If you want a non-regex Python solution, you can do:
s = """\ 13 13 13 13 13 9:07.18 9:12.09 9:15.65 14 14 14 2:04.86 2:05.99 2:06.87 14 4:21.51 4:23.51 4:25.00 14 8:56.28 9:01.09 9:04.58 15 15 57.18 57.61 57.95 15 2:02.61 2:03.72 2:04.58 15 4:17.31 4:19.28 4:20.75 15 8:47.15 8:51.87 8:55.30 16 16 56.34 56.76 57.09 16 2:00.69 2:01.78 2:02.63 16 4:13.75 4:15.69 4:17.14 16 8:39.71 8:44.37 8:47.75 17 25.69 25.85 25.99 17 55.62 56.03 56.36 17 1:59.07 2:00.15 2:00.99 17 4:10.76 4:12.69 4:14.11 17 8:33.73 8:38.34 8:41.68 18 25.43 25.59 25.73 18 55.01 55.42 55.74 18 1:57.74 1:58.81 1:59.63 18 4:08.34 4:10.24 4:11.66 18 8:33.73 8:37.04 19 25.20 25.36 25.49 19 54.50 54.91 55.23 19 1:57.74 1:58.56 19 4:08.34 4:09.74 19 8:33.73""" res="" for line in s.splitlines(): buf=line.split() for i, e in enumerate(buf[1:], 1): buf[i-1]+=", " if e.isdigit() else " " res+=''.join(buf)+"\n" >>> res 13, 13, 13, 13, 13 9:07.18 9:12.09 9:15.65 14, 14, 14 2:04.86 2:05.99 2:06.87, 14 4:21.51 4:23.51 4:25.00, 14 8:56.28 9:01.09 9:04.58 15, 15 57.18 57.61 57.95, 15 2:02.61 2:03.72 2:04.58, 15 4:17.31 4:19.28 4:20.75, 15 8:47.15 8:51.87 8:55.30 16, 16 56.34 56.76 57.09, 16 2:00.69 2:01.78 2:02.63, 16 4:13.75 4:15.69 4:17.14, 16 8:39.71 8:44.37 8:47.75 17 25.69 25.85 25.99, 17 55.62 56.03 56.36, 17 1:59.07 2:00.15 2:00.99, 17 4:10.76 4:12.69 4:14.11, 17 8:33.73 8:38.34 8:41.68 18 25.43 25.59 25.73, 18 55.01 55.42 55.74, 18 1:57.74 1:58.81 1:59.63, 18 4:08.34 4:10.24 4:11.66, 18 8:33.73 8:37.04 19 25.20 25.36 25.49, 19 54.50 54.91 55.23, 19 1:57.74 1:58.56, 19 4:08.34 4:09.74, 19 8:33.73
In awk you can do:
awk '{n=split($0,a) for (i=2;i<=n;i++) printf "%s%s", a[i-1], a[i]~/^[[:digit:]]+$/ ? ", " : " " print a[n] }' file 13, 13, 13, 13, 13 9:07.18 9:12.09 9:15.65 14, 14, 14 2:04.86 2:05.99 2:06.87, 14 4:21.51 4:23.51 4:25.00, 14 8:56.28 9:01.09 9:04.58 15, 15 57.18 57.61 57.95, 15 2:02.61 2:03.72 2:04.58, 15 4:17.31 4:19.28 4:20.75, 15 8:47.15 8:51.87 8:55.30 16, 16 56.34 56.76 57.09, 16 2:00.69 2:01.78 2:02.63, 16 4:13.75 4:15.69 4:17.14, 16 8:39.71 8:44.37 8:47.75 17 25.69 25.85 25.99, 17 55.62 56.03 56.36, 17 1:59.07 2:00.15 2:00.99, 17 4:10.76 4:12.69 4:14.11, 17 8:33.73 8:38.34 8:41.68 18 25.43 25.59 25.73, 18 55.01 55.42 55.74, 18 1:57.74 1:58.81 1:59.63, 18 4:08.34 4:10.24 4:11.66, 18 8:33.73 8:37.04 19 25.20 25.36 25.49, 19 54.50 54.91 55.23, 19 1:57.74 1:58.56, 19 4:08.34 4:09.74, 19 8:33.73