μ-Aqua-bis­(μ-4-methyl­benzoato-κ²O:O′)bis[(4-methyl­benzoato-κO)(phenanthroline-κ²N,N′)cobalt(II)]

The title dinuclear Co^II complex, [Co₂(C₈H₇O₂)₄(C₁₂H₈N₂)₂(H₂O)], has C₂ symmetry with the coordinated water O atom located on a twofold axis. Two Co^II ions are bridged by two methyl­benzoate (MBZ) anions and one water mol­ecule. Each Co^II ion displays a distorted octa­hedral coordination geometry. π–π Stacking occurs between roughly parallel MBZ and phenanthroline (phen) ligands and between parallel phen ligands.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.040
• wR factor = 0.096
• Data-to-parameter ratio = 17.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.91 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Co     -   N2      ..       5.28 su

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 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
   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
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC and Rigaku, 2002); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

(I)

Crystal data

[Co2(C8H7O2)4(C12H8N2)2(H2O)]	F(000) = 2144
Mr = 1036.83	Dx = 1.430 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 15066 reflections
a = 23.3452 (15) Å	θ = 2.6–27.0°
b = 15.5790 (13) Å	µ = 0.75 mm^−1
c = 15.5765 (12) Å	T = 295 K
β = 121.746 (12)°	Prism, red
V = 4817.5 (9) Å^3	0.32 × 0.24 × 0.20 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID diffractometer	5479 independent reflections
Radiation source: fine-focus sealed tube	4441 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.030
Detector resolution: 10.0 pixels mm^-1	θmax = 27.4°, θmin = 1.7°
ω scans	h = −27→30
Absorption correction: multi-scan ABSCOR (Higashi, 1995)	k = −20→20
Tmin = 0.778, Tmax = 0.862	l = −20→18
22736 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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.096	H-atom parameters constrained
S = 1.11	w = 1/[σ^2(Fo^2) + (0.0492P)^2 + 2.0407P] where P = (Fo^2 + 2Fc^2)/3
5479 reflections	(Δ/σ)max = 0.001
323 parameters	Δρmax = 0.30 e Å^−3
0 restraints	Δρmin = −0.47 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
Co	0.455281 (11)	0.356861 (16)	0.617734 (17)	0.03308 (9)
N1	0.37201 (8)	0.27070 (11)	0.52761 (12)	0.0404 (4)
N2	0.39201 (8)	0.43248 (11)	0.48690 (11)	0.0399 (4)
O1	0.50903 (7)	0.29556 (9)	0.56368 (11)	0.0481 (3)
O2	0.54012 (8)	0.17746 (11)	0.65852 (11)	0.0545 (4)
O3	0.52248 (6)	0.45866 (8)	0.67438 (10)	0.0399 (3)
O4	0.60078 (6)	0.40736 (9)	0.82528 (10)	0.0423 (3)
O5	0.5000	0.27463 (12)	0.7500	0.0372 (4)
H5A	0.4784	0.2389	0.7635	0.056*
C1	0.53136 (9)	0.21996 (13)	0.58395 (14)	0.0403 (4)
C2	0.54884 (9)	0.17752 (14)	0.51425 (15)	0.0419 (4)
C3	0.55613 (12)	0.22376 (16)	0.44502 (18)	0.0571 (6)
H3	0.5502	0.2830	0.4411	0.069*
C4	0.57217 (15)	0.18284 (19)	0.3811 (2)	0.0699 (7)
H4	0.5776	0.2152	0.3358	0.084*
C5	0.58013 (13)	0.09468 (19)	0.38391 (19)	0.0647 (7)
C6	0.57269 (14)	0.04903 (17)	0.4530 (2)	0.0646 (7)
H6	0.5777	−0.0103	0.4558	0.078*
C7	0.55797 (11)	0.08925 (15)	0.51825 (17)	0.0523 (5)
H7	0.5542	0.0569	0.5652	0.063*
C8	0.59632 (19)	0.0505 (2)	0.3126 (3)	0.0977 (11)
H8A	0.5827	0.0864	0.2549	0.147*
H8B	0.5726	−0.0032	0.2910	0.147*
H8C	0.6439	0.0401	0.3467	0.147*
C11	0.57652 (9)	0.46491 (12)	0.75822 (14)	0.0346 (4)
C12	0.61608 (9)	0.54635 (12)	0.78136 (14)	0.0378 (4)
C17	0.67810 (11)	0.55405 (15)	0.87136 (16)	0.0515 (5)
H17	0.6939	0.5095	0.9181	0.062*
C16	0.71625 (13)	0.62738 (18)	0.8916 (2)	0.0663 (7)
H16	0.7581	0.6308	0.9512	0.080*
C15	0.69355 (14)	0.69570 (17)	0.8254 (2)	0.0634 (7)
C14	0.63152 (14)	0.68833 (15)	0.7370 (2)	0.0603 (6)
H14	0.6153	0.7339	0.6916	0.072*
C13	0.59297 (11)	0.61459 (13)	0.71430 (16)	0.0460 (5)
H13	0.5515	0.6109	0.6540	0.055*
C18	0.73578 (19)	0.7762 (2)	0.8484 (3)	0.1006 (12)
H18A	0.7820	0.7605	0.8760	0.151*
H18B	0.7321	0.8106	0.8964	0.151*
H18C	0.7199	0.8084	0.7874	0.151*
C21	0.36430 (11)	0.18987 (14)	0.54587 (17)	0.0505 (5)
H21	0.3998	0.1625	0.6015	0.061*
C22	0.30463 (13)	0.14410 (16)	0.4845 (2)	0.0607 (6)
H22	0.3012	0.0870	0.4988	0.073*
C23	0.25174 (12)	0.18376 (18)	0.40374 (19)	0.0625 (7)
H23	0.2115	0.1544	0.3635	0.075*
C24	0.25825 (10)	0.26898 (17)	0.38155 (16)	0.0529 (6)
C25	0.20592 (11)	0.3163 (2)	0.29897 (18)	0.0687 (8)
H25	0.1643	0.2904	0.2574	0.082*
C26	0.21557 (12)	0.3975 (2)	0.27996 (18)	0.0705 (8)
H26	0.1803	0.4265	0.2256	0.085*
C27	0.27869 (11)	0.44043 (17)	0.34130 (15)	0.0544 (6)
C28	0.29244 (13)	0.52365 (17)	0.32317 (18)	0.0638 (7)
H28	0.2594	0.5548	0.2685	0.077*
C29	0.35405 (13)	0.55897 (16)	0.38540 (17)	0.0601 (6)
H29	0.3636	0.6141	0.3736	0.072*
C30	0.40295 (12)	0.51135 (14)	0.46745 (16)	0.0488 (5)
H30	0.4449	0.5361	0.5101	0.059*
C31	0.33079 (9)	0.39687 (14)	0.42504 (14)	0.0421 (5)
C32	0.32053 (9)	0.31031 (14)	0.44590 (14)	0.0423 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co	0.02971 (13)	0.03184 (14)	0.03193 (14)	−0.00021 (10)	0.01225 (10)	−0.00232 (10)
N1	0.0351 (8)	0.0413 (10)	0.0402 (8)	−0.0030 (7)	0.0167 (7)	−0.0082 (7)
N2	0.0394 (8)	0.0402 (9)	0.0346 (8)	0.0054 (7)	0.0157 (7)	−0.0026 (7)
O1	0.0555 (8)	0.0401 (8)	0.0575 (9)	0.0050 (7)	0.0356 (8)	−0.0007 (6)
O2	0.0626 (9)	0.0563 (10)	0.0480 (8)	0.0174 (8)	0.0314 (8)	0.0065 (7)
O3	0.0362 (7)	0.0378 (7)	0.0373 (7)	−0.0048 (5)	0.0135 (6)	0.0004 (5)
O4	0.0337 (6)	0.0430 (8)	0.0462 (8)	0.0017 (6)	0.0184 (6)	0.0104 (6)
O5	0.0398 (9)	0.0345 (10)	0.0360 (9)	0.000	0.0191 (8)	0.000
C1	0.0297 (8)	0.0457 (12)	0.0428 (10)	−0.0017 (8)	0.0172 (8)	−0.0072 (8)
C2	0.0350 (9)	0.0457 (11)	0.0433 (10)	0.0014 (8)	0.0194 (9)	−0.0057 (8)
C3	0.0666 (14)	0.0501 (14)	0.0645 (14)	0.0081 (11)	0.0413 (13)	0.0022 (11)
C4	0.0850 (19)	0.0759 (19)	0.0692 (16)	0.0122 (15)	0.0546 (15)	0.0068 (14)
C5	0.0674 (15)	0.0726 (18)	0.0630 (15)	0.0133 (13)	0.0405 (13)	−0.0078 (12)
C6	0.0756 (16)	0.0520 (15)	0.0733 (16)	0.0112 (12)	0.0440 (14)	−0.0093 (12)
C7	0.0577 (13)	0.0471 (13)	0.0561 (13)	0.0050 (10)	0.0325 (11)	−0.0013 (10)
C8	0.116 (3)	0.114 (3)	0.087 (2)	0.026 (2)	0.071 (2)	−0.0149 (19)
C11	0.0312 (8)	0.0350 (10)	0.0388 (9)	0.0003 (7)	0.0192 (8)	0.0009 (7)
C12	0.0388 (9)	0.0369 (10)	0.0392 (10)	−0.0043 (8)	0.0215 (8)	−0.0040 (8)
C17	0.0456 (11)	0.0548 (14)	0.0466 (11)	−0.0112 (10)	0.0191 (10)	−0.0082 (10)
C16	0.0581 (14)	0.0754 (19)	0.0595 (15)	−0.0287 (13)	0.0268 (13)	−0.0262 (13)
C15	0.0802 (17)	0.0532 (15)	0.0780 (17)	−0.0326 (13)	0.0562 (15)	−0.0325 (13)
C14	0.0928 (19)	0.0358 (13)	0.0744 (16)	−0.0101 (12)	0.0592 (16)	−0.0062 (11)
C13	0.0544 (12)	0.0365 (11)	0.0487 (11)	−0.0037 (9)	0.0283 (10)	−0.0032 (9)
C18	0.134 (3)	0.075 (2)	0.126 (3)	−0.066 (2)	0.091 (3)	−0.053 (2)
C21	0.0470 (11)	0.0451 (13)	0.0549 (12)	−0.0082 (9)	0.0237 (10)	−0.0101 (10)
C22	0.0583 (14)	0.0540 (14)	0.0714 (16)	−0.0192 (11)	0.0352 (13)	−0.0181 (12)
C23	0.0452 (12)	0.0792 (19)	0.0649 (15)	−0.0269 (12)	0.0302 (12)	−0.0362 (13)
C24	0.0346 (10)	0.0737 (17)	0.0456 (11)	−0.0078 (10)	0.0178 (9)	−0.0233 (11)
C25	0.0336 (11)	0.103 (2)	0.0510 (14)	−0.0006 (13)	0.0098 (10)	−0.0243 (14)
C26	0.0422 (12)	0.101 (2)	0.0429 (13)	0.0239 (14)	0.0049 (11)	−0.0066 (13)
C27	0.0466 (11)	0.0707 (16)	0.0367 (10)	0.0214 (11)	0.0155 (9)	−0.0012 (10)
C28	0.0687 (16)	0.0662 (17)	0.0441 (12)	0.0346 (13)	0.0211 (12)	0.0096 (11)
C29	0.0776 (17)	0.0465 (14)	0.0546 (13)	0.0207 (12)	0.0337 (13)	0.0084 (10)
C30	0.0571 (12)	0.0402 (12)	0.0452 (11)	0.0077 (9)	0.0243 (10)	0.0025 (9)
C31	0.0370 (10)	0.0512 (12)	0.0331 (9)	0.0090 (9)	0.0151 (8)	−0.0055 (8)
C32	0.0314 (9)	0.0561 (13)	0.0363 (10)	−0.0014 (8)	0.0155 (8)	−0.0133 (9)

Geometric parameters (Å, º)

Co—N1	2.1633 (16)	C17—C16	1.379 (3)
Co—N2	2.1342 (16)	C17—H17	0.9300
Co—O1	2.0755 (14)	C16—C15	1.380 (4)
Co—O3	2.0732 (13)	C16—H16	0.9300
Co—O4^i	2.0838 (13)	C15—C14	1.381 (4)
Co—O5	2.1708 (11)	C15—C18	1.517 (3)
N1—C21	1.324 (3)	C14—C13	1.386 (3)
N1—C32	1.355 (3)	C14—H14	0.9300
N2—C30	1.322 (3)	C13—H13	0.9300
N2—C31	1.353 (3)	C18—H18A	0.9600
O1—C1	1.259 (2)	C18—H18B	0.9600
O2—C1	1.257 (2)	C18—H18C	0.9600
O3—C11	1.254 (2)	C21—C22	1.401 (3)
O4—C11	1.262 (2)	C21—H21	0.9300
O5—H5A	0.8488	C22—C23	1.362 (4)
C1—C2	1.500 (3)	C22—H22	0.9300
C2—C3	1.380 (3)	C23—C24	1.400 (4)
C2—C7	1.388 (3)	C23—H23	0.9300
C3—C4	1.389 (3)	C24—C32	1.414 (3)
C3—H3	0.9300	C24—C25	1.427 (4)
C4—C5	1.384 (4)	C25—C26	1.345 (4)
C4—H4	0.9300	C25—H25	0.9300
C5—C6	1.375 (4)	C26—C27	1.432 (4)
C5—C8	1.514 (3)	C26—H26	0.9300
C6—C7	1.383 (3)	C27—C28	1.400 (4)
C6—H6	0.9300	C27—C31	1.404 (3)
C7—H7	0.9300	C28—C29	1.358 (4)
C8—H8A	0.9600	C28—H28	0.9300
C8—H8B	0.9600	C29—C30	1.397 (3)
C8—H8C	0.9600	C29—H29	0.9300
C11—C12	1.497 (3)	C30—H30	0.9300
C12—C13	1.385 (3)	C31—C32	1.436 (3)
C12—C17	1.393 (3)
O3—Co—O1	92.36 (6)	C17—C12—C11	119.88 (19)
O3—Co—O4^i	91.95 (5)	C16—C17—C12	120.4 (2)
O1—Co—O4^i	174.78 (6)	C16—C17—H17	119.8
O3—Co—N2	88.44 (6)	C12—C17—H17	119.8
O1—Co—N2	97.41 (6)	C17—C16—C15	121.3 (2)
O4^i—Co—N2	85.65 (6)	C17—C16—H16	119.3
O3—Co—N1	166.22 (6)	C15—C16—H16	119.3
O1—Co—N1	88.85 (6)	C16—C15—C14	118.0 (2)
O4^i—Co—N1	87.67 (6)	C16—C15—C18	121.0 (3)
N2—Co—N1	77.80 (7)	C14—C15—C18	121.0 (3)
O3—Co—O5	99.74 (5)	C15—C14—C13	121.5 (2)
O1—Co—O5	91.26 (5)	C15—C14—H14	119.2
O4^i—Co—O5	85.11 (5)	C13—C14—H14	119.2
N2—Co—O5	167.85 (5)	C12—C13—C14	120.1 (2)
N1—Co—O5	93.96 (6)	C12—C13—H13	120.0
C21—N1—C32	118.78 (17)	C14—C13—H13	120.0
C21—N1—Co	128.90 (14)	C15—C18—H18A	109.5
C32—N1—Co	112.16 (13)	C15—C18—H18B	109.5
C30—N2—C31	118.49 (17)	H18A—C18—H18B	109.5
C30—N2—Co	127.71 (14)	C15—C18—H18C	109.5
C31—N2—Co	113.26 (14)	H18A—C18—H18C	109.5
C1—O1—Co	125.99 (13)	H18B—C18—H18C	109.5
C11—O3—Co	128.60 (12)	N1—C21—C22	122.4 (2)
C11—O4—Co^i	120.79 (11)	N1—C21—H21	118.8
Co^i—O5—Co	107.67 (8)	C22—C21—H21	118.8
Co^i—O5—H5A	101.8	C23—C22—C21	119.5 (2)
Co—O5—H5A	124.8	C23—C22—H22	120.3
O2—C1—O1	124.69 (19)	C21—C22—H22	120.3
O2—C1—C2	117.58 (19)	C22—C23—C24	119.7 (2)
O1—C1—C2	117.73 (18)	C22—C23—H23	120.2
C3—C2—C7	118.3 (2)	C24—C23—H23	120.2
C3—C2—C1	121.9 (2)	C23—C24—C32	117.5 (2)
C7—C2—C1	119.87 (19)	C23—C24—C25	124.0 (2)
C2—C3—C4	120.7 (2)	C32—C24—C25	118.5 (2)
C2—C3—H3	119.6	C26—C25—C24	121.4 (2)
C4—C3—H3	119.6	C26—C25—H25	119.3
C5—C4—C3	121.0 (3)	C24—C25—H25	119.3
C5—C4—H4	119.5	C25—C26—C27	121.7 (2)
C3—C4—H4	119.5	C25—C26—H26	119.1
C6—C5—C4	117.9 (2)	C27—C26—H26	119.1
C6—C5—C8	121.4 (3)	C28—C27—C31	117.2 (2)
C4—C5—C8	120.7 (3)	C28—C27—C26	124.3 (2)
C5—C6—C7	121.6 (2)	C31—C27—C26	118.6 (2)
C5—C6—H6	119.2	C29—C28—C27	120.0 (2)
C7—C6—H6	119.2	C29—C28—H28	120.0
C6—C7—C2	120.5 (2)	C27—C28—H28	120.0
C6—C7—H7	119.8	C28—C29—C30	119.1 (2)
C2—C7—H7	119.8	C28—C29—H29	120.4
C5—C8—H8A	109.5	C30—C29—H29	120.4
C5—C8—H8B	109.5	N2—C30—C29	122.7 (2)
H8A—C8—H8B	109.5	N2—C30—H30	118.7
C5—C8—H8C	109.5	C29—C30—H30	118.7
H8A—C8—H8C	109.5	N2—C31—C27	122.5 (2)
H8B—C8—H8C	109.5	N2—C31—C32	117.60 (17)
O3—C11—O4	125.03 (17)	C27—C31—C32	119.86 (19)
O3—C11—C12	118.13 (16)	N1—C32—C24	122.1 (2)
O4—C11—C12	116.83 (16)	N1—C32—C31	117.97 (16)
C13—C12—C17	118.61 (19)	C24—C32—C31	119.92 (19)
C13—C12—C11	121.50 (17)

Symmetry code: (i) −x+1, y, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O2^i	0.85	1.77	2.570 (2)	156

Symmetry code: (i) −x+1, y, −z+3/2.