Buy article online - an online subscription or single-article purchase is required to access this article.
organic compounds
The asymmetric unit of the title compound, C5H12NO2S+·H2PO4−, contains two crystallographically independent methioninium residues and two dihydrogenphosphate anions. Pairs of cations and anions are linked by strong O—HO hydrogen bonds. Head-to-tail chains running along the c axis of the unit cell are observed for both cationic residues. Alternate hydrophobic and hydrophilic layers are observed parallel to the (010) plane.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807012524/rk2003sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807012524/rk2003Isup2.hkl |
CCDC reference: 643077
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- Disorder in main residue
- R factor = 0.044
- wR factor = 0.120
- Data-to-parameter ratio = 13.4
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.98 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.05 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.67 Ratio PLAT301_ALERT_3_C Main Residue Disorder ......................... 7.00 Perc. PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 5 PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 39.90 Deg. C13B -C12 -C13A 1.555 1.555 1.555 PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 25.30 Deg. H12A -C12 -H12B 1.555 1.555 1.555 PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 35.00 Deg. C14A -S1 -C14B 1.555 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 8 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 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 top
Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXTL/PC (Bruker, 2000); program(s) used to refine structure: SHELXTL/PC (Bruker, 2000); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXTL/PC.
DL-Methioninium dihydrogenphosphate top
Crystal data top
C5H12NO2S+·H2O4P− | F(000) = 1040 |
Mr = 247.21 | Dx = 1.537 Mg m−3 Dm = 1.53 (1) Mg m−3 Dm measured by flotation using a mixture of xylene and CCl4 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 25 reflections |
a = 23.935 (4) Å | θ = 11.3–14.2° |
b = 9.992 (2) Å | µ = 0.46 mm−1 |
c = 9.026 (3) Å | T = 293 K |
β = 98.25 (2)° | Plate, colourless |
V = 2136.3 (9) Å3 | 0.25 × 0.17 × 0.15 mm |
Z = 8 |
Data collection top
Enraf–Nonius MACH3 diffractometer | 3112 reflections with I > 2σ(I) |
Radiation source: fine–focus sealed tube | Rint = 0.013 |
Graphite monochromator | θmax = 25.0°, θmin = 2.2° |
ω/2θ scans | h = −28→28 |
Absorption correction: ψ scan (North et al., 1968) | k = −1→11 |
Tmin = 0.872, Tmax = 0.953 | l = 0→10 |
4507 measured reflections | 3 standard reflections every 60 min |
3742 independent reflections | intensity decay: none |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.120 | H-atom parameters constrained |
S = 1.20 | w = 1/[σ2(Fo2) + (0.0282P)2 + 4.6019P] where P = (Fo2 + 2Fc2)/3 |
3742 reflections | (Δ/σ)max = 0.001 |
279 parameters | Δρmax = 0.48 e Å−3 |
6 restraints | Δρmin = −0.52 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
C11 | 0.08512 (14) | 0.3232 (3) | 0.5520 (4) | 0.0301 (8) | |
O1A | 0.06527 (13) | 0.3678 (2) | 0.6607 (3) | 0.0432 (7) | |
O1B | 0.10413 (11) | 0.3932 (2) | 0.4511 (3) | 0.0373 (6) | |
H1B | 0.1009 | 0.4730 | 0.4695 | 0.056* | |
C12 | 0.09000 (14) | 0.1725 (4) | 0.5340 (4) | 0.0379 (9) | |
H12A | 0.0791 | 0.1467 | 0.4291 | 0.045* | 0.71 |
H12B | 0.0641 | 0.1652 | 0.4400 | 0.045* | 0.29 |
N1 | 0.05336 (13) | 0.1063 (3) | 0.6298 (3) | 0.0349 (7) | |
H1A | 0.0559 | 0.0180 | 0.6202 | 0.052* | |
H1C | 0.0178 | 0.1319 | 0.6023 | 0.052* | |
H1D | 0.0643 | 0.1291 | 0.7249 | 0.052* | |
C13A | 0.15011 (17) | 0.1233 (6) | 0.5921 (6) | 0.0401 (13) | 0.71 |
H13A | 0.1643 | 0.1717 | 0.6830 | 0.048* | 0.71 |
H13B | 0.1486 | 0.0291 | 0.6173 | 0.048* | 0.71 |
C14A | 0.1908 (2) | 0.1420 (6) | 0.4790 (7) | 0.0494 (15) | 0.71 |
H14A | 0.1953 | 0.2368 | 0.4608 | 0.059* | 0.71 |
H14B | 0.1752 | 0.1005 | 0.3850 | 0.059* | 0.71 |
C13B | 0.1415 (3) | 0.1161 (12) | 0.4760 (11) | 0.035 (3) | 0.29 |
H13C | 0.1484 | 0.1634 | 0.3866 | 0.042* | 0.29 |
H13D | 0.1362 | 0.0219 | 0.4520 | 0.042* | 0.29 |
C14B | 0.1905 (4) | 0.1352 (17) | 0.6012 (13) | 0.059 (5) | 0.29 |
H14C | 0.1828 | 0.0879 | 0.6899 | 0.071* | 0.29 |
H14D | 0.1946 | 0.2296 | 0.6257 | 0.071* | 0.29 |
S1 | 0.25811 (5) | 0.07041 (13) | 0.54340 (16) | 0.0616 (4) | |
C15 | 0.2435 (2) | −0.1045 (5) | 0.5374 (7) | 0.0668 (14) | |
H15A | 0.2171 | −0.1246 | 0.4499 | 0.100* | |
H15B | 0.2278 | −0.1300 | 0.6253 | 0.100* | |
H15C | 0.2779 | −0.1532 | 0.5338 | 0.100* | |
C21 | 0.41123 (14) | 0.1752 (3) | 0.4842 (4) | 0.0262 (7) | |
O2A | 0.43427 (12) | 0.1351 (2) | 0.6070 (3) | 0.0384 (6) | |
O2B | 0.39283 (11) | 0.1011 (2) | 0.3708 (3) | 0.0334 (6) | |
H2B | 0.3947 | 0.0222 | 0.3959 | 0.050* | |
C22 | 0.40142 (14) | 0.3242 (3) | 0.4590 (4) | 0.0275 (7) | |
H22 | 0.4096 | 0.3480 | 0.3590 | 0.033* | |
N2 | 0.44111 (12) | 0.3963 (3) | 0.5731 (3) | 0.0302 (6) | |
H2A | 0.4362 | 0.4841 | 0.5608 | 0.045* | |
H2C | 0.4764 | 0.3748 | 0.5626 | 0.045* | |
H2D | 0.4345 | 0.3731 | 0.6641 | 0.045* | |
C23 | 0.33944 (15) | 0.3561 (4) | 0.4694 (4) | 0.0374 (8) | |
H23A | 0.3157 | 0.2990 | 0.3998 | 0.045* | |
H23B | 0.3320 | 0.3344 | 0.5694 | 0.045* | |
C24 | 0.32278 (16) | 0.4997 (4) | 0.4363 (5) | 0.0441 (10) | |
H24A | 0.3309 | 0.5229 | 0.3373 | 0.053* | |
H24B | 0.3453 | 0.5574 | 0.5079 | 0.053* | |
S2 | 0.24886 (5) | 0.52975 (13) | 0.44510 (15) | 0.0587 (3) | |
C25 | 0.2493 (2) | 0.5354 (7) | 0.6434 (6) | 0.0805 (17) | |
H25A | 0.2772 | 0.5986 | 0.6868 | 0.121* | |
H25B | 0.2583 | 0.4484 | 0.6852 | 0.121* | |
H25C | 0.2128 | 0.5623 | 0.6646 | 0.121* | |
P1 | 0.07663 (4) | 0.71275 (9) | 0.60099 (10) | 0.0281 (2) | |
O11 | 0.03261 (11) | 0.6181 (3) | 0.6591 (3) | 0.0407 (6) | |
H11 | 0.0447 | 0.5412 | 0.6633 | 0.061* | |
O12 | 0.04872 (11) | 0.8413 (2) | 0.5547 (3) | 0.0394 (6) | |
O13 | 0.12700 (11) | 0.7309 (3) | 0.7294 (3) | 0.0443 (7) | |
H13 | 0.1157 | 0.7665 | 0.8015 | 0.066* | |
O14 | 0.10187 (11) | 0.6404 (2) | 0.4759 (3) | 0.0348 (6) | |
P2 | 0.43098 (4) | 0.79179 (8) | 0.55904 (10) | 0.0268 (2) | |
O21 | 0.47562 (10) | 0.8904 (2) | 0.6428 (3) | 0.0375 (6) | |
H21 | 0.4636 | 0.9672 | 0.6333 | 0.056* | |
O22 | 0.45957 (10) | 0.6623 (2) | 0.5378 (3) | 0.0362 (6) | |
O23 | 0.38277 (10) | 0.7758 (3) | 0.6575 (3) | 0.0389 (6) | |
H23 | 0.3951 | 0.7372 | 0.7356 | 0.058* | |
O24 | 0.40343 (11) | 0.8569 (2) | 0.4143 (3) | 0.0337 (6) |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
C11 | 0.0302 (17) | 0.0268 (18) | 0.0325 (18) | 0.0031 (14) | 0.0016 (15) | −0.0011 (15) |
O1A | 0.0742 (19) | 0.0234 (13) | 0.0357 (14) | 0.0044 (13) | 0.0205 (13) | 0.0016 (11) |
O1B | 0.0505 (15) | 0.0250 (13) | 0.0388 (14) | −0.0019 (12) | 0.0150 (12) | −0.0023 (11) |
C12 | 0.044 (2) | 0.0250 (19) | 0.049 (2) | −0.0012 (16) | 0.0200 (18) | −0.0040 (16) |
N1 | 0.0449 (17) | 0.0219 (15) | 0.0384 (16) | 0.0024 (13) | 0.0074 (14) | −0.0001 (13) |
C13A | 0.047 (3) | 0.034 (3) | 0.041 (4) | 0.011 (3) | 0.012 (3) | 0.003 (3) |
C14A | 0.049 (4) | 0.045 (4) | 0.057 (4) | 0.004 (3) | 0.015 (3) | 0.013 (3) |
C13B | 0.047 (8) | 0.038 (7) | 0.021 (6) | 0.007 (6) | 0.011 (5) | 0.002 (5) |
C14B | 0.086 (13) | 0.050 (10) | 0.038 (9) | 0.037 (10) | −0.006 (9) | −0.009 (7) |
S1 | 0.0422 (6) | 0.0523 (7) | 0.0883 (9) | 0.0009 (5) | 0.0031 (6) | 0.0076 (6) |
C15 | 0.059 (3) | 0.046 (3) | 0.096 (4) | 0.011 (2) | 0.012 (3) | 0.002 (3) |
C21 | 0.0320 (17) | 0.0209 (16) | 0.0271 (17) | 0.0019 (14) | 0.0087 (14) | −0.0017 (14) |
O2A | 0.0620 (17) | 0.0219 (12) | 0.0294 (13) | 0.0055 (12) | 0.0004 (12) | 0.0002 (10) |
O2B | 0.0469 (14) | 0.0205 (12) | 0.0320 (13) | 0.0007 (11) | 0.0031 (11) | 0.0011 (10) |
C22 | 0.0363 (18) | 0.0217 (17) | 0.0246 (16) | 0.0000 (14) | 0.0045 (14) | 0.0012 (13) |
N2 | 0.0322 (15) | 0.0203 (14) | 0.0381 (16) | 0.0020 (12) | 0.0054 (12) | −0.0003 (12) |
C23 | 0.0351 (19) | 0.0285 (19) | 0.048 (2) | 0.0016 (16) | 0.0036 (16) | −0.0007 (17) |
C24 | 0.039 (2) | 0.034 (2) | 0.059 (3) | 0.0050 (17) | 0.0032 (18) | 0.0026 (19) |
S2 | 0.0383 (6) | 0.0631 (8) | 0.0723 (8) | 0.0138 (5) | 0.0001 (5) | −0.0032 (6) |
C25 | 0.065 (3) | 0.102 (5) | 0.075 (4) | 0.027 (3) | 0.014 (3) | −0.001 (3) |
P1 | 0.0328 (5) | 0.0217 (4) | 0.0301 (5) | 0.0038 (4) | 0.0057 (4) | −0.0007 (4) |
O11 | 0.0465 (15) | 0.0279 (13) | 0.0520 (16) | 0.0016 (12) | 0.0221 (13) | 0.0004 (12) |
O12 | 0.0488 (15) | 0.0216 (13) | 0.0468 (15) | 0.0054 (11) | 0.0031 (12) | −0.0004 (11) |
O13 | 0.0405 (15) | 0.0543 (18) | 0.0375 (14) | 0.0091 (13) | 0.0034 (12) | −0.0098 (13) |
O14 | 0.0497 (15) | 0.0268 (13) | 0.0301 (12) | 0.0043 (11) | 0.0136 (11) | 0.0021 (10) |
P2 | 0.0321 (5) | 0.0190 (4) | 0.0297 (4) | 0.0030 (3) | 0.0057 (4) | 0.0004 (3) |
O21 | 0.0396 (14) | 0.0249 (13) | 0.0454 (15) | 0.0021 (11) | −0.0033 (11) | −0.0014 (12) |
O22 | 0.0400 (14) | 0.0214 (12) | 0.0488 (15) | 0.0048 (11) | 0.0118 (12) | 0.0010 (11) |
O23 | 0.0373 (14) | 0.0466 (16) | 0.0339 (13) | 0.0084 (12) | 0.0094 (11) | 0.0078 (12) |
O24 | 0.0526 (15) | 0.0213 (12) | 0.0264 (12) | 0.0020 (11) | 0.0026 (11) | −0.0008 (10) |
Geometric parameters (Å, º) top
C11—O1A | 1.233 (4) | C21—C22 | 1.519 (4) |
C11—O1B | 1.283 (4) | O2B—H2B | 0.8200 |
C11—C12 | 1.520 (5) | C22—N2 | 1.483 (4) |
O1B—H1B | 0.8200 | C22—C23 | 1.533 (5) |
C12—N1 | 1.474 (4) | C22—H22 | 0.9800 |
C12—C13B | 1.516 (3) | N2—H2A | 0.8900 |
C12—C13A | 1.540 (3) | N2—H2C | 0.8900 |
C12—H12A | 0.9800 | N2—H2D | 0.8900 |
C12—H12B | 0.9800 | C23—C24 | 1.507 (5) |
N1—H1A | 0.8900 | C23—H23A | 0.9700 |
N1—H1C | 0.8900 | C23—H23B | 0.9700 |
N1—H1D | 0.8900 | C24—S2 | 1.807 (4) |
C13A—C14A | 1.520 (3) | C24—H24A | 0.9700 |
C13A—H13A | 0.9700 | C24—H24B | 0.9700 |
C13A—H13B | 0.9700 | S2—C25 | 1.789 (6) |
C14A—S1 | 1.782 (5) | C25—H25A | 0.9600 |
C14A—H14A | 0.9700 | C25—H25B | 0.9600 |
C14A—H14B | 0.9700 | C25—H25C | 0.9600 |
C13B—C14B | 1.520 (3) | P1—O11 | 1.562 (3) |
C13B—H13C | 0.9700 | P1—O12 | 1.480 (3) |
C13B—H13D | 0.9700 | P1—O13 | 1.559 (3) |
C14B—S1 | 1.885 (9) | P1—O14 | 1.536 (2) |
C14B—H14C | 0.9700 | O11—H11 | 0.8200 |
C14B—H14D | 0.9700 | O13—H13 | 0.8200 |
S1—C15 | 1.782 (5) | P2—O21 | 1.566 (3) |
C15—H15A | 0.9600 | P2—O22 | 1.489 (2) |
C15—H15B | 0.9600 | P2—O23 | 1.562 (3) |
C15—H15C | 0.9600 | P2—O24 | 1.522 (2) |
C21—O2A | 1.232 (4) | O21—H21 | 0.8200 |
C21—O2B | 1.288 (4) | O23—H23 | 0.8200 |
O1A—C11—O1B | 125.8 (3) | S1—C15—H15C | 109.5 |
O1A—C11—C12 | 119.1 (3) | H15A—C15—H15C | 109.5 |
O1B—C11—C12 | 115.1 (3) | H15B—C15—H15C | 109.5 |
C11—O1B—H1B | 109.5 | O2A—C21—O2B | 125.9 (3) |
N1—C12—C13B | 128.1 (6) | O2A—C21—C22 | 119.5 (3) |
N1—C12—C11 | 108.7 (3) | O2B—C21—C22 | 114.6 (3) |
C13B—C12—C11 | 119.0 (6) | C21—O2B—H2B | 109.5 |
N1—C12—C13A | 105.2 (3) | N2—C22—C21 | 107.6 (3) |
C13B—C12—C13A | 39.9 (4) | N2—C22—C23 | 112.7 (3) |
C11—C12—C13A | 111.2 (4) | C21—C22—C23 | 109.0 (3) |
N1—C12—H12A | 110.5 | N2—C22—H22 | 109.2 |
C13B—C12—H12A | 71.6 | C21—C22—H22 | 109.2 |
C11—C12—H12A | 110.5 | C23—C22—H22 | 109.2 |
C13A—C12—H12A | 110.5 | C22—N2—H2A | 109.5 |
N1—C12—H12B | 96.8 | C22—N2—H2C | 109.5 |
C13B—C12—H12B | 96.8 | H2A—N2—H2C | 109.5 |
C11—C12—H12B | 96.8 | C22—N2—H2D | 109.5 |
C13A—C12—H12B | 135.7 | H2A—N2—H2D | 109.5 |
H12A—C12—H12B | 25.3 | H2C—N2—H2D | 109.5 |
C12—N1—H1A | 109.5 | C24—C23—C22 | 114.7 (3) |
C12—N1—H1C | 109.5 | C24—C23—H23A | 108.6 |
H1A—N1—H1C | 109.5 | C22—C23—H23A | 108.6 |
C12—N1—H1D | 109.5 | C24—C23—H23B | 108.6 |
H1A—N1—H1D | 109.5 | C22—C23—H23B | 108.6 |
H1C—N1—H1D | 109.5 | H23A—C23—H23B | 107.6 |
C14A—C13A—C12 | 112.9 (4) | C23—C24—S2 | 112.5 (3) |
C14A—C13A—H13A | 109.0 | C23—C24—H24A | 109.1 |
C12—C13A—H13A | 109.0 | S2—C24—H24A | 109.1 |
C14A—C13A—H13B | 109.0 | C23—C24—H24B | 109.1 |
C12—C13A—H13B | 109.0 | S2—C24—H24B | 109.1 |
H13A—C13A—H13B | 107.8 | H24A—C24—H24B | 107.8 |
C13A—C14A—S1 | 111.6 (3) | C25—S2—C24 | 100.6 (2) |
C13A—C14A—H14A | 109.3 | S2—C25—H25A | 109.5 |
S1—C14A—H14A | 109.3 | S2—C25—H25B | 109.5 |
C13A—C14A—H14B | 109.3 | H25A—C25—H25B | 109.5 |
S1—C14A—H14B | 109.3 | S2—C25—H25C | 109.5 |
H14A—C14A—H14B | 108.0 | H25A—C25—H25C | 109.5 |
C12—C13B—C14B | 106.0 (6) | H25B—C25—H25C | 109.5 |
C12—C13B—H13C | 110.5 | O12—P1—O14 | 114.24 (15) |
C14B—C13B—H13C | 110.5 | O12—P1—O13 | 112.25 (16) |
C12—C13B—H13D | 110.5 | O14—P1—O13 | 104.94 (15) |
C14B—C13B—H13D | 110.5 | O12—P1—O11 | 108.74 (15) |
H13C—C13B—H13D | 108.7 | O14—P1—O11 | 108.51 (14) |
C13B—C14B—S1 | 110.7 (6) | O13—P1—O11 | 107.91 (16) |
C13B—C14B—H14C | 109.5 | P1—O11—H11 | 109.5 |
S1—C14B—H14C | 109.5 | P1—O13—H13 | 109.5 |
C13B—C14B—H14D | 109.5 | O22—P2—O24 | 114.31 (14) |
S1—C14B—H14D | 109.5 | O22—P2—O23 | 112.00 (15) |
H14C—C14B—H14D | 108.1 | O24—P2—O23 | 105.50 (14) |
C15—S1—C14A | 102.7 (3) | O22—P2—O21 | 108.34 (14) |
C15—S1—C14B | 100.0 (6) | O24—P2—O21 | 109.09 (14) |
C14A—S1—C14B | 35.0 (4) | O23—P2—O21 | 107.35 (15) |
S1—C15—H15A | 109.5 | P2—O21—H21 | 109.5 |
S1—C15—H15B | 109.5 | P2—O23—H23 | 109.5 |
H15A—C15—H15B | 109.5 | ||
O1A—C11—C12—N1 | 17.2 (5) | C12—C13B—C14B—S1 | −179.5 (8) |
O1B—C11—C12—N1 | −164.6 (3) | C13A—C14A—S1—C15 | 69.2 (5) |
O1A—C11—C12—C13B | −141.6 (5) | C13A—C14A—S1—C14B | −20.1 (10) |
O1B—C11—C12—C13B | 36.6 (6) | C13B—C14B—S1—C15 | −68.7 (12) |
O1A—C11—C12—C13A | −98.2 (4) | C13B—C14B—S1—C14A | 29.2 (7) |
O1B—C11—C12—C13A | 80.0 (4) | O2A—C21—C22—N2 | 20.9 (4) |
N1—C12—C13A—C14A | 160.8 (5) | O2B—C21—C22—N2 | −160.4 (3) |
C13B—C12—C13A—C14A | 28.5 (8) | O2A—C21—C22—C23 | −101.5 (4) |
C11—C12—C13A—C14A | −81.6 (5) | O2B—C21—C22—C23 | 77.2 (4) |
C12—C13A—C14A—S1 | −174.7 (4) | N2—C22—C23—C24 | 64.5 (4) |
N1—C12—C13B—C14B | −83.3 (11) | C21—C22—C23—C24 | −176.1 (3) |
C11—C12—C13B—C14B | 71.0 (11) | C22—C23—C24—S2 | 178.3 (3) |
C13A—C12—C13B—C14B | −18.1 (9) | C23—C24—S2—C25 | 77.2 (4) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1B—H1B···O14 | 0.82 | 1.67 | 2.481 (3) | 168 |
N1—H1C···O12i | 0.89 | 1.99 | 2.802 (4) | 151 |
N1—H1D···O1Bii | 0.89 | 2.14 | 2.979 (4) | 158 |
N1—H1A···O12iii | 0.89 | 1.86 | 2.732 (4) | 165 |
O2B—H2B···O24iii | 0.82 | 1.67 | 2.479 (3) | 169 |
N2—H2A···O22 | 0.89 | 1.89 | 2.721 (4) | 155 |
N2—H2D···O2Bii | 0.89 | 2.25 | 3.074 (4) | 153 |
N2—H2C···O22iv | 0.89 | 1.92 | 2.771 (4) | 158 |
O11—H11···O1A | 0.82 | 1.80 | 2.620 (3) | 175 |
O13—H13···O14v | 0.82 | 1.90 | 2.711 (3) | 171 |
O21—H21···O2Avi | 0.82 | 1.82 | 2.641 (3) | 178 |
O23—H23···O24v | 0.82 | 1.85 | 2.655 (3) | 165 |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) x, −y+1/2, z+1/2; (iii) x, y−1, z; (iv) −x+1, −y+1, −z+1; (v) x, −y+3/2, z+1/2; (vi) x, y+1, z. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register