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The Ni atom in the cation of the title complex, [NiCl(C12H8N2)2(H2O)]Cl·C2H5NS, has a distorted octa­hedral coordination geometry defined by a Cl atom, the O atom of a water mol­ecule, and four N atoms from two phen ligands. Mol­ecules are linked into a three-dimensional framework primarily by O—H...Cl hydrogen bonds and π–π stacking inter­actions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806048604/tk2093sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806048604/tk2093Isup2.hkl
Contains datablock I

CCDC reference: 630488

Key indicators

  • Single-crystal X-ray study
  • T = 273 K
  • Mean [sigma](C-C) = 0.008 Å
  • R factor = 0.043
  • wR factor = 0.126
  • Data-to-parameter ratio = 16.0

checkCIF/PLATON results

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Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97 PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C25 PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8 PLAT362_ALERT_2_C Short C(sp3)-C(sp2) Bond C25 - C26 ... 1.38 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H24 .. CL1 .. 2.86 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 6 ALERT level C = Check and explain 0 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 2 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2; data reduction: APEX2; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: APEX2; software used to prepare material for publication: SHELXL97.

Aquachlorobis(1,10-phenanthroline)nickel(II) chloride thioacetamide solvate top
Crystal data top
[NiCl(C12H8N2)2(H2O)]Cl·C2H5NSZ = 2
Mr = 583.16F(000) = 600
Triclinic, P1Dx = 1.553 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.7697 (5) ÅCell parameters from 1957 reflections
b = 11.2981 (10) Åθ = 2.6–25.2°
c = 12.7974 (15) ŵ = 1.11 mm1
α = 64.193 (4)°T = 273 K
β = 87.070 (3)°Block, green
γ = 78.989 (4)°0.16 × 0.11 × 0.06 mm
V = 1247.5 (2) Å3
Data collection top
Bruker APEX-II area-detector
diffractometer
5336 independent reflections
Radiation source: fine-focus sealed tube2774 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.047
φ and ω scansθmax = 27.1°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Bruker, 2004)
h = 1112
Tmin = 0.845, Tmax = 0.933k = 1414
8909 measured reflectionsl = 1616
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.043Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.126H atoms treated by a mixture of independent and constrained refinement
S = 0.98 w = 1/[σ2(Fo2) + (0.1P)2 + 0.7997P]
where P = (Fo2 + 2Fc2)/3
5336 reflections(Δ/σ)max = 0.001
334 parametersΔρmax = 0.90 e Å3
5 restraintsΔρmin = 0.47 e Å3
Special details top

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 (Å2) top
xyzUiso*/Ueq
C10.6019 (5)0.7299 (4)0.8808 (4)0.0407 (12)
H10.67070.77540.88330.049*
C20.4819 (6)0.7383 (5)0.9424 (4)0.0468 (13)
H20.47180.78770.98540.056*
C30.3783 (5)0.6729 (5)0.9390 (4)0.0461 (13)
H30.29800.67630.98070.055*
C40.3953 (5)0.6004 (4)0.8715 (4)0.0382 (12)
C50.5194 (5)0.5970 (4)0.8141 (4)0.0345 (11)
C60.5452 (5)0.5186 (4)0.7483 (3)0.0338 (11)
C70.2925 (5)0.5311 (5)0.8606 (4)0.0497 (14)
H70.20960.53320.89940.060*
C80.3134 (5)0.4625 (5)0.7951 (4)0.0490 (13)
H80.24400.42050.78760.059*
C90.4413 (5)0.4545 (5)0.7376 (4)0.0413 (12)
C100.4744 (6)0.3788 (5)0.6734 (4)0.0570 (15)
H100.40890.33420.66350.068*
C110.6005 (6)0.3706 (5)0.6262 (4)0.0560 (15)
H110.62230.32020.58440.067*
C120.6983 (6)0.4384 (5)0.6408 (4)0.0508 (14)
H120.78530.43080.60890.061*
C130.6183 (5)0.8142 (5)0.4899 (4)0.0440 (13)
H130.58240.73940.50050.053*
C140.5764 (6)0.9314 (6)0.3907 (4)0.0552 (15)
H140.51360.93440.33700.066*
C150.6278 (6)1.0410 (5)0.3728 (4)0.0563 (15)
H150.60191.11960.30550.068*
C160.7211 (5)1.0368 (5)0.4562 (4)0.0441 (13)
C170.7582 (5)0.9132 (4)0.5530 (4)0.0350 (11)
C180.8524 (5)0.9011 (4)0.6418 (4)0.0340 (11)
C190.7794 (6)1.1472 (5)0.4468 (5)0.0571 (15)
H190.75651.22900.38200.068*
C200.8668 (6)1.1353 (5)0.5298 (5)0.0538 (15)
H200.90261.20940.52140.065*
C210.9061 (5)1.0122 (5)0.6303 (4)0.0456 (13)
C220.9979 (5)0.9944 (5)0.7181 (5)0.0530 (14)
H221.03701.06510.71400.064*
C231.0290 (5)0.8721 (6)0.8095 (5)0.0553 (15)
H231.09030.85910.86840.066*
C240.9707 (5)0.7657 (5)0.8168 (4)0.0417 (12)
H240.99270.68340.88130.050*
C250.7528 (11)0.9393 (9)0.0306 (7)0.116 (3)
C260.8918 (10)0.8829 (11)0.0625 (8)0.161 (4)
H26A0.94800.91660.00410.241*
H26B0.90410.78740.09260.241*
H26C0.91980.90580.12110.241*
Cl10.91985 (13)0.44891 (12)0.88334 (10)0.0470 (3)
Cl20.87925 (14)0.68439 (13)0.35652 (11)0.0548 (4)
H1A0.934 (5)0.612 (4)0.5505 (18)0.054 (17)*
H1B1.001 (5)0.524 (2)0.643 (3)0.07 (2)*
N10.8847 (4)0.7789 (3)0.7340 (3)0.0373 (10)
N20.7069 (4)0.8022 (3)0.5709 (3)0.0350 (9)
N30.6234 (4)0.6603 (3)0.8187 (3)0.0356 (9)
N40.6716 (4)0.5135 (3)0.6985 (3)0.0368 (9)
N50.6721 (8)0.9006 (6)0.1166 (6)0.140 (3)
H5A0.70650.84550.18480.168*
H5B0.58350.92980.10600.168*
Ni10.79463 (6)0.63187 (6)0.72219 (5)0.0347 (2)
O10.9543 (4)0.6002 (4)0.6157 (3)0.0430 (8)
S10.6782 (3)1.0479 (2)0.10533 (19)0.1365 (9)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.042 (3)0.039 (3)0.044 (3)0.008 (2)0.002 (2)0.020 (3)
C20.055 (4)0.047 (3)0.043 (3)0.006 (3)0.006 (3)0.025 (3)
C30.043 (4)0.044 (3)0.035 (3)0.006 (3)0.004 (2)0.008 (2)
C40.033 (3)0.035 (3)0.036 (3)0.000 (2)0.001 (2)0.008 (2)
C50.031 (3)0.034 (3)0.032 (3)0.002 (2)0.000 (2)0.009 (2)
C60.031 (3)0.038 (3)0.028 (2)0.009 (2)0.003 (2)0.009 (2)
C70.033 (3)0.052 (3)0.052 (3)0.008 (3)0.007 (2)0.012 (3)
C80.035 (3)0.049 (3)0.057 (3)0.012 (3)0.001 (3)0.014 (3)
C90.039 (3)0.042 (3)0.038 (3)0.010 (3)0.005 (2)0.012 (2)
C100.058 (4)0.065 (4)0.062 (4)0.026 (3)0.005 (3)0.035 (3)
C110.059 (4)0.065 (4)0.066 (4)0.025 (3)0.010 (3)0.044 (3)
C120.055 (4)0.062 (3)0.049 (3)0.017 (3)0.012 (3)0.035 (3)
C130.040 (3)0.051 (3)0.043 (3)0.006 (3)0.001 (3)0.023 (3)
C140.058 (4)0.066 (4)0.032 (3)0.007 (3)0.008 (3)0.019 (3)
C150.063 (4)0.051 (3)0.035 (3)0.011 (3)0.001 (3)0.008 (3)
C160.043 (3)0.038 (3)0.036 (3)0.000 (3)0.009 (2)0.006 (2)
C170.030 (3)0.036 (3)0.031 (3)0.002 (2)0.005 (2)0.011 (2)
C180.029 (3)0.033 (3)0.039 (3)0.005 (2)0.006 (2)0.015 (2)
C190.068 (4)0.034 (3)0.051 (3)0.006 (3)0.012 (3)0.004 (3)
C200.059 (4)0.035 (3)0.072 (4)0.018 (3)0.025 (3)0.026 (3)
C210.048 (4)0.036 (3)0.050 (3)0.006 (3)0.008 (3)0.018 (3)
C220.043 (4)0.051 (3)0.078 (4)0.019 (3)0.013 (3)0.037 (3)
C230.041 (4)0.072 (4)0.070 (4)0.008 (3)0.008 (3)0.046 (4)
C240.044 (3)0.040 (3)0.045 (3)0.006 (2)0.007 (3)0.021 (3)
C250.138 (9)0.138 (8)0.067 (5)0.002 (7)0.027 (6)0.051 (5)
C260.118 (9)0.276 (13)0.161 (9)0.049 (9)0.064 (7)0.162 (10)
Cl10.0505 (9)0.0450 (7)0.0360 (7)0.0041 (6)0.0031 (6)0.0103 (6)
Cl20.0585 (10)0.0572 (8)0.0529 (8)0.0070 (7)0.0017 (7)0.0290 (7)
N10.036 (3)0.038 (2)0.036 (2)0.0050 (19)0.0012 (19)0.016 (2)
N20.037 (3)0.037 (2)0.032 (2)0.0089 (19)0.0022 (18)0.0151 (19)
N30.037 (3)0.033 (2)0.035 (2)0.0054 (19)0.0021 (18)0.0137 (19)
N40.035 (3)0.039 (2)0.039 (2)0.0079 (19)0.0048 (19)0.019 (2)
N50.128 (7)0.123 (6)0.113 (6)0.002 (5)0.017 (5)0.007 (5)
Ni10.0356 (4)0.0354 (3)0.0329 (3)0.0079 (3)0.0016 (3)0.0142 (3)
O10.047 (2)0.044 (2)0.038 (2)0.0045 (19)0.0055 (18)0.0186 (18)
S10.170 (3)0.1327 (19)0.0936 (16)0.0065 (18)0.0199 (16)0.0472 (15)
Geometric parameters (Å, º) top
C1—N31.326 (5)C16—C191.424 (7)
C1—C21.391 (6)C17—N21.361 (5)
C1—H10.9300C17—C181.442 (6)
C2—C31.375 (6)C18—N11.361 (5)
C2—H20.9300C18—C211.398 (6)
C3—C41.412 (6)C19—C201.341 (7)
C3—H30.9300C19—H190.9300
C4—C51.388 (6)C20—C211.424 (6)
C4—C71.432 (6)C20—H200.9300
C5—N31.366 (5)C21—C221.395 (7)
C5—C61.448 (6)C22—C231.356 (6)
C6—N41.363 (5)C22—H220.9300
C6—C91.398 (6)C23—C241.391 (6)
C7—C81.353 (6)C23—H230.9300
C7—H70.9300C24—N11.326 (5)
C8—C91.425 (6)C24—H240.9300
C8—H80.9300C25—N51.283 (9)
C9—C101.412 (6)C25—C261.385 (11)
C10—C111.349 (7)C25—S11.730 (8)
C10—H100.9300C26—H26A0.9600
C11—C121.398 (6)C26—H26B0.9600
C11—H110.9300C26—H26C0.9600
C12—N41.333 (5)Ni1—Cl12.3671 (13)
C12—H120.9300Ni1—N12.085 (3)
C13—N21.330 (5)Ni1—N22.117 (3)
C13—C141.383 (6)Ni1—N32.087 (4)
C13—H130.9300Ni1—N42.081 (4)
C14—C151.347 (7)N5—H5A0.8600
C14—H140.9300N5—H5B0.8600
C15—C161.418 (7)Ni1—O12.101 (3)
C15—H150.9300O1—H1A0.81 (3)
C16—C171.401 (6)O1—H1B0.82 (3)
N3—C1—C2123.3 (4)C19—C20—C21121.6 (5)
N3—C1—H1118.3C19—C20—H20119.2
C2—C1—H1118.3C21—C20—H20119.2
C3—C2—C1119.3 (4)C22—C21—C18117.5 (4)
C3—C2—H2120.3C22—C21—C20123.8 (5)
C1—C2—H2120.3C18—C21—C20118.8 (5)
C2—C3—C4119.2 (5)C23—C22—C21118.7 (5)
C2—C3—H3120.4C23—C22—H22120.6
C4—C3—H3120.4C21—C22—H22120.6
C5—C4—C3117.1 (4)C22—C23—C24121.2 (5)
C5—C4—C7119.5 (4)C22—C23—H23119.4
C3—C4—C7123.4 (5)C24—C23—H23119.4
N3—C5—C4123.8 (4)N1—C24—C23121.5 (4)
N3—C5—C6116.8 (4)N1—C24—H24119.2
C4—C5—C6119.4 (4)C23—C24—H24119.2
N4—C6—C9123.6 (4)N5—C25—C26112.6 (8)
N4—C6—C5116.9 (4)N5—C25—S1118.3 (8)
C9—C6—C5119.5 (4)C26—C25—S1129.1 (8)
C8—C7—C4121.4 (5)C25—C26—H26A109.5
C8—C7—H7119.3C25—C26—H26B109.4
C4—C7—H7119.3H26A—C26—H26B109.5
C7—C8—C9120.3 (5)C25—C26—H26C109.5
C7—C8—H8119.8H26A—C26—H26C109.5
C9—C8—H8119.8H26B—C26—H26C109.5
C6—C9—C10116.3 (5)C24—N1—C18118.0 (4)
C6—C9—C8119.8 (4)C24—N1—Ni1128.0 (3)
C10—C9—C8123.8 (5)C18—N1—Ni1113.9 (3)
C11—C10—C9120.4 (5)C13—N2—C17116.8 (4)
C11—C10—H10119.8C13—N2—Ni1130.2 (3)
C9—C10—H10119.8C17—N2—Ni1112.9 (3)
C10—C11—C12119.5 (5)C1—N3—C5117.2 (4)
C10—C11—H11120.2C1—N3—Ni1129.8 (3)
C12—C11—H11120.2C5—N3—Ni1112.9 (3)
N4—C12—C11122.6 (5)C12—N4—C6117.5 (4)
N4—C12—H12118.7C12—N4—Ni1129.3 (3)
C11—C12—H12118.7C6—N4—Ni1113.2 (3)
N2—C13—C14123.9 (5)C25—N5—H5A120.0
N2—C13—H13118.1C25—N5—H5B120.0
C14—C13—H13118.1H5A—N5—H5B120.0
C15—C14—C13119.2 (5)Cl1—Ni1—O188.60 (11)
C15—C14—H14120.4Cl1—Ni1—N196.38 (10)
C13—C14—H14120.4Cl1—Ni1—N2172.88 (11)
C14—C15—C16120.2 (5)Cl1—Ni1—N394.05 (10)
C14—C15—H15119.9Cl1—Ni1—N492.82 (10)
C16—C15—H15119.9O1—Ni1—N190.67 (13)
C17—C16—C15116.1 (5)O1—Ni1—N286.00 (15)
C17—C16—C19119.1 (5)O1—Ni1—N3174.70 (14)
C15—C16—C19124.8 (5)O1—Ni1—N495.25 (14)
N2—C17—C16123.7 (4)N1—Ni1—N279.07 (14)
N2—C17—C18116.9 (4)N1—Ni1—N393.59 (14)
C16—C17—C18119.4 (4)N1—Ni1—N4169.18 (14)
N1—C18—C21123.1 (4)N2—Ni1—N391.71 (13)
N1—C18—C17117.0 (4)N2—Ni1—N492.29 (13)
C21—C18—C17119.9 (4)N3—Ni1—N480.05 (14)
C20—C19—C16121.2 (5)Ni1—O1—H1A119 (3)
C20—C19—H19119.4Ni1—O1—H1B114 (4)
C16—C19—H19119.4H1A—O1—H1B102 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C24—H24···Cl10.932.863.431 (5)121
O1—H1B···Cl2i0.82 (3)2.41 (2)3.189 (4)158 (4)
N5—H5B···S1ii0.862.523.361 (8)165
N5—H5A···Cl20.862.593.423 (6)163
O1—H1A···Cl20.81 (3)2.31 (2)3.110 (4)170 (4)
Symmetry codes: (i) x+2, y+1, z+1; (ii) x+1, y+2, z.
 

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