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Crystal Structure of 2-Thiophenecarboxamide: A One-dimensional Tubular Structure Formed by N–H···O Hydrogen Bonds

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Abstract

The crystal structure of 2-thoiphenecarboxamide is described. The compound crystallizes in the orthorhombic Pna21 space group with unit cell parameters a = 10.044 (3) Å, b = 14.203 (4) Å and c = 15.941 (3) Å; V = 2,274.1 (10) Å3. The asymmetric unit contains four independent molecules which are linked by N–H···O hydrogen bonds. The asymmetric unit at (x, y, z) is connected with another one, produced by the a-glide plane at 0.75 along the b-axis, that lies at (x + 0.5, −y + 1.5, z) by two N–H···O hydrogen bonds and by a C–H···O weak hydrogen bond to form a one-dimensional tube. Adjacent tubes are linked by C–H···pi interactions to form a three-dimensional framework.

Graphical Abstract

The crystal structure of 2-thiophenecarboxamide, contains four crystallographically independent molecular components in the asymmetric unit linked by four N–H···O hydrogen bonds and a weak C–H···O hydrogen bond and form a one-dimensional tube.

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Acknowledgments

Authors thank “Servicios Técnicos de Investigacion of Universidad de Jaén and the staff for data collection. The authors also thank Dr. Manuel Melguizo and Dr. Christopher Glidewell for helpful discussion and advice. BS thanks FCT and the European Social Fund (ESF) under the third Community Support Framework (CSF) for the award of a Ph.D. Research Grant (SFRH/BPD/38637/2007). Thanks are also due to FCT for financial support for Project POCI/QUI/61873/2004.

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Authors and Affiliations

  1. Department of Chemistry, University of Aberdeen, Meston Walk, Old Aberdeen, AB24 3UE, Scotland, UK

    John Nicolson Low

  2. Departamento de Didáctica del las Ciencias, Edificio “Humanidades y Ciencias de Educación” (D2), Universidad de Jaén, 23071, Jaén, Spain

    Antonio Quesada

  3. Centro de Investigação em Química, Departamento de Química, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, 687, 4169-007, Porto, Portugal

    Luís M. N. B. F. Santos

  4. CICECO, Department of Chemistry, University of Aveiro, 3810-193, Aveiro, Portugal

    B. Schröder

  5. CIAGEB-Faculdade de Ciências de Saúde, Escola Superior de Saúde da UFP, Universidade Fernando Pessoa, Rua Carlos da Maia, 296, 4200-150, Porto, Portugal

    Ligia R. Gomes

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  1. John Nicolson Low
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  2. Antonio Quesada
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Correspondence to Ligia R. Gomes.

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Low, J.N., Quesada, A., Santos, L.M.N.B.F. et al. Crystal Structure of 2-Thiophenecarboxamide: A One-dimensional Tubular Structure Formed by N–H···O Hydrogen Bonds. J Chem Crystallogr 39, 747–752 (2009). https://doi.org/10.1007/s10870-009-9564-6

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  • DOI: https://doi.org/10.1007/s10870-009-9564-6

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