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 I've been making this map for quite some time now, I encountered problems and fixed them but never a problem like this.
 
 
 
 hlcsg v2.5.3 rel Custom Build 1.7 (Dec  9 2002)
 Zoner's Half-Life Compilation Tools -- Custom Build
 Based on code modifications by Sean 'Zoner' Cavanaugh
 Based on Valve's version, modified with permission.
 Submit detailed bug reports to (merlinis@bigpond.net.au)
 -----  BEGIN  hlcsg -----
 Command line: hlcsg -nowadtextures jail 
 Entering jail.map
 
 Current hlcsg Settings
 Name                 |  Setting  |  Default
 ---------------------|-----------|-------------------------
 threads               [       2 ] [  Varies ]
 verbose               [     off ] [     off ]
 log                   [      on ] [      on ]
 developer             [       0 ] [       0 ]
 chart                 [     off ] [     off ]
 estimate              [     off ] [     off ]
 max texture memory    [ 4194304 ] [ 4194304 ]
 priority              [  Normal ] [  Normal ]
 
 noclip                [     off ] [     off ]
 null texture stripping[      on ] [      on ]
 clipnode economy mode [      on ] [      on ]
 onlyents              [     off ] [     off ]
 wadtextures           [     off ] [      on ]
 skyclip               [      on ] [      on ]
 hullfile              [    None ] [    None ]
 min surface area      [   0.500 ] [   0.500 ]
 brush union threshold [   0.000 ] [   0.000 ]
 
 Using mapfile wad configuration
 Wadinclude list :
 [zhlt.wad]
 
 17 brushes (totalling 102 sides) discarded from clipping hulls
 CreateBrush:
 Error: Entity 98, Brush 6, Side 2: plane with no normal
 Error: plane with no normal
 Description: The map has a problem which must be fixed
 Howto Fix: Check the file ZHLTProblems.html for a detailed explanation of this problem
 
 Error: Entity 98, Brush 6, Side 4: plane with no normal
 Error: Entity 98, Brush 6, Side 4: has a coplanar plane at (112, -832, -528), texture {WATCHER
 Error: Entity 98, Brush 6, Side 5: plane with no normal
 Error: Entity 98, Brush 6, Side 5: has a coplanar plane at (112, -232, -529), texture {WATCHER
 Error: Entity 98, Brush 6, Side 5: has a coplanar plane at (112, -232, -529), texture {WATCHER
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7280,-10000,-545)-(128,10000,7090)
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7280,-10000,-545)-(128,10000,7090)
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7280,-10000,-545)-(128,10000,7090)
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7296,-10016,-581)-(144,10016,7126)
 Error: Entity 98, Brush 41, Side 2: plane with no normal
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7296,-10016,-581)-(144,10016,7126)
 Error: Entity 98, Brush 41, Side 4: plane with no normal
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7296,-10016,-581)-(144,10016,7126)
 Error: Entity 98, Brush 41, Side 4: has a coplanar plane at (-16, -232, -528), texture {WATCHER
 Error: Entity 98, Brush 41, Side 5: plane with no normal
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7312,-10032,-577)-(160,10032,7122)
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7312,-10032,-577)-(160,10032,7122)
 Error: Entity 98, Brush 41, Side 5: has a coplanar plane at (-16, -832, -529), texture {WATCHER
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7312,-10032,-577)-(160,10032,7122)
 Error: Entity 98, Brush 41, Side 5: has a coplanar plane at (-16, -832, -529), texture {WATCHER
 Error: Entity 98, Brush 41: outside world(+/-4096): (-32,-10000,-545)-(7328,10000,7042)
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7296,-10016,-563)-(144,10016,7108)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-32,-10000,-545)-(7328,10000,7042)
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7296,-10016,-563)-(144,10016,7108)
 Error: Entity 98, Brush 6: outside world(+/-4096): (-7296,-10016,-563)-(144,10016,7108)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-32,-10000,-545)-(7328,10000,7042)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-48,-10016,-581)-(7344,10016,7078)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-48,-10016,-581)-(7344,10016,7078)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-48,-10016,-581)-(7344,10016,7078)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-64,-10032,-577)-(7360,10032,7074)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-64,-10032,-577)-(7360,10032,7074)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-64,-10032,-577)-(7360,10032,7074)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-48,-10016,-563)-(7344,10016,7060)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-48,-10016,-563)-(7344,10016,7060)
 Error: Entity 98, Brush 41: outside world(+/-4096): (-48,-10016,-563)-(7344,10016,7060)
  (0.22 seconds)
 
 -----   END   hlcsg -----
 
 
 
 hlbsp v2.5.3 rel Custom Build 1.7 (Dec  9 2002)
 Zoner's Half-Life Compilation Tools -- Custom Build
 Based on code modifications by Sean 'Zoner' Cavanaugh
 Based on Valve's version, modified with permission.
 Submit detailed bug reports to (merlinis@bigpond.net.au)
 -----  BEGIN  hlbsp -----
 Command line: hlbsp jail 
 >> There was a problem compiling the map.
 >> Check the file jail.log for the cause.
 
 -----   END   hlbsp -----
 
 
 
 hlvis v2.5.3 rel Custom Build 1.7 (Dec  9 2002)
 Zoner's Half-Life Compilation Tools -- Custom Build
 Based on code modifications by Sean 'Zoner' Cavanaugh
 Based on Valve's version, modified with permission.
 Submit detailed bug reports to (merlinis@bigpond.net.au)
 -----  BEGIN  hlvis -----
 Command line: hlvis jail 
 >> There was a problem compiling the map.
 >> Check the file jail.log for the cause.
 
 -----   END   hlvis -----
 
 
 
 hlrad v2.5.3 rel Custom Build 1.7 (Dec  9 2002)
 Zoner's Half-Life Compilation Tools -- Custom Build
 Based on code modifications by Sean 'Zoner' Cavanaugh
 Based on Valve's version, modified with permission.
 Submit detailed bug reports to (merlinis@bigpond.net.au)
 -----  BEGIN  hlrad -----
 Command line: hlrad jail 
 >> There was a problem compiling the map.
 >> Check the file jail.log for the cause.
 
 -----   END   hlrad -----
 
 
 
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