A Bend teen sentenced to life in prison Wednesday for murdering his adoptive father wept openly after his sister said he is no longer a part of her family and does not deserve their last name.

Hawkin Groenendaal, 19, choked back sobs as he apologized to his older sister, Jessica, for brutally murdering their father, 59-year-old William Groenendaal, in the family’s Awbrey Butte home in January 2005.

Groenendaal’s mother, Annette, did not attend the sentencing.

Prosecutors say the teen repeatedly struck his father with an ax handle, crushing his skull. He then tied his father up with wire, dragged him into the shower and turned on the water before stealing his wallet and wedding ring.

”While his father lay dying in the bathroom, the defendant went into the kitchen and ate ice cream,” according to a document filed Monday by the Deschutes County district attorney’s office.

At Wednesday’s hearing, Groenendaal’s attorney said his client has consistently maintained that he never intended to kill his father.

”You may want to believe that, but is there some version of the facts that would conceivably support that illusion?” Des-chutes County Circuit Court Judge Michael Adler asked Geoff Gokey, Groenendaal’s lawyer.

After a brief trial by judge June 30, Groenendaal was found guilty of aggravated murder and murder. He also agreed to plead guilty to robbery, burglary, auto theft, identity theft, fraudulent use of a credit card and theft.

According to a plea agreement, Groenendaal was sentenced to life in prison without the possibility of parole.

After asking if he could address his sister Wednesday, a shackled Groenendaal broke down as he apologized.

”I’ve made a lot of bad decisions in my life, and this tops them all,” he said. ”I knew when I entered that house that I was doing something wrong.

”I screwed up,” he continued. ”I can’t change what I did. I wish I could.”

Groenendaal had been estranged from his family for months before the killing, according to court documents. Police reports show he watched his family members from a construction site near their home for days before the murder.

During several phone conversations with his girlfriend in Colorado, he said he planned to kill his dad and steal from the family so he could buy her an engagement ring.

After the murder, Groenendaal stole the family car, bought a ring with his father’s credit card and fled to Colorado, where he was caught the next day.

When a deputy pulled Groenendaal over in his father’s car, the teen told the deputy he assaulted his father ”but he was still alive when I left home,” according to police reports.

On Wednesday, Groenendaal told his sister that he was sorry for what he had done and wished he could take it all back.

But Groenendaal wrote an earlier letter from jail that contradicted his tearful apology to his sister.

”I don’t feel anything in regards to my dad or what I did to my family,” Groenendaal wrote to a counselor. ”I know it sounds cruel, but it’s the truth. I just don’t feel anything. I really did not care about them.”

Since his arrest, Groenendaal has made two foiled escape attempts, said Deschutes County Deputy District Attorney Kandy Gies. He removed a ceiling tile from a Colorado jail and climbed into a crawl space, she said.

During his stay at the Des-chutes County jail, Groenendaal collected a paper clip and a bobby pin, Gies said. He told guards at the jail that he planned to unlock his handcuffs while being taken to court and escape from custody.

”He has continued to not change his ways. He has tried to escape and has stated that being locked up won’t stop him from committing criminal acts,” Gies said at Wednesday’s hearing.

Gies said Bill and Annette Groenendaal, who adopted Hawkin when he was 7 years old, dedicated their lives to helping the troubled youth. They sent him to counselors, enrolled him in private schools and sent him to a drug treatment program, she said.

”Ultimately, he went back and hurt the people who spent the most time trying to help him,” she said.

Before sentencing Groenendaal, Judge Adler referred to the murder as ”one of the most heinous and outrageous crimes ever committed in this county.”

”Your family and members of this community aren’t going to have to worry about you harming them in the future because you are going to spend the rest of your life in prison,” Adler said. ”I suppose the only people that will have to worry about you harming them in the future are other people in prison.”

In a written statement Gies read Wednesday, Groenendaal’s sister said she did not hate her brother for what he had done because it would require too much time and effort.

”In the end, God will deliver Hawkin’s final sentence,” she wrote.