Model-Driven Engineering uses models in various stages of the software engineering. To reduce the cost of modelling and production, models are reused by transforming. Therefore the accuracy of model transformations plays a key role in ensuring the quality of the process. However, problems exist when trying to transform a very abstract and content dependent model. This paper describes the issues arising from such transformations. Solutions to solve problems in content based model transformation are proposed as well. The usage of proposed solutions allowing realization of semi-automatic transformations was integrated into a tool, designed for OPC/XML drawing file transformations to CySeMoL models. The accuracy of transformations in this tool has been analyzed and presented in this paper to acquire data on the proposed solutions influence to the accuracy in content based model transformation.