Bis[(4-methyl­phen­yl)di­phenyl­phosphine-κP](nitrito-κ2O,O′)silver(I)

Potgieter, K.; Malan, F.P.; Alimi, O.A.; Meijboom, R.

doi:10.1107/S2414314622007714

metal-organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 7| Part 8| August 2022| x220771

https://doi.org/10.1107/S2414314622007714

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Bis[(4-methylphenyl)diphenylphosphine-κP](nitrito-κ²O,O′)silver(I)

Kariska Potgieter,^a Frederick P. Malan,^b Oyekunle Azeez Alimi ^a and Reinout Meijboom ^a ^*

^aDepartment of Chemical Sciences, University of Johannesburg, PO Box 524, Auckland Park, 2006, Johannesburg, South Africa, and ^bDepartment of Chemistry, University of Pretoria, Lynnwood Road, Hatfield, Pretoria, 0002, South Africa
^*Correspondence e-mail: rmeijboom@uj.ac.za

Edited by E. R. T. Tiekink, Sunway University, Malaysia (Received 29 July 2022; accepted 1 August 2022; online 12 August 2022)

The title Ag^I complex, [Ag(NO₂)(C₁₉H₁₇P)₂], reveals a distorted pseudo-trigonal–planar shape around the Ag^I atom geometry resulting from the coordination of two phosphine ligands, as well as a nitrito-O,O′ ligand coordinating to the silver(I) atom through the oxygen atoms; in this description, the two oxygen atoms are assumed to occupy one position, forming an acute O—Ag—O angle of 51.44 (9)°. The plane resulting from the NO₂ coordination to Ag is nearly perpendicular to the plane from the coordination of the phosphine-P atoms to Ag [dihedral angle = 86.43 (9)°].

Keywords: silver(I) complex; diphenyl-p-tolylphosphine; nitrite; crystal structure.

CCDC reference: 2193913

Structure description

The molecular structure of the title compound is shown in Fig. 1. The complex crystallizes in the monoclinic space group P2₁/c with Z = 4. The asymmetric unit contains one complete silver complex molecule, featuring an Ag^I atom, two diphenyl-p-tolylphosphine ligands, and one NO₂ coordinating in a bidentate fashion. Near-identical Ag—P bond lengths are observed [Ag1—P1 = 2.4209 (7) Å and Ag1—P2 = 2.4251 (8) Å]. The nitrito ligand is similarly coordinating in a near symmetric fashion (Ag1—O1 = 2.422 (2), Ag1—O2 = 2.415 (2), N1—O1 = 1.253 (4) and N1–O2 = 1.255 (4) Å). As seen in Fig. 1, the four-coordinate silver(I) atom essentially exhibits a pseudo trigonal–planar shape with the three coordinating ligands, with bond angles P1—Ag1—P2 [129.51 (3)°], P1—Ag1—O1 [116.23 (7)°], P1—Ag1—O2 [111.09 (7)°], P2—Ag1—O1 [110.79 (7)°], P2—Ag1—O2 [111.96 (7)°], and O1—Ag1—O2 [51.44 (9)°]; in this description, the two oxygen atoms are assumed to occupy one position. The plane Pl1 defined by Ag1, O1, O2 and N1 crosses the plane Pl2 defined by P1, P2 and Ag1 at an angle of 86.43 (9)°. The ipso-carbon atoms of each of the phosphine ligands overlap in a near-eclipsed fashion when viewed down the P1—Ag1—P2 plane Pl2. Corresponding torsion angles are Ag1—P1—C1—C2 = −23.4 (3)°, Ag1—P1—C7—C8 = −51.9 (3)°, Ag1—P1—C13—C14 = 147.8 (3)°, Ag1—P2—C20—C21 = −29.0 (3)°, Ag1—P2—C26—C27 = 133.3 (3) and Ag1—P2—C32—C33 = 132.3 (3)°. The complex packs in three dimensions as layers of molecules, leaving thin corrugated channels in between the inorganic layers when viewed along the a axis (Fig. 2).

Figure 1
Perspective view of the molecular structure of the title compound showing displacement ellipsoids at the 50% probability level. Hydrogen atoms are omitted for clarity.

Figure 2
Packing diagrams as viewed along the (a) a and (b) c axes. Hydrogen atoms are omitted for clarity.

Synthesis and crystallization

Diphenyl-p-tolylphosphine (1 mmol) was dissolved in acetonitrile (10 ml). Silver nitrite (1 mmol) was dissolved in acetonitrile (5 ml). The diphenyl-p-tolylphosphine solution (10 ml) was added to the silver nitrite solution (5 ml), to give a 2:1 molar ratio reaction. The mixture was heated under reflux for 2 h after which the solution was left to crystallize.

Refinement

For full experimental details including crystal data, data collection and structure refinement details, refer to Table 1.

Table 1
Experimental details

Crystal data
Chemical formula	[Ag(NO₂)(C₁₉H₁₇P)₂]
M_r	706.47
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	150
a, b, c (Å)	11.8709 (2), 18.6292 (2), 15.4003 (2)
β (°)	103.055 (1)
V (Å³)	3317.68 (8)
Z	4
Radiation type	Cu Kα
μ (mm⁻¹)	6.05
Crystal size (mm)	0.24 × 0.13 × 0.10

Data collection
Diffractometer	XtaLAB Synergy R, DW system, HyPix
Absorption correction	Multi-scan (CrysAlis PRO; Rigaku OD, 2022 $[Rigaku OD (2022). CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, England.]$ )
T_min, T_max	0.188, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections	41716, 7030, 6535
R_int	0.049
(sin θ/λ)_max (Å⁻¹)	0.637

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.040, 0.104, 1.07
No. of reflections	7030
No. of parameters	399
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.68, −0.82
Computer programs: CrysAlis PRO (Rigaku OD, 2022 $[Rigaku OD (2022). CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, England.]$ ), SHELXT (Sheldrick, 2015b ), SHELXL (Sheldrick, 2015a ), and OLEX2 (Dolomanov et al., 2009 ).

Structural data

CCDC reference: 2193913

Crystal structure: contains datablock I. DOI: https://doi.org/10.1107/S2414314622007714/tk4082sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314622007714/tk4082Isup2.hkl

Supporting information file. DOI: https://doi.org/10.1107/S2414314622007714/tk4082Isup3.cdx

checkCIF report

Computing details top

Data collection: CrysAlis PRO (Rigaku OD, 2022); cell refinement: CrysAlis PRO (Rigaku OD, 2022); data reduction: CrysAlis PRO (Rigaku OD, 2022); program(s) used to solve structure: ShelXT (Sheldrick, 2015b); program(s) used to refine structure: SHELXL (Sheldrick, 2015a); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

Bis[(4-methylphenyl)diphenylphosphine-κP](nitrito-κ²O,O')silver(I) top

Crystal data top

[Ag(NO₂)(C₁₉H₁₇P)₂]	F(000) = 1448
M_r = 706.47	D_x = 1.414 Mg m⁻³
Monoclinic, P2₁/c	Cu Kα radiation, λ = 1.54184 Å
a = 11.8709 (2) Å	Cell parameters from 29792 reflections
b = 18.6292 (2) Å	θ = 3.8–78.9°
c = 15.4003 (2) Å	µ = 6.05 mm⁻¹
β = 103.055 (1)°	T = 150 K
V = 3317.68 (8) Å³	Block, colourless
Z = 4	0.24 × 0.13 × 0.10 mm

Data collection top

XtaLAB Synergy R, DW system, HyPix diffractometer	7030 independent reflections
Radiation source: Rotating-anode X-ray tube, Rigaku (Cu) X-ray Source	6535 reflections with I > 2σ(I)
Mirror monochromator	R_int = 0.049
Detector resolution: 10.0000 pixels mm^-1	θ_max = 79.2°, θ_min = 3.8°
ω scans	h = −14→15
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2022)	k = −23→23
T_min = 0.188, T_max = 1.000	l = −18→19
41716 measured reflections

Refinement top

Refinement on F²	Primary atom site location: dual
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.040	H-atom parameters constrained
wR(F²) = 0.104	w = 1/[σ²(F_o²) + (0.0425P)² + 5.6399P] where P = (F_o² + 2F_c²)/3
S = 1.07	(Δ/σ)_max = 0.002
7030 reflections	Δρ_max = 0.68 e Å⁻³
399 parameters	Δρ_min = −0.82 e Å⁻³
0 restraints

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. All H atoms were placed in geometrically idealized positions and constrained to ride on their parent atoms.

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

	x	y	z	U_iso*/U_eq
Ag1	0.33615 (2)	0.79867 (2)	0.56752 (2)	0.03178 (8)
P1	0.52794 (6)	0.74875 (4)	0.61894 (5)	0.02991 (16)
P2	0.14991 (6)	0.73885 (4)	0.53633 (6)	0.03298 (17)
O1	0.3244 (2)	0.91204 (13)	0.48903 (17)	0.0459 (6)
O2	0.3250 (2)	0.91839 (14)	0.62523 (18)	0.0506 (6)
N1	0.3202 (3)	0.95191 (15)	0.5538 (2)	0.0492 (8)
C7	0.5331 (3)	0.69367 (17)	0.7177 (2)	0.0325 (6)
C1	0.6466 (3)	0.81224 (16)	0.6530 (2)	0.0321 (6)
C25	−0.0805 (3)	0.77034 (18)	0.4467 (2)	0.0380 (7)
H25	−0.0857	0.7224	0.4253	0.046*
C20	0.0223 (3)	0.79524 (16)	0.5000 (2)	0.0334 (6)
C26	0.1234 (3)	0.69196 (16)	0.6342 (2)	0.0355 (7)
C13	0.5720 (3)	0.68644 (16)	0.5419 (2)	0.0337 (6)
C6	0.7500 (3)	0.79432 (18)	0.7117 (2)	0.0385 (7)
H6	0.7610	0.7473	0.7360	0.046*
C24	−0.1757 (3)	0.8154 (2)	0.4248 (2)	0.0443 (8)
H24	−0.2462	0.7980	0.3888	0.053*
C32	0.1398 (3)	0.66934 (17)	0.4515 (2)	0.0360 (7)
C2	0.6317 (3)	0.88145 (17)	0.6186 (2)	0.0352 (7)
H2	0.5610	0.8943	0.5790	0.042*
C8	0.4942 (3)	0.7238 (2)	0.7887 (2)	0.0413 (7)
H8	0.4726	0.7729	0.7870	0.050*
C37	0.1822 (3)	0.68542 (19)	0.3764 (2)	0.0425 (8)
H37	0.2095	0.7325	0.3690	0.051*
C31	0.2138 (3)	0.65361 (19)	0.6870 (3)	0.0456 (8)
H31	0.2859	0.6510	0.6702	0.055*
C5	0.8371 (3)	0.8450 (2)	0.7349 (3)	0.0461 (8)
H5	0.9076	0.8326	0.7750	0.055*
C18	0.4881 (3)	0.64259 (19)	0.4912 (3)	0.0440 (8)
H18	0.4096	0.6485	0.4941	0.053*
C10	0.5184 (3)	0.6103 (2)	0.8646 (2)	0.0459 (8)
H10	0.5119	0.5816	0.9143	0.055*
C12	0.5662 (3)	0.62220 (17)	0.7224 (2)	0.0374 (7)
H12	0.5942	0.6014	0.6750	0.045*
C14	0.6851 (3)	0.6784 (2)	0.5339 (3)	0.0474 (8)
H14	0.7437	0.7089	0.5665	0.057*
C11	0.5589 (3)	0.5806 (2)	0.7959 (2)	0.0447 (8)
H11	0.5819	0.5317	0.7985	0.054*
C4	0.8218 (3)	0.9132 (2)	0.7003 (2)	0.0453 (8)
H4	0.8817	0.9478	0.7167	0.054*
C3	0.7192 (3)	0.93168 (19)	0.6415 (2)	0.0445 (8)
H3	0.7090	0.9787	0.6171	0.053*
C23	−0.1685 (3)	0.8854 (2)	0.4552 (3)	0.0457 (8)
H23	−0.2335	0.9164	0.4398	0.055*
C21	0.0295 (3)	0.86579 (18)	0.5299 (3)	0.0447 (8)
H21	0.1000	0.8837	0.5653	0.054*
C27	0.0206 (3)	0.6970 (2)	0.6615 (3)	0.0491 (9)
H27	−0.0422	0.7235	0.6271	0.059*
C29	0.0976 (4)	0.6233 (2)	0.7899 (3)	0.0515 (9)
H29	0.0878	0.5992	0.8421	0.062*
C35	0.1463 (3)	0.5644 (2)	0.3217 (3)	0.0482 (8)
C9	0.4873 (3)	0.6817 (2)	0.8616 (2)	0.0492 (9)
H9	0.4609	0.7023	0.9098	0.059*
C22	−0.0663 (3)	0.9098 (2)	0.5080 (3)	0.0518 (9)
H22	−0.0615	0.9577	0.5297	0.062*
C36	0.1850 (3)	0.6340 (2)	0.3126 (3)	0.0465 (8)
H36	0.2137	0.6462	0.2617	0.056*
C30	0.2004 (3)	0.6192 (2)	0.7633 (3)	0.0520 (9)
H30	0.2628	0.5924	0.7978	0.062*
C17	0.5172 (4)	0.5902 (2)	0.4363 (3)	0.0523 (9)
H17	0.4585	0.5601	0.4028	0.063*
C33	0.0991 (3)	0.60034 (19)	0.4599 (3)	0.0488 (9)
H33	0.0689	0.5882	0.5101	0.059*
C15	0.7132 (4)	0.6261 (2)	0.4787 (3)	0.0580 (11)
H15	0.7914	0.6210	0.4744	0.070*
C16	0.6305 (4)	0.5809 (2)	0.4296 (3)	0.0542 (10)
C28	0.0095 (4)	0.6631 (2)	0.7393 (3)	0.0579 (10)
H28	−0.0611	0.6676	0.7581	0.069*
C34	0.1023 (4)	0.5492 (2)	0.3954 (3)	0.0568 (10)
H34	0.0735	0.5025	0.4019	0.068*
C38	0.1539 (4)	0.5072 (3)	0.2557 (3)	0.0684 (12)
H38A	0.0815	0.5056	0.2100	0.103*
H38B	0.1668	0.4607	0.2860	0.103*
H38C	0.2183	0.5177	0.2275	0.103*
C19	0.6634 (5)	0.5233 (3)	0.3706 (4)	0.0806 (16)
H19A	0.6400	0.4763	0.3889	0.121*
H19B	0.7473	0.5239	0.3763	0.121*
H19C	0.6242	0.5325	0.3085	0.121*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.02537 (12)	0.02500 (12)	0.04510 (14)	−0.00004 (7)	0.00826 (9)	0.00223 (8)
P1	0.0263 (3)	0.0251 (3)	0.0388 (4)	0.0012 (3)	0.0084 (3)	0.0051 (3)
P2	0.0250 (3)	0.0251 (4)	0.0489 (5)	−0.0007 (3)	0.0084 (3)	0.0014 (3)
O1	0.0571 (15)	0.0328 (12)	0.0506 (14)	0.0036 (11)	0.0179 (12)	0.0019 (10)
O2	0.0616 (16)	0.0403 (14)	0.0527 (15)	−0.0017 (12)	0.0191 (12)	−0.0120 (12)
N1	0.0524 (18)	0.0248 (14)	0.071 (2)	0.0032 (12)	0.0154 (15)	−0.0042 (14)
C7	0.0261 (14)	0.0343 (16)	0.0376 (16)	−0.0021 (11)	0.0080 (12)	0.0028 (12)
C1	0.0288 (14)	0.0299 (15)	0.0390 (16)	0.0013 (12)	0.0104 (12)	0.0028 (12)
C25	0.0315 (16)	0.0320 (16)	0.0496 (19)	0.0001 (12)	0.0075 (13)	−0.0020 (14)
C20	0.0252 (14)	0.0295 (15)	0.0462 (17)	−0.0008 (11)	0.0098 (12)	0.0019 (12)
C26	0.0319 (15)	0.0267 (14)	0.0482 (18)	−0.0009 (12)	0.0097 (13)	−0.0024 (13)
C13	0.0364 (16)	0.0284 (14)	0.0373 (16)	0.0020 (12)	0.0105 (13)	0.0086 (12)
C6	0.0302 (16)	0.0354 (17)	0.0488 (19)	0.0031 (12)	0.0064 (13)	0.0082 (14)
C24	0.0332 (17)	0.051 (2)	0.0455 (19)	0.0061 (15)	0.0027 (14)	0.0003 (16)
C32	0.0291 (15)	0.0294 (15)	0.0499 (18)	0.0013 (12)	0.0094 (13)	0.0004 (13)
C2	0.0336 (16)	0.0323 (15)	0.0381 (16)	0.0010 (12)	0.0049 (12)	0.0034 (12)
C8	0.0414 (18)	0.0389 (17)	0.0440 (18)	−0.0020 (14)	0.0107 (14)	−0.0029 (14)
C37	0.0407 (18)	0.0345 (17)	0.052 (2)	−0.0064 (14)	0.0102 (15)	0.0017 (15)
C31	0.0332 (17)	0.0369 (17)	0.068 (2)	−0.0016 (14)	0.0136 (16)	0.0122 (16)
C5	0.0319 (16)	0.053 (2)	0.051 (2)	−0.0049 (15)	0.0037 (14)	0.0041 (16)
C18	0.0378 (18)	0.0388 (18)	0.056 (2)	0.0015 (14)	0.0121 (15)	−0.0036 (15)
C10	0.0444 (19)	0.054 (2)	0.0378 (18)	−0.0127 (16)	0.0067 (14)	0.0094 (15)
C12	0.0369 (16)	0.0339 (16)	0.0428 (17)	0.0064 (13)	0.0119 (13)	0.0091 (13)
C14	0.0400 (19)	0.046 (2)	0.063 (2)	−0.0086 (15)	0.0252 (17)	−0.0084 (17)
C11	0.0467 (19)	0.0419 (19)	0.0436 (19)	−0.0007 (15)	0.0064 (15)	0.0128 (15)
C4	0.0398 (18)	0.0428 (19)	0.053 (2)	−0.0134 (15)	0.0101 (15)	−0.0008 (16)
C3	0.0465 (19)	0.0351 (17)	0.050 (2)	−0.0054 (14)	0.0082 (15)	0.0064 (15)
C23	0.0373 (18)	0.0406 (18)	0.059 (2)	0.0137 (14)	0.0114 (15)	0.0070 (16)
C21	0.0310 (16)	0.0308 (16)	0.071 (2)	−0.0017 (13)	0.0083 (15)	−0.0048 (15)
C27	0.0391 (19)	0.050 (2)	0.062 (2)	0.0066 (16)	0.0194 (17)	0.0084 (17)
C29	0.068 (3)	0.0368 (18)	0.054 (2)	−0.0029 (17)	0.0217 (19)	0.0043 (16)
C35	0.0433 (19)	0.0421 (19)	0.061 (2)	0.0021 (15)	0.0152 (17)	−0.0068 (17)
C9	0.049 (2)	0.064 (2)	0.0366 (18)	−0.0079 (18)	0.0137 (15)	−0.0050 (16)
C22	0.044 (2)	0.0314 (17)	0.081 (3)	0.0053 (15)	0.0172 (19)	−0.0036 (17)
C36	0.0430 (19)	0.052 (2)	0.048 (2)	−0.0034 (16)	0.0178 (16)	0.0013 (16)
C30	0.047 (2)	0.0399 (19)	0.067 (2)	−0.0023 (16)	0.0076 (18)	0.0153 (17)
C17	0.056 (2)	0.046 (2)	0.057 (2)	−0.0090 (17)	0.0154 (18)	−0.0139 (17)
C33	0.058 (2)	0.0320 (17)	0.062 (2)	−0.0083 (16)	0.0264 (18)	−0.0040 (16)
C15	0.052 (2)	0.056 (2)	0.078 (3)	−0.0100 (19)	0.040 (2)	−0.016 (2)
C16	0.069 (3)	0.044 (2)	0.059 (2)	−0.0045 (19)	0.033 (2)	−0.0089 (17)
C28	0.057 (2)	0.056 (2)	0.071 (3)	0.0122 (19)	0.036 (2)	0.012 (2)
C34	0.069 (3)	0.0321 (18)	0.076 (3)	−0.0061 (17)	0.032 (2)	−0.0040 (18)
C38	0.071 (3)	0.065 (3)	0.076 (3)	0.001 (2)	0.030 (2)	−0.014 (2)
C19	0.094 (4)	0.072 (3)	0.090 (4)	−0.013 (3)	0.051 (3)	−0.037 (3)

Geometric parameters (Å, º) top

Ag1—P1	2.4209 (7)	C32—C37	1.395 (5)
Ag1—P2	2.4251 (8)	C32—C33	1.390 (5)
Ag1—O1	2.422 (2)	C2—C3	1.383 (5)
Ag1—O2	2.415 (2)	C8—C9	1.386 (5)
P1—C7	1.825 (3)	C37—C36	1.377 (5)
P1—C1	1.823 (3)	C31—C30	1.380 (5)
P1—C13	1.820 (3)	C5—C4	1.373 (5)
P2—C20	1.824 (3)	C18—C17	1.385 (5)
P2—C26	1.830 (3)	C10—C11	1.373 (5)
P2—C32	1.824 (3)	C10—C9	1.380 (6)
O1—N1	1.253 (4)	C12—C11	1.389 (5)
O2—N1	1.255 (4)	C14—C15	1.382 (5)
C7—C8	1.396 (5)	C4—C3	1.387 (5)
C7—C12	1.386 (4)	C23—C22	1.377 (5)
C1—C6	1.391 (4)	C21—C22	1.380 (5)
C1—C2	1.390 (4)	C27—C28	1.386 (6)
C25—C20	1.388 (4)	C29—C30	1.374 (6)
C25—C24	1.387 (5)	C29—C28	1.374 (6)
C20—C21	1.389 (4)	C35—C36	1.394 (5)
C26—C31	1.388 (5)	C35—C34	1.381 (6)
C26—C27	1.381 (5)	C35—C38	1.489 (6)
C13—C18	1.384 (5)	C17—C16	1.383 (6)
C13—C14	1.384 (5)	C33—C34	1.383 (5)
C6—C5	1.386 (5)	C15—C16	1.381 (6)
C24—C23	1.381 (5)	C16—C19	1.513 (6)

P1—Ag1—P2	129.51 (3)	C5—C6—C1	120.1 (3)
P1—Ag1—O1	116.23 (7)	C23—C24—C25	120.3 (3)
O1—Ag1—P2	110.79 (7)	C37—C32—P2	117.7 (2)
O2—Ag1—P1	111.09 (7)	C33—C32—P2	123.9 (3)
O2—Ag1—P2	111.96 (7)	C33—C32—C37	118.3 (3)
O2—Ag1—O1	51.44 (9)	C3—C2—C1	120.4 (3)
C7—P1—Ag1	109.92 (10)	C9—C8—C7	119.8 (3)
C1—P1—Ag1	116.95 (10)	C36—C37—C32	120.9 (3)
C1—P1—C7	104.28 (14)	C30—C31—C26	121.0 (3)
C13—P1—Ag1	114.79 (11)	C4—C5—C6	120.3 (3)
C13—P1—C7	103.00 (14)	C13—C18—C17	120.9 (3)
C13—P1—C1	106.52 (14)	C11—C10—C9	119.9 (3)
C20—P2—Ag1	116.91 (10)	C7—C12—C11	120.6 (3)
C20—P2—C26	104.02 (15)	C15—C14—C13	120.3 (4)
C26—P2—Ag1	112.02 (11)	C10—C11—C12	120.1 (3)
C32—P2—Ag1	112.17 (10)	C5—C4—C3	120.2 (3)
C32—P2—C20	105.88 (15)	C2—C3—C4	119.8 (3)
C32—P2—C26	104.80 (15)	C22—C23—C24	119.4 (3)
N1—O1—Ag1	97.3 (2)	C22—C21—C20	119.8 (3)
N1—O2—Ag1	97.59 (19)	C26—C27—C28	119.7 (4)
O1—N1—O2	113.6 (3)	C28—C29—C30	118.3 (4)
C8—C7—P1	118.2 (2)	C36—C35—C38	121.7 (4)
C12—C7—P1	122.7 (3)	C34—C35—C36	117.8 (3)
C12—C7—C8	119.0 (3)	C34—C35—C38	120.5 (4)
C6—C1—P1	122.8 (2)	C10—C9—C8	120.6 (3)
C2—C1—P1	117.9 (2)	C23—C22—C21	121.0 (3)
C2—C1—C6	119.2 (3)	C37—C36—C35	121.0 (3)
C24—C25—C20	120.1 (3)	C29—C30—C31	120.6 (4)
C25—C20—P2	123.2 (2)	C16—C17—C18	121.0 (4)
C25—C20—C21	119.4 (3)	C34—C33—C32	120.2 (4)
C21—C20—P2	117.3 (2)	C16—C15—C14	121.7 (4)
C31—C26—P2	118.3 (3)	C17—C16—C19	121.4 (4)
C27—C26—P2	123.1 (3)	C15—C16—C17	117.8 (4)
C27—C26—C31	118.4 (3)	C15—C16—C19	120.8 (4)
C18—C13—P1	117.9 (3)	C29—C28—C27	121.8 (4)
C14—C13—P1	123.7 (3)	C35—C34—C33	121.8 (4)
C14—C13—C18	118.3 (3)

Acknowledgements

We would like to greatly acknowledge the National Research Foundation (NRF, SA), University of Pretoria and the University of Johannesburg for funding provided.

Funding information

Funding for this research was provided by: National Research Foundation (grant No. 138280).

References

Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339–341. Web of Science CrossRef CAS IUCr Journals Google Scholar
Rigaku OD (2022). CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, England. Google Scholar
Sheldrick, G. M. (2015a). Acta Cryst. A71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2015b). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar