Download citation
Download citation
link to html
The crystal structure of the title compound, C4H14N22+·2I-, exhibits ionic layers separated by hydro­carbon layers. The hydro­carbon layers stack in a herring-bone fashion and hydrogen bond to the iodide ions. The cation sits on a centre of inversion. The structure is compared with that of the related material butane-1,4-diammonium dichloride.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806014012/cv2037sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806014012/cv2037Isup2.hkl
Contains datablock I

CCDC reference: 608416

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.019
  • wR factor = 0.048
  • Data-to-parameter ratio = 24.5

checkCIF/PLATON results

No syntax errors found



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
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 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 0 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 0 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; 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, 2003).

Butane-1,4-diammonium diiodide top
Crystal data top
C4H14N22+·2IF(000) = 316
Mr = 343.97Dx = 2.211 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 857 reflections
a = 4.8983 (8) Åθ = 2.9–28.2°
b = 8.8210 (14) ŵ = 6.02 mm1
c = 11.981 (2) ÅT = 293 K
β = 93.711 (3)°Block, colourless
V = 516.61 (15) Å30.24 × 0.18 × 0.18 mm
Z = 2
Data collection top
Bruker SMART CCD area-detector
diffractometer
890 reflections with I > 2σ(I)
φ and ω scansRint = 0.054
Absorption correction: integration
(XPREP; Bruker, 1999)
θmax = 25.5°, θmin = 2.9°
Tmin = 0.262, Tmax = 0.455h = 55
4077 measured reflectionsk = 1010
954 independent reflectionsl = 1414
Refinement top
Refinement on F2H-atom parameters constrained
Least-squares matrix: full w = 1/[σ2(Fo2) + (0.0253P)2 + 0.1016P]
where P = (Fo2 + 2Fc2)/3
R[F2 > 2σ(F2)] = 0.019(Δ/σ)max = 0.001
wR(F2) = 0.048Δρmax = 0.60 e Å3
S = 1.05Δρmin = 0.59 e Å3
954 reflectionsExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
39 parametersExtinction coefficient: 0.096 (3)
0 restraints
Special details top

Experimental. Numerical integration absorption 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
N10.8959 (5)0.8113 (3)0.1149 (2)0.0461 (5)
H1A0.77450.84510.06230.069*
H1B0.9990.88810.14120.069*
H1C0.80850.77050.17040.069*
C11.0728 (6)0.6946 (3)0.0663 (2)0.0417 (6)
H1D1.21370.66350.12220.05*
H1E1.16210.73810.00390.05*
C20.9085 (6)0.5577 (3)0.0266 (2)0.0408 (6)
H2A0.76360.5890.02750.049*
H2B0.82470.51160.08950.049*
I10.59796 (4)0.60023 (2)0.335394 (13)0.04429 (15)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
N10.0579 (15)0.0353 (12)0.0459 (12)0.0046 (11)0.0096 (10)0.0031 (11)
C10.0454 (15)0.0394 (14)0.0405 (13)0.0011 (12)0.0036 (11)0.0049 (12)
C20.0426 (14)0.0388 (13)0.0413 (14)0.0016 (13)0.0059 (11)0.0009 (12)
I10.05078 (19)0.04570 (19)0.03656 (17)0.00203 (7)0.00415 (9)0.00546 (6)
Geometric parameters (Å, º) top
N1—C11.488 (3)C1—H1D0.97
N1—H1A0.89C1—H1E0.97
N1—H1B0.89C2—C2i1.524 (5)
N1—H1C0.89C2—H2A0.97
C1—C21.511 (4)C2—H2B0.97
C1—N1—H1A109.5N1—C1—H1E109.4
C1—N1—H1B109.5C2—C1—H1E109.4
H1A—N1—H1B109.5H1D—C1—H1E108
C1—N1—H1C109.5C1—C2—C2i110.5 (3)
H1A—N1—H1C109.5C1—C2—H2A109.6
H1B—N1—H1C109.5C2i—C2—H2A109.6
N1—C1—C2111.4 (2)C1—C2—H2B109.6
N1—C1—H1D109.4C2i—C2—H2B109.6
C2—C1—H1D109.4H2A—C2—H2B108.1
N1—C1—C2—C2i177.9 (3)
Symmetry code: (i) x+2, y+1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1A···I1ii0.892.843.650 (3)152
N1—H1B···I1iii0.892.723.578 (2)162
N1—H1C···I10.892.743.616 (3)170
Symmetry codes: (ii) x, y+3/2, z1/2; (iii) x+2, y+1/2, z+1/2.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds