Bis(1,10-phenanthroline-κ²N,N′)(sulfato-κ²O,O′)cadmium(II) propane-1,3-diol solvate

In the title compound, [Cd(SO₄)(C₁₂H₈N₂)₂]·C₃H₈O₂, the Cd^II atom has a distorted octa­hedral coordination composed of four N atoms from two chelating 1,10-phenanthroline ligands and two O atoms from an O,O′-bidentate sulfate group. The two chelating NCCN groups subtend a dihedral angle of 82.21 (9)°. The Cd^II ion, the S atom and the middle C atom of the propane-1,3-diol solvent mol­ecule are located on special positions, site symmetry 2. The solvate features a pair of O—H...O hydrogen bonds with the uncoordinated O atoms of the sulfate ion. The OH group of the propane-1,3-diol solvent is disordered over two positions of equal occupancy.

Key indicators

• Single-crystal X-ray study
• T = 223 K
• Mean [sigma](C-C) = 0.003 Å
• Disorder in solvent or counterion
• R factor = 0.028
• wR factor = 0.072
• Data-to-parameter ratio = 16.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Cd1    --  O1      ..       6.59 su
PLAT910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) .....          3
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600         10
PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF ....          1
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors of         C13
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          2
              C3 H8 O2
PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L=  0.600         11

Alert level G
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......          3
PLAT302_ALERT_4_G Note: Anion/Solvent Disorder ...................      29.00 Perc.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   7 ALERT level C = Check and explain
   2 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   4 ALERT type 3 Indicator that the structure quality may be low
   4 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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S1. Comment

The design and synthesis of new coordination polymers have attracted great attention in recent years, owing to their interesting structural topologies and potential application as functional materials (Batten & Robson,1998; Eddaoudi et al., 2001; Li et al., 2003). Four years ago, we attempted to synthesize mixed-ligand coordination polymers of transition metal with phen as second ligand via a ethanediol-solvothermal reaction, unexpectedly, we found the potentially interesting structure with bidentate-chelating sulfate ligand, e.g. [CdSO₄(C₁₂H₈N₂)₂].C₂H₆O₂, (II) (C₁₂H₈N₂ is 1,10- phenanthroline; Lu et al., 2006), [CoSO₄(C₁₂H₈N₂)₂].C₂H₆O₂, (III) (Zhong et al.,, 2006), [ZnSO₄(C₁₂H₈N₂)₂].C₂H₆O₂, (IV) (Zhu et al., 2006). We report here the structure of [CdSO₄(C₁₂H₈N₂)₂].C₂H₆O₂, (I).

X-ray diffraction indicated that the title compound, (I) is isostructural to the recently reported cobalt(II), nickel(II) and zinc(II) structure with bidentate-chelating sulfate ligand (Zhong, 2010; Cui et al., 2010; Ni et al., 2010). The geometry of the phen and sulfate ligands is in good agreement with those reported in the three isomorphs complexes. The Cd^II metal ions has an octahedral coordination environment, with four N atoms from two phen ligands and two O atoms from a O,O'-bidentate sulfate group. The Zn^II ion, S atom and the mid-carbon atom of the propane-1,3-diol solvent molecule lie on a special position of site symmetry 2 [symmetry code: -x + 1, y, - z + 1/2]. The dihedral angle (82.2°) between the two chelating NCCN groups are larger than that found in (II) [74.5°; Lu et al., 2006]. The Cd—N bond distance [2.3258 (19)–2.3441 (19) Å], the N—Cd—N bite angle [72.00 (7)°], the O—Cd—O bite angle [60.39 (8)°] and the Cd—O bond distance [2.3605 (17) Å] are are in good accord with those found in the (II) [71.91 (7)°, 2.327 (2)–2.343 (2) Å, 59.98 (9)° and 2.361 (2) Å, respectively]. Selected coordination bond distances and angles in Table 1. In the crystal structure, a pair of intermolecular O—H···O hydrogen bonds help to further stabilize structure (see Fig. 1 and Table 2).

Fig. 2 shows the crystal packing of the title compound. The molecular twofold axis is along the direction of the molecular dipole moment and the complexes are packed with their dipole moments alternately along the b axis directions.

Related literature

For isostructural compounds, see: Cui et al. (2010); Ni et al. (2010); Zhong (2010a). For the ethane-1,2-diol solvate of the title complex, see: Lu et al. (2006). For background to bidentate-chelating sulfate complexes, see: Zhong et al.(2006, 2010b); Zhu et al. (2006). For the preparation, see: Zhong et al. (2010a). For background to coordination polymers, see: Batten & Robson (1998); Eddaoudi et al. (2001); Li et al. (2003).

S2. Experimental

Colorless block-shaped crystal of the title compound was obtained by the similar route that described by Zhong (2010a), with ZnSO₄.7H₂O in place of NiSO₄.7H₂O

S3. Refinement

All non-hydrogen atoms were refined anisotropically. All H atoms were placed in geometrically idealized positions and refined as riding atoms, with C—H = 0.97 Å and O—H = 0.82 Å; U_iso(H) = 1.2U_eq(C) and 1.5U_eq(O).

The central carbon of propane-1,3-diol solvent is disordered over two positions with site-occupancy factors of 1/2, sharing a common atom O3. The C13—O3 and C13'—O3 distances were restrained to 1.381 (5)Å and 1.387 (6) Å, respectively.

Computing details

Data collection: CrystalClear (Rigaku, 2007); cell refinement: CrystalClear (Rigaku, 2007); data reduction: CrystalClear (Rigaku, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures

	Fig. 1. The molecular structure showing the atom-numbering scheme with displacement ellipsoids drawn at the 50% probability level. The dashed lines represent O—H···O interactions. Unlabeled atoms are related to the labeled atoms by the symmetry operator(-x + 1, y, - z + 1/2).
	Fig. 2. Packing diagram of the title compound.

Bis(1,10-phenanthroline-κ²N,N')(sulfato- κ²O,O')cadmium(II) propane-1,3-diol solvate

Crystal data

[Cd(SO4)(C12H8N2)2]·C3H8O2	F(000) = 1304
Mr = 644.98	Dx = 1.691 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3776 reflections
a = 17.854 (4) Å	θ = 3.1–27.5°
b = 12.520 (3) Å	µ = 1.00 mm^−1
c = 13.519 (3) Å	T = 223 K
β = 123.01 (3)°	Block, colorless
V = 2534.1 (13) Å^3	0.40 × 0.30 × 0.20 mm
Z = 4

Data collection

Rigaku Mercury CCD diffractometer	2880 independent reflections
Radiation source: fine-focus sealed tube	2683 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
Detector resolution: 28.5714 pixels mm^-1	θmax = 27.5°, θmin = 3.1°
ω scans	h = −19→23
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	k = −12→16
Tmin = 0.691, Tmax = 0.826	l = −17→12
8349 measured reflections

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.028	H-atom parameters constrained
wR(F^2) = 0.072	w = 1/[σ^2(Fo^2) + (0.0391P)^2 + 2.1837P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max < 0.001
2880 reflections	Δρmax = 0.75 e Å^−3
178 parameters	Δρmin = −0.65 e Å^−3
3 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0053 (3)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cd1	0.5000	0.174163 (16)	0.2500	0.02229 (10)
S1	0.5000	−0.06039 (5)	0.2500	0.01961 (16)
O1	0.51467 (11)	0.01117 (13)	0.34685 (14)	0.0300 (3)
O2	0.57895 (10)	−0.12744 (13)	0.29112 (15)	0.0306 (4)
N1	0.39140 (11)	0.29051 (15)	0.10875 (16)	0.0222 (4)
N2	0.40091 (11)	0.21462 (15)	0.30577 (17)	0.0234 (4)
C7	0.27252 (14)	0.31996 (16)	0.2610 (2)	0.0237 (4)
C9	0.34479 (16)	0.2062 (2)	0.4312 (2)	0.0306 (5)
H9A	0.3498	0.1780	0.4982	0.037*
C2	0.32079 (15)	0.39930 (19)	−0.0655 (2)	0.0295 (5)
H2A	0.3194	0.4232	−0.1316	0.035*
C8	0.27880 (15)	0.27765 (19)	0.3615 (2)	0.0290 (5)
H8A	0.2381	0.2983	0.3806	0.035*
C10	0.40478 (16)	0.17602 (17)	0.4000 (2)	0.0275 (5)
H10A	0.4493	0.1268	0.4472	0.033*
C6	0.20366 (14)	0.39348 (18)	0.1827 (2)	0.0282 (5)
H6A	0.1619	0.4159	0.1991	0.034*
C11	0.33584 (13)	0.28613 (16)	0.23634 (19)	0.0207 (4)
C5	0.19881 (15)	0.43057 (17)	0.0856 (2)	0.0272 (5)
H5A	0.1534	0.4777	0.0357	0.033*
C4	0.26246 (13)	0.39846 (17)	0.05810 (19)	0.0232 (4)
C3	0.25909 (15)	0.43470 (18)	−0.0429 (2)	0.0283 (5)
H3A	0.2150	0.4826	−0.0941	0.034*
C1	0.38597 (16)	0.32669 (17)	0.0124 (2)	0.0268 (5)
H1A	0.4274	0.3025	−0.0039	0.032*
C12	0.33059 (14)	0.32544 (15)	0.13234 (19)	0.0204 (4)
C14	0.5000	−0.4518 (3)	0.2500	0.0452 (10)
O3	0.55944 (17)	−0.32203 (16)	0.1763 (2)	0.0548 (6)
H3B	0.5502	−0.2607	0.1883	0.082*
C13'	0.5787 (6)	−0.3855 (7)	0.2714 (7)	0.084 (2)*	0.50
H13A	0.5986	−0.3401	0.3396	0.101*	0.50
H13B	0.6276	−0.4330	0.2897	0.101*	0.50
C13	0.4872 (3)	−0.3854 (4)	0.1485 (4)	0.0295 (10)*	0.50
H13E	0.4749	−0.4329	0.0846	0.035*	0.50
H13C	0.4354	−0.3400	0.1201	0.035*	0.50
H14A	0.4484	−0.4976	0.2216	0.035*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.01994 (13)	0.02154 (14)	0.02924 (15)	0.000	0.01589 (10)	0.000
S1	0.0176 (3)	0.0208 (4)	0.0207 (4)	0.000	0.0106 (3)	0.000
O1	0.0381 (9)	0.0256 (7)	0.0242 (8)	0.0034 (7)	0.0156 (7)	−0.0016 (6)
O2	0.0249 (8)	0.0319 (9)	0.0366 (9)	0.0073 (6)	0.0178 (7)	0.0025 (7)
N1	0.0218 (9)	0.0223 (9)	0.0254 (9)	−0.0008 (7)	0.0147 (7)	−0.0011 (7)
N2	0.0227 (9)	0.0231 (9)	0.0274 (10)	0.0011 (7)	0.0155 (8)	0.0017 (7)
C7	0.0225 (10)	0.0246 (11)	0.0262 (11)	−0.0013 (7)	0.0147 (9)	−0.0048 (9)
C9	0.0363 (12)	0.0335 (12)	0.0301 (12)	0.0001 (10)	0.0234 (11)	0.0029 (10)
C2	0.0349 (12)	0.0303 (12)	0.0250 (11)	−0.0036 (10)	0.0174 (10)	0.0012 (10)
C8	0.0297 (11)	0.0317 (12)	0.0341 (13)	0.0002 (9)	0.0229 (10)	−0.0019 (10)
C10	0.0273 (11)	0.0278 (12)	0.0304 (12)	0.0026 (8)	0.0177 (10)	0.0051 (9)
C6	0.0236 (10)	0.0301 (12)	0.0332 (12)	0.0040 (8)	0.0170 (9)	−0.0054 (10)
C11	0.0198 (9)	0.0191 (10)	0.0247 (11)	−0.0017 (7)	0.0131 (8)	−0.0027 (8)
C5	0.0235 (10)	0.0252 (11)	0.0292 (12)	0.0045 (8)	0.0119 (9)	−0.0017 (9)
C4	0.0224 (10)	0.0204 (10)	0.0243 (10)	−0.0011 (8)	0.0112 (8)	−0.0030 (8)
C3	0.0271 (11)	0.0266 (12)	0.0257 (11)	0.0009 (8)	0.0107 (9)	0.0016 (9)
C1	0.0293 (11)	0.0276 (12)	0.0293 (12)	−0.0022 (8)	0.0196 (10)	−0.0023 (9)
C12	0.0189 (9)	0.0192 (10)	0.0231 (10)	−0.0022 (7)	0.0115 (8)	−0.0029 (8)
C14	0.050 (2)	0.0260 (19)	0.060 (3)	0.000	0.030 (2)	0.000
O3	0.0824 (17)	0.0422 (12)	0.0729 (16)	−0.0064 (10)	0.0636 (15)	−0.0086 (10)

Geometric parameters (Å, º)

Cd1—N2^i	2.3255 (19)	C8—H8A	0.9300
Cd1—N2	2.3255 (19)	C10—H10A	0.9300
Cd1—N1^i	2.344 (2)	C6—C5	1.351 (3)
Cd1—N1	2.3439 (19)	C6—H6A	0.9300
Cd1—O1^i	2.3608 (17)	C11—C12	1.444 (3)
Cd1—O1	2.3608 (17)	C5—C4	1.432 (3)
Cd1—S1	2.9366 (10)	C5—H5A	0.9300
S1—O2^i	1.4652 (16)	C4—C3	1.409 (3)
S1—O2	1.4652 (16)	C4—C12	1.412 (3)
S1—O1	1.4873 (17)	C3—H3A	0.9300
S1—O1^i	1.4873 (17)	C1—H1A	0.9300
N1—C1	1.332 (3)	C14—C13^i	1.512 (5)
N1—C12	1.360 (3)	C14—C13	1.512 (5)
N2—C10	1.328 (3)	C14—C13'	1.518 (9)
N2—C11	1.358 (3)	C14—C13'^i	1.518 (9)
C7—C8	1.405 (3)	C14—H14A	0.9699
C7—C11	1.407 (3)	O3—C13	1.380 (5)
C7—C6	1.436 (3)	O3—C13'	1.385 (7)
C9—C8	1.367 (3)	O3—H3B	0.8200
C9—C10	1.400 (3)	C13'—H13A	0.9700
C9—H9A	0.9300	C13'—H13B	0.9700
C2—C3	1.367 (3)	C13—H13E	0.9700
C2—C1	1.398 (3)	C13—H13C	0.9700
C2—H2A	0.9300
N2^i—Cd1—N2	154.84 (9)	N2—C10—C9	122.8 (2)
N2^i—Cd1—N1^i	72.00 (7)	N2—C10—H10A	118.6
N2—Cd1—N1^i	92.19 (7)	C9—C10—H10A	118.6
N2^i—Cd1—N1	92.19 (7)	C5—C6—C7	120.8 (2)
N2—Cd1—N1	72.00 (7)	C5—C6—H6A	119.6
N1^i—Cd1—N1	103.15 (9)	C7—C6—H6A	119.6
N2^i—Cd1—O1^i	83.26 (6)	N2—C11—C7	122.0 (2)
N2—Cd1—O1^i	119.60 (6)	N2—C11—C12	118.37 (18)
N1^i—Cd1—O1^i	141.41 (6)	C7—C11—C12	119.60 (19)
N1—Cd1—O1^i	107.02 (6)	C6—C5—C4	121.1 (2)
N2^i—Cd1—O1	119.60 (6)	C6—C5—H5A	119.5
N2—Cd1—O1	83.26 (6)	C4—C5—H5A	119.5
N1^i—Cd1—O1	107.02 (6)	C3—C4—C12	117.6 (2)
N1—Cd1—O1	141.41 (6)	C3—C4—C5	122.7 (2)
O1^i—Cd1—O1	60.38 (8)	C12—C4—C5	119.7 (2)
N2^i—Cd1—S1	102.58 (5)	C2—C3—C4	119.9 (2)
N2—Cd1—S1	102.58 (5)	C2—C3—H3A	120.1
N1^i—Cd1—S1	128.42 (5)	C4—C3—H3A	120.1
N1—Cd1—S1	128.42 (5)	N1—C1—C2	123.0 (2)
O1^i—Cd1—S1	30.19 (4)	N1—C1—H1A	118.5
O1—Cd1—S1	30.19 (4)	C2—C1—H1A	118.5
O2^i—S1—O2	110.10 (14)	N1—C12—C4	122.0 (2)
O2^i—S1—O1	110.53 (10)	N1—C12—C11	118.83 (18)
O2—S1—O1	109.85 (10)	C4—C12—C11	119.14 (19)
O2^i—S1—O1^i	109.85 (10)	C13^i—C14—C13	113.3 (4)
O2—S1—O1^i	110.53 (10)	C13^i—C14—C13'	82.0 (4)
O1—S1—O1^i	105.92 (14)	C13—C14—C13'	62.5 (4)
O2^i—S1—Cd1	124.95 (7)	C13^i—C14—C13'^i	62.5 (4)
O2—S1—Cd1	124.95 (7)	C13—C14—C13'^i	82.0 (4)
O1—S1—Cd1	52.96 (7)	C13'—C14—C13'^i	113.7 (8)
O1^i—S1—Cd1	52.96 (7)	C13^i—C14—H14A	109.0
S1—O1—Cd1	96.85 (8)	C13—C14—H14A	109.0
C1—N1—C12	118.56 (19)	C13'—C14—H14A	168.7
C1—N1—Cd1	126.53 (15)	C13'^i—C14—H14A	70.5
C12—N1—Cd1	114.87 (14)	C13—O3—C13'	69.3 (4)
C10—N2—C11	118.73 (19)	C13—O3—H3B	109.5
C10—N2—Cd1	125.46 (15)	C13'—O3—H3B	109.2
C11—N2—Cd1	115.78 (14)	O3—C13'—C14	113.6 (6)
C8—C7—C11	117.7 (2)	O3—C13'—H13A	108.8
C8—C7—C6	122.7 (2)	C14—C13'—H13A	108.8
C11—C7—C6	119.6 (2)	O3—C13'—H13B	108.8
C8—C9—C10	118.8 (2)	C14—C13'—H13B	108.8
C8—C9—H9A	120.6	H13A—C13'—H13B	107.7
C10—C9—H9A	120.6	O3—C13—C14	114.3 (3)
C3—C2—C1	119.0 (2)	O3—C13—H13E	108.7
C3—C2—H2A	120.5	C14—C13—H13E	108.7
C1—C2—H2A	120.5	O3—C13—H13C	108.7
C9—C8—C7	119.9 (2)	C14—C13—H13C	108.7
C9—C8—H8A	120.1	H13E—C13—H13C	107.6
C7—C8—H8A	120.1
N2^i—Cd1—S1—O2^i	−140.99 (10)	N1—Cd1—N2—C11	−3.31 (14)
N2—Cd1—S1—O2^i	39.01 (10)	O1^i—Cd1—N2—C11	−103.06 (15)
N1^i—Cd1—S1—O2^i	142.14 (10)	O1—Cd1—N2—C11	−153.30 (15)
N1—Cd1—S1—O2^i	−37.86 (10)	S1—Cd1—N2—C11	−129.96 (14)
O1^i—Cd1—S1—O2^i	−89.51 (12)	C10—C9—C8—C7	−0.4 (4)
O1—Cd1—S1—O2^i	90.49 (12)	C11—C7—C8—C9	−0.1 (3)
N2^i—Cd1—S1—O2	39.01 (10)	C6—C7—C8—C9	178.6 (2)
N2—Cd1—S1—O2	−140.99 (10)	C11—N2—C10—C9	−0.3 (3)
N1^i—Cd1—S1—O2	−37.86 (10)	Cd1—N2—C10—C9	177.81 (17)
N1—Cd1—S1—O2	142.14 (10)	C8—C9—C10—N2	0.6 (4)
O1^i—Cd1—S1—O2	90.49 (12)	C8—C7—C6—C5	−178.6 (2)
O1—Cd1—S1—O2	−89.51 (12)	C11—C7—C6—C5	0.0 (3)
N2^i—Cd1—S1—O1	128.52 (9)	C10—N2—C11—C7	−0.3 (3)
N2—Cd1—S1—O1	−51.48 (9)	Cd1—N2—C11—C7	−178.50 (15)
N1^i—Cd1—S1—O1	51.65 (10)	C10—N2—C11—C12	−178.31 (19)
N1—Cd1—S1—O1	−128.35 (10)	Cd1—N2—C11—C12	3.4 (2)
O1^i—Cd1—S1—O1	180.0	C8—C7—C11—N2	0.4 (3)
N2^i—Cd1—S1—O1^i	−51.48 (9)	C6—C7—C11—N2	−178.3 (2)
N2—Cd1—S1—O1^i	128.52 (9)	C8—C7—C11—C12	178.45 (19)
N1^i—Cd1—S1—O1^i	−128.35 (10)	C6—C7—C11—C12	−0.2 (3)
N1—Cd1—S1—O1^i	51.65 (10)	C7—C6—C5—C4	−0.5 (3)
O1—Cd1—S1—O1^i	180.0	C6—C5—C4—C3	179.4 (2)
O2^i—S1—O1—Cd1	−118.93 (9)	C6—C5—C4—C12	1.1 (3)
O2—S1—O1—Cd1	119.38 (9)	C1—C2—C3—C4	0.5 (3)
O1^i—S1—O1—Cd1	0.0	C12—C4—C3—C2	−0.3 (3)
N2^i—Cd1—O1—S1	−61.43 (10)	C5—C4—C3—C2	−178.6 (2)
N2—Cd1—O1—S1	129.74 (9)	C12—N1—C1—C2	0.3 (3)
N1^i—Cd1—O1—S1	−140.02 (8)	Cd1—N1—C1—C2	−177.53 (16)
N1—Cd1—O1—S1	80.06 (12)	C3—C2—C1—N1	−0.5 (3)
O1^i—Cd1—O1—S1	0.0	C1—N1—C12—C4	0.0 (3)
N2^i—Cd1—N1—C1	20.70 (18)	Cd1—N1—C12—C4	178.00 (15)
N2—Cd1—N1—C1	−179.26 (19)	C1—N1—C12—C11	179.70 (19)
N1^i—Cd1—N1—C1	92.72 (18)	Cd1—N1—C12—C11	−2.3 (2)
O1^i—Cd1—N1—C1	−62.92 (19)	C3—C4—C12—N1	0.1 (3)
O1—Cd1—N1—C1	−126.49 (17)	C5—C4—C12—N1	178.45 (19)
S1—Cd1—N1—C1	−87.28 (18)	C3—C4—C12—C11	−179.68 (19)
N2^i—Cd1—N1—C12	−157.16 (14)	C5—C4—C12—C11	−1.3 (3)
N2—Cd1—N1—C12	2.88 (14)	N2—C11—C12—N1	−0.8 (3)
N1^i—Cd1—N1—C12	−85.14 (14)	C7—C11—C12—N1	−178.89 (19)
O1^i—Cd1—N1—C12	119.22 (14)	N2—C11—C12—C4	178.97 (19)
O1—Cd1—N1—C12	55.65 (18)	C7—C11—C12—C4	0.9 (3)
S1—Cd1—N1—C12	94.86 (14)	C13—O3—C13'—C14	−4.0 (5)
N2^i—Cd1—N2—C10	−128.08 (18)	C13^i—C14—C13'—O3	−117.7 (7)
N1^i—Cd1—N2—C10	−78.30 (19)	C13—C14—C13'—O3	3.9 (5)
N1—Cd1—N2—C10	178.6 (2)	C13'^i—C14—C13'—O3	−62.5 (5)
O1^i—Cd1—N2—C10	78.82 (19)	C13'—O3—C13—C14	4.1 (5)
O1—Cd1—N2—C10	28.59 (18)	C13^i—C14—C13—O3	62.8 (3)
S1—Cd1—N2—C10	51.92 (18)	C13'—C14—C13—O3	−3.9 (5)
N2^i—Cd1—N2—C11	50.04 (14)	C13'^i—C14—C13—O3	118.1 (4)
N1^i—Cd1—N2—C11	99.81 (15)

Symmetry code: (i) −x+1, y, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3B···O2	0.82	2.05	2.806 (3)	153