Synthesis, crystal structure, and non-covalent interactions in ethyl 4-hydrazinobenzoate hydrochloride

Jelem Restrepo; Christopher Glidewell; Néstor Cubillán; Ysaias Alvarado; Necmi Dege; Miguel Morales-Toyo

doi:10.1016/j.molstruc.2018.09.056

Synthesis, crystal structure, and non-covalent interactions in ethyl 4-hydrazinobenzoate hydrochloride

Jelem Restrepo, Christopher Glidewell, Néstor Cubillán, Ysaias Alvarado, Necmi Dege, Miguel Morales-Toyo

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The compound ethyl 4-hydrazinobenzoate hydrochloride (E-4HB), C₉H₁₃N₂O₂Cl, has been synthesized and characterized by FT-IR, ¹H and ¹³C NMR and X-ray diffraction. The compound crystallizes as colourless plates in the triclinic space group P-1, with Z' = 2 and cell parameters a = 5.9566 (4) Å, b = 7.4498 (6) Å, c = 23.5349 (17) Å, α = 84.323 (3), β = 84.521 (3), γ = 80.257 (3), V = 1020.95 (13) Å³. The component ions are linked by two N-H...N hydrogen bonds and eight N-H...Cl hydrogen bonds to form complex sheets in which each of the chloride ions accepts hydrogen bonds from four different cations. Calculations on the Non-Covalent Interactions (NCI) amplify the crystallographic conclusions concerning the intermolecular hydrogen bonds.

Original language	English
Journal	Journal of Molecular Structure
Volume	In press
Early online date	28 Sept 2018
DOIs	https://doi.org/10.1016/j.molstruc.2018.09.056
Publication status	E-pub ahead of print - 28 Sept 2018

Keywords

Synthesis
Crystal structure
Molecular structure
Hydrogen bonding
Modelling of non-covalent interactions

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10.1016/j.molstruc.2018.09.056

Restrepo_2018_JMS_Synthesis_AAM
Copyright © 2018 Elsevier B. V. This work has been made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at: https://doi.org/10.1016/j.molstruc.2018.09.056
Accepted author manuscript, 2.07 MBLicence: CC BY-NC-ND

Synthesis, crystal structure, and non-covalent interactions in ethyl 4-hydrazinobenzoate hydrochloride (crystallography data)
Restrepo, J. (Creator), Glidewell, C. (Creator), Cubillán, N. (Creator), Alvarado, Y. (Creator), Dege, N. (Creator) & Morales-Toyo, M. (Creator), Cambridge Crystallographic Data Centre, 2018
https://dx.doi.org/10.5517/ccdc.csd.cc1phfvg
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@article{79d504fc53684a82855004781453fd75,

title = "Synthesis, crystal structure, and non-covalent interactions in ethyl 4-hydrazinobenzoate hydrochloride",

abstract = "The compound ethyl 4-hydrazinobenzoate hydrochloride (E-4HB), C9H13N2O2Cl, has been synthesized and characterized by FT-IR, 1H and 13C NMR and X-ray diffraction. The compound crystallizes as colourless plates in the triclinic space group P-1, with Z' = 2 and cell parameters a = 5.9566 (4) {\AA}, b = 7.4498 (6) {\AA}, c = 23.5349 (17) {\AA}, α = 84.323 (3), β = 84.521 (3), γ = 80.257 (3), V = 1020.95 (13) {\AA}3. The component ions are linked by two N-H...N hydrogen bonds and eight N-H...Cl hydrogen bonds to form complex sheets in which each of the chloride ions accepts hydrogen bonds from four different cations. Calculations on the Non-Covalent Interactions (NCI) amplify the crystallographic conclusions concerning the intermolecular hydrogen bonds.",

keywords = "Synthesis, Crystal structure, Molecular structure, Hydrogen bonding, Modelling of non-covalent interactions",

author = "Jelem Restrepo and Christopher Glidewell and N{\'e}stor Cubill{\'a}n and Ysaias Alvarado and Necmi Dege and Miguel Morales-Toyo",

note = "The authors thank Fondo Nacional de Ciencia, Tecnolog{\'i}a e Innovaci{\'o}n (FONACIT Proyecto de apoyo a Grupos No. G-2005000403). Proyecto 1063, Instituto Venezolano de Investigaciones Cient{\'i}ficas (IVIC). We thank Dr. Duane Choquesillo-Lazarte (LEC, IACT-CSIC), for the X-ray data collection.",

year = "2018",

month = sep,

day = "28",

doi = "10.1016/j.molstruc.2018.09.056",

language = "English",

volume = "In press",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

publisher = "Elsevier",

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TY - JOUR

T1 - Synthesis, crystal structure, and non-covalent interactions in ethyl 4-hydrazinobenzoate hydrochloride

AU - Restrepo, Jelem

AU - Glidewell, Christopher

AU - Cubillán, Néstor

AU - Alvarado, Ysaias

AU - Dege, Necmi

AU - Morales-Toyo, Miguel

N1 - The authors thank Fondo Nacional de Ciencia, Tecnología e Innovación (FONACIT Proyecto de apoyo a Grupos No. G-2005000403). Proyecto 1063, Instituto Venezolano de Investigaciones Científicas (IVIC). We thank Dr. Duane Choquesillo-Lazarte (LEC, IACT-CSIC), for the X-ray data collection.

PY - 2018/9/28

Y1 - 2018/9/28

N2 - The compound ethyl 4-hydrazinobenzoate hydrochloride (E-4HB), C9H13N2O2Cl, has been synthesized and characterized by FT-IR, 1H and 13C NMR and X-ray diffraction. The compound crystallizes as colourless plates in the triclinic space group P-1, with Z' = 2 and cell parameters a = 5.9566 (4) Å, b = 7.4498 (6) Å, c = 23.5349 (17) Å, α = 84.323 (3), β = 84.521 (3), γ = 80.257 (3), V = 1020.95 (13) Å3. The component ions are linked by two N-H...N hydrogen bonds and eight N-H...Cl hydrogen bonds to form complex sheets in which each of the chloride ions accepts hydrogen bonds from four different cations. Calculations on the Non-Covalent Interactions (NCI) amplify the crystallographic conclusions concerning the intermolecular hydrogen bonds.

AB - The compound ethyl 4-hydrazinobenzoate hydrochloride (E-4HB), C9H13N2O2Cl, has been synthesized and characterized by FT-IR, 1H and 13C NMR and X-ray diffraction. The compound crystallizes as colourless plates in the triclinic space group P-1, with Z' = 2 and cell parameters a = 5.9566 (4) Å, b = 7.4498 (6) Å, c = 23.5349 (17) Å, α = 84.323 (3), β = 84.521 (3), γ = 80.257 (3), V = 1020.95 (13) Å3. The component ions are linked by two N-H...N hydrogen bonds and eight N-H...Cl hydrogen bonds to form complex sheets in which each of the chloride ions accepts hydrogen bonds from four different cations. Calculations on the Non-Covalent Interactions (NCI) amplify the crystallographic conclusions concerning the intermolecular hydrogen bonds.

KW - Synthesis

KW - Crystal structure

KW - Molecular structure

KW - Hydrogen bonding

KW - Modelling of non-covalent interactions

U2 - 10.1016/j.molstruc.2018.09.056

DO - 10.1016/j.molstruc.2018.09.056

M3 - Article

SN - 0022-2860

VL - In press

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

ER -

Synthesis, crystal structure, and non-covalent interactions in ethyl 4-hydrazinobenzoate hydrochloride

Abstract

Keywords

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Synthesis, crystal structure, and non-covalent interactions in ethyl 4-hydrazinobenzoate hydrochloride (crystallography data)

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