Download citation
Download citation
link to html
In the course of a study on artificial sweeteners, new crystal structures of cyclamic acid, sodium cyclamate, potassium cyclamate, ammonium cyclamate, rubidium cyclamate and tetra-n-propylammonium cyclamate have been determined. Cyclamic acid exists in its zwitterionic form in the crystalline state. The zwitterions are connected through hydrogen bonds of the N—H...O type to form two-dimensional sheets. The sodium, potassium, ammonium and rubidium cyclamates are isostructural, with the cyclamate moieties linked through hydrogen bonds into linear chains. Taking into account the connectivity through cations, two-dimensional layers with a hydrophobic surface are constructed. In tetra(n-propyl)ammonium cyclamate the large, non-coordinating cation apparently prevents the formation of chains and thereby facilitates the centrosymmetric head-to-head discrete dimeric arrangement of the cyclamate moieties.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768107013961/bm5046sup1.cif
Contains datablocks I, II, III, IV, V, VI

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768107013961/bm5046Isup2.hkl
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768107013961/bm5046IIsup3.hkl
Contains datablock k311

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768107013961/bm5046IIIsup4.hkl
Contains datablock k353

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768107013961/bm5046IVsup5.hkl
Contains datablock k339

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768107013961/bm5046Vsup6.hkl
Contains datablock V

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768107013961/bm5046VIsup7.hkl
Contains datablock k340

CCDC references: 650627; 650628; 650629; 650630; 650631; 650632

Computing details top

For all compounds, data collection: COLLECT (Hooft, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS86 (Sheldrick, 1986); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1971), PLUTON (Spek, 1991), PLATON (Spek, 1998 and Farrugia, 2000), ORTEP-3 (Farrugia, 1999), Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997), PARST (Nardelli, 1983 and 1995), WinGX (Farrugia, 1999).

Figures top
[Figure 1]
[Figure 2]
[Figure 3]
[Figure 4]
(I) N-Cyclohexylsulfamic acid top
Crystal data top
C6H13NO3SF(000) = 384
Mr = 179.23Dx = 1.401 Mg m3
Monoclinic, P2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ycCell parameters from 2178 reflections
a = 8.1711 (10) Åθ = 1–28.7°
b = 10.9972 (12) ŵ = 0.34 mm1
c = 9.4601 (11) ÅT = 150 K
β = 91.575 (5)°Plate, colourless
V = 849.72 (17) Å30.24 × 0.24 × 0.07 mm
Z = 4
Data collection top
Nonius KappaCCD
diffractometer
2195 independent reflections
Radiation source: fine-focus sealed tube1955 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.033
Detector resolution: 0.055 pixels mm-1θmax = 28.7°, θmin = 1.9°
ω scans at κ=55°h = 1111
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
k = 1414
Tmin = 0.928, Tmax = 0.980l = 1212
10483 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.090H atoms treated by a mixture of independent and constrained refinement
S = 1.12 w = 1/[σ2(Fo2) + (0.0224P)2 + 0.7859P]
where P = (Fo2 + 2Fc2)/3
2195 reflections(Δ/σ)max < 0.001
108 parametersΔρmax = 0.47 e Å3
0 restraintsΔρmin = 0.41 e Å3
Crystal data top
C6H13NO3SV = 849.72 (17) Å3
Mr = 179.23Z = 4
Monoclinic, P2/cMo Kα radiation
a = 8.1711 (10) ŵ = 0.34 mm1
b = 10.9972 (12) ÅT = 150 K
c = 9.4601 (11) Å0.24 × 0.24 × 0.07 mm
β = 91.575 (5)°
Data collection top
Nonius KappaCCD
diffractometer
2195 independent reflections
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
1955 reflections with I > 2σ(I)
Tmin = 0.928, Tmax = 0.980Rint = 0.033
10483 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0340 restraints
wR(F2) = 0.090H atoms treated by a mixture of independent and constrained refinement
S = 1.12Δρmax = 0.47 e Å3
2195 reflectionsΔρmin = 0.41 e Å3
108 parameters
Special details top

Experimental. KappaCCD Nonius diffractometer. 214 frames in 7 sets of ω and ϕ scans at κ = 55°. Rotation/frame=2°. Crystal-detector distance=35.0 mm. Measuring time=100 s/frame. Mosaicity=0.407 (2)°.

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
xyzUiso*/Ueq
S0.24414 (4)0.07026 (4)0.04790 (4)0.01531 (12)
O10.21918 (15)0.16708 (11)0.05112 (13)0.0236 (3)
O20.40087 (13)0.06753 (12)0.12219 (12)0.0224 (3)
O30.10846 (13)0.04143 (11)0.13603 (12)0.0193 (3)
N0.25497 (16)0.05978 (12)0.06708 (14)0.0149 (3)
C10.21238 (18)0.18190 (14)0.00475 (17)0.0170 (3)
H1A0.09960.17660.03330.020*
C20.3294 (2)0.21897 (17)0.11543 (19)0.0247 (4)
H2A0.44220.22490.08050.030*
H2E0.32830.15710.19140.030*
C30.2756 (2)0.34187 (18)0.1732 (2)0.0294 (4)
H3A0.16590.33360.21420.035*
H3E0.35320.36780.24960.035*
C40.2693 (3)0.43840 (17)0.0578 (2)0.0352 (5)
H4A0.38080.45230.02280.042*
H4E0.22920.51590.09730.042*
C50.1559 (3)0.39843 (18)0.0648 (2)0.0360 (5)
H5A0.15740.46040.14070.043*
H5E0.04240.39190.03160.043*
C60.2101 (2)0.27523 (17)0.12392 (19)0.0281 (4)
H6A0.13320.24900.20070.034*
H6E0.32060.28250.16340.034*
H0.359 (3)0.0613 (18)0.098 (2)0.024 (5)*
H10.193 (3)0.0440 (19)0.135 (2)0.025 (5)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
S0.01325 (18)0.0214 (2)0.01125 (18)0.00033 (13)0.00071 (12)0.00195 (14)
O10.0315 (6)0.0214 (6)0.0179 (6)0.0006 (5)0.0009 (5)0.0014 (5)
O20.0130 (5)0.0359 (7)0.0183 (6)0.0016 (5)0.0008 (4)0.0073 (5)
O30.0135 (5)0.0301 (6)0.0145 (5)0.0000 (4)0.0030 (4)0.0030 (4)
N0.0127 (6)0.0218 (7)0.0100 (6)0.0001 (5)0.0003 (5)0.0002 (5)
C10.0153 (6)0.0194 (7)0.0164 (7)0.0005 (5)0.0011 (5)0.0009 (6)
C20.0231 (8)0.0294 (9)0.0213 (8)0.0025 (7)0.0049 (6)0.0057 (7)
C30.0303 (9)0.0308 (10)0.0270 (9)0.0007 (7)0.0047 (7)0.0107 (7)
C40.0432 (11)0.0228 (9)0.0399 (11)0.0063 (8)0.0057 (9)0.0066 (8)
C50.0573 (13)0.0221 (9)0.0283 (10)0.0052 (9)0.0016 (9)0.0027 (7)
C60.0415 (10)0.0239 (9)0.0187 (8)0.0008 (7)0.0001 (7)0.0019 (7)
Geometric parameters (Å, º) top
S—O11.4290 (12)C2—H2E0.9900
S—O31.4407 (11)C3—C41.523 (3)
S—O21.4441 (11)C3—H3A0.9900
S—N1.8003 (14)C3—H3E0.9900
N—C11.511 (2)C4—C51.529 (3)
N—H0.91 (2)C4—H4A0.9900
N—H10.83 (2)C4—H4E0.9900
C1—C21.521 (2)C5—C61.536 (3)
C1—C61.524 (2)C5—H5A0.9900
C1—H1A1.0000C5—H5E0.9900
C2—C31.527 (3)C6—H6A0.9900
C2—H2A0.9900C6—H6E0.9900
O1—S—O3116.43 (7)C4—C3—C2111.39 (16)
O1—S—O2116.30 (8)C4—C3—H3A109.4
O3—S—O2113.58 (7)C2—C3—H3A109.4
O1—S—N101.79 (7)C4—C3—H3E109.4
O3—S—N103.08 (7)C2—C3—H3E109.4
O2—S—N102.70 (7)H3A—C3—H3E108.0
C1—N—S117.03 (10)C3—C4—C5110.57 (16)
C1—N—H109.6 (13)C3—C4—H4A109.5
S—N—H105.6 (13)C5—C4—H4A109.5
C1—N—H1110.2 (15)C3—C4—H4E109.5
S—N—H1105.2 (15)C5—C4—H4E109.5
H—N—H1108.7 (19)H4A—C4—H4E108.1
N—C1—C2112.53 (13)C4—C5—C6110.83 (17)
N—C1—C6107.94 (13)C4—C5—H5A109.5
C2—C1—C6111.54 (14)C6—C5—H5A109.5
N—C1—H1A108.2C4—C5—H5E109.5
C2—C1—H1A108.2C6—C5—H5E109.5
C6—C1—H1A108.2H5A—C5—H5E108.1
C1—C2—C3108.90 (14)C1—C6—C5108.81 (15)
C1—C2—H2A109.9C1—C6—H6A109.9
C3—C2—H2A109.9C5—C6—H6A109.9
C1—C2—H2E109.9C1—C6—H6E109.9
C3—C2—H2E109.9C5—C6—H6E109.9
H2A—C2—H2E108.3H6A—C6—H6E108.3
O1—S—N—C1155.71 (11)C2—C1—C6—C559.6 (2)
O3—S—N—C134.70 (12)C4—C5—C6—C157.4 (2)
O2—S—N—C183.55 (11)H1A—C1—N—H176.6
S—N—C1—C263.07 (15)H1A—C1—N—H163.7
S—N—C1—C6173.41 (11)C2—C1—N—S63.07 (15)
N—C1—C2—C3179.10 (14)H—N—S—O182.0 (14)
C6—C1—C2—C359.41 (19)H—N—S—O238.7 (14)
C1—C2—C3—C457.3 (2)H—N—S—O3157.0 (14)
C2—C3—C4—C556.6 (2)H1—N—S—O132.9 (15)
C3—C4—C5—C656.5 (2)H1—N—S—O2153.7 (15)
N—C1—C6—C5176.30 (14)H1—N—S—O388.1 (15)
(II) Sodium N-cyclohexylsulfamate top
Crystal data top
Na+·C6H12NSO3F(000) = 848
Mr = 201.22Dx = 1.605 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 1114 reflections
a = 31.083 (6) Åθ = 1–27.9°
b = 6.2718 (14) ŵ = 0.40 mm1
c = 8.5682 (17) ÅT = 150 K
β = 94.481 (10)°Plate, colourless
V = 1665.3 (6) Å30.20 × 0.18 × 0.08 mm
Z = 8
Data collection top
Nonius KappaCCD
diffractometer
1923 independent reflections
Radiation source: fine-focus sealed tube1480 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.049
Detector resolution: 0.055 pixels mm-1θmax = 27.7°, θmin = 1.3°
ω scans at κ = 55°h = 4040
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
k = 88
Tmin = 0.928, Tmax = 0.961l = 1110
10594 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.053Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.130H atoms treated by a mixture of independent and constrained refinement
S = 1.07 w = 1/[σ2(Fo2) + (0.0356P)2 + 6.6274P]
where P = (Fo2 + 2Fc2)/3
1923 reflections(Δ/σ)max < 0.001
113 parametersΔρmax = 0.70 e Å3
0 restraintsΔρmin = 0.56 e Å3
Crystal data top
Na+·C6H12NSO3V = 1665.3 (6) Å3
Mr = 201.22Z = 8
Monoclinic, C2/cMo Kα radiation
a = 31.083 (6) ŵ = 0.40 mm1
b = 6.2718 (14) ÅT = 150 K
c = 8.5682 (17) Å0.20 × 0.18 × 0.08 mm
β = 94.481 (10)°
Data collection top
Nonius KappaCCD
diffractometer
1923 independent reflections
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
1480 reflections with I > 2σ(I)
Tmin = 0.928, Tmax = 0.961Rint = 0.049
10594 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0530 restraints
wR(F2) = 0.130H atoms treated by a mixture of independent and constrained refinement
S = 1.07Δρmax = 0.70 e Å3
1923 reflectionsΔρmin = 0.56 e Å3
113 parameters
Special details top

Experimental. KappaCCD Nonius diffractometer. 1152 frames in 5 sets of ω and ϕ scans at κ = 55°. Rotation/frame=0.3°. Crystal-detector distance=28.0 mm. Measuring time=30 s/frame. Mosaicity=0.542 (4)°.

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
xyzUiso*/Ueq
Na0.23231 (4)0.62743 (18)0.18626 (13)0.0207 (3)
S0.19481 (2)0.12150 (11)0.03258 (8)0.0166 (2)
O10.20935 (6)0.2810 (3)0.1485 (2)0.0206 (5)
O20.22509 (6)0.0589 (3)0.0390 (2)0.0216 (5)
O30.18643 (6)0.2011 (3)0.1255 (2)0.0203 (5)
N0.14785 (7)0.0461 (4)0.0890 (3)0.0182 (5)
C10.11847 (9)0.0859 (4)0.0149 (3)0.0180 (6)
H1A0.11590.01730.12060.022*
C20.13362 (9)0.3161 (5)0.0352 (4)0.0214 (6)
H2A0.16150.31600.08350.026*
H2E0.13810.38520.06870.026*
C30.10038 (10)0.4426 (5)0.1382 (4)0.0278 (7)
H3A0.11000.59280.14350.033*
H3E0.09870.38370.24570.033*
C40.05540 (10)0.4361 (5)0.0767 (4)0.0277 (7)
H4A0.03450.50990.15150.033*
H4E0.05600.51200.02470.033*
C50.04077 (9)0.2064 (5)0.0551 (4)0.0246 (7)
H5A0.01270.20600.00760.030*
H5E0.03660.13600.15860.030*
C60.07391 (9)0.0816 (5)0.0495 (4)0.0219 (6)
H6A0.07600.14370.15600.026*
H6E0.06420.06810.05740.026*
H0.1531 (11)0.020 (6)0.188 (4)0.029 (9)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Na0.0278 (6)0.0117 (6)0.0226 (6)0.0007 (4)0.0012 (5)0.0015 (5)
S0.0220 (4)0.0107 (3)0.0171 (4)0.0004 (3)0.0018 (2)0.0002 (3)
O10.0279 (11)0.0145 (10)0.0191 (10)0.0032 (8)0.0009 (8)0.0031 (8)
O20.0254 (10)0.0137 (10)0.0264 (11)0.0033 (8)0.0055 (8)0.0025 (9)
O30.0272 (11)0.0165 (10)0.0170 (10)0.0021 (8)0.0005 (8)0.0020 (9)
N0.0202 (12)0.0150 (12)0.0195 (13)0.0015 (10)0.0019 (9)0.0030 (10)
C10.0224 (14)0.0149 (13)0.0166 (14)0.0036 (11)0.0006 (10)0.0003 (12)
C20.0239 (15)0.0140 (13)0.0265 (16)0.0011 (11)0.0036 (12)0.0031 (12)
C30.0302 (16)0.0195 (16)0.0332 (18)0.0029 (13)0.0008 (13)0.0038 (14)
C40.0300 (16)0.0211 (16)0.0310 (17)0.0059 (13)0.0049 (13)0.0024 (14)
C50.0208 (15)0.0224 (16)0.0303 (17)0.0013 (12)0.0001 (12)0.0010 (14)
C60.0230 (15)0.0175 (15)0.0253 (16)0.0004 (11)0.0026 (12)0.0013 (12)
Geometric parameters (Å, º) top
Na—O12.302 (2)C1—H1A1.0000
Na—O1i2.412 (2)C2—C31.528 (4)
Na—O2ii2.462 (2)C2—H2A0.9900
Na—O2i2.859 (2)C2—H2E0.9900
Na—Si3.1756 (14)C3—C41.533 (5)
Na—Nai3.4712 (12)C3—H3A0.9900
S—O31.448 (2)C3—H3E0.9900
S—O11.457 (2)C4—C51.526 (5)
S—O21.470 (2)C4—H4A0.9900
S—N1.643 (2)C4—H4E0.9900
O2—Naii2.462 (2)C5—C61.528 (4)
N—C11.478 (4)C5—H5A0.9900
N—H0.95 (4)C5—H5E0.9900
C1—C61.531 (4)C6—H6A0.9900
C1—C21.532 (4)C6—H6E0.9900
O1—Na—O1i132.07 (8)C2—C1—H1A107.9
O1—Na—O2ii84.56 (8)C3—C2—C1110.8 (2)
O1i—Na—O2ii95.97 (8)C3—C2—H2A109.5
O1—Na—O2i81.27 (7)C1—C2—H2A109.5
O1i—Na—O2i53.24 (7)C3—C2—H2E109.5
O2ii—Na—O2i109.34 (7)C1—C2—H2E109.5
O1—Na—Si106.89 (6)H2A—C2—H2E108.1
O1i—Na—Si25.91 (5)C2—C3—C4112.4 (3)
O2ii—Na—Si101.37 (6)C2—C3—H3A109.1
O2i—Na—Si27.57 (4)C4—C3—H3A109.1
O1—Na—Nai169.76 (8)C2—C3—H3E109.1
O1i—Na—Nai41.35 (6)C4—C3—H3E109.1
O2ii—Na—Nai103.16 (7)H3A—C3—H3E107.9
O2i—Na—Nai89.73 (6)C5—C4—C3110.8 (3)
Si—Na—Nai65.30 (4)C5—C4—H4A109.5
O3—S—O1115.13 (12)C3—C4—H4A109.5
O3—S—O2111.62 (12)C5—C4—H4E109.5
O1—S—O2109.85 (12)C3—C4—H4E109.5
O3—S—N106.00 (12)H4A—C4—H4E108.1
O1—S—N103.44 (12)C4—C5—C6111.2 (3)
O2—S—N110.38 (12)C4—C5—H5A109.4
S—O1—Na145.12 (13)C6—C5—H5A109.4
S—O2—Naii119.12 (12)C4—C5—H5E109.4
C1—N—S120.35 (19)C6—C5—H5E109.4
C1—N—H111 (2)H5A—C5—H5E108.0
S—N—H107 (2)C5—C6—C1111.5 (2)
N—C1—C6107.8 (2)C5—C6—H6A109.3
N—C1—C2114.5 (2)C1—C6—H6A109.3
C6—C1—C2110.6 (2)C5—C6—H6E109.3
N—C1—H1A107.9C1—C6—H6E109.3
C6—C1—H1A107.9H6A—C6—H6E108.0
O3—S—N—C146.9 (2)C4—C5—C6—C156.4 (3)
O1—S—N—C1168.4 (2)N—C1—C6—C5177.5 (2)
O2—S—N—C174.2 (2)C2—C1—C6—C556.6 (3)
S—N—C1—C6165.7 (2)H1A—C1—N—H175.1
N—C1—C2—C3177.5 (2)C2—C1—N—S70.7 (3)
C6—C1—C2—C355.4 (3)H—N—S—O164 (2)
C1—C2—C3—C455.0 (4)H—N—S—O253 (2)
C2—C3—C4—C554.6 (4)H—N—S—O3174 (2)
C3—C4—C5—C654.7 (4)
Symmetry codes: (i) x+1/2, y+1/2, z+1/2; (ii) x+1/2, y+1/2, z.
(III) Potassium N-cyclohexylsulfamate top
Crystal data top
K+·C6H12NSO3F(000) = 912
Mr = 217.33Dx = 1.598 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 2252 reflections
a = 33.656 (8) Åθ = 1–27.5°
b = 6.274 (3) ŵ = 0.79 mm1
c = 8.572 (4) ÅT = 150 K
β = 93.35 (1)°Prism, colourless
V = 1807.0 (13) Å30.13 × 0.13 × 0.12 mm
Z = 8
Data collection top
Nonius KappaCCD
diffractometer
1953 independent reflections
Radiation source: fine-focus sealed tube1565 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.043
Detector resolution: 0.055 pixels mm-1θmax = 27.4°, θmin = 3.3°
ω scans at κ = 55°h = 4343
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
k = 88
Tmin = 0.905, Tmax = 0.911l = 1110
75861 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.037Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.090H atoms treated by a mixture of independent and constrained refinement
S = 1.07 w = 1/[σ2(Fo2) + (0.0303P)2 + 3.2501P]
where P = (Fo2 + 2Fc2)/3
1953 reflections(Δ/σ)max = 0.001
113 parametersΔρmax = 0.36 e Å3
0 restraintsΔρmin = 0.44 e Å3
Crystal data top
K+·C6H12NSO3V = 1807.0 (13) Å3
Mr = 217.33Z = 8
Monoclinic, C2/cMo Kα radiation
a = 33.656 (8) ŵ = 0.79 mm1
b = 6.274 (3) ÅT = 150 K
c = 8.572 (4) Å0.13 × 0.13 × 0.12 mm
β = 93.35 (1)°
Data collection top
Nonius KappaCCD
diffractometer
1953 independent reflections
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
1565 reflections with I > 2σ(I)
Tmin = 0.905, Tmax = 0.911Rint = 0.043
75861 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0370 restraints
wR(F2) = 0.090H atoms treated by a mixture of independent and constrained refinement
S = 1.07Δρmax = 0.36 e Å3
1953 reflectionsΔρmin = 0.44 e Å3
113 parameters
Special details top

Experimental. KappaCCD Nonius diffractometer. 569 frames in 6 sets of ω and ϕ scans at κ = 55°. Rotation/frame=0.7°. Crystal-detector distance=30.50 mm. Measuring time=126 s/frame. Mosaicity=0.748 (4)°.

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
xyzUiso*/Ueq
K0.718720 (14)0.56650 (8)0.89036 (6)0.02105 (15)
S0.691677 (15)0.07921 (9)0.77736 (6)0.01853 (16)
O10.73023 (5)0.0564 (3)0.86271 (19)0.0252 (4)
O20.67405 (5)0.1265 (3)0.73404 (18)0.0238 (4)
O30.69331 (5)0.2208 (3)0.64353 (18)0.0268 (4)
N0.66446 (5)0.2061 (3)0.9001 (2)0.0194 (4)
C10.62172 (6)0.2413 (4)0.8574 (3)0.0209 (5)
H1A0.61880.27590.74350.025*
C20.59561 (7)0.0477 (4)0.8878 (3)0.0257 (5)
H2A0.59930.00580.99900.031*
H2E0.60380.07370.82330.031*
C30.55151 (7)0.0982 (4)0.8481 (3)0.0300 (6)
H3A0.54740.12720.73480.036*
H3E0.53510.02710.87280.036*
C40.53800 (7)0.2907 (4)0.9398 (3)0.0303 (6)
H4A0.51000.32510.90700.036*
H4E0.53920.25601.05270.036*
C50.56428 (7)0.4834 (4)0.9124 (3)0.0317 (6)
H5A0.55620.60270.97930.038*
H5E0.56030.52910.80210.038*
C60.60829 (7)0.4348 (4)0.9488 (3)0.0269 (5)
H6A0.61290.40751.06210.032*
H6E0.62440.56030.92200.032*
H0.6679 (7)0.161 (4)0.980 (3)0.009 (6)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
K0.0235 (3)0.0204 (3)0.0192 (3)0.00059 (19)0.00129 (18)0.0020 (2)
S0.0208 (3)0.0201 (3)0.0148 (3)0.0004 (2)0.0012 (2)0.0007 (2)
O10.0201 (8)0.0350 (11)0.0202 (8)0.0020 (7)0.0002 (6)0.0015 (7)
O20.0294 (8)0.0215 (9)0.0206 (8)0.0019 (7)0.0014 (7)0.0030 (7)
O30.0336 (9)0.0277 (10)0.0196 (8)0.0003 (8)0.0066 (7)0.0064 (7)
N0.0239 (10)0.0221 (11)0.0120 (9)0.0017 (8)0.0004 (7)0.0006 (8)
C10.0212 (10)0.0225 (13)0.0192 (11)0.0012 (9)0.0011 (8)0.0008 (10)
C20.0247 (11)0.0202 (13)0.0323 (13)0.0000 (10)0.0034 (10)0.0019 (11)
C30.0235 (11)0.0279 (15)0.0387 (15)0.0020 (10)0.0023 (10)0.0030 (12)
C40.0215 (11)0.0309 (14)0.0390 (14)0.0020 (10)0.0057 (10)0.0017 (12)
C50.0272 (12)0.0284 (14)0.0402 (15)0.0064 (11)0.0077 (11)0.0021 (12)
C60.0264 (12)0.0226 (13)0.0323 (13)0.0018 (10)0.0057 (10)0.0061 (11)
Geometric parameters (Å, º) top
K—N2.911 (2)C2—H2A0.9900
K—O33.115 (2)C2—H2E0.9900
K—O13.234 (2)C3—C41.525 (4)
K—S3.3182 (16)C3—H3A0.9900
S—O31.4544 (18)C3—H3E0.9900
S—O11.4588 (16)C4—C51.524 (4)
S—O21.4592 (18)C4—H4A0.9900
S—N1.641 (2)C4—H4E0.9900
N—C11.480 (3)C5—C61.526 (3)
N—H0.75 (3)C5—H5A0.9900
C1—C61.527 (3)C5—H5E0.9900
C1—C21.530 (3)C6—H6A0.9900
C1—H1A1.0000C6—H6E0.9900
C2—C31.536 (3)
N—K—O347.99 (5)C1—C2—H2A109.5
N—K—O146.48 (5)C3—C2—H2A109.5
O3—K—O144.80 (5)C1—C2—H2E109.5
N—K—S29.63 (4)C3—C2—H2E109.5
O3—K—S25.89 (3)H2A—C2—H2E108.1
O1—K—S25.69 (3)C4—C3—C2111.3 (2)
O3—S—O1112.46 (10)C4—C3—H3A109.4
O3—S—O2111.89 (10)C2—C3—H3A109.4
O1—S—O2112.16 (10)C4—C3—H3E109.4
O3—S—N104.94 (11)C2—C3—H3E109.4
O1—S—N103.85 (10)H3A—C3—H3E108.0
O2—S—N110.99 (10)C5—C4—C3110.8 (2)
O3—S—K69.22 (8)C5—C4—H4A109.5
O1—S—K73.94 (7)C3—C4—H4A109.5
O2—S—K171.72 (7)C5—C4—H4E109.5
N—S—K61.30 (8)C3—C4—H4E109.5
C1—N—S119.01 (16)H4A—C4—H4E108.1
C1—N—K118.63 (15)C4—C5—C6112.0 (2)
S—N—K89.07 (8)C4—C5—H5A109.2
C1—N—H112.4 (18)C6—C5—H5A109.2
S—N—H110.1 (18)C4—C5—H5E109.2
K—N—H104.9 (19)C6—C5—H5E109.2
N—C1—C6107.73 (18)H5A—C5—H5E107.9
N—C1—C2113.5 (2)C5—C6—C1111.5 (2)
C6—C1—C2110.72 (19)C5—C6—H6A109.3
N—C1—H1A108.2C1—C6—H6A109.3
C6—C1—H1A108.2C5—C6—H6E109.3
C2—C1—H1A108.2C1—C6—H6E109.3
C1—C2—C3110.8 (2)H6A—C6—H6E108.0
O3—S—N—C167.0 (2)C3—C4—C5—C654.6 (3)
O1—S—N—C1174.77 (17)C4—C5—C6—C154.8 (3)
O2—S—N—C154.1 (2)N—C1—C6—C5179.9 (2)
S—N—C1—C6155.78 (17)C2—C1—C6—C555.2 (3)
K—N—C1—C649.4 (2)H1A—C1—N—H169.8
S—N—C1—C281.3 (2)C2—C1—N—S81.3 (2)
N—C1—C2—C3177.42 (19)H—N—S—O143 (2)
C6—C1—C2—C356.1 (3)H—N—S—O278 (2)
C1—C2—C3—C456.7 (3)H—N—S—O3161 (2)
C2—C3—C4—C555.5 (3)
(IV) Ammonium N-cyclohexylsulfamate top
Crystal data top
NH4+·C6H12NSO3F(000) = 848
Mr = 196.27Dx = 1.371 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 3373 reflections
a = 33.6671 (19) Åθ = 1–26.4°
b = 6.4571 (12) ŵ = 0.32 mm1
c = 8.7572 (15) ÅT = 150 K
β = 92.961 (2)°Plate, colourless
V = 1901.1 (5) Å30.29 × 0.24 × 0.10 mm
Z = 8
Data collection top
Nonius KappaCCD
diffractometer
1936 independent reflections
Radiation source: fine-focus sealed tube1650 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.045
Detector resolution: 0.055 pixels mm-1θmax = 26.4°, θmin = 3.6°
ω scans at κ = 55°h = 041
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
k = 08
Tmin = 0.905, Tmax = 0.975l = 1010
24925 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.042Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.091H atoms treated by a mixture of independent and constrained refinement
S = 1.20 w = 1/[σ2(Fo2) + (0.0148P)2 + 3.707P]
where P = (Fo2 + 2Fc2)/3
1936 reflections(Δ/σ)max < 0.001
126 parametersΔρmax = 0.19 e Å3
4 restraintsΔρmin = 0.35 e Å3
Crystal data top
NH4+·C6H12NSO3V = 1901.1 (5) Å3
Mr = 196.27Z = 8
Monoclinic, C2/cMo Kα radiation
a = 33.6671 (19) ŵ = 0.32 mm1
b = 6.4571 (12) ÅT = 150 K
c = 8.7572 (15) Å0.29 × 0.24 × 0.10 mm
β = 92.961 (2)°
Data collection top
Nonius KappaCCD
diffractometer
1936 independent reflections
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
1650 reflections with I > 2σ(I)
Tmin = 0.905, Tmax = 0.975Rint = 0.045
24925 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0424 restraints
wR(F2) = 0.091H atoms treated by a mixture of independent and constrained refinement
S = 1.20Δρmax = 0.19 e Å3
1936 reflectionsΔρmin = 0.35 e Å3
126 parameters
Special details top

Experimental. KappaCCD Nonius diffractometer. 261 frames in 5 sets of ω and ϕ scans at κ = 55°. Rotation/frame=1.4°. Crystal-detector distance=30.00 mm. Measuring time=280 s/frame. Mosaicity=0.974 (3)°.

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
xyzUiso*/Ueq
N10.21782 (6)1.0435 (3)0.9118 (2)0.0239 (4)
S0.187535 (15)0.55625 (8)0.76335 (6)0.01930 (16)
O10.22766 (4)0.5492 (3)0.83511 (17)0.0262 (4)
O20.17078 (5)0.3513 (2)0.73872 (18)0.0285 (4)
O30.18506 (5)0.6804 (3)0.62562 (17)0.0296 (4)
N0.16239 (5)0.6885 (3)0.8884 (2)0.0184 (4)
C10.11965 (6)0.7285 (3)0.8514 (2)0.0205 (5)
H1A0.11610.75700.73930.025*
C20.09313 (6)0.5458 (4)0.8893 (3)0.0268 (5)
H2A0.09750.50990.99880.032*
H2E0.10040.42390.82820.032*
C30.04923 (7)0.5976 (4)0.8554 (3)0.0337 (6)
H3A0.04440.61910.74410.040*
H3E0.03270.47950.88610.040*
C40.03710 (7)0.7912 (4)0.9404 (3)0.0335 (6)
H4E0.00910.82600.91060.040*
H4A0.03890.76431.05180.040*
C50.06374 (7)0.9731 (4)0.9043 (3)0.0342 (6)
H5E0.05641.09420.96620.041*
H5A0.05941.01050.79500.041*
C60.10785 (7)0.9225 (4)0.9376 (3)0.0293 (5)
H6E0.12431.04080.90650.035*
H6A0.11290.90071.04880.035*
H110.2050 (9)1.142 (5)0.934 (4)0.053 (4)*
H120.2361 (9)1.010 (5)0.992 (3)0.053 (4)*
H130.2001 (9)0.932 (5)0.907 (3)0.053 (4)*
H140.2309 (9)1.051 (5)0.828 (3)0.053 (4)*
H0.1664 (7)0.633 (4)0.974 (3)0.027 (7)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
N10.0211 (10)0.0217 (10)0.0291 (10)0.0009 (8)0.0036 (8)0.0026 (9)
S0.0182 (3)0.0231 (3)0.0165 (3)0.0015 (2)0.00085 (19)0.0002 (2)
O10.0154 (8)0.0406 (10)0.0226 (8)0.0047 (7)0.0000 (6)0.0034 (7)
O20.0305 (9)0.0219 (8)0.0330 (9)0.0005 (7)0.0015 (7)0.0050 (7)
O30.0350 (9)0.0366 (10)0.0177 (7)0.0043 (8)0.0057 (7)0.0074 (7)
N0.0167 (9)0.0226 (10)0.0157 (9)0.0017 (7)0.0005 (7)0.0009 (8)
C10.0168 (11)0.0227 (11)0.0217 (10)0.0018 (9)0.0014 (8)0.0015 (9)
C20.0191 (11)0.0220 (12)0.0392 (13)0.0004 (9)0.0000 (9)0.0007 (11)
C30.0174 (12)0.0323 (14)0.0516 (15)0.0022 (10)0.0037 (11)0.0044 (12)
C40.0209 (12)0.0366 (14)0.0434 (14)0.0018 (10)0.0050 (11)0.0021 (12)
C50.0259 (13)0.0277 (13)0.0494 (15)0.0079 (10)0.0064 (11)0.0021 (12)
C60.0225 (12)0.0238 (12)0.0420 (14)0.0014 (10)0.0057 (10)0.0038 (11)
Geometric parameters (Å, º) top
N1—H110.80 (3)C2—H2A0.9900
N1—H120.93 (3)C2—H2E0.9900
N1—H130.93 (3)C3—C41.522 (3)
N1—H140.88 (3)C3—H3A0.9900
S—O31.4472 (16)C3—H3E0.9900
S—O21.4504 (17)C4—C51.521 (4)
S—O11.4610 (15)C4—H4E0.9900
S—N1.6559 (18)C4—H4A0.9900
N—C11.481 (3)C5—C61.534 (3)
N—H0.83 (3)C5—H5E0.9900
C1—C61.525 (3)C5—H5A0.9900
C1—C21.526 (3)C6—H6E0.9900
C1—H1A1.0000C6—H6A0.9900
C2—C31.530 (3)
H11—N1—H12110 (3)H2A—C2—H2E108.0
H11—N1—H13106 (3)C4—C3—C2111.4 (2)
H12—N1—H13104 (3)C4—C3—H3A109.3
H11—N1—H14118 (3)C2—C3—H3A109.3
H12—N1—H14107 (3)C4—C3—H3E109.3
H13—N1—H14111 (3)C2—C3—H3E109.3
O3—S—O2112.12 (10)H3A—C3—H3E108.0
O3—S—O1112.82 (10)C5—C4—C3110.9 (2)
O2—S—O1112.30 (10)C5—C4—H4E109.5
O3—S—N104.84 (10)C3—C4—H4E109.5
O2—S—N111.14 (9)C5—C4—H4A109.5
O1—S—N102.98 (9)C3—C4—H4A109.5
C1—N—S117.99 (14)H4E—C4—H4A108.0
C1—N—H112.5 (17)C4—C5—C6111.8 (2)
S—N—H107.8 (17)C4—C5—H5E109.3
N—C1—C6108.06 (17)C6—C5—H5E109.3
N—C1—C2112.95 (18)C4—C5—H5A109.3
C6—C1—C2110.90 (18)C6—C5—H5A109.3
N—C1—H1A108.3H5E—C5—H5A107.9
C6—C1—H1A108.3C1—C6—C5110.81 (19)
C2—C1—H1A108.3C1—C6—H6E109.5
C1—C2—C3111.04 (19)C5—C6—H6E109.5
C1—C2—H2A109.4C1—C6—H6A109.5
C3—C2—H2A109.4C5—C6—H6A109.5
C1—C2—H2E109.4H6E—C6—H6A108.1
C3—C2—H2E109.4
O3—S—N—C161.09 (18)C3—C4—C5—C655.1 (3)
O2—S—N—C160.26 (18)N—C1—C6—C5179.99 (19)
O1—S—N—C1179.30 (16)C2—C1—C6—C555.7 (3)
S—N—C1—C6154.92 (16)C4—C5—C6—C155.5 (3)
S—N—C1—C282.0 (2)C2—C1—N—S82.0 (2)
N—C1—C2—C3177.65 (19)H1A—C1—N—H164.4
C6—C1—C2—C356.2 (3)H—N—S—O152.0 (18)
C1—C2—C3—C456.0 (3)H—N—S—O268.5 (18)
C2—C3—C4—C555.3 (3)H—N—S—O3170.2 (18)
(V) Rubidium N-cyclohexylsulfamate top
Crystal data top
Rb+·C6H12NSO3F(000) = 1056
Mr = 263.70Dx = 1.813 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 2587 reflections
a = 34.039 (5) Åθ = 1–29.1°
b = 6.451 (2) ŵ = 5.31 mm1
c = 8.811 (2) ÅT = 293 K
β = 92.67 (1)°Plate, colourless
V = 1932.7 (8) Å30.12 × 0.11 × 0.09 mm
Z = 8
Data collection top
Nonius KappaCCD
diffractometer
2549 independent reflections
Radiation source: fine-focus sealed tube2327 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.039
Detector resolution: 0.055 pixels mm-1θmax = 29.1°, θmin = 3.6°
ω scansh = 4546
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
k = 88
Tmin = 0.536, Tmax = 0.625l = 1212
10240 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.024Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.060H atoms treated by a mixture of independent and constrained refinement
S = 1.10 w = 1/[σ2(Fo2) + (0.0179P)2 + 2.7361P]
where P = (Fo2 + 2Fc2)/3
2549 reflections(Δ/σ)max = 0.005
113 parametersΔρmax = 0.28 e Å3
0 restraintsΔρmin = 0.48 e Å3
Crystal data top
Rb+·C6H12NSO3V = 1932.7 (8) Å3
Mr = 263.70Z = 8
Monoclinic, C2/cMo Kα radiation
a = 34.039 (5) ŵ = 5.31 mm1
b = 6.451 (2) ÅT = 293 K
c = 8.811 (2) Å0.12 × 0.11 × 0.09 mm
β = 92.67 (1)°
Data collection top
Nonius KappaCCD
diffractometer
2549 independent reflections
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
2327 reflections with I > 2σ(I)
Tmin = 0.536, Tmax = 0.625Rint = 0.039
10240 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0240 restraints
wR(F2) = 0.060H atoms treated by a mixture of independent and constrained refinement
S = 1.10Δρmax = 0.28 e Å3
2549 reflectionsΔρmin = 0.48 e Å3
113 parameters
Special details top

Experimental. KappaCCD Nonius diffractometer. 198 frames in 3 sets of ω and ϕ scans. Rotation/frame=1.9°. Crystal-detector distance=35.00 mm. Measuring time=190 s/frame. Mosaicity=0.519 (2)°.

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
xyzUiso*/Ueq
Rb0.717743 (5)0.56222 (3)0.89219 (2)0.02915 (7)
S0.688699 (13)0.07618 (7)0.77764 (5)0.02413 (10)
O10.72639 (4)0.0498 (2)0.86037 (17)0.0360 (3)
O20.67141 (4)0.1206 (2)0.73019 (17)0.0349 (3)
O30.69081 (5)0.2204 (2)0.65171 (16)0.0391 (3)
N0.66161 (4)0.1939 (3)0.90040 (18)0.0260 (3)
C10.61966 (5)0.2295 (3)0.8595 (2)0.0287 (4)
H1A0.61700.25590.74990.034*
C20.59374 (6)0.0469 (3)0.8958 (3)0.0442 (5)
H2A0.59750.01281.00270.053*
H2E0.60150.07260.83740.053*
C30.54993 (7)0.0935 (4)0.8591 (4)0.0576 (7)
H3A0.54560.11250.75040.069*
H3E0.53420.02340.88940.069*
C40.53709 (7)0.2868 (5)0.9410 (4)0.0575 (7)
H4E0.51010.31870.90990.069*
H4A0.53820.26131.04960.069*
C50.56287 (8)0.4693 (4)0.9070 (4)0.0619 (8)
H5E0.55510.58720.96710.074*
H5A0.55900.50600.80060.074*
C60.60674 (7)0.4229 (4)0.9421 (4)0.0491 (6)
H6E0.62240.54010.91150.059*
H6A0.61130.40381.05070.059*
H0.6649 (6)0.139 (4)0.981 (3)0.027 (6)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Rb0.02909 (10)0.02796 (10)0.03049 (11)0.00103 (7)0.00233 (7)0.00517 (7)
S0.0236 (2)0.0270 (2)0.0220 (2)0.00056 (16)0.00342 (15)0.00118 (16)
O10.0230 (6)0.0496 (9)0.0353 (8)0.0031 (6)0.0006 (5)0.0009 (6)
O20.0386 (8)0.0310 (7)0.0351 (8)0.0024 (6)0.0007 (6)0.0059 (6)
O30.0478 (9)0.0417 (8)0.0287 (7)0.0026 (7)0.0119 (6)0.0100 (6)
N0.0248 (7)0.0320 (8)0.0213 (7)0.0017 (6)0.0037 (6)0.0009 (6)
C10.0240 (8)0.0316 (9)0.0307 (9)0.0033 (7)0.0028 (7)0.0022 (8)
C20.0285 (10)0.0343 (11)0.0701 (17)0.0015 (8)0.0063 (10)0.0006 (11)
C30.0274 (11)0.0535 (15)0.092 (2)0.0019 (10)0.0033 (12)0.0079 (14)
C40.0284 (11)0.0649 (17)0.0801 (19)0.0048 (11)0.0125 (11)0.0066 (15)
C50.0409 (13)0.0456 (14)0.100 (2)0.0169 (11)0.0165 (14)0.0011 (15)
C60.0359 (11)0.0341 (11)0.0784 (19)0.0033 (9)0.0137 (12)0.0111 (11)
Geometric parameters (Å, º) top
Rb—N3.0523 (17)C2—H2A0.9700
Rb—O33.1642 (17)C2—H2E0.9700
Rb—O13.3320 (19)C3—C41.515 (4)
Rb—S3.4255 (10)C3—H3A0.9700
S—O31.4523 (15)C3—H3E0.9700
S—O21.4526 (16)C4—C51.507 (4)
S—O11.4558 (14)C4—H4E0.9700
S—N1.6401 (16)C4—H4A0.9700
N—C11.474 (2)C5—C61.540 (4)
N—H0.80 (2)C5—H5E0.9700
C1—C21.515 (3)C5—H5A0.9700
C1—C61.520 (3)C6—H6E0.9700
C1—H1A0.9800C6—H6A0.9700
C2—C31.541 (3)
N—Rb—O144.55 (4)C3—C2—H2A109.3
O3—Rb—O143.63 (4)C1—C2—H2E109.3
N—Rb—S28.59 (3)C3—C2—H2E109.3
O3—Rb—S25.06 (3)H2A—C2—H2E107.9
O1—Rb—S24.83 (3)C4—C3—C2111.0 (2)
O3—S—O2111.95 (9)C4—C3—H3A109.4
O3—S—O1112.57 (9)C2—C3—H3A109.4
O2—S—O1112.18 (9)C4—C3—H3E109.4
O3—S—N104.87 (9)C2—C3—H3E109.4
O2—S—N111.20 (9)H3A—C3—H3E108.0
O1—S—N103.50 (9)C5—C4—C3111.4 (2)
O3—S—Rb67.35 (7)C5—C4—H4E109.4
O2—S—Rb172.88 (6)C3—C4—H4E109.4
O1—S—Rb73.99 (7)C5—C4—H4A109.4
N—S—Rb62.96 (6)C3—C4—H4A109.4
C1—N—S118.61 (13)H4E—C4—H4A108.0
C1—N—Rb118.22 (12)C4—C5—C6112.1 (2)
S—N—Rb88.44 (6)C4—C5—H5E109.2
C1—N—H112.5 (16)C6—C5—H5E109.2
S—N—H108.8 (17)C4—C5—H5A109.2
Rb—N—H107.6 (17)C6—C5—H5A109.2
N—C1—C2113.19 (16)H5E—C5—H5A107.9
N—C1—C6108.04 (17)C1—C6—C5111.3 (2)
C2—C1—C6110.66 (18)C1—C6—H6E109.4
N—C1—H1A108.3C5—C6—H6E109.4
C2—C1—H1A108.3C1—C6—H6A109.4
C6—C1—H1A108.3C5—C6—H6A109.4
C1—C2—C3111.8 (2)H6E—C6—H6A108.0
C1—C2—H2A109.3
O3—S—N—C167.25 (16)C3—C4—C5—C654.6 (4)
O2—S—N—C153.93 (17)N—C1—C6—C5179.2 (2)
O1—S—N—C1174.57 (14)C2—C1—C6—C554.7 (3)
S—N—C1—C285.8 (2)C4—C5—C6—C154.7 (4)
S—N—C1—C6151.26 (16)H1A—C1—N—H162.8
N—C1—C2—C3177.1 (2)C2—C1—N—S85.8 (2)
C6—C1—C2—C355.7 (3)H—N—S—O144.2 (18)
C1—C2—C3—C455.7 (3)H—N—S—O276.4 (18)
C2—C3—C4—C554.6 (4)H—N—S—O3162.4 (18)
(VI) Tetra-n-propylammonium N-cyclohexylsulfamate top
Crystal data top
C12H28N+·C6H12NSO3F(000) = 808
Mr = 364.58Dx = 1.135 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 5154 reflections
a = 10.9510 (11) Åθ = 1–27.9°
b = 13.5112 (12) ŵ = 0.17 mm1
c = 14.6202 (15) ÅT = 150 K
β = 99.425 (5)°Prism, colourless
V = 2134.0 (4) Å30.16 × 0.14 × 0.12 mm
Z = 4
Data collection top
Nonius KappaCCD
diffractometer
5074 independent reflections
Radiation source: fine-focus sealed tube3955 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.044
Detector resolution: 0.055 pixels mm-1θmax = 27.9°, θmin = 2.5°
ω scans at κ = 55°h = 1414
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
k = 1517
Tmin = 0.961, Tmax = 0.984l = 1919
25465 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.041Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.131H atoms treated by a mixture of independent and constrained refinement
S = 1.06 w = 1/[σ2(Fo2) + (0.0713P)2 + 0.5733P]
where P = (Fo2 + 2Fc2)/3
5074 reflections(Δ/σ)max = 0.001
225 parametersΔρmax = 0.24 e Å3
0 restraintsΔρmin = 0.36 e Å3
Crystal data top
C12H28N+·C6H12NSO3V = 2134.0 (4) Å3
Mr = 364.58Z = 4
Monoclinic, P21/nMo Kα radiation
a = 10.9510 (11) ŵ = 0.17 mm1
b = 13.5112 (12) ÅT = 150 K
c = 14.6202 (15) Å0.16 × 0.14 × 0.12 mm
β = 99.425 (5)°
Data collection top
Nonius KappaCCD
diffractometer
5074 independent reflections
Absorption correction: multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
3955 reflections with I > 2σ(I)
Tmin = 0.961, Tmax = 0.984Rint = 0.044
25465 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0410 restraints
wR(F2) = 0.131H atoms treated by a mixture of independent and constrained refinement
S = 1.06Δρmax = 0.24 e Å3
5074 reflectionsΔρmin = 0.36 e Å3
225 parameters
Special details top

Experimental. KappaCCD Nonius diffractometer. 177 frames in 5 sets of ω and ϕ scans at κ = 55°. Rotation/frame=2.0°. Crystal-detector distance=30.00 mm. Measuring time=220 s/frame. Mosaicity=0.501 (2)°.

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
xyzUiso*/Ueq
S0.50382 (3)0.62736 (3)0.61299 (3)0.02077 (12)
O10.55103 (11)0.62041 (8)0.52572 (8)0.0270 (3)
O20.43996 (11)0.71962 (8)0.62345 (9)0.0303 (3)
O30.59806 (10)0.60539 (8)0.69363 (7)0.0254 (3)
N0.39667 (12)0.53821 (11)0.60445 (10)0.0234 (3)
H0.4158 (19)0.4999 (17)0.5742 (15)0.034 (6)*
C10.37278 (14)0.49240 (12)0.69115 (11)0.0234 (3)
H1A0.4524 (16)0.4706 (13)0.7298 (12)0.023 (4)*
C20.31411 (16)0.56468 (13)0.75102 (11)0.0284 (4)
H2A0.23530.58980.71570.034*
H2E0.37010.62180.76720.034*
C30.28928 (17)0.51419 (14)0.83987 (12)0.0335 (4)
H3A0.36910.49550.87810.040*
H3E0.24700.56130.87610.040*
C40.20942 (18)0.42205 (15)0.81894 (13)0.0379 (4)
H4E0.20180.38820.87780.046*
H4A0.12540.44180.78860.046*
C50.26441 (19)0.35100 (15)0.75614 (14)0.0411 (5)
H5E0.20660.29520.73920.049*
H5A0.34300.32380.78990.049*
C60.28899 (17)0.40291 (13)0.66783 (13)0.0333 (4)
H6E0.32850.35580.62980.040*
H6A0.20940.42440.63100.040*
N10.78720 (12)0.33559 (10)0.65984 (9)0.0237 (3)
C110.78421 (15)0.43878 (12)0.61733 (11)0.0261 (3)
H11A0.77180.43190.54900.031*
H11B0.71170.47460.63330.031*
C120.89857 (16)0.50116 (13)0.64750 (12)0.0322 (4)
H12A0.97260.46560.63390.039*
H12B0.90930.51280.71520.039*
C130.88631 (19)0.59980 (15)0.59660 (14)0.0403 (5)
H13A0.96060.63970.61660.060*
H13B0.81350.63510.61070.060*
H13C0.87700.58810.52970.060*
C210.81003 (15)0.33991 (13)0.76530 (11)0.0260 (4)
H21A0.81430.27130.78940.031*
H21B0.89190.37080.78590.031*
C220.71415 (17)0.39618 (14)0.80905 (12)0.0331 (4)
H22A0.63420.36040.79780.040*
H22B0.70140.46280.78090.040*
C230.7592 (2)0.40560 (16)0.91293 (13)0.0417 (5)
H23A0.69740.44150.94150.063*
H23B0.83770.44190.92360.063*
H23C0.77150.33950.94040.063*
C310.89081 (15)0.27325 (13)0.63303 (11)0.0274 (4)
H31A0.88920.20760.66290.033*
H31B0.97070.30490.65850.033*
C320.88639 (18)0.25788 (15)0.52987 (13)0.0369 (4)
H32A0.89600.32220.49940.044*
H32B0.80540.22930.50230.044*
C330.9901 (2)0.18828 (16)0.51432 (15)0.0454 (5)
H33A0.98740.17820.44760.068*
H33B0.97970.12460.54410.068*
H33C1.07000.21720.54110.068*
C410.66200 (15)0.28975 (13)0.62342 (12)0.0283 (4)
H41A0.59720.33030.64520.034*
H41B0.64810.29340.55490.034*
C420.64541 (17)0.18330 (14)0.65138 (14)0.0400 (5)
H42A0.70500.14040.62600.048*
H42B0.66140.17740.71980.048*
C430.5146 (2)0.15077 (19)0.61424 (19)0.0594 (7)
H24A0.50330.08190.63220.089*
H24B0.49960.15620.54650.089*
H24C0.45600.19320.64000.089*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
S0.0222 (2)0.0185 (2)0.0207 (2)0.00157 (14)0.00070 (14)0.00094 (14)
O10.0324 (6)0.0276 (6)0.0215 (6)0.0016 (5)0.0059 (5)0.0011 (5)
O20.0333 (6)0.0195 (6)0.0380 (7)0.0063 (5)0.0057 (5)0.0008 (5)
O30.0255 (6)0.0247 (6)0.0238 (6)0.0008 (4)0.0029 (5)0.0007 (4)
N0.0256 (7)0.0220 (7)0.0221 (7)0.0013 (5)0.0023 (5)0.0048 (6)
C10.0223 (7)0.0210 (8)0.0261 (8)0.0003 (6)0.0012 (6)0.0004 (6)
C20.0328 (9)0.0257 (8)0.0271 (8)0.0017 (7)0.0062 (7)0.0016 (7)
C30.0352 (9)0.0380 (10)0.0278 (9)0.0020 (8)0.0063 (7)0.0011 (7)
C40.0360 (10)0.0425 (11)0.0357 (10)0.0087 (8)0.0071 (8)0.0069 (8)
C50.0450 (11)0.0312 (10)0.0471 (11)0.0120 (8)0.0083 (9)0.0037 (8)
C60.0358 (9)0.0278 (9)0.0364 (9)0.0075 (7)0.0058 (7)0.0052 (7)
N10.0222 (6)0.0248 (7)0.0225 (7)0.0036 (5)0.0008 (5)0.0037 (5)
C110.0279 (8)0.0254 (8)0.0238 (8)0.0054 (6)0.0009 (6)0.0061 (6)
C120.0341 (9)0.0288 (9)0.0323 (9)0.0003 (7)0.0008 (7)0.0026 (7)
C130.0460 (11)0.0361 (11)0.0388 (10)0.0064 (8)0.0074 (9)0.0087 (8)
C210.0269 (8)0.0290 (9)0.0206 (8)0.0031 (7)0.0004 (6)0.0057 (6)
C220.0347 (9)0.0386 (10)0.0259 (9)0.0089 (8)0.0046 (7)0.0053 (7)
C230.0508 (12)0.0481 (12)0.0265 (9)0.0021 (10)0.0072 (8)0.0015 (8)
C310.0270 (8)0.0260 (8)0.0282 (8)0.0061 (6)0.0014 (6)0.0016 (7)
C320.0400 (10)0.0404 (11)0.0306 (9)0.0077 (8)0.0066 (8)0.0019 (8)
C330.0577 (12)0.0414 (11)0.0393 (11)0.0146 (10)0.0144 (9)0.0025 (9)
C410.0240 (8)0.0315 (9)0.0265 (8)0.0003 (7)0.0047 (6)0.0042 (7)
C420.0351 (9)0.0355 (10)0.0448 (11)0.0081 (8)0.0072 (8)0.0103 (9)
C430.0409 (12)0.0500 (14)0.0790 (18)0.0153 (10)0.0144 (11)0.0169 (12)
Geometric parameters (Å, º) top
S—O21.4497 (12)C12—H12B0.9900
S—O11.4560 (12)C13—H13A0.9800
S—O31.4645 (11)C13—H13B0.9800
S—N1.6720 (14)C13—H13C0.9800
N—C11.472 (2)C21—C221.520 (2)
N—H0.73 (2)C21—H21A0.9900
C1—C21.522 (2)C21—H21B0.9900
C1—C61.522 (2)C22—C231.523 (2)
C1—H1A1.003 (17)C22—H22A0.9900
C2—C31.530 (2)C22—H22B0.9900
C2—H2A0.9900C23—H23A0.9800
C2—H2E0.9900C23—H23B0.9800
C3—C41.523 (3)C23—H23C0.9800
C3—H3A0.9900C31—C321.515 (2)
C3—H3E0.9900C31—H31A0.9900
C4—C51.519 (3)C31—H31B0.9900
C4—H4E0.9900C32—C331.520 (3)
C4—H4A0.9900C32—H32A0.9900
C5—C61.531 (3)C32—H32B0.9900
C5—H5E0.9900C33—H33A0.9800
C5—H5A0.9900C33—H33B0.9800
C6—H6E0.9900C33—H33C0.9800
C6—H6A0.9900C41—C421.514 (2)
N1—C311.515 (2)C41—H41A0.9900
N1—C411.519 (2)C41—H41B0.9900
N1—C211.522 (2)C42—C431.512 (3)
N1—C111.525 (2)C42—H42A0.9900
C11—C121.514 (2)C42—H42B0.9900
C11—H11A0.9900C43—H24A0.9800
C11—H11B0.9900C43—H24B0.9800
C12—C131.522 (3)C43—H24C0.9800
C12—H12A0.9900
O2—S—O1113.25 (7)H12A—C12—H12B108.2
O2—S—O3112.21 (7)C12—C13—H13A109.5
O1—S—O3112.82 (7)C12—C13—H13B109.5
O2—S—N106.41 (7)H13A—C13—H13B109.5
O1—S—N103.51 (7)C12—C13—H13C109.5
O3—S—N107.91 (7)H13A—C13—H13C109.5
C1—N—S117.40 (10)H13B—C13—H13C109.5
C1—N—H109.3 (17)C22—C21—N1115.81 (13)
S—N—H106.7 (17)C22—C21—H21A108.3
N—C1—C2112.12 (13)N1—C21—H21A108.3
N—C1—C6109.06 (13)C22—C21—H21B108.3
C2—C1—C6110.04 (14)N1—C21—H21B108.3
N—C1—H1A110.4 (10)H21A—C21—H21B107.4
C2—C1—H1A105.9 (10)C21—C22—C23109.15 (15)
C6—C1—H1A109.2 (10)C21—C22—H22A109.9
C1—C2—C3110.63 (14)C23—C22—H22A109.9
C1—C2—H2A109.5C21—C22—H22B109.9
C3—C2—H2A109.5C23—C22—H22B109.9
C1—C2—H2E109.5H22A—C22—H22B108.3
C3—C2—H2E109.5C22—C23—H23A109.5
H2A—C2—H2E108.1C22—C23—H23B109.5
C4—C3—C2111.70 (15)H23A—C23—H23B109.5
C4—C3—H3A109.3C22—C23—H23C109.5
C2—C3—H3A109.3H23A—C23—H23C109.5
C4—C3—H3E109.3H23B—C23—H23C109.5
C2—C3—H3E109.3N1—C31—C32115.49 (13)
H3A—C3—H3E107.9N1—C31—H31A108.4
C5—C4—C3111.50 (15)C32—C31—H31A108.4
C5—C4—H4E109.3N1—C31—H31B108.4
C3—C4—H4E109.3C32—C31—H31B108.4
C5—C4—H4A109.3H31A—C31—H31B107.5
C3—C4—H4A109.3C31—C32—C33109.32 (15)
H4E—C4—H4A108.0C31—C32—H32A109.8
C4—C5—C6111.21 (17)C33—C32—H32A109.8
C4—C5—H5E109.4C31—C32—H32B109.8
C6—C5—H5E109.4C33—C32—H32B109.8
C4—C5—H5A109.4H32A—C32—H32B108.3
C6—C5—H5A109.4C32—C33—H33A109.5
H5E—C5—H5A108.0C32—C33—H33B109.5
C1—C6—C5110.95 (15)H33A—C33—H33B109.5
C1—C6—H6E109.4C32—C33—H33C109.5
C5—C6—H6E109.4H33A—C33—H33C109.5
C1—C6—H6A109.4H33B—C33—H33C109.5
C5—C6—H6A109.4C42—C41—N1115.72 (13)
H6E—C6—H6A108.0C42—C41—H41A108.4
C31—N1—C41110.72 (13)N1—C41—H41A108.4
C31—N1—C21106.12 (11)C42—C41—H41B108.4
C41—N1—C21111.08 (12)N1—C41—H41B108.4
C31—N1—C11111.71 (12)H41A—C41—H41B107.4
C41—N1—C11105.79 (12)C43—C42—C41109.13 (16)
C21—N1—C11111.52 (12)C43—C42—H42A109.9
C12—C11—N1115.39 (13)C41—C42—H42A109.9
C12—C11—H11A108.4C43—C42—H42B109.9
N1—C11—H11A108.4C41—C42—H42B109.9
C12—C11—H11B108.4H42A—C42—H42B108.3
N1—C11—H11B108.4C42—C43—H24A109.5
H11A—C11—H11B107.5C42—C43—H24B109.5
C11—C12—C13110.03 (14)H24A—C43—H24B109.5
C11—C12—H12A109.7C42—C43—H24C109.5
C13—C12—H12A109.7H24A—C43—H24C109.5
C11—C12—H12B109.7H24B—C43—H24C109.5
C13—C12—H12B109.7
O2—S—N—C188.91 (13)C31—N1—C21—C22177.91 (15)
O1—S—N—C1151.49 (12)C41—N1—C21—C2257.51 (19)
O3—S—N—C131.70 (14)C11—N1—C21—C2260.23 (18)
S—N—C1—C267.01 (16)N1—C21—C22—C23172.35 (15)
S—N—C1—C6170.86 (12)C41—N1—C31—C3258.84 (19)
N—C1—C2—C3179.34 (13)C21—N1—C31—C32179.48 (15)
C6—C1—C2—C357.76 (18)C11—N1—C31—C3258.79 (18)
C1—C2—C3—C455.89 (19)N1—C31—C32—C33175.92 (16)
C2—C3—C4—C553.9 (2)C31—N1—C41—C4254.98 (19)
C3—C4—C5—C653.8 (2)C21—N1—C41—C4262.67 (19)
N—C1—C6—C5178.43 (15)C11—N1—C41—C42176.17 (15)
C2—C1—C6—C558.19 (19)N1—C41—C42—C43176.91 (17)
C4—C5—C6—C156.3 (2)H1A—C1—N—H71 (2)
C31—N1—C11—C1262.12 (18)C2—C1—N—S67.01 (16)
C41—N1—C11—C12177.33 (14)H—N—S—O128.5 (17)
C21—N1—C11—C1256.45 (18)H—N—S—O2148.1 (17)
N1—C11—C12—C13177.17 (15)H—N—S—O391.3 (17)

Experimental details

(I)(II)(III)(IV)
Crystal data
Chemical formulaC6H13NO3SNa+·C6H12NSO3K+·C6H12NSO3NH4+·C6H12NSO3
Mr179.23201.22217.33196.27
Crystal system, space groupMonoclinic, P2/cMonoclinic, C2/cMonoclinic, C2/cMonoclinic, C2/c
Temperature (K)150150150150
a, b, c (Å)8.1711 (10), 10.9972 (12), 9.4601 (11)31.083 (6), 6.2718 (14), 8.5682 (17)33.656 (8), 6.274 (3), 8.572 (4)33.6671 (19), 6.4571 (12), 8.7572 (15)
β (°) 91.575 (5) 94.481 (10) 93.35 (1) 92.961 (2)
V3)849.72 (17)1665.3 (6)1807.0 (13)1901.1 (5)
Z4888
Radiation typeMo KαMo KαMo KαMo Kα
µ (mm1)0.340.400.790.32
Crystal size (mm)0.24 × 0.24 × 0.070.20 × 0.18 × 0.080.13 × 0.13 × 0.120.29 × 0.24 × 0.10
Data collection
DiffractometerNonius KappaCCD
diffractometer
Nonius KappaCCD
diffractometer
Nonius KappaCCD
diffractometer
Nonius KappaCCD
diffractometer
Absorption correctionMulti-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
Multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
Multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
Multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
Tmin, Tmax0.928, 0.9800.928, 0.9610.905, 0.9110.905, 0.975
No. of measured, independent and
observed [I > 2σ(I)] reflections
10483, 2195, 1955 10594, 1923, 1480 75861, 1953, 1565 24925, 1936, 1650
Rint0.0330.0490.0430.045
(sin θ/λ)max1)0.6750.6540.6470.625
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.034, 0.090, 1.12 0.053, 0.130, 1.07 0.037, 0.090, 1.07 0.042, 0.091, 1.20
No. of reflections2195192319531936
No. of parameters108113113126
No. of restraints0004
H-atom treatmentH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.47, 0.410.70, 0.560.36, 0.440.19, 0.35


(V)(VI)
Crystal data
Chemical formulaRb+·C6H12NSO3C12H28N+·C6H12NSO3
Mr263.70364.58
Crystal system, space groupMonoclinic, C2/cMonoclinic, P21/n
Temperature (K)293150
a, b, c (Å)34.039 (5), 6.451 (2), 8.811 (2)10.9510 (11), 13.5112 (12), 14.6202 (15)
β (°) 92.67 (1) 99.425 (5)
V3)1932.7 (8)2134.0 (4)
Z84
Radiation typeMo KαMo Kα
µ (mm1)5.310.17
Crystal size (mm)0.12 × 0.11 × 0.090.16 × 0.14 × 0.12
Data collection
DiffractometerNonius KappaCCD
diffractometer
Nonius KappaCCD
diffractometer
Absorption correctionMulti-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
Multi-scan
DENZO and SCALEPACK (Otwinowski & Minor, 1997) based on the redundancy of symmetry-related measurements
Tmin, Tmax0.536, 0.6250.961, 0.984
No. of measured, independent and
observed [I > 2σ(I)] reflections
10240, 2549, 2327 25465, 5074, 3955
Rint0.0390.044
(sin θ/λ)max1)0.6840.658
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.024, 0.060, 1.10 0.041, 0.131, 1.06
No. of reflections25495074
No. of parameters113225
No. of restraints00
H-atom treatmentH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.28, 0.480.24, 0.36

Computer programs: COLLECT (Hooft, 1998), DENZO and SCALEPACK (Otwinowski & Minor, 1997), SHELXS86 (Sheldrick, 1986), ORTEPII (Johnson, 1971), PLUTON (Spek, 1991), PLATON (Spek, 1998 and Farrugia, 2000), ORTEP-3 (Farrugia, 1999), Mercury (Macrae et al., 2006), SHELXL97 (Sheldrick, 1997), PARST (Nardelli, 1983 and 1995), WinGX (Farrugia, 1999).

 

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