Bromination of 1,2,3,4-Tetrahydro-1,10-phenanthroline: Synthesis and Crystal Structure of 6-Bromo-1,2,3,4-tetrahydro-1,10-phenanthroline and Its Bromide Salt

Journal Article · Fri Dec 15 04:00:00 EST 2017 · Crystallography Reports

DOI:https://doi.org/10.1134/S1063774517070252· OSTI ID:22758300

Su, H. P.; Yi, H. P.; Xiaofeng, J. S.; Song, B. H.

The bromination reaction of 1,2,3,4-tetrahydro-1,10-phenanthroline (tphen) is investigated, which can afford a new heterocyclic compound, namely 6-bromo-1,2,3,4-tetrahydro-1,10-phenanthroline (1). The bromide salt of 1, i.e., 1 · (1H) · Br (2), can be isolated from the bromination system. The accurate structures of both compounds are confirmed and investigated by single-crystal X-ray diffraction. The result proves that the bromination reaction of tphen mainly affords its C6-substituted product. In compounds 1 and 2, the N−H···Br hydrogen bonds play an important role in intermolecular connection. Crystal data of 1: Monoclinic system, sp. gr. Pc, a = 4.6628(8) Å, b = 8.7980(15) Å, c = 13.1347(19) Å, β = 101.342(5)°, Z = 2, V = 528.31(15) Å{sup 3}. Crystal data of 2: Monoclinic system, sp. gr. P2{sub 1}/n, a = 16.6171(16) Å, b = 7.8323(8) Å, c = 18.6972(18) Å, β = 113.597(2)°, Z = 4, V = 2230.0(4) Å{sup 3}.

• OSTI ID: 22758300
• Journal Information: Crystallography Reports, Journal Name: Crystallography Reports Journal Issue: 7 Vol. 62; ISSN CYSTE3; ISSN 1063-7745
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
75 CONDENSED MATTER PHYSICS
SUPERCONDUCTIVITY AND SUPERFLUIDITY
BROMIDES
BROMINATION
CRYSTAL STRUCTURE
HYDROGEN 1
INTERMOLECULAR FORCES
MONOCLINIC LATTICES
MONOCRYSTALS
PHENANTHROLINES
SALTS
SYNTHESIS
X-RAY DIFFRACTION