[quote user="Anthony Mucciolo"]First, when I was using P1.1 as an output, was it actually functioning correctly[/quote]
Yes, indeed it was functioning correctly but not as you intended. When you use CCR0 as timer period register, timer resets to 0 when it's counter reaches CCR0 value (refer to 2xx series User's Guide. If you configure CCR0 output for PWM generation for timer in up mode you will see what you did see - pulse which length is one timer clock period.
[quote user="Anthony Mucciolo"] only I wasn't probing the correct pin so it looked incorrect?[/quote]
You configured CCR1 for PWM kinda correctly, but did not configure it's output pin and yes, did not probe it's output either. Notice that I changed TIMER_OUT definition to BIT2.
[quote user="Anthony Mucciolo"]line clock calibration?[/quote]
Lines
BCSCTL1 = CALBC1_1MHZ; // Set rangeDCOCTL = CALDCO_1MHZ; // Set DCO step + modulation */