Bis[(4-chloro­benz­yl)triphenyl­phospho­nium] tetra­chloridozincate(II) trihydrate

Tan, K.W.; Maah, M.J.; Ng, S.W.

doi:10.1107/S1600536810018325

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 66| Part 6| June 2010| Page m690

https://doi.org/10.1107/S1600536810018325

Open

access

Bis[(4-chlorobenzyl)triphenylphosphonium] tetrachloridozincate(II) trihydrate

Kong Wai Tan,^a Mohd Jamil Maah ^a ^* and Seik Weng Ng ^a

^aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
^*Correspondence e-mail: mjamil@um.edu.my

(Received 14 May 2010; accepted 17 May 2010; online 22 May 2010)

The crystal structure of the title compound, (C₂₅H₂₁ClP)₂[ZnCl₄]·3H₂O, consists of tetrahedral phosphonium cations and tetrahedral zincate anions; the water molecules form weak hydrogen bonds to the anions. Two of the water molecules are disordered over three sites in a 0.68:0.55:0.77 ratio.

Related literature

For background to phosphonium tetrahalogenidozincates, see: Bruni et al. (1992 ). For the crystal structures of two related zincates, see: Aliev et al. (1988 ); Pattacini et al. (2009 ).

Experimental

Crystal data

(C₂₅H₂₁ClP)₂[ZnCl₄]·3H₂O
M_r = 1036.89
Triclinic, $[P \overline 1]$
a = 11.2634 (12) Å
b = 14.2995 (15) Å
c = 16.9288 (17) Å
α = 73.651 (1)°
β = 73.527 (2)°
γ = 68.205 (2)°
V = 2379.7 (4) Å³
Z = 2
Mo Kα radiation
μ = 0.96 mm⁻¹
T = 100 K
0.15 × 0.10 × 0.03 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.869, T_max = 0.972
23163 measured reflections
10895 independent reflections
6579 reflections with I > 2σ(I)
R_int = 0.064

Refinement

R[F² > 2σ(F²)] = 0.059
wR(F²) = 0.164
S = 1.00
10895 reflections
568 parameters
18 restraints
H-atom parameters constrained
Δρ_max = 1.16 e Å⁻³
Δρ_min = −0.82 e Å⁻³

Table 1
Selected bond lengths (Å)

Zn1—Cl1	2.3049 (14)
Zn1—Cl2	2.2685 (14)
Zn1—Cl3	2.2800 (13)
Zn1—Cl4	2.2571 (12)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1w—H1w1⋯Cl1	0.84	2.59	3.361 (4)	154
O1w—H1w2⋯Cl2	0.84	2.41	3.184 (4)	153
O2w—H2w1⋯Cl1	0.84	2.58	3.385 (9)	161
O3w—H3w1⋯O4w	0.84	2.31	3.12 (2)	160
O3w—H3w2⋯Cl3	0.84	2.43	3.27 (2)	172
O4w—H4w1⋯Cl1	0.84	2.29	3.09 (1)	158

Data collection: APEX2 (Bruker, 2009 ); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001 ); software used to prepare material for publication: publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536810018325/bt5270sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810018325/bt5270Isup2.hkl

checkCIF report

Comment top

From far infrared spectral measurements, the anion of the salt, bis[benzyltriphenylphosphonium] tetrachloridozincate, was assigned an ion-pair structure with the cation and anion existing in tetrahedral geometries (Bruni et al., 1992). A earlier synthesis yielded instead the hexachlorodizincate salt, whose formulation was confirmed by crystal structure analysis (Aliev et al., 1988). With the (4-chlorobenzyl)triphenylphosphonium cation, the salt is a tetrachlorozincate; however, the salt this crystallizes as a trihydrate (Scheme I, Fig. 1). The crystal structure consists of tetrahedral cations and tetrahedral anions, with the lattice water molecules being only weakly connected to the anions.

Related literature top

For background to phosphonium tetrahalogenozincates, see: Bruni et al. (1992). For the crystal structures of two related zincates, see: Aliev et al. (1988); Pattacini et al. (2009).

Experimental top

Zinc chloride (0.14 g, 1 mmol) and (4-chlorobenzyl)triphenylphosphonium chloride (0.84 g, 2 mmol) were heated in an ethanol and water mixture ( 3:1, 20 ml) for 3 hours. The yellow compound that separated upon slow evaporation of the solution was recrystallized from a mixture of ethanol and DMF.

Structure description top

For background to phosphonium tetrahalogenozincates, see: Bruni et al. (1992). For the crystal structures of two related zincates, see: Aliev et al. (1988); Pattacini et al. (2009).

Computing details top

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures top

Fig. 1. Anisotropic displacement ellipsoid plot (Barbour, 2001) of (C₂₅ H₂₁ClP)₂(ZnCl₄)^.3H₂O; ellipsoids are drawn at the 50% probability level and H atoms are of arbitrary radius. The disorder in the water molecules is not shown.

Bis[(4-chlorobenzyl)triphenylphosphonium] tetrachloridozincate(II) trihydrate top

Crystal data top

(C₂₅H₂₁ClP)₂[ZnCl₄]·3H₂O	Z = 2
M_r = 1036.89	F(000) = 1068
Triclinic, P1	D_x = 1.447 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 11.2634 (12) Å	Cell parameters from 2585 reflections
b = 14.2995 (15) Å	θ = 2.5–24.6°
c = 16.9288 (17) Å	µ = 0.96 mm⁻¹
α = 73.651 (1)°	T = 100 K
β = 73.527 (2)°	Prism, yellow
γ = 68.205 (2)°	0.15 × 0.10 × 0.03 mm
V = 2379.7 (4) Å³

Data collection top

Bruker SMART APEX diffractometer	10895 independent reflections
Radiation source: fine-focus sealed tube	6579 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.064
ω scans	θ_max = 27.5°, θ_min = 1.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −14→14
T_min = 0.869, T_max = 0.972	k = −17→18
23163 measured reflections	l = −21→19

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.164	H-atom parameters constrained
S = 1.00	w = 1/[σ²(F_o²) + (0.0725P)² + 0.642P] where P = (F_o² + 2F_c²)/3
10895 reflections	(Δ/σ)_max = 0.001
568 parameters	Δρ_max = 1.16 e Å⁻³
18 restraints	Δρ_min = −0.82 e Å⁻³

Crystal data top

(C₂₅H₂₁ClP)₂[ZnCl₄]·3H₂O	γ = 68.205 (2)°
M_r = 1036.89	V = 2379.7 (4) Å³
Triclinic, P1	Z = 2
a = 11.2634 (12) Å	Mo Kα radiation
b = 14.2995 (15) Å	µ = 0.96 mm⁻¹
c = 16.9288 (17) Å	T = 100 K
α = 73.651 (1)°	0.15 × 0.10 × 0.03 mm
β = 73.527 (2)°

Data collection top

Bruker SMART APEX diffractometer	10895 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	6579 reflections with I > 2σ(I)
T_min = 0.869, T_max = 0.972	R_int = 0.064
23163 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.059	18 restraints
wR(F²) = 0.164	H-atom parameters constrained
S = 1.00	Δρ_max = 1.16 e Å⁻³
10895 reflections	Δρ_min = −0.82 e Å⁻³
568 parameters

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
Zn1	0.39614 (5)	0.84375 (4)	0.28532 (3)	0.02513 (15)
Cl1	0.21085 (13)	0.86435 (11)	0.38977 (8)	0.0408 (3)
Cl2	0.40060 (15)	0.72339 (10)	0.22031 (8)	0.0422 (3)
Cl3	0.40802 (12)	0.99004 (9)	0.18953 (7)	0.0305 (3)
Cl4	0.57229 (10)	0.78183 (9)	0.34554 (7)	0.0256 (3)
Cl5	0.84826 (11)	0.43139 (8)	−0.02489 (8)	0.0289 (3)
Cl6	1.00321 (12)	0.47193 (12)	0.24586 (9)	0.0439 (4)
P1	0.80632 (10)	0.91395 (8)	0.01410 (7)	0.0164 (2)
P2	0.44814 (10)	0.31622 (9)	0.40672 (7)	0.0172 (2)
O1w	0.3019 (3)	0.6091 (3)	0.4044 (2)	0.0357 (8)
H1w1	0.2679	0.6668	0.4182	0.054*
H1w2	0.3383	0.6183	0.3534	0.054*
O2w	0.1837 (9)	1.1168 (7)	0.3434 (6)	0.071 (2)	0.68
H2w1	0.2038	1.0540	0.3437	0.106*	0.68
H2w2	0.2266	1.1437	0.2997	0.106*	0.68
O3w	0.2158 (17)	1.1580 (12)	0.3051 (10)	0.131 (6)	0.55
H3w1	0.1791	1.1222	0.3459	0.197*	0.55
H3w2	0.2676	1.1196	0.2720	0.197*	0.55
O4w	0.0156 (13)	1.0658 (10)	0.4421 (8)	0.215 (6)	0.77
H4w1	0.0739	1.0225	0.4154	0.322*	0.77
H4w2	−0.0462	1.0955	0.4162	0.322*	0.77
C1	0.8966 (4)	0.8405 (3)	0.0951 (3)	0.0165 (9)
C2	1.0319 (4)	0.8094 (3)	0.0784 (3)	0.0181 (9)
H2	1.0791	0.8212	0.0223	0.022*
C3	1.0979 (4)	0.7607 (3)	0.1443 (3)	0.0218 (10)
H3	1.1905	0.7397	0.1332	0.026*
C4	1.0296 (4)	0.7425 (3)	0.2259 (3)	0.0221 (10)
H4	1.0755	0.7086	0.2705	0.027*
C5	0.8946 (4)	0.7736 (3)	0.2428 (3)	0.0212 (10)
H5	0.8481	0.7610	0.2990	0.025*
C6	0.8273 (4)	0.8231 (3)	0.1778 (3)	0.0202 (9)
H6	0.7346	0.8451	0.1894	0.024*
C7	0.7331 (4)	1.0437 (3)	0.0293 (3)	0.0177 (9)
C8	0.7498 (4)	1.0733 (3)	0.0960 (3)	0.0187 (9)
H8	0.8053	1.0250	0.1322	0.022*
C9	0.6865 (4)	1.1723 (3)	0.1099 (3)	0.0212 (10)
H9	0.6978	1.1919	0.1558	0.025*
C10	0.6062 (4)	1.2427 (3)	0.0563 (3)	0.0224 (10)
H10	0.5619	1.3107	0.0659	0.027*
C11	0.5903 (4)	1.2146 (3)	−0.0107 (3)	0.0219 (10)
H11	0.5364	1.2637	−0.0476	0.026*
C12	0.6518 (4)	1.1160 (3)	−0.0243 (3)	0.0188 (9)
H12	0.6394	1.0968	−0.0700	0.023*
C13	0.9112 (4)	0.9036 (3)	−0.0868 (3)	0.0162 (9)
C14	0.9176 (4)	0.9902 (4)	−0.1498 (3)	0.0226 (10)
H14	0.8681	1.0569	−0.1387	0.027*
C15	0.9958 (4)	0.9791 (4)	−0.2285 (3)	0.0252 (10)
H15	1.0006	1.0383	−0.2709	0.030*
C16	1.0669 (4)	0.8823 (4)	−0.2454 (3)	0.0270 (11)
H16	1.1206	0.8747	−0.2993	0.032*
C17	1.0593 (4)	0.7961 (4)	−0.1833 (3)	0.0235 (10)
H17	1.1071	0.7295	−0.1950	0.028*
C18	0.9830 (4)	0.8068 (3)	−0.1046 (3)	0.0202 (9)
H18	0.9795	0.7474	−0.0623	0.024*
C19	0.6724 (4)	0.8668 (3)	0.0237 (3)	0.0212 (10)
H19A	0.6155	0.8714	0.0800	0.025*
H19B	0.6195	0.9116	−0.0187	0.025*
C20	0.7178 (4)	0.7573 (3)	0.0118 (3)	0.0190 (9)
C21	0.7489 (4)	0.6754 (3)	0.0778 (3)	0.0238 (10)
H21	0.7413	0.6883	0.1314	0.029*
C22	0.7906 (5)	0.5755 (4)	0.0667 (3)	0.0273 (11)
H22	0.8135	0.5196	0.1117	0.033*
C23	0.7986 (4)	0.5579 (3)	−0.0108 (3)	0.0221 (10)
C24	0.7664 (4)	0.6377 (3)	−0.0771 (3)	0.0211 (10)
H24	0.7714	0.6245	−0.1301	0.025*
C25	0.7269 (4)	0.7367 (3)	−0.0653 (3)	0.0211 (10)
H25	0.7054	0.7922	−0.1109	0.025*
C26	0.2848 (4)	0.3235 (3)	0.4640 (3)	0.0187 (9)
C27	0.2169 (4)	0.3938 (4)	0.5163 (3)	0.0240 (10)
H27	0.2575	0.4372	0.5242	0.029*
C28	0.0892 (4)	0.4003 (4)	0.5570 (3)	0.0291 (11)
H28	0.0419	0.4485	0.5926	0.035*
C29	0.0302 (4)	0.3359 (4)	0.5457 (3)	0.0305 (12)
H29	−0.0571	0.3402	0.5738	0.037*
C30	0.0983 (4)	0.2664 (4)	0.4939 (3)	0.0306 (11)
H30	0.0580	0.2228	0.4861	0.037*
C31	0.2262 (4)	0.2597 (4)	0.4527 (3)	0.0270 (11)
H31	0.2733	0.2115	0.4170	0.032*
C32	0.5400 (4)	0.1858 (3)	0.3999 (3)	0.0186 (9)
C33	0.5334 (4)	0.1442 (3)	0.3363 (3)	0.0225 (10)
H33	0.4872	0.1874	0.2935	0.027*
C34	0.5935 (4)	0.0411 (4)	0.3354 (3)	0.0260 (10)
H34	0.5867	0.0130	0.2928	0.031*
C35	0.6635 (4)	−0.0215 (4)	0.3963 (3)	0.0266 (11)
H35	0.7057	−0.0924	0.3952	0.032*
C36	0.6728 (5)	0.0184 (4)	0.4591 (3)	0.0283 (11)
H36	0.7222	−0.0249	0.5003	0.034*
C37	0.6099 (4)	0.1214 (3)	0.4618 (3)	0.0238 (10)
H37	0.6143	0.1483	0.5058	0.029*
C38	0.4406 (4)	0.3890 (3)	0.3018 (3)	0.0172 (9)
C39	0.5555 (4)	0.3843 (3)	0.2417 (3)	0.0226 (10)
H39	0.6372	0.3421	0.2560	0.027*
C40	0.5502 (5)	0.4410 (4)	0.1614 (3)	0.0279 (11)
H40	0.6286	0.4381	0.1205	0.034*
C41	0.4312 (5)	0.5023 (3)	0.1397 (3)	0.0269 (11)
H41	0.4280	0.5411	0.0842	0.032*
C42	0.3169 (5)	0.5067 (3)	0.1995 (3)	0.0248 (10)
H42	0.2354	0.5484	0.1847	0.030*
C43	0.3207 (4)	0.4506 (3)	0.2806 (3)	0.0221 (10)
H43	0.2422	0.4541	0.3214	0.026*
C44	0.5220 (4)	0.3699 (3)	0.4574 (3)	0.0201 (9)
H44A	0.4571	0.4342	0.4732	0.024*
H44B	0.5432	0.3211	0.5098	0.024*
C45	0.6443 (4)	0.3932 (3)	0.4048 (3)	0.0180 (9)
C46	0.7670 (4)	0.3166 (4)	0.3986 (3)	0.0222 (10)
H46	0.7743	0.2481	0.4281	0.027*
C47	0.8776 (4)	0.3408 (4)	0.3496 (3)	0.0272 (11)
H47	0.9608	0.2894	0.3451	0.033*
C48	0.8645 (4)	0.4404 (4)	0.3075 (3)	0.0255 (11)
C49	0.7463 (4)	0.5175 (4)	0.3128 (3)	0.0261 (10)
H49	0.7400	0.5860	0.2839	0.031*
C50	0.6373 (4)	0.4922 (3)	0.3612 (3)	0.0199 (9)
H50	0.5548	0.5443	0.3648	0.024*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0277 (3)	0.0273 (3)	0.0197 (3)	−0.0064 (2)	−0.0081 (2)	−0.0036 (2)
Cl1	0.0356 (7)	0.0486 (9)	0.0346 (8)	−0.0098 (6)	−0.0089 (6)	−0.0055 (6)
Cl2	0.0713 (10)	0.0370 (8)	0.0281 (7)	−0.0240 (7)	−0.0180 (7)	−0.0040 (6)
Cl3	0.0436 (7)	0.0241 (6)	0.0228 (6)	−0.0078 (5)	−0.0130 (5)	−0.0009 (5)
Cl4	0.0240 (5)	0.0269 (6)	0.0229 (6)	−0.0062 (5)	−0.0070 (4)	−0.0002 (5)
Cl5	0.0349 (6)	0.0157 (6)	0.0341 (7)	−0.0043 (5)	−0.0100 (5)	−0.0038 (5)
Cl6	0.0323 (7)	0.0622 (10)	0.0424 (8)	−0.0276 (7)	0.0140 (6)	−0.0226 (7)
P1	0.0163 (5)	0.0170 (6)	0.0162 (6)	−0.0039 (4)	−0.0041 (4)	−0.0048 (5)
P2	0.0170 (5)	0.0177 (6)	0.0163 (6)	−0.0050 (4)	−0.0028 (4)	−0.0038 (5)
O1w	0.0296 (18)	0.035 (2)	0.036 (2)	−0.0071 (15)	0.0008 (15)	−0.0087 (17)
O2w	0.074 (5)	0.066 (5)	0.075 (5)	−0.003 (4)	−0.024 (4)	−0.035 (4)
O3w	0.135 (9)	0.138 (10)	0.131 (10)	−0.038 (7)	−0.033 (7)	−0.040 (7)
O4w	0.199 (9)	0.251 (10)	0.215 (9)	−0.053 (7)	−0.065 (7)	−0.078 (7)
C1	0.021 (2)	0.014 (2)	0.017 (2)	−0.0041 (17)	−0.0069 (17)	−0.0043 (17)
C2	0.020 (2)	0.017 (2)	0.018 (2)	−0.0067 (17)	−0.0010 (17)	−0.0064 (18)
C3	0.023 (2)	0.015 (2)	0.027 (3)	−0.0025 (18)	−0.0071 (19)	−0.0049 (19)
C4	0.026 (2)	0.018 (2)	0.021 (2)	−0.0045 (18)	−0.0101 (19)	−0.0001 (19)
C5	0.031 (2)	0.015 (2)	0.014 (2)	−0.0064 (18)	−0.0043 (18)	0.0016 (18)
C6	0.016 (2)	0.019 (2)	0.023 (2)	−0.0039 (17)	−0.0015 (18)	−0.0068 (19)
C7	0.016 (2)	0.021 (2)	0.016 (2)	−0.0055 (17)	0.0007 (16)	−0.0070 (18)
C8	0.016 (2)	0.022 (2)	0.018 (2)	−0.0061 (17)	−0.0030 (17)	−0.0054 (19)
C9	0.021 (2)	0.026 (2)	0.019 (2)	−0.0072 (19)	−0.0002 (18)	−0.011 (2)
C10	0.021 (2)	0.017 (2)	0.028 (3)	−0.0043 (18)	−0.0030 (19)	−0.007 (2)
C11	0.016 (2)	0.019 (2)	0.026 (3)	−0.0027 (17)	−0.0052 (18)	0.0002 (19)
C12	0.019 (2)	0.023 (2)	0.016 (2)	−0.0092 (18)	0.0001 (17)	−0.0063 (19)
C13	0.018 (2)	0.020 (2)	0.014 (2)	−0.0058 (17)	−0.0063 (17)	−0.0062 (18)
C14	0.021 (2)	0.024 (2)	0.022 (2)	−0.0045 (19)	−0.0044 (18)	−0.007 (2)
C15	0.025 (2)	0.032 (3)	0.019 (2)	−0.012 (2)	−0.0032 (19)	−0.002 (2)
C16	0.020 (2)	0.044 (3)	0.019 (2)	−0.011 (2)	−0.0007 (18)	−0.012 (2)
C17	0.018 (2)	0.031 (3)	0.022 (2)	−0.0011 (19)	−0.0035 (18)	−0.017 (2)
C18	0.019 (2)	0.022 (2)	0.021 (2)	−0.0033 (18)	−0.0081 (18)	−0.0061 (19)
C19	0.020 (2)	0.021 (2)	0.023 (2)	−0.0052 (18)	−0.0077 (18)	−0.0027 (19)
C20	0.016 (2)	0.017 (2)	0.025 (2)	−0.0065 (17)	−0.0047 (18)	−0.0036 (19)
C21	0.031 (2)	0.025 (3)	0.019 (2)	−0.014 (2)	−0.0062 (19)	−0.001 (2)
C22	0.041 (3)	0.022 (3)	0.024 (3)	−0.017 (2)	−0.015 (2)	0.007 (2)
C23	0.023 (2)	0.016 (2)	0.027 (3)	−0.0085 (18)	−0.0034 (19)	−0.0026 (19)
C24	0.026 (2)	0.020 (2)	0.019 (2)	−0.0060 (18)	−0.0047 (18)	−0.0070 (19)
C25	0.023 (2)	0.019 (2)	0.021 (2)	−0.0063 (18)	−0.0066 (18)	−0.0021 (19)
C26	0.018 (2)	0.019 (2)	0.017 (2)	−0.0044 (17)	−0.0057 (17)	0.0007 (18)
C27	0.020 (2)	0.029 (3)	0.023 (3)	−0.0060 (19)	−0.0081 (19)	−0.004 (2)
C28	0.022 (2)	0.037 (3)	0.021 (3)	0.000 (2)	−0.0045 (19)	−0.007 (2)
C29	0.018 (2)	0.049 (3)	0.018 (3)	−0.011 (2)	−0.0052 (19)	0.005 (2)
C30	0.026 (2)	0.036 (3)	0.032 (3)	−0.016 (2)	−0.010 (2)	0.002 (2)
C31	0.031 (3)	0.023 (3)	0.027 (3)	−0.011 (2)	−0.003 (2)	−0.004 (2)
C32	0.020 (2)	0.019 (2)	0.017 (2)	−0.0048 (17)	−0.0042 (17)	−0.0042 (18)
C33	0.025 (2)	0.022 (2)	0.022 (2)	−0.0065 (19)	−0.0083 (19)	−0.004 (2)
C34	0.033 (3)	0.029 (3)	0.020 (3)	−0.012 (2)	−0.003 (2)	−0.009 (2)
C35	0.032 (3)	0.018 (2)	0.028 (3)	−0.005 (2)	−0.006 (2)	−0.006 (2)
C36	0.034 (3)	0.024 (3)	0.025 (3)	−0.004 (2)	−0.011 (2)	−0.002 (2)
C37	0.024 (2)	0.025 (3)	0.023 (3)	−0.0075 (19)	−0.0028 (19)	−0.007 (2)
C38	0.025 (2)	0.017 (2)	0.012 (2)	−0.0090 (18)	−0.0023 (17)	−0.0039 (17)
C39	0.020 (2)	0.027 (3)	0.024 (3)	−0.0115 (19)	−0.0007 (19)	−0.010 (2)
C40	0.036 (3)	0.034 (3)	0.020 (3)	−0.019 (2)	0.001 (2)	−0.009 (2)
C41	0.048 (3)	0.019 (2)	0.018 (2)	−0.016 (2)	−0.009 (2)	−0.0003 (19)
C42	0.032 (2)	0.020 (2)	0.022 (3)	−0.004 (2)	−0.013 (2)	−0.002 (2)
C43	0.025 (2)	0.019 (2)	0.020 (2)	−0.0037 (18)	−0.0031 (19)	−0.0063 (19)
C44	0.022 (2)	0.021 (2)	0.018 (2)	−0.0062 (18)	−0.0043 (18)	−0.0053 (19)
C45	0.023 (2)	0.022 (2)	0.014 (2)	−0.0086 (18)	−0.0075 (17)	−0.0061 (18)
C46	0.024 (2)	0.023 (2)	0.021 (2)	−0.0053 (19)	−0.0082 (19)	−0.006 (2)
C47	0.021 (2)	0.035 (3)	0.029 (3)	−0.007 (2)	−0.005 (2)	−0.016 (2)
C48	0.023 (2)	0.042 (3)	0.020 (2)	−0.018 (2)	0.0044 (19)	−0.016 (2)
C49	0.032 (3)	0.027 (3)	0.023 (3)	−0.016 (2)	−0.002 (2)	−0.007 (2)
C50	0.021 (2)	0.020 (2)	0.019 (2)	−0.0046 (18)	−0.0058 (18)	−0.0054 (19)

Geometric parameters (Å, º) top

Zn1—Cl1	2.3049 (14)	C19—H19B	0.9900
Zn1—Cl2	2.2685 (14)	C20—C25	1.385 (6)
Zn1—Cl3	2.2800 (13)	C20—C21	1.387 (6)
Zn1—Cl4	2.2571 (12)	C21—C22	1.379 (6)
Cl5—C23	1.749 (4)	C21—H21	0.9500
Cl6—C48	1.752 (4)	C22—C23	1.376 (6)
P1—C7	1.790 (4)	C22—H22	0.9500
P1—C13	1.790 (4)	C23—C24	1.377 (6)
P1—C1	1.790 (4)	C24—C25	1.372 (6)
P1—C19	1.820 (4)	C24—H24	0.9500
P2—C32	1.784 (4)	C25—H25	0.9500
P2—C38	1.796 (4)	C26—C31	1.387 (6)
P2—C26	1.799 (4)	C26—C27	1.388 (6)
P2—C44	1.807 (4)	C27—C28	1.389 (6)
O1w—H1w1	0.8401	C27—H27	0.9500
O1w—H1w2	0.8400	C28—C29	1.396 (7)
O2w—H2w1	0.8400	C28—H28	0.9500
O2w—H2w2	0.8400	C29—C30	1.375 (7)
O3w—H3w1	0.8399	C29—H29	0.9500
O3w—H3w2	0.8400	C30—C31	1.391 (6)
O4w—H4w1	0.8399	C30—H30	0.9500
O4w—H4w2	0.8400	C31—H31	0.9500
C1—C2	1.387 (6)	C32—C37	1.396 (6)
C1—C6	1.400 (6)	C32—C33	1.399 (6)
C2—C3	1.390 (6)	C33—C34	1.378 (6)
C2—H2	0.9500	C33—H33	0.9500
C3—C4	1.382 (6)	C34—C35	1.380 (6)
C3—H3	0.9500	C34—H34	0.9500
C4—C5	1.383 (6)	C35—C36	1.382 (6)
C4—H4	0.9500	C35—H35	0.9500
C5—C6	1.387 (6)	C36—C37	1.385 (6)
C5—H5	0.9500	C36—H36	0.9500
C6—H6	0.9500	C37—H37	0.9500
C7—C8	1.391 (6)	C38—C39	1.393 (6)
C7—C12	1.405 (6)	C38—C43	1.394 (6)
C8—C9	1.382 (6)	C39—C40	1.378 (6)
C8—H8	0.9500	C39—H39	0.9500
C9—C10	1.390 (6)	C40—C41	1.387 (7)
C9—H9	0.9500	C40—H40	0.9500
C10—C11	1.381 (6)	C41—C42	1.386 (7)
C10—H10	0.9500	C41—H41	0.9500
C11—C12	1.374 (6)	C42—C43	1.385 (6)
C11—H11	0.9500	C42—H42	0.9500
C12—H12	0.9500	C43—H43	0.9500
C13—C18	1.388 (6)	C44—C45	1.510 (6)
C13—C14	1.398 (6)	C44—H44A	0.9900
C14—C15	1.388 (6)	C44—H44B	0.9900
C14—H14	0.9500	C45—C50	1.385 (6)
C15—C16	1.382 (6)	C45—C46	1.406 (6)
C15—H15	0.9500	C46—C47	1.391 (6)
C16—C17	1.389 (7)	C46—H46	0.9500
C16—H16	0.9500	C47—C48	1.375 (7)
C17—C18	1.379 (6)	C47—H47	0.9500
C17—H17	0.9500	C48—C49	1.376 (6)
C18—H18	0.9500	C49—C50	1.379 (6)
C19—C20	1.509 (6)	C49—H49	0.9500
C19—H19A	0.9900	C50—H50	0.9500

Cl4—Zn1—Cl2	108.29 (5)	C23—C22—H22	120.5
Cl4—Zn1—Cl3	108.25 (5)	C21—C22—H22	120.5
Cl2—Zn1—Cl3	110.16 (5)	C22—C23—C24	121.5 (4)
Cl4—Zn1—Cl1	108.61 (5)	C22—C23—Cl5	119.2 (3)
Cl2—Zn1—Cl1	106.56 (6)	C24—C23—Cl5	119.3 (3)
Cl3—Zn1—Cl1	114.79 (5)	C25—C24—C23	118.8 (4)
C7—P1—C13	112.9 (2)	C25—C24—H24	120.6
C7—P1—C1	108.51 (19)	C23—C24—H24	120.6
C13—P1—C1	109.85 (19)	C24—C25—C20	121.3 (4)
C7—P1—C19	106.25 (19)	C24—C25—H25	119.4
C13—P1—C19	109.2 (2)	C20—C25—H25	119.4
C1—P1—C19	110.1 (2)	C31—C26—C27	120.4 (4)
C32—P2—C38	107.93 (19)	C31—C26—P2	118.6 (3)
C32—P2—C26	109.4 (2)	C27—C26—P2	120.9 (3)
C38—P2—C26	108.72 (19)	C26—C27—C28	119.5 (4)
C32—P2—C44	111.9 (2)	C26—C27—H27	120.3
C38—P2—C44	109.3 (2)	C28—C27—H27	120.3
C26—P2—C44	109.7 (2)	C27—C28—C29	120.1 (5)
H1w1—O1w—H1w2	107.7	C27—C28—H28	119.9
H2w1—O2w—H2w2	108.8	C29—C28—H28	119.9
H3w1—O3w—H3w2	108.2	C30—C29—C28	120.0 (4)
H4w1—O4w—H4w2	109.0	C30—C29—H29	120.0
C2—C1—C6	120.2 (4)	C28—C29—H29	120.0
C2—C1—P1	121.3 (3)	C29—C30—C31	120.2 (5)
C6—C1—P1	118.3 (3)	C29—C30—H30	119.9
C1—C2—C3	119.4 (4)	C31—C30—H30	119.9
C1—C2—H2	120.3	C26—C31—C30	119.8 (4)
C3—C2—H2	120.3	C26—C31—H31	120.1
C4—C3—C2	120.5 (4)	C30—C31—H31	120.1
C4—C3—H3	119.8	C37—C32—C33	119.0 (4)
C2—C3—H3	119.8	C37—C32—P2	120.7 (3)
C3—C4—C5	120.2 (4)	C33—C32—P2	120.0 (3)
C3—C4—H4	119.9	C34—C33—C32	120.5 (4)
C5—C4—H4	119.9	C34—C33—H33	119.8
C4—C5—C6	120.0 (4)	C32—C33—H33	119.8
C4—C5—H5	120.0	C33—C34—C35	120.0 (4)
C6—C5—H5	120.0	C33—C34—H34	120.0
C5—C6—C1	119.7 (4)	C35—C34—H34	120.0
C5—C6—H6	120.2	C34—C35—C36	120.4 (4)
C1—C6—H6	120.2	C34—C35—H35	119.8
C8—C7—C12	119.2 (4)	C36—C35—H35	119.8
C8—C7—P1	121.2 (3)	C35—C36—C37	120.0 (4)
C12—C7—P1	119.5 (3)	C35—C36—H36	120.0
C9—C8—C7	120.6 (4)	C37—C36—H36	120.0
C9—C8—H8	119.7	C36—C37—C32	120.1 (4)
C7—C8—H8	119.7	C36—C37—H37	120.0
C8—C9—C10	119.4 (4)	C32—C37—H37	120.0
C8—C9—H9	120.3	C39—C38—C43	120.1 (4)
C10—C9—H9	120.3	C39—C38—P2	119.7 (3)
C11—C10—C9	120.5 (4)	C43—C38—P2	120.3 (3)
C11—C10—H10	119.8	C40—C39—C38	119.8 (4)
C9—C10—H10	119.8	C40—C39—H39	120.1
C12—C11—C10	120.4 (4)	C38—C39—H39	120.1
C12—C11—H11	119.8	C39—C40—C41	120.5 (4)
C10—C11—H11	119.8	C39—C40—H40	119.7
C11—C12—C7	119.9 (4)	C41—C40—H40	119.7
C11—C12—H12	120.0	C42—C41—C40	119.6 (4)
C7—C12—H12	120.0	C42—C41—H41	120.2
C18—C13—C14	119.0 (4)	C40—C41—H41	120.2
C18—C13—P1	119.1 (3)	C43—C42—C41	120.5 (4)
C14—C13—P1	121.8 (3)	C43—C42—H42	119.7
C15—C14—C13	120.3 (4)	C41—C42—H42	119.7
C15—C14—H14	119.9	C42—C43—C38	119.4 (4)
C13—C14—H14	119.9	C42—C43—H43	120.3
C16—C15—C14	120.2 (4)	C38—C43—H43	120.3
C16—C15—H15	119.9	C45—C44—P2	114.8 (3)
C14—C15—H15	119.9	C45—C44—H44A	108.6
C15—C16—C17	119.6 (4)	P2—C44—H44A	108.6
C15—C16—H16	120.2	C45—C44—H44B	108.6
C17—C16—H16	120.2	P2—C44—H44B	108.6
C18—C17—C16	120.4 (4)	H44A—C44—H44B	107.5
C18—C17—H17	119.8	C50—C45—C46	118.4 (4)
C16—C17—H17	119.8	C50—C45—C44	119.9 (4)
C17—C18—C13	120.5 (4)	C46—C45—C44	121.7 (4)
C17—C18—H18	119.7	C47—C46—C45	120.2 (4)
C13—C18—H18	119.7	C47—C46—H46	119.9
C20—C19—P1	113.1 (3)	C45—C46—H46	119.9
C20—C19—H19A	109.0	C48—C47—C46	118.8 (4)
P1—C19—H19A	109.0	C48—C47—H47	120.6
C20—C19—H19B	109.0	C46—C47—H47	120.6
P1—C19—H19B	109.0	C47—C48—C49	122.6 (4)
H19A—C19—H19B	107.8	C47—C48—Cl6	119.2 (4)
C25—C20—C21	118.6 (4)	C49—C48—Cl6	118.2 (4)
C25—C20—C19	120.4 (4)	C48—C49—C50	117.9 (4)
C21—C20—C19	121.0 (4)	C48—C49—H49	121.0
C22—C21—C20	120.8 (4)	C50—C49—H49	121.0
C22—C21—H21	119.6	C49—C50—C45	122.1 (4)
C20—C21—H21	119.6	C49—C50—H50	119.0
C23—C22—C21	119.0 (4)	C45—C50—H50	119.0

C7—P1—C1—C2	−106.3 (4)	C32—P2—C26—C31	−37.0 (4)
C13—P1—C1—C2	17.6 (4)	C38—P2—C26—C31	80.6 (4)
C19—P1—C1—C2	137.8 (3)	C44—P2—C26—C31	−160.0 (3)
C7—P1—C1—C6	67.9 (4)	C32—P2—C26—C27	145.1 (4)
C13—P1—C1—C6	−168.2 (3)	C38—P2—C26—C27	−97.3 (4)
C19—P1—C1—C6	−48.0 (4)	C44—P2—C26—C27	22.1 (4)
C6—C1—C2—C3	0.1 (6)	C31—C26—C27—C28	−0.4 (7)
P1—C1—C2—C3	174.2 (3)	P2—C26—C27—C28	177.5 (3)
C1—C2—C3—C4	0.5 (6)	C26—C27—C28—C29	0.4 (7)
C2—C3—C4—C5	−0.6 (7)	C27—C28—C29—C30	−0.3 (7)
C3—C4—C5—C6	0.0 (7)	C28—C29—C30—C31	0.2 (7)
C4—C5—C6—C1	0.6 (6)	C27—C26—C31—C30	0.3 (7)
C2—C1—C6—C5	−0.7 (6)	P2—C26—C31—C30	−177.7 (4)
P1—C1—C6—C5	−174.9 (3)	C29—C30—C31—C26	−0.1 (7)
C13—P1—C7—C8	−122.5 (3)	C38—P2—C32—C37	152.1 (4)
C1—P1—C7—C8	−0.5 (4)	C26—P2—C32—C37	−89.8 (4)
C19—P1—C7—C8	117.9 (4)	C44—P2—C32—C37	31.9 (4)
C13—P1—C7—C12	60.8 (4)	C38—P2—C32—C33	−33.7 (4)
C1—P1—C7—C12	−177.2 (3)	C26—P2—C32—C33	84.4 (4)
C19—P1—C7—C12	−58.8 (4)	C44—P2—C32—C33	−153.9 (3)
C12—C7—C8—C9	0.6 (6)	C37—C32—C33—C34	0.8 (7)
P1—C7—C8—C9	−176.1 (3)	P2—C32—C33—C34	−173.5 (3)
C7—C8—C9—C10	−0.4 (6)	C32—C33—C34—C35	−1.6 (7)
C8—C9—C10—C11	−0.5 (7)	C33—C34—C35—C36	0.7 (7)
C9—C10—C11—C12	1.2 (7)	C34—C35—C36—C37	0.9 (7)
C10—C11—C12—C7	−1.0 (6)	C35—C36—C37—C32	−1.7 (7)
C8—C7—C12—C11	0.1 (6)	C33—C32—C37—C36	0.8 (7)
P1—C7—C12—C11	176.9 (3)	P2—C32—C37—C36	175.2 (4)
C7—P1—C13—C18	174.7 (3)	C32—P2—C38—C39	−53.1 (4)
C1—P1—C13—C18	53.4 (4)	C26—P2—C38—C39	−171.6 (3)
C19—P1—C13—C18	−67.4 (4)	C44—P2—C38—C39	68.8 (4)
C7—P1—C13—C14	−8.8 (4)	C32—P2—C38—C43	127.4 (4)
C1—P1—C13—C14	−130.1 (3)	C26—P2—C38—C43	8.9 (4)
C19—P1—C13—C14	109.1 (4)	C44—P2—C38—C43	−110.7 (4)
C18—C13—C14—C15	−0.8 (6)	C43—C38—C39—C40	0.3 (6)
P1—C13—C14—C15	−177.3 (3)	P2—C38—C39—C40	−179.2 (3)
C13—C14—C15—C16	0.7 (7)	C38—C39—C40—C41	−0.4 (7)
C14—C15—C16—C17	0.1 (7)	C39—C40—C41—C42	0.2 (7)
C15—C16—C17—C18	−0.9 (7)	C40—C41—C42—C43	0.2 (7)
C16—C17—C18—C13	0.9 (6)	C41—C42—C43—C38	−0.4 (7)
C14—C13—C18—C17	−0.1 (6)	C39—C38—C43—C42	0.1 (6)
P1—C13—C18—C17	176.5 (3)	P2—C38—C43—C42	179.6 (3)
C7—P1—C19—C20	179.6 (3)	C32—P2—C44—C45	73.3 (4)
C13—P1—C19—C20	57.6 (4)	C38—P2—C44—C45	−46.2 (4)
C1—P1—C19—C20	−63.1 (4)	C26—P2—C44—C45	−165.2 (3)
P1—C19—C20—C25	−97.7 (4)	P2—C44—C45—C50	97.8 (4)
P1—C19—C20—C21	83.5 (5)	P2—C44—C45—C46	−82.3 (4)
C25—C20—C21—C22	1.3 (6)	C50—C45—C46—C47	−0.2 (6)
C19—C20—C21—C22	−179.8 (4)	C44—C45—C46—C47	180.0 (4)
C20—C21—C22—C23	−1.3 (7)	C45—C46—C47—C48	0.0 (6)
C21—C22—C23—C24	0.3 (7)	C46—C47—C48—C49	0.7 (7)
C21—C22—C23—Cl5	−178.7 (3)	C46—C47—C48—Cl6	179.7 (3)
C22—C23—C24—C25	0.7 (7)	C47—C48—C49—C50	−1.1 (7)
Cl5—C23—C24—C25	179.7 (3)	Cl6—C48—C49—C50	179.8 (3)
C23—C24—C25—C20	−0.7 (6)	C48—C49—C50—C45	0.9 (7)
C21—C20—C25—C24	−0.3 (6)	C46—C45—C50—C49	−0.3 (6)
C19—C20—C25—C24	−179.2 (4)	C44—C45—C50—C49	179.6 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w1···Cl1	0.84	2.59	3.361 (4)	154
O1w—H1w2···Cl2	0.84	2.41	3.184 (4)	153
O2w—H2w1···Cl1	0.84	2.58	3.385 (9)	161
O3w—H3w1···O4w	0.84	2.31	3.12 (2)	160
O3w—H3w2···Cl3	0.84	2.43	3.27 (2)	172
O4w—H4w1···Cl1	0.84	2.29	3.09 (1)	158

Experimental details

Crystal data
Chemical formula	(C₂₅H₂₁ClP)₂[ZnCl₄]·3H₂O
M_r	1036.89
Crystal system, space group	Triclinic, P1
Temperature (K)	100
a, b, c (Å)	11.2634 (12), 14.2995 (15), 16.9288 (17)
α, β, γ (°)	73.651 (1), 73.527 (2), 68.205 (2)
V (Å³)	2379.7 (4)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.96
Crystal size (mm)	0.15 × 0.10 × 0.03

Data collection
Diffractometer	Bruker SMART APEX diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.869, 0.972
No. of measured, independent and observed [I > 2σ(I)] reflections	23163, 10895, 6579
R_int	0.064
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.059, 0.164, 1.00
No. of reflections	10895
No. of parameters	568
No. of restraints	18
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.16, −0.82

Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).

Selected bond lengths (Å) top

Zn1—Cl1	2.3049 (14)	Zn1—Cl3	2.2800 (13)
Zn1—Cl2	2.2685 (14)	Zn1—Cl4	2.2571 (12)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w1···Cl1	0.84	2.59	3.361 (4)	154
O1w—H1w2···Cl2	0.84	2.41	3.184 (4)	153
O2w—H2w1···Cl1	0.84	2.58	3.385 (9)	161
O3w—H3w1···O4w	0.84	2.31	3.12 (2)	160
O3w—H3w2···Cl3	0.84	2.43	3.27 (2)	172
O4w—H4w1···Cl1	0.84	2.29	3.09 (1)	158

Acknowledgements

We thank the MOHE (FRGS–FP001/2009) for supporting this study. KWT thanks the Ministry of Higher Education for an SLAI scholarship.

References

Aliev, Z. G., Karateev, A. M. & Atovmyan, L. O. (1988). Koord. Khim. 14, 530–535. CAS Google Scholar
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. CrossRef CAS Google Scholar
Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruni, S., Cariati, F., Cesarotti, E., Chiodini, G. & Moggi, G. (1992). Inorg. Chim. Acta, 192, 233–236. CrossRef CAS Web of Science Google Scholar
Pattacini, R., Jie, S. & Braunstein, P. (2009). Chem. Commun. pp. 890–892. Web of Science CSD CrossRef Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43. Submitted. Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 66| Part 6| June 2010| Page m690

https://doi.org/10.1107/S1600536810018325

Open

access

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page

metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Bis[(4-chloro­benz­yl)tri­phenyl­phospho­nium] tetra­chloridozincate(II) trihydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Bis[(4-chlorobenzyl)triphenylphosphonium] tetrachloridozincate(II) trihydrate