Crystal Structure and Spectroscopic Investigation of Bromofluoro‐ and Fluoroiodomethane

Abstract

The solid states of bromofluoromethane (BFM) and fluoroiodomethane (FIM) are characterized by X-ray diffraction analysis and by Raman spectroscopy. The single crystals were obtained by crystallization in situ at low temperature. BFM and FIM crystallize in the space group I2/a and Abm2, respectively. The Raman spectra of both compounds were re-

Monofluorinated Nitrogen Containing Heterocycles: Synthesis, Characterization and Fluorine Effect

“…However, the C5-F1 and C6-F2 distances of 1.370(3) Å and 1.376(3) Å, respectively, are significantly shorter than in 6a [1.400(3) Å, 1.388(2) Å] and are similar to those reported for PCH 2 F [1.379(5) Å], [6] CH 2 FI [1.380(17) Å], [21] or CH 2 FBr [1.377(4) Å]. [21] The intermolecular interactions also change dramatically, due to the introduction of ionic charges and of the iodide anion (Table 2). [17,18] As an example, the strongest H•••I contact (Figure 6h), with a distance of 3.15(2) Å is by far longer than the only weak interaction with a distance of 2.83(2) Å found in [PPh 3 CH 2 F]I.…”

“…With values of 1.400(3) Å (5) and 1.388(2) Å (6b) these distances fit well to that observed in the case of 4 [1.388(3) Å]. However, somewhat shorter C,F distances are reported for PCH 2 F [1.379(5) Å], [6] CH 2 FI [1.380(17) Å], [21] and CH 2 FBr [1.377(4) Å]. [21] Compounds 6a and 6b mainly differ in the intermolecular interactions in the crystal (Figure 3).…”

“…However, somewhat shorter C,F distances are reported for PCH 2 F [1.379(5) Å], [ 6 ] CH 2 FI [1.380(17) Å], [ 21 ] and CH 2 FBr [1.377(4) Å]. [ 21 ] Compounds 6a and 6b mainly differ in the intermolecular interactions in the crystal (Figure 3).…”

“…However, somewhat shorter C,F distances are reported for PCH 2 F [1.379(5) Å], [6] CH 2 FI [1.380(17) Å], [21] and CH 2 FBr [1.377(4) Å]. [21] Compounds 6a and 6b mainly differ in the intermolecular interactions in the crystal (Figure 3). Looking at the Hirshfeld analysis of the structures of 6a and 6b, from the distinct spikes of 6b in the 2D Plot it becomes evident, that the H•••F interactions in the sum are less but stronger, [17] as compared to 6a (Figure 6a-c).…”

Synthesis and Properties of the Fluoromethylating Agent (Fluoromethyl)triphenylphosphonium Iodide

“…The P1–C19 bond length of 1.810(4) Å is elongated compared to a P–CH 3 moiety [1.776(2) Å]. The C19–F1 bond length of 1.379(5) Å is unaffected by the phosphonium substituent and in the region of a typical C‐F single bond observed for CH 2 FI [1.380(17) Å] or CH 2 BrF [1.377(4) Å] . In order to obtain information on the structural behavior of the P–CH 2 F unit, weak interactions in the crystal structure of 13 (X = I) are of interest.…”