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@ 2019-09-30T08:05:22Z

<?php

$arr = array (
    0 => 
    array (
        0 => 
        array (
            'personNum' => 2,
            'type' => 'comment',
            'datetime' => '2019-05-15 11:29:45'
        ),
        1 => 
        array (
            'personNum' => 3,
            'type' => 'status',
            'datetime' => '2019-05-26 15:59:53'
        )
    ),
        1 => 
        array (
            0 => 
            array (
                'personNum' => 3,
                'type' => 'status',
                'datetime' => '2019-05-26 15:59:53'
            ),
            1 => 
            array (
                'personNum' => 4,
                'type' => 'status',
                'datetime' => '2019-05-26 16:04:24'
            ),
        
    )
);
array_walk($arr, function (&$v) { array_multisort(array_column($v, 'datetime'), SORT_DESC, $v); });
usort($arr, function ($a, $b) {
    return strcmp(max(array_column($b, 'datetime')), max(array_column($a, 'datetime')));
});
print_r($arr);

Output for 7.1.0 - 7.1.33, 7.2.0 - 7.2.33, 7.3.0 - 7.3.33, 7.4.0 - 7.4.33, 8.0.0 - 8.0.30, 8.1.0 - 8.1.33, 8.2.0 - 8.2.29, 8.3.0 - 8.3.27, 8.4.1 - 8.4.14: Array ( [0] => Array ( [0] => Array ( [personNum] => 4 [type] => status [datetime] => 2019-05-26 16:04:24 ) [1] => Array ( [personNum] => 3 [type] => status [datetime] => 2019-05-26 15:59:53 ) ) [1] => Array ( [0] => Array ( [personNum] => 3 [type] => status [datetime] => 2019-05-26 15:59:53 ) [1] => Array ( [personNum] => 2 [type] => comment [datetime] => 2019-05-15 11:29:45 ) ) )

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