Information card for entry 2018475

Structure parameters

• Common name: rifampicin pentahydrate
• Chemical name: (2<i>S</i>,12<i>Z</i>,14<i>E</i>,16<i>S</i>,17<i>S</i>,18<i>R</i>, 19<i>R</i>,20<i>R</i>,21<i>S</i>,22<i>R</i>,23<i>S</i>,24<i>E</i>)-21- acetyloxy-6,9,17,19-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl- 8-[(<i>E</i>)-<i>N</i>-(4-methylpiperazin-4-ium-1-yl)formimidoyl]-1,11-dioxo- 1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-<i>b</i>]furan- 5-olate pentahydrate
• Formula: C43 H68 N4 O17
• Calculated formula: C43 H68 N4 O17
• SMILES: Oc1c2NC(=O)C(=CC=C[C@@H]([C@H](O)[C@H]([C@@H](O)[C@H]([C@H](OC(=O)C)[C@@H]([C@@H](OC)C=CO[C@]3(Oc4c(c(c(O)c2/C=N/N2CC[NH+](CC2)C)c1c([O-])c4C)C3=O)C)C)C)C)C)C.O.O.O.O.O
• Title of publication: Redetermination of rifampicin pentahydrate revealing a zwitterionic form of the antibiotic
• Authors of publication: Wicher, Barbara; Pyta, Krystian; Przybylski, Piotr; Tykarska, Ewa; Gdaniec, Maria
• Journal of publication: Acta Crystallographica Section C
• Year of publication: 2012
• Journal volume: 68
• Journal issue: 5
• Pages of publication: o209 - o212
• a: 13.8506 ± 0.0006 Å
• b: 17.3867 ± 0.0008 Å
• c: 19.7476 ± 0.0008 Å
• α: 90°
• β: 90°
• γ: 90°
• Cell volume: 4755.5 ± 0.4 ų
• Cell temperature: 130 ± 2 K
• Ambient diffraction temperature: 130 ± 2 K
• Number of distinct elements: 4
• Space group number: 19
• Hermann-Mauguin space group symbol: P 21 21 21
• Hall space group symbol: P 2ac 2ab
• Residual factor for all reflections: 0.0508
• Residual factor for significantly intense reflections: 0.0482
• Weighted residual factors for significantly intense reflections: 0.1321
• Weighted residual factors for all reflections included in the refinement: 0.1353
• Goodness-of-fit parameter for all reflections included in the refinement: 1.059
• Diffraction radiation wavelength: 1.54178 Å
• Diffraction radiation type: CuKα
• Has coordinates: Yes
• Has disorder: No
• Has Fobs: Yes