Two conformational polymorphs of 4-methylhippuric acid

Guillén, Marilia; Mora, Asiloé J.; Belandria, Lusbely M.; Seijas, Luis E.; Ramírez, Jeans W.; Burgos, José Luis; Rincón, Luís; Delgado, Gerzon E.

doi:10.1107/s2052520620013773

Cited by 4 publications

(4 citation statements)

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“…In this study, our primary focus lies in investigating hydrogen bonding interactions involving the H···O and H···Cl – contacts. Currently, direct analysis of electron density is utilized as a prominent method for obtaining valuable information regarding short contacts . Detailed information on the topological analysis can be found in Tables S1 and S2.…”

Section: Resultsmentioning

confidence: 99%

“…Currently, direct analysis of electron density is utilized as a prominent method for obtaining valuable information regarding short contacts. 48 Detailed information on the topological analysis can be found in Tables S1 and S2 .…”

Section: Resultsmentioning

confidence: 99%

“…48 Furthermore, several studies 30,49 have confirmed that both multipole refinement and MoPro-ELMAM2 models exhibit a consistent trend in the topological Currently, direct analysis of electron density is utilized as a prominent method for obtaining valuable information regarding short contacts. 50 Detailed information on the topological analysis can be found in Tables S1 and S2.…”

Section: H•••o and H•••clmentioning

confidence: 99%

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Molecular Insights into Water–Chloride and Water–Water Interactions in the Supramolecular Architecture of Aconine Hydrochloride Dihydrate

Li,

Xu,

et al. 2024

ACS Omega

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Despite the previous preparation of aconine hydrochloride monohydrate (AHM), accurate determination of the crystal's composition was hindered by severely disordered water molecules within the crystal. In this study, we successfully prepared a new dihydrate form of the aconine hydrochloride [C 25 H 42 NO 9 + Cl − •2(H 2 O), aconine hydrochloride dihydrate (AHD)] and accurately refined all water molecules within the AHD crystal. Our objective is to elucidate both water−chloride and water−water interactions in the AHD crystal. The crystal structure of AHD was determined at 136 K using X-ray diffraction and a multipolar atom model was constructed by transferring chargedensity parameters to explore the topological features of key short contacts. By comparing the crystal structures of dihydrate and monohydrate forms, we have observed that both AHD and AHM exhibit identical aconine cations, except for variations in the number of water molecules present. In the AHD crystal, chloride anions and water molecules serve as pivotal connecting hubs to establish three-dimensional hydrogen bonding networks and one-dimensional hydrogen bonding chain; both water−chloride and water−water interactions assemble supramolecular architectures. The crystal packing of AHD exhibits a complete reversal in the stacking order compared to AHM, thereby emphasizing distinct disparities between them. Hirshfeld surface analysis reveals that H••• Cl − and H•••O contacts play a significant role in constructing the hydrogen bonding network and chain within these supramolecular architectures. Furthermore, topological analysis and electrostatic interaction energy confirm that both water−chloride and water− water interactions stabilize supramolecular architectures through electrostatic attraction facilitated by H•••Cl − and H•••O contacts. Importantly, these findings are strongly supported by the existing literature evidence. Consequently, navigating these water−chloride and water−water interactions is imperative for ensuring storage and safe processing of this pharmaceutical compound.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: H•••o and H•••clmentioning

confidence: 99%

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Molecular Insights into Water–Chloride and Water–Water Interactions in the Supramolecular Architecture of Aconine Hydrochloride Dihydrate

Li,

Xu,

et al. 2024

ACS Omega

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“…Some examples of this affirmation can be found in Refs. [ 48 , 49 , 50 , 51 ]. Within the QTAIM, a zero-flux surface defines each atom’s boundary in the electron density gradient vector field.…”

Section: Resultsmentioning

confidence: 99%

Exploring the Non-Covalent Bonding in Water Clusters

Seijas

Zambrano

Almeida

et al. 2023

IJMS

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QTAIM and source function analysis were used to explore the non-covalent bonding in twelve different water clusters (H2O)n obtained by considering n = 2–7 and various geometrical arrangements. A total of seventy-seven O−H⋯O hydrogen bonds (HBs) were identified in the systems under consideration, and the examination of the electron density at the bond critical point (BCP) of these HBs revealed the existence of a great diversity of O−H⋯O interactions. Furthermore, the analysis of quantities, such as |V(r)|/G(r) and H(r), allowed a further description of the nature of analogous O−H⋯O interactions within each cluster. In the case of 2-D cyclic clusters, the HBs are nearly equivalent between them. However, significant differences among the O−H⋯O interactions were observed in 3-D clusters. The assessment of the source function (SF) confirmed these findings. Finally, the ability of SF to decompose the electron density (ρ) into atomic contributions allowed the evaluation of the localized or delocalized character of these contributions to ρ at the BCP associated to the different HBs, revealing that weak O−H⋯O interactions have a significant spread of the atomic contributions, whereas strong interactions have more localized atomic contributions. These observations suggest that the nature of the O−H⋯O hydrogen bond in water clusters is determined by the inductive effects originated by the different spatial arrangements of the water molecules in the studied clusters.

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