Structural Studies of the Polymorphs of Carbamazepine, Its Dihydrate

Organic Process Research & Development 2006, 10, 165

Additions & Corrections Structural Studies of the Polymorphs of Carbamazepine, Its Dihydrate, and Two Solvates Robin K. Harris,* Phuong Y. Ghi, Horst Puschmann, David C. Apperley, Ulrich J. Griesser, Robert B. Hammond, Caiyun Ma, Kevin J. Roberts, Greg J. Pearce, Jonathan R. Yates, and Chris J. Pickard (Org. Process Res. Dev. 2005, 9, 902−910).

Table 4: There were minor notational errors in the originally published table, but none of the numbers were affected. The corrected version is below. Table 4. Some key molecular angles in the forms of carbamazepinea

intramolecular anglesa database code

φb

βb

γ

δ

CBMZPN11 (O1) CBMZPN11 (O2) CBMZPN11 (O3) CBMZPN11 (O4) CBMZPN01 CBMZPN02 CBMZPN10 CBMZPN03 CBMZPN12 this work

-179.6 -176.8 -175.7 -176.7 -170.6 -170.4 -170.7 -176.1 -172.4 179.6(3)

-17.7 -15.2 -11.8 -15.9 + 2.2 + 1.8 + 1.6 -13.4 - 7.5 0.9(5)

55.0 54.1 54.9 55.1 53.4 53.3 53.3 55.2 49.8 55.8(1)

70.7 71.2 69.2 71.9 61.4 62.9 61.5 70.3 68.1 54.5(1)

structure triclinicc

P-monoclinic

trigonal C-monoclinic dihydrate

a The angles are defined as follows (see also Figure 6): φ torsion angle C14N1-C15-N2. β torsion angle C1-N1-C15-N2. γ dihedral angle between benzene rings. δ dihedral angle between N2, O1, C15, N1 and C1, C6, C9, C14 planes. b The signs are given in relation to Figure 6 and of the molecule as given in the asymmetric unit in the CIF file. c Four independent molecules.

Note Added in Proof: It has come to our notice since submitting this paper that another crystal structure (code FEFNOT01, CCDC-247132) for carbamazepine dihydrate has appeared in the latest version of the CCSD. This perpetuates the disordered orthorhombic case. OP068000S 10.1021/op068000s Published on Web 01/20/2006

10.1021/op068000s CCC: $33.50 © 2006 American Chemical Society Published on Web 01/20/2006

Vol. 10, No. 1, 2006 / Organic Process Research & Development

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