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

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ISSN: 2056-9890

catena-Poly[[[di­aqua­(1,10-phenanthroline-κ2N,N′)zinc]-μ-4-hy­dr­oxy-3-sulfonato­benzoato-κ2O3:O1] sesquihydrate]

aKey Laboratory of Functional Inorganic Material Chemistry, Ministry of Education, Heilongjiang University, Harbin 150080, People's Republic of China, bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, and cChemistry Department, Faculty of Science, King Abdulaziz University, PO Box 80203 Jeddah, Saudi Arabia
*Correspondence e-mail: seikweng@um.edu.my

(Received 23 April 2012; accepted 26 April 2012; online 2 May 2012)

The 1,10-phenanthroline-chelated Zn atom in the polymeric title compound, {[Zn(C7H4O6S)(C12H8N2)(H2O)2]·1.5H2O}n, is connected to the sulfonate O atom of one 4-hy­droxy-3-sulfonato­benzoate dianion and to the carboxyl­ate O atom of another dianion. It is also coordinated by two water mol­ecules in an overall octa­hedral environment. The dianion links adjacent metal atoms into a chain running along [110]. The chains are linked by O—H⋯O hydrogen bonds into a three-dimensional network.

Related literature

For the isostructural MnII derivative, see: Fang et al. (2011[Fang, X.-Q., Chen, P.-G., Zhu, Z.-B., Deng, Z.-P. & Gao, S. (2011). Chin. J. Inorg. Chem. 27, 1733-1737.]) and for the isostructural CoII derivative, see: Fang et al. (2012[Fang, X.-Q., Gao, S. & Ng, S. W. (2012). Acta Cryst. E68, m721.]).

[Scheme 1]

Experimental

Crystal data
  • [Zn(C7H4O6S)(C12H8N2)(H2O)2]·1.5H2O

  • Mr = 524.79

  • Monoclinic, C 2/c

  • a = 8.3682 (3) Å

  • b = 17.3251 (6) Å

  • c = 28.6686 (10) Å

  • β = 92.848 (1)°

  • V = 4151.2 (3) Å3

  • Z = 8

  • Mo Kα radiation

  • μ = 1.34 mm−1

  • T = 293 K

  • 0.19 × 0.15 × 0.11 mm

Data collection
  • Rigaku R-AXIS RAPID IP diffractometer

  • Absorption correction: multi-scan (ABSCOR; Higashi, 1995[Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.784, Tmax = 0.866

  • 20011 measured reflections

  • 4741 independent reflections

  • 3098 reflections with I > 2σ(I)

  • Rint = 0.051

Refinement
  • R[F2 > 2σ(F2)] = 0.035

  • wR(F2) = 0.104

  • S = 1.16

  • 4741 reflections

  • 326 parameters

  • 8 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • Δρmax = 0.62 e Å−3

  • Δρmin = −0.88 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
O4—H4⋯O4w 0.84 (1) 1.78 (1) 2.615 (3) 172 (4)
O1w—H11⋯O6i 0.84 (1) 1.68 (1) 2.520 (3) 172 (5)
O1w—H12⋯O3w 0.84 (1) 1.98 (2) 2.793 (2) 164 (4)
O2w—H21⋯O2ii 0.84 (1) 1.94 (1) 2.760 (3) 166 (4)
O2w—H22⋯O1wiii 0.84 (1) 1.93 (1) 2.767 (3) 174 (4)
O3w—H31⋯O2 0.84 (1) 1.95 (2) 2.752 (3) 160 (4)
O4w—H41⋯O4iv 0.84 (1) 2.23 (3) 2.939 (3) 142 (4)
O4w—H42⋯O5v 0.84 (1) 1.95 (1) 2.789 (3) 177 (4)
Symmetry codes: (i) [x-{\script{1\over 2}}, y-{\script{1\over 2}}, z]; (ii) x-1, y, z; (iii) [-x+1, y, -z+{\script{1\over 2}}]; (iv) [-x+{\script{3\over 2}}, -y+{\script{1\over 2}}, -z+1]; (v) -x+2, -y+1, -z+1.

Data collection: RAPID-AUTO (Rigaku, 1998[Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.]); cell refinement: RAPID-AUTO; data reduction: CrystalClear (Rigaku/MSC, 2002[Rigaku/MSC (2002). CrystalClear. Rigaku/MSC Inc., The Woodlands, Texas, USA.]); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Supporting information


Comment top

The title zinc compound (Scheme I, Fig. 1) is isostructural with the manganese(II) derivative (Fang et al., 2011) and with the cobalt(II) derivative (Fang et al., 2012). The 1,10-phenanthroline chelated Zn atom is connected to the sulfonate O atom of one (C7H4O6S) dianion and to the carboxylate O atom of another dianion. It is also coordinated by two water molecules in an octahedral environment. The dianion links adjacent metal atoms into a chain along [1 1 0]. The chains are linked by O–H···O hydrogen bonds into a three-dimensional network (Table 1).

Related literature top

For the isostructural MnII derivative, see: Fang et al. (2011) and for the isostructural CoII derivative, see: Fang et al. (2012).

Experimental top

A methanol solution (5 ml) of 1,10-phenanthroline (1 mmol) was added to an aqueous solution (10 ml) of zinc(II) dichloride (1 mmol), 2-hydroxy-5-carboxybenzenesulfonic acid (2 mmol) and lithium hydroxide (4 mmol). Colorless crystals were isolated from the solution after several days.

Refinement top

All H atoms were located in a difference map. Carbon-bound H-atoms were placed in calculated positions (C–H 0.93 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2U(C). H-atoms bonded to O were isotropically refined with a distance restraint of O–H 0.84±0.01 Å.

Omitted owing to bad disagreement were (4 0 4), (5 17 4), (-7 11 20), (4 10 27) and (5 11 26).

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalClear (Rigaku/MSC, 2002); 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
[Figure 1] Fig. 1. Anisotropic displacement ellipsoid plot (Barbour, 2001) of a portion of the structure of polymeric [Zn(H2O)2(C12H8N2)(C7H4O6S)]n.1.5nH2O at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.
catena-Poly[[[diaqua(1,10-phenanthroline-κ2N,N')zinc]- µ-4-hydroxy-3-sulfonatobenzoato-κ2O3:O1] sesquihydrate] top
Crystal data top
[Zn(C7H4O6S)(C12H8N2)(H2O)2]·1.5H2OF(000) = 2152
Mr = 524.79Dx = 1.679 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 12500 reflections
a = 8.3682 (3) Åθ = 3.0–27.5°
b = 17.3251 (6) ŵ = 1.34 mm1
c = 28.6686 (10) ÅT = 293 K
β = 92.848 (1)°Prism, colorless
V = 4151.2 (3) Å30.19 × 0.15 × 0.11 mm
Z = 8
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer
4741 independent reflections
Radiation source: fine-focus sealed tube3098 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.051
ω scanθmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
h = 1010
Tmin = 0.784, Tmax = 0.866k = 1822
20011 measured reflectionsl = 3737
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.035Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.104H atoms treated by a mixture of independent and constrained refinement
S = 1.16 w = 1/[σ2(Fo2) + (0.0376P)2 + 5.6207P]
where P = (Fo2 + 2Fc2)/3
4741 reflections(Δ/σ)max = 0.001
326 parametersΔρmax = 0.62 e Å3
8 restraintsΔρmin = 0.88 e Å3
Crystal data top
[Zn(C7H4O6S)(C12H8N2)(H2O)2]·1.5H2OV = 4151.2 (3) Å3
Mr = 524.79Z = 8
Monoclinic, C2/cMo Kα radiation
a = 8.3682 (3) ŵ = 1.34 mm1
b = 17.3251 (6) ÅT = 293 K
c = 28.6686 (10) Å0.19 × 0.15 × 0.11 mm
β = 92.848 (1)°
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer
4741 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
3098 reflections with I > 2σ(I)
Tmin = 0.784, Tmax = 0.866Rint = 0.051
20011 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0358 restraints
wR(F2) = 0.104H atoms treated by a mixture of independent and constrained refinement
S = 1.16Δρmax = 0.62 e Å3
4741 reflectionsΔρmin = 0.88 e Å3
326 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.61591 (4)0.232574 (19)0.342240 (11)0.02942 (12)
S11.01800 (9)0.26433 (4)0.37668 (3)0.02952 (18)
O10.8591 (2)0.23027 (12)0.37134 (7)0.0340 (5)
O21.0907 (3)0.27321 (13)0.33170 (8)0.0489 (7)
O31.1182 (3)0.22346 (14)0.41081 (9)0.0523 (7)
O40.8751 (3)0.31120 (12)0.46469 (7)0.0415 (6)
O51.0863 (3)0.62949 (11)0.37689 (7)0.0331 (5)
O61.1071 (3)0.54964 (13)0.31619 (8)0.0518 (7)
O1W0.6923 (3)0.17550 (13)0.28105 (7)0.0314 (5)
O2W0.3893 (3)0.22125 (19)0.30948 (9)0.0579 (8)
O3W1.00000.1982 (2)0.25000.0491 (9)
O4W0.7309 (3)0.35044 (14)0.53999 (8)0.0421 (6)
N10.5209 (3)0.30126 (15)0.39576 (8)0.0332 (6)
N20.6531 (3)0.34633 (15)0.31609 (9)0.0374 (6)
C10.9919 (4)0.35998 (16)0.39722 (10)0.0280 (6)
C20.9203 (4)0.37230 (17)0.43963 (10)0.0313 (7)
C30.8988 (4)0.44787 (18)0.45453 (11)0.0385 (8)
H30.84950.45710.48240.046*
C40.9496 (4)0.50923 (17)0.42853 (11)0.0369 (8)
H4A0.93480.55930.43920.044*
C51.0230 (4)0.49733 (17)0.38647 (10)0.0318 (7)
C61.0417 (4)0.42181 (17)0.37114 (10)0.0302 (7)
H61.08850.41280.34290.036*
C71.0760 (4)0.56319 (17)0.35757 (10)0.0332 (7)
C80.5305 (4)0.37811 (19)0.38722 (11)0.0377 (8)
C90.4569 (4)0.2779 (2)0.43478 (12)0.0429 (8)
H90.44990.22520.44060.051*
C100.3996 (5)0.3299 (3)0.46746 (13)0.0599 (12)
H100.35670.31180.49470.072*
C110.4075 (5)0.4066 (3)0.45891 (15)0.0636 (12)
H11A0.36910.44140.48030.076*
C120.4733 (5)0.4339 (2)0.41789 (14)0.0517 (10)
C130.4894 (6)0.5136 (2)0.40649 (19)0.0738 (14)
H130.45250.55090.42670.089*
C140.5563 (6)0.5357 (2)0.3673 (2)0.0795 (15)
H140.56470.58810.36090.095*
C150.6156 (5)0.4811 (2)0.33509 (15)0.0564 (11)
C160.6890 (6)0.5010 (2)0.29391 (17)0.0740 (14)
H160.70150.55280.28620.089*
C170.7418 (6)0.4454 (3)0.26522 (15)0.0701 (13)
H170.79130.45840.23800.084*
C180.7207 (5)0.3679 (2)0.27727 (12)0.0506 (10)
H180.75550.33000.25720.061*
C190.6008 (4)0.40212 (18)0.34510 (11)0.0376 (8)
H40.832 (5)0.328 (2)0.4885 (9)0.066 (13)*
H110.665 (6)0.1314 (13)0.2903 (16)0.092 (17)*
H120.7903 (16)0.176 (2)0.2762 (13)0.054 (12)*
H210.301 (3)0.232 (2)0.3201 (14)0.060 (12)*
H220.368 (5)0.204 (2)0.2826 (7)0.066 (13)*
H311.023 (5)0.2307 (17)0.2710 (10)0.055 (12)*
H410.669 (4)0.3148 (17)0.5466 (14)0.064 (13)*
H420.784 (4)0.358 (2)0.5651 (8)0.060 (13)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0375 (2)0.02202 (19)0.02921 (19)0.00039 (15)0.00628 (15)0.00082 (14)
S10.0306 (4)0.0221 (4)0.0363 (4)0.0016 (3)0.0063 (3)0.0058 (3)
O10.0303 (11)0.0265 (11)0.0448 (12)0.0081 (9)0.0009 (10)0.0059 (9)
O20.0613 (16)0.0375 (14)0.0506 (14)0.0070 (12)0.0310 (13)0.0130 (11)
O30.0504 (16)0.0372 (14)0.0673 (17)0.0087 (12)0.0172 (13)0.0003 (12)
O40.0697 (17)0.0242 (11)0.0324 (12)0.0106 (11)0.0196 (12)0.0017 (9)
O50.0482 (14)0.0223 (11)0.0292 (10)0.0077 (10)0.0066 (10)0.0020 (9)
O60.094 (2)0.0289 (13)0.0343 (12)0.0179 (13)0.0245 (13)0.0051 (10)
O1W0.0369 (13)0.0288 (12)0.0295 (11)0.0043 (10)0.0108 (10)0.0007 (9)
O2W0.0366 (15)0.100 (2)0.0372 (14)0.0095 (15)0.0010 (13)0.0240 (15)
O3W0.047 (2)0.055 (2)0.045 (2)0.0000.0070 (19)0.000
O4W0.0600 (17)0.0377 (14)0.0292 (12)0.0082 (12)0.0086 (12)0.0005 (10)
N10.0329 (14)0.0366 (15)0.0302 (13)0.0011 (12)0.0038 (12)0.0056 (11)
N20.0476 (17)0.0278 (14)0.0372 (14)0.0006 (12)0.0052 (13)0.0011 (11)
C10.0295 (16)0.0228 (15)0.0319 (15)0.0045 (12)0.0043 (13)0.0046 (12)
C20.0408 (18)0.0253 (15)0.0283 (15)0.0090 (13)0.0061 (14)0.0004 (12)
C30.058 (2)0.0294 (17)0.0296 (16)0.0062 (15)0.0174 (16)0.0054 (13)
C40.055 (2)0.0228 (16)0.0336 (16)0.0083 (15)0.0118 (16)0.0082 (13)
C50.0423 (19)0.0231 (15)0.0305 (15)0.0064 (13)0.0067 (14)0.0005 (12)
C60.0371 (17)0.0295 (16)0.0249 (14)0.0059 (13)0.0094 (13)0.0027 (12)
C70.0427 (19)0.0251 (16)0.0323 (16)0.0073 (14)0.0069 (15)0.0047 (13)
C80.0375 (18)0.0310 (17)0.0438 (18)0.0069 (14)0.0054 (15)0.0119 (15)
C90.0344 (18)0.056 (2)0.0386 (18)0.0004 (16)0.0027 (15)0.0060 (16)
C100.046 (2)0.091 (4)0.044 (2)0.000 (2)0.0122 (19)0.019 (2)
C110.052 (3)0.079 (3)0.060 (3)0.013 (2)0.004 (2)0.038 (2)
C120.046 (2)0.050 (2)0.059 (2)0.0124 (18)0.0039 (19)0.0237 (19)
C130.081 (3)0.044 (3)0.095 (4)0.023 (2)0.004 (3)0.034 (3)
C140.106 (4)0.025 (2)0.107 (4)0.009 (2)0.004 (3)0.014 (2)
C150.068 (3)0.0264 (18)0.074 (3)0.0044 (18)0.007 (2)0.0001 (18)
C160.105 (4)0.032 (2)0.085 (3)0.009 (2)0.002 (3)0.019 (2)
C170.099 (4)0.050 (3)0.061 (3)0.013 (3)0.011 (3)0.020 (2)
C180.070 (3)0.037 (2)0.045 (2)0.0027 (18)0.013 (2)0.0070 (16)
C190.042 (2)0.0239 (16)0.0462 (19)0.0049 (14)0.0069 (16)0.0018 (14)
Geometric parameters (Å, º) top
Zn1—O5i2.065 (2)C2—C31.392 (4)
Zn1—O2W2.083 (3)C3—C41.378 (4)
Zn1—N12.127 (2)C3—H30.9300
Zn1—N22.137 (3)C4—C51.395 (4)
Zn1—O1W2.139 (2)C4—H4A0.9300
Zn1—O12.161 (2)C5—C61.392 (4)
S1—O31.442 (3)C5—C71.491 (4)
S1—O11.456 (2)C6—H60.9300
S1—O21.461 (2)C8—C121.407 (4)
S1—C11.776 (3)C8—C191.431 (5)
O4—C21.344 (3)C9—C101.401 (5)
O4—H40.839 (10)C9—H90.9300
O5—C71.276 (3)C10—C111.354 (6)
O5—Zn1ii2.065 (2)C10—H100.9300
O6—C71.249 (4)C11—C121.405 (6)
O1W—H110.844 (10)C11—H11A0.9300
O1W—H120.839 (10)C12—C131.427 (6)
O2W—H210.835 (10)C13—C141.335 (6)
O2W—H220.836 (10)C13—H130.9300
O3W—H310.839 (10)C14—C151.429 (6)
O4W—H410.836 (10)C14—H140.9300
O4W—H420.838 (10)C15—C161.401 (6)
N1—C91.327 (4)C15—C191.404 (5)
N1—C81.357 (4)C16—C171.356 (6)
N2—C181.327 (4)C16—H160.9300
N2—C191.362 (4)C17—C181.398 (5)
C1—C61.383 (4)C17—H170.9300
C1—C21.398 (4)C18—H180.9300
O5i—Zn1—O2W90.42 (11)C3—C4—H4A119.5
O5i—Zn1—N194.52 (9)C5—C4—H4A119.5
O2W—Zn1—N190.76 (10)C6—C5—C4118.2 (3)
O5i—Zn1—N2171.77 (9)C6—C5—C7120.2 (3)
O2W—Zn1—N294.24 (12)C4—C5—C7121.6 (3)
N1—Zn1—N278.66 (10)C1—C6—C5121.0 (3)
O5i—Zn1—O1W92.44 (8)C1—C6—H6119.5
O2W—Zn1—O1W83.65 (9)C5—C6—H6119.5
N1—Zn1—O1W171.10 (10)O6—C7—O5124.7 (3)
N2—Zn1—O1W94.81 (9)O6—C7—C5117.8 (3)
O5i—Zn1—O186.06 (8)O5—C7—C5117.6 (3)
O2W—Zn1—O1172.29 (10)N1—C8—C12122.4 (3)
N1—Zn1—O196.35 (9)N1—C8—C19117.9 (3)
N2—Zn1—O190.09 (10)C12—C8—C19119.6 (3)
O1W—Zn1—O189.65 (8)N1—C9—C10122.3 (4)
O3—S1—O1111.69 (15)N1—C9—H9118.9
O3—S1—O2113.39 (16)C10—C9—H9118.9
O1—S1—O2111.59 (14)C11—C10—C9119.2 (4)
O3—S1—C1108.07 (14)C11—C10—H10120.4
O1—S1—C1106.63 (13)C9—C10—H10120.4
O2—S1—C1104.94 (13)C10—C11—C12120.5 (3)
S1—O1—Zn1150.55 (14)C10—C11—H11A119.8
C2—O4—H4108 (3)C12—C11—H11A119.8
C7—O5—Zn1ii125.22 (19)C11—C12—C8116.8 (4)
Zn1—O1W—H1194 (3)C11—C12—C13124.3 (4)
Zn1—O1W—H12118 (3)C8—C12—C13118.9 (4)
H11—O1W—H12111 (4)C14—C13—C12121.2 (4)
Zn1—O2W—H21128 (3)C14—C13—H13119.4
Zn1—O2W—H22127 (3)C12—C13—H13119.4
H21—O2W—H22105 (4)C13—C14—C15121.8 (4)
H41—O4W—H42103 (4)C13—C14—H14119.1
C9—N1—C8118.8 (3)C15—C14—H14119.1
C9—N1—Zn1128.2 (2)C16—C15—C19117.4 (4)
C8—N1—Zn1113.01 (19)C16—C15—C14124.2 (4)
C18—N2—C19118.4 (3)C19—C15—C14118.5 (4)
C18—N2—Zn1129.1 (2)C17—C16—C15120.3 (4)
C19—N2—Zn1112.6 (2)C17—C16—H16119.8
C6—C1—C2120.4 (3)C15—C16—H16119.8
C6—C1—S1119.9 (2)C16—C17—C18118.9 (4)
C2—C1—S1119.7 (2)C16—C17—H17120.5
O4—C2—C3122.2 (3)C18—C17—H17120.5
O4—C2—C1119.3 (3)N2—C18—C17122.8 (4)
C3—C2—C1118.6 (3)N2—C18—H18118.6
C4—C3—C2120.8 (3)C17—C18—H18118.6
C4—C3—H3119.6N2—C19—C15122.2 (3)
C2—C3—H3119.6N2—C19—C8117.9 (3)
C3—C4—C5121.0 (3)C15—C19—C8120.0 (3)
O3—S1—O1—Zn1173.2 (2)Zn1ii—O5—C7—C5168.2 (2)
O2—S1—O1—Zn158.7 (3)C6—C5—C7—O613.8 (5)
C1—S1—O1—Zn155.4 (3)C4—C5—C7—O6164.3 (3)
O5i—Zn1—O1—S1179.0 (3)C6—C5—C7—O5166.3 (3)
N1—Zn1—O1—S186.9 (3)C4—C5—C7—O515.7 (5)
N2—Zn1—O1—S18.3 (3)C9—N1—C8—C120.9 (5)
O1W—Zn1—O1—S186.5 (3)Zn1—N1—C8—C12179.4 (3)
O5i—Zn1—N1—C94.3 (3)C9—N1—C8—C19179.6 (3)
O2W—Zn1—N1—C986.1 (3)Zn1—N1—C8—C190.1 (4)
N2—Zn1—N1—C9179.7 (3)C8—N1—C9—C100.2 (5)
O1—Zn1—N1—C990.9 (3)Zn1—N1—C9—C10179.5 (3)
O5i—Zn1—N1—C8175.4 (2)N1—C9—C10—C110.8 (6)
O2W—Zn1—N1—C894.2 (2)C9—C10—C11—C120.4 (6)
N2—Zn1—N1—C80.0 (2)C10—C11—C12—C80.6 (6)
O1—Zn1—N1—C888.8 (2)C10—C11—C12—C13178.7 (4)
O2W—Zn1—N2—C1891.4 (3)N1—C8—C12—C111.2 (5)
N1—Zn1—N2—C18178.7 (3)C19—C8—C12—C11179.2 (3)
O1W—Zn1—N2—C187.4 (3)N1—C8—C12—C13179.5 (4)
O1—Zn1—N2—C1882.3 (3)C19—C8—C12—C131.0 (5)
O2W—Zn1—N2—C1990.1 (2)C11—C12—C13—C14178.5 (5)
N1—Zn1—N2—C190.1 (2)C8—C12—C13—C140.4 (7)
O1W—Zn1—N2—C19174.0 (2)C12—C13—C14—C150.2 (8)
O1—Zn1—N2—C1996.3 (2)C13—C14—C15—C16179.0 (5)
O3—S1—C1—C6120.0 (3)C13—C14—C15—C190.6 (7)
O1—S1—C1—C6119.8 (3)C19—C15—C16—C170.4 (7)
O2—S1—C1—C61.3 (3)C14—C15—C16—C17180.0 (5)
O3—S1—C1—C260.3 (3)C15—C16—C17—C180.5 (8)
O1—S1—C1—C259.9 (3)C19—N2—C18—C170.7 (6)
O2—S1—C1—C2178.4 (3)Zn1—N2—C18—C17177.8 (3)
C6—C1—C2—O4179.0 (3)C16—C17—C18—N21.1 (7)
S1—C1—C2—O41.3 (4)C18—N2—C19—C150.3 (5)
C6—C1—C2—C30.8 (5)Zn1—N2—C19—C15179.1 (3)
S1—C1—C2—C3178.9 (3)C18—N2—C19—C8179.0 (3)
O4—C2—C3—C4178.6 (3)Zn1—N2—C19—C80.2 (4)
C1—C2—C3—C41.3 (5)C16—C15—C19—N20.8 (6)
C2—C3—C4—C50.4 (6)C14—C15—C19—N2179.5 (4)
C3—C4—C5—C60.8 (5)C16—C15—C19—C8178.5 (4)
C3—C4—C5—C7178.9 (3)C14—C15—C19—C81.2 (6)
C2—C1—C6—C50.4 (5)N1—C8—C19—N20.3 (5)
S1—C1—C6—C5179.8 (3)C12—C8—C19—N2179.3 (3)
C4—C5—C6—C11.2 (5)N1—C8—C19—C15179.1 (3)
C7—C5—C6—C1179.4 (3)C12—C8—C19—C151.4 (5)
Zn1ii—O5—C7—O611.8 (5)
Symmetry codes: (i) x1/2, y1/2, z; (ii) x+1/2, y+1/2, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O4—H4···O4w0.84 (1)1.78 (1)2.615 (3)172 (4)
O1w—H11···O6i0.84 (1)1.68 (1)2.520 (3)172 (5)
O1w—H12···O3w0.84 (1)1.98 (2)2.793 (2)164 (4)
O2w—H21···O2iii0.84 (1)1.94 (1)2.760 (3)166 (4)
O2w—H22···O1wiv0.84 (1)1.93 (1)2.767 (3)174 (4)
O3w—H31···O20.84 (1)1.95 (2)2.752 (3)160 (4)
O4w—H41···O4v0.84 (1)2.23 (3)2.939 (3)142 (4)
O4w—H42···O5vi0.84 (1)1.95 (1)2.789 (3)177 (4)
Symmetry codes: (i) x1/2, y1/2, z; (iii) x1, y, z; (iv) x+1, y, z+1/2; (v) x+3/2, y+1/2, z+1; (vi) x+2, y+1, z+1.

Experimental details

Crystal data
Chemical formula[Zn(C7H4O6S)(C12H8N2)(H2O)2]·1.5H2O
Mr524.79
Crystal system, space groupMonoclinic, C2/c
Temperature (K)293
a, b, c (Å)8.3682 (3), 17.3251 (6), 28.6686 (10)
β (°) 92.848 (1)
V3)4151.2 (3)
Z8
Radiation typeMo Kα
µ (mm1)1.34
Crystal size (mm)0.19 × 0.15 × 0.11
Data collection
DiffractometerRigaku R-AXIS RAPID IP
diffractometer
Absorption correctionMulti-scan
(ABSCOR; Higashi, 1995)
Tmin, Tmax0.784, 0.866
No. of measured, independent and
observed [I > 2σ(I)] reflections
20011, 4741, 3098
Rint0.051
(sin θ/λ)max1)0.649
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.035, 0.104, 1.16
No. of reflections4741
No. of parameters326
No. of restraints8
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.62, 0.88

Computer programs: RAPID-AUTO (Rigaku, 1998), CrystalClear (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O4—H4···O4w0.84 (1)1.78 (1)2.615 (3)172 (4)
O1w—H11···O6i0.84 (1)1.68 (1)2.520 (3)172 (5)
O1w—H12···O3w0.84 (1)1.98 (2)2.793 (2)164 (4)
O2w—H21···O2ii0.84 (1)1.94 (1)2.760 (3)166 (4)
O2w—H22···O1wiii0.84 (1)1.93 (1)2.767 (3)174 (4)
O3w—H31···O20.84 (1)1.95 (2)2.752 (3)160 (4)
O4w—H41···O4iv0.84 (1)2.23 (3)2.939 (3)142 (4)
O4w—H42···O5v0.84 (1)1.95 (1)2.789 (3)177 (4)
Symmetry codes: (i) x1/2, y1/2, z; (ii) x1, y, z; (iii) x+1, y, z+1/2; (iv) x+3/2, y+1/2, z+1; (v) x+2, y+1, z+1.
 

Acknowledgements

This work was supported by the Key Project of the Natural Science Foundation of Heilongjiang Province (No. ZD200903), the Key Project of the Education Bureau of Heilongjiang Province (Nos. 12511z023 and 2011CJHB006), the Innovation Team of the Education Bureau of Heilongjiang Province (No. 2010 t d03), Heilongjiang University (Hdtd2010–04) and the Ministry of Higher Education of Malaysia (grant No. UM.C/HIR/MOHE/SC/12).

References

First citationBarbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.  CrossRef CAS Google Scholar
First citationFang, X.-Q., Chen, P.-G., Zhu, Z.-B., Deng, Z.-P. & Gao, S. (2011). Chin. J. Inorg. Chem. 27, 1733–1737.  CAS Google Scholar
First citationFang, X.-Q., Gao, S. & Ng, S. W. (2012). Acta Cryst. E68, m721.  CSD CrossRef IUCr Journals Google Scholar
First citationHigashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.  Google Scholar
First citationRigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.  Google Scholar
First citationRigaku/MSC (2002). CrystalClear. Rigaku/MSC Inc., The Woodlands, Texas, USA.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWestrip, S. P. (2010). J. Appl. Cryst. 43, 920–925.  Web of Science CrossRef CAS IUCr Journals Google Scholar

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