In the title compound, [ZnI
2(C
12H
14N)
2], the Zn atom is located on a twofold axis and is coordinated in a distorted tetrahedral fashion by two I atoms and,
via the N atoms, two aniline molecules. Molecules pack in a layer with the aromatic groups facing each other. A hydrogen-bonding network comprising N—H
I bonds extends parallel to the
bc plane.
Supporting information
CCDC reference: 242290
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.007 Å
- R factor = 0.041
- wR factor = 0.110
- Data-to-parameter ratio = 31.6
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... 1.14
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) I - Zn .. 7.27 su
PLAT420_ALERT_2_C D-H Without Acceptor N - H0B ... ?
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2# .. I .. 3.12 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2# .. I .. 3.32 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
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
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 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
Data collection: CrysAlis CCD (Oxford Diffraction Ltd., 2003); cell refinement: CrysAlis CCD; data reduction: CrysAlis RED (Oxford Diffraction Ltd., 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2000).
Dianilinediiodozinc(II)
top
Crystal data top
[ZnI2(C12H14N2)] | F(000) = 944 |
Mr = 505.42 | Dx = 2.170 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 963 reflections |
a = 25.073 (13) Å | θ = 2–32° |
b = 5.147 (4) Å | µ = 5.56 mm−1 |
c = 13.296 (12) Å | T = 293 K |
β = 115.64 (5)° | Block, brown |
V = 1547 (2) Å3 | 0.40 × 0.40 × 0.30 mm |
Z = 4 | |
Data collection top
Oxford Excalibur2 diffractometer | 2462 independent reflections |
Radiation source: fine-focus sealed tube | 1839 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.074 |
ω–2θ scans | θmax = 31.9°, θmin = 4.6° |
Absorption correction: multi-scan (Blessing, 1995) | h = −35→36 |
Tmin = 0.142, Tmax = 0.189 | k = −7→5 |
6914 measured reflections | l = −19→19 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.110 | H-atom parameters constrained |
S = 0.96 | w = 1/[σ2(Fo2) + (0.0596P)2] where P = (Fo2 + 2Fc2)/3 |
2462 reflections | (Δ/σ)max = 0.002 |
78 parameters | Δρmax = 1.90 e Å−3 |
0 restraints | Δρmin = −1.42 e Å−3 |
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 | x | y | z | Uiso*/Ueq | |
N | −0.06049 (16) | −0.1739 (6) | 0.2796 (3) | 0.0429 (7) | |
H0A | −0.0668 | −0.3234 | 0.2410 | 0.051* | |
H0B | −0.0452 | −0.2140 | 0.3526 | 0.051* | |
C1 | −0.11648 (17) | −0.0414 (7) | 0.2478 (3) | 0.0397 (8) | |
C3 | −0.2164 (2) | 0.0402 (10) | 0.1178 (5) | 0.0638 (12) | |
H3 | −0.2491 | 0.0016 | 0.0514 | 0.077* | |
C5 | −0.1728 (2) | 0.2916 (9) | 0.2826 (5) | 0.0597 (13) | |
H5 | −0.1757 | 0.4239 | 0.3277 | 0.072* | |
C6 | −0.1203 (2) | 0.1536 (8) | 0.3159 (4) | 0.0474 (9) | |
H6 | −0.0881 | 0.1920 | 0.3830 | 0.057* | |
C4 | −0.2196 (2) | 0.2358 (11) | 0.1859 (5) | 0.0661 (14) | |
H4 | −0.2544 | 0.3300 | 0.1646 | 0.079* | |
C2 | −0.1640 (2) | −0.0995 (9) | 0.1489 (4) | 0.0540 (10) | |
H2 | −0.1613 | −0.2306 | 0.1032 | 0.065* | |
Zn | 0.0000 | 0.04924 (12) | 0.2500 | 0.03925 (17) | |
I | −0.056929 (13) | 0.32383 (5) | 0.07266 (2) | 0.04722 (13) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N | 0.047 (2) | 0.0360 (15) | 0.0520 (19) | 0.0038 (13) | 0.0279 (17) | 0.0035 (13) |
C1 | 0.040 (2) | 0.0355 (17) | 0.047 (2) | −0.0039 (15) | 0.0215 (17) | 0.0054 (14) |
C3 | 0.037 (2) | 0.068 (3) | 0.073 (3) | −0.011 (2) | 0.010 (2) | 0.001 (3) |
C5 | 0.059 (3) | 0.050 (3) | 0.082 (4) | 0.004 (2) | 0.042 (3) | −0.007 (2) |
C6 | 0.047 (2) | 0.050 (2) | 0.048 (2) | 0.0038 (17) | 0.024 (2) | −0.0001 (17) |
C4 | 0.050 (3) | 0.056 (3) | 0.095 (4) | 0.002 (2) | 0.033 (3) | 0.009 (3) |
C2 | 0.052 (3) | 0.049 (2) | 0.059 (3) | −0.008 (2) | 0.022 (2) | −0.005 (2) |
Zn | 0.0412 (4) | 0.0395 (3) | 0.0416 (3) | 0.000 | 0.0222 (3) | 0.000 |
I | 0.0572 (2) | 0.04673 (19) | 0.03846 (17) | 0.00193 (11) | 0.02135 (14) | 0.00394 (9) |
Geometric parameters (Å, º) top
N—C1 | 1.450 (5) | C5—C4 | 1.344 (8) |
N—Zn | 2.071 (3) | C5—C6 | 1.390 (7) |
N—H0A | 0.9000 | C5—H5 | 0.9300 |
N—H0B | 0.9000 | C6—H6 | 0.9300 |
C1—C2 | 1.372 (6) | C4—H4 | 0.9300 |
C1—C6 | 1.381 (6) | C2—H2 | 0.9300 |
C3—C4 | 1.379 (8) | Zn—Ni | 2.071 (3) |
C3—C2 | 1.394 (7) | Zn—Ii | 2.5850 (19) |
C3—H3 | 0.9300 | Zn—I | 2.5850 (19) |
| | | |
C1—N—Zn | 112.4 (2) | C1—C6—C5 | 119.2 (5) |
C1—N—H0A | 109.1 | C1—C6—H6 | 120.4 |
Zn—N—H0A | 109.1 | C5—C6—H6 | 120.4 |
C1—N—H0B | 109.1 | C5—C4—C3 | 120.6 (5) |
Zn—N—H0B | 109.1 | C5—C4—H4 | 119.7 |
H0A—N—H0B | 107.9 | C3—C4—H4 | 119.7 |
C2—C1—C6 | 120.6 (4) | C1—C2—C3 | 119.2 (5) |
C2—C1—N | 120.4 (4) | C1—C2—H2 | 120.4 |
C6—C1—N | 118.9 (4) | C3—C2—H2 | 120.4 |
C4—C3—C2 | 119.8 (5) | Ni—Zn—N | 112.65 (18) |
C4—C3—H3 | 120.1 | Ni—Zn—Ii | 108.40 (11) |
C2—C3—H3 | 120.1 | N—Zn—Ii | 106.90 (12) |
C4—C5—C6 | 120.6 (5) | Ni—Zn—I | 106.90 (12) |
C4—C5—H5 | 119.7 | N—Zn—I | 108.40 (11) |
C6—C5—H5 | 119.7 | Ii—Zn—I | 113.71 (7) |
Symmetry code: (i) −x, y, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N—H0a···Iii | 0.90 | 2.97 | 3.804 (4) | 154 |
N—H0b···Iiii | 0.90 | 3.12 | 3.936 (5) | 152 |
N—H0b···Iiv | 0.90 | 3.32 | 3.769 (4) | 114 |
Symmetry codes: (ii) x, y−1, z; (iii) x, −y, z+1/2; (iv) −x, y−1, −z+1/2. |