Guanidinium hydrogen selenate

Guanidinium hydrogen selenate, CH₇N₃O₄Se or [C(NH₂)₃]⁺·(HSeO₄)^-, is isotypic with its sulfate analogue. The atomic arrangement is characterized by hydrogen selenate tetra­hedra and trigonal guanidinium groups, which are connected to each other by a network of mostly weak hydrogen bonds. All atoms are located on general positions.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](e-O) = 0.004 Å
• R factor = 0.047
• wR factor = 0.117
• Data-to-parameter ratio = 17.2

checkCIF/PLATON results

No syntax errors found



Datablock: I


Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.98
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         Se
PLAT731_ALERT_1_C Bond    Calc     0.96(5), Rep     0.96(2) ......       2.50 su-Ra
              N1   -H11     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.96(5), Rep     0.96(2) ......       2.50 su-Ra
              N1   -H12     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.96(6), Rep     0.96(2) ......       3.00 su-Ra
              N2   -H22     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.94(5), Rep     0.94(2) ......       2.50 su-Ra
              N3   -H31     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.96(5), Rep     0.96(2) ......       2.50 su-Ra
              N1   -H11     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.96(5), Rep     0.96(2) ......       2.50 su-Ra
              N1   -H12     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.96(6), Rep     0.96(2) ......       3.00 su-Ra
              N2   -H22     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.94(5), Rep     0.94(2) ......       2.50 su-Ra
              N3   -H31     1.555   1.555

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  11 ALERT level C = Check and explain
   2 ALERT level G = General alerts; check

  11 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 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
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: COLLECT (Nonius, 2003); cell refinement: COLLECT; data reduction: COLLECT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Bergerhoff et al., 1996); software used to prepare material for publication: SHELXL97.

Guanidinium hydrogen selenate

Crystal data

CH7N3O4Se	F(000) = 400
Mr = 204.06	Dx = 2.139 Mg m^−3
Monoclinic, P21/n	Melting point: not determined K
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 8.359 (2) Å	Cell parameters from 2893 reflections
b = 5.111 (1) Å	θ = 3.0–29.0°
c = 14.845 (3) Å	µ = 5.88 mm^−1
β = 92.62 (3)°	T = 293 K
V = 633.6 (2) Å^3	Fragment, colourless
Z = 4	0.08 × 0.06 × 0.06 mm

Data collection

Nonius KappaCCD area-detector diffractometer	1919 independent reflections
Radiation source: fine-focus sealed tube	1637 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
Detector resolution: 0.1 pixels mm^-1	θmax = 30.5°, θmin = 2.8°
φ and ω scans	h = −11→11
Absorption correction: multi-scan (DENZO-SMN; Otwinowski & Minor, 1997)	k = −7→7
Tmin = 0.651, Tmax = 0.719	l = −21→21
3632 measured reflections

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.047	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.118	w = 1/[σ^2(Fo^2) + (0.0169P)^2 + 3.4623P] where P = (Fo^2 + 2Fc^2)/3
S = 1.18	(Δ/σ)max < 0.001
1904 reflections	Δρmax = 0.92 e Å^−3
111 parameters	Δρmin = −0.71 e Å^−3
6 restraints	Extinction correction: SHELXL97 (Sheldrick, 1997), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.046 (5)

Special details

Experimental. Single-crystal X-ray intensity data were collected at 293 K on a Nonius Kappa diffractometer with CCD-area detector, using 535 frames with phi- and omega-increments of 1 degree and a counting time of 40 s per frame. The crystal-to-detector-distance was 29 mm. The whole ewald sphere was measured. The reflection data were processed with the Nonius program suite DENZO-SMN and corrected for Lorentz, polarization, background and absorption effects (Otwinowski and Minor, 1997). The crystal structure was determined by Direct methods (SHELXS97, Sheldrick, 1997) and subsequent Fourier and difference Fourier syntheses, followed by full-matrix least-squares refinements on F² (SHELXL97, Sheldrick, 1997). All hydrogen atoms were refined freely. Using anisotropic treatment of the non-H atoms and unrestrained isotropic treatment of the H atoms, the refinement converged at an R-value of 0.048.

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
Se	0.22634 (5)	0.49903 (9)	0.87587 (3)	0.0310 (2)
O1	0.2805 (7)	0.4624 (9)	0.9797 (3)	0.0668 (14)
O2	0.0514 (5)	0.3925 (9)	0.8459 (4)	0.0678 (14)
O3	0.3594 (4)	0.3879 (7)	0.8091 (2)	0.0372 (7)
O4	0.2218 (4)	0.8324 (6)	0.8624 (2)	0.0338 (7)
H4	0.182 (9)	0.860 (16)	0.805 (5)	0.07 (2)*
C	0.7167 (5)	0.0582 (9)	0.8791 (3)	0.0310 (9)
N1	0.7109 (5)	0.2675 (9)	0.8251 (3)	0.0403 (9)
H11	0.606 (5)	0.336 (16)	0.811 (5)	0.09 (3)*
H12	0.810 (5)	0.359 (12)	0.819 (4)	0.058 (19)*
N2	0.5821 (6)	−0.0597 (10)	0.8995 (4)	0.0472 (11)
H21	0.479 (4)	−0.007 (13)	0.877 (5)	0.06 (2)*
H22	0.596 (10)	−0.207 (10)	0.939 (4)	0.08 (3)*
N3	0.8551 (5)	−0.0350 (9)	0.9090 (3)	0.0417 (10)
H31	0.951 (5)	0.056 (13)	0.902 (5)	0.07 (2)*
H32	0.846 (8)	−0.197 (7)	0.939 (4)	0.057 (19)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Se	0.0310 (3)	0.0249 (3)	0.0373 (3)	0.00136 (17)	0.00460 (17)	0.00409 (16)
O1	0.108 (4)	0.058 (3)	0.0345 (19)	0.024 (3)	0.001 (2)	0.0117 (18)
O2	0.0285 (19)	0.047 (2)	0.128 (5)	−0.0081 (18)	0.007 (2)	0.011 (3)
O3	0.0306 (16)	0.0383 (18)	0.0429 (18)	0.0069 (14)	0.0031 (13)	−0.0057 (14)
O4	0.0354 (17)	0.0239 (15)	0.0418 (18)	0.0017 (12)	−0.0002 (14)	0.0014 (13)
C	0.029 (2)	0.034 (2)	0.0302 (19)	−0.0020 (16)	−0.0008 (16)	−0.0020 (16)
N1	0.033 (2)	0.044 (2)	0.043 (2)	−0.0018 (19)	−0.0007 (17)	0.0107 (19)
N2	0.030 (2)	0.054 (3)	0.058 (3)	−0.006 (2)	0.0008 (19)	0.011 (2)
N3	0.0287 (19)	0.043 (2)	0.053 (3)	0.0001 (18)	0.0023 (18)	0.004 (2)

Geometric parameters (Å, º)

Se—O1	1.598 (4)	C—N1	1.336 (6)
Se—O2	1.604 (4)	N1—H11	0.96 (2)
Se—O3	1.625 (3)	N1—H12	0.96 (2)
Se—O4	1.716 (3)	N2—H21	0.95 (2)
O4—H4	0.91 (8)	N2—H22	0.96 (2)
C—N3	1.310 (6)	N3—H31	0.94 (2)
C—N2	1.324 (6)	N3—H32	0.94 (2)
O1—Se—O2	116.2 (3)	C—N1—H11	115 (5)
O1—Se—O3	112.1 (2)	C—N1—H12	116 (4)
O2—Se—O3	110.7 (2)	H11—N1—H12	126 (7)
O1—Se—O4	103.5 (2)	C—N2—H21	124 (4)
O2—Se—O4	106.8 (2)	C—N2—H22	115 (5)
O3—Se—O4	106.72 (18)	H21—N2—H22	121 (6)
Se—O4—H4	105 (5)	C—N3—H31	122 (5)
N3—C—N2	120.3 (5)	C—N3—H32	113 (4)
N3—C—N1	120.1 (4)	H31—N3—H32	125 (6)
N2—C—N1	119.6 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O3^i	0.91 (8)	1.72 (8)	2.620 (5)	169 (7)
N1—H11···O3	0.96 (2)	2.08 (3)	3.001 (6)	161 (7)
N1—H12···O2^ii	0.96 (2)	2.04 (4)	2.919 (6)	150 (6)
N2—H21···O4^iii	0.95 (2)	2.30 (5)	3.086 (6)	139 (5)
N2—H22···O1^iv	0.96 (2)	2.03 (4)	2.930 (6)	156 (7)
N3—H31···O2^ii	0.94 (2)	2.10 (5)	2.912 (6)	144 (6)
N3—H32···O1^iv	0.94 (2)	2.13 (4)	2.993 (7)	151 (6)

Symmetry codes: (i) −x+1/2, y+1/2, −z+3/2; (ii) x+1, y, z; (iii) x, y−1, z; (iv) −x+1, −y, −z+2.