reflections	3512
No. of parameters	320
No. of restraints	158
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.85, −0.59

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H2W···O6ⁱ	0.81 (4)	1.98 (4)	2.785 (4)	171 (6)
O1W—H1W···O2ⁱⁱ	0.81 (4)	2.22 (3)	2.921 (5)	146 (5)

Symmetry codes: (i) −x+2, y−1/2, −z+3/2; (ii) x, −y+3/2, z+1/2.

Acknowledgements

The authors acknowledge South China Normal University and South China University of Technology for supporting this work.

References

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