A Co-Crystal Strategy to Tune the Supramolecular Patterns and Luminescent Properties: Ten Well-Designed Salts Assembled by Arenedisulfonic Acid with Diverse Diamines

作者：Deng Zhao Peng; Huo Li Hua^*; Zhao Hui; Gao Shan

来源：Crystal Growth & Design, 2012, 12(6): 3342-3355.

DOI：10.1021/cg3004855

Ten salts assembled by arenedisulfonic acid with hydrazine, flexible aliphatic diamines, rigid and semirigid aromatic diamines, namely, (H(2)HA)(2+)center dot(NDS)(2-) (1), (H(2)EDA)(2+)center dot(NDS)(2-) (2), (H(2)PDA)(2+)center dot(NDS)(2-) (3), (H(2)BTDA)(2+)center dot(NDS)(2-) (4), (H(2)BDMA)(2+)center dot(NDS)(2-)center dot 2H(2)O (5), 2(o-HBDA)(+)center dot(NDS)(2-) (6), (m-H(2)BDA)(2+)center dot(NDS)(2-) (7), (H(2)MBDA)(2+)center dot(NDS)(2-)center dot 3H(2)O (8), (H(2)SDA)(2+)center dot(NDS)(2-)center dot H2O (9), and 2(HSDA)(+)center dot(NDS)(2-)center dot H2O (10) (H2NDS = 1,5-naphthalenedisulfonic acid, HA = hydrazine, EDA = 1,2-ethanediamine, PDA = 1,3-propanediamine, BTDA = 1,4-butanediamine, BDMA = 1,3-benzenedimethanamine, o-BDA = 1,2-benzenediarnine, m-BDA = 1,3-benzenediamine, MBDA = 4-methyl-1,3-benzenediamine, SDA = 4,4'-sulfonyldiamiline), have been constructed and characterized by elemental analysis, infrared, thermogravimetric analysis, phospholuminescence, and powder and single-crystal X-ray diffraction. Structural analyses indicate that the nature of the diainines can effectively influence the final structures of the salts through diverse noncovalent bonding interactions, such as hydrogen bonds, Pi center dot center dot center dot Pi stacking, N-H center dot center dot center dot Pi, C-H center dot center dot center dot Pi, and lone pair center dot center dot center dot Pi interactions, which result in six types of architectures. Crystals 1-3 exhibit a three-dimensional (3-D) pillared layered supramolecular network with the diammonium cations being sandwiched among the sulfonate groups, while crystal 4 exhibits a 3-D "honeycomb" network with the -(CH2)(4)- groups being encapsulated among the NDS2- anions. In comparison with crystal 4, crystals 5, 7, and 8 exhibit a different 3-D supramolecular network, in which the phenylene, phenyl, and methylphenyl groups interpenetrate with the naphthyl rings of NDS2- anions through continuous Pi center dot center dot center dot Pi interactions. Crystal 6 is two-dimensional pillared layered network with the o-HBDA(+) cations arranging along the two sides of the layer. Crystal 9 possesses an organic 3-D supramolecular network formed by the C-H center dot center dot center dot Pi and sulfonyl involved lone pair center dot center dot center dot Pi interactions which encapsulates a one-dimensional (1-D) infinite [-SO3 center dot center dot center dot H3N-](n) nanotube in the large voids. By contrast, crystal 10 possesses an organic 3-D supramolecular network formed by intricate C-H center dot center dot center dot Pi, Pi center dot center dot center dot Pi, and sulfonyl involved C/N-H center dot center dot center dot O interactions which encapsulates 1-D "centipede-shaped" [-SO3 center dot center dot center dot H3N-](n), chains in the large voids. Luminescent investigations demonstrate that the salts containing aliphatic diamines exhibit stronger emission intensity than those containing aromatic diamines. This result indicates that the H2NDS might be used to distinguish the aliphatic diamine from aromatic diamine qualitatively through the luminescent signal.

• 出版日期2012-6
• 单位黑龙江大学