The present work is geared towards having an overview of the blue shift or red shift of C-H stretching vibration with various hybridized carbon atoms (Csp, Csp2, Csp3). The features of the non-conventional hydrogen bond, including changes in length and stretching frequency of the C-H bond upon complexation, were thoroughly reviewed based on C-H proton donors with different polarity and various proton acceptors such as O, S, Se, Te, N atoms or π electrons. The results show that the O atom, as compared to the S, Se, and Te ones acting as proton acceptors, plays a peculiar role in the C-H blue shift of stretching frequencies involving hydrogen bonds. It is found that the magnitude of red- or blue-shift of the C-H stretching frequency in the hydrogen bond is mainly determined by the C-H polarity (DPE) and gas phase basicity (PA) of the proton acceptor in the isolated isomer, besides relevant weak interactions and the geometrical structure of the formed complex. Furthermore, for the categorization of conventional and non-conventional hydrogen bonding, an intriguing DPE/PA index should be suggested.