A novel molecular channel with a hydrogen bond ‘hook’; inclusion phenomena of cholanamide and the crystal structure of a 1:1 complex of cholanamide and 1,4-dioxane

The title compound crystallises in the triclinic centrosymmetric space group P1̄ with an intriguing high number of crystallographically unique binary salt-like adducts (Z′ = 8) and a total number of ionic species (Z′′ = 16) in the asymmetric unit.

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Crystal structure of tofacitinib dihydrogen citrate (Xeljanz®), (C16H21N6O)(H2C6H5O7)

Powder Diffraction ◽

10.1017/s0885715621000105 ◽

2021 ◽

pp. 1-8

Author(s):

James A. Kaduk ◽

Amy M. Gindhart ◽

Thomas N. Blanton

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Carboxylic Acid ◽

Hydrogen Bonds ◽

Powder Diffraction ◽

Density Functional ◽

Acid Group ◽

Dimensional Network ◽

Van Der Waals Contacts ◽

Citrate Anion

The crystal structure of tofacitinib dihydrogen citrate (tofacitinib citrate) has been solved and refined using synchrotron X-ray powder diffraction data, and optimized using density functional techniques. Tofacitinib dihydrogen citrate crystallizes in space group P212121 (#19) with a = 5.91113(1), b = 12.93131(3), c = 30.43499(7) Å, V = 2326.411(6) Å3, and Z = 4. The crystal structure consists of corrugated layers perpendicular to the c-axis. Within the layers, cation⋯anion and anion⋯anion hydrogen bonds link the fragments into a two-dimensional network parallel to the ab-plane. Between the layers, there are only van der Waals contacts. A terminal carboxylic acid group in the citrate anion forms a strong charge-assisted hydrogen bond to the ionized central carboxylate group. The other carboxylic acid acts as a donor to the carbonyl group of the cation. The citrate hydroxy group forms an intramolecular charge-assisted hydrogen bond to the ionized central carboxylate. Two protonated nitrogen atoms in the cation act as donors to the ionized central carboxylate of the anion. These hydrogen bonds form a ring with the graph set symbol R2,2(8). The powder pattern has been submitted to ICDD® for inclusion in the Powder Diffraction File™ (PDF®).

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Crystal structure of tamsulosin hydrochloride, C20H29N2O5SCl

Powder Diffraction ◽

10.1017/s0885715621000129 ◽

2021 ◽

pp. 1-7

Author(s):

Nilan V. Patel ◽

Joseph T. Golab ◽

James A. Kaduk ◽

Amy M. Gindhart ◽

Thomas N. Blanton

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Hydrogen Atom ◽

Powder Diffraction ◽

Density Functional ◽

Carbon Chain ◽

Strong Hydrogen Bond ◽

Powder Diffraction File ◽

Ether Oxygen ◽

Sulfonamide Group

The crystal structure of tamsulosin hydrochloride has been solved and refined using synchrotron X-ray powder diffraction data and optimized using density functional techniques. Tamsulosin hydrochloride crystallizes in space group P21 (#4) with a = 7.62988(2), b = 9.27652(2), c = 31.84996(12) Å, β = 93.2221(2)°, V = 2250.734(7) Å3, and Z = 4. In the crystal structure, two arene rings are connected by a carbon chain oriented roughly parallel to the c-axis. The crystal structure is characterized by two slabs of tamsulosin hydrochloride molecules perpendicular to the c-axis. As expected, each of the hydrogens on the protonated nitrogen atoms makes a strong hydrogen bond to one of the chloride anions. The result is to link the cations and anions into columns along the b-axis. One hydrogen atom of each sulfonamide group also makes a hydrogen bond to a chloride anion. The other hydrogen atom of each sulfonamide group forms bifurcated hydrogen bonds to two ether oxygen atoms. The powder pattern is included in the Powder Diffraction File™ as entry 00-065-1415.

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Crystal structure of ziprasidone hydrochloride monohydrate, C21H22Cl2N4OS(H2O)

Powder Diffraction ◽

10.1017/s0885715615000305 ◽

2015 ◽

Vol 30 (3) ◽

pp. 192-198

Author(s):

James A. Kaduk ◽

Kai Zhong ◽

Amy M. Gindhart ◽

Thomas N. Blanton

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Powder Diffraction ◽

Density Functional ◽

Minimum Energy ◽

Strong Hydrogen Bond ◽

Powder Diffraction File ◽

X Ray ◽

Hydrochloride Monohydrate ◽

Positively Charged

The crystal structure of ziprasidone hydrochloride monohydrate has been solved and refined using synchrotron X-ray powder diffraction data, and optimized using density functional techniques. Ziprasidone hydrochloride monohydrate crystallizes in space group P-1 (#2) with a = 7.250 10(3), b = 10.986 66(8), c = 14.071 87(14) Å, α = 83.4310(4), β = 80.5931(6), γ = 87.1437(6)°, V = 1098.00(1) Å3, and Z = 2. The ziprasidone conformation in the solid state is very close to the minimum energy conformation. The positively-charged nitrogen in the ziprasidone makes a strong hydrogen bond with the chloride anion. The water molecule makes two weaker bonds to the chloride, and acts as an acceptor in an N–H⋯O hydrogen bond. The powder pattern is included in the Powder Diffraction File™ as entry 00-064-1492.

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4-(Acetylaminomethyl)-1-methylpyridinium iodide

Acta Crystallographica Section E Structure Reports Online ◽

10.1107/s1600536807046090 ◽

2007 ◽

Vol 63 (11) ◽

pp. o4278-o4278

Author(s):

Alexandra M. Z. Slawin ◽

William T. A. Harrison

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Aromatic Ring ◽

Dihedral Angle ◽

Title Compound ◽

Compound C ◽

Acetyl Group

In the title compound, C9H13N2O+·I−, the dihedral angle between the aromatic ring and the N-acetyl group is 73.93 (8)°. In the crystal structure, the cation and anion interact by way of an N—H...I hydrogen bond.

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6,9-Dibromo-2a,10b-diphenyl-2a,5,10,10b-tetrahydro-2H,3H-2,3,4a,10a-tetraazabenzo[g]cyclopenta[cd]azulene-1,4-dione monohydrate

Acta Crystallographica Section E Structure Reports Online ◽

10.1107/s1600536806011871 ◽

2006 ◽

Vol 62 (5) ◽

pp. o1754-o1755

Author(s):

Neng-Fang She ◽

Sheng-Li Hu ◽

Hui-Zhen Guo ◽

An-Xin Wu

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Hydrogen Bonds ◽

Water Molecule ◽

Title Compound ◽

Supramolecular Structure ◽

Hydrogen Bond Donor ◽

Hydrogen Bond Acceptor ◽

Compound C ◽

Bifurcated Hydrogen Bond

The title compound, C24H18Br2N4O2·H2O, forms a supramolecular structure via N—H...O, O—H...O and C—H...O hydrogen bonds. In the crystal structure, the water molecule serves as a bifurcated hydrogen-bond acceptor and as a hydrogen-bond donor.

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Crystal structure of osimertinib mesylate Form B (Tagrisso), (C28H34N7O2)(CH3O3S)

Powder Diffraction ◽

10.1017/s0885715621000555 ◽

2021 ◽

pp. 1-9

Author(s):

James A. Kaduk ◽

Nicholas C. Boaz ◽

Emma L. Markun ◽

Amy M. Gindhart ◽

Thomas N. Blanton

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Hydrogen Bonds ◽

Powder Diffraction ◽

Density Functional ◽

Amino Nitrogen ◽

Strong Hydrogen Bond ◽

Powder Diffraction File ◽

Dimethylamino Group ◽

Intramolecular Hydrogen

The crystal structure of osimertinib mesylate Form B has been solved and refined using synchrotron X-ray powder diffraction data and optimized using density functional techniques. Osimertinib mesylate Form B crystallizes in space group P-1 (#2) with a = 11.42912(17), b = 11.72274(24), c = 13.32213(22) Å, α = 69.0265(5), β = 74.5914(4), γ = 66.4007(4)°, V = 1511.557(12) Å3, and Z = 2. The crystal structure is characterized by alternating layers of cation–anion and parallel stacking interactions parallel to the ab-planes. The cation is protonated at the nitrogen atom of the dimethylamino group, which forms a strong hydrogen bond between the cation and the anion. That hydrogen atom also participates in a weaker intramolecular hydrogen bond to an amino nitrogen. There are two additional N–H⋅⋅⋅O hydrogen bonds between the cation and the anion. Several C–H⋅⋅⋅O hydrogen bonds also link the cations and anions. The powder pattern has been submitted to ICDD® for inclusion in the Powder Diffraction File™.

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Structure of the N-terminal dimerization domain of CEACAM7

Acta Crystallographica Section F Structural Biology Communications ◽

10.1107/s2053230x15013576 ◽

2015 ◽

Vol 71 (9) ◽

pp. 1169-1175 ◽

Cited By ~ 1

Author(s):

Daniel A. Bonsor ◽

Dorothy Beckett ◽

Eric J. Sundberg

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Sequence Variation ◽

Cellular Adhesion ◽

Sedimentation Equilibrium ◽

Colorectal Cancers ◽

Dimerization Domain ◽

Adhesion Protein ◽

Dimerization Interface ◽

Colon And Rectum

CEACAM7 is a human cellular adhesion protein that is expressed on the surface of colon and rectum epithelial cells and is downregulated in colorectal cancers. It achieves cell adhesion through dimerization of the N-terminal IgV domain. The crystal structure of the N-terminal dimerization domain of CEACAM has been determined at 1.47 Å resolution. The overall fold of CEACAM7 is similar to those of CEACAM1 and CEACAM5; however, there are differences, the most notable of which is an insertion that causes theC′′ strand to buckle, leading to the creation of a hydrogen bond in the dimerization interface. TheKdimerizationfor CEACAM7 determined by sedimentation equilibrium is tenfold tighter than that measured for CEACAM5. These findings suggest that the dimerization affinities of CEACAMs are modulatedviasequence variation in the dimerization surface.

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A structural study of (1RS,2SR,3RS,4SR,5RS)-2,4-dibenzoyl-1,3,5-triphenylcyclohexan-1-ol chloroform hemisolvate and (1RS,2SR,3RS,4SR,5RS)-2,4-dibenzoyl-1-phenyl-3,5-bis(2-methoxyphenyl)cyclohexan-1-ol

Acta Crystallographica Section C Structural Chemistry ◽

10.1107/s2053229615009857 ◽

2015 ◽

Vol 71 (6) ◽

pp. 491-498 ◽

Cited By ~ 2

Author(s):

Mikhail E. Minyaev ◽

Dmitrii M. Roitershtein ◽

Ilya E. Nifant'ev ◽

Ivan V. Ananyev ◽

Tatyana V. Minyaeva ◽

...

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Single Crystals ◽

Structural Study ◽

Chair Conformation ◽

Cyclohexane Ring ◽

Nmr Studies ◽

Acta Cryst

(1RS,2SR,3RS,4SR,5RS)-2,4-Dibenzoyl-1,3,5-triphenylcyclohexan-1-ol or (4-hydroxy-2,4,6-triphenylcyclohexane-1,3-diyl)bis(phenylmethanone), C38H32O3, (1), is formed as a by-product in the NaOH-catalyzed synthesis of 1,3,5-triphenylpentane-1,5-dione from acetophenone and benzaldehyde. Single crystals of the chloroform hemisolvate, C38H32O3·0.5CHCl3, were grown from chloroform. The structure has triclinic (P-1) symmetry. One diastereomer [as a pair of (1RS,2SR,3RS,4SR,5RS)-enantiomers] of (1) has been found in the crystal structure and confirmed by NMR studies. The dichoromethane hemisolvate has been reported previously [Zhanget al.(2007).Acta Cryst.E63, o4652]. (1RS,2SR,3RS,4SR,5RS)-2,4-Dibenzoyl-3,5-bis(2-methoxyphenyl)-1-phenylcyclohexan-1-ol or [4-hydroxy-2,6-bis(2-methoxyphenyl)-4-phenylcyclohexane-1,3-diyl]bis(phenylmethanone), C40H36O5, (2), is also formed as a by-product, under the same conditions, from acetophenone and 2-methoxybenzaldehyde. Crystals of (2) have been grown from chloroform. The structure has orthorhombic (Pca21) symmetry. A diastereomer of (2) possesses the same configuration as (1). In both structures, the cyclohexane ring adopts a chair conformation with all bulky groups (benzoyl, phenyl and 2-methoxyphenyl) in equatorial positions. The molecules of (1) and (2) both display one intramolecular O—H...O hydrogen bond.

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Crystal structure of 2-methyl-N-{[2-(pyridin-2-yl)ethyl]carbamothioyl}benzamide

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989015013559 ◽

2015 ◽

Vol 71 (9) ◽

pp. o636-o636

Author(s):

Nadiah Ameram ◽

Farook Adam

Keyword(s):

Crystal Structure ◽

Hydrogen Bond ◽

Hydrogen Bonds ◽

Title Compound ◽

Thiourea Derivative ◽

Π Interactions ◽

Compound C ◽

Benzene Rings ◽

Ring Motif

In the title compound, C16H17N3OS, a benzoyl thiourea derivative, the planes of the pyridine and benzene rings are inclined to one another by 66.54 (9)°. There is an intramolecular N—H...O hydrogen bond present forming anS(6) ring motif. In the crystal, molecules are linkedviapairs of N—H...N hydrogen bonds, forming inversion dimers, which are reinforced by pairs of C—H...S hydrogen bonds. The dimers are linkedviaC—H...π interactions, forming ribbons along [010].

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