Diaqua­bis(4-formyl­benzoato-κO)bis­(1H-imidazole-κN³)nickel(II)

The title compound, [Ni(C₈H₅O₃)₂(C₃H₄N₂)₂(H₂O)₂], is isostructural with the manganese analogue. The Ni atom, which lies on a centre of inversion, is coordinated by two imidazole and two water ligands, as well as by the formyl­benzoate groups, in an all-trans octa­hedral geometry.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.003 Å
• Disorder in main residue
• R factor = 0.031
• wR factor = 0.093
• Data-to-parameter ratio = 14.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       2.83 Ratio
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.24
PLAT301_ALERT_3_C Main Residue  Disorder .........................       5.00 Perc.
PLAT411_ALERT_2_C Short Inter H...H Contact  H3     ..  H3      ..       2.11 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   4 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
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 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

---

Computing details

Data collection: RAPID-AUTO (Rigaku Corporation, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: SHELXL97.

Diaquabis(4-formylbenzoato-κO)bis(1H-imidazole-κN³)nickel(II)

Crystal data

[Ni(C8H5O3)2(C3H4N2)2(H2O)2]	Z = 1
Mr = 529.15	F(000) = 274
Triclinic, P1	Dx = 1.577 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 5.6143 (2) Å	Cell parameters from 5152 reflections
b = 8.0757 (4) Å	θ = 3.3–27.5°
c = 12.8208 (5) Å	µ = 0.93 mm^−1
α = 73.995 (1)°	T = 295 K
β = 86.114 (1)°	Prism, green
γ = 87.038 (1)°	0.35 × 0.26 × 0.18 mm
V = 557.14 (4) Å^3

Data collection

Rigaku R-AXIS RAPID IP diffractometer	2542 independent reflections
Radiation source: fine-focus sealed tube	2334 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.018
ω scans	θmax = 27.5°, θmin = 3.3°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −7→6
Tmin = 0.729, Tmax = 0.851	k = −10→10
5506 measured reflections	l = −15→16

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.093	H atoms treated by a mixture of independent and constrained refinement
S = 1.21	w = 1/[σ^2(Fo^2) + (0.0555P)^2 + 0.0472P] where P = (Fo^2 + 2Fc^2)/3
2542 reflections	(Δ/σ)max = 0.001
182 parameters	Δρmax = 0.49 e Å^−3
3 restraints	Δρmin = −0.40 e Å^−3

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ni1	0.5000	0.5000	0.5000	0.02276 (12)
O1	0.7241 (2)	0.47323 (17)	0.63116 (10)	0.0286 (3)
O2	0.4758 (3)	0.5793 (2)	0.74249 (12)	0.0416 (4)
O3	1.1685 (6)	0.1604 (5)	1.1813 (2)	0.0767 (12)	0.689 (6)
O3A	1.3700 (12)	0.0707 (10)	1.0979 (6)	0.081 (3)	0.311 (6)
O1W	0.7955 (2)	0.41274 (17)	0.41889 (11)	0.0292 (3)
H1A	0.913 (3)	0.477 (3)	0.407 (2)	0.043 (7)*
H1B	0.726 (5)	0.414 (4)	0.3626 (16)	0.068 (9)*
N1	0.5860 (3)	0.75496 (19)	0.43176 (12)	0.0281 (3)
N2	0.5611 (4)	1.0269 (2)	0.33869 (16)	0.0441 (4)
H2N	0.499 (5)	1.122 (2)	0.302 (2)	0.076 (10)*
C1	0.6538 (3)	0.4907 (2)	0.72391 (14)	0.0271 (4)
C2	0.7970 (3)	0.3938 (2)	0.81926 (14)	0.0287 (4)
C3	0.7213 (4)	0.4041 (4)	0.92230 (17)	0.0503 (6)
H3	0.5826	0.4679	0.9314	0.060*
C4	0.8473 (5)	0.3214 (4)	1.01192 (18)	0.0569 (7)
H4	0.7941	0.3300	1.0806	0.068*
C5	1.0528 (4)	0.2260 (3)	0.99891 (18)	0.0432 (5)
C6	1.1278 (4)	0.2120 (3)	0.89689 (18)	0.0424 (5)
H6	1.2654	0.1468	0.8883	0.051*
C7	1.0001 (4)	0.2940 (3)	0.80716 (16)	0.0358 (4)
H7	1.0504	0.2821	0.7389	0.043*
C8	1.1956 (5)	0.1417 (4)	1.0935 (2)	0.0624 (7)
H8	1.3192	0.0662	1.0822	0.075*	0.689 (6)
H8A	1.1272	0.1497	1.1601	0.075*	0.311 (6)
C9	0.4578 (4)	0.8743 (3)	0.36526 (19)	0.0431 (5)
H9	0.3133	0.8549	0.3399	0.052*
C10	0.7678 (4)	1.0050 (3)	0.3904 (2)	0.0474 (5)
H10	0.8777	1.0886	0.3877	0.057*
C11	0.7816 (4)	0.8377 (3)	0.44631 (19)	0.0440 (5)
H11	0.9069	0.7858	0.4889	0.053*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.02146 (17)	0.02352 (18)	0.02087 (17)	0.00209 (11)	−0.00443 (11)	−0.00177 (12)
O1	0.0264 (6)	0.0347 (7)	0.0229 (6)	0.0018 (5)	−0.0053 (5)	−0.0043 (5)
O2	0.0373 (7)	0.0551 (9)	0.0344 (7)	0.0192 (7)	−0.0113 (6)	−0.0171 (7)
O3	0.087 (2)	0.088 (2)	0.0468 (18)	0.0023 (18)	−0.0384 (16)	0.0034 (15)
O3A	0.059 (4)	0.086 (5)	0.078 (5)	0.008 (3)	−0.041 (4)	0.020 (4)
O1W	0.0242 (6)	0.0330 (7)	0.0288 (7)	0.0021 (5)	−0.0045 (5)	−0.0054 (5)
N1	0.0284 (7)	0.0260 (8)	0.0268 (7)	0.0016 (6)	−0.0033 (6)	−0.0023 (6)
N2	0.0522 (11)	0.0269 (9)	0.0459 (10)	0.0041 (8)	−0.0117 (9)	0.0035 (8)
C1	0.0272 (8)	0.0280 (9)	0.0256 (8)	−0.0003 (7)	−0.0069 (7)	−0.0050 (7)
C2	0.0284 (8)	0.0321 (9)	0.0239 (8)	0.0005 (7)	−0.0054 (7)	−0.0039 (7)
C3	0.0473 (12)	0.0731 (17)	0.0300 (10)	0.0235 (12)	−0.0104 (10)	−0.0159 (11)
C4	0.0611 (15)	0.0812 (19)	0.0260 (10)	0.0185 (14)	−0.0119 (10)	−0.0123 (11)
C5	0.0446 (11)	0.0433 (12)	0.0356 (11)	−0.0016 (9)	−0.0171 (9)	0.0030 (9)
C6	0.0355 (10)	0.0398 (11)	0.0445 (12)	0.0096 (9)	−0.0099 (9)	0.0005 (9)
C7	0.0355 (10)	0.0376 (11)	0.0295 (9)	0.0068 (8)	−0.0028 (8)	−0.0025 (8)
C8	0.0632 (17)	0.0630 (17)	0.0496 (16)	−0.0012 (13)	−0.0283 (13)	0.0094 (13)
C9	0.0377 (10)	0.0346 (11)	0.0502 (12)	0.0008 (8)	−0.0174 (10)	0.0028 (9)
C10	0.0513 (12)	0.0313 (11)	0.0585 (14)	−0.0091 (9)	−0.0157 (11)	−0.0058 (10)
C11	0.0434 (11)	0.0340 (11)	0.0530 (13)	−0.0018 (9)	−0.0233 (10)	−0.0043 (10)

Geometric parameters (Å, º)

Ni1—N1	2.071 (2)	C2—C3	1.383 (3)
Ni1—N1^i	2.071 (2)	C2—C7	1.387 (3)
Ni1—O1^i	2.125 (1)	C3—C4	1.380 (3)
Ni1—O1	2.125 (1)	C3—H3	0.9300
Ni1—O1W	2.093 (1)	C4—C5	1.380 (3)
Ni1—O1W^i	2.093 (1)	C4—H4	0.9300
O1—C1	1.270 (2)	C5—C6	1.380 (3)
O2—C1	1.247 (2)	C5—C8	1.483 (3)
O3—C8	1.175 (4)	C6—C7	1.385 (3)
O3A—C8	1.105 (7)	C6—H6	0.9300
O1W—H1A	0.84 (1)	C7—H7	0.9300
O1W—H1B	0.84 (1)	C8—H8	0.9300
N1—C9	1.316 (2)	C8—H8A	0.9300
N1—C11	1.364 (3)	C9—H9	0.9300
N2—C9	1.337 (3)	C10—C11	1.345 (3)
N2—C10	1.355 (3)	C10—H10	0.9300
N2—H2N	0.853 (10)	C11—H11	0.9300
C1—C2	1.515 (2)
N1—Ni1—O1	92.51 (5)	C4—C3—C2	121.3 (2)
N1—Ni1—O1^i	87.49 (5)	C4—C3—H3	119.3
N1—Ni1—O1W	91.77 (6)	C2—C3—H3	119.3
N1—Ni1—O1W^i	88.23 (6)	C3—C4—C5	119.5 (2)
O1—Ni1—O1W	86.61 (5)	C3—C4—H4	120.2
O1—Ni1—O1W^i	93.39 (5)	C5—C4—H4	120.2
N1—Ni1—N1^i	180.0	C6—C5—C4	119.71 (18)
N1^i—Ni1—O1^i	92.51 (5)	C6—C5—C8	119.9 (2)
N1^i—Ni1—O1	87.49 (5)	C4—C5—C8	120.4 (2)
O1^i—Ni1—O1	180.000 (1)	C5—C6—C7	120.66 (19)
N1^i—Ni1—O1W	88.23 (6)	C5—C6—H6	119.7
O1^i—Ni1—O1W	93.39 (5)	C7—C6—H6	119.7
N1^i—Ni1—O1W^i	91.77 (6)	C6—C7—C2	119.91 (19)
O1^i—Ni1—O1W^i	86.61 (5)	C6—C7—H7	120.0
O1W—Ni1—O1W^i	180.000 (1)	C2—C7—H7	120.0
C1—O1—Ni1	124.71 (11)	O3A—C8—C5	130.6 (5)
Ni1—O1W—H1A	114.6 (18)	O3—C8—C5	126.6 (3)
Ni1—O1W—H1B	96 (2)	O3—C8—H8	116.7
H1A—O1W—H1B	113 (3)	C5—C8—H8	116.7
C9—N1—C11	104.70 (17)	O3A—C8—H8A	114.7
C9—N1—Ni1	126.68 (14)	C5—C8—H8A	114.7
C11—N1—Ni1	128.61 (13)	N1—C9—N2	111.56 (18)
C9—N2—C10	107.33 (18)	N1—C9—H9	124.2
C9—N2—H2N	125 (2)	N2—C9—H9	124.2
C10—N2—H2N	127 (2)	C11—C10—N2	105.94 (19)
O2—C1—O1	125.23 (16)	C11—C10—H10	127.0
O2—C1—C2	117.84 (16)	N2—C10—H10	127.0
O1—C1—C2	116.92 (15)	C10—C11—N1	110.47 (18)
C3—C2—C7	118.81 (17)	C10—C11—H11	124.8
C3—C2—C1	118.77 (17)	N1—C11—H11	124.8
C7—C2—C1	122.42 (17)
N1—Ni1—O1—C1	95.58 (15)	C2—C3—C4—C5	−0.2 (4)
N1^i—Ni1—O1—C1	−84.42 (15)	C3—C4—C5—C6	−1.0 (4)
O1W—Ni1—O1—C1	−172.80 (15)	C3—C4—C5—C8	177.7 (3)
O1W^i—Ni1—O1—C1	7.20 (15)	C4—C5—C6—C7	0.6 (4)
O1^i—Ni1—N1—C9	23.13 (18)	C8—C5—C6—C7	−178.2 (2)
O1—Ni1—N1—C9	−156.87 (18)	C5—C6—C7—C2	1.1 (3)
O1W—Ni1—N1—C9	116.44 (18)	C3—C2—C7—C6	−2.3 (3)
O1W^i—Ni1—N1—C9	−63.56 (18)	C1—C2—C7—C6	178.19 (19)
O1^i—Ni1—N1—C11	−158.23 (19)	C6—C5—C8—O3A	4.6 (8)
O1—Ni1—N1—C11	21.77 (19)	C4—C5—C8—O3A	−174.1 (7)
O1W—Ni1—N1—C11	−64.92 (19)	C6—C5—C8—O3	170.1 (3)
O1W^i—Ni1—N1—C11	115.08 (19)	C4—C5—C8—O3	−8.7 (5)
Ni1—O1—C1—O2	−25.9 (3)	C11—N1—C9—N2	−0.7 (3)
Ni1—O1—C1—C2	153.26 (12)	Ni1—N1—C9—N2	178.17 (14)
O2—C1—C2—C3	1.6 (3)	C10—N2—C9—N1	0.3 (3)
O1—C1—C2—C3	−177.6 (2)	C9—N2—C10—C11	0.3 (3)
O2—C1—C2—C7	−178.90 (18)	N2—C10—C11—N1	−0.8 (3)
O1—C1—C2—C7	1.9 (3)	C9—N1—C11—C10	0.9 (3)
C7—C2—C3—C4	1.9 (4)	Ni1—N1—C11—C10	−177.94 (16)
C1—C2—C3—C4	−178.6 (2)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···O1^ii	0.84 (1)	2.10 (1)	2.868 (2)	153 (2)
O1W—H1B···O2^i	0.84 (1)	1.81 (1)	2.636 (2)	169 (3)
N2—H2N···O2^iii	0.85 (1)	2.33 (2)	3.061 (2)	144 (3)
N2—H2N···O3^iv	0.85 (1)	2.45 (3)	3.041 (3)	127 (3)

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