Biotransformation, spectroscopic investigation, crystal structure and electrostatic properties of 3, 7α‐dihydroxyestra‐1, 3, 5(10)‐trien‐17‐one monohydrate studied using transferred electron‐density parameters. Issue 5 (10th April 2018)

• Record Type: Journal Article
• Authors: Shahid, Ammara; Aziz, Ambreen; Noureen, Sajida; Ahmed, Maqsood; Yousuf, Sammer; Choudhary, Muhammad Iqbal
• Is Part Of: Acta crystallographica. Volume 74:Issue 5(2018)
• Page Start: 534
• Page End: 541
• Publication Date: 2018-04-10
• Subjects: biotransformation -- crystal structure -- estradiol valerate -- ELMAM2 -- MoPro -- intermolecular interaction -- electrostatic potential -- AIM -- IAM; Crystallography -- Periodicals; Crystals -- Periodicals; 548.3
• DOI: 10.1107/S2053229618004953
• Languages: English
• ISSNs: 2053-2296

Abstract

Abstract : A biotransformed molecule has been studied using various spectroscopic techniques. Its crystal structure has been refined using the classical independent atom model, as well as by using the transferred electron‐density parameters from an electron‐density database. The results of the various refinements have been compared. Structure–property relationships have been described based on the calculation of electron‐density‐derived properties. Abstract : The biologically transformed product of estradiol valerate, namely 3, 7α‐dihydroxyestra‐1, 3, 5(10)‐trien‐17‐one monohydrate, C18 H22 O3 ·H2 O, has been investigated using UV–Vis, IR, 1 H and 13 C NMR spectroscopic techniques, as well as by mass spectrometric analysis. Its crystal structure was determined using single‐crystal X‐ray diffraction based on data collected at 100 K. The structure was refined using the independent atom model (IAM) and the transferred electron‐density parameters from the ELMAM2 database. The structure is stabilized by a network of hydrogen bonds and van der Waals interactions. The topology of the hydrogen bonds has been analyzed by the Bader theory of `Atoms in Molecules' framework. The molecular electrostatic potential for the transferred multipolar atom model reveals an asymmetric character of the charge distribution across the molecule due to a substantial charge delocalization within the molecule. The molecular dipole moment was also calculated, which shows that the molecule has a strongly polar character.