Min-width и max-width не работают с flex, а также комбинируются с направлением flex

.content {
  display: flex;
  flex-direction: row;
  border: 1px solid red;
  }
.th {
   display: flex;
   align-items: flex-start;
   flex-direction: column;
   margin: 0 30px 0 0;
   min-width: 30%;
   max-width: 60%;
   border: 1px solid blue;
  }

.cimage img{
   padding:10px;
   max-height: 200px;
   max-width: 200px;
}

.thumbs { 
 display: flex;
 justify-content: flex-start;
}

.thumb { 
  margin: 5px 5px 0 0;
}

<div class = "content">
  <div class = "th" >
    <div class = "items" >
      <div class = "item">
        <div class = "cimage"><img src = "https://via.placeholder.com/200"/></div>
      </div>
    </div>
    <div class = "thumbs">
      <div class = "thumb"><img src = "https://via.placeholder.com/50"/></div>
      <div class = "thumb"><img src = "https://via.placeholder.com/50"/></div>
      <div class = "thumb"><img src = "https://via.placeholder.com/50"/></div>
      <div class = "thumb"><img src = "https://via.placeholder.com/50"/></div>
      <div class = "thumb"><img src = "https://via.placeholder.com/50"/></div>
      <div class = "thumb"><img src = "https://via.placeholder.com/50"/></div>
   </div>   
  </div>
  <div class = "text">
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</div>