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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
Author(s) -
Shahid Ammara,
Aziz Ambreen,
Noureen Sajida,
Ahmed Maqsood,
Yousuf Sammer,
Choudhary Muhammad Iqbal
Publication year - 2018
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229618004953
Subject(s) - chemistry , molecule , van der waals force , crystallography , crystal structure , charge density , hydrogen bond , delocalized electron , density functional theory , atoms in molecules , crystal (programming language) , electron density , atom (system on chip) , dipole , computational chemistry , electron , organic chemistry , physics , quantum mechanics , computer science , embedded system , programming language
The biologically transformed product of estradiol valerate, namely 3,7α‐dihydroxyestra‐1,3,5(10)‐trien‐17‐one monohydrate, C 18 H 22 O 3 ·H 2 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.