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

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 65| Part 2| February 2009| Pages m239-m240

Di­aqua­bis­(1,10-phenanthroline-κ2N,N′)zinc(II) 2-hydr­­oxy-5-sulfonatobenzoate tetra­hydrate

aCollege of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, People's Republic of China, and bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my

(Received 21 January 2009; accepted 24 January 2009; online 31 January 2009)

The water-coordinated metal centre in the title salt, [Zn(C12H8N2)2(H2O)2]C7H4O6S·4H2O, is chelated by the two bidentate N-heterocycles, leading to an overall distorted octa­hedral environment. The cation, dianion and solvent water mol­ecules inter­act by O—H⋯O hydrogen bonds to form a layer motif. The SO3 group is disordered over two positions with respect to the O atoms in a 0.76 (1):0.24 (1) ratio. One of the solvent water molecules is also disordered over two positions in a 0.56 (4):0.44 (4) ratio.

Related literature

For the isostructural manganese(II), nickel(II) and cobalt(II) analogues, see: Fan et al. (2005[Fan, S.-R., Zhu, L.-G., Xiao, H.-P. & Ng, S. W. (2005). Acta Cryst. E61, m563-m565.]); Chen et al. (2005[Chen, J.-M., Fan, S.-R. & Zhu, L.-G. (2005). Acta Cryst. E61, m1724-m1726.]); Zhu & Fan (2005[Zhu, L.-G. & Fan, S. R. (2005). Chin. J. Chem. 23, 1292-1296.]).

[Scheme 1]

Experimental

Crystal data
  • [Zn(C12H8N2)2(H2O)2]C7H4O6S·4H2O

  • Mr = 750.04

  • Triclinic, [P \overline 1]

  • a = 10.075 (1) Å

  • b = 12.263 (1) Å

  • c = 13.927 (1) Å

  • α = 96.937 (2)°

  • β = 101.495 (2)°

  • γ = 98.856 (2)°

  • V = 1645.5 (2) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.88 mm−1

  • T = 293 (2) K

  • 0.38 × 0.30 × 0.22 mm

Data collection
  • Bruker APEXII area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.36, Tmax = 0.82

  • 10806 measured reflections

  • 7315 independent reflections

  • 4849 reflections with I > 2σ(I)

  • Rint = 0.020

Refinement
  • R[F2 > 2σ(F2)] = 0.037

  • wR(F2) = 0.095

  • S = 0.93

  • 7315 reflections

  • 513 parameters

  • 106 restraints

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

  • Δρmax = 0.28 e Å−3

  • Δρmin = −0.35 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
O1W—H11⋯O1 0.83 (1) 1.81 (1) 2.632 (2) 170 (3)
O1W—H12⋯O6i 0.84 (1) 1.95 (1) 2.793 (4) 177 (2)
O1W—H12⋯O6′i 0.84 (1) 2.04 (2) 2.787 (7) 147 (2)
O2W—H21⋯O3W 0.85 (1) 1.87 (1) 2.714 (3) 170 (3)
O2W—H22⋯O6W 0.85 (1) 1.95 (1) 2.778 (6) 166 (3)
O2W—H22⋯O6W 0.85 (1) 1.80 (2) 2.615 (6) 160 (3)
O3W—H31⋯O5W 0.85 (1) 1.91 (1) 2.754 (3) 173 (3)
O3W—H32⋯O5ii 0.85 (1) 1.95 (1) 2.805 (4) 178 (3)
O3W—H32⋯O5′ii 0.85 (1) 2.08 (2) 2.892 (10) 159 (3)
O4W—H41⋯O4iii 0.86 (1) 2.17 (3) 2.962 (5) 153 (5)
O4W—H41⋯O4′iii 0.86 (1) 1.74 (2) 2.598 (8) 173 (5)
O4W—H42⋯O5ii 0.86 (1) 2.22 (1) 3.065 (5) 169 (5)
O4W—H42⋯O5′ii 0.86 (1) 2.08 (2) 2.869 (15) 153 (4)
O5W—H51⋯O4iii 0.84 (1) 2.07 (1) 2.900 (4) 168 (4)
O5W—H51⋯O6′iii 0.84 (1) 2.07 (2) 2.823 (8) 148 (3)
O5W—H52⋯O2iv 0.85 (1) 1.94 (1) 2.792 (3) 175 (3)
O6W—H61⋯O6i 0.83 (1) 2.22 (3) 2.751 (8) 122 (3)
O6W—H62⋯O4W 0.84 (1) 1.88 (2) 2.642 (7) 150 (4)
Symmetry codes: (i) -x+2, -y+2, -z+1; (ii) x-1, y, z-1; (iii) -x+1, -y+2, -z+1; (iv) x-1, y, z.

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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, 2009[Westrip, S. P. (2009). publCIF. In preparation.]).

Supporting information


Related literature top

For the isostructural manganese(II), nickel(II) and cobalt(II) analogues, see: Fan et al. (2005); Chen et al. (2005); Zhu & Fan (2005).

Experimental top

1,10-Phenanthroline monohydrate (0.10 g, 0.5 mmol) was dissolved in methanol (10 ml). To this solution was added zinc nitrate hexahydrate (0.15 g, 0.5 mmol) dissolved in water (10 ml). The solution was then mixed with an aqueous solution of 5-sulfosalicylic acid (0.11 g, 0.5 mmol) and sodium hydroxide (0.04 g, 1 mmol). Crystals separated after several days. These were collected and washed with methanol; yield: 50%. CH&N elemental analysis: Calc. for C31H32N4O12SZn: C 49.63, H 4.27, N 7.47%. Found: C 49.71, H 4.31, N, 7.41%.

Refinement top

The –SO3 group is disordered over two positions with respect to the O atoms. The S—O distances were restrained to 0.01 Å of each other, as were the O···O distances. The anisotropic temperature factors were restrained to be nearly isotropic. The disordered refined to a 0.76 (1):0.24 ratio. One of the lattice water molecules is also disordered over two positions in a 0.56 (4):0.44 ratio. The temperature factors of the two components were restrained to be equal to each other. The anisotropic temperature factors were also restrained to be nearly isotropic.

The carbon-bound H atoms were placed in calculated positions and were allowed to ride on the parent atoms. The oxygen-bound ones were located in a difference Fourier map, and were refined with distance restraints O—H = 0.85 (1) and H···H = 1.39 (1) Å. Their temperature factors were tied by a factor of 1.5.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); 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, 2009).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot of [Zn(OH2)2(C12H8N2)2][C7H4O6S].4H2O; displacement ellipsoids are drawn at the 50% probability level, and H atoms as spheres of arbitrary radii. The disorder is not shown.
Diaquabis(1,10-phenanthroline-κ2N,N')zinc(II) 2-hydroxy-5-sulfonatobenzoate tetrahydrate top
Crystal data top
[Zn(C12H8N2)2(H2O)2]C7H4O6S·4H2OZ = 2
Mr = 750.04F(000) = 776
Triclinic, P1Dx = 1.514 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.075 (1) ÅCell parameters from 2300 reflections
b = 12.263 (1) Åθ = 2.5–22.9°
c = 13.927 (1) ŵ = 0.88 mm1
α = 96.937 (2)°T = 293 K
β = 101.495 (2)°Block, colourless
γ = 98.856 (2)°0.38 × 0.30 × 0.22 mm
V = 1645.5 (2) Å3
Data collection top
Bruker APEXII area-detector
diffractometer
7315 independent reflections
Radiation source: fine-focus sealed tube4849 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.020
ϕ and ω scansθmax = 27.5°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1312
Tmin = 0.36, Tmax = 0.82k = 1415
10806 measured reflectionsl = 1815
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)] = 0.037Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.095H atoms treated by a mixture of independent and constrained refinement
S = 0.93 w = 1/[σ2(Fo2) + (0.0512P)2]
where P = (Fo2 + 2Fc2)/3
7315 reflections(Δ/σ)max = 0.001
513 parametersΔρmax = 0.28 e Å3
106 restraintsΔρmin = 0.35 e Å3
Crystal data top
[Zn(C12H8N2)2(H2O)2]C7H4O6S·4H2Oγ = 98.856 (2)°
Mr = 750.04V = 1645.5 (2) Å3
Triclinic, P1Z = 2
a = 10.075 (1) ÅMo Kα radiation
b = 12.263 (1) ŵ = 0.88 mm1
c = 13.927 (1) ÅT = 293 K
α = 96.937 (2)°0.38 × 0.30 × 0.22 mm
β = 101.495 (2)°
Data collection top
Bruker APEXII area-detector
diffractometer
7315 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
4849 reflections with I > 2σ(I)
Tmin = 0.36, Tmax = 0.82Rint = 0.020
10806 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.037106 restraints
wR(F2) = 0.095H atoms treated by a mixture of independent and constrained refinement
S = 0.93Δρmax = 0.28 e Å3
7315 reflectionsΔρmin = 0.35 e Å3
513 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Zn10.50705 (3)0.73388 (2)0.26312 (2)0.03952 (10)
S11.09039 (9)0.91846 (6)0.82131 (5)0.0656 (2)
N10.40757 (18)0.83635 (15)0.35340 (14)0.0376 (4)
N20.5761 (2)0.69351 (16)0.40972 (14)0.0417 (5)
N30.5781 (2)0.59926 (17)0.18305 (14)0.0439 (5)
N40.32841 (19)0.59452 (15)0.22700 (14)0.0402 (5)
O10.9002 (2)0.85085 (16)0.42946 (13)0.0634 (5)
O20.9822 (2)0.70605 (17)0.36560 (14)0.0701 (6)
O31.1172 (3)0.59708 (19)0.47739 (18)0.0844 (7)
H31.064 (4)0.613 (4)0.428 (2)0.127*
O40.9776 (4)0.9750 (3)0.7937 (2)0.0854 (15)0.757 (7)
O51.0879 (5)0.8618 (3)0.9044 (3)0.0724 (11)0.757 (7)
O61.2238 (5)0.9995 (3)0.8373 (3)0.1028 (16)0.757 (7)
O4'0.9391 (7)0.8922 (10)0.8218 (8)0.104 (5)0.243 (7)
O5'1.1646 (14)0.8780 (11)0.9059 (9)0.101 (5)0.243 (7)
O6'1.1326 (10)1.0279 (5)0.8124 (7)0.054 (3)0.243 (7)
O1W0.69078 (17)0.84787 (16)0.28148 (14)0.0517 (4)
H110.757 (2)0.841 (2)0.3255 (15)0.078*
H120.713 (3)0.8936 (19)0.2443 (16)0.078*
O2W0.42757 (19)0.79208 (16)0.13328 (14)0.0555 (5)
H210.3404 (11)0.779 (2)0.114 (2)0.083*
H220.459 (2)0.8582 (13)0.127 (2)0.083*
O3W0.1536 (2)0.73101 (18)0.05280 (15)0.0658 (5)
H310.103 (3)0.742 (3)0.0938 (18)0.099*
H320.134 (3)0.770 (2)0.0068 (16)0.099*
O4W0.2383 (3)1.0300 (3)0.0895 (2)0.1163 (9)
H410.182 (4)1.052 (4)0.123 (3)0.174*
H420.190 (4)0.990 (4)0.035 (2)0.174*
O5W0.0022 (2)0.78419 (18)0.18724 (16)0.0698 (6)
H510.008 (4)0.8523 (12)0.190 (2)0.105*
H520.010 (4)0.763 (2)0.2422 (14)0.105*
O6W0.5032 (7)1.0198 (5)0.1338 (4)0.0941 (15)0.54 (6)
O6W'0.4960 (7)0.9808 (5)0.0703 (5)0.0941 (15)0.46
H610.5655 (17)1.030 (3)0.1029 (18)0.141*
H620.429 (2)1.038 (4)0.105 (3)0.141*
C10.4359 (2)0.82539 (18)0.45066 (17)0.0364 (5)
C20.5265 (2)0.74973 (19)0.48134 (17)0.0387 (5)
C30.6591 (3)0.6232 (2)0.4370 (2)0.0579 (7)
H3A0.69320.58420.38870.069*
C40.6975 (3)0.6053 (3)0.5344 (3)0.0764 (9)
H40.75560.55500.55050.092*
C50.6491 (3)0.6622 (3)0.6058 (2)0.0751 (9)
H50.67470.65120.67130.090*
C60.5605 (3)0.7376 (2)0.58146 (19)0.0545 (7)
C70.5041 (3)0.8011 (3)0.6521 (2)0.0681 (8)
H70.52750.79390.71880.082*
C80.4186 (3)0.8704 (2)0.6232 (2)0.0589 (8)
H80.38320.91010.67030.071*
C90.3807 (2)0.88451 (19)0.52230 (19)0.0443 (6)
C100.2908 (3)0.9557 (2)0.4877 (2)0.0531 (7)
H100.25120.99600.53170.064*
C110.2621 (3)0.9652 (2)0.3902 (2)0.0542 (7)
H11A0.20221.01160.36690.065*
C120.3231 (2)0.90484 (19)0.3246 (2)0.0461 (6)
H12A0.30350.91320.25810.055*
C130.4829 (3)0.50289 (19)0.15053 (16)0.0411 (6)
C140.3499 (2)0.50073 (19)0.17326 (16)0.0407 (5)
C150.2076 (3)0.5927 (2)0.25028 (19)0.0496 (6)
H150.19270.65620.28730.060*
C160.1008 (3)0.4998 (2)0.2220 (2)0.0602 (7)
H160.01750.50200.24070.072*
C170.1194 (3)0.4070 (2)0.1673 (2)0.0624 (8)
H170.04840.34530.14720.075*
C180.2475 (3)0.4041 (2)0.14070 (18)0.0516 (7)
C190.2778 (4)0.3086 (2)0.0854 (2)0.0712 (9)
H190.21020.24480.06330.085*
C200.4028 (4)0.3099 (2)0.0649 (2)0.0696 (9)
H200.42060.24630.02990.084*
C210.5102 (3)0.4076 (2)0.09595 (18)0.0533 (7)
C220.6413 (3)0.4162 (3)0.0741 (2)0.0641 (8)
H22A0.66410.35550.03820.077*
C230.7349 (3)0.5124 (3)0.1051 (2)0.0644 (8)
H230.82140.51800.09010.077*
C240.7002 (3)0.6032 (2)0.15969 (19)0.0551 (7)
H240.76520.66870.18050.066*
C250.9671 (3)0.7750 (2)0.4384 (2)0.0512 (6)
C261.0362 (2)0.7593 (2)0.54018 (19)0.0449 (6)
C271.0324 (2)0.8337 (2)0.62312 (18)0.0442 (6)
H270.98820.89420.61450.053*
C281.0928 (3)0.8198 (2)0.71780 (19)0.0484 (6)
C291.1577 (3)0.7286 (3)0.7311 (2)0.0644 (8)
H291.19690.71770.79470.077*
C301.1638 (3)0.6547 (3)0.6508 (3)0.0714 (9)
H301.20750.59410.66030.086*
C311.1054 (3)0.6693 (2)0.5552 (2)0.0573 (7)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.04032 (17)0.04133 (17)0.03760 (16)0.01290 (12)0.00851 (12)0.00213 (11)
S10.0877 (6)0.0620 (5)0.0438 (4)0.0094 (4)0.0046 (4)0.0170 (4)
N10.0359 (11)0.0355 (10)0.0403 (11)0.0103 (8)0.0060 (9)0.0005 (9)
N20.0415 (11)0.0416 (11)0.0453 (12)0.0148 (9)0.0107 (9)0.0085 (9)
N30.0423 (12)0.0524 (12)0.0394 (11)0.0176 (10)0.0097 (9)0.0041 (9)
N40.0406 (11)0.0406 (11)0.0409 (11)0.0097 (9)0.0107 (9)0.0062 (9)
O10.0622 (12)0.0758 (13)0.0498 (11)0.0292 (11)0.0026 (9)0.0050 (10)
O20.0863 (15)0.0732 (13)0.0538 (12)0.0241 (11)0.0205 (11)0.0014 (10)
O30.116 (2)0.0723 (14)0.0890 (18)0.0524 (14)0.0495 (16)0.0187 (13)
O40.123 (3)0.084 (3)0.0535 (18)0.055 (2)0.0025 (17)0.0085 (16)
O50.106 (3)0.068 (2)0.0442 (17)0.009 (2)0.0146 (19)0.0256 (15)
O60.113 (3)0.083 (2)0.088 (2)0.029 (2)0.010 (2)0.0347 (19)
O4'0.100 (7)0.099 (8)0.115 (8)0.011 (5)0.075 (6)0.024 (6)
O5'0.139 (10)0.096 (8)0.065 (7)0.025 (7)0.007 (7)0.026 (5)
O6'0.066 (6)0.046 (4)0.064 (5)0.021 (4)0.025 (4)0.025 (4)
O1W0.0425 (10)0.0623 (12)0.0495 (11)0.0061 (9)0.0048 (8)0.0192 (9)
O2W0.0574 (11)0.0635 (12)0.0460 (11)0.0180 (10)0.0058 (10)0.0111 (10)
O3W0.0660 (13)0.0783 (14)0.0580 (13)0.0261 (11)0.0105 (10)0.0185 (11)
O4W0.145 (3)0.096 (2)0.099 (2)0.0271 (19)0.0184 (19)0.0103 (16)
O5W0.0734 (14)0.0677 (13)0.0767 (15)0.0189 (12)0.0283 (12)0.0169 (11)
O6W0.115 (3)0.091 (3)0.078 (3)0.013 (2)0.024 (3)0.023 (3)
O6W'0.115 (3)0.091 (3)0.078 (3)0.013 (2)0.024 (3)0.023 (3)
C10.0338 (12)0.0333 (12)0.0398 (13)0.0011 (10)0.0098 (10)0.0001 (10)
C20.0371 (13)0.0393 (13)0.0390 (13)0.0047 (10)0.0080 (10)0.0070 (10)
C30.0621 (18)0.0594 (17)0.0632 (19)0.0307 (15)0.0179 (15)0.0210 (14)
C40.084 (2)0.083 (2)0.080 (2)0.0452 (19)0.0197 (19)0.0421 (19)
C50.087 (2)0.094 (2)0.0559 (19)0.032 (2)0.0137 (17)0.0404 (18)
C60.0597 (17)0.0634 (17)0.0434 (15)0.0095 (14)0.0134 (13)0.0190 (13)
C70.084 (2)0.084 (2)0.0392 (16)0.0082 (18)0.0221 (15)0.0144 (15)
C80.0627 (19)0.0658 (18)0.0488 (17)0.0029 (15)0.0277 (15)0.0032 (14)
C90.0404 (14)0.0418 (13)0.0487 (15)0.0005 (11)0.0170 (12)0.0036 (11)
C100.0445 (15)0.0436 (14)0.072 (2)0.0066 (12)0.0261 (14)0.0097 (13)
C110.0415 (15)0.0450 (15)0.076 (2)0.0176 (12)0.0113 (14)0.0008 (14)
C120.0420 (14)0.0425 (14)0.0535 (16)0.0158 (11)0.0050 (12)0.0060 (12)
C130.0552 (15)0.0397 (13)0.0308 (12)0.0174 (12)0.0069 (11)0.0088 (10)
C140.0516 (15)0.0383 (13)0.0314 (12)0.0094 (11)0.0043 (11)0.0095 (10)
C150.0439 (15)0.0537 (16)0.0527 (16)0.0095 (12)0.0134 (12)0.0091 (12)
C160.0488 (17)0.0710 (19)0.0586 (18)0.0008 (14)0.0124 (14)0.0139 (15)
C170.0621 (19)0.0613 (18)0.0537 (18)0.0128 (15)0.0043 (14)0.0145 (15)
C180.0693 (19)0.0425 (14)0.0380 (14)0.0025 (13)0.0045 (13)0.0095 (11)
C190.106 (3)0.0404 (16)0.059 (2)0.0000 (16)0.0144 (19)0.0007 (14)
C200.114 (3)0.0418 (16)0.0536 (18)0.0264 (17)0.0167 (19)0.0018 (13)
C210.083 (2)0.0474 (15)0.0351 (14)0.0336 (15)0.0106 (13)0.0069 (12)
C220.092 (2)0.073 (2)0.0411 (16)0.0530 (19)0.0180 (16)0.0075 (14)
C230.0593 (18)0.101 (2)0.0461 (17)0.0459 (18)0.0169 (14)0.0138 (16)
C240.0457 (15)0.0748 (19)0.0482 (16)0.0234 (14)0.0118 (13)0.0053 (14)
C250.0460 (15)0.0575 (16)0.0501 (16)0.0075 (13)0.0133 (13)0.0064 (13)
C260.0374 (13)0.0493 (14)0.0539 (16)0.0117 (11)0.0170 (12)0.0151 (12)
C270.0372 (13)0.0491 (14)0.0500 (15)0.0132 (11)0.0106 (11)0.0139 (12)
C280.0452 (15)0.0537 (15)0.0515 (16)0.0091 (12)0.0146 (12)0.0216 (13)
C290.0629 (19)0.078 (2)0.066 (2)0.0272 (16)0.0183 (15)0.0413 (17)
C300.082 (2)0.071 (2)0.088 (2)0.0460 (18)0.0382 (19)0.0433 (19)
C310.0589 (17)0.0553 (16)0.070 (2)0.0202 (14)0.0297 (15)0.0212 (15)
Geometric parameters (Å, º) top
Zn1—O2W2.0810 (18)C4—C51.358 (4)
Zn1—O1W2.0914 (17)C4—H40.9300
Zn1—N12.1615 (17)C5—C61.406 (4)
Zn1—N22.164 (2)C5—H50.9300
Zn1—N32.1720 (18)C6—C71.438 (4)
Zn1—N42.2130 (19)C7—C81.341 (4)
S1—O6'1.372 (5)C7—H70.9300
S1—O51.422 (3)C8—C91.420 (4)
S1—O41.433 (3)C8—H80.9300
S1—O5'1.448 (6)C9—C101.409 (4)
S1—O61.503 (3)C10—C111.354 (4)
S1—O4'1.511 (6)C10—H100.9300
S1—C281.773 (3)C11—C121.400 (3)
N1—C121.325 (3)C11—H11A0.9300
N1—C11.355 (3)C12—H12A0.9300
N2—C31.327 (3)C13—C211.410 (3)
N2—C21.363 (3)C13—C141.434 (3)
N3—C241.330 (3)C14—C181.407 (3)
N3—C131.367 (3)C15—C161.398 (4)
N4—C151.318 (3)C15—H150.9300
N4—C141.365 (3)C16—C171.351 (4)
O1—C251.234 (3)C16—H160.9300
O2—C251.288 (3)C17—C181.417 (4)
O3—C311.351 (3)C17—H170.9300
O3—H30.853 (11)C18—C191.430 (4)
O1W—H110.832 (10)C19—C201.344 (4)
O1W—H120.843 (10)C19—H190.9300
O2W—H210.849 (10)C20—C211.443 (4)
O2W—H220.845 (10)C20—H200.9300
O3W—H310.849 (10)C21—C221.405 (4)
O3W—H320.853 (10)C22—C231.356 (4)
O4W—H410.859 (11)C22—H22A0.9300
O4W—H420.858 (11)C23—C241.400 (4)
O5W—H510.844 (10)C23—H230.9300
O5W—H520.851 (10)C24—H240.9300
O6W—O6W'0.937 (6)C25—C261.498 (4)
O6W—H610.831 (11)C26—C271.394 (3)
O6W—H620.843 (8)C26—C311.408 (3)
O6W'—H610.857 (11)C27—C281.380 (3)
O6W'—H621.17 (3)C27—H270.9300
C1—C91.415 (3)C28—C291.393 (4)
C1—C21.441 (3)C29—C301.369 (4)
C2—C61.400 (3)C29—H290.9300
C3—C41.388 (4)C30—C311.388 (4)
C3—H3A0.9300C30—H300.9300
O2W—Zn1—O1W89.83 (7)C2—C6—C5116.4 (2)
O2W—Zn1—N193.87 (7)C2—C6—C7119.3 (3)
O1W—Zn1—N197.42 (7)C5—C6—C7124.3 (3)
O2W—Zn1—N2171.00 (7)C8—C7—C6121.0 (3)
O1W—Zn1—N290.11 (7)C8—C7—H7119.5
N1—Zn1—N277.21 (7)C6—C7—H7119.5
O2W—Zn1—N392.55 (7)C7—C8—C9121.5 (2)
O1W—Zn1—N394.26 (8)C7—C8—H8119.2
N1—Zn1—N3166.67 (7)C9—C8—H8119.2
N2—Zn1—N396.43 (7)C10—C9—C1116.7 (2)
O2W—Zn1—N489.26 (7)C10—C9—C8124.0 (2)
O1W—Zn1—N4170.12 (7)C1—C9—C8119.4 (2)
N1—Zn1—N492.46 (7)C11—C10—C9119.9 (2)
N2—Zn1—N492.32 (7)C11—C10—H10120.0
N3—Zn1—N475.96 (7)C9—C10—H10120.0
O6'—S1—O5133.1 (4)C10—C11—C12119.6 (2)
O6'—S1—O467.2 (4)C10—C11—H11A120.2
O5—S1—O4115.8 (2)C12—C11—H11A120.2
O6'—S1—O5'116.8 (5)N1—C12—C11122.8 (2)
O5—S1—O5'30.8 (5)N1—C12—H12A118.6
O4—S1—O5'140.9 (7)C11—C12—H12A118.6
O6'—S1—O642.2 (3)N3—C13—C21122.9 (2)
O5—S1—O6110.5 (2)N3—C13—C14117.6 (2)
O4—S1—O6109.3 (2)C21—C13—C14119.5 (2)
O5'—S1—O682.5 (5)N4—C14—C18122.4 (2)
O6'—S1—O4'112.4 (5)N4—C14—C13117.5 (2)
O5—S1—O4'76.4 (5)C18—C14—C13120.0 (2)
O4—S1—O4'46.8 (5)N4—C15—C16123.2 (2)
O5'—S1—O4'107.2 (5)N4—C15—H15118.4
O6—S1—O4'151.4 (4)C16—C15—H15118.4
O6'—S1—C28114.8 (3)C17—C16—C15119.5 (3)
O5—S1—C28108.38 (19)C17—C16—H16120.2
O4—S1—C28108.01 (15)C15—C16—H16120.2
O5'—S1—C28104.5 (6)C16—C17—C18119.7 (3)
O6—S1—C28104.2 (2)C16—C17—H17120.2
O4'—S1—C2899.3 (4)C18—C17—H17120.2
C12—N1—C1118.06 (19)C14—C18—C17117.0 (2)
C12—N1—Zn1128.06 (16)C14—C18—C19119.4 (3)
C1—N1—Zn1113.88 (14)C17—C18—C19123.6 (3)
C3—N2—C2117.8 (2)C20—C19—C18120.8 (3)
C3—N2—Zn1128.40 (17)C20—C19—H19119.6
C2—N2—Zn1113.79 (15)C18—C19—H19119.6
C24—N3—C13118.0 (2)C19—C20—C21121.7 (3)
C24—N3—Zn1126.88 (18)C19—C20—H20119.2
C13—N3—Zn1115.07 (15)C21—C20—H20119.2
C15—N4—C14118.1 (2)C22—C21—C13116.6 (3)
C15—N4—Zn1128.09 (16)C22—C21—C20124.7 (2)
C14—N4—Zn1113.80 (15)C13—C21—C20118.6 (3)
C31—O3—H3104 (3)C23—C22—C21120.4 (2)
Zn1—O1W—H11117.2 (17)C23—C22—H22A119.8
Zn1—O1W—H12129.0 (17)C21—C22—H22A119.8
H11—O1W—H12112.9 (17)C22—C23—C24119.5 (3)
Zn1—O2W—H21116 (2)C22—C23—H23120.3
Zn1—O2W—H22118 (2)C24—C23—H23120.3
H21—O2W—H22109.6 (16)N3—C24—C23122.6 (3)
H31—O3W—H32108.2 (16)N3—C24—H24118.7
H41—O4W—H42107.2 (18)C23—C24—H24118.7
H51—O5W—H52109.5 (17)O1—C25—O2124.6 (3)
O6W'—O6W—H6157.6 (9)O1—C25—C26119.1 (2)
O6W'—O6W—H6282 (3)O2—C25—C26116.2 (2)
H61—O6W—H62113.0 (18)C27—C26—C31118.1 (2)
O6W—O6W'—H6154.9 (9)C27—C26—C25120.4 (2)
O6W—O6W'—H6245.5 (13)C31—C26—C25121.5 (2)
H61—O6W'—H6286 (2)C28—C27—C26121.5 (2)
N1—C1—C9123.0 (2)C28—C27—H27119.2
N1—C1—C2117.85 (19)C26—C27—H27119.2
C9—C1—C2119.2 (2)C27—C28—C29119.3 (3)
N2—C2—C6123.1 (2)C27—C28—S1120.31 (19)
N2—C2—C1117.3 (2)C29—C28—S1120.4 (2)
C6—C2—C1119.6 (2)C30—C29—C28120.3 (3)
N2—C3—C4123.0 (3)C30—C29—H29119.9
N2—C3—H3A118.5C28—C29—H29119.9
C4—C3—H3A118.5C29—C30—C31120.7 (3)
C5—C4—C3119.0 (3)C29—C30—H30119.6
C5—C4—H4120.5C31—C30—H30119.6
C3—C4—H4120.5O3—C31—C30119.2 (3)
C4—C5—C6120.6 (3)O3—C31—C26120.8 (3)
C4—C5—H5119.7C30—C31—C26120.0 (3)
C6—C5—H5119.7
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H11···O10.83 (1)1.81 (1)2.632 (2)170 (3)
O1W—H12···O6i0.84 (1)1.95 (1)2.793 (4)177 (2)
O1W—H12···O6i0.84 (1)2.04 (2)2.787 (7)147 (2)
O2W—H21···O3W0.85 (1)1.87 (1)2.714 (3)170 (3)
O2W—H22···O6W0.85 (1)1.95 (1)2.778 (6)166 (3)
O2W—H22···O6W0.85 (1)1.80 (2)2.615 (6)160 (3)
O3W—H31···O5W0.85 (1)1.91 (1)2.754 (3)173 (3)
O3W—H32···O5ii0.85 (1)1.95 (1)2.805 (4)178 (3)
O3W—H32···O5ii0.85 (1)2.08 (2)2.892 (10)159 (3)
O4W—H41···O4iii0.86 (1)2.17 (3)2.962 (5)153 (5)
O4W—H41···O4iii0.86 (1)1.74 (2)2.598 (8)173 (5)
O4W—H42···O5ii0.86 (1)2.22 (1)3.065 (5)169 (5)
O4W—H42···O5ii0.86 (1)2.08 (2)2.869 (15)153 (4)
O5W—H51···O4iii0.84 (1)2.07 (1)2.900 (4)168 (4)
O5W—H51···O6iii0.84 (1)2.07 (2)2.823 (8)148 (3)
O5W—H52···O2iv0.85 (1)1.94 (1)2.792 (3)175 (3)
O6W—H61···O6i0.83 (1)2.22 (3)2.751 (8)122 (3)
O6W—H62···O4W0.84 (1)1.88 (2)2.642 (7)150 (4)
Symmetry codes: (i) x+2, y+2, z+1; (ii) x1, y, z1; (iii) x+1, y+2, z+1; (iv) x1, y, z.

Experimental details

Crystal data
Chemical formula[Zn(C12H8N2)2(H2O)2]C7H4O6S·4H2O
Mr750.04
Crystal system, space groupTriclinic, P1
Temperature (K)293
a, b, c (Å)10.075 (1), 12.263 (1), 13.927 (1)
α, β, γ (°)96.937 (2), 101.495 (2), 98.856 (2)
V3)1645.5 (2)
Z2
Radiation typeMo Kα
µ (mm1)0.88
Crystal size (mm)0.38 × 0.30 × 0.22
Data collection
DiffractometerBruker APEXII area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.36, 0.82
No. of measured, independent and
observed [I > 2σ(I)] reflections
10806, 7315, 4849
Rint0.020
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.037, 0.095, 0.93
No. of reflections7315
No. of parameters513
No. of restraints106
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.28, 0.35

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2009).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H11···O10.83 (1)1.81 (1)2.632 (2)170 (3)
O1W—H12···O6i0.84 (1)1.95 (1)2.793 (4)177 (2)
O1W—H12···O6'i0.84 (1)2.04 (2)2.787 (7)147 (2)
O2W—H21···O3W0.85 (1)1.87 (1)2.714 (3)170 (3)
O2W—H22···O6W0.85 (1)1.95 (1)2.778 (6)166 (3)
O2W—H22···O6W'0.85 (1)1.80 (2)2.615 (6)160 (3)
O3W—H31···O5W0.85 (1)1.91 (1)2.754 (3)173 (3)
O3W—H32···O5ii0.85 (1)1.95 (1)2.805 (4)178 (3)
O3W—H32···O5'ii0.85 (1)2.08 (2)2.892 (10)159 (3)
O4W—H41···O4iii0.86 (1)2.17 (3)2.962 (5)153 (5)
O4W—H41···O4'iii0.86 (1)1.74 (2)2.598 (8)173 (5)
O4W—H42···O5ii0.86 (1)2.22 (1)3.065 (5)169 (5)
O4W—H42···O5'ii0.86 (1)2.08 (2)2.869 (15)153 (4)
O5W—H51···O4iii0.84 (1)2.07 (1)2.900 (4)168 (4)
O5W—H51···O6'iii0.84 (1)2.07 (2)2.823 (8)148 (3)
O5W—H52···O2iv0.85 (1)1.94 (1)2.792 (3)175 (3)
O6W—H61···O6i0.83 (1)2.22 (3)2.751 (8)122 (3)
O6W—H62···O4W0.84 (1)1.88 (2)2.642 (7)150 (4)
Symmetry codes: (i) x+2, y+2, z+1; (ii) x1, y, z1; (iii) x+1, y+2, z+1; (iv) x1, y, z.
 

Acknowledgements

The authors thank the Fujian Institute for Research on the Structure of Matter for the diffraction measurements, and the Foundation of Jiangsu Provincial Key Programme of Physical Chemistry in Yangzhou University and the University of Malaya for supporting this study.

References

First citationBarbour, L. J. (2001). J. Supramol. Chem., 1, 189–191.  CrossRef CAS
First citationBruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
First citationChen, J.-M., Fan, S.-R. & Zhu, L.-G. (2005). Acta Cryst. E61, m1724–m1726.  Web of Science CSD CrossRef IUCr Journals
First citationFan, S.-R., Zhu, L.-G., Xiao, H.-P. & Ng, S. W. (2005). Acta Cryst. E61, m563–m565.  Web of Science CSD CrossRef IUCr Journals
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals
First citationWestrip, S. P. (2009). publCIF. In preparation.
First citationZhu, L.-G. & Fan, S. R. (2005). Chin. J. Chem. 23, 1292–1296.

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Volume 65| Part 2| February 2009| Pages m239-m240
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