Hello Bastien,

> Thanks for the patch.  I tried it and these two tests fail:
> 
>    FAILED  test-org-datetree/find-date-create
>    FAILED  test-org-datetree/find-iso-week-create
> 
> Perhaps you can check the value of `org-blank-before-new-entry' and
> insert a blank line only if needed?

I've looked at the tests and concluded that your proposed approach is better
and updated the patch accordingly.

Vasilij
From 47085037a1882a2a723076a47972feb35cc42a7b Mon Sep 17 00:00:00 2001
From: Vasilij Schneidermann <m...@vasilij.de>
Date: Tue, 8 Sep 2020 22:15:25 +0200
Subject: [PATCH] Ensure blank line if needed for datetrees

---
 lisp/org-datetree.el              |  2 ++
 testing/lisp/test-org-datetree.el | 56 +++++++++++++++----------------
 2 files changed, 30 insertions(+), 28 deletions(-)

diff --git a/lisp/org-datetree.el b/lisp/org-datetree.el
index ce91591f1..d4ccc84bb 100644
--- a/lisp/org-datetree.el
+++ b/lisp/org-datetree.el
@@ -185,6 +185,8 @@ inserted into the buffer."
 
 (defun org-datetree-insert-line (year &optional month day text)
   (delete-region (save-excursion (skip-chars-backward " \t\n") (point)) 
(point))
+  (when (assq 'heading org-blank-before-new-entry)
+    (insert "\n"))
   (insert "\n" (make-string org-datetree-base-level ?*) " \n")
   (backward-char)
   (when month (org-do-demote))
diff --git a/testing/lisp/test-org-datetree.el 
b/testing/lisp/test-org-datetree.el
index 5557d5e23..daebcaace 100644
--- a/testing/lisp/test-org-datetree.el
+++ b/testing/lisp/test-org-datetree.el
@@ -26,7 +26,7 @@
   ;; When date is missing, create it.
   (should
    (string-match
-    "\\`\\* 2012\n\\*\\* 2012-03 .*\n\\*\\*\\* 2012-03-29 .*\\'"
+    "\\`\\* 2012\n\n\\*\\* 2012-03 .*\n\n\\*\\*\\* 2012-03-29 .*\\'"
     (org-test-with-temp-text ""
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-date-create '(3 29 2012)))
@@ -34,7 +34,7 @@
   ;; Do not create new year node when one exists.
   (should
    (string-match
-    "\\`\\* 2012\n\\*\\* 2012-03 .*\n\\*\\*\\* 2012-03-29 .*\\'"
+    "\\`\\* 2012\n\n\\*\\* 2012-03 .*\n\n\\*\\*\\* 2012-03-29 .*\\'"
     (org-test-with-temp-text "* 2012\n"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-date-create '(3 29 2012)))
@@ -42,24 +42,24 @@
   ;; Do not create new month node when one exists.
   (should
    (string-match
-    "\\`\\* 2012\n\\*\\* 2012-03 .*\n\\*\\*\\* 2012-03-29 .*\\'"
-    (org-test-with-temp-text "* 2012\n** 2012-03 month"
+    "\\`\\* 2012\n\n\\*\\* 2012-03 .*\n\n\\*\\*\\* 2012-03-29 .*\\'"
+    (org-test-with-temp-text "* 2012\n\n** 2012-03 month"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-date-create '(3 29 2012)))
       (org-trim (buffer-string)))))
   ;; Do not create new day node when one exists.
   (should
    (string-match
-    "\\`\\* 2012\n\\*\\* 2012-03 .*\n\\*\\*\\* 2012-03-29 .*\\'"
-    (org-test-with-temp-text "* 2012\n** 2012-03 month\n*** 2012-03-29 day"
+    "\\`\\* 2012\n\n\\*\\* 2012-03 .*\n\n\\*\\*\\* 2012-03-29 .*\\'"
+    (org-test-with-temp-text "* 2012\n\n** 2012-03 month\n\n*** 2012-03-29 day"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-date-create '(3 29 2012)))
       (org-trim (buffer-string)))))
   ;; Sort new entry in right place.
   (should
    (string-match
-    "\\`\\* 2012\n\\*\\* 2012-02 .*\n\\*\\*\\* 2012-02-01 .*\n\n\\*\\* 2012-03 
.*\n\\*\\*\\* 2012-03-29 .*\\'"
-    (org-test-with-temp-text "* 2012\n** 2012-03 month\n*** 2012-03-29 day"
+    "\\`\\* 2012\n\n\\*\\* 2012-02 .*\n\n\\*\\*\\* 2012-02-01 .*\n\n\\*\\* 
2012-03 .*\n\n\\*\\*\\* 2012-03-29 .*\\'"
+    (org-test-with-temp-text "* 2012\n\n** 2012-03 month\n\n*** 2012-03-29 day"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-date-create '(3 29 2012))
        (org-datetree-find-date-create '(2 1 2012)))
@@ -68,14 +68,14 @@
   ;; in entry.  When set to `inactive', insert an inactive one.
   (should
    (string-match
-    "\\`\\* 2012\n\\*\\* 2012-03 .*\n\\*\\*\\* \\(2012-03-29\\) .*\n[ 
\t]*<\\1.*?>\\'"
+    "\\`\\* 2012\n\n\\*\\* 2012-03 .*\n\n\\*\\*\\* \\(2012-03-29\\) .*\n[ 
\t]*<\\1.*?>\\'"
     (org-test-with-temp-text "* 2012\n"
       (let ((org-datetree-add-timestamp t))
        (org-datetree-find-date-create '(3 29 2012)))
       (org-trim (buffer-string)))))
   (should
    (string-match
-    "\\`\\* 2012\n\\*\\* 2012-03 .*\n\\*\\*\\* \\(2012-03-29\\) .*\n[ 
\t]*\\[\\1.*?\\]\\'"
+    "\\`\\* 2012\n\n\\*\\* 2012-03 .*\n\n\\*\\*\\* \\(2012-03-29\\) .*\n[ 
\t]*\\[\\1.*?\\]\\'"
     (org-test-with-temp-text "* 2012\n"
       (let ((org-datetree-add-timestamp 'inactive))
        (org-datetree-find-date-create '(3 29 2012)))
@@ -91,9 +91,9 @@
       (org-trim (buffer-string)))))
   (should
    (string-match
-    "\\*\\* H1.1\n:PROPERTIES:\n:DATE_TREE: t\n:END:\n\\*\\*\\* 2012"
+    "\\*\\* H1.1\n:PROPERTIES:\n:DATE_TREE: t\n:END:\n\n\\*\\*\\* 2012"
     (org-test-with-temp-text
-       "* H1\n** H1.1\n:PROPERTIES:\n:DATE_TREE: t\n:END:\n* H2"
+       "* H1\n\n** H1.1\n:PROPERTIES:\n:DATE_TREE: t\n:END:\n\n* H2"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-date-create '(3 29 2012)))
       (org-trim (buffer-string)))))
@@ -101,14 +101,14 @@
   (should
    (string-match
     "\\*\\*\\* 2012-03-29"
-    (org-test-with-temp-text "* 2012\n** 2012-03 month\n*** 2012-03-29 day"
+    (org-test-with-temp-text "* 2012\n\n** 2012-03 month\n\n*** 2012-03-29 day"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-date-create '(3 29 2012)))
       (buffer-substring (point) (line-end-position)))))
   (should
    (string-match
     "\\*\\*\\* 2012-03-29"
-    (org-test-with-temp-text "* 2012\n** 2012-03 month\n*** 2012-03-29 day"
+    (org-test-with-temp-text "* 2012\n\n** 2012-03 month\n\n*** 2012-03-29 day"
       (let ((org-datetree-add-timestamp t))
        (org-datetree-find-date-create '(3 29 2012)))
       (buffer-substring (point) (line-end-position))))))
@@ -118,7 +118,7 @@
   ;; When date is missing, create it with the entry under month.
   (should
    (string-match
-    "\\`\\* 2012\n\\*\\* 2012-03 .*\\'"
+    "\\`\\* 2012\n\n\\*\\* 2012-03 .*\\'"
     (org-test-with-temp-text ""
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-month-create '(3 29 2012)))
@@ -129,7 +129,7 @@
   ;; When date is missing, create it.
   (should
    (string-match
-    "\\`\\* 2015\n\\*\\* 2015-W01\n\\*\\*\\* 2014-12-31 .*\\'"
+    "\\`\\* 2015\n\n\\*\\* 2015-W01\n\n\\*\\*\\* 2014-12-31 .*\\'"
     (org-test-with-temp-text ""
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-iso-week-create '(12 31 2014)))
@@ -137,7 +137,7 @@
   ;; Do not create new year node when one exists.
   (should
    (string-match
-    "\\`\\* 2015\n\\*\\* 2015-W01\n\\*\\*\\* 2014-12-31 .*\\'"
+    "\\`\\* 2015\n\n\\*\\* 2015-W01\n\n\\*\\*\\* 2014-12-31 .*\\'"
     (org-test-with-temp-text "* 2015\n"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-iso-week-create '(12 31 2014)))
@@ -145,23 +145,23 @@
   ;; Do not create new month node when one exists.
   (should
    (string-match
-    "\\`\\* 2015\n\\*\\* 2015-W01\n\\*\\*\\* 2014-12-31 .*\\'"
-    (org-test-with-temp-text "* 2015\n** 2015-W01"
+    "\\`\\* 2015\n\n\\*\\* 2015-W01\n\n\\*\\*\\* 2014-12-31 .*\\'"
+    (org-test-with-temp-text "* 2015\n\n** 2015-W01"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-iso-week-create '(12 31 2014)))
       (org-trim (buffer-string)))))
   ;; Do not create new day node when one exists.
   (should
    (string-match
-    "\\`\\* 2015\n\\*\\* 2015-W01\n\\*\\*\\* 2014-12-31 .*\\'"
-    (org-test-with-temp-text "* 2015\n** 2015-W01\n*** 2014-12-31 day"
+    "\\`\\* 2015\n\n\\*\\* 2015-W01\n\n\\*\\*\\* 2014-12-31 .*\\'"
+    (org-test-with-temp-text "* 2015\n\n** 2015-W01\n\n*** 2014-12-31 day"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-iso-week-create '(12 31 2014)))
       (org-trim (buffer-string)))))
   ;; Sort new entry in right place.
   (should
    (string-match
-    "\\`\\* 2015\n\\*\\* 2015-W01\n\\*\\*\\* 2014-12-31 .*\n\n\\*\\* 
2015-W36\n\\*\\*\\* 2015-09-01 .*\\'"
+    "\\`\\* 2015\n\n\\*\\* 2015-W01\n\n\\*\\*\\* 2014-12-31 .*\n\n\\*\\* 
2015-W36\n\n\\*\\*\\* 2015-09-01 .*\\'"
     (org-test-with-temp-text "* 2015"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-iso-week-create '(9 1 2015))
@@ -171,14 +171,14 @@
   ;; in entry.  When set to `inactive', insert an inactive one.
   (should
    (string-match
-    "\\`\\* 2015\n\\*\\* 2015-W01\n\\*\\*\\* \\(2014-12-31\\) .*\n[ 
\t]*<\\1.*?>\\'"
+    "\\`\\* 2015\n\n\\*\\* 2015-W01\n\n\\*\\*\\* \\(2014-12-31\\) .*\n[ 
\t]*<\\1.*?>\\'"
     (org-test-with-temp-text "* 2015\n"
       (let ((org-datetree-add-timestamp t))
        (org-datetree-find-iso-week-create '(12 31 2014)))
       (org-trim (buffer-string)))))
   (should
    (string-match
-    "\\`\\* 2015\n\\*\\* 2015-W01\n\\*\\*\\* \\(2014-12-31\\) .*\n[ 
\t]*\\[\\1.*?\\]\\'"
+    "\\`\\* 2015\n\n\\*\\* 2015-W01\n\n\\*\\*\\* \\(2014-12-31\\) .*\n[ 
\t]*\\[\\1.*?\\]\\'"
     (org-test-with-temp-text "* 2015\n"
       (let ((org-datetree-add-timestamp 'inactive))
        (org-datetree-find-iso-week-create '(12 31 2014)))
@@ -194,9 +194,9 @@
       (org-trim (buffer-string)))))
   (should
    (string-match
-    "\\*\\* H1.1\n:PROPERTIES:\n:WEEK_TREE: t\n:END:\n\\*\\*\\* 2015"
+    "\\*\\* H1.1\n:PROPERTIES:\n:WEEK_TREE: t\n:END:\n\n\\*\\*\\* 2015"
     (org-test-with-temp-text
-       "* H1\n** H1.1\n:PROPERTIES:\n:WEEK_TREE: t\n:END:\n* H2"
+       "* H1\n** H1.1\n:PROPERTIES:\n:WEEK_TREE: t\n:END:\n\n* H2"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-iso-week-create '(12 31 2014)))
       (org-trim (buffer-string)))))
@@ -204,14 +204,14 @@
   (should
    (string-match
     "\\*\\*\\* 2014-12-31"
-    (org-test-with-temp-text "* 2015\n** 2015-W01\n*** 2014-12-31 day"
+    (org-test-with-temp-text "* 2015\n\n** 2015-W01\n\n*** 2014-12-31 day"
       (let ((org-datetree-add-timestamp nil))
        (org-datetree-find-iso-week-create '(12 31 2014)))
       (buffer-substring (point) (line-end-position)))))
   (should
    (string-match
     "\\*\\*\\* 2014-12-31"
-    (org-test-with-temp-text "* 2015\n** 2015-W01\n*** 2014-12-31 day"
+    (org-test-with-temp-text "* 2015\n\n** 2015-W01\n\n*** 2014-12-31 day"
       (let ((org-datetree-add-timestamp t))
        (org-datetree-find-iso-week-create '(12 31 2014)))
       (buffer-substring (point) (line-end-position))))))
-- 
2.28.0

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