Binary solvent participation in crystals of a multi-aromatic 1,2,3-triazole

Abstract

Crystals of a multi-aromatic substituted 1,2,3-triazole have an extensive hydrogen-bonding network with two water and two aceto­nitrile mol­ecules participating in the structure. The compound is a dimer serving as a starting material for higher oligomers and mol­ecules featuring extensive functionality.

The X-ray crystal structure of a multi-aromatic substituted 1,2,3-triazole is presented, which shows an extensive three-dimensional hydrogen-bonding network involving two water mol­ecules and two aceto­nitrile mol­ecules. The structure of 4-{[(4-{[1-({[(3,4-di­meth­oxy­phen­yl)meth­yl](3-acetamido­phen­yl)carbamo­yl}meth­yl)-1H-1,2,3-triazol-4-yl]meth­oxy}-3-meth­oxy­phen­yl)meth­yl]amino}­benzoic acid–aceto­nitrile–water (1/2/2), C₃₇H₃₈N₆O₈·2C₂H₃N·2H₂O, features amine-linked aromatic groups that have a variety functionality including a carb­oxy­lic acid, an acetamido group, and meth­oxy ethers. All X—H groups, and seven out of ten heteroatoms with available lone-pair electrons, participate in hydrogen bonding, with the aid of dimer-bridging water mol­ecules and aceto­nitrile mol­ecules whose methyl groups form close contacts with oxygen atoms. The triazole itself is a dimer made using click chemistry from readily available and inexpensive starting materials and is a precursor to larger oligomers, as well as to compounds with a wide array of readily manipulated functionality.