Item 1.01 Entry into a Material Definitive Agreement.

On June 7, 2021, 22nd Century Group, Inc. (the "Company") entered into a placement agent agreement (the "Placement Agent Agreement") with Cowen and Company, LLC (the "Placement Agent") relating to the Company's registered direct offering (the "Offering") to a select investor (the "Investor"). Pursuant to the Placement Agent Agreement, the Company agreed to pay the Placement Agent a cash fee of 3.0% of the gross proceeds from the Offering. The Placement Agent Agreement requires us to indemnify the Placement Agent and certain of its affiliates against certain customary liabilities.

In addition, on June 7, 2021, the Company and the Investor entered into a securities purchase agreement (the "Securities Purchase Agreement") relating to the issuance and sale of shares of common stock. The Investor is purchasing $40 million of shares, consisting of an aggregate of 10,000,000 shares of common stock at $4.00 per share. The Securities Purchase Agreement provides that, subject to certain exceptions, until the earlier of (i) 90 days after the closing of the Offering or (ii) the trading day following the date that the common stock's closing price exceeds $6.00 for a period of 10 consecutive trading days, neither the Company nor any of its subsidiaries will issue, enter into any agreement to issue or announce the issuance or proposed issuance of any shares of common stock or common stock equivalents.

The Securities Purchase Agreement provides that, subject to certain exceptions, for a period of six months following the closing of the Offering, the Company will be prohibited from effecting or entering into an agreement to effect any issuance by the Company or any of its subsidiaries of common stock or common stock equivalents (or a combination of units thereof) involving a variable rate transaction, which generally includes any transaction in which the Company (i) issues or sells any debt or equity securities that are convertible into, exchangeable or exercisable for, or include the right to receive additional shares of common stock either (A) at a conversion price or exchange rate that is based upon and/or varies with the trading prices of or quotations for the shares of common stock at any time after the initial issuance of such securities, or (B) with a conversion, exercise or exchange price that is subject to being reset at some future date after the initial issuance of such debt or equity security or upon the occurrence of specified or contingent events directly or indirectly related to the business of the Company or the market for the common stock or (ii) enters into any agreement, whereby the Company may issue securities at a future determined price.

The net proceeds to the Company from the Offering, after deducting Placement Agent fees and the Company's estimated offering expenses, are expected to be approximately $38.2 million. The Offering is expected to close on or before June 9, 2021.

The common stock is being offered and sold pursuant to the Company's Registration Statement on Form S-3 (Registration No. 333-239981) previously filed with the Securities and Exchange Commission and declared effective on July 30, 2020, the base prospectus included therein and the related prospectus supplement dated June 7, 2021.

The foregoing summaries of the terms of the Placement Agent Agreement and the Securities Purchase Agreement are subject to, and qualified in their entirety by, such documents attached hereto as Exhibits 1.1 and 10.1, respectively, and incorporated herein by reference. Each of the Placement Agent Agreement and the Securities Purchase Agreement contains representations and warranties that the respective parties made to, and solely for the benefit of, the other parties thereto in the context of all of the terms and conditions of those agreements and in the context of the specific relationship between the parties. The provisions of the Placement Agent Agreement and the Securities Purchase Agreement, including the representations and warranties contained therein, are not for the benefit of any party other than the parties to such agreements or as stated therein and are not intended as documents for investors and the public to obtain factual information about the current state of affairs of the parties to those documents and agreements. Rather, investors and the public should look to other disclosures contained in the Company's filings with the Securities and Exchange Commission.

Item 7.01. Regulation FD Disclosure.

On June 7, 2021, the Company issued a press release with respect to the information set forth above. A copy of the press release is furnished as Exhibit 99.1 and is incorporated herein by reference.

The information in this item (including the exhibit) shall not be deemed "filed" for purposes of Section 18 of the Securities Exchange Act of 1934 (the "Exchange Act"), or otherwise subject to the liabilities of Section 18, nor shall it be deemed incorporated by reference in any of the Company's filings under the Securities Act of 1933, as amended, or the Exchange Act, except to the extent, if any, expressly set forth by specific reference in such filing.

Item 9.01(d). Financial Statements and Exhibits.





(d) Exhibits.



  1.1         Placement Agent Agreement, dated June 7, 2021, between 22nd Century
            Group, Inc. and Cowen and Company, LLC.

  5.1         Opinion of Foley & Lardner, LLP.

  10.1        Form of Securities Purchase Agreement, dated June 7, 2021, by and between
            22nd Century Group, Inc. and each of the Purchasers (as defined therein).

  23.1        Consent of Foley & Lardner, LLP (included in Exhibit 5.1).

  99.1        Press Release, dated June 7, 2021.

104         Cover Page Interactive Data File - The cover page XBRL tags are embedded
            within the inline XBRL document.

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