The crystal structure of atazanavir has been solved and refined using synchrotron X-ray powder diffraction data and optimized using density functional techniques. Atazanavir crystallizes in space group P21 (#4) with a = 15.33545(7), b = 5.90396(3), c = 21.56949(13) Å, β = 96.2923(4)°, V = 1941.134(11) Å3, and Z = 2. Despite being labeled as “atazanavir sulfate”, the commercial reagent sample consisted of atazanavir free base. The structure consists of an array of extended-conformation molecules parallel to the ac-plane. Although the atazanavir molecule contains only four classical hydrogen bond donors, hydrogen bonding is, surprisingly, important to the crystal energy. Both intra- and intermolecular hydrogen bonds are significant. The hydroxyl group forms bifurcated intramolecular hydrogen bonds to a carbonyl oxygen atom and an amide nitrogen. Several amide nitrogens act as donors to the hydroxyl group and carbonyl oxygen atoms. An amide nitrogen acts as a donor to another amide nitrogen. Several methyl, methylene, methyne, and phenyl hydrogens participate in hydrogen bonds to carbonyl oxygens, an amide nitrogen, and the pyridine nitrogen. The powder pattern is included in the Powder Diffraction File™ as entry 00-065-1426.

中文翻译：

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阿扎那韦的晶体结构，C38H52N6O7

阿扎那韦的晶体结构已使用同步加速器 X 射线粉末衍射数据进行求解和改进，并使用密度泛函技术进行了优化。阿扎那韦在空间群中结晶磷21(#4) 与一种= 15.33545(7),b= 5.90396(3),C= 21.56949(13) 埃，β= 96.2923(4)°,五= 1941.134(11) Å3， 和Z= 2. 尽管被标记为“阿扎那韦硫酸盐”，但商业试剂样品由阿扎那韦游离碱组成。该结构由一系列扩展构象分子组成，平行于交流-飞机。尽管阿扎那韦分子仅包含四个经典的氢键供体，但令人惊讶的是，氢键对晶体能量很重要。分子内和分子间的氢键都很重要。羟基与羰基氧原子和酰胺氮形成分叉的分子内氢键。几个酰胺氮作为羟基和羰基氧原子的供体。一个酰胺氮作为另一个酰胺氮的供体。几个甲基、亚甲基、亚甲基和苯基氢参与与羰基氧、酰胺氮和吡啶氮的氢键。粉末图案作为条目 00-065-1426 包含在 Powder Diffraction File™ 中。