Home The crystal structure of 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino [3,2-a]isoquinolin-7-ium (E)-3-(4-nitrophenyl)acrylate pentahydrate, C29H34N2O13
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The crystal structure of 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino [3,2-a]isoquinolin-7-ium (E)-3-(4-nitrophenyl)acrylate pentahydrate, C29H34N2O13

  • Shi-Yun Chen ORCID logo , Wei Wang , Yong He EMAIL logo and Deng-ke Yin
Published/Copyright: September 6, 2023
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 238 Issue 6

Abstract

C29H34N2O13, triclinic, P 1 ‾ (no. 2), a = 8.1996(2) Å, b = 13.1993(3) Å, c = 13.5119(3) Å, α = 94.208(1)∘, β = 99.787(1)∘, γ = 90.247(1)∘, V = 1437.00(6) Å3, Z = 2, Rgt (F) = 0.0457, wR ref (F 2) = 0.1218, T = 193 K.

CCDC no.: 2252770

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: Brown block
Size: 0.13 × 0.12 × 0.10 mm
Wavelength: Ga Kα radiation (1.34139 Å)
μ: 0.61 mm−1
Diffractometer, scan mode: Bruker D8 VENTURE PHOTON II, φ and ω
θ max, completeness: 60.3°, %
N(hkl)measured , N(hkl)unique, R int: 13,791, 6231, 0.043
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 4466
N(param)refined: 217
Programs: Bruker [1], SHELX [2, 3]
Table 2:

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

Atom x y z U iso*/U eq
C1 0.6625 (2) 0.40911 (15) 1.46588 (13) 0.0412 (4)
H1A 0.747871 0.444740 1.517461 0.049*
H1B 0.586977 0.371344 1.500452 0.049*
C2 0.6403 (2) 0.34556 (13) 1.30742 (12) 0.0306 (4)
C3 0.5421 (2) 0.43061 (12) 1.30916 (12) 0.0284 (4)
C4 0.43528 (19) 0.45607 (12) 1.22622 (12) 0.0270 (4)
H4 0.369421 0.515013 1.227851 0.032*
C5 0.42706 (19) 0.39111 (11) 1.13817 (12) 0.0251 (3)
C6 0.52366 (19) 0.30398 (12) 1.13722 (12) 0.0274 (4)
C7 0.6338 (2) 0.28074 (13) 1.22376 (13) 0.0315 (4)
H7 0.700907 0.222242 1.223845 0.038*
C8 0.5055 (2) 0.23647 (12) 1.04141 (13) 0.0330 (4)
H8A 0.540452 0.166848 1.056801 0.040*
H8B 0.577267 0.262328 0.996564 0.040*
C9 0.3276 (2) 0.23416 (11) 0.98930 (13) 0.0304 (4)
H9A 0.316687 0.192185 0.924650 0.037*
H9B 0.257110 0.203051 1.031915 0.037*
C10 0.31815 (19) 0.41631 (11) 1.04520 (11) 0.0238 (3)
C11 0.26007 (19) 0.51182 (11) 1.02772 (12) 0.0253 (3)
H11 0.291059 0.565790 1.078011 0.030*
C12 0.15580 (18) 0.53236 (11) 0.93742 (11) 0.0234 (3)
C13 0.09069 (19) 0.62873 (12) 0.91769 (12) 0.0270 (4)
H13 0.112214 0.683439 0.968104 0.032*
C14 −0.00325 (19) 0.64415 (12) 0.82653 (12) 0.0279 (4)
H14 −0.045617 0.709768 0.814243 0.033*
C15 −0.03842 (19) 0.56429 (12) 0.75035 (12) 0.0265 (3)
C16 0.01737 (19) 0.46816 (11) 0.76812 (12) 0.0254 (3)
C17 0.11489 (18) 0.45095 (11) 0.86228 (11) 0.0237 (3)
C18 0.17555 (19) 0.3546 (11) 0.88341 (12) 0.0253 (3)
H18 0.147483 0.299175 0.834481 0.030*
C19 0.0734 (2) 0.38137 (14) 0.61956 (13) 0.0399 (4)
H19A 0.039269 0.321176 0.573711 0.060*
H19B 0.190719 0.376514 0.648847 0.060*
H19C 0.056803 0.442436 0.582190 0.060*
C20 −0.1790 (2) 0.67549 (13) 0.63255 (14) 0.0396 (4)
H20A −0.244978 0.672231 0.564698 0.059*
H20B −0.080289 0.718245 0.634678 0.059*
H20C −0.245318 0.704600 0.681145 0.059*
C21 0.5776 (2) 0.21634 (11) 0.66085 (11) 0.0267 (4)
C22 0.7251 (2) 0.19164 (12) 0.62999 (12) 0.0293 (4)
H22 0.827770 0.206847 0.673009 0.035*
C23 0.7197 (2) 0.14409 (12) 0.53465 (12) 0.0287 (4)
H23 0.820046 0.127074 0.511580 0.034*
C24 0.56855 (19) 0.12092 (11) 0.47211 (11) 0.0250 (3)
C25 0.4213 (2) 0.14556 (11) 0.50737 (12) 0.0272 (4)
H25 0.317842 0.128657 0.465831 0.033*
C26 0.4251 (2) 0.19401 (11) 0.60161 (12) 0.0273 (4)
H26 0.325478 0.211620 0.625287 0.033*
C27 0.5693 (2) 0.06989 (12) 0.37173 (12) 0.0269 (3)
H27 0.674421 0.056009 0.353619 0.032*
C28 0.4377 (2) 0.04150 (12) 0.30429 (12) 0.0292 (4)
H28 0.331429 0.053183 0.321511 0.035*
C29 0.4472 (2) −0.00769 (12) 0.20301 (12) 0.0288 (4)
N2 0.27136 (16) 0.33904 (9) 0.97017 (9) 0.0242 (3)
N3 0.58185 (19) 0.26806 (10) 0.76089 (11) 0.0332 (3)
O1 0.73853 (15) 0.34079 (10) 1.40050 (9) 0.0391 (3)
O2 0.57185 (15) 0.48065 (9) 1.40372 (8) 0.0373 (3)
O3 −0.02383 (14) 0.38722 (8) 0.69845 (8) 0.0309 (3)
O4 −0.12997 (14) 0.57516 (8) 0.65761 (8) 0.0331 (3)
O5 0.71451 (18) 0.27646 (11) 0.81835 (10) 0.0506 (4)
O6 0.45331 (17) 0.30309 (10) 0.78304 (10) 0.0456 (3)
O7 0.58137 (15) −0.04250 (10) 0.18472 (9) 0.0405 (3)
O8 0.31460 (15) −0.01130 (10) 0.13977 (9) 0.0433 (3)
O9 0.0204 (2) 0.07935 (13) 0.37249 (12) 0.0627 (4)
H9C 0.025552 0.094081 0.311390 0.094*
H9D −0.015205 0.016615 0.365972 0.094*
O10 0.06230 (18) 0.12005 (10) 0.17255 (12) 0.0526 (4)
H10A 0.141171 0.078422 0.163261 0.079*
H10B −0.023277 0.096687 0.129675 0.079*
O11 0.21619 (15) −0.01936 (10) −0.05997 (9) 0.0407 (3)
H11A 0.263852 −0.020782 0.002549 0.061*
H11B 0.295529 −0.003191 −0.091552 0.061*
O12 0.87790 (16) −0.12151 (11) 0.28528 (11) 0.0495 (4)
H12A 0.786091 −0.091699 0.262688 0.074*
H12B 0.935291 −0.120417 0.236799 0.074*
O13 1.01618 (16) −0.13927 (10) 0.10689 (11) 0.0481 (4)
H13A 1.116802 −0.114675 0.118380 0.072*
H13B 0.956934 −0.091730 0.077932 0.072*

1 Source of materials

Berberine sulfate (hydrate) (0.86 g, 2 mmol) was dissolved in water (50 mL) at 50 °C to obtain a clear solution. A solution of NaOH (0.08 g, 2 mmol) and 4-nitro-cinnamic acid (PNCA) (0.38 g, 2 mmol) in water (20 mL) were added. The mixture was heated to 50 °C to get a brown coloured solution. Crystals of the title compound were obtained by slow evaporation within 4 days.

2 Experimental details

Data collection was performed on a Bruker D8 VENTURE Metaljet PHOTON II diffractometer at 193 K, operating at 50 kV and 30 mA. Data were processed by the BRUKER AXS Crystal Structure Analysis Package [1]. Data collection, BRUKER APEX3; cell refinement and data reduction by BRUKER SAINT V8.40B; Structure solution: SHELXT 2014/5 [2]; Structure refinement: SHELXL-2018/3 [3]; Molecular graphics and publication materials by BRUKER SHELXTL [2]. All H-atoms were placed geometrically and refined using a riding model with common isotropic displacement factors, Uiso values were set to 1.2U eq of the parent atoms.

3 Comment

Berberine hydrochloride (BBR–HCl) is contained in the Chinese Pharmacopoeia (2020) for gastrointestinal infections such as gastroenteritis and bacillary dysentery caused by sensitive pathogens. But, it presents poor intestine absorption via oral administration. Additionally, BBR–HCl is highly hygroscopic and presents an extremely bitter taste. Cocrystals have been prepared in attempts to solve these problems. Recently, A wide range of coformers, such as flavonoids (myricetin, dihydromyricetin [4], chrysin [5]); anthraquinones (emodin [6], rhein [7]); API (Ibuprofen [8], rosiglitazone [9, 10]), aromatic carboxylic [11] (3,4,5-methoxycinnamic acid [12], carboxylic acids [13]) and small molecular organic acid (aliphatic dicarboxylic acids [14], L(+)-lactic acid [15]) can be if hydrogen bonding formation is possible, providing many options to develop pharmaceutical products with improved pharmaceutical properties, including solubility.

It is worth noting that, by reacting Berberine sulfate and ((4-nitrophenyl) acrylic acid) via a liquid phase reaction, the title salt has been obtained. The asymmetric unit of the title structure contains one 9,10-dimethoxy-5,6-dihydro-[1, 3]dioxolo[4,5-g]isoquinolino [3,2-a]isoquinolin-7-ium cation, one (E)−3-(4-nitrophenyl) acrylate anion and five water molecules. All moieties are connected by hydrogen bonds. All bond lengths are in the expected ranges. The proportions of lattice water in each crystal lattice account for 14.5%. The cavity can be clearly observed when the lattice waters were removed from the crystal lattice, which plays a critical role in supporting the three dimensional structures. This means lattice water is an important hydrogen donor acceptor in the title salt.

Corresponding author: Yong He, Institut School of Chemistry and Chemical Engineering, Hefei University of Technology, No. 193, Tunxi Road, Baohe District, Hefei, Anhui 230002, P.R. China, E-mail:

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

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

  3. Research funding: We gratefully acknowledge support by The Key project of Anhui Provincial Department of Education, China (NO. KJ2020A672 and 2022AH040077) and The Open Fund Project of Anhui Key Laboratory of Pharmaceutical Preparation Technology and Application (NO. 2021KFKT08). Co-authors would like to thank Zhang CX from Shiyanjia Lab (www.shiyanjia.com) for the SXRD analysis.

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Received: 2023-07-18
Accepted: 2023-08-21
Published Online: 2023-09-06
Published in Print: 2023-12-15

© 2023 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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  47. The crystal structure of (bis(benzimidazol-2-yl-methyl)amine-κ3N,N′,N″ )-(dihydrogen L-malate-κ2O,O ′)copper(II) perchlorate dihydrate, CuC20H24ClN5O12
  48. Crystal structure of (1E,1′E)-4,4′-(9,9-diethyl-9H-fluorene-2,7-diyl)dibenzaldehyde dioxime, C31H28N2O2
  49. Crystal structure of diethyl 1,9-bis(4-fluorophenyl)-4,6-diphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta [b]pyridine-3,7(2H)-dicarboxylate, C40H36F2N2O4
  50. Crystal structure of bis(benzene-1 carboxylato-O 3,5-carboxyl-κ1O)-[(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) ─ benzene-1,3,5-tricarboxylic acid ─ water (1/2/4), C52H66N4NiO28
  51. Crystal structure of 1,4-dibromo-2,5-bis(2-methoxyethoxy)benzene-1,4-diol, C12H16Br2O4
  52. Crystal structure of dicarbonyl[N,N′-(1,2-dimethyl-1,2-ethanediylidene)bis[2,6-bis(1-methylethyl)benzenamine]-N,N′]nickel(0), C30H40N2NiO2
  53. Crystal structure of 1,4-dibromo-2,5-bis(prop-2-yn-1-yloxy)benzene, C12H8Br2O2
  54. Crystal structure of O-(3-(benzo[d]thiazol-2-yl)naphthalen-2-yl) O-phenyl carbonothioate, C24H15NO2S2
  55. The crystal structure of (E)-4-fluoro-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H15FN2O2
  56. Crystal structure of (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl)methanimine, C24H16N2S
  57. Crystal structure of 3-((4-bromophenyl)thio)-1H-indole, C14H10BrNS
  58. Synthesis and crystal structure of 1-((7-hydroxy-3-(4-hydroxy-3-nitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidin-1-ium-4-carboxylate monohydrate, C22H22N2O9
  59. Synthesis and crystal structure of (3E,5S,10S,13S,14S,17Z)-17-ethylidene-10,13-dimethylhexadecahydro-3H-cyclopenta[α]phenanthren-3-one O-(methacryloyl) oxime, C50H74N2O4
  60. Crystal structure of the hydrogen storage active phase La12Mg46LiMn
  61. The crystal structure of the salt: 4-((1,3-dioxoisoindolin-2-yl)carbamoyl)pyridine-1-ium 2-carboxybenzoate, C14H10N3O3·C8H5O4
  62. Crystal structure of (2-(2-pyridine)-benzimidazole-κ2 N,N′)-bis(1-phenylpyrazole-κ2 C,N)iridium(III) hexafluorophosphate, C30H22F6IrN7P
  63. Crystal structure of dichlorido-bis[2-(2,4-difluorophenyl)pyridine-κ1N]platinum(II), C22H14Cl2F4N2Pt
  64. Crystal structure of (5R,8R,9R,10R,12R,13R,14R, 17S,17Z)-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
https://doi.org/10.1515/ncrs-2023-0331
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of bis(dimethylammonium) poly[(μ4-1,1′-(1,4-phenylenebis(methylene))bis(1H-pyrazole-3,5-dicarboxylato))-κ6O1, N2:O2:O3:O1′,N2′]nickel (II)], C22H26N6NiO8
  4. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-((pyridin-4-ylmethyl)amino)benzoato-κ2N:O)cobalt(II)] – 4,4′-bipyridine – water (1/2/2)
  5. Crystal structure of (2S,3S,4S,5S, Z)-2,3,5,6-tetrakis(benzyloxy)-4-hydroxyhexanal oxime, C34H37NO6
  6. The crystal structure of hexakis(3-thiophenecarboxylato-κ2O,O″)-bis(1,10-phenanthroline-κ2N,N′) trimanganese(II), C54H34N4O12S6Mn3
  7. Crystal structure of catena-poly[(μ2-1,4-di(pyridin-4-yl)benzene-κ2N:N′)-(4-bromobenzoate-κ2O:O′)-(μ-2-bromobenzoate-κ2O,O′)nickel(II)] – water (2/1), C30H21Br2N2NiO4.5
  8. The crystal structure of poly[(μ3-1,3-phenylenedioxydiacetate-κ5O,O,O′,O″,O‴)-bis(4′-(4-(1H-imidazol-1-yl)phenyl)-4,2′:6′,4″-terpyridine-kN) cadmium(II)], C58H42CdN10O6
  9. The crystal structure of 5-chloro-6′-methyl-3-(4-(methylsulfonyl)phenyl)-[2,3′-bipyridin]-1′-ium 4-methylbenzenesulfonate
  10. Crystal structure of poly[(μ-benzoato)-(μ-cis-4–hydroxy-D-proline)lithium], C12H14LiNO5
  11. The crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-copper(II)] monohydrate, C7H6NO6ICu
  12. The crystal structure of catena-[diaqua-(4-acetylphenoxyacetato-κ2O,O)-bis(4-acetylphenoxyacetato-κ3O,O:O)-dihydrate-lanthanum(III)]–4,4′-bipyridine (2/1), C35H35NO14La
  13. The crystal structure of catena-poly[(4-iodopyridine-2,6-dicarboxylato-κ4 O,N,O′,O′′)(4-imidazol-1-yl-pyridine-κN)copper(II)], C15H9N4O4ICu
  14. Crystal structure of polybis(μ 4-3,5-dicarboxylatopyrazol-1-yl)-bis(N,N-dimethylformamide)tri-copper(II)–acetonitrile (1/2), C20H22Cu3N8O10
  15. Crystal structure of poly[(μ2-5-hydroxy-isophthalato-κ4O,O′:O″,O‴)-(μ2-1,5-bis(imidazol-2-methyl)pentane-κ2N:N′)cadmium(II)], C21H24CdN4O5
  16. The crystal structure of poly[bis(μ2-1,4-bi(1-imidazolyl)benzene-κ2N:N′)bis(μ2-4,4′-methylenebis(3-hydroxy-2-naphthoate)-κ2O:O′)cobalt(II)], C35H24CoN4O6
  17. The crystal structure of a cobalt-vanadium-oxido hydrate
  18. The crystal structure of catena-poly[(μ 2-2H-1,2,3-triazole-4,5-dicarboxylato-κ 2 O, O′)-(μ 2-1,3-bis((1H-imidazol-1-yl)methyl)benzene-κ 2 N,N′) zinc(II)], C18H15N7O4Zn
  19. Crystal structure of poly[diaqua-(bis(m2-1,4-bis(imidazol-1-ylmethyl)benzene)-κ2N,N′-manganese] dichloride, C28H32MnN8O2Cl2
  20. The crystal structure of 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino [3,2-a]isoquinolin-7-ium (E)-3-(4-nitrophenyl)acrylate pentahydrate, C29H34N2O13
  21. Crystal structure of poly[(μ6-ammoniotris(methylene))tris(hydrogen phosphonato)cadmium(II)], C3H10CdNO9P3
  22. Crystal structure of Zn2[(1,1′-(hexane-1,6-diyl)bis(3-(pyridin-3-yl)urea))·(H2O)2·(DMF)2·(SO4)2], C24H50N8O18S2Zn2
  23. The crystal structure of 2-anilino-1,4-naphthoquinone, C10H11NO2
  24. Crystal structure of (E)-2-(2-(4-(diethylamino)styryl)-1-ethyl-1,4-dihydroquinolin-4-yl) malononitrile, C26H26N4
  25. Crystal structure of ethyl 2-((2,6-dichloro-4-(cyanomethyl)phenyl) amino)benzoate, C17H14Cl2N2O2
  26. Synthesis and crystal structure of 2-(3-oxo-3-phenylpropyl)isoindoline-1,3-dione, C17H13NO3
  27. The crystal structure of bis(acetonitrile-κ1N)tetrakis(μ2-2,6-difluorobenzoato-κ2O:O′)rhodium(II) (Rh–Rh), C32H18F8O8N2Rh2
  28. The crystal structure of a new polymorph of 6-hydroxy-2-naphthoic acid, C11H8O3
  29. The crystal structure of [(8-carboxymethoxy-quinoline-2-carboxylate-κ4N,O,O,O)-2,2′-bipyridine-κ2N-copper(II)] tetrahydrate, C22H23N3O9Cu
  30. The crystal structure of ethyl 4-hydroxy-2-(4-methoxyphenyl)-5-oxo-1-(2-oxo-2H-chromen-6-yl)-2,5-dihydro-1H-pyrrole-3-carboxylate, C23H19NO7
  31. Crystal structure of 7-hydroxy-3,4-dihydronaphthalen-1(2H)-one, C10H10O2
  32. Crystal structure of bis(tetrapropylammonium) dodecacarbonyltetratelluridotetraferrate(2-), (Pr4N)2[Fe4Te4(CO)12]
  33. The crystal structure of poly[bis(μ2−3−aminopyridine−4−carboxylato−κ2N:O)Zinc(II)], [Zn(C6H5N2O2)2] n
  34. The crystal structure of methyl 5-nitro-2-(tosyloxy)benzoate, C15H13NO7S
  35. The crystal structure of 18-crown-6 ― tetraaqua-dichlorido-di-μ2-chloridodicopper(II) (2/1), C12H32O10Cu2Cl4
  36. Crystal structure of 6,6a,7,8,9,10-hexahydro-5H-pyrazino [2,3-e]pyrido[1,2-a]pyrazine, C10H14N4
  37. Crystal structure of catena-poly-{diaqua-bis[μ-(((4-chlorophenyl)sulfonyl)glycinato-κO)](μ2-4, 4′-bipyridine-κ2N:N′)cobalt(II)} dihydrate, C26H30Cl2CoN4O12S2
  38. Crystal structure of bis{N′-[1,3-diphenylprop-2-en-1-ylidene]-N-phenylcarbamohydrazonothioato}zinc(II), C44H36N6S2Zn
  39. Crystal structure of tetraaqua-bis(((4-chlorophenyl)sulfonyl)glycinato-κO)cobalt(II) dihydrate, C16H26Cl2CoN2O14S2
  40. Crystal structure of 2-(5-phenyl-1-(quinolin-2-yl)-4,5-dihydro-1H-pyrazol-3-yl)phenol, C24H19N3O
  41. Crystal structure of 2-((2-fluoro-4-(trifluoromethyl)phenyl)(hydroxy)methyl)-7-methoxy-3,4-dihydronaphthalen-1((2H))-one, C19H16F4O3
  42. Crystal structure of 2-amino-4-(2-fluoro-3-(trifluoromethyl)phenyl)-9-methoxy-1,4,5,6-tetrahydrobenzo[h]quinazolin-3-ium chloride, C20H18ClF4N3O
  43. Crystal structure of (2-phenylimino methylquinoline-κ 2 N,N′)-bis(1–phenylpyrazole-κ 2 C,N)-iridium(III) hexafluorophosphate, C34H26F6IrN6P
  44. Crystal structure of (3-hydroxy-4-methoxyphenyl)(pyrrolidin-1-yl)methanone, C12H15NO3
  45. The crystal structure of bis(trimethylsulfoxonium) catena-poly[µ2-hexabromido-indium(III)sodium(I)] C6H18O2S2NaInBr6
  46. Crystal structure of N-cyclopropyl-3-hydroxy-4-methoxybenzamide, C11H13NO3
  47. The crystal structure of (bis(benzimidazol-2-yl-methyl)amine-κ3N,N′,N″ )-(dihydrogen L-malate-κ2O,O ′)copper(II) perchlorate dihydrate, CuC20H24ClN5O12
  48. Crystal structure of (1E,1′E)-4,4′-(9,9-diethyl-9H-fluorene-2,7-diyl)dibenzaldehyde dioxime, C31H28N2O2
  49. Crystal structure of diethyl 1,9-bis(4-fluorophenyl)-4,6-diphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta [b]pyridine-3,7(2H)-dicarboxylate, C40H36F2N2O4
  50. Crystal structure of bis(benzene-1 carboxylato-O 3,5-carboxyl-κ1O)-[(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) ─ benzene-1,3,5-tricarboxylic acid ─ water (1/2/4), C52H66N4NiO28
  51. Crystal structure of 1,4-dibromo-2,5-bis(2-methoxyethoxy)benzene-1,4-diol, C12H16Br2O4
  52. Crystal structure of dicarbonyl[N,N′-(1,2-dimethyl-1,2-ethanediylidene)bis[2,6-bis(1-methylethyl)benzenamine]-N,N′]nickel(0), C30H40N2NiO2
  53. Crystal structure of 1,4-dibromo-2,5-bis(prop-2-yn-1-yloxy)benzene, C12H8Br2O2
  54. Crystal structure of O-(3-(benzo[d]thiazol-2-yl)naphthalen-2-yl) O-phenyl carbonothioate, C24H15NO2S2
  55. The crystal structure of (E)-4-fluoro-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H15FN2O2
  56. Crystal structure of (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl)methanimine, C24H16N2S
  57. Crystal structure of 3-((4-bromophenyl)thio)-1H-indole, C14H10BrNS
  58. Synthesis and crystal structure of 1-((7-hydroxy-3-(4-hydroxy-3-nitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidin-1-ium-4-carboxylate monohydrate, C22H22N2O9
  59. Synthesis and crystal structure of (3E,5S,10S,13S,14S,17Z)-17-ethylidene-10,13-dimethylhexadecahydro-3H-cyclopenta[α]phenanthren-3-one O-(methacryloyl) oxime, C50H74N2O4
  60. Crystal structure of the hydrogen storage active phase La12Mg46LiMn
  61. The crystal structure of the salt: 4-((1,3-dioxoisoindolin-2-yl)carbamoyl)pyridine-1-ium 2-carboxybenzoate, C14H10N3O3·C8H5O4
  62. Crystal structure of (2-(2-pyridine)-benzimidazole-κ2 N,N′)-bis(1-phenylpyrazole-κ2 C,N)iridium(III) hexafluorophosphate, C30H22F6IrN7P
  63. Crystal structure of dichlorido-bis[2-(2,4-difluorophenyl)pyridine-κ1N]platinum(II), C22H14Cl2F4N2Pt
  64. Crystal structure of (5R,8R,9R,10R,12R,13R,14R, 17S,17Z)-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
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