{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["74(Pt 3)"],"submitter":["Lastovickova DN"],"funding":["U.S. Department of Energy","Oak Ridge Institute for Science and Education","Army Research Laboratory"],"pubmed_abstract":["The mol-ecular structure of (2<i>E</i>)-1,4-bis-(4-chloro-phen-yl)but-2-ene-1,4-dione [C<sub>16</sub>H<sub>10</sub>Cl<sub>2</sub>O<sub>2</sub>, (<b>1</b>)] is composed of two <i>p</i>-chlorophenyl rings, each bonded on opposite ends to a near planar 1,4-<i>trans</i> enedione moiety [-C(=O)-CH=CH-(C=O)-] [r.m.s. deviation = 0.003 (1) Å]. (2<i>E</i>)-1,4-Bis(4-bromo-phen-yl)but-2-ene-1,4-dione [C<sub>16</sub>H<sub>10</sub>Br<sub>2</sub>O<sub>2</sub>, (<b>2</b>)] has a similar structure to (<b>1</b>), but with two <i>p</i>-bromophenyl rings and a less planar enedione group [r.m.s. deviation = 0.011 (1) Å]. Both mol-ecules sit on a center of inversion, thus <i>Z</i>' = 0.5. The dihedral angles between the ring and the enedione group are 16.61 (8) and 15.58 (11)° for (<b>1</b>) and (<b>2</b>), respectively. In the crystal, mol-ecules of (<b>1</b>) exhibit C-Cl⋯Cl type I inter-actions, whereas mol-ecules of (<b>2</b>) present C-Br⋯Br type II inter-actions. van der Waals-type inter-actions contribute to the packing of both mol-ecules, and the packing reveals face-to-face ring stacking with similar inter-planar distances of approximately 3.53 Å."],"journal":["Acta crystallographica. Section E, Crystallographic communications"],"pagination":["352-356"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC5947802"],"repository":["biostudies-literature"],"pubmed_title":["Synthesis and crystal structures of (2<i>E</i>)-1,4-bis-(4-chloro-phen-yl)but-2-ene-1,4-dione and (2<i>E</i>)-1,4-bis-(4-bromo-phen-yl)but-2-ene-1,4-dione."],"pmcid":["PMC5947802"],"pubmed_authors":["La Scala JJ","Lastovickova DN","Sausa RC"],"additional_accession":[]},"is_claimable":false,"name":"Synthesis and crystal structures of (2<i>E</i>)-1,4-bis-(4-chloro-phen-yl)but-2-ene-1,4-dione and (2<i>E</i>)-1,4-bis-(4-bromo-phen-yl)but-2-ene-1,4-dione.","description":"The mol-ecular structure of (2<i>E</i>)-1,4-bis-(4-chloro-phen-yl)but-2-ene-1,4-dione [C<sub>16</sub>H<sub>10</sub>Cl<sub>2</sub>O<sub>2</sub>, (<b>1</b>)] is composed of two <i>p</i>-chlorophenyl rings, each bonded on opposite ends to a near planar 1,4-<i>trans</i> enedione moiety [-C(=O)-CH=CH-(C=O)-] [r.m.s. deviation = 0.003 (1) Å]. (2<i>E</i>)-1,4-Bis(4-bromo-phen-yl)but-2-ene-1,4-dione [C<sub>16</sub>H<sub>10</sub>Br<sub>2</sub>O<sub>2</sub>, (<b>2</b>)] has a similar structure to (<b>1</b>), but with two <i>p</i>-bromophenyl rings and a less planar enedione group [r.m.s. deviation = 0.011 (1) Å]. Both mol-ecules sit on a center of inversion, thus <i>Z</i>' = 0.5. The dihedral angles between the ring and the enedione group are 16.61 (8) and 15.58 (11)° for (<b>1</b>) and (<b>2</b>), respectively. In the crystal, mol-ecules of (<b>1</b>) exhibit C-Cl⋯Cl type I inter-actions, whereas mol-ecules of (<b>2</b>) present C-Br⋯Br type II inter-actions. van der Waals-type inter-actions contribute to the packing of both mol-ecules, and the packing reveals face-to-face ring stacking with similar inter-planar distances of approximately 3.53 Å.","dates":{"release":"2018-01-01T00:00:00Z","publication":"2018 Mar","modification":"2025-04-04T07:11:13.315Z","creation":"2019-03-26T23:37:48Z"},"accession":"S-EPMC5947802","cross_references":{"pubmed":["29765722"],"doi":["10.1107/S205698901800230X"]}}