Home Physical Sciences Crystal structure of benzoato-κO-bis(1,3,5-triaza-7-phosphaadamantane-κP)silver(I) monohydrate C19H31AgN6O3P2
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Crystal structure of benzoato-κO-bis(1,3,5-triaza-7-phosphaadamantane-κP)silver(I) monohydrate C19H31AgN6O3P2

  • Francois J.F. Jacobs , Gertruida J.S. Venter and Alice Brink EMAIL logo
Published/Copyright: February 9, 2018
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 233 Issue 2

Abstract

C19H31AgN6O3P2, monoclinic, P21/c (no. 14), a = 16.5661(8) Å, b = 6.1644(3) Å, c = 23.8822(10) Å, β = 114.553(3)°, V = 2218.32(18) Å3, Z = 4, Rgt(F) = 0.0188, wRref(F2) = 0.0525, T = 100(2) K.

CCDC no.: 1579361

The asymmetric unit of the title crystal structure is shown in the figure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:Colourless cuboid
Size:0.57 × 0.28 × 0.22 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:10.9 cm−1
Diffractometer, scan mode:Bruker X8 APEX-II, φ and ω
2θmax, completeness:56°, >99%
N(hkl)measured, N(hkl)unique, Rint:43157, 5330, 0.041
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 5034
N(param)refined:288
Programs:Bruker programs [1], SIR97 [2], DIAMOND [3], SHELX [4], WinGX [5]
Table 2:

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).

AtomxyzUiso*/Ueq
N310.55577(8)0.7589(2)0.14883(6)0.0175(2)
O30.36317(10)0.9171(2)−0.01204(8)0.0392(3)
H3A0.338(2)0.796(5)−0.0063(14)0.063(9)*
H3B0.3304(18)1.008(5)−0.0056(12)0.050(7)*
Ag10.32886(2)0.18657(2)0.11611(2)0.01643(4)
C110.23860(10)−0.3315(2)0.14836(7)0.0178(3)
H11A0.2667−0.40120.12360.021*
H11B0.2801−0.34420.19230.021*
P30.21891(2)−0.04053(6)0.12726(2)0.01245(7)
P20.46352(2)0.37287(6)0.13372(2)0.01344(7)
O20.27604(8)0.56894(18)0.02370(5)0.0234(2)
O10.24712(8)0.21537(19)0.00640(5)0.0259(3)
N110.15529(9)−0.4456(2)0.13790(6)0.0196(3)
N130.05692(8)−0.2199(2)0.05057(6)0.0182(3)
N220.58205(8)0.4794(2)0.08441(6)0.0162(2)
C210.57024(10)0.3052(2)0.19846(7)0.0173(3)
H21A0.56530.33230.23780.021*
H21B0.58270.14890.19670.021*
C120.15119(9)0.0242(2)0.17031(6)0.0146(3)
H12A0.18950.02160.2150.018*
H12B0.12660.17250.15940.018*
C350.10136(11)0.6980(3)−0.16082(7)0.0226(3)
H350.07640.8375−0.17410.027*
N210.64483(8)0.4325(2)0.19741(6)0.0177(2)
C330.12189(11)0.3282(3)−0.18368(7)0.0215(3)
H330.11240.2154−0.21290.026*
N120.07790(8)−0.1307(2)0.15660(6)0.0159(2)
C360.15246(10)0.6592(2)−0.09867(7)0.0182(3)
H360.16390.7738−0.06980.022*
C220.49987(10)0.3559(2)0.07027(6)0.0150(3)
H22A0.50980.2020.06310.018*
H22B0.45240.41340.03210.018*
C130.12752(9)−0.0759(2)0.05010(6)0.0162(3)
H13A0.10160.06780.03390.019*
H13B0.1518−0.13660.02190.019*
C410.24154(9)0.4108(2)−0.01071(7)0.0162(3)
C150.09247(10)−0.4371(2)0.07261(7)0.0218(3)
H15A0.1227−0.49160.04730.026*
H15B0.0423−0.53590.06620.026*
C250.63007(11)0.6659(2)0.20200(7)0.0209(3)
H25A0.61940.69110.23930.025*
H25B0.6850.74470.20750.025*
C260.56983(11)0.7106(2)0.09305(7)0.0181(3)
H26A0.51810.76440.05670.022*
H26B0.62280.79080.09520.022*
C310.18708(9)0.4531(2)−0.07848(6)0.0144(3)
C340.08676(10)0.5331(3)−0.20356(7)0.0226(3)
H340.05290.5602−0.24610.027*
C240.65488(10)0.3944(3)0.13967(7)0.0190(3)
H24A0.7110.4620.14320.023*
H24B0.65980.23630.13450.023*
C140.11202(11)−0.3515(2)0.17480(7)0.0206(3)
H14A0.1551−0.34940.21850.025*
H14B0.0621−0.44660.17160.025*
C320.17084(9)0.2869(2)−0.12143(7)0.0177(3)
H320.19330.1454−0.10810.021*
C230.46995(10)0.6718(2)0.14333(7)0.0170(3)
H23A0.42150.73960.10750.02*
H23B0.46120.71050.18070.02*
C160.01776(9)−0.1323(3)0.09080(7)0.0191(3)
H16A−0.0353−0.21930.08510.023*
H16B−0.00220.01810.07780.023*

Source of materials

Silver benzoate (72.4 mg, 0.308 mmol) and 1,3,5-triaza-7-phosphaadamantane (150 mg, 0.955 mmol) were dissolved in acetonitrile (10 mL). The resulting mixture was refluxed for 30 min and filtrated. The filtrate was left to crystallize via slow evaporation. A product of colourless needle-like crystals suitable for X-ray diffraction was obtained.

Experimental details

In the structure all the H atoms were positioned geometrically and refined discernibly using a riding model, with C—Hmethylene = 1.00 Å; C—Haromatic = 0.95 Å. The H atom isotropic displacement parameters were fixed; Uiso(H) = 1.2Ueq(C) for aromatic, and methylene allowing them to ride on the parent atom. H atoms bonded to O3 were placed according to the electron-density map. To obtain sufficient high angle reflections, the exposure time had to be extended, resulting in the overexposure of some very strong reflections. Hence 26 reflections that are below Theta (min) have been omitted from the refinement. Sufficient unique reflections were obtained (5330) to yield a fully refined structure with 99.5% data completeness.

Comment

Several adamantane based drugs are in use to treat a whole variety of ailments. Some of these include hyperglycaemia [6], Alzheimer’s and central nervous disorders [7], [8], [9], malaria [10], anti-viral [11] and drug resistanct TB strains [12], [13]. Due to the pharmaceutical advantages gained from these model compounds, 1,3,5-triaza-7-phosphaadamantane (PTA), a derivative of adamantane, has been investigated in a variety of applications such as medicinal chemistry [14], [15], catalysis [16], [17], [18] and luminescence [19].

PTA has a high solubility in water and its pharmacological properties make it an ideal candidate in the search for better and more effective pharmaceutical models. Silver is known to be bio-active and silver-organic networks can show antimicrobial properties [20]. Significant antibacterial and antifungal activity has already been reported with silver-PTA networks [21]. Aside from the many pharmaceutical advantages, PTA in conjunction with silver nano-particles can catalyse the hydration of nitriles to amides in water under mild conditions and has been shown to excel at cyanohydrin hydration [22].

The title compound crystallises in the monoclinic space group P21/c and consists of a silver metal centre with two PTA ligands bound in a near linear fashion with a P2—Ag—P3 bond angle of 163.54(1)° and similar bond distances (Ag—P2 = 2.3860(4) Å and Ag—P3 = 2.3982(5) Å). The benzoato ligand shows monodentate coordination via the oxygen atom. The benzoato ligand occupies the position of least steric interference as indicated by the P3—Ag—O1 bond angle of 93.11(3)°. The position of the benzoato ligand is stabilised by intra- and intermolecular hydrogen bonding with the water molecule (O2⋯O3, D⋯A = 2.906(2) Å and O1⋯O3#1, D⋯A = 2.824(2) Å, symmetry operator #1 = x, −1 + y, z).

Acknowledgements

Financial assistance from the University of the Free State (UFS), SASOL, the South African National Research Foundation (SA-NRF/THRIP) is gratefully acknowledged, part of this material is based on work supported by the SA-NRF/THRIP (Grant No.: UID 99139 and 93957).

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Received: 2017-10-11
Accepted: 2018-1-17
Published Online: 2018-2-9
Published in Print: 2018-3-28

©2018 Francois J.F. Jacobs et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

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  47. The crystal structure of (1R, 2R)-N1,N2-diferrocenyl-1,2-cyclohexanedicarboxamide, C28H30Fe2N2O2
  48. Crystal structure of N-(2-methylphenyl)ethoxycarbothioamide, C10H13NOS
  49. Crystal Structure of ethyl (E)-2,4-dimethyl-5-((2-tosylhydrazono)methyl)-1H-pyrrole-3-carboxylate monohydrate, C17H23N3O5
  50. Crystal structure of Diiodo-(N′-((quinolin-8-yl)methylene)isonicotinohydrazide κ3N,N′,O)cadium(II) – dimethylformamide (1/1), C19H19N5O2CdI2
  51. Crystal structure of dinitrato-(N′-((quinolin-8-yl)methylene)isonicotinohydrazide κ3-N,N′,O)copper(II), C16H12N6O7Cu
  52. Crystal structure of benzoato-κO-bis(1,3,5-triaza-7-phosphaadamantane-κP)silver(I) monohydrate C19H31AgN6O3P2
  53. Crystal structure of (E)-2-(anthracen-9-ylmethylene)hydrazine-1-carbothioamide, C16H13N3S
  54. The crystal structure of 8-chloro-7-ethyl-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione, C9H11ClN4O2
  55. Crystal structure of {5,5′-((propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(3-(ethoxycarbonyl)-2,4-dimethylpyrrol-1-ido)-κ4N,N′,N′′,N′′′}zinc(II), C23H30N4O4Cu
  56. Crystal structure of bis(4-dimethylamino-pyridin-1-ium)tetrafluorosuccinate, C18H22F4N4O4
  57. Crystal structure of dimethyl 3,9-dibenzyl-6,12-dicyclohexyl-3,9-diazahexacyclo [6.4.0.02,7.04,11.05,10]-dodecane-1,11-dicarboxylate, C40H50N2O4
  58. Crystal structure of diethyl 3,9-diphenyl-6,12-bis(3-methoxyphenyl)-3,9-diazahexacyclo[6.4.0.02,7.04,11.05,10]dodecane-1,11-dicarboxylate, C42H42N2O6
  59. Crystal structure of bis(acetato-κO)-bis(1-(pyridin-2-yl)ethan-1-one oxime-κ2N,N′)nickel(II), C18H22N4NiO6
  60. Crystal structure of (N-(3-ethoxy-2-oxidobenzylidene)-4-fluorobenzohydrazonato-κ3N,O,O′)-diphenyltin(IV), C28H23FN2O3Sn
  61. Crystal structure of {N-(3-ethoxy-2-oxidobenzylidene)-4-fluorobenzohydrazonato-κ3O,N,O′}dimethyltin(IV), C18H19FN2O3Sn
https://doi.org/10.1515/ncrs-2017-0310
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Articles in the same Issue

  1. Cover and Frontmatter
  2. Crystal structure and optical properties of diaqua-tris(nitrato-κ2O,O′)-bis(4,4,5,5-tetramethyl-2-(p-pyridyl)imidazoline-1-oxyl 3-oxide-κN)praseodymium(III), C24H36N9O15Pr
  3. Crystal structure of dimethanol-bis(μ2-methanol-κ2O:O)-bis{3-((4-methoxy-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olato-κ3O,N,O′}dimanganese(II), C38H38Mn2N2O14
  4. Crystal structure of catena-poly[diaqua-bis(μ2-2-(2-((2,6-dichlorophenyl)amino)phenyl)acetato-κ3O,O′:O′)calcium(II)], C56H48N4Ca2Cl8O12
  5. Crystal structure of catena-poly[triaqua-(isophthalato-κO)-(μ2-1,6-di(1H-imidazol-1-yl)hexane-κ2N:N′)]nickel(II), C20H28N4NiO7
  6. Crystal structure of cyclo[hexaqua-bis[1-[(2-ethyl-1H-imidazol-1-yl) methyl]-1H-benzotriazole-κ2N:N′]-bis(sulfato-κ1O)dicadmium(II)] monohydrate, C24H42Cd2N10O16S2
  7. Crystal Structure of bis(2-fluorbenzoato-κO)-bis(1,10-phenanthroline-κ2N,N′)manganese(II) dihydrate, C38H28F2MnN4O6
  8. Crystal structure of tetrapropylammonium 5-hydroxyisophthalate tetrahydrate, C20H41NO9
  9. Crystal structural of 2-amino-4-(3-bromophenyl)-3-cyano-7,7-dimethyl-5-oxo-4H-5,6,7,8-tetrahydrobenzo[b]pyran, C18H17BrN2O2
  10. Crystal structural of 2-amino-4-(4-methoxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C17H16N2O3
  11. Crystal structure of catena-poly[aqua(μ2-1,3-bis(1H-benzo[d]imidazol-1-yl)propane-κ2N:N′)-(μ2-5-(tert-butyl)isophthalate-κ3O,O′:O′′)nickel(II)], C29H30N4NiO5
  12. Crystal structure of catena-poly[(μ2-dicyanamido-κ2N:N′)-(μ2-2-(pyridin-2-yl)ethan-1-olato-κ3N,O:O′)copper(II)], C9H8CuN4O
  13. Crystal structure of bis(5,5′-((butane-1,4-diylbis(azanylylidene))bis(methanylylidene))bis(3-(ethoxycarbonyl)-2,4-dimethylpyrrol-1-ido-k4N,N′,N′′,N′′′)copper(II), C24H32CuN4O4
  14. The crystal structure of the formamide solvate of (17b)-estra-1,3,5(10)-triene-3,17diol, C19H27NO3
  15. Crystal structure of catena-poly[diaqua-bis(μ2-1H-benzo[d]imidazole-5-carboxylato-κ2N:O)nickel(II)] dihydrate, C16H18N4NiO8
  16. Crystal structure of dibromido[(1,2-bis(diisopropylphosphino)-1,2-dicarba-closo-dodecaborane-κ2P,P′]nickel(II), C14H38B10NiBr2P2
  17. The crystal structure of catena-poly[aquachlorido(3,3′-([4,4′-bipyridine]-1,1′-diium-1,1′-diylbis(methylene))dibenzoato-κ2O:O′)copper(II)] chloride dihydrate, C26H26Cl2CuN2O7
  18. The crystal structure of N′-(2-nitrobenzylidene)-2-phenylacetohydrazide, C15H13N3O3
  19. Crystal structure of dichlorido bis[1-[(2-methyl-1H-benzoimidazol-1-yl)methyl]-1H-benzotriazole-κ1N]cadmium(II), C30H26CdCl2N10
  20. Crystal structure of aqua-bis(3-(2-pyridyl)-5-(4-pyridyl)-1H-1,2,4-triazole-κ2N,N′)copper(II) sulfate tetrahydrate, C24H28CuN10O9S
  21. Crystal structure of dibromido-carbonyl-(η6-p-cymene)osmium(II), C11H14Br2OOs
  22. Crystal structure of catena-poly[chlorido-(μ2-chlorido)-bis(imidazole-κN)copper(II)] C6H8Cl2CuN4
  23. Crystal structure of [(1,2-bis(dicyclohexylphosphino)-1,2-dicarba-closo-dodecaborane-κ2P,P′]dibromidonickel(II)), C26H54B10NiBr2P2
  24. Crystal structure of dichlorido[1,1′-bis(diphenylphosphanyl)ferrocene-κ2P,P′]zinc(II), C34H28FeCl2P2Zn
  25. Crystal structure of tris(μ2-2-(pyridin-2-yl)ethan-1-olato-κ3N,O:O)-trithiocyanato-κN-dicobalt(III), C24H24Co2N6O3S3
  26. The crystal structure of diaqua-2,2′-((cyclohexane-1,2-diylbis(azanylylidene))bis(methanylylidene))diphenolato-κ4N,N′,O,O′)manganese(III) perchlorate, C20H24MnClN2O4
  27. Crystal structure of bis(μ3-chlorido)-bis(μ2-chlorido)-tetrakis(μ2-2,6-bis (diphenylmethyl)-4-t-butylphenolato)tetralithium(I)dicobalt(II) toluene solvate, C75.5H70Cl2CoLi2O2
  28. The crystal structure of hexaaqua-bis(μ2-3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κ2O:O′)-tetrakis(3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κO)dierbium(III) octahydrate, C60H76N18O32Er2
  29. Crystal structure of dimethylammonium bis(naphthalene-2,3-diolato)borate, C22H20BNO4
  30. Crystal structure of 2-amino-4-(4-nitro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C18H17N3O4
  31. The crystal structure of (E)-4-chloro-2-(((5-methylpyridin-2-yl)imino)methyl)phenol, C13H11ClN2O
  32. Crystal structure of bis(N,N,N-trimethylbutanaminium) poly[heptaselenidotristannate(IV)], C14H36N2Se7Sn3
  33. The crystal structure of N-((3,5-di-tert-butyl-4-hydroxyphenyl)(phenyl)methyl)-4-methylbenzenesulfonamide, C28H35N3S
  34. Crystal structure of 2-(4-chlorophenyl)-2,3-dihydro-1H-perimidine, C17H13Cl1N2
  35. The Crystal structure of 2-iodo-1-(p-tolyl)propan-1-one, C10H11IO
  36. Crystal structure of ethyl 1-(4-bromobenzyl)-3-phenyl-1H-pyrazole-5-carboxylate, C19H17BrN2O2
  37. Crystal structure of ethyl 1-(4-fluorobenzyl)-3-phenyl-1H-pyrazole-5-carboxylate, C19H17FN2O2
  38. Crystal structure of catena-poly[diaqua-(μ2-2,5-dihydroxyterephthalato-κ4O,O′:O′′,O′′′)cadmium(II)], C8H8O8Cd
  39. Crystal structure of tetraaqua-bis[6-(1H-imidazol-1-yl-κN)nicotinato]zinc(II), C18H20N6O8Zn
  40. Crystal structure of dichlorido-bis(N-phenyl-2-(quinolin-8-yloxy)acetamide-κ2N,O) – acetone (2/1), C35.5H31N4O4.5Cl2Cu
  41. Crystal Structure of ethyl (E)-3,4-dimethyl-5-((2-(4-methylbenzoyl)hydrazono)methyl)-1H-pyrrole-2-carboxylate — water — ethanol (1/1/1), C20H29N3O5
  42. Crystal structure of 5-((4-(1H-benzo[d]imidazol-2-yl)-2-methoxyphenoxy)methyl)-2-chlorothiazole - trichloromethane - methanol (1/1/1), C20H19Cl4N3O3S
  43. The crystal structure of a matrine derivative: 41S,7aS,12S,13aR,13bR)-12-(4-methylpiperazin-1-yl)dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one, C20H34N4O
  44. Crystal structure of cesium beryllophosphate, Be3Cs2P4O14
  45. Crystal Structure of 3-((3-hydroxybenzyl)ammonio)-3-phenylpropanoate, C16H17NO3
  46. Crystal structure of 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium chloride — 4-hydroxy-3-methoxybenzoic acid — water (2/1/5), C48H54N2Cl2O17
  47. The crystal structure of (1R, 2R)-N1,N2-diferrocenyl-1,2-cyclohexanedicarboxamide, C28H30Fe2N2O2
  48. Crystal structure of N-(2-methylphenyl)ethoxycarbothioamide, C10H13NOS
  49. Crystal Structure of ethyl (E)-2,4-dimethyl-5-((2-tosylhydrazono)methyl)-1H-pyrrole-3-carboxylate monohydrate, C17H23N3O5
  50. Crystal structure of Diiodo-(N′-((quinolin-8-yl)methylene)isonicotinohydrazide κ3N,N′,O)cadium(II) – dimethylformamide (1/1), C19H19N5O2CdI2
  51. Crystal structure of dinitrato-(N′-((quinolin-8-yl)methylene)isonicotinohydrazide κ3-N,N′,O)copper(II), C16H12N6O7Cu
  52. Crystal structure of benzoato-κO-bis(1,3,5-triaza-7-phosphaadamantane-κP)silver(I) monohydrate C19H31AgN6O3P2
  53. Crystal structure of (E)-2-(anthracen-9-ylmethylene)hydrazine-1-carbothioamide, C16H13N3S
  54. The crystal structure of 8-chloro-7-ethyl-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione, C9H11ClN4O2
  55. Crystal structure of {5,5′-((propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(3-(ethoxycarbonyl)-2,4-dimethylpyrrol-1-ido)-κ4N,N′,N′′,N′′′}zinc(II), C23H30N4O4Cu
  56. Crystal structure of bis(4-dimethylamino-pyridin-1-ium)tetrafluorosuccinate, C18H22F4N4O4
  57. Crystal structure of dimethyl 3,9-dibenzyl-6,12-dicyclohexyl-3,9-diazahexacyclo [6.4.0.02,7.04,11.05,10]-dodecane-1,11-dicarboxylate, C40H50N2O4
  58. Crystal structure of diethyl 3,9-diphenyl-6,12-bis(3-methoxyphenyl)-3,9-diazahexacyclo[6.4.0.02,7.04,11.05,10]dodecane-1,11-dicarboxylate, C42H42N2O6
  59. Crystal structure of bis(acetato-κO)-bis(1-(pyridin-2-yl)ethan-1-one oxime-κ2N,N′)nickel(II), C18H22N4NiO6
  60. Crystal structure of (N-(3-ethoxy-2-oxidobenzylidene)-4-fluorobenzohydrazonato-κ3N,O,O′)-diphenyltin(IV), C28H23FN2O3Sn
  61. Crystal structure of {N-(3-ethoxy-2-oxidobenzylidene)-4-fluorobenzohydrazonato-κ3O,N,O′}dimethyltin(IV), C18H19FN2O3Sn
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