Bis(dibenzyl­amine)silver(I) nitrate

The crystal structure of the title compound, [Ag(C₁₄H₁₅N)₂]NO₃, is the first reported structure of a silver complex with the dibenzyl­amine ligand. In the cation, the Ag^I atom is linearly coordinated by two N atoms from dibenzyl­amine ligands, with Ag-N distances of 2.173 (3) and 2.178 (3) Å, and an N-Ag-N angle of 168.44 (10)°.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.005 Å
• Disorder in solvent or counterion
• R factor = 0.046
• wR factor = 0.102
• Data-to-parameter ratio = 18.1

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         N1
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      20.00 Perc.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: WinGX (Farrugia, 1999).

Bis(dibenzylamine)silver(I) nitrate

Crystal data

[Ag(C14H15N)2]NO3	F(000) = 1160
Mr = 564.42	Dx = 1.433 Mg m^−3
Monoclinic, P21/c	Melting point: 408 K
Hall symbol: -P 2ybc	Mo Kα radiation, λ = 0.71073 Å
a = 12.034 (4) Å	Cell parameters from 6703 reflections
b = 18.672 (8) Å	θ = 1.8–28.7°
c = 12.218 (5) Å	µ = 0.80 mm^−1
β = 107.67 (3)°	T = 298 K
V = 2615.8 (18) Å^3	Prism, colourless
Z = 4	0.35 × 0.23 × 0.19 mm

Data collection

Nonius KappaCCD area-detector diffractometer	5979 independent reflections
Radiation source: fine-focus sealed tube	4939 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.057
φ scans, and ω scans with κ offsets	θmax = 27.5°, θmin = 2.8°
Absorption correction: multi-scan (SORTAV; Blessing, 1995)	h = −15→13
Tmin = 0.798, Tmax = 0.858	k = −24→22
21322 measured reflections	l = −12→15

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F^2 > 2σ(F^2)] = 0.046	w = 1/[σ^2(Fo^2) + (0.0346P)^2 + 1.8327P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.102	(Δ/σ)max = 0.03
S = 1.13	Δρmax = 0.51 e Å^−3
5979 reflections	Δρmin = −0.44 e Å^−3
330 parameters

Special details

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.

Weighted least-squares planes through the starred atoms (Nardelli, Musatti, Domiano & Andreetti Ric·Sci.(1965),15(II—A),807). Equation of the plane: m1*X+m2*Y+m3*Z=d

Plane 1 m1 = -0.08731(0.00150) m2 = 0.59506(0.00121) m3 = -0.79892(0.00091) D = -8.22738(0.01148) Atom d s d/s (d/s)**2 C1 * -0.0064 0.0028 - 2.282 5.206 C2 * 0.0065 0.0032 2.069 4.282 C3 * 0.0004 0.0037 0.117 0.014 C4 * -0.0093 0.0041 - 2.281 5.205 C5 * 0.0063 0.0040 1.570 2.466 C6 * 0.0034 0.0034 0.994 0.988 ============ Sum((d/s)**2) for starred atoms 18.161 Chi-squared at 95% for 3 degrees of freedom: 7.81 The group of atoms deviates significantly from planarity

Plane 2 m1 = -0.79230(0.00113) m2 = -0.52280(0.00154) m3 = -0.31455(0.00162) D = -6.87914(0.00778) Atom d s d/s (d/s)**2 C8 * -0.0008 0.0032 - 0.266 0.071 C9 * 0.0017 0.0039 0.437 0.191 C10 * -0.0002 0.0046 - 0.050 0.003 C11 * -0.0029 0.0049 - 0.586 0.343 C12 * 0.0033 0.0047 0.695 0.484 C13 * -0.0007 0.0040 - 0.183 0.034 ============ Sum((d/s)**2) for starred atoms 1.125 Chi-squared at 95% for 3 degrees of freedom: 7.81 The group of atoms does not deviate significantly from planarity

Plane 3 m1 = 0.67196(0.00110) m2 = -0.40796(0.00133) m3 = -0.61809(0.00117) D = 1.52779(0.01681) Atom d s d/s (d/s)**2 C16 * 0.0027 0.0032 0.859 0.738 C17 * -0.0022 0.0035 - 0.632 0.400 C18 * -0.0011 0.0036 - 0.288 0.083 C19 * 0.0040 0.0040 0.998 0.996 C20 * -0.0027 0.0041 - 0.648 0.420 C21 * -0.0014 0.0036 - 0.383 0.147 ============ Sum((d/s)**2) for starred atoms 2.784 Chi-squared at 95% for 3 degrees of freedom: 7.81 The group of atoms does not deviate significantly from planarity

Plane 4 m1 = -0.55485(0.00140) m2 = -0.73227(0.00112) m3 = -0.39486(0.00165) D = -11.69989(0.01459) Atom d s d/s (d/s)**2 C23 * -0.0013 0.0033 - 0.385 0.148 C24 * 0.0070 0.0034 2.065 4.263 C25 * -0.0090 0.0043 - 2.089 4.364 C26 * -0.0027 0.0045 - 0.586 0.343 C27 * 0.0130 0.0046 2.837 8.047 C28 * -0.0083 0.0041 - 2.020 4.080 ============ Sum((d/s)**2) for starred atoms 21.244 Chi-squared at 95% for 3 degrees of freedom: 7.81 The group of atoms deviates significantly from planarity

Dihedral angles formed by LSQ-planes Plane - plane angle (s.u.) angle (s.u.) 1 2 89.46 (0.12) 90.54 (0.12) 1 3 78.91 (0.10) 101.09 (0.10) 1 4 85.88 (0.12) 94.12 (0.12) 2 3 82.84 (0.10) 97.16 (0.10) 2 4 18.80 (0.11) 161.20 (0.11) 3 4 80.21 (0.10) 99.79 (0.10)

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ag	0.80738 (2)	0.143709 (13)	0.682578 (19)	0.04805 (9)
O1A	0.643 (4)	0.356 (2)	0.700 (4)	0.054 (10)*	0.073 (2)
O1B	0.6873 (5)	0.3782 (2)	0.7216 (3)	0.1041 (15)	0.927 (2)
O2	0.7399 (3)	0.28978 (15)	0.8365 (2)	0.0807 (8)
O3	0.7795 (3)	0.28998 (14)	0.6754 (2)	0.0739 (7)
N1	0.7335 (3)	0.31915 (16)	0.7425 (3)	0.0623 (8)
N2	0.8790 (2)	0.16271 (14)	0.8665 (2)	0.0444 (6)
N3	0.7339 (2)	0.10243 (15)	0.5093 (2)	0.0441 (6)
C1	0.7644 (3)	0.06150 (16)	0.9039 (2)	0.0451 (7)
C2	0.7430 (3)	0.00280 (18)	0.8323 (3)	0.0514 (7)
H2	0.8011	−0.0141	0.8031	0.073 (2)*
C3	0.6362 (4)	−0.0311 (2)	0.8035 (3)	0.0646 (9)
H3	0.6225	−0.0709	0.7555	0.073 (2)*
C4	0.5502 (3)	−0.0061 (2)	0.8456 (3)	0.0715 (11)
H4	0.4785	−0.0293	0.8272	0.073 (2)*
C5	0.5701 (3)	0.0531 (2)	0.9148 (3)	0.0681 (10)
H5	0.5109	0.0706	0.9419	0.073 (2)*
C6	0.6760 (3)	0.08694 (19)	0.9446 (3)	0.0583 (9)
H6	0.6887	0.127	0.9922	0.073 (2)*
C7	0.6131 (3)	0.07751 (17)	0.4927 (3)	0.0519 (7)
H7A	0.614	0.0367	0.5421	0.073 (2)*
H7B	0.5782	0.0625	0.4137	0.073 (2)*
C8	0.5422 (3)	0.13662 (16)	0.5208 (3)	0.0454 (7)
C9	0.5282 (3)	0.1421 (2)	0.6280 (3)	0.0601 (9)
H9	0.5595	0.1071	0.6828	0.073 (2)*
C10	0.4685 (4)	0.1986 (3)	0.6552 (4)	0.0759 (11)
H10	0.46	0.2015	0.7282	0.073 (2)*
C11	0.4215 (4)	0.2506 (2)	0.5760 (4)	0.0842 (13)
H11	0.3814	0.289	0.5947	0.073 (2)*
C12	0.4343 (4)	0.2454 (2)	0.4687 (4)	0.0808 (12)
H12	0.4021	0.2803	0.414	0.073 (2)*
C13	0.4944 (3)	0.1892 (2)	0.4412 (3)	0.0624 (9)
H13	0.503	0.1865	0.3681	0.073 (2)*
C14	0.8816 (3)	0.0981 (2)	0.9365 (3)	0.0586 (9)
H14A	0.9039	0.1113	1.0171	0.073 (2)*
H14B	0.9398	0.0651	0.9259	0.073 (2)*
C15	0.8064 (3)	0.04808 (19)	0.4736 (3)	0.0577 (8)
H15A	0.8712	0.0721	0.4576	0.073 (2)*
H15B	0.7598	0.0257	0.4029	0.073 (2)*
C16	0.8535 (3)	−0.00909 (16)	0.5616 (3)	0.0454 (7)
C17	0.9608 (3)	0.00042 (18)	0.6442 (3)	0.0518 (8)
H17	1.0017	0.0428	0.6454	0.073 (2)*
C18	1.0077 (3)	−0.05181 (19)	0.7243 (3)	0.0588 (9)
H18	1.0798	−0.0446	0.7791	0.073 (2)*
C19	0.9482 (3)	−0.11443 (19)	0.7234 (3)	0.0624 (9)
H19	0.9802	−0.1499	0.7771	0.073 (2)*
C20	0.8422 (4)	−0.12488 (18)	0.6437 (3)	0.0633 (9)
H20	0.8017	−0.1673	0.6438	0.073 (2)*
C21	0.7945 (3)	−0.07253 (18)	0.5627 (3)	0.0568 (8)
H21	0.7222	−0.0801	0.5085	0.073 (2)*
C22	0.9909 (3)	0.20242 (18)	0.9017 (3)	0.0550 (8)
H22A	1.0212	0.2028	0.9849	0.073 (2)*
H22B	0.977	0.2516	0.8758	0.073 (2)*
C23	1.0803 (3)	0.16979 (17)	0.8533 (3)	0.0482 (7)
C24	1.0822 (3)	0.18840 (17)	0.7448 (3)	0.0533 (8)
H24	1.0284	0.2214	0.7022	0.073 (2)*
C25	1.1635 (4)	0.1585 (2)	0.6982 (4)	0.0700 (10)
H25	1.1654	0.1722	0.6256	0.073 (2)*
C26	1.2416 (3)	0.1083 (2)	0.7608 (5)	0.0782 (12)
H26	1.2961	0.0878	0.7303	0.073 (2)*
C27	1.2386 (3)	0.0889 (2)	0.8669 (5)	0.0838 (14)
H27	1.2901	0.0543	0.9079	0.073 (2)*
C28	1.1599 (3)	0.1200 (2)	0.9146 (4)	0.0673 (10)
H28	1.1606	0.1074	0.9884	0.073 (2)*
H29	0.729 (3)	0.1354 (19)	0.469 (3)	0.056 (11)*
H30	0.832 (3)	0.192 (2)	0.875 (3)	0.068 (12)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag	0.05258 (15)	0.05351 (16)	0.03582 (13)	−0.00466 (11)	0.01007 (10)	−0.00153 (10)
O1B	0.152 (4)	0.065 (3)	0.073 (2)	0.052 (3)	0.001 (3)	−0.009 (2)
O2	0.126 (2)	0.0577 (16)	0.0675 (18)	0.0244 (16)	0.0433 (17)	0.0010 (14)
O3	0.108 (2)	0.0571 (16)	0.0614 (16)	0.0176 (14)	0.0335 (15)	0.0028 (12)
N1	0.074 (2)	0.0469 (17)	0.0557 (18)	0.0123 (14)	0.0051 (15)	−0.0088 (15)
N2	0.0537 (15)	0.0369 (14)	0.0414 (14)	−0.0062 (12)	0.0125 (12)	−0.0032 (11)
N3	0.0593 (16)	0.0388 (14)	0.0337 (13)	0.0045 (12)	0.0134 (11)	0.0035 (11)
C1	0.0576 (17)	0.0472 (17)	0.0286 (14)	−0.0083 (14)	0.0105 (13)	0.0056 (13)
C2	0.0638 (19)	0.0489 (18)	0.0419 (17)	0.0015 (16)	0.0169 (15)	0.0036 (14)
C3	0.083 (3)	0.052 (2)	0.051 (2)	−0.0160 (19)	0.0090 (18)	0.0016 (16)
C4	0.064 (2)	0.084 (3)	0.062 (2)	−0.025 (2)	0.0131 (19)	0.018 (2)
C5	0.065 (2)	0.089 (3)	0.061 (2)	−0.002 (2)	0.0343 (19)	0.013 (2)
C6	0.081 (2)	0.058 (2)	0.0430 (18)	−0.0055 (18)	0.0298 (17)	−0.0028 (15)
C7	0.0568 (18)	0.0471 (18)	0.0442 (17)	−0.0002 (14)	0.0037 (14)	−0.0052 (14)
C8	0.0468 (16)	0.0445 (17)	0.0404 (16)	−0.0031 (13)	0.0065 (13)	0.0012 (13)
C9	0.066 (2)	0.067 (2)	0.0457 (18)	−0.0020 (18)	0.0148 (16)	0.0054 (17)
C10	0.082 (3)	0.092 (3)	0.062 (2)	−0.003 (2)	0.035 (2)	−0.012 (2)
C11	0.085 (3)	0.071 (3)	0.107 (4)	0.016 (2)	0.044 (3)	−0.009 (3)
C12	0.088 (3)	0.069 (3)	0.086 (3)	0.026 (2)	0.028 (2)	0.022 (2)
C13	0.070 (2)	0.067 (2)	0.050 (2)	0.0121 (18)	0.0176 (17)	0.0116 (17)
C14	0.062 (2)	0.065 (2)	0.0402 (17)	−0.0167 (17)	0.0033 (15)	0.0105 (16)
C15	0.077 (2)	0.057 (2)	0.0438 (18)	0.0135 (17)	0.0258 (16)	0.0018 (15)
C16	0.0586 (18)	0.0413 (16)	0.0405 (16)	0.0087 (14)	0.0212 (14)	−0.0052 (13)
C17	0.0548 (18)	0.0433 (17)	0.061 (2)	0.0004 (14)	0.0233 (16)	−0.0058 (15)
C18	0.0555 (19)	0.056 (2)	0.057 (2)	0.0077 (16)	0.0063 (16)	−0.0077 (17)
C19	0.079 (2)	0.0434 (19)	0.060 (2)	0.0163 (17)	0.0125 (18)	0.0015 (17)
C20	0.083 (3)	0.0304 (16)	0.075 (2)	−0.0011 (16)	0.022 (2)	−0.0071 (16)
C21	0.0613 (19)	0.0465 (19)	0.057 (2)	0.0009 (15)	0.0096 (16)	−0.0167 (16)
C22	0.063 (2)	0.0497 (19)	0.0493 (18)	−0.0183 (15)	0.0126 (15)	−0.0134 (15)
C23	0.0506 (17)	0.0397 (16)	0.0488 (18)	−0.0156 (13)	0.0067 (14)	−0.0034 (14)
C24	0.0610 (19)	0.0382 (17)	0.058 (2)	−0.0070 (14)	0.0132 (16)	−0.0009 (14)
C25	0.079 (3)	0.065 (2)	0.070 (3)	−0.016 (2)	0.029 (2)	−0.012 (2)
C26	0.053 (2)	0.063 (3)	0.116 (4)	−0.0077 (19)	0.022 (2)	−0.019 (3)
C27	0.047 (2)	0.063 (3)	0.125 (4)	0.0008 (18)	0.001 (2)	0.018 (3)
C28	0.0495 (19)	0.068 (2)	0.072 (2)	−0.0092 (17)	0.0002 (17)	0.019 (2)

Geometric parameters (Å, º)

Ag—N3	2.173 (3)	C11—H11	0.93
Ag—N2	2.178 (3)	C12—C13	1.374 (5)
O1A—N1	1.26 (5)	C12—H12	0.93
O1B—N1	1.225 (5)	C13—H13	0.93
O2—N1	1.254 (4)	C14—H14A	0.97
O3—N1	1.245 (4)	C14—H14B	0.97
N2—C14	1.474 (4)	C15—C16	1.499 (4)
N2—C22	1.481 (4)	C15—H15A	0.97
N2—H30	0.81 (4)	C15—H15B	0.97
N3—C7	1.481 (4)	C16—C21	1.383 (5)
N3—C15	1.488 (4)	C16—C17	1.388 (4)
N3—H29	0.78 (4)	C17—C18	1.376 (5)
C1—C2	1.377 (4)	C17—H17	0.93
C1—C6	1.388 (5)	C18—C19	1.369 (5)
C1—C14	1.508 (4)	C18—H18	0.93
C2—C3	1.380 (5)	C19—C20	1.364 (5)
C2—H2	0.93	C19—H19	0.93
C3—C4	1.369 (6)	C20—C21	1.386 (5)
C3—H3	0.93	C20—H20	0.93
C4—C5	1.369 (6)	C21—H21	0.93
C4—H4	0.93	C22—C23	1.505 (5)
C5—C6	1.369 (5)	C22—H22A	0.97
C5—H5	0.93	C22—H22B	0.97
C6—H6	0.93	C23—C24	1.377 (4)
C7—C8	1.497 (4)	C23—C28	1.381 (5)
C7—H7A	0.97	C24—C25	1.390 (5)
C7—H7B	0.97	C24—H24	0.93
C8—C9	1.374 (5)	C25—C26	1.382 (6)
C8—C13	1.378 (5)	C25—H25	0.93
C9—C10	1.372 (5)	C26—C27	1.356 (7)
C9—H9	0.93	C26—H26	0.93
C10—C11	1.367 (6)	C27—C28	1.382 (6)
C10—H10	0.93	C27—H27	0.93
C11—C12	1.369 (6)	C28—H28	0.93
N3—Ag—N2	168.44 (10)	C12—C13—C8	120.6 (4)
O1A—N1—O3	118 (2)	C12—C13—H13	119.7
O1B—N1—O3	121.3 (4)	C8—C13—H13	119.7
O1A—N1—O2	115 (2)	N2—C14—C1	111.3 (3)
O1B—N1—O2	118.8 (3)	N2—C14—H14A	109.4
O3—N1—O2	119.7 (3)	C1—C14—H14A	109.4
C14—N2—C22	112.6 (3)	N2—C14—H14B	109.4
C14—N2—Ag	113.4 (2)	C1—C14—H14B	109.4
C22—N2—Ag	114.9 (2)	H14A—C14—H14B	108
C14—N2—H30	112 (3)	N3—C15—C16	113.8 (2)
C22—N2—H30	103 (3)	N3—C15—H15A	108.8
Ag—N2—H30	100 (3)	C16—C15—H15A	108.8
C7—N3—C15	112.6 (3)	N3—C15—H15B	108.8
C7—N3—Ag	109.69 (18)	C16—C15—H15B	108.8
C15—N3—Ag	115.2 (2)	H15A—C15—H15B	107.7
C7—N3—H29	106 (3)	C21—C16—C17	118.0 (3)
C15—N3—H29	107 (3)	C21—C16—C15	122.2 (3)
Ag—N3—H29	105 (3)	C17—C16—C15	119.8 (3)
C2—C1—C6	119.0 (3)	C18—C17—C16	121.1 (3)
C2—C1—C14	120.5 (3)	C18—C17—H17	119.4
C6—C1—C14	120.5 (3)	C16—C17—H17	119.4
C1—C2—C3	120.5 (3)	C19—C18—C17	119.9 (3)
C1—C2—H2	119.8	C19—C18—H18	120
C3—C2—H2	119.8	C17—C18—H18	120
C4—C3—C2	120.0 (4)	C20—C19—C18	120.1 (3)
C4—C3—H3	120	C20—C19—H19	119.9
C2—C3—H3	120	C18—C19—H19	119.9
C5—C4—C3	119.9 (3)	C19—C20—C21	120.2 (3)
C5—C4—H4	120.1	C19—C20—H20	119.9
C3—C4—H4	120.1	C21—C20—H20	119.9
C6—C5—C4	120.7 (3)	C16—C21—C20	120.6 (3)
C6—C5—H5	119.7	C16—C21—H21	119.7
C4—C5—H5	119.7	C20—C21—H21	119.7
C5—C6—C1	120.0 (3)	N2—C22—C23	112.2 (3)
C5—C6—H6	120	N2—C22—H22A	109.2
C1—C6—H6	120	C23—C22—H22A	109.2
N3—C7—C8	109.9 (3)	N2—C22—H22B	109.2
N3—C7—H7A	109.7	C23—C22—H22B	109.2
C8—C7—H7A	109.7	H22A—C22—H22B	107.9
N3—C7—H7B	109.7	C24—C23—C28	118.7 (3)
C8—C7—H7B	109.7	C24—C23—C22	119.9 (3)
H7A—C7—H7B	108.2	C28—C23—C22	121.3 (3)
C9—C8—C13	118.3 (3)	C23—C24—C25	120.8 (4)
C9—C8—C7	121.1 (3)	C23—C24—H24	119.6
C13—C8—C7	120.5 (3)	C25—C24—H24	119.6
C10—C9—C8	120.9 (4)	C26—C25—C24	119.4 (4)
C10—C9—H9	119.6	C26—C25—H25	120.3
C8—C9—H9	119.6	C24—C25—H25	120.3
C11—C10—C9	120.6 (4)	C27—C26—C25	119.9 (4)
C11—C10—H10	119.7	C27—C26—H26	120
C9—C10—H10	119.7	C25—C26—H26	120
C10—C11—C12	119.0 (4)	C26—C27—C28	120.7 (4)
C10—C11—H11	120.5	C26—C27—H27	119.6
C12—C11—H11	120.5	C28—C27—H27	119.6
C11—C12—C13	120.6 (4)	C23—C28—C27	120.4 (4)
C11—C12—H12	119.7	C23—C28—H28	119.8
C13—C12—H12	119.7	C27—C28—H28	119.8
N3—Ag—N2—C14	−3.1 (7)	C2—C1—C14—N2	99.4 (4)
N3—Ag—N2—C22	128.4 (5)	C6—C1—C14—N2	−79.9 (4)
N2—Ag—N3—C7	67.2 (6)	C7—N3—C15—C16	−80.5 (4)
N2—Ag—N3—C15	−61.1 (6)	Ag—N3—C15—C16	46.3 (4)
C6—C1—C2—C3	−1.4 (5)	N3—C15—C16—C21	91.3 (4)
C14—C1—C2—C3	179.3 (3)	N3—C15—C16—C17	−89.9 (4)
C1—C2—C3—C4	0.4 (5)	C21—C16—C17—C18	0.5 (4)
C2—C3—C4—C5	0.9 (6)	C15—C16—C17—C18	−178.3 (3)
C3—C4—C5—C6	−1.4 (6)	C16—C17—C18—C19	−0.1 (5)
C4—C5—C6—C1	0.5 (6)	C17—C18—C19—C20	−0.5 (5)
C2—C1—C6—C5	0.9 (5)	C18—C19—C20—C21	0.6 (6)
C14—C1—C6—C5	−179.7 (3)	C17—C16—C21—C20	−0.4 (5)
C15—N3—C7—C8	−175.3 (3)	C15—C16—C21—C20	178.4 (3)
Ag—N3—C7—C8	55.0 (3)	C19—C20—C21—C16	−0.2 (5)
N3—C7—C8—C9	−95.0 (4)	C14—N2—C22—C23	80.5 (4)
N3—C7—C8—C13	81.6 (4)	Ag—N2—C22—C23	−51.3 (3)
C13—C8—C9—C10	−0.2 (5)	N2—C22—C23—C24	85.5 (4)
C7—C8—C9—C10	176.4 (3)	N2—C22—C23—C28	−93.2 (4)
C8—C9—C10—C11	0.1 (6)	C28—C23—C24—C25	−0.8 (5)
C9—C10—C11—C12	0.3 (7)	C22—C23—C24—C25	−179.5 (3)
C10—C11—C12—C13	−0.6 (7)	C23—C24—C25—C26	1.5 (5)
C11—C12—C13—C8	0.5 (7)	C24—C25—C26—C27	−0.3 (6)
C9—C8—C13—C12	−0.1 (5)	C25—C26—C27—C28	−1.5 (6)
C7—C8—C13—C12	−176.7 (4)	C24—C23—C28—C27	−1.0 (5)
C22—N2—C14—C1	176.3 (3)	C22—C23—C28—C27	177.7 (3)
Ag—N2—C14—C1	−51.1 (3)	C26—C27—C28—C23	2.1 (6)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H29···O2^i	0.78 (4)	2.17 (4)	2.933 (4)	166 (4)
N2—H30···O2	0.81 (4)	2.12 (4)	2.863 (4)	153 (3)
C4—H4···O1B^ii	0.93	2.57	3.475 (7)	165

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