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...
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| Format: | Article |
| Language: | English |
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Royal Society of Chemistry
2022
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| Online Access: | http://eprints.sunway.edu.my/2101/ http://eprints.sunway.edu.my/2101/1/iso_text_revised2.pdf |
| _version_ | 1848802198519021568 |
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| 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 * |
| building | SU Institutional Repository |
| collection | Online Access |
| 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 |
| first_indexed | 2025-11-14T21:19:32Z |
| format | Article |
| id | sunway-2101 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:19:32Z |
| publishDate | 2022 |
| publisher | Royal Society of Chemistry |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-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 |
| 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 |
| 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_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_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_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 |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/2101/ http://eprints.sunway.edu.my/2101/ http://eprints.sunway.edu.my/2101/ http://eprints.sunway.edu.my/2101/1/iso_text_revised2.pdf |