Aqua­chloro­(dimethyl sulfoxide-κO)(pyridine-2,6-dicarboxyl­ato-κ³O,N,O′)iron(III)

In the mol­ecule of the title compound, [FeCl(C₇H₃NO₄)(C₂H₆OS)(H₂O)], 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.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](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

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Computing details

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-\k³O,N,O')iron(III)

Crystal data

[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) Å^3	0.60 × 0.45 × 0.31 mm
Z = 4

Data collection

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

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.083	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0397P)^2 + 0.6263P] where P = (Fo^2 + 2Fc^2)/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

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
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 (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

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)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H61···O2^i	0.75 (3)	1.92 (3)	2.669 (2)	176 (3)
O6—H62···O4^ii	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.