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Kent failed to build on their early dominance against Derbyshire on Sunday after suffering a batting collapse in the final session.
From a position of strength at 237-4 shortly after tea, Kent lost their way as they were quickly skittled out - although a late Derbyshire wicket left the hosts with plenty to think about ahead of day two.
Derbyshire won the toss but rued their decision to bowl first after some wayward deliveries in the morning session saw Kent get off to a flyer.
Zak Crawley posted a half-century for the sixth time in the County Championship this season but three figures again eluded him.
Two catches also went down with Crawley the batsman on both occasions and the only success for Derbyshire in the morning was the wicket of Jordan Cox who played on as he tried to leave a ball from Ben Aitchison.
Aitchison (4-83) and the other seamers offered up too many loose deliveries with the recalled Daniel Bell-Drummond driving and clipping him for three consecutive fours in the 19th over.
Crawley was missed on 41 by wicketkeeper Brooke Guest who failed to cling on to an edge off Anuj Dal as he dived to his right and he was dropped against six runs later when he drove Matt Critchley to short cover.
Bell-Drummond reached his fifty from 60 balls in the last over before lunch and Crawley completed his in the first over of the afternoon session when he swept Critchley for his seventh four.
But Crawley added only two more runs before he aimed a cut at Dustin Melton and was caught behind.
Bell-Drummond (69) also failed to go on when he prodded Dal to slip but Jack Leaning emerged from a scratchy start to play with increasing assurance.
He took three successive fours off Melton and his partnership with Sam Billings added 95 in 27 overs.
The collapse started when Dal clung onto a fierce return catch to remove Billings for 36 and then Guest pulled off a smart stumping when Ollie Robinson (1) pushed forward to Critchley.
Sam Conners struck immediately with the second new ball when Grant Stewart (16) gloved a lifter and Harry Podmore edged Aitchison to second slip.
The last three wickets fell in six balls and Leaning was left stranded on 82 not out.
With two overs left in the day, Stewart bowled Harry Came in a dramatic end to the day as Kent reduced the visitors to 1-1 before the close.