The University of Southampton
University of Southampton Institutional Repository
Warning ePrints Soton is experiencing an issue with some file downloads not being available. We are working hard to fix this. Please bear with us.

Synthesis, characterization and crystal structure of 1-(2-benzamidophenyl)-3-benzoylthiourea Hemihydrate

Synthesis, characterization and crystal structure of 1-(2-benzamidophenyl)-3-benzoylthiourea Hemihydrate
Synthesis, characterization and crystal structure of 1-(2-benzamidophenyl)-3-benzoylthiourea Hemihydrate
The dissymmetric compound C21H17N3O2S.0.5H2O obtained by a reaction of 1,2-diaminobenzene, potassium thiocyanate and benzoyl chloride in 1/1/2 ratio is characterized by elemental analyses, IR, and NMR spectroscopies. The structure is elucidated by X-ray diffraction technic. The compound crystallizes in the monoclinic system with a space group of I2. The asymmetric unit contains one hemihydrate organic molecule. The title thiourea derivative, features an almost planar, C2N2S (S1/N1/N2/C7/C8) moiety, with a maximum deviation from the least-squares plane of 0.0422 (3) Å. This moiety is flanked by a disubstituted and a monosubstituted phenyl rings. The dihedral angles between the thiourea and the monosubstituted phenyl ring and the thiourea and the central disubstituted phenyl ring are respectively 10.418 (7)° and 60.292 (2)°, indicating twist in the molecule. On the other arm, a phenyl ring supported by an amide function, which is linked to the central ring through the nitrogen atom, is present. The dihedral angle between this phenyl group and the central disubstituted phenyl is 76.862 (7)° showing that their mean planes are not coplanar. Intramolecular S(thiono)—H…O(water) hydrogen bonds which close in S(6) and S(7) rings consolidate the conformation. Intermolecular N(amido)—H…O(carbonyl) which form layers parallel to the ac plane stabilized the structure.
1,2-diaminobenzene, Benzoyl Chloride, Potassium Thiocyanate
2330-0981
131-135
Faye, Fatou
4d7a9066-1e26-448c-af60-59b88d3f6923
Sylla-Gueye, Rokhaya
52a8975c-2b6c-455d-b69e-ecc79bf6368f
Thiam, Ibrahima Elhadji
6b6523e0-c2bb-4314-a6c7-072c716283a2
Orton, James
4e2a471f-9e11-4cb4-abb6-d0398047939f
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Gaye, Mohamed
49339bab-a87c-4916-a936-33cb1147e9d0
Faye, Fatou
4d7a9066-1e26-448c-af60-59b88d3f6923
Sylla-Gueye, Rokhaya
52a8975c-2b6c-455d-b69e-ecc79bf6368f
Thiam, Ibrahima Elhadji
6b6523e0-c2bb-4314-a6c7-072c716283a2
Orton, James
4e2a471f-9e11-4cb4-abb6-d0398047939f
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Gaye, Mohamed
49339bab-a87c-4916-a936-33cb1147e9d0

Faye, Fatou, Sylla-Gueye, Rokhaya, Thiam, Ibrahima Elhadji, Orton, James, Coles, Simon J. and Gaye, Mohamed (2020) Synthesis, characterization and crystal structure of 1-(2-benzamidophenyl)-3-benzoylthiourea Hemihydrate. Science Journal of Chemistry, 8 (6), 131-135. (doi:10.11648/j.sjc.20200806.11).

Record type: Article

Abstract

The dissymmetric compound C21H17N3O2S.0.5H2O obtained by a reaction of 1,2-diaminobenzene, potassium thiocyanate and benzoyl chloride in 1/1/2 ratio is characterized by elemental analyses, IR, and NMR spectroscopies. The structure is elucidated by X-ray diffraction technic. The compound crystallizes in the monoclinic system with a space group of I2. The asymmetric unit contains one hemihydrate organic molecule. The title thiourea derivative, features an almost planar, C2N2S (S1/N1/N2/C7/C8) moiety, with a maximum deviation from the least-squares plane of 0.0422 (3) Å. This moiety is flanked by a disubstituted and a monosubstituted phenyl rings. The dihedral angles between the thiourea and the monosubstituted phenyl ring and the thiourea and the central disubstituted phenyl ring are respectively 10.418 (7)° and 60.292 (2)°, indicating twist in the molecule. On the other arm, a phenyl ring supported by an amide function, which is linked to the central ring through the nitrogen atom, is present. The dihedral angle between this phenyl group and the central disubstituted phenyl is 76.862 (7)° showing that their mean planes are not coplanar. Intramolecular S(thiono)—H…O(water) hydrogen bonds which close in S(6) and S(7) rings consolidate the conformation. Intermolecular N(amido)—H…O(carbonyl) which form layers parallel to the ac plane stabilized the structure.

Text
Pub Thiam 36 - Version of Record
Restricted to Repository staff only
Request a copy

More information

Accepted/In Press date: 4 December 2020
Published date: 11 December 2020
Keywords: 1,2-diaminobenzene, Benzoyl Chloride, Potassium Thiocyanate

Identifiers

Local EPrints ID: 448803
URI: http://eprints.soton.ac.uk/id/eprint/448803
ISSN: 2330-0981
PURE UUID: b4fd4507-da17-4189-9ed3-657596fd5e04
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 06 May 2021 16:30
Last modified: 07 May 2021 01:38

Export record

Altmetrics

Contributors

Author: Fatou Faye
Author: Rokhaya Sylla-Gueye
Author: Ibrahima Elhadji Thiam
Author: James Orton
Author: Simon J. Coles ORCID iD
Author: Mohamed Gaye

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of http://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×