(4-Chloro­benzoato)bis(5-methyl-2-pyridylamine)silver(I)

Tian, Y.-Q.; Shen, T.; Liu, W.-X.

doi:10.1107/S1600536808008064

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 4| April 2008| Page m591

doi:10.1107/S1600536808008064

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(4-Chlorobenzoato)bis(5-methyl-2-pyridylamine)silver(I)

Yong-Qiang Tian,^a ^* Tong Shen ^a and Wu-Xia Liu ^a

^aSchool of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, People's Republic of China
^*Correspondence e-mail: tianyq08@163.com

(Received 19 March 2008; accepted 25 March 2008; online 29 March 2008)

The title compound, [Ag(C₇H₄ClO₂)(C₆H₈N₂)₂], is a mononuclear silver(I) complex. The Ag^I atom is three-coordinated by two pyridine N atoms from two 5-methylpyridin-2-ylamine ligands and by one O atom of a 4-chlorobenzoate ligand, forming a distorted T-shaped coordination. In the crystal structure, the molecules are linked through intermolecular N—H⋯O hydrogen bonds, forming chains running along the b axis.

Related literature

For related literature, see: Bi et al. (2002 ); Deng et al. (2004 ); Jones et al. (2006 ); Khan et al. (2005 ); Kristiansson (2000 ); Li et al. (2007 ); Odoko et al. (2007 ); Sailaja et al. (2001 ); Wang & Okabe (2004 ).

Experimental

Crystal data

[Ag(C₇H₄ClO₂)(C₆H₈N₂)₂]
M_r = 479.71
Monoclinic, P 2₁ /n
a = 15.983 (3) Å
b = 5.7428 (9) Å
c = 21.703 (4) Å
β = 98.460 (2)°
V = 1970.4 (6) Å³
Z = 4
Mo Kα radiation
μ = 1.18 mm⁻¹
T = 298 (2) K
0.37 × 0.35 × 0.32 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.669, T_max = 0.704
13465 measured reflections
4064 independent reflections
3277 reflections with I > 2σ(I)
R_int = 0.032

Refinement

R[F² > 2σ(F²)] = 0.036
wR(F²) = 0.087
S = 1.03
4064 reflections
258 parameters
6 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.53 e Å⁻³
Δρ_min = −0.34 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Ag1—N1	2.179 (2)
Ag1—N3	2.193 (2)
Ag1—O1	2.647 (2)

N1—Ag1—N3	151.99 (9)
N1—Ag1—O1	103.05 (9)
N3—Ag1—O1	104.89 (9)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯O1	0.88 (3)	2.11 (3)	2.977 (4)	169 (4)
N2—H2B⋯O2ⁱ	0.89 (1)	1.94 (1)	2.822 (4)	174 (3)
N4—H4A⋯O1	0.88 (3)	2.09 (3)	2.966 (4)	167 (4)
N4—H4B⋯O1ⁱⁱ	0.88 (1)	2.09 (3)	2.955 (3)	167 (3)
Symmetry codes: (i) x, y+1, z; (ii) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 1998 ); cell refinement: SAINT (Bruker, 1998); 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 global, I. DOI: 10.1107/S1600536808008064/ci2572sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808008064/ci2572Isup2.hkl

checkCIF report

Comment top

Silver(I) complexes with carboxylate ligands and amine compounds have been widely investigated due to their versatile structures (Odoko et al., 2007; Li et al., 2007; Jones et al., 2006; Bi et al., 2002). We report herein the crystal structure of the title silver(I) complex.

The title compound is a mononuclear silver(I) complex (Fig. 1). The Ag^I atom is three-coordinated by two pyridine N atoms from two 5-methylpyridin-2-ylamine ligands and by one O atom of a 4-chlorobenzoate ligand, forming a distorted T-shaped coordination, the distortion being caused by the weak coordination of the carboxylate O atom (Ag1—O1 = 2.647 (2) Å, Table 1). The Ag—N bond lengths (Table 1) are comparable with the values observed in other silver(I) complexes (Kristiansson, 2000; Wang & Okabe, 2004; Sailaja et al., 2001; Khan et al., 2005; Deng et al., 2004).

In the crystal structure, the molecules are linked through intermolecular N—H···O hydrogen bonds (Table 2), forming chains running along the b axis (Fig. 2).

Related literature top

For related literature, see: Bi et al. (2002); Deng et al. (2004); Jones et al. (2006); Khan et al. (2005); Kristiansson (2000); Li et al. (2007); Odoko et al. (2007); Sailaja et al. (2001); Wang & Okabe (2004).

Experimental top

Ag₂O (0.1 mmol, 23.2 mg) and 4-chlorobenzoic acid (0.1 mmol, 15.6 mg) were dissolved in an ammonia solution (10 ml, 30%), and the mixture was stirred for 20 min at room temperature. To the above mixture was added with stirring a methanol solution (3 ml) of 5-methylpyridin-2-ylamine (0.2 mmol, 21.6 mg). The final mixture was stirred for 30 min at room temperature. The resulting clear colourless solution was kept in dark for 12 d, yielding colourless block-shaped crystals.

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Version 5.1; Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Version 5.1; Sheldrick, 2008).

Figures top

	Fig. 1. The structure of the title complex, showing 30% probability displacement ellipsoids and the atomic numbering.
	Fig. 2. The crystal packing of the title compound, viewed down the b axis. Intermolecular hydrogen bonds are shown as dashed lines.

(4-Chlorobenzoato)bis(5-methyl-2-pyridylamine)silver(I) top

Crystal data top

[Ag(C₇H₄ClO₂)(C₆H₈N₂)₂]	F(000) = 968
M_r = 479.71	D_x = 1.617 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 3734 reflections
a = 15.983 (3) Å	θ = 2.5–24.9°
b = 5.7428 (9) Å	µ = 1.18 mm⁻¹
c = 21.703 (4) Å	T = 298 K
β = 98.460 (2)°	Block, colourless
V = 1970.4 (6) Å³	0.37 × 0.35 × 0.32 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	4064 independent reflections
Radiation source: fine-focus sealed tube	3277 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.032
ω scans	θ_max = 26.5°, θ_min = 1.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −19→20
T_min = 0.669, T_max = 0.704	k = −7→7
13465 measured reflections	l = −26→27

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.087	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ²(F_o²) + (0.0422P)² + 0.4221P] where P = (F_o² + 2F_c²)/3
4064 reflections	(Δ/σ)_max = 0.001
258 parameters	Δρ_max = 0.53 e Å⁻³
6 restraints	Δρ_min = −0.34 e Å⁻³

Crystal data top

[Ag(C₇H₄ClO₂)(C₆H₈N₂)₂]	V = 1970.4 (6) Å³
M_r = 479.71	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 15.983 (3) Å	µ = 1.18 mm⁻¹
b = 5.7428 (9) Å	T = 298 K
c = 21.703 (4) Å	0.37 × 0.35 × 0.32 mm
β = 98.460 (2)°

Data collection top

Bruker SMART CCD area-detector diffractometer	4064 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3277 reflections with I > 2σ(I)
T_min = 0.669, T_max = 0.704	R_int = 0.032
13465 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.036	6 restraints
wR(F²) = 0.087	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	Δρ_max = 0.53 e Å⁻³
4064 reflections	Δρ_min = −0.34 e Å⁻³
258 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
Ag1	0.291478 (15)	0.09298 (4)	0.077611 (11)	0.05012 (11)
Cl1	0.69700 (7)	0.65902 (19)	0.36548 (5)	0.0793 (3)
O1	0.35007 (14)	0.2179 (4)	0.19330 (10)	0.0573 (6)
O2	0.45197 (17)	0.0110 (5)	0.16007 (13)	0.0760 (8)
N1	0.34955 (14)	0.3452 (4)	0.02193 (11)	0.0388 (5)
N2	0.39194 (19)	0.5847 (5)	0.10583 (14)	0.0556 (7)
N3	0.20646 (14)	−0.2005 (4)	0.08709 (11)	0.0432 (6)
N4	0.2241 (2)	−0.1612 (6)	0.19393 (13)	0.0605 (8)
C1	0.6161 (2)	0.5050 (6)	0.31981 (14)	0.0507 (8)
C2	0.5373 (2)	0.6012 (6)	0.30750 (15)	0.0542 (8)
H2	0.5258	0.7432	0.3251	0.065*
C3	0.4749 (2)	0.4848 (6)	0.26869 (14)	0.0491 (7)
H3	0.4210	0.5489	0.2602	0.059*
C4	0.49170 (19)	0.2737 (5)	0.24224 (13)	0.0427 (7)
C5	0.5713 (2)	0.1802 (6)	0.25682 (16)	0.0554 (8)
H5	0.5831	0.0371	0.2400	0.066*
C6	0.6338 (2)	0.2935 (7)	0.29568 (17)	0.0631 (9)
H6	0.6873	0.2277	0.3054	0.076*
C7	0.4262 (2)	0.1546 (6)	0.19559 (14)	0.0481 (8)
C8	0.38570 (17)	0.5444 (5)	0.04449 (15)	0.0417 (7)
C9	0.41727 (18)	0.7050 (5)	0.00414 (17)	0.0501 (8)
H9	0.4412	0.8445	0.0198	0.060*
C10	0.41269 (19)	0.6557 (6)	−0.05702 (17)	0.0525 (8)
H10	0.4337	0.7613	−0.0834	0.063*
C11	0.37643 (19)	0.4460 (6)	−0.08121 (15)	0.0465 (7)
C12	0.34602 (17)	0.3021 (5)	−0.03981 (13)	0.0414 (7)
H12	0.3209	0.1636	−0.0551	0.050*
C13	0.3731 (2)	0.3791 (7)	−0.14840 (16)	0.0674 (11)
H13A	0.3471	0.2288	−0.1553	0.101*
H13B	0.4295	0.3734	−0.1586	0.101*
H13C	0.3406	0.4923	−0.1743	0.101*
C14	0.19164 (17)	−0.2802 (6)	0.14244 (14)	0.0438 (7)
C15	0.1459 (2)	−0.4866 (6)	0.14600 (16)	0.0535 (8)
H15	0.1354	−0.5405	0.1845	0.064*
C16	0.1171 (2)	−0.6072 (6)	0.09412 (17)	0.0548 (8)
H16	0.0872	−0.7447	0.0970	0.066*
C17	0.13206 (19)	−0.5268 (6)	0.03557 (15)	0.0493 (8)
C18	0.17643 (19)	−0.3242 (6)	0.03562 (15)	0.0477 (7)
H18	0.1868	−0.2669	−0.0026	0.057*
C19	0.1021 (3)	−0.6605 (7)	−0.02362 (18)	0.0726 (11)
H19A	0.1096	−0.5667	−0.0590	0.109*
H19B	0.0433	−0.6984	−0.0253	0.109*
H19C	0.1344	−0.8013	−0.0241	0.109*
H4B	0.209 (2)	−0.185 (6)	0.2308 (9)	0.080*
H4A	0.255 (2)	−0.032 (4)	0.1940 (16)	0.080*
H2B	0.407 (2)	0.720 (3)	0.1241 (14)	0.080*
H2A	0.374 (2)	0.489 (5)	0.1330 (13)	0.080*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.05372 (17)	0.04898 (17)	0.04972 (16)	−0.01056 (11)	0.01445 (11)	0.00527 (11)
Cl1	0.0798 (7)	0.0821 (7)	0.0669 (6)	−0.0191 (5)	−0.0192 (5)	−0.0079 (5)
O1	0.0522 (13)	0.0746 (17)	0.0462 (13)	−0.0174 (12)	0.0110 (10)	−0.0097 (12)
O2	0.0837 (18)	0.0637 (16)	0.0788 (18)	−0.0047 (14)	0.0062 (14)	−0.0372 (15)
N1	0.0404 (13)	0.0345 (13)	0.0426 (14)	−0.0033 (10)	0.0100 (10)	0.0007 (11)
N2	0.0648 (18)	0.0463 (17)	0.0552 (18)	−0.0051 (14)	0.0075 (14)	−0.0123 (14)
N3	0.0432 (13)	0.0454 (15)	0.0419 (14)	−0.0063 (11)	0.0090 (11)	0.0021 (12)
N4	0.0729 (19)	0.070 (2)	0.0420 (16)	−0.0249 (16)	0.0199 (14)	−0.0044 (15)
C1	0.060 (2)	0.054 (2)	0.0359 (16)	−0.0103 (17)	−0.0015 (14)	0.0007 (15)
C2	0.066 (2)	0.052 (2)	0.0465 (18)	−0.0065 (17)	0.0145 (16)	−0.0162 (15)
C3	0.0491 (18)	0.0522 (19)	0.0472 (18)	−0.0026 (15)	0.0113 (14)	−0.0094 (15)
C4	0.0540 (17)	0.0401 (17)	0.0349 (15)	−0.0079 (14)	0.0098 (13)	0.0005 (13)
C5	0.070 (2)	0.0414 (18)	0.053 (2)	0.0066 (17)	0.0023 (16)	−0.0042 (16)
C6	0.062 (2)	0.057 (2)	0.065 (2)	0.0071 (18)	−0.0105 (17)	0.0010 (19)
C7	0.063 (2)	0.0435 (18)	0.0385 (17)	−0.0144 (15)	0.0093 (15)	−0.0058 (14)
C8	0.0382 (15)	0.0341 (17)	0.0530 (18)	0.0034 (12)	0.0073 (13)	−0.0022 (14)
C9	0.0438 (17)	0.0309 (17)	0.076 (2)	0.0001 (13)	0.0093 (15)	0.0040 (16)
C10	0.0420 (17)	0.049 (2)	0.069 (2)	0.0037 (14)	0.0166 (15)	0.0233 (17)
C11	0.0390 (16)	0.054 (2)	0.0481 (18)	0.0057 (14)	0.0115 (13)	0.0076 (15)
C12	0.0390 (15)	0.0392 (17)	0.0466 (17)	−0.0012 (13)	0.0079 (12)	−0.0022 (14)
C13	0.061 (2)	0.097 (3)	0.046 (2)	0.001 (2)	0.0159 (17)	0.0094 (19)
C14	0.0403 (15)	0.0489 (19)	0.0448 (17)	−0.0016 (14)	0.0147 (13)	0.0035 (15)
C15	0.058 (2)	0.0520 (19)	0.054 (2)	−0.0088 (16)	0.0204 (15)	0.0091 (17)
C16	0.0476 (18)	0.047 (2)	0.072 (2)	−0.0092 (15)	0.0146 (16)	−0.0004 (17)
C17	0.0412 (16)	0.0497 (19)	0.057 (2)	−0.0005 (14)	0.0065 (14)	−0.0085 (16)
C18	0.0474 (17)	0.055 (2)	0.0409 (17)	−0.0020 (15)	0.0085 (13)	0.0045 (15)
C19	0.072 (2)	0.071 (3)	0.071 (3)	−0.008 (2)	−0.001 (2)	−0.021 (2)

Geometric parameters (Å, º) top

Ag1—N1	2.179 (2)	C5—H5	0.93
Ag1—N3	2.193 (2)	C6—H6	0.93
Ag1—O1	2.647 (2)	C8—C9	1.415 (4)
Cl1—C1	1.748 (3)	C9—C10	1.348 (5)
O1—C7	1.263 (4)	C9—H9	0.93
O2—C7	1.240 (4)	C10—C11	1.404 (5)
N1—C8	1.342 (4)	C10—H10	0.93
N1—C12	1.356 (4)	C11—C12	1.362 (4)
N2—C8	1.340 (4)	C11—C13	1.501 (5)
N2—H2B	0.888 (10)	C12—H12	0.93
N2—H2A	0.88 (3)	C13—H13A	0.96
N3—C14	1.339 (4)	C13—H13B	0.96
N3—C18	1.351 (4)	C13—H13C	0.96
N4—C14	1.347 (4)	C14—C15	1.401 (4)
N4—H4B	0.883 (10)	C15—C16	1.344 (5)
N4—H4A	0.88 (3)	C15—H15	0.93
C1—C2	1.366 (5)	C16—C17	1.405 (5)
C1—C6	1.369 (5)	C16—H16	0.93
C2—C3	1.379 (4)	C17—C18	1.363 (5)
C2—H2	0.93	C17—C19	1.513 (5)
C3—C4	1.384 (4)	C18—H18	0.93
C3—H3	0.93	C19—H19A	0.96
C4—C5	1.375 (4)	C19—H19B	0.96
C4—C7	1.510 (4)	C19—H19C	0.96
C5—C6	1.373 (5)

N1—Ag1—N3	151.99 (9)	C10—C9—C8	120.0 (3)
N1—Ag1—O1	103.05 (9)	C10—C9—H9	120.0
N3—Ag1—O1	104.89 (9)	C8—C9—H9	120.0
C8—N1—C12	118.0 (3)	C9—C10—C11	120.5 (3)
C8—N1—Ag1	124.1 (2)	C9—C10—H10	119.7
C12—N1—Ag1	117.89 (19)	C11—C10—H10	119.7
C8—N2—H2B	125 (2)	C12—C11—C10	116.2 (3)
C8—N2—H2A	125 (2)	C12—C11—C13	121.3 (3)
H2B—N2—H2A	110 (2)	C10—C11—C13	122.4 (3)
C14—N3—C18	118.3 (3)	N1—C12—C11	125.1 (3)
C14—N3—Ag1	122.7 (2)	N1—C12—H12	117.5
C18—N3—Ag1	118.44 (19)	C11—C12—H12	117.5
C14—N4—H4B	123 (2)	C11—C13—H13A	109.5
C14—N4—H4A	125 (2)	C11—C13—H13B	109.5
H4B—N4—H4A	111 (2)	H13A—C13—H13B	109.5
C2—C1—C6	121.4 (3)	C11—C13—H13C	109.5
C2—C1—Cl1	119.4 (3)	H13A—C13—H13C	109.5
C6—C1—Cl1	119.2 (3)	H13B—C13—H13C	109.5
C1—C2—C3	119.1 (3)	N3—C14—N4	118.2 (3)
C1—C2—H2	120.4	N3—C14—C15	120.1 (3)
C3—C2—H2	120.4	N4—C14—C15	121.6 (3)
C2—C3—C4	120.7 (3)	C16—C15—C14	120.5 (3)
C2—C3—H3	119.6	C16—C15—H15	119.8
C4—C3—H3	119.6	C14—C15—H15	119.8
C5—C4—C3	118.4 (3)	C15—C16—C17	120.4 (3)
C5—C4—C7	120.3 (3)	C15—C16—H16	119.8
C3—C4—C7	121.2 (3)	C17—C16—H16	119.8
C6—C5—C4	121.4 (3)	C18—C17—C16	115.9 (3)
C6—C5—H5	119.3	C18—C17—C19	122.3 (3)
C4—C5—H5	119.3	C16—C17—C19	121.8 (3)
C1—C6—C5	118.9 (3)	N3—C18—C17	124.8 (3)
C1—C6—H6	120.6	N3—C18—H18	117.6
C5—C6—H6	120.6	C17—C18—H18	117.6
O2—C7—O1	125.0 (3)	C17—C19—H19A	109.5
O2—C7—C4	117.2 (3)	C17—C19—H19B	109.5
O1—C7—C4	117.7 (3)	H19A—C19—H19B	109.5
N2—C8—N1	118.3 (3)	C17—C19—H19C	109.5
N2—C8—C9	121.4 (3)	H19A—C19—H19C	109.5
N1—C8—C9	120.2 (3)	H19B—C19—H19C	109.5

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O1	0.88 (3)	2.11 (3)	2.977 (4)	169 (4)
N2—H2B···O2ⁱ	0.89 (1)	1.94 (1)	2.822 (4)	174 (3)
N4—H4A···O1	0.88 (3)	2.09 (3)	2.966 (4)	167 (4)
N4—H4B···O1ⁱⁱ	0.88 (1)	2.09 (3)	2.955 (3)	167 (3)

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

Experimental details

Crystal data
Chemical formula	[Ag(C₇H₄ClO₂)(C₆H₈N₂)₂]
M_r	479.71
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	298
a, b, c (Å)	15.983 (3), 5.7428 (9), 21.703 (4)
β (°)	98.460 (2)
V (Å³)	1970.4 (6)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.18
Crystal size (mm)	0.37 × 0.35 × 0.32

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.669, 0.704
No. of measured, independent and observed [I > 2σ(I)] reflections	13465, 4064, 3277
R_int	0.032
(sin θ/λ)_max (Å⁻¹)	0.628

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.036, 0.087, 1.03
No. of reflections	4064
No. of parameters	258
No. of restraints	6
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.53, −0.34

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Version 5.1; Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Ag1—N1	2.179 (2)	Ag1—O1	2.647 (2)
Ag1—N3	2.193 (2)

N1—Ag1—N3	151.99 (9)	N3—Ag1—O1	104.89 (9)
N1—Ag1—O1	103.05 (9)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O1	0.88 (3)	2.11 (3)	2.977 (4)	169 (4)
N2—H2B···O2ⁱ	0.89 (1)	1.94 (1)	2.822 (4)	174 (3)
N4—H4A···O1	0.88 (3)	2.09 (3)	2.966 (4)	167 (4)
N4—H4B···O1ⁱⁱ	0.88 (1)	2.09 (3)	2.955 (3)	167 (3)

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

Acknowledgements

This work was supported by the Gansu Young Foundation of China (grant No. 20635) and the `Qing Lan' Talent Engineering Funds of Lanzhou Jiaotong University.

References

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