Binary charge-transfer complexes using pyromellitic acid dianhydride featuring C—H...O hydrogen bonds

Abstract

Four binary charge-transfer complexes were made using pyromellitic acid dianhydride (pmda), all of which show alternating donor and acceptor stacks, which have weak C—H⋯O hydrogen bonds connecting the donor and acceptor mol­ecules.

Organic Donor‐Acceptor Complexes As Potential Semiconducting Materials

“…Hill and co‐worker reported the synthesis and structural analysis of PMDA laced CT complexes with different polyacenes [109] . (Figure 9) Interestingly, while the naphthalene‐PMDA complex ( 54 ) and 9‐methylanthracene‐PMDA complex ( 55 ) assembled in a 1 : 1 ratio in C2/m and P $${\bar{1}}$$ space group arrangements respectively, the complex ( 56 ) of ethyl 9‐anthracenecarboxylic ester with PMDA crystallized in the P 2 1 /c space group with half PMDA and one whole ethyl 9‐anthracenecarboxylic ester molecule in the asymmetric unit, giving a 2 : 1 DA complex.…”

One class classification as a practical approach for accelerating π–π co-crystal discovery

“…S36 in ESI †). [67][68][69][70][71][72] Contrary to 1, all eight compounds are in a 1 : 1 stoichiometry with the two co-formers and have simpler packing motifs than 1 (Fig. 10).…”

“…10). In particular, they are characterized by A/B/A p/p stacking prompting to g-type [67][68][69][70][71] or btype 69,71,72 motifs (see Table S17 † for the main interaction distances). As in 1, lateral C-H/O interactions are observed in all the studied compounds (Table S17 in the ESI †).…”

Premelting Anomalies in Pyromellitic Dianhydride: Negative Thermal Expansion, Accelerated Radiation Damage, and Polymorphic Phase Transition

“…Indeed, the electron affinity of PMDA is reported to 0.86 eV . It allows PMDA to form various charge-transfer (CT) complexes with tunable electronic properties. − …”