Crystal structures and Hirshfeld surface analysis of [κ2-P,N-{(C6H5)2(C5H5N)P}Re(CO)3Br]·2CHCl3 and the product of its reaction with piperidine, [P-{(C6H5)2(C5H5N)P}(C5H11N)Re(CO)3Br]

The coordination of the ligands with respect to the central atom in the complex bromidotricarbonyl[diphenyl(pyridin-2-yl)phosphane-κ2 N,P]rhenium(I) chloroform disolvate, [ReBr(C17H14NP)(CO)3]·2CHCl3 or [κ2-P,N-{(C6H5)2(C5H5N)P}Re(CO)3Br]·2CHCl3, (I·2CHCl3), is best described as a distorted octahedron with three carbonyls in a facial conformation, a bromide atom, and a biting P,N-diphenylpyridylphosphine ligand. Hirshfeld surface analysis shows that C—Cl...H interactions contribute 26%, the distance of these interactions are between 2.895 and 3.213 Å. The reaction between I and piperidine (C5H11N) at 313 K in dichloromethane leads to the partial decoordination of the pyridylphosphine ligand, whose pyridyl group is replaced by a piperidine molecule, and the complex bromidotricarbonyl[diphenyl(pyridin-2-yl)phosphane-κP](piperidine-κN)rhenium(I), [ReBr(C5H11N)(C17H14NP)(CO)3] or [P-{(C6H5)2(C5H5N)P}(C5H11N)Re(CO)3Br] (II). The molecule has an intramolecular N—H...N hydrogen bond between the non-coordinated pyridyl nitrogen atom and the amine hydrogen atom from piperidine with D...A = 2.992 (9) Å. Thermogravimetry shows that I·2CHCl3 losses 28% of its mass in a narrow range between 318 and 333 K, which is completely consistent with two solvating chloroform molecules very weakly bonded to I. The remaining I is stable at least to 573 K. In contrast, II seems to lose solvent and piperidine (12% of mass) between 427 and 463 K, while the additional 33% loss from this last temperature to 573 K corresponds to the release of 2-pyridylphosphine. The contribution to the scattering from highly disordered solvent molecules in II was removed with the SQUEEZE routine [Spek (2015). Acta Cryst. C71, 9-18] in PLATON. The stated crystal data for M r, μ etc. do not take this solvent into account.

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Crystal structure and Hirshfeld surface analysis of the anhydrous form of the nucleoside analogue entecavir

Acta Crystallographica Section C Structural Chemistry ◽

10.1107/s2053229618002528 ◽

2018 ◽

Vol 74 (3) ◽

pp. 381-385 ◽

Cited By ~ 2

Author(s):

Xiaojuan Wang ◽

Hai-Jiang Xu ◽

Xue-Dong Jia ◽

Yan-Tao Yang ◽

Xiao-Jian Zhang

Keyword(s):

Crystal Structure ◽

Surface Analysis ◽

Nucleoside Analogue ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Acta Cryst ◽

Hydrated Form ◽

B Virus ◽

The Us ◽

Crystalline Forms

The nucleoside analogue entecavir {systematic name: 2-amino-9-[(1S,3R,4S)-4-hydroxy-3-hydroxymethyl-2-methylenecyclopentyl]-1,9-dihydro-6H-purin-6-one}, C12H15N5O3, is an antihepatitis B virus drug that has been approved in the US, EU and several countries worldwide. We report here the single-crystal structure of the anhydrous form and compare it with that of the previously reported monohydrate form [Jiang & Liu (2009).Acta Cryst.E65, o2232]. Hirshfeld surface analysis has been employed to understand and visualize the subtle packing differences between the two crystalline forms. The results show that, compared to the previously reported hydrated form, the anhydrous crystal has significantly different intermolecular interactions and packing patterns.

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Crystal structure and Hirshfeld surface analysis of 2-(1H-indol-3-yl)ethanaminium acetate hemihydrate. Corrigendum

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989020012815 ◽

2020 ◽

Vol 76 (10) ◽

pp. 1700-1700

Author(s):

Balakrishnan Rajeswari ◽

Radhakrishnan Santhi ◽

Palaniyappan Sivajeyanthi ◽

Kasthuri Balasubramani

Keyword(s):

Crystal Structure ◽

Surface Analysis ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Not Given ◽

Acta Cryst

In the paper by Rajeswari et al. [Acta Cryst. (2019), E75, 451–455], the affiliations were not given correctly.

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Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(pentafluorophenyl)-2-(2-phenylhydrazin-1-ylidene)acetamide

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989021007349 ◽

2021 ◽

Vol 77 (8) ◽

pp. 829-833

Author(s):

Zeliha Atioğlu ◽

Mehmet Akkurt ◽

Namiq Q. Shikhaliyev ◽

Ulviyya F. Askerova ◽

Aytan A. Niyazova ◽

...

Keyword(s):

Hydrogen Bonds ◽

Surface Analysis ◽

Crystal Packing ◽

Three Dimensional ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Aromatic Rings ◽

Acta Cryst ◽

Compound C ◽

Dimensional Network

In the title compound, C16H12F5N3O, the dihedral angle between the aromatic rings is 31.84 (8)°. In the crystal, the molecules are linked into dimers possessing crystallographic twofold symmetry by pairwise N—H...O hydrogen bonds and weak C—H...O hydrogen bonds and aromatic π–π stacking interactions link the dimers into a three-dimensional network. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from F...H/H...F (41.1%), H...H (21.8%), C...H/H...C (9.7%) C...C (7.1%) and O...H/H...O (7.1%) contacts. The contribution of some disordered solvent to the scattering was removed using the SQUEEZE routine [Spek (2015). Acta Cryst. C71, 9–18] in PLATON. The solvent contribution was not included in the reported molecular weight and density.

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[μ2-Bis(diphenylphosphanyl)hexane]bis[undecacarbonyl-triangulo-triruthenium(3Ru—Ru)] hexane monosolvate: crystal structure and Hirshfeld surface analysis

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989017014517 ◽

2017 ◽

Vol 73 (11) ◽

pp. 1652-1657 ◽

Cited By ~ 2

Author(s):

Omar bin Shawkataly ◽

Siti Syaida Sirat ◽

Mukesh M. Jotani ◽

Edward R. T. Tiekink

Keyword(s):

Crystal Structure ◽

Surface Analysis ◽

Triple Bond ◽

Narrow Range ◽

Solvent Molecule ◽

Three Dimensional ◽

Hirshfeld Surface ◽

Cluster Complex ◽

Carbonyl Groups ◽

Solvent Molecules

In the title cluster complex hexane solvate, [Ru6(C30H32P2)(CO)22]·C6H14, two Ru3(CO)11fragments are linked by a Ph2P(CH2)6PPh2bridge with the P atoms equatorially disposed with respect to the Ru3triangle in each case; the hexane solvent molecule is statistically disordered. The Ru...Ru distances span a relatively narrow range,i.e. 2.8378 (4) to 2.8644 (4) Å. The hexyl chain within the bridge has an all-transconformation. In the molecular packing, C—H...O interactions between cluster molecules, and between cluster and hexane solvent molecules lead to a three-dimensional architecture. In addition, there are a large number of C[triple-bond]O...π(arene) interactions in the crystal. The importance of the carbonyl groups in establishing the packing is emphasized by the contribution of 53.4% to the Hirshfeld surface by O...H/H...O contacts.

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Crystal structure and Hirshfeld surface analysis of (E)-N-[(2-ethoxynaphthalen-1-yl)methylidene]-5,6,7,8-tetrahydronaphthalen-1-amine. Corrigendum

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989018016559 ◽

2018 ◽

Vol 74 (12) ◽

pp. 1928-1928

Author(s):

Sevgi Kansiz ◽

Mustafa Macit ◽

Necmi Dege ◽

Galyna G. Tsapyuk

Keyword(s):

Crystal Structure ◽

Surface Analysis ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Acta Cryst

In the paper by Kansiz et al. [Acta Cryst. (2018), E74, 1513–1516], the address of the correspondence author is incorrect.

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Crystal structure and Hirshfeld surface analysis of phenyl(5,7,8a-triphenyl-1,2,3,7,8,8a-hexahydroimidazo[1,2-a]pyridin-6-yl)methanone with an unknown solvent

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989020009871 ◽

2020 ◽

Vol 76 (8) ◽

pp. 1365-1368

Author(s):

Farid N. Naghiyev ◽

Gunay Z. Mammadova ◽

Ibrahim G. Mamedov ◽

Afet T. Huseynova ◽

Sevim Türktekin Çelikesir ◽

...

Keyword(s):

Surface Analysis ◽

Pyridine Ring ◽

Crystal Packing ◽

Ring System ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Acta Cryst ◽

Π Interactions ◽

Compound C ◽

Phenyl Rings

In the title compound, C32H28N2O, the imidazolidine and pyridine rings of the central hexahydroimidazo[1,2-a]pyridine ring system adopt envelope and screw-boat conformations, respectively. The molecule exhibits two weak intramolecular π–π interactions between phenyl rings. In the crystal, molecules are linked via pairs of C—H... O hydrogen bonds, forming inversion dimers. The dimers are further linked by pairs of C—H...π interactions, forming infinite chains along the c-axis direction. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H...H (73.4%), C...H/H...C (18.8%) and O...H/H...O (5.7%) contacts. The contribution of some disordered solvent to the scattering was removed using the SQUEEZE routine [Spek (2015). Acta Cryst. C71, 9–18] in PLATON. The solvent contribution was not included in the reported molecular weight and density.

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Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-chlorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989019009885 ◽

2019 ◽

Vol 75 (8) ◽

pp. 1175-1179 ◽

Cited By ~ 1

Author(s):

Gulnara Sh. Duruskari ◽

Ali N. Khalilov ◽

Mehmet Akkurt ◽

Gunay Z. Mammadova ◽

Taras Chyrka ◽

...

Keyword(s):

Surface Analysis ◽

Phenyl Ring ◽

Crystal Packing ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Stacking Interactions ◽

Minor Components ◽

Acta Cryst ◽

Centroid Distance ◽

Thiazolidine Ring

The title salt, C16H15ClN3S+·Br−, is isotypic with (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide [Khalilov et al. (2019). Acta Cryst. E75, 662–666]. In the cation of the title salt, the atoms of the phenyl ring attached to the central thiazolidine ring and the atom joining the thiazolidine ring to the benzene ring are disordered over two sets of sites with occupancies of 0.570 (3) and 0.430 (3). The major and minor components of the disordered thiazolidine ring adopt slightly distorted envelope conformations, with the C atom bearing the phenyl ring as the flap atom. In the crystal, centrosymmetrically related cations and anions are linked into dimeric units via N—H...Br hydrogen bonds, which are further connected by weak C—H...Br contacts into chains parallel to the a axis. Furthermore, not existing in the earlier report of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide, C—H...π interactions and π–π stacking interactions [centroid-to-centroid distance = 3.897 (2) Å] between the major components of the disordered phenyl ring contribute to the stabilization of the molecular packing. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions for the crystal packing are from H...H (30.5%), Br...H/H...Br (21.2%), C...H/H...C (19.2%), Cl...H/H...Cl (13.0%) and S...H/H...S (5.0%) interactions.

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[μ2-trans-1,2-Bis(pyridin-4-yl)ethene-κ2N:N′]bis{[1,2-bis(pyridin-4-yl)ethene-κN]bis[N-(2-hydroxyethyl)-N-isopropyldithiocarbamato-κ2S,S′]cadmium} acetonitrile tetrasolvate: crystal structure and Hirshfeld surface analysis

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989016010768 ◽

2016 ◽

Vol 72 (8) ◽

pp. 1085-1092 ◽

Cited By ~ 8

Author(s):

Mukesh M. Jotani ◽

Pavel Poplaukhin ◽

Hadi D. Arman ◽

Edward R. T. Tiekink

Keyword(s):

Crystal Structure ◽

Surface Analysis ◽

Binuclear Complex ◽

Three Dimensional ◽

Hirshfeld Surface ◽

The Other ◽

Hirshfeld Surface Analysis ◽

Coordination Geometry ◽

Asymmetric Unit ◽

Solvent Molecules

The asymmetric unit of the title compound, [Cd2(C12H10N2)3(C6H12NOS2)4]·4C2H3N, comprises a CdIIatom, two dithiocarbamate (dtc) anions, one and a halftrans-1,2-dipyridin-4-ylethylene (bpe) molecules and two acetonitrile solvent molecules. The full binuclear complex is generated by the application of a centre of inversion. The dtc ligands are chelating, one bpe molecule coordinates in a monodentate mode while the other is bidentate bridging. The resultingcis-N2S4coordination geometry is based on an octahedron. Supramolecular layers, sustained by hydroxy-O—H...O(hydroxy) and hydroxy-O—H...N(bpe) hydrogen bonding, interpenetrate to form a three-dimensional architecture; voids in this arrangement are occupied by the acetonitrile solvent molecules. Additional intermolecular interactions falling within the specified framework have been analysed by Hirshfeld surface analysis, including π–π interactions.

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Crystal structure and Hirshfeld surface analysis of 2-[(2-oxo-2H-chromen-4-yl)oxy]acetic acid dimethyl sulfoxide monosolvate

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989019009447 ◽

2019 ◽

Vol 75 (8) ◽

pp. 1123-1127

Author(s):

S. Syed Abuthahir ◽

M. NizamMohideen ◽

V. Viswanathan ◽

M. Govindhan ◽

K. Subramanian

Keyword(s):

Hydrogen Bonds ◽

Dimethyl Sulfoxide ◽

Surface Analysis ◽

Coumarin Derivative ◽

Hirshfeld Surface ◽

Hirshfeld Surface Analysis ◽

Compound C ◽

Intermolecular Contacts ◽

Benzene Rings ◽

Solvent Molecules

The title compound, C11H8O5·(CH3)2SO, is a new coumarin derivative. The asymmetric unit contains two coumarin molecules (A and B) and two dimethylsulfoxide solvent molecules (A and B). The dihedral angle between the pyran and benzene rings in the chromene moiety is 3.56 (2)° for molecule A and 1.83 (2)° for molecule B. In molecule A, the dimethyl sulfoxide sulfur atom is disordered over two positions with a refined occupancy ratio of 0.782 (5):0.218 (5). In the crystal, molecules are linked by O—H...O hydrogen bonds, forming chains running along the c-axis direction. The chains are linked by C—H...O hydrogen bonds, forming layers parallel to the ac plane. In addition, there are also C—H...π and π–π interactions present within the layers. The intermolecular contacts in the crystal have been analysed using Hirshfeld surface analysis and two-dimensional fingerprint plots, which indicate that the most important contributions to the packing are from H...H (33.9%) and O...H/H...O (41.2%) contacts.

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