In the complex anion of the title compound, Na[Re(C10H8N2O2S2)O]·H2O, the Re atom adopts a square-pyramidal coordination, in which the Re=O bond is apical and the S,N,N,S-tetradentate ligand spans the four basal sites. The Na+ counter-ion is octahedrally surrounded by one S and five O atoms.
Supporting information
CCDC reference: 640292
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.012 Å
- R factor = 0.044
- wR factor = 0.117
- Data-to-parameter ratio = 13.4
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor O10 - H10B ... ?
Alert level C
DIFMX01_ALERT_2_C The maximum difference density is > 0.1*ZMAX*0.75
_refine_diff_density_max given = 6.276
Test value = 5.625
DIFMX02_ALERT_1_C The maximum difference density is > 0.1*ZMAX*0.75
The relevant atom site should be identified.
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.96
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.16
PLAT097_ALERT_2_C Maximum (Positive) Residual Density ............ 6.28 e/A
PLAT143_ALERT_4_C su on c - Axis Small or Missing (x 100000) ..... 10 Ang.
PLAT153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) . 10 Ang.
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 100 Deg.
PLAT180_ALERT_3_C Check Cell Rounding: # of Values Ending with 0 = 6
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.00 Ratio
PLAT245_ALERT_2_C U(iso) H10A Smaller than U(eq) O10 by ... 0.01 AngSq
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.47
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 12
PLAT480_ALERT_4_C Long H...A H-Bond Reported H10B .. S1 .. 2.98 Ang.
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.23 Ratio
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
16 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
6 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
3 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: UdMX (Maris, 2004).
Sodium
[2-(mercaptomethylcarbonylamino)-
N-(2-mercaptophenyl)ethanamide(4-)-
κ4S,
N,
N',
S']oxorhenate(V) monohydrate
top
Crystal data top
Na[Re(C10H8N2O2S2)O]·H2O | Z = 2 |
Mr = 495.51 | F(000) = 468 |
Triclinic, P1 | Dx = 2.482 Mg m−3 |
Hall symbol: -P 1 | Cu Kα radiation, λ = 1.54178 Å |
a = 7.9488 (1) Å | Cell parameters from 7770 reflections |
b = 9.5623 (1) Å | θ = 5.0–72.7° |
c = 10.0320 (1) Å | µ = 21.34 mm−1 |
α = 103.111 (1)° | T = 100 K |
β = 111.146 (1)° | Block, red |
γ = 100.426 (1)° | 0.30 × 0.12 × 0.09 mm |
V = 663.02 (2) Å3 | |
Data collection top
Bruker SMART 2K/Platform diffractometer | 2524 independent reflections |
Radiation source: Sealed Tube | 2504 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
Detector resolution: 5.5 pixels mm-1 | θmax = 72.7°, θmin = 5.0° |
ω scans | h = −9→9 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −11→11 |
Tmin = 0.043, Tmax = 0.147 | l = −12→12 |
7982 measured reflections | |
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)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.117 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0833P)2 + 6.3732P] where P = (Fo2 + 2Fc2)/3 |
2524 reflections | (Δ/σ)max = 0.004 |
189 parameters | Δρmax = 6.28 e Å−3 |
0 restraints | Δρmin = −2.90 e Å−3 |
Special details top
Experimental. X-ray crystallographic data for I were collected from a single-crystal sample,
which was mounted on a loop fiber. Data were collected using a Bruker Platform
diffractometer, equipped with a Bruker SMART 2 K Charged-Coupled Device
(CCD) Area Detector using the program SMART and normal focus sealed
tube source graphite monochromated Cu—Kα radiation. The crystal-to-detector
distance was 4.908 cm, and the data collection was carried out in 512 x
512 pixel mode, utilizing 4 x 4 pixel binning. The initial unit-cell
parameters were determined by a least-squares fit of the angular setting of
strong reflections, collected by a 9.0 degree scan in 30 frames over four
different parts of the reciprocal space (120 frames total). One complete
sphere of data was collected, to better than 0.8 Å resolution. Upon
completion of the data collection, the first 101 frames were recollected in
order to improve the decay correction analysis. |
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 | Uiso*/Ueq | |
Re | 0.60208 (4) | 0.69996 (3) | 0.82959 (3) | 0.01009 (16) | |
O1 | 0.7749 (7) | 0.6144 (6) | 0.8395 (6) | 0.0136 (10) | |
S1 | 0.5440 (2) | 0.7090 (2) | 1.0392 (2) | 0.0140 (4) | |
C2 | 0.6881 (10) | 0.8913 (8) | 1.1578 (9) | 0.0135 (14) | |
C3 | 0.7647 (9) | 0.9879 (8) | 1.0945 (8) | 0.0117 (14) | |
N4 | 0.7130 (8) | 0.9249 (7) | 0.9362 (7) | 0.0122 (12) | |
C5 | 0.7398 (9) | 1.0116 (8) | 0.8495 (9) | 0.0136 (14) | |
O5 | 0.8219 (8) | 1.1461 (6) | 0.8958 (7) | 0.0198 (12) | |
C6 | 0.6557 (10) | 0.9282 (9) | 0.6820 (9) | 0.0160 (15) | |
H6A | 0.5757 | 0.9816 | 0.6251 | 0.019* | |
H6B | 0.7573 | 0.9220 | 0.6479 | 0.019* | |
N7 | 0.5424 (9) | 0.7771 (7) | 0.6554 (7) | 0.0133 (12) | |
C8 | 0.4080 (10) | 0.7015 (8) | 0.5139 (9) | 0.0132 (14) | |
O8 | 0.3874 (7) | 0.7439 (6) | 0.4027 (6) | 0.0166 (11) | |
C9 | 0.2757 (10) | 0.5568 (9) | 0.4980 (9) | 0.0153 (15) | |
H9A | 0.2913 | 0.4718 | 0.4307 | 0.018* | |
H9B | 0.1441 | 0.5597 | 0.4500 | 0.018* | |
S10 | 0.3174 (2) | 0.5251 (2) | 0.6780 (2) | 0.0145 (4) | |
C21 | 0.7275 (10) | 0.9374 (9) | 1.3113 (9) | 0.0165 (15) | |
H21 | 0.6751 | 0.8717 | 1.3536 | 0.020* | |
C22 | 0.8436 (11) | 1.0796 (9) | 1.4000 (9) | 0.0178 (15) | |
H22 | 0.8719 | 1.1123 | 1.5044 | 0.021* | |
C23 | 0.9194 (11) | 1.1754 (9) | 1.3377 (10) | 0.0195 (16) | |
H23 | 0.9989 | 1.2733 | 1.4003 | 0.023* | |
C24 | 0.8818 (10) | 1.1314 (9) | 1.1871 (9) | 0.0159 (15) | |
H24 | 0.9352 | 1.1983 | 1.1463 | 0.019* | |
Na | 0.2119 (4) | 0.6352 (3) | 0.1438 (4) | 0.0168 (6) | |
O10 | 0.0961 (8) | 0.4647 (7) | −0.1157 (7) | 0.0210 (12) | |
H10A | 0.113 (13) | 0.506 (11) | −0.189 (11) | 0.01 (2)* | |
H10B | 0.09 (2) | 0.365 (18) | −0.152 (17) | 0.04 (4)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Re | 0.0072 (2) | 0.0078 (2) | 0.0139 (2) | −0.00154 (14) | 0.00444 (15) | 0.00387 (15) |
O1 | 0.011 (2) | 0.010 (2) | 0.019 (3) | 0.0010 (19) | 0.007 (2) | 0.004 (2) |
S1 | 0.0113 (8) | 0.0116 (8) | 0.0157 (9) | −0.0040 (6) | 0.0063 (7) | 0.0034 (7) |
C2 | 0.009 (3) | 0.008 (3) | 0.025 (4) | 0.001 (3) | 0.009 (3) | 0.005 (3) |
C3 | 0.006 (3) | 0.013 (3) | 0.016 (4) | 0.002 (3) | 0.003 (3) | 0.008 (3) |
N4 | 0.008 (3) | 0.010 (3) | 0.016 (3) | −0.003 (2) | 0.005 (2) | 0.003 (3) |
C5 | 0.007 (3) | 0.011 (3) | 0.024 (4) | −0.002 (3) | 0.005 (3) | 0.006 (3) |
O5 | 0.020 (3) | 0.016 (3) | 0.022 (3) | 0.001 (2) | 0.008 (2) | 0.011 (2) |
C6 | 0.011 (3) | 0.017 (4) | 0.023 (4) | 0.002 (3) | 0.008 (3) | 0.013 (3) |
N7 | 0.012 (3) | 0.011 (3) | 0.018 (3) | 0.001 (2) | 0.008 (2) | 0.008 (3) |
C8 | 0.006 (3) | 0.013 (3) | 0.017 (4) | −0.001 (3) | 0.004 (3) | 0.004 (3) |
O8 | 0.016 (3) | 0.015 (3) | 0.015 (3) | −0.001 (2) | 0.005 (2) | 0.005 (2) |
C9 | 0.012 (3) | 0.015 (4) | 0.017 (4) | −0.001 (3) | 0.006 (3) | 0.005 (3) |
S10 | 0.0098 (8) | 0.0132 (8) | 0.0148 (9) | −0.0052 (6) | 0.0035 (7) | 0.0034 (7) |
C21 | 0.009 (3) | 0.020 (4) | 0.021 (4) | 0.004 (3) | 0.006 (3) | 0.009 (3) |
C22 | 0.016 (4) | 0.016 (4) | 0.019 (4) | 0.008 (3) | 0.006 (3) | 0.001 (3) |
C23 | 0.011 (3) | 0.016 (4) | 0.024 (4) | −0.001 (3) | 0.004 (3) | 0.001 (3) |
C24 | 0.009 (3) | 0.013 (4) | 0.023 (4) | −0.003 (3) | 0.007 (3) | 0.006 (3) |
Na | 0.0137 (14) | 0.0127 (14) | 0.0211 (16) | −0.0022 (11) | 0.0064 (12) | 0.0062 (12) |
O10 | 0.017 (3) | 0.025 (3) | 0.025 (3) | 0.006 (2) | 0.011 (2) | 0.013 (3) |
Geometric parameters (Å, º) top
Re—O1 | 1.706 (5) | C8—C9 | 1.516 (10) |
Re—N7 | 1.984 (6) | C9—S10 | 1.821 (8) |
Re—N4 | 2.034 (6) | C9—H9a | 0.99 |
Re—S10 | 2.2858 (17) | C9—H9b | 0.99 |
Re—S1 | 2.2969 (18) | C21—C22 | 1.378 (12) |
O1—Nai | 2.448 (6) | C21—H21 | 0.95 |
S1—C2 | 1.766 (8) | C22—C23 | 1.387 (12) |
S1—Naii | 3.198 (3) | C22—H22 | 0.95 |
C2—C21 | 1.399 (12) | C23—C24 | 1.374 (12) |
C2—C3 | 1.403 (10) | C23—H23 | 0.95 |
C3—C24 | 1.396 (11) | C24—H24 | 0.95 |
C3—N4 | 1.436 (10) | Na—O8 | 2.326 (6) |
N4—C5 | 1.373 (10) | Na—O5iii | 2.261 (6) |
C5—O5 | 1.225 (9) | Na—O10iv | 2.349 (6) |
C5—C6 | 1.515 (11) | Na—O1i | 2.448 (6) |
O5—Naiii | 2.261 (6) | Na—O10 | 2.466 (7) |
C6—N7 | 1.466 (9) | Na—S1v | 3.198 (3) |
C6—H6a | 0.99 | Na—Naiv | 3.578 (6) |
C6—H6b | 0.99 | O10—Naiv | 2.349 (6) |
N7—C8 | 1.356 (10) | O10—H10a | 0.94 (10) |
C8—O8 | 1.238 (10) | O10—H10b | 0.93 (15) |
| | | |
O1—Re—N7 | 109.7 (3) | C8—C9—H9B | 109 |
O1—Re—N4 | 111.2 (2) | S10—C9—H9B | 109 |
N7—Re—N4 | 78.9 (3) | H9A—C9—H9B | 107.8 |
O1—Re—S10 | 108.25 (18) | C9—S10—Re | 100.7 (2) |
N7—Re—S10 | 82.89 (19) | C22—C21—C2 | 118.9 (7) |
N4—Re—S10 | 140.10 (18) | C22—C21—H21 | 120.6 |
O1—Re—S1 | 108.18 (19) | C2—C21—H21 | 120.6 |
N7—Re—S1 | 141.62 (19) | C21—C22—C23 | 120.4 (7) |
N4—Re—S1 | 81.94 (18) | C21—C22—H22 | 119.8 |
S10—Re—S1 | 91.22 (6) | C23—C22—H22 | 119.8 |
Re—O1—Nai | 130.6 (3) | C24—C23—C22 | 121.3 (7) |
C2—S1—Re | 100.3 (3) | C24—C23—H23 | 119.4 |
C2—S1—Naii | 106.0 (3) | C22—C23—H23 | 119.4 |
Re—S1—Naii | 142.64 (9) | C23—C24—C3 | 119.6 (7) |
C21—C2—C3 | 120.8 (7) | C23—C24—H24 | 120.2 |
C21—C2—S1 | 120.9 (6) | C3—C24—H24 | 120.2 |
C3—C2—S1 | 118.2 (6) | O5iii—Na—O8 | 94.3 (2) |
C24—C3—C2 | 119.0 (7) | O5iii—Na—O10iv | 97.3 (2) |
C24—C3—N4 | 126.4 (7) | O8—Na—O10iv | 104.6 (2) |
C2—C3—N4 | 114.6 (6) | O5iii—Na—O1i | 174.3 (2) |
C5—N4—C3 | 122.3 (6) | O8—Na—O1i | 91.3 (2) |
C5—N4—Re | 116.4 (5) | O10iv—Na—O1i | 80.2 (2) |
C3—N4—Re | 121.2 (5) | O5iii—Na—O10 | 102.0 (2) |
O5—C5—N4 | 126.0 (7) | O8—Na—O10 | 160.5 (2) |
O5—C5—C6 | 119.4 (7) | O10iv—Na—O10 | 84.0 (2) |
N4—C5—C6 | 114.6 (6) | O1i—Na—O10 | 72.7 (2) |
C5—O5—Naiii | 141.9 (5) | O5iii—Na—S1v | 81.59 (17) |
N7—C6—C5 | 108.1 (6) | O8—Na—S1v | 98.47 (17) |
N7—C6—H6A | 110.1 | O10iv—Na—S1v | 157.0 (2) |
C5—C6—H6A | 110.1 | O1i—Na—S1v | 98.61 (16) |
N7—C6—H6B | 110.1 | O10—Na—S1v | 73.76 (16) |
C5—C6—H6B | 110.1 | O5iii—Na—Naiv | 103.1 (2) |
H6A—C6—H6B | 108.4 | O8—Na—Naiv | 144.6 (2) |
C8—N7—C6 | 117.4 (6) | O10iv—Na—Naiv | 43.28 (17) |
C8—N7—Re | 125.7 (5) | O1i—Na—Naiv | 71.53 (16) |
C6—N7—Re | 116.9 (5) | O10—Na—Naiv | 40.77 (15) |
O8—C8—N7 | 124.7 (7) | S1v—Na—Naiv | 114.29 (14) |
O8—C8—C9 | 120.1 (7) | Naiv—O10—Na | 96.0 (2) |
N7—C8—C9 | 115.1 (6) | Naiv—O10—H10A | 119 (6) |
C8—O8—Na | 135.0 (5) | Na—O10—H10A | 118 (6) |
C8—C9—S10 | 112.8 (5) | Naiv—O10—H10B | 85 (9) |
C8—C9—H9A | 109 | Na—O10—H10B | 131 (9) |
S10—C9—H9A | 109 | H10A—O10—H10B | 103 (10) |
| | | |
N7—Re—O1—Nai | −128.0 (4) | C5—C6—N7—Re | −21.9 (7) |
N4—Re—O1—Nai | 146.7 (3) | O1—Re—N7—C8 | 91.5 (6) |
S10—Re—O1—Nai | −39.2 (4) | N4—Re—N7—C8 | −159.7 (6) |
S1—Re—O1—Nai | 58.4 (4) | S10—Re—N7—C8 | −15.4 (6) |
O1—Re—S1—C2 | 95.7 (3) | S1—Re—N7—C8 | −98.3 (6) |
N7—Re—S1—C2 | −74.6 (4) | O1—Re—N7—C6 | −87.5 (5) |
N4—Re—S1—C2 | −14.1 (3) | N4—Re—N7—C6 | 21.2 (5) |
S10—Re—S1—C2 | −154.6 (3) | S10—Re—N7—C6 | 165.6 (5) |
O1—Re—S1—Naii | −130.0 (2) | S1—Re—N7—C6 | 82.6 (6) |
N7—Re—S1—Naii | 59.7 (3) | C6—N7—C8—O8 | 8.0 (13) |
N4—Re—S1—Naii | 120.2 (2) | Re—N7—C8—O8 | −171.0 (6) |
S10—Re—S1—Naii | −20.32 (15) | C6—N7—C8—C9 | −171.0 (6) |
Re—S1—C2—C21 | −167.4 (6) | Re—N7—C8—C9 | 10.0 (9) |
Naii—S1—C2—C21 | 39.5 (7) | N7—C8—O8—Na | 168.9 (5) |
Re—S1—C2—C3 | 11.5 (6) | C9—C8—O8—Na | −12.1 (13) |
Naii—S1—C2—C3 | −141.6 (5) | O8—C8—C9—S10 | −174.6 (6) |
C21—C2—C3—C24 | 0.1 (12) | N7—C8—C9—S10 | 4.5 (9) |
S1—C2—C3—C24 | −178.8 (6) | C8—C9—S10—Re | −13.1 (6) |
C21—C2—C3—N4 | 179.6 (7) | O1—Re—S10—C9 | −95.2 (3) |
S1—C2—C3—N4 | 0.7 (8) | N7—Re—S10—C9 | 13.3 (3) |
C24—C3—N4—C5 | −15.1 (12) | N4—Re—S10—C9 | 76.4 (4) |
C2—C3—N4—C5 | 165.5 (7) | S1—Re—S10—C9 | 155.2 (3) |
C24—C3—N4—Re | 163.2 (6) | C3—C2—C21—C22 | −0.2 (13) |
C2—C3—N4—Re | −16.2 (8) | S1—C2—C21—C22 | 178.7 (6) |
O1—Re—N4—C5 | 90.8 (5) | C2—C21—C22—C23 | 0.2 (14) |
N7—Re—N4—C5 | −16.2 (5) | C21—C22—C23—C24 | −0.3 (14) |
S10—Re—N4—C5 | −80.6 (6) | C22—C23—C24—C3 | 0.2 (14) |
S1—Re—N4—C5 | −162.8 (5) | C2—C3—C24—C23 | −0.2 (12) |
O1—Re—N4—C3 | −87.6 (5) | N4—C3—C24—C23 | −179.5 (7) |
N7—Re—N4—C3 | 165.4 (6) | C8—O8—Na—O5iii | 149.6 (7) |
S10—Re—N4—C3 | 101.0 (5) | C8—O8—Na—O10iv | 50.9 (7) |
S1—Re—N4—C3 | 18.8 (5) | C8—O8—Na—O1i | −29.4 (7) |
C3—N4—C5—O5 | 6.3 (13) | C8—O8—Na—O10 | −63.5 (12) |
Re—N4—C5—O5 | −172.1 (6) | C8—O8—Na—S1v | −128.3 (7) |
C3—N4—C5—C6 | −173.1 (6) | C8—O8—Na—Naiv | 29.7 (9) |
Re—N4—C5—C6 | 8.5 (8) | O5iii—Na—O10—Naiv | −96.3 (3) |
N4—C5—O5—Naiii | −129.3 (8) | O8—Na—O10—Naiv | 117.6 (7) |
C6—C5—O5—Naiii | 50.1 (13) | O10iv—Na—O10—Naiv | 0 |
O5—C5—C6—N7 | −171.4 (6) | O1i—Na—O10—Naiv | 81.6 (2) |
N4—C5—C6—N7 | 8.0 (8) | S1v—Na—O10—Naiv | −173.7 (2) |
C5—C6—N7—C8 | 158.9 (6) | | |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x, y, z+1; (iii) −x+1, −y+2, −z+1; (iv) −x, −y+1, −z; (v) x, y, z−1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O10—H10A···S10v | 0.94 (10) | 2.46 (10) | 3.242 (6) | 140 (8) |
O10—H10B···S1i | 0.93 (15) | 2.98 (15) | 3.499 (6) | 117 (11) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (v) x, y, z−1. |