There have been many friendlies played by Scottish club sides across the years, and those in the 19th Century would surely have been the equivalent of tests matches, the best challenges of Scottish v English teams, with in later decades Scottish v all sorts of nation's teams. By the late 20th Century a friendly even with a mini tourmey could not always be seen as a genuine competitive fixture, but some then, could be seen as fun cllalanges, but some in earlier 20th century as I say were like test matches. Well Motherwell claim the greatest friendly tour in Scottish football history. The tour of South America where they lost to a number of sides, but also beat some, including a weakened Argentinian select, and a weakened Argentina, Uruguay, a number of league selects, and Penarol. This in the 1920s, and just after a tour of Spain saw a draw with Barcelona, and a win over Real Madrid, in a match over a unofficial copa del rey. With all those triumphs you could say they should at least be above all the teams who won 1 Scottish Cup that decade. Though Aberdeen also beat South Africa that decade in a tour of there.

The other most notable results would be Celtic twice and Rangers once winning unofficial British champions friendlies with English champions in the late 1980s, in Dubai, though you can not take pre season friendlies seriously and even the name did not claim that honour. Indeed for a few years in the 1990s such pre season games occurred not even with a unofficial cup. The most proper version of that in the late 20th Century were European Cup matches, such as when Celtic beat Leeds, in the European Cup Semi Final, 2 1 home and 1 0 away, Scottish v English champs, and then in 1992 Rangers beat Leeds 2 1 twice, to win the battles of Britain. There have been many times Scottish and English teams played each other in other Euro Tourneys, but rarely when both were champions  of their league, the previous season. This was before the champions league, started having more than  just the winners of each league, and the previous season's competition winner, in the trophy, not that any of those makes the tourney superior to the other competition, but after that, it was not regarded so much as the battle of Britain, when the 2 best would play each other, specially as now it was often not a knock out match, but more likely a group stage match, that was not at all all or nothing in terms of reaching the next round, specially as the EPL got so much richer, from TV money, but there was still fun competition, when the teams from each nation met. Such as Liverpool v Celtic at the turn of the century and such. By then though it became common for teams from the same country, when from the big 5 leagues to play each other, so English v English, or Spanish v Spanish, never mind Scottish v English. 

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So most notable results in late 20th Century were Celtic beat China six one in 1979, Then also in seventy six, New Zealand lost 3 0 to Hearts, at home, and in 1979 Dundee beat New Zealand 8 1 at home.

Also Hearts drew with South Africa, 3 all in the late fifties, then in the last year as well of that decade, beat Australia, in that land, 7 1, then 7 1, then 8 2, 9 1, and six nil. and 9 0, and New South Wales six one, and also beat Victoria five nil, and Tasmania ten nil, and Western Aus, ten 1, maybe club friendlies no matter but they beat Torpedo Moscow six 1 in 3 years later,

Some say those Aussie matches were just B teams or selects but they could be said to be a team in a way.

Then in the 1970s, Dundee beat Australia B team 2 1,

Rangers beat the Auatralia B team 2 1 in the seventy five, and 4 2 and 2 1 in 84 , and 2 1

Hearts beat Barbados 3 1 in the mid 80s, and drew with a Canada select in 1919 Plus they won and lost to South Africa in fifty four,

Also in 1979 Dundee e United beat a Japanese League select 2 0, and Burma 4 0, and Hibs beat Gibraltar 3 1 in 2013, and Rangers beat NZ five without return in the eighties.

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It can also be said there were a lot of Scottish clubs touring Europe in the 1900s and 1910s winning by big totals against club sides that have big names now, From Norway to Denmark, to Poland, to Germany to southern Europe, but that is as they had not got started as clubs as early as Britain. But also beat a Sweden and a Denmark select in the 1910s, Plus Rangers beat a Germany select four times out of five in 1933. Plus St Mirren beat a North Spain select  in the 1920s, Plus Third Lanark beat Porto select and Lisbon select in the 1910s, and a Argentina select in the 1920s, and a South Argentina select. Plus a Uruguay select.

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Orkney once played Hearts and lost, so a pan Scottish match in the 1970s,