Cargando…
Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl 2-chlorobenzoate
The title compound, C(15)H(10)ClNO(5), is relatively planar with the two aromatic rings being inclined to each other by 3.56 (11)°. The central —C(=O)—C–O—C(=O)— bridge is slightly twisted, with a C—C—O—C torsion angle of 164.95 (16)°. In the crystal, molecules are linked by C—H⋯O and C—H⋯Cl hydrog...
Autores principales: | , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6829745/ https://www.ncbi.nlm.nih.gov/pubmed/31709110 http://dx.doi.org/10.1107/S2056989019014336 |
_version_ | 1783465629480648704 |
---|---|
author | Sheshadri, S. N. Chidan Kumar, C. S. Naveen, S. Veeraiah, M. K. Raghava Reddy, Kakarla Warad, Ismail |
author_facet | Sheshadri, S. N. Chidan Kumar, C. S. Naveen, S. Veeraiah, M. K. Raghava Reddy, Kakarla Warad, Ismail |
author_sort | Sheshadri, S. N. |
collection | PubMed |
description | The title compound, C(15)H(10)ClNO(5), is relatively planar with the two aromatic rings being inclined to each other by 3.56 (11)°. The central —C(=O)—C–O—C(=O)— bridge is slightly twisted, with a C—C—O—C torsion angle of 164.95 (16)°. In the crystal, molecules are linked by C—H⋯O and C—H⋯Cl hydrogen bonds, forming layers parallel to the (101) plane. The layers are linked by a further C—H⋯O hydrogen bond, forming a three-dimensional supramolecular structure. There are a number of offset π–π interactions present between the layers [intercentroid distances vary from 3.8264 (15) to 3.9775 (14) Å]. Hirshfeld surface analyses, the d (norm) surfaces, electrostatic potential and two-dimensional fingerprint 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 in the same contacts with neighbouring molecules, and the curvedness plot shows flat surface patches that are characteristic of planar stacking. |
format | Online Article Text |
id | pubmed-6829745 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-68297452019-11-08 Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl 2-chlorobenzoate Sheshadri, S. N. Chidan Kumar, C. S. Naveen, S. Veeraiah, M. K. Raghava Reddy, Kakarla Warad, Ismail Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(15)H(10)ClNO(5), is relatively planar with the two aromatic rings being inclined to each other by 3.56 (11)°. The central —C(=O)—C–O—C(=O)— bridge is slightly twisted, with a C—C—O—C torsion angle of 164.95 (16)°. In the crystal, molecules are linked by C—H⋯O and C—H⋯Cl hydrogen bonds, forming layers parallel to the (101) plane. The layers are linked by a further C—H⋯O hydrogen bond, forming a three-dimensional supramolecular structure. There are a number of offset π–π interactions present between the layers [intercentroid distances vary from 3.8264 (15) to 3.9775 (14) Å]. Hirshfeld surface analyses, the d (norm) surfaces, electrostatic potential and two-dimensional fingerprint 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 in the same contacts with neighbouring molecules, and the curvedness plot shows flat surface patches that are characteristic of planar stacking. International Union of Crystallography 2019-10-31 /pmc/articles/PMC6829745/ /pubmed/31709110 http://dx.doi.org/10.1107/S2056989019014336 Text en © Sheshadri et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Sheshadri, S. N. Chidan Kumar, C. S. Naveen, S. Veeraiah, M. K. Raghava Reddy, Kakarla Warad, Ismail Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl 2-chlorobenzoate |
title | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl 2-chlorobenzoate |
title_full | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl 2-chlorobenzoate |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl 2-chlorobenzoate |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl 2-chlorobenzoate |
title_short | Crystal structure and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl 2-chlorobenzoate |
title_sort | crystal structure and hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl 2-chlorobenzoate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6829745/ https://www.ncbi.nlm.nih.gov/pubmed/31709110 http://dx.doi.org/10.1107/S2056989019014336 |
work_keys_str_mv | AT sheshadrisn crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethyl2chlorobenzoate AT chidankumarcs crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethyl2chlorobenzoate AT naveens crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethyl2chlorobenzoate AT veeraiahmk crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethyl2chlorobenzoate AT raghavareddykakarla crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethyl2chlorobenzoate AT waradismail crystalstructureandhirshfeldsurfaceanalysisof24nitrophenyl2oxoethyl2chlorobenzoate |