Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl benzoate
The title compound, C15H11NO5, is relatively planar, with the planes of the two aromatic rings being inclined to each other by 3.09 (5)°. In the crystal, molecules are linked by a pair of C—H...O hydrogen bonds, forming inversion dimers, which enclose an R22(16) ring motif. The dimers are linked by...
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International Union of Crystallography
2019-11-01
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Series: | Acta Crystallographica Section E: Crystallographic Communications |
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Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989019013975 |
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author | S. N. Sheshadri C. S. Chidan Kumar S. Naveen M. K. Veeraiah Kakarla Raghava Reddy Ismail Warad |
author_facet | S. N. Sheshadri C. S. Chidan Kumar S. Naveen M. K. Veeraiah Kakarla Raghava Reddy Ismail Warad |
author_sort | S. N. Sheshadri |
collection | DOAJ |
description | The title compound, C15H11NO5, is relatively planar, with the planes of the two aromatic rings being inclined to each other by 3.09 (5)°. In the crystal, molecules are linked by a pair of C—H...O hydrogen bonds, forming inversion dimers, which enclose an R22(16) ring motif. The dimers are linked by a further pair of C—H...O hydrogen-bonds forming ribbons enclosing R44(26) ring motifs. The ribbons are linked by offset π–π interactions [centroid–centroid distances = 3.6754 (6)–3.7519 (6) Å] to form layers parallel to the ac plane. Through Hirshfeld surface analyses, the dnorm surfaces, electrostatic potential and two-dimensional fingerprint (FP) plots were examined to verify the contributions of the different intermolecular contacts within the supramolecular structure. The shape-index surface shows that two sides of the molecule are involved with the same contacts in neighbouring molecules, and the curvedness plot shows flat surface patches that are characteristic of planar stacking. |
first_indexed | 2024-04-11T18:43:46Z |
format | Article |
id | doaj.art-0e5aeb7eda5449719ab6ba0bae0da944 |
institution | Directory Open Access Journal |
issn | 2056-9890 |
language | English |
last_indexed | 2024-04-11T18:43:46Z |
publishDate | 2019-11-01 |
publisher | International Union of Crystallography |
record_format | Article |
series | Acta Crystallographica Section E: Crystallographic Communications |
spelling | doaj.art-0e5aeb7eda5449719ab6ba0bae0da9442022-12-22T04:08:53ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902019-11-0175111719172310.1107/S2056989019013975su5520Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl benzoateS. N. Sheshadri0C. S. Chidan Kumar1S. Naveen2M. K. Veeraiah3Kakarla Raghava Reddy4Ismail Warad5Department of Chemistry, GSSS Institute of Engineering and Technology for Women, Mysuru 570 016, Karnataka, IndiaDepartment of Engineering Chemistry, Vidya Vikas Institute of Engineering & Technology, Visvesvaraya Technological University, Alanahally, Mysuru 570 028, Karnataka, IndiaDepartment of Physics, School of Engineering and Technology, Jain University, Bangalore 562 112, IndiaDepartment of Chemistry, Sri Siddhartha Institute of Technology, Tumkur 572 105, Karnataka, IndiaSchool of Chemical & Biomolecular Engineering, The University of Sydney, Sydney, NSW, AustraliaDepartment of Chemistry, Science College, An-Najah National University, PO Box 7, Nablus, West Bank, Palestinian TerritoriesThe title compound, C15H11NO5, is relatively planar, with the planes of the two aromatic rings being inclined to each other by 3.09 (5)°. In the crystal, molecules are linked by a pair of C—H...O hydrogen bonds, forming inversion dimers, which enclose an R22(16) ring motif. The dimers are linked by a further pair of C—H...O hydrogen-bonds forming ribbons enclosing R44(26) ring motifs. The ribbons are linked by offset π–π interactions [centroid–centroid distances = 3.6754 (6)–3.7519 (6) Å] to form layers parallel to the ac plane. Through Hirshfeld surface analyses, the dnorm surfaces, electrostatic potential and two-dimensional fingerprint (FP) plots were examined to verify the contributions of the different intermolecular contacts within the supramolecular structure. The shape-index surface shows that two sides of the molecule are involved with the same contacts in neighbouring molecules, and the curvedness plot shows flat surface patches that are characteristic of planar stacking.http://scripts.iucr.org/cgi-bin/paper?S2056989019013975crystal structurer_{2}^{2}(16) ring motifc-h...o hydrogen bondsoffset π–π interactionshirshfeld surface analysis |
spellingShingle | S. N. Sheshadri C. S. Chidan Kumar S. Naveen M. K. Veeraiah Kakarla Raghava Reddy Ismail Warad Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl benzoate Acta Crystallographica Section E: Crystallographic Communications crystal structure r_{2}^{2}(16) ring motif c-h...o hydrogen bonds offset π–π interactions hirshfeld surface analysis |
title | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl benzoate |
title_full | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl benzoate |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl benzoate |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl benzoate |
title_short | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl benzoate |
title_sort | crystal structure and hirshfeld surface analysis of 2 4 nitrophenyl 2 oxoethyl benzoate |
topic | crystal structure r_{2}^{2}(16) ring motif c-h...o hydrogen bonds offset π–π interactions hirshfeld surface analysis |
url | http://scripts.iucr.org/cgi-bin/paper?S2056989019013975 |
work_keys_str_mv | AT snsheshadri crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethylbenzoate AT cschidankumar crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethylbenzoate AT snaveen crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethylbenzoate AT mkveeraiah crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethylbenzoate AT kakarlaraghavareddy crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethylbenzoate AT ismailwarad crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethylbenzoate |