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. 2022 Apr 12;7(Pt 4):x220380.
doi: 10.1107/S2414314622003807. eCollection 2022 Apr.

5-{[4-(Di-methyl-amino)-phen-yl]ethyn-yl}pyrimidine-1,2,3,5-tetra-fluoro-4,6-di-iodo-benzene (1/2)

Eric Bosch  1 , Nathan P Bowling  2
Affiliations

5-{[4-(Di-methyl-amino)-phen-yl]ethyn-yl}pyrimidine-1,2,3,5-tetra-fluoro-4,6-di-iodo-benzene (1/2)

Eric Bosch et al. IUCrdata. .

Abstract

The treatment of 5-{[4-(di-methyl-amino)-phen-yl]ethyn-yl}pyrimidine with a threefold excess of 1,2,3,5-tetra-fluoro-4,6-di-iodo-benzene in di-chloro-methane solution led to the formation of the unexpected 1:2 title co-crystal, C14H13N3·2CF4I2. In the extended structure, two unique C-I⋯N halogen bonds from one of the 1,2,3,5-tetra-fluoro-4,6-di-iodo-benzene mol-ecules to the pyrimidine N atoms of the 5-{[4-(di-methyl-amino)-phen-yl]ethyn-yl}pyrimidine mol-ecule generate [110] chains and layers of these chains are π-stacked along the a-axis direction. The second 1,2,3,5-tetra-fluoro-4,6-di-iodo-benzene mol-ecule resides in channels formed parallel to the a-axis direction between stacks of 5-{[4-(di-methyl-amino)-phen-yl]ethyn-yl}pyrimidine mol-ecules and inter-acts with them via C-I⋯π(alkyne) contacts.

Keywords: 1,2,3,5-tetra­fluoro-4,6-di­iodo­benzene solvate; co-crystal; crystal structure; halogen bonding.

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Figures

Figure 1
Figure 1
The mol­ecular structure of the title compound with displacement ellipsoids drawn at 50% and the halogen bond shown as a dashed line.
Figure 2
Figure 2
Partial view of a chain of halogen-bonded APEP and 13DIFB mol­ecules with pairs of 13DIFB mol­ecules shown between APEP mol­ecules.
Figure 3
Figure 3
Hirshfeld surface highlighting the halogen-bonding inter­actions to pyrimidine APEP.
Figure 4
Figure 4
View of crystal packing of the title compound viewed along the a-axis direction.
Figure 5
Figure 5
Hirshfeld surface highlighting the close contacts to the solvate 13DIFB mol­ecule.
See this image and copyright information in PMC

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