Cover Image

Structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide

The 1:1:1 binary co-crystal solvates formulated as 2,2'-dithiodibenzoic acid (DTBA), 4-halobenzoic acid (4-XBA) and dimethylformamide (DMF) for X = Cl (1), Br (2) and I (3) are isomorphous and the supramolecular association in this series has been probed by a wide range of computational chemist...

Full description

Saved in:
Bibliographic Details
Main Authors: Tan, Sang Loon *, Lo, Kong Mun *, Tan, Yee Seng *, Tiekink, Edward R. T. *
Format: Article
Language:English
Published: Royal Society of Chemistry 2022
Subjects:
QD Chemistry
Online Access:http://eprints.sunway.edu.my/2101/1/iso_text_revised2.pdf
http://eprints.sunway.edu.my/2101/
https://pubs.rsc.org/en/content/articlelanding/2022/ce/d2ce00094f
Tags: Add Tag
No Tags, Be the first to tag this record!
id my.sunway.eprints.2101
record_format eprints
spelling my.sunway.eprints.21012022-08-23T05:02:14Z http://eprints.sunway.edu.my/2101/ Structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide Tan, Sang Loon * Lo, Kong Mun * Tan, Yee Seng * Tiekink, Edward R. T. * QD Chemistry The 1:1:1 binary co-crystal solvates formulated as 2,2'-dithiodibenzoic acid (DTBA), 4-halobenzoic acid (4-XBA) and dimethylformamide (DMF) for X = Cl (1), Br (2) and I (3) are isomorphous and the supramolecular association in this series has been probed by a wide range of computational chemistry techniques. The common feature of the molecular packing is the formation of robust three-molecule aggregates sustained by a non-symmetric {···HOC=O}2 synthon, formed between DTBA and 4-XBA, and a DTBA-hydroxyl-O–H···O(carbonylDMF) hydrogen bond (with a reciprocating DMF-C–H···O(carbonyl-DTBA) contact). Supramolecular tapes are evident and feature DTBA-C–H···O(DMF), DTBA-C–H···S(DTBA), DMF-O···π(DTBA-phenyl) and DMF-C–H···π(DTBA-phenyl) contacts. The point-to-point connections between tapes are of the type π(4-XBA-phenyl)···π(DTBA-phenyl), π(4-XBA-phenyl)···π(4-XBA-phenyl), DTBA-C–H···π(DTBA-phenyl) and DMF-C···X Royal Society of Chemistry 2022 Article PeerReviewed text en cc_by_nc http://eprints.sunway.edu.my/2101/1/iso_text_revised2.pdf Tan, Sang Loon * and Lo, Kong Mun * and Tan, Yee Seng * and Tiekink, Edward R. T. * (2022) Structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide. CrystEngComm, 24 (33). pp. 5907-5921. ISSN 1466-8033 https://pubs.rsc.org/en/content/articlelanding/2022/ce/d2ce00094f doi: 10.1039/d2ce00094f
institution Sunway University
building Sunway Campus Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Sunway University
content_source Sunway Institutional Repository
url_provider http://eprints.sunway.edu.my/
language English
topic QD Chemistry
spellingShingle QD Chemistry
Tan, Sang Loon *
Lo, Kong Mun *
Tan, Yee Seng *
Tiekink, Edward R. T. *
Structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide
description The 1:1:1 binary co-crystal solvates formulated as 2,2'-dithiodibenzoic acid (DTBA), 4-halobenzoic acid (4-XBA) and dimethylformamide (DMF) for X = Cl (1), Br (2) and I (3) are isomorphous and the supramolecular association in this series has been probed by a wide range of computational chemistry techniques. The common feature of the molecular packing is the formation of robust three-molecule aggregates sustained by a non-symmetric {···HOC=O}2 synthon, formed between DTBA and 4-XBA, and a DTBA-hydroxyl-O–H···O(carbonylDMF) hydrogen bond (with a reciprocating DMF-C–H···O(carbonyl-DTBA) contact). Supramolecular tapes are evident and feature DTBA-C–H···O(DMF), DTBA-C–H···S(DTBA), DMF-O···π(DTBA-phenyl) and DMF-C–H···π(DTBA-phenyl) contacts. The point-to-point connections between tapes are of the type π(4-XBA-phenyl)···π(DTBA-phenyl), π(4-XBA-phenyl)···π(4-XBA-phenyl), DTBA-C–H···π(DTBA-phenyl) and DMF-C···X
format Article
author Tan, Sang Loon *
Lo, Kong Mun *
Tan, Yee Seng *
Tiekink, Edward R. T. *
author_facet Tan, Sang Loon *
Lo, Kong Mun *
Tan, Yee Seng *
Tiekink, Edward R. T. *
author_sort Tan, Sang Loon *
title Structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide
title_short Structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide
title_full Structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide
title_fullStr Structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide
title_full_unstemmed Structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide
title_sort structural systematics in isomorphous binary cocrystal solvates comprising 2,2′-dithiodibenzoic acid, 4-halobenzoic acid and dimethylformamide (1 : 1 : 1), for halide = chloride, bromide and iodide
publisher Royal Society of Chemistry
publishDate 2022
url http://eprints.sunway.edu.my/2101/1/iso_text_revised2.pdf
http://eprints.sunway.edu.my/2101/
https://pubs.rsc.org/en/content/articlelanding/2022/ce/d2ce00094f
_version_ 1743110207029903360
score 13.211869

Similar Items