Unusual hydrogen bond patterns contributing to supramolecular assembly: conformational study, Hirshfeld surface analysis and density functional calculations of a new steroid derivative.
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| Title: | Unusual hydrogen bond patterns contributing to supramolecular assembly: conformational study, Hirshfeld surface analysis and density functional calculations of a new steroid derivative. |
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| Authors: | Ruiz, Alberto1, Pérez, Hiram2 hperez@fq.uh.cu, Morera-Boado, Cercis3, Almagro, Luis1, da Silva, Cecilia C. P.4, Ellena, Javier4, García de la Vega, José M.5, Martínez-Álvarez, Roberto6, Suárez, Margarita1, Martín, Nazario6 nazmar@quim.ucm.es |
| Source: | CrystEngComm. 2014, Vol. 16 Issue 33, p7802-7814. 13p. |
| Subjects: | Hydrogen bonding, Supramolecular chemistry, Conformational analysis, Density functional theory, Chemical research |
| Abstract: | A structural and conformational study of 3β-acetoxy-17-chloro-16-formyl-5α-androstan-16-ene has been carried out by using X-ray analysis and M06-2X density functional calculations. The compound crystallizes with three independent molecules in the asymmetric unit. Natural Bond Order and Atoms in Molecules methods were used for a better understanding of the key factors that determine the stability of this steroidal molecule, particularly the role of C-H...Cl intramolecular interactions. A detailed investigation of C-H...Cl and C-H...O intermolecular interactions, in addition to the most important van der Waals contribution, are presented by means of Hirshfeld surface analysis. The crystal packing exhibits an unusual intra- and intermolecular hydrogen bond pattern, and shows the importance of non-classical interactions in the construction of the supramolecular assembly. Excellent agreement between the theoretical and experimental data is found. [ABSTRACT FROM AUTHOR] |
| Copyright of CrystEngComm is the property of Royal Society of Chemistry and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| Database: | Engineering Source |
| FullText | Text: Availability: 0 |
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| Header | DbId: egs DbLabel: Engineering Source An: 100093635 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Unusual hydrogen bond patterns contributing to supramolecular assembly: conformational study, Hirshfeld surface analysis and density functional calculations of a new steroid derivative. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Ruiz%2C+Alberto%22">Ruiz, Alberto</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Pérez%2C+Hiram%22">Pérez, Hiram</searchLink><relatesTo>2</relatesTo><i> hperez@fq.uh.cu</i><br /><searchLink fieldCode="AR" term="%22Morera-Boado%2C+Cercis%22">Morera-Boado, Cercis</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Almagro%2C+Luis%22">Almagro, Luis</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22da+Silva%2C+Cecilia+C%2E+P%2E%22">da Silva, Cecilia C. P.</searchLink><relatesTo>4</relatesTo><br /><searchLink fieldCode="AR" term="%22Ellena%2C+Javier%22">Ellena, Javier</searchLink><relatesTo>4</relatesTo><br /><searchLink fieldCode="AR" term="%22García+de+la+Vega%2C+José+M%2E%22">García de la Vega, José M.</searchLink><relatesTo>5</relatesTo><br /><searchLink fieldCode="AR" term="%22Martínez-Álvarez%2C+Roberto%22">Martínez-Álvarez, Roberto</searchLink><relatesTo>6</relatesTo><br /><searchLink fieldCode="AR" term="%22Suárez%2C+Margarita%22">Suárez, Margarita</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Martín%2C+Nazario%22">Martín, Nazario</searchLink><relatesTo>6</relatesTo><i> nazmar@quim.ucm.es</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22CrystEngComm%22">CrystEngComm</searchLink>. 2014, Vol. 16 Issue 33, p7802-7814. 13p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Hydrogen+bonding%22">Hydrogen bonding</searchLink><br /><searchLink fieldCode="DE" term="%22Supramolecular+chemistry%22">Supramolecular chemistry</searchLink><br /><searchLink fieldCode="DE" term="%22Conformational+analysis%22">Conformational analysis</searchLink><br /><searchLink fieldCode="DE" term="%22Density+functional+theory%22">Density functional theory</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+research%22">Chemical research</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: A structural and conformational study of 3β-acetoxy-17-chloro-16-formyl-5α-androstan-16-ene has been carried out by using X-ray analysis and M06-2X density functional calculations. The compound crystallizes with three independent molecules in the asymmetric unit. Natural Bond Order and Atoms in Molecules methods were used for a better understanding of the key factors that determine the stability of this steroidal molecule, particularly the role of C-H...Cl intramolecular interactions. A detailed investigation of C-H...Cl and C-H...O intermolecular interactions, in addition to the most important van der Waals contribution, are presented by means of Hirshfeld surface analysis. The crystal packing exhibits an unusual intra- and intermolecular hydrogen bond pattern, and shows the importance of non-classical interactions in the construction of the supramolecular assembly. Excellent agreement between the theoretical and experimental data is found. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of CrystEngComm is the property of Royal Society of Chemistry and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.) |
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| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1039/c4ce00709c Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 13 StartPage: 7802 Subjects: – SubjectFull: Hydrogen bonding Type: general – SubjectFull: Supramolecular chemistry Type: general – SubjectFull: Conformational analysis Type: general – SubjectFull: Density functional theory Type: general – SubjectFull: Chemical research Type: general Titles: – TitleFull: Unusual hydrogen bond patterns contributing to supramolecular assembly: conformational study, Hirshfeld surface analysis and density functional calculations of a new steroid derivative. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Ruiz, Alberto – PersonEntity: Name: NameFull: Pérez, Hiram – PersonEntity: Name: NameFull: Morera-Boado, Cercis – PersonEntity: Name: NameFull: Almagro, Luis – PersonEntity: Name: NameFull: da Silva, Cecilia C. P. – PersonEntity: Name: NameFull: Ellena, Javier – PersonEntity: Name: NameFull: García de la Vega, José M. – PersonEntity: Name: NameFull: Martínez-Álvarez, Roberto – PersonEntity: Name: NameFull: Suárez, Margarita – PersonEntity: Name: NameFull: Martín, Nazario IsPartOfRelationships: – BibEntity: Dates: – D: 01 M: 09 Text: 2014 Type: published Y: 2014 Identifiers: – Type: issn-print Value: 14668033 Numbering: – Type: volume Value: 16 – Type: issue Value: 33 Titles: – TitleFull: CrystEngComm Type: main |
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