(Triphenyl­phosphine-κP)[tris­(indazol-1-yl)borato-κ3N,N′,N′′]silver(I)

Sadr, M.H.; Niaz, S.A.; Gorbani, S.; Gao, S.; Ng, S.W.

doi:10.1107/S1600536807064239

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 1| January 2008| Page m158

https://doi.org/10.1107/S1600536807064239

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(Triphenylphosphine-κP)[tris(indazol-1-yl)borato-κ³N,N′,N′′]silver(I)

Moayad Hossaini Sadr,^a Shiva Alipouri Niaz,^a Saina Gorbani,^a Shan Gao ^b and Seik Weng Ng ^c ^*

^aDepartment of Chemistry, Azarbaijan University of Tarbiat Moallem, Tabriz, Iran, ^bCollege of Chemistry and Materials Science, Heilongjiang University, Harbin 150080, People's Republic of China, and ^cDepartment of Chemistry, University of Malaya, Kuala Lumpur 50603, Malaysia
^*Correspondence e-mail: seikweng@um.edu.my

(Received 22 November 2007; accepted 28 November 2007; online 12 December 2007)

The phosphine-coordinated Ag^I atom in the title compound, [Ag(C₂₁H₁₇BN₆)(C₁₈H₁₅P)], is also N,N′,N′′-chelated by the tris(indazolyl)borate anion. The resultant N₃P coordination geometry is tetrahedral.

Related literature

For related literature; see Janiak et al. (2000 ).

Experimental

Crystal data

[Ag(C₂₁H₁₇BN₆)(C₁₈H₁₅P)]
M_r = 734.36
Triclinic, $[P \overline 1]$
a = 10.2950 (6) Å
b = 12.6644 (6) Å
c = 13.9555 (7) Å
α = 87.003 (1)°
β = 77.966 (2)°
γ = 79.903 (1)°
V = 1751.7 (2) Å³
Z = 2
Mo Kα radiation
μ = 0.66 mm⁻¹
T = 295 (2) K
0.31 × 0.28 × 0.15 mm

Data collection

Rigaku R-AXIS RAPID IP diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ) T_min = 0.551, T_max = 0.908
17380 measured reflections
7925 independent reflections
4255 reflections with I > 2σ(I)
R_int = 0.038

Refinement

R[F² > 2σ(F²)] = 0.044
wR(F²) = 0.159
S = 1.08
7925 reflections
433 parameters
H-atom parameters constrained
Δρ_max = 0.87 e Å⁻³
Δρ_min = −0.95 e Å⁻³

Data collection: RAPID-AUTO (Rigaku Corporation, 1998 ); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002 ); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001 ); software used to prepare material for publication: publCIF (Westrip, 2007 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536807064239/tk2225sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807064239/tk2225Isup2.hkl

checkCIF report

Comment top

Hydrotris(indazolyl)borate, Tp^4Bo, is suggested to be a suitable tripodal ligand for supramolecular assembly (Janiak et al., 2000). In the title silver derivative, Ag(C₂₁H₁₇N₆B)(C₁₈H₁₅P), the Tp^4Bo anion functions as a tridentate ligand (Fig. 1). The triphenylphosphine ligand completes the N₃P coordination geometry for Ag. The Ag center is tetrahedrally coordinated, but the N–Ag–N angles are significantly less than 90°, i.e. range from 82.3 (1) to 83.8 (2)°.

Related literature top

For related literature; see Janiak et al. (2000).

Experimental top

Under a dry nitrogen atmosphere, K[HB(Indazolyl)₃] (0.2 g, 1 mmol) was added to a mixture of AgNO₃ (0.17 g, 1 mmol) and PPh₃ (0.26 g, 2 mmol) in methanol (40 ml). After being stirred for 3 h, the colorless solution was filtered. Crystals were obtained from the filtrate after a week.

Structure description top

For related literature; see Janiak et al. (2000).

Computing details top

Data collection: RAPID-AUTO (Rigaku Corporation, 1998); cell refinement: RAPID-AUTO (Rigaku Corporation, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).

Figures top

Fig. 1. The molecular structure of (I) showing atom numbering scheme, displacement ellipsoids at the 50% probability level and H atoms as spheres of arbitrary radii.

(Triphenylphosphine-κP)[tris(indazol-1-yl)borato- κ³N,\<i>N',N'']silver(I) top

Crystal data top

[Ag(C₂₁H₁₇BN₆)(C₁₈H₁₅P)]	Z = 2
M_r = 734.36	F(000) = 750
Triclinic, P1	D_x = 1.392 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.2950 (6) Å	Cell parameters from 10642 reflections
b = 12.6644 (6) Å	θ = 3.0–27.5°
c = 13.9555 (7) Å	µ = 0.66 mm⁻¹
α = 87.003 (1)°	T = 295 K
β = 77.966 (2)°	Block, colorless
γ = 79.903 (1)°	0.31 × 0.28 × 0.15 mm
V = 1751.7 (2) Å³

Data collection top

Rigaku R-AXIS RAPID IP diffractometer	7925 independent reflections
Radiation source: fine-focus sealed tube	4255 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.038
ω scans	θ_max = 27.5°, θ_min = 3.0°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −13→13
T_min = 0.551, T_max = 0.908	k = −16→14
17380 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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.159	H-atom parameters constrained
S = 1.08	w = 1/[σ²(F_o²) + (0.0652P)² + 1.2113P] where P = (F_o² + 2F_c²)/3
7925 reflections	(Δ/σ)_max = 0.001
433 parameters	Δρ_max = 0.87 e Å⁻³
0 restraints	Δρ_min = −0.95 e Å⁻³

Crystal data top

[Ag(C₂₁H₁₇BN₆)(C₁₈H₁₅P)]	γ = 79.903 (1)°
M_r = 734.36	V = 1751.7 (2) Å³
Triclinic, P1	Z = 2
a = 10.2950 (6) Å	Mo Kα radiation
b = 12.6644 (6) Å	µ = 0.66 mm⁻¹
c = 13.9555 (7) Å	T = 295 K
α = 87.003 (1)°	0.31 × 0.28 × 0.15 mm
β = 77.966 (2)°

Data collection top

Rigaku R-AXIS RAPID IP diffractometer	7925 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	4255 reflections with I > 2σ(I)
T_min = 0.551, T_max = 0.908	R_int = 0.038
17380 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.044	0 restraints
wR(F²) = 0.159	H-atom parameters constrained
S = 1.08	Δρ_max = 0.87 e Å⁻³
7925 reflections	Δρ_min = −0.95 e Å⁻³
433 parameters

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

	x	y	z	U_iso*/U_eq
Ag1	0.46371 (4)	0.69276 (3)	0.81804 (3)	0.06680 (17)
P1	0.28241 (12)	0.80700 (9)	0.90871 (9)	0.0525 (3)
N1	0.5981 (4)	0.7791 (3)	0.6910 (3)	0.0682 (11)
N2	0.7025 (4)	0.7136 (3)	0.6353 (3)	0.0587 (9)
N3	0.4898 (4)	0.5627 (3)	0.7017 (3)	0.0660 (11)
N4	0.6162 (4)	0.5350 (3)	0.6461 (3)	0.0610 (10)
N5	0.6709 (4)	0.5973 (3)	0.8415 (3)	0.0637 (10)
N6	0.7627 (4)	0.5686 (3)	0.7583 (3)	0.0590 (9)
C1	0.6028 (6)	0.8787 (4)	0.6578 (4)	0.0772 (15)
H1	0.5422	0.9386	0.6837	0.093*
C2	0.7101 (6)	0.8818 (4)	0.5794 (4)	0.0704 (14)
C3	0.7642 (8)	0.9632 (6)	0.5185 (5)	0.105 (2)
H3	0.7241	1.0349	0.5260	0.126*
C4	0.8754 (10)	0.9333 (8)	0.4497 (6)	0.132 (3)
H4	0.9140	0.9858	0.4102	0.158*
C5	0.9350 (8)	0.8255 (8)	0.4357 (6)	0.125 (3)
H5	1.0101	0.8080	0.3856	0.150*
C6	0.8851 (6)	0.7453 (6)	0.4941 (4)	0.0890 (17)
H6	0.9253	0.6739	0.4849	0.107*
C7	0.7729 (5)	0.7747 (4)	0.5670 (4)	0.0638 (12)
C8	0.4152 (6)	0.4946 (4)	0.6823 (4)	0.0736 (14)
H8	0.3245	0.4971	0.7101	0.088*
C9	0.4908 (6)	0.4181 (4)	0.6143 (4)	0.0672 (13)
C10	0.4641 (8)	0.3292 (5)	0.5697 (5)	0.0900 (19)
H10	0.3785	0.3108	0.5828	0.108*
C11	0.5667 (10)	0.2717 (5)	0.5075 (5)	0.104 (2)
H11	0.5511	0.2126	0.4774	0.125*
C12	0.6947 (9)	0.2981 (5)	0.4871 (4)	0.100 (2)
H12	0.7627	0.2556	0.4442	0.120*
C13	0.7254 (7)	0.3861 (4)	0.5285 (4)	0.0816 (17)
H13	0.7589	0.4337	0.4760	0.098*
H13B	0.7977	0.3609	0.5632	0.098*
C14	0.6182 (6)	0.4457 (4)	0.5935 (3)	0.0615 (12)
C15	0.7202 (6)	0.5533 (4)	0.9166 (4)	0.0696 (13)
H15	0.6759	0.5614	0.9817	0.083*
C16	0.8488 (5)	0.4923 (4)	0.8855 (4)	0.0686 (13)
C17	0.9442 (6)	0.4265 (4)	0.9313 (5)	0.0844 (17)
H17	0.9291	0.4168	0.9990	0.101*
C18	1.0592 (7)	0.3777 (5)	0.8726 (7)	0.101 (2)
H18	1.1232	0.3333	0.9011	0.121*
C19	1.0845 (6)	0.3920 (5)	0.7716 (6)	0.096 (2)
H19	1.1655	0.3584	0.7344	0.115*
C20	0.9923 (5)	0.4547 (4)	0.7253 (5)	0.0768 (15)
H20	1.0093	0.4637	0.6575	0.092*
C21	0.8725 (5)	0.5043 (3)	0.7836 (4)	0.0619 (12)
C22	0.1187 (5)	0.7991 (3)	0.8834 (3)	0.0576 (11)
C23	0.1166 (6)	0.7634 (5)	0.7923 (4)	0.0804 (15)
H23	0.1973	0.7414	0.7486	0.096*
C24	−0.0051 (7)	0.7600 (6)	0.7647 (5)	0.099 (2)
H24	−0.0047	0.7364	0.7027	0.119*
C25	−0.1241 (7)	0.7907 (5)	0.8274 (5)	0.0873 (17)
H25	−0.2053	0.7902	0.8083	0.105*
C26	−0.1224 (5)	0.8227 (5)	0.9196 (5)	0.0811 (16)
H26	−0.2033	0.8413	0.9640	0.097*
C27	−0.0024 (5)	0.8276 (4)	0.9475 (4)	0.0654 (12)
H27	−0.0034	0.8504	1.0100	0.079*
C28	0.3049 (4)	0.9449 (3)	0.8736 (3)	0.0495 (10)
C29	0.2260 (6)	1.0098 (4)	0.8192 (4)	0.0774 (15)
H29	0.1512	0.9871	0.8048	0.093*
C30	0.2568 (7)	1.1094 (4)	0.7852 (5)	0.094 (2)
H30	0.2043	1.1516	0.7461	0.113*
C31	0.3624 (7)	1.1457 (4)	0.8083 (5)	0.0825 (16)
H31	0.3813	1.2130	0.7865	0.099*
C32	0.4409 (6)	1.0826 (4)	0.8639 (4)	0.0731 (14)
H32	0.5135	1.1071	0.8801	0.088*
C33	0.4127 (5)	0.9823 (4)	0.8963 (4)	0.0626 (12)
H33	0.4670	0.9396	0.9338	0.075*
C34	0.2676 (5)	0.8030 (4)	1.0407 (3)	0.0563 (11)
C35	0.3329 (5)	0.7129 (4)	1.0828 (4)	0.0667 (13)
H35	0.3793	0.6558	1.0435	0.080*
C36	0.3300 (7)	0.7069 (5)	1.1818 (5)	0.0879 (18)
H36	0.3739	0.6458	1.2090	0.105*
C37	0.2629 (7)	0.7904 (6)	1.2403 (4)	0.093 (2)
H37	0.2615	0.7861	1.3072	0.111*
C38	0.1973 (6)	0.8808 (6)	1.2007 (4)	0.0872 (17)
H38	0.1517	0.9376	1.2408	0.105*
C39	0.1992 (5)	0.8872 (4)	1.1014 (4)	0.0692 (13)
H39	0.1545	0.9484	1.0749	0.083*
B1	0.7306 (5)	0.5929 (4)	0.6564 (4)	0.0608 (14)
H1B	0.8105	0.5624	0.6084	0.073*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.0566 (2)	0.0586 (2)	0.0756 (3)	−0.00108 (16)	0.00227 (18)	−0.00611 (17)
P1	0.0478 (7)	0.0523 (6)	0.0537 (7)	−0.0065 (5)	−0.0036 (5)	−0.0012 (5)
N1	0.068 (3)	0.059 (2)	0.066 (3)	−0.0076 (19)	0.008 (2)	−0.0010 (19)
N2	0.054 (2)	0.064 (2)	0.055 (2)	−0.0135 (18)	−0.0013 (18)	−0.0005 (18)
N3	0.060 (3)	0.060 (2)	0.079 (3)	−0.0117 (19)	−0.013 (2)	−0.010 (2)
N4	0.061 (3)	0.059 (2)	0.062 (2)	−0.0072 (18)	−0.013 (2)	−0.0086 (19)
N5	0.056 (2)	0.066 (2)	0.064 (2)	0.0058 (18)	−0.014 (2)	−0.0028 (19)
N6	0.045 (2)	0.065 (2)	0.064 (2)	−0.0014 (17)	−0.0100 (19)	−0.0067 (18)
C1	0.089 (4)	0.055 (3)	0.079 (4)	−0.007 (3)	−0.001 (3)	−0.001 (3)
C2	0.075 (4)	0.076 (3)	0.059 (3)	−0.024 (3)	−0.003 (3)	0.004 (2)
C3	0.130 (6)	0.096 (5)	0.083 (4)	−0.035 (4)	0.003 (4)	0.012 (4)
C4	0.143 (8)	0.134 (7)	0.112 (6)	−0.054 (6)	0.008 (6)	0.034 (5)
C5	0.104 (6)	0.160 (8)	0.093 (5)	−0.036 (5)	0.029 (4)	0.018 (5)
C6	0.075 (4)	0.107 (4)	0.075 (4)	−0.016 (3)	0.007 (3)	−0.003 (3)
C7	0.057 (3)	0.078 (3)	0.058 (3)	−0.016 (2)	−0.009 (2)	−0.006 (2)
C8	0.065 (3)	0.069 (3)	0.091 (4)	−0.014 (3)	−0.025 (3)	0.003 (3)
C9	0.083 (4)	0.063 (3)	0.066 (3)	−0.017 (3)	−0.037 (3)	0.004 (2)
C10	0.125 (6)	0.076 (4)	0.085 (4)	−0.027 (4)	−0.052 (4)	0.002 (3)
C11	0.165 (8)	0.081 (4)	0.085 (5)	−0.029 (5)	−0.058 (5)	−0.008 (4)
C12	0.153 (7)	0.083 (4)	0.060 (4)	0.002 (4)	−0.027 (4)	−0.021 (3)
C13	0.117 (5)	0.078 (3)	0.046 (3)	0.001 (3)	−0.023 (3)	−0.001 (3)
C14	0.080 (4)	0.057 (3)	0.050 (3)	−0.004 (2)	−0.026 (3)	0.000 (2)
C15	0.073 (4)	0.064 (3)	0.072 (3)	−0.009 (3)	−0.019 (3)	−0.004 (2)
C16	0.069 (3)	0.051 (3)	0.092 (4)	−0.014 (2)	−0.027 (3)	0.003 (3)
C17	0.087 (4)	0.066 (3)	0.109 (5)	−0.015 (3)	−0.041 (4)	0.013 (3)
C18	0.074 (4)	0.077 (4)	0.153 (7)	−0.003 (3)	−0.039 (5)	0.017 (4)
C19	0.061 (4)	0.070 (4)	0.147 (7)	0.003 (3)	−0.011 (4)	0.004 (4)
C20	0.058 (3)	0.067 (3)	0.102 (4)	−0.004 (2)	−0.011 (3)	−0.005 (3)
C21	0.051 (3)	0.049 (2)	0.088 (4)	−0.011 (2)	−0.016 (3)	−0.004 (2)
C22	0.070 (3)	0.051 (2)	0.052 (3)	−0.016 (2)	−0.008 (2)	0.000 (2)
C23	0.073 (4)	0.103 (4)	0.069 (4)	−0.024 (3)	−0.011 (3)	−0.018 (3)
C24	0.100 (5)	0.127 (5)	0.085 (4)	−0.036 (4)	−0.035 (4)	−0.024 (4)
C25	0.084 (4)	0.085 (4)	0.107 (5)	−0.028 (3)	−0.038 (4)	−0.005 (4)
C26	0.045 (3)	0.088 (4)	0.110 (5)	−0.019 (3)	−0.006 (3)	−0.006 (3)
C27	0.055 (3)	0.074 (3)	0.067 (3)	−0.012 (2)	−0.008 (2)	−0.010 (2)
C28	0.044 (2)	0.057 (2)	0.046 (2)	−0.0053 (18)	−0.0074 (19)	−0.0032 (18)
C29	0.079 (4)	0.065 (3)	0.098 (4)	−0.014 (3)	−0.041 (3)	0.009 (3)
C30	0.104 (5)	0.062 (3)	0.132 (6)	−0.022 (3)	−0.060 (4)	0.026 (3)
C31	0.098 (4)	0.058 (3)	0.095 (4)	−0.022 (3)	−0.025 (4)	0.019 (3)
C32	0.074 (4)	0.074 (3)	0.075 (3)	−0.032 (3)	−0.008 (3)	0.002 (3)
C33	0.057 (3)	0.073 (3)	0.059 (3)	−0.018 (2)	−0.012 (2)	0.005 (2)
C34	0.051 (3)	0.062 (3)	0.056 (3)	−0.014 (2)	−0.008 (2)	0.004 (2)
C35	0.070 (3)	0.060 (3)	0.075 (3)	−0.019 (2)	−0.021 (3)	0.014 (2)
C36	0.099 (5)	0.096 (4)	0.081 (4)	−0.040 (4)	−0.036 (4)	0.032 (4)
C37	0.096 (5)	0.136 (6)	0.057 (3)	−0.055 (4)	−0.019 (3)	0.022 (4)
C38	0.077 (4)	0.125 (5)	0.057 (3)	−0.023 (4)	0.000 (3)	−0.006 (3)
C39	0.064 (3)	0.081 (3)	0.060 (3)	−0.011 (3)	−0.009 (3)	0.003 (3)
B1	0.041 (3)	0.071 (3)	0.068 (4)	−0.003 (2)	−0.006 (3)	−0.014 (3)

Geometric parameters (Å, º) top

Ag1—N1	2.358 (4)	C15—H15	0.9300
Ag1—N3	2.316 (4)	C16—C21	1.397 (7)
Ag1—N5	2.337 (4)	C16—C17	1.410 (7)
Ag1—P1	2.332 (1)	C17—C18	1.359 (9)
P1—C22	1.814 (5)	C17—H17	0.9300
P1—C34	1.814 (5)	C18—C19	1.387 (10)
P1—C28	1.830 (4)	C18—H18	0.9300
N1—C1	1.326 (6)	C19—C20	1.373 (8)
N1—N2	1.361 (5)	C19—H19	0.9300
N2—C7	1.365 (6)	C20—C21	1.394 (7)
N2—B1	1.529 (7)	C20—H20	0.9300
N3—C8	1.322 (6)	C22—C27	1.377 (7)
N3—N4	1.366 (5)	C22—C23	1.377 (7)
N4—C14	1.375 (6)	C23—C24	1.393 (8)
N4—B1	1.526 (7)	C23—H23	0.9300
N5—C15	1.316 (6)	C24—C25	1.356 (9)
N5—N6	1.356 (5)	C24—H24	0.9300
N6—C21	1.370 (6)	C25—C26	1.373 (8)
N6—B1	1.531 (7)	C25—H25	0.9300
C1—C2	1.388 (7)	C26—C27	1.383 (7)
C1—H1	0.9300	C26—H26	0.9300
C2—C7	1.400 (7)	C27—H27	0.9300
C2—C3	1.416 (8)	C28—C29	1.368 (6)
C3—C4	1.343 (11)	C28—C33	1.379 (6)
C3—H3	0.9300	C29—C30	1.390 (7)
C4—C5	1.401 (11)	C29—H29	0.9300
C4—H4	0.9300	C30—C31	1.354 (8)
C5—C6	1.372 (9)	C30—H30	0.9300
C5—H5	0.9300	C31—C32	1.365 (8)
C6—C7	1.382 (7)	C31—H31	0.9300
C6—H6	0.9300	C32—C33	1.385 (7)
C8—C9	1.403 (7)	C32—H32	0.9300
C8—H8	0.9300	C33—H33	0.9300
C9—C14	1.386 (7)	C34—C39	1.391 (7)
C9—C10	1.408 (7)	C34—C35	1.387 (6)
C10—C11	1.347 (10)	C35—C36	1.374 (8)
C10—H10	0.9300	C35—H35	0.9300
C11—C12	1.385 (10)	C36—C37	1.364 (9)
C11—H11	0.9300	C36—H36	0.9300
C12—C13	1.394 (8)	C37—C38	1.376 (9)
C12—H12	0.9300	C37—H37	0.9300
C13—C14	1.404 (7)	C38—C39	1.380 (7)
C13—H13	0.9700	C38—H38	0.9300
C13—H13B	0.9700	C39—H39	0.9300
C15—C16	1.405 (7)	B1—H1B	0.9800

N1—Ag1—N3	83.8 (2)	C21—C16—C15	103.7 (4)
N1—Ag1—N5	83.7 (2)	C21—C16—C17	120.4 (5)
N1—Ag1—P1	114.3 (1)	C15—C16—C17	135.8 (6)
N3—Ag1—N5	82.3 (1)	C18—C17—C16	117.3 (6)
N3—Ag1—P1	135.6 (1)	C18—C17—H17	121.3
N5—Ag1—P1	137.2 (1)	C16—C17—H17	121.3
C22—P1—C34	108.0 (2)	C17—C18—C19	122.3 (6)
C22—P1—C28	103.7 (2)	C17—C18—H18	118.9
C34—P1—C28	104.0 (2)	C19—C18—H18	118.9
C22—P1—Ag1	115.48 (15)	C20—C19—C18	121.4 (6)
C34—P1—Ag1	116.65 (15)	C20—C19—H19	119.3
C28—P1—Ag1	107.61 (14)	C18—C19—H19	119.3
C1—N1—N2	107.6 (4)	C19—C20—C21	117.5 (6)
C1—N1—Ag1	137.0 (3)	C19—C20—H20	121.2
N2—N1—Ag1	115.3 (3)	C21—C20—H20	121.2
N1—N2—C7	108.7 (4)	N6—C21—C20	130.5 (5)
N1—N2—B1	121.5 (4)	N6—C21—C16	108.5 (4)
C7—N2—B1	129.7 (4)	C20—C21—C16	121.0 (5)
C8—N3—N4	107.6 (4)	C27—C22—C23	118.2 (5)
C8—N3—Ag1	135.3 (4)	C27—C22—P1	124.9 (4)
N4—N3—Ag1	116.4 (3)	C23—C22—P1	116.9 (4)
N3—N4—C14	108.3 (4)	C22—C23—C24	120.7 (6)
N3—N4—B1	121.1 (4)	C22—C23—H23	119.6
C14—N4—B1	130.3 (4)	C24—C23—H23	119.6
C15—N5—N6	108.3 (4)	C25—C24—C23	120.8 (6)
C15—N5—Ag1	136.0 (4)	C25—C24—H24	119.6
N6—N5—Ag1	115.3 (3)	C23—C24—H24	119.6
N5—N6—C21	108.4 (4)	C24—C25—C26	118.7 (6)
N5—N6—B1	122.2 (4)	C24—C25—H25	120.7
C21—N6—B1	128.7 (4)	C26—C25—H25	120.7
N1—C1—C2	111.2 (5)	C27—C26—C25	121.2 (6)
N1—C1—H1	124.4	C27—C26—H26	119.4
C2—C1—H1	124.4	C25—C26—H26	119.4
C1—C2—C7	104.3 (4)	C22—C27—C26	120.4 (5)
C1—C2—C3	135.7 (6)	C22—C27—H27	119.8
C7—C2—C3	120.0 (6)	C26—C27—H27	119.8
C4—C3—C2	117.7 (7)	C29—C28—C33	118.3 (4)
C4—C3—H3	121.2	C29—C28—P1	122.9 (4)
C2—C3—H3	121.2	C33—C28—P1	118.6 (3)
C3—C4—C5	121.9 (7)	C28—C29—C30	120.5 (5)
C3—C4—H4	119.0	C28—C29—H29	119.7
C5—C4—H4	119.0	C30—C29—H29	119.7
C6—C5—C4	121.5 (7)	C31—C30—C29	120.7 (5)
C6—C5—H5	119.3	C31—C30—H30	119.7
C4—C5—H5	119.3	C29—C30—H30	119.7
C5—C6—C7	117.5 (6)	C30—C31—C32	119.5 (5)
C5—C6—H6	121.3	C30—C31—H31	120.2
C7—C6—H6	121.3	C32—C31—H31	120.2
N2—C7—C6	130.4 (5)	C31—C32—C33	120.1 (5)
N2—C7—C2	108.2 (4)	C31—C32—H32	119.9
C6—C7—C2	121.4 (5)	C33—C32—H32	119.9
N3—C8—C9	111.3 (5)	C28—C33—C32	120.8 (5)
N3—C8—H8	124.4	C28—C33—H33	119.6
C9—C8—H8	124.4	C32—C33—H33	119.6
C14—C9—C8	104.1 (4)	C39—C34—C35	118.1 (5)
C14—C9—C10	120.7 (6)	C39—C34—P1	123.5 (4)
C8—C9—C10	135.2 (6)	C35—C34—P1	118.3 (4)
C11—C10—C9	117.8 (7)	C36—C35—C34	121.0 (5)
C11—C10—H10	121.1	C36—C35—H35	119.5
C9—C10—H10	121.1	C34—C35—H35	119.5
C10—C11—C12	121.8 (6)	C37—C36—C35	120.1 (6)
C10—C11—H11	119.1	C37—C36—H36	119.9
C12—C11—H11	119.1	C35—C36—H36	119.9
C11—C12—C13	122.4 (6)	C36—C37—C38	120.3 (6)
C11—C12—H12	118.8	C36—C37—H37	119.9
C13—C12—H12	118.8	C38—C37—H37	119.9
C12—C13—C14	115.6 (6)	C39—C38—C37	119.9 (6)
C12—C13—H13	108.4	C39—C38—H38	120.0
C14—C13—H13	108.4	C37—C38—H38	120.0
C12—C13—H13B	108.4	C38—C39—C34	120.5 (5)
C14—C13—H13B	108.4	C38—C39—H39	119.7
H13—C13—H13B	107.4	C34—C39—H39	119.7
N4—C14—C9	108.8 (4)	N4—B1—N2	113.6 (4)
N4—C14—C13	129.6 (5)	N4—B1—N6	108.9 (4)
C9—C14—C13	121.7 (5)	N2—B1—N6	111.7 (4)
N5—C15—C16	111.0 (5)	N4—B1—H1B	107.4
N5—C15—H15	124.5	N2—B1—H1B	107.4
C16—C15—H15	124.5	N6—B1—H1B	107.4

N3—Ag1—P1—C22	−2.1 (2)	C12—C13—C14—N4	179.4 (5)
N5—Ag1—P1—C22	−147.2 (2)	C12—C13—C14—C9	−0.2 (7)
N1—Ag1—P1—C22	104.8 (2)	N6—N5—C15—C16	−0.2 (6)
N3—Ag1—P1—C34	126.3 (2)	Ag1—N5—C15—C16	171.9 (3)
N5—Ag1—P1—C34	−18.7 (2)	N5—C15—C16—C21	0.2 (6)
N1—Ag1—P1—C34	−126.8 (2)	N5—C15—C16—C17	−177.2 (6)
N3—Ag1—P1—C28	−117.4 (2)	C21—C16—C17—C18	1.1 (8)
N5—Ag1—P1—C28	97.6 (2)	C15—C16—C17—C18	178.1 (6)
N1—Ag1—P1—C28	−10.5 (2)	C16—C17—C18—C19	0.7 (10)
N3—Ag1—N1—C1	141.2 (6)	C17—C18—C19—C20	−1.5 (11)
P1—Ag1—N1—C1	3.5 (6)	C18—C19—C20—C21	0.5 (9)
N5—Ag1—N1—C1	−136.0 (6)	N5—N6—C21—C20	179.9 (5)
N3—Ag1—N1—N2	−40.6 (3)	B1—N6—C21—C20	9.3 (8)
P1—Ag1—N1—N2	−178.3 (3)	N5—N6—C21—C16	0.1 (5)
N5—Ag1—N1—N2	42.2 (3)	B1—N6—C21—C16	−170.5 (5)
C1—N1—N2—C7	0.4 (6)	C19—C20—C21—N6	−178.5 (5)
Ag1—N1—N2—C7	−178.4 (3)	C19—C20—C21—C16	1.3 (8)
C1—N1—N2—B1	177.5 (5)	C15—C16—C21—N6	−0.1 (5)
Ag1—N1—N2—B1	−1.2 (5)	C17—C16—C21—N6	177.7 (4)
P1—Ag1—N3—C8	−29.4 (6)	C15—C16—C21—C20	180.0 (5)
N5—Ag1—N3—C8	127.4 (5)	C17—C16—C21—C20	−2.1 (7)
N1—Ag1—N3—C8	−148.1 (5)	C34—P1—C22—C27	23.4 (5)
P1—Ag1—N3—N4	161.9 (2)	C28—P1—C22—C27	−86.5 (4)
N5—Ag1—N3—N4	−41.2 (3)	Ag1—P1—C22—C27	156.0 (4)
N1—Ag1—N3—N4	43.3 (3)	C34—P1—C22—C23	−157.7 (4)
C8—N3—N4—C14	−1.6 (5)	C28—P1—C22—C23	92.4 (4)
Ag1—N3—N4—C14	170.0 (3)	Ag1—P1—C22—C23	−25.1 (4)
C8—N3—N4—B1	−175.6 (4)	C27—C22—C23—C24	2.3 (8)
Ag1—N3—N4—B1	−3.9 (5)	P1—C22—C23—C24	−176.7 (5)
N3—Ag1—N5—C15	−127.3 (5)	C22—C23—C24—C25	−0.7 (10)
P1—Ag1—N5—C15	28.9 (6)	C23—C24—C25—C26	−1.7 (10)
N1—Ag1—N5—C15	148.2 (5)	C24—C25—C26—C27	2.5 (9)
N3—Ag1—N5—N6	44.4 (3)	C23—C22—C27—C26	−1.5 (7)
P1—Ag1—N5—N6	−159.5 (2)	P1—C22—C27—C26	177.4 (4)
N1—Ag1—N5—N6	−40.2 (3)	C25—C26—C27—C22	−0.9 (8)
C15—N5—N6—C21	0.1 (5)	C22—P1—C28—C29	−14.0 (5)
Ag1—N5—N6—C21	−173.8 (3)	C34—P1—C28—C29	−126.8 (4)
C15—N5—N6—B1	171.4 (4)	Ag1—P1—C28—C29	108.8 (4)
Ag1—N5—N6—B1	−2.5 (5)	C22—P1—C28—C33	171.2 (4)
N2—N1—C1—C2	0.1 (7)	C34—P1—C28—C33	58.4 (4)
Ag1—N1—C1—C2	178.4 (4)	Ag1—P1—C28—C33	−65.9 (4)
N1—C1—C2—C7	−0.4 (7)	C33—C28—C29—C30	2.1 (8)
N1—C1—C2—C3	−178.4 (7)	P1—C28—C29—C30	−172.7 (5)
C1—C2—C3—C4	178.1 (8)	C28—C29—C30—C31	−2.5 (10)
C7—C2—C3—C4	0.4 (10)	C29—C30—C31—C32	1.4 (10)
C2—C3—C4—C5	1.8 (14)	C30—C31—C32—C33	0.1 (9)
C3—C4—C5—C6	−2.3 (15)	C29—C28—C33—C32	−0.7 (7)
C4—C5—C6—C7	0.5 (12)	P1—C28—C33—C32	174.4 (4)
N1—N2—C7—C6	−179.3 (6)	C31—C32—C33—C28	−0.4 (8)
B1—N2—C7—C6	3.8 (9)	C22—P1—C34—C39	−71.4 (5)
N1—N2—C7—C2	−0.6 (6)	C28—P1—C34—C39	38.3 (5)
B1—N2—C7—C2	−177.5 (5)	Ag1—P1—C34—C39	156.6 (4)
C5—C6—C7—N2	−179.8 (6)	C22—P1—C34—C35	111.5 (4)
C5—C6—C7—C2	1.7 (9)	C28—P1—C34—C35	−138.7 (4)
C1—C2—C7—N2	0.6 (6)	Ag1—P1—C34—C35	−20.5 (4)
C3—C2—C7—N2	179.0 (5)	C39—C34—C35—C36	0.1 (8)
C1—C2—C7—C6	179.4 (5)	P1—C34—C35—C36	177.3 (4)
C3—C2—C7—C6	−2.2 (9)	C34—C35—C36—C37	−0.3 (9)
N4—N3—C8—C9	1.1 (6)	C35—C36—C37—C38	0.2 (10)
Ag1—N3—C8—C9	−168.2 (3)	C36—C37—C38—C39	0.1 (10)
N3—C8—C9—C14	−0.2 (6)	C37—C38—C39—C34	−0.3 (9)
N3—C8—C9—C10	179.2 (6)	C35—C34—C39—C38	0.2 (8)
C14—C9—C10—C11	0.8 (8)	P1—C34—C39—C38	−176.9 (4)
C8—C9—C10—C11	−178.6 (6)	N3—N4—B1—N2	−59.2 (6)
C9—C10—C11—C12	−0.1 (9)	C14—N4—B1—N2	128.3 (5)
C10—C11—C12—C13	−0.7 (10)	N3—N4—B1—N6	66.0 (5)
C11—C12—C13—C14	0.8 (9)	C14—N4—B1—N6	−106.5 (5)
N3—N4—C14—C9	1.5 (5)	N1—N2—B1—N4	62.3 (6)
B1—N4—C14—C9	174.7 (5)	C7—N2—B1—N4	−121.2 (5)
N3—N4—C14—C13	−178.2 (5)	N1—N2—B1—N6	−61.5 (6)
B1—N4—C14—C13	−5.0 (8)	C7—N2—B1—N6	115.1 (5)
C8—C9—C14—N4	−0.8 (5)	N5—N6—B1—N4	−61.8 (5)
C10—C9—C14—N4	179.7 (4)	C21—N6—B1—N4	107.6 (5)
C8—C9—C14—C13	178.9 (4)	N5—N6—B1—N2	64.5 (6)
C10—C9—C14—C13	−0.6 (7)	C21—N6—B1—N2	−126.1 (5)

Experimental details

Crystal data
Chemical formula	[Ag(C₂₁H₁₇BN₆)(C₁₈H₁₅P)]
M_r	734.36
Crystal system, space group	Triclinic, P1
Temperature (K)	295
a, b, c (Å)	10.2950 (6), 12.6644 (6), 13.9555 (7)
α, β, γ (°)	87.003 (1), 77.966 (2), 79.903 (1)
V (Å³)	1751.7 (2)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.66
Crystal size (mm)	0.31 × 0.28 × 0.15

Data collection
Diffractometer	Rigaku R-AXIS RAPID IP diffractometer
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.551, 0.908
No. of measured, independent and observed [I > 2σ(I)] reflections	17380, 7925, 4255
R_int	0.038
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.044, 0.159, 1.08
No. of reflections	7925
No. of parameters	433
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.87, −0.95

Computer programs: RAPID-AUTO (Rigaku Corporation, 1998), CrystalStructure (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), X-SEED (Barbour, 2001), publCIF (Westrip, 2007).

Acknowledgements

We thank the Research Office of Azarbaijan University of Tarbiat Moallem, the Heilongjiang Province Natural Science Foundation (No. B200501), the Scientific Fund for Remarkable Teachers of Heilongjiang Province (No. 1054 G036) and the University of Malaya for supporting this study.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. CrossRef CAS Google Scholar
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Janiak, C., Temizdemir, S. & Dechert, S. (2000). Inorg. Chem. Commun. 3, 271–275. Web of Science CSD CrossRef CAS Google Scholar
Rigaku Corporation (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC Inc. The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany. Google Scholar
Westrip, S. P. (2007). publCIF. In preparation. Google Scholar