Bis(1H-benzotriazole-7-sulfonato-κO)bis­(1,10-phenanthroline-κ2N,N′)cadmium dihydrate

Zhu, X.-H.; Cheng, X.-C.

doi:10.1107/S1600536811045971

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 12| December 2011| Page m1698

https://doi.org/10.1107/S1600536811045971

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Bis(1H-benzotriazole-7-sulfonato-κO)bis(1,10-phenanthroline-κ²N,N′)cadmium dihydrate

Xiao-Hong Zhu ^a ^* and Xiao-Chun Cheng ^a

^aFaculty of Life Science and Chemical Engineering, Huaiyin Institute of Technology, Huaian 223003, People's Republic of China
^*Correspondence e-mail: hgzhuxh@yeah.net

(Received 24 October 2011; accepted 1 November 2011; online 5 November 2011)

In the title complex, [Cd(C₆H₄N₃O₃S)₂(C₁₂H₈N₂)₂]·2H₂O, the Cd²⁺ cation is located on an inversion center and is coordinated by four N atoms from two symmetry-related 1,10-phenanthroline ligands and two sulfonate O atoms from two benzotriazole-7-sulfonate anions, displaying a distorted CdN₄O₂ octahedral geometry. In the crystal, O—H⋯N, O—H⋯O, N—H⋯O, C—H⋯N and C—H⋯O hydrogen bonds occur. The lattice water molecules and sulfonate O atoms as donor or acceptor atoms play important roles in the formation of these interactions.

Related literature

For related structures, see: Xia et al. (2010 ).

Experimental

Crystal data

[Cd(C₆H₄N₃O₃S)₂(C₁₂H₈N₂)₂]·2H₂O
M_r = 905.20
Triclinic, $[P \overline 1]$
a = 7.5675 (16) Å
b = 10.238 (2) Å
c = 11.974 (2) Å
α = 79.852 (2)°
β = 77.948 (3)°
γ = 84.092 (3)°
V = 891.0 (3) Å³
Z = 1
Mo Kα radiation
μ = 0.80 mm⁻¹
T = 293 K
0.20 × 0.12 × 0.12 mm

Data collection

Bruker SMART APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.856, T_max = 0.910
4887 measured reflections
3431 independent reflections
3174 reflections with I > 2σ(I)
R_int = 0.017

Refinement

R[F² > 2σ(F²)] = 0.038
wR(F²) = 0.092
S = 1.06
3431 reflections
235 parameters
H-atom parameters constrained
Δρ_max = 0.51 e Å⁻³
Δρ_min = −0.79 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯N5ⁱ	0.98	2.10	3.015 (4)	155
O1W—H1W⋯O3ⁱⁱ	0.98	2.00	2.934 (5)	158
N3—H3N⋯O1ⁱⁱⁱ	0.90	2.21	3.009 (4)	148
C6—H6⋯O2	0.93	2.60	2.947 (4)	103
C8—H8⋯N4^iv	0.93	2.42	3.306 (6)	159
C14—H14⋯O1W	0.93	2.51	3.414 (5)	164
Symmetry codes: (i) x, y+1, z-1; (ii) x, y, z-1; (iii) -x+1, -y, -z+2; (iv) x-1, y+1, z.

Data collection: APEX2 (Bruker, 2008 ); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2000 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536811045971/pv2475sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536811045971/pv2475Isup2.hkl

Supporting information file. DOI: https://doi.org/10.1107/S1600536811045971/pv2475Isup3.cdx

checkCIF report

Comment top

Benzotriazole-7-sulfonic acid are often used as ligand to synthesize complexes for its variable coordination modes. Herein, we report the crystal structure of title complex. The asymmetric unit consists of half of one cadmium ion, one 1,10-phenanthroline molecule, one benzotriazole-7-sulfonate anion, and one lattice water molecule. The Cd ion is located on an inversion center and coordinated by four N atoms from two different 1,10-phenanthroline molecules and two sulfonate O atoms from two different benzotriazole-7-sulfonate anions, displaying a distorted CdN₄O₂ octahedral geometry (Fig. 1). Benzotriazole-7-sulfonate shows a monodentate coordinating mode, while 1,10-phenanthroline displays a bidentate chelating coordinating mode. In the crystal structure, there exist O—H···N, O—H···O, N—H···O, C—H···N, and C—H···O hydrogen bonds (Table 1). Lattice water molecules and sulfonate O atoms as donor or acceptor play very important roles in the formation of these hydrogen bonding interactions.

Related literature top

For related structures, see: Xia et al. (2010).

Experimental top

A mixture of cadmium perchlorate hexahydrate (83.9 mg, 0.2 mmol), benzotriazole-7-sulfonic acid (39.8 mg, 0.2 mmol), 1,10-phenanthroline (36.0 mg, 0.2 mmol) and potassium hydroxide (11.2 mg, 0.2 mmol) in 12 ml H₂O was sealed in a 16 ml Teflon-lined stainless steel container and heated to 393 K for 3 days. After cooling to room temperature, colorless block crystals of the title complex were obtained.

Structure description top

For related structures, see: Xia et al. (2010).

Computing details top

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2000); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The coordination environment of Cd ion in the title complex with the ellipsoids drawn at the 30% probability level. The hydrogen atoms have been omitted for clarity. Symmetry code: a = -x, -y, -z+2.

Bis(1H-benzotriazole-7-sulfonato-κO)bis(1,10-phenanthroline- κ²N,N')cadmium dihydrate top

Crystal data top

[Cd(C₆H₄N₃O₃S)₂(C₁₂H₈N₂)₂]·2H₂O	Z = 1
M_r = 905.20	F(000) = 458
Triclinic, P1	D_x = 1.687 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.5675 (16) Å	Cell parameters from 2099 reflections
b = 10.238 (2) Å	θ = 2.5–25.3°
c = 11.974 (2) Å	µ = 0.80 mm⁻¹
α = 79.852 (2)°	T = 293 K
β = 77.948 (3)°	Block, colorless
γ = 84.092 (3)°	0.20 × 0.12 × 0.12 mm
V = 891.0 (3) Å³

Data collection top

Bruker SMART APEXII CCD diffractometer	3431 independent reflections
Radiation source: fine-focus sealed tube	3174 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.017
phi and ω scans	θ_max = 26.0°, θ_min = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
T_min = 0.856, T_max = 0.910	k = −12→9
4887 measured reflections	l = −14→14

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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.092	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0459P)² + 0.3547P] where P = (F_o² + 2F_c²)/3
3431 reflections	(Δ/σ)_max < 0.001
235 parameters	Δρ_max = 0.51 e Å⁻³
0 restraints	Δρ_min = −0.79 e Å⁻³

Crystal data top

[Cd(C₆H₄N₃O₃S)₂(C₁₂H₈N₂)₂]·2H₂O	γ = 84.092 (3)°
M_r = 905.20	V = 891.0 (3) Å³
Triclinic, P1	Z = 1
a = 7.5675 (16) Å	Mo Kα radiation
b = 10.238 (2) Å	µ = 0.80 mm⁻¹
c = 11.974 (2) Å	T = 293 K
α = 79.852 (2)°	0.20 × 0.12 × 0.12 mm
β = 77.948 (3)°

Data collection top

Bruker SMART APEXII CCD diffractometer	3431 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3174 reflections with I > 2σ(I)
T_min = 0.856, T_max = 0.910	R_int = 0.017
4887 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.038	0 restraints
wR(F²) = 0.092	H-atom parameters constrained
S = 1.06	Δρ_max = 0.51 e Å⁻³
3431 reflections	Δρ_min = −0.79 e Å⁻³
235 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 > σ(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
C1	0.2876 (4)	−0.0551 (3)	1.2678 (3)	0.0391 (7)
C2	0.3840 (4)	−0.1707 (3)	1.2340 (3)	0.0411 (7)
C3	0.3952 (5)	−0.2877 (3)	1.3118 (3)	0.0486 (8)
C4	0.3135 (6)	−0.2931 (4)	1.4286 (3)	0.0617 (10)
H4	0.3237	−0.3703	1.4816	0.074*
C5	0.2185 (6)	−0.1815 (4)	1.4619 (3)	0.0616 (10)
H5	0.1615	−0.1830	1.5388	0.074*
C6	0.2047 (5)	−0.0634 (4)	1.3821 (3)	0.0503 (8)
H6	0.1377	0.0107	1.4077	0.060*
C7	−0.1788 (6)	0.2998 (4)	1.0384 (4)	0.0667 (11)
H7	−0.2190	0.2593	1.1141	0.080*
C8	−0.2256 (7)	0.4350 (4)	1.0076 (6)	0.0888 (16)
H8	−0.2956	0.4828	1.0625	0.107*
C9	−0.1697 (8)	0.4960 (4)	0.8992 (6)	0.094
H9	−0.2012	0.5858	0.8782	0.113*
C10	−0.0633 (7)	0.4231 (4)	0.8176 (5)	0.0826 (11)
C11	0.0040 (7)	0.4799 (4)	0.7000 (5)	0.0826 (11)
H11	−0.0223	0.5698	0.6752	0.099*
C12	0.1031 (7)	0.4063 (5)	0.6261 (4)	0.086
H12	0.1431	0.4461	0.5501	0.103*
C13	0.1509 (6)	0.2687 (5)	0.6583 (3)	0.0669 (12)
C14	0.2591 (6)	0.1892 (5)	0.5828 (3)	0.075
H14	0.3036	0.2258	0.5065	0.090*
C15	0.2986 (6)	0.0608 (6)	0.6201 (3)	0.0778 (15)
H15	0.3700	0.0080	0.5699	0.093*
C16	0.2322 (5)	0.0062 (4)	0.7349 (3)	0.0553 (9)
H16	0.2599	−0.0835	0.7596	0.066*
C17	0.0889 (5)	0.2084 (3)	0.7731 (3)	0.0442 (8)
C18	−0.0206 (5)	0.2869 (3)	0.8538 (3)	0.0446 (8)
Cd1	0.0000	0.0000	1.0000	0.03563 (12)
N1	−0.0792 (4)	0.2266 (2)	0.9638 (2)	0.0440 (6)
N2	0.1306 (4)	0.0781 (3)	0.8100 (2)	0.0412 (6)
N3	0.4811 (4)	−0.2013 (3)	1.1326 (3)	0.0528 (7)
H3N	0.5145	−0.1463	1.0661	0.063*
N4	0.5466 (5)	−0.3294 (3)	1.1468 (3)	0.0649 (9)
N5	0.4973 (5)	−0.3827 (3)	1.2536 (3)	0.0609 (8)
O1	0.2630 (3)	0.0480 (2)	1.06094 (19)	0.0507 (6)
O2	0.1125 (4)	0.1690 (2)	1.2157 (2)	0.0639 (7)
O3	0.4397 (4)	0.1563 (3)	1.1556 (3)	0.0694 (8)
O1W	0.5025 (6)	0.3191 (3)	0.3203 (3)	0.1043 (13)
H1W	0.4536	0.2802	0.2647	0.125*
H1WA	0.5382	0.4094	0.2870	0.125*
S1	0.27401 (12)	0.09358 (8)	1.16896 (7)	0.0434 (2)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0376 (18)	0.0377 (16)	0.0447 (17)	−0.0022 (13)	−0.0102 (14)	−0.0116 (13)
C2	0.0438 (19)	0.0382 (17)	0.0441 (17)	−0.0036 (14)	−0.0117 (14)	−0.0097 (14)
C3	0.049 (2)	0.0364 (17)	0.063 (2)	−0.0067 (15)	−0.0189 (17)	−0.0031 (15)
C4	0.070 (3)	0.056 (2)	0.057 (2)	−0.017 (2)	−0.016 (2)	0.0095 (18)
C5	0.064 (3)	0.073 (3)	0.045 (2)	−0.014 (2)	−0.0032 (18)	−0.0050 (18)
C6	0.051 (2)	0.054 (2)	0.0463 (19)	−0.0015 (17)	−0.0062 (16)	−0.0147 (16)
C7	0.065 (3)	0.048 (2)	0.084 (3)	0.0110 (19)	0.000 (2)	−0.027 (2)
C8	0.075 (3)	0.045 (2)	0.154 (5)	0.021 (2)	−0.028 (3)	−0.045 (3)
C9	0.103	0.027	0.169	0.013	−0.073	−0.019
C10	0.104 (3)	0.0401 (15)	0.112 (3)	−0.0210 (16)	−0.064 (2)	0.0255 (15)
C11	0.104 (3)	0.0401 (15)	0.112 (3)	−0.0210 (16)	−0.064 (2)	0.0255 (15)
C12	0.108	0.079	0.073	−0.052	−0.049	0.044
C13	0.076 (3)	0.086 (3)	0.0399 (19)	−0.044 (2)	−0.0207 (19)	0.0185 (19)
C14	0.081	0.116	0.033	−0.067	−0.006	0.005
C15	0.055 (3)	0.140 (5)	0.044 (2)	−0.036 (3)	0.0090 (18)	−0.033 (2)
C16	0.043 (2)	0.078 (3)	0.0448 (19)	−0.0017 (18)	0.0003 (15)	−0.0201 (18)
C17	0.048 (2)	0.0476 (19)	0.0391 (17)	−0.0175 (15)	−0.0180 (15)	0.0062 (14)
C18	0.049 (2)	0.0306 (16)	0.058 (2)	−0.0073 (14)	−0.0262 (16)	0.0029 (14)
Cd1	0.0452 (2)	0.02687 (17)	0.03025 (17)	0.00340 (13)	−0.00184 (13)	−0.00229 (11)
N1	0.0470 (17)	0.0291 (13)	0.0531 (16)	0.0042 (12)	−0.0065 (13)	−0.0072 (12)
N2	0.0385 (15)	0.0498 (16)	0.0335 (13)	−0.0028 (12)	−0.0031 (11)	−0.0065 (11)
N3	0.062 (2)	0.0408 (16)	0.0515 (17)	0.0086 (14)	−0.0040 (14)	−0.0127 (13)
N4	0.075 (2)	0.0414 (17)	0.081 (2)	0.0146 (16)	−0.0183 (19)	−0.0232 (17)
N5	0.069 (2)	0.0371 (16)	0.081 (2)	0.0011 (15)	−0.0253 (18)	−0.0088 (16)
O1	0.0553 (15)	0.0516 (14)	0.0439 (13)	0.0002 (11)	−0.0099 (11)	−0.0066 (10)
O2	0.0668 (18)	0.0477 (14)	0.0699 (17)	0.0178 (13)	−0.0034 (14)	−0.0144 (12)
O3	0.0634 (18)	0.0540 (16)	0.093 (2)	−0.0199 (13)	−0.0242 (15)	0.0015 (14)
O1W	0.182 (4)	0.066 (2)	0.066 (2)	−0.025 (2)	−0.032 (2)	0.0030 (16)
S1	0.0464 (5)	0.0329 (4)	0.0505 (5)	0.0015 (3)	−0.0090 (4)	−0.0088 (3)

Geometric parameters (Å, º) top

C1—C6	1.373 (5)	C13—C14	1.402 (7)
C1—C2	1.402 (4)	C13—C17	1.408 (5)
C1—S1	1.764 (3)	C14—C15	1.336 (7)
C2—N3	1.351 (4)	C14—H14	0.9300
C2—C3	1.388 (4)	C15—C16	1.397 (5)
C3—N5	1.375 (5)	C15—H15	0.9300
C3—C4	1.400 (5)	C16—N2	1.330 (4)
C4—C5	1.361 (6)	C16—H16	0.9300
C4—H4	0.9300	C17—N2	1.356 (4)
C5—C6	1.412 (5)	C17—C18	1.438 (5)
C5—H5	0.9300	C18—N1	1.356 (4)
C6—H6	0.9300	Cd1—N2ⁱ	2.319 (2)
C7—N1	1.329 (4)	Cd1—N2	2.319 (2)
C7—C8	1.398 (6)	Cd1—N1	2.323 (2)
C7—H7	0.9300	Cd1—N1ⁱ	2.323 (2)
C8—C9	1.339 (8)	Cd1—O1	2.381 (2)
C8—H8	0.9300	Cd1—O1ⁱ	2.381 (2)
C9—C10	1.401 (8)	N3—N4	1.349 (4)
C9—H9	0.9300	N3—H3N	0.8963
C10—C18	1.410 (5)	N4—N5	1.291 (5)
C10—C11	1.434 (7)	O1—S1	1.471 (2)
C11—C12	1.325 (7)	O2—S1	1.441 (3)
C11—H11	0.9300	O3—S1	1.434 (3)
C12—C13	1.423 (7)	O1W—H1W	0.9832
C12—H12	0.9300	O1W—H1WA	0.9813

C6—C1—C2	116.5 (3)	C16—C15—H15	120.1
C6—C1—S1	121.7 (3)	N2—C16—C15	122.2 (4)
C2—C1—S1	121.8 (2)	N2—C16—H16	118.9
N3—C2—C3	104.3 (3)	C15—C16—H16	118.9
N3—C2—C1	133.9 (3)	N2—C17—C13	121.7 (4)
C3—C2—C1	121.8 (3)	N2—C17—C18	119.0 (3)
N5—C3—C2	108.4 (3)	C13—C17—C18	119.3 (3)
N5—C3—C4	130.9 (3)	N1—C18—C10	121.9 (4)
C2—C3—C4	120.7 (3)	N1—C18—C17	118.2 (3)
C5—C4—C3	117.7 (3)	C10—C18—C17	119.9 (4)
C5—C4—H4	121.1	N2ⁱ—Cd1—N2	180.0
C3—C4—H4	121.1	N2ⁱ—Cd1—N1	107.73 (9)
C4—C5—C6	121.4 (4)	N2—Cd1—N1	72.27 (9)
C4—C5—H5	119.3	N2ⁱ—Cd1—N1ⁱ	72.27 (9)
C6—C5—H5	119.3	N2—Cd1—N1ⁱ	107.73 (9)
C1—C6—C5	121.8 (3)	N1—Cd1—N1ⁱ	180.000 (1)
C1—C6—H6	119.1	N2ⁱ—Cd1—O1	90.25 (8)
C5—C6—H6	119.1	N2—Cd1—O1	89.75 (9)
N1—C7—C8	122.7 (4)	N1—Cd1—O1	89.33 (9)
N1—C7—H7	118.7	N1ⁱ—Cd1—O1	90.67 (9)
C8—C7—H7	118.7	N2ⁱ—Cd1—O1ⁱ	89.75 (9)
C9—C8—C7	120.0 (4)	N2—Cd1—O1ⁱ	90.25 (8)
C9—C8—H8	120.0	N1—Cd1—O1ⁱ	90.67 (9)
C7—C8—H8	120.0	N1ⁱ—Cd1—O1ⁱ	89.33 (9)
C8—C9—C10	119.4 (4)	O1—Cd1—O1ⁱ	180.0
C8—C9—H9	120.3	C7—N1—C18	118.1 (3)
C10—C9—H9	120.3	C7—N1—Cd1	126.6 (3)
C9—C10—C18	118.0 (4)	C18—N1—Cd1	115.3 (2)
C9—C10—C11	123.4 (4)	C16—N2—C17	118.6 (3)
C18—C10—C11	118.7 (5)	C16—N2—Cd1	126.2 (2)
C12—C11—C10	120.9 (4)	C17—N2—Cd1	115.0 (2)
C12—C11—H11	119.5	N4—N3—C2	110.1 (3)
C10—C11—H11	119.5	N4—N3—H3N	121.2
C11—C12—C13	122.7 (4)	C2—N3—H3N	128.2
C11—C12—H12	118.7	N5—N4—N3	109.4 (3)
C13—C12—H12	118.7	N4—N5—C3	107.9 (3)
C14—C13—C17	117.6 (4)	S1—O1—Cd1	128.09 (14)
C14—C13—C12	123.9 (4)	H1W—O1W—H1WA	110.4
C17—C13—C12	118.5 (4)	O3—S1—O2	115.18 (18)
C15—C14—C13	120.1 (3)	O3—S1—O1	110.29 (17)
C15—C14—H14	119.9	O2—S1—O1	113.12 (16)
C13—C14—H14	119.9	O3—S1—C1	107.12 (15)
C14—C15—C16	119.8 (4)	O2—S1—C1	106.42 (16)
C14—C15—H15	120.1	O1—S1—C1	103.81 (14)

C6—C1—C2—N3	−179.8 (4)	N2—Cd1—N1—C7	−179.0 (3)
S1—C1—C2—N3	−0.1 (5)	N1ⁱ—Cd1—N1—C7	−167 (100)
C6—C1—C2—C3	0.1 (5)	O1—Cd1—N1—C7	−89.0 (3)
S1—C1—C2—C3	179.8 (3)	O1ⁱ—Cd1—N1—C7	91.0 (3)
N3—C2—C3—N5	−0.3 (4)	N2ⁱ—Cd1—N1—C18	−176.9 (2)
C1—C2—C3—N5	179.8 (3)	N2—Cd1—N1—C18	3.1 (2)
N3—C2—C3—C4	178.2 (3)	N1ⁱ—Cd1—N1—C18	16 (100)
C1—C2—C3—C4	−1.7 (5)	O1—Cd1—N1—C18	93.1 (2)
N5—C3—C4—C5	−179.8 (4)	O1ⁱ—Cd1—N1—C18	−86.9 (2)
C2—C3—C4—C5	2.1 (6)	C15—C16—N2—C17	0.7 (5)
C3—C4—C5—C6	−0.9 (6)	C15—C16—N2—Cd1	177.0 (3)
C2—C1—C6—C5	1.1 (5)	C13—C17—N2—C16	−0.2 (5)
S1—C1—C6—C5	−178.6 (3)	C18—C17—N2—C16	−179.9 (3)
C4—C5—C6—C1	−0.7 (6)	C13—C17—N2—Cd1	−176.9 (3)
N1—C7—C8—C9	0.0 (7)	C18—C17—N2—Cd1	3.4 (4)
C7—C8—C9—C10	−0.4 (8)	N2ⁱ—Cd1—N2—C16	48 (100)
C8—C9—C10—C18	0.5 (7)	N1—Cd1—N2—C16	−179.8 (3)
C8—C9—C10—C11	−179.4 (5)	N1ⁱ—Cd1—N2—C16	0.2 (3)
C9—C10—C11—C12	−179.5 (5)	O1—Cd1—N2—C16	90.8 (3)
C18—C10—C11—C12	0.6 (7)	O1ⁱ—Cd1—N2—C16	−89.2 (3)
C10—C11—C12—C13	−0.9 (7)	N2ⁱ—Cd1—N2—C17	−135 (100)
C11—C12—C13—C14	−178.4 (4)	N1—Cd1—N2—C17	−3.4 (2)
C11—C12—C13—C17	0.5 (6)	N1ⁱ—Cd1—N2—C17	176.6 (2)
C17—C13—C14—C15	0.7 (6)	O1—Cd1—N2—C17	−92.8 (2)
C12—C13—C14—C15	179.6 (4)	O1ⁱ—Cd1—N2—C17	87.2 (2)
C13—C14—C15—C16	−0.3 (6)	C3—C2—N3—N4	0.6 (4)
C14—C15—C16—N2	−0.5 (6)	C1—C2—N3—N4	−179.6 (4)
C14—C13—C17—N2	−0.5 (5)	C2—N3—N4—N5	−0.6 (4)
C12—C13—C17—N2	−179.4 (3)	N3—N4—N5—C3	0.4 (4)
C14—C13—C17—C18	179.2 (3)	C2—C3—N5—N4	0.0 (4)
C12—C13—C17—C18	0.3 (5)	C4—C3—N5—N4	−178.4 (4)
C9—C10—C18—N1	−0.1 (6)	N2ⁱ—Cd1—O1—S1	−34.20 (17)
C11—C10—C18—N1	179.8 (3)	N2—Cd1—O1—S1	145.80 (17)
C9—C10—C18—C17	−179.7 (4)	N1—Cd1—O1—S1	73.52 (17)
C11—C10—C18—C17	0.2 (6)	N1ⁱ—Cd1—O1—S1	−106.48 (17)
N2—C17—C18—N1	−0.5 (5)	O1ⁱ—Cd1—O1—S1	−113 (100)
C13—C17—C18—N1	179.8 (3)	Cd1—O1—S1—O3	−158.95 (16)
N2—C17—C18—C10	179.1 (3)	Cd1—O1—S1—O2	−28.3 (2)
C13—C17—C18—C10	−0.6 (5)	Cd1—O1—S1—C1	86.59 (18)
C8—C7—N1—C18	0.4 (6)	C6—C1—S1—O3	99.8 (3)
C8—C7—N1—Cd1	−177.5 (3)	C2—C1—S1—O3	−79.9 (3)
C10—C18—N1—C7	−0.3 (5)	C6—C1—S1—O2	−23.9 (3)
C17—C18—N1—C7	179.3 (3)	C2—C1—S1—O2	156.4 (3)
C10—C18—N1—Cd1	177.8 (3)	C6—C1—S1—O1	−143.5 (3)
C17—C18—N1—Cd1	−2.6 (4)	C2—C1—S1—O1	36.8 (3)
N2ⁱ—Cd1—N1—C7	1.0 (3)

Symmetry code: (i) −x, −y, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···N5ⁱⁱ	0.98	2.10	3.015 (4)	155
O1W—H1W···O3ⁱⁱⁱ	0.98	2.00	2.934 (5)	158
N3—H3N···O1^iv	0.90	2.21	3.009 (4)	148
C6—H6···O2	0.93	2.60	2.947 (4)	103
C8—H8···N4^v	0.93	2.42	3.306 (6)	159
C14—H14···O1W	0.93	2.51	3.414 (5)	164

Symmetry codes: (ii) x, y+1, z−1; (iii) x, y, z−1; (iv) −x+1, −y, −z+2; (v) x−1, y+1, z.

Experimental details

Crystal data
Chemical formula	[Cd(C₆H₄N₃O₃S)₂(C₁₂H₈N₂)₂]·2H₂O
M_r	905.20
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	7.5675 (16), 10.238 (2), 11.974 (2)
α, β, γ (°)	79.852 (2), 77.948 (3), 84.092 (3)
V (Å³)	891.0 (3)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	0.80
Crystal size (mm)	0.20 × 0.12 × 0.12

Data collection
Diffractometer	Bruker SMART APEXII CCD
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.856, 0.910
No. of measured, independent and observed [I > 2σ(I)] reflections	4887, 3431, 3174
R_int	0.017
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.038, 0.092, 1.06
No. of reflections	3431
No. of parameters	235
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.51, −0.79

Computer programs: APEX2 (Bruker, 2008), SAINT (Bruker, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2000), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···N5ⁱ	0.98	2.10	3.015 (4)	155.0
O1W—H1W···O3ⁱⁱ	0.98	2.00	2.934 (5)	158.0
N3—H3N···O1ⁱⁱⁱ	0.90	2.21	3.009 (4)	148.0
C6—H6···O2	0.93	2.60	2.947 (4)	103.0
C8—H8···N4^iv	0.93	2.42	3.306 (6)	159.0
C14—H14···O1W	0.93	2.51	3.414 (5)	164.0

Symmetry codes: (i) x, y+1, z−1; (ii) x, y, z−1; (iii) −x+1, −y, −z+2; (iv) x−1, y+1, z.

Acknowledgements

The authors gratefully acknowledge the Natural Science Foundation of Jiangsu Province of China (BK2008195) for financial support of this work.

References

Brandenburg, K. (2000). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. 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
Xia, M.-Z., Lei, W., Wang, F.-Y., Jin, Z.-W. & Yang, T.-H. (2010). Asian J. Chem. 22, 3741–3744. CAS Google Scholar

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