Poly[[[μ-3,3′-(dimethyl­silanedi­yl)dibenzoato][μ-1,1′-(1,4-phenyl­ene)di-1H-imidazole]­zinc] monohydrate]

Huang, G.; Bei, Y.

doi:10.1107/S1600536812019642

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 7| July 2012| Pages m865-m866

https://doi.org/10.1107/S1600536812019642

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Poly[[[μ-3,3′-(dimethylsilanediyl)dibenzoato][μ-1,1′-(1,4-phenylene)di-1H-imidazole]zinc] monohydrate]

Guohui Huang ^a and Yiling Bei ^a ^*

^aKey Laboratory of Special Functional Aggregated Materials, Ministry of Education, School of Chemistry and Chemcail Engineering, Shandong University, Jinan 250100, People's Republic of China
^*Correspondence e-mail: beiyiling@yahoo.com.cn

(Received 26 March 2012; accepted 2 May 2012; online 2 June 2012)

The asymmetric unit of the title compound, {[Zn(C₁₆H₁₆O₄Si)(C₁₂H₁₀N₄)]·H₂O}_n, consists of one Zn^II ion, two half 3,3′-(dimethylsilanediyl)dibenzoate ligands and two half 1,1′-(1,4-phenylene)di-1H-imidazole ligands. The Zn^II ion is four-coordinated by two O atoms from two carboxlate ligands, two N atoms from two imidazole ligands. Two Zn^II ions are bridged by two carboxylate groups in chelating mode, generating a binuclear secondary building unit (SBU), which is further coordinated by two N atoms from two imidazole ligands in monodentate mode. Thus, the binuclear SBUs are further bridged by imidazole ligands in two different directions, giving rise to a chain. The water solvent molecules are hydrogen bonded within the chain along the c axis.

Related literature

For a similar presentation where the binuclear SBUs are further bridged by phenylenedicarboxylate ligands in different directions to give a three-dimensional porous framework containing three-dimensional channels, see: He et al. (2010 ).

Experimental

Crystal data

[Zn(C₁₆H₁₄O₄Si)(C₁₂H₁₀N₄)]·H₂O
M_r = 591.99
Monoclinic, P 2₁ /c
a = 9.4480 (11) Å
b = 23.959 (3) Å
c = 12.3083 (13) Å
β = 110.029 (2)°
V = 2617.7 (5) Å³
Z = 4
Mo Kα radiation
μ = 1.03 mm⁻¹
T = 298 K
0.15 × 0.10 × 0.05 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.861, T_max = 0.950
15353 measured reflections
5881 independent reflections
3694 reflections with I > 2σ(I)
R_int = 0.054

Refinement

R[F² > 2σ(F²)] = 0.053
wR(F²) = 0.153
S = 1.02
5881 reflections
352 parameters
H-atom parameters constrained
Δρ_max = 0.69 e Å⁻³
Δρ_min = −0.74 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WB⋯O2ⁱ	0.79	1.90	2.696 (8)	178
O1W—H1WA⋯O2	0.78	2.08	2.852 (8)	171
Symmetry code: (i) -x+1, -y, -z+1.

Data collection: APEX2 (Bruker, 2005 ); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536812019642/ds2187sup1.cif

Structure factors: contains datablock test. DOI: https://doi.org/10.1107/S1600536812019642/ds2187Isup2.hkl

checkCIF report

Related literature top

For the similar presentation which is the binuclear SBUs are further bridged by BDC ligands in different directions to give rise to a 3D porous framework containing 3D channels.see:He et al. (2010).

Experimental top

4,4'-(Dimethylsilanediyl)dibenzoate (1 mg,0.0033 mmol), 1,4-bis(1-imidazolyl)benzene (10.8,0.0038 mmol) and Zn(NO₃)₂.6H₂O (4 mg, 0.0159 mmol) were dissolved into 1 ml a mixed solution (DMF–EtOH–H2O = 1:1:1). The mixed solution was sealed into a Pyrex glass tube. The mixed solution was heated to 75 centigrade degree in 10 h, and kept the temperature at 75 centigrade degree for 72 h, and then was cooled down to room temperature in 10 h. colourless rod crystals were obtained. The crystals were filtered, washed with water and dried in air.

Structure description top

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures top

	Fig. 1. The asymmetric unit of the title compound.
	Fig. 2. The one-dimensional chain of the title compound viewed by a axis.
	Fig. 3. The one-dimensional chain of the title compound viewed by b axis.
	Fig. 4. The packed structure of the title compound viewed by b axis.

Poly[[[µ-4,4'-(dimethylsilanediyl)dibenzoato][µ-1,1'-(1,4- phenylene)di-1H-imidazole]zinc] monohydrate] top

Crystal data top

[Zn(C₁₆H₁₄O₄Si)(C₁₂H₁₀N₄)]·H₂O	F(000) = 1224
M_r = 591.99	D_x = 1.502 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2106 reflections
a = 9.4480 (11) Å	θ = 2.3–23.3°
b = 23.959 (3) Å	µ = 1.03 mm⁻¹
c = 12.3083 (13) Å	T = 298 K
β = 110.029 (2)°	Rod, colourless
V = 2617.7 (5) Å³	0.15 × 0.10 × 0.05 mm
Z = 4

Data collection top

Bruker APEXII CCD area-detector diffractometer	5881 independent reflections
Radiation source: fine-focus sealed tube	3694 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.054
phi and ω scans	θ_max = 27.5°, θ_min = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→12
T_min = 0.861, T_max = 0.950	k = −29→30
15353 measured reflections	l = −15→9

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)] = 0.053	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.153	H-atom parameters constrained
S = 1.02	w = 1/[σ²(F_o²) + (0.0685P)² + 1.2685P] where P = (F_o² + 2F_c²)/3
5881 reflections	(Δ/σ)_max < 0.001
352 parameters	Δρ_max = 0.69 e Å⁻³
0 restraints	Δρ_min = −0.74 e Å⁻³

Crystal data top

[Zn(C₁₆H₁₄O₄Si)(C₁₂H₁₀N₄)]·H₂O	V = 2617.7 (5) Å³
M_r = 591.99	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 9.4480 (11) Å	µ = 1.03 mm⁻¹
b = 23.959 (3) Å	T = 298 K
c = 12.3083 (13) Å	0.15 × 0.10 × 0.05 mm
β = 110.029 (2)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	5881 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3694 reflections with I > 2σ(I)
T_min = 0.861, T_max = 0.950	R_int = 0.054
15353 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.053	0 restraints
wR(F²) = 0.153	H-atom parameters constrained
S = 1.02	Δρ_max = 0.69 e Å⁻³
5881 reflections	Δρ_min = −0.74 e Å⁻³
352 parameters

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. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	U_iso*/U_eq
Zn	0.55041 (5)	−0.072654 (19)	0.85116 (4)	0.03338 (16)
Si	0.77758 (13)	0.22634 (5)	0.67361 (9)	0.0332 (3)
O1	0.6985 (3)	−0.01204 (12)	0.8930 (2)	0.0470 (8)
O2	0.5877 (4)	0.01169 (15)	0.7116 (3)	0.0737 (12)
O3	0.4631 (3)	0.13056 (12)	0.2612 (2)	0.0443 (7)
O4	0.2206 (4)	0.13460 (18)	0.2361 (3)	0.0769 (12)
N2	0.6888 (3)	−0.10157 (14)	1.2029 (2)	0.0316 (7)
N1	0.5830 (4)	−0.09931 (13)	1.0146 (3)	0.0324 (7)
N3	0.3262 (4)	−0.05579 (14)	0.7877 (3)	0.0355 (8)
C1	0.6826 (5)	0.02014 (18)	0.8076 (4)	0.0406 (10)
C2	0.7819 (4)	0.07052 (16)	0.8297 (3)	0.0309 (8)
C3	0.9083 (4)	0.07470 (16)	0.9284 (3)	0.0322 (9)
H3	0.9347	0.0450	0.9802	0.039*
C4	0.9954 (4)	0.12246 (17)	0.9508 (3)	0.0359 (9)
H4	1.0812	0.1247	1.0166	0.043*
C5	0.9539 (4)	0.16695 (17)	0.8745 (3)	0.0369 (9)
H5	1.0122	0.1992	0.8908	0.044*
C6	0.8268 (4)	0.16490 (15)	0.7735 (3)	0.0285 (8)
C7	0.7439 (4)	0.11537 (16)	0.7529 (3)	0.0306 (9)
H7	0.6606	0.1122	0.6857	0.037*
C8	0.9110 (5)	0.2296 (2)	0.5922 (4)	0.0617 (14)
H8A	0.9026	0.1961	0.5476	0.093*
H8B	1.0121	0.2332	0.6456	0.093*
H8C	0.8871	0.2613	0.5413	0.093*
C9	0.7933 (6)	0.29139 (19)	0.7606 (4)	0.0599 (14)
H9A	0.7244	0.2895	0.8026	0.090*
H9B	0.7692	0.3231	0.7100	0.090*
H9C	0.8943	0.2950	0.8141	0.090*
C10	0.5782 (4)	0.21887 (15)	0.5732 (3)	0.0328 (9)
C11	0.4595 (5)	0.24408 (19)	0.5982 (4)	0.0447 (11)
H11	0.4807	0.2645	0.6662	0.054*
C13	0.2791 (5)	0.2091 (2)	0.4252 (4)	0.0489 (11)
H13	0.1797	0.2062	0.3759	0.059*
C14	0.3906 (4)	0.18279 (17)	0.3963 (3)	0.0352 (9)
C15	0.5394 (4)	0.18807 (16)	0.4710 (3)	0.0323 (9)
H15	0.6153	0.1704	0.4519	0.039*
C16	0.3508 (5)	0.14646 (18)	0.2886 (3)	0.0400 (10)
C18	0.5100 (5)	−0.13739 (19)	1.0587 (3)	0.0452 (11)
H18	0.4282	−0.1588	1.0149	0.054*
C19	0.5730 (5)	−0.13969 (19)	1.1743 (4)	0.0466 (11)
H19	0.5444	−0.1623	1.2246	0.056*
C17	0.6897 (4)	−0.07880 (16)	1.1052 (3)	0.0333 (9)
H17	0.7576	−0.0515	1.1011	0.040*
C20	0.7923 (4)	−0.08999 (16)	1.3165 (3)	0.0320 (9)
C25	0.9402 (4)	−0.08007 (18)	1.3314 (3)	0.0393 (10)
H25	0.9718	−0.0797	1.2676	0.047*
C21	0.7454 (5)	−0.0894 (2)	1.4111 (4)	0.0515 (13)
H21	0.6444	−0.0950	1.4012	0.062*
C22	0.8485 (5)	−0.0804 (2)	1.5203 (3)	0.0482 (12)
H22	0.8169	−0.0801	1.5840	0.058*
C23	0.9971 (4)	−0.07189 (16)	1.5350 (3)	0.0308 (8)
C24	1.0435 (5)	−0.07055 (19)	1.4409 (3)	0.0431 (11)
H24	1.1437	−0.0633	1.4506	0.052*
C27	0.0798 (5)	−0.06543 (18)	0.7533 (3)	0.0413 (10)
H27	−0.0125	−0.0691	0.7640	0.050*
C26	0.2541 (4)	−0.05871 (17)	0.6749 (3)	0.0375 (10)
H26	0.3011	−0.0569	0.6198	0.045*
C28	0.2151 (5)	−0.05982 (18)	0.8359 (3)	0.0401 (10)
H28	0.2315	−0.0588	0.9148	0.048*
N4	0.1048 (3)	−0.06458 (13)	0.6492 (2)	0.0309 (7)
O1W	0.4293 (9)	−0.0453 (4)	0.5016 (6)	0.227 (4)
H1WA	0.4808	−0.0308	0.5580	0.272*
H1WB	0.4248	−0.0348	0.4393	0.272*
C12	0.3113 (5)	0.2396 (2)	0.5253 (4)	0.0567 (13)
H12	0.2346	0.2571	0.5438	0.068*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn	0.0337 (3)	0.0394 (3)	0.0205 (2)	−0.0083 (2)	0.00091 (18)	−0.00123 (19)
Si	0.0376 (6)	0.0302 (6)	0.0275 (6)	−0.0039 (5)	0.0057 (5)	0.0010 (4)
O1	0.0557 (19)	0.0427 (18)	0.0385 (17)	−0.0169 (15)	0.0109 (14)	0.0076 (14)
O2	0.080 (3)	0.069 (2)	0.0442 (19)	−0.038 (2)	−0.0149 (18)	0.0108 (17)
O3	0.0414 (17)	0.0526 (19)	0.0376 (16)	−0.0095 (14)	0.0118 (14)	−0.0159 (14)
O4	0.0359 (19)	0.131 (4)	0.053 (2)	−0.016 (2)	0.0016 (16)	−0.033 (2)
N2	0.0305 (18)	0.0401 (19)	0.0190 (16)	−0.0025 (14)	0.0016 (13)	−0.0018 (13)
N1	0.0345 (18)	0.0347 (18)	0.0237 (16)	−0.0047 (15)	0.0045 (14)	0.0007 (14)
N3	0.0342 (19)	0.045 (2)	0.0221 (17)	−0.0042 (15)	0.0037 (14)	0.0011 (14)
C1	0.042 (3)	0.040 (2)	0.034 (2)	−0.0089 (19)	0.0054 (19)	0.0005 (19)
C2	0.031 (2)	0.033 (2)	0.0274 (19)	−0.0024 (17)	0.0079 (16)	0.0009 (16)
C3	0.036 (2)	0.035 (2)	0.0247 (19)	0.0021 (18)	0.0091 (16)	0.0038 (16)
C4	0.027 (2)	0.048 (3)	0.025 (2)	0.0016 (18)	−0.0008 (16)	0.0034 (18)
C5	0.036 (2)	0.035 (2)	0.036 (2)	−0.0087 (18)	0.0074 (18)	−0.0048 (18)
C6	0.030 (2)	0.029 (2)	0.0262 (19)	0.0001 (16)	0.0088 (16)	−0.0032 (15)
C7	0.028 (2)	0.037 (2)	0.0257 (19)	−0.0011 (17)	0.0069 (16)	0.0021 (16)
C8	0.058 (3)	0.081 (4)	0.047 (3)	−0.010 (3)	0.019 (2)	0.014 (3)
C9	0.068 (3)	0.041 (3)	0.051 (3)	−0.003 (2)	−0.004 (2)	−0.007 (2)
C10	0.041 (2)	0.027 (2)	0.026 (2)	0.0022 (17)	0.0070 (17)	0.0051 (16)
C11	0.050 (3)	0.046 (3)	0.040 (2)	0.006 (2)	0.017 (2)	−0.005 (2)
C13	0.035 (2)	0.063 (3)	0.045 (3)	0.004 (2)	0.008 (2)	−0.002 (2)
C14	0.034 (2)	0.040 (2)	0.030 (2)	−0.0005 (18)	0.0079 (17)	0.0005 (17)
C15	0.032 (2)	0.035 (2)	0.029 (2)	0.0008 (17)	0.0090 (17)	0.0001 (16)
C16	0.039 (3)	0.051 (3)	0.026 (2)	−0.006 (2)	0.0060 (19)	0.0020 (18)
C18	0.045 (3)	0.053 (3)	0.030 (2)	−0.022 (2)	0.0032 (19)	−0.0019 (19)
C19	0.047 (3)	0.056 (3)	0.032 (2)	−0.017 (2)	0.008 (2)	0.003 (2)
C17	0.032 (2)	0.041 (2)	0.0226 (19)	−0.0068 (17)	0.0039 (16)	0.0017 (17)
C20	0.032 (2)	0.037 (2)	0.0217 (19)	0.0009 (17)	0.0030 (16)	0.0003 (16)
C25	0.034 (2)	0.059 (3)	0.025 (2)	0.005 (2)	0.0097 (17)	−0.0044 (18)
C21	0.032 (2)	0.091 (4)	0.029 (2)	−0.012 (2)	0.0069 (19)	0.002 (2)
C22	0.039 (3)	0.083 (4)	0.021 (2)	−0.011 (2)	0.0096 (18)	0.001 (2)
C23	0.031 (2)	0.034 (2)	0.0217 (18)	0.0015 (17)	0.0008 (15)	0.0006 (16)
C24	0.030 (2)	0.068 (3)	0.028 (2)	0.000 (2)	0.0059 (17)	−0.007 (2)
C27	0.035 (2)	0.063 (3)	0.024 (2)	0.003 (2)	0.0081 (17)	−0.0039 (19)
C26	0.036 (2)	0.050 (3)	0.025 (2)	−0.0019 (19)	0.0077 (17)	0.0018 (17)
C28	0.043 (3)	0.052 (3)	0.020 (2)	0.002 (2)	0.0039 (18)	−0.0032 (17)
N4	0.0306 (18)	0.0365 (19)	0.0209 (15)	0.0005 (14)	0.0029 (13)	−0.0005 (13)
O1W	0.238 (9)	0.309 (11)	0.153 (6)	−0.097 (8)	0.092 (6)	−0.052 (7)
C12	0.042 (3)	0.075 (4)	0.054 (3)	0.017 (3)	0.017 (2)	−0.010 (3)

Geometric parameters (Å, º) top

Zn—O3ⁱ	1.932 (3)	C9—H9C	0.9600
Zn—O1	1.959 (3)	C10—C15	1.395 (5)
Zn—N1	2.031 (3)	C10—C11	1.398 (6)
Zn—N3	2.032 (3)	C11—C12	1.384 (6)
Si—C8	1.862 (5)	C11—H11	0.9300
Si—C9	1.868 (5)	C13—C12	1.374 (6)
Si—C6	1.872 (4)	C13—C14	1.375 (6)
Si—C10	1.875 (4)	C13—H13	0.9300
O1—C1	1.271 (5)	C14—C15	1.397 (5)
O2—C1	1.231 (5)	C14—C16	1.522 (6)
O3—C16	1.276 (5)	C15—H15	0.9300
O3—Znⁱ	1.932 (3)	C18—C19	1.342 (5)
O4—C16	1.212 (5)	C18—H18	0.9300
N2—C17	1.324 (5)	C19—H19	0.9300
N2—C19	1.375 (5)	C17—H17	0.9300
N2—C20	1.432 (4)	C20—C25	1.367 (5)
N1—C17	1.316 (5)	C20—C21	1.380 (5)
N1—C18	1.363 (5)	C25—C24	1.386 (5)
N3—C26	1.322 (5)	C25—H25	0.9300
N3—C28	1.375 (5)	C21—C22	1.380 (6)
C1—C2	1.495 (5)	C21—H21	0.9300
C2—C3	1.385 (5)	C22—C23	1.368 (6)
C2—C7	1.394 (5)	C22—H22	0.9300
C3—C4	1.381 (5)	C23—C24	1.372 (5)
C3—H3	0.9300	C23—N4ⁱⁱ	1.436 (4)
C4—C5	1.386 (5)	C24—H24	0.9300
C4—H4	0.9300	C27—C28	1.339 (5)
C5—C6	1.403 (5)	C27—N4	1.380 (5)
C5—H5	0.9300	C27—H27	0.9300
C6—C7	1.396 (5)	C26—N4	1.343 (5)
C7—H7	0.9300	C26—H26	0.9300
C8—H8A	0.9600	C28—H28	0.9300
C8—H8B	0.9600	N4—C23ⁱⁱⁱ	1.436 (4)
C8—H8C	0.9600	O1W—H1WA	0.7791
C9—H9A	0.9600	O1W—H1WB	0.7946
C9—H9B	0.9600	C12—H12	0.9300

O3ⁱ—Zn—O1	125.92 (13)	C12—C11—C10	122.2 (4)
O3ⁱ—Zn—N1	115.69 (13)	C12—C11—H11	118.9
O1—Zn—N1	96.91 (12)	C10—C11—H11	118.9
O3ⁱ—Zn—N3	93.61 (13)	C12—C13—C14	121.5 (4)
O1—Zn—N3	120.70 (13)	C12—C13—H13	119.3
N1—Zn—N3	103.17 (13)	C14—C13—H13	119.3
C8—Si—C9	109.8 (3)	C13—C14—C15	118.4 (4)
C8—Si—C6	109.0 (2)	C13—C14—C16	120.4 (4)
C9—Si—C6	109.04 (19)	C15—C14—C16	121.2 (4)
C8—Si—C10	111.2 (2)	C10—C15—C14	122.4 (4)
C9—Si—C10	108.8 (2)	C10—C15—H15	118.8
C6—Si—C10	108.99 (17)	C14—C15—H15	118.8
C1—O1—Zn	111.1 (3)	O4—C16—O3	125.0 (4)
C16—O3—Znⁱ	123.1 (3)	O4—C16—C14	120.1 (4)
C17—N2—C19	107.0 (3)	O3—C16—C14	114.9 (4)
C17—N2—C20	126.3 (3)	C19—C18—N1	110.4 (4)
C19—N2—C20	126.6 (3)	C19—C18—H18	124.8
C17—N1—C18	104.9 (3)	N1—C18—H18	124.8
C17—N1—Zn	122.3 (3)	C18—C19—N2	105.6 (4)
C18—N1—Zn	132.8 (3)	C18—C19—H19	127.2
C26—N3—C28	104.7 (3)	N2—C19—H19	127.2
C26—N3—Zn	119.2 (3)	N1—C17—N2	112.0 (3)
C28—N3—Zn	132.0 (3)	N1—C17—H17	124.0
O2—C1—O1	122.4 (4)	N2—C17—H17	124.0
O2—C1—C2	120.8 (4)	C25—C20—C21	119.6 (4)
O1—C1—C2	116.7 (3)	C25—C20—N2	119.3 (3)
C3—C2—C7	118.9 (3)	C21—C20—N2	121.1 (4)
C3—C2—C1	121.1 (3)	C20—C25—C24	120.4 (4)
C7—C2—C1	120.0 (3)	C20—C25—H25	119.8
C4—C3—C2	120.7 (4)	C24—C25—H25	119.8
C4—C3—H3	119.6	C22—C21—C20	120.0 (4)
C2—C3—H3	119.6	C22—C21—H21	120.0
C3—C4—C5	119.4 (4)	C20—C21—H21	120.0
C3—C4—H4	120.3	C23—C22—C21	120.1 (4)
C5—C4—H4	120.3	C23—C22—H22	119.9
C4—C5—C6	122.1 (4)	C21—C22—H22	119.9
C4—C5—H5	118.9	C24—C23—C22	120.1 (3)
C6—C5—H5	118.9	C24—C23—N4ⁱⁱ	120.0 (3)
C7—C6—C5	116.6 (3)	C22—C23—N4ⁱⁱ	119.9 (3)
C7—C6—Si	123.5 (3)	C23—C24—C25	119.7 (4)
C5—C6—Si	120.0 (3)	C23—C24—H24	120.1
C2—C7—C6	122.3 (3)	C25—C24—H24	120.1
C2—C7—H7	118.9	C28—C27—N4	106.3 (4)
C6—C7—H7	118.9	C28—C27—H27	126.8
Si—C8—H8A	109.5	N4—C27—H27	126.8
Si—C8—H8B	109.5	N3—C26—N4	112.0 (4)
H8A—C8—H8B	109.5	N3—C26—H26	124.0
Si—C8—H8C	109.5	N4—C26—H26	124.0
H8A—C8—H8C	109.5	C27—C28—N3	110.5 (4)
H8B—C8—H8C	109.5	C27—C28—H28	124.7
Si—C9—H9A	109.5	N3—C28—H28	124.7
Si—C9—H9B	109.5	C26—N4—C27	106.4 (3)
H9A—C9—H9B	109.5	C26—N4—C23ⁱⁱⁱ	125.3 (3)
Si—C9—H9C	109.5	C27—N4—C23ⁱⁱⁱ	128.1 (3)
H9A—C9—H9C	109.5	H1WA—O1W—H1WB	122.0
H9B—C9—H9C	109.5	C13—C12—C11	119.2 (4)
C15—C10—C11	116.4 (4)	C13—C12—H12	120.4
C15—C10—Si	122.7 (3)	C11—C12—H12	120.4
C11—C10—Si	121.0 (3)

O3ⁱ—Zn—O1—C1	64.2 (3)	C12—C13—C14—C16	176.4 (4)
N1—Zn—O1—C1	−166.9 (3)	C11—C10—C15—C14	0.6 (6)
N3—Zn—O1—C1	−57.1 (3)	Si—C10—C15—C14	−179.8 (3)
O3ⁱ—Zn—N1—C17	129.7 (3)	C13—C14—C15—C10	0.1 (6)
O1—Zn—N1—C17	−5.8 (3)	C16—C14—C15—C10	−176.8 (4)
N3—Zn—N1—C17	−129.6 (3)	Znⁱ—O3—C16—O4	−12.7 (6)
O3ⁱ—Zn—N1—C18	−51.9 (4)	Znⁱ—O3—C16—C14	167.1 (3)
O1—Zn—N1—C18	172.6 (4)	C13—C14—C16—O4	−9.6 (7)
N3—Zn—N1—C18	48.7 (4)	C15—C14—C16—O4	167.2 (4)
O3ⁱ—Zn—N3—C26	−36.1 (3)	C13—C14—C16—O3	170.6 (4)
O1—Zn—N3—C26	100.1 (3)	C15—C14—C16—O3	−12.6 (6)
N1—Zn—N3—C26	−153.5 (3)	C17—N1—C18—C19	−0.3 (5)
O3ⁱ—Zn—N3—C28	117.6 (4)	Zn—N1—C18—C19	−178.9 (3)
O1—Zn—N3—C28	−106.3 (4)	N1—C18—C19—N2	0.2 (5)
N1—Zn—N3—C28	0.2 (4)	C17—N2—C19—C18	−0.1 (5)
Zn—O1—C1—O2	−2.0 (6)	C20—N2—C19—C18	−178.1 (4)
Zn—O1—C1—C2	176.0 (3)	C18—N1—C17—N2	0.2 (5)
O2—C1—C2—C3	−166.5 (4)	Zn—N1—C17—N2	179.0 (3)
O1—C1—C2—C3	15.5 (6)	C19—N2—C17—N1	−0.1 (5)
O2—C1—C2—C7	16.5 (6)	C20—N2—C17—N1	177.9 (4)
O1—C1—C2—C7	−161.5 (4)	C17—N2—C20—C25	−36.5 (6)
C7—C2—C3—C4	0.1 (6)	C19—N2—C20—C25	141.1 (4)
C1—C2—C3—C4	−177.0 (4)	C17—N2—C20—C21	144.3 (4)
C2—C3—C4—C5	1.2 (6)	C19—N2—C20—C21	−38.0 (6)
C3—C4—C5—C6	−1.0 (6)	C21—C20—C25—C24	1.3 (7)
C4—C5—C6—C7	−0.5 (6)	N2—C20—C25—C24	−177.9 (4)
C4—C5—C6—Si	−179.7 (3)	C25—C20—C21—C22	−1.9 (7)
C8—Si—C6—C7	−104.7 (3)	N2—C20—C21—C22	177.3 (4)
C9—Si—C6—C7	135.5 (3)	C20—C21—C22—C23	0.2 (7)
C10—Si—C6—C7	16.9 (4)	C21—C22—C23—C24	2.0 (7)
C8—Si—C6—C5	74.5 (4)	C21—C22—C23—N4ⁱⁱ	−177.7 (4)
C9—Si—C6—C5	−45.3 (4)	C22—C23—C24—C25	−2.6 (6)
C10—Si—C6—C5	−164.0 (3)	N4ⁱⁱ—C23—C24—C25	177.2 (4)
C3—C2—C7—C6	−1.6 (6)	C20—C25—C24—C23	0.9 (7)
C1—C2—C7—C6	175.5 (4)	C28—N3—C26—N4	−0.3 (5)
C5—C6—C7—C2	1.8 (5)	Zn—N3—C26—N4	159.8 (3)
Si—C6—C7—C2	−179.0 (3)	N4—C27—C28—N3	−0.4 (5)
C8—Si—C10—C15	35.2 (4)	C26—N3—C28—C27	0.4 (5)
C9—Si—C10—C15	156.2 (3)	Zn—N3—C28—C27	−156.0 (3)
C6—Si—C10—C15	−85.0 (3)	N3—C26—N4—C27	0.1 (5)
C8—Si—C10—C11	−145.2 (4)	N3—C26—N4—C23ⁱⁱⁱ	−176.5 (3)
C9—Si—C10—C11	−24.2 (4)	C28—C27—N4—C26	0.2 (5)
C6—Si—C10—C11	94.6 (4)	C28—C27—N4—C23ⁱⁱⁱ	176.7 (4)
C15—C10—C11—C12	−0.9 (6)	C14—C13—C12—C11	0.3 (8)
Si—C10—C11—C12	179.5 (4)	C10—C11—C12—C13	0.5 (7)
C12—C13—C14—C15	−0.5 (7)

Symmetry codes: (i) −x+1, −y, −z+1; (ii) x+1, y, z+1; (iii) x−1, y, z−1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WB···O2ⁱ	0.79	1.90	2.696 (8)	178
O1W—H1WA···O2	0.78	2.08	2.852 (8)	171

Symmetry code: (i) −x+1, −y, −z+1.

Experimental details

Crystal data
Chemical formula	[Zn(C₁₆H₁₄O₄Si)(C₁₂H₁₀N₄)]·H₂O
M_r	591.99
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	9.4480 (11), 23.959 (3), 12.3083 (13)
β (°)	110.029 (2)
V (Å³)	2617.7 (5)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.03
Crystal size (mm)	0.15 × 0.10 × 0.05

Data collection
Diffractometer	Bruker APEXII CCD area-detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.861, 0.950
No. of measured, independent and observed [I > 2σ(I)] reflections	15353, 5881, 3694
R_int	0.054
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.053, 0.153, 1.02
No. of reflections	5881
No. of parameters	352
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.69, −0.74

Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008), publCIF (Westrip, 2010).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WB···O2ⁱ	0.79	1.90	2.696 (8)	178.3
O1W—H1WA···O2	0.78	2.08	2.852 (8)	171.2

Symmetry code: (i) −x+1, −y, −z+1.

References

Bruker (2005). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
He, H.-Y., Yuan, D.-Q., Ma, H.-Q., Sun, D.-F., Zhang, G.-Q. & Zhou, H.-C. (2010). Inorg. Chem. 49, 7605–7607. Web of Science CSD CrossRef CAS PubMed 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, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 68| Part 7| July 2012| Pages m865-m866

https://doi.org/10.1107/S1600536812019642

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

Poly[[[μ-3,3′-(di­methyl­silanedi­yl)dibenzoato][μ-1,1′-(1,4-phenyl­ene)di-1H-imidazole]­zinc] monohydrate]

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Experimental

Crystal data

Data collection

Refinement

Supporting information

References

metal-organic compounds

Poly[[[μ-3,3′-(dimethylsilanediyl)dibenzoato][μ-1,1′-(1,4-phenylene)di-1H-imidazole]zinc] monohydrate]