Tetra-μ3-iodo-tetra­kis[(tri-p-tolyl­phosphine-κP)silver(I)]

Meijboom, R.; Muller, A.; Roodt, A.

doi:10.1107/S1600536806031400

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Tetra-μ₃-iodo-tetrakis[(tri-p-tolylphosphine-κP)silver(I)]

R. Meijboom, A. Muller and A. Roodt

The title compound [Ag₄I₄(C₂₁H₂₁P)₄], crystallizes on a centre of symmetry. Each Ag atom is surrounded by one phosphine ligand and three iodide anions, forming a distorted tetrahedral configuration. The Ag—P distance is 2.4666 (7) Å and the Ag—I distances are 2.7972 (6), 2.8322 (10) and 3.1956 (6) Å.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806031400/wn2055sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536806031400/wn2055Isup2.hkl Contains datablock I

CCDC reference: 621526

checkCIF report

Key indicators

Single-crystal X-ray study
T = 273 K
Mean (C-C) = 0.003 Å
R factor = 0.017
wR factor = 0.067
Data-to-parameter ratio = 22.5

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT232_ALERT_2_A Hirshfeld Test Diff (M-X)  I      -   Ag_b    ..     123.92 su

Author Response: Atoms generated by symmetry. 'Non-bonding' Ag-I interaction; larger thermal motion perpendicular of formal Ag-I bond.


Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  I      -   Ag      ..      18.04 su

Author Response: Atoms generated by symmetry. 'Non-bonding' Ag-I interaction; larger thermal motion perpendicular of formal Ag-I bond.

PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  I      -   Ag_c    ..      38.71 su

Author Response: Atoms generated by symmetry. 'Non-bonding' Ag-I interaction; larger thermal motion perpendicular of formal Ag-I bond.


Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.53 Ratio
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          1
              C84 H84 Ag4 I4 P4

   1 ALERT level A = In general: serious problem
   2 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
   4 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
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus and XPREP (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: WinGX (Farrugia, 1999).

Tetra-µ₃-iodo-tetrakis[(tri-p-tolylphosphine-κP)silver(I)] top

Crystal data top

[Ag₄I₄(C₂₁H₂₁P)₄]	D_x = 1.799 Mg m⁻³
M_r = 2156.47	Mo Kα radiation, λ = 0.71069 Å
Tetragonal, I4₁/a	Cell parameters from 8229 reflections
Hall symbol: -I 4ad	θ = 2.4–28.3°
a = 23.986 (5) Å	µ = 2.64 mm⁻¹
c = 13.842 (5) Å	T = 273 K
V = 7964 (4) Å³	Block, colourless
Z = 4	0.39 × 0.17 × 0.16 mm
F(000) = 4192

Data collection top

Bruker X8 APEX-II 4K Kappa CCD diffractometer	4955 independent reflections
Radiation source: fine-focus sealed tube	4724 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.02
Detector resolution: 512 pixels mm^-1	θ_max = 28.3°, θ_min = 1.7°
ω and φ scans	h = −31→31
Absorption correction: multi-scan (SADABS; Bruker, 2004)	k = −32→31
T_min = 0.413, T_max = 0.657	l = −18→16
35598 measured reflections

Refinement top

Refinement on F²	0 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.017	w = 1/[σ²(F_o²) + (0.0352P)² + 4.0222P] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.067	(Δ/σ)_max = 0.01
S = 1.42	Δρ_max = 0.82 e Å⁻³
4955 reflections	Δρ_min = −1.56 e Å⁻³
220 parameters

Special details top

Experimental. The intensity data were collected on a Bruker X8 Apex II diffractometer using an exposure time of XX s/frame. A total of XXXX frames were collected with a frame width of 0.5° covering up to θ = 28.30° with 99.9% completeness accomplished.

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.

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

	x	y	z	U_iso*/U_eq
Ag	1.041727 (6)	0.189572 (7)	1.058184 (11)	0.01964 (6)
I	0.931721 (5)	0.185681 (5)	0.991452 (9)	0.01558 (5)
P	1.11879 (2)	0.14902 (2)	0.96340 (4)	0.01339 (10)
C11	1.10295 (8)	0.13994 (8)	0.83576 (14)	0.0157 (4)
C12	1.05863 (9)	0.17008 (9)	0.79663 (16)	0.0204 (4)
H12	1.0388	0.1949	0.8352	0.024*
C13	1.04393 (9)	0.16325 (10)	0.70026 (16)	0.0237 (4)
H13	1.0146	0.184	0.675	0.028*
C14	1.07213 (9)	0.12600 (10)	0.64068 (16)	0.0228 (4)
C15	1.11640 (10)	0.09597 (10)	0.68040 (16)	0.0237 (4)
H15	1.1359	0.0708	0.6419	0.028*
C16	1.13189 (9)	0.10293 (9)	0.77617 (15)	0.0205 (4)
H16	1.1618	0.0828	0.8009	0.025*
C17	1.05526 (11)	0.11871 (13)	0.53659 (17)	0.0330 (6)
H17A	1.0155	0.1216	0.5312	0.05*
H17B	1.0671	0.0827	0.5142	0.05*
H17C	1.0725	0.1472	0.498	0.05*
C21	1.14707 (8)	0.08158 (8)	0.99904 (14)	0.0149 (4)
C22	1.11183 (9)	0.03516 (9)	0.99495 (17)	0.0223 (4)
H22	1.0754	0.0394	0.9732	0.027*
C23	1.13052 (10)	−0.01705 (9)	1.02297 (18)	0.0243 (4)
H23	1.1065	−0.0474	1.0192	0.029*
C24	1.18460 (10)	−0.02468 (9)	1.05664 (16)	0.0223 (4)
C25	1.21929 (9)	0.02162 (9)	1.06139 (17)	0.0229 (4)
H25	1.2554	0.0174	1.0846	0.027*
C26	1.20131 (9)	0.07412 (9)	1.03236 (16)	0.0193 (4)
H26	1.2256	0.1043	1.0352	0.023*
C27	1.20491 (11)	−0.08169 (10)	1.0858 (2)	0.0377 (6)
H27A	1.1751	−0.1018	1.1163	0.057*
H27B	1.2354	−0.0779	1.1303	0.057*
H27C	1.2171	−0.1016	1.0296	0.057*
C31	1.17815 (8)	0.19582 (8)	0.96874 (15)	0.0151 (4)
C32	1.20579 (8)	0.21559 (9)	0.88799 (15)	0.0187 (4)
H32	1.1953	0.2034	0.8269	0.022*
C33	1.24939 (9)	0.25379 (9)	0.89777 (17)	0.0213 (4)
H33	1.2672	0.2672	0.8428	0.026*
C34	1.26661 (9)	0.27207 (9)	0.98781 (16)	0.0194 (4)
C35	1.23847 (9)	0.25194 (9)	1.06884 (16)	0.0222 (4)
H35	1.2495	0.2634	1.1301	0.027*
C36	1.19432 (9)	0.21512 (9)	1.05953 (15)	0.0203 (4)
H36	1.1753	0.2032	1.1143	0.024*
C37	1.31423 (10)	0.31223 (10)	0.99910 (18)	0.0272 (5)
H37A	1.332	0.3177	0.9377	0.041*
H37B	1.3407	0.2974	1.0442	0.041*
H37C	1.3004	0.3472	1.0226	0.041*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag	0.01583 (8)	0.02634 (9)	0.01675 (10)	0.00126 (5)	0.00073 (5)	−0.00403 (5)
I	0.01614 (8)	0.01644 (7)	0.01415 (8)	−0.00071 (4)	−0.00205 (4)	−0.00081 (4)
P	0.0138 (2)	0.0143 (2)	0.0120 (2)	−0.00023 (16)	−0.00039 (17)	−0.00016 (17)
C11	0.0159 (8)	0.0172 (9)	0.0141 (9)	−0.0032 (7)	−0.0002 (7)	0.0008 (7)
C12	0.0190 (9)	0.0254 (10)	0.0168 (10)	0.0006 (8)	0.0008 (7)	0.0032 (8)
C13	0.0170 (10)	0.0339 (12)	0.0201 (11)	−0.0019 (8)	−0.0036 (8)	0.0065 (9)
C14	0.0224 (10)	0.0313 (11)	0.0146 (10)	−0.0124 (8)	−0.0022 (8)	0.0015 (8)
C15	0.0287 (11)	0.0260 (11)	0.0163 (10)	−0.0033 (8)	0.0016 (8)	−0.0048 (8)
C16	0.0222 (10)	0.0223 (10)	0.0170 (10)	0.0002 (8)	−0.0016 (8)	−0.0017 (8)
C17	0.0327 (13)	0.0490 (15)	0.0174 (11)	−0.0157 (11)	−0.0056 (9)	0.0007 (10)
C21	0.0170 (9)	0.0152 (9)	0.0124 (9)	0.0000 (7)	0.0000 (7)	0.0001 (7)
C22	0.0166 (9)	0.0210 (10)	0.0292 (12)	−0.0024 (8)	−0.0025 (8)	0.0038 (8)
C23	0.0246 (11)	0.0168 (10)	0.0315 (12)	−0.0043 (8)	0.0016 (9)	0.0018 (8)
C24	0.0252 (10)	0.0165 (9)	0.0252 (11)	0.0026 (8)	0.0028 (8)	0.0020 (8)
C25	0.0198 (10)	0.0214 (10)	0.0275 (11)	0.0024 (8)	−0.0044 (8)	0.0028 (8)
C26	0.0172 (9)	0.0178 (9)	0.0230 (10)	−0.0021 (7)	−0.0033 (8)	0.0005 (8)
C27	0.0310 (13)	0.0197 (11)	0.0624 (19)	0.0040 (9)	0.0031 (12)	0.0108 (11)
C31	0.0140 (8)	0.0138 (8)	0.0173 (9)	0.0005 (6)	−0.0009 (7)	0.0003 (7)
C32	0.0184 (9)	0.0228 (9)	0.0150 (9)	−0.0019 (7)	−0.0011 (7)	0.0019 (7)
C33	0.0196 (10)	0.0238 (10)	0.0203 (10)	−0.0036 (8)	0.0037 (8)	0.0052 (8)
C34	0.0162 (9)	0.0154 (9)	0.0267 (11)	−0.0005 (7)	−0.0009 (8)	0.0023 (8)
C35	0.0237 (10)	0.0224 (10)	0.0204 (11)	−0.0048 (8)	−0.0020 (8)	−0.0025 (8)
C36	0.0239 (10)	0.0213 (10)	0.0156 (10)	−0.0050 (8)	0.0015 (8)	−0.0003 (7)
C37	0.0210 (11)	0.0242 (11)	0.0364 (13)	−0.0075 (8)	−0.0012 (9)	0.0010 (9)

Geometric parameters (Å, º) top

Ag—P	2.4666 (7)	C22—C23	1.385 (3)
Ag—I	2.7972 (6)	C22—H22	0.93
Ag—Iⁱ	2.8322 (10)	C23—C24	1.390 (3)
Ag—Agⁱ	3.1027 (6)	C23—H23	0.93
Ag—Agⁱⁱ	3.1027 (6)	C24—C25	1.389 (3)
Ag—Iⁱⁱⁱ	3.1956 (6)	C24—C27	1.507 (3)
I—Agⁱⁱ	2.8322 (10)	C25—C26	1.390 (3)
I—Agⁱⁱⁱ	3.1956 (7)	C25—H25	0.93
P—C31	1.815 (2)	C26—H26	0.93
P—C11	1.820 (2)	C27—H27A	0.96
P—C21	1.822 (2)	C27—H27B	0.96
C11—C12	1.395 (3)	C27—H27C	0.96
C11—C16	1.396 (3)	C31—C32	1.383 (3)
C12—C13	1.389 (3)	C31—C36	1.394 (3)
C12—H12	0.93	C32—C33	1.397 (3)
C13—C14	1.391 (3)	C32—H32	0.93
C13—H13	0.93	C33—C34	1.384 (3)
C14—C15	1.396 (3)	C33—H33	0.93
C14—C17	1.507 (3)	C34—C35	1.395 (3)
C15—C16	1.387 (3)	C34—C37	1.502 (3)
C15—H15	0.93	C35—C36	1.385 (3)
C16—H16	0.93	C35—H35	0.93
C17—H17A	0.96	C36—H36	0.93
C17—H17B	0.96	C37—H37A	0.96
C17—H17C	0.96	C37—H37B	0.96
C21—C26	1.392 (3)	C37—H37C	0.96
C21—C22	1.399 (3)

P—Ag—I	121.20 (2)	C26—C21—C22	118.40 (19)
P—Ag—Iⁱ	110.57 (2)	C26—C21—P	123.51 (15)
I—Ag—Iⁱ	120.109 (7)	C22—C21—P	118.07 (16)
P—Ag—Agⁱ	121.347 (16)	C23—C22—C21	120.8 (2)
I—Ag—Agⁱ	111.076 (8)	C23—C22—H22	119.6
Iⁱ—Ag—Agⁱ	56.016 (13)	C21—C22—H22	119.6
P—Ag—Agⁱⁱ	165.000 (14)	C22—C23—C24	121.0 (2)
I—Ag—Agⁱⁱ	57.094 (19)	C22—C23—H23	119.5
Iⁱ—Ag—Agⁱⁱ	64.970 (17)	C24—C23—H23	119.5
Agⁱ—Ag—Agⁱⁱ	69.181 (13)	C25—C24—C23	118.01 (19)
P—Ag—Iⁱⁱⁱ	93.793 (15)	C25—C24—C27	121.3 (2)
I—Ag—Iⁱⁱⁱ	97.111 (8)	C23—C24—C27	120.7 (2)
Iⁱ—Ag—Iⁱⁱⁱ	107.889 (8)	C24—C25—C26	121.6 (2)
Agⁱ—Ag—Iⁱⁱⁱ	53.420 (18)	C24—C25—H25	119.2
Agⁱⁱ—Ag—Iⁱⁱⁱ	101.206 (8)	C26—C25—H25	119.2
Ag—I—Agⁱⁱ	66.891 (8)	C25—C26—C21	120.16 (19)
Ag—I—Agⁱⁱⁱ	71.658 (7)	C25—C26—H26	119.9
Agⁱⁱ—I—Agⁱⁱⁱ	61.610 (6)	C21—C26—H26	119.9
C31—P—C11	106.10 (9)	C24—C27—H27A	109.5
C31—P—C21	104.24 (9)	C24—C27—H27B	109.5
C11—P—C21	103.55 (9)	H27A—C27—H27B	109.5
C31—P—Ag	108.81 (7)	C24—C27—H27C	109.5
C11—P—Ag	114.03 (7)	H27A—C27—H27C	109.5
C21—P—Ag	119.02 (7)	H27B—C27—H27C	109.5
C12—C11—C16	118.62 (19)	C32—C31—C36	118.77 (19)
C12—C11—P	118.28 (16)	C32—C31—P	123.72 (16)
C16—C11—P	123.07 (16)	C36—C31—P	117.41 (15)
C13—C12—C11	120.3 (2)	C31—C32—C33	120.3 (2)
C13—C12—H12	119.8	C31—C32—H32	119.8
C11—C12—H12	119.8	C33—C32—H32	119.8
C12—C13—C14	121.4 (2)	C34—C33—C32	121.2 (2)
C12—C13—H13	119.3	C34—C33—H33	119.4
C14—C13—H13	119.3	C32—C33—H33	119.4
C13—C14—C15	117.9 (2)	C33—C34—C35	118.02 (19)
C13—C14—C17	120.7 (2)	C33—C34—C37	121.6 (2)
C15—C14—C17	121.4 (2)	C35—C34—C37	120.4 (2)
C16—C15—C14	121.2 (2)	C36—C35—C34	121.1 (2)
C16—C15—H15	119.4	C36—C35—H35	119.5
C14—C15—H15	119.4	C34—C35—H35	119.5
C15—C16—C11	120.5 (2)	C35—C36—C31	120.5 (2)
C15—C16—H16	119.7	C35—C36—H36	119.7
C11—C16—H16	119.7	C31—C36—H36	119.7
C14—C17—H17A	109.5	C34—C37—H37A	109.5
C14—C17—H17B	109.5	C34—C37—H37B	109.5
H17A—C17—H17B	109.5	H37A—C37—H37B	109.5
C14—C17—H17C	109.5	C34—C37—H37C	109.5
H17A—C17—H17C	109.5	H37A—C37—H37C	109.5
H17B—C17—H17C	109.5	H37B—C37—H37C	109.5

P—Ag—I—Agⁱⁱ	162.395 (17)	C17—C14—C15—C16	179.8 (2)
Iⁱ—Ag—I—Agⁱⁱ	16.704 (9)	C14—C15—C16—C11	0.7 (3)
Agⁱ—Ag—I—Agⁱⁱ	−45.327 (9)	C12—C11—C16—C15	−0.7 (3)
Iⁱⁱⁱ—Ag—I—Agⁱⁱ	−98.775 (13)	P—C11—C16—C15	177.17 (17)
P—Ag—I—Agⁱⁱⁱ	−131.380 (16)	C31—P—C21—C26	6.5 (2)
Iⁱ—Ag—I—Agⁱⁱⁱ	82.930 (9)	C11—P—C21—C26	117.31 (18)
Agⁱ—Ag—I—Agⁱⁱⁱ	20.899 (10)	Ag—P—C21—C26	−114.91 (17)
Agⁱⁱ—Ag—I—Agⁱⁱⁱ	66.23 (1)	C31—P—C21—C22	−175.21 (17)
Iⁱⁱⁱ—Ag—I—Agⁱⁱⁱ	−32.550 (13)	C11—P—C21—C22	−64.39 (18)
I—Ag—P—C31	138.59 (7)	Ag—P—C21—C22	63.39 (18)
Iⁱ—Ag—P—C31	−72.80 (7)	C26—C21—C22—C23	−0.3 (3)
Agⁱ—Ag—P—C31	−10.86 (7)	P—C21—C22—C23	−178.68 (18)
Agⁱⁱ—Ag—P—C31	−142.57 (8)	C21—C22—C23—C24	0.5 (4)
Iⁱⁱⁱ—Ag—P—C31	37.92 (7)	C22—C23—C24—C25	0.0 (4)
I—Ag—P—C11	20.39 (7)	C22—C23—C24—C27	−179.2 (2)
Iⁱ—Ag—P—C11	169.01 (7)	C23—C24—C25—C26	−0.9 (3)
Agⁱ—Ag—P—C11	−129.06 (7)	C27—C24—C25—C26	178.4 (2)
Agⁱⁱ—Ag—P—C11	99.23 (9)	C24—C25—C26—C21	1.1 (3)
Iⁱⁱⁱ—Ag—P—C11	−80.28 (7)	C22—C21—C26—C25	−0.5 (3)
I—Ag—P—C21	−102.33 (8)	P—C21—C26—C25	177.77 (17)
Iⁱ—Ag—P—C21	46.28 (8)	C11—P—C31—C32	−4.0 (2)
Agⁱ—Ag—P—C21	108.21 (8)	C21—P—C31—C32	104.96 (18)
Agⁱⁱ—Ag—P—C21	−23.50 (10)	Ag—P—C31—C32	−127.09 (16)
Iⁱⁱⁱ—Ag—P—C21	156.99 (7)	C11—P—C31—C36	172.18 (16)
C31—P—C11—C12	−101.02 (17)	C21—P—C31—C36	−78.87 (17)
C21—P—C11—C12	149.53 (16)	Ag—P—C31—C36	49.09 (17)
Ag—P—C11—C12	18.71 (18)	C36—C31—C32—C33	0.6 (3)
C31—P—C11—C16	81.14 (19)	P—C31—C32—C33	176.69 (16)
C21—P—C11—C16	−28.30 (19)	C31—C32—C33—C34	1.1 (3)
Ag—P—C11—C16	−159.12 (15)	C32—C33—C34—C35	−1.1 (3)
C16—C11—C12—C13	−0.1 (3)	C32—C33—C34—C37	178.7 (2)
P—C11—C12—C13	−178.06 (17)	C33—C34—C35—C36	−0.5 (3)
C11—C12—C13—C14	0.9 (3)	C37—C34—C35—C36	179.7 (2)
C12—C13—C14—C15	−0.8 (3)	C34—C35—C36—C31	2.2 (3)
C12—C13—C14—C17	179.4 (2)	C32—C31—C36—C35	−2.2 (3)
C13—C14—C15—C16	0.0 (3)	P—C31—C36—C35	−178.53 (17)

Symmetry codes: (i) −y+5/4, x−3/4, −z+9/4; (ii) y+3/4, −x+5/4, −z+9/4; (iii) −x+2, −y+1/2, z.

Comparative geometrical data (Å, °) for compounds of the general formula [AgI{PR₃}]₄ top

Complex	Ag—P	Ag—X	P—Ag—X	X—Ag—X	Ag—X—Ag	Ref
(I)	2.4666 (7)	2.941 (1)	108.52 (1)	108.36 (1)	66.71 (1)	TW
(II)	2.438 (2)	2.918 (1)	109.9 (1)	109.0 (9)	66.7 (4)	a
(III)	2.43 (1)	2.90 (3)	114 (3)	104.0 (1)	73.8 (1)	b
(IV)	2.458 (3)	2.91 (8)	114 (6)	104 (6)	73 (5)	c
(V)	2.45 (2)	2.93 (9)	116 (1)	102 (7)	76 (5)	d

Notes: all values are average values; TW: this work; (II) [AgI(PEt₃)]₄; (III) [AgI(PPh₂Bu)]₄; (IV) [AgI(PPh₃)]₄; (V) [AgI(PCy₃)]₄. References: (a) Churchill & DeBoer (1975); (b) Bowen et al. (1994); (c) Teo & Calabrese (1976b); (d) Bowmaker et al. (1996).

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Tetra-μ3-iodo-tetra­kis[(tri-p-tolyl­phosphine-κP)silver(I)]

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Tetra-μ₃-iodo-tetrakis[(tri-p-tolylphosphine-κP)silver(I)]