Retracted: Tetra­aqua­(1,10-phenanthroline-κ²N,N′)nickel(II) naphthalene-1,5-disulfonate dihydrate

The title compound, [Ni(C₁₂H₈N₂)(H₂O)₄](C₁₀H₆S₂O₆)·2H₂O, is isostructural with a copper(II) analog, whose structure has been reported recently [Liu, Fan & Li (2006). Acta Cryst. E62, m2165–m2166]. The cation lies on a crystallographic twofold rotation axis and the anion lies on a centre of inversion. The Ni^II atom is in a distorted octa­hedral geometry.

Key indicators

• Single-crystal X-ray study
• T = 294 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.036
• wR factor = 0.096
• Data-to-parameter ratio = 14.0

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT417_ALERT_2_B Short Inter D-H..H-D       H2WB   ..  H3WA    ..       1.96 Ang.

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.84
PLAT480_ALERT_4_C Long H...A H-Bond Reported H3WA   ..  O1W     ..       2.61 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          6
PLAT731_ALERT_1_C Bond    Calc     0.84(4), Rep   0.840(10) ......       4.00 su-Ra
              O2W  -H2WB    1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.85(3), Rep   0.850(10) ......       3.00 su-Ra
              O2W  -H2WA    1.555   1.555
PLAT732_ALERT_1_C Angle   Calc    111.8(7), Rep    111.8(3) ......       2.33 su-Ra
              H3WA -O3W  -H3WB    1.555   1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.84(4), Rep   0.840(10) ......       4.00 su-Ra
              O2W  -H3#     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.85(3), Rep   0.850(10) ......       3.00 su-Ra
              O2W  -H4#     1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     1.86(4), Rep   1.860(10) ......       4.00 su-Ra
              H3#  -O3W     1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     1.91(3), Rep   1.910(10) ......       3.00 su-Ra
              H4#  -O3      1.555   7.666

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.841
            Tmax scaled      0.841 Tmin scaled      0.750

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

   8 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
   1 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97; molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

Tetraaqua(1,10-phenanthroline-κ²N,N')nickel(II) naphthalene-1,5-disulfonate dihydrate

Crystal data

[Ni(C12H8N2)(H2O)4](C10H6O6S2)·2H2O	F(000) = 1312
Mr = 633.28	Dx = 1.594 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3328 reflections
a = 20.562 (3) Å	θ = 3.3–26.3°
b = 12.4311 (19) Å	µ = 0.96 mm^−1
c = 12.5373 (18) Å	T = 294 K
β = 124.576 (2)°	Block, green
V = 2638.6 (7) Å^3	0.20 × 0.20 × 0.18 mm
Z = 4

Data collection

Bruker SMART APEX CCD area-detector diffractometer	2677 independent reflections
Radiation source: fine-focus sealed tube	2167 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.030
φ and ω scans	θmax = 26.4°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 1998)	h = −25→25
Tmin = 0.891, Tmax = 1.000	k = −15→15
7257 measured reflections	l = −11→15

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.096	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ^2(Fo^2) + (0.0502P)^2 + 1.2664P] where P = (Fo^2 + 2Fc^2)/3
2677 reflections	(Δ/σ)max = 0.001
191 parameters	Δρmax = 0.81 e Å^−3
7 restraints	Δρmin = −0.42 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
Ni1	0.5000	0.70910 (3)	0.2500	0.02919 (15)
S1	0.78658 (4)	0.52225 (4)	0.53488 (6)	0.03206 (17)
N1	0.53889 (11)	0.58109 (15)	0.37819 (18)	0.0284 (4)
C1	0.58062 (15)	0.5823 (2)	0.5073 (2)	0.0398 (6)
H1A	0.5934	0.6482	0.5497	0.048*
C2	0.60588 (16)	0.4878 (3)	0.5813 (3)	0.0507 (8)
H2A	0.6353	0.4918	0.6712	0.061*
C3	0.58759 (17)	0.3913 (3)	0.5224 (3)	0.0497 (7)
H3A	0.6034	0.3285	0.5713	0.060*
C4	0.5212 (2)	0.2874 (2)	0.3150 (3)	0.0608 (9)
H4A	0.5358	0.2223	0.3593	0.073*
C5	0.54443 (15)	0.3860 (2)	0.3866 (3)	0.0408 (6)
C6	0.52159 (13)	0.48456 (18)	0.3191 (2)	0.0288 (5)
C7	0.77596 (13)	0.38808 (17)	0.5728 (2)	0.0288 (5)
C8	0.78637 (14)	0.37008 (19)	0.6895 (2)	0.0346 (5)
H8A	0.8006	0.4266	0.7474	0.042*
C9	0.77563 (15)	0.26613 (19)	0.7220 (2)	0.0367 (6)
H9A	0.7824	0.2545	0.8010	0.044*
C10	0.74449 (14)	0.31683 (19)	0.3610 (2)	0.0325 (5)
H10A	0.7515	0.3848	0.3381	0.039*
C11	0.75524 (13)	0.30251 (16)	0.4827 (2)	0.0275 (5)
O1	0.80171 (12)	0.58955 (13)	0.64160 (19)	0.0442 (5)
O1W	0.61282 (10)	0.71732 (13)	0.28818 (18)	0.0344 (4)
H1WA	0.6418 (13)	0.6630 (15)	0.325 (2)	0.041*
H1WB	0.6376 (15)	0.7760 (13)	0.309 (3)	0.041*
O2	0.71284 (12)	0.54841 (14)	0.41342 (19)	0.0498 (5)
O2W	0.53510 (12)	0.81917 (17)	0.3953 (2)	0.0578 (6)
H2WB	0.5042 (16)	0.846 (3)	0.412 (3)	0.069*
H2WA	0.5673 (16)	0.8709 (19)	0.416 (3)	0.069*
O3	0.85322 (12)	0.52107 (15)	0.5239 (2)	0.0530 (5)
O3W	0.42608 (19)	0.9130 (2)	0.4190 (3)	0.1019 (10)
H3WA	0.3969 (2)	0.8641 (4)	0.3689 (4)	0.121*
H3WB	0.4095 (2)	0.9381 (3)	0.4631 (4)	0.121*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0283 (2)	0.0227 (2)	0.0371 (3)	0.000	0.0188 (2)	0.000
S1	0.0368 (3)	0.0199 (3)	0.0410 (4)	−0.0036 (2)	0.0229 (3)	−0.0029 (2)
N1	0.0257 (10)	0.0345 (11)	0.0249 (10)	−0.0036 (8)	0.0142 (9)	−0.0024 (8)
C1	0.0319 (13)	0.0560 (16)	0.0286 (13)	−0.0071 (11)	0.0155 (11)	−0.0047 (12)
C2	0.0320 (14)	0.087 (2)	0.0267 (14)	0.0016 (14)	0.0127 (12)	0.0150 (14)
C3	0.0417 (15)	0.0606 (19)	0.0491 (18)	0.0137 (13)	0.0271 (14)	0.0280 (15)
C4	0.079 (2)	0.0283 (15)	0.085 (2)	0.0091 (13)	0.052 (2)	0.0126 (13)
C5	0.0396 (14)	0.0389 (14)	0.0487 (16)	0.0062 (11)	0.0280 (13)	0.0135 (12)
C6	0.0279 (12)	0.0291 (12)	0.0318 (12)	0.0009 (9)	0.0184 (11)	0.0026 (9)
C7	0.0255 (11)	0.0224 (11)	0.0353 (13)	0.0001 (8)	0.0154 (10)	0.0004 (9)
C8	0.0385 (13)	0.0283 (12)	0.0330 (13)	−0.0008 (10)	0.0179 (11)	−0.0040 (10)
C9	0.0436 (15)	0.0344 (13)	0.0304 (14)	0.0019 (10)	0.0200 (12)	0.0034 (10)
C10	0.0353 (13)	0.0258 (11)	0.0344 (13)	0.0018 (9)	0.0186 (11)	0.0041 (10)
C11	0.0227 (11)	0.0223 (11)	0.0313 (12)	0.0010 (8)	0.0116 (10)	0.0008 (9)
O1	0.0596 (12)	0.0260 (9)	0.0515 (12)	−0.0086 (8)	0.0343 (10)	−0.0102 (8)
O1W	0.0306 (9)	0.0241 (9)	0.0479 (11)	0.0002 (6)	0.0219 (9)	0.0011 (7)
O2	0.0581 (12)	0.0264 (9)	0.0483 (12)	0.0094 (8)	0.0203 (10)	0.0075 (8)
O2W	0.0489 (13)	0.0464 (12)	0.0940 (17)	−0.0199 (9)	0.0501 (13)	−0.0358 (11)
O3	0.0569 (13)	0.0406 (11)	0.0821 (16)	−0.0187 (9)	0.0517 (13)	−0.0181 (10)
O3W	0.104 (2)	0.104 (2)	0.130 (3)	0.0157 (18)	0.086 (2)	−0.0268 (19)

Geometric parameters (Å, º)

Ni1—N1	2.0728 (19)	C4—H4A	0.93
Ni1—O1W	2.0882 (17)	C5—C6	1.410 (3)
Ni1—O2W	2.054 (2)	C6—C6^i	1.430 (5)
S1—O1	1.4540 (18)	C7—C8	1.372 (3)
S1—O2	1.450 (2)	C7—C11	1.429 (3)
S1—O3	1.4525 (19)	C8—C9	1.410 (3)
Ni1—O2W^i	2.054 (2)	C8—H8A	0.93
Ni1—N1^i	2.0728 (19)	C9—C10^ii	1.353 (3)
Ni1—O1W^i	2.0882 (17)	C9—H9A	0.93
S1—C7	1.781 (2)	C10—C9^ii	1.353 (3)
N1—C1	1.334 (3)	C10—C11	1.423 (3)
N1—C6	1.348 (3)	C10—H10A	0.93
C1—C2	1.401 (4)	C11—C11^ii	1.430 (4)
C1—H1A	0.93	O1W—H1WA	0.84 (1)
C2—C3	1.345 (4)	O1W—H1WB	0.84 (1)
C2—H2A	0.93	O2W—H2WB	0.84 (1)
C3—C5	1.406 (4)	O2W—H2WA	0.85 (1)
C3—H3A	0.93	O3W—H3WA	0.83 (1)
C4—C4^i	1.343 (7)	O3W—H3WB	0.86 (1)
C4—C5	1.431 (4)
O1W—Ni1—O1W^i	174.40 (9)	C5—C3—H3A	120.2
O2W—Ni1—O1W	88.78 (7)	C4^i—C4—C5	121.12 (16)
O2W^i—Ni1—O1W	87.49 (7)	C4^i—C4—H4A	119.4
O2W—Ni1—O2W^i	96.48 (15)	C5—C4—H4A	119.4
O2W—Ni1—N1^i	170.34 (8)	C3—C5—C6	116.9 (2)
O2W—Ni1—N1	92.11 (9)	C3—C5—C4	123.9 (2)
N1^i—Ni1—N1	79.69 (10)	C6—C5—C4	119.3 (3)
N1^i—Ni1—O1W	96.02 (7)	N1—C6—C5	123.4 (2)
N1—Ni1—O1W	88.29 (7)	N1—C6—C6^i	117.05 (12)
O2W^i—Ni1—N1^i	92.11 (9)	C5—C6—C6^i	119.57 (15)
O2W^i—Ni1—N1	170.34 (8)	C8—C7—C11	121.2 (2)
O2W—Ni1—O1W^i	87.49 (7)	C8—C7—S1	117.95 (17)
O2W^i—Ni1—O1W^i	88.78 (7)	C11—C7—S1	120.86 (17)
N1^i—Ni1—O1W^i	88.29 (7)	C7—C8—C9	120.2 (2)
N1—Ni1—O1W^i	96.02 (7)	C7—C8—H8A	119.9
O2—S1—O3	112.53 (13)	C9—C8—H8A	119.9
O2—S1—O1	112.80 (11)	C10^ii—C9—C8	120.4 (2)
O3—S1—O1	111.84 (11)	C10^ii—C9—H9A	119.8
O2—S1—C7	106.07 (11)	C8—C9—H9A	119.8
O3—S1—C7	106.30 (11)	C9^ii—C10—C11	121.6 (2)
O1—S1—C7	106.73 (11)	C9^ii—C10—H10A	119.2
C1—N1—C6	117.7 (2)	C11—C10—H10A	119.2
C1—N1—Ni1	129.16 (17)	C10—C11—C7	123.3 (2)
C6—N1—Ni1	113.08 (15)	C10—C11—C11^ii	118.7 (3)
N1—C1—C2	122.4 (3)	C7—C11—C11^ii	118.0 (3)
N1—C1—H1A	118.8	Ni1—O1W—H1WA	115.9 (19)
C2—C1—H1A	118.8	Ni1—O1W—H1WB	120.6 (19)
C3—C2—C1	120.1 (3)	H1WA—O1W—H1WB	114 (3)
C3—C2—H2A	120.0	Ni1—O2W—H2WB	123 (2)
C1—C2—H2A	120.0	Ni1—O2W—H2WA	126 (2)
C2—C3—C5	119.7 (2)	H2WB—O2W—H2WA	101 (3)
C2—C3—H3A	120.2	H3WA—O3W—H3WB	111.8 (3)
N1^i—Ni1—N1—C1	177.1 (2)	C4—C5—C6—N1	178.2 (2)
O1W—Ni1—N1—C1	80.7 (2)	C3—C5—C6—C6^i	179.2 (3)
O1W^i—Ni1—N1—C1	−95.8 (2)	C4—C5—C6—C6^i	−2.4 (4)
N1^i—Ni1—N1—C6	0.59 (11)	O2—S1—C7—C8	−123.16 (19)
O1W—Ni1—N1—C6	−95.84 (15)	O3—S1—C7—C8	116.86 (19)
O1W^i—Ni1—N1—C6	87.75 (15)	O1—S1—C7—C8	−2.7 (2)
C6—N1—C1—C2	−0.4 (3)	O2—S1—C7—C11	55.3 (2)
Ni1—N1—C1—C2	−176.80 (18)	O3—S1—C7—C11	−64.7 (2)
N1—C1—C2—C3	−0.6 (4)	O1—S1—C7—C11	175.77 (18)
C1—C2—C3—C5	1.3 (4)	C11—C7—C8—C9	−0.9 (4)
C2—C3—C5—C6	−0.9 (4)	S1—C7—C8—C9	177.54 (19)
C2—C3—C5—C4	−179.1 (3)	C7—C8—C9—C10^ii	0.4 (4)
C4^i—C4—C5—C3	178.8 (4)	C9^ii—C10—C11—C7	−179.6 (2)
C4^i—C4—C5—C6	0.6 (6)	C9^ii—C10—C11—C11^ii	0.3 (4)
C1—N1—C6—C5	0.8 (3)	C8—C7—C11—C10	−179.4 (2)
Ni1—N1—C6—C5	177.76 (18)	S1—C7—C11—C10	2.2 (3)
C1—N1—C6—C6^i	−178.6 (2)	C8—C7—C11—C11^ii	0.7 (4)
Ni1—N1—C6—C6^i	−1.7 (3)	S1—C7—C11—C11^ii	−177.7 (2)
C3—C5—C6—N1	−0.2 (4)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O2	0.84 (1)	1.89 (1)	2.727 (2)	176 (3)
O1W—H1WB···O1^iii	0.84 (1)	1.96 (1)	2.806 (2)	178 (3)
O2W—H2WB···O3W	0.84 (1)	1.86 (1)	2.688 (3)	170 (3)
O2W—H2WA···O3^iii	0.85 (1)	1.91 (1)	2.758 (3)	174 (4)
O3W—H3WA···O1^iv	0.83 (1)	2.44 (1)	2.922 (4)	118 (1)
O3W—H3WA···O1W^i	0.83 (1)	2.61 (1)	3.308 (3)	142 (1)
O3W—H3WB···O3^v	0.86 (1)	2.00 (1)	2.832 (3)	165 (1)

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