Trimethyl­ammonium perchlorate at 97 K

The crystal structure of the title compound, C₃H₁₀N⁺·ClO₄⁻, redetermined at 97 K, is isostructural with C₃H₁₀N⁺·BF₄⁻ [Gotoh, Ishikawa & Ishida (2005). Acta Cryst. E61, o4016–o4017]. Both the cation and the anion lie on a mirror plane and are connected by N—H...O and C—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 93 K
• Mean [sigma](l-O) = 0.002 Å
• R factor = 0.024
• wR factor = 0.062
• Data-to-parameter ratio = 13.7

checkCIF/PLATON results

No syntax errors found



Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.615     0.905
            Tmin(prime) and Tmax expected:      0.796     0.905
            RR(prime) =      0.773
            Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.77
PLAT480_ALERT_4_C Long H...A H-Bond Reported H4     ..  O3      ..       2.61 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 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

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Computing details

Data collection: PROCESS-AUTO (Rigaku/MSC and Rigaku Corporation, 2004); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2004); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: CrystalStructure.

Trimethylammonium perchlorate

Crystal data

C3H10N^+·ClO4^−	F(000) = 168.00
Mr = 159.57	Dx = 1.519 Mg m^−3
Monoclinic, P21/m	Mo Kα radiation, λ = 0.71075 Å
Hall symbol: -P 2yb	Cell parameters from 3847 reflections
a = 5.504 (4) Å	θ = 3.6–29.0°
b = 8.605 (6) Å	µ = 0.50 mm^−1
c = 7.580 (8) Å	T = 93 K
β = 103.67 (4)°	Prism, colorless
V = 348.8 (5) Å^3	0.45 × 0.35 × 0.20 mm
Z = 2

Data collection

Rigaku R-AXIS RAPID II diffractometer	941 reflections with I > 2σ(I)
Detector resolution: 10.00 pixels mm^-1	Rint = 0.018
ω scans	θmax = 29.0°, θmin = 3.6°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −7→7
Tmin = 0.615, Tmax = 0.905	k = −10→11
3864 measured reflections	l = −10→10
985 independent reflections

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	All H-atom parameters refined
R[F^2 > 2σ(F^2)] = 0.024	w = 1/[σ^2(Fo^2) + (0.0294P)^2 + 0.1361P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.062	(Δ/σ)max = 0.001
S = 1.13	Δρmax = 0.22 e Å^−3
985 reflections	Δρmin = −0.43 e Å^−3
72 parameters

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Cl1	0.51787 (6)	0.2500	0.29280 (4)	0.01217 (11)
O1	0.78696 (19)	0.2500	0.32837 (15)	0.0193 (2)
O2	0.4473 (2)	0.2500	0.46464 (16)	0.0321 (3)
O3	0.42010 (18)	0.11436 (11)	0.19055 (13)	0.0307 (2)
N1	0.9199 (2)	0.2500	0.74375 (15)	0.0121 (2)
C1	1.0694 (2)	0.10697 (13)	0.73561 (15)	0.0198 (2)
C2	0.8146 (3)	0.2500	0.9076 (2)	0.0176 (3)
H1	0.793 (4)	0.2500	0.646 (3)	0.021 (5)*
H2	1.203 (3)	0.105 (2)	0.845 (2)	0.029 (4)*
H3	1.130 (3)	0.113 (2)	0.633 (2)	0.030 (4)*
H4	0.967 (3)	0.020 (2)	0.732 (2)	0.025 (4)*
H5	0.713 (3)	0.154 (2)	0.9043 (19)	0.026 (4)*
H6	0.959 (4)	0.2500	1.021 (3)	0.030 (6)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cl1	0.01190 (16)	0.01346 (16)	0.01050 (15)	0.000	0.00137 (10)	0.000
O1	0.0108 (5)	0.0278 (6)	0.0187 (5)	0.000	0.0027 (4)	0.000
O2	0.0209 (6)	0.0637 (10)	0.0138 (5)	0.000	0.0083 (4)	0.000
O3	0.0277 (4)	0.0222 (4)	0.0374 (5)	−0.0062 (4)	−0.0018 (4)	−0.0129 (4)
N1	0.0127 (5)	0.0130 (5)	0.0100 (5)	0.000	0.0015 (4)	0.000
C1	0.0247 (5)	0.0150 (4)	0.0225 (5)	0.0051 (4)	0.0112 (4)	0.0007 (4)
C2	0.0193 (7)	0.0185 (7)	0.0178 (7)	0.000	0.0099 (5)	0.000

Geometric parameters (Å, º)

Cl1—O3	1.4337 (11)	N1—H1	0.89 (2)
Cl1—O3^i	1.4337 (11)	C1—H2	0.969 (17)
Cl1—O1	1.4414 (15)	C1—H3	0.919 (17)
Cl1—O2	1.4446 (17)	C1—H4	0.934 (16)
N1—C2	1.489 (2)	C2—H5	0.995 (16)
N1—C1^i	1.4898 (15)	C2—H6	1.02 (2)
N1—C1	1.4898 (14)
O1···N1	3.059 (4)	O2···H1	2.07 (2)
O2···N1	2.940 (3)	O2···H3^v	2.669 (17)
O1···H1	2.40 (2)	O2···H3^vi	2.669 (17)
O1···H3	2.868 (16)	O3···H2^vii	2.611 (15)
O1···H3^i	2.868 (16)	O3···H2^iii	2.864 (17)
O1···H4^ii	2.781 (17)	O3···H4^viii	2.610 (17)
O1···H4^iii	2.781 (17)	O3···H5^viii	2.477 (17)
O1···H6^iv	2.71 (2)	O3···H6^vii	2.81 (2)
O3—Cl1—O3^i	109.00 (10)	C1—N1—H1	107.4 (7)
O3—Cl1—O1	109.81 (5)	N1—C1—H2	107.1 (10)
O3^i—Cl1—O1	109.81 (5)	N1—C1—H3	107.8 (11)
O3—Cl1—O2	109.93 (6)	H2—C1—H3	112.0 (14)
O3^i—Cl1—O2	109.93 (6)	N1—C1—H4	109.1 (10)
O1—Cl1—O2	108.34 (8)	H2—C1—H4	109.7 (14)
C2—N1—C1^i	111.23 (8)	H3—C1—H4	111.1 (14)
C2—N1—C1	111.23 (8)	N1—C2—H5	107.8 (9)
C1^i—N1—C1	111.40 (13)	N1—C2—H6	108.8 (13)
C2—N1—H1	107.9 (14)	H5—C2—H6	109.9 (11)
C1^i—N1—H1	107.4 (7)

Symmetry codes: (i) x, −y+1/2, z; (ii) −x+2, y+1/2, −z+1; (iii) −x+2, −y, −z+1; (iv) x, y, z−1; (v) x−1, y, z; (vi) x−1, −y+1/2, z; (vii) x−1, y, z−1; (viii) −x+1, −y, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O1	0.89 (2)	2.40 (2)	3.059 (4)	131 (2)
N1—H1···O2	0.89 (2)	2.07 (2)	2.940 (3)	166 (2)
C1—H4···O3^viii	0.934 (16)	2.610 (17)	3.451 (4)	150.2 (13)
C2—H5···O3^viii	0.995 (17)	2.477 (17)	3.406 (4)	155.2 (13)

Symmetry code: (viii) −x+1, −y, −z+1.