Di­aqua­bis­(di­methyl sulfoxide)­bis(2,4-di­nitro­benzoato)­cobalt(II)

The title compound, [Co(C₇H₃N₂O₆)₂(C₂H₆OS)₂(H₂O)₂], has been prepared and its structure established by an X-ray structure determination in order to assist the modelling of processes of chemisorption of organic salts formed by di­nitro­benzoic acids (DNBH) and secondary amines (R₂NH) by metal surfaces. The 2,4-DNB ions and di­methyl sulfoxide (DMSO) mol­ecules behave as monodentate ligands coord­inated to the Co atom through their O atoms. These ligands, together with two mol­ecules of water, form a slightly distorted octahedral coordination environment for the Co atom which is disposed at a centre of symmetry.

Key indicators

• Single-crystal X-ray study
• T = 153 K
• Mean [sigma](C-C) = 0.001 Å
• R factor = 0.026
• wR factor = 0.075
• Data-to-parameter ratio = 30.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       3.43 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for       O42'
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.09
PLAT301_ALERT_3_C Main Residue  Disorder .........................      13.00 Perc.
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........        O41
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........       O41'
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........        O42
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........       O42'
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C3     -   C4     ...       1.38 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C4     -   C5     ...       1.39 Ang.
PLAT411_ALERT_2_C Short Inter H...H Contact  H5     ..  H5      ..       2.12 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact  C6     ..  C11     ..       3.18 Ang.
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ......      10.10 Deg.
              N4   -C4   -N4'     1.555   1.555   1.555

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  14 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
  12 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 1998); program(s) used to refine structure: SHELXTL; molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: SHELXTL.

Diaquabis(dimethyl sulfoxide)bis(2,4-dinitrobenzoato)cobalt(II)

Crystal data

[Co(C7H3N2O6)2(C2H6OS)2(H2O)2]	Z = 1
Mr = 673.45	F(000) = 345
Triclinic, P1	Dx = 1.707 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 5.3620 (1) Å	Cell parameters from 7974 reflections
b = 8.5764 (2) Å	θ = 16.4–37.5°
c = 15.0992 (4) Å	µ = 0.90 mm^−1
α = 75.564 (1)°	T = 153 K
β = 80.400 (1)°	Prism, pale pink
γ = 79.137 (1)°	0.32 × 0.24 × 0.15 mm
V = 655.13 (3) Å^3

Data collection

Bruker CCD diffractometer	6696 independent reflections
Radiation source: sealed tube	5851 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.016
ω scans	θmax = 37.5°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Bruker, 1998)	h = −9→9
Tmin = 0.762, Tmax = 0.877	k = −14→14
12953 measured reflections	l = −25→25

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.075	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0437P)^2 + 0.0384P] where P = (Fo^2 + 2Fc^2)/3
6696 reflections	(Δ/σ)max < 0.001
222 parameters	Δρmax = 0.55 e Å^−3
8 restraints	Δρmin = −0.30 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	Occ. (<1)
Co	0.0000	0.0000	0.0000	0.01265 (3)
O1	0.30797 (10)	−0.18267 (7)	0.02924 (4)	0.01751 (9)
H11	0.4586 (18)	−0.1670 (16)	0.0142 (9)	0.026*
H12	0.289 (3)	−0.2146 (16)	0.0861 (6)	0.026*
S1	0.06711 (3)	0.25494 (2)	0.11084 (1)	0.01802 (4)
O11	0.18537 (10)	0.16791 (7)	0.03352 (4)	0.01837 (10)
C11	0.2165 (2)	0.13758 (13)	0.20884 (6)	0.02982 (18)
H111	0.1600	0.0306	0.2281	0.045*
H112	0.1685	0.1944	0.2595	0.045*
H113	0.4028	0.1234	0.1927	0.045*
C12	0.23327 (19)	0.42519 (11)	0.08913 (8)	0.02990 (18)
H121	0.1913	0.5002	0.0312	0.045*
H122	0.4181	0.3871	0.0845	0.045*
H123	0.1816	0.4817	0.1398	0.045*
C1	0.32046 (13)	0.20871 (9)	−0.28439 (5)	0.01631 (11)
C2	0.45125 (14)	0.34146 (9)	−0.31608 (5)	0.01869 (12)
C3	0.62880 (17)	0.35869 (12)	−0.39487 (6)	0.02566 (15)
H3	0.7143	0.4512	−0.4154	0.031*
C4	0.67522 (16)	0.23507 (12)	−0.44198 (6)	0.02541 (15)
C5	0.55359 (17)	0.09882 (11)	−0.41314 (6)	0.02371 (14)
H5	0.5923	0.0146	−0.4462	0.028*
C6	0.37433 (16)	0.08761 (10)	−0.33512 (5)	0.02101 (13)
H6	0.2865	−0.0039	−0.3157	0.025*
C7	0.12124 (13)	0.18561 (9)	−0.19964 (5)	0.01554 (11)
O71	0.18556 (11)	0.06495 (7)	−0.13590 (4)	0.01818 (9)
O72	−0.08717 (11)	0.27853 (7)	−0.20392 (4)	0.02126 (10)
N2	0.41205 (14)	0.46879 (9)	−0.26312 (5)	0.02266 (12)
O21	0.4560 (2)	0.60522 (10)	−0.30499 (6)	0.0423 (2)
O22	0.34005 (13)	0.43121 (9)	−0.18051 (5)	0.02552 (12)
N4	0.8495 (11)	0.2602 (6)	−0.5292 (3)	0.0329 (10)	0.50
O41	0.908 (2)	0.1482 (12)	−0.5695 (8)	0.0408 (16)	0.50
O42	0.9393 (5)	0.3876 (4)	−0.55762 (19)	0.0438 (6)	0.50
N4'	0.8762 (11)	0.2331 (7)	−0.5216 (3)	0.0333 (10)	0.50
O41'	0.875 (2)	0.1365 (11)	−0.5693 (7)	0.0322 (9)	0.50
O42'	1.0222 (6)	0.3333 (4)	−0.5353 (2)	0.0602 (9)	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co	0.01041 (5)	0.01457 (6)	0.01349 (6)	−0.00289 (4)	0.00083 (4)	−0.00494 (4)
O1	0.01223 (19)	0.0198 (2)	0.0190 (2)	−0.00218 (16)	0.00090 (16)	−0.00390 (18)
S1	0.01351 (7)	0.01917 (8)	0.02401 (9)	−0.00312 (6)	0.00035 (6)	−0.01105 (6)
O11	0.0151 (2)	0.0234 (2)	0.0198 (2)	−0.00734 (18)	0.00235 (17)	−0.01053 (19)
C11	0.0329 (4)	0.0393 (5)	0.0202 (3)	−0.0143 (4)	−0.0037 (3)	−0.0052 (3)
C12	0.0273 (4)	0.0202 (3)	0.0470 (5)	−0.0072 (3)	−0.0051 (4)	−0.0135 (3)
C1	0.0151 (3)	0.0193 (3)	0.0142 (3)	−0.0036 (2)	0.0006 (2)	−0.0041 (2)
C2	0.0184 (3)	0.0210 (3)	0.0169 (3)	−0.0061 (2)	0.0015 (2)	−0.0050 (2)
C3	0.0246 (4)	0.0318 (4)	0.0212 (3)	−0.0134 (3)	0.0058 (3)	−0.0061 (3)
C4	0.0220 (3)	0.0368 (4)	0.0170 (3)	−0.0087 (3)	0.0062 (3)	−0.0078 (3)
C5	0.0247 (3)	0.0303 (4)	0.0173 (3)	−0.0049 (3)	0.0020 (2)	−0.0100 (3)
C6	0.0225 (3)	0.0239 (3)	0.0179 (3)	−0.0070 (3)	0.0027 (2)	−0.0080 (2)
C7	0.0149 (3)	0.0179 (3)	0.0149 (3)	−0.0053 (2)	0.0011 (2)	−0.0056 (2)
O71	0.0174 (2)	0.0194 (2)	0.0154 (2)	−0.00218 (17)	0.00232 (17)	−0.00293 (17)
O72	0.0157 (2)	0.0237 (3)	0.0214 (2)	−0.00110 (19)	0.00039 (18)	−0.0029 (2)
N2	0.0217 (3)	0.0219 (3)	0.0260 (3)	−0.0069 (2)	0.0004 (2)	−0.0082 (2)
O21	0.0624 (6)	0.0238 (3)	0.0414 (4)	−0.0184 (3)	0.0047 (4)	−0.0071 (3)
O22	0.0243 (3)	0.0313 (3)	0.0242 (3)	−0.0074 (2)	0.0026 (2)	−0.0136 (2)
N4	0.0293 (14)	0.049 (2)	0.0183 (10)	−0.0074 (14)	0.0081 (9)	−0.0097 (13)
O41	0.040 (3)	0.047 (2)	0.0278 (15)	−0.0021 (19)	0.0126 (17)	−0.0092 (13)
O42	0.0404 (13)	0.0642 (18)	0.0285 (9)	−0.0284 (11)	0.0142 (8)	−0.0105 (10)
N4'	0.0310 (16)	0.0387 (13)	0.0265 (14)	−0.0102 (14)	0.0135 (14)	−0.0080 (11)
O41'	0.033 (2)	0.0448 (16)	0.0182 (12)	−0.0085 (12)	0.0098 (10)	−0.0132 (11)
O42'	0.0565 (19)	0.068 (2)	0.058 (2)	−0.0393 (15)	0.0398 (14)	−0.0280 (15)

Geometric parameters (Å, º)

Co—O1	2.0735 (5)	C1—C7	1.5216 (10)
Co—O1^i	2.0735 (5)	C2—C3	1.3896 (11)
Co—O11	2.0949 (5)	C2—N2	1.4727 (10)
Co—O11^i	2.0949 (5)	C3—C4	1.3818 (13)
Co—O71	2.1139 (5)	C3—H3	0.95
Co—O71^i	2.1139 (5)	C4—C5	1.3854 (13)
O1—H11	0.829 (9)	C4—N4	1.4756 (14)
O1—H12	0.829 (9)	C4—N4'	1.4757 (15)
S1—O11	1.5269 (6)	C5—C6	1.3862 (11)
S1—C11	1.7868 (10)	C5—H5	0.95
S1—C12	1.7854 (9)	C6—H6	0.95
C11—H111	0.98	C7—O71	1.2633 (9)
C11—H112	0.98	C7—O72	1.2453 (9)
C11—H113	0.98	N2—O21	1.2287 (10)
C12—H121	0.98	N2—O22	1.2226 (10)
C12—H122	0.98	N4—O41	1.2271 (15)
C12—H123	0.98	N4—O42	1.2269 (15)
C1—C2	1.3909 (10)	N4'—O41'	1.2272 (15)
C1—C6	1.3995 (11)	N4'—O42'	1.2270 (15)
O1^i—Co—O1	180.0	C2—C1—C6	117.36 (7)
O1^i—Co—O11	89.17 (2)	C2—C1—C7	125.23 (6)
O1—Co—O11	90.83 (2)	C6—C1—C7	117.40 (6)
O1^i—Co—O11^i	90.83 (2)	C3—C2—C1	123.21 (7)
O1—Co—O11^i	89.17 (2)	C3—C2—N2	116.90 (7)
O11—Co—O11^i	180.0	C1—C2—N2	119.84 (6)
O11—Co—O71	87.36 (2)	C4—C3—C2	116.91 (8)
O11^i—Co—O71	92.64 (2)	C4—C3—H3	121.5
O11—Co—O71^i	92.64 (2)	C2—C3—H3	121.5
O11^i—Co—O71^i	87.36 (2)	C3—C4—C5	122.55 (7)
O71—Co—O71^i	180.0	C3—C4—N4	116.45 (15)
O71^i—Co—O1	91.50 (2)	C5—C4—N4	120.87 (15)
O71—Co—O1	88.50 (2)	C4—C5—C6	118.76 (8)
O71^i—Co—O1^i	88.50 (2)	C4—C5—H5	120.6
O71—Co—O1^i	91.50 (2)	C6—C5—H5	120.6
Co—O1—H11	122.6 (9)	C5—C6—C1	121.18 (7)
Co—O1—H12	105.1 (9)	C5—C6—H6	119.4
H11—O1—H12	106.5 (13)	C1—C6—H6	119.4
O11—S1—C11	104.50 (4)	O72—C7—O71	128.43 (7)
O11—S1—C12	104.12 (4)	O72—C7—C1	117.16 (6)
C11—S1—C12	97.07 (5)	O71—C7—C1	114.20 (6)
S1—O11—Co	121.19 (3)	C7—O71—Co	128.47 (5)
S1—C11—H111	109.5	O22—N2—O21	124.54 (8)
S1—C11—H112	109.5	O22—N2—C2	117.82 (7)
H111—C11—H112	109.5	O21—N2—C2	117.64 (7)
S1—C11—H113	109.5	O42—N4—O41	121.8 (6)
H111—C11—H113	109.5	O42—N4—C4	120.1 (2)
H112—C11—H113	109.5	O41—N4—C4	118.0 (6)
S1—C12—H121	109.5	N4—C4—N4'	10.1 (6)
S1—C12—H122	109.5	C3—C4—N4'	121.58 (15)
H121—C12—H122	109.5	C5—C4—N4'	115.63 (16)
S1—C12—H123	109.5	O42'—N4'—O41'	126.6 (6)
H121—C12—H123	109.5	O42'—N4'—C4	116.2 (2)
H122—C12—H123	109.5	O41'—N4'—C4	117.2 (5)
O1—Co—O11—S1	−120.07 (4)	C2—C1—C7—O72	69.33 (10)
O71—Co—O11—S1	151.48 (4)	C6—C1—C7—O71	65.33 (9)
C11—S1—O11—Co	96.60 (5)	C6—C1—C7—O72	−109.90 (8)
C12—S1—O11—Co	−162.09 (5)	O1—Co—O71—C7	−173.10 (6)
C6—C1—C2—C3	0.35 (12)	O11—Co—O71—C7	−82.20 (6)
C6—C1—C2—N2	−177.01 (7)	C1—C7—O71—Co	171.35 (5)
C7—C1—C2—C3	−178.87 (8)	O72—C7—O71—Co	−14.07 (12)
C7—C1—C2—N2	3.76 (11)	C1—C2—N2—O21	−155.92 (9)
C1—C2—C3—C4	−0.64 (13)	C1—C2—N2—O22	24.64 (11)
N2—C2—C3—C4	176.80 (8)	C3—C2—N2—O21	26.55 (12)
C2—C3—C4—C5	−0.26 (14)	C3—C2—N2—O22	−152.89 (8)
C2—C3—C4—N4	175.6 (3)	C3—C4—N4—O41	175.2 (7)
C2—C3—C4—N4'	−174.4 (4)	C3—C4—N4—O42	−2.0 (8)
C3—C4—C5—C6	1.41 (14)	C5—C4—N4—O41	−8.9 (8)
N4—C4—C5—C6	−174.3 (4)	C5—C4—N4—O42	174.0 (4)
N4'—C4—C5—C6	175.9 (4)	C3—C4—N4'—O41'	−167.3 (7)
C2—C1—C6—C5	0.85 (12)	C3—C4—N4'—O42'	10.0 (8)
C7—C1—C6—C5	−179.86 (7)	C5—C4—N4'—O41'	18.1 (9)
C4—C5—C6—C1	−1.71 (13)	C5—C4—N4'—O42'	−164.6 (5)
C2—C1—C7—O71	−115.45 (8)

Symmetry code: (i) −x, −y, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H11···O11^ii	0.83 (1)	1.92 (1)	2.7397 (7)	168 (1)
O1—H12···O72^i	0.83 (1)	1.93 (1)	2.6979 (8)	153 (1)
C12—H123···O72^iii	0.98	2.42	3.3268 (11)	154
C3—H3···O42^iv	0.95	2.44	3.344 (3)	158
C3—H3···O42′^iv	0.95	2.43	3.377 (3)	174

Symmetry codes: (i) −x, −y, −z; (ii) −x+1, −y, −z; (iii) −x, −y+1, −z; (iv) −x+2, −y+1, −z−1.