Crystal structure of (benzene-carbo-thio-amide-κS)chloridobis-(tri-phenyl-phosphane-κP)silver(I).

In the mononuclear mixed-ligand title complex, [AgCl(C7H7NS)(C18H15P)2], the Ag(I) ion is four coordinated by one S atom of a benzene-carbo-thio-amide ligand, two P atoms of two tri-phenyl-phosphane ligands and one chloride ion, displaying a distorted tetra-hedral coordination geometry. In the crystal, pairs of N-H⋯Cl hydrogen bonds form inversion dimers. An intra-molecular N-H⋯Cl hydrogen bond is also observed.

Related literature

For relevant examples of structures of AgI complexes, see: Aslanidis et al. (1997 ▶); McFarlane et al. (1998 ▶); Cox et al. (2000 ▶); Dennehy et al. (2007 ▶); Nimthong et al. (2008 ▶). For potential applications of related complexes, see: Isab et al. (2010 ▶); Nawaz et al. (2011 ▶).

Experimental

Crystal data

[AgCl(C7H7NS)(C18H15P)2]

M = 805.05

Monoclinic,

a = 14.2405 (7) Å

b = 13.9271 (7) Å

c = 19.0774 (10) Å

β = 98.711 (1)°

V = 3740.0 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.78 mm−1

T = 293 K

0.30 × 0.16 × 0.10 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ▶) T min = 0.861, T max = 0.923

51284 measured reflections

9308 independent reflections

8544 reflections with I > 2σ(I)

R int = 0.031

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.075

S = 1.13

9308 reflections

442 parameters

H-atom parameters constrained

Δρmax = 0.72 e Å−3

Δρmin = −0.39 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 2003 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL2012 (Sheldrick, 2008 ▶), SHELXLE (Hübschle et al., 2011 ▶); molecular graphics: Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I. DOI: 10.1107/S1600536814015992/lh5718sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814015992/lh5718Isup2.hkl

Click here for additional data file.

. DOI: 10.1107/S1600536814015992/lh5718fig1.tif

The mol­ecular structure with displacement ellipsoids drawn at the 50% probability level and H atoms are omitted for clarity.

Click here for additional data file.

. DOI: 10.1107/S1600536814015992/lh5718fig2.tif

Part of the crystal structure showing the inter­molecular and intra­molecular hydrogen bonds as dashed lines are drawn between the non-hydrogen atoms. The symmetry related mol­ecule is generated by the operator (-x+2, −y, −z).

CCDC reference: 1012936

Additional supporting information: crystallographic information; 3D view; checkCIF report

[AgCl(C7H7NS)(C18H15P)2]	F(000) = 1648
Mr = 805.05	Dx = 1.430 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 14.2405 (7) Å	Cell parameters from 7876 reflections
b = 13.9271 (7) Å	θ = 2.4–28.3°
c = 19.0774 (10) Å	µ = 0.78 mm−1
β = 98.711 (1)°	T = 293 K
V = 3740.0 (3) Å3	Block, colorless
Z = 4	0.30 × 0.16 × 0.10 mm

Bruker SMART APEX CCD diffractometer	8544 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.031
φ and ω scans	θmax = 28.3°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −19→18
Tmin = 0.861, Tmax = 0.923	k = −18→18
51284 measured reflections	l = −25→25
9308 independent reflections

Refinement on F2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.033	H-atom parameters constrained
wR(F2) = 0.075	w = 1/[σ2(Fo2) + (0.0351P)2 + 1.9067P] where P = (Fo2 + 2Fc2)/3
S = 1.13	(Δ/σ)max = 0.001
9308 reflections	Δρmax = 0.72 e Å−3
442 parameters	Δρmin = −0.39 e Å−3

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.

	x	y	z	Uiso*/Ueq
Ag1	0.96337 (2)	0.11780 (2)	0.18826 (2)	0.01933 (5)
Cl1	1.07616 (3)	0.00745 (4)	0.12713 (2)	0.02523 (10)
S1	0.79118 (3)	0.07930 (4)	0.13044 (2)	0.02617 (11)
P1	1.02572 (3)	0.27274 (3)	0.15422 (2)	0.01705 (9)
P2	0.98356 (3)	0.07020 (3)	0.31343 (2)	0.01641 (9)
N1	0.86973 (12)	−0.00117 (13)	0.02851 (9)	0.0257 (4)
H1A	0.8678	−0.0242	−0.0135	0.031*
H1B	0.9221	−0.0018	0.0576	0.031*
C1	1.02873 (12)	0.29144 (13)	0.05997 (9)	0.0187 (3)
C2	1.05820 (14)	0.37795 (14)	0.03329 (10)	0.0236 (4)
H2	1.0772	0.4285	0.0640	0.028*
C3	1.05912 (15)	0.38854 (15)	−0.03897 (11)	0.0268 (4)
H3	1.0791	0.4460	−0.0566	0.032*
C4	1.03040 (16)	0.31370 (16)	−0.08444 (11)	0.0296 (4)
H4	1.0312	0.3210	−0.1328	0.036*
C5	1.00051 (17)	0.22818 (16)	−0.05892 (11)	0.0324 (5)
H5	0.9810	0.1781	−0.0899	0.039*
C6	0.99972 (15)	0.21714 (14)	0.01362 (10)	0.0258 (4)
H6	0.9796	0.1595	0.0309	0.031*
C7	1.14768 (13)	0.29086 (13)	0.19631 (10)	0.0200 (4)
C8	1.16664 (14)	0.30735 (15)	0.26924 (10)	0.0263 (4)
H8	1.1166	0.3123	0.2952	0.032*
C9	1.25915 (16)	0.31638 (17)	0.30335 (12)	0.0352 (5)
H9	1.2711	0.3289	0.3518	0.042*
C10	1.33373 (16)	0.30669 (18)	0.26532 (13)	0.0374 (5)
H10	1.3960	0.3129	0.2881	0.045*
C11	1.31608 (15)	0.28778 (18)	0.19375 (13)	0.0377 (5)
H11	1.3665	0.2800	0.1685	0.045*
C12	1.22346 (14)	0.28022 (16)	0.15898 (11)	0.0286 (4)
H12	1.2121	0.2680	0.1105	0.034*
C13	0.96006 (13)	0.37748 (13)	0.17718 (10)	0.0197 (4)
C14	0.86150 (15)	0.37148 (15)	0.16127 (13)	0.0305 (5)
H14	0.8335	0.3157	0.1411	0.037*
C15	0.80496 (16)	0.44786 (18)	0.17519 (14)	0.0390 (6)
H15	0.7393	0.4438	0.1632	0.047*
C16	0.84564 (17)	0.53014 (17)	0.20690 (12)	0.0348 (5)
H16	0.8075	0.5811	0.2166	0.042*
C17	0.94290 (16)	0.53631 (15)	0.22403 (10)	0.0286 (4)
H17	0.9702	0.5913	0.2460	0.034*
C18	1.00066 (14)	0.46105 (14)	0.20872 (10)	0.0223 (4)
H18	1.0664	0.4664	0.2195	0.027*
C19	1.10059 (13)	0.08806 (13)	0.36558 (10)	0.0193 (4)
C20	1.11456 (15)	0.12565 (17)	0.43381 (11)	0.0319 (5)
H20	1.0625	0.1439	0.4548	0.038*
C21	1.20579 (16)	0.13612 (19)	0.47091 (13)	0.0386 (5)
H21	1.2144	0.1611	0.5167	0.046*
C22	1.28319 (15)	0.10983 (17)	0.44038 (13)	0.0358 (5)
H22	1.3442	0.1164	0.4654	0.043*
C23	1.26999 (16)	0.07346 (19)	0.37215 (14)	0.0385 (5)
H23	1.3224	0.0563	0.3511	0.046*
C24	1.17911 (14)	0.06228 (16)	0.33477 (12)	0.0297 (4)
H24	1.1709	0.0375	0.2890	0.036*
C25	0.90286 (13)	0.13427 (14)	0.36321 (10)	0.0201 (4)
C26	0.86802 (14)	0.09695 (16)	0.42206 (11)	0.0272 (4)
H26	0.8856	0.0355	0.4380	0.033*
C27	0.80725 (15)	0.15072 (19)	0.45705 (12)	0.0362 (5)
H27	0.7838	0.1249	0.4959	0.043*
C28	0.78167 (16)	0.2422 (2)	0.43432 (13)	0.0413 (6)
H28	0.7413	0.2781	0.4580	0.050*
C29	0.81590 (16)	0.28085 (17)	0.37632 (14)	0.0381 (5)
H29	0.7990	0.3429	0.3613	0.046*
C30	0.87564 (14)	0.22677 (15)	0.34051 (11)	0.0280 (4)
H30	0.8977	0.2525	0.3011	0.034*
C31	0.96144 (13)	−0.05724 (13)	0.32671 (9)	0.0185 (3)
C32	0.91259 (14)	−0.10887 (14)	0.26999 (11)	0.0246 (4)
H32	0.8938	−0.0785	0.2267	0.030*
C33	0.89178 (15)	−0.20533 (15)	0.27774 (12)	0.0297 (4)
H33	0.8587	−0.2391	0.2398	0.036*
C34	0.92006 (16)	−0.25143 (15)	0.34174 (12)	0.0295 (4)
H34	0.9052	−0.3158	0.3471	0.035*
C35	0.97056 (16)	−0.20123 (15)	0.39764 (11)	0.0288 (4)
H35	0.9907	−0.2323	0.4404	0.035*
C36	0.99138 (14)	−0.10483 (14)	0.39031 (10)	0.0243 (4)
H36	1.0256	−0.0717	0.4282	0.029*
C37	0.79299 (13)	0.03483 (13)	0.04814 (9)	0.0200 (4)
C38	0.70443 (14)	0.03396 (14)	−0.00449 (9)	0.0219 (4)
C39	0.69078 (16)	−0.03464 (16)	−0.05811 (11)	0.0307 (5)
H39	0.7379	−0.0797	−0.0620	0.037*
C40	0.60665 (17)	−0.03594 (18)	−0.10586 (12)	0.0379 (5)
H40	0.5977	−0.0820	−0.1415	0.045*
C41	0.53653 (16)	0.03057 (19)	−0.10061 (12)	0.0386 (5)
H41	0.4800	0.0289	−0.1323	0.046*
C42	0.55038 (18)	0.0996 (2)	−0.04827 (13)	0.0444 (6)
H42	0.5035	0.1451	−0.0450	0.053*
C43	0.63401 (16)	0.10130 (18)	−0.00047 (12)	0.0348 (5)
H43	0.6429	0.1482	0.0346	0.042*

	U11	U22	U33	U12	U13	U23
Ag1	0.02407 (8)	0.01923 (7)	0.01454 (7)	−0.00135 (5)	0.00242 (5)	0.00012 (5)
Cl1	0.0264 (2)	0.0283 (2)	0.0204 (2)	0.00856 (19)	0.00159 (17)	−0.00369 (18)
S1	0.0203 (2)	0.0411 (3)	0.0165 (2)	0.0002 (2)	0.00093 (17)	−0.0062 (2)
P1	0.0174 (2)	0.0171 (2)	0.0162 (2)	−0.00025 (17)	0.00140 (16)	0.00061 (16)
P2	0.0171 (2)	0.0186 (2)	0.0133 (2)	−0.00141 (17)	0.00131 (16)	−0.00025 (16)
N1	0.0225 (8)	0.0345 (9)	0.0191 (8)	0.0021 (7)	−0.0006 (6)	−0.0072 (7)
C1	0.0167 (8)	0.0210 (9)	0.0179 (8)	0.0013 (7)	0.0012 (6)	0.0017 (7)
C2	0.0261 (10)	0.0208 (9)	0.0237 (9)	−0.0039 (7)	0.0035 (7)	−0.0005 (7)
C3	0.0301 (10)	0.0256 (10)	0.0261 (10)	−0.0010 (8)	0.0083 (8)	0.0060 (8)
C4	0.0378 (12)	0.0331 (11)	0.0185 (9)	0.0057 (9)	0.0058 (8)	0.0053 (8)
C5	0.0494 (14)	0.0257 (10)	0.0201 (9)	−0.0008 (9)	−0.0013 (9)	−0.0028 (8)
C6	0.0353 (11)	0.0210 (9)	0.0199 (9)	−0.0015 (8)	0.0000 (8)	0.0034 (7)
C7	0.0192 (8)	0.0178 (8)	0.0220 (9)	0.0003 (7)	0.0000 (7)	0.0005 (7)
C8	0.0250 (10)	0.0304 (10)	0.0226 (9)	0.0018 (8)	0.0007 (8)	−0.0007 (8)
C9	0.0344 (12)	0.0376 (12)	0.0295 (11)	0.0001 (10)	−0.0083 (9)	−0.0021 (9)
C10	0.0222 (10)	0.0395 (13)	0.0463 (13)	−0.0031 (9)	−0.0088 (9)	0.0019 (10)
C11	0.0198 (10)	0.0463 (14)	0.0478 (14)	0.0014 (9)	0.0072 (9)	0.0036 (11)
C12	0.0241 (10)	0.0350 (11)	0.0265 (10)	0.0017 (8)	0.0036 (8)	−0.0010 (8)
C13	0.0207 (9)	0.0209 (9)	0.0183 (8)	0.0029 (7)	0.0052 (7)	0.0039 (7)
C14	0.0216 (10)	0.0261 (10)	0.0439 (13)	0.0003 (8)	0.0050 (9)	0.0054 (9)
C15	0.0228 (10)	0.0388 (13)	0.0580 (15)	0.0107 (9)	0.0139 (10)	0.0135 (11)
C16	0.0421 (13)	0.0315 (11)	0.0346 (11)	0.0170 (10)	0.0180 (10)	0.0103 (9)
C17	0.0449 (12)	0.0240 (10)	0.0170 (9)	0.0079 (9)	0.0050 (8)	0.0014 (7)
C18	0.0265 (9)	0.0214 (9)	0.0187 (8)	0.0022 (7)	0.0019 (7)	0.0017 (7)
C19	0.0175 (8)	0.0193 (8)	0.0200 (8)	−0.0007 (7)	−0.0007 (7)	0.0022 (7)
C20	0.0225 (10)	0.0473 (13)	0.0255 (10)	−0.0013 (9)	0.0019 (8)	−0.0068 (9)
C21	0.0291 (11)	0.0536 (15)	0.0298 (11)	−0.0051 (10)	−0.0064 (9)	−0.0102 (10)
C22	0.0199 (10)	0.0411 (13)	0.0429 (13)	−0.0012 (9)	−0.0070 (9)	0.0014 (10)
C23	0.0201 (10)	0.0462 (14)	0.0494 (14)	0.0062 (9)	0.0065 (9)	−0.0019 (11)
C24	0.0239 (10)	0.0342 (11)	0.0308 (11)	0.0024 (8)	0.0037 (8)	−0.0061 (9)
C25	0.0151 (8)	0.0247 (9)	0.0196 (8)	−0.0004 (7)	−0.0001 (7)	−0.0053 (7)
C26	0.0212 (9)	0.0377 (12)	0.0229 (9)	−0.0005 (8)	0.0041 (7)	−0.0030 (8)
C27	0.0250 (11)	0.0556 (15)	0.0297 (11)	−0.0022 (10)	0.0096 (9)	−0.0119 (10)
C28	0.0259 (11)	0.0541 (16)	0.0441 (14)	0.0043 (10)	0.0062 (10)	−0.0252 (12)
C29	0.0311 (11)	0.0312 (12)	0.0499 (14)	0.0070 (9)	−0.0004 (10)	−0.0121 (10)
C30	0.0256 (10)	0.0264 (10)	0.0307 (10)	0.0014 (8)	0.0001 (8)	−0.0041 (8)
C31	0.0173 (8)	0.0197 (9)	0.0194 (8)	−0.0008 (7)	0.0060 (7)	−0.0005 (7)
C32	0.0263 (10)	0.0244 (10)	0.0220 (9)	−0.0008 (8)	0.0003 (8)	−0.0021 (7)
C33	0.0325 (11)	0.0233 (10)	0.0327 (11)	−0.0047 (8)	0.0029 (9)	−0.0080 (8)
C34	0.0345 (11)	0.0193 (9)	0.0384 (11)	−0.0029 (8)	0.0170 (9)	−0.0016 (8)
C35	0.0393 (12)	0.0250 (10)	0.0245 (10)	0.0002 (9)	0.0123 (9)	0.0053 (8)
C36	0.0292 (10)	0.0254 (10)	0.0186 (9)	−0.0019 (8)	0.0049 (8)	−0.0005 (7)
C37	0.0227 (9)	0.0198 (9)	0.0172 (8)	−0.0031 (7)	0.0017 (7)	0.0003 (7)
C38	0.0231 (9)	0.0255 (9)	0.0162 (8)	−0.0035 (7)	−0.0003 (7)	0.0003 (7)
C39	0.0307 (11)	0.0296 (11)	0.0292 (10)	0.0013 (9)	−0.0034 (8)	−0.0070 (9)
C40	0.0370 (12)	0.0416 (13)	0.0309 (11)	−0.0022 (10)	−0.0080 (9)	−0.0118 (10)
C41	0.0292 (11)	0.0586 (16)	0.0242 (10)	0.0023 (11)	−0.0082 (9)	−0.0049 (10)
C42	0.0349 (13)	0.0619 (17)	0.0326 (12)	0.0199 (12)	−0.0072 (10)	−0.0099 (11)
C43	0.0336 (12)	0.0441 (13)	0.0239 (10)	0.0105 (10)	−0.0042 (9)	−0.0115 (9)

Ag1—P2	2.4529 (5)	C18—H18	0.9300
Ag1—P1	2.4578 (5)	C19—C24	1.387 (3)
Ag1—S1	2.5880 (5)	C19—C20	1.389 (3)
Ag1—Cl1	2.6208 (5)	C20—C21	1.390 (3)
S1—C37	1.6918 (19)	C20—H20	0.9300
P1—C7	1.8173 (19)	C21—C22	1.372 (3)
P1—C13	1.8216 (19)	C21—H21	0.9300
P1—C1	1.8238 (18)	C22—C23	1.383 (3)
P2—C19	1.8240 (18)	C22—H22	0.9300
P2—C31	1.8269 (19)	C23—C24	1.389 (3)
P2—C25	1.8300 (19)	C23—H23	0.9300
N1—C37	1.308 (2)	C24—H24	0.9300
N1—H1A	0.8600	C25—C26	1.395 (3)
N1—H1B	0.8600	C25—C30	1.395 (3)
C1—C6	1.383 (3)	C26—C27	1.389 (3)
C1—C2	1.397 (3)	C26—H26	0.9300
C2—C3	1.388 (3)	C27—C28	1.377 (4)
C2—H2	0.9300	C27—H27	0.9300
C3—C4	1.378 (3)	C28—C29	1.384 (4)
C3—H3	0.9300	C28—H28	0.9300
C4—C5	1.378 (3)	C29—C30	1.391 (3)
C4—H4	0.9300	C29—H29	0.9300
C5—C6	1.394 (3)	C30—H30	0.9300
C5—H5	0.9300	C31—C36	1.392 (3)
C6—H6	0.9300	C31—C32	1.394 (3)
C7—C12	1.388 (3)	C32—C33	1.388 (3)
C7—C8	1.396 (3)	C32—H32	0.9300
C8—C9	1.384 (3)	C33—C34	1.384 (3)
C8—H8	0.9300	C33—H33	0.9300
C9—C10	1.381 (3)	C34—C35	1.382 (3)
C9—H9	0.9300	C34—H34	0.9300
C10—C11	1.376 (3)	C35—C36	1.386 (3)
C10—H10	0.9300	C35—H35	0.9300
C11—C12	1.388 (3)	C36—H36	0.9300
C11—H11	0.9300	C37—C38	1.488 (2)
C12—H12	0.9300	C38—C43	1.384 (3)
C13—C14	1.393 (3)	C38—C39	1.392 (3)
C13—C18	1.395 (3)	C39—C40	1.391 (3)
C14—C15	1.384 (3)	C39—H39	0.9300
C14—H14	0.9300	C40—C41	1.377 (3)
C15—C16	1.381 (4)	C40—H40	0.9300
C15—H15	0.9300	C41—C42	1.378 (3)
C16—C17	1.377 (3)	C41—H41	0.9300
C16—H16	0.9300	C42—C43	1.386 (3)
C17—C18	1.390 (3)	C42—H42	0.9300
C17—H17	0.9300	C43—H43	0.9300
P2—Ag1—P1	120.053 (16)	C24—C19—C20	118.98 (18)
P2—Ag1—S1	108.823 (16)	C24—C19—P2	117.53 (15)
P1—Ag1—S1	115.223 (17)	C20—C19—P2	123.49 (15)
P2—Ag1—Cl1	106.579 (16)	C19—C20—C21	120.5 (2)
P1—Ag1—Cl1	97.298 (16)	C19—C20—H20	119.8
S1—Ag1—Cl1	107.087 (16)	C21—C20—H20	119.8
C37—S1—Ag1	108.95 (7)	C22—C21—C20	120.3 (2)
C7—P1—C13	105.87 (9)	C22—C21—H21	119.8
C7—P1—C1	104.61 (8)	C20—C21—H21	119.8
C13—P1—C1	102.26 (8)	C21—C22—C23	119.6 (2)
C7—P1—Ag1	111.37 (6)	C21—C22—H22	120.2
C13—P1—Ag1	114.86 (6)	C23—C22—H22	120.2
C1—P1—Ag1	116.70 (6)	C22—C23—C24	120.5 (2)
C19—P2—C31	102.67 (8)	C22—C23—H23	119.7
C19—P2—C25	104.13 (8)	C24—C23—H23	119.7
C31—P2—C25	105.47 (9)	C19—C24—C23	120.1 (2)
C19—P2—Ag1	117.18 (6)	C19—C24—H24	119.9
C31—P2—Ag1	113.60 (6)	C23—C24—H24	119.9
C25—P2—Ag1	112.53 (6)	C26—C25—C30	118.54 (18)
C37—N1—H1A	120.0	C26—C25—P2	124.32 (15)
C37—N1—H1B	120.0	C30—C25—P2	117.13 (15)
H1A—N1—H1B	120.0	C27—C26—C25	120.6 (2)
C6—C1—C2	119.31 (17)	C27—C26—H26	119.7
C6—C1—P1	118.31 (14)	C25—C26—H26	119.7
C2—C1—P1	122.38 (14)	C28—C27—C26	120.1 (2)
C3—C2—C1	120.12 (18)	C28—C27—H27	119.9
C3—C2—H2	119.9	C26—C27—H27	119.9
C1—C2—H2	119.9	C27—C28—C29	120.2 (2)
C4—C3—C2	119.88 (18)	C27—C28—H28	119.9
C4—C3—H3	120.1	C29—C28—H28	119.9
C2—C3—H3	120.1	C28—C29—C30	119.9 (2)
C3—C4—C5	120.62 (19)	C28—C29—H29	120.1
C3—C4—H4	119.7	C30—C29—H29	120.1
C5—C4—H4	119.7	C29—C30—C25	120.6 (2)
C4—C5—C6	119.69 (19)	C29—C30—H30	119.7
C4—C5—H5	120.2	C25—C30—H30	119.7
C6—C5—H5	120.2	C36—C31—C32	118.82 (17)
C1—C6—C5	120.38 (19)	C36—C31—P2	123.17 (14)
C1—C6—H6	119.8	C32—C31—P2	118.01 (14)
C5—C6—H6	119.8	C33—C32—C31	120.38 (19)
C12—C7—C8	118.76 (18)	C33—C32—H32	119.8
C12—C7—P1	121.58 (15)	C31—C32—H32	119.8
C8—C7—P1	119.41 (15)	C34—C33—C32	120.30 (19)
C9—C8—C7	120.7 (2)	C34—C33—H33	119.9
C9—C8—H8	119.7	C32—C33—H33	119.9
C7—C8—H8	119.7	C35—C34—C33	119.59 (19)
C10—C9—C8	119.8 (2)	C35—C34—H34	120.2
C10—C9—H9	120.1	C33—C34—H34	120.2
C8—C9—H9	120.1	C34—C35—C36	120.40 (19)
C11—C10—C9	120.0 (2)	C34—C35—H35	119.8
C11—C10—H10	120.0	C36—C35—H35	119.8
C9—C10—H10	120.0	C35—C36—C31	120.48 (19)
C10—C11—C12	120.4 (2)	C35—C36—H36	119.8
C10—C11—H11	119.8	C31—C36—H36	119.8
C12—C11—H11	119.8	N1—C37—C38	117.60 (16)
C11—C12—C7	120.2 (2)	N1—C37—S1	122.48 (14)
C11—C12—H12	119.9	C38—C37—S1	119.91 (14)
C7—C12—H12	119.9	C43—C38—C39	118.97 (18)
C14—C13—C18	118.83 (18)	C43—C38—C37	120.29 (17)
C14—C13—P1	115.88 (15)	C39—C38—C37	120.74 (18)
C18—C13—P1	125.29 (14)	C40—C39—C38	120.1 (2)
C15—C14—C13	120.6 (2)	C40—C39—H39	120.0
C15—C14—H14	119.7	C38—C39—H39	120.0
C13—C14—H14	119.7	C41—C40—C39	120.4 (2)
C16—C15—C14	120.3 (2)	C41—C40—H40	119.8
C16—C15—H15	119.9	C39—C40—H40	119.8
C14—C15—H15	119.9	C40—C41—C42	119.7 (2)
C17—C16—C15	119.7 (2)	C40—C41—H41	120.1
C17—C16—H16	120.1	C42—C41—H41	120.1
C15—C16—H16	120.1	C41—C42—C43	120.2 (2)
C16—C17—C18	120.6 (2)	C41—C42—H42	119.9
C16—C17—H17	119.7	C43—C42—H42	119.9
C18—C17—H17	119.7	C38—C43—C42	120.6 (2)
C17—C18—C13	119.99 (19)	C38—C43—H43	119.7
C17—C18—H18	120.0	C42—C43—H43	119.7
C13—C18—H18	120.0
C7—P1—C1—C6	121.08 (16)	P2—C19—C20—C21	179.13 (18)
C13—P1—C1—C6	−128.69 (16)	C19—C20—C21—C22	0.3 (4)
Ag1—P1—C1—C6	−2.47 (17)	C20—C21—C22—C23	0.5 (4)
C7—P1—C1—C2	−59.59 (17)	C21—C22—C23—C24	−0.8 (4)
C13—P1—C1—C2	50.64 (17)	C20—C19—C24—C23	0.5 (3)
Ag1—P1—C1—C2	176.86 (13)	P2—C19—C24—C23	−179.44 (18)
C6—C1—C2—C3	−0.6 (3)	C22—C23—C24—C19	0.3 (4)
P1—C1—C2—C3	−179.96 (15)	C19—P2—C25—C26	−81.47 (18)
C1—C2—C3—C4	0.4 (3)	C31—P2—C25—C26	26.25 (18)
C2—C3—C4—C5	0.1 (3)	Ag1—P2—C25—C26	150.62 (15)
C3—C4—C5—C6	−0.3 (3)	C19—P2—C25—C30	97.99 (15)
C2—C1—C6—C5	0.5 (3)	C31—P2—C25—C30	−154.29 (14)
P1—C1—C6—C5	179.81 (16)	Ag1—P2—C25—C30	−29.92 (16)
C4—C5—C6—C1	0.0 (3)	C30—C25—C26—C27	0.2 (3)
C13—P1—C7—C12	−130.56 (17)	P2—C25—C26—C27	179.70 (16)
C1—P1—C7—C12	−22.97 (19)	C25—C26—C27—C28	−0.8 (3)
Ag1—P1—C7—C12	103.94 (16)	C26—C27—C28—C29	0.4 (3)
C13—P1—C7—C8	55.30 (17)	C27—C28—C29—C30	0.6 (3)
C1—P1—C7—C8	162.89 (16)	C28—C29—C30—C25	−1.1 (3)
Ag1—P1—C7—C8	−70.20 (16)	C26—C25—C30—C29	0.7 (3)
C12—C7—C8—C9	2.3 (3)	P2—C25—C30—C29	−178.80 (16)
P1—C7—C8—C9	176.59 (17)	C19—P2—C31—C36	35.53 (18)
C7—C8—C9—C10	−1.6 (3)	C25—P2—C31—C36	−73.24 (17)
C8—C9—C10—C11	−0.2 (4)	Ag1—P2—C31—C36	163.06 (14)
C9—C10—C11—C12	1.3 (4)	C19—P2—C31—C32	−144.12 (15)
C10—C11—C12—C7	−0.6 (4)	C25—P2—C31—C32	107.10 (16)
C8—C7—C12—C11	−1.2 (3)	Ag1—P2—C31—C32	−16.59 (17)
P1—C7—C12—C11	−175.38 (17)	C36—C31—C32—C33	2.0 (3)
C7—P1—C13—C14	−168.93 (15)	P2—C31—C32—C33	−178.37 (16)
C1—P1—C13—C14	81.80 (16)	C31—C32—C33—C34	−0.5 (3)
Ag1—P1—C13—C14	−45.60 (17)	C32—C33—C34—C35	−1.1 (3)
C7—P1—C13—C18	11.10 (18)	C33—C34—C35—C36	1.2 (3)
C1—P1—C13—C18	−98.18 (17)	C34—C35—C36—C31	0.2 (3)
Ag1—P1—C13—C18	134.42 (15)	C32—C31—C36—C35	−1.8 (3)
C18—C13—C14—C15	1.3 (3)	P2—C31—C36—C35	178.54 (15)
P1—C13—C14—C15	−178.66 (18)	Ag1—S1—C37—N1	19.52 (18)
C13—C14—C15—C16	−1.8 (4)	Ag1—S1—C37—C38	−161.76 (13)
C14—C15—C16—C17	0.6 (3)	N1—C37—C38—C43	−153.7 (2)
C15—C16—C17—C18	1.0 (3)	S1—C37—C38—C43	27.5 (3)
C16—C17—C18—C13	−1.5 (3)	N1—C37—C38—C39	26.7 (3)
C14—C13—C18—C17	0.3 (3)	S1—C37—C38—C39	−152.13 (17)
P1—C13—C18—C17	−179.73 (14)	C43—C38—C39—C40	−1.1 (3)
C31—P2—C19—C24	81.55 (17)	C37—C38—C39—C40	178.5 (2)
C25—P2—C19—C24	−168.66 (16)	C38—C39—C40—C41	0.2 (4)
Ag1—P2—C19—C24	−43.67 (18)	C39—C40—C41—C42	0.8 (4)
C31—P2—C19—C20	−98.36 (18)	C40—C41—C42—C43	−0.9 (4)
C25—P2—C19—C20	11.4 (2)	C39—C38—C43—C42	1.1 (4)
Ag1—P2—C19—C20	136.42 (16)	C37—C38—C43—C42	−178.5 (2)
C24—C19—C20—C21	−0.8 (3)	C41—C42—C43—C38	−0.1 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl1i	0.86	2.43	3.1798 (17)	146
N1—H1B···Cl1	0.86	2.39	3.2434 (17)	173

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Cl1i	0.86	2.43	3.1798 (17)	146
N1—H1B⋯Cl1	0.86	2.39	3.2434 (17)	173

Symmetry code: (i) .