Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768110023025/pi5006sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768110023025/pi5006HEPES_XDsup2.fcf | |
Portable Document Format (PDF) file https://doi.org/10.1107/S0108768110023025/pi5006sup3.pdf |
CCDC reference: 788865
Data collection: Bruker APEX2 software; cell refinement: Bruker APEX2 software; data reduction: SAINT intergration software, Bruker AXS SORTAV, R. H. Blessing, Acta Cryst., 1995, A51, 33; program(s) used to solve structure: SHELXS97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112; program(s) used to refine structure: SHELXS97, G. M. Sheldrick, Acta. Cryst., 2008, A64, 112 XD2006, A. Volkov et al., 2006.
C8H18N2O4S | Dx = 1.475 Mg m−3 |
Mr = 238.31 | Melting point: not measured K |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 2838 reflections |
a = 8.3222 (2) Å | θ = 2.9–52.5° |
b = 9.5441 (2) Å | µ = 0.30 mm−1 |
c = 27.0123 (6) Å | T = 100 K |
V = 2145.53 (8) Å3 | Unspecified, colourless |
Z = 8 | 0.30 × 0.17 × 0.17 mm |
F(000) = 1024 |
Bruker APEXII diffractometer | 14200 independent reflections |
Radiation source: TXS rotating anode | 9205 reflections with I > 2σ(I) |
Multi-layer optics monochromator | Rint = 0.072 |
ω scans | θmax = 55.9°, θmin = 1.5° |
Absorption correction: multi-scan R. H. Blessing, Acta Cryst., 1995, A51, 33 | h = −19→19 |
Tmin = 0.917, Tmax = 0.960 | k = −22→21 |
183825 measured reflections | l = −59→62 |
Refinement on F2 | 677 parameters |
Least-squares matrix: full | 0 restraints |
R[F2 > 2σ(F2)] = 0.023 | w2 = 1/[s2(Fo2)] |
wR(F2) = 0.048 | (Δ/σ)max = 0.00001 |
S = 1.17 | Δρmax = 0.25 e Å−3 |
7812 reflections | Δρmin = −0.30 e Å−3 |
x | y | z | Uiso*/Ueq | ||
S(1) | 0.449780 (11) | 0.223422 (10) | 1.055875 (3) | 0.01 | |
O(1) | 0.30720 (5) | 0.13200 (5) | 1.055766 (19) | 0.012 | |
O(2) | 0.59722 (6) | 0.14391 (7) | 1.06091 (2) | 0.016 | |
O(3) | 0.43272 (9) | 0.33901 (7) | 1.09030 (2) | 0.019 | |
O(4) | 0.72733 (6) | 0.16471 (6) | 0.716346 (19) | 0.013 | |
N(2) | 0.52318 (5) | 0.30072 (4) | 0.802790 (14) | 0.009 | |
N(1) | 0.53180 (5) | 0.24798 (4) | 0.908675 (14) | 0.009 | |
C(3) | 0.56020 (6) | 0.13469 (5) | 0.871532 (15) | 0.011 | |
C(6) | 0.49765 (5) | 0.41283 (5) | 0.839221 (16) | 0.011 | |
C(1) | 0.45499 (6) | 0.30079 (5) | 0.995804 (15) | 0.011 | |
C(4) | 0.42546 (5) | 0.35749 (5) | 0.886742 (16) | 0.011 | |
C(5) | 0.63117 (5) | 0.19602 (5) | 0.824642 (15) | 0.011 | |
C(2) | 0.46764 (6) | 0.18862 (5) | 0.956043 (15) | 0.012 | |
C(8) | 0.59956 (5) | 0.26244 (6) | 0.713531 (17) | 0.013 | |
C(7) | 0.58938 (6) | 0.36237 (5) | 0.757307 (16) | 0.012 | |
H(3A) | 0.446919 | 0.080652 | 0.864345 | 0.028 | |
H(3B) | 0.64296 | 0.058626 | 0.887718 | 0.028 | |
H(6A) | 0.415487 | 0.491104 | 0.824102 | 0.032 | |
H(6B) | 0.613099 | 0.460256 | 0.848618 | 0.029 | |
H(1A) | 0.346422 | 0.364166 | 0.992071 | 0.028 | |
H(1B) | 0.561719 | 0.367337 | 0.995429 | 0.028 | |
H(4A) | 0.416101 | 0.443202 | 0.913367 | 0.029 | |
H(4B) | 0.308886 | 0.309246 | 0.879415 | 0.028 | |
H(5A) | 0.748625 | 0.240937 | 0.83318 | 0.027 | |
H(5B) | 0.654273 | 0.11172 | 0.798249 | 0.028 | |
H(2A) | 0.550999 | 0.106105 | 0.967212 | 0.026 | |
H(2B) | 0.351534 | 0.142864 | 0.946378 | 0.026 | |
H(8A) | 0.486965 | 0.20428 | 0.710587 | 0.029 | |
H(8B) | 0.609246 | 0.326657 | 0.680207 | 0.028 | |
H(7A) | 0.70764 | 0.408416 | 0.763797 | 0.028 | |
H(7B) | 0.510488 | 0.449087 | 0.74707 | 0.029 | |
H(1) | 0.63898 | 0.290338 | 0.917664 | 0.025 | |
H(2) | 0.824414 | 0.218471 | 0.711242 | 0.025 |
U11 | U22 | U33 | U12 | U13 | U23 | |
S(1) | 0.00968 (3) | 0.01103 (4) | 0.00846 (3) | −0.00038 (2) | 0.00048 (2) | −0.00017 (3) |
O(1) | 0.00951 (12) | 0.01311 (15) | 0.01465 (14) | −0.00087 (11) | 0.00130 (12) | 0.00194 (14) |
O(2) | 0.00963 (14) | 0.0210 (2) | 0.01650 (18) | 0.00171 (13) | −0.00220 (12) | 0.00327 (16) |
O(3) | 0.0288 (2) | 0.01575 (19) | 0.01223 (16) | −0.00268 (18) | 0.00419 (16) | −0.00476 (15) |
O(4) | 0.01210 (15) | 0.01339 (17) | 0.01423 (15) | −0.00048 (12) | 0.00226 (12) | −0.00140 (13) |
N(2) | 0.00958 (11) | 0.00963 (12) | 0.00840 (11) | 0.00021 (9) | 0.00006 (9) | 0.00060 (10) |
N(1) | 0.00938 (12) | 0.01020 (12) | 0.00841 (11) | −0.00011 (9) | −0.00008 (9) | 0.00036 (10) |
C(3) | 0.01479 (15) | 0.00986 (14) | 0.00972 (12) | 0.00141 (12) | 0.00014 (11) | 0.00051 (10) |
C(6) | 0.01423 (15) | 0.00929 (14) | 0.01041 (13) | 0.00152 (11) | 0.00185 (11) | 0.00060 (11) |
C(1) | 0.01314 (14) | 0.01088 (14) | 0.01011 (12) | −0.00022 (12) | 0.00178 (11) | 0.00050 (10) |
C(4) | 0.01139 (14) | 0.01207 (15) | 0.01018 (13) | 0.00218 (11) | 0.00151 (10) | 0.00056 (11) |
C(5) | 0.01170 (13) | 0.01144 (14) | 0.00948 (12) | 0.00260 (11) | 0.00042 (10) | 0.00033 (11) |
C(2) | 0.01512 (15) | 0.01111 (14) | 0.00912 (12) | −0.00148 (12) | 0.00103 (11) | 0.00029 (11) |
C(8) | 0.01250 (14) | 0.01720 (18) | 0.00999 (13) | 0.00089 (12) | −0.00011 (11) | −0.00119 (13) |
C(7) | 0.01335 (14) | 0.01115 (15) | 0.01013 (13) | 0.00023 (12) | 0.00162 (11) | 0.00100 (11) |
H(3A) | 0.025572 | 0.030259 | 0.026708 | −0.009718 | 0.000906 | −0.004404 |
H(3B) | 0.032907 | 0.027312 | 0.025191 | 0.013069 | 0.000424 | 0.003757 |
H(6A) | 0.039082 | 0.029634 | 0.026223 | 0.016139 | 0.003131 | 0.00651 |
H(6B) | 0.029614 | 0.030655 | 0.026501 | −0.008664 | 0.001906 | −0.003725 |
H(1A) | 0.027884 | 0.0294 | 0.026126 | 0.011751 | 0.001799 | 0.00096 |
H(1B) | 0.02868 | 0.030505 | 0.025605 | −0.012912 | 0.002268 | −0.001975 |
H(4A) | 0.044669 | 0.020553 | 0.022678 | 0.00597 | 0.00381 | −0.003587 |
H(4B) | 0.020227 | 0.035196 | 0.029017 | −0.002348 | −0.002915 | 0.005006 |
H(5A) | 0.019075 | 0.033646 | 0.028249 | −0.005203 | −0.003633 | 0.00281 |
H(5B) | 0.03896 | 0.021814 | 0.022056 | 0.004817 | 0.003298 | −0.005119 |
H(2A) | 0.027803 | 0.025417 | 0.02534 | 0.010849 | 0.000118 | 0.003624 |
H(2B) | 0.019706 | 0.032766 | 0.025298 | −0.007663 | −0.00121 | −0.002361 |
H(8A) | 0.021488 | 0.034118 | 0.031825 | −0.009022 | 0.000918 | −0.004314 |
H(8B) | 0.033064 | 0.029861 | 0.019705 | 0.001659 | 0.003381 | 0.005762 |
H(7A) | 0.02315 | 0.033783 | 0.025696 | −0.008989 | 0.000601 | −0.002515 |
H(7B) | 0.03395 | 0.028445 | 0.025875 | 0.012444 | 0.001653 | 0.004883 |
H(1) | 0.017433 | 0.02896 | 0.027877 | −0.004981 | −0.000323 | −0.006657 |
H(2) | 0.019423 | 0.028028 | 0.026669 | −0.000295 | 0.002418 | 0.001149 |
S(1)—O(1) | 1.4729 (4) | C(6)—H(6B) | 1.0920 |
S(1)—O(2) | 1.4491 (5) | C(1)—C(2) | 1.5201 (6) |
S(1)—O(3) | 1.4497 (6) | C(1)—H(1A) | 1.0920 |
S(1)—C(1) | 1.7833 (4) | C(1)—H(1B) | 1.0920 |
O(4)—C(8) | 1.4164 (7) | C(4)—H(4A) | 1.0920 |
O(4)—H(2) | 0.9670 | C(4)—H(4B) | 1.0920 |
N(2)—C(6) | 1.4691 (6) | C(5)—H(5A) | 1.0920 |
N(2)—C(5) | 1.4679 (6) | C(5)—H(5B) | 1.0920 |
N(2)—C(7) | 1.4694 (6) | C(2)—H(2A) | 1.0920 |
N(1)—H(1) | 1.0090 | C(2)—H(2B) | 1.0920 |
C(3)—C(5) | 1.5152 (6) | C(8)—C(7) | 1.5216 (6) |
C(3)—H(3A) | 1.0920 | C(8)—H(8A) | 1.0920 |
C(3)—H(3B) | 1.0920 | C(8)—H(8B) | 1.0920 |
C(6)—C(4) | 1.5125 (6) | C(7)—H(7A) | 1.0920 |
C(6)—H(6A) | 1.0920 | C(7)—H(7B) | 1.0920 |
O(1)—S(1)—O(2) | 111.85 (3) | C(6)—C(4)—H(4A) | 109.01 |
O(1)—S(1)—O(3) | 111.91 (3) | C(6)—C(4)—H(4B) | 110.26 |
O(1)—S(1)—C(1) | 105.25 (2) | H(4A)—C(4)—H(4B) | 111.83 |
O(2)—S(1)—O(3) | 114.92 (4) | N(2)—C(5)—C(3) | 111.13 (3) |
O(2)—S(1)—C(1) | 106.35 (3) | N(2)—C(5)—H(5A) | 111.45 |
O(3)—S(1)—C(1) | 105.72 (3) | N(2)—C(5)—H(5B) | 110.29 |
C(8)—O(4)—H(2) | 105.68 | C(3)—C(5)—H(5A) | 108.91 |
C(6)—N(2)—C(5) | 108.36 (3) | C(3)—C(5)—H(5B) | 109.26 |
C(6)—N(2)—C(7) | 108.82 (4) | H(5A)—C(5)—H(5B) | 105.64 |
C(5)—N(2)—C(7) | 112.29 (3) | C(1)—C(2)—H(2A) | 110.90 |
C(5)—C(3)—H(3A) | 111.74 | C(1)—C(2)—H(2B) | 112.91 |
C(5)—C(3)—H(3B) | 110.22 | H(2A)—C(2)—H(2B) | 109.87 |
H(3A)—C(3)—H(3B) | 107.56 | O(4)—C(8)—C(7) | 114.38 (4) |
N(2)—C(6)—C(4) | 111.82 (4) | O(4)—C(8)—H(8A) | 108.26 |
N(2)—C(6)—H(6A) | 109.77 | O(4)—C(8)—H(8B) | 111.00 |
N(2)—C(6)—H(6B) | 109.29 | C(7)—C(8)—H(8A) | 109.11 |
C(4)—C(6)—H(6A) | 107.91 | C(7)—C(8)—H(8B) | 107.03 |
C(4)—C(6)—H(6B) | 107.27 | H(8A)—C(8)—H(8B) | 106.77 |
H(6A)—C(6)—H(6B) | 110.75 | N(2)—C(7)—C(8) | 114.81 (4) |
S(1)—C(1)—C(2) | 110.67 (3) | N(2)—C(7)—H(7A) | 111.40 |
S(1)—C(1)—H(1A) | 107.05 | N(2)—C(7)—H(7B) | 106.85 |
S(1)—C(1)—H(1B) | 105.61 | C(8)—C(7)—H(7A) | 109.08 |
C(2)—C(1)—H(1A) | 112.47 | C(8)—C(7)—H(7B) | 108.17 |
C(2)—C(1)—H(1B) | 110.29 | H(7A)—C(7)—H(7B) | 106.11 |
H(1A)—C(1)—H(1B) | 110.48 |