catena-Poly[[diaqua­[(Z)-3-(1H-benzimidazol-2-yl)prop-2-enoato-κ²N,O]cobalt(II)]-μ-(Z)-3-(1H-benzimidazol-2-yl)prop-2-enoato-κ²O:O′]

In the title compound, [Co(C₁₀H₇N₂O₂)₂(H₂O)₂]_n, the Co^II atom is hexa­coordinated in a distorted octa­hedral geometry by five O atoms [Co—O = 2.074 (2)–2.200 (2) Å] and one N atom [Co—N = 2.114 (2) Å]. One 3-(1 H-benzimidazol-2-yl)prop-2-enoate anion chelates to Co^II through N and O, whereas the other functions as a carboxyl­ate bridge, linking the cis-water-coordinated metal atoms into a zigzag chain that runs along the a axis of the ortho­rhom­bic unit cell. The chains are consolidated into a three-dimensional network by inter­molecular O—H...O and N—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.028
• wR factor = 0.068
• Data-to-parameter ratio = 12.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor       O2W    -   H2W2   ...          ?

Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          1
            O1W -CO1 -O1  -C1   -153.00  3.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          9
            O2  -CO1 -O3  -C11    -0.20  0.60   3.575   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         13
            O2W -CO1 -N1  -C4     -3.00  3.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         18
            O2W -CO1 -N1  -C5    171.00  3.00   1.555   1.555   1.555   1.555
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          4

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           26.00
           From the CIF: _reflns_number_total               3814
           Count of symmetry unique reflns         1980
           Completeness (_total/calc)            192.63%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1834
           Fraction of Friedel pairs measured     0.926
           Are heavy atom types Z>Si present        yes

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   6 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 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
   6 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

catena-Poly[[diaqua[(Z)-3-(1H-benzimidazol-2-yl)prop-2-enoato- κ²N,O]cobalt(II)]-µ-(Z)-3-(1H-benzimidazol-2-yl)prop-2-enoato-κ²O:O']

Crystal data

[Co(C10H7N2O2)2(H2O)2]	F(000) = 964
Mr = 469.31	Dx = 1.601 Mg m^−3
Orthorhombic, Pca21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2ac	Cell parameters from 6327 reflections
a = 8.9808 (5) Å	θ = 2.3–26.0°
b = 12.1341 (7) Å	µ = 0.93 mm^−1
c = 17.873 (1) Å	T = 295 K
V = 1947.7 (2) Å^3	Block, red
Z = 4	0.30 × 0.20 × 0.17 mm

Data collection

Bruker SMART area-detector diffractometer	3814 independent reflections
Radiation source: fine-focus sealed tube	3325 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.032
φ and ω scans	θmax = 26.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.800, Tmax = 0.854	k = −14→14
14505 measured reflections	l = −21→22

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.028	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.068	w = 1/[σ^2(Fo^2) + (0.0367P)^2 + 0.2415P] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max = 0.001
3814 reflections	Δρmax = 0.21 e Å^−3
296 parameters	Δρmin = −0.24 e Å^−3
5 restraints	Absolute structure: Flack (1983), with 1835 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.02 (1)

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Co1	0.95671 (3)	0.87928 (2)	0.50000 (2)	0.02323 (9)
O1	0.7387 (2)	0.9354 (1)	0.4967 (1)	0.0302 (4)
O2	0.4964 (2)	0.9520 (1)	0.5169 (1)	0.0343 (5)
O3	0.8970 (2)	0.7099 (1)	0.4680 (1)	0.0307 (4)
O4	0.7989 (3)	0.7451 (2)	0.3569 (1)	0.0482 (6)
O1w	1.1788 (2)	0.8284 (2)	0.5031 (2)	0.0347 (4)
O2w	0.9795 (3)	0.9088 (2)	0.3851 (1)	0.0377 (5)
N1	0.9272 (3)	0.8464 (2)	0.6152 (1)	0.0270 (5)
N2	0.8381 (3)	0.7747 (2)	0.7203 (1)	0.0332 (5)
N3	0.8891 (3)	0.5399 (2)	0.5613 (1)	0.0307 (5)
N4	0.7725 (3)	0.3783 (2)	0.5650 (1)	0.0358 (6)
C1	0.6172 (3)	0.8994 (2)	0.5199 (1)	0.0264 (6)
C2	0.6035 (3)	0.7884 (2)	0.5556 (2)	0.0311 (6)
C3	0.6834 (3)	0.7461 (2)	0.6104 (2)	0.0309 (6)
C4	0.8161 (3)	0.7913 (2)	0.6464 (2)	0.0266 (6)
C5	1.0258 (3)	0.8691 (2)	0.6738 (2)	0.0265 (6)
C6	1.1595 (3)	0.9275 (2)	0.6750 (2)	0.0331 (6)
C7	1.2345 (4)	0.9341 (2)	0.7428 (2)	0.0400 (7)
C8	1.1803 (4)	0.8846 (2)	0.8069 (2)	0.0412 (8)
C9	1.0473 (4)	0.8292 (3)	0.8074 (2)	0.0393 (7)
C10	0.9711 (3)	0.8234 (2)	0.7396 (2)	0.0303 (6)
C11	0.8198 (3)	0.6836 (2)	0.4120 (2)	0.0326 (6)
C12	0.7443 (4)	0.5739 (3)	0.4061 (2)	0.0409 (8)
C13	0.7376 (4)	0.4873 (3)	0.4521 (2)	0.0419 (8)
C14	0.8002 (3)	0.4689 (2)	0.5248 (2)	0.0318 (7)
C15	0.9195 (3)	0.4966 (2)	0.6305 (2)	0.0298 (6)
C16	1.0006 (3)	0.5348 (2)	0.6911 (2)	0.0374 (7)
C17	1.0042 (4)	0.4695 (3)	0.7539 (2)	0.0451 (9)
C18	0.9280 (4)	0.3682 (3)	0.7558 (2)	0.0460 (8)
C19	0.8498 (3)	0.3305 (3)	0.6966 (2)	0.0426 (8)
C20	0.8446 (3)	0.3954 (2)	0.6320 (2)	0.0312 (6)
H1w1	1.206 (4)	0.773 (2)	0.528 (2)	0.05 (1)*
H1w2	1.252 (3)	0.870 (2)	0.493 (3)	0.08 (1)*
H2w1	0.921 (3)	0.857 (2)	0.374 (2)	0.04 (1)*
H2w2	0.950 (4)	0.969 (2)	0.368 (2)	0.06 (1)*
H2n	0.7801	0.7402	0.7497	0.040*
H3n	0.9210	0.6010	0.5444	0.037*
H2	0.5287	0.7433	0.5366	0.037*
H3	0.6511	0.6784	0.6285	0.037*
H6	1.1970	0.9606	0.6320	0.040*
H7	1.3237	0.9730	0.7451	0.048*
H8	1.2356	0.8890	0.8508	0.049*
H9	1.0098	0.7971	0.8508	0.047*
H12	0.6918	0.5642	0.3617	0.049*
H13	0.6825	0.4284	0.4337	0.050*
H16	1.0505	0.6019	0.6894	0.045*
H17	1.0575	0.4925	0.7957	0.054*
H18	0.9317	0.3258	0.7991	0.055*
H19	0.8007	0.2631	0.6988	0.051*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0227 (2)	0.0238 (2)	0.0232 (2)	0.0016 (1)	0.0021 (2)	0.0029 (2)
O1	0.022 (1)	0.028 (1)	0.040 (1)	0.003 (1)	0.002 (1)	0.008 (1)
O2	0.024 (1)	0.029 (1)	0.050 (2)	0.004 (1)	0.002 (1)	0.002 (1)
O3	0.037 (1)	0.030 (1)	0.025 (1)	−0.004 (1)	−0.007 (1)	0.001 (1)
O4	0.066 (2)	0.046 (1)	0.032 (1)	−0.005 (1)	−0.019 (1)	0.007 (1)
O1w	0.027 (1)	0.030 (1)	0.047 (1)	−0.001 (1)	0.000 (1)	0.008 (1)
O2w	0.046 (1)	0.038 (1)	0.029 (1)	0.003 (1)	0.002 (1)	0.008 (1)
N1	0.028 (1)	0.029 (1)	0.023 (1)	−0.001 (1)	0.001 (1)	0.005 (1)
N2	0.036 (1)	0.037 (1)	0.027 (1)	0.000 (1)	0.008 (1)	0.010 (1)
N3	0.036 (1)	0.023 (1)	0.033 (1)	−0.002 (1)	−0.004 (1)	0.001 (1)
N4	0.035 (1)	0.028 (1)	0.044 (1)	−0.004 (1)	−0.001 (1)	−0.001 (1)
C1	0.024 (1)	0.026 (1)	0.030 (2)	−0.001 (1)	−0.003 (1)	−0.004 (1)
C2	0.024 (1)	0.028 (1)	0.041 (2)	−0.003 (1)	0.003 (1)	0.000 (1)
C3	0.029 (2)	0.026 (1)	0.038 (2)	−0.002 (1)	0.004 (1)	0.008 (1)
C4	0.027 (2)	0.027 (1)	0.026 (1)	0.006 (1)	0.003 (1)	0.003 (1)
C5	0.028 (1)	0.027 (1)	0.024 (1)	0.003 (1)	0.000 (1)	−0.001 (1)
C6	0.039 (2)	0.028 (2)	0.033 (2)	−0.002 (1)	−0.001 (1)	0.001 (1)
C7	0.042 (2)	0.030 (1)	0.048 (2)	−0.001 (2)	−0.009 (2)	−0.006 (2)
C8	0.054 (2)	0.038 (2)	0.031 (2)	0.006 (2)	−0.014 (1)	−0.005 (1)
C9	0.053 (2)	0.044 (2)	0.022 (1)	0.007 (2)	0.001 (1)	0.002 (1)
C10	0.036 (2)	0.026 (2)	0.029 (2)	0.005 (1)	0.001 (1)	−0.002 (1)
C11	0.034 (2)	0.036 (2)	0.027 (2)	0.007 (1)	0.002 (1)	−0.002 (1)
C12	0.045 (2)	0.047 (2)	0.032 (2)	−0.007 (2)	−0.008 (1)	−0.006 (1)
C13	0.049 (2)	0.039 (2)	0.038 (2)	−0.013 (2)	−0.004 (2)	−0.008 (1)
C14	0.031 (2)	0.027 (2)	0.038 (2)	−0.001 (1)	0.000 (1)	−0.005 (1)
C15	0.026 (1)	0.027 (2)	0.036 (2)	0.005 (1)	0.005 (1)	0.000 (1)
C16	0.035 (2)	0.033 (2)	0.044 (2)	0.000 (1)	−0.003 (1)	−0.003 (1)
C17	0.043 (2)	0.058 (3)	0.034 (2)	0.008 (2)	−0.007 (1)	0.003 (2)
C18	0.046 (2)	0.050 (2)	0.042 (2)	0.007 (2)	0.001 (2)	0.014 (2)
C19	0.042 (2)	0.033 (2)	0.054 (2)	0.003 (1)	0.005 (2)	0.014 (1)
C20	0.025 (1)	0.029 (2)	0.039 (2)	0.003 (1)	0.003 (1)	0.000 (1)

Geometric parameters (Å, º)

Co1—O1	2.074 (2)	C11—C12	1.497 (4)
Co1—O2^i	2.099 (2)	C12—C13	1.336 (4)
Co1—O3	2.200 (2)	C13—C14	1.433 (4)
Co1—O1w	2.088 (2)	C15—C16	1.386 (4)
Co1—O2w	2.094 (2)	C15—C20	1.401 (4)
Co1—N1	2.114 (2)	C16—C17	1.374 (5)
O1—C1	1.246 (3)	C17—C18	1.407 (5)
O2—C1	1.260 (3)	C18—C19	1.349 (5)
O3—C11	1.259 (3)	C19—C20	1.399 (4)
O4—C11	1.250 (3)	O1w—H1w1	0.84 (3)
N1—C4	1.324 (4)	O1w—H1w2	0.85 (3)
N1—C5	1.399 (4)	O2w—H2w1	0.84 (3)
N2—C4	1.351 (3)	O2w—H2w2	0.84 (3)
N2—C10	1.377 (4)	N2—H2n	0.85
N3—C14	1.343 (3)	N3—H3n	0.85
N3—C15	1.371 (4)	C2—H2	0.93
N4—C14	1.337 (4)	C3—H3	0.93
N4—C20	1.376 (4)	C6—H6	0.93
C1—C2	1.495 (4)	C7—H7	0.93
C2—C3	1.319 (4)	C8—H8	0.93
C3—C4	1.461 (4)	C9—H9	0.93
C5—C10	1.389 (4)	C12—H12	0.93
C5—C6	1.394 (4)	C13—H13	0.93
C6—C7	1.389 (4)	C16—H16	0.93
C7—C8	1.382 (5)	C17—H17	0.93
C8—C9	1.371 (5)	C18—H18	0.93
C9—C10	1.394 (4)	C19—H19	0.93
O1—Co1—O2^i	81.0 (1)	N4—C14—N3	112.2 (2)
O1—Co1—O3	94.0 (1)	N4—C14—C13	122.9 (3)
O1—Co1—O1w	178.0 (1	N3—C14—C13	125.0 (3)
O1—Co1—O2w	90.5 (1)	N3—C15—C16	133.0 (3)
O1—Co1—N1	88.3 (1)	N3—C15—C20	104.9 (3)
O2^i—Co1—O3	171.7 (1)	C16—C15—C20	122.0 (3)
O2^i—Co1—O1w	97.0 (1)	C17—C16—C15	117.3 (3)
O2^i—Co1—O2w	87.6 (1)	C16—C17—C18	120.7 (3)
O2^i—Co1—N1	93.8 (1)	C19—C18—C17	122.1 (3)
O3—Co1—O1w	87.9 (1)	C18—C19—C20	118.3 (3)
O3—Co1—O2w	85.9 (1)	N4—C20—C19	130.5 (3)
O3—Co1—N1	92.7 (1)	N4—C20—C15	109.9 (3)
O1w—Co1—O2w	89.1 (1)	C19—C20—C15	119.5 (3)
O1w—Co1—N1	92.2 (1)	Co1—O1w—H1w1	122 (2)
O2w—Co1—N1	178.1 (1)	Co1—O1w—H1w2	124 (3)
C1—O1—Co1	134.6 (2)	H1w1—O1w—H1w2	111 (4)
C1—O2—Co1^ii	130.3 (2)	Co1—O2w—H2w1	93 (2)
C11—O3—Co1	125.3 (2)	Co1—O2w—H2w2	119 (3)
C4—N1—C5	105.1 (2)	H2w1—O2w—H2w2	112 (4)
C4—N1—Co1	126.9 (2)	C4—N2—H2n	126.0
C5—N1—Co1	127.8 (2)	C10—N2—H2n	126.0
C4—N2—C10	107.9 (2)	C14—N3—H3n	126.0
C14—N4—C20	104.9 (2)	C15—N3—H3n	126.0
O1—C1—O2	124.2 (2)	C3—C2—H2	115.7
O1—C1—C2	122.0 (2)	C1—C2—H2	115.7
O2—C1—C2	113.8 (2)	C2—C3—H3	115.7
C3—C2—C1	128.5 (3)	C4—C3—H3	115.7
C14—N3—C15	108.1 (2)	C7—C6—H6	121.3
C2—C3—C4	128.7 (3)	C5—C6—H6	121.3
N1—C4—N2	112.1 (3)	C8—C7—H7	119.1
N1—C4—C3	128.2 (2)	C6—C7—H7	119.1
N2—C4—C3	119.6 (2)	C9—C8—H8	119.1
C10—C5—N1	109.3 (2)	C7—C8—H8	119.1
C10—C5—C6	119.6 (3)	C8—C9—H9	121.8
N1—C5—C6	131.0 (3)	C10—C9—H9	121.8
C7—C6—C5	117.4 (3)	C13—C12—H12	113.7
C8—C7—C6	121.8 (3)	C11—C12—H12	113.7
C9—C8—C7	121.8 (3)	C12—C13—H13	114.2
C8—C9—C10	116.5 (3)	C14—C13—H13	114.2
N2—C10—C5	105.4 (2)	C17—C16—H16	121.3
N2—C10—C9	131.7 (3)	C15—C16—H16	121.3
C5—C10—C9	122.9 (3)	C16—C17—H17	119.6
O4—C11—O3	123.9 (3)	C18—C17—H17	119.6
O4—C11—C12	114.0 (2)	C19—C18—H18	119.0
O3—C11—C12	122.1 (2)	C17—C18—H18	119.0
C13—C12—C11	132.5 (3)	C18—C19—H19	120.8
C12—C13—C14	131.6 (3)	C20—C19—H19	120.8
O1w—Co1—O1—C1	−153 (3)	C10—C5—C6—C7	1.8 (4)
O2w—Co1—O1—C1	130.7 (3)	N1—C5—C6—C7	−178.8 (3)
O2^i—Co1—O1—C1	−141.8 (3)	C5—C6—C7—C8	0.4 (4)
N1—Co1—O1—C1	−47.7 (3)	C6—C7—C8—C9	−2.1 (5)
O3—Co1—O1—C1	44.8 (3)	C7—C8—C9—C10	1.3 (5)
O1—Co1—O3—C11	52.2 (2)	C4—N2—C10—C5	0.0 (3)
O1w—Co1—O3—C11	−127.2 (2)	C4—N2—C10—C9	−178.7 (3)
O2w—Co1—O3—C11	−38.0 (2)	N1—C5—C10—N2	−1.0 (3)
O2^i—Co1—O3—C11	−0.2 (6)	C6—C5—C10—N2	178.5 (2)
N1—Co1—O3—C11	140.7 (2)	N1—C5—C10—C9	177.9 (3)
O1—Co1—N1—C4	49.8 (2)	C6—C5—C10—C9	−2.6 (4)
O1w—Co1—N1—C4	−132.1 (2)	C8—C9—C10—N2	179.5 (3)
O2w—Co1—N1—C4	−3 (3)	C8—C9—C10—C5	1.0 (4)
O2^i—Co1—N1—C4	130.7 (2)	Co1—O3—C11—O4	19.4 (4)
O3—Co1—N1—C4	−44.1 (2)	Co1—O3—C11—C12	−160.6 (2)
O1—Co1—N1—C5	−136.3 (2)	O4—C11—C12—C13	−179.1 (3)
O1w—Co1—N1—C5	41.7 (2)	O3—C11—C12—C13	0.8 (5)
O2w—Co1—N1—C5	171 (3)	C11—C12—C13—C14	0.7 (6)
O2^i—Co1—N1—C5	−55.5 (2)	C20—N4—C14—N3	2.1 (3)
O3—Co1—N1—C5	129.7 (2)	C20—N4—C14—C13	−176.4 (3)
Co1—O1—C1—O2	174.2 (2)	C15—N3—C14—N4	−1.8 (3)
Co1—O1—C1—C2	−4.6 (4)	C15—N3—C14—C13	176.6 (3)
Co1^ii—O2—C1—O1	−16.7 (4)	C12—C13—C14—N4	175.2 (3)
Co1^ii—O2—C1—C2	162.2 (2)	C12—C13—C14—N3	−3.1 (5)
O1—C1—C2—C3	50.3 (4)	C14—N3—C15—C16	−178.1 (3)
O2—C1—C2—C3	−128.6 (3)	C14—N3—C15—C20	0.7 (3)
C1—C2—C3—C4	−6.5 (5)	N3—C15—C16—C17	178.1 (3)
C5—N1—C4—N2	−1.6 (3)	C20—C15—C16—C17	−0.5 (4)
Co1—N1—C4—N2	173.4 (2)	C15—C16—C17—C18	0.0 (5)
C5—N1—C4—C3	−179.1 (3)	C16—C17—C18—C19	0.5 (5)
Co1—N1—C4—C3	−4.1 (4)	C17—C18—C19—C20	−0.4 (5)
C10—N2—C4—N1	1.0 (3)	C14—N4—C20—C19	177.2 (3)
C10—N2—C4—C3	178.8 (2)	C14—N4—C20—C15	−1.6 (3)
C2—C3—C4—N1	−37.7 (5)	C18—C19—C20—N4	−178.8 (3)
C2—C3—C4—N2	144.9 (3)	C18—C19—C20—C15	−0.1 (4)
C4—N1—C5—C10	1.6 (3)	N3—C15—C20—N4	0.6 (3)
Co1—N1—C5—C10	−173.4 (2)	C16—C15—C20—N4	179.5 (3)
C4—N1—C5—C6	−177.9 (3)	N3—C15—C20—C19	−178.4 (3)
Co1—N1—C5—C6	7.2 (4)	C16—C15—C20—C19	0.6 (4)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w1···N4^iii	0.84 (3)	2.04 (3)	2.868 (3)	167 (3)
O1w—H1w2···O1^i	0.85 (3)	2.37 (3)	2.918 (2)	123 (3)
O2w—H2w1···O4	0.84 (3)	1.77 (3)	2.613 (3)	176 (4)
N2—H2n···O4^iv	0.85	2.04	2.757 (3)	141
N3—H3n···O3	0.85	1.91	2.653 (3)	145

Symmetry codes: (i) x+1/2, −y+2, z; (iii) x+1/2, −y+1, z; (iv) −x+3/2, y, z+1/2.