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Dennings starred in Charlie Bartlett in 2008, the story of a wealthy teenager (Anton Yelchin) who acts as a psychiatrist for his new public high school.

She played Susan Gardner, Bartlett's love interest, and the daughter of the school's principal (Robert Downey, Jr.).

She played Darcy Lewis, a tech-savvy, shy sidekick and assistant to Natalie Portman's character, Jane Foster.

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In February 2004, she was cast in a pilot for CBS titled Sudbury, about a family of modern-day witches, based on the 1998 film Practical Magic, but the series was not picked up.

Dennings had a recurring role on ER from 2005 to 2006 as Zoe Butler, and guest-starred in the CSI franchise twice: first on CSI itself, as Missy Wilson, in the 2004 episode "Early Rollout".

From 2011 to 2017, she starred alongside Beth Behrs in the CBS sitcom 2 Broke Girls.

Dennings made her professional debut with an appearance on HBO's Sex and the City in 2000, in the episode "Hot Child in the City", playing an obnoxious 13-year-old who hires Samantha to handle publicity for her bat mitzvah.

She played Renee Yohe, a Florida teenager who struggled with substance abuse and self-injury, and who inspired the founding of the nonprofit organization To Write Love on Her Arms.

The film began production in Orlando, Florida, in February 2011.

Robert Rodriguez directed the video, which was filmed in various locations around Austin.

Dennings was part of the cast of the Marvel Studios film Thor, released in May 2011, and directed by Kenneth Branagh.

She also starred in the teen romance Nick and Norah's Infinite Playlist, with Michael Cera.

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