After several attempts by his supporters to highlight what they described as a transformation behind bars, Ramiro Gonzales was executed by Texas officials Wednesday. His time of death was 6:50 p.m. local time, according to the Texas Department of Criminal Justice.

The Texas Board of Parole and Pardons unanimously voted Monday to deny Gonzales’s clemency petition in a case that has highlighted a contentious aspect of the state’s capital punishment system, which requires jurors to consider a defendant’s “future dangerousness” to society. Attorneys for Gonzales, who killed a woman in 2001, argued that their client did not meet the criteria and “in fact actively contributes to prison society in exceptional ways.”