In the molecule of the title compound, [FeCl(C
7H
3NO
4)(C
2H
6OS)(H
2O)], the Fe ion is six-coordinate and has a distorted octahedral geometry. The crystal structure is stabilized by intermolecular O—H
O hydrogen bonds, linking the molecules in chains.
Supporting information
CCDC reference: 601301
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.002 Å
- R factor = 0.032
- wR factor = 0.083
- Data-to-parameter ratio = 22.5
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 27
CL1 -FE1 -N1 -C6 -37.20 1.60 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 32
CL1 -FE1 -N1 -C2 140.60 1.50 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 48
O6 -FE1 -O5 -S1 64.80 0.70 1.555 1.555 1.555 1.555
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
3 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 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
3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: X-AREA (Stoe & Cie, 2005); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-STEP (Stoe & Cie, 2000); software used to prepare material for publication: SHELXL97.
Aquachloro(dimethyl
sulfoxide-
κO)(pyridine-2,6-dicarboxylato-\k
3O,
N,
O')iron(III)
top
Crystal data top
[FeCl(C7H3NO4)(C2H6OS)(C7H3NO4)(H2O)] | F(000) = 716 |
Mr = 352.55 | Dx = 1.761 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 35883 reflections |
a = 7.2641 (4) Å | θ = 4.0–61.8° |
b = 10.3018 (4) Å | µ = 1.51 mm−1 |
c = 17.7667 (10) Å | T = 296 K |
β = 90.014 (5)° | Prism, green–yellow |
V = 1329.54 (12) Å3 | 0.60 × 0.45 × 0.31 mm |
Z = 4 | |
Data collection top
Stoe IPDS-II diffractometer | 4048 independent reflections |
Radiation source: longfine-focus sealed tube | 3563 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.044 |
Detector resolution: 0.15 mm pixels mm-1 | θmax = 30.5°, θmin = 2.3° |
φ? ω? scans | h = −10→10 |
Absorption correction: numerical (X-SHAPE; Stoe & Cie, 2004) | k = −14→14 |
Tmin = 0.554, Tmax = 0.732 | l = −25→25 |
27972 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)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.083 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0397P)2 + 0.6263P] where P = (Fo2 + 2Fc2)/3 |
4048 reflections | (Δ/σ)max = 0.001 |
180 parameters | Δρmax = 0.33 e Å−3 |
0 restraints | Δρmin = −0.43 e Å−3 |
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 | Uiso*/Ueq | |
Fe1 | 0.64492 (3) | 0.25773 (2) | 0.149087 (13) | 0.03040 (7) | |
Cl1 | 0.80729 (8) | 0.17237 (6) | 0.05203 (3) | 0.05324 (14) | |
S1 | 0.39116 (7) | 0.29686 (5) | 0.01246 (3) | 0.04024 (11) | |
N1 | 0.4999 (2) | 0.33208 (12) | 0.23995 (7) | 0.0305 (3) | |
O1 | 0.63154 (19) | 0.45352 (12) | 0.12928 (7) | 0.0375 (3) | |
O2 | 0.5512 (2) | 0.64795 (12) | 0.17287 (8) | 0.0463 (3) | |
O3 | 0.59133 (18) | 0.10051 (11) | 0.21343 (7) | 0.0350 (2) | |
O4 | 0.4546 (2) | 0.02345 (12) | 0.31696 (8) | 0.0420 (3) | |
O5 | 0.4067 (2) | 0.23811 (14) | 0.09220 (8) | 0.0436 (3) | |
O6 | 0.8820 (2) | 0.29582 (14) | 0.20683 (9) | 0.0412 (3) | |
H61 | 0.900 (4) | 0.257 (3) | 0.2420 (18) | 0.063 (9)* | |
H62 | 0.927 (4) | 0.359 (3) | 0.2023 (15) | 0.051 (7)* | |
C1 | 0.5579 (3) | 0.52858 (15) | 0.17793 (9) | 0.0344 (3) | |
C2 | 0.4750 (2) | 0.45959 (15) | 0.24508 (9) | 0.0321 (3) | |
C3 | 0.3827 (3) | 0.51205 (17) | 0.30622 (10) | 0.0379 (4) | |
H3A | 0.3664 | 0.6012 | 0.3107 | 0.045* | |
C4 | 0.3159 (3) | 0.42804 (19) | 0.36021 (11) | 0.0438 (4) | |
H4A | 0.2514 | 0.4609 | 0.4012 | 0.053* | |
C5 | 0.3439 (3) | 0.29430 (18) | 0.35413 (10) | 0.0389 (4) | |
H5A | 0.2990 | 0.2372 | 0.3903 | 0.047* | |
C6 | 0.4406 (2) | 0.25019 (15) | 0.29234 (9) | 0.0309 (3) | |
C7 | 0.4974 (2) | 0.11262 (15) | 0.27422 (9) | 0.0312 (3) | |
C8 | 0.1985 (4) | 0.4023 (3) | 0.01863 (15) | 0.0626 (6) | |
H8A | 0.1599 | 0.4268 | −0.0311 | 0.075* | |
H8B | 0.2319 | 0.4786 | 0.0465 | 0.075* | |
H8C | 0.0994 | 0.3586 | 0.0438 | 0.075* | |
C9 | 0.2945 (4) | 0.1672 (2) | −0.04059 (13) | 0.0593 (6) | |
H9A | 0.1921 | 0.1310 | −0.0136 | 0.071* | |
H9B | 0.3860 | 0.1014 | −0.0483 | 0.071* | |
H9C | 0.2532 | 0.1994 | −0.0884 | 0.071* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.03840 (13) | 0.02619 (11) | 0.02659 (11) | −0.00169 (8) | 0.00224 (8) | −0.00137 (8) |
Cl1 | 0.0565 (3) | 0.0613 (3) | 0.0420 (2) | 0.0001 (2) | 0.0139 (2) | −0.0156 (2) |
S1 | 0.0405 (2) | 0.0449 (2) | 0.0353 (2) | −0.00699 (18) | −0.00158 (17) | 0.00606 (17) |
N1 | 0.0389 (7) | 0.0247 (6) | 0.0278 (6) | 0.0014 (5) | 0.0009 (5) | 0.0012 (5) |
O1 | 0.0506 (7) | 0.0307 (6) | 0.0313 (5) | −0.0012 (5) | 0.0030 (5) | 0.0038 (4) |
O2 | 0.0713 (10) | 0.0257 (5) | 0.0418 (7) | 0.0000 (6) | −0.0076 (6) | 0.0052 (5) |
O3 | 0.0440 (7) | 0.0253 (5) | 0.0358 (6) | 0.0009 (5) | 0.0048 (5) | 0.0000 (4) |
O4 | 0.0513 (8) | 0.0297 (6) | 0.0450 (7) | 0.0026 (5) | 0.0083 (6) | 0.0098 (5) |
O5 | 0.0432 (7) | 0.0533 (8) | 0.0342 (6) | −0.0100 (6) | −0.0054 (5) | 0.0085 (5) |
O6 | 0.0479 (8) | 0.0292 (6) | 0.0466 (7) | −0.0080 (5) | −0.0120 (6) | 0.0059 (5) |
C1 | 0.0440 (9) | 0.0275 (7) | 0.0317 (7) | −0.0002 (6) | −0.0072 (6) | 0.0030 (6) |
C2 | 0.0390 (8) | 0.0263 (7) | 0.0310 (7) | 0.0021 (6) | −0.0039 (6) | 0.0005 (5) |
C3 | 0.0454 (10) | 0.0296 (7) | 0.0387 (8) | 0.0051 (7) | −0.0003 (7) | −0.0049 (6) |
C4 | 0.0509 (11) | 0.0425 (9) | 0.0380 (9) | 0.0047 (8) | 0.0089 (8) | −0.0075 (7) |
C5 | 0.0457 (10) | 0.0388 (8) | 0.0321 (8) | −0.0004 (7) | 0.0057 (7) | 0.0018 (6) |
C6 | 0.0362 (8) | 0.0277 (7) | 0.0289 (7) | 0.0000 (6) | −0.0011 (6) | 0.0013 (5) |
C7 | 0.0337 (8) | 0.0265 (6) | 0.0334 (7) | −0.0003 (5) | −0.0018 (6) | 0.0013 (5) |
C8 | 0.0644 (15) | 0.0590 (13) | 0.0645 (14) | 0.0141 (11) | 0.0093 (12) | 0.0184 (11) |
C9 | 0.0764 (17) | 0.0585 (13) | 0.0430 (11) | −0.0154 (12) | −0.0090 (11) | −0.0027 (9) |
Geometric parameters (Å, º) top
Fe1—O5 | 2.0140 (14) | C5—H5A | 0.9300 |
Fe1—O3 | 2.0203 (12) | C6—N1 | 1.328 (2) |
Fe1—O6 | 2.0427 (14) | C6—C7 | 1.511 (2) |
Fe1—O1 | 2.0497 (12) | C7—O4 | 1.2319 (19) |
Fe1—N1 | 2.0746 (13) | C7—O3 | 1.284 (2) |
Fe1—Cl1 | 2.2669 (5) | C8—S1 | 1.775 (2) |
C1—O2 | 1.234 (2) | C8—H8A | 0.9600 |
C1—O1 | 1.277 (2) | C8—H8B | 0.9600 |
C1—C2 | 1.514 (2) | C8—H8C | 0.9600 |
C2—N1 | 1.3291 (19) | C9—S1 | 1.779 (2) |
C2—C3 | 1.386 (2) | C9—H9A | 0.9600 |
C3—C4 | 1.380 (3) | C9—H9B | 0.9600 |
C3—H3A | 0.9300 | C9—H9C | 0.9600 |
C4—C5 | 1.397 (3) | O5—S1 | 1.5448 (14) |
C4—H4A | 0.9300 | O6—H61 | 0.75 (3) |
C5—C6 | 1.381 (2) | O6—H62 | 0.73 (3) |
| | | |
O5—Fe1—O3 | 92.17 (5) | N1—C6—C5 | 120.89 (15) |
O5—Fe1—O6 | 174.66 (6) | N1—C6—C7 | 110.98 (14) |
O3—Fe1—O6 | 91.86 (6) | C5—C6—C7 | 128.12 (15) |
O5—Fe1—O1 | 88.39 (6) | O4—C7—O3 | 125.49 (15) |
O3—Fe1—O1 | 151.27 (5) | O4—C7—C6 | 119.95 (15) |
O6—Fe1—O1 | 86.40 (6) | O3—C7—C6 | 114.56 (13) |
O5—Fe1—N1 | 89.48 (6) | S1—C8—H8A | 109.5 |
O3—Fe1—N1 | 75.98 (5) | S1—C8—H8B | 109.5 |
O6—Fe1—N1 | 88.09 (6) | H8A—C8—H8B | 109.5 |
O1—Fe1—N1 | 75.30 (5) | S1—C8—H8C | 109.5 |
O5—Fe1—Cl1 | 91.52 (5) | H8A—C8—H8C | 109.5 |
O3—Fe1—Cl1 | 102.70 (4) | H8B—C8—H8C | 109.5 |
O6—Fe1—Cl1 | 91.01 (5) | S1—C9—H9A | 109.5 |
O1—Fe1—Cl1 | 106.01 (4) | S1—C9—H9B | 109.5 |
N1—Fe1—Cl1 | 178.37 (4) | H9A—C9—H9B | 109.5 |
O2—C1—O1 | 124.79 (17) | S1—C9—H9C | 109.5 |
O2—C1—C2 | 120.64 (16) | H9A—C9—H9C | 109.5 |
O1—C1—C2 | 114.57 (14) | H9B—C9—H9C | 109.5 |
N1—C2—C3 | 120.32 (15) | C6—N1—C2 | 122.39 (14) |
N1—C2—C1 | 110.85 (14) | C6—N1—Fe1 | 118.40 (11) |
C3—C2—C1 | 128.84 (15) | C2—N1—Fe1 | 119.16 (11) |
C4—C3—C2 | 118.05 (16) | C1—O1—Fe1 | 119.96 (10) |
C4—C3—H3A | 121.0 | C7—O3—Fe1 | 120.04 (10) |
C2—C3—H3A | 121.0 | S1—O5—Fe1 | 118.91 (8) |
C3—C4—C5 | 120.91 (17) | Fe1—O6—H61 | 118 (2) |
C3—C4—H4A | 119.5 | Fe1—O6—H62 | 120 (2) |
C5—C4—H4A | 119.5 | H61—O6—H62 | 119 (3) |
C6—C5—C4 | 117.40 (16) | O5—S1—C8 | 103.92 (10) |
C6—C5—H5A | 121.3 | O5—S1—C9 | 102.74 (10) |
C4—C5—H5A | 121.3 | C8—S1—C9 | 100.44 (14) |
| | | |
O2—C1—C2—N1 | −178.99 (17) | O5—Fe1—N1—C2 | −91.39 (13) |
O1—C1—C2—N1 | 1.2 (2) | O3—Fe1—N1—C2 | 176.25 (14) |
O2—C1—C2—C3 | 1.2 (3) | O6—Fe1—N1—C2 | 83.85 (13) |
O1—C1—C2—C3 | −178.56 (18) | O1—Fe1—N1—C2 | −2.92 (13) |
N1—C2—C3—C4 | −1.0 (3) | Cl1—Fe1—N1—C2 | 140.6 (15) |
C1—C2—C3—C4 | 178.74 (18) | O2—C1—O1—Fe1 | 176.35 (15) |
C2—C3—C4—C5 | 1.3 (3) | C2—C1—O1—Fe1 | −3.9 (2) |
C3—C4—C5—C6 | 0.1 (3) | O5—Fe1—O1—C1 | 93.62 (14) |
C4—C5—C6—N1 | −1.8 (3) | O3—Fe1—O1—C1 | 2.1 (2) |
C4—C5—C6—C7 | 176.81 (17) | O6—Fe1—O1—C1 | −85.24 (14) |
N1—C6—C7—O4 | 179.80 (16) | N1—Fe1—O1—C1 | 3.73 (13) |
C5—C6—C7—O4 | 1.1 (3) | Cl1—Fe1—O1—C1 | −175.26 (12) |
N1—C6—C7—O3 | 0.5 (2) | O4—C7—O3—Fe1 | 178.91 (14) |
C5—C6—C7—O3 | −178.20 (17) | C6—C7—O3—Fe1 | −1.87 (19) |
C5—C6—N1—C2 | 2.2 (3) | O5—Fe1—O3—C7 | −87.10 (13) |
C7—C6—N1—C2 | −176.67 (15) | O6—Fe1—O3—C7 | 89.40 (13) |
C5—C6—N1—Fe1 | 179.81 (13) | O1—Fe1—O3—C7 | 3.5 (2) |
C7—C6—N1—Fe1 | 0.96 (18) | N1—Fe1—O3—C7 | 1.83 (12) |
C3—C2—N1—C6 | −0.7 (3) | Cl1—Fe1—O3—C7 | −179.15 (12) |
C1—C2—N1—C6 | 179.49 (15) | O3—Fe1—O5—S1 | −156.26 (10) |
C3—C2—N1—Fe1 | −178.31 (13) | O6—Fe1—O5—S1 | 64.8 (7) |
C1—C2—N1—Fe1 | 1.87 (19) | O1—Fe1—O5—S1 | 52.48 (10) |
O5—Fe1—N1—C6 | 90.90 (13) | N1—Fe1—O5—S1 | 127.79 (10) |
O3—Fe1—N1—C6 | −1.46 (12) | Cl1—Fe1—O5—S1 | −53.49 (9) |
O6—Fe1—N1—C6 | −93.86 (13) | Fe1—O5—S1—C8 | −123.47 (13) |
O1—Fe1—N1—C6 | 179.37 (14) | Fe1—O5—S1—C9 | 132.21 (12) |
Cl1—Fe1—N1—C6 | −37.2 (16) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H61···O2i | 0.75 (3) | 1.92 (3) | 2.669 (2) | 176 (3) |
O6—H62···O4ii | 0.73 (3) | 1.93 (3) | 2.6620 (19) | 176 (3) |
Symmetry codes: (i) −x+3/2, y−1/2, −z+1/2; (ii) −x+3/2, y+1/2, −z+1/2. |