Scotland's chances of qualifying for World Cup 2014 hang by a thread after just two matches following a second home draw in four days.
Macedonia's early goal by Nikolce Noveski should have been chalked off for offside, but they were good value for the lead.
Kenny Miller levelled before the break having been set up by Jamie Mackie.
Both sides had chances to win, with Macedonia hitting the post and forcing Allan McGregor into several good saves.
Arguments may be made about there still being plenty of points to play for.
But, on the evidence of the games so far, Scotland will not be going to Brazil in two years' time.
The home side did fashion the first chance of the match, but Gary Caldwell's left-foot drive was never in danger of threatening Martin Bogatinov's goal.
Conversely, Ivan Trichkovski's drilled shot from 10 yards just a few moments later had McGregor scrambling to turn it wide.
Macedonia took confidence from that and, when Trichkovski fired the ball across goal and Noveski, who was a yard offside, directed it past McGregor from six yards to give Macedonia an 11th-minute lead.
Scotland were rattled and, unlike their more technically adept opponents, were unable to string more than a couple of passes together.
Agim Ibraimi came within inches of inflicting further grief on the home side, as his shot on the turn flew close.
McGregor again bailed his side out as they were caught on the counter-attack and, although there was a whiff of offside, Ibraimi was allowed to shoot, only for McGregor to block superbly.
Shaun Maloney and Mackie tried their best to drag the Scots up by their bootlaces, with both players busy and energetic.
A Maloney corner was headed just wide by Andy Webster on the half-hour mark before Bogatinov was forced to punch away a powerful free kick by the Wigan player.
As half-time approached, Scotland at last began to build some momentum, with James Forrest also springing to life.
It was James Morrison who managed to squeeze a ball past Vanche Shikov through to Mackie, who showed supreme selflessness to square for Miller to tap into the empty net.
The Scots began to display a vigour that had been absent previously and Paul Dixon tested Bogatinov with a low drive from long range at the start of the second half.
Scotland were certainly more of an attacking threat by this stage, but Macedonia still looked the likelier side to score and Ferhan Hasani hammered a shot off McGregor's left-hand post from just outside the box.
Charlie Adam replaced Miller and then the Hampden crowd got the substitution for which they had been clamouring as Jordan Rhodes came on for Morrison and the pair almost combined to immediate effect.
However, the striker's flashing header at the near post from Adam's cross found only the side-netting.
McGregor continued to show his worth as he rushed out to deny Mirko Ivanovski, who had been played in by a deft pass from the left boot of the majestic Goran Pandev.
By the closing 15 minutes, Macedonia were content to take a point and Bogatinov was largely untroubled as they managed that relatively comfortably, much to the chagrin of the home support.
Live Text Commentary
Full Time The referee blows for the end of the match.90:00 +2:51
The offside flag is raised against Mirko Ivanovski. Free kick taken by Allan McGregor.90:00 +1:33
Corner taken by Charlie Adam from the right by-line, save by Martin Bogatinov.88:28 Substitution
Substitution (FYR Macedonia) makes a substitution, with Darko Tasevski coming on for Agim Ibraimi.87:49
Goran Pandev takes a shot. Save by Allan McGregor.86:42
Unfair challenge on Daniel Georgievski by Paul Dixon results in a free kick. Martin Bogatinov takes the free kick.84:49
Alan Hutton produces a cross.83:18
Free kick awarded for an unfair challenge on Agim Ibraimi by Charlie Adam. Agim Ibraimi restarts play with the free kick.81:45
Corner taken by Shaun Maloney.80:55
Unfair challenge on Martin Bogatinov by Jordan Rhodes results in a free kick. Free kick taken by Martin Bogatinov.80:23
Inswinging corner taken by Charlie Adam, save by Martin Bogatinov.79:40
Alan Hutton fouled by Ferhan Hasani, the ref awards a free kick. Direct free kick taken by Alan Hutton.77:19
Direct free kick taken by Charlie Adam.77:19 Booking
Booking Velice Sumulikoski shown a yellow card.77:16
Velice Sumulikoski concedes a free kick for a foul on James Forrest.76:32 Substitution
Substitution Steven Naismith joins the action as a substitute, replacing Jamie Mackie.76:14
Centre by James Forrest.75:19
Inswinging corner taken right-footed by Ferhan Hasani from the left by-line, Goran Popov takes a shot. Comfortable save by Allan McGregor.72:27
Vance Sikov challenges Jordan Rhodes unfairly and gives away a free kick. Direct free kick taken by Gary Caldwell.71:39
Mirko Ivanovski takes a shot. Save made by Allan McGregor. Inswinging corner taken left-footed by Agim Ibraimi from the right by-line.
The offside flag is raised against Mirko Ivanovski. Andy Webster takes the free kick.69:24 Substitution
Substitution Nikola Gligorov goes off and Velice Sumulikoski comes on.67:32
Charlie Adam crosses the ball, Header from close range by Jordan Rhodes misses to the right of the goal.67:17
Goran Popov gives away a free kick for an unfair challenge on Charlie Adam. Gary Caldwell restarts play with the free kick.65:59
The ball is crossed by Paul Dixon.65:17 Substitution
Substitution James Morrison goes off and Jordan Rhodes comes on.62:13
A cross is delivered by Mirko Ivanovski, clearance by Christophe Berra.59:15
Unfair challenge on Goran Pandev by Charlie Adam results in a free kick. Agim Ibraimi takes the free kick.59:15 Booking
Booking Charlie Adam receives a yellow card for unsporting behaviour.58:44
Effort on goal by Goran Pandev from just outside the area goes harmlessly over the target.57:26
Direct free kick taken by Allan McGregor.57:26 Substitution
Substitution Kenny Miller goes off and Charlie Adam comes on.57:26
The offside flag is raised against Ferhan Hasani.57:07
Ferhan Hasani takes a shot.56:20
Corner taken by Agim Ibraimi, Paul Dixon manages to make a clearance.53:29
Paul Dixon gives away a free kick for an unfair challenge on Agim Ibraimi. Agim Ibraimi restarts play with the free kick.52:28
Inswinging corner taken from the left by-line by Shaun Maloney, Nikolce Noveski manages to make a clearance.51:31
The free kick is swung in right-footed by Shaun Maloney, Nikolce Noveski makes a clearance.51:31 Booking
Booking Booking for Goran Pandev for dissent.51:17 Booking
Booking Booking for Nikola Gligorov.51:02
Nikola Gligorov is penalised for a handball.49:07
A cross is delivered by Jamie Mackie, clearance by Ferhan Hasani.48:19
Agim Ibraimi takes a shot. Save made by Allan McGregor.47:25
Paul Dixon takes a shot. Martin Bogatinov makes a comfortable save.45:59
James Forrest sends in a cross, Martin Bogatinov manages to make a clearance.45:01
The second half begins.45:00 +2:58 Half time
Half Time The referee blows for half time.45:00 +2:46
Goran Pandev sends in a cross, clearance by Andy Webster.45:00 +1:56
The ball is swung over by Jamie Mackie, save by Martin Bogatinov.45:00 +0:24
The ball is sent over by Alan Hutton, Goran Popov makes a clearance.44:11
Kenny Miller crosses the ball.42:40
Assist on the goal came from Jamie Mackie.42:40 Goal scored
Goal! - Kenny Miller - Scotland 1 - 1 Macedonia Goal scored by Kenny Miller from close range to the bottom left corner of the goal. Scotland 1-1 FYR Macedonia.41:49
A cross is delivered by James Morrison.40:02
Free kick crossed left-footed by Paul Dixon from right wing.40:02 Booking
Booking The referee shows Ferhan Hasani a yellow card.39:50
Ferhan Hasani gives away a free kick for an unfair challenge on Alan Hutton.38:31
Goran Pandev fouled by Gary Caldwell, the ref awards a free kick. Free kick taken by Vance Sikov.34:46
Christophe Berra takes the free kick.34:46 Substitution
Substitution Ivan Trickovski goes off and Ferhan Hasani comes on.34:46
The assistant referee signals for offside against Mirko Ivanovski.33:23
The official flags Kenny Miller offside. Martin Bogatinov restarts play with the free kick.31:58
Muhamed Demiri concedes a free kick for a foul on Shaun Maloney. The free kick is swung in right-footed by Shaun Maloney, Martin Bogatinov makes a save.31:32
Nikolce Noveski gives away a free kick for an unfair challenge on Kenny Miller. Gary Caldwell restarts play with the free kick.30:28
Corner taken right-footed by Shaun Maloney from the left by-line, Headed effort from inside the area by Andy Webster misses to the right of the target.29:42
Agim Ibraimi takes a shot. Save by Allan McGregor.28:47
Mirko Ivanovski gives away a free kick for an unfair challenge on Alan Hutton. Alan Hutton takes the direct free kick.21:46 Booking
Booking The referee cautions Agim Ibraimi for unsporting behaviour.20:14
Inswinging corner taken left-footed by Muhamed Demiri played to the near post.19:15
Paul Dixon gives away a free kick for an unfair challenge on Agim Ibraimi. Free kick crossed left-footed by Agim Ibraimi from right wing, Paul Dixon makes a clearance.18:47
Kenny Miller gives away a free kick for an unfair challenge on Vance Sikov. Free kick taken by Vance Sikov.18:15
Effort from the edge of the area by Agim Ibraimi goes wide of the left-hand post.16:24
Effort from outside the penalty area by Agim Ibraimi goes wide left of the target.13:36
Foul by Jamie Mackie on Daniel Georgievski, free kick awarded. Direct free kick taken by Daniel Georgievski.12:06
Vance Sikov concedes a free kick for a foul on Kenny Miller. Shaun Maloney restarts play with the free kick.10:08
Assist on the goal came from Ivan Trickovski.10:08 Goal scored
Goal! - Nikolce Noveski - Scotland 0 - 1 Macedonia A goal is scored by Nikolce Noveski from inside the six-yard box to the bottom left corner of the goal. Scotland 0-1 FYR Macedonia.9:42
Corner crossed in by Ivan Trickovski,6:19
Corner taken by Ivan Trickovski.6:05
Ivan Trickovski takes a shot. Alan Hutton gets a block in.4:48
Shot by Gary Caldwell from just outside the area goes over the net.3:58
Unfair challenge on Kenny Miller by Vance Sikov results in a free kick. Gary Caldwell takes the direct free kick.3:11
The offside flag is raised against Mirko Ivanovski. Free kick taken by Allan McGregor.2:24
Gary Caldwell gives away a free kick for an unfair challenge on Goran Pandev. Direct free kick taken by Daniel Georgievski.0:38
Unfair challenge on Andy Webster by Mirko Ivanovski results in a free kick. Direct free kick taken by Allan McGregor.0:00
The referee gets the game started.
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Comment number 198.Labis
13th September 2012 - 20:19
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13th September 2012 - 17:21
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12th September 2012 - 17:21
Comment number 194.Disaster for Scotland
12th September 2012 - 17:12