Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806055929/cv2165sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806055929/cv2165Isup2.hkl |
CCDC reference: 636226
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.006 Å
- R factor = 0.044
- wR factor = 0.109
- Data-to-parameter ratio = 13.2
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.94 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for S1 PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for Cl1 PLAT736_ALERT_1_C H...A Calc 1.937(19), Rep 1.93(4) ...... 2.11 su-Ra H6B -O3 1.555 1.655
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 4 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SHELXTL (Sheldrick, 1997b); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXL97.
[Ni(C8H9N2O3S)(H2O)3)]ClO4·H2O | F(000) = 1824 |
Mr = 443.46 | Dx = 1.782 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 2160 reflections |
a = 7.818 (2) Å | θ = 1.5–26.0° |
b = 15.019 (4) Å | µ = 1.52 mm−1 |
c = 28.156 (7) Å | T = 293 K |
V = 3305.7 (15) Å3 | Prism, green |
Z = 8 | 0.25 × 0.10 × 0.10 mm |
Siemens SMART CCD area-detector diffractometer | 3253 independent reflections |
Radiation source: fine-focus sealed tube | 2616 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.032 |
φ and ω scans | θmax = 26.0°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −9→9 |
Tmin = 0.703, Tmax = 0.863 | k = −16→18 |
14207 measured reflections | l = −34→30 |
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) = 0.110 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0511P)2 + 3.2755P] where P = (Fo2 + 2Fc2)/3 |
3253 reflections | (Δ/σ)max < 0.001 |
246 parameters | Δρmax = 0.81 e Å−3 |
12 restraints | Δρmin = −0.28 e Å−3 |
Experimental. Analysis found (%): C 22.31, H 3.60, N 5.87, S 8.03. required (%): C 21.65, H 3.83, N 6.31, S 7.22; IR (KBr, ν, cm-1): 1041.9, 1152.8, 1187.7 (–SO32-); 1089.2 (ClO4-); 1600, 1646.3 (C═N + C═C); 3508.8 (O—H). |
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. |
x | y | z | Uiso*/Ueq | ||
Ni1 | 0.18679 (6) | 0.36701 (3) | 0.167160 (15) | 0.03238 (15) | |
S1 | −0.15767 (11) | 0.25244 (6) | 0.18167 (3) | 0.0362 (2) | |
O1 | −0.0139 (3) | 0.30221 (17) | 0.20044 (8) | 0.0435 (6) | |
O2 | −0.1449 (5) | 0.1595 (2) | 0.18940 (13) | 0.0747 (10) | |
O3 | −0.3155 (3) | 0.2903 (3) | 0.20017 (12) | 0.0727 (10) | |
O4 | 0.0260 (4) | 0.47576 (19) | 0.16012 (10) | 0.0524 (7) | |
H4A | 0.045 (6) | 0.5136 (19) | 0.1386 (9) | 0.079* | |
H4B | 0.019 (6) | 0.509 (2) | 0.1843 (8) | 0.062 (14)* | |
O5 | 0.2536 (4) | 0.41813 (19) | 0.23109 (9) | 0.0518 (7) | |
H5A | 0.315 (5) | 0.462 (2) | 0.2385 (16) | 0.078* | |
H5B | 0.269 (9) | 0.385 (3) | 0.2549 (14) | 0.14 (3)* | |
O6 | 0.3404 (3) | 0.25750 (19) | 0.18236 (10) | 0.0464 (6) | |
H6A | 0.348 (5) | 0.224 (3) | 0.1583 (11) | 0.070* | |
H6B | 0.445 (2) | 0.266 (3) | 0.1883 (16) | 0.087 (18)* | |
N1 | 0.3768 (4) | 0.42301 (19) | 0.12516 (11) | 0.0378 (7) | |
N2 | 0.1223 (4) | 0.3151 (2) | 0.10208 (10) | 0.0405 (7) | |
C1 | 0.5056 (5) | 0.4762 (2) | 0.13734 (15) | 0.0468 (9) | |
H1 | 0.5127 | 0.4964 | 0.1685 | 0.056* | |
C2 | 0.6291 (5) | 0.5025 (3) | 0.10513 (15) | 0.0476 (10) | |
H2 | 0.7153 | 0.5415 | 0.1144 | 0.057* | |
C3 | 0.6243 (5) | 0.4714 (3) | 0.05980 (15) | 0.0494 (10) | |
H3 | 0.7091 | 0.4866 | 0.0381 | 0.059* | |
C4 | 0.4907 (5) | 0.4167 (3) | 0.04687 (14) | 0.0461 (9) | |
H4 | 0.4834 | 0.3946 | 0.0161 | 0.055* | |
C5 | 0.3684 (5) | 0.3949 (2) | 0.07997 (13) | 0.0378 (8) | |
C6 | 0.2218 (5) | 0.3378 (3) | 0.06882 (13) | 0.0435 (9) | |
H6 | 0.2023 | 0.3187 | 0.0379 | 0.052* | |
C7 | −0.0188 (5) | 0.2531 (3) | 0.09204 (14) | 0.0569 (11) | |
H7A | 0.0175 | 0.1929 | 0.0993 | 0.068* | |
H7B | −0.0465 | 0.2556 | 0.0585 | 0.068* | |
C8 | −0.1730 (5) | 0.2746 (3) | 0.12008 (14) | 0.0534 (11) | |
H8A | −0.2685 | 0.2410 | 0.1073 | 0.064* | |
H8B | −0.1988 | 0.3373 | 0.1159 | 0.064* | |
Cl1 | 0.07783 (15) | 0.61866 (7) | 0.05759 (4) | 0.0546 (3) | |
O7 | 0.1029 (7) | 0.6375 (3) | 0.10622 (14) | 0.1186 (18) | |
O8 | 0.0450 (6) | 0.5269 (2) | 0.05387 (15) | 0.0991 (13) | |
O9 | −0.0650 (9) | 0.6637 (4) | 0.0428 (2) | 0.177 (3) | |
O10 | 0.2171 (8) | 0.6416 (4) | 0.0310 (2) | 0.156 (3) | |
O11 | 0.0819 (4) | 0.07420 (19) | 0.25912 (12) | 0.0556 (8) | |
H11A | 0.149 (5) | 0.112 (2) | 0.2715 (16) | 0.074 (17)* | |
H11B | 0.023 (6) | 0.108 (2) | 0.2415 (17) | 0.10 (2)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0308 (2) | 0.0367 (3) | 0.0297 (2) | −0.00311 (19) | 0.00015 (17) | −0.00045 (18) |
S1 | 0.0334 (5) | 0.0400 (5) | 0.0352 (5) | −0.0070 (4) | 0.0017 (3) | −0.0019 (4) |
O1 | 0.0362 (14) | 0.0598 (17) | 0.0345 (14) | −0.0158 (13) | −0.0024 (11) | 0.0032 (11) |
O2 | 0.107 (3) | 0.0387 (16) | 0.078 (2) | −0.0072 (18) | −0.001 (2) | 0.0004 (16) |
O3 | 0.0308 (16) | 0.107 (3) | 0.080 (2) | 0.0016 (16) | −0.0022 (15) | −0.026 (2) |
O4 | 0.0580 (19) | 0.0521 (17) | 0.0470 (17) | 0.0138 (15) | 0.0023 (14) | 0.0103 (14) |
O5 | 0.078 (2) | 0.0409 (15) | 0.0361 (15) | −0.0136 (15) | −0.0147 (14) | 0.0013 (12) |
O6 | 0.0389 (16) | 0.0454 (16) | 0.0550 (18) | 0.0026 (13) | −0.0058 (12) | −0.0044 (13) |
N1 | 0.0353 (16) | 0.0388 (16) | 0.0393 (17) | −0.0020 (13) | 0.0032 (13) | 0.0004 (13) |
N2 | 0.0380 (17) | 0.0510 (19) | 0.0324 (16) | −0.0073 (15) | 0.0012 (13) | −0.0026 (13) |
C1 | 0.043 (2) | 0.043 (2) | 0.054 (2) | −0.0044 (18) | 0.0044 (18) | −0.0064 (18) |
C2 | 0.036 (2) | 0.043 (2) | 0.064 (3) | −0.0085 (17) | 0.0051 (19) | 0.0017 (19) |
C3 | 0.041 (2) | 0.049 (2) | 0.058 (3) | −0.0017 (19) | 0.0142 (19) | 0.011 (2) |
C4 | 0.048 (2) | 0.051 (2) | 0.039 (2) | 0.0011 (19) | 0.0095 (18) | 0.0036 (17) |
C5 | 0.039 (2) | 0.0381 (19) | 0.0362 (19) | 0.0009 (16) | 0.0042 (15) | 0.0050 (15) |
C6 | 0.045 (2) | 0.055 (2) | 0.0306 (19) | −0.0036 (18) | 0.0005 (16) | −0.0003 (16) |
C7 | 0.054 (3) | 0.080 (3) | 0.037 (2) | −0.022 (2) | 0.0017 (18) | −0.015 (2) |
C8 | 0.049 (2) | 0.067 (3) | 0.044 (2) | −0.012 (2) | −0.0094 (19) | −0.004 (2) |
Cl1 | 0.0680 (7) | 0.0514 (6) | 0.0443 (5) | −0.0014 (5) | 0.0102 (5) | −0.0021 (4) |
O7 | 0.193 (5) | 0.109 (3) | 0.054 (2) | −0.060 (3) | 0.000 (3) | −0.018 (2) |
O8 | 0.117 (3) | 0.066 (2) | 0.115 (3) | −0.018 (2) | −0.009 (3) | −0.013 (2) |
O9 | 0.217 (7) | 0.196 (6) | 0.117 (4) | 0.141 (5) | −0.015 (4) | 0.007 (4) |
O10 | 0.165 (5) | 0.151 (5) | 0.153 (5) | −0.084 (4) | 0.108 (4) | −0.058 (4) |
O11 | 0.057 (2) | 0.0427 (16) | 0.067 (2) | −0.0026 (15) | −0.0077 (16) | −0.0060 (15) |
Ni1—O5 | 2.025 (3) | C1—H1 | 0.9300 |
Ni1—N2 | 2.054 (3) | C2—C3 | 1.360 (6) |
Ni1—O1 | 2.070 (2) | C2—H2 | 0.9300 |
Ni1—O4 | 2.070 (3) | C3—C4 | 1.378 (6) |
Ni1—N1 | 2.077 (3) | C3—H3 | 0.9300 |
Ni1—O6 | 2.081 (3) | C4—C5 | 1.375 (5) |
S1—O2 | 1.417 (3) | C4—H4 | 0.9300 |
S1—O1 | 1.450 (3) | C5—C6 | 1.465 (5) |
S1—O3 | 1.455 (3) | C6—H6 | 0.9300 |
S1—C8 | 1.770 (4) | C7—C8 | 1.477 (6) |
O4—H4A | 0.84 (4) | C7—H7A | 0.9700 |
O4—H4B | 0.84 (4) | C7—H7B | 0.9700 |
O5—H5A | 0.84 (4) | C8—H8A | 0.9700 |
O5—H5B | 0.84 (4) | C8—H8B | 0.9700 |
O6—H6A | 0.84 (4) | Cl1—O10 | 1.366 (4) |
O6—H6B | 0.84 (4) | Cl1—O9 | 1.370 (5) |
N1—C1 | 1.330 (5) | Cl1—O8 | 1.405 (4) |
N1—C5 | 1.342 (5) | Cl1—O7 | 1.412 (4) |
N2—C6 | 1.264 (5) | O11—H11A | 0.85 (4) |
N2—C7 | 1.471 (5) | O11—H11B | 0.85 (4) |
C1—C2 | 1.382 (5) | ||
O5—Ni1—N2 | 179.26 (14) | N1—C1—C2 | 122.1 (4) |
O5—Ni1—O1 | 88.35 (11) | N1—C1—H1 | 119.0 |
N2—Ni1—O1 | 92.26 (11) | C2—C1—H1 | 119.0 |
O5—Ni1—O4 | 86.71 (13) | C3—C2—C1 | 119.9 (4) |
N2—Ni1—O4 | 93.73 (12) | C3—C2—H2 | 120.0 |
O1—Ni1—O4 | 87.37 (12) | C1—C2—H2 | 120.0 |
O5—Ni1—N1 | 99.68 (12) | C2—C3—C4 | 118.3 (4) |
N2—Ni1—N1 | 79.70 (12) | C2—C3—H3 | 120.9 |
O1—Ni1—N1 | 171.96 (11) | C4—C3—H3 | 120.9 |
O4—Ni1—N1 | 93.45 (12) | C5—C4—C3 | 119.3 (4) |
O5—Ni1—O6 | 88.17 (12) | C5—C4—H4 | 120.3 |
N2—Ni1—O6 | 91.44 (12) | C3—C4—H4 | 120.3 |
O1—Ni1—O6 | 88.42 (11) | N1—C5—C4 | 122.3 (4) |
O4—Ni1—O6 | 173.46 (12) | N1—C5—C6 | 115.2 (3) |
N1—Ni1—O6 | 91.41 (12) | C4—C5—C6 | 122.5 (3) |
O2—S1—O1 | 113.4 (2) | N2—C6—C5 | 118.7 (3) |
O2—S1—O3 | 112.9 (2) | N2—C6—H6 | 120.6 |
O1—S1—O3 | 109.00 (17) | C5—C6—H6 | 120.6 |
O2—S1—C8 | 109.9 (2) | N2—C7—C8 | 111.8 (3) |
O1—S1—C8 | 108.23 (17) | N2—C7—H7A | 109.3 |
O3—S1—C8 | 102.7 (2) | C8—C7—H7A | 109.3 |
S1—O1—Ni1 | 131.68 (15) | N2—C7—H7B | 109.3 |
Ni1—O4—H4A | 120 (3) | C8—C7—H7B | 109.3 |
Ni1—O4—H4B | 115 (3) | H7A—C7—H7B | 107.9 |
H4A—O4—H4B | 101 (4) | C7—C8—S1 | 115.3 (3) |
Ni1—O5—H5A | 132 (3) | C7—C8—H8A | 108.4 |
Ni1—O5—H5B | 121 (4) | S1—C8—H8A | 108.4 |
H5A—O5—H5B | 101 (4) | C7—C8—H8B | 108.4 |
Ni1—O6—H6A | 110 (3) | S1—C8—H8B | 108.4 |
Ni1—O6—H6B | 119 (3) | H8A—C8—H8B | 107.5 |
H6A—O6—H6B | 100 (4) | O10—Cl1—O9 | 111.0 (4) |
C1—N1—C5 | 118.1 (3) | O10—Cl1—O8 | 110.6 (3) |
C1—N1—Ni1 | 129.6 (3) | O9—Cl1—O8 | 108.2 (4) |
C5—N1—Ni1 | 112.2 (2) | O10—Cl1—O7 | 111.8 (3) |
C6—N2—C7 | 119.3 (3) | O9—Cl1—O7 | 108.0 (3) |
C6—N2—Ni1 | 114.0 (3) | O8—Cl1—O7 | 107.1 (3) |
C7—N2—Ni1 | 126.6 (2) | H11A—O11—H11B | 100 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4A···O7 | 0.84 (4) | 2.12 (4) | 2.927 (5) | 160 (3) |
O4—H4B···O11i | 0.84 (4) | 2.03 (4) | 2.840 (4) | 161 (4) |
O5—H5A···O11ii | 0.84 (4) | 1.95 (4) | 2.788 (4) | 170 (5) |
O5—H5B···O3iii | 0.85 (4) | 2.01 (4) | 2.779 (4) | 150 (5) |
O6—H6A···O7iv | 0.85 (4) | 2.00 (4) | 2.836 (5) | 172 (4) |
O6—H6B···O3v | 0.85 (4) | 1.93 (4) | 2.780 (4) | 177 (5) |
O11—H11A···O2iii | 0.85 (4) | 2.09 (4) | 2.882 (5) | 159 (4) |
O11—H11B···O2 | 0.85 (4) | 2.12 (4) | 2.939 (5) | 164 (4) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) −x+1/2, y+1/2, z; (iii) x+1/2, y, −z+1/2; (iv) −x+1/2, y−1/2, z; (v) x+1, y, z. |