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Crystal structures of the recreational drug it N-(4-methoxyphenyl)piperazine (MeOPP) and three of its salts
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dc.contributor.author | Kiran Kumar, Haruvegowda | |
dc.contributor.author | Yathirajan, Hemmige S. | |
dc.contributor.author | Harish Chinthal, Chayanna | |
dc.contributor.author | Foro, Sabine | |
dc.contributor.author | Glidewell, Christopher | |
dc.date.accessioned | 2020-04-13T11:30:02Z | |
dc.date.available | 2020-04-13T11:30:02Z | |
dc.date.issued | 2020-04 | |
dc.identifier.citation | Kiran Kumar , H , Yathirajan , H S , Harish Chinthal , C , Foro , S & Glidewell , C 2020 , ' Crystal structures of the recreational drug it N -(4-methoxyphenyl)piperazine (MeOPP) and three of its salts ' , Acta Crystallographica Section E , vol. 76 , no. 4 , pp. 488-495 . https://doi.org/10.1107/S2056989020002844 | en |
dc.identifier.issn | 2056-9890 | |
dc.identifier.other | PURE: 267395758 | |
dc.identifier.other | PURE UUID: c44b5860-44c2-40e0-ab3f-edc8fd0c1529 | |
dc.identifier.other | Bibtex: KiranKumar:zl2772 | |
dc.identifier.other | Scopus: 85083118038 | |
dc.identifier.other | WOS: 000524115100006 | |
dc.identifier.uri | https://hdl.handle.net/10023/19791 | |
dc.description | HSY thanks the University Grants Commission, New Delhi for the award of a BSR Faculty Fellowship for three years. | en |
dc.description.abstract | Crystal structures are reported for N-(4-methoxyphenyl)piperazine (MeOPP), (I), and for its 3,5-dinitrobenzoate, 2,4,6-trinitrophenolate (picrate) and 4-aminobenzoate salts, (II)–(IV), the last of which crystallizes as a monohydrate. In MeOPP, C11H16N2O, (I), the 4-methoxyphenyl group is nearly planar and it occupies an equatorial site on the piperazine ring: the molecules are linked into simple C(10) chains by N—H⋯O hydrogen bonds. In each of the salts, i.e., C11H17N2O+·C7H3N2O6−, (II), C11H17N2O+·C6H2N3O7−, (III), and C11H17N2O+·C7H6NO2−·H2O, (IV), the effectively planar 4-methoxyphenyl substituent again occupies an equatorial site on the piperazine ring. In (II), two of the nitro groups are disordered over two sets of atomic sites and the bond distances in the anion indicate considerable delocalization of the negative charge over the C atoms of the ring. The ions in (II) are linked by two N—H⋯O hydrogen bonds to form a cyclic, centrosymmetric four-ion aggregate; those in (III) are linked by a combination of N—H⋯O and C—H⋯π(arene) hydrogen bonds to form sheets; and the components of (IV) are linked by N—H⋯O, O—H⋯O and C—H⋯π(arene) hydrogen bonds to form a three-dimensional framework structure. Comparisons are made with the structures of some related compounds. | |
dc.format.extent | 8 | |
dc.language.iso | eng | |
dc.relation.ispartof | Acta Crystallographica Section E | en |
dc.rights | Copyright © 2020 The Author(s). 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. | en |
dc.subject | Piperazines | en |
dc.subject | Crystal structure | en |
dc.subject | Molecular dimensions | en |
dc.subject | Molecular conformation | en |
dc.subject | Hydrogen bonding | en |
dc.subject | Supramolecular assembly | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject.lcc | QD | en |
dc.title | Crystal structures of the recreational drug it N-(4-methoxyphenyl)piperazine (MeOPP) and three of its salts | en |
dc.type | Journal article | en |
dc.description.version | Publisher PDF | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.identifier.doi | https://doi.org/10.1107/S2056989020002844 | |
dc.description.status | Peer reviewed | en |
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