Unusual supramolecular assembly and nonlinear optical properties of l-histidinium hydrogen malate

Abstract

A new nonlinear optical material, L-histidinium hydrogen malate, has been synthesized. The crystal structure was determined at 90 K by single-crystal X-ray diffraction in order to analyze its supramolecular structure. A new building block type has been found. The malate anions form head-to-side infinite chains parallel to [100], via O-H?O interactions, instead of the usual head-to-tail infinite chains found in other hydrogen malate salts. The L-histidine cations form chains parallel to [100] via N-H?O hydrogen bonds, with cations of adjacent chains in anti-parallel way. The compound shows a good optical second-harmonic generation capability with an effective second-order susceptibility estimated to be 0.70 of that for potassium dihydrogen phosphate. r

Growth and characterization of a solution grown, new organic crystal: l-histidine-4-nitrophenolate 4-nitrophenol (LHPP)

“…117.83(14) C(4)-C(5)-C (6) 119.75(13) C(1)-C(6)-C (5) 120.05(16) C(8)-C(7)-C (12) 121.21(15) C(7)-C(8)-C (9) 120.03(14) C(8)-C(9)-C (10) 120.46(13) C(8)-C(9)-N(2) 120.16(14) C(10)-C(9)-N (2) 119.38(15) C(11)-C(10)-C (9) 119.73(15) C(10)-C(11)-C (12) 121.37(14) O(5)-C(12)-C (11) 122.30(13) O(5)-C(12)-C (7) 120.57(13) C(11)-C(12)-C (7) 117.13 (12) 108.95(12) C(13)-N(4)-C (14) 107.56(12) Table 4 Hydrogen bonds for hnp1 (Å and deg. (2) Symmetry transformations used to generate equivalent atoms: #1 À x +3, y+ 1/2, À z + 2#2 À x +3, y À 1/2, À z + 2#3 À x +2, y +1/2, À z+ 1#4x+1, y, z.…”

“…Also, organic nonlinear optical materials are receiving a great deal of attention, as they have large optical susceptibilities, inherent ultra fast response times and high optical thresholds for laser power compared with inorganic materials [8]. Amino acids are widely utilized because they not only contain chiral carbon atoms directing the crystallization in noncentrosymmetric space group, but also possess zwitterionic nature favoring crystal hardness [9][10][11]. Particularly L-histidine salts can display high NLO properties due to the presence of imidazole group in addition to amino-carboxylate groups.…”

Synthesis, Crystal Growth, Structural, Optical, Thermal and Mechanical Properties of Semiorganic Nonlinear Optical Material: L-Cystine Dihydrochloride

“…Amino acids are interesting materials for NLO application as they contain a proton donor carboxyl acid (-COO) group and the proton acceptor amino (-NH 2 ) group in them. A series of semi-organic compounds such as l-histidinium hydrogen malate 5 , L-arginine diphosphate 6 , L-Lysine monohydrochloride dihydrate 7 , L-histidine hydrochloride monohydrate 8 and L-glutamic acid hydrochloride 9 have been reported with moderately high mechanical and chemical stability. Our laboratory is engaged in finding new materials for NLO applications and some of these were reported recently [10][11][12][13] .…”

Investigation on structural, spectral, and thermal properties of l-histidinium glutarate monohydrate (LHG)

“…The optically active basic amino acid L-histidine is characterized among the amino acids by the presence of the imidazole ring. In order to synthesis novel crystals with enhanced thermal, electrical, and optical properties, the complexes of L-histidine with dicarboxylic acids have been synthesized and analyzed [12,13]. In the present work, Lhistidinium glutarate monohydrate (LHG), an organic crystal has been grown as a possible nonlinear optical crystal for second harmonic generation.…”