S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis
In the title dithiocarbazate ester, C16H17N3S2 (systematic name: (Z)-{[(benzylsulfanyl)methanethioyl]amino}[1-(6-methylpyridin-2-yl)ethylidene]amine), the central methylidenehydrazinecarbodithioate (C2N2S2) core is almost planar (r.m.s. deviation = 0.0111 A ° ) and forms dihedral angles of 71.67 (3...
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| Format: | Article |
| Language: | English |
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2018
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| Online Access: | http://eprints.sunway.edu.my/748/ http://eprints.sunway.edu.my/748/1/Tiekink%20S-Benzyl%203-%5B1-%286-methylpyridin-2-yl%29.pdf |
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| author | Siti Aminah Omar, Chah, Chee Keong Ravoof, Thahira Begum S. A. Jotani, Mukesh M. Tiekink, Edward R. T. * |
| author_facet | Siti Aminah Omar, Chah, Chee Keong Ravoof, Thahira Begum S. A. Jotani, Mukesh M. Tiekink, Edward R. T. * |
| author_sort | Siti Aminah Omar, |
| building | SU Institutional Repository |
| collection | Online Access |
| description | In the title dithiocarbazate ester, C16H17N3S2 (systematic name: (Z)-{[(benzylsulfanyl)methanethioyl]amino}[1-(6-methylpyridin-2-yl)ethylidene]amine), the
central methylidenehydrazinecarbodithioate (C2N2S2) core is almost planar (r.m.s. deviation = 0.0111 A ° ) and forms dihedral angles of 71.67 (3)⁰ with the approximately orthogonally inclined thioester phenyl ring, and 7.16 (7)⁰ with the approximately coplanar substituted pyridyl ring. The latter arrangement and the Z configuration about the imine-C N bond allows for the formation of an
intramolecular hydrazine-N—H...N(pyridyl) hydrogen bond that closes an S(6)loop. In the crystal, phenyl-C—H....S(thione), methylene-C—H....(pyridyl), methylene- and phenyl-C—H....π(phenyl) contacts connect molecules into
supramolecular layers propagating in the bc plane; the layers stack along the a axis with no directional interactions between them. The analysis of the Hirshfeld
surface indicates the relative importance of an intralayer phenyl-H...H(pyridyl)contact upon the molecular packing. |
| first_indexed | 2025-11-14T21:14:38Z |
| format | Article |
| id | sunway-748 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:14:38Z |
| publishDate | 2018 |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-7482020-10-07T09:22:05Z http://eprints.sunway.edu.my/748/ S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis Siti Aminah Omar, Chah, Chee Keong Ravoof, Thahira Begum S. A. Jotani, Mukesh M. Tiekink, Edward R. T. * QD Chemistry In the title dithiocarbazate ester, C16H17N3S2 (systematic name: (Z)-{[(benzylsulfanyl)methanethioyl]amino}[1-(6-methylpyridin-2-yl)ethylidene]amine), the central methylidenehydrazinecarbodithioate (C2N2S2) core is almost planar (r.m.s. deviation = 0.0111 A ° ) and forms dihedral angles of 71.67 (3)⁰ with the approximately orthogonally inclined thioester phenyl ring, and 7.16 (7)⁰ with the approximately coplanar substituted pyridyl ring. The latter arrangement and the Z configuration about the imine-C N bond allows for the formation of an intramolecular hydrazine-N—H...N(pyridyl) hydrogen bond that closes an S(6)loop. In the crystal, phenyl-C—H....S(thione), methylene-C—H....(pyridyl), methylene- and phenyl-C—H....π(phenyl) contacts connect molecules into supramolecular layers propagating in the bc plane; the layers stack along the a axis with no directional interactions between them. The analysis of the Hirshfeld surface indicates the relative importance of an intralayer phenyl-H...H(pyridyl)contact upon the molecular packing. 2018 Article PeerReviewed text en http://eprints.sunway.edu.my/748/1/Tiekink%20S-Benzyl%203-%5B1-%286-methylpyridin-2-yl%29.pdf Siti Aminah Omar, and Chah, Chee Keong and Ravoof, Thahira Begum S. A. and Jotani, Mukesh M. and Tiekink, Edward R. T. * (2018) S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis. Acta Crystallographica Section E Crystallographic Communications, 74 (2). pp. 261-266. ISSN 2056-9890 http://doi.org/10.1107/S2056989018001330 doi:10.1107/S2056989018001330 |
| spellingShingle | QD Chemistry Siti Aminah Omar, Chah, Chee Keong Ravoof, Thahira Begum S. A. Jotani, Mukesh M. Tiekink, Edward R. T. * S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
| title | S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
| title_full | S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
| title_fullStr | S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
| title_full_unstemmed | S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
| title_short | S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
| title_sort | s-benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and hirshfeld surface analysis |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/748/ http://eprints.sunway.edu.my/748/ http://eprints.sunway.edu.my/748/ http://eprints.sunway.edu.my/748/1/Tiekink%20S-Benzyl%203-%5B1-%286-methylpyridin-2-yl%29.pdf |