diff --git a/src/parser/match-operator.ts b/src/parser/match-operator.ts
index d0794bdd71..37ccde58c2 100644
--- a/src/parser/match-operator.ts
+++ b/src/parser/match-operator.ts
@@ -1,4 +1,4 @@
-import { IDENTIFIER } from '../util/character'
+import { IDENTIFIER, TYPES } from '../util/character'
 import { Trie } from '../util/operator-trie'
 
 export function matchOperator (str: string, begin: number, trie: Trie, end = str.length) {
@@ -10,6 +10,6 @@ export function matchOperator (str: string, begin: number, trie: Trie, end = str
     if (node['end']) info = node
   }
   if (!info) return -1
-  if (info['needBoundary'] && str.charCodeAt(i) & IDENTIFIER) return -1
+  if (info['needBoundary'] && (TYPES[str.charCodeAt(i)] & IDENTIFIER)) return -1
   return i
 }
diff --git a/src/util/operator-trie.ts b/src/util/operator-trie.ts
index b1f083dbf4..94d3acb80d 100644
--- a/src/util/operator-trie.ts
+++ b/src/util/operator-trie.ts
@@ -1,4 +1,5 @@
 import { Operators } from '../render/operator'
+import { IDENTIFIER, TYPES } from '../util/character'
 
 export interface Trie {
   [key: string]: any;
@@ -13,7 +14,7 @@ export function createTrie (operators: Operators): Trie {
       const c = name[i]
       node[c] = node[c] || {}
 
-      if (i === name.length - 1 && c !== '=') {
+      if (i === name.length - 1 && (TYPES[name.charCodeAt(i)] & IDENTIFIER)) {
         node[c].needBoundary = true
       }
 
diff --git a/test/e2e/issues.ts b/test/e2e/issues.ts
index 8ce313b0a0..2e3c6e0d4e 100644
--- a/test/e2e/issues.ts
+++ b/test/e2e/issues.ts
@@ -95,11 +95,17 @@ describe('Issues', function () {
     )
     expect(html).to.equal('falsefalse')
   })
-  it('#321 comparison for empty/nil', async () => {
+  it('#320 newline_to_br filter should output <br /> instead of <br/>', async () => {
     const engine = new Liquid()
     const html = await engine.parseAndRender(
       `{{ 'a \n b \n c' | newline_to_br | split: '<br />' }}`
     )
     expect(html).to.equal('a ,\n b ,\n c')
   })
+  it('#342 New lines in logical operator', async () => {
+    const engine = new Liquid()
+    const tpl = `{%\r\nif\r\ntrue\r\nor\r\nfalse\r\n%}\r\ntrue\r\n{%\r\nendif\r\n%}`
+    const html = await engine.parseAndRender(tpl)
+    expect(html).to.equal('\r\ntrue\r\n')
+  })
 })