Abstract
C13H20AuO2PS, triclinic, P1̄ (no. 2), a = 7.7509(2) Å, b = 12.7840(3) Å, c = 15.8689(4) Å, α = 89.087(2)°, β = 87.065(2)°, γ = 84.797(2)°, V = 1563.78(7) Å3, Z = 4, Rgt(F) = 0.0282, wRref(F2) = 0.0795, T = 100 K.

The molecular structures are shown in the figure. Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.
Data collection and handling.
| Crystal: | Yellow prism |
| Size: | 0.12 × 0.12 × 0.10 mm |
| Wavelength: | Cu Kα radiation (1.54178 Å) |
| μ: | 19.8 mm−1 |
| Diffractometer, scan mode: | SuperNova, ω |
| θmax, completeness: | 67.1°, >99% |
| N(hkl)measured, N(hkl)unique, Rint: | 33726, 5582, 0.026 |
| Criterion for Iobs, N(hkl)gt: | Iobs > 2 σ(Iobs), 5541 |
| N(param)refined: | 337 |
| Programs: | CrysAlisPRO [1], SHELX [2], [3], WinGX/ORTEP [4] |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).
| Atom | x | y | z | Uiso*/Ueq |
|---|---|---|---|---|
| Au1 | 0.50883(3) | 0.00400(2) | 0.62533(2) | 0.01695(8) |
| S1 | 0.51936(19) | 0.15960(11) | 0.54900(10) | 0.0176(3) |
| P1 | 0.4835(2) | −0.13732(13) | 0.71078(10) | 0.0197(3) |
| O1 | 0.5054(6) | 0.3766(3) | 0.4836(3) | 0.0243(10) |
| O2 | 0.2764(6) | 0.4800(3) | 0.5335(3) | 0.0239(10) |
| H2O | 0.342(9) | 0.528(5) | 0.523(5) | 0.036* |
| C1 | 0.2995(8) | 0.1966(5) | 0.5296(4) | 0.0163(12) |
| C2 | 0.2379(8) | 0.3014(5) | 0.5143(4) | 0.0192(13) |
| C3 | 0.0597(9) | 0.3287(5) | 0.5028(4) | 0.0211(13) |
| H3 | 0.019177 | 0.400267 | 0.494073 | 0.025* |
| C4 | −0.0566(8) | 0.2525(5) | 0.5042(4) | 0.0218(13) |
| H4 | −0.175666 | 0.270843 | 0.494799 | 0.026* |
| C5 | 0.0035(9) | 0.1494(5) | 0.5194(4) | 0.0233(14) |
| H5 | −0.075813 | 0.096854 | 0.521893 | 0.028* |
| C6 | 0.1779(8) | 0.1211(5) | 0.5310(4) | 0.0203(13) |
| H6 | 0.215939 | 0.049248 | 0.540148 | 0.024* |
| C7 | 0.3519(8) | 0.3881(5) | 0.5094(4) | 0.0176(12) |
| C8 | 0.3280(9) | −0.2210(5) | 0.6735(4) | 0.0226(14) |
| H8A | 0.215762 | −0.178135 | 0.669032 | 0.027* |
| H8B | 0.367329 | −0.243977 | 0.615847 | 0.027* |
| C9 | 0.2958(10) | −0.3189(6) | 0.7268(5) | 0.0315(16) |
| H9A | 0.406259 | −0.360931 | 0.734169 | 0.047* |
| H9B | 0.217131 | −0.360728 | 0.698132 | 0.047* |
| H9C | 0.243541 | −0.297585 | 0.782097 | 0.047* |
| C10 | 0.4053(9) | −0.0953(6) | 0.8157(4) | 0.0267(15) |
| H10A | 0.392158 | −0.157890 | 0.852179 | 0.032* |
| H10B | 0.492153 | −0.054046 | 0.840284 | 0.032* |
| C11 | 0.2321(10) | −0.0287(6) | 0.8148(5) | 0.0351(17) |
| H11A | 0.242097 | 0.030508 | 0.775329 | 0.053* |
| H11B | 0.200238 | −0.001986 | 0.871513 | 0.053* |
| H11C | 0.142545 | −0.071719 | 0.796789 | 0.053* |
| C12 | 0.6804(9) | −0.2244(6) | 0.7250(5) | 0.0321(16) |
| H12A | 0.659261 | −0.273834 | 0.772234 | 0.039* |
| H12B | 0.708177 | −0.266118 | 0.673247 | 0.039* |
| C13 | 0.8354(9) | −0.1638(7) | 0.7434(5) | 0.0376(18) |
| H13A | 0.866651 | −0.121771 | 0.693694 | 0.056* |
| H13B | 0.934210 | −0.213525 | 0.756902 | 0.056* |
| H13C | 0.804665 | −0.117359 | 0.791430 | 0.056* |
| Au2 | 0.59078(3) | 0.51272(2) | 0.87572(2) | 0.01876(8) |
| S2 | 0.57186(19) | 0.65473(12) | 0.96535(10) | 0.0193(3) |
| P2 | 0.6184(2) | 0.38291(13) | 0.77943(10) | 0.0214(3) |
| O3 | 0.5334(5) | 0.8749(3) | 1.0236(3) | 0.0194(9) |
| O4 | 0.7240(6) | 0.9782(3) | 0.9625(3) | 0.0219(9) |
| H4O | 0.638(7) | 1.023(5) | 0.968(5) | 0.033* |
| C14 | 0.7837(8) | 0.6944(5) | 0.9649(4) | 0.0158(12) |
| C15 | 0.8173(8) | 0.7990(5) | 0.9791(4) | 0.0167(12) |
| C16 | 0.9883(8) | 0.8263(5) | 0.9809(4) | 0.0197(13) |
| H16 | 1.008377 | 0.897408 | 0.989856 | 0.024* |
| C17 | 1.1285(8) | 0.7518(5) | 0.9700(4) | 0.0229(14) |
| H17 | 1.243781 | 0.770500 | 0.973433 | 0.027* |
| C18 | 1.0966(8) | 0.6488(5) | 0.9539(4) | 0.0232(14) |
| H18 | 1.191391 | 0.597038 | 0.944968 | 0.028* |
| C19 | 0.9291(8) | 0.6208(5) | 0.9507(4) | 0.0209(13) |
| H19 | 0.911223 | 0.550106 | 0.938723 | 0.025* |
| C20 | 0.6769(8) | 0.8850(5) | 0.9908(4) | 0.0171(12) |
| C21 | 0.4200(9) | 0.3413(6) | 0.7394(5) | 0.0284(15) |
| H21A | 0.355127 | 0.402647 | 0.713204 | 0.034* |
| H21B | 0.450985 | 0.288662 | 0.694858 | 0.034* |
| C22 | 0.3016(11) | 0.2940(7) | 0.8070(5) | 0.0404(19) |
| H22A | 0.366264 | 0.235349 | 0.835339 | 0.061* |
| H22B | 0.202021 | 0.268595 | 0.780535 | 0.061* |
| H22C | 0.260457 | 0.347805 | 0.848480 | 0.061* |
| C23 | 0.7411(10) | 0.2658(5) | 0.8204(5) | 0.0280(15) |
| H23A | 0.851327 | 0.286981 | 0.840825 | 0.034* |
| H23B | 0.674297 | 0.239266 | 0.869828 | 0.034* |
| C24 | 0.7841(13) | 0.1755(6) | 0.7588(6) | 0.046(2) |
| H24A | 0.676841 | 0.155295 | 0.736149 | 0.069* |
| H24B | 0.841928 | 0.115312 | 0.788345 | 0.069* |
| H24C | 0.861153 | 0.198047 | 0.712449 | 0.069* |
| C25 | 0.7360(10) | 0.4232(6) | 0.6843(4) | 0.0290(15) |
| H25A | 0.755135 | 0.362778 | 0.645725 | 0.035* |
| H25B | 0.663476 | 0.479354 | 0.655688 | 0.035* |
| C26 | 0.9112(11) | 0.4634(7) | 0.7002(5) | 0.0416(19) |
| H26A | 0.893056 | 0.526444 | 0.735021 | 0.062* |
| H26B | 0.969476 | 0.480615 | 0.646145 | 0.062* |
| H26C | 0.983284 | 0.408926 | 0.729547 | 0.062* |
Source of material
NaOH (Merck, 0.020 g, 0.5 mmol) in water (1 mL) was added to Et3PAuCl (0.175 g, 0.5 mmol) in acetonitrile (15 mL), followed by the addition of 2-thiosalicylic acid (Merck, 0.077, 0.5 mmol) in chloroform (15 mL). The solution was stirred at room temperature for 2 h and left for slow evaporation, yielding yellow crystals after 3 weeks.
Yield: 0.192 g (82%). M. pt. (Biobase automatic melting point apparatus MP450): 378–379 K. Anal. Calc. for C13H20AuO2PS: C, 33.34; H, 4.30. Found: C, 33.16; H, 4.45%. IR (Bruker Vertex 70v FTIR Spectrophotometer; cm−1): 2962 (w) ν(O–H), 1675 (s) ν(C=O), 1034 (s) ν(C–S). 1H NMR (Bruker Ascend 400 MHz NMR spectrometer with chemical shifts relative to tetramethylsilane in CDCl3 solution at 298 K, ppm): δ 13.38 (s, br, 1H, COOH), 8.31 (d, 1H, aryl-H1, 3JHH = 7.76 Hz), 7.64 (d, 1H, aryl-H4, 3JHH = 7.75 Hz), 7.28 (td, 1H, aryl-H3, 3JHH = 7.46 Hz, 4JHH = 1.42 Hz), 7.19 (t, 1H, aryl-H2, 3JHH = 7.55 Hz), 1.83 (dq, 6H, PCH2, 3JHH = 7.71 Hz, 2JPH = 9.80 Hz), 1.17 (dt, 9H, CH3, 3JHH = 7.65 Hz, 3JPH = 18.77 Hz) ppm. 31P{1H} NMR {CDCl3}: 37.5 ppm.
Experimental details
The carbon-bound H-atoms were placed in calculated positions (C—H = 0.95–0.99 Å) and were included in the refinement in the riding model approximation, with Uiso(H) set to 1.2–1.5Ueq(C). The O-bound H atoms were refined with O—H = 0.84 ± 0.01 Å and with Uiso(H) = 1.5Ueq(O). Owing to poor agreement, five reflections, i.e. (3 2 1), (3 5 7), (3 6 5), (3 3 7) and (−4 −1 9), were omitted from the final cycles of refinement. The maximum and minimum electron density peaks of 2.10 and 1.18 eÅ−3, respectively, were located 2.07 and 0.82 Å from the Au2 and H25B atoms, respectively.
Comment
The structural chemistry of the n-mercaptobenzoic acids (HSC6H4CO2H-n; n-HmbaH) and anions derived from these has been reviewed recently, i.e. n = 2 [5] and n = 3 & 4 [6]. Prominent among these are phosphanegold(I) species owing, in part, to unpredictable crystallisation outcomes despite the universal adoption of a linear P—Au—S coordination geometry. For example [7], [8], for Cy3PAu(2-mbaH), two conformational polymorphs were isolated, one with the anticipated eight-membered {⋯HOCO}2 synthon arising from hydroxyl-O—H⋯O(carbonyl) hydrogen bonds occurring about a centre of inversion so the dimeric aggregate has an open conformation; Cy is cyclohexyl. The other conformation had a more spherical shape as an intramolecular hydroxyl-O—H⋯S(thiolate) hydrogen bond formed instead [7], [8]. In another study of binuclear molecules (dppe)[Au(2-mbaH)]2 [9], supramolecular chains mediated by {⋯HOCO}2 synthons were formed but, when co-crystallised dimethyl sulphoxide (DMSO), zero dimensional aggregates formed instead owing to the presence of hydroxyl-O—H⋯O(DMSO) hydrogen bonding; dppe is Ph2PCH2CH2PPh2. Different solvates of (o-tolyl)3PAu(2-mbaH) exhibited solvent-dependent solid-state photoluminescence [10], a trait often observed for phosphanegold(I) thiolates [11]. Complimenting the above are long-standing evaluations of biological potential, especially for anti-cancer [12] /anti-bacterial [13] activity, again, as often observed for phosphanegold(I) thiolate analogues [14]. The present crystal structure determination of the title compound Et3PAu(2-mbaH), (I), was investigated in continuation of studies in this area.
The crystallographic asymmetric unit of (I) comprises two independent molecules as shown in the figure (70% displacement ellipsoids). The molecules have very similar conformations in which the gold atom is linearly coordinated by thiolate-S [Au1—S1 = 2.3180(15) Å; Au2—S2 = 2.3137(15) Å] and phosphane-P [Au1—P1 = 2.2583(16) Å; Au2—P2 = 2.2622(16) Å] atoms; the P1—Au1—S1 angle = 173.90(6)° and P2—Au2—S2 = 175.11(6)°. The differences in the C—O bond lengths [C1—O1, O2 = 1.235(8) and 1.317(7) Å; C20—O3, O4 = 1.221(8) and 1.341(8) Å] confirm protonation at each of the O2 and O4 atoms. The 2-mbaH ligand is not aligned to sit directly over the P—Au—S axis, rather is twisted as seen in the Au1—S1—C1—C2 torsion angle of 155.4(5)° [Au2—S2—C14—C15 = 151.5(5)°]. Finally, the carboxylic acid residues are directed away from the rest of the molecule to facilitate hydrogen bonding interactions.
The most prominent intermolecular interactions in the crystal of (I) are hydroxyl-O—H⋯O(carbonyl) hydrogen bonds occurring about a centre of inversion, indicating each molecule self-associates to form a dimeric aggregate [O2—H2o⋯O1i: H2o⋯O1i = 1.77(7) Å, O2⋯O1i = 2.607(6) Å with angle at H2o = 171(6)° and O4—H4o⋯O3ii: H4o⋯O3ii = 1.78(6) Å, O4⋯O3ii = 2.616(6) Å with angle at H4o = 176(7)° for symmetry operations (i): 1 − x, 1 − y, 1 − z and (ii): 1 − x, 2 − y, 2 − z]. Globally, the Au1-aggregates assemble into homo-molecular layers in the ab-plane with the goldphosphane residues projecting to either side of the plane. A similar situation pertains for the Au2-aggregates. The layers stack alternatively along the c-axis. Within the Au1-layers, methylene-C—H⋯O(carbonyl) interactions are apparent [C8—H8b⋯O1iii: H8b⋯O1iii = 2.44 Å, C8⋯O1iii = 3.347(8) Å with angle at H8b = 152° for (iii): 1 − x, − y, 1 − z]. Within the Au2-layers, the connections between molecules are of the type phenyl-C—H⋯S(thiolate) [C17—H17⋯S2iv: H17⋯S2iv = 2.82 Å, C17⋯S2iv = 3.544(6) Å with angle at H17 = 134° for (iv): 1 + x, y, z]. The only apparent directional contacts between layers are methylene-C—H⋯S(thiolate) interactions [C21—H21b⋯S1: H21b⋯S1 = 2.86 Å, C21⋯S1 = 3.844(8) Å with angle at H21b = 171°].
The Hirshfeld surfaces and two-dimensional fingerprint plots were calculated for overall (I) and for each of the independent molecules. This was accomplished with Crystal Explorer 17 [15] following standard protocols [16]. For (I), most of the surface contacts involve H with the greatest contribution coming from H⋯H contacts [53.3%]. The next most dominant contacts are H⋯C/C⋯H [16.8%], H⋯O/O⋯H [15.9%], with characteristic spikes ascribed to the O—H⋯O hydrogen bonding, and H⋯S/S⋯H [8.1%]. Very similar percentage contributions to the surface contacts are noted for each of the Au1- and Au2-containing molecules. In terms of differentiating between the Au1- and Au2-molecules, H⋯H contacts are more dominant for the Au1-molecule [53.6 versus 51.4%] while the H⋯C/C⋯H [16.3 versus 16.9%], H⋯O/O⋯H [14.9 versus 15.7%] and H⋯S/S⋯H [9.1 versus 9.5%] contacts are marginally decreased.
Acknowledgements
Sunway University Sdn Bhd is thanked for financial support of this work through Grant No. STR-RCTR-RCCM-001-2019.
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©2020 Chien Ing Yeo et al., published by De Gruyter, Berlin/Boston
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Artikel in diesem Heft
- Frontmatter
- Crystal structure of poly[tetraaqua-bis(μ4-5-(4-carboxy-benzylamino)-isophthalato-κ4O,O′:O′′:O′′′)-(μ2-4,4′-di(1H-imidazol-1-yl)-1,1′-biphenyl-κ2N:N′)dicadmium(II)], C25H22N3O8Cd
- The crystal structure of 2-(2-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-ium-1-yl)phenoxy)acetate, C19H18N2O3
- Crystal structure of poly[aqua-μ2-4,4′-bipyridine-κ2N:N′)-μ2-bis(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetato-κ2O,O′)zinc(II)], C38H28Cl4N4O4Zn
- Crystal structure of 1-(2-(1H-indol-3-yl)ethyl)-4-benzyl-3-hydroxy-3,6-diphenylpiperazine-2,5-dione, C33H29N3O3
- The crystal structure 2,2′-bipyridine-κ2N,N′-(2-(3-amino-4-chlorobenzoyl)benzoato-κ1O)-(2-(3-amino-4-chlorobenzoyl)benzoato-κ2O,O′)zinc(II) — ethanol (1/1), C40H32Cl2N4O7Zn
- Crystal structure of catena-poly[(μ3-2-carboxy-4-(3-carboxy-5-carboxylatophenoxy)benzoato-κ3O:O′:O′′)-bis(μ2-4,4′-bis(pyrid-4-yl)biphenyl-k1N)copper(II)], C60H40N4O9Cu
- The crystal structure of dimethylammonium catena-[di(μ-aqua)-bis(μ9-benzene-1,3,5-tricarboxylato)pentalithium], C20H16Li5NO13
- Crystal structure of tetraaqua-bis(3,5-di(pyridin-4-yl)-1,2,4-triazol-1-ido-κ1N)nickel(II) dihydrate, C24H28O6N10Ni
- The crystal structure of tetrakis(1-methylimidazole-κ1N)-oxido-(sulfato-κ1O)vanadium(IV), C16H24N8O5SV
- Crystal structure of methyl 2-(6,11-dioxo-2,3,6,11-tetrahydro-1H-benzo[f]pyrrolo[2,1-a]isoindole-5-carbonyl)benzoate, C24H17NO5
- Crystal structure of (E)-N′-(2-hydroxy-4-(2-(piperidin-1-yl)ethoxy)benzylidene) nicotinohydrazide monohydrate, C20H24N4O3 ⋅ H2O
- Crystal structure of poly[bis(μ3-(1-(3,5-di(1H-imidazol-1-yl)phenyl)-1H-imidazole-κ3N:N′:N′′)cobalt(II)] dinitrate — N,N-dimethylformamide (1/4), C42H52N18O10Co
- The crystal structure bis{hexakis(1-methyl-1H-imidazole-κ1N)cobalt(II)} tetrakis(μ3-oxido)-octakis(μ2-oxido)-tetradecaoxido-octamolybdate(VI), C24H36CoMo4N12O13
- Crystal structure of di-μ-nicotinato-κ2N:O; κ2O:N-bis-[aqua-bis(benzyl)(nicotinato-κ2O,O′)tin(IV)], C52H48N4O10Sn2
- Crystal structure of dichlorido-bis[2-(2-(3-(pyridin-2-yl)-1H-1,2,4-triazol-5-yl)phenoxy)benzoic acidmanganese(II) monohydrate, C40H30N8O7MnCl2
- The crystal structure of benzyl 3β-acetylglycyrrhetate, C39H54O5
- Synthesis and crystal structure of (E)-1-benzyl-3-(4-methoxystyryl)quinoxalin-2(1H)-one, C24H20N2O2
- Crystal structure of trans-dichloridobis(4-chlorophenyl-κC1)(1,10-phenanthroline-κ2N,N′)tin(IV) dimethylsulphoxide solvate, C26H22Cl4N2OSSn
- Crystal structure of phenyl(1,3,4a-triphenyl-4a,5,6,10b-tetrahydro-1H-[1,4]oxazino[2,3-c]quinolin-5-yl)methanone, C36H28N2O2
- Crystal structure of (4aS,5S,6aS,6a1S, 10aS)-4a,5,6a,6a1,9,10-hexahydro-7H-4,5-methanocyclobuta[4,5]naphtho[8a,1-b]pyran-6(2H)-one, C15H16O2
- Crystal structure of [(Z)-O-isopropyl N-(4-chlorophenyl)thiocarbamato-κS]-(triphenylphosphine-κP)-gold(I), C28H26AuClNOPS
- Crystal structure of (μ2-1,1′-bis(diphenylphosphino)ferrocene-P,P′)-bis[(Z)-O-isopropyl N-(4-chlorophenyl)thiocarbamato-S]-di-gold(I) acetonitrile di-solvate, C54H50Au2Cl2FeN2O2P2S2⋅2(C2H3N)
- Crystal structure of (6aR,6a1S,10aS)-2,4a,6a,6a1,9,10-hexahydro-7H-4,5-methanocyclobuta[4,5]naphtho[8a,1-b]pyran, C15H16O
- Crystal structure of 5,17-diformyl-25,26,27,28-tetrahydroxycalix[4]arene- dichloromethane, C31H26Cl2O6
- Crystal structure of 2-tert-butyl 1-methyl 5-{4-[(methoxycarbonyl)amino]phenyl}-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate, C19H24N2O6
- Crystal structure of [2-carboxybenzene-1-thiolato-S]-(triethylphosphane-P)-gold(I), C13H20AuO2PS
- Synthesis and crystal structure of bis(5-methyl-2-aldehyde-phenolato-κ2O1,O2)copper(II), C16H14CuO4
- Crystal structure of poly[triaqua-(di(2,2′-bipyridine-κ2N,N′)-μ4-silanetetrayltetrakis(benzene-4,1-diyl)tetrakis (hydrogen phosphonato)-κ4O:O′:O′′:O′′′) dicadmium(II)], C44H42N4O15P4Cd2Si
- Crystal structure of bis[μ2-(N,N-diethylcarbamodithioato-κS:κS,κS′)]-bis(triethylphosphine-P)-di-silver(I), C22H50Ag2N2P2S4
- Crystal structure of bis[μ2-(pyrrolidine-1-carbodithioato-κS:κS,κS′)]-bis(triethylphosphine-κP)disilver(I), C22H46Ag2N2P2S4
- Crystal structure of bis[μ2-(N-(2-hydroxyethyl)-N-methylcarbamodithioato-κS:κS,κS′)]-bis(triethylphosphine-P)-di-silver(I), C20H46Ag2N2O2P2S4
- The crystal structure of (2E,2′E)-,2,2′-bis[1-(2-pyrazinyl)ethylidene]carbonimidic dihydrazide, C13H15N9
- The crystal structure of (E)-1-(quinolin-2-ylmethyl)-2-((1-(quinolin-2-ylmethyl)pyridin-2(1H)-ylidene)amino)pyridin-1-ium, C30H25BrN5
- Crystal structure of catena-poly[(μ2-1-((benzotriazol-1-yl)methyl)-1H-1,3-imdazole-κ2N:N′)-(1-((benzotriazol-1-yl)methyl)-1H-1,3-imdazole-κ1N)-(methanol-κ1O)mercury(II)] dinitrate, C21H22N12O7Hg
- Crystal structure of 1-(6-hydroxy-2-phenylbenzofuran-5-yl)ethan-1-one, C16H12O3
- The crystal structure of oxonium hexaquaaluminium disulfate hexahydrate
- Crystal structure of catena{(μ2-1,10-phenanthroline-κ4N,N,N′,N′)-(μ2-1,10-phenanthroline-κ3N,N,N′)potassium(I) {[bis(2-hydroxyethyl)iminiumyl](sulfanidyl)methyl}sulfanide hemi(1,10-phenanthroline)}, {C24H16KN4, 0.5(C12H8N2), C5H10NO2S2}
- Crystal structure of chlorido-[(N,N-di-isobutyl)dithiocarbamato-κ2S,S′]-di(4-methylbenzyl-κC)tin(IV), C25H36ClNS2Sn
- Crystal structure of chlorido-(η5-pentamethylcyclopentadienyl)-(4-chloro-4-pyridyl-2,2′:6′,2′′-terpyridine-κ2N,N′) rhodium(III) hexaflourophosphate, C31H29Cl2F6N3PRh
- The crystal structure of catena-poly[bis-(3,5-dinitro-1,2,4-triazolato-κ2N:O)-(μ2-1,4-bis(1-imidazolyl)benzene-κ2N:N′)copper(II)], C16H10CuN14O8
- Crystal structure of poly[triaqua-bis(μ3-3,3′-((5-carboxylato-1,3-phenylene)bis(oxy))dibenzoato)-tris(1,10-phenanthroline)cobalt(II)], C78H46N6O20Co3
- The crystal structure of 2,4-dihydroxybenzoic acid–nicotinamide–methanol (1/1/1), C15H18N2O6
- The crystal structure of aqua{N,N,N′,N′-tetrakis[(1H-benzimidazol-κN3) methyl]cyclohexane-1,2-diamine}lead(II) diacetate–methanol (1/2), C44H54N10O7Pb
- Crystal structure of (2-amino-5-bromo-3-iodophenyl)(3-(4-chlorophenyl)oxiran-2-yl)methanone, C15H10BrClINO2
- Synthesis and crystal structure of 3-octyl-5,5-diphenylimidazolidine-2,4-dione, C23H28N2O2
- Synthesis and crystal structure of 2-azido-N-(4-nitrophenyl)acetamide, C8H7N5O3
- Crystal structure of tert-butyl (1S,2R,5R)-2-(hydroxymethyl)-4-(4-methoxyphenyl)-6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate, C17H23NO5
- Crystal structure of 4-[(4-methoxy-2-nitrophenyl)carbamoyl]butanoic acid, C12H14N2O6
- Crystal structure of 3-ethyl-1-[(E)-[(2E)-3-phenylprop-2-en-1-ylidene]amino]thiourea, C12H15N3S
- Crystal structure of 4,4′-bipyridin-1,1′-dium poly[bis(μ4-benzene-1,3,5-triyltris(hydrogen phosphonato-κ4O:O′:O′′:O′′′))zinc(II)], C11H11NO9P3Zn
- Crystal structure of (μ2-1,1′-bis(diphenylphosphino)butane-κ2P,P′)-bis[(Z)-N-(3-fluorophenyl)-O-methylthiocarbamato-κS]-di-gold(I), C44H42Au2F2N2O2P2S2
- Crystal structure of (μ2-1,1′-bis(diphenylphosphino)hexane-κ2P,P′)-bis[(Z)-N-(3-fluorophenyl)-O-methylthiocarbamato-κS]digold(I), C46H46Au2F2N2O2P2S2
- Crystal structure of tetrakis (N-(2-hydroxyethyl)-N-isopropylcarbamodithioato-κS,S′)-(μ2(2-(pyridin-4-yl)vinyl)pyridine-κN,N′)dicadmium(II), C36H58Cd2N6O4S8
- Crystal structure of 4-(2-(benzo[b]thiophen-2-yl)-3,3,4,4,5,5-hexafluorocyclopent-1-en-1-yl)-1,5-dimethyl-1H-pyrrole-2-carbonitrile, C20H12F6N2S
- Crystal structure of bis(octahydrocyclopenta[c]pyrrolium)pentachlorobismuthate(III), (C7NH14)2BiCl5
- The crystal structure of diaqua-tris(nitrato-κ2O,O′)-bis(4,4,5,5-tetramethyl-2-(p-pyridyl)imidazoline-1-oxyl 3-oxide-κN)samarium(III), C24H36N9O15Sm
- Synthesis and crystal structure of methyl 2-(2-((tert-butoxycarbonyl)amino)phenyl)-2-(4-oxo-4H-chromen-3-yl)acetate, C23H23NO6
- Crystal structure of O-hexyl benzoylcarbamothioate, C14H19NO2S
- Crystal structure of chlorido-(O-methyl phenylcarbamothioamide-κS)-bis(triphenylphosphane-κP)silver(I), C44H39AgClNOP2S
- Crystal structure of chlorido-(O-ethyl phenylcarbamothioamide-κS)-bis(triphenylphosphane-κP)-silver(I), C45H41AgClNOP2S
- Crystal structure of 4-[(2-methoxyphenyl)carbamoyl]butanoic acid, C12H15NO4
- Crystal structure of ethyl 4-methyl-2-oxo-5-phenyl-1,3,4-oxadiazinane-3-carboxylate, C13H16N2O4
- Crystal structure of catena-poly[diaqua(μ2-2-(hydroxymethyl)-1H-imidazole-4,5-dicarboxylato)cadmium(II)], C6H8CdN2O7
- Crystal structure of (1S)-N-(chloromethyl)-1-((4S,6aR,8aS, 8bR,9aR)-4-methoxy-6a,8a-dimethyl-1,3,4, 5,6,6a,6b,7,8,8a,9a,10,10a,10b-tetradecahydro-8bH-naphtho[2′,1′:4,5] indeno[1,2-b]oxiren-8b-yl)-N-methylethan-1-amine, C24H46ClNO5
- Crystal structure of 4-[(3,5-dichlorophenyl)carbamoyl]butanoic acid, C11H11Cl2NO3
- Crystal structure of (2Z)-2-amino-3-[(E)-[(2,4-dihydroxyphenyl)methylidene]-amino]but-2-enedinitrile, C11H8N4O2
- Crystal structure of 3-methyl-1-[(E)-(4-phenylbutan-2-ylidene)amino]thiourea, C12H17N3S
- Crystal structure of carbonyl{hydridotris[3-phenyl-5-methylpyrazol-1-yl]borato-κ3N,N′N′′}copper(I), C31H28BCuN6O
- Crystal structure of ethane-1,2-diylbis(diphenylphosphine oxide) – dihydrogenperoxide (1/2), C26H28O6P2
- Crystal structure of 2-(pyridin-2-ylamino)pyridinium chloride dibenzyldichlorostannane, [C10H10N3]Cl, C14H14Cl2Sn
- Crystal structure of 4-[(3-methoxyphenyl)carbamoyl]butanoic acid, C12H15NO4
- Crystal structure of dichlorido-bis(tri-4-tolylphosphane oxide-κO)-di(4-chlorophenyl-κC)tin(IV), C54H50Cl4O2P2Sn
- Crystal structure of dichloridodimethylbis(tri-4-tolylphosphane oxide-κO)-tin(IV), C44H48Cl2O2P2Sn
- Crystal structure of chlorido(2-methylquinolin-8-olato-κ2N,O)-bis(4-tolyl-κC)tin(IV), C24H22ClNOSn
- Crystal structure of (E)-dichloro(1-chloro-3-methoxyprop-1-en-2-yl)(4-methoxyphenyl)-λ4-tellane, C11H13Cl3O2Te
- Crystal structure of bis{N-methyl-N′-[3-(4-methoxyphenyl)-1-methylpropane-1-ylidene]carbamohydrazonothioato}zinc(II), C26H36N6O2S2Zn
- Crystal structure of (2-carboxy-4-(3-carboxy-5-carboxylatophenoxy)benzoato-κ2O,O′)bis(1,10-phenantroline-κ2N,N′)cobalt(II), C40H24N4O9Co
- The crystal structure of (3S,8R,10R,14R)-17-((2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-4,4,8,10,14-pentamethyl-12-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate, C32H52O5
- Crystal structure of (μ2-1,1′-bis(diphenylphosphino)ferrocene-κ2P,P′)-bis[(Z)N-(3-fluorophenyl)-O-methylthiocarbamato-S]digold(I) chloroform solvate, C50H42Au2F2FeN2O2P2S2, CHCl3
- Crystal structure of poly[bis(μ2-1,4-di(1H-imidazol-1-yl)benzene-κ2N:N′)-(μ2-tetraoxidomolybdato(VI)-κ2O:O′)cobalt(II)], C24H20N8O4MoCo
Artikel in diesem Heft
- Frontmatter
- Crystal structure of poly[tetraaqua-bis(μ4-5-(4-carboxy-benzylamino)-isophthalato-κ4O,O′:O′′:O′′′)-(μ2-4,4′-di(1H-imidazol-1-yl)-1,1′-biphenyl-κ2N:N′)dicadmium(II)], C25H22N3O8Cd
- The crystal structure of 2-(2-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-ium-1-yl)phenoxy)acetate, C19H18N2O3
- Crystal structure of poly[aqua-μ2-4,4′-bipyridine-κ2N:N′)-μ2-bis(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetato-κ2O,O′)zinc(II)], C38H28Cl4N4O4Zn
- Crystal structure of 1-(2-(1H-indol-3-yl)ethyl)-4-benzyl-3-hydroxy-3,6-diphenylpiperazine-2,5-dione, C33H29N3O3
- The crystal structure 2,2′-bipyridine-κ2N,N′-(2-(3-amino-4-chlorobenzoyl)benzoato-κ1O)-(2-(3-amino-4-chlorobenzoyl)benzoato-κ2O,O′)zinc(II) — ethanol (1/1), C40H32Cl2N4O7Zn
- Crystal structure of catena-poly[(μ3-2-carboxy-4-(3-carboxy-5-carboxylatophenoxy)benzoato-κ3O:O′:O′′)-bis(μ2-4,4′-bis(pyrid-4-yl)biphenyl-k1N)copper(II)], C60H40N4O9Cu
- The crystal structure of dimethylammonium catena-[di(μ-aqua)-bis(μ9-benzene-1,3,5-tricarboxylato)pentalithium], C20H16Li5NO13
- Crystal structure of tetraaqua-bis(3,5-di(pyridin-4-yl)-1,2,4-triazol-1-ido-κ1N)nickel(II) dihydrate, C24H28O6N10Ni
- The crystal structure of tetrakis(1-methylimidazole-κ1N)-oxido-(sulfato-κ1O)vanadium(IV), C16H24N8O5SV
- Crystal structure of methyl 2-(6,11-dioxo-2,3,6,11-tetrahydro-1H-benzo[f]pyrrolo[2,1-a]isoindole-5-carbonyl)benzoate, C24H17NO5
- Crystal structure of (E)-N′-(2-hydroxy-4-(2-(piperidin-1-yl)ethoxy)benzylidene) nicotinohydrazide monohydrate, C20H24N4O3 ⋅ H2O
- Crystal structure of poly[bis(μ3-(1-(3,5-di(1H-imidazol-1-yl)phenyl)-1H-imidazole-κ3N:N′:N′′)cobalt(II)] dinitrate — N,N-dimethylformamide (1/4), C42H52N18O10Co
- The crystal structure bis{hexakis(1-methyl-1H-imidazole-κ1N)cobalt(II)} tetrakis(μ3-oxido)-octakis(μ2-oxido)-tetradecaoxido-octamolybdate(VI), C24H36CoMo4N12O13
- Crystal structure of di-μ-nicotinato-κ2N:O; κ2O:N-bis-[aqua-bis(benzyl)(nicotinato-κ2O,O′)tin(IV)], C52H48N4O10Sn2
- Crystal structure of dichlorido-bis[2-(2-(3-(pyridin-2-yl)-1H-1,2,4-triazol-5-yl)phenoxy)benzoic acidmanganese(II) monohydrate, C40H30N8O7MnCl2
- The crystal structure of benzyl 3β-acetylglycyrrhetate, C39H54O5
- Synthesis and crystal structure of (E)-1-benzyl-3-(4-methoxystyryl)quinoxalin-2(1H)-one, C24H20N2O2
- Crystal structure of trans-dichloridobis(4-chlorophenyl-κC1)(1,10-phenanthroline-κ2N,N′)tin(IV) dimethylsulphoxide solvate, C26H22Cl4N2OSSn
- Crystal structure of phenyl(1,3,4a-triphenyl-4a,5,6,10b-tetrahydro-1H-[1,4]oxazino[2,3-c]quinolin-5-yl)methanone, C36H28N2O2
- Crystal structure of (4aS,5S,6aS,6a1S, 10aS)-4a,5,6a,6a1,9,10-hexahydro-7H-4,5-methanocyclobuta[4,5]naphtho[8a,1-b]pyran-6(2H)-one, C15H16O2
- Crystal structure of [(Z)-O-isopropyl N-(4-chlorophenyl)thiocarbamato-κS]-(triphenylphosphine-κP)-gold(I), C28H26AuClNOPS
- Crystal structure of (μ2-1,1′-bis(diphenylphosphino)ferrocene-P,P′)-bis[(Z)-O-isopropyl N-(4-chlorophenyl)thiocarbamato-S]-di-gold(I) acetonitrile di-solvate, C54H50Au2Cl2FeN2O2P2S2⋅2(C2H3N)
- Crystal structure of (6aR,6a1S,10aS)-2,4a,6a,6a1,9,10-hexahydro-7H-4,5-methanocyclobuta[4,5]naphtho[8a,1-b]pyran, C15H16O
- Crystal structure of 5,17-diformyl-25,26,27,28-tetrahydroxycalix[4]arene- dichloromethane, C31H26Cl2O6
- Crystal structure of 2-tert-butyl 1-methyl 5-{4-[(methoxycarbonyl)amino]phenyl}-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate, C19H24N2O6
- Crystal structure of [2-carboxybenzene-1-thiolato-S]-(triethylphosphane-P)-gold(I), C13H20AuO2PS
- Synthesis and crystal structure of bis(5-methyl-2-aldehyde-phenolato-κ2O1,O2)copper(II), C16H14CuO4
- Crystal structure of poly[triaqua-(di(2,2′-bipyridine-κ2N,N′)-μ4-silanetetrayltetrakis(benzene-4,1-diyl)tetrakis (hydrogen phosphonato)-κ4O:O′:O′′:O′′′) dicadmium(II)], C44H42N4O15P4Cd2Si
- Crystal structure of bis[μ2-(N,N-diethylcarbamodithioato-κS:κS,κS′)]-bis(triethylphosphine-P)-di-silver(I), C22H50Ag2N2P2S4
- Crystal structure of bis[μ2-(pyrrolidine-1-carbodithioato-κS:κS,κS′)]-bis(triethylphosphine-κP)disilver(I), C22H46Ag2N2P2S4
- Crystal structure of bis[μ2-(N-(2-hydroxyethyl)-N-methylcarbamodithioato-κS:κS,κS′)]-bis(triethylphosphine-P)-di-silver(I), C20H46Ag2N2O2P2S4
- The crystal structure of (2E,2′E)-,2,2′-bis[1-(2-pyrazinyl)ethylidene]carbonimidic dihydrazide, C13H15N9
- The crystal structure of (E)-1-(quinolin-2-ylmethyl)-2-((1-(quinolin-2-ylmethyl)pyridin-2(1H)-ylidene)amino)pyridin-1-ium, C30H25BrN5
- Crystal structure of catena-poly[(μ2-1-((benzotriazol-1-yl)methyl)-1H-1,3-imdazole-κ2N:N′)-(1-((benzotriazol-1-yl)methyl)-1H-1,3-imdazole-κ1N)-(methanol-κ1O)mercury(II)] dinitrate, C21H22N12O7Hg
- Crystal structure of 1-(6-hydroxy-2-phenylbenzofuran-5-yl)ethan-1-one, C16H12O3
- The crystal structure of oxonium hexaquaaluminium disulfate hexahydrate
- Crystal structure of catena{(μ2-1,10-phenanthroline-κ4N,N,N′,N′)-(μ2-1,10-phenanthroline-κ3N,N,N′)potassium(I) {[bis(2-hydroxyethyl)iminiumyl](sulfanidyl)methyl}sulfanide hemi(1,10-phenanthroline)}, {C24H16KN4, 0.5(C12H8N2), C5H10NO2S2}
- Crystal structure of chlorido-[(N,N-di-isobutyl)dithiocarbamato-κ2S,S′]-di(4-methylbenzyl-κC)tin(IV), C25H36ClNS2Sn
- Crystal structure of chlorido-(η5-pentamethylcyclopentadienyl)-(4-chloro-4-pyridyl-2,2′:6′,2′′-terpyridine-κ2N,N′) rhodium(III) hexaflourophosphate, C31H29Cl2F6N3PRh
- The crystal structure of catena-poly[bis-(3,5-dinitro-1,2,4-triazolato-κ2N:O)-(μ2-1,4-bis(1-imidazolyl)benzene-κ2N:N′)copper(II)], C16H10CuN14O8
- Crystal structure of poly[triaqua-bis(μ3-3,3′-((5-carboxylato-1,3-phenylene)bis(oxy))dibenzoato)-tris(1,10-phenanthroline)cobalt(II)], C78H46N6O20Co3
- The crystal structure of 2,4-dihydroxybenzoic acid–nicotinamide–methanol (1/1/1), C15H18N2O6
- The crystal structure of aqua{N,N,N′,N′-tetrakis[(1H-benzimidazol-κN3) methyl]cyclohexane-1,2-diamine}lead(II) diacetate–methanol (1/2), C44H54N10O7Pb
- Crystal structure of (2-amino-5-bromo-3-iodophenyl)(3-(4-chlorophenyl)oxiran-2-yl)methanone, C15H10BrClINO2
- Synthesis and crystal structure of 3-octyl-5,5-diphenylimidazolidine-2,4-dione, C23H28N2O2
- Synthesis and crystal structure of 2-azido-N-(4-nitrophenyl)acetamide, C8H7N5O3
- Crystal structure of tert-butyl (1S,2R,5R)-2-(hydroxymethyl)-4-(4-methoxyphenyl)-6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate, C17H23NO5
- Crystal structure of 4-[(4-methoxy-2-nitrophenyl)carbamoyl]butanoic acid, C12H14N2O6
- Crystal structure of 3-ethyl-1-[(E)-[(2E)-3-phenylprop-2-en-1-ylidene]amino]thiourea, C12H15N3S
- Crystal structure of 4,4′-bipyridin-1,1′-dium poly[bis(μ4-benzene-1,3,5-triyltris(hydrogen phosphonato-κ4O:O′:O′′:O′′′))zinc(II)], C11H11NO9P3Zn
- Crystal structure of (μ2-1,1′-bis(diphenylphosphino)butane-κ2P,P′)-bis[(Z)-N-(3-fluorophenyl)-O-methylthiocarbamato-κS]-di-gold(I), C44H42Au2F2N2O2P2S2
- Crystal structure of (μ2-1,1′-bis(diphenylphosphino)hexane-κ2P,P′)-bis[(Z)-N-(3-fluorophenyl)-O-methylthiocarbamato-κS]digold(I), C46H46Au2F2N2O2P2S2
- Crystal structure of tetrakis (N-(2-hydroxyethyl)-N-isopropylcarbamodithioato-κS,S′)-(μ2(2-(pyridin-4-yl)vinyl)pyridine-κN,N′)dicadmium(II), C36H58Cd2N6O4S8
- Crystal structure of 4-(2-(benzo[b]thiophen-2-yl)-3,3,4,4,5,5-hexafluorocyclopent-1-en-1-yl)-1,5-dimethyl-1H-pyrrole-2-carbonitrile, C20H12F6N2S
- Crystal structure of bis(octahydrocyclopenta[c]pyrrolium)pentachlorobismuthate(III), (C7NH14)2BiCl5
- The crystal structure of diaqua-tris(nitrato-κ2O,O′)-bis(4,4,5,5-tetramethyl-2-(p-pyridyl)imidazoline-1-oxyl 3-oxide-κN)samarium(III), C24H36N9O15Sm
- Synthesis and crystal structure of methyl 2-(2-((tert-butoxycarbonyl)amino)phenyl)-2-(4-oxo-4H-chromen-3-yl)acetate, C23H23NO6
- Crystal structure of O-hexyl benzoylcarbamothioate, C14H19NO2S
- Crystal structure of chlorido-(O-methyl phenylcarbamothioamide-κS)-bis(triphenylphosphane-κP)silver(I), C44H39AgClNOP2S
- Crystal structure of chlorido-(O-ethyl phenylcarbamothioamide-κS)-bis(triphenylphosphane-κP)-silver(I), C45H41AgClNOP2S
- Crystal structure of 4-[(2-methoxyphenyl)carbamoyl]butanoic acid, C12H15NO4
- Crystal structure of ethyl 4-methyl-2-oxo-5-phenyl-1,3,4-oxadiazinane-3-carboxylate, C13H16N2O4
- Crystal structure of catena-poly[diaqua(μ2-2-(hydroxymethyl)-1H-imidazole-4,5-dicarboxylato)cadmium(II)], C6H8CdN2O7
- Crystal structure of (1S)-N-(chloromethyl)-1-((4S,6aR,8aS, 8bR,9aR)-4-methoxy-6a,8a-dimethyl-1,3,4, 5,6,6a,6b,7,8,8a,9a,10,10a,10b-tetradecahydro-8bH-naphtho[2′,1′:4,5] indeno[1,2-b]oxiren-8b-yl)-N-methylethan-1-amine, C24H46ClNO5
- Crystal structure of 4-[(3,5-dichlorophenyl)carbamoyl]butanoic acid, C11H11Cl2NO3
- Crystal structure of (2Z)-2-amino-3-[(E)-[(2,4-dihydroxyphenyl)methylidene]-amino]but-2-enedinitrile, C11H8N4O2
- Crystal structure of 3-methyl-1-[(E)-(4-phenylbutan-2-ylidene)amino]thiourea, C12H17N3S
- Crystal structure of carbonyl{hydridotris[3-phenyl-5-methylpyrazol-1-yl]borato-κ3N,N′N′′}copper(I), C31H28BCuN6O
- Crystal structure of ethane-1,2-diylbis(diphenylphosphine oxide) – dihydrogenperoxide (1/2), C26H28O6P2
- Crystal structure of 2-(pyridin-2-ylamino)pyridinium chloride dibenzyldichlorostannane, [C10H10N3]Cl, C14H14Cl2Sn
- Crystal structure of 4-[(3-methoxyphenyl)carbamoyl]butanoic acid, C12H15NO4
- Crystal structure of dichlorido-bis(tri-4-tolylphosphane oxide-κO)-di(4-chlorophenyl-κC)tin(IV), C54H50Cl4O2P2Sn
- Crystal structure of dichloridodimethylbis(tri-4-tolylphosphane oxide-κO)-tin(IV), C44H48Cl2O2P2Sn
- Crystal structure of chlorido(2-methylquinolin-8-olato-κ2N,O)-bis(4-tolyl-κC)tin(IV), C24H22ClNOSn
- Crystal structure of (E)-dichloro(1-chloro-3-methoxyprop-1-en-2-yl)(4-methoxyphenyl)-λ4-tellane, C11H13Cl3O2Te
- Crystal structure of bis{N-methyl-N′-[3-(4-methoxyphenyl)-1-methylpropane-1-ylidene]carbamohydrazonothioato}zinc(II), C26H36N6O2S2Zn
- Crystal structure of (2-carboxy-4-(3-carboxy-5-carboxylatophenoxy)benzoato-κ2O,O′)bis(1,10-phenantroline-κ2N,N′)cobalt(II), C40H24N4O9Co
- The crystal structure of (3S,8R,10R,14R)-17-((2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-4,4,8,10,14-pentamethyl-12-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate, C32H52O5
- Crystal structure of (μ2-1,1′-bis(diphenylphosphino)ferrocene-κ2P,P′)-bis[(Z)N-(3-fluorophenyl)-O-methylthiocarbamato-S]digold(I) chloroform solvate, C50H42Au2F2FeN2O2P2S2, CHCl3
- Crystal structure of poly[bis(μ2-1,4-di(1H-imidazol-1-yl)benzene-κ2N:N′)-(μ2-tetraoxidomolybdato(VI)-κ2O:O′)cobalt(II)], C24H20N8O4MoCo