After realising that putting Enter Shikari - No Sleep Tonight into my sleep playlist would be a bad idea, I set about putting together a more... appropriate one.
If you're interested it went like this:
What a Wonderful World - Louis Armstrong
Cigarettes - Daniel Merriweather
Set the Fire to the Third Bar - Snow Patrol & Martha Wainwright
Hallelujah - Rufus Wainwright (or Jeff Buckley)
Drowned - Tim Minchin (or this version)

Yes, it gets progressively more depressing as it goes along, and is also quite short (the resemblance between me and it I cannot pretend hasn't come to my attention). After concluding that it wouldn't be very successful to ask for suggestions on here (no-one reads this sh*t that I churn out of my think-box), I decided to consult the mighty intermanet. So I will be adding Ane Brun - True Colours (a song I already knew about) and then will be slowly trekking through this list which I came across.

Hands of Time by Groove Armada
Aphex Twin - Selected Ambient Works
Tom Newman
The Shins.
Tegan and Sara.
Think for a minute - The Housemartins
Same deep water - I am Kloot
Albatross - Chris Coco
Hayling - FC Kahuna
Out of time - Blur
Come Undone - Duran Duran
Hobart Paving - Saint Etienne
Hong Kong - Gorillaz
All I need - Air
Fireflies - Babybird
Harm of will - Bjork
At the river - Groove Armada
By the sea - Suede
Distractions and Destiny - Zero 7
Autumn Leaves - Coldcut.
Love Theme From Spartacus - Terry Callier (4hero remix).
Jeanne - Air.
Star Chasers and Our Own Place - 4hero.
Future Sound Of London
Grant Green - Idle Moments
Ulrich Schnauss - Far Away Trains Passing By or A Strangely Isolated Place
Just Another - Pete Yorn
Bring on the Wonder - Susan Enan
Night Ride Across the Caucasus - Loreena McKennit
Sugar Water - Cibo Matto
Running Up That Hill - Placebo
On My God, Whatever, Etc - Ryan Adams
Eyes - Rogue Wave
Chasing Cars - Snow Patrol
Rocky Took a Lover - Bell X1
Inflatable - Bush
Nude - Radiohead
Ride - Cary Brothers
Songbird - Eva Cassidy
Ocean of Noise - Arcade Fire
Everything - Lifehouse
Starlings - Elbow (already know)
Hide and Seek - Imogen Heap (already know)
Strange Angels - Laurie Anderson
Break So Easy - Johnathan Rice
Flightless Bird, American Mouth - Iron & Wine
Bright Eyes - We are Nowhere and its Now - First Day of my Life (already know)
Death Cab for Cutie - Marching Bands of Manhattan, I Will Follow You Into the Dark, Crooked Teeth, What Sarah Said (already know death cab)
DJ Shadow - You Can't Go Home Again
Elliot Smith - Between the Bars , Angeles
Jason Mraz - Details in the Fabric
Jeff Buckley - Mojo Pin, Lilac Wine
Jose Gonzalez - Heartbeats (already know)
Matisyahu - King without a Crown
MGMT - Of Moons, Birds & Monsters
Nick Drake - One of these Things First
Ryan Adams - Come Pick Me Up
Scott Mathews - Elusive
Sneaker Pimps - Low Five
Sufjan Stevens - John Wayne Gacy Jr, Chicago, Casimir Pulaski Day, The Predatory Wasp of the Palisades is out to get Us, The Seer's Tower, Jacksonville, To be alone with You
The Arcade Fire - Neighborhood #2 (Laika), My Body is a Cage
The Black Keys - Work Me
The Shins - Caring is Creepy, New Slang
At The River - Groove Armada
Exploisions In The Sky
Lemon Jelly - Lost Horizons and 64-95
Alone In Kyoto - Air
1969 - Boards Of Canada
My Angel Rocks Back and Forth - Four Tet
Sunday Morning - Velvet Underground
Indian Summer - The Doors
Dry The Rain - The Beta Band
Heart Of Gold - Neil Young
Higher Than The Sun - Primal Scream
Small Blue Thing - Suzanne Vega
Thin Red Line soundtrack
Opalescent - Jon Hopkins
Together We Will Live Forever - Clint Mansell (from The Fountain OST)
May You Never - John Martyn
Capa's Last Transmission - Underworld (from Sunshine OST)
Cocoon -Bjork
Music Is Math - Boards Of Canada
Easter Parade - The Blue Nile
Svefn G Englar - Sigur Ros (already know Sigur Ros)
Song To The Siren - This Mortal Coil
Sing A Song For You - Tm Buckley
How To Disappear Completely - Radiohead
Silly Games - Janet Kay
The Ballad Of Lucy Jordan - Dr. Hook
Love Hurts - Roy Orbison
The Great Pretender - The Platters
Small Hours - The Pogues
Loving Her Was Easier (Than Anything I'll Ever Do Again) - Kris Kristofferson
A Good Year for the Roses - Elvis Costello
In the Still of the Night - The Five Satins
It's Only Make Believe - Conway Twitty
Man of the World - Fleetwood Mac
The Island - Paul Brady
Moon River - Danny Williams
The Boxer - Simon & Garfunkel
I Wish I Knew How It Would Feel To Be Free - Nina Simone
Van Diemen's Land - U2
Songs Of Love - The Divine Comedy
A Rainy Night In Soho - The Pogues
Sunday Morning Comin' Down - Kris Kristofferson
Earth Angel - The Penguins
And I Love You So - Perry Como
I've Been Loving You Too Long - Otis Redding
Stand by Me - Ben E. King
these arms of mine - Otis Redding
Once Upon A Time - The Pogues
Desperado - The Eagles
Only You - The Platters
She's A Mystery To Me - Roy Orbison
I Love How You Love Me - The Paris Sisters