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Crystal structure of (4-methylbenzyl)(triphenyl)phosphonium chloride dihydrate, C26H28ClO2P

  • See Mun Lee , Kong Mun Lo and Edward R.T. Tiekink ORCID logo EMAIL logo
Published/Copyright: August 16, 2021
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 236 Issue 6

Abstract

C26H28ClO2P, monoclinic, P21/c (no. 14), a = 11.6061(2) Å, b = 19.7791(4) Å, c = 11.1982(3) Å, β = 116.278(3)°, V = 2304.98(10) Å3, Z = 4, R gt (F) = 0.0373, wR ref (F 2) = 0.1034, T = 100 K.

CCDC no.: 2100832

Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal: Colourless slab
Size: 0.07 × 0.07 × 0.03 mm
Wavelength: Cu Kα radiation (1.54184 Å)
μ: 2.27 mm−1
Diffractometer, scan mode: XtaLAB Synergy, ω
θ max, completeness: 67.1°, >99%
N(hkl)measured, N(hkl)unique, R int: 28,903, 4125, 0.046
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 3707
N(param)refined: 284
Programs: CrysAlisPRO [1], SHELX [2, 3], WinGX/ORTEP [4]
Table 2:

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

Atom x y z U iso*/U eq
P1 0.66388 (4) 0.62657 (2) 0.69139 (4) 0.01562 (13)
C1 0.53839 (15) 0.56362 (8) 0.62594 (16) 0.0181 (3)
H1A 0.488854 0.570582 0.528740 0.022*
H1B 0.578488 0.518304 0.639929 0.022*
C2 0.44665 (15) 0.56506 (9) 0.68854 (16) 0.0181 (3)
C3 0.45914 (17) 0.51802 (9) 0.78584 (18) 0.0220 (4)
H3 0.526472 0.485627 0.813960 0.026*
C4 0.37377 (17) 0.51803 (9) 0.84239 (18) 0.0250 (4)
H4 0.383334 0.485295 0.908223 0.030*
C5 0.27468 (16) 0.56510 (10) 0.80426 (18) 0.0245 (4)
C6 0.26274 (17) 0.61190 (9) 0.70622 (19) 0.0247 (4)
H6 0.195757 0.644485 0.678457 0.030*
C7 0.34649 (16) 0.61184 (9) 0.64849 (18) 0.0221 (4)
H7 0.335655 0.643889 0.581136 0.026*
C8 0.1828 (2) 0.56619 (12) 0.8659 (2) 0.0354 (5)
H8A 0.100682 0.546195 0.803840 0.053*
H8B 0.168808 0.612995 0.885039 0.053*
H8C 0.218968 0.540070 0.948795 0.053*
C9 0.76373 (16) 0.61595 (9) 0.86637 (16) 0.0184 (3)
C10 0.89132 (17) 0.59634 (10) 0.90970 (18) 0.0257 (4)
H10 0.923365 0.587040 0.846684 0.031*
C11 0.97153 (18) 0.59042 (11) 1.04496 (19) 0.0306 (4)
H11 1.058342 0.576716 1.074672 0.037*
C12 0.92509 (19) 0.60443 (11) 1.13577 (18) 0.0292 (4)
H12 0.980914 0.601543 1.228316 0.035*
C13 0.79764 (19) 0.62274 (10) 1.09400 (18) 0.0265 (4)
H13 0.766302 0.631436 1.157797 0.032*
C14 0.71579 (17) 0.62837 (9) 0.95883 (18) 0.0212 (4)
H14 0.628269 0.640524 0.929678 0.025*
C15 0.76258 (15) 0.61944 (9) 0.60550 (16) 0.0202 (4)
C16 0.82950 (17) 0.67681 (10) 0.59720 (19) 0.0269 (4)
H16 0.820107 0.718574 0.633867 0.032*
C17 0.90950 (18) 0.67232 (12) 0.5352 (2) 0.0354 (5)
H17 0.955360 0.710977 0.529450 0.042*
C18 0.92226 (19) 0.61126 (14) 0.48177 (19) 0.0391 (6)
H18 0.976638 0.608362 0.438773 0.047*
C19 0.85674 (19) 0.55441 (13) 0.4902 (2) 0.0392 (5)
H19 0.866171 0.512915 0.452723 0.047*
C20 0.77716 (17) 0.55769 (11) 0.55335 (19) 0.0291 (4)
H20 0.733412 0.518531 0.560840 0.035*
C21 0.59354 (15) 0.70929 (9) 0.65839 (17) 0.0180 (3)
C22 0.62428 (17) 0.75873 (9) 0.75636 (18) 0.0228 (4)
H22 0.685891 0.749612 0.845119 0.027*
C23 0.56456 (19) 0.82130 (9) 0.72372 (19) 0.0277 (4)
H23 0.584550 0.854895 0.790610 0.033*
C24 0.47593 (18) 0.83508 (9) 0.5941 (2) 0.0273 (4)
H24 0.434812 0.877940 0.572573 0.033*
C25 0.44696 (17) 0.78643 (9) 0.49561 (19) 0.0251 (4)
H25 0.387264 0.796395 0.406493 0.030*
C26 0.50479 (16) 0.72345 (9) 0.52682 (17) 0.0213 (4)
H26 0.484478 0.690042 0.459540 0.026*
Cl1 0.30604 (4) 0.59515 (2) 0.28603 (4) 0.02762 (14)
O1W 0.14804 (17) 0.71168 (10) 0.35340 (19) 0.0513 (4)
H1W 0.194 (3) 0.6779 (11) 0.352 (3) 0.062*
H2W 0.125 (3) 0.7319 (14) 0.2784 (18) 0.062*
O2W 0.1720 (2) 0.77086 (9) 0.6001 (2) 0.0559 (5)
H3W 0.177 (3) 0.7648 (17) 0.5277 (19) 0.067*
H4W 0.225 (2) 0.8002 (13) 0.647 (3) 0.067*

Source of material

Triphenylphosphane (Sigma; 0.26 g, 1 mmol) and 4-methylbenzyl chloride (Sigma; 0.14 g, 1 mmol) were dissolved in ethanol (50 mL) and refluxed for 1 h. The mixture was filtered and colourless crystals of the phosphonium salt were isolated upon cooling to room temperature. Yield: 0.35 g (79.7%). M.pt (Stuart SMP30 digital melting point apparatus; uncorrected): 521–523 K. IR (Bruker Vertex 70v FTIR Spectrometer; cm−1): 1435 (m) ν(C=C), 745 (m) ν(P–C). 1 H NMR (Bruker Ascend 400 MHz NMR spectrometer; CDCl3; ppm relative to Me4Si): 2.20 (s, 3H, CH3), 2.32 (s, 2H, CH2), 6.92–6.98 (m, 2H, Ph–H), 7.60–7.79 (m, 17H, Ph–H). 13 C{ 1 H} NMR (as for 1H NMR): 21.1 (CH3), 30.6 (CH2), 117.7, 118.6, 128.7, 129.5, 130.1, 133.8, 134.4, 134.8 (Ph–C).

Experimental details

The C-bound H atoms were geometrically placed (C–H = 0.95–0.99 Å) and refined as riding with U iso(H) = 1.2–1.5U eq(C). The O-bound atoms were located from a Fourier difference map and refined with O–H = 0.84 +/−0.01 Å, and with U iso(H) = 1.5U eq(O).

Comment

The title salt dihydrate [(4-MeC6H4CH2)Ph3P]Cl.2H2O, hereafter (I), was isolated as a side-product during the attempted synthesis of Ph2(4-MeC6H4CH2)P=O. The synthesis of the triorganophosphane oxide was motivated by on-going structural studies characterising R3P=O adducts of various organotin halides [5, 6].

The molecular structures of the 4-methylbenzyl(triphenyl)phosphonium cation, the chloride anion and two molecules of water of crystallisation comprising the asymmetric unit of (I) are shown in the figure (50% displacement ellipsoids). The P–C bond lengths lie in a narrow range, i.e. from 1.7924(17) Å [P1–C21] to 1.8065(17) [P1–C1]. Similarly, the tetrahedral angles lie in a narrow range, i.e. from 107.53(8)° [C15–P1–C21] to 112.18(8)° [C1–P1–C9]. No specific trends in the geometric parameters are correlated with the methylene-C1 atom. Finally, the sequence of C(x)–P1–C1–C2 torsion angles is 60.99(14), −178.98(12) and −61.83(14)° for x = 9, 15 and 21, respectively, and indicate +syn-clinal, −anti-periplanar and +syn-clinal conformations, respectively.

There are four crystal structures available in the literature featuring the 4-methylbenzyltriphenylphosphonium cation giving a total of six independent cations [7–10]. The +syn-clinal, −anti-periplanar and +syn-clinal conformations noted for (I) match those in the literature precedents.

Significant conventional hydrogen bonding interactions are apparent in the crystal of (I). The O1w- and O2w-water molecules form similar donor interactions, namely to the chloride and to the other water molecule [O1w–H1w⃛Cl1: H1w⃛Cl1 = 2.40(3) Å, O1w⃛Cl1 = 3.236(2) Å with angle at H1w = 164(3)°; O1w–H2w⃛O2w i : H2w⃛O2w i  = 2.29(3) Å, O1w⃛O2w i  = 2.990(3) Å with angle at H2w = 139(3)°; O2w–H3w⃛O1w: H3w⃛O1w = 2.11(2) Å, O2w⃛O1w = 2.898(3) Å with angle at H3w = 155(3)°; and O2w–H4w⃛Cl1 ii : H4w⃛Cl1 ii  = 2.51(3) Å, O2w⃛Cl1 ii  = 3.3031(19) Å with angle at H4w = 158(2)° for symmetry operations (i) x, 3/2−y, −1/2+z and (ii) x, 3/2−y, 1/2+z]. The hydrogen bonds occur within chains comprising chloride and water molecules along the c-axis; the chain has a zig-zag topology, being propagated by glide symmetry. Connections between the chains and cations within the three-dimensional architecture are of the type methylene-C–H⃛Cl, phenyl-C–H⃛Cl and phenyl-C–H⃛O (water) which are all weak.

Corresponding author: Edward R.T. Tiekink, Research Centre for Crystalline Materials, School of Medical and Life Sciences, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia, E-mail:

Funding source: Sunway University

Award Identifier / Grant number: GRTIN-IRG-08-2021

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: Crystallographic research at Sunway University is supported by Sunway University Sdn Bhd (Grant No. GRTIN-IRG-08-2021).

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

1. Rigaku Oxford Diffraction. CrysAlisPRO; Rigaku Corporation: Oxford, UK, 2018.Search in Google Scholar

2. Sheldrick, G. M. A short history of SHELX. Acta Crystallogr. 2008, A64, 112–122; https://doi.org/10.1107/s0108767307043930.Search in Google Scholar PubMed

3. Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053229614024218.Search in Google Scholar PubMed PubMed Central

4. Farrugia, L. J. WinGX and ORTEP for Windows: an update. J. Appl. Crystallogr. 2012, 45, 849–854; https://doi.org/10.1107/s0021889812029111.Search in Google Scholar

5. Lee, S. M., Lo, K. M., Tiekink, E. R. T. Crystal structure of dichlorido-bis(tri-4-tolylphosphane oxide-κO)- di(4-chlorophenyl-κC)tin(IV), C54H50Cl4O2P2Sn. Z. Kristallogr. NCS 2020, 235, 1523–1525; https://doi.org/10.1515/ncrs-2020-0377.Search in Google Scholar

6. Lee, S. M., Lo, K. M., Tiekink, E. R. T. Crystal structure of dichloridodimethylbis(tri-4-tolylphosphane oxide-κO)-tin(IV), C44H48Cl2O2P2Sn. Z. Kristallogr. NCS 2020, 235, 1527–1529; https://doi.org/10.1515/ncrs-2020-0378.Search in Google Scholar

7. Chen, G., Cao, C. Hydrothermal synthesis and structural characterization of a zigzag-chain polymer of {[p-MeBzlPh3P][ZnCl2(NA)]}n (NA = nicotinic acid). J. Coord. Chem. 2008, 61, 262–269; https://doi.org/10.1080/00958970701324051.Search in Google Scholar

8. Hołyńska, M., Lis, T., Dehnen, S., Weigend, F. Reduction of rhenates(VII) with hydrogen chloride in alcohols: the structural aspects of the trans-tetrachloridomethoxidooxidorhenate(VI) products. Inorg. Chim. Acta 2014, 411, 26–29.10.1016/j.ica.2013.11.010Search in Google Scholar

9. Hołyńska, M., Lis, T. Decomposition of pentachloridooxidor-henates(VI) - a still underinvestigated source of rhenium complexes at different oxidation states. Inorg. Chim. Acta 2014, 419, 96–104.10.1016/j.ica.2014.04.041Search in Google Scholar

10. Ahmad, J., Abdul Halim, S. N., How, F. N.-F. Crystal structure of benzyltriphenylphosphonium chloride monohydrate. Acta Crystallogr. 2015, E71, o410–o411; https://doi.org/10.1107/s2056989015009159.Search in Google Scholar PubMed PubMed Central

Received: 2021-07-25
Accepted: 2021-08-02
Published Online: 2021-08-16
Published in Print: 2021-12-20

© 2021 See Mun Lee et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

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  61. The crystal structure of catena-poly[(1,10-phenanthroline-k2N,N′)-(μ3-tetraoxidomoybdato(VI)-k3O:O′:O″)manganese(II)] C12H8N2O4MoMn
  62. Crystal structure of catena-poly[(4-hydroxyl-5-(methoylcarbonyl)thiophene-2-carboxylato-κ1 O)-(μ2-piperazine-1,4-diylbis(pyridin-4-ylmethanone)-κ2 N:N′)silver(I)] monohydrate, C23H23AgN4O8S
  63. Crystal structure of bis(4-bromo-2-(((3-bromopropyl)imino)methyl)phenolato-κ2N,O)-oxido-vanadium(IV), C20H20Br4N2O3V
  64. The crystal structure of (2a′S,2a1′S,3R,5a′S,7′R)-5-(furan-3-yl)-2a′,2a1′-dihydroxy-7′-methyldecahydro-2H-spiro[furan-3,6′-naphtho[1,8-bc]furan]-2,2′(2a′H)-dione, C19H22O7
  65. The crystal structure of 3-bromopicolinic acid, C6H4BrNO2
  66. Crystal structure of 1,1′-(1,4-phenylenebis(methylene))bis(pyridin-1-ium) bis(1,2-dicyanoethene-1,2-dithiolato-κ2 S,S) platinum(II), C26H18N6PtS4
  67. Synthesis and crystal structure of 5-(8-((3-carboxyazetidin-1-ium-1-yl)methyl)-7-hydroxy-4-oxo-4H-chromen-3-yl)-2-hydroxybenzenesulfonate monohydrate, C20H19NO10S
  68. The crystal structure of 3-amino-5-carboxypyridin-1-ium bromide, C6H7BrN2O2
  69. The crystal structure of (2-hydroxy-5-methyl-phenyl)-(1H-pyrazol-4-yl)-methanone hemihydrate, C11H10.5N2O2.5
  70. Crystal structure of tetraaqua-(2-(4-formylphenoxy)acetato-k1O)cadmium(II), C18H22O12Cd
  71. Crystal structure of diethyl 6,12-dimethyl-3,9-di-p-tolyl-3,9-diazapentacyclo[6.4.0.02,7.04,11.05,10]dodecane-1,5-dicarboxylate, C32H38N2O4
  72. Crystal structure of (E)-N′-(1-(3-chloro-4-fluorophenyl)ethylidene)-4-hydroxy – tetrahydrofuran (2/1), C17H16ClFN2O2.5
https://doi.org/10.1515/ncrs-2021-0305
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Redetermination of the crystal structure of 3-bromonitrobenzene at 200 K, C6H4BrNO2 – temperature effects on cell constants
  4. Crystal structure of (E)-ethyl 2-((4-oxo-4H-chromen-3-yl)methyleneaminooxy)acetate, C14H13NO5
  5. Crystal structure of (8R,10R,14R, Z)-2-((3–Fluoropyridin-4-yl) methylene)-12-hydroxy-4,4,8,10,14-pentamethyl-17-((R)-2,6, 6-trimethyltetrahydro-2H-pyran-2-yl) hexadecahydro-3H-cyclopenta[a] phenanthren-3-one, C36H52FNO3
  6. Crystal structure of [6,6′-((1E,1′E)-(propane-1,3- diylbis(azaneylylidene))bis(methaneylylidene)) bis(3-chlorophenol)-κ4N,N′,O,O′] copper(II), C17H14Cl2CuN2O2
  7. The crystal structure of 6-amino-2-carboxypyridin-1-ium bromide, C6H7BrN2O2
  8. Redetermination of the crystal structure of bis[N,N′-ethylenebis(acetylacetoniminato)nickel(II)] sodium perchlorate, C24H36ClN4NaNi2O8
  9. The crystal structure of 3-methyl-2,6-dinitrophenol, C7H6N2O5
  10. The crystal structure of 5-chloro-2-(quinolin-8-yl)isoindoline-1,3-dione, C17H9ClN2O2
  11. Crystal structure of trans-tetraaqua-bis{2-carboxy-4-((5-carboxypyridin-3-yl)oxy)benzoato-κ1 N}cobalt(II) dihydrate C28H28O20N2Co
  12. Crystal structure of 3-allyl-4-(2-bromoethyl)-5-(4-methoxyphenyl)-2-(p-tolyl)furan, C23H23BrO2
  13. The crystal structure of 6,6′-(((2-(dimethylamino)ethyl)azanediyl)bis(methylene))bis(benzo[d][1,3]dioxol-5-ol ato-κ4N,N′,O,O′)-(pyridine-2,6-dicarboxylato-N,O,O′)-titanium(IV)-dichloromethane(1/1), C27H25N3O10Ti
  14. Crystal structure of (((1E,1′E)-1,2-phenylenebis(methaneylylidene))bis(hydrazin-1-yl-2-ylidene))bis(aminomethaniminium) dinitrate C10H16N10O6
  15. Crystal structure of catena-poly[triaqua-(μ 2-1,3-di(1H-imidazol-1-yl)propane-κ 2 N:N′)-(4,4′-(1H-1,2,4-triazole-3,5-diyl)dibenzoato-κ 1 O)nickel(II)]N,N′-dimethylformamide (1/1), C28H35N8O8Ni
  16. The crystal structure of 3,3′-[1,4-phenylenebis(methylene)]bis(1-ethenyl-1H-imidazol-3-ium) dichloride – dichloromethane – water (1/1/1), C19H24Cl4N4O1
  17. Crystal structure of 1,1′-(methane-1,1-diyl)bis(3-propyl-1H-imidazol-3-ium) bis(hexafluoridophosphate), C13H22F12N4P2
  18. Crystal structure of dichlorido-bis(4-chlorophenyl-κC 1)tin(IV), C12H8Cl4Sn
  19. Synthesis and crystal structure of 4-acetylpyrene, C18H12O
  20. Crystal structure of 2,2′-(butane-1,4-diylbis(azanylylidene))bis(methanylylidene))bis(4-methoxyphenol), C20H24N2O4
  21. The crystal structure of (E)-2-(((5-((triphenylstannyl)thio)-1,3,4-thiadiazol-2-yl)imino)methyl)phenol, C27H21N3OS2Sn
  22. Crystal structure of diaqua-bis(μ2-6-phenylpyridine-2-carboxylate-κ3N,O:O)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)lead(II) – N,N-dimethylformamide – water (1/2/4), C54H58N6O16Pb2
  23. Crystal structure of methyl 4-acetoxy-3-methoxybenzoate, C11H12O5
  24. Crystal structure of 2,2′-(propane-1,3-dilylbis(azaneylylidene))bis(methanylylidene)bis(4-methylphenol), C19H22N2O2
  25. Crystal structure of dichlorido-bis(4-methylphenyl-κC1)tin(IV), C14H14Cl2Sn
  26. Crystal structure of methyl (E)-3-(4-acetoxyphenyl)acrylate, C12H12O4
  27. The crystal structure of bis(benzoato-κ2 O,O′)-(2,9-dimethyl-1,10-phenanthroline-κ2 N,N′)-copper(II), C28H22CuN2O4
  28. Crystal structure of (8R,10R,14R,Z)-12-hydroxy-2-((6-methoxypyridin-2-yl)methylene)-4,4,8,10,14-pentamethyl-17-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)hexadecahydro-3H-cyclopenta[a]phenanthren-3-one–water (2/1), C37H56NO4.5
  29. Crystal structure of dimethyl-bis(4-bromophenyl-κC1)tin(IV), C14H14Br2Sn
  30. The crystal structure of the cocrystal di-μ2-chlorido-octamethyl-di-μ3-oxido-bis(2,3,4,5-tetrafluorobenzoato-κ2 O,O′)tetratin(IV) ─ octamethyl-di-μ3-oxido-bis(μ2-2,3,4,5-tetrafluorobenzoato-κ2 O:O′)-bis(μ2-2,3,4,5-tetrafluorobenzoato-κ2 O:O;O′)tetratin(IV) C58H54Cl2F24O16Sn8
  31. Crystal structure of 3-iodo-N 2-(2-methyl-1-(methylsulfonyl)propan-2-yl)-N 1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide, C23H22F7I1N2O4S1
  32. Crystal structure of 1-(2-(4-bromophenyl)-2,3-dihydro-1H-benzo[e]indol-1-yl)-naphthalen-2-ol – dichloromethane – dimethyl sulfoxide (1/1/1), C28H18BrNO·CH2Cl2·C2H6SO
  33. Crystal structure of [meso-5,7,7,12,14,14,-hexamethyl-1,4,8,11-tetraazacyclotetradecane]nickel(II) diperchlorate – dimethylsulphoxide (1/2), C20H48Cl2N4NiO10S2
  34. Crystal structure of 1,1′-(1,3-phenylenebis(methylene))bis(pyridin-1-ium) bis(1,2-dicyanoethene-1,2-dithiolato-κ2 S:S) palladium(II), C26H18N6PdS4
  35. The crystal structure of bis(6-phenylpyridine-2-carboxylato-κ2 N,O)copper(II), C24H16N2O4Cu
  36. Crystal structure of dichlorido-bis(4-chlorophenyl-κC)-bis(triphenylarsine oxide-κO)tin(IV), C48H38As2Cl4O2Sn
  37. Crystal structure of (4,7,13,16,21,24-hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane-κ 8 N 2, O 6) potassium cyclopentadienide, [K([2.2.2]crypt)]Cp, C23H41KN2O6
  38. The crystal structure of bis(2-oxidopyridin-1-ium-3-carboxylato-κ2O,O′)-(phenantroline-κ2N,N′)manganese(II) - methanol (1/3), C27H28N4O9Mn
  39. Crystal structure of 4-(dimethylamino)pyridinium dibromido-tris(4-chlorophenyl-κC)stannate(IV), C25H23Br2Cl3N2Sn
  40. Crystal structure of (3E,5E)-1-(4-cyanobenzenesulfonyl)-3,5-bis(3-fluorobenzylidene)piperidin-4-one-dichloromethane (1/1), C27H20Cl2F2N2O3S
  41. Crystal structure of (3E,5E)-3,5-bis(4-fluorobenzylidene)-1-((4-trifluoromethyl)benzenesulfonyl)piperidin-4-one, C26H18F5NO3S
  42. Crystal structure of chlorido-(4-methyl-2-((phenylimino)methyl)phenolato-κ2 N,O)-(pyridine-κ1 N)platinum(II), C19H17ClN2OPt
  43. Crystal structure of (4-methylbenzyl)(triphenyl)phosphonium chloride dihydrate, C26H28ClO2P
  44. The crystal structure of poly[μ2-chlorido-(μ2-1,2-bis(4-pyridyl)ethane-κ2N:N′silver(I)], C12H12AgClN2
  45. Crystal structure of poly[(μ4-benzene-1,2,4,5-tetracarboxylato)-bis(μ2-adipohydrazide)dicadmium], C11H15N4O6Cd
  46. The crystal structure of (E)-N′-(butan-2-ylidene)isonicotinohydrazide 0.5 hydrate C10H13N3O·0.5H2O
  47. The crystal structure of bis(6-phenylpyridine-2-carboxylate-κ2 N,O)-(2,2′-bipyridine-κ2 N,N′)zinc(II) monohydrate, C34H26N4O5Zn
  48. The crystal structure of (1R *,2S *)-1,2-bis(2-fluorophenyl)-3,8-dimethoxyacenaphthene-1,2-diol, C26H20F2O4
  49. Crystal structure of catena-poly[(μ2-1-((2-ethyl-4-methyl-1H-imidazol-1-yl)methyl)-1H-benzotriazole-κ2N:N′)-(nitrato-κ2O,O′)silver (I)], C13H15Ag1N6O3
  50. The crystal structure of [(phenantroline-κ2 N,N′)-bis(6-phenylpyridine-2-carboxylate-κ2 N,O)cobalt(II)]monohydrate, C36H26N4O5Co
  51. Crystal structure of (1E)-N′-[(1E)-1-(4-chlorophenyl)ethylidene]-2-[1-(4-chlorophenyl)ethylidene]hydrazine-1-carbohydrazonamide, C 17 H 17 Cl 2 N 5
  52. The crystal structure of (E)-2-((tert-butylimino)methyl)-4-chlorophenol, C11H14ClNO
  53. Crystal structure of all-cis-2,4,6-trihydroxycyclohexane- 1,3,5-triaminium chloride sulfate, C6H18ClN3O7S
  54. Crystal structure of dichlorido-bis(dimethyl sulfoxide-κO)bis(4-methylphenyl-κC 1)tin(IV), C18H26Cl2O2S2Sn
  55. Crystal structure of dichlorido-bis(4-chlorophenyl-κC 1)(2,2′-bipyridyl-κ 2 N,N′)tin(IV), C22H16Cl4N2Sn
  56. Redetermination of the crystal structure of (E)-5-bromo-2-hydroxybenzaldehyde oxime, C 7 H 6 BrNO 2
  57. The crystal structure of (E)-amino(2-(4-methylbenzylidene)hydrazineyl)methaniminium 4-methylbenzoate, C9H13N4 + C8H7O2 −
  58. Crystal structure of 2-chloro-3-(isopentylamino)naphthalene-1,4-dione, C 15 H 16 ClNO 2
  59. The crystal structure of bis(2-acetyl-5-methoxyphenyl)carbonate 1.5 hydrate, C19H18O7
  60. The crystal structure of poly[(μ 4-4,4′-(azanediylbis(methylene))dibenzoato-κ 4 O:N:O′:Oʺ)zinc(II)], C16H13NO4Zn
  61. The crystal structure of catena-poly[(1,10-phenanthroline-k2N,N′)-(μ3-tetraoxidomoybdato(VI)-k3O:O′:O″)manganese(II)] C12H8N2O4MoMn
  62. Crystal structure of catena-poly[(4-hydroxyl-5-(methoylcarbonyl)thiophene-2-carboxylato-κ1 O)-(μ2-piperazine-1,4-diylbis(pyridin-4-ylmethanone)-κ2 N:N′)silver(I)] monohydrate, C23H23AgN4O8S
  63. Crystal structure of bis(4-bromo-2-(((3-bromopropyl)imino)methyl)phenolato-κ2N,O)-oxido-vanadium(IV), C20H20Br4N2O3V
  64. The crystal structure of (2a′S,2a1′S,3R,5a′S,7′R)-5-(furan-3-yl)-2a′,2a1′-dihydroxy-7′-methyldecahydro-2H-spiro[furan-3,6′-naphtho[1,8-bc]furan]-2,2′(2a′H)-dione, C19H22O7
  65. The crystal structure of 3-bromopicolinic acid, C6H4BrNO2
  66. Crystal structure of 1,1′-(1,4-phenylenebis(methylene))bis(pyridin-1-ium) bis(1,2-dicyanoethene-1,2-dithiolato-κ2 S,S) platinum(II), C26H18N6PtS4
  67. Synthesis and crystal structure of 5-(8-((3-carboxyazetidin-1-ium-1-yl)methyl)-7-hydroxy-4-oxo-4H-chromen-3-yl)-2-hydroxybenzenesulfonate monohydrate, C20H19NO10S
  68. The crystal structure of 3-amino-5-carboxypyridin-1-ium bromide, C6H7BrN2O2
  69. The crystal structure of (2-hydroxy-5-methyl-phenyl)-(1H-pyrazol-4-yl)-methanone hemihydrate, C11H10.5N2O2.5
  70. Crystal structure of tetraaqua-(2-(4-formylphenoxy)acetato-k1O)cadmium(II), C18H22O12Cd
  71. Crystal structure of diethyl 6,12-dimethyl-3,9-di-p-tolyl-3,9-diazapentacyclo[6.4.0.02,7.04,11.05,10]dodecane-1,5-dicarboxylate, C32H38N2O4
  72. Crystal structure of (E)-N′-(1-(3-chloro-4-fluorophenyl)ethylidene)-4-hydroxy – tetrahydrofuran (2/1), C17H16ClFN2O2.5
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