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The structure of the title complex, [Zn(C6H15NO3)2](C7H4NO3S)2, consists of a complex cation and two saccharinate (sac) anions. In the complex cation, the zinc(II) ion is octahedrally coordinated by two tridentate (N,O,O′) triethano­lamine (tea) ligands with a facial distribution. Two ethanol groups of each tea ligand form two five-membered chelate rings around the zinc(II) ion, while the third ethanol group remains uncoordinated. In addition to weak π–π interactions between the phenyl rings of neighbouring sac ions, H atoms of free and coordinated hydroxyl groups are involved in hydrogen bonding with amine N, carbonyl O and sulfonyl O atoms of the adjacent sac ions, forming a three-dimensional network.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801019857/na6107sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536801019857/na6107Isup2.hkl
Contains datablock I

CCDC reference: 177189

Key indicators

  • Single-crystal X-ray study
  • T = 133 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.040
  • wR factor = 0.113
  • Data-to-parameter ratio = 19.7

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

General Notes

ABSTY_01 Extra text has been found in the _exptl_absorpt_correction_type field, which should be only a single keyword. A literature citation should be included in the _exptl_absorpt_process_details field. HYDTR_01 Extra text has been found in the _refine_ls_hydrogen_treatment field. Explanatory text should be in the _publ_section_refinement field. Hydrogen treatment given as O-H freely, others riding Hydrogen treatment identified as riding

Computing details top

Data collection: Bruker SMART (Bruker, 1998); cell refinement: Bruker SAINT (Bruker, 1998); data reduction: Bruker SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Siemens XP (Siemens, 1994); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Bis(triethanolamine-N,O,O')zinc(II) saccharinate top
Crystal data top
C12H30ZnN2O6·2(C7H4NO3S)Z = 1
Mr = 728.09F(000) = 380
Triclinic, P1Dx = 1.647 Mg m3
a = 7.9428 (12) ÅMo Kα radiation, λ = 0.71073 Å
b = 8.6647 (14) ÅCell parameters from 8018 reflections
c = 12.1383 (18) Åθ = 2.6–30.5°
α = 75.190 (6)°µ = 1.05 mm1
β = 87.432 (6)°T = 133 K
γ = 65.639 (6)°Tablet, colourless
V = 734.0 (2) Å30.34 × 0.15 × 0.08 mm
Data collection top
Bruker SMART 1000 CCD
diffractometer
4266 independent reflections
Radiation source: fine-focus sealed tube3731 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.038
Detector resolution: 8.192 pixels mm-1θmax = 30.0°, θmin = 1.7°
ω– and phi–scansh = 1111
Absorption correction: multi-scans
SADABS (Bruker, 1998)
k = 1212
Tmin = 0.716, Tmax = 0.921l = 1717
12918 measured reflections
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)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.113O-H freely, others riding
S = 1.06 w = 1/[σ2(Fo2) + (0.0814P)2]
where P = (Fo2 + 2Fc2)/3
4266 reflections(Δ/σ)max < 0.001
217 parametersΔρmax = 1.17 e Å3
3 restraintsΔρmin = 1.81 e Å3
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
xyzUiso*/Ueq
C110.2242 (2)0.1697 (2)0.00318 (14)0.0189 (3)
H110.33460.12070.03990.023*
C120.0551 (2)0.1831 (3)0.04192 (14)0.0217 (4)
H120.05010.14010.10570.026*
C130.1062 (2)0.2582 (3)0.01082 (15)0.0213 (4)
H130.22030.26840.01860.026*
C140.1036 (2)0.3187 (2)0.10590 (14)0.0173 (3)
H140.21400.36980.14210.021*
C150.0649 (2)0.3021 (2)0.14640 (13)0.0139 (3)
C160.2237 (2)0.2310 (2)0.09098 (13)0.0137 (3)
C210.1071 (2)0.3476 (2)0.24946 (13)0.0139 (3)
O210.01147 (16)0.41248 (18)0.31378 (10)0.0199 (3)
S10.40662 (5)0.23439 (5)0.16532 (3)0.01365 (10)
O10.47539 (17)0.35483 (19)0.09762 (12)0.0233 (3)
O20.54611 (16)0.05756 (17)0.21001 (11)0.0199 (3)
N10.28864 (18)0.3083 (2)0.26674 (12)0.0160 (3)
Zn0.50000.50000.50000.01210 (9)
N20.28036 (17)0.71296 (18)0.39446 (11)0.0125 (2)
C310.3139 (2)0.6954 (2)0.27609 (13)0.0159 (3)
H31A0.23240.80620.22150.019*
H31B0.28210.60070.26570.019*
C320.5136 (2)0.6540 (2)0.25049 (14)0.0177 (3)
H32A0.53720.62560.17570.021*
H32B0.54100.75650.24750.021*
O320.62860 (16)0.50652 (17)0.33969 (10)0.0174 (2)
H320.738 (3)0.472 (3)0.325 (2)0.031 (6)*
C330.1048 (2)0.6987 (2)0.43343 (14)0.0170 (3)
H33A0.06940.74840.50020.020*
H33B0.13090.57260.46010.020*
C340.0598 (2)0.7869 (2)0.34719 (15)0.0196 (3)
H34A0.03680.72340.28700.023*
H34B0.17100.78210.38530.023*
O340.09204 (17)0.96382 (18)0.29680 (12)0.0218 (3)
H340.192 (3)1.016 (4)0.262 (2)0.044 (8)*
C350.2832 (2)0.8797 (2)0.40519 (14)0.0164 (3)
H35A0.15510.97180.39590.020*
H35B0.35440.91950.34420.020*
C360.3705 (2)0.8524 (2)0.52025 (14)0.0179 (3)
H36A0.38000.96080.52550.021*
H36B0.29490.82170.58180.021*
O360.55215 (15)0.71114 (17)0.53114 (10)0.0160 (2)
H360.601 (3)0.714 (4)0.5844 (19)0.033 (7)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C110.0181 (7)0.0249 (9)0.0122 (7)0.0068 (6)0.0018 (6)0.0060 (6)
C120.0241 (8)0.0303 (10)0.0114 (7)0.0103 (7)0.0013 (6)0.0079 (7)
C130.0183 (7)0.0294 (10)0.0167 (8)0.0100 (7)0.0027 (6)0.0061 (7)
C140.0138 (7)0.0234 (9)0.0148 (7)0.0076 (6)0.0002 (5)0.0053 (6)
C150.0141 (7)0.0178 (8)0.0086 (6)0.0064 (6)0.0004 (5)0.0018 (6)
C160.0121 (6)0.0175 (8)0.0097 (6)0.0056 (6)0.0008 (5)0.0011 (6)
C210.0154 (7)0.0168 (7)0.0105 (6)0.0077 (6)0.0006 (5)0.0035 (6)
O210.0171 (5)0.0295 (7)0.0155 (6)0.0094 (5)0.0040 (4)0.0105 (5)
S10.01049 (17)0.0175 (2)0.01146 (18)0.00541 (14)0.00005 (13)0.00193 (15)
O10.0179 (6)0.0271 (7)0.0245 (6)0.0130 (5)0.0040 (5)0.0002 (5)
O20.0147 (5)0.0191 (6)0.0193 (6)0.0022 (5)0.0033 (4)0.0018 (5)
N10.0133 (6)0.0227 (7)0.0134 (6)0.0073 (5)0.0003 (5)0.0068 (6)
Zn0.01152 (14)0.01488 (15)0.00689 (13)0.00357 (10)0.00090 (9)0.00087 (10)
N20.0114 (5)0.0159 (6)0.0094 (6)0.0052 (5)0.0001 (4)0.0026 (5)
C310.0157 (7)0.0206 (8)0.0084 (6)0.0055 (6)0.0006 (5)0.0019 (6)
C320.0177 (7)0.0203 (8)0.0105 (7)0.0054 (6)0.0025 (5)0.0007 (6)
O320.0130 (5)0.0226 (6)0.0103 (5)0.0044 (5)0.0010 (4)0.0011 (5)
C330.0127 (7)0.0214 (8)0.0132 (7)0.0069 (6)0.0006 (5)0.0013 (6)
C340.0148 (7)0.0219 (9)0.0190 (8)0.0070 (6)0.0019 (6)0.0009 (7)
O340.0150 (6)0.0206 (7)0.0221 (6)0.0027 (5)0.0057 (5)0.0003 (5)
C350.0182 (7)0.0152 (8)0.0142 (7)0.0059 (6)0.0016 (6)0.0023 (6)
C360.0180 (7)0.0189 (8)0.0160 (7)0.0054 (6)0.0004 (6)0.0070 (6)
O360.0145 (5)0.0213 (6)0.0115 (5)0.0063 (5)0.0025 (4)0.0043 (5)
Geometric parameters (Å, º) top
C11—C161.377 (2)C33—C341.510 (2)
C11—C121.392 (2)C34—O341.414 (2)
C12—C131.388 (2)C35—C361.507 (2)
C13—C141.388 (2)C36—O361.440 (2)
C14—C151.385 (2)C11—H110.9500
C15—C161.385 (2)C12—H120.9500
C15—C211.494 (2)C13—H130.9500
C16—S11.7585 (16)C14—H140.9500
C21—O211.2385 (18)C31—H31A0.9900
C21—N11.351 (2)C31—H31B0.9900
S1—O11.4332 (13)C32—H32A0.9900
S1—O21.4484 (13)C32—H32B0.9900
S1—N11.6151 (14)O32—H320.823 (18)
Zn—N2i2.1037 (14)C33—H33A0.9900
Zn—N22.1037 (14)C33—H33B0.9900
Zn—O322.1555 (11)C34—H34A0.9900
Zn—O32i2.1555 (11)C34—H34B0.9900
Zn—O36i2.1573 (13)O34—H340.807 (19)
Zn—O362.1573 (13)C35—H35A0.9900
N2—C311.4841 (19)C35—H35B0.9900
N2—C351.492 (2)C36—H36A0.9900
N2—C331.4953 (19)C36—H36B0.9900
C31—C321.512 (2)O36—H360.780 (19)
C32—O321.434 (2)
C16—C11—C12116.76 (15)N2—C35—C36110.31 (14)
C13—C12—C11121.28 (15)O36—C36—C35106.96 (12)
C14—C13—C12121.02 (15)C36—O36—Zn103.81 (9)
C15—C14—C13117.96 (15)C16—C11—H11121.6
C14—C15—C16120.24 (14)C12—C11—H11121.6
C14—C15—C21128.61 (14)C13—C12—H12119.4
C16—C15—C21111.13 (13)C11—C12—H12119.4
C11—C16—C15122.70 (14)C14—C13—H13119.5
C11—C16—S1130.25 (12)C12—C13—H13119.5
C15—C16—S1107.04 (11)C15—C14—H14121.0
O21—C21—N1123.14 (14)C13—C14—H14121.0
O21—C21—C15123.64 (14)N2—C31—H31A109.3
N1—C21—C15113.21 (13)C32—C31—H31A109.3
O1—S1—O2114.74 (7)N2—C31—H31B109.3
O1—S1—N1111.69 (8)C32—C31—H31B109.3
O2—S1—N1110.57 (8)H31A—C31—H31B108.0
O1—S1—C16111.36 (8)O32—C32—H32A110.1
O2—S1—C16110.21 (8)C31—C32—H32A110.1
N1—S1—C1696.88 (7)O32—C32—H32B110.1
C21—N1—S1111.52 (11)C31—C32—H32B110.1
N2i—Zn—N2180.0H32A—C32—H32B108.4
N2i—Zn—O3299.00 (5)C32—O32—H32111.1 (19)
N2—Zn—O3281.00 (5)Zn—O32—H32131.1 (19)
N2i—Zn—O32i81.00 (5)N2—C33—H33A108.1
N2—Zn—O32i99.00 (5)C34—C33—H33A108.1
O32—Zn—O32i180.0N2—C33—H33B108.1
N2i—Zn—O36i81.21 (5)C34—C33—H33B108.1
N2—Zn—O36i98.79 (5)H33A—C33—H33B107.3
O32—Zn—O36i85.66 (5)O34—C34—H34A109.5
O32i—Zn—O36i94.34 (5)C33—C34—H34A109.5
N2i—Zn—O3698.79 (5)O34—C34—H34B109.5
N2—Zn—O3681.21 (5)C33—C34—H34B109.5
O32—Zn—O3694.34 (5)H34A—C34—H34B108.1
O32i—Zn—O3685.66 (5)C34—O34—H34110 (2)
O36i—Zn—O36180.000 (1)N2—C35—H35A109.6
C31—N2—C35110.60 (13)C36—C35—H35A109.6
C31—N2—C33112.11 (12)N2—C35—H35B109.6
C35—N2—C33111.50 (12)C36—C35—H35B109.6
C31—N2—Zn106.30 (9)H35A—C35—H35B108.1
C35—N2—Zn108.84 (9)O36—C36—H36A110.3
C33—N2—Zn107.24 (10)C35—C36—H36A110.3
N2—C31—C32111.50 (13)O36—C36—H36B110.3
O32—C32—C31107.90 (13)C35—C36—H36B110.3
C32—O32—Zn111.67 (9)H36A—C36—H36B108.6
N2—C33—C34116.96 (13)C36—O36—H36104.5 (19)
O34—C34—C33110.78 (14)Zn—O36—H36129 (2)
C16—C11—C12—C131.3 (3)O32—Zn—N2—C3597.92 (10)
C11—C12—C13—C141.6 (3)O32i—Zn—N2—C3582.08 (10)
C12—C13—C14—C150.1 (3)O36i—Zn—N2—C35177.93 (9)
C13—C14—C15—C161.5 (3)O36—Zn—N2—C352.07 (9)
C13—C14—C15—C21176.60 (17)O32—Zn—N2—C33141.33 (11)
C12—C11—C16—C150.4 (3)O32i—Zn—N2—C3338.67 (11)
C12—C11—C16—S1179.08 (14)O36i—Zn—N2—C3357.18 (10)
C14—C15—C16—C111.8 (3)O36—Zn—N2—C33122.82 (10)
C21—C15—C16—C11176.61 (16)C35—N2—C31—C3272.46 (17)
C14—C15—C16—S1179.19 (14)C33—N2—C31—C32162.42 (14)
C21—C15—C16—S12.36 (17)Zn—N2—C31—C3245.54 (16)
C14—C15—C21—O211.4 (3)N2—C31—C32—O3251.47 (19)
C16—C15—C21—O21179.71 (17)C31—C32—O32—Zn30.54 (16)
C14—C15—C21—N1177.61 (17)N2i—Zn—O32—C32174.54 (11)
C16—C15—C21—N10.7 (2)N2—Zn—O32—C325.46 (11)
C11—C16—S1—O168.56 (19)O36i—Zn—O32—C32105.09 (11)
C15—C16—S1—O1112.57 (13)O36—Zn—O32—C3274.91 (11)
C11—C16—S1—O259.96 (19)C31—N2—C33—C3439.9 (2)
C15—C16—S1—O2118.91 (12)C35—N2—C33—C3484.76 (18)
C11—C16—S1—N1174.90 (17)Zn—N2—C33—C34156.19 (13)
C15—C16—S1—N13.97 (13)N2—C33—C34—O3451.7 (2)
O21—C21—N1—S1177.24 (14)C31—N2—C35—C36143.50 (13)
C15—C21—N1—S13.72 (19)C33—N2—C35—C3691.03 (15)
O1—S1—N1—C21111.80 (13)Zn—N2—C35—C3627.07 (14)
O2—S1—N1—C21119.13 (13)N2—C35—C36—O3656.26 (16)
C16—S1—N1—C214.49 (14)C35—C36—O36—Zn54.34 (14)
O32—Zn—N2—C3121.23 (10)N2i—Zn—O36—C36148.73 (9)
O32i—Zn—N2—C31158.77 (10)N2—Zn—O36—C3631.27 (9)
O36i—Zn—N2—C3162.91 (10)O32—Zn—O36—C36111.46 (10)
O36—Zn—N2—C31117.09 (10)O32i—Zn—O36—C3668.54 (10)
Symmetry code: (i) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O32—H32···O21ii0.82 (2)1.84 (2)2.6580 (16)170 (3)
O34—H34···O2iii0.81 (2)2.06 (2)2.8174 (17)157 (3)
O36—H36···N1i0.78 (2)1.97 (2)2.7453 (18)171 (3)
Symmetry codes: (i) x+1, y+1, z+1; (ii) x+1, y, z; (iii) x1, y+1, z.
 

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