Abstract
Crystal structures of the title compound (systematic name: morpholin-4-ium 2,5-dibromo-4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-olate), C4H10NO+·C6HBr2O4 -, were determined at three temperatures, viz. 130, 145 and 180K. The asymmetric unit comprises one morpholinium cation and two halves of crystallographically independent bromanilate monoanions, which are located on inversion centres. The conformations of the two independent bromanilate anions are different from each other with respect to the O - H orientation. In the crystal, the two different anions are linked alternately into a chain along [211] through a short O - H⋯O hydrogen bond, in which the H atom is disordered over two positions. The refined site-occupancy ratios, which are almost constant in the temperature range studied, are 0.49(3):0.51(3), 0.52(3):0.48(3) and 0.50(3):0.50(3), respectively, at 130, 145 and 180K, and no significant difference in the molecular geometry and the molecular packing is observed at the three temperatures. The morpholinium cation links adjacent chains of anions via N - H⋯O hydrogen bonds, forming a sheet structure parallel to (-111).
| Original language | English |
|---|---|
| Pages (from-to) | 1226-1229 |
| Number of pages | 4 |
| Journal | Acta Crystallographica Section E: Crystallographic Communications |
| Volume | 71 |
| DOIs | |
| Publication status | Published - 2015 |
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Keywords
- bromanilic acid
- crystal structure
- hydrogen-bonding
- morpholine
- proton disorder
ASJC Scopus subject areas
- Condensed Matter Physics
- Materials Science(all)
- Chemistry(all)
Cite this
Crystal structures of morpholinium hydrogen bromanilate at 130, 145 and 180K. / Gotoh, Kazuma; Tahara, Yuki; Ishida, Hiroyuki.
In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 71, 2015, p. 1226-1229.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Crystal structures of morpholinium hydrogen bromanilate at 130, 145 and 180K
AU - Gotoh, Kazuma
AU - Tahara, Yuki
AU - Ishida, Hiroyuki
PY - 2015
Y1 - 2015
N2 - Crystal structures of the title compound (systematic name: morpholin-4-ium 2,5-dibromo-4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-olate), C4H10NO+·C6HBr2O4 -, were determined at three temperatures, viz. 130, 145 and 180K. The asymmetric unit comprises one morpholinium cation and two halves of crystallographically independent bromanilate monoanions, which are located on inversion centres. The conformations of the two independent bromanilate anions are different from each other with respect to the O - H orientation. In the crystal, the two different anions are linked alternately into a chain along [211] through a short O - H⋯O hydrogen bond, in which the H atom is disordered over two positions. The refined site-occupancy ratios, which are almost constant in the temperature range studied, are 0.49(3):0.51(3), 0.52(3):0.48(3) and 0.50(3):0.50(3), respectively, at 130, 145 and 180K, and no significant difference in the molecular geometry and the molecular packing is observed at the three temperatures. The morpholinium cation links adjacent chains of anions via N - H⋯O hydrogen bonds, forming a sheet structure parallel to (-111).
AB - Crystal structures of the title compound (systematic name: morpholin-4-ium 2,5-dibromo-4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-olate), C4H10NO+·C6HBr2O4 -, were determined at three temperatures, viz. 130, 145 and 180K. The asymmetric unit comprises one morpholinium cation and two halves of crystallographically independent bromanilate monoanions, which are located on inversion centres. The conformations of the two independent bromanilate anions are different from each other with respect to the O - H orientation. In the crystal, the two different anions are linked alternately into a chain along [211] through a short O - H⋯O hydrogen bond, in which the H atom is disordered over two positions. The refined site-occupancy ratios, which are almost constant in the temperature range studied, are 0.49(3):0.51(3), 0.52(3):0.48(3) and 0.50(3):0.50(3), respectively, at 130, 145 and 180K, and no significant difference in the molecular geometry and the molecular packing is observed at the three temperatures. The morpholinium cation links adjacent chains of anions via N - H⋯O hydrogen bonds, forming a sheet structure parallel to (-111).
KW - bromanilic acid
KW - crystal structure
KW - hydrogen-bonding
KW - morpholine
KW - proton disorder
UR - http://www.scopus.com/inward/record.url?scp=84948700187&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84948700187&partnerID=8YFLogxK
U2 - 10.1107/S2056989015017272
DO - 10.1107/S2056989015017272
M3 - Article
AN - SCOPUS:84948700187
VL - 71
SP - 1226
EP - 1229
JO - Acta Crystallographica Section E: Crystallographic Communications
JF - Acta Crystallographica Section E: Crystallographic Communications
SN - 2056-9890
ER -