Bis(isopropyl-triphenyl-phospho-nium) di-μ-iodido-bis-[iodidocopper(I)].

The title compound, (C(21)H(22)P)(2)[Cu(2)I(4)], prepared from reaction between copper powder, iodine and isopropyl triphenyl-phospho-nium iodide in hydroxy-acetone (acetol), shows an already known Cu(2)I(4) (2-) anion with a planar conformation [Cu-I range = 2.5108 (3)-2.5844 (3) Å and I-Cu-I range = 110.821 (10)-125.401 (10)°].

Related literature

For structurally fully characterized units containing a planar [Cu2I4]2− ion included in the Cambridge Structural Database (CSD; Allen, 2002 ▶), see: Asplund et al. (1982 ▶); Asplund & Jagner (1984a ▶); Hartl et al. (1985 ▶); Basu et al. (1987 ▶); Canty et al. (1987 ▶); Cunningham et al. (1990 ▶); Bhaduri et al. (1991 ▶); Pfitzner & Schmitz (1997 ▶); Allen et al. (1998 ▶); Su et al. (2002 ▶); Feng et al. (2006 ▶); Bowmaker et al. (2007 ▶); Cariati et al. (2007 ▶); Kia et al. (2007 ▶); Liu et al. (2007 ▶); Herres-Pawlis et al. (2008 ▶); Mishra et al. (2008 ▶). For those structures in the CSD containing a bent [Cu2I4]2− ion, see: Asplund & Jagner (1984b ▶); Ramaprabhu et al. (1994 ▶); Hoyer & Hartl (1992 ▶). For the extinction correction see: Becker & Coppens (1974 ▶).

Experimental

Crystal data

(C21H22P)2[Cu2I4]

M = 1245.4

Monoclinic,

a = 11.5503 (1) Å

b = 12.2422 (1) Å

c = 15.2619 (1) Å

β = 94.91 (1)°

V = 2150.14 (3) Å3

Z = 2

Mo Kα radiation

μ = 3.96 mm−1

T = 100 K

0.34 × 0.24 × 0.11 mm

Data collection

Oxford Diffraction Xcalibur3 diffractometer with a Sapphire-3 CCD detector

Absorption correction: Gaussian (CrysAlis RED; Oxford Diffraction, 2008 ▶) T min = 0.425, T max = 0.720

59726 measured reflections

7235 independent reflections

5970 reflections with I > 3σ(I)

R int = 0.028

Refinement

R[F 2 > 2σ(F 2)] = 0.021

wR(F 2) = 0.059

S = 0.85

7235 reflections

227 parameters

H-atom parameters constrained

Δρmax = 0.42 e Å−3

Δρmin = −0.34 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2008 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2008 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SUPERFLIP (Oszlányi & Sütő, 2004 ▶); program(s) used to refine structure: JANA2000 (Petříček et al., 2000 ▶); molecular graphics: DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: JANA2000.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810010196/dn2549sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810010196/dn2549Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

(C21H22P)2[Cu2I4]	F(000) = 1192
Mr = 1245.4	Dx = 1.923 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2yn	Cell parameters from 35772 reflections
a = 11.5503 (1) Å	θ = 4.3–32.2°
b = 12.2422 (1) Å	µ = 3.96 mm−1
c = 15.2619 (1) Å	T = 100 K
β = 94.91 (1)°	Parallelepiped, colorless
V = 2150.14 (3) Å3	0.34 × 0.24 × 0.11 mm
Z = 2

Oxford Diffraction Xcalibur3 diffractometer with a Sapphire-3 CCD detector	7235 independent reflections
Radiation source: Enhance (Mo) X-ray source	5970 reflections with I > 3σ(I)
graphite	Rint = 0.028
Detector resolution: 16.5467 pixels mm-1	θmax = 32.3°, θmin = 4.3°
ω scans	h = −16→16
Absorption correction: gaussian (CrysAlis RED; Oxford Diffraction, 2008)	k = −18→17
Tmin = 0.425, Tmax = 0.720	l = −22→22
59726 measured reflections

Refinement on F2	Weighting scheme based on measured s.u.'s w = 1/[σ2(I) + 0.0025I2]
R[F2 > 2σ(F2)] = 0.021	(Δ/σ)max = 0.048
wR(F2) = 0.059	Δρmax = 0.42 e Å−3
S = 0.85	Δρmin = −0.34 e Å−3
7235 reflections	Extinction correction: B-C type 1 Gaussian isotropic (Becker & Coppens, 1974)
227 parameters	Extinction coefficient: 64 (4)
H-atom parameters constrained

	x	y	z	Uiso*/Ueq
I1	0.157523 (11)	0.779996 (10)	0.067564 (7)	0.01803 (4)
I2	0.088940 (10)	0.420511 (9)	0.109927 (7)	0.01722 (4)
Cu	0.05477 (2)	0.60384 (2)	0.027808 (15)	0.01978 (7)
P	0.64953 (4)	0.37043 (4)	0.21738 (3)	0.00966 (10)
C1p1	0.74345 (15)	0.33415 (13)	0.31293 (10)	0.0109 (4)
C2p1	0.69514 (16)	0.31940 (15)	0.39296 (10)	0.0143 (4)
C3p1	0.76541 (17)	0.28472 (15)	0.46633 (11)	0.0173 (5)
C4p1	0.88223 (17)	0.26343 (15)	0.45940 (11)	0.0176 (5)
C5p1	0.93029 (17)	0.27634 (15)	0.37964 (12)	0.0167 (5)
C6p1	0.86142 (15)	0.31277 (14)	0.30603 (10)	0.0135 (4)
C1p2	0.54471 (14)	0.46880 (14)	0.24661 (10)	0.0112 (4)
C2p2	0.57038 (16)	0.53997 (14)	0.31737 (11)	0.0144 (4)
C3p2	0.49367 (16)	0.62306 (15)	0.33355 (11)	0.0170 (5)
C4p2	0.39280 (16)	0.63785 (15)	0.27840 (12)	0.0175 (5)
C5p2	0.36630 (16)	0.56700 (15)	0.20803 (12)	0.0160 (5)
C6p2	0.44136 (15)	0.48239 (14)	0.19229 (10)	0.0134 (4)
C1p3	0.57856 (14)	0.24771 (13)	0.17715 (9)	0.0109 (4)
C2p3	0.63395 (15)	0.18004 (14)	0.11953 (10)	0.0129 (4)
C3p3	0.58422 (16)	0.08039 (14)	0.09410 (11)	0.0158 (5)
C4p3	0.48000 (16)	0.04790 (15)	0.12623 (11)	0.0164 (5)
C5p3	0.42538 (16)	0.11456 (15)	0.18379 (11)	0.0163 (5)
C6p3	0.47469 (16)	0.21450 (14)	0.21023 (11)	0.0141 (4)
C1	0.79164 (16)	0.53620 (14)	0.16800 (11)	0.0153 (4)
C2	0.73307 (15)	0.43027 (13)	0.13327 (10)	0.0116 (4)
C3	0.65453 (16)	0.45208 (16)	0.04843 (11)	0.0163 (5)
H2p1	0.610619	0.333664	0.397495	0.0171*
H3p1	0.731677	0.275148	0.524039	0.0207*
H4p1	0.932341	0.238556	0.512322	0.0211*
H5p1	1.014278	0.259481	0.375066	0.0201*
H6p1	0.895932	0.323565	0.248756	0.0162*
H2p2	0.643991	0.530856	0.356176	0.0173*
H3p2	0.510937	0.672596	0.385113	0.0204*
H4p2	0.339048	0.6995	0.289234	0.021*
H5p2	0.293124	0.577268	0.168935	0.0192*
H6p2	0.421947	0.431003	0.142251	0.0161*
H2p3	0.708814	0.203352	0.096868	0.0154*
H3p3	0.623105	0.031934	0.052766	0.019*
H4p3	0.444416	−0.023818	0.107694	0.0197*
H5p3	0.350559	0.090824	0.206307	0.0196*
H6p3	0.436258	0.262044	0.252451	0.0169*
H11	0.845037	0.519682	0.221417	0.0184*
H12	0.837136	0.568642	0.121554	0.0184*
H13	0.730875	0.589258	0.183635	0.0184*
H31	0.620205	0.381651	0.025423	0.0196*
H32	0.590744	0.503285	0.061406	0.0196*
H33	0.701625	0.485451	0.003363	0.0196*
H2	0.794709	0.377409	0.118967	0.014*

	U11	U22	U33	U12	U13	U23
I1	0.01934 (7)	0.01958 (7)	0.01576 (6)	0.00147 (4)	0.00501 (4)	0.00177 (4)
I2	0.01794 (7)	0.01351 (6)	0.02015 (6)	−0.00133 (4)	0.00141 (4)	0.00095 (4)
Cu	0.01934 (12)	0.02089 (12)	0.01968 (10)	0.00260 (9)	0.00502 (8)	0.00201 (8)
P	0.00942 (19)	0.00998 (19)	0.00955 (15)	0.00068 (14)	0.00067 (13)	−0.00029 (13)
C1p1	0.0118 (7)	0.0095 (7)	0.0110 (6)	−0.0001 (6)	−0.0015 (5)	−0.0001 (5)
C2p1	0.0144 (8)	0.0142 (8)	0.0143 (7)	−0.0009 (6)	0.0012 (6)	0.0014 (6)
C3p1	0.0222 (9)	0.0170 (8)	0.0121 (7)	−0.0025 (7)	−0.0015 (6)	0.0016 (6)
C4p1	0.0215 (9)	0.0143 (8)	0.0155 (7)	−0.0017 (7)	−0.0070 (6)	0.0021 (6)
C5p1	0.0141 (8)	0.0133 (8)	0.0219 (8)	0.0006 (6)	−0.0032 (6)	0.0010 (6)
C6p1	0.0141 (8)	0.0111 (7)	0.0152 (7)	0.0001 (6)	0.0004 (6)	0.0003 (6)
C1p2	0.0101 (7)	0.0118 (7)	0.0116 (6)	0.0017 (6)	0.0009 (5)	−0.0011 (5)
C2p2	0.0140 (8)	0.0131 (8)	0.0159 (7)	0.0007 (6)	0.0003 (6)	−0.0036 (6)
C3p2	0.0173 (9)	0.0143 (8)	0.0197 (7)	0.0004 (7)	0.0025 (6)	−0.0063 (6)
C4p2	0.0142 (8)	0.0150 (8)	0.0234 (8)	0.0016 (7)	0.0024 (6)	−0.0038 (6)
C5p2	0.0118 (8)	0.0163 (8)	0.0197 (7)	0.0019 (6)	−0.0007 (6)	−0.0014 (6)
C6p2	0.0119 (8)	0.0138 (8)	0.0142 (6)	0.0006 (6)	0.0000 (5)	−0.0024 (6)
C1p3	0.0120 (8)	0.0101 (7)	0.0103 (6)	0.0018 (6)	0.0000 (5)	−0.0002 (5)
C2p3	0.0136 (8)	0.0123 (7)	0.0127 (6)	0.0013 (6)	0.0013 (5)	−0.0001 (5)
C3p3	0.0205 (9)	0.0126 (8)	0.0138 (7)	0.0035 (6)	−0.0017 (6)	−0.0025 (6)
C4p3	0.0191 (9)	0.0112 (8)	0.0180 (7)	−0.0006 (6)	−0.0042 (6)	0.0009 (6)
C5p3	0.0141 (8)	0.0163 (8)	0.0186 (7)	−0.0028 (7)	0.0017 (6)	0.0030 (6)
C6p3	0.0150 (8)	0.0141 (8)	0.0134 (7)	0.0010 (6)	0.0031 (6)	0.0003 (5)
C1	0.0153 (8)	0.0128 (8)	0.0180 (7)	−0.0013 (6)	0.0020 (6)	0.0016 (6)
C2	0.0116 (8)	0.0111 (7)	0.0124 (6)	0.0005 (6)	0.0021 (5)	0.0008 (5)
C3	0.0183 (9)	0.0190 (9)	0.0115 (6)	−0.0004 (7)	0.0002 (6)	0.0024 (6)

I1—Cu	2.5108 (3)	C4p2—H4p2	1.0000
I2—Cu	2.5844 (3)	C5p2—C6p2	1.385 (3)
P—C1p1	1.7972 (15)	C5p2—H5p2	1.0000
P—C1p2	1.7909 (17)	C6p2—H6p2	1.0000
P—C1p3	1.7944 (17)	C1p3—C2p3	1.402 (2)
P—C2	1.8242 (17)	C1p3—C6p3	1.401 (3)
C1p1—C2p1	1.397 (2)	C2p3—C3p3	1.390 (2)
C1p1—C6p1	1.400 (2)	C2p3—H2p3	1.0000
C2p1—C3p1	1.392 (2)	C3p3—C4p3	1.396 (3)
C2p1—H2p1	1.0000	C3p3—H3p3	1.0000
C3p1—C4p1	1.387 (3)	C4p3—C5p3	1.389 (3)
C3p1—H3p1	1.0000	C4p3—H4p3	1.0000
C4p1—C5p1	1.390 (3)	C5p3—C6p3	1.395 (3)
C4p1—H4p1	1.0000	C5p3—H5p3	1.0000
C5p1—C6p1	1.393 (2)	C6p3—H6p3	1.0000
C5p1—H5p1	1.0000	C1—C2	1.536 (2)
C6p1—H6p1	1.0000	C1—H11	1.0000
C1p2—C2p2	1.399 (2)	C1—H12	1.0000
C1p2—C6p2	1.404 (2)	C1—H13	1.0000
C2p2—C3p2	1.385 (3)	C2—C3	1.539 (2)
C2p2—H2p2	1.0000	C2—H2	1.0000
C3p2—C4p2	1.390 (3)	C3—H31	1.0000
C3p2—H3p2	1.0000	C3—H32	1.0000
C4p2—C5p2	1.394 (3)	C3—H33	1.0000
Cu—I2—Cui	69.179 (8)	C4p2—C5p2—H5p2	120.01
Cui—I2—Cu	69.179 (8)	C6p2—C5p2—H5p2	120.01
I1—Cu—I2	125.401 (10)	C1p2—C6p2—C5p2	119.97 (15)
I2i—Cu—I2	110.821 (10)	C1p2—C6p2—H6p2	120.02
C1p1—P—C1p2	109.76 (7)	C5p2—C6p2—H6p2	120.01
C1p1—P—C1p3	107.29 (7)	P—C1p3—C2p3	119.33 (13)
C1p1—P—C2	110.57 (8)	P—C1p3—C6p3	119.99 (12)
C1p2—P—C1p3	110.45 (8)	C2p3—C1p3—C6p3	120.35 (15)
C1p2—P—C2	108.34 (8)	C1p3—C2p3—C3p3	119.62 (16)
C1p3—P—C2	110.43 (7)	C1p3—C2p3—H2p3	120.19
P—C1p1—C2p1	118.87 (13)	C3p3—C2p3—H2p3	120.19
P—C1p1—C6p1	120.59 (12)	C2p3—C3p3—C4p3	120.02 (16)
C2p1—C1p1—C6p1	120.36 (14)	C2p3—C3p3—H3p3	119.99
C1p1—C2p1—C3p1	119.58 (17)	C4p3—C3p3—H3p3	119.99
C1p1—C2p1—H2p1	120.21	C3p3—C4p3—C5p3	120.44 (17)
C3p1—C2p1—H2p1	120.21	C3p3—C4p3—H4p3	119.78
C2p1—C3p1—C4p1	120.01 (16)	C5p3—C4p3—H4p3	119.78
C2p1—C3p1—H3p1	120.00	C4p3—C5p3—C6p3	120.12 (17)
C4p1—C3p1—H3p1	120.00	C4p3—C5p3—H5p3	119.94
C3p1—C4p1—C5p1	120.63 (16)	C6p3—C5p3—H5p3	119.94
C3p1—C4p1—H4p1	119.69	C1p3—C6p3—C5p3	119.44 (16)
C5p1—C4p1—H4p1	119.69	C1p3—C6p3—H6p3	120.28
C4p1—C5p1—C6p1	119.97 (17)	C5p3—C6p3—H6p3	120.28
C4p1—C5p1—H5p1	120.02	C2—C1—H11	109.47
C6p1—C5p1—H5p1	120.02	C2—C1—H12	109.47
C1p1—C6p1—C5p1	119.44 (16)	C2—C1—H13	109.47
C1p1—C6p1—H6p1	120.28	H11—C1—H12	109.47
C5p1—C6p1—H6p1	120.28	H11—C1—H13	109.47
P—C1p2—C2p2	120.52 (12)	H12—C1—H13	109.47
P—C1p2—C6p2	119.43 (12)	P—C2—C1	109.88 (11)
C2p2—C1p2—C6p2	119.68 (16)	P—C2—C3	110.64 (12)
C1p2—C2p2—C3p2	119.89 (15)	P—C2—H2	108.84
C1p2—C2p2—H2p2	120.06	C1—C2—C3	110.75 (14)
C3p2—C2p2—H2p2	120.06	C1—C2—H2	108.72
C2p2—C3p2—C4p2	120.25 (16)	C3—C2—H2	107.94
C2p2—C3p2—H3p2	119.88	C2—C3—H31	109.47
C4p2—C3p2—H3p2	119.88	C2—C3—H32	109.47
C3p2—C4p2—C5p2	120.20 (17)	C2—C3—H33	109.47
C3p2—C4p2—H4p2	119.90	H31—C3—H32	109.47
C5p2—C4p2—H4p2	119.90	H31—C3—H33	109.47
C4p2—C5p2—C6p2	119.97 (16)	H32—C3—H33	109.47