The crystal structure of the title compound, C
3H
10N
+·I
−, originally determined by Sheldrick & Sheldrick [
Acta Cryst. (1970), B
26, 1334–1338], has been redetermined at 93 K. Both ions lie on a mirror plane. They form N—H
I hydrogen-bonded units in the crystal structure.
Supporting information
CCDC reference: 620677
Key indicators
- Single-crystal X-ray study
- T = 93 K
- Mean (N-C) = 0.002 Å
- R factor = 0.010
- wR factor = 0.024
- Data-to-parameter ratio = 14.4
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.90
| Author Response: ...
Data collection was not a complete sphere because of instrument
limitations; more than adequate redundant data was collected as
indicated by final R factors.
|
Alert level C
REFLT03_ALERT_3_C Reflection count < 95% complete
From the CIF: _diffrn_reflns_theta_max 27.94
From the CIF: _diffrn_reflns_theta_full 27.94
From the CIF: _reflns_number_total 735
TEST2: Reflns within _diffrn_reflns_theta_max
Count of symmetry unique reflns 813
Completeness (_total/calc) 90.41%
PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct... 5
1 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
0 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
2 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Siemens, 2001); cell refinement: SMART; data reduction: SAINT (Siemens, 2001) and SADABS (Sheldrick, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997).
trimethylammonium iodide
top
Crystal data top
C3H10N+·I− | F(000) = 176 |
Mr = 187.02 | Dx = 1.969 Mg m−3 |
Monoclinic, P21/m | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yb | Cell parameters from 1695 reflections |
a = 5.5309 (7) Å | θ = 2.5–28.0° |
b = 8.2737 (10) Å | µ = 4.94 mm−1 |
c = 7.1000 (9) Å | T = 93 K |
β = 103.801 (1)° | Block, colourless |
V = 315.52 (7) Å3 | 0.37 × 0.18 × 0.16 mm |
Z = 2 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 735 independent reflections |
Radiation source: fine-focus sealed tube | 730 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.011 |
Detector resolution: 8.192 pixels mm-1 | θmax = 27.9°, θmin = 3.0° |
φ and ω scans | h = −6→7 |
Absorption correction: multi-scan (Blessing, 1995) | k = −10→10 |
Tmin = 0.304, Tmax = 0.454 | l = −5→9 |
1741 measured reflections | |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.010 | All H-atom parameters refined |
wR(F2) = 0.024 | w = 1/[σ2(Fo2) + (0.0077P)2 + 0.1167P] where P = (Fo2 + 2Fc2)/3 |
S = 1.23 | (Δ/σ)max = 0.001 |
735 reflections | Δρmax = 0.34 e Å−3 |
51 parameters | Δρmin = −0.25 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.045 (2) |
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 | |
I1 | 0.03818 (2) | 0.2500 | 0.203342 (18) | 0.01281 (8) | |
N1 | 0.5629 (3) | 0.2500 | 0.7777 (3) | 0.0133 (3) | |
C1 | 0.7161 (4) | 0.2500 | 0.6300 (3) | 0.0183 (4) | |
C2 | 0.4065 (3) | 0.10057 (18) | 0.7625 (2) | 0.0163 (3) | |
H1 | 0.607 (5) | 0.2500 | 0.507 (4) | 0.015 (6)* | |
H2 | 0.815 (4) | 0.155 (2) | 0.647 (3) | 0.022 (5)* | |
H3 | 0.662 (6) | 0.2500 | 0.882 (5) | 0.022 (7)* | |
H4 | 0.298 (3) | 0.100 (2) | 0.639 (3) | 0.015 (4)* | |
H5 | 0.310 (3) | 0.105 (2) | 0.863 (3) | 0.016 (5)* | |
H6 | 0.521 (4) | 0.006 (3) | 0.779 (3) | 0.021 (5)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
I1 | 0.01116 (10) | 0.01505 (10) | 0.01131 (10) | 0.000 | 0.00088 (5) | 0.000 |
N1 | 0.0097 (8) | 0.0177 (9) | 0.0112 (9) | 0.000 | 0.0002 (7) | 0.000 |
C1 | 0.0143 (10) | 0.0242 (11) | 0.0180 (11) | 0.000 | 0.0069 (9) | 0.000 |
C2 | 0.0158 (7) | 0.0148 (7) | 0.0177 (7) | −0.0007 (6) | 0.0027 (6) | 0.0013 (6) |
Geometric parameters (Å, º) top
N1—C1 | 1.498 (3) | C1—H2 | 0.95 (2) |
N1—C2 | 1.4977 (18) | C2—H4 | 0.94 (2) |
N1—C2i | 1.4977 (18) | C2—H5 | 0.99 (2) |
N1—H3 | 0.81 (3) | C2—H6 | 1.00 (2) |
C1—H1 | 0.94 (3) | | |
| | | |
C1—N1—C2 | 111.26 (11) | H1—C1—H2 | 110.2 (15) |
C1—N1—C2i | 111.26 (11) | N1—C2—H4 | 107.6 (11) |
C2—N1—C2i | 111.27 (17) | N1—C2—H5 | 108.5 (11) |
C1—N1—H3 | 105 (2) | H4—C2—H5 | 110.0 (16) |
C2—N1—H3 | 108.7 (11) | N1—C2—H6 | 107.6 (12) |
C2i—N1—H3 | 108.7 (11) | H4—C2—H6 | 110.5 (16) |
N1—C1—H1 | 107.9 (17) | H5—C2—H6 | 112.3 (16) |
N1—C1—H2 | 108.4 (13) | | |
Symmetry code: (i) x, −y+1/2, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H3···I1ii | 0.81 (3) | 2.70 (3) | 3.500 (2) | 173 (3) |
Symmetry code: (ii) x+1, y, z+1. |