Russia has announced a raft of economic sanctions against Turkey over the shooting down of a Russian fighter jet on the Syrian border on Tuesday.
The Kremlin website said the measures would affect imports of some Turkish products, operations of Turkish companies in Russia, and employment of Turkish staff by Russian firms.
A decree signed by President Vladimir Putin also calls for an end to charter flights between the countries.
Earlier, Turkey’s president said he is “saddened” that the plane had been shot down.
Recep Tayyip Erdogan said he wished the incident had not happened and that he hoped it would not happen again.
He was speaking after calling for a face-to-face meeting with Russia’s Vladimir Putin after a furious war of words broke out between the two leaders over the downed jet.
The latest statement from Erdogan could help to cool the situation between him and Putin.
Hardline leader Erdogan had previously warned Russia was “playing with fire” after the country threatened Turkey with economic sanctions.
Erdogan was also furious at reports Turkish businessmen have been detained for “visa irregularities” .
He told supporters: “It is playing with fire to go as far as mistreating our citizens who have gone to Russia.”
Russia has demanded an apology for the shooting down of its bomber over the Turkish border with Syria on Tuesday.
But Erdogan insists Putin should say sorry for flying into his country’s air space.
He accused the Russian of using the clash “as an excuse to make unacceptable accusations against us”.
But he also insisted relations with Russia should not “suffer harm”.
He called for talks with Putin at the Paris climate summit on Monday.
Footage has emerged showing Russia deploying an S-400 ground to air missile defence system to Hmeymim airbase in Syria.
The move is seen as a response to the shooting down of its Sukhoi Su-24 and the apparent killing of co-pilot Lt Col Oleg Peshkov by Turkmen rebels.
Russia has been assisting Basher Assad’s government in its war against rebel forces since September.