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The title compound, (C6H10N2)[ZnI4]·2H2O, crystallizes as an organic–inorganic hybrid. The ionic layer consists of isolated ZnI4 tetra­hedra. The hydro­carbon layer has two symmetry-independant centrosymmetric p-phenyl­enediammonium cations that link to the ionic layer via hydrogen bonding. Two water molecules of hydration lie between the anion and the two cations.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806009093/bt2029sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806009093/bt2029Isup2.hkl
Contains datablock I

CCDC reference: 604985

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.008 Å
  • R factor = 0.027
  • wR factor = 0.071
  • Data-to-parameter ratio = 24.1

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT417_ALERT_2_B Short Inter D-H..H-D H1B .. H12 .. 1.88 Ang. PLAT417_ALERT_2_B Short Inter D-H..H-D H1C .. H11 .. 1.81 Ang. PLAT420_ALERT_2_B D-H Without Acceptor O1 - H11 ... ? PLAT420_ALERT_2_B D-H Without Acceptor O1 - H12 ... ?
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT420_ALERT_2_C D-H Without Acceptor N2 - H2A ... ? PLAT480_ALERT_4_C Long H...A H-Bond Reported H2A .. I3 .. 3.14 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H2A .. I3 .. 3.19 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H2C .. I4 .. 3.21 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H12 .. I4 .. 3.07 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H11 .. I3 .. 3.18 Ang. PLAT481_ALERT_4_C Long D...A H-Bond Reported O1 .. I3 .. 4.03 Ang. PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.17 Ratio
0 ALERT level A = In general: serious problem 4 ALERT level B = Potentially serious problem 10 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 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 7 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART-NT (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: XPREP (Bruker, 1999); 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) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2002).

p-Phenylenediammonium tetraiodozincate(II) dihydrate top
Crystal data top
(C6H10N2)[ZnI4]·2H2OZ = 2
Mr = 719.16F(000) = 644
Triclinic, P1Dx = 2.787 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71069 Å
a = 8.398 (5) ÅCell parameters from 927 reflections
b = 8.611 (5) Åθ = 2.6–28.2°
c = 12.540 (5) ŵ = 8.63 mm1
α = 92.821 (5)°T = 293 K
β = 103.344 (5)°Plate, colourless
γ = 102.407 (5)°0.35 × 0.20 × 0.08 mm
V = 857.1 (8) Å3
Data collection top
Bruker SMART CCD area-detector
diffractometer
2967 reflections with I > 2σ(I)
φ and ω scansRint = 0.034
Absorption correction: integration
(XPREP; Bruker, 1999)
θmax = 26°, θmin = 1.7°
Tmin = 0.152, Tmax = 0.545h = 910
5108 measured reflectionsk = 107
3352 independent reflectionsl = 1515
Refinement top
Refinement on F2H-atom parameters constrained
Least-squares matrix: full w = 1/[σ2(Fo2) + (0.0333P)2 + 1.4644P]
where P = (Fo2 + 2Fc2)/3
R[F2 > 2σ(F2)] = 0.028(Δ/σ)max < 0.001
wR(F2) = 0.071Δρmax = 1.01 e Å3
S = 1.08Δρmin = 0.65 e Å3
3352 reflectionsExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
139 parametersExtinction coefficient: 0.0036 (3)
2 restraints
Special details top

Experimental. Numerical integration absroption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 1999)

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C1'0.1066 (6)0.1451 (6)0.5283 (4)0.0363 (11)
C10.6584 (6)0.0788 (6)1.0000 (4)0.0375 (11)
C2'0.0573 (7)0.1270 (6)0.5353 (5)0.0442 (13)
H2'0.0940.21370.55950.053*
C20.5760 (7)0.1419 (7)1.0678 (5)0.0471 (13)
H20.62760.23661.1130.057*
C3'0.1663 (7)0.0210 (7)0.4941 (5)0.0435 (12)
H3'0.2780.03610.49080.052*
C30.5864 (7)0.0610 (6)0.9326 (5)0.0443 (13)
H30.64540.10130.88780.053*
N10.8301 (6)0.1622 (6)1.0000 (4)0.0480 (11)
H1A0.83680.26691.00130.072*
H1B0.85590.12750.93960.072*
H1C0.90190.14291.05930.072*
N20.2201 (6)0.3042 (5)0.5602 (4)0.0426 (10)
H2A0.16090.37860.54760.064*
H2B0.29670.31710.52090.064*
H2C0.27120.31350.63160.064*
Zn10.26937 (8)0.49774 (7)0.25256 (5)0.03962 (16)
I10.46803 (5)0.32644 (4)0.35242 (3)0.04260 (12)
I20.23975 (5)0.44197 (5)0.04017 (3)0.04666 (12)
I30.02339 (5)0.41033 (5)0.29980 (3)0.04676 (12)
I40.38434 (5)0.80474 (4)0.30372 (3)0.04486 (12)
O10.0187 (6)0.9959 (6)0.1569 (4)0.0681 (13)
H110.00941.0830.1870.082*
H120.09760.95410.18860.082*
O20.7494 (8)0.7684 (8)0.2082 (4)0.0936 (19)
H210.73820.69320.1590.112*
H220.66730.81370.19640.112*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C1'0.037 (3)0.036 (3)0.033 (2)0.000 (2)0.011 (2)0.000 (2)
C10.037 (3)0.034 (3)0.041 (3)0.007 (2)0.008 (2)0.012 (2)
C2'0.040 (3)0.036 (3)0.059 (3)0.005 (2)0.021 (3)0.002 (2)
C20.049 (3)0.037 (3)0.052 (3)0.001 (2)0.018 (3)0.002 (2)
C3'0.033 (3)0.045 (3)0.053 (3)0.004 (2)0.016 (2)0.004 (2)
C30.050 (3)0.036 (3)0.053 (3)0.009 (2)0.025 (3)0.001 (2)
N10.039 (3)0.044 (3)0.061 (3)0.005 (2)0.016 (2)0.010 (2)
N20.041 (2)0.033 (2)0.049 (3)0.0013 (19)0.013 (2)0.0008 (19)
Zn10.0408 (3)0.0376 (3)0.0407 (3)0.0062 (3)0.0128 (3)0.0053 (3)
I10.0467 (2)0.03722 (19)0.0458 (2)0.01165 (15)0.01293 (16)0.00718 (14)
I20.0562 (2)0.0495 (2)0.0383 (2)0.01547 (17)0.01656 (16)0.00482 (15)
I30.0385 (2)0.0532 (2)0.0490 (2)0.00593 (16)0.01617 (16)0.00456 (16)
I40.0492 (2)0.03392 (19)0.0504 (2)0.00781 (15)0.01211 (16)0.00406 (15)
O10.067 (3)0.083 (3)0.060 (3)0.031 (3)0.013 (2)0.013 (2)
O20.102 (4)0.125 (5)0.059 (3)0.027 (4)0.033 (3)0.011 (3)
Geometric parameters (Å, º) top
C1'—C3'1.363 (7)N1—H1A0.89
C1'—C2'1.376 (7)N1—H1B0.89
C1'—N21.468 (6)N1—H1C0.89
C1—C31.371 (7)N2—H2A0.89
C1—C21.373 (8)N2—H2B0.89
C1—N11.466 (7)N2—H2C0.89
C2'—C3'i1.377 (7)Zn1—I42.6043 (16)
C2'—H2'0.93Zn1—I12.6081 (12)
C2—C3ii1.390 (8)Zn1—I32.6236 (15)
C2—H20.93Zn1—I22.6274 (13)
C3'—C2'i1.377 (7)O1—H110.8502
C3'—H3'0.93O1—H120.8496
C3—C2ii1.390 (8)O2—H210.8461
C3—H30.93O2—H220.851
C3'—C1'—C2'122.4 (5)C1—N1—H1B109.5
C3'—C1'—N2119.6 (5)H1A—N1—H1B109.5
C2'—C1'—N2118.0 (5)C1—N1—H1C109.5
C3—C1—C2122.3 (5)H1A—N1—H1C109.5
C3—C1—N1118.5 (5)H1B—N1—H1C109.5
C2—C1—N1119.2 (5)C1'—N2—H2A109.5
C1'—C2'—C3'i119.1 (5)C1'—N2—H2B109.5
C1'—C2'—H2'120.4H2A—N2—H2B109.5
C3'i—C2'—H2'120.4C1'—N2—H2C109.5
C1—C2—C3ii118.6 (5)H2A—N2—H2C109.5
C1—C2—H2120.7H2B—N2—H2C109.5
C3ii—C2—H2120.7I4—Zn1—I1114.06 (4)
C1'—C3'—C2'i118.4 (5)I4—Zn1—I3109.25 (3)
C1'—C3'—H3'120.8I1—Zn1—I3108.64 (4)
C2'i—C3'—H3'120.8I4—Zn1—I2106.87 (3)
C1—C3—C2ii119.1 (5)I1—Zn1—I2107.10 (3)
C1—C3—H3120.4I3—Zn1—I2110.91 (3)
C2ii—C3—H3120.4H11—O1—H12118.3
C1—N1—H1A109.5H21—O2—H22112.8
C3'—C1'—C2'—C3'i0.6 (10)C2'—C1'—C3'—C2'i0.6 (10)
N2—C1'—C2'—C3'i180.0 (5)N2—C1'—C3'—C2'i180.0 (5)
C3—C1—C2—C3ii0.4 (10)C2—C1—C3—C2ii0.4 (10)
N1—C1—C2—C3ii179.6 (5)N1—C1—C3—C2ii179.6 (5)
Symmetry codes: (i) x, y, z+1; (ii) x+1, y, z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1A···I2iii0.892.763.620 (5)162
N1—H1B···O1iii0.892.162.995 (7)157
N1—H1C···O1iv0.892.052.871 (7)153
N2—H2A···I3v0.893.143.809 (5)133
N2—H2A···I30.893.193.701 (5)119
N2—H2B···I10.892.813.681 (5)166
N2—H2C···O2iii0.892.192.966 (7)145
N2—H2C···I4iii0.893.213.703 (5)117
O1—H12···I40.853.073.923 (5)180
O1—H11···I3vi0.853.184.034 (6)180
O2—H21···I2vii0.852.773.554 (5)156
O2—H22···I40.852.983.606 (6)132
Symmetry codes: (iii) x+1, y+1, z+1; (iv) x+1, y1, z+1; (v) x, y+1, z+1; (vi) x, y+1, z; (vii) x+1, y+1, z.
 

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