Crystal structure and Hirshfeld surface analysis of methyl 4-[(E)-2-(5-bromo-2-methoxybenzylidene)hydrazinyl]-3-nitrobenzoate
The title compound, C16H14BrN3O5, is a novel halogen (Br) substituted hydrazine derivative. The hydrazine derivatives were the group of compounds with the general structure, R1R2C=NNH2 (Uppal et al., 2011), with the central RC=NNH2 moiety bridging two different groups on both sides. An all-trans con...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2018-09-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989018011325 |
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| author | Tanvirbanu J. Malek Sahaj A. Gandhi Vijay Barot Mukesh Patel Urmila H. Patel |
| author_facet | Tanvirbanu J. Malek Sahaj A. Gandhi Vijay Barot Mukesh Patel Urmila H. Patel |
| author_sort | Tanvirbanu J. Malek |
| collection | DOAJ |
| description | The title compound, C16H14BrN3O5, is a novel halogen (Br) substituted hydrazine derivative. The hydrazine derivatives were the group of compounds with the general structure, R1R2C=NNH2 (Uppal et al., 2011), with the central RC=NNH2 moiety bridging two different groups on both sides. An all-trans configuration of the backbone (RC=NNH2) results in an extended molecular conformation. The dihedral angle between the 5-bromo-2-methoxyphenyl ring and the nitrophenyl ring is 4.4 (3)°. Intramolecular N—H...O interactions form S(6) graph-set motifs, while C—H...O and C—H...N interactions form S(5) graph-set motifs. Symmetry-related molecules are linked by C—H...O intermolecular interactions forming an R21(10) graph-set motif. There are nearly face-to-face directional specific π–π stacking interactions between the centroids of the nitrophenyl ring and the benzene ring of the 5-bromo-2-methoxy group [centroid–centroid distance = 3.6121 (5) Å and slippage = 1.115 Å], which also contributes to the molecular packing. The Hirshfeld surface analysis was performed in order to visualize, explore and quantify the intermolecular interactions in the crystal lattice of the title compound. |
| first_indexed | 2024-12-20T11:22:09Z |
| format | Article |
| id | doaj.art-8c78eb07f3234e6fa3428327d525b78e |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-20T11:22:09Z |
| publishDate | 2018-09-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-8c78eb07f3234e6fa3428327d525b78e2022-12-21T19:42:28ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902018-09-017491239124310.1107/S2056989018011325dx2007Crystal structure and Hirshfeld surface analysis of methyl 4-[(E)-2-(5-bromo-2-methoxybenzylidene)hydrazinyl]-3-nitrobenzoateTanvirbanu J. Malek0Sahaj A. Gandhi1Vijay Barot2Mukesh Patel3Urmila H. Patel4LDRP–Institute of Technology & Research, Kadi Sarva Vishwavidhayalay, Gandhinagar, IndiaBhavan's Shri I. L. Pandya Arts –Science and Smt. J. M. Shah Commerce College, Dakor, Gujarat, IndiaP.G. Center in Chemistry, Smt. S. M. Panchal Science College, Talod, IndiaP.G. Center in Chemistry, Smt. S. M. Panchal Science College, Talod, IndiaDepartment of Physics, Sardar Patel University, Vallabh Vidyanagar, IndiaThe title compound, C16H14BrN3O5, is a novel halogen (Br) substituted hydrazine derivative. The hydrazine derivatives were the group of compounds with the general structure, R1R2C=NNH2 (Uppal et al., 2011), with the central RC=NNH2 moiety bridging two different groups on both sides. An all-trans configuration of the backbone (RC=NNH2) results in an extended molecular conformation. The dihedral angle between the 5-bromo-2-methoxyphenyl ring and the nitrophenyl ring is 4.4 (3)°. Intramolecular N—H...O interactions form S(6) graph-set motifs, while C—H...O and C—H...N interactions form S(5) graph-set motifs. Symmetry-related molecules are linked by C—H...O intermolecular interactions forming an R21(10) graph-set motif. There are nearly face-to-face directional specific π–π stacking interactions between the centroids of the nitrophenyl ring and the benzene ring of the 5-bromo-2-methoxy group [centroid–centroid distance = 3.6121 (5) Å and slippage = 1.115 Å], which also contributes to the molecular packing. The Hirshfeld surface analysis was performed in order to visualize, explore and quantify the intermolecular interactions in the crystal lattice of the title compound.http://scripts.iucr.org/cgi-bin/paper?S2056989018011325crystal structurehydrazine derivativegraph set motifhydrogen bondHirshfeld surface analysis |
| spellingShingle | Tanvirbanu J. Malek Sahaj A. Gandhi Vijay Barot Mukesh Patel Urmila H. Patel Crystal structure and Hirshfeld surface analysis of methyl 4-[(E)-2-(5-bromo-2-methoxybenzylidene)hydrazinyl]-3-nitrobenzoate Acta Crystallographica Section E: Crystallographic Communications crystal structure hydrazine derivative graph set motif hydrogen bond Hirshfeld surface analysis |
| title | Crystal structure and Hirshfeld surface analysis of methyl 4-[(E)-2-(5-bromo-2-methoxybenzylidene)hydrazinyl]-3-nitrobenzoate |
| title_full | Crystal structure and Hirshfeld surface analysis of methyl 4-[(E)-2-(5-bromo-2-methoxybenzylidene)hydrazinyl]-3-nitrobenzoate |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of methyl 4-[(E)-2-(5-bromo-2-methoxybenzylidene)hydrazinyl]-3-nitrobenzoate |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of methyl 4-[(E)-2-(5-bromo-2-methoxybenzylidene)hydrazinyl]-3-nitrobenzoate |
| title_short | Crystal structure and Hirshfeld surface analysis of methyl 4-[(E)-2-(5-bromo-2-methoxybenzylidene)hydrazinyl]-3-nitrobenzoate |
| title_sort | crystal structure and hirshfeld surface analysis of methyl 4 e 2 5 bromo 2 methoxybenzylidene hydrazinyl 3 nitrobenzoate |
| topic | crystal structure hydrazine derivative graph set motif hydrogen bond Hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989018011325 |
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