catena-Poly[[[(1,10-phenanthroline)nickel(II)]-μ-4,4′-oxydibenzoato] 0.25-hydrate]

In the title compound, {[Ni(C₁₄H₈O₅)(C₁₂H₈N₂)]·0.25H₂O}_n, the Ni atom displays a distorted octahedral geometry defined by four carboxy O atoms from two 4,4′-oxydibenzoate (oba) dianions and two N atoms from a 1,10-phenanthroline molecule. The V-shaped oba anion acts as a bridge between two Ni atoms in a tris-bidentate coordination mode, forming a zigzag coordination polymer.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.005 Å
• H-atom completeness 97%
• Disorder in solvent or counterion
• R factor = 0.050
• wR factor = 0.127
• Data-to-parameter ratio = 15.1

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT430_ALERT_2_B Short Inter D...A Contact  O1     ..  O1W     ..       2.73 Ang.

Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)...          ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.53
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.13 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C2
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C6
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      25.00 Perc.
PLAT311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) .....       <O1W
PLAT804_ALERT_4_C ARU-Pack Problem in PLATON Analysis ............          !

Alert level G
FORMU01_ALERT_2_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C26 H16.5 N2 Ni1 O5.25
            Atom count from the _atom_site data:  C26 H16 N2 Ni1 O5.25
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
           From the CIF: _cell_formula_units_Z    4
           From the CIF: _chemical_formula_sum  C26 H16.50 N2 Ni O5.25
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C        104.00    104.00    0.00
           H         66.00     64.00    2.00
           N          8.00      8.00    0.00
           Ni         4.00      4.00    0.00
           O         21.00     21.00    0.00

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

   6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   7 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2002); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

catena-Poly[[[(1,10-phenanthroline)nickel(II)]-µ-4,4'-oxydibenzoato] 0.25-hydrate]

Crystal data

[Ni(C14H8O5)(C12H8N2)]·0.25H2O	F(000) = 1026
Mr = 499.62	Dx = 1.510 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2851 reflections
a = 7.7115 (7) Å	θ = 2.6–23.1°
b = 18.8101 (16) Å	µ = 0.93 mm^−1
c = 15.2619 (13) Å	T = 298 K
β = 97.023 (1)°	Block, green
V = 2197.2 (3) Å^3	0.29 × 0.22 × 0.18 mm
Z = 4

Data collection

Bruker SMART APEX area-detector diffractometer	4766 independent reflections
Radiation source: fine-focus sealed tube	3602 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
φ and ω scans	θmax = 27.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −9→8
Tmin = 0.775, Tmax = 0.851	k = −12→24
13101 measured reflections	l = −19→19

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)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.127	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0693P)^2 + 0.1832P] where P = (Fo^2 + 2Fc^2)/3
4766 reflections	(Δ/σ)max < 0.001
316 parameters	Δρmax = 0.66 e Å^−3
6 restraints	Δρmin = −0.26 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)
Ni1	0.21040 (4)	0.137191 (18)	0.18383 (2)	0.03669 (14)
O1	0.2894 (2)	0.12433 (11)	0.31981 (12)	0.0470 (5)
O2	0.4789 (2)	0.13117 (10)	0.22390 (12)	0.0430 (5)
O3	0.9807 (2)	0.06277 (10)	0.57842 (13)	0.0492 (5)
O4	1.6570 (2)	0.25083 (10)	0.68540 (13)	0.0463 (5)
O5	1.4543 (2)	0.33308 (11)	0.68169 (12)	0.0419 (4)
N1	0.2205 (3)	0.13505 (13)	0.04955 (15)	0.0454 (6)
N2	0.1922 (3)	0.02964 (13)	0.16347 (15)	0.0439 (6)
C1	0.2298 (5)	0.1885 (2)	−0.0068 (2)	0.0673 (10)
H1	0.2166	0.2348	0.0127	0.081*
C2	0.2586 (6)	0.1776 (3)	−0.0937 (2)	0.0996 (16)
H2	0.2653	0.2161	−0.1312	0.120*
C3	0.2767 (6)	0.1109 (3)	−0.1235 (2)	0.0993 (17)
H3	0.2956	0.1036	−0.1819	0.119*
C4	0.2673 (4)	0.0528 (2)	−0.0672 (2)	0.0726 (11)
C5	0.2839 (6)	−0.0204 (3)	−0.0913 (3)	0.1055 (19)
H5	0.3057	−0.0312	−0.1484	0.127*
C6	0.2694 (6)	−0.0729 (3)	−0.0355 (4)	0.106 (2)
H6	0.2807	−0.1195	−0.0543	0.127*
C7	0.2362 (4)	−0.0598 (2)	0.0546 (3)	0.0734 (11)
C8	0.2149 (5)	−0.1117 (2)	0.1196 (4)	0.0942 (17)
H8	0.2241	−0.1597	0.1060	0.113*
C9	0.1813 (5)	−0.0923 (2)	0.2014 (4)	0.0879 (14)
H9	0.1656	−0.1267	0.2435	0.105*
C10	0.1708 (4)	−0.02169 (18)	0.2216 (2)	0.0614 (9)
H10	0.1479	−0.0090	0.2779	0.074*
C11	0.2226 (3)	0.01108 (16)	0.0812 (2)	0.0492 (8)
C12	0.2379 (4)	0.06822 (18)	0.01926 (19)	0.0511 (8)
C13	0.4455 (4)	0.12343 (14)	0.30275 (17)	0.0383 (6)
C14	0.5908 (3)	0.11014 (14)	0.37514 (17)	0.0356 (6)
C15	0.7646 (3)	0.11837 (14)	0.36152 (18)	0.0413 (6)
H15	0.7925	0.1329	0.3067	0.050*
C16	0.8961 (3)	0.10493 (15)	0.42955 (19)	0.0453 (7)
H16	1.0124	0.1116	0.4212	0.054*
C17	0.8533 (3)	0.08164 (14)	0.50973 (17)	0.0390 (6)
C18	0.6833 (4)	0.07220 (16)	0.52333 (17)	0.0466 (7)
H18	0.6566	0.0558	0.5776	0.056*
C19	0.5508 (3)	0.08705 (15)	0.45635 (17)	0.0442 (7)
H19	0.4347	0.0815	0.4659	0.053*
C20	1.1038 (3)	0.11439 (14)	0.60717 (17)	0.0374 (6)
C21	1.0558 (3)	0.18386 (15)	0.6197 (2)	0.0484 (7)
H21	0.9388	0.1971	0.6106	0.058*
C22	1.1840 (4)	0.23382 (15)	0.64624 (19)	0.0435 (7)
H22	1.1533	0.2811	0.6535	0.052*
C23	1.3576 (3)	0.21351 (14)	0.66187 (16)	0.0342 (6)
C24	1.3999 (4)	0.14246 (14)	0.65553 (18)	0.0410 (7)
H24	1.5153	0.1281	0.6698	0.049*
C25	1.2728 (3)	0.09220 (15)	0.62819 (17)	0.0390 (6)
H25	1.3020	0.0444	0.6243	0.047*
C26	1.4973 (3)	0.26840 (15)	0.67867 (16)	0.0379 (6)
O1W	0.2333 (19)	0.2331 (7)	0.4311 (9)	0.122 (4)	0.25

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0345 (2)	0.0455 (2)	0.0290 (2)	0.00029 (14)	−0.00045 (14)	0.00193 (14)
O1	0.0331 (11)	0.0746 (15)	0.0326 (10)	0.0029 (9)	0.0015 (8)	0.0030 (9)
O2	0.0382 (11)	0.0601 (13)	0.0298 (10)	−0.0024 (8)	0.0007 (8)	0.0070 (8)
O3	0.0470 (12)	0.0418 (11)	0.0534 (12)	−0.0055 (9)	−0.0160 (9)	0.0114 (9)
O4	0.0339 (10)	0.0480 (12)	0.0555 (12)	0.0020 (8)	−0.0014 (9)	0.0026 (9)
O5	0.0349 (10)	0.0431 (11)	0.0466 (11)	0.0004 (8)	0.0006 (8)	−0.0047 (9)
N1	0.0462 (14)	0.0588 (16)	0.0296 (12)	−0.0078 (11)	−0.0012 (10)	0.0009 (11)
N2	0.0389 (13)	0.0463 (15)	0.0444 (13)	−0.0009 (10)	−0.0033 (10)	0.0027 (11)
C1	0.082 (3)	0.080 (3)	0.0376 (17)	−0.025 (2)	−0.0019 (16)	0.0123 (16)
C2	0.115 (4)	0.148 (5)	0.035 (2)	−0.054 (3)	0.003 (2)	0.017 (2)
C3	0.086 (3)	0.182 (6)	0.032 (2)	−0.039 (3)	0.0170 (19)	−0.017 (3)
C4	0.047 (2)	0.122 (3)	0.048 (2)	−0.009 (2)	0.0019 (16)	−0.031 (2)
C5	0.069 (3)	0.162 (6)	0.083 (3)	0.007 (3)	0.002 (3)	−0.074 (3)
C6	0.069 (3)	0.110 (4)	0.133 (5)	0.022 (3)	−0.018 (3)	−0.080 (4)
C7	0.0438 (19)	0.066 (3)	0.103 (3)	0.0075 (17)	−0.0200 (19)	−0.035 (2)
C8	0.065 (3)	0.041 (2)	0.165 (5)	0.0047 (18)	−0.033 (3)	−0.012 (3)
C9	0.074 (3)	0.056 (3)	0.124 (4)	−0.009 (2)	−0.030 (3)	0.019 (3)
C10	0.057 (2)	0.056 (2)	0.067 (2)	−0.0048 (16)	−0.0099 (16)	0.0172 (17)
C11	0.0267 (14)	0.0536 (19)	0.063 (2)	0.0019 (12)	−0.0104 (13)	−0.0150 (15)
C12	0.0346 (16)	0.076 (2)	0.0410 (16)	−0.0035 (14)	−0.0023 (12)	−0.0122 (15)
C13	0.0405 (16)	0.0396 (16)	0.0343 (14)	0.0000 (11)	0.0024 (12)	−0.0013 (11)
C14	0.0338 (14)	0.0392 (15)	0.0328 (14)	−0.0021 (11)	−0.0002 (11)	−0.0006 (11)
C15	0.0392 (15)	0.0462 (17)	0.0383 (15)	−0.0048 (12)	0.0038 (12)	0.0082 (12)
C16	0.0298 (14)	0.0530 (18)	0.0517 (17)	−0.0039 (12)	−0.0001 (12)	0.0084 (14)
C17	0.0379 (15)	0.0366 (15)	0.0393 (15)	−0.0006 (11)	−0.0080 (12)	−0.0018 (11)
C18	0.0439 (17)	0.066 (2)	0.0291 (14)	0.0005 (14)	0.0005 (12)	0.0070 (13)
C19	0.0327 (14)	0.0613 (19)	0.0386 (15)	−0.0017 (13)	0.0048 (11)	0.0035 (13)
C20	0.0375 (15)	0.0406 (15)	0.0322 (14)	−0.0004 (11)	−0.0039 (11)	0.0039 (11)
C21	0.0295 (14)	0.0473 (18)	0.066 (2)	0.0075 (12)	−0.0056 (13)	0.0015 (14)
C22	0.0385 (15)	0.0385 (16)	0.0523 (17)	0.0040 (12)	0.0006 (13)	−0.0008 (13)
C23	0.0329 (14)	0.0418 (15)	0.0273 (12)	0.0018 (11)	0.0010 (10)	−0.0006 (11)
C24	0.0344 (14)	0.0460 (17)	0.0412 (15)	0.0098 (12)	−0.0010 (12)	−0.0034 (12)
C25	0.0415 (15)	0.0364 (15)	0.0383 (14)	0.0065 (12)	0.0008 (12)	0.0004 (11)
C26	0.0371 (15)	0.0460 (17)	0.0295 (13)	0.0029 (12)	−0.0001 (11)	−0.0004 (11)
O1W	0.155 (9)	0.099 (7)	0.121 (8)	−0.010 (6)	0.048 (7)	−0.009 (6)

Geometric parameters (Å, º)

Ni1—N2	2.049 (2)	C7—C11	1.401 (4)
Ni1—O5^i	2.0492 (18)	C7—C8	1.416 (6)
Ni1—N1	2.061 (2)	C8—C9	1.356 (7)
Ni1—O2	2.0889 (19)	C8—H8	0.93
Ni1—O1	2.1041 (18)	C9—C10	1.368 (5)
Ni1—O4^i	2.1469 (19)	C9—H9	0.93
O1—C13	1.262 (3)	C10—H10	0.93
O2—C13	1.269 (3)	C11—C12	1.445 (4)
O3—C20	1.391 (3)	C13—C14	1.495 (4)
O3—C17	1.392 (3)	C14—C19	1.383 (4)
O4—C26	1.267 (3)	C14—C15	1.390 (4)
O4—Ni1^ii	2.1469 (19)	C15—C16	1.383 (4)
O5—C26	1.263 (3)	C15—H15	0.93
O5—Ni1^ii	2.0492 (18)	C16—C17	1.377 (4)
N1—C1	1.331 (4)	C16—H16	0.93
N1—C12	1.352 (4)	C17—C18	1.364 (4)
N2—C10	1.335 (4)	C18—C19	1.383 (3)
N2—C11	1.352 (4)	C18—H18	0.93
C1—C2	1.386 (5)	C19—H19	0.93
C1—H1	0.93	C20—C25	1.369 (4)
C2—C3	1.347 (7)	C20—C21	1.378 (4)
C2—H2	0.93	C21—C22	1.388 (4)
C3—C4	1.399 (6)	C21—H21	0.93
C3—H3	0.93	C22—C23	1.385 (3)
C4—C12	1.397 (4)	C22—H22	0.93
C4—C5	1.435 (6)	C23—C24	1.382 (3)
C5—C6	1.318 (7)	C23—C26	1.491 (4)
C5—H5	0.93	C24—C25	1.388 (4)
C6—C7	1.451 (6)	C24—H24	0.93
C6—H6	0.93	C25—H25	0.93
N2—Ni1—O5^i	102.64 (9)	N2—C10—H10	118.8
N2—Ni1—N1	80.80 (9)	C9—C10—H10	118.8
O5^i—Ni1—N1	98.23 (9)	N2—C11—C7	122.8 (3)
N2—Ni1—O2	92.18 (8)	N2—C11—C12	116.9 (3)
O5^i—Ni1—O2	159.78 (8)	C7—C11—C12	120.2 (3)
N1—Ni1—O2	97.66 (8)	N1—C12—C4	123.4 (3)
N2—Ni1—O1	92.43 (9)	N1—C12—C11	116.7 (3)
O5^i—Ni1—O1	102.09 (7)	C4—C12—C11	119.9 (3)
N1—Ni1—O1	159.55 (9)	O1—C13—O2	120.2 (2)
O2—Ni1—O1	63.12 (7)	O1—C13—C14	119.8 (2)
N2—Ni1—O4^i	163.88 (8)	O2—C13—C14	120.0 (2)
O5^i—Ni1—O4^i	63.04 (7)	C19—C14—C15	119.6 (2)
N1—Ni1—O4^i	93.49 (9)	C19—C14—C13	119.1 (2)
O2—Ni1—O4^i	103.57 (7)	C15—C14—C13	121.3 (2)
O1—Ni1—O4^i	97.73 (8)	C16—C15—C14	119.9 (3)
C13—O1—Ni1	88.09 (15)	C16—C15—H15	120.0
C13—O2—Ni1	88.58 (16)	C14—C15—H15	120.0
C20—O3—C17	116.8 (2)	C17—C16—C15	119.5 (3)
C26—O4—Ni1^ii	85.94 (16)	C17—C16—H16	120.3
C26—O5—Ni1^ii	90.38 (15)	C15—C16—H16	120.3
C1—N1—C12	117.8 (3)	C18—C17—C16	121.0 (2)
C1—N1—Ni1	129.8 (2)	C18—C17—O3	117.1 (2)
C12—N1—Ni1	112.07 (19)	C16—C17—O3	121.8 (2)
C10—N2—C11	118.7 (3)	C17—C18—C19	119.9 (3)
C10—N2—Ni1	128.7 (2)	C17—C18—H18	120.0
C11—N2—Ni1	112.30 (19)	C19—C18—H18	120.0
N1—C1—C2	122.2 (4)	C18—C19—C14	120.0 (3)
N1—C1—H1	118.9	C18—C19—H19	120.0
C2—C1—H1	118.9	C14—C19—H19	120.0
C3—C2—C1	119.8 (4)	C25—C20—C21	121.4 (2)
C3—C2—H2	120.1	C25—C20—O3	117.0 (2)
C1—C2—H2	120.1	C21—C20—O3	121.4 (2)
C2—C3—C4	120.3 (4)	C20—C21—C22	119.3 (3)
C2—C3—H3	119.8	C20—C21—H21	120.4
C4—C3—H3	119.8	C22—C21—H21	120.4
C12—C4—C3	116.4 (4)	C23—C22—C21	120.2 (3)
C12—C4—C5	118.2 (4)	C23—C22—H22	119.9
C3—C4—C5	125.5 (4)	C21—C22—H22	119.9
C6—C5—C4	122.4 (4)	C24—C23—C22	119.1 (2)
C6—C5—H5	118.8	C24—C23—C26	120.7 (2)
C4—C5—H5	118.8	C22—C23—C26	120.1 (2)
C5—C6—C7	121.6 (4)	C23—C24—C25	121.1 (2)
C5—C6—H6	119.2	C23—C24—H24	119.5
C7—C6—H6	119.2	C25—C24—H24	119.5
C11—C7—C8	115.8 (4)	C20—C25—C24	118.6 (3)
C11—C7—C6	117.7 (4)	C20—C25—H25	120.7
C8—C7—C6	126.5 (4)	C24—C25—H25	120.7
C9—C8—C7	120.7 (4)	O5—C26—O4	120.3 (2)
C9—C8—H8	119.7	O5—C26—C23	119.1 (2)
C7—C8—H8	119.7	O4—C26—C23	120.5 (2)
C8—C9—C10	119.5 (4)	O5—C26—Ni1^ii	58.07 (13)
C8—C9—H9	120.2	O4—C26—Ni1^ii	62.49 (14)
C10—C9—H9	120.2	C23—C26—Ni1^ii	171.57 (18)
N2—C10—C9	122.5 (4)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C15—H15···O5^iii	0.93	2.49	3.389 (3)	163
C22—H22···O2^iv	0.93	2.46	3.289 (3)	149

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