Home Physical Sciences Crystal structure of bromido[hydridotris(3-tert-butyl-5-isopropylpyrazolyl)borato-κ3 N,N′,N″]copper(II), C30H52BBrCuN6
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Crystal structure of bromido[hydridotris(3-tert-butyl-5-isopropylpyrazolyl)borato-κ3 N,N′,N″]copper(II), C30H52BBrCuN6

  • Kiyoshi Fujisawa ORCID logo EMAIL logo and Edward R.T. Tiekink ORCID logo EMAIL logo
Published/Copyright: March 11, 2025
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 240 Issue 3

Abstract

C30H52BBrCuN6, monoclinic, P21/n (no. 14), a = 9.4265(3) Å, b = 17.4945(5) Å, c = 20.2269(5) Å, β = 99.926(3)°, V = 3285.73(17) Å3, Z = 4, R gt(F) = 0.0387, wR ref(F 2) = 0.1055, T = 184 K.

CCDC no.: 2424361

The molecular structure is shown in the figure. 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: Red prism
Size: 0.27 × 0.16 × 0.06 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 1.91 mm−1
Diffractometer, scan mode: Rigaku XtaLAB P200, φ and ω scan
θ max, completeness: 27.5°, 100 %
N(hkl)measured , N(hkl)unique, R int: 28794, 7526, 0.066
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 6,316
N(param)refined: 367
Programs: CrysAlisPRO, 1 IL MILIONE, 2 SHELX, 3 WinGx 4
Table 2:

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

x y z U iso*/U eq
Cu 0.71437 (3) 0.26216 (2) 0.79844 (2) 0.01843 (8)
Br 0.74312 (3) 0.25603 (2) 0.91409 (2) 0.03550 (9)
N11 0.83958 (17) 0.26421 (9) 0.73195 (8) 0.0184 (3)
N12 0.76670 (18) 0.26602 (9) 0.66713 (8) 0.0177 (3)
N21 0.59343 (17) 0.17396 (9) 0.74948 (7) 0.0182 (3)
N22 0.54517 (16) 0.19462 (9) 0.68359 (7) 0.0174 (3)
N31 0.59999 (17) 0.35536 (9) 0.75527 (8) 0.0187 (3)
N32 0.55159 (17) 0.34082 (9) 0.68818 (7) 0.0176 (3)
C1 1.0822 (3) 0.18600 (13) 0.83124 (12) 0.0328 (5)
H1A 1.157305 0.184768 0.871306 0.049*
H1B 1.092839 0.141586 0.802967 0.049*
H1C 0.987271 0.184658 0.844720 0.049*
C2 1.0824 (2) 0.32889 (13) 0.83631 (11) 0.0304 (5)
H2A 1.155017 0.325744 0.877195 0.046*
H2B 0.986046 0.329368 0.848350 0.046*
H2C 1.096907 0.375890 0.811970 0.046*
C3 1.2465 (2) 0.26155 (15) 0.77104 (13) 0.0358 (6)
H3A 1.320996 0.260104 0.811329 0.054*
H3B 1.256515 0.308591 0.745942 0.054*
H3C 1.257359 0.217194 0.742742 0.054*
C4 1.0968 (2) 0.25960 (11) 0.79163 (11) 0.0220 (4)
C5 0.9813 (2) 0.26162 (10) 0.72933 (10) 0.0187 (4)
C6 0.9983 (2) 0.26088 (11) 0.66252 (10) 0.0216 (4)
H6 1.086807 0.258555 0.646160 0.026*
C7 0.8614 (2) 0.26418 (11) 0.62417 (10) 0.0193 (4)
C8 0.8165 (2) 0.26999 (12) 0.54946 (10) 0.0230 (4)
H8 0.717645 0.247792 0.537401 0.028*
C9 0.8090 (3) 0.35395 (14) 0.52819 (11) 0.0414 (6)
H9A 0.774280 0.357488 0.479751 0.062*
H9B 0.905103 0.376812 0.538982 0.062*
H9C 0.742759 0.381370 0.552211 0.062*
C10 0.9160 (3) 0.22534 (18) 0.51211 (12) 0.0445 (6)
H10A 0.884778 0.231809 0.463659 0.067*
H10B 0.912798 0.171034 0.523627 0.067*
H10C 1.014702 0.244377 0.524933 0.067*
C11 0.7292 (2) 0.05594 (13) 0.84985 (11) 0.0301 (5)
H11A 0.746570 0.023995 0.890233 0.045*
H11B 0.764847 0.107780 0.861072 0.045*
H11C 0.779815 0.034198 0.815774 0.045*
C12 0.4860 (3) 0.09357 (15) 0.87410 (11) 0.0350 (5)
H12A 0.503322 0.062951 0.915276 0.052*
H12B 0.382690 0.094049 0.855889 0.052*
H12C 0.519407 0.146003 0.884238 0.052*
C13 0.5158 (3) −0.02372 (14) 0.80835 (12) 0.0432 (6)
H13A 0.535820 −0.053597 0.849892 0.065*
H13B 0.566445 −0.046485 0.774736 0.065*
H13C 0.411967 −0.023724 0.791367 0.065*
C14 0.5679 (2) 0.05884 (12) 0.82252 (10) 0.0241 (4)
C15 0.5385 (2) 0.10408 (11) 0.75763 (10) 0.0195 (4)
C16 0.4538 (2) 0.08107 (11) 0.69747 (10) 0.0224 (4)
H16 0.401391 0.034638 0.689555 0.027*
C17 0.4610 (2) 0.13878 (11) 0.65168 (9) 0.0196 (4)
C18 0.3981 (2) 0.14069 (11) 0.57794 (10) 0.0224 (4)
H18 0.380371 0.195314 0.564432 0.027*
C19 0.5040 (3) 0.10722 (14) 0.53643 (11) 0.0359 (5)
H19A 0.465212 0.113268 0.488565 0.054*
H19B 0.518552 0.052798 0.546932 0.054*
H19C 0.596302 0.134143 0.547183 0.054*
C20 0.2551 (3) 0.09876 (17) 0.56390 (13) 0.0434 (6)
H20A 0.211058 0.105991 0.516778 0.065*
H20B 0.190828 0.119087 0.592904 0.065*
H20C 0.271120 0.044123 0.572947 0.065*
C21 0.7392 (2) 0.46084 (14) 0.86510 (11) 0.0319 (5)
H21A 0.756482 0.486667 0.908745 0.048*
H21B 0.794015 0.486476 0.834540 0.048*
H21C 0.770051 0.407400 0.870839 0.048*
C22 0.4894 (3) 0.42670 (14) 0.88324 (11) 0.0332 (5)
H22A 0.504334 0.454309 0.926039 0.050*
H22B 0.519119 0.373322 0.891071 0.050*
H22C 0.387168 0.428607 0.863029 0.050*
C23 0.5360 (3) 0.54880 (13) 0.82703 (13) 0.0420 (6)
H23A 0.562126 0.575349 0.870068 0.063*
H23B 0.431812 0.552736 0.811655 0.063*
H23C 0.586684 0.572282 0.793774 0.063*
C24 0.5790 (2) 0.46391 (12) 0.83581 (10) 0.0250 (4)
C25 0.5483 (2) 0.42466 (11) 0.76805 (10) 0.0203 (4)
C26 0.4655 (2) 0.45344 (12) 0.70944 (10) 0.0248 (4)
H26 0.415319 0.500761 0.704695 0.030*
C27 0.4705 (2) 0.40018 (11) 0.65986 (10) 0.0210 (4)
C28 0.4004 (2) 0.40367 (12) 0.58762 (10) 0.0263 (5)
H28 0.466386 0.379293 0.560039 0.032*
C29 0.2605 (3) 0.36026 (15) 0.57644 (12) 0.0385 (6)
H29A 0.217786 0.362000 0.528731 0.058*
H29B 0.194201 0.383530 0.602967 0.058*
H29C 0.278532 0.306974 0.590331 0.058*
C30 0.3756 (3) 0.48740 (15) 0.56474 (13) 0.0449 (6)
H30A 0.337693 0.488824 0.516498 0.067*
H30B 0.467091 0.515266 0.573885 0.067*
H30C 0.306342 0.511329 0.589304 0.067*
B1 0.6000 (2) 0.26838 (12) 0.65464 (11) 0.0174 (4)
H1 0.558873 0.270823 0.599318 0.021*

1 Source of material

A solution of K{HB(3-tBu-5-iPrpz)3} (potassium{hydridotris(3-tert-butyl-5-isopropylpyrazol-1-yl)borate}; 373.1 mg, 0.682 mmol) 5 in dichloromethane (20 mL) was added slowly to a solution of CuBr2 (183.4 mg, 0.821 mmol) in methanol (20 mL). After the mixture was stirred for 90 min, the solvent was evaporated under vacuum, and the resulting solid was washed with methanol (15 mL). A brown powder was obtained. Red-brown crystals were obtained by the slow evaporation of a saturated dichloromethane/n-heptane solution of the product held at room temperature and characterised as [Cu(Br){HB(3-tBu-5-iPrpz)3}]·1/2H2O (250.0 mg, 0.379 mmol, 56 %). Anhydrous, single crystals suitable for X-ray crystallography were also obtained by the slow evaporation of a saturated dichloromethane/n-heptane solution of the recrystallised material held at room temperature. Anal. calcd. for C30H52BBrCuN6·1/2H2O (bulk material): C, 54.59; H, 8.09; N, 12.73 %. Found: C, 54.33; H, 8.16; N, 12.77 %. IR (KBr, cm−1): 3348 m ν(O–H), 2965 s ν(C–H), 2932 m ν(C–H), 2868 m ν(C–H), 2566 m ν(B–H), 1533 m ν(C=N). Far–IR (CsI, cm−1): 287 ν(Cu–Cl). UV–Vis [CH2Cl2, λ max, nm (ε, M−1 cm−1)] 325 (1,640), 387 (790), 469 (800), 1048 (100).

2 Experimental details

The B- and C-bound H atoms were geometrically placed (B–H = 1.12 Å and C–H = 0.95–1.00 Å) and refined as riding with U iso(H) = 1.2–1.5U eq(B, C). Owing to poor agreement, two reflections, i.e. (−11 1 2) and (−11 2 6), were omitted from the final cycles of refinement.

3 Discussion

The coordination chemistry of strategically substituted hydrotris(pyrazolyl)borate ligands has proven to be a very productive area of research to control the secondary coordination sphere about the metal centre. 5 , 6 Herein, is reported a bromido copper(II) complex, [Cu(Br){HB(3-tBu-5-iPrpz)3}], (I), where the copper(II) centre is ligated by a highly sterically hindered hydridotris(pyrazolyl)borate ligand; [HB(3-tBu-5-iPrpz)3]– is the hydridotris(3-tert-butyl-5-isopropylpyrazol-1-yl)borate anion. Recently, related structures with the same ligand were reported, i.e. the three-coordinate thallium(I) complex [Tl{HB(3-tBu-5-iPrpz)3}], 7 the four-coordinate chlorido copper(II) complex, [Cu(Cl){HB(3-tBu-5-iPrpz)3}] 8 and the four-coordinate hydroxido copper(II) complex [Cu(OH){HB(3-tBu-5-iPrpz)3}]. 5

The reaction of K{HB(3-tBu-5-iPrpz)3} with CuBr2 led to the title complex, (I), in 58 % yield. The IR spectrum shows the B–H stretching band at 2566 cm−1, which is slightly shifted from the absorption band at 2562 cm−1 for [Tl{HB(3-tBu-5-iPrpz)3}] 7 and signficantly from that at 2469 cm−1 for the uncoordinated anion, K{HB(3-tBu-5-iPrpz)3}. 8 In the far–IR spectrum, (I) shows a characteristic band at 287 cm−1, assignable to Cu–Br stretching. This band was also clearly shifted from that at 359 cm−1 for [Cu(Cl){HB(3-tBu-5-iPrpz)3}], which was assigned to Cu–Cl stretching. 8 The value of the ν(Cu–Cl)/ν(Cu–Br) ratio (= 1.25) is consistent with the calculated reduced mass (1.25). The d-d transition band was observed at 1048 nm (ε = 100 M−1 cm−1), which is almost the same energy to 1009 nm (ε = 50 M−1 cm−1) for [Cu(Cl){HB(3-tBu-5-iPrpz)3}]. 8 The red-shift in the UV–Vis spectra arises from the ground state change from d(x2-y2) to d(z2). 6 , 8

The molecular structure of (I) is shown in the figure (70 % probability ellipsoids) and features a tridentate [HB(3-tBu-5-iPrpz)3]− anion coordinated to copper(II) which is also connected to a bromido ligand. The tridentate ligand coordinates in a fashion so that the t-butyl groups are orientated towards the copper(II) atom. The Cu–N bond lengths are not equivalent with Cu–N11 of 1.9365(17) Å being significantly shorter than those for Cu–N21 and Cu–N31 of 2.0670(16) and 2.0636(16) Å, respectively. With respect to the bromido atom, the N11 atom subtends the widest angle at the copper(II) centre, i.e. 136.45(5)∘, compared with the N21, N31–Cu–Br angles of 114.15(4) and 115.25(4)∘, respectively. It is proposed that this feature of the molecular structure is related to the presence of intramolecular methyl–C–H⃛Br interactions which are less than the sum of the van der Waals radii and are directional. These interactions involve two t-butyl methyl groups derived from two pyrazolyl residues, i.e. containing the coordinating N21 and N31 atoms that form the longer Cu–N bonds [geometric parameters: C11–H11⃛Br: H11b⃛Br = 2.83 Å and angle at H11b = 153°; C12–H12c⃛Br: H12c⃛Br = 2.84 Å and angle at H12c = 151°; C21–H21c⃛Br: H21c⃛Br = 2.81 Å and angle at H21c = 153°; C22–H22b⃛Br: H22b⃛Br = 2.92 Å and angle at H22b = 151°]. It is the presence of the intramolecular methyl–C–H⃛Br interactions that draws the N21- and N31-containing 3-tBu-5-iPrpz residues away from the copper(II) centre, thereby elongating the Cu–N21, N31 bonds and widening the N11–Cu–Br angle.

The four-coordinate geometry about the copper(II) atom exhibits a wide range of angles, spanning 91.61(6)∘, for N11–Cu–N31, to 136.45(5)∘, for N11–Cu–Br. From the equation, 10 τ 4 = [360 – (α + β)/141], where α and β are the two widest angles subtended at the copper(II) centre, an indication of the coordination geometry may be obtained. The value calculated for (I) is 0.77 and compares with 0.85 for a trigonal-pyramidal geometry and 0.64 for a see-saw geometry; a value of 1.00 corresponds to an ideal tetrahedral geometry. 10

The Cu–Br bond length in (I) is 2.3105(3) Å which compares to 2.2891(4) Å in the structure of [Cu(Br){HB(3,5-iPr2pz)3}]. 11 The reduction of the Cu–Br bond length in the all i-propyl molecule reflects the lack of signifcant intramolecular C–H⃛Br contacts described above for (I).

Being surrounded by hydrogen-rich regions and with the bromide atom engaged in four close intramolecular methyl–C–H⃛Br interactions, see above, the molecule in (I) does not form any directional intermolecular interactions in the crystal; a similiar conclusion was made for the isostructural chlorido complex. 8

These observations are confirmed by the calculation of the Hirshfeld surface contacts and two-dimensional fingerprint plots which were conducted with CrystalExplorer 12 using standard protocols. 13 This analysis shows there are only four types of surface contacts in the crystal of (I), namely, and in order of significance, H⃛H (84.5 %) > CH/H⃛C (5.8 %) > Br⃛H/H⃛Br (4.9 %) > N⃛H/H⃛N (4.7 %). Similiar calculations were performed on the isostructural chlorido species. 8 In this crystal, the contribution from H⃛H contacts increased to 85.4 % cf. (I), with small, concomittant decreases in the C⃛H/H⃛C (5.6 %), Cl⃛H/H⃛Cl (4.4 %) and N⃛H/H⃛N (4.5 %) surface contacts. Calculations were also performed on the all i-propyl/bromido complex, [Cu(Br){HB(3,5-iPr2pz)3}]. 11 As expected with the decrease percentage content of hydrogen in the latter complex, there is a decrease in the contribution of H⃛H contacts to the surface, i.e. 80.2 %. This decrease is compensated by increases in the C⃛H/H⃛C (6.9 %), Br⃛H/H⃛Br (6.7 %) and N⃛H/H⃛N (6.2 %) surface contacts.

Corresponding authors: Kiyoshi Fujisawa, Department of Chemistry, Ibaraki University, Mito, Ibaraki 310-8512, Japan, E-mail: ; and Edward R.T. Tiekink, Department of Chemistry, Universitat de les Illes Balears, Crta de Valldemossa km 7.5, 07122 Palma de Mallorca, Spain, E-mail:

Acknowledgments

This research was supported by the Joint Usage/Research Centre for Catalysis and the Koyanagi Foundation.

  1. Conflict of interest: The authors declare no conflicts of interest.

  2. Research funding: This study was financially supported by the Joint Usage/Research Centre for Catalysis (Proposals 22DS0143, 23DS0198 and 24ES0584).

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

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Received: 2025-01-22
Accepted: 2025-02-17
Published Online: 2025-03-11
Published in Print: 2025-06-26

© 2025 the author(s), published by De Gruyter, Berlin/Boston

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

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  20. Synthesis and crystal structure of ethyl 4-((4-trifluoromethylbenzyl)amino)benzo, C17H16F3NO2
  21. The crystal structure of (Z)-2-(tert-butyl)-6-(7-(tert-butyl)-5-methylbenzo[d][1,3]oxathiol-2-ylidene)-4-methylcyclohexa-2,4-dien-1-one, C23H28O2S
  22. The crystal structure of (R)-2-aminobutanamide hydrochloride, C4H11ClN2O
  23. Crystal structure of bromido[hydridotris(3-tert-butyl-5-isopropylpyrazolyl)borato-κ3 N,N′,N″]copper(II), C30H52BBrCuN6
  24. Crystal structure of chlorido{hydridotris[3-mesityl-5-methyl-1H-pyrazol-1-yl-κN3]borato}-copper(II) dichloromethane monosolvate
  25. Crystal structure of 4-[3,5-bis(propan-2-yl)-1H-pyrazol-4-yl]pyridine, C14H19N3
  26. Crystal structure of ((4-(4-bromophenyl)-1H-pyrrol-3-yl)methyl)ferrocene, C21H16BrFeNO
  27. Crystal structure of [(4-chlorobenzyl)triphenylphosphonium] dichloridocopper(I), {[C25H21ClP]+[CuCl2]−}n
  28. The crystal structure of {Cu(2,9-diisopropyl-4,7-diphenyl-1,10-phenanthroline)[4,5-bis(diphenylphosphino)-9,9-dimethylxanthene]}+ PF6−·1.5(EtOAC)
  29. Crystal structure of 3,5-bis(t-butyl)-1H-pyrazol-4-amine, C11H21N3
  30. Crystal structure of [(2,4-dichlorobenzyl)triphenylphosphonium] trichloridocopper(II), [C25H20Cl2P]+[CuCl3]−
  31. The crystal structure of dipotassium sulfide, K2S
  32. Crystal structure of (4-(4-methoxyphenyl)-1H-pyrrole-3-carbonyl)ferrocene, C22H19FeNO2
  33. Crystal structure of (E)-6-(4-methylpiperazin-1-yl)-2-(4-(trifluoromethyl)benzylidene)-3, 4-dihydronaphthalen-1(2H)-one, C23H23F3N2O
  34. Crystal structure of (E)-6-morpholino-2-(4-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C22H20F3NO2
  35. Crystal structure of Ce9Ir37Ge25
  36. The crystal structure of ethyl 6-(2-nitrophenyl)imidazo[2,1-b]thiazole-3-carboxylate, C14H11N3O4S
  37. Crystal structure of (4-(4-isopropylphenyl)-1H-pyrrol-3-yl)(ferrocenyl)methanone, C24H23FeNO
  38. Crystal structure of bis(methylammonium) tetrathiotungstate(VI), (CH3NH3)2[WS4]
  39. Crystal structure of 6,11-dihydro-12H-benzo[e]indeno[1,2-b]oxepin-12-one, C17H12O2
  40. Crystal structure of 3-[(4-phenylpiperidin-1-yl)methyl]-5-(thiophen-2-yl)-2,3-dihydro-1,3,4- oxadiazole-2-thione, C18H19N3OS2
  41. Crystal structure of N-isopropyl-1,8-naphthalimide C15H13NO2
  42. TiNiSi-type EuPdBi
  43. Crystal structure of 1-(p-tolylphenyl)-4-(2-thienoyl)-3-methyl-1H-pyrazol-5-ol, C16H14N2O2S
  44. The crystal structure of 3-(3-carboxypropyl)-2-nitro-1H-pyrrole 1-oxide, C7H9N3O5
  45. The crystal structure of tetraaqua-bis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetato-k2O:N)-tetrakis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetato-k1N)trizinc(II) hexahydrate C36H52N18O32Zn3
  46. The crystal structure of 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 4-hydroxy-3,5-dimethoxybenzoate monohydrate, C25H30FN3O9
  47. Crystal structure of bis(DL-1-carboxy-2-(1H-indol-3-yl)ethan-1-aminium) oxalate — acetic acid (1/2)
  48. Crystal structure of methyl (E)-4-((4-methylphenyl)sulfonamido)but-2-enoate, C12H15NO4S
  49. The crystal structure of actarit, C10H11NO3
  50. The crystal structure of bicyclol, C19H18O9
  51. The crystal structure of topiroxostat, C13H8N6
  52. Crystal structure of 2,2-dichloro-N-methyl-N-(4-p-tolylthiazol-2-yl)acetamide, C13H12Cl2N2OS
  53. Crystal structure of 4-(trifluoromethyl)-7-coumarinyl trifluoromethanesulfonate C11H4F6O5S
  54. Crystal structure of (1,4,7,10,13,16-hexaoxacyclooctadecane-κ6O6)-((Z)-N,N′-bis(2-(dimethylamino)phenyl)carbamimidato-κ1N)potassium(I)
  55. Crystal structure of (Z)-2-(5-((4-(dimethylamino)naphthalen-1-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid, C18H16N2O3S2
  56. Crystal structure of (4-fluorobenzyl)triphenylphosphonium bromide, C25H21BrFP
  57. The crystal structure of dichlorido-[6-(pyridin-2-yl)phenanthridine-κ2N, N′]zinc(II)-chloroform (1/1), C19H13N2ZnCl5
  58. Crystal structure of (E)-(3-(2,4-dichlorophenyl)acryloyl)ferrocene, C19H14Cl2FeO
  59. The crystal structure of (E)-7-chloro-1-cyclopropyl-6-fluoro-3-((2-hydroxybenzylidene)amino)quinolin-4(1H)-one, C19H14ClFN2O2
  60. Crystal structure of 2-bromo-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C16H13BrFNO4S2
  61. Crystal structure of 2-chloro-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C16H13ClFNO4S2
  62. Crystal structure of 5-(2,2-difluoropropyl)-5-methyl-6-oxo-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline-3-carbonitrile, C20H15F2N3O
https://doi.org/10.1515/ncrs-2025-0045
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of 5,5′-bis(2,4,6-trinitrophenyl)-2,2′-bi(1,3,4-oxadiazole), C16H4N10O14
  4. Crystal structure of catena-poly[(μ3-4,4′-oxydibenzoato- κ5 O,O′: O″,O‴:O‴)-bis(2,4,6-tri(3-pyridine)-1,3,5-triazine-κ1 N)cadmium(II)], C50H32CdN12O5
  5. The crystal structure of 1,4-diazepane-1,4-diium potassium trinitrate, C5H14KN5O9
  6. The crystal structure of benzyl 2,2,5,5-tetramethylthiazolidine-4-carboxylate, C15H21NO2S
  7. Crystal structure of 2-hydroxyethyl-triphenylphosphonium tetracyanidoborate, C24H20BN4OP
  8. The crystal structure of 1-methyl-3-(N-methylnitrous amide–N-methylene) imidazolidine-2,4,5-trione
  9. Crystal structure of N-((3-cyano-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-5-yl)carbamoyl)-2,6-difluorobenzamide, C20H7Cl2F8N5O3S
  10. Crystal structure of 5-(2,2-difluoropropyl)-5-methylbenzo[4,5]imidazo[2,1-a] isoquinolin-6(5H)-one, C20H18F2N2O
  11. The crystal structure of N′,N″-[1,2-bis(4-chlorophenyl)ethane-1,2-diylidene]bis(furan-2- carbohydrazide), C24H16Cl2N4O4
  12. Crystal structure of [(4-bromobenzyl)triphenylphosphonium] tetrabromoantimony(III), [C25H21BrP]+[SbBr4]−
  13. Crystal structure of [(4-bromobenzyl)triphenylphosphonium] tetrabromidoindium(III), [C25H21BrP]+[InBr4]−
  14. The crystal structure of 4-carboxy-2-oxobutan-1-aminium chloride, C5H10ClNO3
  15. Crystal structure of (4-(4-chlorophenyl)-1H-pyrrole-3-carbonyl)ferrocene, C21H16ClFeNO
  16. The crystal structure of dichlorido(η6-p-cymene)(triphenylarsine)ruthenium(II), C28H29AsCl2Ru
  17. Crystal structure of (Z)-2-hydroxy-N′-(1-(o-tolyl)ethylidene)benzohydrazide, C16H16N2O2
  18. The crystal structure of 10-(1-bromoethyl)-14-(bromomethyl)dibenzo[a, c]acridine, C24H17NBr2
  19. Synthesis and crystal structure of 6-methoxy-7-[(4-methoxyphenyl)methoxy]-2H-1-benzopyran-2-one, C18H16O5
  20. Synthesis and crystal structure of ethyl 4-((4-trifluoromethylbenzyl)amino)benzo, C17H16F3NO2
  21. The crystal structure of (Z)-2-(tert-butyl)-6-(7-(tert-butyl)-5-methylbenzo[d][1,3]oxathiol-2-ylidene)-4-methylcyclohexa-2,4-dien-1-one, C23H28O2S
  22. The crystal structure of (R)-2-aminobutanamide hydrochloride, C4H11ClN2O
  23. Crystal structure of bromido[hydridotris(3-tert-butyl-5-isopropylpyrazolyl)borato-κ3 N,N′,N″]copper(II), C30H52BBrCuN6
  24. Crystal structure of chlorido{hydridotris[3-mesityl-5-methyl-1H-pyrazol-1-yl-κN3]borato}-copper(II) dichloromethane monosolvate
  25. Crystal structure of 4-[3,5-bis(propan-2-yl)-1H-pyrazol-4-yl]pyridine, C14H19N3
  26. Crystal structure of ((4-(4-bromophenyl)-1H-pyrrol-3-yl)methyl)ferrocene, C21H16BrFeNO
  27. Crystal structure of [(4-chlorobenzyl)triphenylphosphonium] dichloridocopper(I), {[C25H21ClP]+[CuCl2]−}n
  28. The crystal structure of {Cu(2,9-diisopropyl-4,7-diphenyl-1,10-phenanthroline)[4,5-bis(diphenylphosphino)-9,9-dimethylxanthene]}+ PF6−·1.5(EtOAC)
  29. Crystal structure of 3,5-bis(t-butyl)-1H-pyrazol-4-amine, C11H21N3
  30. Crystal structure of [(2,4-dichlorobenzyl)triphenylphosphonium] trichloridocopper(II), [C25H20Cl2P]+[CuCl3]−
  31. The crystal structure of dipotassium sulfide, K2S
  32. Crystal structure of (4-(4-methoxyphenyl)-1H-pyrrole-3-carbonyl)ferrocene, C22H19FeNO2
  33. Crystal structure of (E)-6-(4-methylpiperazin-1-yl)-2-(4-(trifluoromethyl)benzylidene)-3, 4-dihydronaphthalen-1(2H)-one, C23H23F3N2O
  34. Crystal structure of (E)-6-morpholino-2-(4-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C22H20F3NO2
  35. Crystal structure of Ce9Ir37Ge25
  36. The crystal structure of ethyl 6-(2-nitrophenyl)imidazo[2,1-b]thiazole-3-carboxylate, C14H11N3O4S
  37. Crystal structure of (4-(4-isopropylphenyl)-1H-pyrrol-3-yl)(ferrocenyl)methanone, C24H23FeNO
  38. Crystal structure of bis(methylammonium) tetrathiotungstate(VI), (CH3NH3)2[WS4]
  39. Crystal structure of 6,11-dihydro-12H-benzo[e]indeno[1,2-b]oxepin-12-one, C17H12O2
  40. Crystal structure of 3-[(4-phenylpiperidin-1-yl)methyl]-5-(thiophen-2-yl)-2,3-dihydro-1,3,4- oxadiazole-2-thione, C18H19N3OS2
  41. Crystal structure of N-isopropyl-1,8-naphthalimide C15H13NO2
  42. TiNiSi-type EuPdBi
  43. Crystal structure of 1-(p-tolylphenyl)-4-(2-thienoyl)-3-methyl-1H-pyrazol-5-ol, C16H14N2O2S
  44. The crystal structure of 3-(3-carboxypropyl)-2-nitro-1H-pyrrole 1-oxide, C7H9N3O5
  45. The crystal structure of tetraaqua-bis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetato-k2O:N)-tetrakis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetato-k1N)trizinc(II) hexahydrate C36H52N18O32Zn3
  46. The crystal structure of 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 4-hydroxy-3,5-dimethoxybenzoate monohydrate, C25H30FN3O9
  47. Crystal structure of bis(DL-1-carboxy-2-(1H-indol-3-yl)ethan-1-aminium) oxalate — acetic acid (1/2)
  48. Crystal structure of methyl (E)-4-((4-methylphenyl)sulfonamido)but-2-enoate, C12H15NO4S
  49. The crystal structure of actarit, C10H11NO3
  50. The crystal structure of bicyclol, C19H18O9
  51. The crystal structure of topiroxostat, C13H8N6
  52. Crystal structure of 2,2-dichloro-N-methyl-N-(4-p-tolylthiazol-2-yl)acetamide, C13H12Cl2N2OS
  53. Crystal structure of 4-(trifluoromethyl)-7-coumarinyl trifluoromethanesulfonate C11H4F6O5S
  54. Crystal structure of (1,4,7,10,13,16-hexaoxacyclooctadecane-κ6O6)-((Z)-N,N′-bis(2-(dimethylamino)phenyl)carbamimidato-κ1N)potassium(I)
  55. Crystal structure of (Z)-2-(5-((4-(dimethylamino)naphthalen-1-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid, C18H16N2O3S2
  56. Crystal structure of (4-fluorobenzyl)triphenylphosphonium bromide, C25H21BrFP
  57. The crystal structure of dichlorido-[6-(pyridin-2-yl)phenanthridine-κ2N, N′]zinc(II)-chloroform (1/1), C19H13N2ZnCl5
  58. Crystal structure of (E)-(3-(2,4-dichlorophenyl)acryloyl)ferrocene, C19H14Cl2FeO
  59. The crystal structure of (E)-7-chloro-1-cyclopropyl-6-fluoro-3-((2-hydroxybenzylidene)amino)quinolin-4(1H)-one, C19H14ClFN2O2
  60. Crystal structure of 2-bromo-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C16H13BrFNO4S2
  61. Crystal structure of 2-chloro-11-(((fluoromethyl)sulfonyl)methyl)-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide, C16H13ClFNO4S2
  62. Crystal structure of 5-(2,2-difluoropropyl)-5-methyl-6-oxo-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline-3-carbonitrile, C20H15F2N3O
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