1) A private company is prohibited from inviting public to subscribe to its shares or debentures. However, nothing prohibits the company from issuing debentures on private placement basis, if the Articles of the company empowers the Board to borrow by issuing debentures and creation of security.
2) it may not be required to appoint Debenture Trustee. The company may execute a deed of charge on its assets and register it with the ROC and this is permissible under provisions of companies act
3) every company issuing debentures should create DRR for the purpose of redemption of debentures to which adequate amounts should be credited from the profits of the company until debentures are redeemed. This is a mandatory provision. SEBI regulations also require companies issuing debentures to provide for DRR as required under the Act
4) since DRR will have to be carved out of profits of the company, there is no obligation to create DRR if there is no profit in a particular year. DRR is insurance and it enables the issuer of security to redeem the debentures and fulfill its obligation. If, for any reason, the issuer of security fails to redeem the debentures, the aggrieved party may approach CLB\Tribunal which will issue a direction to the company to redeem the debentures forthwith together with interest.
5) registered deed / NOC would protect company to some extent
6) default by company would impact regular operations of the company
6) it is better to raise equity from your friends rather than issuing debentures . in the event of default in payment on maturity creditors can approach CLB to direct company redeem debenture with interest