We designed and synthesized the acentric core structure OHQ (2-(4-hydroxystyryl)-1-methylquinolinium) cation with 4-chlorobenzenesulfonate counter anions, named OHQ-CBS. OHQ-CBS single crystals were obtained by the various solution growth methods. We assured the non-centrosymmetric molecular arrangement by the second harmonic generation (SHG) test and X-ray diffraction analysis. In addition, we investigated the physical properties, such as thermal stability, absorbance, fluorescence, and optical nonlinearity. OHQ-CBS crystals maintained advantage of previously reported OHQ-T (2-(4-hydroxystyryl)-1-methylquinolinium 4-methylbenzenesulfonate) crystals such as thermal stability, high order parameter and large area of crystals. OHQ-CBS crystals exhibit strong SHG intensity more than OHQ-T crystals, which is indicating enhanced molecular nonlinearity. Accordingly, compared to OHQ-T crystals, OHQ-CBS crystals are highly red shift at absorbance, fluorecence in crystalline state. In order to discover differences of intermolecular interaction of OHQ-T crystals and OHQ-CBS crystals, we performed a hirshfeld analysis. Furthermore, we demonstrated co-crystallization of OHQ-T, OHQ-CBS crystals with different feeding ratio in solution. Physical property such as absorbance, photoluminescence, thermal stability, high frequency IR region was linearly changed by mole percentage of OHQ-T in crystal. It indicated that feeding ratio of counter anions in solution controlled physical property of co-crystals.
