{4-[(Diphenyl­phosphino)methyl­amino]pyridinium-κP}bis­(nitrato-κO)silver(I)

Shang, J.; Gui, L.-C.; Ni, Q.-L.; Zhong, M.; Lian, H.-C.

doi:10.1107/S160053680903178X

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 9| September 2009| Page m1087

doi:10.1107/S160053680903178X

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{4-[(Diphenylphosphino)methylamino]pyridinium-κP}bis(nitrato-κO)silver(I)

Jing Shang,^a Liu-Cheng Gui,^a Qing-Ling Ni,^a ^* Min Zhong ^a and Heng-Chi Lian ^a

^aSchool of Chemistry and Chemical Engineering, Guangxi Normal University, Guilin 541004, People's Republic of China
^*Correspondence e-mail: shangjing6688@yahoo.com.cn

(Received 30 June 2009; accepted 12 August 2009; online 19 August 2009)

In the title mononuclear complex, [Ag(C₁₈H₁₈N₂P)(NO₃)₂], the metal centre is coordinated in a slightly distorted trigonal–planar geometry by the P atom of the phosphine ligand and the O atoms of the two monodentate nitrate anions. In the crystal structure, complex molecules are connected by intermolecular N—H⋯O hydrogen bonds, forming chains running parallel to the b axis.

Related literature

For related structures, see: Song et al. (2002 ); Durran et al. (2006 ); Jiang et al. (2009 ); Wang et al. (2008 ).

Experimental

Crystal data

[Ag(C₁₈H₁₈N₂P)(NO₃)₂]
M_r = 525.20
Triclinic, $[P \overline 1]$
a = 7.9760 (9) Å
b = 9.6895 (11) Å
c = 14.1207 (16) Å
α = 86.170 (2)°
β = 89.170 (2)°
γ = 69.439 (2)°
V = 1019.5 (2) Å³
Z = 2
Mo Kα radiation
μ = 1.11 mm⁻¹
T = 173 K
0.47 × 0.33 × 0.16 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1998 ) T_min = 0.699, T_max = 0.838
8623 measured reflections
4367 independent reflections
3802 reflections with I > 2σ(I)
R_int = 0.018

Refinement

R[F² > 2σ(F²)] = 0.029
wR(F²) = 0.109
S = 1.15
4367 reflections
271 parameters
H-atom parameters constrained
Δρ_max = 0.66 e Å⁻³
Δρ_min = −0.46 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯O5ⁱ	0.88	1.93	2.807 (3)	172
N2—H2A⋯O4ⁱⁱ	0.88	2.16	3.013 (3)	162
N2—H2A⋯O5ⁱⁱ	0.88	2.47	3.075 (3)	127
Symmetry codes: (i) -x+1, -y+2, -z+1; (ii) -x+1, -y+1, -z+1.

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 I, global. DOI: 10.1107/S160053680903178X/rz2347sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053680903178X/rz2347Isup2.hkl

checkCIF report

Comment top

Silver(I) metal complexes with pyridine-phosphine ligands which contain a soft Lewis base (P) and a hard Lewis acid (N) had been extensively studied so far (Song et al., 2002; Durran et al., 2006; Jiang et al., 2009; Wang et al. 2008). Herein, we report the crystal structure of the title complex.

In the title complex (Fig. 1), the silver(I) metal centre adopts a slightly distorted trigonal-planar geometry provided by the P atom of the phosphine ligand and by the O atoms of two monodentate nitrate anions. The metal is displaced by 0.0629 (3) Å from the plane of the donor atoms. In the crystal structure, the complex molecules are linked by intermolecular N—H···O hydrogen bonds (Table 1, Fig. 2) to form chains running parallel to the b axis.

Related literature top

For related structures, see: Song et al. (2002); Durran et al. (2006); Jiang et al. (2009); Wang et al. (2008).

For related literature, see: .

Experimental top

Silver nitrate (0.0168 g, 1 mmol) was dissolved in CH₃CN (2 ml) and a solution of N-diphenylphosphinomethyl-4-aminopyridinium (0.0292 g, 1 mmol) in CH₃OH (4 ml) was added with stirring for three hours at room temperature. Subsequent diethyl ether diffusion into the solution afforded colourless crystal of the title compound suitable for X-ray analysis.

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 (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of title complex with the atom numbering scheme. Displacement ellipsoids are drawn at the 50% probability level.
	Fig. 2. Partial packing diagram of the title compound, showing the intermlecular N—H···O hydrogen bonds as dashed lines. H atoms not involved in hydrogen bonding are omitted for clarity.

{4-[(Diphenylphosphino)methylamino]pyridinium-κP}bis(nitrato- κO)silver(I) top

Crystal data top

[Ag(C₁₈H₁₈N₂P)(NO₃)₂]	Z = 2
M_r = 525.20	F(000) = 528
Triclinic, P1	D_x = 1.711 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.9760 (9) Å	Cell parameters from 5807 reflections
b = 9.6895 (11) Å	θ = 2.7–27.0°
c = 14.1207 (16) Å	µ = 1.11 mm⁻¹
α = 86.170 (2)°	T = 173 K
β = 89.170 (2)°	Block, colourless
γ = 69.439 (2)°	0.47 × 0.33 × 0.16 mm
V = 1019.5 (2) Å³

Data collection top

Bruker SMART CCD area-detector diffractometer	4367 independent reflections
Radiation source: fine-focus sealed tube	3802 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.018
ω scans	θ_max = 27.0°, θ_min = 2.6°
Absorption correction: multi-scan (SADABS; Bruker, 1998)	h = −10→9
T_min = 0.699, T_max = 0.838	k = −12→12
8623 measured reflections	l = −18→17

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.109	H-atom parameters constrained
S = 1.15	w = 1/[σ²(F_o²) + (0.0737P)² + 0.0727P] where P = (F_o² + 2F_c²)/3
4367 reflections	(Δ/σ)_max = 0.001
271 parameters	Δρ_max = 0.66 e Å⁻³
0 restraints	Δρ_min = −0.46 e Å⁻³

Crystal data top

[Ag(C₁₈H₁₈N₂P)(NO₃)₂]	γ = 69.439 (2)°
M_r = 525.20	V = 1019.5 (2) Å³
Triclinic, P1	Z = 2
a = 7.9760 (9) Å	Mo Kα radiation
b = 9.6895 (11) Å	µ = 1.11 mm⁻¹
c = 14.1207 (16) Å	T = 173 K
α = 86.170 (2)°	0.47 × 0.33 × 0.16 mm
β = 89.170 (2)°

Data collection top

Bruker SMART CCD area-detector diffractometer	4367 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1998)	3802 reflections with I > 2σ(I)
T_min = 0.699, T_max = 0.838	R_int = 0.018
8623 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.029	0 restraints
wR(F²) = 0.109	H-atom parameters constrained
S = 1.15	Δρ_max = 0.66 e Å⁻³
4367 reflections	Δρ_min = −0.46 e Å⁻³
271 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	0.46577 (3)	0.46190 (2)	0.297716 (16)	0.03069 (11)
P1	0.20209 (10)	0.64942 (8)	0.24168 (5)	0.02155 (16)
O1	0.6827 (3)	0.2456 (3)	0.24276 (18)	0.0391 (5)
O2	0.4738 (3)	0.1861 (3)	0.31211 (19)	0.0429 (6)
O3	0.6975 (3)	0.0183 (2)	0.25015 (18)	0.0428 (6)
O4	0.6546 (3)	0.4154 (2)	0.43169 (15)	0.0311 (5)
O5	0.7902 (3)	0.5171 (2)	0.52073 (17)	0.0381 (6)
O6	0.6328 (4)	0.6441 (3)	0.39968 (18)	0.0481 (7)
N1	0.1753 (3)	1.2090 (3)	0.45460 (18)	0.0283 (5)
H1A	0.1774	1.2963	0.4667	0.034*
N2	0.1655 (3)	0.7994 (2)	0.40482 (16)	0.0219 (5)
H2A	0.2357	0.7271	0.4428	0.026*
N3	0.6180 (4)	0.1481 (3)	0.26837 (18)	0.0288 (5)
N4	0.6919 (3)	0.5284 (3)	0.44974 (17)	0.0265 (5)
C1	0.2731 (4)	1.0885 (3)	0.5089 (2)	0.0269 (6)
H1B	0.3442	1.0991	0.5594	0.032*
C2	0.2720 (4)	0.9528 (3)	0.4930 (2)	0.0256 (6)
H2B	0.3420	0.8693	0.5321	0.031*
C3	0.1658 (3)	0.9348 (3)	0.41738 (19)	0.0204 (5)
C4	0.0664 (4)	1.0632 (3)	0.3620 (2)	0.0231 (6)
H4A	−0.0059	1.0567	0.3108	0.028*
C5	0.0740 (4)	1.1971 (3)	0.3818 (2)	0.0284 (6)
H5A	0.0070	1.2831	0.3438	0.034*
C6	0.0617 (4)	0.7590 (3)	0.33523 (19)	0.0230 (5)
H6A	−0.0272	0.8500	0.3051	0.028*
H6B	−0.0049	0.7010	0.3680	0.028*
C7	0.0424 (4)	0.5829 (3)	0.18720 (19)	0.0229 (5)
C8	0.0942 (4)	0.4339 (3)	0.1700 (2)	0.0325 (7)
H8A	0.2135	0.3697	0.1835	0.039*
C9	−0.0290 (5)	0.3790 (3)	0.1330 (3)	0.0394 (8)
H9A	0.0068	0.2772	0.1217	0.047*
C10	−0.1997 (5)	0.4697 (4)	0.1129 (2)	0.0375 (8)
H10A	−0.2831	0.4310	0.0884	0.045*
C11	−0.2522 (4)	0.6186 (4)	0.1281 (2)	0.0378 (8)
H11A	−0.3711	0.6822	0.1129	0.045*
C12	−0.1322 (4)	0.6748 (3)	0.1652 (2)	0.0335 (7)
H12A	−0.1692	0.7770	0.1758	0.040*
C13	0.2342 (4)	0.7867 (3)	0.15637 (19)	0.0227 (5)
C14	0.1854 (4)	0.7949 (4)	0.0613 (2)	0.0339 (7)
H14A	0.1303	0.7297	0.0404	0.041*
C15	0.2167 (5)	0.8975 (4)	−0.0029 (2)	0.0424 (8)
H15A	0.1858	0.9011	−0.0680	0.051*
C16	0.2934 (5)	0.9955 (4)	0.0282 (3)	0.0414 (8)
H16A	0.3104	1.0689	−0.0150	0.050*
C17	0.3444 (5)	0.9857 (4)	0.1215 (3)	0.0378 (8)
H17A	0.3977	1.0519	0.1425	0.045*
C18	0.3189 (4)	0.8801 (3)	0.1855 (2)	0.0285 (6)
H18A	0.3593	0.8716	0.2493	0.034*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.03087 (16)	0.02167 (15)	0.03252 (16)	0.00010 (10)	−0.00920 (10)	−0.00312 (9)
P1	0.0243 (4)	0.0165 (3)	0.0215 (3)	−0.0036 (3)	−0.0032 (3)	−0.0036 (3)
O1	0.0364 (13)	0.0254 (12)	0.0523 (15)	−0.0074 (10)	0.0050 (11)	−0.0014 (10)
O2	0.0350 (13)	0.0333 (13)	0.0535 (15)	−0.0049 (10)	0.0092 (11)	0.0023 (11)
O3	0.0476 (14)	0.0205 (11)	0.0509 (15)	0.0013 (10)	−0.0151 (11)	−0.0095 (10)
O4	0.0377 (12)	0.0186 (10)	0.0362 (12)	−0.0080 (9)	−0.0105 (9)	−0.0035 (8)
O5	0.0479 (14)	0.0260 (12)	0.0433 (13)	−0.0169 (11)	−0.0224 (11)	0.0037 (10)
O6	0.0708 (18)	0.0321 (13)	0.0454 (15)	−0.0250 (13)	−0.0217 (13)	0.0142 (11)
N1	0.0319 (13)	0.0239 (13)	0.0343 (14)	−0.0151 (11)	0.0092 (11)	−0.0096 (10)
N2	0.0283 (12)	0.0136 (11)	0.0207 (11)	−0.0034 (9)	−0.0046 (9)	−0.0004 (8)
N3	0.0320 (14)	0.0225 (13)	0.0275 (13)	−0.0035 (11)	−0.0083 (10)	−0.0036 (10)
N4	0.0292 (13)	0.0214 (12)	0.0271 (12)	−0.0068 (10)	−0.0038 (10)	0.0000 (10)
C1	0.0248 (14)	0.0313 (16)	0.0276 (15)	−0.0123 (12)	0.0047 (11)	−0.0092 (12)
C2	0.0234 (14)	0.0331 (16)	0.0205 (13)	−0.0096 (12)	0.0016 (10)	−0.0042 (11)
C3	0.0171 (12)	0.0223 (14)	0.0205 (13)	−0.0049 (10)	0.0035 (10)	−0.0043 (10)
C4	0.0230 (13)	0.0214 (14)	0.0240 (14)	−0.0064 (11)	−0.0002 (10)	−0.0025 (11)
C5	0.0286 (15)	0.0275 (16)	0.0277 (15)	−0.0085 (12)	0.0053 (11)	−0.0001 (11)
C6	0.0243 (13)	0.0240 (14)	0.0202 (13)	−0.0074 (11)	−0.0008 (10)	−0.0039 (10)
C7	0.0267 (14)	0.0198 (13)	0.0229 (13)	−0.0086 (11)	−0.0025 (11)	−0.0024 (10)
C8	0.0340 (17)	0.0243 (16)	0.0362 (17)	−0.0058 (13)	−0.0082 (13)	−0.0045 (12)
C9	0.053 (2)	0.0170 (15)	0.049 (2)	−0.0121 (15)	−0.0120 (16)	−0.0056 (13)
C10	0.0388 (18)	0.0405 (19)	0.0408 (18)	−0.0222 (16)	−0.0018 (14)	−0.0082 (14)
C11	0.0276 (16)	0.043 (2)	0.0406 (19)	−0.0075 (14)	0.0001 (13)	−0.0133 (15)
C12	0.0316 (16)	0.0225 (16)	0.0429 (18)	−0.0033 (13)	−0.0039 (13)	−0.0111 (13)
C13	0.0206 (13)	0.0209 (13)	0.0233 (13)	−0.0030 (11)	0.0012 (10)	−0.0025 (10)
C14	0.0360 (17)	0.0389 (18)	0.0293 (16)	−0.0166 (15)	−0.0054 (13)	0.0011 (13)
C15	0.0381 (19)	0.063 (2)	0.0269 (16)	−0.0213 (18)	−0.0099 (13)	0.0133 (15)
C16	0.0333 (17)	0.0385 (19)	0.049 (2)	−0.0107 (15)	0.0033 (15)	0.0135 (15)
C17	0.0393 (19)	0.0294 (17)	0.048 (2)	−0.0156 (15)	0.0118 (15)	−0.0065 (14)
C18	0.0282 (15)	0.0315 (16)	0.0276 (15)	−0.0118 (13)	0.0031 (12)	−0.0081 (12)

Geometric parameters (Å, º) top

Ag1—P1	2.3500 (8)	C5—H5A	0.9500
Ag1—O4	2.354 (2)	C6—H6A	0.9900
Ag1—O1	2.370 (2)	C6—H6B	0.9900
P1—C7	1.817 (3)	C7—C12	1.391 (4)
P1—C13	1.817 (3)	C7—C8	1.393 (4)
P1—C6	1.854 (3)	C8—C9	1.393 (4)
O1—N3	1.257 (3)	C8—H8A	0.9500
O2—N3	1.246 (3)	C9—C10	1.358 (5)
O3—N3	1.236 (3)	C9—H9A	0.9500
O4—N4	1.273 (3)	C10—C11	1.385 (5)
O5—N4	1.256 (3)	C10—H10A	0.9500
O6—N4	1.229 (3)	C11—C12	1.381 (5)
N1—C1	1.349 (4)	C11—H11A	0.9500
N1—C5	1.352 (4)	C12—H12A	0.9500
N1—H1A	0.8800	C13—C18	1.390 (4)
N2—C3	1.336 (3)	C13—C14	1.393 (4)
N2—C6	1.452 (3)	C14—C15	1.387 (5)
N2—H2A	0.8800	C14—H14A	0.9500
C1—C2	1.351 (4)	C15—C16	1.394 (5)
C1—H1B	0.9500	C15—H15A	0.9500
C2—C3	1.430 (4)	C16—C17	1.371 (5)
C2—H2B	0.9500	C16—H16A	0.9500
C3—C4	1.408 (4)	C17—C18	1.386 (4)
C4—C5	1.368 (4)	C17—H17A	0.9500
C4—H4A	0.9500	C18—H18A	0.9500

P1—Ag1—O4	136.46 (5)	P1—C6—H6A	109.0
P1—Ag1—O1	138.31 (7)	N2—C6—H6B	109.0
O4—Ag1—O1	84.99 (8)	P1—C6—H6B	109.0
C7—P1—C13	105.94 (13)	H6A—C6—H6B	107.8
C7—P1—C6	100.58 (13)	C12—C7—C8	118.8 (3)
C13—P1—C6	104.39 (13)	C12—C7—P1	122.2 (2)
C7—P1—Ag1	114.33 (10)	C8—C7—P1	119.0 (2)
C13—P1—Ag1	115.36 (9)	C7—C8—C9	120.0 (3)
C6—P1—Ag1	114.65 (9)	C7—C8—H8A	120.0
N3—O1—Ag1	102.13 (18)	C9—C8—H8A	120.0
N4—O4—Ag1	111.82 (16)	C10—C9—C8	120.7 (3)
C1—N1—C5	120.7 (3)	C10—C9—H9A	119.7
C1—N1—H1A	119.7	C8—C9—H9A	119.7
C5—N1—H1A	119.7	C9—C10—C11	120.0 (3)
C3—N2—C6	126.9 (2)	C9—C10—H10A	120.0
C3—N2—H2A	116.5	C11—C10—H10A	120.0
C6—N2—H2A	116.5	C12—C11—C10	120.2 (3)
O3—N3—O2	121.7 (3)	C12—C11—H11A	119.9
O3—N3—O1	120.0 (3)	C10—C11—H11A	119.9
O2—N3—O1	118.3 (3)	C11—C12—C7	120.4 (3)
O6—N4—O5	121.6 (2)	C11—C12—H12A	119.8
O6—N4—O4	121.0 (2)	C7—C12—H12A	119.8
O5—N4—O4	117.5 (2)	C18—C13—C14	119.1 (3)
N1—C1—C2	121.3 (3)	C18—C13—P1	119.2 (2)
N1—C1—H1B	119.3	C14—C13—P1	121.5 (2)
C2—C1—H1B	119.3	C15—C14—C13	120.4 (3)
C1—C2—C3	120.1 (3)	C15—C14—H14A	119.8
C1—C2—H2B	120.0	C13—C14—H14A	119.8
C3—C2—H2B	120.0	C14—C15—C16	119.8 (3)
N2—C3—C4	124.7 (2)	C14—C15—H15A	120.1
N2—C3—C2	118.4 (3)	C16—C15—H15A	120.1
C4—C3—C2	116.9 (3)	C17—C16—C15	119.7 (3)
C5—C4—C3	120.0 (3)	C17—C16—H16A	120.1
C5—C4—H4A	120.0	C15—C16—H16A	120.1
C3—C4—H4A	120.0	C16—C17—C18	120.8 (3)
N1—C5—C4	121.0 (3)	C16—C17—H17A	119.6
N1—C5—H5A	119.5	C18—C17—H17A	119.6
C4—C5—H5A	119.5	C17—C18—C13	120.1 (3)
N2—C6—P1	112.86 (19)	C17—C18—H18A	120.0
N2—C6—H6A	109.0	C13—C18—H18A	120.0

O4—Ag1—P1—C7	−139.96 (13)	C13—P1—C7—C12	−63.3 (3)
O1—Ag1—P1—C7	47.87 (14)	C6—P1—C7—C12	45.2 (3)
O4—Ag1—P1—C13	96.81 (13)	Ag1—P1—C7—C12	168.5 (2)
O1—Ag1—P1—C13	−75.36 (13)	C13—P1—C7—C8	119.1 (2)
O4—Ag1—P1—C6	−24.55 (14)	C6—P1—C7—C8	−132.4 (2)
O1—Ag1—P1—C6	163.29 (13)	Ag1—P1—C7—C8	−9.1 (3)
P1—Ag1—O1—N3	−89.92 (19)	C12—C7—C8—C9	−1.1 (5)
O4—Ag1—O1—N3	95.49 (19)	P1—C7—C8—C9	176.6 (3)
P1—Ag1—O4—N4	−46.8 (2)	C7—C8—C9—C10	0.3 (5)
O1—Ag1—O4—N4	128.01 (19)	C8—C9—C10—C11	0.8 (6)
Ag1—O1—N3—O3	179.4 (2)	C9—C10—C11—C12	−1.1 (5)
Ag1—O1—N3—O2	−0.7 (3)	C10—C11—C12—C7	0.3 (5)
Ag1—O4—N4—O6	−0.5 (4)	C8—C7—C12—C11	0.7 (5)
Ag1—O4—N4—O5	179.1 (2)	P1—C7—C12—C11	−176.9 (3)
C5—N1—C1—C2	−0.5 (4)	C7—P1—C13—C18	166.2 (2)
N1—C1—C2—C3	0.0 (4)	C6—P1—C13—C18	60.5 (3)
C6—N2—C3—C4	−1.9 (4)	Ag1—P1—C13—C18	−66.2 (2)
C6—N2—C3—C2	177.3 (2)	C7—P1—C13—C14	−17.5 (3)
C1—C2—C3—N2	−178.8 (3)	C6—P1—C13—C14	−123.2 (3)
C1—C2—C3—C4	0.4 (4)	Ag1—P1—C13—C14	110.0 (2)
N2—C3—C4—C5	178.9 (3)	C18—C13—C14—C15	−1.7 (5)
C2—C3—C4—C5	−0.2 (4)	P1—C13—C14—C15	−177.9 (3)
C1—N1—C5—C4	0.7 (4)	C13—C14—C15—C16	−1.6 (5)
C3—C4—C5—N1	−0.3 (4)	C14—C15—C16—C17	2.7 (6)
C3—N2—C6—P1	111.1 (3)	C15—C16—C17—C18	−0.6 (5)
C7—P1—C6—N2	167.0 (2)	C16—C17—C18—C13	−2.7 (5)
C13—P1—C6—N2	−83.4 (2)	C14—C13—C18—C17	3.8 (4)
Ag1—P1—C6—N2	43.8 (2)	P1—C13—C18—C17	−179.9 (2)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O5ⁱ	0.88	1.93	2.807 (3)	172
N2—H2A···O4ⁱⁱ	0.88	2.16	3.013 (3)	162
N2—H2A···O5ⁱⁱ	0.88	2.47	3.075 (3)	127

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

Experimental details

Crystal data
Chemical formula	[Ag(C₁₈H₁₈N₂P)(NO₃)₂]
M_r	525.20
Crystal system, space group	Triclinic, P1
Temperature (K)	173
a, b, c (Å)	7.9760 (9), 9.6895 (11), 14.1207 (16)
α, β, γ (°)	86.170 (2), 89.170 (2), 69.439 (2)
V (Å³)	1019.5 (2)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.11
Crystal size (mm)	0.47 × 0.33 × 0.16

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 1998)
T_min, T_max	0.699, 0.838
No. of measured, independent and observed [I > 2σ(I)] reflections	8623, 4367, 3802
R_int	0.018
(sin θ/λ)_max (Å⁻¹)	0.639

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.029, 0.109, 1.15
No. of reflections	4367
No. of parameters	271
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.66, −0.46

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), 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
N1—H1A···O5ⁱ	0.88	1.93	2.807 (3)	171.5
N2—H2A···O4ⁱⁱ	0.88	2.16	3.013 (3)	161.8
N2—H2A···O5ⁱⁱ	0.88	2.47	3.075 (3)	126.7

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

Acknowledgements

This work was supported by the Natural Science Foundation of Guangxi Province (grant No. 0832100) and the Programme for Excellent Talents in Guangxi Higher Education Institutions.

References

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